US4034052A
Expired / Lapsed
US
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Alkenylation catalysts
Assignee: BP Corp North America Inc
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Filing: 1975-09-29
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Granted: 1977-07-05
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Expires: 1995-09-29
Abstract
Abstract Unsaturated amines, primary and secondary saturated amines, N,N,N',N'-tetramethylethylenediamine, N,N,N',N'-tetramethyl-1,3-propanediamine, and ammonia cocatalysis with alkali metals for alkenylation of alkylaromatics having benzylic hydrogen with conjugated diolefins of 4-15 carbon atoms. Improved trans:cis product ratio and improved yield are produced by these nitrogen containing cocatalysts.
Inventors
- 👤 Imre Puskas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 22:20
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/54; C07C2/72; C07C2523/00; C07C2523/02; C07C2523/04; C07C2531/00; C07C2531/02
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
84 words
In a process for alkenylation of alkylaromatics having benzylic hydrogen with conjugated diolefins of 4-15 carbon atoms in the presence of an alkali metal selected from the group consisting of potassium, rubidium, cesium, and alloys of said metals with each other or with other alkali metals, the improvement comprising carrying out the process in the presence of a cocatalyst selected from the group consisting of unsaturated amines having 1-60 carbon atoms, primary and secondary saturated amines having 1-60 carbon atoms, N,N,N',N'-tetramethylethylenediamine, N,N,N'N'-tetramethyl-1,3-propanediamine, and ammonia.
Claim 2
Dependent Claim
84 words
In a process for alkenylation of alkylaromatics having benzylic hydrogen with conjugated diolefins of 4-15 carbon atoms in the presence of an alkali metal selected from the group consisting of potassium, rubidium, cesium, and alloys of said metals with each other or with other alkali metals, the improvement comprising carrying out the process in the presence of a cocatalyst selected from the group consisting of unsaturated amines having 1-60 carbon atoms, primary and secondary saturated amines having 1-60 carbon atoms, N,N,N',N'-tetramethylethylenediamine, N,N,N'N'-tetramethyl-1,3-propanediamine, and ammonia.
Claim 3
Dependent Claim
20 words
The process of claim 1 wherein the alkylaromatic is O-xylene, the diolefin is 1,3-butadiene, and the alkali metal is potassium.
Claim 4
Dependent Claim
11 words
The process of claim 2 wherein the cocatalyst is N,N,N'N' -tetramethyl-2-butyne-1,4-diamine.
Claim 5
Dependent Claim
11 words
The process of claim 2 wherein the cocatalyst is N,N,N',N' -tetramethylethylenediamine.
Claim 6
Dependent Claim
10 words
The process of claim 2 wherein the cocatalyst is dibutylamine.
Claim 7
Dependent Claim
10 words
The process of claim 2 wherein the cocatalyst is morpholine.
Claim 8
Dependent Claim
10 words
The process of claim 2 wherein the cocatalyst is piperidine.
Claim 9
Dependent Claim
10 words
The process of claim 2 wherein the cocatalyst is N,N,N'-triethylethylenediamine.
Claim 10
Dependent Claim
10 words
The process of claim 2 wherein the cocatalyst is 1,2-diaminocyclohexane.
Claim 11
Dependent Claim
10 words
The process of claim 2 wherein the cocatalyst is 1,3-diaminopropane,
Claim 12
Dependent Claim
20 words
The process of claim 1 wherein the cocatalyst is present in an amount 0.0005-1.0% of the alkylaromatic reactant by weight.
Claim 13
Dependent Claim
11 words
The process of claim 11 wherein the alkali metal is potassium.
Claim 14
Dependent Claim
12 words
The process of claim 11 wherein the alloy is a sodium-potassium alloy.
Claim 15
Dependent Claim
12 words
The process of claim 1 wherein the cocatalyst is an unsaturated amine.
Claim 16
Dependent Claim
15 words
The process of claim 1 wherein the cocatalyst is a primary or secondary saturated amine.
Claim 17
Dependent Claim
11 words
The process of claim 1 wherein the cocatalyst is N,N,N',N' -tetramethylethylenediamine.
Claim 18
Dependent Claim
11 words
The process of claim 1 wherein the cocatalyst is N,N,N',N' -tetramethyl-1,3-propanediamine.
Claim 19
Dependent Claim
10 words
The process of claim 1 wherein the cocatalyst is ammonia.
Claim 20
Dependent Claim
21 words
The process of claim 1 wherein the alkylaromatic is O-xylene, the diolefin is 1,3-butadiene, and the alloy is a sodium-potassium alloy.
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) | 1980-07-04 | 1981-01-03 | 1981-07-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-04 | 1985-01-03 | 1985-07-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-04 | 1989-01-03 | 1989-07-05 | $7700.00 | Window Closed / Lapsed |