FR2798147A1 - USE OF LIPOAMINOACIDS IN THE MANUFACTURE OF TEXTILE PRODUCTS AND TEXTILE PRODUCTS COMPRISING SAME - Google Patents

Abstract

The subject of the invention is the use of a composition comprising an effective amount of at least one compound of formula (I): (CF DRAWING IN BOPI) or its topically acceptable salts, in which R represents the characterizing chain of a fatty acid, saturated or unsaturated, linear or branched, comprising from 3 to 30 carbon atoms, R1 or (CF DRAWING IN BOPI) represents the chain or the cyclic radical characterizing an amino acid and m is between 1 and 5, for the manufacture of textile products. Textile product comprising said compound.

Description

The subject of the invention is a new use of (oligo) amino acids

NOT-

  acylated. N-acylated (oligo) amino acids, also called lipoamino acids when the acyl radical is derived from a fatty acid, such as for example those described in the international patent applications published under the numbers W092 / 20647, W092 / 21318, W094 / 26694 and W094 / 27561, are commonly used in the

  preparation of cosmetic products.

  From spinning to clothing, the textile industry is a major consumer of auxiliary products and surfactants. However, the use] o in this industrial branch of compounds known for their use in the preparation of cosmetic composition has so far been little explored. Indeed, we have so far only tried to graft insecticidal agents on synthetic or natural fibers or to flavor the fibers. The Applicant has therefore sought to develop compounds which can be applied to natural or synthetic textile fibers or to the woven, before making the garment or even to the already made garment, which provide the person wearing the said garment with feelings of well-being, soothing, and de-stressing, sensations that she does not feel when she wears

the same untreated clothes.

  This is why the subject of the invention is the use of a composition comprising an effective amount of at least one compound of formula (I): RCO0 (NH-CHCO) m-O-H (I)

1

  R1 or its topically acceptable salts, in which R represents the characterizing chain of a fatty acid, saturated or unsaturated, linear or branched, containing from 3 to 30 carbon atoms, R. or

-N-CH-

  % I R1 represents the chain or the cyclic radical characterizing an amino acid and m is

  between 1 and 5, for the manufacture of textile products.

  According to a particular aspect of the present invention, the use as defined above is directed towards the manufacture of textile products intended to be in direct contact with the skin, such as handkerchiefs, scarves or clothing, and more particularly underwear , fine lingerie, lingerie

  nightwear, stockings, tights and socks.

  The term “topically acceptable salt” means any salt of the acid of formula (I) which is biologically acceptable for the skin and / or the mucous membranes, that is to say any salt 10 which can in particular adjust the pH of the composition to a value between 3 and 8 and preferably approximately equal to 5, that is to say at a pH close to that of the skin. It may especially be alkaline salts such as sodium, potassium or lithium salts, alkaline salts - earths such as calcium, magnesium or strontium salts; it can also be metallic salts such as the divalent salts of copper zinc or manganese or also the trivalent salts of

  iron, lanthanum, cerium or aluminum or finally amine salts.

  By at least one compound of formula (I), it is indicated that the composition used in the use according to the invention, may contain one or more of

these compounds.

  - The compound (s) of formula (I), can be in the form of free acid or

  in partially or fully salified form.

  The expression "characterizing chain" used in the context of the present patent application denotes the non-functional main chain of the fatty acid

or the amino acid under consideration.

  Thus, for a fatty acid corresponding to the general formula R-COOH, the characterizing chain will be the linear or branched chain, represented by R. The radical R represents in particular a radical containing from 5 to 22 carbon atoms chosen from pentyl radicals, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, unicosyl, docosyl, heptadecenyl,

  eicosenyl, unicosenyl, docosenyl or heptadecadienyl or decenyl.

  A more particular subject of the invention is the use, as defined above, in which, in formula (I), the RCO fragment contains from 7 to 22 carbon atoms and represents in particular one of the hexanoyl, heptanoyl radicals, octanoyl (capryloyl), decanoyl (caproyl), undecylenoyl, dodecanoyl (lauroyle), tetradecanoyl (myristyle), hexadecanoyl (palmitoyle), octadecanoyl (stearyl), eicosanoyle (arachidoyle), docosanoyle (behoyol) (behoyol) ), docosènoyle

  (erucyle), octadecadiènoyl (linolènoyl).

  An amino acid represented by the general formula

H2N-CHR1-COOH,

  will be characterized by the definition of R1.

  An amino acid represented by the formula:: OOH

HN R1

  will be characterized by the definition of the cyclic radical

-N-CH-

\ 1

R1

  In the context of the present invention, the chain or the cyclic radical characterizing the amino acid are chosen from glycine, alanine, serine, aspartic acid, glutamic acid, valine, threonine, arginine , lysine, proline, leucine, phenylalanine, isoleucine, histidine, tyrosine, tryptophan, asparagine, cysteine, cystine, methionine, hydroxyproline,

Hydroxylysine and ornithine.

  According to a first particular aspect of the present invention, its subject is the use as defined above, in which the compound or compounds of formula (1) contained in the composition used, are associated with at least one extract and / or tincture of vegetable matter rich in tannin chosen from

  cinnamon, willow or witch hazel tea extracts.

  According to a second particular aspect of the present invention, its subject is the use as defined above, in which the compound or compounds of formula (I) contained in the composition used, are associated with at least one extract of plant materials chosen from plant extracts of the water lily family, and more particularly with at least one water lily flower extract such as "Nuphar japonicum", from lotus such as

  "Nelumbo nucifera" or "Brasenia purpurea".

  In the previous definitions, the words extract and tincture are used in their respective meanings, as established in the 1997 edition of the 10 European Pharmacopoeia; extracts (extracts) are concentrated preparations, liquids, solids or of intermediate consistency, generally obtained from dried vegetable or animal raw materials. Tinctures (tincturae) are preparations generally obtained from

  dried vegetable or animal raw materials.

  In addition to the active principles, the composition used in the invention comprises inorganic or organic vehicles commonly used such as, for example, water, polyols such as propylene glycol, dipropylene glycol,

  butylene glycol, pentylene glycol, hexylene glycol, capryl glycol or glycerin.

  The composition used in the present invention may also comprise one or more neutralization bases, such as tris (trishydroxyaminomethane), triethanolamine, lysine or methyl

glycine (sarcosine).

  It can also include other compounds such as, for example, metal salts of organic anions such as magnesium aspartate and

  potassium and / or zinc gluconate.

  The compounds of formula (I) are generally obtained by acylation of compounds of formula (1 ') H (NHCHCO) m-O-H (1') I

R1

  or their salts, themselves obtained by total or partial hydrolysis of proteins of all origins. Such a method is known to those skilled in the art. These proteins can be of animal origin, such as, for example, collagen, I ' elastin, fish flesh protein, fish gelatin, keratin or casein, of plant origin, such as cereal, flower or fruit proteins, such as for example proteins from soybeans, sunflower , oats, wheat, corn, barley, potato, lupine, faba bean, sweet almond, kiwi, mango or apple; it can also be proteins obtained from chorelles (unicellular algae), pink algae, yeast or silk. When m is greater than 1, R1 represents several of the characterizing chains of amino acids, depending on the hydrolyzed protein and the

i0 degree of hydrolysis.

  In a particular variant of the use which is the subject of the present invention, in formula (I) representing the compound or compounds of formula (I) contained in

  the composition used, m is less than 2 and is preferably equal to 1.

  The composition used in the use according to the invention comprises s5 from approximately 15% to 60% and, more particularly approximately from 20% to 40% by weight of at least one compound of formula (I) as defined previously. When it includes one or more extracts and / or tinctures of vegetable matter, it

  contains approximately 0.1% to 10% and more particularly 0.5% to 5% by weight.

  According to the European Pharmacopoeia, the extracts can be in the form of fluid extracts, soft or firm extracts or dry extracts. In the preceding definition of the composition according to the invention, the percentages by weight of constituents of the extract or of the dye correspond to the percentages by weight of dry residue, said dry residue being obtained by evaporation of the solvent and drying of said extract or of said dye at operating conditions

  which the alteration of the constituents is minimal.

  When the composition used comprises other compounds such as for example magnesium and potassium aspartate and / or zinc gluconate, it generally contains from 0.1% to 10% and more particularly of

0.5% to 5% by weight.

  The composition which is the subject of the present invention is prepared according to methods known to those skilled in the art, in general, by simple stirring of the mixture of its constituents in the appropriate liquid vehicle. If necessary or if

  desired, said extract and / or said tincture are previously diluted before mixing.

  A more particular subject of the invention is the use as defined above, in which the composition used is an aqueous solution comprising approximately from 6% to 10% by weight of Nlauroyl glutamic acid,

  from 3% to 8% by weight of N-lauroyl aspartic acid, from 2% to 5% by weight of N-

  lauroyl glycine, from 2 to 4% by weight of N-lauroyl alanine, from 0.5 to 2% by weight of mixed potassium and magnesium aspartate, from 20% to 25% by weight of propylene glycol and from 4% 10% by weight of sarcosine, 3% to 6% acid

o0 lauric.

  A more particular subject of the invention is the use as defined above, in which the composition used is an aqueous solution comprising approximately from 20% to 30% by weight of Noctanoyl glycine acid, from 3% by weight of cinnamon extract (Cinnamomum zelanicum) from 5% to 15% by weight of glycerin, from 5% to 15% by weight of butylene glycol and from 4% to 10% by

sarcosine weight.

  A more particular subject of the invention is the use as defined above, in which the composition used is an aqueous solution comprising approximately from 20% to 30% by weight of Nundecenoyl acid.

  glycine and from 5% to 15% by weight of glycerin.

  A more particular subject of the invention is the use as defined above, in which the composition used is an aqueous solution comprising from approximately 25% to 35% by weight of N-palmitoyl proline and

  0.1% by weight of water lily flower extract (Nymphaea Alba).

  A more particular subject of the invention is the use as defined above, in which the composition used is an aqueous solution comprising approximately from 30% to 50% by weight of N-palmitoyl proline, from% to 15% by weight of N-palmitoyl glutamic acid, from 10% to 15% by weight of

  N-palmitoyl sarcosine and from 25% to 35% by weight of palmitic acid.

  A more particular subject of the invention is the use, as defined above, in which the composition used is an aqueous solution comprising from approximately 30% to 70% by weight of N-cocoyl glycine, from 0% to 25 % by weight of N-cocoyl sarcosine acid, and 5% to 20% by weight of the mixture

  fatty acids from coconut oil.

  The composition is implemented by application to the fiber, the mesh, the

  woven or nonwoven, either before making the textile product, or on the finished product.

  It is applied either by exhaustion or by padding, after dilution to approximately% to 20% by weight, in a suitable vehicle, for example water or a polyol or a water + polyol mixture or optionally encapsulation in the form of liposomes or aminosomes, then dispersion in the same proportions in said composition in said vehicle and treatment of the textile product at the right rate

  l0 from about 0.5% to 10% and more particularly from 1% to 5% by weight of material.

  The textile product obtained contains between about 0.0005% and 0.5% by weight of compounds of formula (I) as defined above

  The following examples illustrate the invention without, however, limiting it.

Example 1

  A) A composition was prepared comprising approximately 45% by weight of N-

  palmitoyl proline, 10% to 15% by weight of N-palmitoyl glutamic acid, 10%

  15% by weight of N-palmitoyl sarcosine and 30% by weight of palmitic acid.

  B) This composition is diluted to 15% in a 20% aqueous solution of butylene glycol. C) The preparation is applied by exhaustion on a mesh, at a temperature of 50 ° C. to 60 ° C., in a slightly acid medium, respectively at

height of 1% and 2% of material.

  The assessments of a panel of 20 people focused on the ability to

  recognize by touch the treated mesh, of the same untreated mesh.

  Twenty samples of the said mesh were therefore distributed to each member of the panel, samples of which only 12 had been treated at

  1% or 2% on material weight (6 samples of each).

  It was found that 16 of the 20 members of the panel were able to correctly recognize the treated samples, thanks to the feeling of softness they provided at the touch

Example 2

  We have analyzed the soothing effect provided by wearing treated knitted garments, prepared as in paragraph C) of the previous example, worn in direct contact with the skin (arms and legs). The population is randomized with the wearing of treated or untreated textiles. The results are recorded in the following table: Significant effect * Witnesses with clothing Witnesses with non-treated mesh clothing with treated mesh Freshness 1 3 Relaxing 1 4 Soothing 2 5 Soft contact 2 5 Tonic effect 1 3 Relaxing effect 2 5 Well-being 2 4 * The notable effect is noted from 1 to 5. the values 1 and 2 are considered to be without

  significant effect. The values 4 and 5 are considered to be a significant positive effect.

  io The value 3 is a median value characterizing a positive but insignificant effect.

Claims (16)

  1. Use of a composition comprising an effective amount of at least one compound of formula (I): R-CO (NH-CH CO) mOH (I) R1 or its topically acceptable salts, in which R represents the characterizing chain a fatty acid, saturated or unsaturated, linear or branched, containing from 3 to 30 carbon atoms, R. or -N-CH-   R. i5 represents the chain or the cyclic radical characterizing an amino acid and m is   between 1 and 5, for the manufacture of textile products.   2. Use as defined in claim 1, for the manufacture of   textile products, intended for direct contact with the skin.   3. Use as defined in claim 2, for manufacturing,   handkerchiefs, scarves and clothes.   4. Use as defined in claim 3, for the manufacture of underwear, fine lingerie, nightwear, stockings, tights or socks.   5. Use as defined in one of claims 1 to 4, for   which, in formula (I), the R-CO fragment represents one of the radicals chosen from the hexanoyl, heptanoyl, octanoyl (capryloyl), decanoyl (caproyl), undecylenoyl, dodecanoyl (lauroyl), tetradecanoyl (myristyl), hexadecanoyl radicals palmitoyl), octadecanoyl (stearyl), eicosanoyle (arachidoyl), docosanoyle (behenoyl), octodecenoyl (oleyl), eicosenoyl (gadoloyl),   docosènoyl (erucyle), octadécadiènoyl (linolènoyl).   6. Use as defined in claim 1 to 5, for which, in formula (I), the chain or the cyclic radical characterizing the amino acid, are chosen from those of glycine, alanine, serine, I aspartic acid, glutamic acid, valine, threonine, arginine, lysine, proline, leucine, phenylalanine, isoleucine, histidine, tyrosine, tryptophan, asparagine,   cysteine, cystine, methionine, hydroxyproline, hydroxylysine and ornithine.   7. Use as defined in one of claims 1 to 6, for   which, the compound (s) of formula (I) contained in the composition used, are associated with at least one extract and / or tincture of vegetable material rich in tannin chosen from cinnamon, willow or tea extracts witch Hazel.   8. Use as defined in one of claims 1 to 6, for   which the compound or compounds of formula (I) contained in the composition used, are associated with at least one extract of plant materials chosen from extracts of plants from the family of nympheaaceae, and very particularly with at least one flower extract water lily such as "Nuphar iaponicum" or   "Nymphaea Alba", from lotus such as "Nelumbo nucifera" or from "Brasenia purpurea".   9. Use as defined in one of claims 1 to 8, for   which, in formula (I), m is less than 2 and is preferably equal to 1.   10. Use as defined in one of claims 1 to 9, for   which the composition used is an aqueous solution comprising approximately from 6% to 10% by weight of N-lauroyl glutamic acid, from 3% to 8% by weight of N-lauroyl aspartic acid, from 2% to 5% by weight of N-lauroyl glycine, from 2 to 4% by weight of N-lauroyl alanine, from 0.5 to 2% by weight of mixed potassium and magnesium aspartate, from 20% to 25% by weight of propylene glycol and   4% to 10% by weight of sarcosine, 3% to 6% of lauric acid.   11. Use as defined in one of claims 7 or 9, for   which the composition used is an aqueous solution comprising about 20% to 30% by weight of N-octanoyl glycine acid, from 3% by weight of cinnamon extract (Cinnamomum zelanicum) from 5% to 15% by weight of glycerin, from 5% to 15% by weight of butylene glycol and from 4% to 10% by weight of sarcosine.   12. Use as defined in one of claims 1 to 9, for   which the composition used is an aqueous solution comprising about 20% to 30% by weight of N-undecenoyl glycine acid and from 5% to 15% by weight weight of glycerin.   13. Use as defined in one of claims 8 or 9, for   which the composition used is an aqueous solution comprising about 25% to 35% by weight of N-palmitoyl proline and 0.1% by weight of extract   of water lily flower (Nymphaea Alba).   14. Use as defined in one of claims 1 to 9, for   which the composition used is an aqueous solution comprising approximately from 30% to 50% by weight of N-palmitoyl proline, from 10% to 15% by weight of N-palmitoyl glutamic acid, from 10% to 15% by weight N-palmitoyl sarcosine weight   and from 25% to 35% by weight of palmitic acid.   15. Use as defined in one of claims 1 to 9, for   which the composition used is an aqueous solution comprising approximately from 30% to 70% by weight of N-cocoyl glycine, from 0% to 25% by weight of N-cocoyl sarcosine acid, and 5% to 20% by weight mixture of fatty acids from coconut oil.   16. textile product, characterized in that it comprises between approximately 0.0005% and 0.5% by weight of one or more compounds of formula (I), such as   defined in any of claims 1 to 8.