GB1208345A - Process for interpolymerzing methyl methacrylate with ehtylene copolymers - Google Patents
Process for interpolymerzing methyl methacrylate with ehtylene copolymersInfo
- Publication number
- GB1208345A GB1208345A GB519868A GB519868A GB1208345A GB 1208345 A GB1208345 A GB 1208345A GB 519868 A GB519868 A GB 519868A GB 519868 A GB519868 A GB 519868A GB 1208345 A GB1208345 A GB 1208345A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copolymer
- ethylene
- methyl methacrylate
- vinyl acetate
- ethyl acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 title abstract 9
- 229920001577 copolymer Polymers 0.000 title abstract 5
- 239000000178 monomer Substances 0.000 abstract 8
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 6
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 6
- 239000000758 substrate Substances 0.000 abstract 5
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 229920000578 graft copolymer Polymers 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 2
- 239000005038 ethylene vinyl acetate Substances 0.000 abstract 2
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 abstract 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 abstract 2
- AFTBJQDQENGCPC-UHFFFAOYSA-N 2,5-ditert-butyl-4-methylphenol Chemical class CC1=CC(C(C)(C)C)=C(O)C=C1C(C)(C)C AFTBJQDQENGCPC-UHFFFAOYSA-N 0.000 abstract 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 abstract 1
- 239000012964 benzotriazole Substances 0.000 abstract 1
- 150000001896 cresols Chemical class 0.000 abstract 1
- 229920006242 ethylene acrylic acid copolymer Polymers 0.000 abstract 1
- 229920001038 ethylene copolymer Polymers 0.000 abstract 1
- 229920005648 ethylene methacrylic acid copolymer Polymers 0.000 abstract 1
- 229920006225 ethylene-methyl acrylate Polymers 0.000 abstract 1
- 239000011953 free-radical catalyst Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 abstract 1
- -1 p-methoxybenzylidene dimethyl Chemical group 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Graft Or Block Polymers (AREA)
Abstract
1,208,345. Graft polymers. AMERICAN CYANAMID CO. 1 Feb., 1968 [23 Feb., 1967], No. 5198/68. Heading C3G. A process comprises interpolymerizing (A) from 75% to 5% by weight of a copolymer of (1) ethylene, and (2) at least one comonomer selected from vinyl acetate, ethyl acrylate, acrylic acid, methacrylic acid, methyl acrylate and stearyl methacrylate, said copolymer containing from 50 to 95% by weight of ethylene, with (B) from 25% to 95% of a monomer component consisting of (1) at least 50% by weight of methyl methacrylate, (2) 0% to 50% of vinyl acetate or ethyl acrylate or mixtures thereof, and (3) 0% to 20% of a copolymer - izable monomer, the interpolymerization being carried out in the presence of a free-radical catalyst at a temperature of 10‹ to 150‹ C. and in the absence of water. In Examples 1 to 11, an ethylene-vinyl acetate copolymer is crosslinked with dicumyl peroxide prior to being dispersed in a toluene/graft monomer mixture and grafted with methyl methacrylate, alone or together with vinyl acetate. Graft polymers are prepared similarly in Examples 13 to 20, except that the ethylene copolymer substrate is not cross-linked and the graft monomers comprise a mixture of methyl methacrylate with ethyl acrylate, or (a) the substrate is a crosslinked ethylene-stearyl methacrylate copolymer and the graft monomers are methyl methacrylate, vinyl acetate and acrylic acid; (b) the substrate is a cross-linked ethylene-methyl acrylate copolymer and the graft monomers are methyl methacrylate, ethyl acrylate and vinyl acetate; (c) the substrate is a cross-linked ethylene-acrylic acid copolymer and the graft monomers are methyl methacrylate, vinyl acetate and acrylonitrile; or (d) the substrate is a cross-linked ethylene-methacrylic acid copolymer and the graft monomers are methyl methacrylate, ethyl acrylate and stearyl methacrylate. In Examples 21 and 22 a solution of ethylene-vinyl acetate copolymer in methyl methacrylate and ethyl acrylate is prepolymerized and then cast into a glass cell and heated to form a cast sheet. A U.V. stabilizer selected from p-methoxybenzylidene dimethyl malonate, 2 - hydroxy - 4 - methoxybenzophenone and 2 - (2<SP>1</SP> - hydroxy - 5<SP>1</SP> - methylphenyl) benzotriazole and/or an antioxidant selected from butylated and styrenated cresols, 2,5 - di - (t - butyl) - 4 - methylphenol, 2,2<SP>1</SP>- methylenebis - (4 - ethyl - 6 - t - butyl) phenol and tris-(nonylphenyl) phosphite are added to the graft polymers or prepolymers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US61810767A | 1967-02-23 | 1967-02-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1208345A true GB1208345A (en) | 1970-10-14 |
Family
ID=24476349
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB519868A Expired GB1208345A (en) | 1967-02-23 | 1968-02-01 | Process for interpolymerzing methyl methacrylate with ehtylene copolymers |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE711129A (en) |
| CH (1) | CH517796A (en) |
| DE (1) | DE1669630C3 (en) |
| ES (1) | ES350828A1 (en) |
| FR (1) | FR1566391A (en) |
| GB (1) | GB1208345A (en) |
| NL (1) | NL157325B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111978449A (en) * | 2019-05-22 | 2020-11-24 | 重庆川维科技有限公司 | Acrylate-ethylene copolymer |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2622196B1 (en) * | 1987-10-22 | 1991-12-06 | Charbonnages Ste Chimique | POLY- AND COPOLYMERS OF ETHYLENE GRAFTS AND THEIR APPLICATION AS BINDERS FOR COATINGS |
-
1968
- 1968-02-01 GB GB519868A patent/GB1208345A/en not_active Expired
- 1968-02-20 NL NL6802393A patent/NL157325B/en not_active IP Right Cessation
- 1968-02-21 FR FR1566391D patent/FR1566391A/fr not_active Expired
- 1968-02-21 DE DE1968A0058264 patent/DE1669630C3/en not_active Expired
- 1968-02-22 BE BE711129D patent/BE711129A/xx not_active IP Right Cessation
- 1968-02-23 ES ES350828A patent/ES350828A1/en not_active Expired
- 1968-02-23 CH CH264368A patent/CH517796A/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111978449A (en) * | 2019-05-22 | 2020-11-24 | 重庆川维科技有限公司 | Acrylate-ethylene copolymer |
Also Published As
| Publication number | Publication date |
|---|---|
| BE711129A (en) | 1968-08-22 |
| ES350828A1 (en) | 1969-11-16 |
| DE1669630A1 (en) | 1972-02-17 |
| NL6802393A (en) | 1968-08-26 |
| DE1669630C3 (en) | 1980-04-03 |
| NL157325B (en) | 1978-07-17 |
| DE1669630B2 (en) | 1979-08-02 |
| CH517796A (en) | 1972-01-15 |
| FR1566391A (en) | 1969-05-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |