GB758433A - Improvements in or relating to alkyd based synthetic resinous products - Google Patents
Improvements in or relating to alkyd based synthetic resinous productsInfo
- Publication number
- GB758433A GB758433A GB2879251A GB2879251A GB758433A GB 758433 A GB758433 A GB 758433A GB 2879251 A GB2879251 A GB 2879251A GB 2879251 A GB2879251 A GB 2879251A GB 758433 A GB758433 A GB 758433A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyd
- modified
- epoxy resin
- glycerol
- resins
- 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 7
- 239000012262 resinous product Substances 0.000 title 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 11
- 239000003822 epoxy resin Substances 0.000 abstract 6
- 229920000647 polyepoxide Polymers 0.000 abstract 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Substances OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 239000012948 isocyanate Substances 0.000 abstract 2
- 150000002513 isocyanates Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229920005989 resin Polymers 0.000 abstract 2
- 239000011347 resin Substances 0.000 abstract 2
- 239000011787 zinc oxide Substances 0.000 abstract 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 229920000877 Melamine resin Polymers 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 abstract 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 229920001807 Urea-formaldehyde Polymers 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 150000001279 adipic acids Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 abstract 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 abstract 1
- JGVDBODXXHHCJH-UHFFFAOYSA-N butyl acetate;ethyl acetate Chemical compound CCOC(C)=O.CCCCOC(C)=O JGVDBODXXHHCJH-UHFFFAOYSA-N 0.000 abstract 1
- 239000012792 core layer Substances 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 239000006260 foam Substances 0.000 abstract 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002314 glycerols Chemical class 0.000 abstract 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 150000003022 phthalic acids Chemical class 0.000 abstract 1
- 150000003047 pimelic acids Chemical class 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 150000003330 sebacic acids Chemical class 0.000 abstract 1
- 150000003444 succinic acids Chemical class 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4294—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from polyester forming components containing polyepoxy compounds
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4045—Mixtures of compounds of group C08G18/58 with other macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Laminated Bodies (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Epoxy Resins (AREA)
Abstract
Polyurethanes are produced by reacting together an alkyl resin modified with an epoxy resin, and an isocyanate with at least two reactive NCO groups. Epoxy resins are made from epichlorhydrin and a dihydric phenol, e.g. diphenylolpropane or resorcinol. They may themselves be modified by reaction with other resins, e.g. phenol-, resorcinol-, urea- or melamine - formaldehyde resins. Suitable alkyd resins may for example be prepared as described in Specifications 719,539 or 736,953 or may be based on adipic or pimelic acids, with or without phthalic or maleic anhydride, and ethylene or diethylene glycol, trimethylol propane, glycerol or pentaerythritol. The alkyd is modified by the epoxy resin by heating, e.g. at 50-300 DEG C. The isocyanate, preferably m-toluylene diisocyanate, is added preferably in stoichiometrical proportion at room temperature. It may be dissolved in toluene. In examples: (1) an alkyd from succinic acid, phthalic anhydride, sebacic acid and glycerol is reacted with an epoxy resin and then converted to a stiff foam by mixing with m-toluylene diisocyanate and zinc oxide; (2) an alkyd from sebacic acid and glycerol modified with an epoxy resin is foamed with m-toluylene diisocyanate and zinc oxide; (3) an alkyd from phthalic, succinic, and sebacic acids and glycerol is modified with an epoxy resin and mixed with m-toluylene diisocyanate to form an adhesive. A solution of the mixture in an ethyl acetate-butyl acetate mixture may be employed as a lacquer. The nature of the final product can be controlled to some extent by adjustment of the acid number of the modified alkyd resin. The foamed products which may be produced in situ may be used as core layers of sandwich structures.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2879251A GB758433A (en) | 1951-12-07 | 1951-12-07 | Improvements in or relating to alkyd based synthetic resinous products |
| CH319954D CH319954A (en) | 1951-12-07 | 1952-12-05 | Process for producing a polyurethane synthetic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2879251A GB758433A (en) | 1951-12-07 | 1951-12-07 | Improvements in or relating to alkyd based synthetic resinous products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB758433A true GB758433A (en) | 1956-10-03 |
Family
ID=10281243
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2879251A Expired GB758433A (en) | 1951-12-07 | 1951-12-07 | Improvements in or relating to alkyd based synthetic resinous products |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH319954A (en) |
| GB (1) | GB758433A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2830038A (en) * | 1957-05-07 | 1958-04-08 | Du Pont | Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups |
| US2951049A (en) * | 1957-04-12 | 1960-08-30 | American Cyanamid Co | The use of diglycidyl compounds in improved methods for preparing alkyd resins |
| US3027279A (en) * | 1959-08-18 | 1962-03-27 | Minnesota Mining & Mfg | Electrical insulating resin |
| US3148167A (en) * | 1958-11-14 | 1964-09-08 | Gen Tire & Rubber Co | Polyurethane composition containing an epoxy compound |
| US3196035A (en) * | 1960-07-16 | 1965-07-20 | Fuji Tsushinki Seizo Kk | Method of bonding an epoxy coating to a polyisocyanate treated polyester fiber base |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110054744B (en) * | 2019-03-20 | 2021-06-04 | 浙江华峰新材料有限公司 | Modified epoxy resin reinforced polyurethane composite material and preparation method and application thereof |
-
1951
- 1951-12-07 GB GB2879251A patent/GB758433A/en not_active Expired
-
1952
- 1952-12-05 CH CH319954D patent/CH319954A/en unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2951049A (en) * | 1957-04-12 | 1960-08-30 | American Cyanamid Co | The use of diglycidyl compounds in improved methods for preparing alkyd resins |
| US2830038A (en) * | 1957-05-07 | 1958-04-08 | Du Pont | Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups |
| US3148167A (en) * | 1958-11-14 | 1964-09-08 | Gen Tire & Rubber Co | Polyurethane composition containing an epoxy compound |
| US3027279A (en) * | 1959-08-18 | 1962-03-27 | Minnesota Mining & Mfg | Electrical insulating resin |
| US3196035A (en) * | 1960-07-16 | 1965-07-20 | Fuji Tsushinki Seizo Kk | Method of bonding an epoxy coating to a polyisocyanate treated polyester fiber base |
Also Published As
| Publication number | Publication date |
|---|---|
| CH319954A (en) | 1957-03-15 |
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