WO1997008208A1 - Verfahren zur herstellung versprühbarer kationischer biopolymere - Google Patents
Verfahren zur herstellung versprühbarer kationischer biopolymere Download PDFInfo
- Publication number
- WO1997008208A1 WO1997008208A1 PCT/EP1996/003635 EP9603635W WO9708208A1 WO 1997008208 A1 WO1997008208 A1 WO 1997008208A1 EP 9603635 W EP9603635 W EP 9603635W WO 9708208 A1 WO9708208 A1 WO 9708208A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- chitosans
- cationic biopolymers
- hydrogen peroxide
- process according
- weight
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; 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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61K8/73—Polysaccharides
- A61K8/736—Chitin; Chitosan; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
Definitions
- the invention relates to a method for producing sprayable cationic biopolymers by degrading chitosan powders with hydrogen peroxide.
- Chitosans are biopolymers and belong to the group of hydrocolloids. Chemically speaking, they are partially deacetylated chitins of different molecular weights that contain the - idealized - following idealized monomer building block:
- chitosans are cationic biopolymers under these conditions.
- the positively charged chitosans can interact with oppositely charged surfaces and are therefore used in cosmetic hair and body care products
- a problem in the production of chitosans is that the aqueous or glycolic acid solutions of the products have too high a viscosity for the production of spray formulations even when diluted strongly (1 to 3% by weight), so that the incorporation of Chitosan, an excellent film-forming agent, for example in hair sprays, is not readily possible.
- Another disadvantage is that the chitosans have a reddish color due to the production process, which is not desirable for a large number of cosmetic applications
- the object of the invention was therefore to develop a process for the production of cationic biopolymers, especially chitosans, whose solutions are low-viscosity at the same time, can be easily sprayed and have an advantageously high color quality.
- the invention relates to a process for the preparation of sprayable cationic biopolymers, in which powdered chitosans are broken down in a mixing device with an aqueous hydrogen peroxide solution and then dissolved in polar media
- the selection of the chitosans to which the degradation process extends is not critical in itself. This means that neither the degree of deacylation nor the average molecular weight of the biopolymers have a significant influence on the resulting viscosity, color and stability of the products.
- the grain size of the chitosan used there have been slight advantages for microcrystalline products, but the use of chitosans of conventional grain size distribution, such as those that occur in spray drying, steam drying or freeze drying, if necessary after subsequent mechanical comminution and autoclaving, leads to excellent product qualities .
- the method is also applicable to derivatized chitosans such as e.g. quaternary products of the type of hydroxypropylchitosan and applicable to anionic reaction products of chitosans with dicarboxylic anhydrides.
- the chitosan powder which may have a residual moisture content of 5 to 35% by weight, is placed in a mixer, for example a ploughshare mixer from Lödige or a Drais mixer, and the corresponding amount of hydrogen peroxide solution is added. If necessary, the product can then be subjected to further drying. The degradation is usually carried out over a period of 0.5 to 5, preferably 1 to 3, hours. Practically colorless, storage-stable products are obtained whose solutions can be easily sprayed.
- Polar media for example a ploughshare mixer from Lödige or a Drais mixer
- Suitable solvents for the degraded chitosan powder are water and organic acids, preferably glycolic or acetic acid.
- the powders are usually dissolved in amounts of 0.5 to 5 and preferably 1 to 3% by weight.
- the chitosan additives obtainable by the process according to the invention are dissolved in water or organic acids, the 1 to 5% by weight solutions show a surprisingly low viscosity and can be sprayed easily. They are also practically colorless and stable in storage.
- the cationic biopolymers obtainable by the process according to the invention are therefore suitable • both as powder and in the form of said solutions - as raw materials for the preparation of hair and body preparations, in which they are present in amounts of 0.5 to 10, preferably 1 to 5 wt .-% - based on the agent - may be included.
- Another object of the invention therefore relates to the use of the chitosans obtainable by the process described for the production of spray formulations, in particular hair sprays.
- a typical spray formulation is shown in Table 1; Percentages as% by weight.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU68739/96A AU6873996A (en) | 1995-08-28 | 1996-08-19 | Process for producing sprayable cationic biopolymers |
EP96929271A EP0847403A1 (de) | 1995-08-28 | 1996-08-19 | Verfahren zur herstellung versprühbarer kationischer biopolymere |
NO975791A NO975791D0 (no) | 1995-08-28 | 1997-12-09 | Fremgangsmåte for fremstilling av spraybare, kationiske biopolymerer |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19537001A DE19537001C2 (de) | 1995-08-28 | 1995-08-28 | Haarsprays |
DE19537001.5 | 1995-08-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1997008208A1 true WO1997008208A1 (de) | 1997-03-06 |
Family
ID=7774028
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1996/003635 WO1997008208A1 (de) | 1995-08-28 | 1996-08-19 | Verfahren zur herstellung versprühbarer kationischer biopolymere |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0847403A1 (no) |
AU (1) | AU6873996A (no) |
DE (1) | DE19537001C2 (no) |
NO (1) | NO975791D0 (no) |
WO (1) | WO1997008208A1 (no) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6444659B1 (en) | 1996-11-28 | 2002-09-03 | Cognis Deutschland Gmbh | Use of mixtures of active substances, containing phytostenols and/or phytostenol esters and potentiators, for the production of hypocholesterolemic agents |
DE19730649C1 (de) | 1997-07-17 | 1998-09-24 | Henkel Kgaa | Detergensgemische |
JP2002520511A (ja) | 1998-07-16 | 2002-07-09 | コグニス・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | Pitエマルジョンの使用 |
DE19911040A1 (de) | 1999-03-12 | 2000-09-21 | Cognis Deutschland Gmbh | Tensidgranulate |
ATE304343T1 (de) | 1999-07-02 | 2005-09-15 | Cognis Ip Man Gmbh | Mikrokapseln - iv |
ATE258417T1 (de) | 1999-07-02 | 2004-02-15 | Cognis Iberia Sl | Mikrokapseln - i |
DE59912559D1 (de) | 1999-07-02 | 2005-10-20 | Cognis Ip Man Gmbh | Mikrokapseln - III |
ES2213948T3 (es) | 1999-07-02 | 2004-09-01 | Cognis Iberia, S.L. | Microcapsulas ii. |
DE19960632A1 (de) * | 1999-12-16 | 2001-07-05 | Cognis Deutschland Gmbh | Kosmetische Mittel enthaltend natürliche Chitosane |
DE10014529A1 (de) | 2000-03-23 | 2001-09-27 | Cognis Deutschland Gmbh | Desodorierende Zubereitungen mit nanoskaligen Chitosanen und/oder Chitosanderivaten |
DE10018812A1 (de) | 2000-04-15 | 2001-10-25 | Cognis Deutschland Gmbh | Verfahren zur Herstellung von nichtionischen Tensidgranulaten |
FR2814380B1 (fr) | 2000-09-25 | 2002-11-08 | Serobiologiques Lab Sa | Poudre de microcapsules et procede d'obtention |
DE10105623A1 (de) | 2001-02-08 | 2002-08-14 | Cognis Deutschland Gmbh | Verfahren zur antibakteriellen Ausrüstung von Fasern oder Vliesstoffen |
DE102004007115A1 (de) | 2004-02-13 | 2005-08-25 | Cognis Deutschland Gmbh & Co. Kg | Chitosanhaltige Wundauflagen |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0222301A (ja) * | 1988-07-12 | 1990-01-25 | Nippon Kayaku Co Ltd | 水溶性キトサンの製造方法 |
CN1082883A (zh) * | 1993-05-18 | 1994-03-02 | 国家海洋局杭州水处理技术开发中心 | 一种含壳聚糖的发胶 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3903797A1 (de) * | 1989-02-09 | 1990-08-16 | Hoechst Ag | Verfahren zur herstellung von aktivierten chitosanen und deren verwendung bei der herstellung von chitosanderivaten |
FI86068C (fi) * | 1989-10-20 | 1992-07-10 | Firextra Oy | Foerfarande foer framstaellning av kitosan och andra produkter fraon skal av organismer, isynnerhet fraon skal av havsorganismer. |
JP2779555B2 (ja) * | 1991-04-05 | 1998-07-23 | 花王株式会社 | 毛髪化粧料 |
DE4343378C1 (de) * | 1993-12-18 | 1995-03-30 | Kao Corp Gmbh | Haarpflegemittel |
-
1995
- 1995-08-28 DE DE19537001A patent/DE19537001C2/de not_active Expired - Fee Related
-
1996
- 1996-08-19 AU AU68739/96A patent/AU6873996A/en not_active Abandoned
- 1996-08-19 EP EP96929271A patent/EP0847403A1/de not_active Withdrawn
- 1996-08-19 WO PCT/EP1996/003635 patent/WO1997008208A1/de not_active Application Discontinuation
-
1997
- 1997-12-09 NO NO975791A patent/NO975791D0/no not_active Application Discontinuation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0222301A (ja) * | 1988-07-12 | 1990-01-25 | Nippon Kayaku Co Ltd | 水溶性キトサンの製造方法 |
CN1082883A (zh) * | 1993-05-18 | 1994-03-02 | 国家海洋局杭州水处理技术开发中心 | 一种含壳聚糖的发胶 |
Non-Patent Citations (5)
Title |
---|
CHEMICAL ABSTRACTS, vol. 117, no. 26, 28 December 1992, Columbus, Ohio, US; abstract no. 258043, "Oxidative degradation of chitosan in the presence of hydroperoxide" XP002019681 * |
CHEMICAL ABSTRACTS, vol. 122, no. 4, 23 January 1995, Columbus, Ohio, US; abstract no. 38524, "Hair sprays containing chitosan and surfactants" XP002019682 * |
CHEMICAL ABSTRACTS, vol. 92, no. 18, 1980, Columbus, Ohio, US; abstract no. 148883, page 121; column r; XP002019680 * |
PATENT ABSTRACTS OF JAPAN vol. 14, no. 171 (C - 706)<4114> 3 April 1990 (1990-04-03) * |
SHENG Y. ET AL., ZHONGGUO YAOKE DAXUE XUEBAO, vol. 23, no. 3, 1992, CHINA, pages 173 - 176 * |
Also Published As
Publication number | Publication date |
---|---|
DE19537001C2 (de) | 1997-12-11 |
NO975791L (no) | 1997-12-09 |
DE19537001A1 (de) | 1997-03-06 |
AU6873996A (en) | 1997-03-19 |
NO975791D0 (no) | 1997-12-09 |
EP0847403A1 (de) | 1998-06-17 |
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