US4497748A
Expired / Lapsed
US
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Preparation of lithium initiator for the preparation of star polymers
Assignee: Aerojet Rocketdyne Holdings Inc
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Filing: 1982-09-22
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Granted: 1985-02-05
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Expires: 2002-09-22
Abstract
Abstract Divinyl benzene and/or diisopropenyl benzene in hydrocarbon solvent is added over a period of time at low temperature to a hydrocarbon solvent containing a C 2-20 normal, secondary or tertiary alkyl or cycloalkyl lithium compound and a tertiary alkylamine having 2-4 carbon atoms prepared at low temperature to provide an initiator having an average of from 4 to 9 C-Li sites and a VPO Mn of from about 750 to 4,000. These initiators are useful in polymerizing dienes and vinyl monomers to provide star polymers having an average of from about 4 to 9 arms or branches. These star polymers among other things are useful low profile or low shrink additives for FRPs, e.g., glass fiber reinforced plastics.
Inventors
- 👤 Francis J. Vitus
- 👤 Ivan G. Hargis
- 👤 Russell A. Livigni
- 👤 Sundar L. Aggarwal
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 15:52
CPC Classifications
C; C08; C08F; C08F236/00; C08F236/02; C08F236/04; C08F236/10; C08F297/00; C08F297/02; C08F297/04; C08F297/042; C08L; C08L21/00; C08L67/00; C08L67/06
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
194 words
The method which comprises under an inert atmosphere adding with agitation a tertiary alkyl amine to a RLi compound in a hydrocarbon solvent at a temperature sufficiently low to prevent thermal decomposition of the RLi compound, said tertiary amine having from 2 to 4 carbon atoms in the alkyl group, said R being selected from the group consisting of normal, secondary and tertiary alkyl and cycloalkyl radicals having from 2 to 20 carbon atoms and mixtures thereof, and the mol ratio of said tertiary amine to the RLi compound being about 4:1, and then adding to the resulting mixture with agitation in the same temperature range a diethylenically unsaturated aromatic compound selected from the group consisting of divinyl benzene and diisopropenyl benzene and mixtures thereof in a hydrocarbon solvent, the mole ratio of the RLi compound to the aromatic compound being about 1:0.83, the rate of addition of said aromatic compound to said mixture being sufficient to provide without substantial polymerization a hydrocarbon soluble, gel free and stable initiator suitable for anionic polymerization having an average of from about 4 to 9 C-Li sites and a VPO Mn of from about 750 to 4,000.
Claim 2
Independent Claim
194 words
The method which comprises under an inert atmosphere adding with agitation a tertiary alkyl amine to a RLi compound in a hydrocarbon solvent at a temperature sufficiently low to prevent thermal decomposition of the RLi compound, said tertiary amine having from 2 to 4 carbon atoms in the alkyl group, said R being selected from the group consisting of normal, secondary and tertiary alkyl and cycloalkyl radicals having from 2 to 20 carbon atoms and mixtures thereof, and the mol ratio of said tertiary amine to the RLi compound being about 4:1, and then adding to the resulting mixture with agitation in the same temperature range a diethylenically unsaturated aromatic compound selected from the group consisting of divinyl benzene and diisopropenyl benzene and mixtures thereof in a hydrocarbon solvent, the mole ratio of the RLi compound to the aromatic compound being about 1:0.83, the rate of addition of said aromatic compound to said mixture being sufficient to provide without substantial polymerization a hydrocarbon soluble, gel free and stable initiator suitable for anionic polymerization having an average of from about 4 to 9 C-Li sites and a VPO Mn of from about 750 to 4,000.
Claim 3
Dependent Claim
16 words
The method according to claim 1 where said radicals have from 2 to 10 carbon atoms.
Claim 4
Dependent Claim
16 words
The method according to claim 1 where said temperature is from about 0° to 25° C.
Claim 5
Dependent Claim
16 words
The method according to claim 3 where said radicals have from 2 to 10 carbon atoms.
Claim 6
Dependent Claim
16 words
The method according to claim 1 where said temperature is from about 0° to 10° C.
Claim 7
Dependent Claim
16 words
The method according to claim 5 where said radicals have from 2 to 10 carbon atoms.
Claim 8
Dependent Claim
25 words
The method according to claim 1 where the tertiary amine is triethylamine, the RLi compound is secondary butyllithium and the aromatic compound is divinyl benzene.
Claim 9
Dependent Claim
102 words
A hydrocarbon soluble, gel free and stable compound useful as an initiator for anionic polymerization comprising the adduct of RLi where R is selected from the group consisting of normal, secondary and tertiary alkyl and cycloalkyl radicals of from 2 to 20 carbon atoms and mixtures thereof, and a diethylenically unsaturated aromatic compound selected from the group consisting of divinyl benzene and diisopropenyl benzene and mixtures thereof, the mole ratio of RLi to said aromatic compound being about 1:0.83, said adduct having an average of from about 4 to 9 C-Li sites and a VPO Mn of from about 750 to 4,000.
Claim 10
Dependent Claim
102 words
A hydrocarbon soluble, gel free and stable compound useful as an initiator for anionic polymerization comprising the adduct of RLi where R is selected from the group consisting of normal, secondary and tertiary alkyl and cycloalkyl radicals of from 2 to 20 carbon atoms and mixtures thereof, and a diethylenically unsaturated aromatic compound selected from the group consisting of divinyl benzene and diisopropenyl benzene and mixtures thereof, the mole ratio of RLi to said aromatic compound being about 1:0.83, said adduct having an average of from about 4 to 9 C-Li sites and a VPO Mn of from about 750 to 4,000.
Claim 11
Dependent Claim
16 words
A compound according to claim 8 where said radicals have from 2 to 10 carbon atoms.
Claim 12
Dependent Claim
19 words
A compound according to claim 8 where RLi is secondary butyl lithium and said aromatic compound is divinyl benzene.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-02-05 | 1988-08-06 | 1989-02-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-02-05 | 1992-08-06 | 1993-02-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-02-05 | 1996-08-06 | 1997-02-05 | $7700.00 | Window Closed / Lapsed |