US5278263A
Expired / Lapsed
US
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Syndiotactic 1,2-polybutadiene synthesis in an aqueous medium utilizing N,N-dibutylformamide as a modifier
Assignee: Goodyear Tire and Rubber Co
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Filing: 1992-10-05
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Granted: 1994-01-11
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Expires: 2012-10-05
Abstract
Abstract Pure syndiotactic 1,2-polybutadiene is a thermoplastic resin which has double bonds attached in an alternating fashion to its polymeric backbone. Films, fibers and molded articles can be made utilizing syndiotactic 1,2-polybutadiene. It can also be blended into rubbers and cocured therewith. Syndiotactic 1,2-polybutadiene can be made by solution, emulsion or suspension polymerization. It typically has a melting point which is within the range of about 195° C. to about 215° C. However, it is often desirable for the syndiotactic 1,2-polybutadiene to have a melting point of less than about 195° C. This invention discloses a process for preparing syndiotactic 1,2-polybutadiene having a melting point of less than about 195° C. which comprises: polymerizing 1,3-butadiene monomer in an aqueous medium in the presence of (1) a catalyst composition which is made by reacting (a) at least one cobalt compound (b) at least one organoaluminum compound, and (c) at least one conjugated diene; (2) carbon disulfide; and (3) N,N-dibutylformamide. This invention further discloses that catalyst emulsion compositions made utilizing amino acid soaps, such as sodium lauroyl sarcosinate, have much better stability than those made with standard surfactants.
Inventors
- 👤 Gary L. Burroway
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 13:40
CPC Classifications
C; C08; C08F; C08F136/00; C08F136/02; C08F136/04; C08F136/06; Y; Y10; Y10S; Y10S526/00; Y10S526/903
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
155 words
A process for preparing syndiotactic 1,2-polybutadiene having a melting point of less than about 195° C. which comprises: polymerizing 1,3-butadiene monomer in an aqueous medium in the presence of (1) a catalyst composition which is made by reacting (a) at least one cobalt compound selected from the group consisting of (i) β-diketone complexes of cobalt, (ii) β-keto acid ester complexes of cobalt, (iii) cobalt salts of organic carboxylic acids having 6 to 15 carbon atoms, and (iv) complexes of halogenated cobalt compounds of the formula CoX n , wherein X represents a halogen atom and n represents 2 or 3, with an organic compound selected from the group consisting of tertiary amine alcohols, tertiary phosphines, ketones and N,N-dialkylamides, (b) at least one organoaluminum compound of the formula AlR 3 , wherein R represents a hydrocarbon radical of 1 to 6 carbon atoms and (c) at least one conjugated diene; (2) carbon disulfide; and (3) N,N-dibutylformamide.
Claim 2
Dependent Claim
155 words
A process for preparing syndiotactic 1,2-polybutadiene having a melting point of less than about 195° C. which comprises: polymerizing 1,3-butadiene monomer in an aqueous medium in the presence of (1) a catalyst composition which is made by reacting (a) at least one cobalt compound selected from the group consisting of (i) β-diketone complexes of cobalt, (ii) β-keto acid ester complexes of cobalt, (iii) cobalt salts of organic carboxylic acids having 6 to 15 carbon atoms, and (iv) complexes of halogenated cobalt compounds of the formula CoX n , wherein X represents a halogen atom and n represents 2 or 3, with an organic compound selected from the group consisting of tertiary amine alcohols, tertiary phosphines, ketones and N,N-dialkylamides, (b) at least one organoaluminum compound of the formula AlR 3 , wherein R represents a hydrocarbon radical of 1 to 6 carbon atoms and (c) at least one conjugated diene; (2) carbon disulfide; and (3) N,N-dibutylformamide.
Claim 3
Dependent Claim
15 words
A process as specified in claim 1 wherein said process is a suspension polymerization process.
Claim 4
Dependent Claim
15 words
A process as specified in claim 1 wherein said process is an emulsion polymerization process.
Claim 5
Dependent Claim
29 words
A process as specified in claim 1 wherein said polymerization is carried out at a temperature which is within the range of about -10° C. to about 40° C.
Claim 6
Dependent Claim
29 words
A process as specified in claim 1 wherein said polymerization is carried out at a temperature which is within the range of about 0° C. to about 10° C.
Claim 7
Dependent Claim
28 words
A process as specified in claim 1 wherein the N,N-dibutylformamide is present at a concentration which is within the range of about 0.01 phm to about 2 phm.
Claim 8
Dependent Claim
28 words
A process as specified in claim 1 wherein the N,N-dibutylformamide is present at a concentration which is within the range of about 0.05 phm to about 1.25 phm.
Claim 9
Dependent Claim
28 words
A process as specified in claim 1 wherein the N,N-dibutylformamide is present at a concentration which is within the range of about 0.1 phm to about 1.0 phm.
Claim 10
Dependent Claim
28 words
A process as specified in claim 1 wherein the N,N-dibutylformamide is present at a concentration which is within the range of about 0.1 phm to about 0.5 phm.
Claim 11
Dependent Claim
28 words
A process as specified in claim 1 wherein the N,N-dibutylformamide is present at a concentration which is within the range of about 0.1 phm to about 0.25 phm.
Claim 12
Dependent Claim
37 words
A process as specified in claim 3 wherein the catalyst composition is in a catalyst emulsion composition which was prepared by microfluidizing or microemulsifying a catalyst component solution with an oil, an amino acid soap, and water.
Claim 13
Dependent Claim
19 words
A process as specified in claim 11 wherein the amino acid soap is a salt of an alkyl sarcosine.
Claim 14
Dependent Claim
16 words
A process as specified in claim 11 wherein the amino acid soap is sodium lauroyl sarcosinate.
Claim 15
Dependent Claim
38 words
A process as specified in claim 11 wherein the catalyst component solution is prepared by dissolving at least one cobalt compound and at least one organoaluminum compound in an inert organic solvent containing at least one conjugated diene.
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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) | 1997-01-10 | 1997-07-12 | 1998-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-01-10 | 2001-07-12 | 2002-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-01-10 | 2005-07-12 | 2006-01-11 | $7700.00 | Window Closed / Lapsed |