GB1029033A - Polyurethanes derived from modified phenol-aldehyde resins - Google Patents
Polyurethanes derived from modified phenol-aldehyde resinsInfo
- Publication number
- GB1029033A GB1029033A GB46268/62A GB4626862A GB1029033A GB 1029033 A GB1029033 A GB 1029033A GB 46268/62 A GB46268/62 A GB 46268/62A GB 4626862 A GB4626862 A GB 4626862A GB 1029033 A GB1029033 A GB 1029033A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- alkylene
- tolylene diisocyanate
- reaction product
- compound
- 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
- 239000004814 polyurethane Substances 0.000 title abstract 3
- 229920002635 polyurethane Polymers 0.000 title abstract 3
- 229920005989 resin Polymers 0.000 title abstract 2
- 239000011347 resin Substances 0.000 title abstract 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 5
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- -1 oxirane ring compound Chemical class 0.000 abstract 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- RCHKEJKUUXXBSM-UHFFFAOYSA-N n-benzyl-2-(3-formylindol-1-yl)acetamide Chemical compound C12=CC=CC=C2C(C=O)=CN1CC(=O)NCC1=CC=CC=C1 RCHKEJKUUXXBSM-UHFFFAOYSA-N 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- DJKGDNKYTKCJKD-UHFFFAOYSA-N chlorendic acid Chemical compound ClC1=C(Cl)C2(Cl)C(C(=O)O)C(C(O)=O)C1(Cl)C2(Cl)Cl DJKGDNKYTKCJKD-UHFFFAOYSA-N 0.000 abstract 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 239000006260 foam Substances 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229920003986 novolac Polymers 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- 150000002989 phenols Chemical class 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 abstract 1
- 229920001296 polysiloxane Polymers 0.000 abstract 1
- 239000011496 polyurethane foam Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 229920003987 resole Polymers 0.000 abstract 1
- 229920002545 silicone oil Polymers 0.000 abstract 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
-
- 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
- C08G18/4027—Mixtures of compounds of group C08G18/54 with other macromolecular 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
- C08G18/54—Polycondensates of aldehydes
- C08G18/546—Oxyalkylated polycondensates of aldehydes
-
- 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- C08G8/36—Chemically modified polycondensates by etherifying
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0016—Foam properties semi-rigid
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0025—Foam properties rigid
-
- 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
- C08G2170/00—Compositions for adhesives
- C08G2170/60—Compositions for foaming; Foamed or intumescent adhesives
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
A process for preparing polyurethanes comprises reacting (1) a product obtained by reacting together (A) a fusible phenol aldehyde resin, and (B) an oxirane ring compound, alkylene halohydrin, alkylene carbonate or mixtures thereof; whereby the phenolic hydroxy groups in the phenol aldehyde resin are etherified with an alkylene-hydroxy group (including a substituted alkylene hydroxy group) with (2) an organic polyisocyanate. A polyether or polyester may be used as a coreactant with compound (1). Many phenols and aldehydes are specified as precursors for compound (A), which may be a resole or novolak. Many oxyalkylating agents, e.g. monoepoxines, glycidyl ethers and diepoxides are specified. Conventional organic polyisocyanates are listed. In Example (29) propylene oxide was reacted with the product of one mole of phenol with 3 moles of HCHO. To the resin thus produced tolylene diisocyanate, Cl3CF, and a silicone oil were added and a foam obtained. In Example (32) the reaction product of phenol, HCHO, triethanolamine and 1:2 propylene oxide was blended with a silicone emulsifier, trimethanol-butanediamine and tolylene diisocyanate and the polyurethane placed between two aluminium sheets. In Example (34) a mixture of (A) the reaction product ethylene oxide with a phenol-formaldehyde resin and (B) the reaction product of trimethylol propane and 1,4,5,6,7,7-hexachlorobicyclo - (2,2,1) - 5 - heptene - 2,3 - dicarboxylic acid was reacted with tolylene diisocyanate in the presence of CCl3F to obtain a polyurethane foam.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15810461A | 1961-12-08 | 1961-12-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1029033A true GB1029033A (en) | 1966-05-11 |
Family
ID=22566699
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB46268/62A Expired GB1029033A (en) | 1961-12-08 | 1962-12-07 | Polyurethanes derived from modified phenol-aldehyde resins |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE625830A (en) |
| CH (1) | CH437775A (en) |
| DE (1) | DE1216536B (en) |
| GB (1) | GB1029033A (en) |
| NL (2) | NL286446A (en) |
| SE (1) | SE313919B (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2148149A1 (en) * | 1970-10-16 | 1972-04-20 | Witco Chemical Corp | Polyurethanes and processes for their manufacture |
| US4046721A (en) * | 1976-07-30 | 1977-09-06 | Texaco Development Corporation | Low friability polyisocyanurate foams |
| US10435503B2 (en) | 2017-09-22 | 2019-10-08 | Hexion Inc. | Compositions for polyurethane applications |
| US10604614B2 (en) | 2017-09-22 | 2020-03-31 | Hexion Inc. | Compositions and methods to produce alkoxylated triazine-arylhydroxy-aldehyde condensates |
| US10640475B2 (en) | 2017-09-22 | 2020-05-05 | Hexion Inc. | Compositions and methods to produce alkoxylated triazine-arlhydroxy-aldehyde condensates |
| EP3861059A1 (en) * | 2018-10-01 | 2021-08-11 | Hexion GmbH | Composition for producing foamed materials |
| CN114008103A (en) * | 2019-06-18 | 2022-02-01 | 瀚森公司 | Novolac epoxy system |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3113014A1 (en) * | 1981-04-01 | 1982-10-14 | Th. Goldschmidt Ag, 4300 Essen | HARDENABLE ADHESIVE |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2349756A (en) * | 1940-07-25 | 1944-05-23 | Du Pont | Formaldehyde resin modified with a polyiso-or polyisothiocyanate |
| US2764566A (en) * | 1953-03-16 | 1956-09-25 | Lockheed Aircraft Corp | Polyisocyanate-alkyd resin-substituted polymethylol phenol cellular compositions |
| BE596036A (en) * | 1959-10-15 |
-
0
- NL NL127079D patent/NL127079C/xx active
- BE BE625830D patent/BE625830A/xx unknown
- NL NL286446D patent/NL286446A/xx unknown
-
1962
- 1962-12-07 SE SE13219/62A patent/SE313919B/xx unknown
- 1962-12-07 GB GB46268/62A patent/GB1029033A/en not_active Expired
- 1962-12-07 CH CH1440662A patent/CH437775A/en unknown
- 1962-12-08 DE DEH47627A patent/DE1216536B/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2148149A1 (en) * | 1970-10-16 | 1972-04-20 | Witco Chemical Corp | Polyurethanes and processes for their manufacture |
| US4046721A (en) * | 1976-07-30 | 1977-09-06 | Texaco Development Corporation | Low friability polyisocyanurate foams |
| US10435503B2 (en) | 2017-09-22 | 2019-10-08 | Hexion Inc. | Compositions for polyurethane applications |
| US10604614B2 (en) | 2017-09-22 | 2020-03-31 | Hexion Inc. | Compositions and methods to produce alkoxylated triazine-arylhydroxy-aldehyde condensates |
| US10640475B2 (en) | 2017-09-22 | 2020-05-05 | Hexion Inc. | Compositions and methods to produce alkoxylated triazine-arlhydroxy-aldehyde condensates |
| US11028219B2 (en) | 2017-09-22 | 2021-06-08 | Hexion Inc. | Compositions for polyurethane applications |
| EP3861059A1 (en) * | 2018-10-01 | 2021-08-11 | Hexion GmbH | Composition for producing foamed materials |
| US12091521B2 (en) | 2018-10-01 | 2024-09-17 | Bakelite Gmbh | Compositions for producing foamed materials |
| CN114008103A (en) * | 2019-06-18 | 2022-02-01 | 瀚森公司 | Novolac epoxy system |
Also Published As
| Publication number | Publication date |
|---|---|
| NL286446A (en) | |
| NL127079C (en) | |
| CH437775A (en) | 1967-06-15 |
| DE1216536B (en) | 1966-05-12 |
| BE625830A (en) | |
| SE313919B (en) | 1969-08-25 |
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