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WO2003006146A1 - Preparations aqueuses - Google Patents

Preparations aqueuses Download PDF

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Publication number
WO2003006146A1
WO2003006146A1 PCT/EP2002/007412 EP0207412W WO03006146A1 WO 2003006146 A1 WO2003006146 A1 WO 2003006146A1 EP 0207412 W EP0207412 W EP 0207412W WO 03006146 A1 WO03006146 A1 WO 03006146A1
Authority
WO
WIPO (PCT)
Prior art keywords
aqueous
nonionic surfactants
preparations
weight
contain
Prior art date
Application number
PCT/EP2002/007412
Other languages
German (de)
English (en)
Inventor
Hans-Christian Raths
Christian De Haut
Jean-Pierre Molitor
Original Assignee
Cognis France S.A.
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 Cognis France S.A. filed Critical Cognis France S.A.
Priority to EP02764626A priority Critical patent/EP1406722A1/fr
Publication of WO2003006146A1 publication Critical patent/WO2003006146A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9728—Fungi, e.g. yeasts
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017—Mixtures of compounds
    • C09K23/018—Mixtures of two or more different organic oxygen-containing compounds

Definitions

  • the invention is in the field of biotechnology and relates to aqueous preparations containing biotechnologically produced surfactants and nonionic surfactants, a process for their preparation, the special use of the nonionic surfactants as extractants and the mixtures for the production of agrochemical or cosmetic preparations.
  • Fermentation can convert biomass, such as fats and oils, carbohydrates, hydrocarbons and the like, into surface-active substances, which are collectively referred to as "biosurfactants".
  • biosurfactants surface-active substances
  • the object of the present invention was therefore to provide an improved extraction process for working up biosurfactants from fermenter broths, in the course of which mixtures of the biosurfactants with the extraction agents are obtained which are commercially available, in particular in the field of agrochemistry or without further separation steps Cosmetics can be used.
  • the process should be characterized by the fact that it runs quickly and at low temperatures and thereby ensures a quantitative separation of the biosurfactants.
  • the invention relates to aqueous preparations containing
  • surface-active fermentation broths can be extracted quickly and quantitatively using nonionic surfactants if the extraction is carried out at the cloud point of the nonionic surfactants.
  • the resulting mixtures can be used directly commercially without further separation or workup and can be used, for example, as emulsifiers in agrochemicals or cosmetics.
  • biosurfactants are surface-active fermentation products.
  • the conversion of biomass into biosurfactants by fermentation can be carried out with the help of a large number of very different microorganisms.
  • Candida antarctica for example, is important for the production of mannosyl erytritol lipids (MEL).
  • MEL mannosyl erytritol lipids
  • the biosurfactants are rhamnolipids which are obtained by fermentation of carbohydrates with fats or oils and follow the general formula (I).
  • Nonionic surfactants are characterized by an inverse solubility behavior, i.e. they dissolve better in the cold than in the warmth. This effect is due to the fact that nonionic surfactants generally contain polyalkylene glycol ether chains, the ether oxides of which are hydrated in an aqueous environment via hydrogen bonds, which gives the molecule a high polarity and therefore good solubility. As the temperature rises, the hydrogen bonds are released, reducing the polarity and solubility and eliminating the nonionic surfactant from the aqueous phase. The temperature at which this excretion begins is typical of every nonionic surfactant and is referred to as the cloud point. Two micellar phases form below this temperature: a surfactant-rich and a surfactant-poor.
  • nonionic surfactants which have a cloud point in the range from 20 to 80 and in particular 25 to 50 ° C., with species having a particularly low cloud point, in particular in the range of room temperature, being of course particularly preferred because which allow the mixtures to be produced under very mild conditions.
  • the nonionic surfactants are fatty alcohol polyglycol ethers, which in particular follow the formula (II)
  • R 1 represents a linear or branched alkyl and / or alkenyl radical
  • R 2 represents hydrogen or methyl
  • n represents numbers from 1 to 30.
  • Typical examples are the addition products of an average of 1 to 5, preferably 2 to 3, moles of propylene glycol and / or 1 to 30, preferably 5 to 15, moles of ethylene oxide with fatty alcohols with 6 to 22 and in particular 12 to 18 carbon atoms, such as, for example, capron alcohol, caprylic alcohol, capric alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, cerium alcohol, oleyl alcohol, elaidyl alcohol, gadoleyl alcohol, arachyl alcohol, and technical beucyl alcohol, behenyl alcohol.
  • the nonionic surfactants can be prepared in a manner known per se on an industrial scale, that is to say by base-catalyzed addition of alkylene oxides to the corresponding fatty alcohols, resulting in substances with a conventionally broad homolog distribution.
  • fatty alcohol polyglycol ethers with a narrow homolog distribution are preferably used, since these are generally distinguished by particularly low cloud points.
  • the preparations can additionally contain electrolyte salts. These are preferably alkali or alkaline earth chlorides or sulfates.
  • the preparations according to the invention typically contain - based on the non-aqueous content -
  • the non-aqueous content of the preparations can be 10 to 50, preferably 20 to 30,% by weight.
  • the invention further relates to a process for the preparation of mixtures of surface-active fermentation products and nonionic surfactants, in which an aqueous solution of surface-active fermentation products with nonionic surfactants is extracted at their cloud point and the resulting lighter surfactant-containing phase is separated from the heavier aqueous phase.
  • the surface-active fermentation products are preferably directly fermenter broths. It has proven to be advantageous to add small amounts of electrolyte salts to the systems, since these support the phase separation and at the same time reduce the cloud point of the nonionic surfactants.
  • the subsequent separation can take place, for example, in a separator or by centrifugation, the surfactant-containing phase generally forming the lighter phase.
  • the heavier aqueous phase contains practically no more surfactant components.
  • Another object of the invention therefore relates to the use of nonionic surfactants as extractants for aqueous surface-active fermenter broths
  • aqueous mixtures obtainable in the sense of the invention have excellent surface-active properties and are in particular readily biodegradable and toxicologically harmless.
  • Another object of the invention therefore relates to their use, for example as emulsifiers, for the production of agrochemical or cosmetic preparations in which they are present in amounts of 0.1 to 30, preferably 1 to 20 and in particular 5 to 15% by weight can.
  • a rhamnolipid JBR 599, Jeneill Biosurfactant Co. Inc.
  • a rhamnolipid JBR 599, Jeneill Biosurfactant Co. Inc.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Microbiology (AREA)
  • Wood Science & Technology (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Mycology (AREA)
  • Biotechnology (AREA)
  • General Engineering & Computer Science (AREA)
  • Toxicology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Botany (AREA)
  • Genetics & Genomics (AREA)
  • Environmental Sciences (AREA)
  • Dentistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Materials Engineering (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

La présente invention concerne des préparations aqueuses contenant (a) des produits de fermentation tensioactifs et (b) des agents tensioactifs non ioniques.
PCT/EP2002/007412 2001-07-13 2002-07-04 Preparations aqueuses WO2003006146A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP02764626A EP1406722A1 (fr) 2001-07-13 2002-07-04 Preparations aqueuses

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR01/09360 2001-07-13
FR0109360A FR2827192B1 (fr) 2001-07-13 2001-07-13 Preparations contenant des agents tensio-actifs non ioniques comme agents d'extraction

Publications (1)

Publication Number Publication Date
WO2003006146A1 true WO2003006146A1 (fr) 2003-01-23

Family

ID=8865472

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/007412 WO2003006146A1 (fr) 2001-07-13 2002-07-04 Preparations aqueuses

Country Status (3)

Country Link
EP (1) EP1406722A1 (fr)
FR (1) FR2827192B1 (fr)
WO (1) WO2003006146A1 (fr)

Cited By (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013098066A2 (fr) 2011-12-28 2013-07-04 Evonik Industries Ag Compositions aqueuses pour le nettoyage des cheveux et de la peau, contenant des tensioactifs biologiques
DE102013206314A1 (de) 2013-04-10 2014-10-16 Evonik Industries Ag Kosmetische Formulierung enthaltend Copolymer sowie Sulfosuccinat und/oder Biotensid
EP3070155A1 (fr) 2015-03-18 2016-09-21 Evonik Degussa GmbH Composition comprenant des peptidases et biotenseurs
WO2016207203A1 (fr) 2015-06-25 2016-12-29 Basf Se Additif pour zingage alcalin
EP3290500A1 (fr) 2016-08-29 2018-03-07 Richli, Remo Composition de lavage, de nettoyage et de soin contenant de carboxylate polyoxyalkyléné
EP3290020A1 (fr) 2016-08-29 2018-03-07 Richli, Remo Préparations douces contenant des amides d'acides gras alcoxylés
EP3290501A1 (fr) 2016-08-29 2018-03-07 Richli, Remo Compositions detergentes contentant des amides d'acides gras alcoxylés
US9943468B2 (en) 2013-04-25 2018-04-17 Conopco, Inc. Cleansing compositions with improved dispensing and suspension properties
WO2018145966A1 (fr) 2017-02-10 2018-08-16 Evonik Degussa Gmbh Composition de soin buccal contenant au moins un biotensioactif et un fluorure
WO2018197623A1 (fr) 2017-04-27 2018-11-01 Evonik Degussa Gmbh Composition nettoyante biodégradable
WO2019214968A1 (fr) 2018-05-11 2019-11-14 Basf Se Composition détergente comprenant des rhamnolipides et/ou des lipides de mannosylérythritol
US11591547B2 (en) 2017-04-27 2023-02-28 Evonik Operations Gmbh Biodegradable cleaning composition
DE102021214680A1 (de) 2021-12-20 2023-06-22 Henkel Ag & Co. Kgaa Neue Tensidkombination und Wasch- und Reinigungsmittel, welche diese enthalten
EP4234671A1 (fr) 2022-02-24 2023-08-30 Evonik Operations GmbH Compositions contenant des biotensioactifs et une lipase issue de stachybotrys chlorohalonata
WO2023161179A1 (fr) 2022-02-24 2023-08-31 Evonik Operations Gmbh Nouvelle composition contenant des liposomes et des biosurfactants
WO2023161182A1 (fr) 2022-02-24 2023-08-31 Evonik Operations Gmbh Composition d'origine biologique
EP4269530A1 (fr) 2022-04-28 2023-11-01 Evonik Operations GmbH Dispersant de cire multifonctionnel pour applications chimiques souterraines
EP4269531A1 (fr) 2022-04-28 2023-11-01 Evonik Operations GmbH Dispersant de cire multifonctions pour applications chimiques souterraines
WO2024002738A1 (fr) 2022-06-28 2024-01-04 Evonik Operations Gmbh Composition contenant un biotensioactif et de la persicomycine
EP4361238A1 (fr) 2022-10-26 2024-05-01 ChemTEK UG (haftungsbeschränkt) Compositions comprenant des glycamines
WO2024115213A1 (fr) 2022-11-30 2024-06-06 Evonik Operations Gmbh Capsule à détergent comprenant des biotensioactifs
EP4382090A1 (fr) 2022-12-08 2024-06-12 Evonik Operations GmbH Compositions cosmétiques et pharmaceutiques contenant des souches de bacillus ou des bouillons de fermentation de celles-ci
WO2024132679A1 (fr) 2022-12-21 2024-06-27 Evonik Dr. Straetmans Gmbh Compositions contenant des biotensioactifs et des desferrioxamines
WO2024188924A1 (fr) 2023-03-16 2024-09-19 Evonik Operations Gmbh Bio-tensioactifs appliqués sur des articles en plastique à surface définie
WO2024251400A1 (fr) * 2023-06-05 2024-12-12 Henkel Ag & Co. Kgaa Nouvelles combinaisons de tensioactifs et agents de lavage et de nettoyage les contenant
WO2024260751A1 (fr) 2023-06-22 2024-12-26 Evonik Operations Gmbh Composition contenant un biotensioactif et du manganèse
WO2025036643A1 (fr) 2023-08-15 2025-02-20 Evonik Operations Gmbh Biotensioactif pour le lavage de laine

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9884883B2 (en) * 2015-01-12 2018-02-06 Logos Technologies, Llc Production of rhamnolipid compositions
CN112042858B (zh) * 2020-09-15 2022-11-29 江西理工大学 一种红曲色素的生物表面活性剂提取方法

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DE102011090030A1 (de) 2011-12-28 2013-07-04 Evonik Industries Ag Wässrige Haar- und Hautreinigungszusammensetzungen, enthaltend Biotenside
US9271908B2 (en) 2011-12-28 2016-03-01 Evonik Industries Ag Aqueous hair and skin cleaning compositions comprising biotensides
WO2013098066A2 (fr) 2011-12-28 2013-07-04 Evonik Industries Ag Compositions aqueuses pour le nettoyage des cheveux et de la peau, contenant des tensioactifs biologiques
DE102013206314A1 (de) 2013-04-10 2014-10-16 Evonik Industries Ag Kosmetische Formulierung enthaltend Copolymer sowie Sulfosuccinat und/oder Biotensid
WO2014166796A1 (fr) * 2013-04-10 2014-10-16 Evonik Industries Ag Formulation cosmétique contenant du copolymère ainsi que du sulfosuccinate et/ou du biosurfactant
US9943468B2 (en) 2013-04-25 2018-04-17 Conopco, Inc. Cleansing compositions with improved dispensing and suspension properties
EP3070155A1 (fr) 2015-03-18 2016-09-21 Evonik Degussa GmbH Composition comprenant des peptidases et biotenseurs
WO2016146497A1 (fr) 2015-03-18 2016-09-22 Evonik Degussa Gmbh Composition composée de peptidase et de biosurfactant
EP3907272A1 (fr) 2015-03-18 2021-11-10 Evonik Operations GmbH Composition comprenant des peptidases et biotenseurs
US10988713B2 (en) 2015-03-18 2021-04-27 Evonik Operations Gmbh Composition containing peptidase and biosurfactant
US10718060B2 (en) 2015-06-25 2020-07-21 Basf Se Additive for alkaline zinc plating
WO2016207203A1 (fr) 2015-06-25 2016-12-29 Basf Se Additif pour zingage alcalin
EP3998059A1 (fr) 2016-08-29 2022-05-18 Perfect Ideas GmbH Préparations douces en tant que moyen de nettoyage ou de soin permettant d'éliminer les hydrates de carbone ou les colorations
EP3290500A1 (fr) 2016-08-29 2018-03-07 Richli, Remo Composition de lavage, de nettoyage et de soin contenant de carboxylate polyoxyalkyléné
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EP1406722A1 (fr) 2004-04-14
FR2827192B1 (fr) 2004-06-04

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