Patent US4244852A successfully refreshed from Google Patents.
US4244852A
Expired / Lapsed
US
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Rubber-modified high nitrile copolymers with improved impact resistance
Assignee: Standard Oil Co
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Filing: 1978-11-16
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Granted: 1981-01-13
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Expires: 1998-11-16
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 23:31
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.
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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 |