GB1346402A - Polyisocyanates and their use in the production of polyurethane plastics - Google Patents
Polyisocyanates and their use in the production of polyurethane plasticsInfo
- Publication number
- GB1346402A GB1346402A GB2193472A GB2193472A GB1346402A GB 1346402 A GB1346402 A GB 1346402A GB 2193472 A GB2193472 A GB 2193472A GB 2193472 A GB2193472 A GB 2193472A GB 1346402 A GB1346402 A GB 1346402A
- Authority
- GB
- United Kingdom
- Prior art keywords
- weight
- content
- polyisocyanate
- diisocyanatotoluene
- mixture
- 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
- 229920001228 polyisocyanate Polymers 0.000 title abstract 7
- 239000005056 polyisocyanate Substances 0.000 title abstract 7
- 239000004814 polyurethane Substances 0.000 title abstract 2
- 229920002635 polyurethane Polymers 0.000 title abstract 2
- 239000004033 plastic Substances 0.000 title 1
- 229920003023 plastic Polymers 0.000 title 1
- 239000000203 mixture Substances 0.000 abstract 7
- 238000004821 distillation Methods 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical class O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 abstract 3
- -1 polymethylene Polymers 0.000 abstract 3
- 229920006389 polyphenyl polymer Polymers 0.000 abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 230000001413 cellular effect Effects 0.000 abstract 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 abstract 1
- DGRGLKZMKWPMOH-UHFFFAOYSA-N 4-methylbenzene-1,2-diamine Chemical compound CC1=CC=C(N)C(N)=C1 DGRGLKZMKWPMOH-UHFFFAOYSA-N 0.000 abstract 1
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical class C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical class NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 abstract 1
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-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
- 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
- C08G18/48—Polyethers
- C08G18/487—Polyethers containing cyclic groups
- C08G18/4879—Polyethers containing cyclic groups containing aromatic 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3878—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
- C08G18/3889—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having nitrogen in addition to phosphorus
-
- 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
- C08G18/48—Polyethers
- C08G18/4829—Polyethers containing at least three hydroxy 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
- C08G18/28—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
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
- C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
- C08G18/4841—Polyethers containing oxyethylene units and other oxyalkylene units containing oxyethylene end 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6677—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/721—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80
- C08G18/727—Two or more polyisocyanates not provided for in one single group C08G18/73 - C08G18/80 comprising distillation residues or non-distilled raw phosgenation products
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/797—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine 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
- C08G2110/0008—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
- C08G2110/0025—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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
1346402 Polyisocyanate mixtures BAYER AG 10 May 1972 [11 May 1971] 21934/72 Heading C2C [Also in Division C3] A polisocyanate mixture comprises (a) from 2 to 60% by weight of a distillation residue obtained from the large-scale distillation of a crude diisocyanatotoluene isomer mixture, which residue has (i) a carbodiimide group content of less than 1À4% by weight, (ii) a content of phosgenation products of 2,3- or 3,4-diaminotoluene or biuret derivatives thereof, corresponding to an O-diamine content of more than 2% by weight in the amine mixture used for phosgenation, (iii) an NCO-group content of from 15 to 32% by weight and (iv) a monomeric diisocyanatotoluene content of less than 15%; and (b) from 40 to 98% by weight of a polyphenyl polymethylene polyisocyanate mixture comprising from 50 to 100% by weight of trinuclear diisocyanato diphenylmethane isomers, obtained by phosgenating an aniline/formaldehyde condensate. This distillation residue (c) is obtained by working up of the crude diisocyanatotoluene at a temperature not above 200‹ C. Preferably the polyphenyl polymethylene polyisocyanate (b) has a binuclear diisocyanate content of 65 to 97% by weight. The polyisocyanate mixtures are advantageously produced by mixing the distillation residue heated to 80‹ to 200‹ C., with the polyphenyl polymethylene polyisocyanate, which preferably is also heated. Both cellular and non- cellular polyurethanes may be produced from the polyisocyanate mixtures (see Division C3).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712123183 DE2123183A1 (en) | 1971-05-11 | 1971-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1346402A true GB1346402A (en) | 1974-02-13 |
Family
ID=5807464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2193472A Expired GB1346402A (en) | 1971-05-11 | 1972-05-10 | Polyisocyanates and their use in the production of polyurethane plastics |
Country Status (11)
| Country | Link |
|---|---|
| AT (1) | AT325858B (en) |
| AU (1) | AU462594B2 (en) |
| BE (1) | BE783257A (en) |
| BR (1) | BR7202907D0 (en) |
| CH (1) | CH571544A5 (en) |
| DE (1) | DE2123183A1 (en) |
| ES (1) | ES402619A1 (en) |
| FR (1) | FR2137728A1 (en) |
| GB (1) | GB1346402A (en) |
| IT (1) | IT957771B (en) |
| NL (1) | NL7206340A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4251401A (en) | 1978-10-27 | 1981-02-17 | Bayer Aktiengesellschaft | Suspensions of isocyanate distillation residues in polyols |
| US4251638A (en) | 1978-10-27 | 1981-02-17 | Bayer Aktiengesellschaft | Process for the production of polyurethane plastics |
| US5314588A (en) * | 1991-08-20 | 1994-05-24 | Bayer Aktiengesellschaft | Process for recovering polysocyanates from the distillation residues obtained in the production of tolylene diisocyanate |
| SG122820A1 (en) * | 2003-05-08 | 2006-06-29 | Bayer Materialscience Ag | Process for the distillation of a mixture of isomeric diisocyanatodiphenylmethanes |
| CN102816087A (en) * | 2011-06-10 | 2012-12-12 | 上海朗亿功能材料有限公司 | Method for preparing hydrolysis stabilizer for adhesive |
| WO2016162255A1 (en) * | 2015-04-10 | 2016-10-13 | Basf Se | Insulative polyurethane rigid foam based on tdi liquid residue |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4118410A (en) | 1971-02-04 | 1978-10-03 | Gottfried Reuter Gmbh I.L. | Polyphenyl-polymethylene-polyisocyanate mixtures |
| DE4200325A1 (en) * | 1992-01-09 | 1993-07-15 | Bayer Ag | METHOD FOR PRODUCING HARD URETHANOUS GROUPS |
| CN106279623A (en) * | 2015-06-01 | 2017-01-04 | 科思创聚合物(中国)有限公司 | Isocyanate composition and hard polyurethane foam prepared therefrom |
-
1971
- 1971-05-11 DE DE19712123183 patent/DE2123183A1/de active Pending
-
1972
- 1972-05-08 AU AU42031/72A patent/AU462594B2/en not_active Expired
- 1972-05-09 AT AT403972A patent/AT325858B/en not_active IP Right Cessation
- 1972-05-09 IT IT50131/72A patent/IT957771B/en active
- 1972-05-09 CH CH689172A patent/CH571544A5/xx not_active IP Right Cessation
- 1972-05-10 BR BR2907/72A patent/BR7202907D0/en unknown
- 1972-05-10 BE BE783257A patent/BE783257A/en unknown
- 1972-05-10 ES ES402619A patent/ES402619A1/en not_active Expired
- 1972-05-10 FR FR7216714A patent/FR2137728A1/fr not_active Withdrawn
- 1972-05-10 GB GB2193472A patent/GB1346402A/en not_active Expired
- 1972-05-10 NL NL7206340A patent/NL7206340A/xx unknown
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4251401A (en) | 1978-10-27 | 1981-02-17 | Bayer Aktiengesellschaft | Suspensions of isocyanate distillation residues in polyols |
| US4251638A (en) | 1978-10-27 | 1981-02-17 | Bayer Aktiengesellschaft | Process for the production of polyurethane plastics |
| US5314588A (en) * | 1991-08-20 | 1994-05-24 | Bayer Aktiengesellschaft | Process for recovering polysocyanates from the distillation residues obtained in the production of tolylene diisocyanate |
| SG122820A1 (en) * | 2003-05-08 | 2006-06-29 | Bayer Materialscience Ag | Process for the distillation of a mixture of isomeric diisocyanatodiphenylmethanes |
| CN102816087A (en) * | 2011-06-10 | 2012-12-12 | 上海朗亿功能材料有限公司 | Method for preparing hydrolysis stabilizer for adhesive |
| WO2016162255A1 (en) * | 2015-04-10 | 2016-10-13 | Basf Se | Insulative polyurethane rigid foam based on tdi liquid residue |
| CN107466304A (en) * | 2015-04-10 | 2017-12-12 | 巴斯夫欧洲公司 | Adiabatic hard polyurethane foam based on TDI liquid residues |
| JP2018512343A (en) * | 2015-04-10 | 2018-05-17 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Insulating polyurethane rigid foam based on TDI liquid residue |
Also Published As
| Publication number | Publication date |
|---|---|
| AU462594B2 (en) | 1975-06-26 |
| ATA403972A (en) | 1975-01-15 |
| AU4203172A (en) | 1973-11-15 |
| BE783257A (en) | 1972-11-10 |
| FR2137728A1 (en) | 1972-12-29 |
| CH571544A5 (en) | 1976-01-15 |
| ES402619A1 (en) | 1975-04-01 |
| IT957771B (en) | 1973-10-20 |
| AT325858B (en) | 1975-11-10 |
| DE2123183A1 (en) | 1972-12-14 |
| BR7202907D0 (en) | 1973-05-10 |
| NL7206340A (en) | 1972-11-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |