DE2252068A1 - Verfahren zur herstellung von organischen isocyanaten - Google Patents
Verfahren zur herstellung von organischen isocyanatenInfo
- Publication number
- DE2252068A1 DE2252068A1 DE19722252068 DE2252068A DE2252068A1 DE 2252068 A1 DE2252068 A1 DE 2252068A1 DE 19722252068 DE19722252068 DE 19722252068 DE 2252068 A DE2252068 A DE 2252068A DE 2252068 A1 DE2252068 A1 DE 2252068A1
- Authority
- DE
- Germany
- Prior art keywords
- amine
- phosgene
- isocyanate
- organic
- pressure
- 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.)
- Pending
Links
- 239000012948 isocyanate Substances 0.000 title claims description 37
- 150000002513 isocyanates Chemical class 0.000 title claims description 36
- 238000000034 method Methods 0.000 title claims description 22
- 238000004519 manufacturing process Methods 0.000 title description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 58
- 238000006243 chemical reaction Methods 0.000 claims description 44
- 150000001412 amines Chemical class 0.000 claims description 25
- 239000007788 liquid Substances 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000047 product Substances 0.000 claims description 19
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 150000002828 nitro derivatives Chemical class 0.000 claims 1
- 229920000768 polyamine Polymers 0.000 claims 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 28
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 28
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 28
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 10
- 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 8
- 238000009835 boiling Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 230000003068 static effect Effects 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- 238000001816 cooling Methods 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000010409 thin film Substances 0.000 description 4
- 229920002396 Polyurea Polymers 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 230000002427 irreversible effect Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000197 pyrolysis Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- -1 Amine hydrochloride Chemical class 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000007806 chemical reaction intermediate Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 230000009615 deamination Effects 0.000 description 1
- 238000006481 deamination reaction Methods 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 238000005292 vacuum distillation 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
- C07C263/10—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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4945871 | 1971-10-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2252068A1 true DE2252068A1 (de) | 1973-05-10 |
Family
ID=10452409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722252068 Pending DE2252068A1 (de) | 1971-10-25 | 1972-10-24 | Verfahren zur herstellung von organischen isocyanaten |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS4849721A (enExample) |
| BE (1) | BE790461A (enExample) |
| DE (1) | DE2252068A1 (enExample) |
| ES (1) | ES407916A1 (enExample) |
| FR (1) | FR2158909A5 (enExample) |
| GB (1) | GB1341311A (enExample) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996016028A1 (de) * | 1994-11-17 | 1996-05-30 | Bayer Aktiengesellschaft | Verfahren zur herstellung von isocyanaten |
| US6833469B2 (en) | 2001-06-19 | 2004-12-21 | Basf Aktiengesellschaft | Method for producing isocynates |
| US7851648B2 (en) | 2002-12-19 | 2010-12-14 | Basf Aktiengesellschaft | Method for the continuous production of isocyanates |
| RU2445155C2 (ru) * | 2006-06-26 | 2012-03-20 | Байер Матириальсайенс Аг | Непрерывный способ получения изоцианатов |
| WO2017001320A1 (de) | 2015-06-29 | 2017-01-05 | Covestro Deutschland Ag | Verfahren zur bereitstellung von chlorwasserstoff für chemische umsetzungen |
| WO2017001322A1 (de) | 2015-06-29 | 2017-01-05 | Covestro Deutschland Ag | Verfahren zur herstellung von polyisocyanaten |
| EP4570784A1 (de) * | 2023-12-14 | 2025-06-18 | Covestro Deutschland AG | Verfahren und vorrichtung zur herstellung von isocyanaten |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3121036A1 (de) | 1981-05-27 | 1982-12-16 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlicehn herstellung von organischen mono- oder polyisocyanaten |
| 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 |
| DE102004032871A1 (de) * | 2004-07-07 | 2006-02-09 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polyisocyanaten durch adiabate Phosgenierung von primären Aminen |
| CN101429139B (zh) * | 2008-12-18 | 2012-11-14 | 宁波万华聚氨酯有限公司 | 二环己基甲烷二异氰酸酯及其中间体的制备方法 |
| CN114957047A (zh) * | 2022-06-07 | 2022-08-30 | 江苏常隆农化有限公司 | 一种静态混合器连续合成异丙隆方法及其产线 |
-
0
- BE BE790461D patent/BE790461A/xx not_active IP Right Cessation
-
1972
- 1972-10-23 FR FR7237432A patent/FR2158909A5/fr not_active Expired
- 1972-10-24 ES ES407916A patent/ES407916A1/es not_active Expired
- 1972-10-24 DE DE19722252068 patent/DE2252068A1/de active Pending
- 1972-10-25 JP JP10703272A patent/JPS4849721A/ja active Pending
- 1972-10-25 GB GB1341311D patent/GB1341311A/en not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996016028A1 (de) * | 1994-11-17 | 1996-05-30 | Bayer Aktiengesellschaft | Verfahren zur herstellung von isocyanaten |
| US6833469B2 (en) | 2001-06-19 | 2004-12-21 | Basf Aktiengesellschaft | Method for producing isocynates |
| US7851648B2 (en) | 2002-12-19 | 2010-12-14 | Basf Aktiengesellschaft | Method for the continuous production of isocyanates |
| RU2445155C2 (ru) * | 2006-06-26 | 2012-03-20 | Байер Матириальсайенс Аг | Непрерывный способ получения изоцианатов |
| WO2017001320A1 (de) | 2015-06-29 | 2017-01-05 | Covestro Deutschland Ag | Verfahren zur bereitstellung von chlorwasserstoff für chemische umsetzungen |
| WO2017001322A1 (de) | 2015-06-29 | 2017-01-05 | Covestro Deutschland Ag | Verfahren zur herstellung von polyisocyanaten |
| EP4570784A1 (de) * | 2023-12-14 | 2025-06-18 | Covestro Deutschland AG | Verfahren und vorrichtung zur herstellung von isocyanaten |
| WO2025125320A1 (de) * | 2023-12-14 | 2025-06-19 | Covestro Deutschland Ag | Verfahren und vorrichtung zur herstellung von isocyanaten |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2158909A5 (enExample) | 1973-06-15 |
| GB1341311A (en) | 1973-12-19 |
| JPS4849721A (enExample) | 1973-07-13 |
| ES407916A1 (es) | 1975-11-01 |
| BE790461A (fr) | 1973-02-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHW | Rejection |