GB1173890A - Process for the Production of Organic Isocyanates - Google Patents
Process for the Production of Organic IsocyanatesInfo
- Publication number
- GB1173890A GB1173890A GB01391/68A GB1139168A GB1173890A GB 1173890 A GB1173890 A GB 1173890A GB 01391/68 A GB01391/68 A GB 01391/68A GB 1139168 A GB1139168 A GB 1139168A GB 1173890 A GB1173890 A GB 1173890A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diisocyanate
- temperature
- isocyanates
- amine
- phosgene
- 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
- 239000012948 isocyanate Substances 0.000 title abstract 4
- 150000002513 isocyanates Chemical class 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 150000001412 amines Chemical class 0.000 abstract 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- VNMOIBZLSJDQEO-UHFFFAOYSA-N 1,10-diisocyanatodecane Chemical compound O=C=NCCCCCCCCCCN=C=O VNMOIBZLSJDQEO-UHFFFAOYSA-N 0.000 abstract 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 abstract 1
- MFUVCHZWGSJKEQ-UHFFFAOYSA-N 3,4-dichlorphenylisocyanate Chemical compound ClC1=CC=C(N=C=O)C=C1Cl MFUVCHZWGSJKEQ-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- OPFTUNCRGUEPRZ-QLFBSQMISA-N Cyclohexane Natural products CC(=C)[C@@H]1CC[C@@](C)(C=C)[C@H](C(C)=C)C1 OPFTUNCRGUEPRZ-QLFBSQMISA-N 0.000 abstract 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 238000010494 dissociation reaction Methods 0.000 abstract 1
- 230000005593 dissociations Effects 0.000 abstract 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 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 abstract 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/10—Preparation of derivatives of isocyanic acid by reaction of amines with carbonyl halides, e.g. with phosgene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,173,890. Isocyanates. GOSUDARSTVENNY NAUCHNO - ISSLEDOVATELSKY I PROEKTNY INSTITUT AZOTNOY PROMYSHLENNOSTI I PRODUKTOV ORGANICHESKOGO SINTEZA. 8 March, 1968, No. 11391/68. Heading C2C. Isocyanates, including the novel compounds cyclo - hexane - 1,3 - diisocyanate (cis); cyclohexane - 1,4 - diisocyanate (trans); α,#-diphenylethane - 4,4<SP>1 </SP>- diisocyanate; 2,2<SP>1</SP> - dichlorodiphenyl methane - 4,4<SP>1 </SP>- diisocyanate; 3,5,3<SP>1</SP>,5<SP>1</SP> - tetramethyldiphenyl - 4,41 - diisocyanate are prepared from an amine and phosgene, in which process the amine, preheated to a temperature below its decomposition temperature, is caused to react with phosgene, preheated to a temperature above its critical temperature, the temperature of the reaction system being maintained at or above the temperature at which commences dissociation of the hydrochloride of said amine and the pressure being maintained at or above the pressure required to keep all of the components of the reaction system in the liquid phase. The preparation of both the novel and the known isocyanates, hexamethylene diisocyanate; decamethylene diisocyanate; toluene diisocyanate; phenylisocyanate; diphenylmethane-4,41-diisocyanate; dicyclohexyl methane-4,4<SP>1</SP>-diisocyanate; triphenylmethane - 4,4<SP>1</SP>,4<SP>11</SP> - triisocyanate; 3,4 - dichlorophenylisocyanate and 3,3<SP>1</SP>-dimethoxydiphenyl - 4,4<SP>1</SP> - diisocyanate is exemplified.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE711392D BE711392A (en) | 1968-02-28 | 1968-02-28 | |
| FR142916A FR1578808A (en) | 1968-02-28 | 1968-03-08 | Process for preparing organic isocyanates |
| GB01391/68A GB1173890A (en) | 1968-02-28 | 1968-03-08 | Process for the Production of Organic Isocyanates |
| DD13151368A DD68502A (en) | 1968-02-28 | 1968-04-15 | Process for the continuous production of organic isocyanates |
| DE1768439A DE1768439C3 (en) | 1968-02-28 | 1968-05-14 | Process for the continuous production of organic isocyanates |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE711392 | 1968-02-28 | ||
| FR142916A FR1578808A (en) | 1968-02-28 | 1968-03-08 | Process for preparing organic isocyanates |
| GB01391/68A GB1173890A (en) | 1968-02-28 | 1968-03-08 | Process for the Production of Organic Isocyanates |
| DD13151368A DD68502A (en) | 1968-02-28 | 1968-04-15 | Process for the continuous production of organic isocyanates |
| DE1768439A DE1768439C3 (en) | 1968-02-28 | 1968-05-14 | Process for the continuous production of organic isocyanates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1173890A true GB1173890A (en) | 1969-12-10 |
Family
ID=3852454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB01391/68A Expired GB1173890A (en) | 1968-02-28 | 1968-03-08 | Process for the Production of Organic Isocyanates |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE711392A (en) |
| DD (1) | DD68502A (en) |
| DE (1) | DE1768439C3 (en) |
| FR (1) | FR1578808A (en) |
| GB (1) | GB1173890A (en) |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0676392A1 (en) * | 1994-04-11 | 1995-10-11 | Bayer Ag | Process for the preparation of diisocyanates |
| US7118653B2 (en) * | 2002-06-14 | 2006-10-10 | Bayer Aktiengesellschaft | Process for the purification of mixtures of toluenediisocyanate incorporating a dividing-wall distillation column |
| JP2010507614A (en) * | 2006-10-26 | 2010-03-11 | ビーエーエスエフ ソシエタス・ヨーロピア | Isocyanate production method |
| US8921594B2 (en) | 2008-12-18 | 2014-12-30 | Vencorex France | Use of a piston reactor to implement a phosgenation process |
| CN106946741A (en) * | 2017-04-26 | 2017-07-14 | 万华化学集团股份有限公司 | A kind of preparation method of dicyclohexyl methyl hydride diisocyanate |
| US10112892B2 (en) | 2015-06-29 | 2018-10-30 | Covestro Deutschland Ag | Process for preparing polyisocyanates |
| CN110981754A (en) * | 2019-12-19 | 2020-04-10 | 山东华阳农药化工集团有限公司 | Diphenylethane diisocyanate and preparation method thereof |
| CN111138320A (en) * | 2019-12-19 | 2020-05-12 | 常州市恒邦化工有限公司 | Preparation method of triphenylmethane-4.4 ', 4 ' ' -triisocyanate adhesive |
| US10815193B2 (en) | 2015-06-29 | 2020-10-27 | Covestro Deutschland Ag | Process for providing hydrogen chloride for chemical reactions |
| US10851048B2 (en) * | 2018-11-13 | 2020-12-01 | Covestro Deutschland Ag | Process for preparing an isocyanate by partly adiabatically operated phosgenation of the corresponding amine |
| US10875827B2 (en) | 2018-11-13 | 2020-12-29 | Covestro Deutschland Ag | Process for preparing an isocyanate by partly adiabatic phosgenation of the corresponding amine |
| CN115043758A (en) * | 2022-07-06 | 2022-09-13 | 摩珈(上海)生物科技有限公司 | Method for preparing isocyanate by combining supercritical phosgenation method with pipelining method |
| CN115108942A (en) * | 2022-07-06 | 2022-09-27 | 摩珈(上海)生物科技有限公司 | Method for preparing isocyanate by supercritical phosgenation reaction |
| US12473253B2 (en) | 2020-05-15 | 2025-11-18 | Covestro Deutschland Ag | Method for operating a plant for continuous production of an isocyanate |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3121036A1 (en) | 1981-05-27 | 1982-12-16 | Bayer Ag, 5090 Leverkusen | METHOD FOR THE CONTINUOUS PRODUCTION OF ORGANIC MONO- OR POLYISOCYANATES |
| FR2560596B1 (en) * | 1984-03-02 | 1986-09-26 | Atochem | DIISOCYANATES-1,10 DECANE AND THEIR MANUFACTURING METHODS |
| DE19651041A1 (en) * | 1996-12-09 | 1998-06-10 | Bayer Ag | Process for the preparation of isocyanates from poorly soluble primary amines |
| DE10222968A1 (en) | 2002-05-23 | 2003-12-04 | Basf Ag | Process for the preparation of isocyanates |
| DE10260082A1 (en) | 2002-12-19 | 2004-07-01 | Basf Ag | Process for the continuous production of isocyanates |
| DE10261187A1 (en) * | 2002-12-20 | 2004-07-08 | Basf Ag | Process for the preparation of isocyanates |
| RU2258724C2 (en) * | 2003-10-08 | 2005-08-20 | Зао "Нтц-Камтэкс" | Method of preparing 4,4',4"-triphenylmethanetriisocyanate from leukoparafuchsin prepared by reduction of parafuchsin |
| US20070232827A1 (en) * | 2004-05-25 | 2007-10-04 | Basf Aktiengesellschaft | Isocyanate Production Method |
| DE102004032871A1 (en) | 2004-07-07 | 2006-02-09 | Bayer Materialscience Ag | Process for the preparation of polyisocyanates by adiabatic phosgenation of primary amines |
| US7547801B2 (en) | 2006-06-26 | 2009-06-16 | Bayer Materialscience Llc | Process for the continuous preparation of isocyanates |
| CN101429139B (en) * | 2008-12-18 | 2012-11-14 | 宁波万华聚氨酯有限公司 | Process for producing dicyclohexyl methyl hydride diisocyanate and its midbody |
| CN101735109B (en) * | 2009-12-04 | 2013-02-27 | 赛鼎工程有限公司 | Process for the continuous production of organic isocyanates |
-
1968
- 1968-02-28 BE BE711392D patent/BE711392A/fr not_active IP Right Cessation
- 1968-03-08 FR FR142916A patent/FR1578808A/en not_active Expired
- 1968-03-08 GB GB01391/68A patent/GB1173890A/en not_active Expired
- 1968-04-15 DD DD13151368A patent/DD68502A/en unknown
- 1968-05-14 DE DE1768439A patent/DE1768439C3/en not_active Expired
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0676392A1 (en) * | 1994-04-11 | 1995-10-11 | Bayer Ag | Process for the preparation of diisocyanates |
| US5516935A (en) * | 1994-04-11 | 1996-05-14 | Bayer Aktiengesellschaft | Process for the production of diisocyanates |
| EP1078918A1 (en) * | 1994-04-11 | 2001-02-28 | Bayer Ag | Process for the preparation of diisocyanates |
| US7118653B2 (en) * | 2002-06-14 | 2006-10-10 | Bayer Aktiengesellschaft | Process for the purification of mixtures of toluenediisocyanate incorporating a dividing-wall distillation column |
| JP2010507614A (en) * | 2006-10-26 | 2010-03-11 | ビーエーエスエフ ソシエタス・ヨーロピア | Isocyanate production method |
| US8772535B2 (en) | 2006-10-26 | 2014-07-08 | Basf Se | Process for preparing isocyanates |
| US8921594B2 (en) | 2008-12-18 | 2014-12-30 | Vencorex France | Use of a piston reactor to implement a phosgenation process |
| US10112892B2 (en) | 2015-06-29 | 2018-10-30 | Covestro Deutschland Ag | Process for preparing polyisocyanates |
| US10815193B2 (en) | 2015-06-29 | 2020-10-27 | Covestro Deutschland Ag | Process for providing hydrogen chloride for chemical reactions |
| CN106946741A (en) * | 2017-04-26 | 2017-07-14 | 万华化学集团股份有限公司 | A kind of preparation method of dicyclohexyl methyl hydride diisocyanate |
| CN106946741B (en) * | 2017-04-26 | 2018-12-07 | 万华化学集团股份有限公司 | A kind of preparation method of dicyclohexyl methyl hydride diisocyanate |
| US10851048B2 (en) * | 2018-11-13 | 2020-12-01 | Covestro Deutschland Ag | Process for preparing an isocyanate by partly adiabatically operated phosgenation of the corresponding amine |
| US10875827B2 (en) | 2018-11-13 | 2020-12-29 | Covestro Deutschland Ag | Process for preparing an isocyanate by partly adiabatic phosgenation of the corresponding amine |
| CN110981754A (en) * | 2019-12-19 | 2020-04-10 | 山东华阳农药化工集团有限公司 | Diphenylethane diisocyanate and preparation method thereof |
| CN111138320A (en) * | 2019-12-19 | 2020-05-12 | 常州市恒邦化工有限公司 | Preparation method of triphenylmethane-4.4 ', 4 ' ' -triisocyanate adhesive |
| US12473253B2 (en) | 2020-05-15 | 2025-11-18 | Covestro Deutschland Ag | Method for operating a plant for continuous production of an isocyanate |
| CN115043758A (en) * | 2022-07-06 | 2022-09-13 | 摩珈(上海)生物科技有限公司 | Method for preparing isocyanate by combining supercritical phosgenation method with pipelining method |
| CN115108942A (en) * | 2022-07-06 | 2022-09-27 | 摩珈(上海)生物科技有限公司 | Method for preparing isocyanate by supercritical phosgenation reaction |
| CN115043758B (en) * | 2022-07-06 | 2023-10-27 | 摩珈(上海)生物科技有限公司 | Method for preparing isocyanate by combining supercritical phosgenation method and pipelining method |
| CN115108942B (en) * | 2022-07-06 | 2023-10-27 | 摩珈(上海)生物科技有限公司 | Method for preparing isocyanate by supercritical phosgenation reaction |
Also Published As
| Publication number | Publication date |
|---|---|
| DD68502A (en) | 1969-08-20 |
| DE1768439B2 (en) | 1974-04-25 |
| BE711392A (en) | 1968-07-01 |
| FR1578808A (en) | 1969-08-22 |
| DE1768439C3 (en) | 1975-01-02 |
| DE1768439A1 (en) | 1971-11-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |