GB806730A - Improvements in the production of unsaturated polyester resins and of copolymers therefrom - Google Patents
Improvements in the production of unsaturated polyester resins and of copolymers therefromInfo
- Publication number
- GB806730A GB806730A GB38799/56A GB3879956A GB806730A GB 806730 A GB806730 A GB 806730A GB 38799/56 A GB38799/56 A GB 38799/56A GB 3879956 A GB3879956 A GB 3879956A GB 806730 A GB806730 A GB 806730A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- unsaturated
- vinyl
- esters
- compounds
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
- C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
- C08G63/553—Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
An unsaturated polyester resin is the polycondensation product of (a) an alpha-unsaturated polycarboxylic acid, (b) a polyhydric alcohol, and (c) at least 30 per cent with reference to the total weight of the reactable materials of a reaction product of colophony or abietic acid and an alpha-ethylenically unsaturated monocarboxylic acid (e.g. acrylic or chloracrylic acid). Specified unsaturated polycarboxylic acids are maleic, fumaric, itaconic, aconitic, citraconic, monochloromaleic and dichloromaleic acids. Specified polyhydric alcohols are ethylene, 1 : 2 - propylene, 1 : 3 - propylene, 1 : 4-butylene, 1 : 5-pentylene, 1 : 6-hexylene, diethylene, triethylene and tetraethylene glycols; also 2 : 2-dimethylpropanediol-1 : 3, 1 : 4-butene diol, 1 : 2-butene diol, glycerine, butanetriol, trimethylol propane, pentaerythritol, terephthalic alcohol or halogensubstituted derivatives thereof. Part of the unsaturated polycarboxylic acid may be replaced by a saturated polycarboxylic acid (e.g. phthalic, terephthalic, phenylene dibutyric, succinic, glutaric, alpha-methylglutaric, adipic, oxadibutyric, sulphonyl dibutyric or tetrachlorophthalic acid) or by a saturated or unsaturated hydroxyacid. Part of the polyhydric alcohol may be replaced by an amino alcohol (e.g. ethanolamine). Polycondensation may be effected by reacting together all the components simultaneously or by reacting a known unsaturated polyester resin (e.g. from maleic acid, phthalic acid and ethylene glycol) with an unsaturated polyester modified with the reaction product of colophony or abietic acid and an alpha-unsaturated monocarboxylic acid. Reaction may be effected in presence of a solvent, catalyst or inhibitor (e.g. quinone, hydroquinone, pyrocatechol, or tert.-butyl p-cresol). The polyesters may be compounded with oils, alkyd resins, urea-formaldehyde resins, phenol-formaldehyde resins, coumarone resins, polyvinyl esters, polyacrylic esters and polystyrene. Those polyesters containing terminal hydroxyl groups may be chain-lengthened by reaction with polyisocyanates. Examples disclose unsaturated polyesters made from (1), (2), (3) and (4) maleic anhydride, a diene adduct of colophony and acrylic acid and 1 : 2-propylene glycol; (9) fumaric acid, itaconic acid, phthalic anhydride, a diene adduct of colophony and acrylic acid, 1 : 2-propylene glycol and ethylene glycol; (10) maleic anhydride, succinic acid, a diene adduct of colophony and acrylic acid, 1 : 2-propylene glycol and 1 : 4-butylene glycol. Unsaturated polyester copolymers.-The unsaturated polyesters may be copolymerized with unsaturated compounds of formula <FORM:0806730/IV (a)/1> where R1 is an aromatic, isocyclic or heterocyclic radical or a carboxylic, halogen, acyloxy, carbalkoxy or alkoxy radical or an aldehyde, ketone, nitrile, lactam or sulphonic group and R2 is halogen, alkyl or hydrogen. Specified vinyl compounds are styrene and its derivatives and homologues, divinyl benzene, N-vinyl carbazole, acrylic or methacrylic acids or their esters, amides or nitriles (e.g. acrylamide, methacrylamide, methylene - bis - methacrylamide, methyl methacrylate or ethyl acrylate), also triacyloyl perhydrotriazine, alpha-chloracrylic esters, vinyl ethers, vinyl esters (e.g. vinyl propionate), N-vinyl lactams, vinyl ketone or vinyl sulphones. Specified allyl compounds are the allyl esters of saturated mono- or polycarboxylic acids or other organic or inorganic acids (e.g. phthalic, maleic, succinic, cyanuric or phosphosphoric), also the allyl ethers of mono-or poly-hydric alcohols and the esters of chloroallyl alcohol or methallyl alcohol. In Example 8, a mixture of unsaturated polyester, N-vinylcarbazole and methacrylamide is copolymerized. Preferably the polyester has a monomer content of 20-50 per cent. Copolymerization may be effected with the aid of light (especially ultra-violet), azo compounds or peroxy compounds (with or without compounds of Pb, Mn, Co, Fe or Cr or amines as accelerators). Copolymerization may be effected in presence of cork flour, quartz flour, kieselguhr, heavy spar, graphite, antimony trioxide, glass fibres or calico fabrics.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE806730X | 1955-12-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB806730A true GB806730A (en) | 1958-12-31 |
Family
ID=6722682
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB38799/56A Expired GB806730A (en) | 1955-12-21 | 1956-12-20 | Improvements in the production of unsaturated polyester resins and of copolymers therefrom |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB806730A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3194794A (en) * | 1960-01-27 | 1965-07-13 | Eastman Kodak Co | Process of preparing polymers of nuclearly polychlorinated aromatic dicarboxylic acids and diamines having at least 4 carbons |
US3218274A (en) * | 1961-02-13 | 1965-11-16 | Archer Daniels Midland Co | Two-package coating system comprising a polyester having an acid number of at least 50 in one of the packages thereof |
WO2010108966A1 (en) * | 2009-03-25 | 2010-09-30 | Dsm Ip Assets B.V. | Process for preparing unsaturated polyester |
CN106519135A (en) * | 2016-12-03 | 2017-03-22 | 安徽富丽华化工有限公司 | Modified unsaturated polyester resin with low viscosity and corrosion resistance and preparation method of modified unsaturated polyester resin |
CN106589749A (en) * | 2016-12-03 | 2017-04-26 | 安徽富丽华化工有限公司 | Modified unsaturated polyester resin having excellent acid and alkali resistance, and preparation method thereof |
-
1956
- 1956-12-20 GB GB38799/56A patent/GB806730A/en not_active Expired
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3194794A (en) * | 1960-01-27 | 1965-07-13 | Eastman Kodak Co | Process of preparing polymers of nuclearly polychlorinated aromatic dicarboxylic acids and diamines having at least 4 carbons |
US3218274A (en) * | 1961-02-13 | 1965-11-16 | Archer Daniels Midland Co | Two-package coating system comprising a polyester having an acid number of at least 50 in one of the packages thereof |
US8470926B2 (en) | 2009-03-05 | 2013-06-25 | Dsm Ip Assets B.V. | Unsaturated polyester resin |
CN102361909A (en) * | 2009-03-25 | 2012-02-22 | 帝斯曼知识产权资产管理有限公司 | Process for preparing unsaturated polyester |
WO2010108962A1 (en) | 2009-03-25 | 2010-09-30 | Dsm Ip Assets B.V. | Unsaturated polyester resin composition |
CN102361905A (en) * | 2009-03-25 | 2012-02-22 | 帝斯曼知识产权资产管理有限公司 | Unsaturated polyester resin |
WO2010108965A1 (en) | 2009-03-25 | 2010-09-30 | Dsm Ip Assets B.V. | Unsaturated polyester resin |
US20120157618A1 (en) * | 2009-03-25 | 2012-06-21 | Marian Henryk Szkudlarek | Unsaturated polyester resin |
WO2010108966A1 (en) * | 2009-03-25 | 2010-09-30 | Dsm Ip Assets B.V. | Process for preparing unsaturated polyester |
CN102361905B (en) * | 2009-03-25 | 2013-11-06 | 帝斯曼知识产权资产管理有限公司 | Unsaturated polyester resin |
CN102361909B (en) * | 2009-03-25 | 2013-11-06 | 帝斯曼知识产权资产管理有限公司 | Process for preparing unsaturated polyester |
CN106519135A (en) * | 2016-12-03 | 2017-03-22 | 安徽富丽华化工有限公司 | Modified unsaturated polyester resin with low viscosity and corrosion resistance and preparation method of modified unsaturated polyester resin |
CN106589749A (en) * | 2016-12-03 | 2017-04-26 | 安徽富丽华化工有限公司 | Modified unsaturated polyester resin having excellent acid and alkali resistance, and preparation method thereof |
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