GB1404301A - Organic addition compounds which contain phosphorus and their use as catalysts for the production of foam resins which contain carbodiimide groups - Google Patents
Organic addition compounds which contain phosphorus and their use as catalysts for the production of foam resins which contain carbodiimide groupsInfo
- Publication number
- GB1404301A GB1404301A GB4319373A GB4319373A GB1404301A GB 1404301 A GB1404301 A GB 1404301A GB 4319373 A GB4319373 A GB 4319373A GB 4319373 A GB4319373 A GB 4319373A GB 1404301 A GB1404301 A GB 1404301A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- catalysts
- addition compounds
- production
- phospholine
- 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
- 150000001875 compounds Chemical class 0.000 title abstract 7
- 239000003054 catalyst Substances 0.000 title abstract 5
- 229920005989 resin Polymers 0.000 title abstract 3
- 239000011347 resin Substances 0.000 title abstract 3
- 239000006260 foam Substances 0.000 title abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title 1
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 title 1
- 229910052698 phosphorus Inorganic materials 0.000 title 1
- 239000011574 phosphorus Substances 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000005055 methyl trichlorosilane Substances 0.000 abstract 2
- JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 abstract 2
- -1 phospholine-silane complexes Chemical class 0.000 abstract 2
- 229920000570 polyether Polymers 0.000 abstract 2
- 150000003839 salts Chemical class 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
- HUSTZVJBPMIGEX-UHFFFAOYSA-N 1-chloro-2,3-dihydro-1$l^{5}-phosphole 1-oxide Chemical compound ClP1(=O)CCC=C1 HUSTZVJBPMIGEX-UHFFFAOYSA-N 0.000 abstract 1
- IUUONVQOMMQAEH-UHFFFAOYSA-N 1-methyl-2,3-dihydro-1$l^{5}-phosphole 1-oxide Chemical compound CP1(=O)CCC=C1 IUUONVQOMMQAEH-UHFFFAOYSA-N 0.000 abstract 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 abstract 1
- LHPAUSNAHIWPIC-UHFFFAOYSA-N O=P1CCCC1 Chemical compound O=P1CCCC1 LHPAUSNAHIWPIC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004721 Polyphenylene oxide Substances 0.000 abstract 1
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004327 boric acid Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- ZHXZNKNQUHUIGN-UHFFFAOYSA-N chloro hypochlorite;vanadium Chemical compound [V].ClOCl ZHXZNKNQUHUIGN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 239000003063 flame retardant Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 229910001629 magnesium chloride Inorganic materials 0.000 abstract 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 abstract 1
- SCLFRABIDYGTAZ-UHFFFAOYSA-N methylphosphonic acid dichloride Chemical compound CP(Cl)(Cl)=O SCLFRABIDYGTAZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 239000004417 polycarbonate Substances 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 abstract 1
- 229920001228 polyisocyanate Polymers 0.000 abstract 1
- 239000005056 polyisocyanate Substances 0.000 abstract 1
- 229920006324 polyoxymethylene Polymers 0.000 abstract 1
- 229920006295 polythiol Polymers 0.000 abstract 1
- 239000004814 polyurethane Substances 0.000 abstract 1
- 229920002635 polyurethane Polymers 0.000 abstract 1
- 239000011496 polyurethane foam Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- FDNAPBUWERUEDA-UHFFFAOYSA-N silicon tetrachloride Chemical compound Cl[Si](Cl)(Cl)Cl FDNAPBUWERUEDA-UHFFFAOYSA-N 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 abstract 1
- 150000003573 thiols 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/166—Catalysts not provided for in the groups C08G18/18 - C08G18/26
- C08G18/168—Organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
- C07F9/65685—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine oxide or thioxide
-
- 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
- C08G18/025—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing carbodiimide 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
- 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
- C08G2115/00—Oligomerisation
- C08G2115/06—Oligomerisation to carbodiimide or uretone-imine groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2245634A DE2245634C3 (de) | 1972-09-16 | 1972-09-16 | Neue phosphorhaltige Komplexverbindungen und ihre Verwendung als Katalysatoren bei der Herstellung von Carbodiimidgruppen aufweisenden Schaumstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1404301A true GB1404301A (en) | 1975-08-28 |
Family
ID=5856598
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4319373A Expired GB1404301A (en) | 1972-09-16 | 1973-09-14 | Organic addition compounds which contain phosphorus and their use as catalysts for the production of foam resins which contain carbodiimide groups |
Country Status (15)
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4120884A (en) | 1976-02-18 | 1978-10-17 | Basf Aktiengesellschaft | Storage-stable, liquid polyisocyanates possessing carbodiimide groups, and process for their manufacture |
| US4260554A (en) * | 1978-08-30 | 1981-04-07 | Basf Aktiengesellschaft | Storage-stable, liquid carbodiimide modified polyisocyanates and process for their manufacture |
| GB2177710A (en) * | 1985-03-29 | 1987-01-28 | Nisshin Spinning | A thermosetting resin and a method for producing it |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4147710A (en) | 1973-08-21 | 1979-04-03 | Bayer Aktiengesellschaft | Compounds containing phosphorous and a method for making polycarbodiimide foams with the compounds as a catalyst |
| GB1476088A (en) * | 1975-04-03 | 1977-06-10 | Ici Ltd | Carbodiimides |
| GB1584153A (en) * | 1976-09-22 | 1981-02-04 | Ici Ltd | Carbodimides |
| US4068065A (en) * | 1977-01-31 | 1978-01-10 | The Upjohn Company | Compounds and process |
| JPS61235414A (ja) * | 1985-03-29 | 1986-10-20 | Nisshinbo Ind Inc | 熱硬化性樹脂の製造方法 |
| JPS61235415A (ja) * | 1985-04-12 | 1986-10-20 | Nisshinbo Ind Inc | 熱硬化性樹脂の製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3139449A (en) * | 1961-02-07 | 1964-06-30 | Du Pont | Process for preparing organic isothiocyanate using phosphorus-containing catalysts |
-
1972
- 1972-09-16 DE DE2245634A patent/DE2245634C3/de not_active Expired
-
1973
- 1973-08-28 CA CA179,810A patent/CA1018180A/en not_active Expired
- 1973-09-12 NL NL7312581A patent/NL7312581A/xx not_active Application Discontinuation
- 1973-09-14 DD DD173666A patent/DD107473A5/xx unknown
- 1973-09-14 LU LU68419A patent/LU68419A1/xx unknown
- 1973-09-14 IT IT52521/73A patent/IT997551B/it active
- 1973-09-14 GB GB4319373A patent/GB1404301A/en not_active Expired
- 1973-09-14 AT AT796973A patent/AT320293B/de not_active IP Right Cessation
- 1973-09-14 CH CH1321173A patent/CH587862A5/xx not_active IP Right Cessation
- 1973-09-14 AU AU60330/73A patent/AU475203B2/en not_active Expired
- 1973-09-14 FR FR7333141A patent/FR2200273B1/fr not_active Expired
- 1973-09-14 BE BE135647A patent/BE804855A/xx unknown
- 1973-09-14 BR BR7162/73A patent/BR7307162D0/pt unknown
- 1973-09-15 ES ES418806A patent/ES418806A1/es not_active Expired
- 1973-09-17 JP JP48103961A patent/JPS4975535A/ja active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4120884A (en) | 1976-02-18 | 1978-10-17 | Basf Aktiengesellschaft | Storage-stable, liquid polyisocyanates possessing carbodiimide groups, and process for their manufacture |
| US4260554A (en) * | 1978-08-30 | 1981-04-07 | Basf Aktiengesellschaft | Storage-stable, liquid carbodiimide modified polyisocyanates and process for their manufacture |
| GB2177710A (en) * | 1985-03-29 | 1987-01-28 | Nisshin Spinning | A thermosetting resin and a method for producing it |
| GB2177710B (en) * | 1985-03-29 | 1989-04-26 | Nisshin Spinning | A thermosetting resin and a method for producing it |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2245634C3 (de) | 1979-10-31 |
| LU68419A1 (enrdf_load_stackoverflow) | 1973-12-14 |
| DE2245634A1 (de) | 1974-03-21 |
| FR2200273A1 (enrdf_load_stackoverflow) | 1974-04-19 |
| IT997551B (it) | 1975-12-30 |
| JPS4975535A (enrdf_load_stackoverflow) | 1974-07-20 |
| CA1018180A (en) | 1977-09-27 |
| AU475203B2 (en) | 1976-08-12 |
| AU6033073A (en) | 1975-03-20 |
| BE804855A (fr) | 1974-03-14 |
| FR2200273B1 (enrdf_load_stackoverflow) | 1977-03-11 |
| ES418806A1 (es) | 1976-06-16 |
| CH587862A5 (enrdf_load_stackoverflow) | 1977-05-13 |
| DE2245634B2 (de) | 1979-03-08 |
| BR7307162D0 (pt) | 1974-07-18 |
| NL7312581A (enrdf_load_stackoverflow) | 1974-03-19 |
| DD107473A5 (enrdf_load_stackoverflow) | 1974-08-05 |
| AT320293B (de) | 1975-02-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1404301A (en) | Organic addition compounds which contain phosphorus and their use as catalysts for the production of foam resins which contain carbodiimide groups | |
| GB1534952A (en) | Isocyanuric acid-containing phosphonates and their use as flame retardants | |
| Jain | The chemistry and applications of organotin (IV) complexes of phosphorus-based acids | |
| GB1476088A (en) | Carbodiimides | |
| GB1584153A (en) | Carbodimides | |
| US4111914A (en) | Initiators for isocyanate reactions | |
| GB1129203A (en) | Improvements in or relating to polyol compositions and polyurethane foams prepared therefrom | |
| US3745183A (en) | Process for producing alkyl tin halides | |
| GB1516372A (en) | Process for the production of cellular foams | |
| GB1483607A (en) | Organophosphorus addition compounds and their use as catalysts for the production of foam plastics which contain carbodiimide groups | |
| GB1335749A (en) | Polyester composition | |
| GB1418321A (en) | Magnesium halide complexes of organophosphorus compounds and their use as catalysts in the preparation of oxazolidones | |
| GB1429699A (en) | Phosphorous acid esters and their use as stabilizers dor poly carbonates | |
| GB1356851A (en) | Isocyanate/uretonimine compositions for polyurethanes | |
| US3847843A (en) | Thermostabilizers | |
| Koster et al. | 2-Oxoazetidine-1-phosphonic acids: synthesis and transesterification | |
| US4220728A (en) | Process of reacting isocyanates with active hydrogen containing compounds using sulfonium zwitterions as initiators | |
| GB1462734A (en) | Process for the production of flame-resistant hard foam plastics which contain urethane groups | |
| JPS5918397B2 (ja) | 三塩化モノメチル錫の製造方法 | |
| GB1183035A (en) | Stabilised Polyurethanes | |
| Fleischer | Formation and co-coordination of lithium azide via lithium triazasulfite | |
| JPS5636512A (en) | Flame retardant for polyurethane foam | |
| Burley et al. | A possible mechanism to explain the synergistic effects exhibited by mixtures of alkyltin mercaptoesters as stabilisers for PVC | |
| GB1255198A (en) | Process for the production of halogenated aryl di-esters of phosphoric acid | |
| GB1390655A (en) | Preparation of flame-retardant organo-phosphorus compounds and flame-retardant polymer compositions containing them |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |