DE2545118A1 - Katalysator und verfahren zur herstellung von harten, polyurethanmodifizierten polyisocyanurat-schaumstoffen - Google Patents
Katalysator und verfahren zur herstellung von harten, polyurethanmodifizierten polyisocyanurat-schaumstoffenInfo
- Publication number
- DE2545118A1 DE2545118A1 DE19752545118 DE2545118A DE2545118A1 DE 2545118 A1 DE2545118 A1 DE 2545118A1 DE 19752545118 DE19752545118 DE 19752545118 DE 2545118 A DE2545118 A DE 2545118A DE 2545118 A1 DE2545118 A1 DE 2545118A1
- Authority
- DE
- Germany
- Prior art keywords
- tris
- hexahydrotriazine
- dialkylaminoalkyl
- catalyst
- catalyst according
- 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.)
- Withdrawn
Links
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- 239000011495 polyisocyanurate Substances 0.000 title claims description 10
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- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- QQHJDPROMQRDLA-UHFFFAOYSA-N hexadecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCCCCC(O)=O QQHJDPROMQRDLA-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- YOBAEOGBNPPUQV-UHFFFAOYSA-N iron;trihydrate Chemical compound O.O.O.[Fe].[Fe] YOBAEOGBNPPUQV-UHFFFAOYSA-N 0.000 description 1
- 231100000021 irritant Toxicity 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000003017 phosphorus Chemical class 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- RLEFZEWKMQQZOA-UHFFFAOYSA-M potassium;octanoate Chemical compound [K+].CCCCCCCC([O-])=O RLEFZEWKMQQZOA-UHFFFAOYSA-M 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical group FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- DXNCZXXFRKPEPY-UHFFFAOYSA-N tridecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCC(O)=O DXNCZXXFRKPEPY-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
- C08G18/022—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing isocyanurate groups
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/161—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22
- C08G18/163—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22 covered by C08G18/18 and C08G18/22
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/20—Heterocyclic amines; Salts thereof
- C08G18/2009—Heterocyclic amines; Salts thereof containing one heterocyclic ring
- C08G18/2036—Heterocyclic amines; Salts thereof containing one heterocyclic ring having at least three nitrogen atoms in the ring
-
- 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
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56628975A | 1975-04-09 | 1975-04-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2545118A1 true DE2545118A1 (de) | 1976-10-21 |
Family
ID=24262274
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752545118 Withdrawn DE2545118A1 (de) | 1975-04-09 | 1975-10-08 | Katalysator und verfahren zur herstellung von harten, polyurethanmodifizierten polyisocyanurat-schaumstoffen |
Country Status (15)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0006150A1 (de) * | 1978-06-10 | 1980-01-09 | BASF Aktiengesellschaft | Verfahren zur Herstellung von lichtbeständigen Polyurethan-Integralschaumstoffen |
| EP0007440A1 (de) * | 1978-07-06 | 1980-02-06 | Bayer Ag | Hexahydrotriazincarboxylate, ihre Herstellung und Verwendung als Katalysatoren zur Herstellung von Polyisocyanuratkunststoffen |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4176218A (en) * | 1977-10-17 | 1979-11-27 | Basf Wyandotte Corporation | High resilience flexible foamed polyurethanes, foamable mixtures and process therefor |
| JPS5565214A (en) * | 1978-11-10 | 1980-05-16 | Bridgestone Corp | Preparation of flame-resistant polyisocyanurate foam |
| JPS55155015A (en) * | 1979-05-23 | 1980-12-03 | Achilles Corp | Preparation of flame-retardant, low-smoke generating rigid foam |
| EP0108177B1 (en) * | 1982-11-08 | 1986-06-18 | Amoco Corporation | Foam |
| US4520042A (en) * | 1983-06-20 | 1985-05-28 | Thermocell Development, Ltd. | High-modulus, flexible urethane coating and method of preparation |
| JPS61159414A (ja) * | 1984-12-18 | 1986-07-19 | Nippon Polyurethan Kogyo Kk | 速硬化耐熱性樹脂の製造方法 |
| AU7858991A (en) * | 1991-03-25 | 1992-10-21 | S & C Technologies, Inc. | Water blown foam |
| US10889681B2 (en) | 2014-12-31 | 2021-01-12 | Jiangsu Osic Performance Materials Co. Ltd. | Polyurethane catalyst and application thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1318925A (en) * | 1970-11-27 | 1973-05-31 | Baxenden Chem | Catalysts for the formation of polyurethane-type polymers |
| US3804782A (en) * | 1972-06-19 | 1974-04-16 | Basf Wyandotte Corp | Flexible cellular polyurethane foam compositions having increased flame retardance |
| LU68552A1 (enrdf_load_stackoverflow) * | 1973-10-03 | 1975-06-16 |
-
1975
- 1975-09-02 ZA ZA00755593A patent/ZA755593B/xx unknown
- 1975-09-17 GB GB38258/75A patent/GB1529821A/en not_active Expired
- 1975-10-06 BE BE160731A patent/BE834239A/xx unknown
- 1975-10-06 FR FR7530539A patent/FR2307003A1/fr active Granted
- 1975-10-07 NL NL7511764A patent/NL7511764A/xx not_active Application Discontinuation
- 1975-10-07 BR BR7506526*A patent/BR7506526A/pt unknown
- 1975-10-08 SE SE7511261A patent/SE7511261L/xx unknown
- 1975-10-08 CA CA237,239A patent/CA1065834A/en not_active Expired
- 1975-10-08 ES ES441593A patent/ES441593A1/es not_active Expired
- 1975-10-08 IT IT9577/75A patent/IT1049114B/it active
- 1975-10-08 SU SU752177551A patent/SU673151A3/ru active
- 1975-10-08 DE DE19752545118 patent/DE2545118A1/de not_active Withdrawn
- 1975-10-09 AT AT773875A patent/AT350279B/de active
- 1975-10-16 AR AR260829A patent/AR218607A1/es active
-
1976
- 1976-03-31 JP JP51034559A patent/JPS51127200A/ja active Pending
- 1976-11-12 ES ES453247A patent/ES453247A1/es not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0006150A1 (de) * | 1978-06-10 | 1980-01-09 | BASF Aktiengesellschaft | Verfahren zur Herstellung von lichtbeständigen Polyurethan-Integralschaumstoffen |
| EP0007440A1 (de) * | 1978-07-06 | 1980-02-06 | Bayer Ag | Hexahydrotriazincarboxylate, ihre Herstellung und Verwendung als Katalysatoren zur Herstellung von Polyisocyanuratkunststoffen |
Also Published As
| Publication number | Publication date |
|---|---|
| IT1049114B (it) | 1981-01-20 |
| ES441593A1 (es) | 1977-07-01 |
| AR218607A1 (es) | 1980-06-30 |
| JPS51127200A (en) | 1976-11-05 |
| BE834239A (fr) | 1976-02-02 |
| ATA773875A (de) | 1978-10-15 |
| NL7511764A (nl) | 1976-10-12 |
| SE7511261L (sv) | 1976-10-10 |
| ES453247A1 (es) | 1977-11-01 |
| AT350279B (de) | 1979-05-25 |
| CA1065834A (en) | 1979-11-06 |
| BR7506526A (pt) | 1976-10-05 |
| FR2307003B1 (enrdf_load_stackoverflow) | 1979-10-12 |
| FR2307003A1 (fr) | 1976-11-05 |
| GB1529821A (en) | 1978-10-25 |
| AU8550975A (en) | 1977-04-21 |
| SU673151A3 (ru) | 1979-07-05 |
| ZA755593B (en) | 1976-08-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8139 | Disposal/non-payment of the annual fee |