GB934629A - Foamed materials - Google Patents
Foamed materialsInfo
- Publication number
- GB934629A GB934629A GB37816/59A GB3781659A GB934629A GB 934629 A GB934629 A GB 934629A GB 37816/59 A GB37816/59 A GB 37816/59A GB 3781659 A GB3781659 A GB 3781659A GB 934629 A GB934629 A GB 934629A
- Authority
- GB
- United Kingdom
- Prior art keywords
- novolak
- phenol
- resorcinol
- moles
- formaldehyde
- 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
- 229920003986 novolac Polymers 0.000 abstract 16
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 8
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 8
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 abstract 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 6
- 229920005989 resin Polymers 0.000 abstract 6
- 239000011347 resin Substances 0.000 abstract 6
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 4
- 239000006260 foam Substances 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 4
- 150000002989 phenols Chemical class 0.000 abstract 4
- -1 1,2-Ethylene- Chemical class 0.000 abstract 2
- 239000001856 Ethyl cellulose Substances 0.000 abstract 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 abstract 2
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 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 2
- 238000001816 cooling Methods 0.000 abstract 2
- 150000001896 cresols Chemical class 0.000 abstract 2
- 229920001249 ethyl cellulose Polymers 0.000 abstract 2
- 235000019325 ethyl cellulose Nutrition 0.000 abstract 2
- 238000005187 foaming Methods 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- 239000011496 polyurethane foam Substances 0.000 abstract 2
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 abstract 2
- 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 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 239000000080 wetting agent Substances 0.000 abstract 2
- 150000003739 xylenols Chemical class 0.000 abstract 2
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
- C08G18/54—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
- 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
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/005—< 50kg/m3
-
- 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
- C08G2110/0041—Foam properties having specified density
- C08G2110/0058—≥50 and <150kg/m3
-
- 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
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
A process for the production of a rigid polyurethane foam comprises reacting an alkoxylated novolak resin with a polyisocyanate and water in the presence of a polyurethane-forming catalyst. By an alkoxylated novolak resin is meant a novolak resin in which at least one phenolic group per molecule has been etherified by reaction with an a ,b -alkylene oxide. The novolak can be derived from such phenols as phenol itself, cresols, difunctional xylenols, resorcinol and diphenylol propane, and from formaldehyde, acetaldehyde and benzaldehyde. 1,2-Ethylene-, propylene- and butylene oxides are specified alkylene oxides. They may be reacted with the novolak or with the phenol before reaction with the aldehyde is effected. Catalysts for the foam formation include triethylamine and triethylene diamine. In examples (1) an ethoxylated novolak is prepared by reacting (with a hydrochloric acid catalyst) formaldehyde and an ethoxylated phenol (from phenol and 5,2 moles of ethylene oxide). Ethyl cellulose and wetting agent are then dissolved in heated novolak and, after cooling, foaming is effected by adding zinc naphthenate in white spirit, aqueous triethylene diamine and a commercial tolylene diisocyanate mixture. Sufficient heat is generated to cure the foam. (6) A similar process is carried out using a novolak obtained from an addition product of 7,7 moles of ethylene oxide with 1 mole of resorcinol. Specifications 758,249, 775,459, 909,777 and 909,842 are referred to.ALSO:A process for the production of a rigid polyurethane foam comprises reacting an alkoxylated novolak resin with a polyisocyanate and water in the presence of a polyurethaneforming catalyst. By an alkoxylated novolak resin is meant a novolak resin in which at least one phenolic group per molecule has been etherified by reaction with an a , b -alkylene oxide. The novolak can be derived form such phenols as phenol itself, cresols, difunctional xylenols, resorcinol and diphenylol propane, and from formaldehyde, acetaldehyde and benzaldehyde. 1, 2-Ethylene-, propylene- and butylene oxides are specified alkylene oxides. They may be reacted with the novolak or with the phenol before reaction with the aldehyde is effected. Catalysts for the foam formation include triethylamine and triethylene diamine. In examples (1) an ethoxylated novolak is prepared by reacting (with a hydrochloric acid catalyst) formaldehyde and an ethoxylated phenol (from phenol and 5,2 moles of ethylene oxide). Ethyl cellulose and wetting agent are then dissolved in the heated novolak and after cooling, foaming is effected by adding zinc naphthenate, white spirit, aqueous triethylene diamine and a commercial tolylene diisocyanate mixture. Sufficient heat is generated to cure the foam; (6) a similar process is carried out using a novolak obtained from an addition product of 7,7 moles of ethylene oxide with 1 mole of resorcinol. Specifications 758,249, 775,459, 909,777 and 909,842 are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB37816/59A GB934629A (en) | 1959-11-07 | 1959-11-07 | Foamed materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB37816/59A GB934629A (en) | 1959-11-07 | 1959-11-07 | Foamed materials |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB934629A true GB934629A (en) | 1963-08-21 |
Family
ID=10399203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37816/59A Expired GB934629A (en) | 1959-11-07 | 1959-11-07 | Foamed materials |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB934629A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2359865A1 (en) * | 1976-07-30 | 1978-02-24 | Texaco Development Corp | UETHANE POLYISOCYANURATE RIGID FOAM |
| EP0397378A1 (en) * | 1989-05-06 | 1990-11-14 | MITSUI TOATSU CHEMICALS, Inc. | Hydrochlorofluorocarbon blown rigid polyurethane foams and their preparation |
| EP0483431A1 (en) * | 1990-11-02 | 1992-05-06 | MITSUI TOATSU CHEMICALS, Inc. | Polyol and utilization thereof |
| US5198475A (en) * | 1990-10-31 | 1993-03-30 | Mitsui Toatsu Chemicals, Inc. | Polyol and utilization thereof |
| 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 |
| EP3819332A1 (en) * | 2019-11-06 | 2021-05-12 | Basf Se | Process for producing rigid polyurethane foams |
| CN117965143A (en) * | 2024-04-02 | 2024-05-03 | 中国石油大学(华东) | Compression-resistant composite resin plugging agent and preparation method and application thereof |
-
1959
- 1959-11-07 GB GB37816/59A patent/GB934629A/en not_active Expired
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2359865A1 (en) * | 1976-07-30 | 1978-02-24 | Texaco Development Corp | UETHANE POLYISOCYANURATE RIGID FOAM |
| EP0397378A1 (en) * | 1989-05-06 | 1990-11-14 | MITSUI TOATSU CHEMICALS, Inc. | Hydrochlorofluorocarbon blown rigid polyurethane foams and their preparation |
| US5107068A (en) * | 1989-05-06 | 1992-04-21 | Mitsui Toatsu Chemicals, Inc. | Polyurethane resin and utilization thereof |
| US5198475A (en) * | 1990-10-31 | 1993-03-30 | Mitsui Toatsu Chemicals, Inc. | Polyol and utilization thereof |
| EP0483431A1 (en) * | 1990-11-02 | 1992-05-06 | MITSUI TOATSU CHEMICALS, Inc. | Polyol and utilization thereof |
| 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 |
| EP3819332A1 (en) * | 2019-11-06 | 2021-05-12 | Basf Se | Process for producing rigid polyurethane foams |
| CN117965143A (en) * | 2024-04-02 | 2024-05-03 | 中国石油大学(华东) | Compression-resistant composite resin plugging agent and preparation method and application thereof |
| CN117965143B (en) * | 2024-04-02 | 2024-06-07 | 中国石油大学(华东) | Compression-resistant composite resin plugging agent and preparation method and application thereof |
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