TWI457315B - 在氣相中製備異氰酸酯之方法 - Google Patents
在氣相中製備異氰酸酯之方法 Download PDFInfo
- Publication number
- TWI457315B TWI457315B TW099122408A TW99122408A TWI457315B TW I457315 B TWI457315 B TW I457315B TW 099122408 A TW099122408 A TW 099122408A TW 99122408 A TW99122408 A TW 99122408A TW I457315 B TWI457315 B TW I457315B
- Authority
- TW
- Taiwan
- Prior art keywords
- amine
- reaction
- inert
- gas
- reactor
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 77
- 230000008569 process Effects 0.000 title claims description 35
- 239000012948 isocyanate Substances 0.000 title claims description 27
- 150000002513 isocyanates Chemical class 0.000 title claims description 27
- 238000002360 preparation method Methods 0.000 title claims description 11
- 239000007789 gas Substances 0.000 claims description 96
- 238000006243 chemical reaction Methods 0.000 claims description 95
- 150000001412 amines Chemical class 0.000 claims description 84
- 239000000126 substance Substances 0.000 claims description 60
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 52
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 44
- 239000000463 material Substances 0.000 claims description 43
- 239000000203 mixture Substances 0.000 claims description 35
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 14
- RGCLLPNLLBQHPF-HJWRWDBZSA-N phosphamidon Chemical compound CCN(CC)C(=O)C(\Cl)=C(/C)OP(=O)(OC)OC RGCLLPNLLBQHPF-HJWRWDBZSA-N 0.000 claims description 12
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 229940117389 dichlorobenzene Drugs 0.000 claims description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
- 239000000460 chlorine Substances 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 230000008859 change Effects 0.000 claims description 7
- 150000004985 diamines Chemical class 0.000 claims description 7
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 claims description 6
- 239000006200 vaporizer Substances 0.000 claims description 5
- 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 description 4
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- 238000007138 Deacon process reaction Methods 0.000 claims description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims description 2
- 238000009834 vaporization Methods 0.000 description 38
- 230000008016 vaporization Effects 0.000 description 38
- 238000002156 mixing Methods 0.000 description 29
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 28
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 28
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 28
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 19
- 238000010791 quenching Methods 0.000 description 16
- 238000009833 condensation Methods 0.000 description 14
- 230000005494 condensation Effects 0.000 description 14
- 239000002244 precipitate Substances 0.000 description 14
- 239000007788 liquid Substances 0.000 description 13
- 230000000171 quenching effect Effects 0.000 description 13
- 230000015572 biosynthetic process Effects 0.000 description 12
- 238000001816 cooling Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 239000003085 diluting agent Substances 0.000 description 9
- 239000011261 inert gas Substances 0.000 description 9
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- 239000012442 inert solvent Substances 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- -1 aromatic primary amine Chemical class 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 150000004982 aromatic amines Chemical class 0.000 description 3
- 229910002091 carbon monoxide Inorganic materials 0.000 description 3
- 238000010276 construction Methods 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 238000010574 gas phase reaction Methods 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000001052 transient effect Effects 0.000 description 3
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 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 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- GIKDYMRZQQJQFB-UHFFFAOYSA-N Methylhydrazine hydrochloride Chemical compound Cl.CNN GIKDYMRZQQJQFB-UHFFFAOYSA-N 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 238000009739 binding Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 239000007806 chemical reaction intermediate Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 239000000112 cooling gas Substances 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 238000002309 gasification Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- NTNWKDHZTDQSST-UHFFFAOYSA-N naphthalene-1,2-diamine Chemical compound C1=CC=CC2=C(N)C(N)=CC=C21 NTNWKDHZTDQSST-UHFFFAOYSA-N 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- 238000010517 secondary reaction Methods 0.000 description 2
- 241000894007 species Species 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- WXAIEIRYBSKHDP-UHFFFAOYSA-N 4-phenyl-n-(4-phenylphenyl)-n-[4-[4-(4-phenyl-n-(4-phenylphenyl)anilino)phenyl]phenyl]aniline Chemical compound C1=CC=CC=C1C1=CC=C(N(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 WXAIEIRYBSKHDP-UHFFFAOYSA-N 0.000 description 1
- CAHQGWAXKLQREW-UHFFFAOYSA-N Benzal chloride Chemical compound ClC(Cl)C1=CC=CC=C1 CAHQGWAXKLQREW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000004984 aromatic diamines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- RPDJEKMSFIRVII-UHFFFAOYSA-N oxomethylidenehydrazine Chemical compound NN=C=O RPDJEKMSFIRVII-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 150000003142 primary aromatic amines Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000013022 venting Methods 0.000 description 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/18—Separation; Purification; Stabilisation; Use of additives
- C07C263/20—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102009032414A DE102009032414A1 (de) | 2009-07-09 | 2009-07-09 | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201116506A TW201116506A (en) | 2011-05-16 |
| TWI457315B true TWI457315B (zh) | 2014-10-21 |
Family
ID=42599688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW099122408A TWI457315B (zh) | 2009-07-09 | 2010-07-08 | 在氣相中製備異氰酸酯之方法 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8563767B2 (OSRAM) |
| EP (1) | EP2451774B1 (OSRAM) |
| JP (1) | JP5717735B2 (OSRAM) |
| KR (1) | KR20120038436A (OSRAM) |
| CN (1) | CN102498092B (OSRAM) |
| DE (1) | DE102009032414A1 (OSRAM) |
| HU (1) | HUE025762T2 (OSRAM) |
| IN (1) | IN2012DN00244A (OSRAM) |
| RU (1) | RU2543381C2 (OSRAM) |
| TW (1) | TWI457315B (OSRAM) |
| WO (1) | WO2011003531A1 (OSRAM) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2559658A1 (en) * | 2011-08-19 | 2013-02-20 | Huntsman International LLC | A process to separate phosgene and hydrogen chloride from a fluid stream comprising phosgene and hydrogen chloride |
| 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 |
| CN105214568B (zh) | 2014-06-10 | 2018-04-20 | 万华化学集团股份有限公司 | 一种加热器、该加热器的用途和应用该加热器制备异氰酸酯的方法 |
| 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 |
| CN114044745A (zh) * | 2021-12-06 | 2022-02-15 | 甘肃银光聚银化工有限公司 | 一种气相光气化法合成1，5-戊二异氰酸酯的方法 |
| CN114195683B (zh) * | 2021-12-14 | 2023-03-17 | 山东新和成维生素有限公司 | 一种采用气相反应器制备异氰酸酯的方法及气相反应器 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101258127A (zh) * | 2005-09-06 | 2008-09-03 | 巴斯夫欧洲公司 | 制备异氰酸酯的方法 |
| CN101440046A (zh) * | 2007-11-14 | 2009-05-27 | 拜尔材料科学股份公司 | 浅色异氰酸酯的制备 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3714439A1 (de) | 1987-04-30 | 1988-11-10 | Bayer Ag | Verfahren zur herstellung von (cyclo)aliphatischen diisocyanaten |
| DE4217019A1 (de) | 1992-05-22 | 1993-11-25 | Bayer Ag | Verfahren zur Herstellung von aromatischen Diisocyanaten |
| 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 |
| DE10222023A1 (de) | 2002-05-17 | 2003-11-27 | Bayer Ag | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
| DE10235476A1 (de) | 2002-08-02 | 2004-02-12 | Basf Ag | Integriertes Verfahren zur Herstellung von Isocyanaten |
| DE10245704A1 (de) | 2002-09-30 | 2004-04-01 | Bayer Ag | Verfahren zum Quenchen eines gasförmigen Reaktionsgemisches bei der Gasphasenphosgenierung von Diaminen |
| DE10307141A1 (de) * | 2003-02-20 | 2004-09-02 | Bayer Ag | Verfahren zur Herstellung von (Poly)isocyanaten in der Gasphase |
| 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 |
| US20070049482A1 (en) | 2005-08-11 | 2007-03-01 | Shin-Etsu Chemical Co., Ltd. | Synthetic quartz glass substrate for excimer lasers and making method |
| CN101583594B (zh) | 2006-11-07 | 2013-06-19 | 巴斯夫欧洲公司 | 生产异氰酸酯的方法 |
| DE102006058633A1 (de) | 2006-12-13 | 2008-06-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
| DE102006058634A1 (de) | 2006-12-13 | 2008-06-19 | Bayer Materialscience Ag | Verfahren zur Herstellung von Isocyanaten in der Gasphase |
| ES2556964T3 (es) * | 2007-01-17 | 2016-01-21 | Basf Se | Procedimiento para la preparación de isocianatos |
| JP5595271B2 (ja) * | 2007-08-21 | 2014-09-24 | 萬華化学（寧波）有限公司 | フローダクトを備えるジェット式反応装置、及びフローダクトを備えるジェット式反応装置を用いたイソシアネート類製造方法 |
| US8558026B2 (en) * | 2007-08-30 | 2013-10-15 | Basf Se | Method for producing isocyanates |
| BRPI0816892A2 (pt) * | 2007-09-19 | 2015-03-24 | Basf Se | Processo para preparar diisocianatos |
-
2009
- 2009-07-09 DE DE102009032414A patent/DE102009032414A1/de not_active Withdrawn
-
2010
- 2010-06-26 US US13/382,609 patent/US8563767B2/en active Active
- 2010-06-26 KR KR1020127000445A patent/KR20120038436A/ko not_active Abandoned
- 2010-06-26 RU RU2012104325/04A patent/RU2543381C2/ru not_active IP Right Cessation
- 2010-06-26 WO PCT/EP2010/003915 patent/WO2011003531A1/de not_active Ceased
- 2010-06-26 IN IN244DEN2012 patent/IN2012DN00244A/en unknown
- 2010-06-26 HU HUE10729809A patent/HUE025762T2/en unknown
- 2010-06-26 CN CN201080031231.9A patent/CN102498092B/zh active Active
- 2010-06-26 EP EP10729809.3A patent/EP2451774B1/de active Active
- 2010-06-26 JP JP2012518791A patent/JP5717735B2/ja not_active Expired - Fee Related
- 2010-07-08 TW TW099122408A patent/TWI457315B/zh not_active IP Right Cessation
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101258127A (zh) * | 2005-09-06 | 2008-09-03 | 巴斯夫欧洲公司 | 制备异氰酸酯的方法 |
| CN101440046A (zh) * | 2007-11-14 | 2009-05-27 | 拜尔材料科学股份公司 | 浅色异氰酸酯的制备 |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2011003531A1 (de) | 2011-01-13 |
| EP2451774B1 (de) | 2015-07-22 |
| IN2012DN00244A (OSRAM) | 2015-08-21 |
| US8563767B2 (en) | 2013-10-22 |
| US20120302785A1 (en) | 2012-11-29 |
| HUE025762T2 (en) | 2016-05-30 |
| JP2012532159A (ja) | 2012-12-13 |
| CN102498092B (zh) | 2015-01-14 |
| DE102009032414A1 (de) | 2011-01-13 |
| CN102498092A (zh) | 2012-06-13 |
| KR20120038436A (ko) | 2012-04-23 |
| TW201116506A (en) | 2011-05-16 |
| RU2543381C2 (ru) | 2015-02-27 |
| JP5717735B2 (ja) | 2015-05-13 |
| EP2451774A1 (de) | 2012-05-16 |
| RU2012104325A (ru) | 2013-08-20 |
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