KR910002755A - 알파-히드록시 케톤의 합성법 - Google Patents
알파-히드록시 케톤의 합성법 Download PDFInfo
- Publication number
- KR910002755A KR910002755A KR1019900011403A KR900011403A KR910002755A KR 910002755 A KR910002755 A KR 910002755A KR 1019900011403 A KR1019900011403 A KR 1019900011403A KR 900011403 A KR900011403 A KR 900011403A KR 910002755 A KR910002755 A KR 910002755A
- Authority
- KR
- South Korea
- Prior art keywords
- reaction
- catalyst
- process according
- anion
- base
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims 15
- 239000003054 catalyst Substances 0.000 claims 12
- 238000006243 chemical reaction Methods 0.000 claims 9
- 150000001450 anions Chemical class 0.000 claims 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims 6
- 150000001299 aldehydes Chemical class 0.000 claims 5
- 239000002585 base Substances 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 4
- 238000006482 condensation reaction Methods 0.000 claims 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 2
- 238000009833 condensation Methods 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000000502 dialysis Methods 0.000 claims 1
- 229940120503 dihydroxyacetone Drugs 0.000 claims 1
- 239000003480 eluent Substances 0.000 claims 1
- 239000012458 free base Substances 0.000 claims 1
- -1 halide salts Chemical class 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 230000000977 initiatory effect Effects 0.000 claims 1
- 239000003456 ion exchange resin Substances 0.000 claims 1
- 229920003303 ion-exchange polymer Polymers 0.000 claims 1
- 238000000622 liquid--liquid extraction Methods 0.000 claims 1
- 239000012528 membrane Substances 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 238000000638 solvent extraction Methods 0.000 claims 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
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O 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
-
- 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
- C07C45/786—Separation; Purification; Stabilisation; Use of additives by membrane separation process, e.g. pervaporation, perstraction, reverse osmosis
-
- 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
- C07C45/79—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Water Supply & Treatment (AREA)
- Crystallography & Structural Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (16)
- (a)활성촉매 이외의 염기와(b) 음이온 X의 실질적 부재하에 반응을 수행함을 특징으로 하는, 티아졸륨 염으로 부터 HX (X는 음이온을 표시함)를 제거하여 형성된 활성측 합촉매와 하나 이상의 알데히드를 포함하는 액체반응게내에서 알데히드를 알파-히드록시 케톤으로 축합하는 방법.
- 제1항에 있어서, 반응 개시 전에 반응계에 염기 또는 음이온 X가 실질적으로 없게 만드는 방법.
- 제1항 또는 2항에 있어서, 활성 촉매원으로서 티아졸륨 할라이드를 사용하는 방법.
- 제1항 또는 3항 중 어느 한 항에 있어서, 바람직하지 않은 염기 또는 음이온 x를 흡착할 수 있는 염기성 이온교환수지에 티아졸륨 염의 용액을 용출시키고 용출액을 반응계에 사용하는 것에 의해 활성 촉매에 바람직하지 않은 염기 및/또는 음이온 x가 실질적으로 없게 만드는 방법.
- 제1항 또는 3항 중 어느 한 항에 있어서, 활성 촉매원인 촉매계를 알코올 성분이 물과 비혼화성이거나 단지 부분적으로만 혼화되는 수성 알코올 혼합물로 추출하고, 얻어진 혼합물을 수층과 알코올층으로 분리시키고 알코올층으로부터 염기 및 음이온 x가 없는 촉매를 회수하는 것에 의해, 촉매에 염기 및 음이온 x가 실직적으로 없게 만드는 방법.
- 제1항 또는 5항 중 어느 한 항에 있어서, 실질적으로 건조 상태하에 축합 반응을 수행하는 반응.
- 제6항에 있어서, 상단에서 물이 연속적으로 제거되면서 증류기의 바닥에서 반응이 일어나는 증류기내에서 반응을 수행하는 방법.
- 제7항에 있어서, 공비제를 사용하여 물의 제거를 돕는 방법.
- 제1항 내지 8항 중 어느 한 항에 있어서, 최초 반응 혼합물 내의 알데히드 대 축합촉매의 상대몰비가 3 : 1~10000 : 1인 방법.
- 제1항 내지 9항 중 어느 한 항에 있어서, 알데히드 반응물이 포름알데히드인 방법.
- 제1항 내지 10항중 어느 한 항에 있어서, 활성촉매원이 지방족, 방향족 및 헤테로고리족 티아졸룸 할라이드염으로부터 선택되는 방법.
- 제1항 내지 11항 중 어느 한 항에 있어서, 반응계 내의 액체 매질이(시클로) 지방족 알코올인 방법.
- 제12항에 있어서, (시클로)지방족 알코올이 계 내에서 반응물 알데히드 및/또는 축합촉매를 용해시킬 수 있으나 물과 비혼하성이거나 단지 부분적으로만 혼화되는 방법.
- 제1항 내지 13항중 어느 한 항에 있어서, 축합반응이 20~200℃온도에서 수행되는 방법.
- 제1항 내지 14항중 어느 한 항에 있어서, 침전법, 투석, 액-액추출 및 막분리의 방법 중 하나 이상에 의해 반응 혼합물로 부터 알파-히드록시 케톤을 회수하는 방법.
- 제1항 내지 15항중 어느 한 항에 있어서, 디히드록시 아세톤은 포름알데히드의 자기 축합 반응에 의해 생성되는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB898917092A GB8917092D0 (en) | 1989-07-26 | 1989-07-26 | Production of hydroxy ketones |
| GB8917092.2 | 1989-07-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR910002755A true KR910002755A (ko) | 1991-02-26 |
Family
ID=10660658
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019900011403A KR910002755A (ko) | 1989-07-26 | 1990-07-26 | 알파-히드록시 케톤의 합성법 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US5087761A (ko) |
| EP (1) | EP0410613A1 (ko) |
| JP (1) | JPH0358952A (ko) |
| KR (1) | KR910002755A (ko) |
| CN (1) | CN1049151A (ko) |
| AU (1) | AU5981890A (ko) |
| CA (1) | CA2021137A1 (ko) |
| GB (1) | GB8917092D0 (ko) |
| MY (1) | MY105713A (ko) |
| NO (1) | NO903303L (ko) |
| NZ (1) | NZ234627A (ko) |
| ZA (1) | ZA905379B (ko) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9019311D0 (en) * | 1990-09-04 | 1990-10-17 | Bp Chem Int Ltd | Synthesis of alpha-hydroxy ketones |
| DE4122669A1 (de) * | 1991-07-09 | 1993-01-14 | Basf Ag | Verfahren zur herstellung von dihydroxyaceton |
| DE4138792A1 (de) * | 1991-11-26 | 1993-05-27 | Basf Ag | Verfahren zur herstellung von 1,2-propylenglykol |
| DE4214808A1 (de) * | 1992-05-04 | 1993-11-11 | Basf Ag | Verfahren zur Herstellung von Dihydroxyaceton |
| SG71201A1 (en) * | 1998-04-20 | 2000-03-21 | Givaudan Roure Int | Hydroxa-methyl-hexanones |
| KR100512692B1 (ko) * | 2002-06-11 | 2005-09-07 | 주식회사 셀그린 | 수분자동공급용 파티션화분 |
| JP3883972B2 (ja) * | 2003-02-28 | 2007-02-21 | 独立行政法人科学技術振興機構 | ヒドロキシケトン化合物の製造方法 |
| EP3578622B1 (en) | 2016-07-01 | 2020-10-07 | Clariant International Ltd | Synergized acetals composition and method for scavenging sulfides and mercaptans |
| CN107400047A (zh) * | 2017-05-26 | 2017-11-28 | 苏州双湖化工技术有限公司 | 离子液体催化甲醛缩合反应制备二羟基丙酮的方法 |
| US20190194551A1 (en) * | 2017-12-22 | 2019-06-27 | Clariant International, Ltd. | Synergized acetals composition and method for scavenging sulfides and mercaptans |
| US11555140B2 (en) | 2017-12-22 | 2023-01-17 | Clariant International Ltd | Synergized hemiacetals composition and method for scavenging sulfides and mercaptans |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2639084C2 (de) * | 1976-08-31 | 1984-08-23 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Gemischen aus niedermolekularen Polyhydroxylverbindungen und ihre Verwendung zur Herstellung von Polyurethankunststoffen |
| DE2721186C2 (de) * | 1977-05-11 | 1986-04-24 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung eines Gemisches von niedermolekularen Polyhydroxylverbindungen |
| JPS59164745A (ja) * | 1983-03-09 | 1984-09-17 | Nippon Kasei Kk | １，３−ジヒドロキシアセトンの製造方法 |
| JPS59164746A (ja) * | 1983-03-09 | 1984-09-17 | Nippon Kasei Kk | １，３−ジヒドロキシアセトンの製造法 |
| JPS60184038A (ja) * | 1984-03-01 | 1985-09-19 | Nippon Kasei Kk | １−ヒドロキシ−２−オン類の製造方法 |
| GB8525402D0 (en) * | 1985-10-15 | 1985-11-20 | British Petroleum Co Plc | Acyloin condensation |
| GB8611422D0 (en) * | 1986-05-09 | 1986-06-18 | Ici Plc | Isolation process |
| GB8629494D0 (en) * | 1986-12-10 | 1987-01-21 | Bp Chem Int Ltd | Chemical process |
| GB8720491D0 (en) * | 1987-08-29 | 1987-10-07 | Bp Chem Int Ltd | Synthesis of glycerol |
| JPH0796515B2 (ja) * | 1987-09-29 | 1995-10-18 | 日本化成株式会社 | １，３−ジヒドロキシアセトンの製造法 |
-
1989
- 1989-07-26 GB GB898917092A patent/GB8917092D0/en active Pending
-
1990
- 1990-07-06 US US07/550,334 patent/US5087761A/en not_active Expired - Fee Related
- 1990-07-09 ZA ZA905379A patent/ZA905379B/xx unknown
- 1990-07-12 EP EP90307663A patent/EP0410613A1/en not_active Ceased
- 1990-07-13 CA CA002021137A patent/CA2021137A1/en not_active Abandoned
- 1990-07-17 JP JP2187319A patent/JPH0358952A/ja active Pending
- 1990-07-24 NZ NZ234627A patent/NZ234627A/xx unknown
- 1990-07-25 MY MYPI90001242A patent/MY105713A/en unknown
- 1990-07-25 NO NO90903303A patent/NO903303L/no unknown
- 1990-07-25 AU AU59818/90A patent/AU5981890A/en not_active Abandoned
- 1990-07-26 CN CN90104877A patent/CN1049151A/zh active Pending
- 1990-07-26 KR KR1019900011403A patent/KR910002755A/ko not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| NO903303L (no) | 1991-01-28 |
| JPH0358952A (ja) | 1991-03-14 |
| AU5981890A (en) | 1991-01-31 |
| ZA905379B (en) | 1992-03-25 |
| MY105713A (en) | 1994-11-30 |
| NO903303D0 (no) | 1990-07-25 |
| EP0410613A1 (en) | 1991-01-30 |
| CA2021137A1 (en) | 1991-01-27 |
| US5087761A (en) | 1992-02-11 |
| GB8917092D0 (en) | 1989-09-13 |
| NZ234627A (en) | 1991-08-27 |
| CN1049151A (zh) | 1991-02-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITN | Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid |