US 6,617,466 B1 · Monocylopentadienyl transition metal olefin polymerization catalysts

Abstract

The invention is a catalyst system including a Group IV B transition metal component and an alumoxane component which may be employed to polymerize olefins to produce a high molecular weight polymer.

Claims21

Dependent claims

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
M′ has the same meaning as M;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
Q′ has the same meaning as Q;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

7 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting Of C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsityl, methylphenylsilyl, ethylmethylsityl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl and diethylgermyl;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl and diethylgermyl;
and
comprising the step of reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, triphenylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethypdimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethyliphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, noneyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising the steps of reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

3 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements in a solvent that is either pentane or 30-60 petroleum ether.

3 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements in a solvent that is diethylether.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising the steps of reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements and adding methylene chloride to the product of the reacting step.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals and substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals and substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals and substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
and
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
and
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

Dependencies are inferred from the claim text.

Facts

Application

07/844,813Filed 2 Mar 1992 · division

Priority

13 Sep 1989

Granted

9 Sep 2003

Term ends

Not estimatedThe source records don’t support an estimate.

Classification16 codes

C07F 7/10
Compounds having one or more C—Si linkages: containing nitrogen having a Si-N linkage
C07F 17/00
Metallocenes
C08F 10/00
Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double
C08F 10/06
Monomers containing three or four carbon atoms: propene

Family

Application07/406,945Parent of this continuation-in-part · filed 13 Sep 1989

Application07/533,245Parent of this continuation-in-part · filed 4 Jun 1990

Application07/581,841Parent of this division · filed 13 Sep 1990

US 5,096,867 AParent of this division

Application07/581,841Parent of this continuation-in-part

US 5,055,438 AParent of this continuation-in-part

US 6,617,466 B1This patent

From the US filing history. Foreign family members aren’t listed.

Abstract

The invention is a catalyst system including a Group IV B transition metal component and an alumoxane component which may be employed to polymerize olefins to produce a high molecular weight polymer.

Claims21

Dependent claims

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
M′ has the same meaning as M;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
Q′ has the same meaning as Q;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

7 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting Of C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsityl, methylphenylsilyl, ethylmethylsityl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl and diethylgermyl;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl and diethylgermyl;
and
comprising the step of reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, triphenylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethypdimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethyliphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, noneyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising the steps of reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

3 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements in a solvent that is either pentane or 30-60 petroleum ether.

3 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements in a solvent that is diethylether.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising the steps of reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements and adding methylene chloride to the product of the reacting step.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals and substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals and substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand in which J is an element with a coordination number of three from Group V A or an element with a coordination number of two from Group VI A of the Periodic Table of Elements, each R′ is a radical selected from the group consisting of C1-C20 hydrocarbyl radicals and substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical, and “z” is the coordination number of the element J;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
T is a covalent bridging group selected from the group consisting of dialkyl, alkylaryl or diaryl silicon or germanium radicals;
and
“L” is a neutral Lewis base where “w” denotes the number 0 or 1;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

5 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of halogen radicals, C1-C20 hydrocarbyl radicals, substituted C1-C20 hydrocarbyl radicals where one or more hydrogen atoms is replaced by a halogen radical or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
and
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

A process for producing a compound represented by the general formula:

wherein M is Zr, Hf or Ti;
(C5H4−xRx) is a cyclopentadienyl ring which is substituted with from zero to four substituent groups R, “x” is 0, 1, 2, 3 or 4 denoting the degree of substitution, and each substituent group R is, independently, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, octyl, benzyl, phenyl, trimethylgermyl, trimethylstannyl, triethylplumbyl, triflouromethyl, trimethylsilyl, triethylsilyl, ethyldimethylsilyl, methyldiethylsilyl, and triphenylgermyl, or (C5H4−xRx) is a cyclopentadienyl ring in which two adjacent R substituents are joined to form a ring to give an indenyl or tetrahydroindenyl ligand;
(JR′z−2) is a heteroatom ligand selected from the group consisting of t-butylamido, phenylamido, p-n-butylphenylamido, cyclohexylamido, perfluorophenylamido, n-butylamido, methylamido, ethylamido, n-propylamido, isopropylamido, benzylamido, t-butylphosphido, ethylphosphido, phenylphosphido and cyclohexylphosphido, and “z” is 3;
each Q is, independently, selected from the group consisting of hydride, methyl, ethyl, propyl, butyl, amyl, hexyl, heptyl, octyl, nonyl, decyl, cetyl, phenyl, chloro, bromo, fluoro, iodo, methoxy, ethoxy, propoxy, butoxy, phenoxy, methylphenoxy, dimethylamido, diethylamido, methylethylamido, dibutylamido, dipropylamido, diphenylamido, diphenylphosphido, dicyclohexylphosphido, diethylphosphido, and dimethylphosphido;
and
T is a covalent bridging group selected from the group consisting of dimethylsilyl, diethylsilyl, di-n-propylsilyl, diisopropylsilyl, di-n-butylsilyl, di-t-butylsilyl, di-n-hexylsilyl, methylphenylsilyl, ethylmethylsilyl, diphenylsilyl, n-hexylmethylsilyl, cyclopentamethylenesilyl, cyclotetramethylenesilyl, cyclotrimethylenesilyl, dimethylgermyl, diethylgermyl, methylene, dimethylmethylene, diethylmethylene, ethylene, dimethylethylene, diethylethylene and dipropylethylene;
comprising reacting a d0 Group IV B transition metal halide with a salt containing an anion of the formula ((C5H4−xRx)—T—(JR′z−2))−2 and either two cations from Group I A or one cation from Group II A of the Periodic Table of Elements.

4 more elements

Dependencies are inferred from the claim text.

Monocylopentadienyl transition metal olefin polymerization catalysts

Life of this patent

Abstract

Claims21

Monocylopentadienyl transition metal olefin polymerization catalysts

Life of this patent

Abstract

Claims21