US 2014/0213690 A1Published application

Titanium Containing Complex and Condensation Reaction Catalysts, Methods for Preparing the Catalysts, and Compositions Containing the Catalysts

AssigneeDow Corning Corporation

InventorsKurt Brandstadt, Simon Cook, Gary Diamond, Keith Hall, Loren Lower, Avril Surgenor, Richard Taylor, James Tonge, Ming-Shin Tzou

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Abstract

A composition is capable of curing via condensation reaction. The composition uses a new condensation reaction catalyst. The new condensation reaction catalyst is used to replace conventional tin catalysts. The composition can react to form a gum, gel, rubber, or resin.

Claims30

Dependent claims

A composition comprising:

(A) a catalytically effective amount of a catalytically active reaction product of a reaction of ingredients i) and ii), where
ingredient i) is a Ti precursor of formula T1-A4, where each A independently represents a monovalent organic group;
and
ingredient ii) is one of ligands [1] to [111], below:
[89] a ligand of general formula (ii):
where Q1 is a heteroatom selected from O and S;
Q2 is a heteroatom selected from O, N, P, and S;
subscript x is an integer from 1 to 5, A1 is H or a monovalent organic group;
A2 is H or a monovalent organic group, with the proviso that when Q2 is S, then A2 is a monovalent hydrocarbon group that is not a methyl group;
and each of A3, A4, A5, and A6 is independently selected from H, a halogen atom, and a monovalent organic group, with the proviso that two of A3, A4, A5, and A6 may be bonded together to form a fused ring structure;
or
[90] a ligand of general formula (iii):
where Q3 is a heteroatom selected from O and S, each carbon-carbon bond shown in general formula (iii) is a single bond or a double bond, A7 is selected from H, a halogen atom, and a monovalent organic group, A8 is selected from a monoalent hydrocarbon group, a methylamino group, an ethylamino group, and a monovalent organic group of formula
where * denotes a point of attachment to the nitrogen atom in general formula (iii), and each of A9, A10, and A11 is independently selected from H, a halogen atom, and a monovalent organic group;
or
[90] a ligand of general formula (iv):
where each Q4, Q5, and Q6 is a heteroatom independently selected from N, O, and S, each carbon-carbon bond shown in general formula (iv) is a single bond or a double bond, each A14 and each A15 is independently selected from a hydrogen atom and a monovalent organic group, each A16, A17, A18, and A19 is independently selected from a hydrogen atom and a monovalent organic group, with the proviso that alternatively, A17 and A18 may be bonded together to form a heterocyclic group or a heteroaromatic group with Q5, and A20 is selected from nothing, a hydrogen atom, and a monovalent organic group;
or
[91] a ligand of general formula (v):
where A21 is a divalent organic group, selected from a divalent hydrocarbon group, and a divalent heteroatom containing group, with the proviso that when A21 is a divalennt hydrocarbon group, A21 is selected from an alkylene group of 2 to 12 carbon atoms, an arylene group or an alkarylene group;
and with the proviso that when A21 is a divalent heteroatom containing group, A21 is a divalent heteroaromatic group;
or
[92] a ligand of general formula (vi):
where subscript a is an integer of 0 to 4, A22 is a monovalent organic group, A23 is a monovalent organic group, and A24 is a halogen atom or a monovalent organic group;
or
[93] a ligand of general formula (vii):
where subscript b is an integer from 0 to 3, A25 is halogen atom or a monovalent organic group, Q7 is selected from O and S, Q8 is selected from O, NH, S, and P, A26 is H or a monovalent organic group, A27 is H or a monovalent organic group, and A28 is H, a monovalent hydrocarbon group, or a monovalent heteroatom containing group that does not contain N, with the proviso that alternatively A27 and A28 may be bonded together to form a ring structure selected from a heterocyclic group containing Q8 or a heteroaromatic group containing Q8;
or
[94] a ligand of general formula (viii):
where Q9 and Q10 are each independently selected from O and S, A29 and A32 are each independently selected from H and a monovalent organic group, and A30 and A31 are each a divalent organic substituent containing at least one carbon atom, with the proviso that A30 and A31 may be member atoms in a ring structure, and with the proviso that A30 and A31 are not tertiary amine, and do not contain phenyl methylketone functionality, and a bond between A30 and A31 is selected from a single bond or a double bond, and may optionally be part of the ring structure;
or
[95] a ligand of general formula (ix):
where each Q11 and each Q12 is independently selected from O and S, and A33 is selected from a monovalent aromatic group;
a conjugated heteroaromatic group, with the proviso that the heteroatom in the conjugated heteroaromatic group is selected from O and N;
and a fused heteroaromatic group, with the proviso that the heteroatom in the fused heteroaromatic group is selected from O and S;
or
[96] a ligand of general formula (x):
where Q13 is selected from N, O, P, and S, and each A34, A35, A36, and A37 is independently H or a monovalent organic group, with the proviso that two of A34, A35, A36, and A37 may be bonded together to form a ring structure;
or
[97] a ligand of general formula (xi):
where ═ represents a singled bond or a double bond, Q14 is selected from O, P and S, A40 is selected from nothing or hydrogen, each A38 and each A39 is independently H or a monovalent organic group;
or
[98] a ligand of general formula (xiii):
where A42 and A43 are each independently selected from H and a monovalent hydrocarbon group, and A41 is selected from H and a monovalent organic group;
or
[99] a ligand of general formula (xiv):
where A45 is a monovalent organic group, each A46 is independently H or a monovalent organic group, each A47 is independently a monovalent organic group, and subscript c is an integer from 0 to 5;
or
[100] a ligand of general formula (xv):
where Q15 is selected from NH, O, and S, A48 is a monovalent organic group, A49 is a monovalent organic group, A50 is a monovalent hydrocarbon group;
or
[101] a ligand of general formula (xvi):
where Q16 is selected from C, O, and S, Q17 is selected from C and N, the 5 membered ring may be saturated, partially unsaturated, or fully unsaturated, A51 is a monovalent organic group, and A52 and A55 are each independently selected from nothing or a monovalent hydrocarbon group, A53 and A54 are each independently selected from monovalent organic groups, and A56 is H or a monovalent hydrocarbon group;
or
[102] a ligand of general formula (xvii):
where A57 and A58 are each bonded to P through a single bond or a double bond, A57 and A58 are each independently selected from OH, O, and a monovalent organic group, A59 is a monovalent organic group, and subscript e is an integer from 0 to 4;
or
[103] a ligand of general formula (xviii):
where subscript f is an integer from 0 to 4, and each A60 is independently a monovalent organic group;
or
[104] a ligand of general formula (xix)
where subscript g is 0 or 1, Q18 is selected from C and N, Q19 is selected from S and O, Q20 is selected from SH and OH, and each of A61, A62, and A63 is independently H or a monovalent organic group, with the proviso that alternatively A62 and A63 may be bonded together to form a fused heterocyclic group or fused heteroaromatic group with the 5 membered ring including Q18;
or
[105] a ligand of general formula (xx)
where subscript h is a in integer from 0 to 5, and each A64 is independently selected from a halogen atom, OH, and a monovalent organic group;
or
[106] a ligand of general formula (xxi)
where A65 and A66 are each independently a monovalent organic group;
or
[107] a ligand of general formula (xxii):
where A67, A68, and A69 are each independently a monovalent organic group;
or
[108] a ligand of general formula (xxiii)
where Q20 and Q21 are each independently selected from N and O, A74 represents a 5 membered ring structure that may be partially or fully saturated, A70 is a monovalent organic group, A71 is nothing or a monvalent organic group, A72 is a monovalent hydrocarbon group, subscript i is an integer from 0 to 4, each A73 is independently a monovalent organic group;
or
[109] a ligand of general formula (xxiv)
where Q22 and Q23 are each independently selected from O and S, subscript j is an integer from 0 to 4, A75 is selected from H and a monovalent organic group, and A76 and A77 are each independently a monovalent organic group;
or
[110] a ligand of general formula (xxv)
where ═ represents a single bond or a double bond, Q24 is selected from O and S, each Q25, Q26, and Q27 is independently selected from C, N, O, and S, A78 is selected from H and a monovalent organic group, A79 is selected from nothing, H, and a monovalent organic group of at least two carbon atoms, A80 and A81 are each independently selected from nothing, H, and a monovalent organic group, A82 and A83 are each independently monovalent organic groups, with the proviso that alternatively, A82 and A83 may bond together to form a ring structure;
or
[111] a ligand of general formula (xxvi):
where A85 and A86 are each independently a monovalent organic group;
and
(B) a silicon containing base polymer having an average, per molecule, of one or more hydrolyzable substituents.

82 more elements

Dependencies are inferred from the claim text.

Facts

Application: 14/125,612Filed 6 Sep 2012
Priority: 7 Sep 2011
Published: 31 Jul 2014
Term ends: Not estimatedThe source records don’t support an estimate.

Classification11 codes

C08G 77/18
Containing silicon bound to oxygen-containing groups: to alkoxy or aryloxy groups
B01J 31/18
Containing coordination complexes: containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in…
B01J 31/22
Containing coordination complexes: organic complexes
B01J 31/38
Containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24: of titanium, zirconium or hafnium

Family

Application61/531,696Us provisional application · filed 7 Sep 2011
US 9,371,422 B2Related patent
US 2014/0213690 A1This patent

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

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Abstract

A composition comprising:

(A) a catalytically effective amount of a catalytically active reaction product of a reaction of ingredients i) and ii), where
ingredient i) is a Ti precursor of formula T1-A4, where each A independently represents a monovalent organic group;
and
ingredient ii) is one of ligands [1] to [111], below:
[89] a ligand of general formula (ii):
where Q1 is a heteroatom selected from O and S;
Q2 is a heteroatom selected from O, N, P, and S;
subscript x is an integer from 1 to 5, A1 is H or a monovalent organic group;
A2 is H or a monovalent organic group, with the proviso that when Q2 is S, then A2 is a monovalent hydrocarbon group that is not a methyl group;
and each of A3, A4, A5, and A6 is independently selected from H, a halogen atom, and a monovalent organic group, with the proviso that two of A3, A4, A5, and A6 may be bonded together to form a fused ring structure;
or
[90] a ligand of general formula (iii):
where Q3 is a heteroatom selected from O and S, each carbon-carbon bond shown in general formula (iii) is a single bond or a double bond, A7 is selected from H, a halogen atom, and a monovalent organic group, A8 is selected from a monoalent hydrocarbon group, a methylamino group, an ethylamino group, and a monovalent organic group of formula
where * denotes a point of attachment to the nitrogen atom in general formula (iii), and each of A9, A10, and A11 is independently selected from H, a halogen atom, and a monovalent organic group;
or
[90] a ligand of general formula (iv):
where each Q4, Q5, and Q6 is a heteroatom independently selected from N, O, and S, each carbon-carbon bond shown in general formula (iv) is a single bond or a double bond, each A14 and each A15 is independently selected from a hydrogen atom and a monovalent organic group, each A16, A17, A18, and A19 is independently selected from a hydrogen atom and a monovalent organic group, with the proviso that alternatively, A17 and A18 may be bonded together to form a heterocyclic group or a heteroaromatic group with Q5, and A20 is selected from nothing, a hydrogen atom, and a monovalent organic group;
or
[91] a ligand of general formula (v):
where A21 is a divalent organic group, selected from a divalent hydrocarbon group, and a divalent heteroatom containing group, with the proviso that when A21 is a divalennt hydrocarbon group, A21 is selected from an alkylene group of 2 to 12 carbon atoms, an arylene group or an alkarylene group;
and with the proviso that when A21 is a divalent heteroatom containing group, A21 is a divalent heteroaromatic group;
or
[92] a ligand of general formula (vi):
where subscript a is an integer of 0 to 4, A22 is a monovalent organic group, A23 is a monovalent organic group, and A24 is a halogen atom or a monovalent organic group;
or
[93] a ligand of general formula (vii):
where subscript b is an integer from 0 to 3, A25 is halogen atom or a monovalent organic group, Q7 is selected from O and S, Q8 is selected from O, NH, S, and P, A26 is H or a monovalent organic group, A27 is H or a monovalent organic group, and A28 is H, a monovalent hydrocarbon group, or a monovalent heteroatom containing group that does not contain N, with the proviso that alternatively A27 and A28 may be bonded together to form a ring structure selected from a heterocyclic group containing Q8 or a heteroaromatic group containing Q8;
or
[94] a ligand of general formula (viii):
where Q9 and Q10 are each independently selected from O and S, A29 and A32 are each independently selected from H and a monovalent organic group, and A30 and A31 are each a divalent organic substituent containing at least one carbon atom, with the proviso that A30 and A31 may be member atoms in a ring structure, and with the proviso that A30 and A31 are not tertiary amine, and do not contain phenyl methylketone functionality, and a bond between A30 and A31 is selected from a single bond or a double bond, and may optionally be part of the ring structure;
or
[95] a ligand of general formula (ix):
where each Q11 and each Q12 is independently selected from O and S, and A33 is selected from a monovalent aromatic group;
a conjugated heteroaromatic group, with the proviso that the heteroatom in the conjugated heteroaromatic group is selected from O and N;
and a fused heteroaromatic group, with the proviso that the heteroatom in the fused heteroaromatic group is selected from O and S;
or
[96] a ligand of general formula (x):
where Q13 is selected from N, O, P, and S, and each A34, A35, A36, and A37 is independently H or a monovalent organic group, with the proviso that two of A34, A35, A36, and A37 may be bonded together to form a ring structure;
or
[97] a ligand of general formula (xi):
where ═ represents a singled bond or a double bond, Q14 is selected from O, P and S, A40 is selected from nothing or hydrogen, each A38 and each A39 is independently H or a monovalent organic group;
or
[98] a ligand of general formula (xiii):
where A42 and A43 are each independently selected from H and a monovalent hydrocarbon group, and A41 is selected from H and a monovalent organic group;
or
[99] a ligand of general formula (xiv):
where A45 is a monovalent organic group, each A46 is independently H or a monovalent organic group, each A47 is independently a monovalent organic group, and subscript c is an integer from 0 to 5;
or
[100] a ligand of general formula (xv):
where Q15 is selected from NH, O, and S, A48 is a monovalent organic group, A49 is a monovalent organic group, A50 is a monovalent hydrocarbon group;
or
[101] a ligand of general formula (xvi):
where Q16 is selected from C, O, and S, Q17 is selected from C and N, the 5 membered ring may be saturated, partially unsaturated, or fully unsaturated, A51 is a monovalent organic group, and A52 and A55 are each independently selected from nothing or a monovalent hydrocarbon group, A53 and A54 are each independently selected from monovalent organic groups, and A56 is H or a monovalent hydrocarbon group;
or
[102] a ligand of general formula (xvii):
where A57 and A58 are each bonded to P through a single bond or a double bond, A57 and A58 are each independently selected from OH, O, and a monovalent organic group, A59 is a monovalent organic group, and subscript e is an integer from 0 to 4;
or
[103] a ligand of general formula (xviii):
where subscript f is an integer from 0 to 4, and each A60 is independently a monovalent organic group;
or
[104] a ligand of general formula (xix)
where subscript g is 0 or 1, Q18 is selected from C and N, Q19 is selected from S and O, Q20 is selected from SH and OH, and each of A61, A62, and A63 is independently H or a monovalent organic group, with the proviso that alternatively A62 and A63 may be bonded together to form a fused heterocyclic group or fused heteroaromatic group with the 5 membered ring including Q18;
or
[105] a ligand of general formula (xx)
where subscript h is a in integer from 0 to 5, and each A64 is independently selected from a halogen atom, OH, and a monovalent organic group;
or
[106] a ligand of general formula (xxi)
where A65 and A66 are each independently a monovalent organic group;
or
[107] a ligand of general formula (xxii):
where A67, A68, and A69 are each independently a monovalent organic group;
or
[108] a ligand of general formula (xxiii)
where Q20 and Q21 are each independently selected from N and O, A74 represents a 5 membered ring structure that may be partially or fully saturated, A70 is a monovalent organic group, A71 is nothing or a monvalent organic group, A72 is a monovalent hydrocarbon group, subscript i is an integer from 0 to 4, each A73 is independently a monovalent organic group;
or
[109] a ligand of general formula (xxiv)
where Q22 and Q23 are each independently selected from O and S, subscript j is an integer from 0 to 4, A75 is selected from H and a monovalent organic group, and A76 and A77 are each independently a monovalent organic group;
or
[110] a ligand of general formula (xxv)
where ═ represents a single bond or a double bond, Q24 is selected from O and S, each Q25, Q26, and Q27 is independently selected from C, N, O, and S, A78 is selected from H and a monovalent organic group, A79 is selected from nothing, H, and a monovalent organic group of at least two carbon atoms, A80 and A81 are each independently selected from nothing, H, and a monovalent organic group, A82 and A83 are each independently monovalent organic groups, with the proviso that alternatively, A82 and A83 may bond together to form a ring structure;
or
[111] a ligand of general formula (xxvi):
where A85 and A86 are each independently a monovalent organic group;
and
(B) a silicon containing base polymer having an average, per molecule, of one or more hydrolyzable substituents.

82 more elements

Facts

Application

14/125,612Filed 6 Sep 2012

Priority

7 Sep 2011

Published

31 Jul 2014

Term ends

Not estimatedThe source records don’t support an estimate.

Classification11 codes

C08G 77/18
Containing silicon bound to oxygen-containing groups: to alkoxy or aryloxy groups
B01J 31/18
Containing coordination complexes: containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in…
B01J 31/22
Containing coordination complexes: organic complexes
B01J 31/38
Containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24: of titanium, zirconium or hafnium