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US3624026A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilization of radial block copolymers

Assignee: Phillips Petroleum Co
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Filing: 1969-04-24
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Granted: 1971-11-30
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Expires: 1989-04-24
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Abstract

Abstract Disclosed herein are stabilized compositions comprising a radial block copolymer admixed with the following additives: organic phosphite, metal alkyldithiocarbamate, benzotriazole, thiodipropionic acid ester, and carbon black.

Inventors

  • 👤 William O Drake

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:45
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3467; C08K5/3472; C08K5/3475; C08K5/36; C08K5/39

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 31 words
A composition according to claim 1 wherein the amount of said stabilizing additive is in the range of 1 to 2 parts by weight per 100 parts by weight of copolymer.
Claim 2
Dependent Claim 50 words
A composition according to claim 2 wherein said copolymer contains from 70-60 weight per cent, based on weight of copolymer, of butadiene and from 30-40 weight per cent, based on weight of copolymer, of styrene and said stabilizing additive is selected from the group consisting of zinc dibutyldithiocarbamate or 2(2-hydroxy-5-methylphenyl)benzotriazole.
Claim 3
Dependent Claim 114 words
A stabilized polymeric composition comprising a radial block copolymer of a conjugated diene and a vinyl-substituted aromatic compound wherein, based on the weight of said copolymer, said conjugated diene is in the range of about 70-50 weight per cent and is a material selected from the group consisting of butadiene, isoprene, 2,3-methyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, 1-phenyl-1,3-butadiene and mixtures thereof and said vinyl-substituted aromatic compound is in the range of about 30-50 weight per cent and is a material selected from the group consisting of styrene, 3-methylstyrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 2-ethyl-4-benzylstyrene, 4-p-tolylstyrene, 4-(4-phenyl-n-butyl)styrene, and mixtures thereof; and a stabilizing amount of a stabilizing additive mixture consisting essentially of at least one benzotriazole compound having the formula
Claim 4
Dependent Claim 75 words
A polymeric composition according to claim 4 wherein the amount of benzotriazole compound is in the range of about 0.1-0.5 parts by weight per 100 parts by weight of copolymer, the amount of organic phosphite compound is in the range of about 0.5-1.5 parts by weight per 100 parts by weight of copolymer, and the amount of zinc alkyldithiocarbamate is in the range of 0.1-0.5 parts by weight per 100 parts by weight of copolymer.
Claim 5
Dependent Claim 71 words
A polymeric composition according to claim 5 wherein said copolymer consists essentially of from 70-60 weight per cent, based on total weight of copolymer, of butadiene and from about 30-40 weight per cent, based on total weight of said copolymer, of styrene; and wherein said stabilizer additive mixture consists essentially of 2(2-hydroxy-5-methylphenyl)benzotriazole in combination with at least one compound selected from the group consisting of tri(nonylphenyl)phosphite, zinc dibutyldithiocarbamate and mixtures thereof.
Claim 6
Dependent Claim 170 words
A stabilized polymeric composition comprising a radial block cOpolymer of a conjugated diene and a vinyl-substituted aromatic compound wherein, based on the weight of said copolymer, said conjugated diene is in the range of about 70-50 weight per cent and is a material selected from the group consisting of butadiene, isoprene, 2,3-methyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, 1-phenyl-1,3-butadiene, and mixtures thereof and said vinyl-substituted aromatic compound is in the range of from about 30-50 weight per cent and is a material selected from the group consisting of styrene, 3-methylstyrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 2-ethyl-4-benzylstyrene, 4-p-tolylstyrene, 4-(4-phenyl-n-butyl)styrene and mixtures thereof; and a stabilizing amount of a mixture of the following stabilizer additive components: at least one organic phosphite having the general formula (RO)3P where R is any combination of an alkyl, aryl, cycloalkyl, aralkyl or alkaryl radical having one-24 carbon atoms and P is phosphorous; at least one zinc alkyldithiocarbamate having the formula wherein R1 and R2 are selected from the group consisting of alkyl and cycloalkyl radicals having one-23 carbon atoms; and carbon black.
Claim 7
Dependent Claim 79 words
A composition of matter according to claim 7 wherein said organic phosphite is present in an amount in the range of about 0.5-1.5 parts by weight per 100 parts by weight of copolymer; said zinc alkyldithiocarbamate is present in an amount in the range of about 0.5-1 parts by weight per 100 parts of copolymer and said carbon black is present in an amount in the range of 0.1-1.0 parts by weight per 100 parts by weight of copolymer.
Claim 8
Dependent Claim 35 words
A polymeric composition of claim 8 wherein said copolymer consists essentially of from 60-70 weight percent butadiene and from 30-40 weight percent styrene; said organic phosphite is tri(nonylphenyl)phosphite and said zinc alkyldithiocarbamate is zinc dibutyldithiocarbamate.
Claim 9
Dependent Claim 178 words
A stabilized polymeric composition comprising a radial block copolymer of a conjugated diene and a vinyl-substituted aromatic compound wherein, based on the weight of said polymer, said conjugated diene is in the range of about 70-50 weight percent and is a material selected from the group consisting of butadiene, isoprene, 2,3-methyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, 1-phenyl-1,3-butadiene and mixtures thereof and said vinyl-substituted aromatic compound is in the range of about 30-50 weight percent and is a material selected from the group consisting of styrene, 3-methylstyrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 2-ethyl-4-benzylstyrene, 4-p-tolylstyrene, 4-(4-phenyl-n-butyl)styrene and mixtures thereof; and a stabilizing amount of a combination of the following stabilizer components: at least one organic phosphite having the general formula (RO)3P wherein R is any combination of an alkyl, aryl, cycloalkyl, aralkyl and alkaryl radical having one-24 carbon atoms and P is phosphorus; at least one zinc alkyldithiocarbamate having the formula wherein R1 and R2 are selected from the class consisting of alkyl and cycloalkyl radicals having from one to 23 carbon atoms and mixtures thereof; and at least one benzotriazole compound having the formula
Claim 10
Dependent Claim 81 words
A stabilized polymeric composition according to claim 10 wherein said organic phosphite is present in an amount in the range of about 0.3-1.5 parts by weight per 100 parts by weight of copolymer; said zinc alkyldithiocarbamate is present in an amount in the range of about 0.1-0.7 parts by weight per 100 parts by weight of copolymer; and said benzotriazole is present in an amount in the range of about 0.2-1 parts by weight per 100 parts by weight of copolymer.
Claim 11
Dependent Claim 79 words
A composition according to claim 11 wherein said copolymer consists essentially of from about 70-60 weight percent of butadiene and from 30-40 weight percent of styrene; said organic phosphite comprises 0.5-1.4 parts by weight per 100 parts by weight of copolymer of tri(nonylphenyl) phosphite; said zinc dialkyldithiocarbamate comprises 0.3-0.7 parts by weight per 100 parts by weight of copolymer of zinc dibutyldithiocarbamate; and said benzotriazole comprises 0.5-1 parts by weight per 100 parts by weight of copolymer of 2(2-hydroxy-5-methylphenyl)benzotriazole.
Claim 12
Dependent Claim 169 words
A stabilized polymeric composition comprising a radial block copolymer of a conjugated diene and a vinyl-substituted aromatic compound wherein, based on the weight of said polymer, said conjugated diene is in the range of about 70-50 weight percent and is a material selected from the group consisting of butadiene, isoprene, 2,3-methyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, 1-phenyl-1,3-butadiene and mixtures thereof and said vinyl-substituted aromatic compound is in the range of about 30-50 weight percent and is a material selected from the group consisting of styrene, 3-methyl styrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 2-ethyl-4-benzylstyrene, 4-p-tolylstyrene, 4-(4-phenyl-n-butyl)styrene and mixtures thereof; and a stabilizing amount of the following stabilizer additive components: at least one organic phosphite having the general formula (RO)3P wherein R is any combination of alkyl, aryl, cycloalkyl, aralkyl or alkaryl radicals having one-24 carbon atoms and P is phosphorus; at least one zinc alkyldithiocarbamate having the formula wherein R1 and R2 are selected from the group consisting of alkyl or cycloalkyl radicals having one-23 carbon atoms; at least one benzotriazole compound having the formula
Claim 13
Dependent Claim 106 words
A composition of matter according to claim 13 wherein said organic phosphite is present in an amount in the range of about 0.5-1.5 parts by weight per 100 parts by weight of copolymer; said zinc alkyldithiocarbamate is present in an amount in the range of about 0.5-1 parts by weight per 100 parts by weight of copolymer; said benzotriazole compound is present in an amount in the range of about 0.1-1 parts by weight per 100 parts by weight of copolymer; and said carbon black is present in an amount in the range of about 0.1-1 parts by weight per 100 parts by weight of copolymer.
Claim 14
Dependent Claim 45 words
A polymeric composition according to claim 14 wherein said copolymer consists essentially of from about 70-60 weight percent butadiene and from about 30 to about 40 weight percent styrene; said organic phosphite comprises tri(nonylphenyl)phosphite; said zinc alkyldithiocarbamate comprises zinc dibutyldithiocarbamate; and said benzotriazole comprises 2(2-hydroxy-5-methylphenyl)benzotriazole.
Claim 15
Dependent Claim 177 words
A stabilized composition of matter comprising a radial block copolymer of a conjugated diene and a vinyl-substituted aromatic compound wherein, based on the weight of said polymer, said conjugated diene is in the range of abOut 70-50 weight percent and is a material selected from the group consisting of butadiene, isoprene, 2,3-methyl-1,3-butadiene, piperylene, 3-butyl-1,3-octadiene, 1-phenyl-1,3-butadiene and mixtures thereof and said vinyl-substituted aromatic compound is in the range of about 30-50 weight percent and is a material selected from the group consisting of styrene, 3-methylstyrene, 4-n-propylstyrene, 4-cyclohexylstyrene, 4-dodecylstyrene, 2-ethyl-4-benzylstyrene, 4-p-tolylstyrene, 4-(4-phenyl-n-butyl)styrene and mixtures thereof; and a stabilizing amount of a mixture of the following stabilizer additive components: at least one organic phosphite having the general formula (RO)3P wherein R is any combination of an alkyl, aryl, cycloalkyl, aralkyl and alkaryl radical having from one to 24 carbon atoms and P is phosphorus; at least one zinc alkyldithiocarbamate having the formula wherein R1 and R2 are selected from the class consisting of alkyl and cycloalkyl radicals having from one-23 carbon atoms; at least one benzotriazole compound having the formula
Claim 16
Dependent Claim 107 words
A stabilized polymeric composition according to claim 16 wherein said organic phosphite is present in an amount in the range of about 0.5-1.5 parts by weight per 100 parts by weight of copolymer; said zinc alkyldithiocarbamate is present in an amount in the range of about 0.1-0.6 parts by weight per 100 parts by weight of copolymer; said benzotriazole compound is present in an amount in the range of about 0.1-0.6 parts by weight per 100 parts by weight of copolymer; and said thiodipropionic acid ester is present in an amount in the range of about 0.05-0.4 parts by weight per 100 parts by weight of copolymer.
Claim 17
Dependent Claim 51 words
A stabilized polymeric composition according to claim 17 wherein said copolymer consists essentially of from about 70-60 weight percent of butadiene and from about 30-40 weight percent styrene; said organic phosphite comprises tri(nonylphenyl)phosphite; said zinc alkyldithiocarbamate comprises zinc dibutyldithiocarbamate; said benzotriazole compound comprises 2(2-hydroxy-5-methylphenyl)benzotriazole; and said thiodipropionic acid ester comprises dilaurylthiodipropionate.

References Cited (Backward Citations)

US3282886A Cited
US3251905A Cited
US3454521A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1974-11-29 1975-05-31 1975-11-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1978-11-29 1979-05-31 1979-11-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1982-11-29 1983-05-31 1983-11-30 $7700.00 Window Closed / Lapsed

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