DE2526748C3 - Verfahren zur Reindarstellung von Alkoxyacetonen - Google Patents
Verfahren zur Reindarstellung von AlkoxyacetonenInfo
- Publication number
- DE2526748C3 DE2526748C3 DE19752526748 DE2526748A DE2526748C3 DE 2526748 C3 DE2526748 C3 DE 2526748C3 DE 19752526748 DE19752526748 DE 19752526748 DE 2526748 A DE2526748 A DE 2526748A DE 2526748 C3 DE2526748 C3 DE 2526748C3
- Authority
- DE
- Germany
- Prior art keywords
- extraction
- alkoxyacetones
- glycol
- methoxyacetone
- iii
- 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.)
- Expired
Links
- 238000000034 method Methods 0.000 title claims description 22
- 238000002360 preparation method Methods 0.000 title claims description 5
- 238000004821 distillation Methods 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 23
- 239000000203 mixture Substances 0.000 description 17
- 238000000605 extraction Methods 0.000 description 14
- CUZLJOLBIRPEFB-UHFFFAOYSA-N 1-methoxypropan-2-one Chemical group COCC(C)=O CUZLJOLBIRPEFB-UHFFFAOYSA-N 0.000 description 11
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- LHENQXAPVKABON-UHFFFAOYSA-N 1-methoxypropan-1-ol Chemical compound CCC(O)OC LHENQXAPVKABON-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 238000006356 dehydrogenation reaction Methods 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CXKAZTSHVRMSRT-UHFFFAOYSA-N 1-ethoxypropan-2-one Chemical compound CCOCC(C)=O CXKAZTSHVRMSRT-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 208000005156 Dehydration Diseases 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical class CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000010327 methods by industry Methods 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 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
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/34—Separation; Purification; Stabilisation; Use of additives
- C07C41/40—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation
- C07C41/42—Separation; Purification; Stabilisation; Use of additives by change of physical state, e.g. by crystallisation by distillation
-
- 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
- C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
-
- 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
- C07C45/83—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation by extractive distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752526748 DE2526748C3 (de) | 1975-06-14 | 1975-06-14 | Verfahren zur Reindarstellung von Alkoxyacetonen |
| CH727676A CH599084A5 (enExample) | 1975-06-14 | 1976-06-09 | |
| GB2426376A GB1541105A (en) | 1975-06-14 | 1976-06-11 | Isolation of alkoxyacetones |
| FR7617688A FR2314169A1 (fr) | 1975-06-14 | 1976-06-11 | Procede perfectionne pour isoler des alcoxyacetones de melanges contenant egalement des alcoxypropanols |
| JP6884976A JPS52216A (en) | 1975-06-14 | 1976-06-14 | Method of producing alkoky acetone in pure form |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19752526748 DE2526748C3 (de) | 1975-06-14 | 1975-06-14 | Verfahren zur Reindarstellung von Alkoxyacetonen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2526748A1 DE2526748A1 (de) | 1976-12-30 |
| DE2526748B2 DE2526748B2 (de) | 1980-04-30 |
| DE2526748C3 true DE2526748C3 (de) | 1981-02-26 |
Family
ID=5949178
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19752526748 Expired DE2526748C3 (de) | 1975-06-14 | 1975-06-14 | Verfahren zur Reindarstellung von Alkoxyacetonen |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS52216A (enExample) |
| CH (1) | CH599084A5 (enExample) |
| DE (1) | DE2526748C3 (enExample) |
| FR (1) | FR2314169A1 (enExample) |
| GB (1) | GB1541105A (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4153516A (en) * | 1977-08-05 | 1979-05-08 | Union Carbide Corporation | Process for separating alkoxyketone compounds from the corresponding 1-alkoxy-2-alkanol compound |
| US4229262A (en) * | 1977-08-05 | 1980-10-21 | Union Carbide Corporation | Process for separating alkoxyketone compounds from the corresponding 1-alkoxy-2-alkanol compound |
| US4431493A (en) * | 1982-09-27 | 1984-02-14 | The Dow Chemical Company | Electrochemical preparation of ether ketones from (poly)propylene glycol monoethers |
| US4879119A (en) * | 1984-02-21 | 1989-11-07 | Yamanouchi Pharmaceutical Co., Ltd. | Patch |
| US5407977A (en) * | 1993-04-20 | 1995-04-18 | The Dow Chemical Company | Solvent system |
| GB9315526D0 (en) * | 1993-07-27 | 1993-09-08 | Dow Deutschland Inc | Solvent system |
-
1975
- 1975-06-14 DE DE19752526748 patent/DE2526748C3/de not_active Expired
-
1976
- 1976-06-09 CH CH727676A patent/CH599084A5/xx not_active IP Right Cessation
- 1976-06-11 FR FR7617688A patent/FR2314169A1/fr active Granted
- 1976-06-11 GB GB2426376A patent/GB1541105A/en not_active Expired
- 1976-06-14 JP JP6884976A patent/JPS52216A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CH599084A5 (enExample) | 1978-05-12 |
| DE2526748A1 (de) | 1976-12-30 |
| FR2314169A1 (fr) | 1977-01-07 |
| FR2314169B1 (enExample) | 1979-06-22 |
| JPS52216A (en) | 1977-01-05 |
| DE2526748B2 (de) | 1980-04-30 |
| GB1541105A (en) | 1979-02-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| 8330 | Complete disclaimer |