US5079304A
Expired / Lapsed
US
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Polyacrylate with substituted urea or thiourea retarder and ammonium or phosphonum compounds
Assignee: Zeon Chemical LP
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Filing: 1989-12-18
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Granted: 1992-01-07
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Expires: 2009-12-18
Abstract
Abstract A dual cure site polyacrylate polymer is provided which utilizes an aliphatic or aryl substituted urea or thiourea as a retarder to inhibit scorch during processing. While the polymer utilizes a retarder, compression set characteristics are not harmed and in fact may be enhanced by the use of the retarder.
Inventors
- 👤 Robert D. DeMarco
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:42
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/36; C08K5/39; C08K5/405; C08K5/16; C08K5/17; C08K5/19; C08K5/21; C08K5/49; C08K5/50
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
182 words
A composition comprising: (a) a polyacrylate rubber having halogen and carboxyl cure sites and comprising (i) from about 40 percent to about 99.8 percent by weight of an acrylate of the formula: ##STR6## wherein R is selected from the group consisting of an alkyl radical containing 1 to 18 carbon atoms, an alkoxyalkyl, an alkylthioalkyl, and a cyanoalkyl radical containing 2 to 12 carbon atoms; (ii) from about 0.1 percent to about 30 percent by weight of a halogen-containing monomer selected from the group consisting of halogen-containing vinylene hydrocarbons and halogen-containing vinyl monomers having the halogen group at least two carbon atoms removed from an oxygen group; (iii) from about 0.1 percent to about 20 percent by weight of a carboxyl-containing monomer; and (iv) up to 35 percent by weight of a copolymerizable monomer containing a terminal vinylidene group; (b) an effective amount of a curative which is an ammonium or phosphonium quaternary salt of a carboxylic or organophosphoric acid or an ammonium or phosphonium quaternary salt in combination with metallic acid salt, and (c) retarder comprising diphenyl urea or diphenylthio urea.
Claim 2
Dependent Claim
182 words
A composition comprising: (a) a polyacrylate rubber having halogen and carboxyl cure sites and comprising (i) from about 40 percent to about 99.8 percent by weight of an acrylate of the formula: ##STR6## wherein R is selected from the group consisting of an alkyl radical containing 1 to 18 carbon atoms, an alkoxyalkyl, an alkylthioalkyl, and a cyanoalkyl radical containing 2 to 12 carbon atoms; (ii) from about 0.1 percent to about 30 percent by weight of a halogen-containing monomer selected from the group consisting of halogen-containing vinylene hydrocarbons and halogen-containing vinyl monomers having the halogen group at least two carbon atoms removed from an oxygen group; (iii) from about 0.1 percent to about 20 percent by weight of a carboxyl-containing monomer; and (iv) up to 35 percent by weight of a copolymerizable monomer containing a terminal vinylidene group; (b) an effective amount of a curative which is an ammonium or phosphonium quaternary salt of a carboxylic or organophosphoric acid or an ammonium or phosphonium quaternary salt in combination with metallic acid salt, and (c) retarder comprising diphenyl urea or diphenylthio urea.
Claim 3
Dependent Claim
172 words
A composition according to claim 1, wherein said curative comprises from about 0.1 to about 25 parts by weight per 100 parts of the rubber of a metallic acid salt and a quaternary salt, said metallic acid salt being selected from the group consisting of carboxylic acids containing from 2 to about 24 carbon atoms and organophosphoric acids of the formula (R--O).sub.z PO.sub.y M wherein M is an alkali metal, y equals 1 or 2, z equals 1 or 2, and y plus Z equals 3, and R is selected from the group consisting of alkyl radicals containing from 1 to about 24 carbon atoms, and aryl radicals containing from 6 to about 24 carbon atoms, and aryl radicals containing from 6 to about 24 carbon atoms and said quaternary salt being selected from the group consisting of an ammonium or phosponium quaternary salt of an anion Y where Y is an anion of an organic or inorganic acid wherein the acidic hydrogen is associated with a halogen or an oxygen atom.
Claim 4
Dependent Claim
51 words
A composition according to claim 2, wherein Y is selected from the group consisting of Cl--, Br--, I--, HSO 4 , H 2 PO 4 --, RCOO--, ROSO 3 , RSO 3 --, and ROPO 3 H-- where R is an alkyl or alkaryl radical containing 1 to 18 carbon atoms.
Claim 5
Dependent Claim
62 words
A composition according to claim 3, wherein said ammonium or phosphonium quaternary stearate salts are selected from the class consisting of trimethyl benzyl ammonium stearate, trimethyl benzyl phosphonium stearate, trimethyl soyz ammonium stearate, trimethyl soya phosphonium stearate, tetramethyl ammonium stearate, tetramethyl phosphonium stearate, cetyl trimethyl ammonium stearate, cetyl trimethyl phosphonium stearate, dimethyl phenyl benzyl ammonium stearate, and dimethyl phenyl benzyl phosphonium stearate.
Claim 6
Dependent Claim
23 words
A composition according to claim 4, wherein said retarder comprises from about 0.5 to about 7 parts by weight per 100 parts rubber.
Claim 7
Dependent Claim
41 words
A composition according to claim 1, wherein the t5 value measured by the Mooney Viscometer Large Rotor Test, ASTM D1646, increases by 25 percent as compared to that value for the same test measured for an identical composition without said retarder.
Claim 8
Dependent Claim
41 words
A composition according to claim 1, wherein the t5 value measured by the Mooney Viscometer Large Rotor Test, ASTM D1646, increases by 50 percent as compared to that value for the same test measured for a identical composition without said retarder.
Claim 9
Dependent Claim
41 words
A composition according to claim 1, wherein the compression set value according to ASTM Test D395 at 70 hours at 150° C., plied percent, is effectively the same value as for the same test on an identical composition without said retarder.
Claim 10
Dependent Claim
44 words
A composition according to claim 1, wherein the compression set value according to ASTM Test D395 at 70 hours at 150° C., plied percent, is improved by 5 percent compared to the value for the same test on an identical composition without said retarder.
Claim 11
Dependent Claim
44 words
A composition according to claim 1, wherein the compression set value according to ASTM Test D395 at 70 hours at 150° C., plied percent, is improved by 10 percent compared to the value for the same test on an identical composition without said retarder.
References Cited (Backward Citations)
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| 3.5 Years (Year 4) | 1995-01-06 | 1995-07-08 | 1996-01-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-01-06 | 1999-07-08 | 2000-01-07 | $3760.00 | Window Closed / Lapsed |
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