US 5,349,115 AGranted

Dimerization of low .alpha.-olefins

AssigneeSumitomo Chemical Company, Limited

InventorsKotohiro Nomura, Masaru Ishino, Michio Yamamoto, Gohfu Suzukamo, Makoto Itagaki

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Abstract

A process for preparing a dimer of a lower .alpha.-olefin in the presence of Catalyst (A) containing a nickel compound, a trialkylaluminum, a halogenated phenol, a phosphorus compound and a sulfur compound, Catalyst (B) containing a nickel compound, a trialkylaluminum, a fluorinated isopropyl alcohol, a phosphorus compound, a sulfonic acid and water, or Catalyst (C) containing a nickel compound, a trialkylaluminum, a halogenated phenol, a phosphorus compound, a sulfonic acid and water, by which method, the dimer of the lower .alpha.-olefin is prepared in a high yield and high selectivity.

A process for preparing a dimer of a lower .alpha.-olefin comprising dimerizing an .alpha.-olefin in the presence of a catalyst system A which consists essentially of:

(1) at least one nickel (II) compound selected from the group consisting of organic acid salts, inorganic acid salts and complex compounds of nickel,
(2) a trialkylaluminum,
(3) at least one compound selected from the group consisting of halogenated phenols of the general formula:
##STR3## wherein X.sub.1 to X.sub.5 independently represent a halogen atom, a hydrogen atom, or a hydroxyl group, with the proviso that at least one of them is a halogen atom, and a fluorinated isopropyl alcohol,
(4) at least one phosphorous compound selected from the group consisting of compounds of the formulae:
PR.sup.1 R.sup.2 R.sup.3 (II)
P(NR.sup.4.sub.2).sub.3 (III)
P(OR.sup.5).sub.3 (IV)
and
PR.sup.6 R.sup.7 (CH.sub.2).sub.n PR.sup.6 R.sup.7 (V)
wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently represent an alkyl group, a cycloalkyl group, an aralkyl group or a phenyl group optionally substituted by alkyl groups or alkoxy groups and n is an integer from 1 to 6, and
(5) at least one sulfur compound selected from the group consisting of sulfonic acids and dialkylsulfates;
a catalyst system B which comprises:
(1) at least one nickel (II) compound selected from the group consisting of organic acid salts, inorganic acid salts and complex compounds of nickel,
(2) a trialkylaluminum,
(3) a fluorinated isopropyl alcohol,
(4) at least one phosphorous compound selected from the group consisting of compounds of the formulae:
PR.sup.1 R.sup.2 R.sup.3 (II)
P(NR.sup.4.sub.2).sub.3 (III)
P(OR.sup.5).sub.3 (IV)
and
PR.sup.6 R.sup.7 (CH.sub.2).sub.n PR.sup.6 R.sup.7 (V)
wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 independently represent an alkyl group, a cycloalkyl group, an aralkyl group or a phenyl group optionally substituted by alkyl groups or alkoxy groups and n is an integer from 1 to 6,
(5) a sulfonic acid and
(6) water;
or a catalyst system C which comprises:
(1) at least one nickel (II) compound selected from the group consisting of organic acid salts, inorganic acid salts and complex compounds of nickel,
(2) a trialkylaluminum,
(3) a halogenated phenol represented by the general formula:
##STR4## wherein X.sub.1 to X.sub.5 independently represent a halogen atom, a hydrogen atom, or a hydroxyl group, with the proviso that at least one of them is a halogen atom,
(4) at least one phosphorous compound selected from the group consisting of compounds of the formulae:
PR.sup.1 R.sup.2 R.sup.3 (II)
P(NR.sup.4.sub.2).sub.3 (III)
and
P(OR.sup.5).sub.3 (IV)
wherein R.sup.1,R.sup.2, R.sup.3, R.sup.4 and R.sup.5 independently represent an alkyl group, a cycloalkyl group, an aralkyl group, or a phenyl group optionally substituted by alkyl groups or alkoxy groups,
(5) a sulfonic acid and
(6) water.

35 more elements

Facts

Application

08/057,843Filed 7 May 1993

Priority

JP 4-1160448 May 1992

Granted

20 Sep 1994

Term ends

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Classification7 codes

C07C 2/36
With hydrides or organic compounds: as phosphines, arsines, stilbines or bismuthines
C07C 2531/02
Catalysts comprising hydrides, coordination complexes or organic compounds: containing organic compounds or metal hydrides
C07C 2531/025
Containing organic compounds or metal hydrides: sulfonic acids
C07C 2531/04
Containing organic compounds or metal hydrides: containing carboxylic acids or their salts

Abstract

Claims20