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EP0185606A2
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Polymerizable thioester synergists
Assignee: Goodyear Tire and Rubber Co
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Filing: 1985-12-04
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Granted: —
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Expires: 2005-12-04
Abstract
Abstract There are disclosed polymerizable thioester synergists which have utility in enhancing the anti-oxidative activity of phenolic and amine stabilizers. The invention is also concerned with the thioesters themselves, their use in oxidizable organics, their combination with polymerizable and/or conventional antioxidants, and with polymers which contain these thioesters as physical admixtures or segmeric units of the polymer.
Inventors
- 👤 Kirkwood Storer Cottman
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-07 22:55
CPC Classifications
C; C08; C08F; C08F236/00; C08F236/02; C08F236/04; C08F236/10; C08F212/00; C08F212/02; C08F212/04; C08F212/14; C08F212/26; C08F212/28; C08F236/12
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
174 words
A composition characterized by an oxidizable organic material and a compound selected from formulae I-XII; wherein R is selected from hydrogen, methyl or phenyl radicals; R 1 is selected from hydrogen, methyl cr ethyl radicals; R 2 is selected from hydrogen or meth radicals; R 3 is selected from hydrogen, alkyl adicals of 1 to 12 carbon atoms, phenyl and substituted phenyl radicals; R 4 is an alkyl radical of 1 to 3 carbon atoms; Q may be the same or different divalent radical selected from -0- or -NH- ; β is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R and β are defined as above and R 5 is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 2
Dependent Claim
174 words
A composition characterized by an oxidizable organic material and a compound selected from formulae I-XII; wherein R is selected from hydrogen, methyl or phenyl radicals; R 1 is selected from hydrogen, methyl cr ethyl radicals; R 2 is selected from hydrogen or meth radicals; R 3 is selected from hydrogen, alkyl adicals of 1 to 12 carbon atoms, phenyl and substituted phenyl radicals; R 4 is an alkyl radical of 1 to 3 carbon atoms; Q may be the same or different divalent radical selected from -0- or -NH- ; β is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R and β are defined as above and R 5 is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 3
Dependent Claim
11 words
A composition according to claim 1 that contains a phenolic antioxidant.
Claim 4
Dependent Claim
11 words
A composition according to claim 1 that contains an amine antioxidant.
Claim 5
Dependent Claim
169 words
A composition of matter characterized by structural formulae I-XII; wherein R is selected from hydrogen, methyl or phenyl radicals; R 1 is selected from hydrogen, methyl or ethyl radicals; R 2 is selected from hydrogen or methyl radicals; R 3 is selected from hydrogen, alkyl radicals of 1 to 12 carbon atoms, phenyl and substituted phenyl radicals; R 4 is an alkyl radical of 1 to 3 carbon atoms; Q may be the same or different divalent radical selected from -0- or -NH- ; β is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R 3 and β are defined as above and R 5 is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 6
Dependent Claim
169 words
A composition of matter characterized by structural formulae I-XII; wherein R is selected from hydrogen, methyl or phenyl radicals; R 1 is selected from hydrogen, methyl or ethyl radicals; R 2 is selected from hydrogen or methyl radicals; R 3 is selected from hydrogen, alkyl radicals of 1 to 12 carbon atoms, phenyl and substituted phenyl radicals; R 4 is an alkyl radical of 1 to 3 carbon atoms; Q may be the same or different divalent radical selected from -0- or -NH- ; β is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R 3 and β are defined as above and R 5 is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 7
Dependent Claim
192 words
A process of preparing a polymeric composition characterized by polymerizing in a free radical polymerization system, a monomer system that contains at least one synergistic monomer selected from the following structural formulae I-XII: wherein R is selected from hydrogen, methyl or phenyl radicals; R 1 is selected from hydrogen, methyl or ethyl radicals; R 2 is selected from hydrogen or methyl radicals; R 3 is selected from alkyl, hydrogen radicals of 1 to 12 carbon atoms, phenyl and substituted phenyl radicals; R 4 is an alkyl radical of 1 to 3 carbon atoms; Q may be the same or different divalent radical selected from -0- or -NH- ; β is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R and β are defined as above and R 5 is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 8
Dependent Claim
192 words
A process of preparing a polymeric composition characterized by polymerizing in a free radical polymerization system, a monomer system that contains at least one synergistic monomer selected from the following structural formulae I-XII: wherein R is selected from hydrogen, methyl or phenyl radicals; R 1 is selected from hydrogen, methyl or ethyl radicals; R 2 is selected from hydrogen or methyl radicals; R 3 is selected from alkyl, hydrogen radicals of 1 to 12 carbon atoms, phenyl and substituted phenyl radicals; R 4 is an alkyl radical of 1 to 3 carbon atoms; Q may be the same or different divalent radical selected from -0- or -NH- ; β is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R and β are defined as above and R 5 is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 9
Dependent Claim
56 words
A process according to claim 5 characterized in that the free radical polymerization system is an emulsion polymerization and the monomer system comprises 20 to 80 parts by weight 1,3 butadiene, 20 to 80 parts by weight of styrene and 0.1 to 50 parts by weight of at least one synergistic monomer selected from formulae I-XII.
Claim 10
Dependent Claim
16 words
A process according to claim 5 characterized in that the monomer system contains a polymerizable antidegradant.
Claim 11
Dependent Claim
192 words
A polymer characterized in that from 0.1 to 100 weight percent based on the total weight of monomers of segmeric units derived from unsaturated compounds having a formula selected from the group consisting of: wherein R is selec from hydrogen, methyl or phenyl radicals; R is selected om hydrogen, methyl or ethyl radicals; R 2 is selected m hydrogen or methyl radicals; R 3 is selected on alkyl, hydrogen radicals of 1 to 12 carbon atoms, phenyl A and substituted phenyl radicals; R 4 is an alkyl rareal of 1 to 3 carbon atoms; Q may be the same different divalent radical selected from -0- or -1- ; S is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R 3 and β are defined as above and R is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 12
Dependent Claim
192 words
A polymer characterized in that from 0.1 to 100 weight percent based on the total weight of monomers of segmeric units derived from unsaturated compounds having a formula selected from the group consisting of: wherein R is selec from hydrogen, methyl or phenyl radicals; R is selected om hydrogen, methyl or ethyl radicals; R 2 is selected m hydrogen or methyl radicals; R 3 is selected on alkyl, hydrogen radicals of 1 to 12 carbon atoms, phenyl A and substituted phenyl radicals; R 4 is an alkyl rareal of 1 to 3 carbon atoms; Q may be the same different divalent radical selected from -0- or -1- ; S is 0 or a whole number from 1 to 20; n is a whole number from 2 to 20; m is 0 or 1 or 2; x is a whole number from 1 to 20; a is a monovalent radical selected from alkyl radicals of 1 to 30 carbon atoms, the radical or the radical wherein R 2 , R 3 and β are defined as above and R is selected from hydrogen, hydroxyl and alkyl radicals of 1 to 10 carbon atoms.
Claim 13
Dependent Claim
48 words
A process for chemically bonding synergists containing free radical polymerizable unsaturation to a polymer which comprises reacting at least one compound of claim 4 with a polymer in the presence of a free radical initiator selected from the group consisting of azo systems, azonitrile systems and Redox systems.
Claim 14
Dependent Claim
56 words
A process according to claim 5 characterized in that the free radical polymerization system is an emulsion polymerization and the monomer system comprises 10 to 90 parts by weight acrylonitrile, 10 to 90 parts by weight of 1,2 butadiene and 0.1 to 50 parts by weight of at least one synergistic monomer selected from formulae I-XII.
References Cited (Backward Citations)
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