US4175101A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Acrylonitrile block terpolymer barrier resins
Assignee: Standard Oil Co
•
Filing: 1977-11-14
•
Granted: 1979-11-20
•
Expires: 1997-11-14
Abstract
Abstract Novel block copolymers of acrylonitrile having good gas-barrier and impact-resistance properties are prepared by copolymerizing acrylonitrile and another comonomer, such as methyl acrylate, using an elastomer prepolymer containing free-radical initiator groupings as the copolymerization initiator.
Inventors
- 👤 Kenneth C. Benton
- 👤 Timothy J. Williamson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 04:52
CPC Classifications
C; C08; C08F; C08F293/00
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
198 words
The block polymeric composition resulting from the stepwise (A) polymerization of an acrylate ester or a mixture of at least 50% by weight of a diene monomer selected from the group consisting of butadiene, isoprene, chloroprene and 2,3-dimethyl-1,3-butadiene, and up to 50% by weight of a member selected from the group consisting of styrene, acrylonitrile, methacrylonitrile, an acrylic ester or a methacrylic ester, with a multi-functional sequential free-radical initiator selected from the group consisting of di[1,3-dimethyl-3-(t-butyl peroxy) butyl] peroxy dicarbonate, 2,5-dimethyl-2-t-butyl peroxy-5-hydro peroxy hexane, 1,3-dimethyl-3-(t-butyl peroxy) butyl-4-t-butyl)-azo-4-cyanovalerate, di-t-butyl-4,4'-azobis(4-cyano peroxy valerate), ##STR3## wherein n is 5 to 9 and R is alkyl, aryl or hydrogen and then (B) using some of (A) as the sole polymerization initiator copolymerizing (1) from 25 to 90% by weight of acrylonitrile and correspondingly (2) from 10 to 75% by weight of a comonomer selected from the group consisting of methyl acrylate, ethyl acrylate, the propyl acrylates, the butyl acrylates, methyl methacrylate, ethyl methacrylate, the propyl methacrylates, the butyl methacrylates, styrene, alpha-methyl styrene, indene, isobutylene, vinyl acetate, vinyl methyl ether, and vinyl ethyl ether, wherein there are employed from 5 to 30 parts by weight of (A) per 100 parts by weight of (B).
Claim 2
Dependent Claim
198 words
The block polymeric composition resulting from the stepwise (A) polymerization of an acrylate ester or a mixture of at least 50% by weight of a diene monomer selected from the group consisting of butadiene, isoprene, chloroprene and 2,3-dimethyl-1,3-butadiene, and up to 50% by weight of a member selected from the group consisting of styrene, acrylonitrile, methacrylonitrile, an acrylic ester or a methacrylic ester, with a multi-functional sequential free-radical initiator selected from the group consisting of di[1,3-dimethyl-3-(t-butyl peroxy) butyl] peroxy dicarbonate, 2,5-dimethyl-2-t-butyl peroxy-5-hydro peroxy hexane, 1,3-dimethyl-3-(t-butyl peroxy) butyl-4-t-butyl)-azo-4-cyanovalerate, di-t-butyl-4,4'-azobis(4-cyano peroxy valerate), ##STR3## wherein n is 5 to 9 and R is alkyl, aryl or hydrogen and then (B) using some of (A) as the sole polymerization initiator copolymerizing (1) from 25 to 90% by weight of acrylonitrile and correspondingly (2) from 10 to 75% by weight of a comonomer selected from the group consisting of methyl acrylate, ethyl acrylate, the propyl acrylates, the butyl acrylates, methyl methacrylate, ethyl methacrylate, the propyl methacrylates, the butyl methacrylates, styrene, alpha-methyl styrene, indene, isobutylene, vinyl acetate, vinyl methyl ether, and vinyl ethyl ether, wherein there are employed from 5 to 30 parts by weight of (A) per 100 parts by weight of (B).
Claim 3
Dependent Claim
14 words
The composition of claim 1 wherein (A) is a mixture of butadiene and styrene.
Claim 4
Dependent Claim
14 words
The composition of claim 1 wherein (A) is a mixture of butadiene and acrylonitrile.
Claim 5
Dependent Claim
10 words
The composition of claim 1 wherein (A) is n-butyl acrylate.
Claim 6
Dependent Claim
10 words
The composition of claim 1 wherein (A) is ethyl acrylate.
Claim 7
Dependent Claim
14 words
The composition of claim 1 wherein (A) is a mixture of isoprene and acrylonitrile.
Claim 8
Dependent Claim
15 words
The composition of claim 1 wherein (B) is a mixture of acrylonitrile and methyl acrylate.
Claim 9
Dependent Claim
14 words
The composition of claim 1 wherein (B) is a mixture of acrylonitrile and styrene.
Claim 10
Dependent Claim
199 words
The process for preparing an impact-resistant block copolymer of acrylonitrile comprising (A) polymerizing an acrylate ester or a mixture of at least 50% by weight of a diene monomer selected from the group consisting of butadiene and isoprene and up to 50% by weight of a member selected from the group consisting of styrene, acrylonitrile, methacrylonitrile, an acrylic ester and a methacrylic ester, with a multi-functional sequential free-radical initiator selected from the group consisting of di[1,3-dimethyl-3-(t-butyl peroxy) butyl] peroxy dicarbonate, 2,5-dimethyl-2-t-butyl peroxy-5-hydro peroxy hexane, 1,3-dimethyl-3-(t-butyl peroxy) butyl-4-t-butyl)-azo-4-cyanovalerate, di-t-butyl-4,4'-azobis(4-cyano peroxy valerate), ##STR4## wherein n is 5 to 9 and R is alkyl, aryl or hydrogen and then (B) using some of (A) as the sole polymerization initiator copolymerizing p2 (1) from 25 to 90% by weight of acrylonitrile and correspondingly (2) from 10 to 75% by weight of a comonomer selected from the group consisting of methyl acrylate, ethyl acrylate, the propyl acrylates, the butyl acrylates, methyl methacrylate, ethyl methacrylate, the propyl methacrylates, the butyl methacrylates, styrene, alpha-methyl styrene, indene, isobutylene, vinyl acetate, vinyl methyl ether, and vinyl ethyl ether, wherein there are employed from 5 to 30 parts by weight of (A) per 100 parts by weight of (B).
Claim 11
Dependent Claim
199 words
The process for preparing an impact-resistant block copolymer of acrylonitrile comprising (A) polymerizing an acrylate ester or a mixture of at least 50% by weight of a diene monomer selected from the group consisting of butadiene and isoprene and up to 50% by weight of a member selected from the group consisting of styrene, acrylonitrile, methacrylonitrile, an acrylic ester and a methacrylic ester, with a multi-functional sequential free-radical initiator selected from the group consisting of di[1,3-dimethyl-3-(t-butyl peroxy) butyl] peroxy dicarbonate, 2,5-dimethyl-2-t-butyl peroxy-5-hydro peroxy hexane, 1,3-dimethyl-3-(t-butyl peroxy) butyl-4-t-butyl)-azo-4-cyanovalerate, di-t-butyl-4,4'-azobis(4-cyano peroxy valerate), ##STR4## wherein n is 5 to 9 and R is alkyl, aryl or hydrogen and then (B) using some of (A) as the sole polymerization initiator copolymerizing p2 (1) from 25 to 90% by weight of acrylonitrile and correspondingly (2) from 10 to 75% by weight of a comonomer selected from the group consisting of methyl acrylate, ethyl acrylate, the propyl acrylates, the butyl acrylates, methyl methacrylate, ethyl methacrylate, the propyl methacrylates, the butyl methacrylates, styrene, alpha-methyl styrene, indene, isobutylene, vinyl acetate, vinyl methyl ether, and vinyl ethyl ether, wherein there are employed from 5 to 30 parts by weight of (A) per 100 parts by weight of (B).
References Cited (Backward Citations)
US3189663A
Cited
US3265765A
Cited
US3963673A
Cited
US3868359A
Cited
US3644584A
Cited
US3957750A
Cited
US3880951A
Cited
US3859388A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-11-19 | 1983-05-21 | 1983-11-20 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-11-19 | 1987-05-21 | 1987-11-20 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-11-19 | 1991-05-21 | 1991-11-20 | $7700.00 | Window Closed / Lapsed |