GB752269A - Improvements in or relating to the production of polymers and copolymers suitable for modifying alkyd resins - Google Patents
Improvements in or relating to the production of polymers and copolymers suitable for modifying alkyd resinsInfo
- Publication number
- GB752269A GB752269A GB9157/54A GB915754A GB752269A GB 752269 A GB752269 A GB 752269A GB 9157/54 A GB9157/54 A GB 9157/54A GB 915754 A GB915754 A GB 915754A GB 752269 A GB752269 A GB 752269A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalic anhydride
- mixture
- esters
- methyl
- addition
- 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
- 229920000180 alkyd Polymers 0.000 title abstract 3
- 229920001577 copolymer Polymers 0.000 title abstract 2
- 229920000642 polymer Polymers 0.000 title abstract 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 4
- 150000002148 esters Chemical class 0.000 abstract 3
- 239000000178 monomer Substances 0.000 abstract 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical class CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 abstract 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- 240000006240 Linum usitatissimum Species 0.000 abstract 2
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 2
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000004359 castor oil Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 235000004426 flaxseed Nutrition 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 239000000944 linseed oil Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- -1 methyl thioglycollate Chemical compound 0.000 abstract 2
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 abstract 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- 239000004342 Benzoyl peroxide Substances 0.000 abstract 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-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
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract 1
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- 235000021388 linseed oil Nutrition 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical class O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 230000008018 melting Effects 0.000 abstract 1
- 238000002844 melting Methods 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 abstract 1
- 229920000120 polyethyl acrylate Polymers 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000004926 polymethyl methacrylate Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/02—Polymerisation in bulk
-
- 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
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/12—Esters of monohydric alcohols or phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/08—Polyesters modified with higher fatty oils or their acids, or with resins or resin acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Esters of acrylic and/or methacrylic acid, such as ethyl acrylate and methyl and butyl methacrylates, with, if desired, one or more other polymerizable monomers, are bulk polymerized under the influence of one or more catalysts and in the presence of one or more organic compounds containing -SH groups, such as thioglycollic acid, methyl thioglycollate, mercaptoethanol and aliphatic mercaptans, the esters, together with, if desired, other polymerizable monomers being run into a mixture of the same or similar composition which is being polymerized at a temperature above that of the esters or other monomers, the rate of addition of monomeric material preferably not exceeding the rate of polymerization. Catalysts specified are benzoyl peroxide, lauroyl peroxide, cyclohexanone peroxide, mixed aliphatic-aromatic peroxides, and azodi-isobutyric acid dinitrile. Phthalic anhydride may be added to the reaction mixture to reduce the melting point of the product. The polymers produced may be incorporated in alkyd resins in an appropriate stage in their preparation, for example (1) polymethyl methacrylate in admixture with phthalic anhydride is boiled with a mixture of the monoglycerides of linseed, soya and castor oils, followed by the addition of more phthalic anhydride and further heating; (2) a copolymer of methyl and butyl methacrylates is heated with glycerin, pentaerythritol, and phthalic and maleic anhydrides followed by the addition of the monoglycerides of linseed and castor oils and further heating; and (3) polyethyl acrylate is heated with a mixture of linseed oil mono- and di-glycerides and a precondensed alkyd resin made from trimethylol propane and phthalic anhydride.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE752269X | 1953-03-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB752269A true GB752269A (en) | 1956-07-11 |
Family
ID=6653698
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9157/54A Expired GB752269A (en) | 1953-03-27 | 1954-03-29 | Improvements in or relating to the production of polymers and copolymers suitable for modifying alkyd resins |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE527665A (en) |
| FR (1) | FR1099245A (en) |
| GB (1) | GB752269A (en) |
| NL (2) | NL88165C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3084068A (en) * | 1960-11-08 | 1963-04-02 | Du Pont | Process for acrylic polymerizations |
| US3364182A (en) * | 1965-10-07 | 1968-01-16 | American Cyanamid Co | Polymerization of methyl methacrylate in the presence of a polythiol |
| FR2378801A1 (en) * | 1977-01-27 | 1978-08-25 | Voronkova Irina | Methacrylate! bulk prepolymerisation opt. with acrylate! or styrene! - using initiator mixt. contg. perester and sulphur-contg. acid or ester or mercaptan mixt. |
| CN113004581A (en) * | 2021-01-28 | 2021-06-22 | 山东玲珑轮胎股份有限公司 | Rubber composition for preventing discoloration and tire prepared from rubber composition |
-
0
- NL NLAANVRAGE8005468,A patent/NL186275B/en unknown
- BE BE527665D patent/BE527665A/xx unknown
- NL NL88165D patent/NL88165C/xx active
-
1954
- 1954-03-27 FR FR1099245D patent/FR1099245A/en not_active Expired
- 1954-03-29 GB GB9157/54A patent/GB752269A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3084068A (en) * | 1960-11-08 | 1963-04-02 | Du Pont | Process for acrylic polymerizations |
| US3364182A (en) * | 1965-10-07 | 1968-01-16 | American Cyanamid Co | Polymerization of methyl methacrylate in the presence of a polythiol |
| FR2378801A1 (en) * | 1977-01-27 | 1978-08-25 | Voronkova Irina | Methacrylate! bulk prepolymerisation opt. with acrylate! or styrene! - using initiator mixt. contg. perester and sulphur-contg. acid or ester or mercaptan mixt. |
| CN113004581A (en) * | 2021-01-28 | 2021-06-22 | 山东玲珑轮胎股份有限公司 | Rubber composition for preventing discoloration and tire prepared from rubber composition |
Also Published As
| Publication number | Publication date |
|---|---|
| NL88165C (en) | |
| FR1099245A (en) | 1955-08-31 |
| NL186275B (en) | |
| BE527665A (en) |
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