JP2009542770A - イソシアネートの製造方法 - Google Patents
イソシアネートの製造方法 Download PDFInfo
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- JP2009542770A JP2009542770A JP2009518857A JP2009518857A JP2009542770A JP 2009542770 A JP2009542770 A JP 2009542770A JP 2009518857 A JP2009518857 A JP 2009518857A JP 2009518857 A JP2009518857 A JP 2009518857A JP 2009542770 A JP2009542770 A JP 2009542770A
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- amine
- phosgene
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- 239000012948 isocyanate Substances 0.000 title claims abstract description 18
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title description 10
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims abstract description 55
- 150000001412 amines Chemical class 0.000 claims abstract description 54
- 238000000034 method Methods 0.000 claims abstract description 48
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- 239000000443 aerosol Substances 0.000 claims abstract description 30
- 230000008569 process Effects 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 239000007789 gas Substances 0.000 claims description 14
- 238000009826 distribution Methods 0.000 claims description 13
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 12
- 239000012530 fluid Substances 0.000 claims description 9
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 claims description 6
- 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 6
- 238000000889 atomisation Methods 0.000 claims description 6
- 238000005507 spraying Methods 0.000 claims description 5
- 239000011261 inert gas Substances 0.000 claims description 4
- 239000007921 spray Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- OHQOKJPHNPUMLN-UHFFFAOYSA-N n,n'-diphenylmethanediamine Chemical compound C=1C=CC=CC=1NCNC1=CC=CC=C1 OHQOKJPHNPUMLN-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- -1 aromatic isocyanates Chemical class 0.000 description 13
- 238000002156 mixing Methods 0.000 description 13
- 239000007788 liquid Substances 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 239000012071 phase Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 6
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 6
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 6
- 239000006199 nebulizer Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 238000005315 distribution function Methods 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000002663 nebulization Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 238000011144 upstream manufacturing Methods 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000917 particle-image velocimetry Methods 0.000 description 2
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000012552 review Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- NVLHGZIXTRYOKT-UHFFFAOYSA-N 1-chloro-2,3-dimethylbenzene Chemical group CC1=CC=CC(Cl)=C1C NVLHGZIXTRYOKT-UHFFFAOYSA-N 0.000 description 1
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical group ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 description 1
- MNNZINNZIQVULG-UHFFFAOYSA-N 2-chloroethylbenzene Chemical compound ClCCC1=CC=CC=C1 MNNZINNZIQVULG-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241001474977 Palla Species 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical class [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- JLVWYWVLMFVCDI-UHFFFAOYSA-N diethyl benzene-1,3-dicarboxylate Chemical compound CCOC(=O)C1=CC=CC(C(=O)OCC)=C1 JLVWYWVLMFVCDI-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000007787 electrohydrodynamic spraying Methods 0.000 description 1
- 239000012717 electrostatic precipitator Substances 0.000 description 1
- 238000007590 electrostatic spraying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 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
- 238000009688 liquid atomisation Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000001301 oxygen Chemical class 0.000 description 1
- 229910052760 oxygen Chemical class 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/14—Derivatives of isocyanic acid containing at least two isocyanate groups bound to the same carbon skeleton
-
- 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
【選択図】なし
Description
・反応器内での逆混合を最小に抑え、同時に起こる副産物成形を最小に抑える、
・ホスゲン側での低い圧力損失で短い混合時刻を達成するアミンとホスゲンとの効果的な混合方法を提供する、
・沈殿するアミン塩酸塩が凝集してホスゲン化が難しい凝集物を形成しないようにする、また
高い空間・時刻収率と品最終製の品質の改良、特に不純物、NCO含量、分散度や副産物の種類の改良をする方法を開発することである。
アニリンとホルムアルデヒドとの酸触媒反応で得たMDAを、噴射チューブ反応器内、10バールの圧力で、二流体ノズル(シュリック型970シリーズ)を用いて噴霧させた。ノズル当たりの体積流量が0.36l/h(0.39kg/h)のMDAと、体積流量が1.23l/h(0.9kg/h)のMCBとを混合した(合計1.6l/hの液体、50℃)。噴霧には、MDAが過熱されるようにノズルに圧力をかけるとともに、過圧状態の窒素を噴霧ガスとして用いた。大きな液滴を多孔板で除き再循環させることにより、MDAを直径が<10μmの液滴の形で反応器に投入した。このようにして得たエアゾールとガス状で注入したホスゲンとを、質量比が1:7.5(2.88kg/hat 90℃)で反応させた。生成したMDIは、遠心式液滴分離器により分離し、工程から排出し、後処理した。
Claims (17)
- アミンまたはアミンと溶媒の混合物をエアゾールの形でガス状のホスゲンと混合し、次いでアミンをホスゲンと反応させることを特徴とするアミンとホスゲンとの反応によるイソシアネートの製造方法。
- 前記エアゾールの液滴のサイズ分布が10nm〜1mmである請求項1に記載の方法。
- 前記エアゾールがノズルを用いて製造される請求項1に記載の方法。
- 前記エアゾールが単一流体圧力ノズルを用いて製造される請求項1に記載の方法。
- 前記エアゾールが二流体ノズルを用いて製造される請求項1に記載の方法。
- 前記エアゾールが回転式噴霧板を用いて製造される請求項1に記載の方法。
- 前記エアゾールが超音波式ノズルを用いて製造される請求項1に記載の方法。
- 前記エアゾールがエレクトロスプレー法を用いて製造される請求項1に記載の方法。
- 前記噴霧化が他のガスを用いて行われる請求項5に記載の方法。
- 不活性ガスまたはホスゲンを、前記他のガスとして使用する請求項6に記載の方法。
- ヘキサメチレンジアミン(HDA)、イソホロンジアミン(IPDA)、および芳香族のトルエンジアミン(TDA)とメチレンジ(フェニルアミン)(MDA)とその高級同族体との混合物を前記アミンとして用いる請求項1に記載の方法。
- 前記アミンが純粋物質として用いられる請求項1に記載の方法。
- 前記アミンを、ホスゲンとの反応中および反応後に、不活性な挙動を示す化合物とともに使用する請求項1に記載の方法。
- 噴霧を1〜20バール(絶対圧)の範囲の差圧で行う請求項1に記載の方法。
- 前記アミンとホスゲンとの反応を1〜20バール(絶対圧)で行う請求項1に記載の方法。
- 前記アミンとホスゲンとの反応を50〜350℃の温度で行う請求項1に記載の方法。
- 前記アミンとホスゲンとの反応を、チューブ反応器、噴射塔、またはループ反応器内で行う請求項1に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP06117172.4 | 2006-07-13 | ||
EP06117172 | 2006-07-13 | ||
PCT/EP2007/056854 WO2008006775A1 (de) | 2006-07-13 | 2007-07-05 | Verfahren zur herstellung von isocyanaten |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009542770A true JP2009542770A (ja) | 2009-12-03 |
JP5414522B2 JP5414522B2 (ja) | 2014-02-12 |
Family
ID=38606874
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009518857A Active JP5414522B2 (ja) | 2006-07-13 | 2007-07-05 | イソシアネートの製造方法 |
Country Status (9)
Country | Link |
---|---|
US (1) | US8436204B2 (ja) |
EP (1) | EP2044009B1 (ja) |
JP (1) | JP5414522B2 (ja) |
KR (1) | KR101409015B1 (ja) |
CN (1) | CN101489996B (ja) |
ES (1) | ES2536561T3 (ja) |
HU (1) | HUE025811T2 (ja) |
MX (1) | MX2009000064A (ja) |
WO (1) | WO2008006775A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2015501806A (ja) * | 2011-11-29 | 2015-01-19 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 気相における各アミンのホスゲン化によるイソシアネートの製造方法 |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
JP2010536911A (ja) * | 2007-08-30 | 2010-12-02 | 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法 |
EP2188248A1 (de) * | 2007-08-30 | 2010-05-26 | Basf Se | Verfahren zur herstellung von isocyanaten |
CN101801920B (zh) | 2007-09-19 | 2013-07-10 | 巴斯夫欧洲公司 | 制备异氰酸酯的方法 |
JP5746205B2 (ja) | 2009-12-04 | 2015-07-08 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | イソシアネートの製造方法 |
US8907124B2 (en) | 2010-11-17 | 2014-12-09 | Basf Se | Process for preparing methylenedi(phenyl isocyanate) |
CN103298781B (zh) | 2010-11-17 | 2015-04-22 | 巴斯夫欧洲公司 | 制备亚甲基二苯基二异氰酸酯的方法 |
EP2714650A1 (de) | 2011-05-24 | 2014-04-09 | Basf Se | Verfahren zur herstellung von polyisocyanaten aus biomasse |
US8933262B2 (en) | 2011-05-24 | 2015-01-13 | Basf Se | Process for preparing polyisocyanates from biomass |
US8686182B2 (en) * | 2011-10-27 | 2014-04-01 | Basf Se | Process for preparing isocyanates and/or polyisocyanates |
EP2586770A1 (de) | 2011-10-27 | 2013-05-01 | Basf Se | Verfahren zur Herstellung von Isocyanaten und/oder Polyisocyanaten |
CN104640840B (zh) | 2012-09-24 | 2018-03-02 | 科思创德国股份有限公司 | 通过二胺悬浮体的光气化制备二异氰酸酯的方法 |
CN102875418A (zh) * | 2012-09-28 | 2013-01-16 | 青岛科技大学 | 一种喷雾式气液两相光气化制备异氰酸酯的方法 |
US10513487B2 (en) * | 2014-06-24 | 2019-12-24 | Covestro Deutschland Ag | Methods for producing chemical products with operation interruptions |
CN111825572B (zh) * | 2019-04-15 | 2023-01-13 | 万华化学集团股份有限公司 | 一种成盐-雾化光气化法制备异氰酸酯的方法 |
WO2022106716A1 (en) | 2020-11-23 | 2022-05-27 | Basf Se | Process for producing isocyanates |
CN112645844A (zh) * | 2020-12-24 | 2021-04-13 | 青岛科技大学 | 一种制备异氰酸酯的方法 |
CN114749116B (zh) * | 2021-01-11 | 2024-04-09 | 万华化学集团股份有限公司 | 一种制备多异氰酸酯的方法及反应装置 |
WO2022248448A1 (en) | 2021-05-25 | 2022-12-01 | Basf Se | Process for preparing at least one polyisocyanate |
WO2024007204A1 (zh) * | 2022-07-06 | 2024-01-11 | 摩珈(上海)生物科技有限公司 | 超临界光气化法结合管道化法制备异氰酸酯的方法 |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63303961A (ja) * | 1987-05-21 | 1988-12-12 | バイエル・アクチエンゲゼルシヤフト | イソシアネートの製造方法 |
JP2003096043A (ja) * | 2001-07-11 | 2003-04-03 | Bayer Ag | 脂肪族/脂環式イソシアナートの製造方法 |
JP2003104948A (ja) * | 2001-07-11 | 2003-04-09 | Bayer Ag | 脂肪族/脂環式イソシアナートの製造方法 |
JP2003192658A (ja) * | 2001-12-14 | 2003-07-09 | Bayer Ag | 改良された気相(ポリ)イソシアネート製造方法 |
JP2004067669A (ja) * | 2002-05-17 | 2004-03-04 | Bayer Ag | 気相におけるイソシアネートの製造方法 |
JP2004150453A (ja) * | 2002-10-28 | 2004-05-27 | Nippon Densan Corp | 液体動圧軸受の製造方法 |
JP2004250453A (ja) * | 2003-02-20 | 2004-09-09 | Bayer Ag | ジイソシアネートの製造方法 |
JP2005510558A (ja) * | 2001-11-28 | 2005-04-21 | ビーエーエスエフ アクチェンゲゼルシャフト | 気相におけるイソシアナートの製造方法 |
WO2008071564A1 (de) * | 2006-12-11 | 2008-06-19 | Basf Se | Verfahren zur herstellung von isocyanaten |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1202785B (de) * | 1964-07-21 | 1965-10-14 | Scholven Chemie Ag | Verfahren zur Herstellung von 1-Isocyanato-3-(isocyanatomethyl)-3, 5, 5-trimethylcyclohexan |
US3641094A (en) * | 1968-03-12 | 1972-02-08 | Bayer Ag | Preparation of isocyanates |
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. |
DE10026142A1 (de) | 2000-05-26 | 2001-12-13 | Basf Ag | Verfahren und Vorrichtung zur kontinuierlichen Herstellung von organischen Mono- oder Polyisocyanaten |
DE10228103A1 (de) | 2002-06-24 | 2004-01-15 | Bayer Cropscience Ag | Fungizide Wirkstoffkombinationen |
GB0300939D0 (en) | 2003-01-16 | 2003-02-12 | Unilever Plc | Method of creating a cosmetic spray |
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 |
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Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63303961A (ja) * | 1987-05-21 | 1988-12-12 | バイエル・アクチエンゲゼルシヤフト | イソシアネートの製造方法 |
JP2003096043A (ja) * | 2001-07-11 | 2003-04-03 | Bayer Ag | 脂肪族/脂環式イソシアナートの製造方法 |
JP2003104948A (ja) * | 2001-07-11 | 2003-04-09 | Bayer Ag | 脂肪族/脂環式イソシアナートの製造方法 |
JP2005510558A (ja) * | 2001-11-28 | 2005-04-21 | ビーエーエスエフ アクチェンゲゼルシャフト | 気相におけるイソシアナートの製造方法 |
JP2003192658A (ja) * | 2001-12-14 | 2003-07-09 | Bayer Ag | 改良された気相(ポリ)イソシアネート製造方法 |
JP2004067669A (ja) * | 2002-05-17 | 2004-03-04 | Bayer Ag | 気相におけるイソシアネートの製造方法 |
JP2004150453A (ja) * | 2002-10-28 | 2004-05-27 | Nippon Densan Corp | 液体動圧軸受の製造方法 |
JP2004250453A (ja) * | 2003-02-20 | 2004-09-09 | Bayer Ag | ジイソシアネートの製造方法 |
WO2008071564A1 (de) * | 2006-12-11 | 2008-06-19 | Basf Se | Verfahren zur herstellung von isocyanaten |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2015501806A (ja) * | 2011-11-29 | 2015-01-19 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 気相における各アミンのホスゲン化によるイソシアネートの製造方法 |
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JP5414522B2 (ja) | 2014-02-12 |
WO2008006775A1 (de) | 2008-01-17 |
US8436204B2 (en) | 2013-05-07 |
HUE025811T2 (en) | 2016-04-28 |
CN101489996B (zh) | 2012-06-06 |
KR101409015B1 (ko) | 2014-06-18 |
ES2536561T3 (es) | 2015-05-26 |
MX2009000064A (es) | 2009-01-23 |
CN101489996A (zh) | 2009-07-22 |
EP2044009B1 (de) | 2015-02-25 |
EP2044009A1 (de) | 2009-04-08 |
KR20090028795A (ko) | 2009-03-19 |
US20090281350A1 (en) | 2009-11-12 |
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