CN1253432C - 制备(环)脂肪族异氰酸酯的方法 - Google Patents
制备(环)脂肪族异氰酸酯的方法 Download PDFInfo
- Publication number
- CN1253432C CN1253432C CN02140950.1A CN02140950A CN1253432C CN 1253432 C CN1253432 C CN 1253432C CN 02140950 A CN02140950 A CN 02140950A CN 1253432 C CN1253432 C CN 1253432C
- Authority
- CN
- China
- Prior art keywords
- isocyanato
- diamino
- reactant
- dicyclohexyl
- reaction chamber
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 24
- 239000012948 isocyanate Substances 0.000 title description 3
- 150000002513 isocyanates Chemical class 0.000 title 1
- 239000000376 reactant Substances 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims description 27
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 9
- 150000004985 diamines Chemical class 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 6
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims description 6
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 5
- ANJPRQPHZGHVQB-UHFFFAOYSA-N hexyl isocyanate Chemical class CCCCCCN=C=O ANJPRQPHZGHVQB-UHFFFAOYSA-N 0.000 claims description 5
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 238000010790 dilution Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 4
- 239000012442 inert solvent Substances 0.000 claims description 4
- DLGUAUVHTOCKTB-UHFFFAOYSA-N 1-isocyanatononane Chemical class CCCCCCCCCN=C=O DLGUAUVHTOCKTB-UHFFFAOYSA-N 0.000 claims description 3
- HMJBXEZHJUYJQY-UHFFFAOYSA-N 4-(aminomethyl)octane-1,8-diamine Chemical compound NCCCCC(CN)CCCN HMJBXEZHJUYJQY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005700 Putrescine Substances 0.000 claims description 3
- JXAYHHMVMJVFPQ-UHFFFAOYSA-N 1-isocyanatoundecane Chemical class CCCCCCCCCCCN=C=O JXAYHHMVMJVFPQ-UHFFFAOYSA-N 0.000 claims description 2
- DOFHXXBIPRPYSZ-UHFFFAOYSA-N [cyclohexyl(isocyanato)methyl]cyclohexane Chemical class C1CCCCC1C(N=C=O)C1CCCCC1 DOFHXXBIPRPYSZ-UHFFFAOYSA-N 0.000 claims description 2
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 claims description 2
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 claims description 2
- KLNPWTHGTVSSEU-UHFFFAOYSA-N undecane-1,11-diamine Chemical compound NCCCCCCCCCCCN KLNPWTHGTVSSEU-UHFFFAOYSA-N 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims 2
- -1 aliphatic diamine Chemical class 0.000 abstract description 5
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000007789 gas Substances 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229940117389 dichlorobenzene Drugs 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XAHUVBCUGZZLND-UHFFFAOYSA-N 1,3-diisocyanato-1,3,5,5-tetramethylcyclohexane Chemical compound CC1(C)CC(C)(N=C=O)CC(C)(N=C=O)C1 XAHUVBCUGZZLND-UHFFFAOYSA-N 0.000 description 1
- 229910000851 Alloy steel Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-N anhydrous cyanic acid Natural products OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- XXKOQQBKBHUATC-UHFFFAOYSA-N cyclohexylmethylcyclohexane Chemical compound C1CCCCC1CC1CCCCC1 XXKOQQBKBHUATC-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 description 1
- 125000002462 isocyano group Chemical group *[N+]#[C-] 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 230000003245 working effect Effects 0.000 description 1
Images
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)
- Heat Sensitive Colour Forming Recording (AREA)
Abstract
Description
Claims (2)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10133728A DE10133728A1 (de) | 2001-07-11 | 2001-07-11 | Verfahren zur Herstellung von (cyclo)aliphatischen Diisocyanaten |
DE10133728.0 | 2001-07-11 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1396153A CN1396153A (zh) | 2003-02-12 |
CN1253432C true CN1253432C (zh) | 2006-04-26 |
Family
ID=7691416
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN02140950.1A Expired - Lifetime CN1253432C (zh) | 2001-07-11 | 2002-07-11 | 制备(环)脂肪族异氰酸酯的方法 |
Country Status (11)
Country | Link |
---|---|
US (1) | US6706913B2 (zh) |
EP (1) | EP1275640B2 (zh) |
JP (1) | JP2003096043A (zh) |
CN (1) | CN1253432C (zh) |
AT (1) | ATE381534T1 (zh) |
AU (1) | AU2002300069B2 (zh) |
CA (1) | CA2392759C (zh) |
DE (2) | DE10133728A1 (zh) |
ES (1) | ES2296846T5 (zh) |
HK (1) | HK1053305A1 (zh) |
MX (1) | MXPA02006805A (zh) |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2252365A1 (en) * | 1996-04-19 | 1997-10-30 | John K. Roberg | Process for making aluminoxanes |
DE10161384A1 (de) * | 2001-12-14 | 2003-06-18 | Bayer Ag | Verbessertes Verfahren für die Herstellung von (/Poly)-isocyanaten in der Gasphase |
FR2844801A1 (fr) * | 2002-09-20 | 2004-03-26 | Nexans | Vernis d'emaillage autolubrifiant, conducteur electrique revetu d'un tel vernis et procede de fabrication d'un tel vernis. |
DE10310888A1 (de) * | 2003-03-11 | 2004-09-23 | Basf Ag | Verfahren zur Herstellung von Polyisocyanaten |
DE10359627A1 (de) * | 2003-12-18 | 2005-07-21 | Bayer Materialscience Ag | Verfahren zur Herstellung von Diisocyanaten |
JP4739798B2 (ja) * | 2005-04-05 | 2011-08-03 | 三井化学株式会社 | ポリイソシアネート連続製造装置 |
DE102005036870A1 (de) | 2005-08-02 | 2007-02-08 | Bayer Materialscience Ag | Verfahren zur Gasphasenphosgenierung |
DE102005037328A1 (de) | 2005-08-04 | 2007-02-08 | Basf Ag | Verfahren zur Herstellung von Isocyanaten |
DE102005042392A1 (de) | 2005-09-06 | 2007-03-08 | Basf Ag | Verfahren zur Herstellung von Isocyanaten |
JP5414522B2 (ja) * | 2006-07-13 | 2014-02-12 | ビーエーエスエフ ソシエタス・ヨーロピア | イソシアネートの製造方法 |
BRPI0714842A2 (pt) | 2006-08-01 | 2013-05-21 | Basf Se | processo para preparar um composto, composto, e, uso do composto |
CN101153015B (zh) * | 2006-09-28 | 2010-06-16 | 宁波万华聚氨酯有限公司 | 一种孔射流式反应器及利用该反应器制备异氰酸酯的方法 |
HUE029625T2 (en) | 2006-11-07 | 2017-03-28 | Basf Se | Process for the preparation of isocyanates |
EP2511258B1 (de) | 2007-01-17 | 2015-09-23 | Basf Se | Verfahren zur Herstellung von Isocyanaten |
CN101372463B (zh) * | 2007-08-21 | 2011-04-20 | 宁波万华聚氨酯有限公司 | 导流管型射流反应器及利用该反应器制备异氰酸酯的方法 |
WO2009027232A1 (de) | 2007-08-30 | 2009-03-05 | Basf Se | Verfahren zur herstellung von isocyanaten |
KR101560009B1 (ko) | 2007-09-19 | 2015-10-13 | 바스프 에스이 | 이소시아네이트의 제조 방법 |
DE102007056511A1 (de) | 2007-11-22 | 2009-05-28 | Bayer Materialscience Ag | Verfahren zur Herstellung aromatischer Diisocyanate in der Gasphase |
EP2307356B1 (de) * | 2008-07-23 | 2012-06-06 | Basf Se | Verfahren zur herstellung von isocyanaten |
DE102008061686A1 (de) * | 2008-12-11 | 2010-06-17 | Bayer Materialscience Ag | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
CN101429138B (zh) * | 2008-12-18 | 2011-12-28 | 宁波万华聚氨酯有限公司 | 一种在气相中制备异氰酸酯的方法 |
US8981145B2 (en) | 2010-03-18 | 2015-03-17 | Basf Se | Process for preparing isocyanates |
KR20130029064A (ko) | 2010-03-18 | 2013-03-21 | 바스프 에스이 | 이소시아네이트의 제조 방법 |
PL393216A1 (pl) | 2010-12-10 | 2012-06-18 | Zakłady Chemiczne Zachem Spółka Akcyjna | Sposób otrzymywania toluilenodiizocyjanianu (TDI) poprzez prowadzenia reakcji fosgenowania toluilenodiaminy (TDA) w fazie gazowej oraz urządzenie do otrzymywania toluilenodiizocyjanianu (TDI) poprzez prowadzenie reakcji fosgenowania toluilenodiaminy (TDA) w fazie gazowej |
PL214498B1 (pl) | 2010-12-10 | 2013-08-30 | Inst Chemii Przemyslowej Im Prof Ignacego Moscickiego | Sposób wydzielania produktów reakcji fosgenowania toluilenodiaminy (TDA) w fazie gazowej przy wytwarzaniu toluilenodiizocyjanianu (TDI) |
EP2829533A1 (de) | 2013-07-26 | 2015-01-28 | Bayer MaterialScience AG | Verfahren zur herstellung von isocyanaten |
US10252988B2 (en) | 2014-04-11 | 2019-04-09 | Covestro Deutschland Ag | Composition for producing transparent polythiourethane bodies |
EP3194362A1 (de) | 2014-09-19 | 2017-07-26 | Covestro Deutschland AG | Verfahren zur herstellung von 1,5-pentandiisocyanat in der gasphase |
WO2016146574A1 (de) | 2015-03-16 | 2016-09-22 | Covestro Deutschland Ag | Polyisocyanatzusammensetzung auf basis von 1,5-pentamethylendiisocyanat |
KR20170139527A (ko) | 2015-04-21 | 2017-12-19 | 코베스트로 도이칠란트 아게 | 1,5-디이소시아네이토펜탄을 기재로 하는 폴리이소시아네이트 혼합물 |
CN105294498A (zh) * | 2015-10-26 | 2016-02-03 | 安徽广信农化股份有限公司 | 正丁基异氰酸酯的生产方法 |
HUE055196T2 (hu) | 2015-12-03 | 2021-11-29 | Covestro Intellectual Property Gmbh & Co Kg | Eljárás izocianátok elõállítására |
HUE053892T2 (hu) | 2017-04-03 | 2021-07-28 | Covestro Intellectual Property Gmbh & Co Kg | Tisztító berendezés izocianát elõállításából származó gázáramokhoz |
HUE060390T2 (hu) | 2017-06-08 | 2023-02-28 | Covestro Intellectual Property Gmbh & Co Kg | Eljárás izocianátok elõállítására gázfázisban |
WO2018224530A1 (de) | 2017-06-08 | 2018-12-13 | Covestro Deutschland Ag | Verfahren zur herstellung von isocyanaten |
US11542228B2 (en) * | 2021-01-05 | 2023-01-03 | Anhui Dongzhi Guangxin Agrochemical Co., Ltd | Method and device for preparing diisocyanate |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR748683A (fr) † | 1932-03-31 | 1933-07-07 | Cie Des Surchauffeurs | éléments surchauffeurs |
US3507626A (en) † | 1965-10-15 | 1970-04-21 | Mobay Chemical Corp | Venturi mixer |
GB1165831A (en) | 1967-01-26 | 1969-10-01 | Ici Ltd | Process for the Production of Isocyanates and Carbamyl Chlorides |
US3591597A (en) † | 1969-01-06 | 1971-07-06 | Dow Chemical Co | Vapor phase production of monochlorocyanopyridines |
US4515294A (en) * | 1982-03-31 | 1985-05-07 | Southern Chemical Products Company | Liquid dispenser, valve therefor and process of producing the valve |
DE3714439A1 (de) * | 1987-04-30 | 1988-11-10 | Bayer Ag | Verfahren zur herstellung von (cyclo)aliphatischen diisocyanaten |
US5007531A (en) * | 1989-12-22 | 1991-04-16 | Jimi Lighten | Shower kit |
DE4217019A1 (de) † | 1992-05-22 | 1993-11-25 | Bayer Ag | Verfahren zur Herstellung von aromatischen Diisocyanaten |
FR2697017B1 (fr) † | 1992-10-16 | 1995-01-06 | Rhone Poulenc Chimie | Procédé de préparation de composés du type isocyanates aromatiques en phase gazeuse. |
FR2723585B1 (fr) † | 1994-08-12 | 1996-09-27 | Rhone Poulenc Chimie | Procede de preparation de composes du type polyisocyanates aromatiques en phase gazeuse. |
DE19523385A1 (de) | 1995-06-23 | 1997-01-09 | Bayer Ag | Verfahren zur Herstellung von Triisocyanaten |
US6481590B1 (en) * | 2000-09-29 | 2002-11-19 | Joseph S. Kanfer | Container carrier |
-
2001
- 2001-07-11 DE DE10133728A patent/DE10133728A1/de not_active Withdrawn
-
2002
- 2002-06-28 EP EP02014039.8A patent/EP1275640B2/de not_active Expired - Lifetime
- 2002-06-28 DE DE50211386T patent/DE50211386D1/de not_active Expired - Lifetime
- 2002-06-28 AT AT02014039T patent/ATE381534T1/de not_active IP Right Cessation
- 2002-06-28 ES ES02014039.8T patent/ES2296846T5/es not_active Expired - Lifetime
- 2002-07-03 US US10/190,262 patent/US6706913B2/en not_active Expired - Lifetime
- 2002-07-04 JP JP2002195908A patent/JP2003096043A/ja active Pending
- 2002-07-09 CA CA2392759A patent/CA2392759C/en not_active Expired - Fee Related
- 2002-07-10 AU AU2002300069A patent/AU2002300069B2/en not_active Ceased
- 2002-07-10 MX MXPA02006805A patent/MXPA02006805A/es active IP Right Grant
- 2002-07-11 CN CN02140950.1A patent/CN1253432C/zh not_active Expired - Lifetime
-
2003
- 2003-08-07 HK HK03105667A patent/HK1053305A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
US20030069441A1 (en) | 2003-04-10 |
ES2296846T5 (es) | 2015-09-16 |
JP2003096043A (ja) | 2003-04-03 |
CN1396153A (zh) | 2003-02-12 |
EP1275640A1 (de) | 2003-01-15 |
CA2392759C (en) | 2010-11-23 |
MXPA02006805A (es) | 2003-05-01 |
AU2002300069B2 (en) | 2008-04-10 |
US6706913B2 (en) | 2004-03-16 |
EP1275640B2 (de) | 2015-05-27 |
DE50211386D1 (de) | 2008-01-31 |
HK1053305A1 (en) | 2003-10-17 |
CA2392759A1 (en) | 2003-01-11 |
DE10133728A1 (de) | 2003-01-23 |
ES2296846T3 (es) | 2008-05-01 |
ATE381534T1 (de) | 2008-01-15 |
EP1275640B1 (de) | 2007-12-19 |
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Application publication date: 20030212 Assignee: Bayer Intellectual Property GmbH Assignor: BAYER MATERIALSCIENCE AG Contract record no.: 2012990000854 Denomination of invention: Method for preparing (cycle) fatty isocyanate Granted publication date: 20060426 License type: Common License Record date: 20121128 |
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