KR20120120945A - 카르바메이트의 열적 분열에 의한 이소시아네이트의 제조 방법 - Google Patents
카르바메이트의 열적 분열에 의한 이소시아네이트의 제조 방법 Download PDFInfo
- Publication number
- KR20120120945A KR20120120945A KR1020127021646A KR20127021646A KR20120120945A KR 20120120945 A KR20120120945 A KR 20120120945A KR 1020127021646 A KR1020127021646 A KR 1020127021646A KR 20127021646 A KR20127021646 A KR 20127021646A KR 20120120945 A KR20120120945 A KR 20120120945A
- Authority
- KR
- South Korea
- Prior art keywords
- carbamate
- column
- section
- cleavage
- stream
- 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.)
- Withdrawn
Links
- 239000012948 isocyanate Substances 0.000 title claims abstract description 27
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 26
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 5
- 150000004657 carbamic acid derivatives Chemical class 0.000 title description 3
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims abstract description 32
- 238000003776 cleavage reaction Methods 0.000 claims abstract description 29
- 230000007017 scission Effects 0.000 claims abstract description 29
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 238000009835 boiling Methods 0.000 claims abstract description 26
- 239000012442 inert solvent Substances 0.000 claims abstract description 17
- 238000005878 carbamate elimination reaction Methods 0.000 claims abstract description 13
- 150000001298 alcohols Chemical class 0.000 claims abstract description 12
- 239000007788 liquid Substances 0.000 claims abstract description 10
- 238000004821 distillation Methods 0.000 claims abstract description 7
- 239000011541 reaction mixture Substances 0.000 claims abstract description 4
- 239000000470 constituent Substances 0.000 claims abstract 4
- 238000000034 method Methods 0.000 claims description 18
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 239000011552 falling film Substances 0.000 claims description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 6
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 3
- 238000010494 dissociation reaction Methods 0.000 claims description 3
- 230000005593 dissociations Effects 0.000 claims description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 2
- YTTFFPATQICAQN-UHFFFAOYSA-N 2-methoxypropan-1-ol Chemical compound COC(C)CO YTTFFPATQICAQN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 1
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 51
- 238000006243 chemical reaction Methods 0.000 description 16
- 239000002904 solvent Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 239000000543 intermediate Substances 0.000 description 7
- 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 7
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 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 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- -1 aliphatic isocyanates Chemical class 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 5
- 239000004814 polyurethane Substances 0.000 description 5
- 229920002635 polyurethane Polymers 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- UHJWZORSTYATLW-UHFFFAOYSA-N o-biphenylyl phenyl ether Natural products C=1C=CC=C(C=2C=CC=CC=2)C=1OC1=CC=CC=C1 UHJWZORSTYATLW-UHFFFAOYSA-N 0.000 description 4
- 125000005628 tolylene group Chemical group 0.000 description 4
- 238000011109 contamination Methods 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- 150000003673 urethanes Chemical class 0.000 description 3
- 239000006200 vaporizer Substances 0.000 description 3
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N 1,2-diethylbenzene Chemical compound CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 2
- 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
- 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 2
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 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 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- UOHMMEJUHBCKEE-UHFFFAOYSA-N prehnitene Chemical compound CC1=CC=C(C)C(C)=C1C UOHMMEJUHBCKEE-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- PBWHJRFXUPLZDS-UHFFFAOYSA-N (1-Ethylpropyl)benzene Chemical compound CCC(CC)C1=CC=CC=C1 PBWHJRFXUPLZDS-UHFFFAOYSA-N 0.000 description 1
- MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-N 0.000 description 1
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- OKIRBHVFJGXOIS-UHFFFAOYSA-N 1,2-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=CC=C1C(C)C OKIRBHVFJGXOIS-UHFFFAOYSA-N 0.000 description 1
- PKQYSCBUFZOAPE-UHFFFAOYSA-N 1,2-dibenzyl-3-methylbenzene Chemical compound C=1C=CC=CC=1CC=1C(C)=CC=CC=1CC1=CC=CC=C1 PKQYSCBUFZOAPE-UHFFFAOYSA-N 0.000 description 1
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical compound C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
- VPHBYBUYWBZLEX-UHFFFAOYSA-N 1,2-dipropylbenzene Chemical compound CCCC1=CC=CC=C1CCC VPHBYBUYWBZLEX-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- YFOOEYJGMMJJLS-UHFFFAOYSA-N 1,8-diaminonaphthalene Chemical compound C1=CC(N)=C2C(N)=CC=CC2=C1 YFOOEYJGMMJJLS-UHFFFAOYSA-N 0.000 description 1
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 229940093475 2-ethoxyethanol Drugs 0.000 description 1
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-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
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical group C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- ZCILODAAHLISPY-UHFFFAOYSA-N biphenyl ether Natural products C1=C(CC=C)C(O)=CC(OC=2C(=CC(CC=C)=CC=2)O)=C1 ZCILODAAHLISPY-UHFFFAOYSA-N 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940112021 centrally acting muscle relaxants carbamic acid ester Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- KEIQPMUPONZJJH-UHFFFAOYSA-N dicyclohexylmethanediamine Chemical compound C1CCCCC1C(N)(N)C1CCCCC1 KEIQPMUPONZJJH-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 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
- 239000012071 phase Substances 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 150000003672 ureas Chemical class 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
- C07C263/04—Preparation of derivatives of isocyanic acid from or via carbamates or carbamoyl halides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
Landscapes
- 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 |
|---|---|---|---|
| EP10151089 | 2010-01-19 | ||
| EP10151089.9 | 2010-01-19 | ||
| PCT/EP2011/050557 WO2011089098A1 (de) | 2010-01-19 | 2011-01-18 | Verfahren zur herstellung von isocyanaten durch thermische spaltung von carbamaten |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20120120945A true KR20120120945A (ko) | 2012-11-02 |
Family
ID=43769079
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127021646A Withdrawn KR20120120945A (ko) | 2010-01-19 | 2011-01-18 | 카르바메이트의 열적 분열에 의한 이소시아네이트의 제조 방법 |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP2526085B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP5823982B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR20120120945A (cg-RX-API-DMAC7.html) |
| CN (1) | CN102712580B (cg-RX-API-DMAC7.html) |
| BR (1) | BR112012017877A2 (cg-RX-API-DMAC7.html) |
| ES (1) | ES2552837T3 (cg-RX-API-DMAC7.html) |
| HU (1) | HUE028076T2 (cg-RX-API-DMAC7.html) |
| PL (1) | PL2526085T3 (cg-RX-API-DMAC7.html) |
| PT (1) | PT2526085E (cg-RX-API-DMAC7.html) |
| WO (1) | WO2011089098A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5612115B2 (ja) * | 2010-10-04 | 2014-10-22 | 旭化成ケミカルズ株式会社 | 分離方法及びイソシアネートの製造方法 |
| US8933262B2 (en) | 2011-05-24 | 2015-01-13 | Basf Se | Process for preparing polyisocyanates from biomass |
| CN103848758A (zh) * | 2012-12-06 | 2014-06-11 | 中国科学院成都有机化学有限公司 | 一种催化热分解制备异氰酸酯的方法 |
| EP3354241B1 (en) | 2014-05-09 | 2020-12-30 | 3M Innovative Properties Company | Disruptive dressing for use with negative pressure and fluid instillation |
| US10898217B2 (en) | 2014-05-09 | 2021-01-26 | Kci Licensing, Inc. | Dressing providing apertures with multiple orifice sizes for negative-pressure therapy |
| EP3139878B1 (en) | 2014-05-09 | 2017-09-13 | KCI Licensing, Inc. | Dressing with contracting layer for linear tissue sites |
| US10143485B2 (en) | 2014-05-09 | 2018-12-04 | Kci Licensing, Inc. | Debriding dressing for use with negative pressure and fluid instillation |
| EP3250622B1 (de) | 2015-01-30 | 2018-11-07 | Basf Se | Nebenproduktarme polyphenylenpolymethylenpolyisocyanate |
| US10968168B2 (en) | 2017-05-15 | 2021-04-06 | Asahi Kasei Kabushiki Kaisha | Isocyanate production method |
| EP3450424A1 (de) * | 2017-09-04 | 2019-03-06 | Covestro Deutschland AG | Verfahren zur herstellung von isocyanaten |
| JP2022506831A (ja) | 2018-11-08 | 2022-01-17 | ケーシーアイ ライセンシング インコーポレイテッド | 穿孔されたドレッシング及び陰圧創傷療法を使用して破壊を高めるための、半剛性支持体を有する創傷ドレッシング |
| EP4069171A1 (en) | 2019-12-05 | 2022-10-12 | KCI Licensing, Inc. | Multi-layer negative pressure incisional wound therapy dressing |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3215591A1 (de) * | 1982-04-27 | 1983-10-27 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlichen thermischen spaltung von carbamidsaeureestern |
| JPS60231640A (ja) * | 1984-05-02 | 1985-11-18 | Asahi Chem Ind Co Ltd | イソシアナ−トの連続的製法 |
| JPH02250857A (ja) * | 1989-03-23 | 1990-10-08 | Sumitomo Metal Ind Ltd | ポリイソシアネートの製造方法 |
| US5326903A (en) | 1992-01-10 | 1994-07-05 | Nippon Shokubai Co., Ltd. | Process for preparing isocyanates using sintered oxides |
| JPH05194351A (ja) * | 1992-01-22 | 1993-08-03 | Nkk Corp | イソシアネート化合物の連続的製造装置及び方法 |
| DE59705127D1 (de) * | 1996-03-15 | 2001-12-06 | Bayer Ag | Verwendung von hochsiedenden Lösemitteln bzw. -gemischen als Wärmetauschmedium für die thermische Spaltung von Carbamidsäureestern |
| DE19907648A1 (de) | 1999-02-23 | 2000-08-24 | Basf Ag | Verfahren zur Herstellung von Isocyanaten durch Spaltung von Urethanen |
| DE10329491A1 (de) * | 2003-07-01 | 2005-01-27 | Basf Ag | Reaktor für gas/flüssig oder gas/flüssig/fest Reaktionen |
| CN101200436A (zh) * | 2006-12-31 | 2008-06-18 | 中国科学院成都有机化学有限公司 | 连续制备1,6-六亚甲基二异氰酸酯的方法 |
| EP2265571B1 (de) | 2008-03-18 | 2015-03-04 | Basf Se | Verfahren zur herstellung von urethanen aus mono- und difunktionalen aromatischen aminen |
-
2011
- 2011-01-18 HU HUE11700347A patent/HUE028076T2/en unknown
- 2011-01-18 CN CN201180006310.9A patent/CN102712580B/zh not_active Expired - Fee Related
- 2011-01-18 ES ES11700347.5T patent/ES2552837T3/es active Active
- 2011-01-18 WO PCT/EP2011/050557 patent/WO2011089098A1/de not_active Ceased
- 2011-01-18 PL PL11700347T patent/PL2526085T3/pl unknown
- 2011-01-18 BR BR112012017877A patent/BR112012017877A2/pt not_active IP Right Cessation
- 2011-01-18 EP EP11700347.5A patent/EP2526085B1/de not_active Not-in-force
- 2011-01-18 JP JP2012549324A patent/JP5823982B2/ja not_active Expired - Fee Related
- 2011-01-18 KR KR1020127021646A patent/KR20120120945A/ko not_active Withdrawn
- 2011-01-18 PT PT117003475T patent/PT2526085E/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP2526085A1 (de) | 2012-11-28 |
| JP2013517312A (ja) | 2013-05-16 |
| BR112012017877A2 (pt) | 2016-05-03 |
| CN102712580B (zh) | 2014-11-26 |
| HUE028076T2 (en) | 2016-11-28 |
| ES2552837T3 (es) | 2015-12-02 |
| CN102712580A (zh) | 2012-10-03 |
| PT2526085E (pt) | 2015-11-24 |
| WO2011089098A1 (de) | 2011-07-28 |
| PL2526085T3 (pl) | 2016-01-29 |
| JP5823982B2 (ja) | 2015-11-25 |
| EP2526085B1 (de) | 2015-08-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8680323B2 (en) | Process for preparing isocyanates by thermal dissociation of carbamates | |
| KR20120120945A (ko) | 카르바메이트의 열적 분열에 의한 이소시아네이트의 제조 방법 | |
| US8759569B2 (en) | Process for the production of isocyanates, preferably diisocyanates and polyisocyanates with solvent recirculation | |
| CN102498093B (zh) | 制备异氰酸酯的方法 | |
| US7524405B2 (en) | Method for separating out solvent from a reaction mixture resulting from an isocyanate synthesis and for purifying this solvent | |
| KR102898304B1 (ko) | 이소시아네이트의 제조 방법 | |
| JP6743068B2 (ja) | 化学反応用塩化水素製造方法 | |
| KR101016737B1 (ko) | 반응 혼합물로부터 이소시아네이트를 분리하는 방법 | |
| US20070083065A1 (en) | Method for the distillative recovery of toluylenediamine | |
| JP5931898B2 (ja) | メチレンジ（フェニルイソシアネート）の製造方法 | |
| US10626084B2 (en) | Method for producing two isocyanates | |
| JP2014500878A (ja) | ４，４’−メチレンジフェニルジイソシアネートを含む混合物を精錬するための方法 | |
| US10947187B2 (en) | Method for producing methylene-diphenylene-diisocyanates and polymethylene-polyphenylene-polyisocyanates | |
| JP2006036778A (ja) | 脂環式ジイソシアネートを連続的に製造するための多工程法 | |
| CN111108094A (zh) | 制备二异氰酸酯的多步骤方法 | |
| US20250129017A1 (en) | Method for preparing isocyanates | |
| CN118679144A (zh) | 生产异氰酸酯的方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20120817 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20160115 Comment text: Request for Examination of Application |
|
| PC1202 | Submission of document of withdrawal before decision of registration |
Comment text: [Withdrawal of Procedure relating to Patent, etc.] Withdrawal (Abandonment) Patent event code: PC12021R01D Patent event date: 20160803 |
|
| WITB | Written withdrawal of application |