WO2000023406A1 - Processing of contaminated fatty alcohol mixtures - Google Patents
Processing of contaminated fatty alcohol mixtures Download PDFInfo
- Publication number
- WO2000023406A1 WO2000023406A1 PCT/EP1999/007657 EP9907657W WO0023406A1 WO 2000023406 A1 WO2000023406 A1 WO 2000023406A1 EP 9907657 W EP9907657 W EP 9907657W WO 0023406 A1 WO0023406 A1 WO 0023406A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fatty alcohol
- alcohol
- fatty
- alcohol mixtures
- contaminated
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/94—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/02—Acyclic radicals, not substituted by cyclic structures
- C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
Definitions
- the invention relates to a process for working up contaminated fatty alcohol mixtures, in which
- the invention relates to a process for working up contaminated fatty alcohol mixtures, in which
- Fatty alcohols which serve as a further feed component, are to be understood as primary aliphatic alcohols of the formula (I)
- R 1 represents an aliphatic, linear or branched hydrocarbon radical having 6 to 22 carbon atoms and 0 and / or 1, 2 or 3 double bonds.
- Typical examples are capronic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolenyl alcohol, linolyl alcohol, linoleyl alcohol, linoleyl alcohol Technical mixtures which are obtained, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehydes from Roelen's oxosynthesis and as a monomer fraction in the dimerization of unsaturated fatty alcohols.
- acids are used in amounts of 0.1 to 10, preferably 0.5 to 5 and in particular 1% by weight, based on the fatty alcohol.
- Organic acids such as, for example, sulfosuccinic acid or alkylbenzenesulfonic acids are preferably used, the alkyl radical representing 1 to 14, preferably 1 or 12, carbon atoms.
- the use of dodecylbenzenesulfonic acid or p-toluenesulfonic acid is preferred.
- the acid treatment is usually carried out with stirring at pressures from 1 to 200, preferably 20 to 30 mbar and at temperatures from 50 to 120, preferably around 105 ° C.
- the reaction time is usually 30 minutes to 2 hours.
- Existing or formed water is distilled off under the conditions mentioned above.
- the purified fatty alcohol is generally distilled from the residue at a pressure of 1 to 50 mbar, preferably 10 mbar and in a temperature range of 50 to 250, preferably 150 ° C. A residue of 1 to 10% remains in the bladder.
- Glucose was acetalized with technical C. 4 4 coconut fatty alcohol in a molar ratio of 1: 4 and with the addition of 1% by weight of dodecylbenzenesulfonic acid at 112 ° C. and 20 mbar to the alkyl oligoglycocoside.
- the water of condensation was continuously removed from the equilibrium.
- the reaction was complete and the excess fatty alcohol was separated from the reaction product in a combination of a falling film and a thin film evaporator. The fatty alcohol was worked up separately.
- the alcohol separated from the acetalization was, as described in EP 0387912 B1, washed with an aqueous solution of 42% by weight NaOH and 12% by weight sodium borohydride, distilled and then returned to the reaction mixture. When returned to the acetalization, the reaction time increased from 6.5 to 7.5 hours.
- the fatty alcohol separated from the reaction mixture was mixed with 1% by weight of dodecylbenzenesulfonic acid and stirred at 105 ° C. and 30 mbar for 1 hour. The pressure was then reduced to 1 mbar and the temperature increased to 150 ° C., so that the fatty alcohol distilled over into the receiver. A 5% residue remained in the bladder. When returned to the acetalization, the reaction time was reduced from 6.5 to 5.1 hours.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020017004882A KR20010080232A (en) | 1998-10-21 | 1999-10-12 | Processing of contaminated fatty alcohol mixtures |
AU10358/00A AU1035800A (en) | 1998-10-21 | 1999-10-12 | Processing of contaminated fatty alcohol mixtures |
EP99953786A EP1123263A1 (en) | 1998-10-21 | 1999-10-12 | Processing of contaminated fatty alcohol mixtures |
JP2000577135A JP2002527495A (en) | 1998-10-21 | 1999-10-12 | Treatment of contaminated fatty alcohol mixtures |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19848548A DE19848548C2 (en) | 1998-10-21 | 1998-10-21 | Process for processing contaminated fatty alcohol mixtures |
DE19848548.4 | 1998-10-21 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2000023406A1 true WO2000023406A1 (en) | 2000-04-27 |
Family
ID=7885205
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1999/007657 WO2000023406A1 (en) | 1998-10-21 | 1999-10-12 | Processing of contaminated fatty alcohol mixtures |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1123263A1 (en) |
JP (1) | JP2002527495A (en) |
KR (1) | KR20010080232A (en) |
CN (1) | CN1324339A (en) |
AU (1) | AU1035800A (en) |
DE (1) | DE19848548C2 (en) |
WO (1) | WO2000023406A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11366392B2 (en) | 2018-01-25 | 2022-06-21 | Merck Patent Gmbh | Photoresist remover compositions |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2904406C (en) * | 2013-03-07 | 2021-03-02 | REG Life Sciences, LLC | Downstream processing of fatty alcohol compositions produced by recombinant host cells |
CN111690021B (en) * | 2020-06-24 | 2023-03-14 | 江苏万淇生物科技股份有限公司 | Method for removing fatty alcohol in alkyl glycoside |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3010510A1 (en) * | 1979-03-23 | 1980-10-02 | Basf Wyandotte Corp | Purifying diol by treatment with sulphonic acid - for prodn. of polyester poly:ol(s) etc. of better colour |
EP0387912A2 (en) * | 1989-03-17 | 1990-09-19 | Kao Corporation | Process for the production of alkyl glycoside |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1113449B (en) * | 1958-05-13 | 1961-09-07 | Union Carbide Corp | Process for the purification of synthetically produced alcohols |
-
1998
- 1998-10-21 DE DE19848548A patent/DE19848548C2/en not_active Expired - Lifetime
-
1999
- 1999-10-12 EP EP99953786A patent/EP1123263A1/en not_active Withdrawn
- 1999-10-12 AU AU10358/00A patent/AU1035800A/en not_active Abandoned
- 1999-10-12 CN CN99812424A patent/CN1324339A/en active Pending
- 1999-10-12 JP JP2000577135A patent/JP2002527495A/en active Pending
- 1999-10-12 KR KR1020017004882A patent/KR20010080232A/en not_active Application Discontinuation
- 1999-10-12 WO PCT/EP1999/007657 patent/WO2000023406A1/en not_active Application Discontinuation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3010510A1 (en) * | 1979-03-23 | 1980-10-02 | Basf Wyandotte Corp | Purifying diol by treatment with sulphonic acid - for prodn. of polyester poly:ol(s) etc. of better colour |
EP0387912A2 (en) * | 1989-03-17 | 1990-09-19 | Kao Corporation | Process for the production of alkyl glycoside |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11366392B2 (en) | 2018-01-25 | 2022-06-21 | Merck Patent Gmbh | Photoresist remover compositions |
Also Published As
Publication number | Publication date |
---|---|
DE19848548A1 (en) | 2000-04-27 |
AU1035800A (en) | 2000-05-08 |
CN1324339A (en) | 2001-11-28 |
KR20010080232A (en) | 2001-08-22 |
DE19848548C2 (en) | 2001-06-13 |
JP2002527495A (en) | 2002-08-27 |
EP1123263A1 (en) | 2001-08-16 |
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