US3972867A
Expired / Lapsed
US
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Cyanocarboxylate polymers and their process of manufacture
Assignee: IFP Energies nouvelles
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Filing: 1975-03-27
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Granted: 1976-08-03
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Expires: 1995-03-27
Abstract
Abstract Cyanocarboxylate polymers and copolymers are prepared by reacting a polymer or copolymer of conjugated diolefin with a cyanocarboxylate compound of the formula: ##EQU1## where R and R' are hydrogen atoms or alkyl, cycloalkyl, aryl or acyl groups of 1-12 carbon atoms, or R is a COOR' group or halogen. The resulting polymers or copolymers are useful as finishing agents or additives for unsaturated elastomers.
Inventors
- 👤 Francois Dawans
- 👤 Denise Nicolas
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 21:47
CPC Classifications
C; C08; C08L; C08L13/00; C08C; C08C19/00; C08C19/22
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
91 words
A modified polymer containing β-cyanocarboxylic groups added to double bonds of a polymer of conjugated diolefin, said modified polymer being obtained by the additional reaction of one or more β-cyanocarboxyl ic compounds of the formula: ##EQU2##wherein each of the radicals R and R' represents a hydrogen atom or an alkyl, cycloalkyl, aryl or acyl group of 1-12 carbon atoms, or the radical R is a COOR' group or halogen with polybutadiene, polyisoprene or polypentadiene, or with a copolymer of (a) butadiene, isoprene or pentadiene and (b) styrene, acrylonitrile or methyl methacrylate.
Claim 2
Dependent Claim
91 words
A modified polymer containing β-cyanocarboxylic groups added to double bonds of a polymer of conjugated diolefin, said modified polymer being obtained by the additional reaction of one or more β-cyanocarboxyl ic compounds of the formula: ##EQU2##wherein each of the radicals R and R' represents a hydrogen atom or an alkyl, cycloalkyl, aryl or acyl group of 1-12 carbon atoms, or the radical R is a COOR' group or halogen with polybutadiene, polyisoprene or polypentadiene, or with a copolymer of (a) butadiene, isoprene or pentadiene and (b) styrene, acrylonitrile or methyl methacrylate.
Claim 3
Dependent Claim
24 words
A modified polymer according to claim 1, wherein the reaction is conducted in the presence of a radical initiator, preferably a peroxide or perester.
Claim 4
Dependent Claim
50 words
A modified polymer according to claim 1, wherein the reaction is effected in the presence of oxygen and a metal catalyst selected from the salts or chelates of metals from groups I B, VII B ama VIII, preferably cobalt, copper, manganese or tin bromides, acetates, acetylacetonates, naphthenates, benzoates or octoates.
Claim 5
Dependent Claim
15 words
A modified polymer according to claim 1, wherein the polymer of conjugated diolefin is polybutadiene.
Claim 6
Dependent Claim
20 words
A modified polymer according to claim 4, wherein the polybutadiene contains more than 80% of double bonds in 1,4-cis configuration.
Claim 7
Dependent Claim
34 words
A modified polymer according to claim 4, wherein the starting polybutadiene contains more than 60% of double bonds in the 1,2-configuration and wherein a part of the β-cyanocarboxylic groups is cyclized to β-cyano-γ-butyrolactone groups.
Claim 8
Dependent Claim
15 words
A modified polymer according to claim 1, wherein the β-cyanocarboxyl ic compound is cyanoacetic acid.
Claim 9
Dependent Claim
15 words
A modified polymer according to claim 1, wherein the β-cyanocarboxyl ic compound is ethyl cyanoacetate.
Claim 10
Dependent Claim
29 words
A modified polymer as defined by claim 1, wherein said homopolymer or copolymer of conjugated diolefin has a number average molecular weight within the range of 1,000 to 500,000.
Claim 11
Dependent Claim
27 words
A modified polymer as defined by claim 1, in which from 2 to 70 β-cyanocarboxylic groups are added, per each 100 unsaturated units of the starting polymer.
Claim 12
Dependent Claim
22 words
A modified polymer as defined by claim 5, wherein the polybutadiene has a number average molecular weight of from 1,500 to 200,000.
Claim 13
Dependent Claim
37 words
A polymer according to claim 1 having a number average molecular weight of 1,500-200,000 and being of the formula ##STR6##wherein n and m are integers (n+m) representing more that 90% of the units constituting the polymer chain.
Claim 14
Dependent Claim
29 words
A polymer according to claim 1 of the formula: ##STR7## where n, m and p are integers, (n+m+p) representing more than 60% of the units constituting the polymer chain.
References Cited (Backward Citations)
US3493545A
Cited
US3390204A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-03 | 1980-02-02 | 1980-08-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-03 | 1984-02-02 | 1984-08-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-03 | 1988-02-02 | 1988-08-03 | $7700.00 | Window Closed / Lapsed |