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US4482677A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing high impact polystyrene

Assignee: Japan Elastomer Co Ltd
•
Filing: 1981-08-05
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Granted: 1984-11-13
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Expires: 2001-08-05
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Abstract

Abstract A process for producing a high impact polystyrene characterized by polymerizing a conjugated diene (preferably, 1,3-butadiene) by the use of an organolithium-based catalyst containing a polyfunctional organolithium compound (preferably, said organolithium-based cataylst is a mixture of a polyfunctional organolithium compound and a monofunctional organolithium compound at such a mixing ratio that the amount of lithium atom in the polyfunctional organolithium compound is 5% by weight or more based on the total sum of the lithium atoms in the respective compounds), coupling the resulting polymer molecules with a polyfunctional treating agent having at least two (preferably, 2-4 on the average) reactive sites capable of reacting with the active lithium terminal of the polymer, dissolving in styrene the conjugated diene polymer thus obtained, which has substantially a network structure and is substantially soluble in styrene, preferably in a proportion of 2-30% by weight, and then radical-polymerizing the resulting solution by bulk polymerization or bulk-suspension polymerization.

Inventors

  • 👤 Osamu Teranaka
  • 👤 Tsutomu Kakutani
  • 👤 Haruro Tabata
  • 👤 Tutomu Teraoka

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 10:46
CPC Classifications
C; C08; C08F; C08F279/00; C08F279/02

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 112 words
A process for producing a high impact polystyrene, characterized by polymerizing a conjugated diene by the use of an organolithium-based catalyst containing a polyfunctional organolithium compound, then coupling the resulting polymer molecules with a polyfunctional treating agent having at least two reactive sites capable of reacting with the active lithium terminal of the polymer, the amount of said polyfunctional treating agent being 0.1-2 equivalents based on the lithium in the lithium-terminated polymer obtained by polymerizing said conjugated diene with said organolithium-based catalyst, dissolving in styrene the conjugated diene polymer thus obtained having substantially a network structure and substantially soluble in styrene, and radical-polymerizing the resulting solution by bulk polymerization or bulk-suspension polymerization.
Claim 2
Dependent Claim 112 words
A process for producing a high impact polystyrene, characterized by polymerizing a conjugated diene by the use of an organolithium-based catalyst containing a polyfunctional organolithium compound, then coupling the resulting polymer molecules with a polyfunctional treating agent having at least two reactive sites capable of reacting with the active lithium terminal of the polymer, the amount of said polyfunctional treating agent being 0.1-2 equivalents based on the lithium in the lithium-terminated polymer obtained by polymerizing said conjugated diene with said organolithium-based catalyst, dissolving in styrene the conjugated diene polymer thus obtained having substantially a network structure and substantially soluble in styrene, and radical-polymerizing the resulting solution by bulk polymerization or bulk-suspension polymerization.
Claim 3
Dependent Claim 62 words
A process according to claim 1, wherein said organolithium-based catalyst is a mixture of a polyfunctional organolithium compound and a monofunctional organolithium compound and the ratio between these two compounds satisfies the requirement that the amount of lithium atom in the polyfunctional organolithium compound is 5% by weight or more based on the total sum of lithium atoms in the respective compounds.
Claim 4
Dependent Claim 27 words
A process according to claim 1, wherein said organolithium-based catalyst is a reaction product between at least two members of monofunctional organolithium compound and polyvinyl aromatic compound.
Claim 5
Dependent Claim 24 words
A process according to claim 3, wherein the molar ratio of said polyvinyl aromatic compound to said monofunctional organolithium compound is 0.1:1 or more.
Claim 6
Dependent Claim 21 words
A process according to claim 3 or 4, wherein said polyvinyl aromatic compound is divinylbenzene, 1,2,4-trivinylbenzene, 1,3-divinylnaphthalene, 1,3,5-trivinylnaphthalene, 2,4-divinylbiphenyl or 3,4,5-trivinylbiphenyl.
Claim 7
Dependent Claim 15 words
A process according to claim 3 or 4, wherein said polyvinyl aromatic compound is divinylbenzene.
Claim 8
Dependent Claim 17 words
A process according to claim 1, 2 or 3, wherein said conjugated diene has 4-12 carbon atoms.
Claim 9
Dependent Claim 21 words
A process according to claim 1, 2 or 3, wherein said conjugated diene is 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, piperylene, 1,3-octadiene or 4,5-diethyl-1,3-octadiene.
Claim 10
Dependent Claim 15 words
A process according to claim 1, 2 or 3, wherein said conjugated diene is 1,3-butadiene.
Claim 11
Dependent Claim 34 words
A process according to claim 1 or 2, wherein said polyfunctional organolithium compound is dilithiomethane, 1,4-dilithiobutane, 1,6-dilithiohexane, 1,4-dilithiocyclohexene, 1,4-dilithio-2-ethylcyclohexane, 1,3-dilithio-4-phenylbutane, 1,2-dilithio-1,2-diphenylethane, 1,10-dilithiodecane, 1,20-dilithioeicosane, 1,1-dilithiodiphenylene, 1,4-dilithiobenzene, 1,5-dilithionaphthalene, dilithiopolybutadiene, dilithioisoprene, dilithiodiisoprene, dilithiopolyisoprene, 2,2',2"-trilithio-p-terphenyl, 1,3,5-trilithiobenzene, or 1,3,5-trilithio-2,4,6-triethylbenzene.
Claim 12
Dependent Claim 14 words
A process according to claim 1 or 2, wherein said polyfunctional compound is 1,2-dilithio-1,2-diphenylethane.
Claim 13
Dependent Claim 23 words
A process according to claim 1, wherein a 1,2-vinyl content regulator is allowed to coexist at the time of polymerizing said conjugated diene.
Claim 14
Dependent Claim 23 words
A process according to claim 12, wherein said 1,2-vinyl content regulator is dimethyl ether, diethyl ether, tetrahydrofuran, dimethylamine, dimethyl sulfide or diethyl sulfide.
Claim 15
Dependent Claim 13 words
A process according to claim 12, wherein said 1,2-vinyl content regualtor is tetrahydrofuran.
Claim 16
Dependent Claim 27 words
A process according to claim 12, 13 or 14, wherein said conjugated diene is 1,3-butadiene and the resulting polybutadiene has a 1,2-vinyl content of 35% or less.
Claim 17
Dependent Claim 29 words
A process according to claim 1, wherein the number of reactive sites, capable of reacting with active lithium terminal, in said polyfunctional treating agent is 2-4 on the average.
Claim 18
Dependent Claim 22 words
A process according to claim 1, wherein said conjugated diene polymer is dissolved in a proportion of 2-30% by weight in styrene.

References Cited (Backward Citations)

US3177190A Cited
US3280084A Cited
US3264375A Cited
GB1223079A Cited
GB1289783A Cited
US3644322A Cited
US4004070A Cited
US3957913A Cited
US4340691A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-11-13 1988-05-14 1988-11-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-11-13 1992-05-14 1992-11-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-11-13 1996-05-14 1996-11-13 $7700.00 Window Closed / Lapsed

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