US4264753A
Expired / Lapsed
US
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Process for polymerizing conjugated dienes
Assignee: Bridgestone Firestone Inc
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Filing: 1980-05-20
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Granted: 1981-04-28
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Expires: 2000-05-20
Abstract
Abstract The catalyst system disclosed herein comprises a combination or a chelate of a hydrocarbyl lithium compound with a bicyclic amine compound bridged together through nitrogen in each cyclic ring by means of 1-4, preferably 2-carbon atoms and each cyclic ring having at least one nitrogen and at least one other heteroatom in its cyclic structure selected from the class consisting of NR, O, S and PR. This catalyst system is particularly useful in the polymerization of vinyl compounds such as ethylene, propylene, styrene, butadiene, etc. The process for the polymerization of conjugated dienes produces polymers of excellent properties. For example, with butadiene-1,3 and other appropriate conditions, polybutadiene with high percentages of syndiotactic crystalline structure may be produced.
Inventors
- 👤 Adel F. Halasa
- 👤 James E. Hali
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 15:49
CPC Classifications
C; C08; C08F; C08F10/00; C08F36/00; C08F36/02; C08F36/04; C08F4/00; C08F4/42; C08F4/44; C08F4/46; C08F4/48
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
177 words
A process for the liquid phase polymerization of a conjugated diene having 4-10 carbon atoms at a temperature of -20° to 150° C. while in intimate contact with a polymerization catalyst, the proportion of said catalyst being in the range of 0.15-20 millimoles of the organometal component for 100 grams of conjugated diene, said polymerization catalyst comprising: (a) an RLi organo-metal compound in which R is a monovalent hydrocarbyl radical of 1 to 20 carbon atoms, and (b) a bicyclic amine of the formula: ##STR11## wherein D represents RN, O, S or PR; R represents a hydrocarbyl group of 1-20 carbon atoms; A represents a divalent hydrocarbon group having 1-4 carbon atoms between said two valencies; K represents a hydrocarbon group of the formula --CH 2 or --CH═; n represents an integer having a value of 1 to 5; and n' represents an integer having a value of 0 to 4 with the sum of n and n' totaling 3-5; the proportion of said bicyclic amine being 0.25 to 10 moles per mole of said organo-metal compound.
Claim 2
Dependent Claim
177 words
A process for the liquid phase polymerization of a conjugated diene having 4-10 carbon atoms at a temperature of -20° to 150° C. while in intimate contact with a polymerization catalyst, the proportion of said catalyst being in the range of 0.15-20 millimoles of the organometal component for 100 grams of conjugated diene, said polymerization catalyst comprising: (a) an RLi organo-metal compound in which R is a monovalent hydrocarbyl radical of 1 to 20 carbon atoms, and (b) a bicyclic amine of the formula: ##STR11## wherein D represents RN, O, S or PR; R represents a hydrocarbyl group of 1-20 carbon atoms; A represents a divalent hydrocarbon group having 1-4 carbon atoms between said two valencies; K represents a hydrocarbon group of the formula --CH 2 or --CH═; n represents an integer having a value of 1 to 5; and n' represents an integer having a value of 0 to 4 with the sum of n and n' totaling 3-5; the proportion of said bicyclic amine being 0.25 to 10 moles per mole of said organo-metal compound.
Claim 3
Dependent Claim
11 words
The process of claim 1 in which said diene is isoprene.
Claim 4
Dependent Claim
11 words
The process of claim 1 in which said diene is butadiene-1,3.
Claim 5
Dependent Claim
16 words
The process of claim 3 in which said A group represents --CH 2 CH 2 --.
Claim 6
Dependent Claim
15 words
The process of claim 4 in which said temperature is no higher than 35° C.
Claim 7
Dependent Claim
19 words
The process of claim 5 in which said temperature is in the range of -20° C. to 10° C.
Claim 8
Dependent Claim
21 words
The process of claim 6 in which said butadiene is in hexane solution at a concentration of 15-40 percent by weight.
Claim 9
Dependent Claim
19 words
The process of claim 7 in which 0.5-2 moles of organometal compound is used per 100 grams of butadiene.
Claim 10
Dependent Claim
12 words
The process of claim 8 in which said bicyclic amine is 1,2-di(N-methyl-piperazinyl-N'-)ethane.
Claim 11
Dependent Claim
12 words
The process of claim 8 in which said bicyclic amine is 1,2-di(pyrazolyl-N-)ethane.
Claim 12
Dependent Claim
11 words
The process of claim 8 in which said amine is 1,2-di(morpholino-N-)ethane.
Claim 13
Dependent Claim
12 words
The process of claim 8 in which said bicyclic amine is 1,2-di(thiomorpholine-N-)ethane.
Claim 14
Dependent Claim
12 words
The process of claim 23 in which said bicyclic amine is 1,2-di(thiazolidinyl-N-)ethane.
Claim 15
Dependent Claim
12 words
The process of claim 23 in which said bicyclic amine is 1,2-di(N-methyl-piperazinyl-N'-)ethane.
Claim 16
Dependent Claim
12 words
The process of claim 23 in which said bicyclic amine is 1,2-di(pyrazolyl-N-)ethane.
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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) | 1984-04-27 | 1984-10-27 | 1985-04-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-04-27 | 1988-10-27 | 1989-04-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-04-27 | 1992-10-27 | 1993-04-28 | $7700.00 | Window Closed / Lapsed |