DE3590272T - Vegetable oil extracts as emollients in skin and hair care products - Google Patents

Description

Vegetable oil extracts as plasticizers
in skin and hair care products

The invention relates to the use of addition products of vegetable oils, either alone or in Combination with vegetable oils and / or modified vegetable oils as additives for skin and hair care products. In particular, this invention relates to the use of water soluble and water insoluble Salts of addition products of vegetable oils with or without vegetable oils or modified vegetable oils as an emollient in skin or hair care products. In particular, this invention relates to the application of Addition products obtained from vegetable oils which are non-conjugated polyunsaturated Contain fatty acid esters that are conjugated and then through a Diels-Alder addition with acrylic acid, fumaric acid or maleic anhydride to serve as an emollient in skin and hair care products.

Skin is made up of several layers of cells that make up the Keratin and collagen fiber proteins cover and protect, which represent the skeleton of their structure. Anionic surfactants typically penetrate this Outer of these layers, known as STRATUM CORNEUM MEMBRANE, by degreasing them as a whole destroy. This destruction of the skin surface topography

leads to a rough feeling and may cause the surfactant to bond with the keratin allow irritation.

5 Organic solvents are one of the main reasons for degreasing the STRATUM CORNEUM. Solvents or Solvent mixtures that are both fat and water soluble are most effective at degreasing, whereby they sometimes get more than 10 to 20% of the fats from the skin loosen by long lathering.

Special chain length ranges of less water-soluble organic substances are also harmful to health. Hydrocarbons having chain lengths, such as (272 ⁰ C to 333 ⁰ C boiling range) exist in kerosene, combine with the fats to produce annormale thickening of the stratum corneum. Kerosene, of course, is a common component used in waterless hand cleansers. Surface-active substances of medium chain length such as sodium lauryl sulfate and θζ- olefin sulfonates are often used in dishwashing detergents and attack the skin even in a very dilute solution. The activity of this class of substance is imagined as a strong bond between the surface-active functional groups and protein molecules in the keratin coating, reversibly changing it from a θζ ^ screw to an eating configuration by unwinding the fiber strands that form the tissue. Once this has happened, the likelihood of complete regression of the protective function will occur, even if all surfactants have been removed, since the composition and nature of the STRATUM CORNEUM is very complex.

Cosmetic creams that contain mineral oils also include vegetable oils to remove the fats that have been loosened from the skin as a result of the dissolving process of the mineral oil, to partially replace again. The undisturbed passage of water through the STRATUM CORNEUM is important for them Function. Most of this water that is sometimes blamed for the suppleness of the STRATUM CORNEUM comes from within the body. When the humidity is too low, such as in a cold climate If so, there remains insufficient water in the outer layers of the STRATUM CORNEUM to maintain the tissue sufficient pliable and the skin will begin to peel and start to itch. The skin permeability becomes also reduced by an amount if disproportionate amounts of water dyrch the STRATUM CORNEUM flow. On the other hand, too much water causes sorption on the outside of the skin of the STRATUM CORNEUM Quantities that are up to three to five times the weight of your own binding water. That swells and folds the skin and ultimately leads to an increase in the permeability of water and other polar molecules two to three times beyond the permeability with optimal hydration.

Hair consists of many of the same components as the STRATUM CORNEUM. The outermost region of the cells forms one Somewhat thick, chemically resistant, protective coating that covers the hair fiber and is called CutiQüla will. The surface of the cuticle is covered with a thin layer called the epicuticle, which is fat and should contain proteins. The cuticle fills the Cortex cells which make up most of the fibrous mass include. Keratinization takes place in the cortex to ensure stability of the hair structure.

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Hence it is desirable to have substances available too that supports both the STRATUM CDRNEUM and the hair cuticle in removing their barriers and water-repellent To support functions as much as possible in order to be as good as possible from harmful ones To protect processes to which the skin is exposed during washing, work and care.

In the treatment of cosmetic creams and cosmetic waters in the "Encyclopedia of Chemical Technology", third edition, Volume 7, a classic example of a cream formulation is given that contains 11.8 - 12.1% spernacet. It should also be noted that new formulations, the mineral oils instead of the previously used Containing almond oils, vegetable oils must be present in order to remove them from the skin surface due to the dissolving power of the To partially replace dissolved fats in mineral oil.

Cosmetic water recipes are mostly identical to those of creams, with the exception of softening cosmetic waters, which Oil-in-water emulsions are and usually contain more water than the corresponding cream. These cosmetic waters (Lotions) are preferably used throughout the day as they have a lighter or less oily emollient Evoke film. Cosmetic water recipes in the "Encyclopedia of Chemical Technology" contain 1 - 1.5% anhydrous lanolin as the main plasticizer.

Unfortunately, the well-known softening additives used in creams and cosmetic waters do not do this durability desired in terms of skin softening. There is a special need for this for emollient additives that soften the skin for a longer period of time than is currently done available plasticizer is possible, causes.

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Hair care products can also benefit from adding emollients. The barriers and water retention functions Similar to the STRATUM CORNEUM of the skin, the hair cuticle can be used in shampoos and hair setting agents get supported. Lanolin and its derivatives are included in shampoo formulations to provide relief from breakdown Combing, hair detangling, an improvement in structure, shine, manageability, the hair end split and to ensure the protection against static charge.

The positive effects of emollients for skin and hair are most commonly used in dandruff shampoos. Dandruff are the result of excessive keratinization. The degree of keratinization increases to a point where the Orders of magnitude of the cornification become more visible. Dandruff shampoos contain additives that reduce dandruff effectively regulate by allowing a normal rate of conversion of epitermal cells. A skin and Hair emollient should reduce the degree of cornification in the STRATUM CORNEUM of the scalp and at the same time protect the hair cuticle.

It is therefore the aim of the present invention to provide additives for

To provide skin and hair care products. Another one The aim is to provide emollient additives for skin and hair products that have an emollient Have an effect on the STRATUM CORNEUM of the skin and the cuticle of the hair. After all, it's another goal of this invention to provide additives for skin and hair care products that have a more permanent protective and Plasticizing function effected as a known plasticizer.

The inventive solution to this problem is based on Realization that certain fatty additives of vegetable oils, either alone or in combination with vegetable oils

common oils and / or modified vegetable oils, Have a lasting emollient effect when used in skin and hair care products. The plasticizer of this Invention encompasses both water-soluble and water-insoluble salts of the addition products of the vegetable Oils. The addition products according to the invention of the vegetable Oils are the addition products that are made from vegetable oils, being non-conjugated contain polyunsaturated fatty acid esters that are conjugated and then through a Diels-Alder addition have been modified with acrylic acid, fumaric acid or maleic anhydride.

The addition products of vegetable oils which are important for this invention can be prepared from vegetable oils which contain polyunsaturated fatty acid ester groups in the triglycerol molecule, the carboxyl portion being the Fatty acid ester group is enlarged. These addition products of vegetable oils are made by a first Conjugation and subsequent conversion into elaidic acid of non-conjugated portions of the polyunsaturated Fatty acids, mainly linoleic acid, produced, resulting in a Diels-Alder addition with fumaric acid, maleic anhydride or acrylic acid. It is essential that the conjugation and conversion to elaidic acid before Acrylic acid addition takes place in order to achieve an optimal yield of the acrylic acid addition product. In the Use of fumaric acid or maleic anhydride can add the acid or anhydride during the time of conjugation and the conversion to elaidic acid, since these have no inhibitory effect on the reaction.

The addition products of vegetable oils and their preparation is described in US Pat. No. 2,678,934 to Grummitt et al U.S. Patent 4,196,134 to Ball et al. treated. The addition products of the vegetable oils form triglyceric acids the general formula

-O- O
Il
C - I I ₁ - CH
\ = CH _{n 2} ) - CH ₃ O - CH '
Z - O Il
-C-
O
It (CH ₂ ) _y "CH Z ^ CH - (CH
y

CH

CH ₂ - O - C - ₂

in which χ and y are integers between 3 and 9, χ and y • 15 together give 12, each Z can be a carboxylic acid group in which all or some of the carboxyl groups can be in anhydride form, or one Z is hydrogen and the other Z can be a carboxylic acid group, and R ₁ and Rp are saturated and unsaturated hydrocarbon radicals, respectively. These triglyceric acids can be converted to their soap form to form soluble alkali metal soaps and amine soaps, insoluble alkaline earth soaps and higher valent metal soaps, or exist as free acid groups to provide the benefits of this invention.

These benefits include emolliency or softening

the skin and hair, which remains in this best mode of action for a period of up to 20 hours. This activity is not affected by standard cleaning procedures, such as washing with soap and water or even cleaning with waterless hand cleansers, which consist of a cream consisting of soap, water, odorless kerosene and a variety of additives contained in smaller quantities, such as lanolin and

Sometimes pumice stone is composed to ensure its cosmetic and cleaning properties. as well the components according to the invention ensure good

Softening and moisturizing the skin itself · It it has been found that these benefits are enhanced by the addition of the original oil to them

can, being the optimal mixture of about half the addition product of the vegetable oil and about the Half is made up of vegetable oil. Further improvement is achieved when the vegetable oil is disproportionate to remove the double bonds in the linoleic and linolenic acid groups present in the oil conjugate. Likewise, the addition products mentioned are effective plasticizers, the addition product with the

.15 the greatest effect is the Diels-Alder product with fumaric acid. A preferred method of making the optimal product is to mix two moles of the vegetable oil with one Moles of dienophile in the presence of a catalytic amount of iodine, the conjugation and deposition additive to be added. This also causes the 50:50 mixture of the addition product to the disproportionated vegetable Oil.

Further details, features and advantages emerge from the following description of exemplary embodiments.

From the following examples it can be seen that the addition products of this invention are advanced because

they bring about the beneficial suppleness and softness of the skin over a long period of time. To for such a long time To be effective it seems necessary that they have an affinity, or at least optimal compatibility, with one or more components of the skin as they are present in the STRATUM CORNEUM. This could be a Interaction between the hydrophobic parts of the

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The addition product and free vegetable oils, if present, can be with fatty grains in the intercellular space or the more hydrophilic fats that form the walls of the keratinized cells. If the addition product is able to penetrate the cell, its carboxylic acid groups with proteinamine groups around the outside of the oC. - helically disulfite-bound keratin chains react. Regardless of how it is retained on the skin, the addition product between soybean oil and fumaric acid has been shown to have a very large area of hydrophilic groups of approximately

ρ ρ

97.5Ä. for free acids and 116.2Ä for Disodium soaps. When comparing, the head groups have

of the monocarboxylic fatty acids only 35Ä. It would be assumed that this size of a polarized region is considerable May contain amounts of water with a hydrogen bond. So they could be effective with the skin Moisten water where it is available. The exact mechanism of the function of these addition products is unknown and its effect is surprising.

example 1

In the one step preparation of an optimal blend of 50% addition product of soybean oil with fumaric acid and 50% conjugated soybean oil, 74.29 kg (0.085 kg per mole) of refined food grade soybean oil, 4.8 kg (0.041 kg per mole) of fumaric acid and 0.299 kg of iodine in a reaction pressure vessel of 0.114 m ³ . The reactor was closed, ^{heated to 250 °} C. and held at this temperature for four hours while the contents were stirred. The resulting product has an acid number of 63.6 and a 3+ color on the Gardner scale.

Example 2

The preparation of addition products of soybean oil and fumaric acid was carried out by charging 90.6 kg of refined soybean oil, 11.778 kg of fumaric acid and 0.27 kg of iodine into a pressure reactor with a capacity of 0.114 m ³ . The reactor was closed, ^{heated to 210 °} C. and kept at this temperature for four hours with stirring. The resulting product has an acid number of 114.8 and a color of 5 on the Gardner scale.

Example 3

This example illustrates the manufacture of alkali metal soaps and their effect in skin care.

113.12 g of water and 13.12 g of potassium hydroxide tablets (86% solids content) are added to a 400 ml glass beaker equipped with a stirrer. After the solution has been heated to 60 ^° C., 100 g of the addition product of soybean oil and fumaric acid from Example 2 are slowly added with stirring. After 15 minutes of additional stirring at 60 ⁰ C was allowed to cool the mixture. The viscosity of the yellow product was 2,050 centipoise at 50 ⁰ C and its pH was 8.45.

In a 150 ml beaker containing 50 g of the above 50% solids Potassium soap containing the addition product of soybean oil and fumaric acid was 25 g of soybean oil added slowly while the contents were stirred well. The resulting system had a viscosity of 7100 centipoise and a pH of 8.3.

When applied to the skin, it has a smooth feel with no slipperiness or other undesirable properties. While rubbing the skin to absorb the last remains of the product, the skin initially develops slightly sticky feeling until all of the product has visibly disappeared. The normal course of work, leisure activities and rest was thereafter continued for the next 20 hours, with what a considerable one Use of both hand soap and liquid dishwashing detergent was associated. At the end of these 20 hours The skin still had the smooth, softness that the product had originally created.

Example 4

The sodium soap of the addition product of soybean oil with fumaric acid was prepared by heating 108 g of water in which 8.4 g of sodium hydroxide tablets (97.6% solids) were ^{heated to 60 °} C. and 100 g of the addition product of soybean oil with fumaric acid according to Example 2 were added. After stirring at 60 ^° C. for 15 minutes, the soap was allowed to cool. She had a pH of 8.6 and a viscosity of 2160 centipoise at 45 ⁰ C.

In a 250 ml beaker glass was 40 g of soybean oil slowly added to 80 g of the above sodium soap. This resulted in a system with a viscosity of 3,200 centipoise and a pH of 8.7. There was nothing when the product was rubbed into the skin sticky feeling. It turned out to be just as long

Suppleness of the skin, as for the potash soap.

Example 5

To show the preparation of a monovalent amine salt a water-insoluble triethanolamine soap was made by mixing 13.9 g of triethanolamine in 100 g of the addition product of soybean oil and fumaric acid according to Example 2 mixed until a clear viscous gel resulted. This soap showed similar softening properties in terms of softening the skin like the alkali metal soaps. It was included in the recipe for soft soap in which it contains the Dripping supports and rinsability from the skin promotes without impairing the foam properties of the soft soap.

Example 6

This example shows the applicability of soaps of the multiple bonding metal ions and the addition product of soybean oil and fumaric acid in skin care.

9.29 g of hydroxide tablets (97.6% solids content) are dissolved in 121 ml of water in a 500 ml glass beaker. 100 g des Addition product of soybean oil and fumaric acid from Example 2 are then added. After stirring 20 minutes to produce a viscous homogeneous soap is a solution consisting of 24.85 g of magnesium sulfate heptahydrate dissolved in 71 ml and added over a period of 15 minutes. After about 2/3 of the magnesium sulfate solution were added, the viscous homogeneous soap divides into a two-phase system. After a 1 hour Stirring and allowing the system to settle for an additional hour, the aqueous phase was drawn off and the viscous gel was washed twice with 131 ml portions of distilled water to remove the remaining sodium sulfate to wash out. Every share of wash water was made

stirred with the organic phase for one hour. Then the system was allowed to settle for an additional hour before the organic phase was drawn off. One uses this magnesium soap, which is made from the addition product of soybean oil and fumaric acid, the result is a supple, soft feeling on the hands that lasts for days persists after using the product.

Example 7

This example shows the applicability of addition products of soybean oil and fumaric acid and conjugated Soybean oil to improve skin suppleness and to prevent the harmful effects of kerosene on the skin.

A viscous but pourable soap made from the addition product of soybean oil and fumaric acid conjugated with a Soybean oil mixture according to Example 1 was prepared by slowly adding 50 g of the addition product to a solution of 56.56 g of potassium hydroxide tablets (86% solids) and dissolved in 56.56 g of water. The muddy solution had a pH of approx. 8.5 "

Kerosene was added in three milliliter portions to 17 g of the above soap in a 35 ml bottle with a screw cap, until the bottle was full. After each proportionate addition of kerosene, the system was turned on with a magnetic stirrer for 45 Minutes stirred. The final solution showed a low viscosity and was clear. Regarding this mixture was found that they had hidden smudges in the outlines of fingerprints and other lines of the hand cleaned, as by the blackened residue on a dry paper towel that was used to to wipe this away became clear and like the visible one

Skin cleanliness showed. In addition, the viscosity was sufficiently small to be slightly below that Working fingernails and loosening grease and dirt, which is a difficult problem especially for mechanics represents.

In contrast to commercially available waterless hand cleaners, which typically consist of around 40% kerosene, 40% water and 20% Oleic type soap, the formulation of this example improves skin smoothness similarly to those Hand creams that work for several hours. So there was no tendency for this recipe to be painful Cracks deep in the STRATUM CORNEUM in the area of the fingerprint areas of the hand, as is usually done with commercial waterless hand cleansers.

Example 8

The product from Example 1 (designated PCW-178) was used immediately compared to water-insoluble lanolin and the refined, less viscous lanolin oil shows in a typical hand lotion formulation has a share of 5%. The assessment used was analogous to Goldemberg and De la Rosa, who described this in her article "Correlation of Skin Feel of Emollients to their Chemical Structure" J. Soc. Cosmet. Chem. 22, pp. 635-654 (1971). The emulsions were in each case in unlabelled samples assessed by the same group of laboratory technicians, with the initial feeling on the skin, the behavior during the Rubbing and the final feel after the emulsion penetrated the skin. The initial hatch was entered on a scale from 1 to 5 (light to strong hatch). The final one Feel was classified according to smoothness, oiliness, friction and moisture. Each of these four quality attributes was

rated on a scale of 1 to 5, with 5 representing the most undesirable feeling. A numeric value for the final feel was obtained by adding up the amounts for each quality grade evaluated. The possible Final feel ratings reacted from 4 to 20. The results are shown in the table below.

Even if the initial slip was not rated as excellent, the plasticizer of the present invention was used rated better than the commercially available plasticizers in terms of end feel.

Application properties of the lotion

Final feeling 5 plasticizers initially. Slippage Smoothness Oiliness Friction Moisture

water impermeable 10 PCW-178 35 4th 3 3 3 3 1 3 lanolin 1 2 3 3 1 2 3 3 5 5 5 4th 4th 5 3 3 3 4th 3 1 3 15th 40 5 4th 5 4th 4th 5 4th 16 17th 19th 19th 13th 13th 18th Total 61 20 lanolin oil Average Average Average 3.6 2.6 Average 3.2 2 12.2 3 2 2 1 2 2 1 1 3 3 25th 5 4th 4th 3 5 3 4th 4th 2 2 5 13th 4th 5 4th 30th 18th 15th 14th 16 Total 64 Average 12.8 3 4th 4th 1 3 4th 5 5 5 4th 2 3 5 4th 4th 18th 18th 20th Total- 75 Average 15.0

7 *

Even if the invention is based on references here different special materials, processes and examples have been discussed and shown, it goes without saying that the invention does not apply to specific materials, combination of materials and selected Procedures as presented here to accomplish the task are limited. Countless possible variations of such details can be made by a person of ordinary skill in the art be combined.

Claims (16)

S-] 1HASSI-: \ STOKl-1HKCKX Westvaco Corporation Munich, 22. January 1986 New York (V.St.A.) la-de 14 79S Vegetable oil extracts as emollients in skin and hair care products Patent claims 1. A cosmetic formulation that contains addition products as emollients,
characterized,
that these are made from vegetable oils which contain non-conjugated, polyunsaturated fatty acid esters which are conjugated and then modified by Diels-Alder addition with a member from the group consisting of acrylic acid, fumaric acid or maleic anhydride. 2. The cosmetic formulation according to claim 1, characterized,
that the vegetable oil is soybean oil. 3. The cosmetic formulation according to claim 1,
characterized, that it also includes as an emollient a member of the group consisting of vegetable oil, modified vegetable oil, or a mixture of both.
30th 4. The cosmetic formulation according to claim 3,
characterized, that the modified vegetable oil is produced by a disproportionation of the oil to the Conjugate double bonds in the linoleic acid and linolenic acid groups present in the oil. 5. The cosmetic formulation according to claim 1,
characterized, that the Diels-Alder modification reaction by a Reaction of the vegetable oil with fumaric acid is achieved. 6. The cosmetic formulation according to claim 1, characterized , that the addition product of vegetable oil has the general formula CH ₂ -. 0 - C - R ₁ 0> CH = CH. CH-OC - (CH ₂ ) _y - CH CH - (CH ₂ ) _χ CH - CH 0 "it «Z Z CH ₂ -OCR ₂ in which χ and y are integers from 3 to 9, χ and y together are 12 and finally a Z is a carboxylic acid group and any remaining Z is a hydrogen and R ₁ and R _? are saturated or unsaturated hydrocarbon radicals. 7. The cosmetic formulation according to claim 6,
characterized, that each Z is a carboxylic acid group in which all or part of the carboxyl groups are in the anhydride form appear. 8. The cosmetic formulation according to claim 1,
characterized, that the addition products of vegetable oil are sequentially converted into their soap form, which are selected from the group consisting of soluble alkali metal and amine soaps and insoluble soaps of the alkaline earths and the higher-valued metals.
15th 9. A hair product. which contains addition products as emollients, characterized, that it is obtained from vegetable oils, the non-conjugated polyunsaturated fatty acid esters includes which conjugates and then through a Diels-Alder addition with a representative from the Group consisting of acrylic acid, fumaric acid or maleic anhydride have been modified. 10. The hair preparation according to claims 9, characterized,
that the vegetable oil is soybean oil. 11. The hair preparation according to claim 9, characterized,
that it also includes, as an emollient, one of the group consisting of vegetable oils, modified vegetable oils, or a mixture of both. - Jf-- It 12. The hair preparation according to claim 10,
characterized, that the modified vegetable oil is prepared by a disproportionation of the oil to the To conjugate double bonds in the linoleic acid and linolenic acid groups present in the oil. 13. The hair preparation according to claim 9,
characterized, that the Diels-Alder modification reaction takes place in that the vegetable oil with fumaric acid reacted. 14. The hair preparation according to claim 9,
characterized, that the addition product of vegetable oil
general formula the CH ₂ - CH - Il O - C It O - C CH-, - It O - C = CH I ₂ ) _y - CH CH - ■ \ (CH ₂ ) _χ CH has, in which χ and y are integers between 3 and 9, χ and y together equal 12, at least one Z one carboxylic acid group and the remaining Z is a Hydrogen is and and R _? saturated resp. are unsaturated hydrocarbon radicals 15. The hair preparation according to claim 9,
characterized, that the addition product of the vegetable oil is successively converted into its soap form, which is derived from the Group of soluble alkali metal and amine soaps and insoluble alkaline earth metal and higher quality metal soaps. 16. The hair preparation according to claim 14, characterized, that Z is a carboxylic acid group in which all of the carboxyl groups are converted to the anhydride form. si HATE! ·; κ STOi ι hi: c; i: n Westvaco Corporation Munich, January 22, 1986 New York (V.St.A.) la-de 14 798 Vegetable oil extracts as plasticizers
in skin and hair care products Claims
(Amendment under Article 19 PCT) 1. An improved skin care formula, which is used as an emollient for additive products Contains oils, characterized,
that the improvement comprises increased durability for softness, which is achieved by making additive products from vegetable oils containing non-conjugated polyunsaturated fatty acid esters which are conjugated converted to elaidic acid and then by Diels-Aider addition with a member of the Group consisting of acrylic acid, fumaric acid or maleic anhydride is modified. 2. A skin care formulation according to claim 1, characterized, that the vegetable oil is soybean oil. 3. The skin care formulation according to claim 1,
characterized, that it is also used as an emollient, a member of the group consisting of vegetable oil, modified vegetable oil or a mixture of both. 4. The skin care formulation according to claim 3,
characterized , that the modified vegetable oil is produced by a disproportionation of the oil to the Conjugate double bonds in the linoleic acid and linolenic acid groups present in the oil. 5. The skin care formulation according to claim 1,
characterized, that the Diels-Alder modification reaction by a Reaction of the vegetable oil with fumaric acid is achieved. 6. The skin care formulation according to claim 1,
characterized,
that the addition product of the vegetable
general formula Oil the -O- CH - O - Il Il -R ₁ O CH ₂ - O - C (CH ₂ ) _y CH = CH CH CH ^X CH - CH I> ZZ (CH ₉ ) - CH- has, in which χ and y are integers from 3 to 9, χ and y together are 12 and finally a Z one Carboxylic acid group and any remaining Z. Is hydrogen and R, and saturated or unsaturated are saturated hydrocarbon radicals. 7. The skin care formulation according to claim 6,
characterized, that each Z is a carboxylic acid group in which all or part of the carboxyl groups are in the anhydride form appear. 8. The skin care formulation according to claim 1,
characterized, that the addition products of the vegetable oil are sequentially converted into their soap form selected from the group consisting of soluble alkali metal and amine soaps and insoluble soaps of alkaline earths and higher valued metals.
15th 9. An improved hair care product that addition products of herbal products as Contains plasticizer, characterized, that the improvement is a softening of the hair cuticle which is achieved by the fact that the additive products are obtained from vegetable oils, which contain non-conjugated polyunsaturated fatty acid esters which are conjugated in Elaidic acid are converted and then by a Diels-Alder addition with a representative of the from Group consisting of acrylic acid, fumaric acid or maleic anhydride have been modified. 10. The hair care product according to claim 9, characterized,
that the vegetable oil is soybean oil. lh 11. The hair care product according to claim 9, characterized in that it is also used as an emollient agent from the group consisting of vegetable oils, modified vegetable oils or a mixture of both. 12. The hair care product according to claim 10, characterized in that that the modified vegetable oil is produced by a disproportionation of the oil to the To conjugate double bonds in the linoleic acid and linolenic acid groups present in the oil. 15 13. The hair care product according to claim 9, characterized in that the Diels-Alder modification reaction is thereby takes place that the vegetable oil with fumaric acid reacted. 14. The hair care product according to claim 9, characterized in that the addition product of the vegetable general formula Oil the : h ₂ - ο O
Il
- C - ^R i ^ H - CH ^ CH = CH O Z : h - ο Il
- C - CH I.
Z O
Il CH - - CH CH _n - O - C - has, in which χ and y are integers between 3 and 9, χ and y together equal 12, at least one Z one carboxylic acid group and the remaining Z is a hydrogen and FL and R ~ saturated or are unsaturated · hydrocarbon radicals. 15. The hair care product according to claim 9, characterized,
that the addition product of the vegetable oil is successively converted into its soap form, which consists of the group of soluble alkali metal and amine soaps and insoluble alkaline earth metal and higher quality metal soaps. 16. The hair care product according to claim 14, characterized, that Z is a carboxylic acid group in which all of the carboxyl groups are converted to the anhydride form. STHASSI-: S STOI-KHKCKN P lltl.t.NV.ill. · - 1-.1.1 - .. ,,, - 11Il ΙΊ.Ι.-ΙΙΙ \, l, .. l, .-> - Westvaco Corporation Munich, January 22, 1986 New York (V.St.A.) la-de 14 798 Amendment under Article 19 PCT In response to the international search report served on July 16, 1985, the applicant sent Sheets to be exchanged herewith for pages 13, 14 and 15 of the application (pages 1-5 of the German translation), the contain amended claims under Article 19. As all claims have been changed, they were originally submitted pages 13, 14 and 15 (pages 1-5 of the German translation) are completely revoked. 15th Claims 1 to 8 have been amended to remove the term "cosmetic" and to define that the Formula is an improved skin care formula. Claims 9 to 16 have been amended to define that the hair product is an improved hair product. The basis for these changes will be throughout Description starting with the application title disclosed. Claims 1 to 8 and 9 to 16 have also been amended to give the specific benefit of each List the recipe. The disclosure of these changes can be found in the statements of inadequacy of the formulations according to the prior art can be found in the object of the invention on page 4 of the Description and the statement that the "above tasks will be achieved ..." in the Summary of the invention. i-: χ, - sτοΐΊ "πΐ ·: <; κΝ Claims 1 and 9 have also been amended to define that the esters are converted to elaidic acid as stated in the description on page 11, line 30 (of the German translation).