US 5,910,619 AGranted

Process for producing .alpha.-olefin oligomers

AssigneeMitsubishi Chemical Corporation

InventorsHisao Urata, Takayuki Aoshima, Toshiyuki Oshiki, Jun Takahara, Shinji Iwade, Yoshiaki Nanba, Yoshitaka Araki, Hirofumi Nakamura, Takeshi Okano

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Abstract

The disclosure described a process for producing an .alpha.-olefin oligomer, which comprises carrying out oligomerization of an .alpha.-olefin in a solvent in the presence of a catalytically effective amount of a chromium-based catalyst system composed of a combination of at least (a) a chromium compound, (b) a nitrogen-containing compound of at least one selected from the group consisting of an amine, an amide and an imide, (c) an alkylaluminum compound and (d) a halogen-containing compound, wherein each of the .alpha.-olefin, the chromium compound (a), the nitrogen-containing compound (b) of at least one selected from the group consisting of an amine, an amide and an imide, the alkylaluminum compound (c) and the halogen-containing compound (d) is supplied to a reaction system in a mode that the chromium compound (a) and the alkylaluminum compound (c) do not contact each other before each of said compounds (a) to (d) and the .alpha.-olefin coexists in the reaction solvent and the oligomerization of an .alpha.-olefin takes place.

Claims35

Dependent claims

A process for producing an .alpha.-olefin oligomer, which comprises oligomerizing an .alpha.-olefin in a hydrocarbon reaction solvent in the presence of a catalytically effective amount of a chromium-based catalyst system consisting of (a) a chromium compound, (b) a nitrogen-containing compound selected from the group consisting of pyrroles, pyrrole derivatives and compounds represented by the following formula (1-A):

##STR9## wherein M.sup.1 represents a hydrogen atom or a metal element in groups IA, IIA, IB and IIIA of the Periodic Table, each of R.sup.1 and R.sup.3 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, an alkenyl group having 1 to 30 carbon atoms, or an aralkyl group having 1 to 30 carbon atoms, (c) an alkylaluminum compound of the formula
R.sup.1.sub.m Al(OR.sup.2).sub.n H.sub.p
wherein R.sup.1 and R.sup.2 are each a hydrocarbon group having 1 to 15 carbon atoms and R.sup.1 and R.sup.2 may be the same or different from each other;
in, n, and p are the numbers defined by 0<m.ltoreq.3, 0.ltoreq.n<3 and 0.ltoreq.p<3 respectively, and m+n+p=3 and (d) a halogen-containing compound containing an element selected from Groups IIIA, IIIB, IVA, IVB, VA, VB or VIB of the Periodic Table,
provided that before the .alpha.-olefin, the chromium compound (a), the nitrogen-containing compound (b), the alkylaluminum compound (c) and the halogen-containing compound (d) come into contact with each other, the chromium compound (a) and the alkylaluminum compound (c) do not previously contact each other, and when the oligomerization of the .alpha.-olefin takes place, the chromium compound (2) and the alkylaluminum compound (c) are supplied simultaneously and separately into the reaction system,
wherein the oligomerization is conducted at a temperature of from 0 to 250.degree. C., under a pressure of from 3 to 250 kg/cm.sup.2, the .alpha.-olefin concentration in the reaction solvent is of from 5 to 100 mol %, the chromium compound concentration is of from 1.times.10.sup.-7 to 0.5 mol per liter of the reaction solvent, and the molar ratio of compounds (a):(b):(c):(d) of 1:0.1 to 100:0.1 to 500:0.1 to 100.

3 more elements

A process for producing an .alpha.-olefin oligomer, which comprises oligomerizing an .alpha.-olefin in a hydrocarbon reaction solvent in the presence of a chromium-based catalyst system consisting essentially of (a) a chromium compound, (b) a nitrogen-containing compound selected from the group consisting of pyrroles, pyrrole derivatives and compounds represented by the following formula (1-A):

##STR10## wherein M.sup.1 represents a hydrogen atom or a metal element in groups IA, IIA, IB and IIIA of the Periodic Table, each of R.sup.1 and R.sup.3 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, alkenyl group having 1 to 30 carbon atoms, an aralkyl group having 1 to 30 carbon atoms, (c) an alkylaluminum compound of the formula
R.sup.1.sub.m Al(OR.sup.2).sub.n H.sub.p
wherein R.sup.1 and R.sup.2 are each a hydrocarbon group having 1 to 15 carbon atoms and R.sup.1 and R.sup.2 may be the same or different from each other;
m, n, and p are the numbers defined by 0<m.ltoreq.3, 0.ltoreq.n<3 and 0.ltoreq.p<3 respectively, and m+n+p=3 and (d) a halogen-containing compound containing an element selected from Groups IIIA, IIIB, IVA, IVB, VA, VB or VIB of the Periodic Table,
wherein catalyst components containing at least said alkylaluminum compound (c) and said halogen-containing compound (d), and not containing said chromium compound (a) are first heated to not lower than 100.degree. C. in a reaction solvent, and said thus-treated catalyst components are contacted with the remaining catalyst components and said .alpha.-olefin in said reaction solvent.

2 more elements

A process for producing an .alpha.-olefin oligomer which comprises oligomerizing an .alpha.-olefin in a hydrocarbon reaction solvent in the presence of a chromium-based catalyst system consisting essentially of (a) a chromium compound, (b) a nitrogen-containing compound selected from the group consisting of pyrroles, pyrrole derivatives and compounds represented by the following formula (1-A):

##STR11## wherein M.sup.1 represents a hydrogen atom or a metal element in groups IA, IIA, IB and IIIA of the Periodic Table, each of R.sup.1 and R.sup.3 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, alkenyl group having 1 to 30 carbon atoms, or an aralkyl group having 1 to 30 carbon atoms, (c) an alkylaluminum compound of the formula
R.sup.1.sub.m Al(OR.sup.2).sub.n H.sub.p
wherein R.sup.1 and R.sup.2 are each a hydrocarbon group having 1 to 15 carbon atoms and R.sup.1 and R.sup.2 may be the same or different from each other;
m, n, and p are the numbers defined by 0<m.ltoreq.3, 0.ltoreq.n<3 and 0.ltoreq.p<3 respectively, and m+n+p=3 and (d) a halogen-containing compound containing an element selected from Groups IIIA, IIIB, IVA, IVB, VA, VB or VIB of the Periodic Table,
wherein said oligomerization of the .alpha.-olefin in the reaction solvent is by a semi-batch process or by a continuous process, and at least one catalyst component selected from the group consisting of said nitrogen-containing compound (b), said alkylaluminum compound (c) and said halogen-containing compound (d) is additionally supplied to the reaction system.

2 more elements

Dependencies are inferred from the claim text.