DE1492001A1 - Cosmetic agent - Google Patents
Cosmetic agentInfo
- Publication number
- DE1492001A1 DE1492001A1 DE19651492001 DE1492001A DE1492001A1 DE 1492001 A1 DE1492001 A1 DE 1492001A1 DE 19651492001 DE19651492001 DE 19651492001 DE 1492001 A DE1492001 A DE 1492001A DE 1492001 A1 DE1492001 A1 DE 1492001A1
- Authority
- DE
- Germany
- Prior art keywords
- cosmetic agent
- agent according
- polyethylene glycol
- thioether
- cosmetic
- 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.)
- Pending
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/095—Sulfur, selenium, or tellurium compounds, e.g. thiols
- A61K31/10—Sulfides; Sulfoxides; Sulfones
-
- 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- 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
-
- 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
- A61Q19/008—Preparations for oily skin
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Dermatology (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Birds (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
25.Juni 1965 Eg/Sl/LaJune 25, 1965 Eg / Sl / La
Laboratoires Pharmascience,5* Avenue de la Cigale Asnieres (Seine), Frankreich Laboratoires Pharmascience, 5 * avenue de la Cigale Asnieres (Seine), France
Kosmetisches MittelCosmetic agent
Die Erfindung betrifft Kosmetika wie Hautcreme, Lotionen, flüssige oder feste Seifen oder Stückseifen aus oberflächenaktiven Stoffen, die Schwefel in gebundener Form enthalten und die eine milde und pflegende Wirkung auf die Haut ausüben.The invention relates to cosmetics such as skin cream, lotions, liquid or solid soaps or bar soaps Surface-active substances that contain sulfur in bound form and that have a mild and caring effect exercise on the skin.
Gegenstand der Erfindung sind kosmetische Mittel mit einem öehalt wenigstens eines Alkylthloäthers eines Polyalkylenglykols der Formel:The invention relates to cosmetic agents with an oil content of at least one alkyl ether Polyalkylene glycol of the formula:
R' R-S- (CH0-IjH-O)n HR 'RS- (CH 0 -IjH-O) n H
in der R eirm Alkylrest, vorzugsweise einen verzweigten Alkylrest mit 6 bis 18 Kohlenstoffatomen, R1 ein Wasseratoffatom oder eine Methylgruppe und η eine ganze Zahl zwischen 1 und 14 bedeuten.in which R eirm is an alkyl radical, preferably a branched alkyl radical having 6 to 18 carbon atoms, R 1 is a hydrogen atom or a methyl group and η is an integer between 1 and 14.
So kann der varätherte Rest R ein geradekattiger Octyl-Nonyl-, Do4«oyl«, Cetyl- oder Sterylrest sein oder aus dem verzweigten Cis-Polymeren dee Propylen^! t 18 Kohlenstoffatomen bestehen. Thus, the varätherte radical R can be a straight octyl-nonyl, Do4 "oyl", cetyl or steryl radical or from the branched cis-polymer dee propylene ^! t consist of 18 carbon atoms.
909810/0745909810/0745
Als besonders günstig für den Zweck der Erfindung hat sich der tertiäre Dodecylthioäther von Polyäthylenglykol der FormelThe tertiary dodecyl thioether of polyethylene glycol has proven to be particularly favorable for the purpose of the invention the formula
erwiesen, der in Form eines isomeren Gemisches eingesetzt werden kann. Hierbei werden Verbindungen bevorzugt, in denen η etwa den Wert von 12 besitzt. Diese Thioäther enthalten hauptsächlich Polyäthylenglykolreste mit η = 12, die aber auch von Verbindungen begleitet werden, in denen η = 11 und η = IJ ist. Thioäther, in deren Polyathylenglykolresten die Zahl η = 10 und = l4 ist, sind nur in sehr geringen Mengen anwesend. Der Schwefelgehalt einer solchen Verbindung beträgt etwa 4,2 bis 4,5 ^.proven, which can be used in the form of an isomeric mixture. Connections are preferred here, in which η has about the value of 12. These thioethers mainly contain residues of polyethylene glycol with η = 12, which are also accompanied by compounds in which η = 11 and η = IJ. Thioether, in whose polyethylene glycol residues the number η = 10 and = 14 are only present in very small amounts. The sulfur content of such a compound is about 4.2 to 4.5 ^.
Die erfindungsgemäß verwendeten Alkylthioäther von PoIyalkylenglykolen werden allgemein durch Polyaddition eines Alkylenoxyds an ein geradekettigtes oder verzweigtes Alkylmereaptan hergestellt. Da sie in der Industrie weitverbreitete Verwendung finden, beispielsweise als Textilbehandlungsmittel, sind sie im Handel erhältlich. Zur Verwendung als Bestandteil der kosmetischen Mittel der Erfindung genügt es die Handelsprodukte zu reinigen und besonders ihren alten Gehalt zu erniedrigen, vorzugsweise unter ein Eisengehalt von 0,5 pro mille. Diese Reinigung läßt sich nach den üblichen Methoden durchführen, wie durch Destillation, Behandlung mit Holzkohle oder Behandlung mit Infusorienerde.The alkylthioethers of polyalkylene glycols used according to the invention are generally obtained by polyaddition of an alkylene oxide onto a straight-chain or branched alkyl mereaptane manufactured. Since they are widely used in industry, for example as textile treatment agents, they are available in stores. For use as part of the cosmetic compositions of the invention it is sufficient to purify the commercial products and especially to lower their old content, preferably below an iron content of 0.5 per mille. This purification can be carried out by the usual methods, such as by distillation, treatment with charcoal or Treatment with infusion soil.
Nach der Reinigung besitzt ein Isomerengemisch des tertiären Dodeoylthioäthers von Pqlyäthylenglykol, beispielsweise folgende charakteristische Daten:After purification, a mixture of isomers of the tertiary dodeoyl thioether of Pqlyäthylenenglykol, for example the following characteristic data:
90Θ810/07Α5 bad original90Θ810 / 07Α5 bad original
Eisengehalt » weniger als 0,5 pro milleIron content »less than 0.5 per mille
Gehalt an Mineralsalzen : weniger als 1 pro mille mittleres Molekulargewicht: 750 - 760Mineral salt content: less than 1 per mille. Average molecular weight: 750 - 760
ο spezifisches Gewicht t 1220-1030
Trübungspunkt des reinen
Produktes ι 91°Cο specific gravity t 1220-1030 cloud point of the pure
Product ι 91 ° C
pH-Wert in l#iger Lösung t 7*3pH value in a liquid solution t 7 * 3
Die Alkylthioäther der Polyalkylenglykole können als Bestandteil beliebiger kosmetischer Mittel, wie von Cremes, Gesichtswassern und verschiedenen Seifen verwendet werden, wobei sie im allgemeinen in Mengen von 2 bis 10 %, vorzugsweise etwa 8$ eingesetzt werden. Die kosmetischen Mittel der Erfindung besitzen eine milde pflegende Wirkung, sie eignen sich daher auch besonders gut zur Pflege empfindlicher Haut und verstärken die Widerstandsfähigkeit der gesunden Haut gegen Akne und Seborrhoe. The alkylthioethers of the polyalkylene glycols can be used as a constituent of any cosmetic agent, such as creams, facial tonics and various soaps, and they are generally used in amounts of from 2 to 10 %, preferably about 8%. The cosmetic agents of the invention have a mild care effect, they are therefore also particularly suitable for the care of sensitive skin and increase the resistance of healthy skin to acne and seborrhea.
Die fplgenden Beispiele verdeutlichen die Herstellung einesbevorzugt verwendeten Thioäthers, sowie einige kosmetische Zubereitungen unter Verwendung von Alkylthioäther η von Polyalkylenglykolen.The following examples illustrate the preparation of a preferred thioether, as well as some cosmetic preparations using alkyl thioethers η of polyalkylene glycols.
In einem geschlossenen Reaktionsgefäß werden bei einer Temperatur von l4o bis l60°0 Und in Qegenwart eines Katalysators, wie Natriumhydroxyil· (etwa 0,5 #)#ein Mol tertiäres Dodecylmercaptan mit 12 INoI Kthylenoxyd umgesetzt. Man erhält ein viskoses gelbgefärbtes wasserlösliches Produktiwelohes oberfläohenartige Eigenschaften besitzt und der folgenden Pormel entspricht»In a closed reaction vessel with a Temperature from 14o to l60 ° 0 and in the presence of a catalyst, such as sodium hydroxyil · (about 0.5 #) # one mole tertiary dodecyl mercaptan reacted with 12 INoI Kthylenoxyd. A viscous yellow colored water-soluble one is obtained Productive surface-like properties possesses and corresponds to the following formula »
C12H25S(CH2 C 12 H 25 S (CH 2
BAD OWGINAL BAD OWGINAL
900810/0745900810/0745
U92001U92001
Zur Herstellung der kosmetischen Zubereitungen verfährt man nach den, bei der Herstellung von Cremes und Gesichtsmilch üblichen Methoden. Die Bestandteile einer Creme waren die folgendenFor the production of the cosmetic preparations one proceeds according to, in the production of creams and Facial milk usual methods. The ingredients of a cream were as follows
Alkylthioätherfeeines Polyalkylenglykols t 8 # oxyäthylierter Lauryläther t 1,5$Alkylthioether of a polyalkylene glycol t 8 # Oxyethylated lauryl ether t $ 1.5
Cerylalkohol : 25 #Ceryl alcohol: 25 #
entmineralisiertes Wasser : restliche Mengedemineralized water: remaining amount
HautcremeSkin cream
Alkylthioäther eines Polyalkylenglykols t 6 % Alkyl thioether of a polyalkylene glycol t 6 %
Stearinsäureglycerid t 4 % Stearic acid glyceride t 4 %
Vilwithine " ι 10 % Vilwithine "ι 10 %
Cetylalkohol : 1 % Cetyl alcohol: 1 %
Perhydrosqualen l. 4 % Perhydrosqualene l. 4 %
entmineralisiertes Wasser : restliche Mengedemineralized water: remaining amount
HautcremeSkin cream
Alkylthioäther eines Polyalkylenglykols : 10 % Alkyl thioether of a polyalkylene glycol: 10 %
oxyäthylierter Lauryläther ι 1,5 % oxyethylated lauryl ether ι 1.5 %
Cetylalkohol - t 50 % Cetyl alcohol - t 50 %
Proteinseife t 0,5 #Protein soap t 0.5 #
Konservierungsmittel plus Wasser ι resti. Menge Preservative plus water ι resti. lot
~5~~ 5 ~
Zinks tearat Konservierungsmittel und WasserZinc tearat preservatives and water
1,5 /^1.5 / ^
resti. Mengeresti. lot
HautcremeSkin cream
Alkylthioäther von Polyäthylenglykol
oxyäthylierter Lauryläther Cetylalkohol
entmineralisiertes WasserPolyethylene glycol alkyl thioether, oxyethylated lauryl ether, cetyl alcohol
demineralized water
: 8 Jj: 8 yy
: 1,5 % : 1.5 %
: 25 Je: 25 each
: restl. Men.ge: remaining quantity
909810/0745909810/0745
Claims (6)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR980056A FR5188M (en) | 1964-06-29 | 1964-06-29 | |
FR980057A FR1426136A (en) | 1964-06-29 | 1964-06-29 | Cosmetic improvement |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1492001A1 true DE1492001A1 (en) | 1969-03-06 |
Family
ID=26208619
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19651492001 Pending DE1492001A1 (en) | 1964-06-29 | 1965-06-26 | Cosmetic agent |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE655836A (en) |
DE (1) | DE1492001A1 (en) |
FR (1) | FR1426136A (en) |
GB (1) | GB1097736A (en) |
NL (1) | NL6502742A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994003149A2 (en) * | 1992-08-06 | 1994-02-17 | Beiersdorf Ag | Lipid-soluble thioethers and dithioethers in cosmetic preparations to counteract aging of the human skin |
WO2009047150A2 (en) * | 2007-10-09 | 2009-04-16 | Basf Se | Body-care and household products and compositions comprising specific sulfur-containing compounds |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2358876A1 (en) * | 1976-07-22 | 1978-02-17 | Marr Edmond | Hair setting compsn. contg. poly:alkoxylated alkyl mercaptan - which has at least a twelve per cent sulphur content |
LU76148A1 (en) * | 1976-11-08 | 1978-07-10 |
-
1964
- 1964-06-29 FR FR980057A patent/FR1426136A/en not_active Expired
- 1964-11-16 BE BE655836D patent/BE655836A/xx unknown
- 1964-12-04 GB GB4945564A patent/GB1097736A/en not_active Expired
-
1965
- 1965-03-04 NL NL6502742A patent/NL6502742A/xx unknown
- 1965-06-26 DE DE19651492001 patent/DE1492001A1/en active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994003149A2 (en) * | 1992-08-06 | 1994-02-17 | Beiersdorf Ag | Lipid-soluble thioethers and dithioethers in cosmetic preparations to counteract aging of the human skin |
WO1994003149A3 (en) * | 1992-08-06 | 1994-06-23 | Beiersdorf Ag | Lipid-soluble thioethers and dithioethers in cosmetic preparations to counteract aging of the human skin |
WO2009047150A2 (en) * | 2007-10-09 | 2009-04-16 | Basf Se | Body-care and household products and compositions comprising specific sulfur-containing compounds |
WO2009047150A3 (en) * | 2007-10-09 | 2010-09-02 | Basf Se | Personal care and household product compositions comprising specific sulfur containing stabiliser compounds |
Also Published As
Publication number | Publication date |
---|---|
BE655836A (en) | 1965-05-17 |
GB1097736A (en) | 1968-01-03 |
FR1426136A (en) | 1966-01-28 |
NL6502742A (en) | 1965-12-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0164668B1 (en) | Betain groups containing siloxanes, their preparation and their use in hair care products | |
EP0166122B1 (en) | Betain groups containing siloxanes, their preparation and their use in cosmetic preparations | |
DE69128614T2 (en) | DETERGENT COMPOSITION | |
DE2327087C3 (en) | ||
EP0071165B1 (en) | Unsaturated aryl ketones as antiseborrhoeic additives for cosmetic compositions | |
DE2939519A1 (en) | COSMETIC PREPARATION | |
DE2405004C3 (en) | Deodorants | |
DE2535802B2 (en) | Cosmetic agents containing binders | |
DE3012767C2 (en) | ||
DE2931379A1 (en) | COSMETIC AGENT | |
DE2750731C3 (en) | Betaines and cleaning agents, bath preparations and disinfectants containing these compounds | |
DE69103648T2 (en) | Lactic acid acylates, their salts, their manufacturing process and compositions containing them. | |
CH430058A (en) | Hair treatment preparations | |
DE1950643A1 (en) | Quaternary ammonium betaine ester derivs - for body care and cosmetic products | |
DE1492001A1 (en) | Cosmetic agent | |
EP0037009B1 (en) | Composition for cleaning the hair and body | |
DE3129826C2 (en) | ||
DE2353860A1 (en) | COSMETIC HAIR DETERGENTS | |
DE1201508C2 (en) | ANTISEPTIC SHAMPOO | |
DE2036679C3 (en) | Cosmetic agent against seborrhea | |
DE1617705C3 (en) | Cosmetic product for hair treatment | |
DE1909276A1 (en) | Transparent liquid cosmetic preparations | |
DE69112522T2 (en) | DERMATOLOGICAL PREPARATION. | |
DE1296310B (en) | Preparations for nourishing and promoting hair growth | |
DE1792338B1 (en) | Light stabilizers |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
SH | Request for examination between 03.10.1968 and 22.04.1971 |