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US4731497A Expired / Lapsed US ⏱️ 0.0 years remaining

Alkylation of aromatics with alpha-olefins

Assignee: Atlantic Richfield Co
•
Filing: 1986-12-29
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Granted: 1988-03-15
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Expires: 2006-12-29
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Abstract

Abstract H-mordenite has been shown to be unique in its ability to yield a high percentage of para-substitution of monoalkyl benzene by alkylation with long chain alpha-olefins. The process also yields a high percentage of substitution of the alpha-olefin in the 2-carbon position. Minimal side effects, such as dialkylation and transalkylation, are also advantages of the process.

Inventors

  • 👤 Roger A. Grey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 22:59
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/54; C07C2/64; C07C2/66; C07C2529/00; C07C2529/04; C07C2529/06; C07C2529/18

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 133 words
A process for the alkylation of monoalkyl-monosubstituted benzenes with long-chain alpha olefins comprising: contacting, at a temperature of from 20° to 260° C., a monalkyl monosubstituted benzene with an alpha-olefin containing from about 10 to about 20 carbon atoms in the presence of a catalyst comprising the acid form of a three-dimensional crystalline zeolite molecular sieve having pore size of between 6.7 and 7.5Å and having a silica:alumina weight ratio of between about 30:1 and 2:1; said benzene and alpha-olefin being in mole ratio of between about 10:1 and 3:1 and said olefin to catalyst mole ratio being from about 20:1 to 2:1; whereby the alkylated benzene is alkylated to at least about 80% in the paraposition and the benzene ring is attached at least about 70% at position 2 of the alpha-olefin.
Claim 2
Dependent Claim 133 words
A process for the alkylation of monoalkyl-monosubstituted benzenes with long-chain alpha olefins comprising: contacting, at a temperature of from 20° to 260° C., a monalkyl monosubstituted benzene with an alpha-olefin containing from about 10 to about 20 carbon atoms in the presence of a catalyst comprising the acid form of a three-dimensional crystalline zeolite molecular sieve having pore size of between 6.7 and 7.5Å and having a silica:alumina weight ratio of between about 30:1 and 2:1; said benzene and alpha-olefin being in mole ratio of between about 10:1 and 3:1 and said olefin to catalyst mole ratio being from about 20:1 to 2:1; whereby the alkylated benzene is alkylated to at least about 80% in the paraposition and the benzene ring is attached at least about 70% at position 2 of the alpha-olefin.
Claim 3
Dependent Claim 25 words
The process claim 1 wherein said monoalkyl monosubstituted benzene is selected from the groups consisting of toluene, ethylbenzene, cumene, n-propylbenzene, n-butylbenzene, sec-butylbenzene, isobutylbenzene and tert-butylbenzene.
Claim 4
Dependent Claim 14 words
The process of claim 1 wherein said contacting is accomplished in a slurry reactor.
Claim 5
Dependent Claim 15 words
The process of claim 1 wherein said contacting is accomplished in a fixed bed reactor.
Claim 6
Dependent Claim 10 words
The process of claim 1 wherein said catalyst is H-mordenite
Claim 7
Dependent Claim 16 words
The process of claim 1 wherein said alpha olefin is 1-decene, 1-undecene, 1-dodecene, 1-tetradecene and 1-hexadecene

References Cited (Backward Citations)

US4283573A Cited
US4301317A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-03-15 1991-09-14 1992-03-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-03-15 1995-09-14 1996-03-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-03-15 1999-09-14 2000-03-15 $7700.00 Window Closed / Lapsed

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