DE3145010A1 - Verfahren zur herstellung von 4,4'-diisocyanatodiphenylmethan - Google Patents
Verfahren zur herstellung von 4,4'-diisocyanatodiphenylmethanInfo
- Publication number
- DE3145010A1 DE3145010A1 DE19813145010 DE3145010A DE3145010A1 DE 3145010 A1 DE3145010 A1 DE 3145010A1 DE 19813145010 DE19813145010 DE 19813145010 DE 3145010 A DE3145010 A DE 3145010A DE 3145010 A1 DE3145010 A1 DE 3145010A1
- Authority
- DE
- Germany
- Prior art keywords
- stage
- distillation
- diisocyanatodiphenylmethane
- product
- chlorine
- 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- Withdrawn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
- 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 title claims description 32
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000004821 distillation Methods 0.000 claims description 67
- 238000000034 method Methods 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 17
- 238000000926 separation method Methods 0.000 claims description 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- 238000010992 reflux Methods 0.000 claims description 12
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical class C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 claims description 11
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 10
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims description 9
- 229920001228 polyisocyanate Polymers 0.000 claims description 9
- 239000005056 polyisocyanate Substances 0.000 claims description 9
- 238000009833 condensation Methods 0.000 claims description 7
- 230000005494 condensation Effects 0.000 claims description 7
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 claims description 5
- 238000011084 recovery Methods 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 30
- 229910052801 chlorine Inorganic materials 0.000 description 30
- 239000000460 chlorine Substances 0.000 description 30
- 239000000047 product Substances 0.000 description 27
- 239000012535 impurity Substances 0.000 description 17
- 238000009835 boiling Methods 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 11
- 150000001805 chlorine compounds Chemical class 0.000 description 7
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 239000003990 capacitor Substances 0.000 description 5
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 238000011144 upstream manufacturing Methods 0.000 description 3
- 238000010626 work up procedure Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 150000004045 organic chlorine compounds Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000008646 thermal stress Effects 0.000 description 1
- 238000007669 thermal treatment 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
- C07C263/18—Separation; Purification; Stabilisation; Use of additives
- C07C263/20—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813145010 DE3145010A1 (de) | 1981-11-12 | 1981-11-12 | Verfahren zur herstellung von 4,4'-diisocyanatodiphenylmethan |
| US06/436,489 US4414074A (en) | 1981-11-12 | 1982-10-25 | Process for the purification of 4,4'-diisocyanatodiphenylmethane by plural distillations |
| DE8282110089T DE3268708D1 (en) | 1981-11-12 | 1982-11-02 | Process for making 4,4'-diisocyanatodiphenyl methane |
| EP82110089A EP0079516B1 (de) | 1981-11-12 | 1982-11-02 | Verfahren zur Herstellung von 4,4'-Diisocyanatodiphenylmethan |
| ES517281A ES8307721A1 (es) | 1981-11-12 | 1982-11-11 | Procedimiento para la obtencion de 4,4'-diisocianatodifenilmetano. |
| BR8206567A BR8206567A (pt) | 1981-11-12 | 1982-11-11 | Processo para preparacao de 4,4'-diisocianatodifenilmetano |
| JP57197847A JPS5890540A (ja) | 1981-11-12 | 1982-11-12 | ４，４′−ジイソシアネ−トジフエニルメタンの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813145010 DE3145010A1 (de) | 1981-11-12 | 1981-11-12 | Verfahren zur herstellung von 4,4'-diisocyanatodiphenylmethan |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3145010A1 true DE3145010A1 (de) | 1983-05-19 |
Family
ID=6146267
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19813145010 Withdrawn DE3145010A1 (de) | 1981-11-12 | 1981-11-12 | Verfahren zur herstellung von 4,4'-diisocyanatodiphenylmethan |
| DE8282110089T Expired DE3268708D1 (en) | 1981-11-12 | 1982-11-02 | Process for making 4,4'-diisocyanatodiphenyl methane |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8282110089T Expired DE3268708D1 (en) | 1981-11-12 | 1982-11-02 | Process for making 4,4'-diisocyanatodiphenyl methane |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4414074A (enExample) |
| EP (1) | EP0079516B1 (enExample) |
| JP (1) | JPS5890540A (enExample) |
| BR (1) | BR8206567A (enExample) |
| DE (2) | DE3145010A1 (enExample) |
| ES (1) | ES8307721A1 (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1561746A3 (de) * | 2004-02-04 | 2006-03-08 | Bayer MaterialScience AG | Verfahren zur Herstellung von hochreinem 2,4 '-Methylendiphenyldiisocyanat |
| EP1561745A3 (de) * | 2004-02-04 | 2006-03-08 | Bayer MaterialScience AG | Herstellung von Di- und Polyisocyanaten der Diphenylmethanreihe mit definierter Acidität |
| WO2012065995A1 (de) | 2010-11-17 | 2012-05-24 | Basf Se | Verfahren zur aufreinigung von 4,4'-methylendiphenyldiisocyanat enthaltenden mischungen |
| WO2012066001A1 (de) | 2010-11-17 | 2012-05-24 | Basf Se | Verfahren zur aufreinigung von 4,4'-methylendiphenyldiisocyanat enthaltenden mischungen |
| US9505711B2 (en) | 2010-11-17 | 2016-11-29 | Basf Se | Method for purifying mixtures comprising 4,4′-methylenediphenyl diisocyanate |
| WO2019134909A1 (de) | 2018-01-05 | 2019-07-11 | Covestro Deutschland Ag | Verfahren zur herstellung von methylen-diphenylen-diisocyanaten und polymethylen-polyphenylen-polyisocyanaten |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2875877B2 (ja) * | 1990-10-23 | 1999-03-31 | 三井化学株式会社 | メチレン架橋ポリフェニレンポリイソシアネートの製造方法 |
| DE4200236A1 (de) * | 1992-01-08 | 1993-07-15 | Bayer Ag | Verfahren zur isolierung von polyisocyanat-isomeren aus polyisocyanatgemischen |
| EP1475367B1 (de) * | 2003-05-08 | 2010-07-07 | Bayer MaterialScience AG | Verfahren zur Destillation eines Gemisches isomerer Diisocyanatodiphenylmethane |
| DE10333929A1 (de) * | 2003-07-25 | 2005-02-24 | Bayer Materialscience Ag | Herstellung von Mischungen von Di- und Polyisocyanaten der Diphenylmethanreihe mit hohen Gehalten an 4,4'-Methylendiphenyldiisocyanat und 2,4'-Methylendiphenyldiisocyanat |
| DE102005026864A1 (de) * | 2005-06-10 | 2006-12-14 | Bayer Materialscience Ag | Verfahren zur Herstellung von 4,4'-Diphenylmethandiisocyanat |
| US8907124B2 (en) | 2010-11-17 | 2014-12-09 | Basf Se | Process for preparing methylenedi(phenyl isocyanate) |
| HUE044066T2 (hu) | 2010-11-17 | 2019-09-30 | Basf Se | Eljárás metilén-difenil-diizocianát elõállítására |
| EP3498689A1 (en) * | 2017-12-14 | 2019-06-19 | Sulzer Chemtech AG | A plant and method for purifying an isomeric monomer, such as 4,4'-methylene diphenyl diisocyanate, from a crude mixture |
| CN112142623A (zh) * | 2019-06-27 | 2020-12-29 | 万华化学（宁波）有限公司 | 一种低活性的mdi-50产品的制备方法及应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3155699A (en) * | 1960-03-30 | 1964-11-03 | Mobay Chemical Corp | Purification of isocyanates by reduction of the hydrolyzable chlorine and acid content |
| BE755243Q (fr) * | 1965-07-08 | 1971-02-01 | Upjohn Co | Procedes de fabrication d'isocyanates et de polyisocyanates |
| GB1229181A (enExample) | 1968-08-01 | 1971-04-21 | ||
| US3658656A (en) * | 1968-11-07 | 1972-04-25 | Takeda Chemical Industries Ltd | Purification of xylylene organic diisocyanate by fractional distillation in the presence of an inert gas or superheated vapor of an organic solvent |
| DE1923214B2 (de) | 1969-05-07 | 1973-08-02 | Verfahren zur gleichzeitigen herstellung von reinem 4,4'-diphenylmethandiisocyanat und einem polyphenyl-polymethylen-polyisocyanatgemisch, polyphenylpolymethylen-polyisocyanate und deren verwendung zur herstellung von polyurethanlacken | |
| US3816496A (en) * | 1972-01-03 | 1974-06-11 | Olin Corp | Solvent extraction and distillation technique for purification of organic isocyanates |
| US3892634A (en) * | 1973-02-20 | 1975-07-01 | Upjohn Co | Separation of 2,4{40 {0 and 4,4{40 {0 methylene bis(phenyl isocyanate) from polymethylene polyphenyl polyisocyanates |
| US3912600A (en) * | 1974-05-09 | 1975-10-14 | Upjohn Co | Recovery of polymethylene polyphenyl polyisocyanate from a phoshenosed polyamine feed |
| US4118286A (en) * | 1974-09-25 | 1978-10-03 | Texaco Development Corp. | Process for reducing the acidity of organic polymeric isocyanates |
| US4189354A (en) * | 1976-07-10 | 1980-02-19 | Bayer Aktiengesellschaft | Process for the production of diisocyanatodiphenyl methane isomers with an adjusted content of chlorine compounds |
| JPS5927896B2 (ja) * | 1978-11-06 | 1984-07-09 | 富士写真フイルム株式会社 | ハロゲン化銀カラ−感光材料 |
-
1981
- 1981-11-12 DE DE19813145010 patent/DE3145010A1/de not_active Withdrawn
-
1982
- 1982-10-25 US US06/436,489 patent/US4414074A/en not_active Expired - Lifetime
- 1982-11-02 EP EP82110089A patent/EP0079516B1/de not_active Expired
- 1982-11-02 DE DE8282110089T patent/DE3268708D1/de not_active Expired
- 1982-11-11 ES ES517281A patent/ES8307721A1/es not_active Expired
- 1982-11-11 BR BR8206567A patent/BR8206567A/pt not_active IP Right Cessation
- 1982-11-12 JP JP57197847A patent/JPS5890540A/ja active Granted
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1561746A3 (de) * | 2004-02-04 | 2006-03-08 | Bayer MaterialScience AG | Verfahren zur Herstellung von hochreinem 2,4 '-Methylendiphenyldiisocyanat |
| EP1561745A3 (de) * | 2004-02-04 | 2006-03-08 | Bayer MaterialScience AG | Herstellung von Di- und Polyisocyanaten der Diphenylmethanreihe mit definierter Acidität |
| EP2272824A2 (de) | 2004-02-04 | 2011-01-12 | Bayer MaterialScience AG | Verfahren zur Herstellung von hochreinem 2,4'-Methylendiphenyldiisocyanat |
| EP2272824A3 (de) * | 2004-02-04 | 2011-01-26 | Bayer MaterialScience AG | Verfahren zur Herstellung von hochreinem 2,4'-Methylendiphenyldiisocyanat |
| EP3181548A1 (de) * | 2004-02-04 | 2017-06-21 | Covestro Deutschland AG | Herstellung von di- und polyisocyanaten der diphenylmethan-reihe mit definiertem gehalt an hydrolysierbarem chlor |
| WO2012065995A1 (de) | 2010-11-17 | 2012-05-24 | Basf Se | Verfahren zur aufreinigung von 4,4'-methylendiphenyldiisocyanat enthaltenden mischungen |
| WO2012066001A1 (de) | 2010-11-17 | 2012-05-24 | Basf Se | Verfahren zur aufreinigung von 4,4'-methylendiphenyldiisocyanat enthaltenden mischungen |
| US9505711B2 (en) | 2010-11-17 | 2016-11-29 | Basf Se | Method for purifying mixtures comprising 4,4′-methylenediphenyl diisocyanate |
| WO2019134909A1 (de) | 2018-01-05 | 2019-07-11 | Covestro Deutschland Ag | Verfahren zur herstellung von methylen-diphenylen-diisocyanaten und polymethylen-polyphenylen-polyisocyanaten |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0079516A3 (en) | 1984-10-10 |
| BR8206567A (pt) | 1983-09-27 |
| JPS5890540A (ja) | 1983-05-30 |
| ES517281A0 (es) | 1983-08-01 |
| US4414074A (en) | 1983-11-08 |
| DE3268708D1 (en) | 1986-03-06 |
| JPH0219824B2 (enExample) | 1990-05-07 |
| EP0079516A2 (de) | 1983-05-25 |
| ES8307721A1 (es) | 1983-08-01 |
| EP0079516B1 (de) | 1986-01-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8130 | Withdrawal |