GB914426A - Solvent-resistant flexible polymerisation products on the basis of unsaturated polyester resins - Google Patents
Solvent-resistant flexible polymerisation products on the basis of unsaturated polyester resinsInfo
- Publication number
- GB914426A GB914426A GB1468/61A GB146861A GB914426A GB 914426 A GB914426 A GB 914426A GB 1468/61 A GB1468/61 A GB 1468/61A GB 146861 A GB146861 A GB 146861A GB 914426 A GB914426 A GB 914426A
- Authority
- GB
- United Kingdom
- Prior art keywords
- maleic
- ingredient
- weight
- unsaturated polyester
- unsaturated
- 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
- 239000002904 solvent Substances 0.000 title 1
- 229920006337 unsaturated polyester resin Polymers 0.000 title 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical group CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 3
- 239000004615 ingredient Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 abstract 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 abstract 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 150000002689 maleic acids Chemical class 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- 150000003022 phthalic acids Chemical class 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- 239000000600 sorbitol Substances 0.000 abstract 2
- 150000005846 sugar alcohols Polymers 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 abstract 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 abstract 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 1
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 150000001279 adipic acids Chemical class 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 abstract 1
- 229940018557 citraconic acid Drugs 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 239000004744 fabric Substances 0.000 abstract 1
- 239000012765 fibrous filler Substances 0.000 abstract 1
- 239000007888 film coating Substances 0.000 abstract 1
- 238000009501 film coating Methods 0.000 abstract 1
- 239000011953 free-radical catalyst Substances 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000005470 impregnation Methods 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001451 organic peroxides Chemical class 0.000 abstract 1
- 150000002924 oxiranes Chemical class 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 abstract 1
- 229920006305 unsaturated polyester Polymers 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/676—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- 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
-
- 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
- C08L67/06—Unsaturated polyesters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Reinforced Plastic Materials (AREA)
Abstract
A polymerizable mixture comprises (a) 50 to 80 parts by weight of an unsaturated resinous polyester, (b) 50 to 20 parts by weight of a copolymerizable monomer and (c) 5 to 50% by weight of (a)+(b) of a reaction product of (i) maleic, fumaric, itaconic, mesaconic or citraconic acid (or anhydride) with (ii) a hydroxyalkylation product of a tri- or higher polyhydric aliphatic alcohol in such proportions that there is about 1 mol. of (i) per mol. of free hydroxy groups in (ii). Reactants (ii) are obtained by reacting the polyhydric alcohols, e.g. glycerol, trimethylol propane, pentaerythritol or sorbitol, with epoxides, e.g. epoxyethane, epoxypropane, epoxybutane, epichlorhydrin or epoxyethylbenzene. Ingredient (a) is a conventional unsaturated polyester of an unsaturated polycarboxylic acid, optionally in admixture with a saturated acid, and a polyhydric alcohol. Ingredient (b) may be a monomer containing a vinyl, allyl or acryloyl group, e.g. styrene. Polymerization may be effected with free-radical catalysts, e.g. organic peroxides, preferably conjointly with p metal driers. Granular or fibrous fillers may be added, e.g. glass fibre threads or fabrics, and also pigments and dyes. The compositions may be used for lacquer or film coatings, impregnation and producing shaped articles. In examples ingredient (a) is a mixture of polyesters derived from maleic, phthalic and adipic acids and triethylene glycol and from maleic and phthalic acids and propylene and ethylene glycols; (b) is styrene; (c) is the reaction product of (i) maleic anhydride and (ii) the hydroxyalkylation product of glycerol or sorbitol and ethylene oxide; and the catalyst system is methyl ethyl ketone/cobalt naphthenate. Specification 821,988 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB56268A DE1110409B (en) | 1960-01-16 | 1960-01-16 | Process for the production of solvent-resistant and flexible polymerisation products from unsaturated polyester resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB914426A true GB914426A (en) | 1963-01-02 |
Family
ID=6971268
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1468/61A Expired GB914426A (en) | 1960-01-16 | 1961-01-13 | Solvent-resistant flexible polymerisation products on the basis of unsaturated polyester resins |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE599142A (en) |
| DE (1) | DE1110409B (en) |
| GB (1) | GB914426A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0070755A1 (en) * | 1981-07-10 | 1983-01-26 | CdF CHIMIE RESINES | Curable polyester compounds |
| FR2529558A1 (en) * | 1982-06-30 | 1984-01-06 | Chloe Chemie | CURABLE COMPOSITIONS BASED ON POLYESTERS |
| EP0377769A1 (en) * | 1987-07-15 | 1990-07-18 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Unsaturated polyester resin compositions and electrical laminates made therefrom |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1184953B (en) * | 1960-07-22 | 1965-01-07 | Henkel & Cie Gmbh | Improvement of the flow properties of highly filled polyester molding compounds |
| US3264372A (en) * | 1963-09-10 | 1966-08-02 | American Cyanamid Co | Polyester resin composition |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE560981A (en) * | ||||
| BE530128A (en) * | 1953-08-03 |
-
1960
- 1960-01-16 DE DEB56268A patent/DE1110409B/en active Pending
-
1961
- 1961-01-13 GB GB1468/61A patent/GB914426A/en not_active Expired
- 1961-01-16 BE BE599142A patent/BE599142A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0070755A1 (en) * | 1981-07-10 | 1983-01-26 | CdF CHIMIE RESINES | Curable polyester compounds |
| FR2529558A1 (en) * | 1982-06-30 | 1984-01-06 | Chloe Chemie | CURABLE COMPOSITIONS BASED ON POLYESTERS |
| EP0100252A3 (en) * | 1982-06-30 | 1984-04-11 | Atochem | Curable polyester compositions |
| EP0377769A1 (en) * | 1987-07-15 | 1990-07-18 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Unsaturated polyester resin compositions and electrical laminates made therefrom |
Also Published As
| Publication number | Publication date |
|---|---|
| BE599142A (en) | 1961-07-17 |
| DE1110409B (en) | 1961-07-06 |
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