EP0426684A1 - Procede pour obtenir de l'alcool de lanoline a partir de lanoline par hydrogenation catalytique - Google Patents

Procede pour obtenir de l'alcool de lanoline a partir de lanoline par hydrogenation catalytique

Info

Publication number
EP0426684A1
EP0426684A1 EP19890905656 EP89905656A EP0426684A1 EP 0426684 A1 EP0426684 A1 EP 0426684A1 EP 19890905656 EP19890905656 EP 19890905656 EP 89905656 A EP89905656 A EP 89905656A EP 0426684 A1 EP0426684 A1 EP 0426684A1
Authority
EP
European Patent Office
Prior art keywords
catalyst
lanolin
hydrogen
weight
oxidic
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.)
Withdrawn
Application number
EP19890905656
Other languages
German (de)
English (en)
Inventor
Theo Dr. Fleckenstein
Joachim Dr. Pohl
Gerd Dr. Göbel
Franz-Joseph Dr. Carduck
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0426684A1 publication Critical patent/EP0426684A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B11/00—Recovery or refining of other fatty substances, e.g. lanolin or waxes
    • C11B11/005—Lanolin; Woolfat

Definitions

  • the invention relates to a process for the catalytic hydrogenation of lanolin to wool wax alcohol or lanolin alcohol.
  • Lanolin is understood here to mean anhydrous, purified lanolin of standard quality.
  • Lanolin or wool wax is the sheep's sebum secretion.
  • the wool wax is obtained from the raw wool by machine washing with soapy water in an emulsified form.
  • Rohlanolin is obtained from this emulsion. This Rohlanolin is a greasy, viscous, brown-yellow to brown-black, fat-like mass with a penetrating, goat-like smell.
  • Bleaching with hydrogen peroxide with the addition of phosphoric acid gives the so-called neutral wool wax from the raw alcohol.
  • Neutral wool wax is yellow to light brown in color and has a softened odor.
  • it be e.g. Treated with adsorbents such as bleaching earth or activated carbon you get Adeps lanae, which is a light yellow, almost odorless substance.
  • One refining process is to hydrogenate lanolin. It is catalytically hydrogenated in the bottom phase (suspension hydrogenation) at a pressure of 250 bar in five stages in a temperature range between 250 ° C and 310 ° C. Since lanolin still contains catalyst poisons despite the purification mentioned, it must be detoxified before hydrogenation. The prehydrogenation and the subsequent main hydrogenation then take place. Despite the detoxification, a large amount of catalyst, namely 3 to 5 kg of catalyst mass per 100 kg of lanolin is consumed. Another disadvantage of the known method is that side reactions with undesired reaction products occur due to the relatively high temperatures. These reaction products deteriorate the quality of the lanolin alcohol.
  • the invention has for its object to achieve a better quality of the end product with a lower catalyst consumption in a particularly continuous process for the catalytic hydrogenation of lanolin.
  • This object is achieved by reacting lanolin together with hydrogen at pressures from 20 bar to 300 bar, temperatures from 225 ° C. to 260 ° C. and with weight ratios of hydrogen: lanolin from 1: 1 to 10: 1 over catalysts which 30 to 40% by weight of copper, 23 to 30% by weight of chromium, 1 to 10% by weight of manganese, 1 to 10% by weight of silicon and 1 to 7% by weight of barium and, if desired, further transition metals contained in the form of their oxides and after calcining the components forming the catalyst with 1 to 10 wt .-%, based on the oxidic catalyst, at least one binder converted into lumpy and / or granular formations and activated with hydrogen or a mixture containing hydrogen are.
  • the ester number is reduced from about 100 to a maximum of 5 and the hydroxyl number is increased accordingly.
  • the brownish to dark colored starting material with an unpleasant smell turns colorless to slightly yellow with a fruity smell.
  • the fatty acids and hydroxy fatty acids are reduced to the corresponding fatty or wax alcohols and existing olefinic double bonds are saturated.
  • the reaction processes during the hydrogenation are still unknown in detail, because lanolin consists of a complicated ester mixture which has not yet been fully elucidated in its composition.
  • the process product can be used in dermatics and cosmetic preparations.
  • the catalyst based on the oxidic catalyst mass, contains 32 to 38% by weight of copper.
  • the catalyst preferably contains, based on the oxidic catalyst mass, 1.5 to 3% by weight of barium.
  • a process is also preferred in which the catalyst, based on the oxidic catalyst mass, 32 to 38% by weight copper, 26 to 29% by weight. % Chromium, 1.5 to 3% by weight barium and 0.5 to 2% by weight % Silicon and additionally 1 to 5, preferably 2 to 3 each % By weight, based on the oxidic catalyst mass, contains manganese.
  • the catalyst has a particle size in the range from 0.2 to 6 mm, preferably from 0.5 to H mm
  • a catalyst which has a specific
  • the catalyst has a pore volume in the range from 0.1 to 1.0 cm 3 / g.
  • reaction pressure is 230 to 270 bar. It is also advantageous if the lanolin flows with hydrogen through a trickle bed containing the catalyst.
  • the catalyst is charged with 0.1 to 21 lanolin per liter of catalyst and hour, in particular 0.25 to 0.5 h -1 .
  • the process is particularly effective when a granular form of the catalyst is used.
  • the granules do not clog the reactor, as is to be feared in similar processes.
  • the irregular shape of the granulate and the resulting increased surface area make the catalyst more effective.
  • the invention is not limited to catalysts in granulate form, since both lumpy and granular catalysts can be used.
  • the starting product is purified, anhydrous lanolin originating in Australia and with less than 1% acids.
  • the lanolin is free of oxidized fatty acids.
  • the sulfur content before hydrogenation was 40 ppm, the chlorine content 16 ppm.
  • the catalyst specified in DE-OS 36 24 812 in Example 2 was used.
  • the hydrogenation product had the following key figures:
  • the hydrogenation product had the following key figures:

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)

Abstract

Afin d'obtenir un produit final de meilleure qualité, on fait réagir la lanoline avec de l'hydrogène, à une pression comprise entre 20 et 300 bars, à une température comprise entre 225 et 260°C et avec des proportions en poids entre hydrogène et lanoline comprises entre 1 pour 1 et 1 pour 10, au moyen de catalyseurs, qui contiennent entre 30 et 40 pour cent en poids de cuivre, entre 23 et 30 pour cent en poids de chrome, entre 1 et 10 pour cent en poids de manganèse, entre 1 et 10 pour cent en poids de silicium et entre 1 et 7 pour cent en poids de barium, et, facultativement, d'autre métaux transitoires sous forme d'oxydes, et qui, après calcination de leurs constituants, ont été transformés en un aggloméré sous forme de granules ou de morceaux avec entre 1 et 10 pour cent en poids d'un liant, par rapport au catalyseur par oxydation, et activés avec de l'hydrogène ou avec un mélange contenant de l'hydrogène.
EP19890905656 1988-05-09 1989-05-02 Procede pour obtenir de l'alcool de lanoline a partir de lanoline par hydrogenation catalytique Withdrawn EP0426684A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3815755 1988-05-09
DE19883815755 DE3815755A1 (de) 1988-05-09 1988-05-09 Verfahren zum katalytischen hydrieren von lanolin

Publications (1)

Publication Number Publication Date
EP0426684A1 true EP0426684A1 (fr) 1991-05-15

Family

ID=6353957

Family Applications (2)

Application Number Title Priority Date Filing Date
EP19890905656 Withdrawn EP0426684A1 (fr) 1988-05-09 1989-05-02 Procede pour obtenir de l'alcool de lanoline a partir de lanoline par hydrogenation catalytique
EP89107908A Withdrawn EP0341547A1 (fr) 1988-05-09 1989-05-02 Procédé d'hydrogénation catalytique de lanoline en alcool de lanoline

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP89107908A Withdrawn EP0341547A1 (fr) 1988-05-09 1989-05-02 Procédé d'hydrogénation catalytique de lanoline en alcool de lanoline

Country Status (4)

Country Link
EP (2) EP0426684A1 (fr)
CN (1) CN1039439A (fr)
DE (1) DE3815755A1 (fr)
WO (1) WO1989010952A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2837917A1 (fr) 2013-08-14 2015-02-18 GEOPLAST Kunststofftechnik Ges.m.b.H. Procédé et dispositif destinés à surveiller le transport de matériau chaud solide pouvant s'écouler, comme des copeaux de bois ou des granulés

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0217366D0 (en) * 2002-07-26 2002-09-04 Croda Int Plc Compositions
CN100438976C (zh) * 2005-12-07 2008-12-03 南化集团研究院 用于糠醛气相加氢制糠醇的催化剂及其制备方法
CN100398633C (zh) * 2006-05-19 2008-07-02 浙江大学 近临界水介质中羊毛脂无催化水解制备羊毛脂酸和羊毛脂醇的方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD50734A (fr) *
DE1018175B (de) * 1954-08-02 1957-10-24 Esperis S A Verfahren zum Veredeln von Lanolin
JPS60126211A (ja) * 1983-12-09 1985-07-05 Pola Chem Ind Inc 化粧料
DE3624812A1 (de) * 1986-07-23 1988-01-28 Henkel Kgaa Verfahren zur direkthydrierung von triglyceriden
EP0254189B1 (fr) * 1986-07-23 1992-03-04 Henkel Kommanditgesellschaft auf Aktien Procédé d'hydrogénation directe d'huiles glycériques

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8910952A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2837917A1 (fr) 2013-08-14 2015-02-18 GEOPLAST Kunststofftechnik Ges.m.b.H. Procédé et dispositif destinés à surveiller le transport de matériau chaud solide pouvant s'écouler, comme des copeaux de bois ou des granulés

Also Published As

Publication number Publication date
DE3815755A1 (de) 1989-11-23
WO1989010952A1 (fr) 1989-11-16
EP0341547A1 (fr) 1989-11-15
CN1039439A (zh) 1990-02-07

Similar Documents

Publication Publication Date Title
EP0262389B1 (fr) Procédé de production d'huiles blanches médicales et de paraffines médicales
CH639053A5 (de) Verfahren zur herstellung von cis-isomeren von alkylcyclohexanolen.
DE10311075A1 (de) Verfahren zur Erzeugung eines Esters
EP0721928A2 (fr) Procédé pour la préparation des alpha, oméga-dioles
EP0771345B1 (fr) Produits gras insatures a comportement ameliore au froid
DE19750800C2 (de) Verfahren zur Herstellung ungesättigter Palmfettalkohole
DE2431242B2 (de) 2,7,10,15,18,23-Hexamethyltetracosan und Verfahren zu seiner Herstellung
DE3425758A1 (de) Verfahren zur herstellung von alkoholen
DE2613226B2 (de) Verfahren zur kontinuierlichen Herstellung von Fettalkoholen
DE2923949C2 (de) Verfahren zur Herstellung von 1,4-Butandiol durch katalytische Hydrierung von 1,4-Butindiol
DE2314813C3 (de) Kontinuierliches Verfahren zur Herstellung von dJ-Menthol
EP0426684A1 (fr) Procede pour obtenir de l'alcool de lanoline a partir de lanoline par hydrogenation catalytique
DE4217839B4 (de) Verfahren zur Herstellung von entschwefelten Fetten und Ölen oder Fettsäureestern und Verfahren zur Herstellung von Alkoholen unter Verwendung der entschwefelten Fette und Öle oder Fettsäureester
DE2553959A1 (de) Katalytisches verfahren zur herstellung von butan-1,4-diol aus 2-buten- 1,4-dicarbonsaeure
EP0044413B1 (fr) 3,6-Diméthyl-oct-1-in-3-oles et -oct-1-en-3-oles et leurs dérivés, leur application comme parfum et procédé pour la préparation du 3,6-Diméthyl-octan-3-ol
DE19754788A1 (de) Verfahren zur Herstellung von aliphatischen alpha,omega-Diolen
DE1816931A1 (de) Verfahren zur Reinigung technischer Monochloressigsaeure
DE3708430A1 (de) Verfahren zur direkthydrierung von butterfett
DE2360379C2 (de) Zweistufiges Verfahren zur Herstellung medizinischer Öle mittels katalytisch hydrierender Behandlung
DE3108867C2 (de) Duftstoffzusammensetzung und Verfahren zu ihrer Herstellung
DE932426C (de) Verfahren zur Herstellung von hoehermolekularen Carbonsaeuren von wachsartiger Beschaffenheit oder deren Gemischen mit Paraffin-Kohlenwasserstoffen
DE19750801C2 (de) Verfahren zur Herstellung ungesättigter Kokos- und/oder Palmkernfettalkohole
DE840695C (de) Verfahren zur Herstellung von 1, 1, 3-Trimethylcyclohexanon-5
AT156499B (de) Verfahren zur Herstellung eines Gemisches höherer Carbonsäuren durch Oxydation von Kohlenwasserstoffen.
DE68924154T2 (de) Verfahren zur reinigung von lanolinen.

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19901031

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): BE DE FR

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 19921202