FR2480277A1 - Procede pour isoler le monochloracetaldehyde - Google Patents
Procede pour isoler le monochloracetaldehyde Download PDFInfo
- Publication number
- FR2480277A1 FR2480277A1 FR8106623A FR8106623A FR2480277A1 FR 2480277 A1 FR2480277 A1 FR 2480277A1 FR 8106623 A FR8106623 A FR 8106623A FR 8106623 A FR8106623 A FR 8106623A FR 2480277 A1 FR2480277 A1 FR 2480277A1
- Authority
- FR
- France
- Prior art keywords
- column
- acetaldehyde
- chloracetaldehyde
- distillation
- product
- 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.)
- Granted
Links
- QSKPIOLLBIHNAC-UHFFFAOYSA-N 2-chloro-acetaldehyde Chemical compound ClCC=O QSKPIOLLBIHNAC-UHFFFAOYSA-N 0.000 title claims abstract description 41
- 238000000034 method Methods 0.000 title claims abstract description 26
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims abstract description 51
- 238000004821 distillation Methods 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000006286 aqueous extract Substances 0.000 claims abstract description 9
- 238000009833 condensation Methods 0.000 claims abstract description 8
- 230000005494 condensation Effects 0.000 claims abstract description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000005977 Ethylene Substances 0.000 claims abstract description 7
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims abstract description 7
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 5
- 239000007864 aqueous solution Substances 0.000 claims abstract description 4
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 4
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 claims abstract description 4
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims abstract description 3
- 238000000746 purification Methods 0.000 claims description 13
- OVXJWSYBABKZMD-UHFFFAOYSA-N 2-chloro-1,1-diethoxyethane Chemical compound CCOC(CCl)OCC OVXJWSYBABKZMD-UHFFFAOYSA-N 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 239000000203 mixture Substances 0.000 abstract description 9
- 238000000605 extraction Methods 0.000 abstract description 7
- 239000002351 wastewater Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 8
- YSMYHWBQQONPRD-UHFFFAOYSA-N 2-chlorofuran Chemical compound ClC1=CC=CO1 YSMYHWBQQONPRD-UHFFFAOYSA-N 0.000 description 7
- GMUIHGWBQIUCST-RQOWECAXSA-N (z)-2-chlorobut-2-enal Chemical compound C\C=C(/Cl)C=O GMUIHGWBQIUCST-RQOWECAXSA-N 0.000 description 6
- NWQWQKUXRJYXFH-UHFFFAOYSA-N 2,2-Dichloroacetaldehyde Chemical compound ClC(Cl)C=O NWQWQKUXRJYXFH-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000295 complement effect Effects 0.000 description 4
- 229940029273 trichloroacetaldehyde Drugs 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 235000017168 chlorine Nutrition 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 3
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000003507 refrigerant Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 150000001241 acetals Chemical class 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- CGCJBAIEQANINV-UHFFFAOYSA-N 1,1,1-trichloro-2,2-diethoxyethane Chemical compound CCOC(C(Cl)(Cl)Cl)OCC CGCJBAIEQANINV-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- -1 aldehyde chlorines Chemical class 0.000 description 1
- 230000002238 attenuated effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000002706 hydrostatic effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/80—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3013817A DE3013817C2 (de) | 1980-04-10 | 1980-04-10 | Verfahren zur Isolierung von Mono-chlor-acetaldehyd |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2480277A1 true FR2480277A1 (fr) | 1981-10-16 |
| FR2480277B1 FR2480277B1 (OSRAM) | 1984-01-13 |
Family
ID=6099681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8106623A Granted FR2480277A1 (fr) | 1980-04-10 | 1981-04-02 | Procede pour isoler le monochloracetaldehyde |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4311563A (OSRAM) |
| JP (1) | JPS5827253B2 (OSRAM) |
| CA (1) | CA1171812A (OSRAM) |
| DE (1) | DE3013817C2 (OSRAM) |
| FR (1) | FR2480277A1 (OSRAM) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3460813D1 (en) * | 1983-06-13 | 1986-10-30 | Babcock Hitachi Kk | Process for producing acetaldehyde |
| US4826600A (en) * | 1987-06-24 | 1989-05-02 | Amoco Corporation | Process for treatment of wastewater |
| JPH02223575A (ja) * | 1988-11-09 | 1990-09-05 | Kureha Chem Ind Co Ltd | モノクロルアセトアルデヒド三量体の製造方法 |
| US5558747A (en) * | 1993-06-25 | 1996-09-24 | Amvac Chemical Corporation | Process for azeotropic distillation of aqueous chloral mixtures |
| US7562481B2 (en) | 2005-04-12 | 2009-07-21 | Brian Esch | Sling mounts for firearms |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2702783A (en) * | 1952-03-14 | 1955-02-22 | Gulf Research Development Co | Process of separating mixtures of organic compounds |
| US2947671A (en) * | 1958-06-23 | 1960-08-02 | Allied Chem | Purification of dichloroacetaldehyde |
| DE1130426B (de) | 1961-06-27 | 1962-05-30 | Consortium Elektrochem Ind | Verfahren zur Abtrennung von Monochloracetaldehyd aus Mischungen von chlorierten Acetaldehyden |
| DE1147211B (de) | 1961-06-27 | 1963-04-18 | Consortium Elektrochem Ind | Verfahren zur Reinigung von Acetaldehyd und gleichzeitige Gewinnung von chlorierten Acetaldehyden |
-
1980
- 1980-04-10 DE DE3013817A patent/DE3013817C2/de not_active Expired
-
1981
- 1981-02-06 JP JP56015866A patent/JPS5827253B2/ja not_active Expired
- 1981-03-31 US US06/249,324 patent/US4311563A/en not_active Expired - Fee Related
- 1981-04-02 FR FR8106623A patent/FR2480277A1/fr active Granted
- 1981-04-08 CA CA000374936A patent/CA1171812A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56145237A (en) | 1981-11-11 |
| CA1171812A (en) | 1984-07-31 |
| FR2480277B1 (OSRAM) | 1984-01-13 |
| DE3013817A1 (de) | 1981-10-15 |
| JPS5827253B2 (ja) | 1983-06-08 |
| DE3013817C2 (de) | 1983-01-27 |
| US4311563A (en) | 1982-01-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |