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US4244852A Expired / Lapsed US ⏱️ 0.0 years remaining

Rubber-modified high nitrile copolymers with improved impact resistance

Assignee: Standard Oil Co
•
Filing: 1978-11-16
•
Granted: 1981-01-13
•
Expires: 1998-11-16
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Abstract

Abstract The inclusion of a small amount of an ester-type plasticizer in the rubber polymerization recipe in the production of rubber-modified high nitrile copolymer resins produces resins having markedly improved impact resistance at both low and high temperatures.

Inventors

  • 👤 Dorothy C. Prem
  • 👤 June T. Duke
  • 👤 Ralph E. Isley

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 23:19
CPC Classifications
C; C08; C08F; C08F36/00; C08F36/02; C08F36/04; C08F279/00; C08F279/02

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 365 words
The process for preparing a resin having good impact resistance comprising polymerization in an agueous medium at a temperture in the range of from 0° to 100° C. in the substantial absence of molecular oxygen 100 parts by weight of (A) from 60 to 90% by weight of at least one nitrile having the structure ##STR9## wherein R is hydrogen, a lower alkyl group having from 1 to 4 carbon atoms, or a halogen, and (B) from 10 to 40% by weight based on the combined weights of (A) and (B) of at least one member selected from the group consisting of (1) an ester having the structure ##STR10## wherein R 1 is hydrogen, an alkyl group having from 1 to 4 carbon atoms, or a halogen, and R 2 is an alkyl group having from 1 to 6 carbon atoms, (2) an alpha-olefin having the structure ##STR11## wherein R' and R" are alkyl groups having from 1 to 7 carbon atoms, (3) a vinyl ether selected from the group consisting of methyl vinyl ether, ethyl vinyl ether, the propyl vinyl ethers, and the butyl vinyl ethers, (4) vinyl acetate, (5) styrene, and (6) indene, in the presence of from 1 to 40 parts by weight of (C) a rubbery polymer of a conjugated diene monomer selected from the group consisting of butadiene and isoprene and optionally a comonomer selected from the group consisting of styrene, a nitrile monomer having the structure ##STR12## wherein R has the foregoing designation, and an ester having the structure ##STR13## wherein R 1 and R 2 have the foregoing designations, said rubbery polymer containing from 50 to 100% by weight of polymerized conjugated diene and from 0 to 50% by weight of polymerized comonomer, said (C) having been prepared by carrying out the polymerization of the monomers in the presence of from 5 to 50 parts by weight per 100 parts of monomer of at least one plasticizer selected from the group consisting of dioctyl phthalate, di-2-ethyl hexyl phthalate, dioctyl adipate, di-2-ethyl hexyl adipate, didecyl adipate, dibutoxy ethyl adipate, dihexyl azelate, di-2-ethyl hexyl azelate, dioctyl sebacate, di-2-ethyl hexyl sebacate, dioctyl terphthalate, di-2-ethyl hexyl terphthalate, di-isopropoxyethoxymethyl glutarate, and di-isodecyl glutarate.
Claim 2
Dependent Claim 365 words
The process for preparing a resin having good impact resistance comprising polymerization in an agueous medium at a temperture in the range of from 0° to 100° C. in the substantial absence of molecular oxygen 100 parts by weight of (A) from 60 to 90% by weight of at least one nitrile having the structure ##STR9## wherein R is hydrogen, a lower alkyl group having from 1 to 4 carbon atoms, or a halogen, and (B) from 10 to 40% by weight based on the combined weights of (A) and (B) of at least one member selected from the group consisting of (1) an ester having the structure ##STR10## wherein R 1 is hydrogen, an alkyl group having from 1 to 4 carbon atoms, or a halogen, and R 2 is an alkyl group having from 1 to 6 carbon atoms, (2) an alpha-olefin having the structure ##STR11## wherein R' and R" are alkyl groups having from 1 to 7 carbon atoms, (3) a vinyl ether selected from the group consisting of methyl vinyl ether, ethyl vinyl ether, the propyl vinyl ethers, and the butyl vinyl ethers, (4) vinyl acetate, (5) styrene, and (6) indene, in the presence of from 1 to 40 parts by weight of (C) a rubbery polymer of a conjugated diene monomer selected from the group consisting of butadiene and isoprene and optionally a comonomer selected from the group consisting of styrene, a nitrile monomer having the structure ##STR12## wherein R has the foregoing designation, and an ester having the structure ##STR13## wherein R 1 and R 2 have the foregoing designations, said rubbery polymer containing from 50 to 100% by weight of polymerized conjugated diene and from 0 to 50% by weight of polymerized comonomer, said (C) having been prepared by carrying out the polymerization of the monomers in the presence of from 5 to 50 parts by weight per 100 parts of monomer of at least one plasticizer selected from the group consisting of dioctyl phthalate, di-2-ethyl hexyl phthalate, dioctyl adipate, di-2-ethyl hexyl adipate, didecyl adipate, dibutoxy ethyl adipate, dihexyl azelate, di-2-ethyl hexyl azelate, dioctyl sebacate, di-2-ethyl hexyl sebacate, dioctyl terphthalate, di-2-ethyl hexyl terphthalate, di-isopropoxyethoxymethyl glutarate, and di-isodecyl glutarate.
Claim 3
Dependent Claim 9 words
The process of claim 1 wherein (A) is acrylonitrile.
Claim 4
Dependent Claim 10 words
The process of claim 2 wherein (B) is methyl acrylate.
Claim 5
Dependent Claim 14 words
The process of claim 3 wherein (C) is a copolymer of butadiene and acrylonitrile.
Claim 6
Dependent Claim 12 words
The process of claim 2 wherein the plasticizer is di-2-ethyl hexyl adipate.
Claim 7
Dependent Claim 12 words
The process of claim 3 wherein the plasticizer is di-2-ethyl hexyl adipate.
Claim 8
Dependent Claim 12 words
The process of claim 4 wherein the plasticizer is di-2-ethyl hexyl adipate.

References Cited (Backward Citations)

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US2380184A Cited
US2498532A Cited
US2479018A Cited
US3284396A Cited
US3535251A Cited
US3893966A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-01-13 1984-07-14 1985-01-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-01-13 1988-07-14 1989-01-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-01-13 1992-07-14 1993-01-13 $7700.00 Window Closed / Lapsed

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