SU1318153A3 - Способ получени @ -метилтиопропионового альдегида - Google Patents
Способ получени @ -метилтиопропионового альдегида Download PDFInfo
- Publication number
- SU1318153A3 SU1318153A3 SU802948390A SU2948390A SU1318153A3 SU 1318153 A3 SU1318153 A3 SU 1318153A3 SU 802948390 A SU802948390 A SU 802948390A SU 2948390 A SU2948390 A SU 2948390A SU 1318153 A3 SU1318153 A3 SU 1318153A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- stage
- acrolein
- water
- aldehyde
- gas stream
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 title 1
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- 238000010521 absorption reaction Methods 0.000 claims description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 7
- 150000001299 aldehydes Chemical class 0.000 claims description 7
- 238000001704 evaporation Methods 0.000 claims description 6
- 230000008020 evaporation Effects 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 3
- 230000003647 oxidation Effects 0.000 claims description 3
- 238000007254 oxidation reaction Methods 0.000 claims description 3
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 230000003993 interaction Effects 0.000 claims 1
- 150000007530 organic bases Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 15
- 239000007789 gas Substances 0.000 description 11
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 239000003990 capacitor Substances 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 2
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- QYYAEQQRMTZUPJ-UHFFFAOYSA-N butanethial Chemical compound CCCC=S QYYAEQQRMTZUPJ-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- LMBMDLOSPKIWAP-UHFFFAOYSA-N embutramide Chemical compound OCCCC(=O)NCC(CC)(CC)C1=CC=CC(OC)=C1 LMBMDLOSPKIWAP-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000003786 synthesis reaction 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
- C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
- C07C45/35—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
-
- 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
- C07C45/783—Separation; Purification; Stabilisation; Use of additives by gas-liquid treatment, e.g. by gas-liquid absorption
-
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7917827A FR2460925A1 (fr) | 1979-07-10 | 1979-07-10 | Procede de preparation directe d'aldehyde beta-methylthiopropionique |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1318153A3 true SU1318153A3 (ru) | 1987-06-15 |
Family
ID=9227700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU802948390A SU1318153A3 (ru) | 1979-07-10 | 1980-07-09 | Способ получени @ -метилтиопропионового альдегида |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4319047A (enExample) |
| EP (1) | EP0022697B1 (enExample) |
| JP (1) | JPS5653648A (enExample) |
| BR (1) | BR8004260A (enExample) |
| CA (1) | CA1138896A (enExample) |
| DE (1) | DE3060131D1 (enExample) |
| ES (1) | ES493224A0 (enExample) |
| FR (1) | FR2460925A1 (enExample) |
| SU (1) | SU1318153A3 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2149159C1 (ru) * | 1994-07-11 | 2000-05-20 | Новус Интернэшнл, Инк. | Способ непрерывного получения 3-(метилтио)-пропаналя (варианты) |
| RU2172734C2 (ru) * | 1995-06-22 | 2001-08-27 | Новус Интернэшнл, Инк. | Способ получения 3-(метилтио)пропаналя |
| RU2315744C2 (ru) * | 2002-02-12 | 2008-01-27 | Адиссео Айрлэнд Лтд. | Способ очистки акролеина |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3010429A1 (de) * | 1980-03-19 | 1981-09-24 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von synthesekautschuklatices, deren verwedung als haftklebstoffrohstoff bei der herstellung von haftklebemassen sowie haftklebemassen |
| US4777289A (en) * | 1986-05-08 | 1988-10-11 | Monsanto Company | Process for the preparation of alkylthioalkanoate salts |
| US4944853A (en) * | 1989-09-11 | 1990-07-31 | Pennwalt Corporation | Photochemical preparation of 3-(organothio) aldehydes |
| DE4038471A1 (de) * | 1990-12-03 | 1992-06-04 | Degussa | Verfahren zur dotierung waessriger loesungen mit acrolein in biozid wirksamer konzentration |
| US5352837A (en) * | 1993-06-08 | 1994-10-04 | Novus International, Inc. | Process for the preparation of 3-(methylthio)propanal |
| US5925794A (en) * | 1993-06-08 | 1999-07-20 | Novus International, Inc. | Process for the preparation of 3-(methylthio)propanal |
| US5637766A (en) * | 1993-06-08 | 1997-06-10 | Novus International, Inc. | Process for the preparation of 3-(methylthio) propanal |
| US5663409A (en) * | 1995-06-07 | 1997-09-02 | Novus International, Inc. | Process for the preparation of 3-(methylthio) propanal and 2-hydroxy-4-(methylthio) butanenitrile |
| US5825369A (en) * | 1996-01-16 | 1998-10-20 | International Business Machines Corporation | Compression of simple geometric models using spanning trees |
| ATE240924T1 (de) * | 1996-04-01 | 2003-06-15 | Union Carbide Chem Plastic | Verfahren zur herstellung von methylmercatopropanal |
| DE102004038053A1 (de) * | 2004-08-05 | 2006-04-27 | Degussa Ag | Verfahren zur Herstellung von 3-(Methylthio)propanal |
| DE102010064250A1 (de) | 2010-12-28 | 2012-06-28 | Evonik Degussa Gmbh | Verfahren zur Herstellung von Methylmercaptopropionaldehyd |
| CN104045590B (zh) * | 2012-04-28 | 2016-06-29 | 宁夏紫光天化蛋氨酸有限责任公司 | 甲硫醇和丙烯醛合成的粗甲硫基代丙醛的处理系统 |
| EP2679579A1 (de) * | 2012-06-27 | 2014-01-01 | Evonik Industries AG | Integriertes Verfahren zur Herstellung von Acrolein und 3-Methylmercaptopropionaldehyd |
| US20230278951A1 (en) * | 2020-07-08 | 2023-09-07 | Evonik Operations Gmbh | Process for preparing 3-methylthiopropionaldehyde |
| WO2025052079A1 (fr) | 2023-09-08 | 2025-03-13 | Adisseo France S.A.S. | Procede pour la synthese de methionine et analogues |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2626282A (en) * | 1949-10-05 | 1953-01-20 | Standard Oil Dev Co | Vapor phase production of betamethylmercaptopropionaldehyde |
| FR1520328A (fr) * | 1966-04-25 | 1968-04-05 | Sumitomo Chemical Co | Procédé de fabrication du beta-méthylmercaptopropionaldéhyde en deux étapes |
| FR1526355A (fr) * | 1966-04-30 | 1968-05-24 | Sumitomo Chemical Co | Procédé de fabrication du beta-méthylmercaptopropionaldéhyde |
| ES357862A1 (es) * | 1967-10-13 | 1970-04-01 | Glanzstoff Ag | Procedimiento para la fabricacion de beta metilmecaptopro- pionaldehido. |
| FR2314917A1 (fr) * | 1975-06-20 | 1977-01-14 | Rhone Poulenc Ind | Procede de fabrication de l'aldehyde beta-methylthiopropionique |
-
1979
- 1979-07-10 FR FR7917827A patent/FR2460925A1/fr active Granted
-
1980
- 1980-06-25 DE DE8080400951T patent/DE3060131D1/de not_active Expired
- 1980-06-25 EP EP80400951A patent/EP0022697B1/fr not_active Expired
- 1980-07-02 US US06/164,539 patent/US4319047A/en not_active Expired - Lifetime
- 1980-07-09 ES ES493224A patent/ES493224A0/es active Granted
- 1980-07-09 SU SU802948390A patent/SU1318153A3/ru active
- 1980-07-09 BR BR8004260A patent/BR8004260A/pt not_active IP Right Cessation
- 1980-07-09 CA CA000355801A patent/CA1138896A/fr not_active Expired
- 1980-07-10 JP JP9333680A patent/JPS5653648A/ja active Granted
Non-Patent Citations (1)
| Title |
|---|
| За вка Голландии № 6809647, кл. С 07 С 149/14, опублик. 1970. Патент СССР № 691086, кл. С д7 С 149/14, 1976. * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2149159C1 (ru) * | 1994-07-11 | 2000-05-20 | Новус Интернэшнл, Инк. | Способ непрерывного получения 3-(метилтио)-пропаналя (варианты) |
| RU2172734C2 (ru) * | 1995-06-22 | 2001-08-27 | Новус Интернэшнл, Инк. | Способ получения 3-(метилтио)пропаналя |
| RU2315744C2 (ru) * | 2002-02-12 | 2008-01-27 | Адиссео Айрлэнд Лтд. | Способ очистки акролеина |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2460925B1 (enExample) | 1981-08-14 |
| ES8104216A1 (es) | 1981-04-16 |
| DE3060131D1 (en) | 1982-02-18 |
| ES493224A0 (es) | 1981-04-16 |
| BR8004260A (pt) | 1981-01-27 |
| FR2460925A1 (fr) | 1981-01-30 |
| JPS5653648A (en) | 1981-05-13 |
| US4319047A (en) | 1982-03-09 |
| EP0022697B1 (fr) | 1981-12-30 |
| CA1138896A (fr) | 1983-01-04 |
| EP0022697A1 (fr) | 1981-01-21 |
| JPS578098B2 (enExample) | 1982-02-15 |
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