US3678121A
Expired / Lapsed
US
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Preparation of telomeric liquid polybutadiene oils
Assignee: Lithium Corp of America Inc
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Filing: 1971-01-22
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Granted: 1972-07-18
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Expires: 1991-01-22
Abstract
Abstract Preparation of telomeric liquid polybutadiene oils by the telomerization of 1,3-butadiene with toluene in the presence of a complex of a polylithio hydrocarbon with tetramethylethylenediamine, at a temperature of about 40*-110* C at atmospheric pressure.
Inventors
- 👤 Bobby Joe Mcelroy
- 👤 Joseph Herbert Merkley
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 03:29
CPC Classifications
C; C07; C07C; C07C2/00; C07C2/54; C07C2/72; C08; C08F; C08F136/00; C08F136/02; C08F136/04; C08F136/06; C07C2531/00; C07C2531/02; C07C2531/12
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
13 words
The method of claim 1, in which the C1-C4 alkyl benzene is toluene.
Claim 2
Dependent Claim
14 words
The method of claim 1, in which the polylithio hydrocarbon catalyst is a dilithioisoprene.
Claim 3
Dependent Claim
14 words
The method of claim 1, in which the tertiary aliphatic amine cocatalyst is tetramethylethylenediamine.
Claim 4
Dependent Claim
30 words
The method of claim 1, in which the teleomerization reaction is carried out at atmospheric pressure and at a temperature in the range of about 40* to about 110* C.
Claim 5
Dependent Claim
13 words
The method of claim 2, in which the tertiary amine cocatalyst is tetramethylethylenediamine.
Claim 6
Dependent Claim
12 words
The method of claim 1, in which the 1,3-conjugated diene is 1,3-butadiene.
Claim 7
Dependent Claim
12 words
The method of claim 6, in which the 1,3-conjugated diene is 1,3-butadiene.
Claim 8
Independent Claim
52 words
A method of preparing telomeric liquid polybutadiene oils which comprises providing a reaction mixture containing toluene, a catalyst comprising a polylithio hydrocarbon, and tetramethylethylenediamine, and then gradually adding gaseous 1, 3-butadiene at a controlled rate while cooling to control the reaction temperature within the range of about 40* to about 110* C.
Claim 9
Dependent Claim
13 words
The method of claim 9, in which the polylIthio hydrocarbon is a dilithioisoprene.
Claim 10
Dependent Claim
15 words
The method of claim 10, in which the reaction is carried out at atmospheric pressure.
Claim 11
Dependent Claim
82 words
A telomeric liquid polybutadiene oil resulting from reacting a C1-C4 alkyl benzene with a gaseous C4-C8 carbon atom 1,3-conjugated diene in the presence of a polylithio hydrocarbon catalyst and a tertiary aliphatic amine cocatalyst, said telomeric oil having a molecular weight in the range of about 500 to about 3000, having in its structure one benzene ring per polymer chain, and possessing a predominately 1,2 microstructure, approximately 15 to 25 percent 1,4 linkages (mostly trans), and a substantial percentage of cyclic linkages.
Claim 12
Dependent Claim
15 words
A telomeric oil according to claim 12, in which the C1-C4 alkyl benzene is toluene.
Claim 13
Dependent Claim
14 words
A telomeric oil according to claim 12, in which the conjugated diene is 1,3-butadiene.
Claim 14
Dependent Claim
20 words
A telomeric oil according to claim 12, in which the polylithio hydrocarbon is a dilithio adduct of conjugated diene hydrocarbon.
Claim 15
Dependent Claim
15 words
A telomeric oil according to claim 15, in which the polylithio hydrocarbon is a dilithioisoprene.
Claim 16
Dependent Claim
14 words
A telomeric oil according to claim 16, in which the tertiary amine is tetramethylethylenediamine.
Claim 17
Dependent Claim
74 words
A telomeric liquid polybutadiene oil resulting from reacting toluene with gaseous 1,3-butadiene in the presence of a polylithio hydrocarbon catalyst and a tertiary aliphatic amine cocatalyst, said telomeric oil having a molecular weight in the range of about 500 to about 3000, having in its structure one benzene ring per polymer chain, and possessing a predominantly 1, 2 microstructure, approximately 15 to 25 percent 1,4 linkages (mostly trans) and approximately 25 percent cyclic linkages.
Claim 18
Dependent Claim
20 words
A telomeric oil according to claim 18, in which the polylithio hydrocarbon is a dilithio adduct of conjugated diene hydrocarbon.
Claim 19
Dependent Claim
15 words
A telomeric oil according to claim 19, in which the polylithio hydrocarbon is a dilithioisoprene.
Claim 20
Dependent Claim
14 words
A telomeric oil according to claim 20, in which the tertiary amine is tetramethylethylenediamine.
Claim 21
Dependent Claim
77 words
A telomeric oil according to claim 18, which has a molecular weight in the range of in excess of 2000 to about 3000; a viscosity in the range of about 100 to about 1000 poise (at 60* C); an iodine number of about 250 to about 300; 1 phenyl group per molecular chain; the microstructure of the polybutadiene fragment of said telomer is vinyl, approximately 50-60 percent; 1,4, mostly trans, approximately 15-25%; and cyclic, approximately 20-25 percent.
Claim 22
Dependent Claim
73 words
A telomeric oil according to claim 18, which has a molecular weight in the range of about 500 to 1000; a viscosity of about 1 poise to about 20 poise (at 25* C); an iodine number of about 250 to about 300; 1 phenyl group per molecular chain; the microstructure of the polybutadiene fragment of said telomer is vinyl, approximately 50-60 percent; 1,4, mostly trans, approximately 15-25 percent; and cyclic, approximately 20-25 percent.
Claim 23
Dependent Claim
76 words
A telomeric oil according to claim 18, which has a molecular weight in the range of in excess of 1000 to 2000; a viscosity in the range of about 20 to 2000 poise (at 25* C); an iodine number of about 250 to about 300; 1 phenyl group per molecular chain; the microstructure of the polybutadiene fragment of said telomer is vinyl, approximately 50-60 percent; 1,4, mostly trans, approximately 15-25 percent; and cyclic, approximately 20-25 percent.
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) | 1975-07-18 | 1976-01-17 | 1976-07-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-07-18 | 1980-01-17 | 1980-07-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-07-18 | 1984-01-17 | 1984-07-18 | $7700.00 | Window Closed / Lapsed |