JP2017508780A5 - - Google Patents
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- Publication number
- JP2017508780A5 JP2017508780A5 JP2016559362A JP2016559362A JP2017508780A5 JP 2017508780 A5 JP2017508780 A5 JP 2017508780A5 JP 2016559362 A JP2016559362 A JP 2016559362A JP 2016559362 A JP2016559362 A JP 2016559362A JP 2017508780 A5 JP2017508780 A5 JP 2017508780A5
- Authority
- JP
- Japan
- Prior art keywords
- phosgene
- inert solvent
- amine
- reaction
- reaction zone
- 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.)
- Granted
Links
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 63
- 238000006243 chemical reaction Methods 0.000 claims description 42
- 150000001412 amines Chemical class 0.000 claims description 31
- 239000012442 inert solvent Substances 0.000 claims description 29
- 150000002513 isocyanates Chemical class 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 239000012948 isocyanate Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 7
- -1 methylene diphenyl diamine Chemical class 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 238000010924 continuous production Methods 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 4
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims 2
- 229920000768 polyamine Polymers 0.000 claims 2
- 229920006389 polyphenyl polymer Polymers 0.000 claims 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 claims 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 claims 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 1
- 229940117389 dichlorobenzene Drugs 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N tolylenediamine group Chemical group CC1=C(C=C(C=C1)N)N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 claims 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 1
- 229940029284 trichlorofluoromethane Drugs 0.000 claims 1
- 239000008096 xylene Substances 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000011084 recovery Methods 0.000 description 6
- 239000012043 crude product Substances 0.000 description 3
- 239000011551 heat transfer agent Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 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
- 230000000052 comparative effect Effects 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14162003 | 2014-03-27 | ||
| EP14162003.9 | 2014-03-27 | ||
| PCT/EP2015/056183 WO2015144658A1 (de) | 2014-03-27 | 2015-03-24 | Verfahren zur herstellung von isocyanaten |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017508780A JP2017508780A (ja) | 2017-03-30 |
| JP2017508780A5 true JP2017508780A5 (https=) | 2019-06-20 |
| JP6728054B2 JP6728054B2 (ja) | 2020-07-22 |
Family
ID=50396909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016559362A Active JP6728054B2 (ja) | 2014-03-27 | 2015-03-24 | イソシアネートの製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9796669B2 (https=) |
| EP (1) | EP3122718B1 (https=) |
| JP (1) | JP6728054B2 (https=) |
| KR (1) | KR20160137545A (https=) |
| CN (1) | CN106458862B (https=) |
| ES (1) | ES2663643T3 (https=) |
| HU (1) | HUE037053T2 (https=) |
| PT (1) | PT3122718T (https=) |
| SA (1) | SA516371884B1 (https=) |
| WO (1) | WO2015144658A1 (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3370842B1 (de) | 2015-11-02 | 2020-04-01 | Covestro Deutschland AG | Destillationskolonne und ihre anwendung in der reinigung von isocyanaten |
| KR101854429B1 (ko) * | 2016-12-29 | 2018-05-03 | 한화케미칼 주식회사 | 지방족 이소시아네이트의 제조 방법 |
| PT3592452T (pt) * | 2017-03-06 | 2021-06-02 | Dow Global Technologies Llc | Processo de preparação de isocianatos |
| 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 |
| US12473253B2 (en) | 2020-05-15 | 2025-11-18 | Covestro Deutschland Ag | Method for operating a plant for continuous production of an isocyanate |
| EP4296261A1 (de) | 2022-06-22 | 2023-12-27 | Covestro Deutschland AG | Verfahren und vorrichtung zur herstellung von isocyanaten |
| WO2023247522A1 (de) * | 2022-06-22 | 2023-12-28 | Covestro Deutschland Ag | Verfahren zur herstellung von isocyanaten durch phosgenierung eines gemischs (ar)aliphatischer diamine und cycloaliphatischer diamine |
| EP4296260A1 (de) * | 2022-06-22 | 2023-12-27 | Covestro Deutschland AG | Herstellung spezieller isocyanate durch co-phosgenierung |
| EP4570784A1 (de) | 2023-12-14 | 2025-06-18 | Covestro Deutschland AG | Verfahren und vorrichtung zur herstellung von isocyanaten |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2822373A (en) * | 1958-02-04 | Amine | ||
| US2908703A (en) | 1955-08-16 | 1959-10-13 | Harold K Latourette | Preparation of aromatic isocyanates |
| GB1034285A (en) | 1964-05-29 | 1966-06-29 | Ici Ltd | Organic isocyanates |
| DE3121036A1 (de) * | 1981-05-27 | 1982-12-16 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlicehn herstellung von organischen mono- oder polyisocyanaten |
| DE3736988C1 (de) | 1987-10-31 | 1989-03-23 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von organischen Mono- und Polyisocyanaten |
| DE3744001C1 (de) | 1987-12-24 | 1989-06-08 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von Mono- oder Polyisocyanaten |
| US5136087A (en) | 1991-05-15 | 1992-08-04 | Miles Inc. | Preparation of polymethylene polyphenyl polyisocyanate |
| DE4443642A1 (de) | 1994-12-08 | 1996-06-13 | Bayer Ag | Kontinuierliches Verfahren zur Herstellung von organischen Isocyanaten |
| DE19942299A1 (de) * | 1999-09-04 | 2001-03-08 | Basf Ag | Verbessertes Verfahren zur Herstellung von Mono- und Oligo-Isocyanaten |
| DE10161384A1 (de) * | 2001-12-14 | 2003-06-18 | Bayer Ag | Verbessertes Verfahren für die Herstellung von (/Poly)-isocyanaten in der Gasphase |
| EP1371633A1 (en) | 2002-06-14 | 2003-12-17 | Bayer Ag | Process for the purification of mixtures of toluenediisocyanate incorporating a dividing-wall distillation column |
| DE10245584A1 (de) | 2002-09-27 | 2004-04-08 | Basf Ag | Aufarbeitung von Reaktionsausträgen aus Phosgenierreaktoren |
| DE10260082A1 (de) | 2002-12-19 | 2004-07-01 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Isocyanaten |
| DE10310888A1 (de) | 2003-03-11 | 2004-09-23 | Basf Ag | Verfahren zur Herstellung von Polyisocyanaten |
| DE10333929A1 (de) | 2003-07-25 | 2005-02-24 | Bayer Materialscience Ag | Herstellung von Mischungen von Di- und Polyisocyanaten der Diphenylmethanreihe mit hohen Gehalten an 4,4'-Methylendiphenyldiisocyanat und 2,4'-Methylendiphenyldiisocyanat |
| DE102004032871A1 (de) | 2004-07-07 | 2006-02-09 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyisocyanaten durch adiabate Phosgenierung von primären Aminen |
| DE102006022448A1 (de) | 2006-05-13 | 2007-11-15 | Bayer Materialscience Ag | Verfahren zur Herstellung von Isocyanaten |
| US7547801B2 (en) * | 2006-06-26 | 2009-06-16 | Bayer Materialscience Llc | Process for the continuous preparation of isocyanates |
| DE102007061688A1 (de) | 2007-12-19 | 2009-06-25 | Bayer Materialscience Ag | Verfahren und Mischaggregat zur Herstellung von Isocyanaten durch Phosgenierung primärer Amine |
| WO2010100221A1 (de) * | 2009-03-06 | 2010-09-10 | Basf Se | Verfahren und vorrichtung zur herstellung von isocyanaten |
| US9321720B2 (en) * | 2010-10-14 | 2016-04-26 | Basf Se | Process for preparing isocyanates |
| US8816126B2 (en) * | 2011-09-02 | 2014-08-26 | Basf Se | Process for preparing isocyanates |
| CN110511164A (zh) * | 2011-09-02 | 2019-11-29 | 巴斯夫欧洲公司 | 制备异氰酸酯的方法 |
-
2015
- 2015-03-24 PT PT157115254T patent/PT3122718T/pt unknown
- 2015-03-24 US US15/128,813 patent/US9796669B2/en active Active
- 2015-03-24 KR KR1020167026207A patent/KR20160137545A/ko not_active Withdrawn
- 2015-03-24 JP JP2016559362A patent/JP6728054B2/ja active Active
- 2015-03-24 EP EP15711525.4A patent/EP3122718B1/de active Active
- 2015-03-24 CN CN201580015598.4A patent/CN106458862B/zh active Active
- 2015-03-24 ES ES15711525.4T patent/ES2663643T3/es active Active
- 2015-03-24 WO PCT/EP2015/056183 patent/WO2015144658A1/de not_active Ceased
- 2015-03-24 HU HUE15711525A patent/HUE037053T2/hu unknown
-
2016
- 2016-09-25 SA SA516371884A patent/SA516371884B1/ar unknown
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