DE1926068C3 - Cosmetic center L. - Google Patents

Description

The invention relates to a cosmetic agent containing dissolved fatty acid esters of the polysaccharides.

To protect the human skin, especially to protect the hands against the effects of Detergent solutions, for example rinse water, or against the influence of a dry atmosphere, that leads to the cracking of the skin are numerous cosmetic products that come in the form of coatings are known to be deposited on the skin. So it is, for example, from Czetsch - Lindenwald, "Macromolecular substances in pharmacy and cosmetics", pp. 28/29 (1963), or the USA patent specification 2,749,276 known, water-repellent and wash-out-resistant dextran fatty acid esters in cosmetics as film-forming ones Material, e.g. B. in the production of lipsticks to use. Disadvantages of these known cosmetic However, it is said to be beneficial in terms of their adhesiveness to the skin, flexibility and durability and in particular impermeability to detergents or water is still significant left a lot to be desired.

The invention was therefore based on the object of providing a cosmetic agent with a content of fatty acid esters to create the polysaccharides, which, on the most varied of skin areas with the most varied Targets applied by a unique in comparison to corresponding known cosmetic means Combination of properties such as impermeability to water and detergents, adhesion on the skin, flexibility and durability as well as lack of irritation, and that as a result of the combination of properties mentioned both as a protective coating (for the relevant skin areas) as well as binders for adhering other desired skin treatment agents to the able to serve certain places on the skin.

The invention therefore relates to a cosmetic agent of the type mentioned at the outset, which thereby is characterized in that it contains at least one ester of at least one fatty acid as the fatty acid ester 6 to 22 carbon atoms and amylose or amylopectin or their mixtures, their hydroxyl groups are 50 to 100% esterified, contains.

In the cosmetic agents according to the invention, esters of pure amylose, pure amylopectin and mixtures of amylose and amylopectin can be used in any proportion. For the desired success, it is essential that the degree of esterification of Polysaccharidfettsäureester used in the invention 50 to 100 ° / ₀ is because Polysaccharidfettsäureester a lower degree of esterification are much less water and detergentienbeständig and thus much too sticky for cosmetic purposes. The polysaccharides mentioned can be esterified with any fatty acids with 6 to 22 carbon atoms. Examples of such esters are hexanoates, hptanoates, octanoates, nonanoates, decanoates, laurates, myristates, palmilates, undecylenates, 2-decanoates, stearates and behenates. Fatty acids with less than 6 or more than

ίο 22 carbon atoms can be added to the named esters corresponding acids are used for ester formation, if only at least 50 ° / < > the hydroxyl groups of amylose and / or amylopectin with a fatty acid with 6 to 22 carbon atoms are esterified. Are esters of fatty acids with 6 to 7 or 14 to 22 carbon atoms produced, so should preferably 80 to 100% of the Hydroxyl groups of amylose and / or amylopectin can be esterified, while esters of fatty acids with 8 to 13 carbon atoms should preferably have a degree of esterification of 65 to 85%.

The esters mentioned are easily soluble in organic solvents, whereby solutions are formed, from which by evaporating the solvent or by flushing the solvent with water easily thin films adhering to the skin can be deposited. The dry films have a astonishingly great resistance to the permeability of water, are pliable and survive repeated washing with water, aqueous detergent solutions and even with aqueous bleach solutions. The resistance to the permeability of water is considerably higher than that of dextran fatty acid esters or cellulose esters. The esters according to the present invention adhere firmly on the skin and can be used as a protective coating over cosmetics or Medicines are used, whereby they serve to make the latter easy to wash off prevent. Cosmetics, medicaments and the like can also be mixed with a solution of an amylopectin steroid in a volatile solvent, so that the dry coating deposited on the skin or film contains these materials dispersed in the amylopectin ester coating; here serves the

Coating as a binder or carrier substance to keep the materials it contains in place on the skin and hold in place.

The esters which can be used according to the invention can be prepared in a conventional manner, for example by several hours Heating amylose and / or amylopectin with the corresponding acid chloride in one Solution of pyridine in toluene at elevated temperature, successive washing of the reaction mixture with

acidic aqueous solution, alkaline solution and water and pouring into methanol for precipitation of the partially or fully esterified product. When making mixed Esters from two or more different fatty acids are first combined with the acid chloride higher molecular weight with amylose and / or amylopectin and brings the acid chloride with the lower molecular weight due to the higher reaction rate later in the reaction mixture one. The degree of esterification can be changed by changing the temperature and reaction time, des Ratio of acid chloride to amylose and / or amylopectin as well as other factors can be controlled.

usually one helps oneself in the implementation Reflux temperature of a molar ratio of acid chloride to anhydroglucose moiety of amylose and / or amylopectin from about 2.5: 1 to 5.0: 1 µm To produce esters of a 50 to 100% degree of esterification.

The esters contained in the agent according to the invention dissolve in a wide variety of solvents, for example chloroform, 1,1,1-trichloroethane, trichlorotrifluoroethane, butyl stearate, isopropyl palmitate, isopropyl myristate, diethyl carbonate, ethylene glycol monobutyl ether, deodorized kerosene or bis (2-butoxyethyl). They also dissolve in one Mixture of 1,1,1-trichloroethane and a smaller proportion of ethanol. The easiest and most comfortable cosmetic agents according to the invention are in the form of solutions in volatile solvents, preferably 1,1,1-trichloroethane or mixtures thereof, applied to the skin with ethanol; this Solvents are miscible with common aerosol propellants, such as trichloromonofluoromethane and dichloromethane, and can therefore be used in with a valve and pressure containers provided with spray nozzles are packaged. From these pressure vessels can then cosmetic agents according to the invention are sprayed onto the skin.

Instead of the mentioned gaseous propellants liquefied in the respective pressure vessel or in addition to these other propellants, such as the usual common hydrocarbon propellants, can be used to sprayable To make mixtures.

Solutions of the esters contained in the agent according to the invention in organic solvents can also be dispersed in a dermatologically harmless carrier, such as, for example, water or conventional thickeners, dyes, perfumes or other conventional components containing aqueous solutions. The preparations that the dispersed Containing ester solutions can be in the form of lotions, creams, gels, pastes or ointments.

The amount of esters used can be from 0.1 to 50 percent by weight of the total weight of the make up the respective preparation. Cosmetic means with one lying near the lower limit Ester content are primarily suitable for spraying from pressure vessels. Otherwise, cosmetic Agent according to the invention with a view to optimal results ester amounts of 0.3 to 5 percent by weight, based on the total weight.

Cosmetic agents according to the invention containing an ester of the type described in the form a solution in a volatile solvent will result after its application to human skin to form a film that is stable, does not cause irritation, adheres firmly to the skin and which remains practically intact after drying, even if it is soaked in soapy water for half an hour.

The following comparative example is intended to improve the water impermeability of the polysaccharide ester which can be used according to the invention compared to the illustrate known dextran fatty acid esters.

Comparative example

It was the rate of hydration of pieces of human callus that had specific times were immersed in water at room temperature. Further, under appropriate conditions, the hydration rate of the same callus pieces after being coated with those in the following Compilation listed polysaccharide fatty acid esters determined.

Percentage decrease in hydration of with

various polysaccharide decanoic acid esters

treated callus

Line Amylopcktin
decanoate Amylose
decanoate Dextran
decanuat *) ¹ hour ...
¹⁵ V ₂ hours ...
1 hour
2 hours .... 84%
76 ^e /.
62%
48% 67%
67%
47%
34% 52%
52%
26%
19%

*) Molecular weight of the oextran component: 80,000 to 100,000.

The results contained in the table thus clearly show that the in the invention Means contained polysaccharide fatty acid esters known polysaccharide fatty acid esters, namely Dex-

^a5 trans-fatty acid esters, are far superior in terms of water repellency.

The effectiveness has also been demonstrated by using various cosmetic agents, such as Sunscreens, Germicides and Inflammatory

Protective agent, rat skin cut out on pieces applied, then applied a protective coating made of an ester which can be used according to the invention and then determined the retention time of the cosmetic agent under various conditions.

The following examples are intended to explain the invention in more detail.

example 1

It became a cosmetic product of the following composition

Weight percent

Amylose decanoate (75% esterified) 5.0 Bis (2-butoxyethyl) ether 5.0 Carboxy vinyl polymer 1.0

50% aqueous sodium hydroxide solution 0.25

Made up to 100 with water

manufactured.

During the preparation of this cosmetic product, the amylose decanoate was initially in the ether dissolved, whereupon the resulting solution with the as Thickener dissolved the carboxy vinyl polymer containing water was mixed. The dispersion obtained in this way was neutralized with sodium hydroxide solution. The obtained cosmetic agent had the shape a gel that can be easily spread on the skin could and after drying on the skin a firmly adhering and water-impermeable film or coating left.

B e i s ρ i e 1 2

The following ingredients were in the order given

Weight percent

Hexachlorophene 0.2

2-ethylhexanediol-1,3 1.0

Perfume 0.2

Amylopectin decanoate (75%

esterified) 0.2

Talc 4.8

Propylene glycol 0.5 Isopropyl laurate 0.5

Mixture of 65 parts by weight of trichloromonofluoromethane and 35 parts by weight of dichlorodifluoromethane

to 100

processed into a deodorant.

The deodorant mixture obtained was equipped with a conventional valve and spray nozzle Introduced pressure vessel. When the deodorant was sprayed on the skin, it was long lasting determine odor-absorbing effect. Here was the amylopectin ester both as a water repellent Agents and binders to hold the other non-volatile components on the skin.

Example 3 By mixing the following ingredients

Weight percent

Petroleum jelly 65

Lanolin 6

Ceresin 8

Amylose laurate (75% esterified) 2 Yellow beeswax 5

Mineral oil 15

If desired, addition of titanium dioxide, zinc oxide and colorants

a make-up was made.

When applied, the make-up formed a permanent, firmly adhering and water-impermeable film on the skin.

Claims (1)

I 926 068 Claim: Cosmetic agent with a content of dissolved fatty acid esters of the polysaccharides, thereby characterized in that there is at least one ester of at least one fatty acid ester a fatty acid with 6 to 22 carbon atoms and amylose or amylopectin or their mixtures, their hydroxyl groups to 50 to 100 ° /. » are esterified contains.