PL60960B1 - - Google Patents
Download PDFInfo
- Publication number
- PL60960B1 PL60960B1 PL117471A PL11747166A PL60960B1 PL 60960 B1 PL60960 B1 PL 60960B1 PL 117471 A PL117471 A PL 117471A PL 11747166 A PL11747166 A PL 11747166A PL 60960 B1 PL60960 B1 PL 60960B1
- Authority
- PL
- Poland
- Prior art keywords
- phosgene
- column
- solvent
- isocyanate
- amine
- Prior art date
Links
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 49
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 30
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 25
- 239000002904 solvent Substances 0.000 claims description 25
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 21
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 17
- 239000012948 isocyanate Substances 0.000 claims description 17
- 150000002513 isocyanates Chemical class 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 15
- 238000004821 distillation Methods 0.000 claims description 13
- 238000009835 boiling Methods 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 9
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 claims description 7
- 238000010494 dissociation reaction Methods 0.000 claims description 7
- 230000005593 dissociations Effects 0.000 claims description 7
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 3
- 239000007789 gas Substances 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 2
- WDAXFOBOLVPGLV-UHFFFAOYSA-N ethyl isobutyrate Chemical compound CCOC(=O)C(C)C WDAXFOBOLVPGLV-UHFFFAOYSA-N 0.000 claims 2
- VYWQTJWGWLKBQA-UHFFFAOYSA-N [amino(hydroxy)methylidene]azanium;chloride Chemical compound Cl.NC(N)=O VYWQTJWGWLKBQA-UHFFFAOYSA-N 0.000 claims 1
- 150000001805 chlorine compounds Chemical class 0.000 claims 1
- 238000010924 continuous production Methods 0.000 claims 1
- -1 isocyanate esters Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- UNQNIRQQBJCMQR-UHFFFAOYSA-N phosphorine Chemical compound C1=CC=PC=C1 UNQNIRQQBJCMQR-UHFFFAOYSA-N 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 238000000926 separation method Methods 0.000 description 5
- 238000011084 recovery Methods 0.000 description 4
- 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 4
- 239000012267 brine Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL60960B1 true PL60960B1 (OSRAM) | 1970-06-25 |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4347391A (en) | Process for preparing ethylene dichloride | |
| US3968178A (en) | Chlorination of hydrocarbons | |
| US4735747A (en) | Process and apparatus for the photochemical sulphochlorination of gaseous alkanes | |
| US7182840B1 (en) | Method and device for exploiting heat resulting from the production of 1,2-dichloroethane | |
| NO150480B (no) | Fremgangsmaate for gjenvinning av uomsatte materialer og varme fra en urea-syntese | |
| CN111630027A (zh) | 制备异氰酸酯的方法 | |
| EP0064486B1 (en) | Method and apparatus for the hydrolysis of alpha-chlorinated toluene compounds | |
| CN105026365B (zh) | 尿素合成方法和设备 | |
| US2478741A (en) | Manufacture of chloral | |
| US10858311B2 (en) | Method for producing isocyanates | |
| EP4110755B1 (en) | Process and plant for the synthesis of urea | |
| US6984762B2 (en) | Process for the two-step production of dinitrotoluene | |
| CA1204787A (en) | Process for making 1,2-dichloroethane | |
| DE102006023581A1 (de) | Verfahren zur Abtrennung von Chlor aus dem Produktgas eines HCI-Oxidationsprozesses | |
| Hirschkind | Chlorination of saturated hydrocarbons | |
| JPH0345050B2 (OSRAM) | ||
| DE3340624C1 (de) | Verfahren zur Herstellung von 1,2-Dichlorethan aus Ethylen und Chlorgas | |
| US4324932A (en) | Process for the manufacture of vinyl chloride by the thermal cracking of 1,2-dichloroethane | |
| EP2691364B1 (de) | Verfahren zur herstellung von isocyanaten | |
| US3059035A (en) | Continuous process for producing methyl chloroform | |
| PL60960B1 (OSRAM) | ||
| JPH0819014B2 (ja) | 二塩化エタンの製造方法 | |
| CN116217439B (zh) | 一种光气化制备mdi的循环溶剂及其提纯方法 | |
| US4195032A (en) | Process for continuously working up solutions of the type accumulating in the phosgenation of monoamines | |
| JP5114408B2 (ja) | １，２−ジクロロエタンの精製のための蒸留塔の操作及び結合されたカセイソーダ蒸発濃縮の方法 |