TW555739B - Process for the production of polyisocyanates having a biuret structure - Google Patents
Process for the production of polyisocyanates having a biuret structure Download PDFInfo
- Publication number
- TW555739B TW555739B TW087101724A TW87101724A TW555739B TW 555739 B TW555739 B TW 555739B TW 087101724 A TW087101724 A TW 087101724A TW 87101724 A TW87101724 A TW 87101724A TW 555739 B TW555739 B TW 555739B
- Authority
- TW
- Taiwan
- Prior art keywords
- organic
- diisocyanate
- temperature
- reaction mixture
- diamine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 20
- 229920001228 polyisocyanate Polymers 0.000 title claims abstract description 11
- 239000005056 polyisocyanate Substances 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 9
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 title abstract description 4
- 238000002156 mixing Methods 0.000 claims abstract description 30
- 150000004985 diamines Chemical class 0.000 claims abstract description 27
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 27
- 239000011541 reaction mixture Substances 0.000 claims abstract description 18
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000003277 amino group Chemical group 0.000 claims abstract description 5
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000004982 aromatic amines Chemical group 0.000 claims description 2
- PCTMTFRHKVHKIS-BMFZQQSSSA-N (1s,3r,4e,6e,8e,10e,12e,14e,16e,18s,19r,20r,21s,25r,27r,30r,31r,33s,35r,37s,38r)-3-[(2r,3s,4s,5s,6r)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-19,25,27,30,31,33,35,37-octahydroxy-18,20,21-trimethyl-23-oxo-22,39-dioxabicyclo[33.3.1]nonatriaconta-4,6,8,10 Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2.O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 PCTMTFRHKVHKIS-BMFZQQSSSA-N 0.000 claims 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 10
- -1 aliphatic isocyanates Chemical class 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 230000002079 cooperative effect Effects 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 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
- 230000000630 rising effect Effects 0.000 description 2
- 239000000052 vinegar Substances 0.000 description 2
- 235000021419 vinegar Nutrition 0.000 description 2
- VEAFKIYNHVBNIP-UHFFFAOYSA-N 1,3-Diphenylpropane Chemical compound C=1C=CC=CC=1CCCC1=CC=CC=C1 VEAFKIYNHVBNIP-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- MXVMRHIWTSFDPU-UHFFFAOYSA-N 2-chlorobenzenecarboximidamide Chemical compound NC(=N)C1=CC=CC=C1Cl MXVMRHIWTSFDPU-UHFFFAOYSA-N 0.000 description 1
- MGYGFNQQGAQEON-UHFFFAOYSA-N 4-tolyl isocyanate Chemical compound CC1=CC=C(N=C=O)C=C1 MGYGFNQQGAQEON-UHFFFAOYSA-N 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- KSZVHVUMUSIKTC-UHFFFAOYSA-N acetic acid;propan-2-one Chemical compound CC(C)=O.CC(O)=O KSZVHVUMUSIKTC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical group [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical group C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000008241 heterogeneous mixture Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 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
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 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
- 238000011144 upstream manufacturing Methods 0.000 description 1
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 (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19707576A DE19707576C1 (de) | 1997-02-26 | 1997-02-26 | Verfahren zur Herstellung von Polyisocyanaten mit Biuretstruktur |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW555739B true TW555739B (en) | 2003-10-01 |
Family
ID=7821460
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW087101724A TW555739B (en) | 1997-02-26 | 1998-02-10 | Process for the production of polyisocyanates having a biuret structure |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5994491A (enExample) |
| EP (1) | EP0861829B1 (enExample) |
| JP (1) | JP4102471B2 (enExample) |
| KR (1) | KR100525684B1 (enExample) |
| BR (1) | BR9800208A (enExample) |
| CA (1) | CA2230148A1 (enExample) |
| DE (2) | DE19707576C1 (enExample) |
| ES (1) | ES2217447T3 (enExample) |
| MX (1) | MX9801513A (enExample) |
| TW (1) | TW555739B (enExample) |
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 |
| MXPA04002650A (es) * | 2001-09-21 | 2004-07-08 | Du Pont | Preparacion y uso de poliisocianatos que contienen biuret como agentes de reticulacion para recubrimientos. |
| US20080064829A1 (en) * | 2002-09-20 | 2008-03-13 | Adams Jerome T | Preparation and use of biuret-containing polyisocyanates as cross-linking agents for coatings |
| 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 |
| 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 |
| 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 |
| JP2013534960A (ja) * | 2010-06-29 | 2013-09-09 | コンストラクション リサーチ アンド テクノロジー ゲーエムベーハー | チキソトロープ剤の製造法及びその使用 |
| CN103402978A (zh) | 2011-03-03 | 2013-11-20 | 巴斯夫欧洲公司 | 制备含有缩二脲基团的聚异氰酸酯的方法 |
| US8609887B2 (en) | 2011-03-03 | 2013-12-17 | Basf Se | Process for preparing polyisocyanates comprising biuret groups |
| WO2020091867A1 (en) | 2018-10-31 | 2020-05-07 | Dow Global Technologies Llc | Method for removing monoisocyanates from organic solution |
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 ES ES98102481T patent/ES2217447T3/es not_active Expired - Lifetime
- 1998-02-13 EP EP98102481A patent/EP0861829B1/de not_active Expired - Lifetime
- 1998-02-13 US US09/022,792 patent/US5994491A/en not_active Expired - Lifetime
- 1998-02-13 DE DE59811253T patent/DE59811253D1/de 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 KR KR10-1998-0005913A patent/KR100525684B1/ko not_active Expired - Fee Related
- 1998-02-25 MX MX9801513A patent/MX9801513A/es not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0861829A2 (de) | 1998-09-02 |
| JP4102471B2 (ja) | 2008-06-18 |
| EP0861829B1 (de) | 2004-04-28 |
| ES2217447T3 (es) | 2004-11-01 |
| JPH10237037A (ja) | 1998-09-08 |
| KR19980071684A (ko) | 1998-10-26 |
| DE19707576C1 (de) | 1998-04-16 |
| DE59811253D1 (de) | 2004-06-03 |
| BR9800208A (pt) | 1999-06-29 |
| US5994491A (en) | 1999-11-30 |
| EP0861829A3 (de) | 2002-08-07 |
| KR100525684B1 (ko) | 2005-12-21 |
| CA2230148A1 (en) | 1998-08-26 |
| MX9801513A (es) | 1998-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GD4A | Issue of patent certificate for granted invention patent |