CH443565A - Use of lactic esters for the preparation of cosmetic products consisting of aqueous emulsions - Google Patents
Use of lactic esters for the preparation of cosmetic products consisting of aqueous emulsionsInfo
- Publication number
- CH443565A CH443565A CH1360062A CH1360062A CH443565A CH 443565 A CH443565 A CH 443565A CH 1360062 A CH1360062 A CH 1360062A CH 1360062 A CH1360062 A CH 1360062A CH 443565 A CH443565 A CH 443565A
- Authority
- CH
- Switzerland
- Prior art keywords
- cosmetic products
- use according
- lactic
- esters
- lactic esters
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- 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
- A61K8/06—Emulsions
-
- 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
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Birds (AREA)
- Organic Chemistry (AREA)
- Emergency Medicine (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
Description
Utilisation d'esters lactiques pour la préparation de produits cosmétiques constitués
par des émulsions aqueuses
La présente invention se rapporte à la préparation de produits cosmétiques constitués par des émulsions aqueuses, notamment des émulsions de matières grasses.
Elle est caractérisée par le fait qu'on utilise les esters lactiques de mono-et de polyalcools et les esters lactiques mixtes (le polyalcools comme agents émulsionnants pour cette préparation.
L'utilisation de ces agents émulsionnants permet de conférer aux émulsions une très grande finesse et une grande stabilité ; d'autre part, ces agents émulsionnants présentent notamment tous les avantages des alcools gras sans en avoir les inconvénients et ils permettent en particulier de préparer des émulsions à pH fortement acide douées d'une grande stabilité.
A titre d'exemple, les esters lactiques précités peuvent tre constitués par les corps suivants utilisés iso- lément ou en tous mélanges appropriés :
a) les esters lactiques des alcools gras tels que l'alcool laurique, myristique, cétylique, stéarique ou oléique, notamment le lactate de lauryle.
b) Les esters lactiques des monoglycérides, notam- ment des monoglycérides des huiles de palme, de coco, d'arachide, d'olive ou de ricin, hydrogénées ou non, des monoglycérides du suif ou du saindoux hydrogéné.
c) Les esters lactiques des esters gras de glycérol, des glycols et des polyxyéthylènaglycols, notamment des stéarates, myristates, oléates,
ricinoléates ou analogues.
Ci-dessous, on a décrit, à titre d'exemple, le mode de préparation de quelques-uns des émulsionnants men tionnés ci-dessus :
Exemple I
Lactate de lauryle CH3-CHOH-COOCH2 (CH2) 8-CH3 160 parties d'alcool laurique sont estérifiées avec 110 parties d'acide lactique en présence de 1 % o d'acide sulfurique à 660 Be ou 1% o d'acide benzène sulfonique à une température voisine de 100 C.
L'eau formée au cours de la réaction est entraînée par un courant de gaz neutre, par exemple gaz carbonique.
Une fois l'estérification effectuée, on laisse refroidir vers 40O C et on lave le produit, sous agitation, à l'eau contenant 1 ouzo de CO3Na2 pour neutraliser le catalyseur et l'acide lactique en excès, on casse l'émulsion par une solution de NaCl, on laisse décanter pour obtenir une huile claire, on soutire la phase aqueuse et on sèche l'ester à une température modérée par un courant de gaz carbonique sous 20 à 30 mm de mercure.
L'ester lactique de l'alcool laurique est un liquide, incolore ou très légèrement ambré, se congelant à 6-80.
Son indice de saponification est de : 195-199.
Exemple II
Ester lactique du monostéarate de glycérol CH3-CHOH-COOCH2-CHOH-CH200C (CHs) 16-CH3 350 parties de monostéarate de glycérol sont estérifiées par 110 parties d'acide lactique en présence de 0,5 à 1 %o d'acide benzène sulfonique sous pression réduite vers lOOoC.
Lorsque l'estérification est terminée, on lave le produit à l'eau et on le sèche comme dans l'exemple I, puis on coule dans des moules appropriés.
C'est un solide blanc ou légèrement ivoire. Point de fusion 53-55o C-Indice de saponification : 267-272.
Exemple 111
Ester lactique de monoglycéride de l'huile de ricin
A 320 parties de monoglycéride (obtenu par glycérolyse de l'huile de ricin) on ajoute 120 parties d'acide lactique et on estérifie en présence de 2 zoo d'acide benzène sul fonique sous pression réduite. L'ester est lavé et séché comme dans l'exemple I.
C'est un liquide visqueux de couleur brune, se congelant vers 10o C. L'indice de saponification est de 188198.
Exemple IV
Ester lactique de monomyristate de diéthylène-glycol 120 parties de diéthylène-glycol sont estérifiées par 230 parties d'acide myristique en présence de 1 %o d'acide sulfurique à 660 Be ou d'acide benzène sulfonique.
L'estérification terminée, on ajoute à l'ester obtenu 110 parties d'acide lactique pour estérifier sous pression réduite vers 100 C. On lave et on sèche comme dans l'exemple I.
L'ester lactique du monomyristate de diéthylène-gly- col est un solide de couleur ivoire. Point de fusion : 28-300 C. Indice de saponification : 298-302.
Quant aux produits cosmétiques pouvant tre prépa- rés à l'aide des agents émulsifiants indiqués ci-dessus, on a donné ci-dessous quelques exemples de ces produits et de leur composition :
Exemple 1
Pommade contre la transpiration
Stéarate de diéthylène-glycol... 5
Acide stéarique....... 4
Lactate de cétyle...... 11
Triethanolamine....... 1
Propylène-glycol....... 14
Formo-tartrate d'alumine 5
Eau........... 60
Conservateur et parfum q. s.
Dans cette formule l'ester lactique outre son rôle d'émulsifiant joue un rôle important quant à l'acidifi- cation de l'épiderme.
Exemple 2
Lait de beauté
Ester lactique du monostéarate
de glycérol........ 10
Perhydrosqualène..... 8
Propylène-glycol....... 12
Triethanolamine....... 0,6
Eau........... 70
Conservateur et parfum q. s.
Exemple 3
Crème pour peaux sèches
Ester lactique d'un monoglycéride
d'huile de palme hydrogénée.. 10
Monostéarate de
polyoxyéthylène-glycol 300... 10
Alcool cétylique....... 20
Perhydrosqualène 15
Eau........... 45
Parfum et conservateur q. s.
Exemple 4
Base de crème
Lactate de stéaryle..... 15
Huile de coco hydrogénée.... 5
Stéarate de polyoxyéthylène-
glycol 1500........ 10
Eau........... 70
Conservateur et parfum q. s.
Exemple 5
Laque pour cheveux
Polyvinylpyrrolidone 30.... 5
Lactate de lauryle...... 5
Lanoline oxyéthylènée 1
Alcool éthylique 89
Parfum q. s. p.
Le lactate de lauryle a dans cette formule un rôle très important de plastifiant.
Use of lactic esters for the preparation of cosmetic products consisting of
by aqueous emulsions
The present invention relates to the preparation of cosmetic products consisting of aqueous emulsions, in particular fat emulsions.
It is characterized by the fact that the lactic esters of mono- and polyalcohols and the mixed lactic esters (polyalcohols as emulsifying agents for this preparation are used.
The use of these emulsifying agents makes it possible to confer on the emulsions very great fineness and great stability; on the other hand, these emulsifying agents have in particular all the advantages of fatty alcohols without having the drawbacks thereof and they make it possible in particular to prepare emulsions at strongly acidic pH endowed with great stability.
By way of example, the aforementioned lactic esters can consist of the following substances used alone or in any suitable mixtures:
a) lactic esters of fatty alcohols such as lauric, myristic, cetyl, stearic or oleic alcohol, in particular lauryl lactate.
b) Lactic esters of monoglycerides, in particular monoglycerides of palm, coconut, peanut, olive or castor oils, hydrogenated or not, monoglycerides of tallow or hydrogenated lard.
c) Lactic esters of fatty esters of glycerol, of glycols and of polyxyethylenaglycols, in particular of stearates, myristates, oleates,
ricinoleates or the like.
The method of preparing some of the emulsifiers mentioned above has been described below, by way of example:
Example I
Lauryl lactate CH3-CHOH-COOCH2 (CH2) 8-CH3 160 parts of lauric alcohol are esterified with 110 parts of lactic acid in the presence of 1% o sulfuric acid at 660 Be or 1% o benzene acid sulfonic acid at a temperature of around 100 C.
The water formed during the reaction is entrained by a stream of neutral gas, for example carbon dioxide.
Once the esterification has been carried out, the mixture is left to cool to 40O C and the product is washed, with stirring, with water containing 1 ouzo of CO3Na2 to neutralize the catalyst and the excess lactic acid, the emulsion is broken up with a NaCl solution, allowed to settle to obtain a clear oil, the aqueous phase is withdrawn and the ester is dried at a moderate temperature with a stream of carbon dioxide under 20 to 30 mm of mercury.
Lauryl alcohol lactic ester is a liquid, colorless or very slightly amber, freezing at 6-80.
Its saponification index is: 195-199.
Example II
Lactic ester of glycerol monostearate CH3-CHOH-COOCH2-CHOH-CH200C (CHs) 16-CH3 350 parts of glycerol monostearate are esterified with 110 parts of lactic acid in the presence of 0.5 to 1% o of benzene acid sulphonic under reduced pressure to lOOoC.
When the esterification is complete, the product is washed with water and dried as in Example I, then poured into suitable molds.
It is a white or slightly ivory solid. Melting point 53-55o C-Saponification number: 267-272.
Example 111
Castor Oil Monoglyceride Lactic Ester
To 320 parts of monoglyceride (obtained by glycerolysis of castor oil), 120 parts of lactic acid are added and the mixture is esterified in the presence of 2 zoo of benzene sulphonic acid under reduced pressure. The ester is washed and dried as in Example I.
It is a viscous liquid of brown color, freezing around 10o C. The saponification index is 188198.
Example IV
Lactic ester of diethylene glycol monomyristate 120 parts of diethylene glycol are esterified with 230 parts of myristic acid in the presence of 1% o sulfuric acid at 660 Be or benzene sulfonic acid.
When the esterification is complete, 110 parts of lactic acid are added to the ester obtained in order to esterify under reduced pressure at around 100 C. It is washed and dried as in Example I.
The lactic ester of diethylene glycol monomyristate is an ivory colored solid. Melting point: 28-300 C. Saponification number: 298-302.
As regards the cosmetic products which can be prepared using the emulsifying agents indicated above, a few examples of these products and of their composition have been given below:
Example 1
Ointment against perspiration
Diethylene glycol stearate ... 5
Stearic acid ....... 4
Cetyl lactate ...... 11
Triethanolamine ....... 1
Propylene glycol ....... 14
Alumina formo-tartrate 5
Water ........... 60
Preservative and fragrance q. s.
In this formula, the lactic ester, in addition to its role of emulsifier, plays an important role in the acidification of the epidermis.
Example 2
Beauty milk
Monostearate lactic ester
glycerol ........ 10
Perhydrosqualene ..... 8
Propylene glycol ....... 12
Triethanolamine ....... 0.6
Water ........... 70
Preservative and fragrance q. s.
Example 3
Cream for dry skin
Lactic acid ester of a monoglyceride
hydrogenated palm oil .. 10
Monostearate
polyoxyethylene glycol 300 ... 10
Cetyl alcohol ....... 20
Perhydrosqualene 15
Water ........... 45
Fragrance and preservative q. s.
Example 4
Cream base
Stearyl lactate ..... 15
Hydrogenated coconut oil .... 5
Polyoxyethylene- stearate
glycol 1500 ........ 10
Water ........... 70
Preservative and fragrance q. s.
Example 5
Hair spray
Polyvinylpyrrolidone 30 .... 5
Lauryl lactate ...... 5
Oxyethylenated lanolin 1
Ethyl alcohol 89
Perfume q. s. p.
Lauryl lactate has a very important role as a plasticizer in this formula.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR888313A FR1322336A (en) | 1962-02-16 | 1962-02-16 | Emulsifying agents |
Publications (1)
Publication Number | Publication Date |
---|---|
CH443565A true CH443565A (en) | 1967-09-15 |
Family
ID=8772894
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH1360062A CH443565A (en) | 1962-02-16 | 1962-11-20 | Use of lactic esters for the preparation of cosmetic products consisting of aqueous emulsions |
Country Status (2)
Country | Link |
---|---|
CH (1) | CH443565A (en) |
FR (1) | FR1322336A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2371194A1 (en) * | 1976-11-19 | 1978-06-16 | Pharmacia Ab | COMPOSITION AND BUFFER FOR THE TREATMENT OR PREVENTION OF ACNE AND SIMILAR SKIN DISORDERS |
FR2371920A1 (en) * | 1976-10-15 | 1978-06-23 | Unilever Nv | COMPOSITIONS ESPECIALLY USEFUL FOR THE TREATMENT OF ACNE |
JPS63185912A (en) * | 1987-01-28 | 1988-08-01 | Kao Corp | Cosmetic |
WO1997039731A1 (en) * | 1996-04-20 | 1997-10-30 | Henkel Kommanditgesellschaft Auf Aktien | Use of lactic acid esters |
US5869069A (en) * | 1994-07-22 | 1999-02-09 | Coletica | Lipophilic hydroxylated acid, its use in cosmetics and pharmacy, and its process of preparation |
WO1999037275A2 (en) * | 1998-01-22 | 1999-07-29 | Beiersdorf Ag | COSMETIC OR PHARMACEUTICAL PREPARATIONS WITH A LESS STICKY FEEL, CONTAINING GLYCERIN ESTERS OF α-HYDROXY CARBOXYLIC ACIDS AND SATURED FATTY ACIDS |
EP0955033A1 (en) * | 1998-05-06 | 1999-11-10 | Wella Aktiengesellschaft | Hair treatment composition comprising alpha-hydroxy carboxylic acid esters and polymers |
US6359415B1 (en) | 1998-10-30 | 2002-03-19 | Kabushiki Kaisha Toshiba | Apparatus for controlling synchronous motor |
-
1962
- 1962-02-16 FR FR888313A patent/FR1322336A/en not_active Expired
- 1962-11-20 CH CH1360062A patent/CH443565A/en unknown
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2371920A1 (en) * | 1976-10-15 | 1978-06-23 | Unilever Nv | COMPOSITIONS ESPECIALLY USEFUL FOR THE TREATMENT OF ACNE |
FR2371194A1 (en) * | 1976-11-19 | 1978-06-16 | Pharmacia Ab | COMPOSITION AND BUFFER FOR THE TREATMENT OR PREVENTION OF ACNE AND SIMILAR SKIN DISORDERS |
JPS63185912A (en) * | 1987-01-28 | 1988-08-01 | Kao Corp | Cosmetic |
EP0277335A2 (en) * | 1987-01-28 | 1988-08-10 | Kao Corporation | Cosmetic |
EP0277335A3 (en) * | 1987-01-28 | 1988-08-24 | Kao Corporation | Cosmetic |
JPH0745394B2 (en) | 1987-01-28 | 1995-05-17 | 花王株式会社 | Moisturizing skin cosmetics |
US6039961A (en) * | 1994-07-22 | 2000-03-21 | Coletica | Lipophilic hydroxylated acid, its use in cosmetics and pharmacy, and its process of preparation |
US5869069A (en) * | 1994-07-22 | 1999-02-09 | Coletica | Lipophilic hydroxylated acid, its use in cosmetics and pharmacy, and its process of preparation |
WO1997039731A1 (en) * | 1996-04-20 | 1997-10-30 | Henkel Kommanditgesellschaft Auf Aktien | Use of lactic acid esters |
WO1999037275A3 (en) * | 1998-01-22 | 1999-10-14 | Beiersdorf Ag | COSMETIC OR PHARMACEUTICAL PREPARATIONS WITH A LESS STICKY FEEL, CONTAINING GLYCERIN ESTERS OF α-HYDROXY CARBOXYLIC ACIDS AND SATURED FATTY ACIDS |
WO1999037275A2 (en) * | 1998-01-22 | 1999-07-29 | Beiersdorf Ag | COSMETIC OR PHARMACEUTICAL PREPARATIONS WITH A LESS STICKY FEEL, CONTAINING GLYCERIN ESTERS OF α-HYDROXY CARBOXYLIC ACIDS AND SATURED FATTY ACIDS |
EP0955033A1 (en) * | 1998-05-06 | 1999-11-10 | Wella Aktiengesellschaft | Hair treatment composition comprising alpha-hydroxy carboxylic acid esters and polymers |
US6359415B1 (en) | 1998-10-30 | 2002-03-19 | Kabushiki Kaisha Toshiba | Apparatus for controlling synchronous motor |
Also Published As
Publication number | Publication date |
---|---|
FR1322336A (en) | 1963-03-29 |
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