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US4120915A Expired / Lapsed US ⏱️ 0.0 years remaining

Styrene-diene1 -diene2 block terpolymer with improved thermal stability

Assignee: Phillips Petroleum Co
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Filing: 1976-07-12
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Granted: 1978-10-17
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Expires: 1996-07-12
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Abstract

Abstract A thermally stable resinous block terpolymer is formed by first polymerizing styrene to form a resinous block segment, thereafter forming a block segment of sequentially polymerized isoprene and 1,3-butadiene, and finally coupling the resulting polymer chains with a polyfunctional coupling agent.

Inventors

  • 👤 Lawrence M. Fodor
  • 👤 Alonzo G. Kitchen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 09:02
CPC Classifications
C; C08; C08G; C08G81/00; C08G81/02; C08G81/021; C08G81/022; C08F; C08F297/00; C08F297/02; C08F297/04; C08F297/046; C08K; C08K5/00; C08K5/0008; C08K5/005; C08K5/04; C08K5/13; C08K5/49; C08K5/51; C08K5/52

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 115 words
A process for producing an antioxidant-containing thermally stable resinous polymer of styrene, 1,3-butadiene and isoprene, said polymer having 70-95 weight percent of said styrene based on a total weight of said styrene, butadiene, and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, butadiene, and isoprene, said process comprising: (1) forming said polymer by contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene; and thereafter introducing a polyfunctional coupling agent to form a coupling polymer; (2) adding the antioxidant to the coupled polymer; and (3) recovering the coupled polymer.
Claim 2
Dependent Claim 115 words
A process for producing an antioxidant-containing thermally stable resinous polymer of styrene, 1,3-butadiene and isoprene, said polymer having 70-95 weight percent of said styrene based on a total weight of said styrene, butadiene, and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, butadiene, and isoprene, said process comprising: (1) forming said polymer by contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene; and thereafter introducing a polyfunctional coupling agent to form a coupling polymer; (2) adding the antioxidant to the coupled polymer; and (3) recovering the coupled polymer.
Claim 3
Dependent Claim 14 words
A method according to claim 1 wherein said isoprene is added before said butadiene.
Claim 4
Dependent Claim 14 words
A method according to claim 1 wherein said butadiene is added before said isoprene.
Claim 5
Dependent Claim 24 words
A method according to claim 1 wherein said styrene is added in two or more increments with initiator being added along with each increment.
Claim 6
Dependent Claim 23 words
A method according to claim 1 wherein said styrene is present in an amount within the range of 74 to 78 weight percent.
Claim 7
Dependent Claim 15 words
A method according to claim 1 wherein said polyfunctional coupling agent is epoxidized soybean oil.
Claim 8
Dependent Claim 12 words
A method according to claim 1 wherein said organolithium initiator is n-butyllithium.
Claim 9
Dependent Claim 9 words
The product produced by the method of claim 1.
Claim 10
Dependent Claim 118 words
A process for producing a thermally stable polymer containing an antioxidant, said polymer being a polymer of styrene, 1,3-butadiene and isoprene, said polymer having 70-95 weight percent of said styrene based on a total weight of said styrene, 1,3-butadiene and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, 1,3-butadiene and isoprene, said process comprising: contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene; thereafter introducing a polyfunctional coupling agent; and thereafter recovering the thus coupled polymer and introducing said antioxidant, said antioxidant consisting of a mixture of tris(nonylphenyl) phosphite and 2,6-di-t-butyl-4-methylphenol.
Claim 11
Dependent Claim 118 words
A process for producing a thermally stable polymer containing an antioxidant, said polymer being a polymer of styrene, 1,3-butadiene and isoprene, said polymer having 70-95 weight percent of said styrene based on a total weight of said styrene, 1,3-butadiene and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, 1,3-butadiene and isoprene, said process comprising: contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene; thereafter introducing a polyfunctional coupling agent; and thereafter recovering the thus coupled polymer and introducing said antioxidant, said antioxidant consisting of a mixture of tris(nonylphenyl) phosphite and 2,6-di-t-butyl-4-methylphenol.
Claim 12
Dependent Claim 132 words
A process for producing a thermally stable polymer containing an antioxidant, said polymer being a polymer of styrene, 1,3-butadiene and isoprene, said polymer having 70-95 weight percent of said styrene based on a total weight of said styrene, 1,3-butadiene and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, 1,3-butadiene and isoprene, said process comprising: contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene; thereafter introducing a polyfunctional coupling agent; and thereafter recovering the thus coupled polymer and introducing said antioxidant, said antioxidant being a glycine having the formula ##STR2## wherein R is either a C 14 , C 16 , or C 18 alkyl group.
Claim 13
Dependent Claim 132 words
A process for producing a thermally stable polymer containing an antioxidant, said polymer being a polymer of styrene, 1,3-butadiene and isoprene, said polymer having 70-95 weight percent of said styrene based on a total weight of said styrene, 1,3-butadiene and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, 1,3-butadiene and isoprene, said process comprising: contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene; thereafter introducing a polyfunctional coupling agent; and thereafter recovering the thus coupled polymer and introducing said antioxidant, said antioxidant being a glycine having the formula ##STR2## wherein R is either a C 14 , C 16 , or C 18 alkyl group.
Claim 14
Dependent Claim 186 words
A process for producing a thermally stable resinous polymer containing an antioxidant, said polymer being a polymer of styrene, 1,3-butadiene, and isoprene, said polymer having about 76 parts by weight of said styrene per 100 parts by weight of total styrene, 1,3-butadiene and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, 1,3-butadiene and isoprene, said process comprising: contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof, said styrene being added in two increments with additional initiator being added along with the second increment; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene, said isoprene being added before said 1,3-butadiene; thereafter introducing as a polyfunctional coupling agent epoxidized soybean oil having about 4 epoxy groups per formula weight; and thereafter recovering the thus coupled polymer and introducing said antioxidant which is selected from the group consisting of (a) a mixture of tris(nonylphenyl) phosphite and 2,6-di-t-butyl-4-methylphenol and (b) a glycine having the formula ##STR3## wherein R is either a C 14 , C 16 , or C 18 alkyl group.
Claim 15
Dependent Claim 186 words
A process for producing a thermally stable resinous polymer containing an antioxidant, said polymer being a polymer of styrene, 1,3-butadiene, and isoprene, said polymer having about 76 parts by weight of said styrene per 100 parts by weight of total styrene, 1,3-butadiene and isoprene, said isoprene being present in an amount within the range of 2-15 parts per 100 parts of said styrene, 1,3-butadiene and isoprene, said process comprising: contacting said styrene with an organolithium initiator under polymerization conditions and effecting polymerization thereof, said styrene being added in two increments with additional initiator being added along with the second increment; thereafter sequentially adding and polymerizing said isoprene and said 1,3-butadiene, said isoprene being added before said 1,3-butadiene; thereafter introducing as a polyfunctional coupling agent epoxidized soybean oil having about 4 epoxy groups per formula weight; and thereafter recovering the thus coupled polymer and introducing said antioxidant which is selected from the group consisting of (a) a mixture of tris(nonylphenyl) phosphite and 2,6-di-t-butyl-4-methylphenol and (b) a glycine having the formula ##STR3## wherein R is either a C 14 , C 16 , or C 18 alkyl group.
Claim 16
Dependent Claim 9 words
A product produced by the method of claim 11.

References Cited (Backward Citations)

US3281383A Cited
US3637554A Cited
US3639521A Cited
US3639517A Cited
US3840616A Cited
US3859250A Cited
US3959412A Cited
US3985830A Cited
US3985830B1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-16 1982-04-17 1982-10-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-16 1986-04-17 1986-10-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-16 1990-04-17 1990-10-17 $7700.00 Window Closed / Lapsed

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