US4387262A
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Process for oligomerizing olefins
Assignee: IFP Energies nouvelles
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Filing: 1981-01-22
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Granted: 1983-06-07
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Expires: 2001-01-22
Abstract
Abstract A process for oligomerizing olefins uses a catalyst composition obtained by contacting (a) bivalent nickel compound with (b) a hydrocarbylaluminum compound of the formula Al RxXy where R is a monovalent hydrocarbon radical, X is halogen, x is from 1 to 1.5, y is from 1.5 to 2, x+y being equal to 3, and (c) a Bronsted acid consisting preferably of a halogenocarboxylic acid of the formula R1 COOH in which R1 is a halogenoalkyl radical of the formula CmHpXq+L, X being halogen, m an integer from 1 to 3, p being zero or an integer and q being an integer, the condition p+q=2m+1 being fulfilled. A preferred Bronsted acid is of the formula R2 COOH in which R2 is a halogenomethyl group of the formula CXnH3-n, X being halogen and n an integer from 1 to 3.
Inventors
- 👤 Yves Chauvin
- 👤 Domonique Commereuc
- 👤 Jean Gaillard
- 👤 Gerard Leger
- 👤 Nhu H. Phung
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 02:17
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/02; C07C2/04; C07C2/06; C07C2/08; C07C2/26; C07C2/30; B; B01; B01J; B01J31/00; B01J31/02; B01J31/0231; B01J31/04; B01J31/12; B01J31/14; B01J31/143; B01J2231/00; B01J2231/20; C07C2531/00; C07C2531/02; C07C2531/04; C07C2531/12; C07C2531/14
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
98 words
A process for converting at least one monoolefin to dimers, trimers and/or oligomers, which comprises contacting said monoolefin with a catalyst composition obtained by contacting, in any order, at least one bivalent nickel compound with at least one hydrocarbylaluminum halide of the formula AlR x X y wherein R is a monovalent hydrocarbon group, X is a chlorine or bromine atom, x has a value from 1 to 1.5 and y a value from 1.5 to 2, with x+y=3, and at least one organic Bronsted acid whose pK 2 at 20° C. is at most equal to 3.
Claim 2
Dependent Claim
98 words
A process for converting at least one monoolefin to dimers, trimers and/or oligomers, which comprises contacting said monoolefin with a catalyst composition obtained by contacting, in any order, at least one bivalent nickel compound with at least one hydrocarbylaluminum halide of the formula AlR x X y wherein R is a monovalent hydrocarbon group, X is a chlorine or bromine atom, x has a value from 1 to 1.5 and y a value from 1.5 to 2, with x+y=3, and at least one organic Bronsted acid whose pK 2 at 20° C. is at most equal to 3.
Claim 3
Dependent Claim
69 words
A process according to claim 1, wherein the Bronsted acid is a halogeno carboxylic acid of the formula R 1 COOH wherein R 1 is a halogenoalkyl radical containing from 1 to 3 carbon atoms, complying with the formula C m H p X q wherein X is halogen, m=1, 2 or 3, p is zero or an integer and q is an integer, with the condition that p+q=2m+1.
Claim 4
Dependent Claim
46 words
A process according to claim 2, wherein the Bronsted acid is halogeno acetic acid of the formula R 2 COOH where R 2 is a halogenomethyl group of the formula CX n H 3-n , X being halogen and n an integer from 1 to 3.
Claim 5
Dependent Claim
16 words
A process according to claim 3, wherein the Bronsted acid is trifluoroacetic, trichloracetic or tribomoacetic acid.
Claim 6
Dependent Claim
24 words
A process according to claim 1, wherein, in the formula of the hydrocarbylaluminum halide, x is 1, y is 2 and X is chlorine.
Claim 7
Dependent Claim
55 words
A process according to claim 1, wherein the nickel compound is a nickel carboxylate of the formula (R 3 COO) 2 Ni where R 3 is a hydrocarbyl radical having from 5 to 20 carbon atoms or where the two R 3 radicals together form an alkylene radical having from 6 to 18 carbon atoms.
Claim 8
Dependent Claim
40 words
A process according to claim 1, wherein the molar ratio of the hydrocarbylaluminum halide to the nickel compound is from 1:1 to 50:1 and the molar ratio of the Bronsted acid to the hydrocarbylaluminum halide is from 0.001:1 to 1:1.
Claim 9
Dependent Claim
56 words
A process according to claim 1, wherein the molar ratio of the hydrocarbylaluminum halide to the nickel compound is from 2:1 to 20:1, the molar ratio of the Bronsted acid to the hydrocarbylaluminum halide is from 0.01:1 to 0.5:1 and the molar ratio of the Bronsted acid to the nickel compound is from 0.25:1 to 5:1.
Claim 10
Dependent Claim
23 words
A process according to claim 1, wherein the nickel compound has a solubility of at least 1 g/liter in n-heptane at 20° C.
Claim 11
Dependent Claim
17 words
A process according to claim 1, wherein said hydrocarbylaluminum halide is ethylaluminum sesquichloride, dichloroethylaluminum, dichloroisobutylaluminum, or dibromoethylaluminum.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-06-06 | 1986-12-06 | 1987-06-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-06 | 1990-12-06 | 1991-06-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-06 | 1994-12-06 | 1995-06-07 | $7700.00 | Window Closed / Lapsed |