EP1406722A1 - Wässrige zubereitungen - Google Patents
Wässrige zubereitungenInfo
- Publication number
- EP1406722A1 EP1406722A1 EP02764626A EP02764626A EP1406722A1 EP 1406722 A1 EP1406722 A1 EP 1406722A1 EP 02764626 A EP02764626 A EP 02764626A EP 02764626 A EP02764626 A EP 02764626A EP 1406722 A1 EP1406722 A1 EP 1406722A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- aqueous
- nonionic surfactants
- preparations
- weight
- contain
- 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- Withdrawn
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.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Microbiology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Biotechnology (AREA)
- Mycology (AREA)
- Plant Pathology (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Genetics & Genomics (AREA)
- General Chemical & Material Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Botany (AREA)
- Materials Engineering (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0109360A FR2827192B1 (fr) | 2001-07-13 | 2001-07-13 | Preparations contenant des agents tensio-actifs non ioniques comme agents d'extraction |
FR0109360 | 2001-07-13 | ||
PCT/EP2002/007412 WO2003006146A1 (de) | 2001-07-13 | 2002-07-04 | Wässrige zubereitungen |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1406722A1 true EP1406722A1 (de) | 2004-04-14 |
Family
ID=8865472
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP02764626A Withdrawn EP1406722A1 (de) | 2001-07-13 | 2002-07-04 | Wässrige zubereitungen |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP1406722A1 (de) |
FR (1) | FR2827192B1 (de) |
WO (1) | WO2003006146A1 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112042858A (zh) * | 2020-09-15 | 2020-12-08 | 江西理工大学 | 一种红曲色素的生物表面活性剂提取方法 |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102011090030A1 (de) | 2011-12-28 | 2013-07-04 | Evonik Industries Ag | Wässrige Haar- und Hautreinigungszusammensetzungen, enthaltend Biotenside |
DE102013206314A1 (de) | 2013-04-10 | 2014-10-16 | Evonik Industries Ag | Kosmetische Formulierung enthaltend Copolymer sowie Sulfosuccinat und/oder Biotensid |
EP2988829B1 (de) | 2013-04-25 | 2017-03-22 | Unilever PLC, a company registered in England and Wales under company no. 41424 of | Reingiungszusammensetzungne mit verbesserten abgabe- und suspensionseigenschaften |
CN107406867B (zh) * | 2015-01-12 | 2021-06-01 | 斯泰潘公司 | 鼠李糖脂组合物的制备 |
EP3070155A1 (de) | 2015-03-18 | 2016-09-21 | Evonik Degussa GmbH | Zusammensetzung enthaltend peptidase und biotensid |
CN107709627B (zh) | 2015-06-25 | 2020-07-28 | 巴斯夫欧洲公司 | 用于碱性镀锌的添加剂 |
CH712860A2 (de) | 2016-08-29 | 2018-03-15 | Remo Richli | Mittel mit alkoxylierten Fettsäureamiden und Glycolipid-Biotensiden. |
CH712859A2 (de) | 2016-08-29 | 2018-03-15 | Remo Richli | Wasch-, Pflege- und Reinigungsmittel mit Polyoxyalkylen Carboxylat und Glycolipid-Biotensid. |
CH712858A2 (de) | 2016-08-29 | 2018-03-15 | Remo Richli | Milde Zubereitungen mit alkoxylierten Fettsäureamiden und Glycolipid-Biotensiden. |
JP7271431B2 (ja) | 2017-02-10 | 2023-05-11 | エボニック オペレーションズ ゲーエムベーハー | 少なくとも1種のバイオサーファクタント及びフッ化物を含有するオーラルケア組成物 |
WO2018197623A1 (en) | 2017-04-27 | 2018-11-01 | Evonik Degussa Gmbh | Biodegradable cleaning composition |
BR112019022453A2 (pt) | 2017-04-27 | 2020-05-12 | Evonik Degussa Gmbh | Composição e uso de uma composição |
JP2021523272A (ja) | 2018-05-11 | 2021-09-02 | ビーエイエスエフ・ソシエタス・エウロパエアBasf Se | ラムノリピッド及び/又はマンノシルエリスリトールリピッドを含む洗浄剤組成物 |
WO2023161182A1 (en) | 2022-02-24 | 2023-08-31 | Evonik Operations Gmbh | Bio based composition |
WO2023161179A1 (en) | 2022-02-24 | 2023-08-31 | Evonik Operations Gmbh | New composition containing liposomes and biosurfactants |
EP4234671A1 (de) | 2022-02-24 | 2023-08-30 | Evonik Operations GmbH | Zusammensetzungen mit biotensiden und einer lipase aus stachybotrys chlorohalonata |
EP4269530A1 (de) | 2022-04-28 | 2023-11-01 | Evonik Operations GmbH | Multifunktionelles wachsdispergiermittel für unterirdische chemische anwendungen |
EP4269531A1 (de) | 2022-04-28 | 2023-11-01 | Evonik Operations GmbH | Multifunktionelles wachsdispergiermittel für unterirdische chemische anwendungen |
WO2024002738A1 (en) | 2022-06-28 | 2024-01-04 | Evonik Operations Gmbh | Composition comprising biosurfactant and persicomycin |
CH720165A2 (de) | 2022-10-26 | 2024-04-30 | Chemtek Ug | Zusammensetzungen mit N-Acylglycaminen |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6037086B2 (ja) * | 1978-09-26 | 1985-08-24 | 花王株式会社 | 化粧料 |
JPS5658532A (en) * | 1980-07-04 | 1981-05-21 | San Ei Chem Ind Ltd | Production of fat and oil emulsifying liquid |
US4943390A (en) * | 1983-11-02 | 1990-07-24 | Petroleum Fermentations N.V. | Bioemulsifier-stabilized hydrocarbosols |
US4728613A (en) * | 1985-09-04 | 1988-03-01 | Miles Laboratories, Inc. | Method for the recovery of extracellular enzymes from whole fermentation beer |
DE3643467A1 (de) * | 1986-12-19 | 1988-06-30 | Wintershall Ag | Verfahren zur extrazellulaeren herstellung nichtionischer biopolymerer und deren verwendung |
CA2060698C (en) * | 1991-02-12 | 1997-09-30 | Peter J. Hall | Detergent compositions |
EP0574050A1 (de) * | 1992-05-19 | 1993-12-15 | Gist-Brocades N.V. | Trennung und Reinigung von Fermentationsprodukt in grossen Massstab |
FR2699928B1 (fr) * | 1992-12-30 | 1995-01-27 | Inst Francais Du Petrole | Composition contenant un composé tensio-actif et des sophorolipides et procédé de décontamination d'un milieu poreux pollué par des hydrocarbures. |
FR2713655B1 (fr) * | 1993-12-15 | 1998-05-22 | Inst Francais Du Petrole | Procédé de décontamination d'un milieu poreux pollué par des hydrocarbures utilisant une composition contenant un composé tensio-actif et des glycolipides. |
JPH10512758A (ja) * | 1995-01-27 | 1998-12-08 | ジェネンコア インターナショナル インコーポレーテッド | 界面活性剤に基づく抽出法 |
DE19628454B4 (de) * | 1996-07-15 | 2006-02-16 | MFH Marienfelde GmbH Unternehmen für Hygiene | Rhamnolipid-Alginatpolymer-Komplex, mikrobiologisches Verfahren zu seiner Herstellung, Rhamnolipid-Alginatpolymer-Komplex-Zubereitungen und deren Verwendungen |
ES2197361T3 (es) * | 1996-09-11 | 2004-01-01 | Pharmacia Aktiebolag | Procedimiento para purificar apolipoproteinas. |
ES2114506B1 (es) * | 1996-10-04 | 1999-02-01 | Consejo Superior Investigacion | Procedimiento de preparacion selectiva de derivados de monosacaridos y polioles parcialmente acilados. |
-
2001
- 2001-07-13 FR FR0109360A patent/FR2827192B1/fr not_active Expired - Fee Related
-
2002
- 2002-07-04 EP EP02764626A patent/EP1406722A1/de not_active Withdrawn
- 2002-07-04 WO PCT/EP2002/007412 patent/WO2003006146A1/de not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
See references of WO03006146A1 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN112042858A (zh) * | 2020-09-15 | 2020-12-08 | 江西理工大学 | 一种红曲色素的生物表面活性剂提取方法 |
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 |
Also Published As
Publication number | Publication date |
---|---|
WO2003006146A1 (de) | 2003-01-23 |
FR2827192A1 (fr) | 2003-01-17 |
FR2827192B1 (fr) | 2004-06-04 |
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Inventor name: RATHS, HANS-CHRISTIAN Inventor name: MOLITOR, JEAN-PIERRE Inventor name: DE HAUT, CHRISTIAN |
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Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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