JP2012530749A - イソシアネート、好適には溶媒の再循環を伴うジイソシアネート及びポリイソシアネートの製造方法 - Google Patents
イソシアネート、好適には溶媒の再循環を伴うジイソシアネート及びポリイソシアネートの製造方法 Download PDFInfo
- Publication number
- JP2012530749A JP2012530749A JP2012516645A JP2012516645A JP2012530749A JP 2012530749 A JP2012530749 A JP 2012530749A JP 2012516645 A JP2012516645 A JP 2012516645A JP 2012516645 A JP2012516645 A JP 2012516645A JP 2012530749 A JP2012530749 A JP 2012530749A
- Authority
- JP
- Japan
- Prior art keywords
- solvent
- stream
- isocyanate
- phosgene
- amine
- 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.)
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- 239000002904 solvent Substances 0.000 title claims abstract description 139
- 239000012948 isocyanate Substances 0.000 title claims abstract description 61
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 36
- 125000005442 diisocyanate group Chemical group 0.000 title abstract description 5
- 239000005056 polyisocyanate Substances 0.000 title abstract description 5
- 229920001228 polyisocyanate Polymers 0.000 title abstract description 5
- 238000004064 recycling Methods 0.000 title abstract description 5
- 238000004519 manufacturing process Methods 0.000 title description 9
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims abstract description 44
- 150000001412 amines Chemical class 0.000 claims abstract description 38
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 238000004821 distillation Methods 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- 238000005260 corrosion Methods 0.000 claims description 8
- 230000007797 corrosion Effects 0.000 claims description 8
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 8
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 7
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 7
- 239000012535 impurity Substances 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-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 5
- 239000007791 liquid phase Substances 0.000 claims description 5
- 229920000768 polyamine Polymers 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 4
- 230000008025 crystallization Effects 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 4
- 238000009834 vaporization Methods 0.000 claims description 4
- 230000008016 vaporization Effects 0.000 claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000007789 gas Substances 0.000 claims description 3
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 claims description 3
- 239000012071 phase Substances 0.000 claims description 3
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 claims description 2
- RLYCRLGLCUXUPO-UHFFFAOYSA-N 2,6-diaminotoluene Chemical compound CC1=C(N)C=CC=C1N RLYCRLGLCUXUPO-UHFFFAOYSA-N 0.000 claims description 2
- 238000001514 detection method Methods 0.000 claims description 2
- 150000004985 diamines Chemical group 0.000 claims description 2
- 229940117389 dichlorobenzene Drugs 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- MVPPADPHJFYWMZ-IDEBNGHGSA-N chlorobenzene Chemical group Cl[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 MVPPADPHJFYWMZ-IDEBNGHGSA-N 0.000 claims 1
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims 1
- 238000009835 boiling Methods 0.000 description 5
- 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 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- 229950005499 carbon tetrachloride Drugs 0.000 description 4
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical class C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000003141 primary amines Chemical class 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- -1 cyclohexylenediamine Chemical compound 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
- 125000006840 diphenylmethane group Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000011552 falling film Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 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
- 239000012263 liquid product Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000004998 toluenediamines Chemical class 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 239000008096 xylene Substances 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
-
- 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
-
- 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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22074009P | 2009-06-26 | 2009-06-26 | |
| US61/220,740 | 2009-06-26 | ||
| PCT/EP2010/058421 WO2010149544A2 (en) | 2009-06-26 | 2010-06-16 | Process for the production of isocyanates, preferably diisocyanates and polyisocyanates with solvent recirculation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012530749A true JP2012530749A (ja) | 2012-12-06 |
| JP2012530749A5 JP2012530749A5 (enExample) | 2015-07-16 |
Family
ID=43127609
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012516645A Pending JP2012530749A (ja) | 2009-06-26 | 2010-06-16 | イソシアネート、好適には溶媒の再循環を伴うジイソシアネート及びポリイソシアネートの製造方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US8759569B2 (enExample) |
| EP (1) | EP2445869B1 (enExample) |
| JP (1) | JP2012530749A (enExample) |
| KR (1) | KR101773630B1 (enExample) |
| CN (1) | CN102482205B (enExample) |
| BR (1) | BRPI1015061A2 (enExample) |
| ES (1) | ES2532761T3 (enExample) |
| PL (1) | PL2445869T3 (enExample) |
| PT (1) | PT2445869E (enExample) |
| WO (1) | WO2010149544A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2022547814A (ja) * | 2019-09-17 | 2022-11-16 | コベストロ、ドイチュラント、アクチエンゲゼルシャフト | イソシアネートを製造する方法 |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102596900B (zh) | 2009-10-21 | 2015-09-09 | 巴斯夫欧洲公司 | 生产氨基甲酸酯的方法 |
| CN102666479B (zh) | 2009-12-04 | 2014-11-05 | 巴斯夫欧洲公司 | 制备异氰酸酯的方法 |
| US8609899B2 (en) | 2010-05-17 | 2013-12-17 | Basf Se | Process for preparing toluenediamine by hydrogenation of dinitrotoluene |
| US8907124B2 (en) | 2010-11-17 | 2014-12-09 | Basf Se | Process for preparing methylenedi(phenyl isocyanate) |
| US9505711B2 (en) | 2010-11-17 | 2016-11-29 | Basf Se | Method for purifying mixtures comprising 4,4′-methylenediphenyl diisocyanate |
| US8969615B2 (en) | 2011-03-31 | 2015-03-03 | Basf Se | Process for preparing isocyanates |
| US8933262B2 (en) | 2011-05-24 | 2015-01-13 | Basf Se | Process for preparing polyisocyanates from biomass |
| DE102011087654A1 (de) | 2011-12-02 | 2013-06-06 | Bayer Materialscience Aktiengesellschaft | Verfahren zur Herstellung von Isocyanaten |
| CN103877738A (zh) * | 2012-12-19 | 2014-06-25 | 海安海太铸造有限公司 | 一种带有降膜蒸发器的蒸馏塔 |
| CN103739520B (zh) * | 2013-12-26 | 2016-03-30 | 安徽广信农化股份有限公司 | 一种3,4-二氯苯异氰酸酯精制方法 |
| CN104974010B (zh) | 2014-04-01 | 2016-10-26 | 万华化学集团股份有限公司 | 一种光气法制异氰酸酯的溶剂精制方法及所使用的装置 |
| CN104402765B (zh) * | 2014-10-10 | 2015-09-30 | 青岛科技大学 | 一种以异氰酸酯为中间体制备农药的方法 |
| EP3352896B1 (de) * | 2015-09-24 | 2019-10-23 | Covestro Deutschland AG | Verfahren zur herstellung von isocyanaten |
| CN107935889B (zh) * | 2017-11-29 | 2020-08-28 | 万华化学集团股份有限公司 | 一种单异氰酸酯的制备方法及装置 |
| CN109651201A (zh) * | 2018-12-30 | 2019-04-19 | 安徽广信农化股份有限公司 | 一种合成异氰酸环己酯的废料处理工艺 |
| US11731936B2 (en) * | 2019-12-06 | 2023-08-22 | Skc Co., Ltd. | Diisocyanate composition, preparation method thereof and optical material using same |
| CN114380714B (zh) * | 2020-10-16 | 2023-08-11 | 万华化学集团股份有限公司 | 光气化反应生产中的循环溶剂及其除杂方法 |
| CN112552209A (zh) * | 2020-12-09 | 2021-03-26 | 浙江丽水有邦新材料有限公司 | 一种环己基异氰酸酯的制备方法及装置 |
| CN114149345B (zh) * | 2021-12-09 | 2023-04-21 | 万华化学集团股份有限公司 | 一种制备异氰酸酯的方法 |
| CN115093349B (zh) * | 2022-06-28 | 2024-06-25 | 万华化学集团股份有限公司 | 一种甲苯二异氰酸酯副产固体残渣净化溶剂的方法 |
| CN116217439B (zh) * | 2023-01-03 | 2025-05-13 | 万华化学集团股份有限公司 | 一种光气化制备mdi的循环溶剂及其提纯方法 |
| CN117603093A (zh) * | 2023-11-30 | 2024-02-27 | 甘肃银光聚银化工有限公司 | 一种生物基1,4-丁二异氰酸酯的合成方法 |
| CN118812394A (zh) * | 2024-07-26 | 2024-10-22 | 青岛科技大学 | 光气法合成1,5-戊二异氰酸酯的精制工艺及设备 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07278089A (ja) * | 1994-04-11 | 1995-10-24 | Bayer Ag | ジイソシアネートの製造方法 |
| JPH09100263A (ja) * | 1995-06-30 | 1997-04-15 | Basf Ag | 低減された沃素カラーナンバーを示し、低減された塩素分を含有するジフェニルメタンジイソシアナートとポリフェニルポリメチレンポリイソシアナートの混合物の製造方法 |
| JP2006510694A (ja) * | 2002-12-19 | 2006-03-30 | ビーエーエスエフ アクチェンゲゼルシャフト | イソシアネート合成由来の反応混合物からの溶媒の分離及びその精製 |
| JP2007302672A (ja) * | 2006-05-13 | 2007-11-22 | Bayer Materialscience Ag | イソシアネートの製造方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD139955A3 (de) | 1975-09-23 | 1980-01-30 | Siegbert Loeschau | Verfahren zur sofortigen feststellung von wassereintritten in phosgen bzw.phosgenfuehrenden systemen |
| DE19817691A1 (de) * | 1998-04-21 | 1999-10-28 | Basf Ag | Verfahren zur Herstellung von Mischungen aus Diphenylmehandiisocyanaten und Polyphenylen-polymethylen-polyisocyanaten mit vermindertem Gehalt an chlorierten Nebenprodukten und verminderter Jodfarbzahl |
| DE19942299A1 (de) | 1999-09-04 | 2001-03-08 | Basf Ag | Verbessertes Verfahren zur Herstellung von Mono- und Oligo-Isocyanaten |
| EP1371634A1 (en) | 2002-06-14 | 2003-12-17 | Bayer Ag | Process for the purification of mixtures of toluenediisocyanate |
| EP1371633A1 (en) * | 2002-06-14 | 2003-12-17 | Bayer Ag | Process for the purification of mixtures of toluenediisocyanate incorporating a dividing-wall distillation column |
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| DE102006004041A1 (de) * | 2006-01-28 | 2007-08-02 | Bayer Materialscience Ag | Verfahren zur Herstellung von Di- und Polyaminen der Diphenylmethanreihe |
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| EP2367783B1 (de) | 2008-11-19 | 2013-01-09 | Basf Se | Verfahren zur herstellung eines isocyanats |
| US8609899B2 (en) | 2010-05-17 | 2013-12-17 | Basf Se | Process for preparing toluenediamine by hydrogenation of dinitrotoluene |
| KR20130089233A (ko) | 2010-06-22 | 2013-08-09 | 바스프 에스이 | 고체 루이스 산 위의 이소시아네이트의 합성을 위한 불균일하게 촉매화된 카바메이트 해리 |
| US9505711B2 (en) | 2010-11-17 | 2016-11-29 | Basf Se | Method for purifying mixtures comprising 4,4′-methylenediphenyl diisocyanate |
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2010
- 2010-06-16 PT PT107236077T patent/PT2445869E/pt unknown
- 2010-06-16 CN CN201080037436.8A patent/CN102482205B/zh active Active
- 2010-06-16 BR BRPI1015061A patent/BRPI1015061A2/pt not_active IP Right Cessation
- 2010-06-16 WO PCT/EP2010/058421 patent/WO2010149544A2/en not_active Ceased
- 2010-06-16 ES ES10723607.7T patent/ES2532761T3/es active Active
- 2010-06-16 EP EP10723607.7A patent/EP2445869B1/en active Active
- 2010-06-16 JP JP2012516645A patent/JP2012530749A/ja active Pending
- 2010-06-16 KR KR1020127001771A patent/KR101773630B1/ko active Active
- 2010-06-16 US US13/380,680 patent/US8759569B2/en active Active
- 2010-06-16 PL PL10723607T patent/PL2445869T3/pl unknown
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| JPH07278089A (ja) * | 1994-04-11 | 1995-10-24 | Bayer Ag | ジイソシアネートの製造方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2022547814A (ja) * | 2019-09-17 | 2022-11-16 | コベストロ、ドイチュラント、アクチエンゲゼルシャフト | イソシアネートを製造する方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101773630B1 (ko) | 2017-08-31 |
| CN102482205A (zh) | 2012-05-30 |
| WO2010149544A3 (en) | 2011-03-17 |
| CN102482205B (zh) | 2014-05-28 |
| US8759569B2 (en) | 2014-06-24 |
| WO2010149544A2 (en) | 2010-12-29 |
| US20120101299A1 (en) | 2012-04-26 |
| ES2532761T3 (es) | 2015-03-31 |
| EP2445869A2 (en) | 2012-05-02 |
| EP2445869B1 (en) | 2014-12-24 |
| KR20120096455A (ko) | 2012-08-30 |
| PT2445869E (pt) | 2015-02-05 |
| PL2445869T3 (pl) | 2015-05-29 |
| BRPI1015061A2 (pt) | 2016-04-19 |
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