JP4102471B2 - ビウレット構造を有するポリイソシアネートの製造方法 - Google Patents
ビウレット構造を有するポリイソシアネートの製造方法 Download PDFInfo
- Publication number
- JP4102471B2 JP4102471B2 JP05736298A JP5736298A JP4102471B2 JP 4102471 B2 JP4102471 B2 JP 4102471B2 JP 05736298 A JP05736298 A JP 05736298A JP 5736298 A JP5736298 A JP 5736298A JP 4102471 B2 JP4102471 B2 JP 4102471B2
- Authority
- JP
- Japan
- Prior art keywords
- organic
- diisocyanate
- diamine
- mixing chamber
- temperature
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 18
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 title claims description 10
- 229920001228 polyisocyanate Polymers 0.000 title claims description 9
- 239000005056 polyisocyanate Substances 0.000 title claims description 9
- 150000004985 diamines Chemical class 0.000 claims description 32
- 238000002156 mixing Methods 0.000 claims description 27
- 125000005442 diisocyanate group Chemical group 0.000 claims description 25
- 239000011541 reaction mixture Substances 0.000 claims description 15
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 6
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 12
- 239000002904 solvent Substances 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 239000007858 starting material Substances 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 238000013461 design Methods 0.000 description 3
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 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 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- -1 aliphatic isocyanates Chemical class 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 description 1
- FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 1
- NXBQNXVZAXYUBY-UHFFFAOYSA-N 2-oxopropyl acetate;zinc Chemical compound [Zn].CC(=O)COC(C)=O NXBQNXVZAXYUBY-UHFFFAOYSA-N 0.000 description 1
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1854—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas by reactions not involving the formation of the N-C(O)-N- moiety
-
- 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
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C08G18/7831—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing biuret groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19707576.2 | 1997-02-26 | ||
| DE19707576A DE19707576C1 (de) | 1997-02-26 | 1997-02-26 | Verfahren zur Herstellung von Polyisocyanaten mit Biuretstruktur |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH10237037A JPH10237037A (ja) | 1998-09-08 |
| JPH10237037A5 JPH10237037A5 (https=) | 2005-07-14 |
| JP4102471B2 true JP4102471B2 (ja) | 2008-06-18 |
Family
ID=7821460
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP05736298A Expired - Fee Related JP4102471B2 (ja) | 1997-02-26 | 1998-02-24 | ビウレット構造を有するポリイソシアネートの製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5994491A (https=) |
| EP (1) | EP0861829B1 (https=) |
| JP (1) | JP4102471B2 (https=) |
| KR (1) | KR100525684B1 (https=) |
| BR (1) | BR9800208A (https=) |
| CA (1) | CA2230148A1 (https=) |
| DE (2) | DE19707576C1 (https=) |
| ES (1) | ES2217447T3 (https=) |
| MX (1) | MX9801513A (https=) |
| TW (1) | TW555739B (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4514293B2 (ja) * | 2000-07-13 | 2010-07-28 | 旭化成ケミカルズ株式会社 | ビウレット型ポリイソシアネート組成物及びその製造方法 |
| JP2005504137A (ja) * | 2001-09-21 | 2005-02-10 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 塗料用の架橋剤としてのビウレット含有ポリイソシアネートの調製および用途 |
| US20080064829A1 (en) * | 2002-09-20 | 2008-03-13 | Adams Jerome T | Preparation and use of biuret-containing polyisocyanates as cross-linking agents for coatings |
| US6838542B1 (en) | 2003-07-24 | 2005-01-04 | Bayer Materialscience Llc | Stable liquid biuret modified and biuret allophanate modified diphenylmethane diisocyanates, prepolymers thereof, and processes for their preparation |
| US7378543B2 (en) * | 2003-07-24 | 2008-05-27 | Bayer Materialscience Llc | Stable liquid biuret modified and biuret allophanate modified toluene diisocyanates, prepolymers thereof, and processes for their preparation |
| US7772307B2 (en) * | 2003-08-27 | 2010-08-10 | Great Eastern Resins Industrial Co., Ltd. | Water dispersible polyisocyanate composition and its uses |
| DE10359627A1 (de) * | 2003-12-18 | 2005-07-21 | Bayer Materialscience Ag | Verfahren zur Herstellung von Diisocyanaten |
| WO2012000774A1 (de) * | 2010-06-29 | 2012-01-05 | Construction Research & Technology Gmbh | Verfahren zur herstellung eines thixotropiermittels und dessen verwendung |
| US8609887B2 (en) | 2011-03-03 | 2013-12-17 | Basf Se | Process for preparing polyisocyanates comprising biuret groups |
| WO2012117099A1 (de) | 2011-03-03 | 2012-09-07 | Basf Se | Verfahren zur herstellung von biuretgruppenhaltigen polyisocyanaten |
| KR102763681B1 (ko) | 2018-10-31 | 2025-02-07 | 다우 글로벌 테크놀로지스 엘엘씨 | 유기 용액으로부터 모노이소시아네이트의 제거 방법 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3954825A (en) * | 1973-08-09 | 1976-05-04 | E. I. Du Pont De Nemours And Company | Biuret polyisocyanates |
| DE2803103A1 (de) * | 1978-01-25 | 1979-07-26 | Bayer Ag | Verfahren zur herstellung von biuret- und/oder harnstoffgruppen aufweisenden organischen polyisocyanaten |
| DE3114638A1 (de) * | 1981-04-10 | 1982-10-28 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von harnstoff- und/oder biuretgruppen aufweisenden aromatischen polyisocyanaten und ihre verwendung als isocyanatkomponente bei der herstellung von polyurethankunststoffen |
| DE3700209A1 (de) * | 1987-01-07 | 1988-07-21 | Bayer Ag | Verfahren zur herstellung von polyisocyanaten mit biuretstruktur |
-
1997
- 1997-02-26 DE DE19707576A patent/DE19707576C1/de not_active Expired - Fee Related
-
1998
- 1998-02-10 TW TW087101724A patent/TW555739B/zh active
- 1998-02-13 DE DE59811253T patent/DE59811253D1/de not_active Expired - Lifetime
- 1998-02-13 EP EP98102481A patent/EP0861829B1/de not_active Expired - Lifetime
- 1998-02-13 ES ES98102481T patent/ES2217447T3/es not_active Expired - Lifetime
- 1998-02-13 US US09/022,792 patent/US5994491A/en not_active Expired - Lifetime
- 1998-02-20 BR BR9800208A patent/BR9800208A/pt active Search and Examination
- 1998-02-23 CA CA002230148A patent/CA2230148A1/en not_active Abandoned
- 1998-02-24 JP JP05736298A patent/JP4102471B2/ja not_active Expired - Fee Related
- 1998-02-25 MX MX9801513A patent/MX9801513A/es not_active IP Right Cessation
- 1998-02-25 KR KR10-1998-0005913A patent/KR100525684B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR100525684B1 (ko) | 2005-12-21 |
| DE59811253D1 (de) | 2004-06-03 |
| EP0861829A2 (de) | 1998-09-02 |
| EP0861829B1 (de) | 2004-04-28 |
| CA2230148A1 (en) | 1998-08-26 |
| DE19707576C1 (de) | 1998-04-16 |
| BR9800208A (pt) | 1999-06-29 |
| MX9801513A (es) | 1998-11-30 |
| US5994491A (en) | 1999-11-30 |
| ES2217447T3 (es) | 2004-11-01 |
| JPH10237037A (ja) | 1998-09-08 |
| TW555739B (en) | 2003-10-01 |
| KR19980071684A (ko) | 1998-10-26 |
| EP0861829A3 (de) | 2002-08-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU593707B2 (en) | Process for the production of polyisocyanates with biuret structures | |
| JP4102471B2 (ja) | ビウレット構造を有するポリイソシアネートの製造方法 | |
| US4206109A (en) | Process for the preparation of stable dispersions | |
| CA1068840A (en) | Production of stable dispersions of polyureas and/or polyhydrazodicarbonamides in polyethers | |
| US4089835A (en) | Stable polyurethane dispersions and process for production thereof | |
| CA1148559A (en) | Process for the preparation of organic polyisocyanates containing biuret and/or urea groups | |
| US20110065886A1 (en) | Process for preparing hyperbranched, dendritic polyurethanes by means of reactive extrusion | |
| US6107449A (en) | Process and device for continuous production of polyamides | |
| JP3939763B2 (ja) | (環状)脂肪族ジイソシアナートからのビウレット基を有するポリイソシアナートの製造方法 | |
| CN102348733B (zh) | 硅烷封端预聚物的连续制备方法 | |
| US3947484A (en) | Continuous prephosgenation process for the production of organic isocyanates | |
| JP2003535166A (ja) | イソシアネート含有ポリウレタンプレポリマーの連続的調製のための方法及び装置 | |
| US4311802A (en) | Process and apparatus for the continuous production of foamed plastics material having improved fire resistance | |
| JP2002020449A (ja) | ビュレット構造を有するポリイソシアネートの製造方法 | |
| JP5546385B2 (ja) | ビウレット構造含有ポリイソシアネートの製造方法 | |
| CA2428342A1 (en) | Process for the solvent-free, continuous preparation of polyureas | |
| US3931320A (en) | Process for the production of aromatic polyamines | |
| AU688695B2 (en) | Apparatus and process for dispersing isocyanate terminated polyurethane prepolymers | |
| EP2570180A1 (en) | Method for a continuous radical polymerization using microreactors | |
| JP2002080796A (ja) | 混合物としての高反応性(半)結晶質および非晶質のブロックトポリイソシアネートの製法および該混合物の使用 | |
| JPS58198516A (ja) | 連続重合方法およびその装置 | |
| CN121609878A (zh) | 水性多异氰酸酯的制备方法、通道反应模块及反应系统 | |
| JP2004529255A (ja) | ポリイソシアネートの連続製造方法 | |
| CN119463088A (zh) | 一种水性聚氨酯的合成工艺 | |
| NO130905B (https=) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20041116 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20041116 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20080312 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20080324 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110328 Year of fee payment: 3 |
|
| R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| LAPS | Cancellation because of no payment of annual fees |