RU2485933C2 - Composition for hair care and methods of hair treatment - Google Patents

Abstract

FIELD: medicine.

SUBSTANCE: composition relates to cosmetic industry, in particular to compositions for hair care. According to claimed invention compositions, sets and methods for head hair treatment are claimed.

EFFECT: compositions contain fluorinated (but not perfluorinated), non-polymeric compounds in proper filler for ensuring favorable impact on hair.

15 cl, 39 ex, 4 tbl

Description

BACKGROUND OF THE INVENTION

[0001] This application claims priority according to provisional application for US patent No. 60/981625, filed October 22, 2007, provisional application for US patent No. 60/981632, filed October 22, 2007, and patent application US No. 12 / 147397, filed June 26, 2008, which are incorporated into this application by reference.

Technical field

[0002] The present invention relates to compositions, kits and methods for treating hair. More specifically, the present invention includes compositions, kits and methods for treating hair using the compounds described below, but in the absence of polymerization agents.

[0003] The present invention also proposed new compositions that provide long-term moisture resistance, better repel dirt particles than natural hair, while leaving much less traces and giving a lasting shine.

State of the art

[0004] The hair care industry is a multi-billion dollar industry in the United States alone. This industry includes the development, production and sale of a large number of hair care products, including shampoos, gels, foams, lotions, sprays, conditioners, dye products, lipsticks, serums, waxes and hair restoration products. Most of these products use pre-prepared polymers designed to give the desired characteristics after application to the user's hair. For example, polymers are used to give hair shine, create hairstyles, preserve the style of hair, give the hair the desired structure or feel, improve hair color, condition hair, dry hair for quick styling, straighten or smooth hair, soften hair, strengthen hair, give hair difficult-to-manage hair properties that simplify handling, improve optical properties, ensure hair fixation, provide control of curly hair and / or to restore damaged hair.

[0005] Some of the aforementioned beneficial properties have been provided in existing hair care products through the use of compositions containing conditioning agents, such as silicones or other polymers that have a high affinity for keratin and especially for scalp hair. Such compounds include silicones such as cyclomethicone, dimethiconol, dimethicone, cyclopentasiloxane, cyclomethicone, trimethylsiloxyphenyl, dimethiconol, cyclopentasiloxane dimethicone copolyol, but are not limited to. However, the coating on keratin fibers, such as hair, obtained using such compositions, often creates an unpleasant sticky feeling, in addition, the coating can be quickly lost due to transfer, for example, when passing a hand through the hair. Moreover, as a result of such a transfer, the impression may be that the hair is dirty, sticky or sticky. In addition, the effect of the use of such silicone compounds and polymers is not long-lasting, since these compounds are removed by washing the hair with shampoo, thereby creating the need for re-applying the compositions to the hair, for example, after rinsing, washing or shampooing.

[0006] Attempts have been made to treat hair with certain acrylate monomers with in situ polymerization using free radical polymerization. For example, US Pat. No. 3,667,550 describes the use of certain acrylate and methacrylate compositions for treating hair. For these compositions, an “inert solvent” (which contains 10-90% water; the remainder is a water-miscible organic solvent) is used.

[0007] Unfortunately, compositions and methods that use free radical in situ polymerization tend to destroy hair because they contain aggressive chemicals. Another problem associated with such compositions and methods is that the chemicals used irritate and / or harm the hair and / or skin and create a feeling of stiffness of the hair, as well as discoloration of the hair. In addition, many such hair treatments may include pretreatment of the hair with a reducing agent, which causes additional damage to the hair.

[0008] One of the options for eliminating the use of aggressive chemicals and / or conditions associated with in situ polymerization was to abandon the use of monomers that do not require such initiators, and primarily use monomers that readily polymerize in the presence of moisture (water). Accordingly, US Pat. No. 5,082,010 shows the use of cyanoacrylates for treating hair. Cyanoacrylate monomers readily polymerize in the presence of moisture and are called “instant adhesives”. An example is Crazy Glue. In addition, the medical glue, 2-octylcyanoacrylate, is approved by the Food and Drug Administration (FDA) for use as an adhesive for treating wounds during surgery. Contact with moisture present in air or in biological fluid or tissue is sufficient to polymerize such cyanoacrylates.

[0009] Thus, existing hair treatment and care products have drawbacks due to numerous technical limitations. In addition to these technical limitations, there are functional limitations and disadvantages of using existing hair care products. One of the problems common to all hair care products is low efficiency and short duration. For example, existing hair treatment and care products are not resistant and may lose their effectiveness over the course of a day. Many treatment products lose their effectiveness after exposure to water or excess moisture. In addition, many hair treatment products burden hair, exfoliate, leave unsightly marks, cannot dry and fix quickly, do not provide proper fixation for styling, and are not effective for difficult to control hair (for example, naturally curly hair). Processing tools have been developed that overcome some of these shortcomings; however, the use of these agents typically includes continuous hair treatment with a reducing agent and / or an oxidizing agent that can damage the hair. Thus, there remains a need for hair treatment products that withstand the difficult conditions of a typical daily routine of a typical consumer and remain effective in various conditions without destroying the hair shaft. Preferably, the hair treatment has a long-term effect, does not burden the hair, while not exfoliating and not leaving any undesirable traces. In addition, the hair treatment should preferably dry and fix relatively quickly, ensure proper fixation and be suitable for working with difficult-to-control hair.

SUMMARY OF THE INVENTION

[0010] According to the description of the present invention, it was found that certain organic chemical compounds applied to the hair have an effect and give hair characteristics that are attractive to consumers of hair care products. Such compounds are preferably not polymers that are typically used in hair care products. These compounds are fluorinated but not perfluorinated. In some embodiments of the present invention, a combination of the compounds described herein is used to treat hair. Compositions, kits and methods according to the present invention give numerous positive results, which are especially desirable for treating scalp hair, namely: (1) control the penetration of moisture into the hair (ensuring the control of curly hair), (2) imparting a feeling of softness to the hair, without a feeling of stiffness (conditioning), (3) enhancing the shine of the hair, (4) enhancing the color of the hair, (5) eliminating the sensation of stickiness of the hair (and therefore preventing the accumulation of dirt on the hair), (6) quick drying and fixing, (7) assistance in created and / or maintaining the styling of the hair, (8) adding strength to the hair, (9) a small amount of traces remaining (“weightlessness”), (10) the absence of exfoliation from the hair, (11) preserving the effects for more than one day, even more than 5 days, (12) exposure, including reducing the surface energy of the hair (and thus providing faster drying of the hair), (13) giving acceptable properties to hard-to-treat hair to care for them, as well as restoring damaged hair, (14) ensuring fixation of styling and (15) shaping.

[0011] In one aspect, the present invention is a method for treating scalp hair, comprising the step of applying to the hair a non-toxic composition comprising a non-perfluorinated, non-polymer compound of formula (I) with a cosmetically acceptable excipient:

where X is selected from the group consisting of CH ₂ , CHCH ₃ and CCH ₃ CH ₃ ;

wherein R ₁ and R _{2 are} independently selected from the group consisting of hydrogen; cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; C ₁ -C ₂₀ aryl; C ₁ -C ₂₀ heteroaryl; —OC (═O) R, where R is an alkenyl radical; -COOR _A ; -C (= O) R _A ; -IT; -NR _B R _C and CONR _B R _C , wherein R _A , R _B and R _{C are} independently selected from the group consisting of hydrogen; cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; C ₁ -C ₂₀ aryl and C ₁ -C ₂₀ heteroaryl, wherein said groups may be substituted or unsubstituted, and

moreover, R ₁ and R ₂ may be substituted or unsubstituted, provided that R ₁ and R ₂ taken together contain at least three carbon atoms; R ₁ and R ₂ taken together are substituted by a total of at least four fluorine atoms; and R ₁ and R ₂ taken together contain no more than one aromatic ring structure; and provided that the compound of formula (I) does not contain a Si — O bond; is not a simple polyester, fluorinated acid, hydroxyacetamide or carbonate.

[0012] In some embodiments of the present invention, at least one of R ₁ and R _{2 is} substituted with —COOR _A , —C (= O) R _A , —OH, —NR _B R _C, or —CONR _B R _C , wherein R _A , R _B and R _{C are} independently selected from the group consisting of hydrogen; cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; C ₁ -C ₂₀ aryl; and C ₁ -C ₂₀ heteroaryl, wherein said groups may be substituted or unsubstituted.

[0013] In another aspect of the present invention, said non-perfluorinated, non-polymer compound is applied to hair with a cosmetically acceptable excipient to provide a reduction in excess moisture, which is a measure of moisture resistance. In another aspect, said non-perfluorinated, non-polymer compound is applied to the hair with a cosmetically acceptable excipient to provide resistance to contamination. In another aspect, said non-perfluorinated, non-polymer compound is applied to the hair with a cosmetically acceptable filler to provide substantially less traces on the hair than other hair care products leave, which is a criterion for the lightness of the composition.

[0014] In some embodiments, the methods of the present invention do not include the step of rinsing the hair after application of the compound.

[0015] In some embodiments of the present invention, a composition comprising a compound of formula (I) is applied to the hair under such conditions that there is no substantial polymerization of the compound.

[0016] According to some embodiments, the methods of the invention do not include a step of heating the hair with a heat source that heats to a temperature of more than about 160 ° C, and even more preferably includes a step of heating the hair with a heat source that heats to a temperature approximately more than 120 ° C after applying a non-toxic composition.

[0017] The present invention also provides kits for treating scalp hair that contain at least one non-toxic composition containing the compound of formula (I) above, and instructions for using the kit, with no instructions for rinsing the hair, heating hair or using a polymerization initiator as described above.

[0018] The present invention also provides formulations containing a fluorinated compound in the cosmetic hair care compositions of the invention, including acceptable excipients.

[0019] In the Examples provided herein for testing and comparative testing, said compound is 2,2,3,3,4,4,5,5-octafluoropentylmethacrylate. “Hair spray A” refers to Example 29, “Hair spray B” refers to Example 30, “Hair cream A” refers to Example 31, “Hair cream B” refers to Example 32, “Hair cream C” refers to Example 33, and “Hair Cream D” refers to Example 34.

[0020] According to another aspect, the present invention is a method for treating scalp hair, comprising the step of applying a hair care composition so that the hair reduces moisture. In some embodiments of the present invention, the hair treated according to this method has reduced the release of moisture by at least 4 percent, at least 10 percent, at least 20 percent, at least 50 percent, or at least 80 percent .

[0021] The reduction in excess moisture is measured according to the protocol described in this application, and it is a criterion of moisture resistance. Thus, the methods of the present invention can be used to straighten curly hair.

[0022] According to another aspect, said method comprises applying a hair care composition to scalp hair, which results in a decrease in the increase in hair mass. In embodiments of the present invention, the increase in the mass of hair processed according to this method is not more than 15 percent, not more than 10 percent, not more than 7 percent or not more than 5 percent. Weight gain is measured according to the protocol described in this application, and it is a criterion for resistance to pollution. Hair with less weight gain is more resistant to contamination.

[0023] According to another aspect, the present invention is a method for treating scalp hair, comprising the step of applying a hair care composition that provides a greater feeling of lightness (“weightlessness”). Lightness can be characterized by a decrease in the weight of the composition according to the measurement procedure in accordance with the protocol described in this application. According to embodiments of the present invention, said composition provides a weight reduction of at least 25 percent, at least 50 percent, at least 70 percent, at least 80 percent, or at least 90 percent.

[0024] The present invention also provides novel compositions that can be used to lubricate hair to facilitate shaving of any part of the body, such as shaving a beard, legs, and axilla.

Brief Description of the Drawings

[0025] Features and advantages of the present invention will become more apparent from the following detailed description, followed by figures showing identical or functionally similar elements.

[0026] Figure 1 is a diagram showing the hysteresis of the DVS isotherm for an embodiment of the present invention and a competing product compared to water.

[0027] Figure 2 shows the percentage of mass remaining after drying periods of 10 and 30 minutes at 55 ° C for sprays / serums and creams, respectively, for the compositions of the present invention and competing products when tested according to the Lightness Test I.

[0028] Figure 3 shows the mass increase (in percent) of hair strands tested according to Starch Test I (n = 3), as an example implementation of the present invention and competing products.

DETAILED DESCRIPTION OF THE INVENTION

[0029] According to one aspect, the present invention is a method for treating scalp hair, comprising the step of applying to the hair a non-toxic composition comprising a non-perfluorinated, non-polymer compound of formula (I) with a cosmetically acceptable excipient:

where X is selected from the group consisting of CH ₂ , CHCH ₃ and CCH ₃ CH ₃ ;

wherein R ₁ and R _{2 are} independently selected from the group consisting of hydrogen; cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; C ₁ -C ₂₀ aryl; C ₁ -C ₂₀ heteroaryl; —OC (═O) R, where R is an alkenyl radical; -COOR _A ; -C (= O) R _A ; -IT; -NR _B R _C ; and CONR _B R _C , wherein R _A , R _B and R _{C are} independently selected from the group consisting of hydrogen; cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; C ₁ -C ₂₀ aryl and C ₁ -C ₂₀ heteroaryl, wherein said groups may be substituted or unsubstituted, and wherein R ₁ and R ₂ may be substituted or unsubstituted, provided that R ₁ and R ₂ taken together contain at least three carbon atoms; R ₁ and R ₂ taken together are substituted by a total of at least four fluorine atoms; and R ₁ and R ₂ taken together contain no more than one aromatic ring structure; and provided that the compound of formula (I) does not contain a Si — O bond; is not a simple polyester, fluorinated acid, hydroxyacetamide or carbonate.

[0030] R ₁ and R ₂ in formula (I) may have the same general definitions as R ₁ ′ and R ₂ ′ below.

[0031] In some embodiments, one or both of R ₁ and R ₂ may have 0, 1, or 2 substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, halo, formyl, nitro, hydroxy, alkoxy, - NH ₂ , —N (H) alkyl, —N (alkyl) ₂ , —C (═O) OH, —C (═O) alkyl, haloalkyl, hydroxyalkyl and alkoxyalkyl.

[0032] In some embodiments, at least one of R ₁ and R _{2 is} substituted with —COOR _A , —C (= O) R _A , —OH, —NR _B R _C, or —CONR _B R _C , wherein R _A , R _B and R _{C are} independently selected from the group consisting of hydrogen; cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; C ₁ -C ₂₀ aryl and C ₁ -C ₂₀ heteroaryl; moreover, these groups may be substituted or unsubstituted.

[0033] For example, one or more of R _A , R _B, and R _C may have 0, 1, or 2 substituents selected from the group consisting of alkyl, alkenyl, alkynyl, cyano, halo, formyl, nitro, hydroxy, alkoxy, - C (= O) OH, -C (= O) Alkyl, haloalkyl, hydroxyalkyl and alkoxyalkyl.

[0034] According to some embodiments of the invention, the hair is treated with a composition comprising an acrylate or methacrylate compound according to formula (I), wherein R ₁ and R ₂ are selected so as to obtain a compound of formula (II)

where R ₁₁ represents hydrogen or methyl, possibly substituted by one or more fluorines; a R ₁₂ represents a radical selected from the group consisting of cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic radical; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic radical; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; and substituted or unsubstituted heteroaryl, wherein R ₁₂ contains an “X” moiety in accordance with formula (I).

[0035] The method according to the present invention preferably does not include the step of applying a composition comprising more than about 0.1% w / w, more preferably about 0.01% w / w, even more preferably more than about 0.001% w / w ./mass., a free radical polymerization initiator selected from the group comprising a thermally activated initiator that activates at ambient temperature or higher, and an initiator that is active at ambient temperature.

[0036] The method according to the present invention preferably does not include an additional step consisting in applying a composition comprising more than about 0.1% w / w, preferably more than about 0.01% w / w, and even more preferably more than about 0.001% w / w activated by the ultraviolet free radical polymerization initiator, which is activated by natural light.

[0037] According to some embodiments, the method according to the present invention preferably does not include the step of heating the hair with a heating source that heats to a temperature of more than about 160 ° C and even more preferably about more than 120 ° C, after applying a non-toxic composition .

[0038] According to a preferred embodiment of the present invention, R ₁₂ according to the above formula (I) contains at least four fluorine atoms.

[0039] According to a preferred embodiment of the present invention, the compound according to the above formula (I) is selected from the group consisting of 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 1H, 1H, 11H-eicosafluorundecyl acrylate; 1H, 1H, 11H-eicosafluorundecylmethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoropentylmethacrylate; 2,2,3,3,4,4,5,5-octafluoropentyl acrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl diacrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl-dimethacrylate; 1H, 1H, 7H-dodecafluoroheptyl acrylate; and 1H, 1H, 7H-dodecafluoroheptyl methacrylate.

[0040] According to a preferred embodiment of the present invention, the compound of formula (I) is octafluoropentylmethacrylate. A more preferred compound of formula I is:

[0041] All of the preferred feature variants described herein with respect to a non-toxic composition containing a compound according to the above formula (I) are applicable to any single compound described above. For example, the method according to the present invention, not including the step of applying a composition containing more than about 0.01% wt./mass. a free radical polymerization initiator selected from the group comprising a thermally activated initiator that activates at ambient temperature or higher, and an initiator that is active at ambient temperature, refers to any single compound described above. For example, the method according to the present invention, which does not include the step of heating the hair with a heat source that heats to a temperature of more than about 120 ° C, after applying a non-toxic composition, refers to any single compound described above.

[0042] According to the present invention, there is also provided a method for treating scalp hair, comprising the step of applying to the hair a non-toxic composition containing the compounds according to the above formula (I), said method not including the step of rinsing the hair after applying the compound. Preferably, the method does not include the step of rinsing the hair for a period of at least 30 minutes to several hours, for example, approximately 1, 2, 3 or 4 hours after application of the compound.

[0043] The present invention also provides a method for treating scalp hair, comprising the step of applying to the hair a non-toxic composition containing a compound of formula (I) as described above under conditions under which substantial polymerization of the compound does not occur.

[0044] According to another embodiment of the invention, there is provided a hair treatment composition comprising a compound of formula (I) or a mixture of these compounds as an active ingredient with a cosmetically acceptable excipient. The fluorinated compound of formula (I) or a mixture of compounds may be present in an amount of 0.001% -20% (w / w) of the composition, preferably 0.01% -10% (w / w), more preferably 0.1% -5% (w / w) by weight of the composition and most preferably in an amount of about 1% -3% (w / w) of the weight of the composition. The composition does not contain a significant amount of a free radical polymerization initiator, a polymerization initiator or a polymerization catalyst that causes substantial polymerization.

[0045] According to another embodiment of the invention, there is also provided a kit for use in treating hair based on the hair care compositions of the invention. According to another aspect of the present invention, there is provided a kit comprising hair care compositions according to the invention and instructions for using the composition for treating hair. The kit may include a sufficient amount of the composition for single or multiple use (e.g., approximately 2, 3, 4 , 5, 10, 15, 20, 25 or 50 times). The kit may include any of the following components: hair care composition, tube, bottle, spray can, comb, hair dryer, containers, and instructions for use. The formulations included in the kit can be presented in the form of lotions, foams, solutions, gels, lipsticks, serums, waxes, emulsions, suspensions, hair sprays, aerosol sprays and non-aerosol sprays (e.g. atomizers). Hair care compositions are typically conveniently packaged in an appropriate container for transporting and / or applying the composition. For example, the composition may be provided in an aerosol can or aerosol package. In some embodiments, the kits are conveniently packaged for their intended use with instructions for use in accordance with the present invention. In some embodiments of the invention, the kits are formulated to achieve the desired results with regard to the treated hair. The kit may also include other hair care products, including paints, shampoos, conditioners, gels, foams, lipsticks, serums, waxes, etc. The kit may also include all materials necessary for treating the hair with the hair care composition of the invention. The kit may include materials conveniently packaged for use at the hairdresser or for home use.

[0046] According to some embodiments, the instructions for using the kit of the present invention do not provide instructions for heating the hair with a heat source that heats to a temperature of about 160 ° C, preferably about 120 ° C, after applying a non-toxic composition; rinsing the hair for a period of at least 30 minutes to several hours, for example, approximately 1, 2, 3, or 4 hours after application of the compound. Preferably, the kit does not include instructions for using a composition containing an effective amount of a polymerization initiator, such as a thermally activated initiator that activates at ambient temperature or higher, or an initiator that is active at ambient temperature. According to preferred embodiments of the invention, following the instructions provided with the kit according to the invention results in no significant polymerization of the compound.

[0047] There are many ways to ensure that there is no substantial polymerization of the monomeric compound, including adding one or more polymerization inhibitors, adding one or more reducing agents, waiting for a substantial period of time until there are more significant amounts of free radicals due to their termination cooling the contents of the reactor to limit the reactivity of free radicals and a combination of these measures. Preferred methods include the addition of one or more polymerization inhibitors, such as, for example, N, N-diethylhydroxylamine, N-nitrosodiphenylamine, 2,4-dinitrophenylhydrazine, n-phenylenediamine, phenathiazine, allozymene, triethylphosphite, 4-nitrosophenol, 2-nitrophenol -aminophenol, 4-hydroxy-TEMPO (also known as 4-hydroxy-2,2,6,6-tetramethylpiperidinyloxy, free radical), hydroquinone, n-methoxyhydroquinone, tert-butyl-n-hydroquinone, 2,5-di tert-butyl-n-hydroquinone, 1,4-naphthalenediol, 4-tert-butylcatechol, copper sulfate, copper nitrate, cresol and phenol. For use, polymerization inhibitors or reducing agents are added in an effective amount to stop substantially any polymerization, typically from 25 to 5000 ppm (ppm), preferably from 50 to 3500 ppm, based on solid polymers.

[0048] According to some embodiments of the present invention, there is provided a method for treating scalp hair, wherein the compound of formula (I) is an ester having the structure

where R ₁ and R ₂ correspond to the definition given in this application, a R _AE corresponds to the definition given for R _A ; except that R _{AE is} not hydrogen.

[0049] According to some embodiments of the present invention, there is provided a method for treating scalp hair, wherein the compound of formula (I) is an alcohol having the structure

where R ₁ and R ₂ correspond to the definition given in this application.

[0050] According to other variants of implementation, the compositions according to the invention may contain an ether having the structure

where R ₁ , R ₂ and R _A correspond to the definition given in this application. Thus, formula (I) can be defined so that R ₁ and R ₂ independently could represent or could have —OR _A as a substituent, while R _{A is} selected from the group consisting of cyclic or acyclic C ₁ -C ₂₀ aliphatic radical; cyclic or acyclic C ₁ -C ₂₀ heteroaliphatic radical; cyclic or acyclic C ₁ -C ₂₀ acyl; A C ₁ -C ₂₀ aryl and a C ₁ -C ₂₀ heteroaliphatic radical, wherein any of these groups may be substituted or unsubstituted. If the compound according to formula (I) is an ether containing a single ether oxygen, then the compound has a viscosity of more than 5 MPa at a temperature of 25 ° C, possibly more than 10 MPa and possibly more than 20 MPa at a temperature of 25 ° C. In preferred embodiments, said ether compound is not a solvent for the other fluorine-containing active compound in the composition.

[0051] Similarly, according to preferred embodiments, the composition according to the invention does not contain a compound having two or more ether moieties (characterized by oxygen bonded between two adjacent carbon groups).

[0052] According to some embodiments of the present invention, there is also provided a method for treating scalp hair, wherein the compound of formula (I) is an amine having the structure

where R ₁ , R ₂ , R _B and R _C correspond to the definition given in this application.

[0053] According to some embodiments of the present invention, there is also provided a method for treating scalp hair, wherein the compound of formula (I) is an amide having the structure

where R ₁ , R ₂ , R _B and R _C correspond to the definition given in this application.

[0054] Definitions of specific functional groups and chemical terms are described in more detail below. For the purposes of the present invention, chemical elements are identified in accordance with the periodic system of elements, version of the Chemical Abstracts Service (CAS), Handbook of Chemistry and Physics, 75th edition, the inside of the cover, and specific functional groups are generally identified in accordance with the description provided in this application. Additionally, the general rules of organic chemistry, as well as specific functional fragments and reactivity are described in Organic Chemistry, Thomas Sorrell, University Science Books, Sausalito: 1999; the contents of these sources are fully incorporated into this application by reference.

[0055] Some compounds of the present invention may exist in specific geometric or stereoisomeric forms. The present invention includes all such compounds, including cis and trans isomers, E and Z isomers, R and S enantiomers, diastereoisomers, (d) isomers, (1) isomers, (-) - and (+ ) -isomers, racemic and other other mixtures of these compounds included in the scope of the present invention. Additional asymmetric carbon atoms may be present in the substituent, such as an alkyl group. All such isomers, as well as mixtures thereof, should be included in the present invention.

[0056] Isomeric mixtures containing any variant ratio of isomers can be used in accordance with the present invention. For example, when combining only two isomers, all mixtures containing the ratio of isomers 50:50, 60:40, 70:30, 80:20, 90:10, 95: 5, 96: 4, 97: 3, 98: 2, 99: 1 or 100: 0 are encompassed by the present invention. Any person skilled in the art can easily determine that similar ratios are also considered for more complex isomeric mixtures.

[0057] It should be understood that the compounds as described herein may have any number of substituents or functional moieties. Typically, the term “substituted” either with the preceding term “possibly” or without it, and the substituents contained in the formulas of the present invention relate to the replacement of hydrogen radicals in a given structure with a radical of said substituent. If more than one position in any given structure can be replaced by more than one substituent selected from the indicated group, the substituent can be either the same or different for each position. In the context of this application, the term “substituted” includes all permissible substituents of organic compounds. In a broad aspect, acceptable substituents include acyclic and cyclic, branched and unbranched, carbocyclic and heterocyclic, aromatic and non-aromatic substituents of organic compounds. For the purposes of the present invention, heteroatoms such as nitrogen may have hydrogen substituents and / or any permissible substituents of the organic compounds described herein that correspond to the valency of the heteroatoms. In addition, the present invention is not limited in any way by permissible substituents of organic compounds. The term "stable" when used in the context of the present invention preferably refers to compounds that are stable enough to allow production and which maintain the integrity of the compounds for a determined sufficient period of time and preferably for a sufficient period of time to achieve the objectives described in detail in this application.

[0058] As used herein, the term “acyl” refers to a group having the general formula —C (O) R, where R is alkyl, alkenyl, alkynyl, aryl, carbocyclic, heterocyclic or aromatic heterocyclic radicals. An example of an acyl group is acetyl.

[0059] As used herein, the term “aliphatic” includes both saturated and unsaturated, linear (ie unbranched), branched, acyclic, cyclic or polycyclic aliphatic hydrocarbons that are optionally substituted with one or more functional groups. It will be apparent to those skilled in the art that the term “aliphatic” as used herein includes, but is not limited to, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, and cycloalkynyl radicals. Thus, when used in this application, the term "alkyl" includes linear, branched and cyclic alkyl groups. A similar rule applies to other generalized terms such as “alkenyl,” “alkenyl,” and the like. In addition, the terms “alkyl”, “alkenyl”, “alkynyl”, etc., as used in this application. include both substituted and unsubstituted groups. In some embodiments, in the context of the present invention, the term “lower alkyl” is used to mean alkyl groups (cyclic, acyclic, substituted, unsubstituted, branched or unbranched) having 1-6 carbon atoms.

[0060] As used herein, the term “alkyl” refers to straight or branched chain saturated hydrocarbon radicals derived from a hydrocarbon moiety containing from one to twenty carbon atoms by removing a single hydrogen atom. In some embodiments of the present invention, the alkyl group contains 1-10 carbon atoms. In another embodiment, the alkyl group contains 1-8 carbon atoms. In other embodiments, the alkyl group contains 1-6 carbon atoms. In other embodiments, the alkyl group contains 1-4 carbon atoms. Examples of alkyl radicals include, but are not limited to: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, sec-pentyl, iso-pentyl, tert-butyl, n-pentyl, neopentyl, n- hexyl, sec-hexyl, n-heptyl, n-octyl, n-decyl, n-undecyl, dodecyl and the like, which may have one or more substituents.

[0061] As used herein, the term “alkoxy” refers to a saturated (ie, alkyl-O—) or unsaturated (ie, alkenyl-O— and alkynyl-O—) group attached to a parent moiety through an oxygen atom. In some embodiments, the alkyl group contains 1-20 aliphatic carbon atoms. In some other embodiments, the alkyl, alkenyl, and alkynyl groups used in the invention contain 1-8 aliphatic carbon atoms. In other embodiments, an alkyl group contains 1-6 aliphatic carbon atoms. In other embodiments, the alkyl group contains 1-4 aliphatic carbon atoms. Examples include methoxy, ethoxy, propoxy, isopropoxy, n-butoxy, tert-butoxy, iso-butoxy, tert-butoxy, neopentoxy, n-hexoxy and the like, but are not limited to.

[0062] The term "alkenyl" means a monovalent group derived from a hydrocarbon moiety having at least one carbon-carbon double bond by removing a single hydrogen atom. In some embodiments, the alkenyl group used in the present invention contains 1-20 carbon atoms. In some embodiments, the alkenyl group used in the present invention contains 1-10 carbon atoms. In yet another embodiment, the alkenyl group contains 1-8 carbon atoms. In other embodiments, an alkenyl group contains 1-6 carbon atoms. In other embodiments, an alkenyl group contains 1-4 carbon atoms. Alkenyl groups include, for example, ethenyl, propenyl, butenyl, 1-methyl-2-buten-1-yl, and the like.

[0063] As used herein, the term "alkynyl" refers to a monovalent group derived from a hydrocarbon having at least one carbon-carbon triple bond by removing a single hydrogen atom. In some embodiments, the alkynyl group used in the present invention contains 1-20 carbon atoms. In some embodiments of the present invention, the alkynyl group contains 1-10 carbon atoms. In yet another embodiment, the alkynyl group used contains 1-8 carbon atoms. In other embodiments, an alkynyl group contains 1-6 carbon atoms. Representative alkynyl groups include ethynyl, 2-propynyl (propargyl), 1-propynyl and the like, but are not limited to.

[0064] As used herein, the terms “alkylamino,” “dialkylamino,” and “trialkylamino,” respectively, refer to one, two, or three alkyl groups, as previously defined, attached to a parent moiety through a nitrogen atom. The term “alkylamino” refers to a group having the structure —NHR ′, wherein R ′ is an alkyl group as previously defined; and the term “dialkylamino” refers to a group having the structure —NR′R ″, where each of R ′ and R ″ is independently selected from the group consisting of alkyl groups. The term “trialkylamino” refers to a group having the structure —NR′R′′R ″ ″, where each of R ′, R ″ and R ″ ″ is independently selected from the group consisting of alkyl groups. In some embodiments of the present invention, the alkyl group contains 1-20 aliphatic carbon atoms. In some other embodiments of the present invention, the alkyl group contains 1-10 aliphatic carbon atoms. In other embodiments of the present invention, the alkyl group contains 1-8 aliphatic carbon atoms. In other embodiments, the alkyl group contains 1-6 aliphatic carbon atoms. In other embodiments, the alkyl group contains 1-4 aliphatic carbon atoms. Additionally, R ′, R ″ and / or R ″ ″ taken together may possibly be - (CH ₂ ) _k -, where k is an integer from 2 to 6. Examples include, but are not limited to: methylamino , dimethylamino, ethylamino, diethylamino, diethylaminocarbonyl, methylethylamino, isopropylamino, piperidino, trimethylamino and propylamino.

[0065] The terms "alkylthioether" and "thioalkoxyl" refer to a saturated (ie, alkyl-S-) or unsaturated (ie, alkenyl-S- and alkynyl-S-) group attached to a fragment of the parent molecule through a sulfur atom. In some embodiments of the present invention, the alkyl group contains 1-20 aliphatic carbon atoms. In some other embodiments of the present invention, the alkyl group contains 1-10 aliphatic carbon atoms. In other embodiments of the present invention, the alkyl, alkenyl and alkynyl groups contain 1-8 aliphatic carbon atoms. In other embodiments of the present invention, the alkyl, alkenyl and alkynyl groups contain 1-6 aliphatic carbon atoms. In other embodiments of the present invention, the alkyl, alkenyl and alkynyl groups contain 1-4 aliphatic carbon atoms. Examples of thioalkoxyl fragments include, but are not limited to: methylthio, ethylthio, propylthio, isopropylthio, n-butylthio and the like.

[0066] Some examples of the substituents of the above aliphatic (and other) residues in the compounds of the present invention include, but are not limited to: an aliphatic radical; heteroaliphatic radical; aryl; heteroaryl; arylalkyl; heteroarylalkyl; alkoxy; aryloxy; heteroalkoxy; heteroaryloxy; alkylthio; arylthio; heteroalkylthio; heteroarylthio; F; Cl; Br; I; -IT; -NO ₂ ; -CN; -CHCl ₂ ; -CH ₂ OH; -CH ₂ CH ₂ OH; -CH ₂ NH ₂ ; - CH ₂ SO ₂ CH ₃ ; -C (O) R _x ; -CO ₂ (R _x ); -CON (R _X ) ₂ ; -OC (O) R _x ; -OCO ₂ R _x ; -OCON (R _x ) ₂ ; -N (R _X ) ₂ ; -S (O) ₂ R _x ; —NR _x (CO) R _x , where each R _x independently includes, but is not limited to: an aliphatic radical, a heteroaliphatic radical, aryl, heteroaryl, arylalkyl or heteroarylalkyl, with any of the substituents of an aliphatic, heteroaliphatic radical, arylalkyl or heteroaryl and here, may be substituted or unsubstituted, branched or unbranched, cyclic or acyclic, and wherein any of the aryl or heteroaryl substituents described above and here may be substituted or unsubstituted. Additional examples of generally applicable substituents are shown in specific embodiments of the invention shown in the Examples described herein.

[0067] Generally, the terms “aryl” and “heteroaryl” as used herein refer to stable mono- or polycyclic, heterocyclic, polycyclic and polyheterocyclic unsaturated residues having preferably 3-14 carbon atoms, each of which may be substituted or unsubstituted . Substituents include, but are not limited to, any of the previously mentioned substituents, i.e., substituents indicated for aliphatic residues or other residues as described herein, which result in the formation of a stable compound. In some embodiments of the present invention, “aryl” refers to a mono- or bicyclic, carbocyclic ring system having one or two aromatic rings including phenyl, naphthyl, tetrahydronaphthyl, indanyl, indenyl, and the like, but not limited to. In some embodiments of the present invention, the term “heteroaryl” as used herein refers to a cyclic aromatic radical having from five to ten atoms in a ring, of which one atom in the ring is selected from S, O and N; zero, one or two ring atoms are additional heteroatoms independently selected from S, O and N; and the remaining ring atoms are carbon, a radical attached to the rest of the molecule through any of the ring atoms, such as, for example, pyridyl, pyrazinyl, pyrimidinyl, pyrrolyl, pyrazolyl, imidazolyl, thiazolyl, oxazolyl, isoxoxazolyl, thiadiazolyl, oxadiazolyl, thiof furanyl, quinolinyl, isoquinolinyl, etc.

[0068] It should be understood that the aryl and heteroaryl groups may be unsubstituted or substituted, where the substitution includes the replacement of one, two, three or more hydrogen atoms independently by any one or more of the following residues, including, but not limited to: an aliphatic radical; heteroaliphatic radical; aryl; heteroaryl; arylalkyl; heteroarylalkyl; alkoxy; aryloxy; heteroalkoxy; heteroaryloxy; alkylthio; arylthio; heteroalkylthio; heteroarylthio; -F; -Cl; -Br; -I; -IT; -NO ₂ ; -CN; -CHCl ₂ ; -CH ₂ OH; -CH ₂ CH ₂ OH; -CH ₂ NH ₂ ; -CH ₂ SO ₂ CH ₃ ; -C (O) R _x ; -CO ₂ (R _x ); -CON (R _X ) ₂ ; -OC (O) R _x ; -OCO ₂ R _x ; -OCON (R _x ) ₂ ; -N (R _X ) ₂ ; -S (O) ₂ R _x ; —NR _x (CO) R _x , where each R _x independently includes, but is not limited to: an aliphatic radical, a heteroaliphatic radical, aryl, heteroaryl, arylalkyl or heteroarylalkyl, where any of the substituents of an aliphatic, heteroaliphatic radical, arylalkyl or heteroarylalkyl, and here, may be substituted or unsubstituted, branched or unbranched, cyclic or acyclic, and any of the aryl or heteroaryl substituents described above and here may be substituted or unsubstituted. Additional examples of generally applicable substituents are shown in specific embodiments demonstrated in the Examples described herein.

[0069] As used herein, the term “carboxylic acid” refers to a group having the formula CO ₂ N.

[0070] As used herein, the terms “halo” and “halogen” refer to an atom selected from fluoro, chloro, bromo and iodo.

[0071] According to the above definition, the term "haloalkyl" means an alkyl group having one, two or three halogen atoms attached to it, and is illustrated by groups such as chloromethyl, bromethyl, trifluoromethyl and the like.

[0072] As used herein, the term “heteroaliphatic” refers to aliphatic residues that contain one or more oxygen, sulfur, nitrogen, phosphorus or silicon atoms, for example, instead of carbon atoms. Heteroaliphatic residues may be branched, unbranched, cyclic or acyclic and include saturated and unsaturated heterocycles, such as morpholino, pyrrolidinyl, etc. In some embodiments of the present invention, heteroaliphatic residues are substituted by independently replacing one or more hydrogen atoms with one or more residues, including, but not limited to: an aliphatic radical; heteroaliphatic radical; aryl; heteroaryl; arylalkyl; heteroarylalkyl; alkoxy; aryloxy; heteroalkoxy; heteroaryloxy; alkylthio; arylthio; heteroalkylthio; heteroarylthio; -F; -Cl; -Br; -I; -IT; -NO ₂ ; -CN; -CF ₃ ; -CH ₂ CF ₃ ; -CHCl ₂ ; -CH ₂ OH; -CH ₂ CH ₂ OH; - CH ₂ NH ₂ ; -CH ₂ SO ₂ CH ₃ ; -C (O) R _x ; -CO ₂ (R _x ); -CON (R _X ) ₂ ; -OC (O) R _x ; -OCO ₂ R _x ; - OCON (R _x ) ₂ ; -N (R _X ) ₂ ; -S (O) ₂ R _x ; -NR _x (CO) R _x , where each R _x independently includes, but is not limited to: aliphatic radical, heteroaliphatic radical, aryl, heteroaryl, arylalkyl or heteroarylalkyl, with any of the substituents of aliphatic, heteroaliphatic radicals, arylalkyl or heteroarylalkyl above and here, may be substituted or unsubstituted, branched or unbranched, cyclic or acyclic, and any of the aryl or heteroaryl substituents described above and here may be substituted or unsubstituted m Additional examples of generally applicable substituents are shown in specific embodiments demonstrated in the examples described herein.

[0073] As used herein, the term “heterocyclic” refers to an aromatic or non-aromatic, partially unsaturated or fully saturated, 3- to 10-membered ring system containing individual rings of 3-8 atoms within two- and three-cyclic ring systems, which may include aromatic five- or six-membered aryl or aromatic heterocyclic groups linked to a non-aromatic ring. These heterocyclic rings include those which have one to three heteroatoms independently selected from oxygen, sulfur and nitrogen, where the nitrogen and sulfur heteroatoms may possibly be oxidized and the nitrogen heteroatom may possibly be quaternized. In some embodiments, the term “heterocyclic” refers to a non-aromatic 5-, 6-, or 7-membered ring or polycyclic group in which at least one ring atom is a heteroatom selected from O, S, and N (wherein nitrogen heteroatoms and sulfur can optionally be oxidized), including, but not limited to: a two- or three-cyclic group consisting of linked six-membered rings having from one to three heteroatoms independently selected from oxygen, sulfur and nitrogen, wherein (i) each 5-membered ring has from 0 to 2 double bonds, each 6-membered ring has from 0 to 2 double bonds and each 7-membered ring has from 0 to 3 double bonds, (ii) nitrogen and sulfur heteroatoms can possibly be oxidized , (iii) a nitrogen heteroatom may optionally be quaternized, and (iv) any of the above heterocyclic rings may be bonded to an aryl or heteroaryl ring.

[0074] As used herein, the term “aromatic heterocyclic” refers to a cyclic aromatic radical having from five to ten ring atoms, of which one ring atom is selected from sulfur, oxygen and nitrogen; zero, one or two ring atoms are additional heteroatoms independently selected from sulfur, oxygen and nitrogen; and the remaining ring atoms are carbon, a radical attached to the rest of the molecule through any of the ring atoms, such as, for example, pyridyl, pyrazinyl, pyrimidinyl, pyrrolyl, pyrazolyl, imidazolyl, thiazolyl, oxazolyl, isoxazolyl, thiadiazolyl, oxadiazolyl, thiofil , quinolinyl, isoquinolinyl and the like. Aromatic heterocyclic groups may or may not have substituents selected from the group consisting of branched and unbranched alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, thioalkoxy, amino, alkylamino, dialkylamino, trialkylamino, acylamino, cyano, hydroxy, halo, mercapto, nitro carboxyaldehyde, carboxy, alkoxycarbonyl and carboxamide.

[0075] Particular heterocyclic and aromatic heterocyclic groups that may be included in the compounds of the invention include radicals derived from the following materials: 3-methyl-4- (3-methylphenyl) piperazine, 3-methylpiperidine, 4- (bis- ( 4-fluorophenyl) methyl) piperazine, 4- (diphenylmethyl) piperazine, 4- (ethoxycarbonyl) piperazine, 4- (ethoxycarbonylmethyl) piperazine, 4- (phenylmethyl) piperazine, 4- (1-phenylethyl) piperazine, 4- (1, 1-dimethylethoxycarbonyl) piperazine, 4- (2- (bis- (2-propenyl) amino) ethyl) piperazine, 4- (2- (diethylamino) ethyl) piperazine, 4- (2-chlorophenyl) piperazine, 4- (2 -cyanophenyl) piperazine, 4- (2-ethoxyphenyl) piperazine, 4- (2-ethylphenyl) piperazine, 4- (2-fluorophenyl) piperazine, 4- (2-hydroxyethyl) piperazine, 4- (2-methoxyethyl) piperazine, 4- (2-methoxyphenyl) piperazine, 4- (2-methylphenyl) piperazine, 4- (2-methylthiophenyl) piperazine, 4- (2-nitrophenyl) piperazine, 4- (2-nitrophenyl) piperazine, 4- (2- phenylethyl) piperazine, 4- (2-pyridyl) piperazine, 4- (2-pyrimidinyl) piperazine, 4- (2,3-dimethylphenyl) piperazine, 4- (2,4-difluorophenyl) piperazine, 4- (2,4 dimethoxyphenyl) piperazine, 4- (2,4-dimethylphenyl) piperazine, 4- (2,5-dimethylphenyl) piperazine, 4- (2,6-dimethylphenyl) piperazine, 4- (3-chlorophenyl) piperazine in, 4- (3-methylphenyl) piperazine, 4- (3,4-dichlorophenyl) piperazine, 4- (3,4-dimethoxyphenyl) piperazine, 4- (3,4-dimethylphenyl) piperazine, 4- (3,4 -methylenedioxyphenyl) piperazine, 4- (3,4,5-trimethoxyphenyl) piperazine, 4- (3,5-dichlorophenyl) piperazine, 4- (3,5-dimethoxyphenyl) piperazine, 4- (4- (phenylmethoxy) phenyl) piperazine, 4- (4- (3,1-dimethylethyl) phenylmethyl) piperazine, 4- (4-chlorophenyl) -3-methylpiperazine, 4- (4-chlorophenyl) piperazine, 4- (4-chlorophenyl) piperazine, 4- (4-chlorophenylmethyl) piperazine, 4- (4-fluorophenyl) piperazine, 4- (4-methoxyphenyl) piperazine, 4- (4-methylphenyl) piperazine, 4- (4-nitrophenyl) piperazine, 4-cyclohexylpiperaz n, 4-ethylpiperazine, 4-hydroxy-4- (4-chlorophenyl) methylpiperidine, 4-hydroxy-4-phenylpiperidine, 4-hydroxypyrrolidine, 4-methylpiperazine, 4-phenylpiperazine, 4-piperidinylpiperazine, 4- (2-furanyl) carbonyl) piperazine, 4 - ((1,3-dioxalan-5-yl) methyl) piperazine, 6-fluoro-1,2,3,4-tetrahydro-2-methylquinoline, 1,4-diazacycloheptane, 2,3- dihydroindolyl, 3,3-dimethylpiperidine, 4,4-ethylenedioxypiperidine, 1,2,3,4-tetrahydroisoquinoline, 1,2,3,4-tetrahydroquinoline, azacyclooctane, decahydroquinoline, piperazine, piperidine, pyrrolidine, thiomorpholine and three.

[0076] Notwithstanding the foregoing, in accordance with preferred embodiments of the hair treatment compositions of the invention, do not include compounds that have more than one aromatic ring structure. Preferably, the compounds do not contain linked aromatic rings.

[0077] As used herein, the term “carbamoyl” refers to an amide group of the formula CONH ₂ .

[0078] As used herein, the term “carbonyldioxyl” refers to a carbonate group of the formula —O — CO — OR.

[0079] As used herein, the term “hydrocarbon” refers to any chemical group containing hydrogen and carbon. The hydrocarbon may be substituted or unsubstituted. The hydrocarbon may be unsaturated, saturated, branched, unbranched, cyclic, polycyclic or heterocyclic. Illustrative examples of hydrocarbons include: methyl, ethyl, n-propyl, isopropyl, cyclopropyl, allyl, vinyl, n-butyl, tert-butyl, ethynyl, cyclohexyl, methoxy, diethylamino, and the like. For a person skilled in the art it is obvious that when performing any substitutions, all valencies must be observed.

[0080] As used herein, the terms “substituted” either with the preceding term “possibly” or without it and the term “substitute”, which is clear to a person skilled in the art, refer to the ability to replace one functional group with another functional group, provided that the valency of all atoms is retained. If more than one position in any given structure may be substituted by more than one substituent selected from the indicated group, the substituent may be either the same or different in each position. The substituents may also be further substituted (for example, the substituent of the aryl group may have another substituent, such as, for example, another aryl group, which is further substituted by fluorine in one or more positions).

[0081] As used herein, the term “thiohydroxyl” or “thiol” refers to a group of the formula —SH.

[0082] In the context of the present invention, a compound is perfluorinated if it contains a radical in which each available hydrogen is replaced by fluorine. Thus, a compound that contains a trifluoromethyl group is perfluorinated and cannot be considered non-perfluorinated. A compound in which each available hydrogen is replaced by fluorine is perfluorinated and cannot be considered non-perfluorinated regardless of whether the compound contains a methyl group.

[0083] The singular forms used in this application include reference to the plural, unless the context clearly indicates otherwise. Thus, for example, reference to “monomer” includes many such monomers.

[0084] The Animal. As used in this application, the term "animal" refers to humans, also to animals that do not belong to the human race, including, for example, mammals, birds, reptiles, amphibians and fish. Preferably, the non-human animal is a mammal (e.g., rodent, mouse, rat, rabbit, monkey, dog, cat, primate or pig). An animal may be a domesticated animal. In some embodiments of the present invention, the animal is a human. The animal may be a transgenic animal.

[0085] "Biologically compatible." As used herein, the term “biocompatible” is intended to describe compounds that are not toxic to cells. Compounds are "biocompatible" if added to cells in vitro resulting in necrosis of 20% of the cells or less. In vivo administration does not cause inflammation, cancer, birth defects, neurotoxicity, or other similar adverse side effects.

[0086] "Biodegradable." In the context of the present application, “biodegradable” compounds are those compounds, when introduced into the cells of which these compounds are destroyed by cellular processes or by hydrolysis into components that cells can either be reused or removed without significant toxic effect on cells (i.e., necrosis of less than 20% of cells occurs when components are added to cells in vitro). The components preferably do not cause inflammation, cancer, birth defects, neurotoxicity, or other similar in vivo adverse side effects. In some preferred embodiments, the chemical reactions that must decompose the biodegradable components are non-catalyzed. For example, the materials according to the invention can decompose, in part as a result of hydrolysis of the ester bond found in a material with a transverse intermolecular bond.

[0087] Keratin. As used herein, the term “keratin” refers to any protein of the class of fibrous structural proteins found in hair, hair and nails. Keratin proteins contain a large number of cysteine radicals. About 15% of human hair is cysteine radicals crosslinked by disulfide bonds. Spiral keratin molecules twisted around each other to form elongated filaments are called intermediate filaments.

[0088] the "Monomer." As used herein, the term “monomer” is a chemical compound that is capable of forming bonds with other covalent monomers to form a polymer. Examples of monomers include acrylates, methacrylates, compounds containing epoxide, styrenes and vinyl alcohol. In some embodiments, the monomers used in accordance with the present invention are prone to free radical polymerization.

[0089] The Oligomer. As used in this application, the term “oligomer” refers to a chemical compound with a finite number of structural elements linked by covalent bonds. The oligomer has fewer monomer units than the corresponding polymer. The oligomer has at least 3 and, as a rule, up to 100 monomer units forming its structure.

[0090] “Peptide” or “protein”. As used herein, the terms “peptide” or “protein” include a sequence consisting of at least three amino acids linked by peptide bonds. The terms “protein” and “peptide” can be used interchangeably. A peptide may refer to a single peptide or group of peptides. The peptides of the invention preferably contain only natural amino acids, although non-natural amino acids (that is, compounds that are not found in nature but can be included in the polypeptide chain) and / or amino acid analogs known in the art can be used as an alternative. In addition, one or more amino acids in the peptide according to the invention can be changed, for example, by adding a chemical structural unit, such as a carbohydrate group, a phosphate group, a farnesyl group, an isopharnesyl group, a fatty acid group, a linker for conjugation, functionalization, or other modification, and etc. In a preferred embodiment of the present invention, modification of the peptide leads to the formation of a more stable peptide (for example, a longer half-life in vivo). These changes may include peptide cyclization, incorporation of D-amino acids, etc. None of the changes should significantly affect the required biological activity of the peptide.

[0091] "The polymer." Used in this application, the term "polymer" refers to a chemical compound consisting of repeating structural elements (monomers) linked by covalent bonds. The polymer usually has a high molecular weight and may include from 10 to 100 or up to 1000 or even more monomers. An aliphatic group, such as C ₂₀ with multiple methylene groups, is not considered a polymer.

Active ingredients for hair care

[0092] In the compositions for cosmetic hair care according to the invention containing fluorinated small organic molecules, various active ingredients for hair care can be used. Combinations of compounds can be used to treat hair, thus giving various cosmetic effects. The availability of a wide range of compounds also allows hair treatment to achieve various desired properties, including the desired effects on the subject's hair mentioned above.

[0093] In preferred embodiments, the compositions and methods of the present invention provide advantages over compositions containing an organosilicon compound, avoiding many of their disadvantages. Accordingly, the compositions, methods of the invention preferably do not use any organosilicon compound (i.e., with a Si — O bond); the compounds and methods preferably use less than 10% w / v. such an organosilicon compound, preferably less than 1% w / v. such an organosilicon compound, more preferably less than 0.5% w / v, more preferably less than 0.2% w / v; more preferably less than 0.1% w / v .; more preferably less than 0.05% w / v; more preferably less than 0.01% w / v. and even more preferably less than 0.001% w / v.

[0094] Preferred compounds used in the compositions and methods according to the invention are non-toxic, do not harm the hair or skin and do not create the feeling of coarse hair, and also do not cause hair discoloration unlike, for example, in situ polymerization compositions. In addition, the preferred compositions and methods according to the present invention are not based on free radical polymerization agents or preliminary or subsequent treatment of hair with a reducing agent or an oxidizing agent. In some embodiments, the compositions and methods of the invention do not use a free radical polymerization initiator, polymerization initiator, or polymerization catalyst. In some embodiments, the compositions and methods of the invention do not use more than about 0.001% w / w, more preferably no more than about 0.01% w / w, even more preferably no more than about 0.1% w. / mass., initiator of free radical polymerization, polymerization initiator or polymerization catalyst. In some embodiments, there is no more than about 0.001 per mole of a free radical polymerization initiator, polymerization initiator or polymerization catalyst per mole of monomer. Accordingly, the compositions and methods of the invention preferably do not use more than about 0.001% w / w, more preferably more than about 0.01% w / w, even more preferably more than about 0.1% w / w ., peroxides; peracids, a peroxide generating system; peroxomonosulphate; peroxodisulfate; diazo compounds, redox catalyst (such as NH ₄ S ₂ O ₈ / NaHSO ₃ ; H ₂ O / Fe ³⁺ ; S ₂ O ₈ ² / RSH; Fe ³⁺ / HSO ₃ ^- ; Ce ⁺⁴ / ROH; KMnO ₄ / citric acid; sodium sulfite).

[0095] Unlike some cyanoacrylates, preferred compositions according to the present invention contain monomers that do not polymerize easily simply by exposure to a moisture monomer, for example, when the monomer is in contact with moisture from a biological fluid or tissue, as is the case with cyanoacrylates. Indeed, the monomers of the present invention can be formulated as stable compositions using aqueous carriers containing, for example, more than 90% water as a carrier. The monomers of the present invention are not cyanoacrylates.

[0096] The use of the compositions of the present invention is simple and easy to implement. Preferably, the composition according to the invention is applied to freshly washed hair. There is no need to completely dry the hair, preferably the hair should be dried with a towel, allowing it to remain wet or even wet. The composition according to the present invention is applied and rubbed into the hair, for example, using a comb or brush, after which the hair is dried with a stream of air, preferably using heat from a conventional hair dryer, even more preferably using a heat source that heats to temperatures below 160 ° C, and even more preferably, using a heat source that heats to a temperature of less than 120 ° C. In the case when the composition is a cream, it is recommended to rub this cream into the hair roots, after which the composition is distributed over the entire remaining hair length. It is necessary, and it is really preferable, to exclude the washing step after applying the composition according to the invention to the hair.

[0097] The compounds used in accordance with the invention, as a rule, are low molecular weight organic compounds. In some embodiments of the invention, the chemical compounds are not oligomeric or polymeric. Thus, the compound is not an oligomer or a low molecular weight polymer. In some embodiments, the compounds are not peptides or proteins. In some embodiments, the compounds are not oligonucleotides. In some embodiments, the compounds are not biomolecules (i.e., compounds found in nature). In some embodiments, the compounds are dimers. In some other embodiments, the compounds are trimers.

[0098] The molecular weight of the compound used to treat the hair is usually sufficient to prevent substantial evaporation of the compound from the treated hair without leaving traces of the filler. This leads to the fact that the composition acquires the quality of lightness, which can be expressed quantitatively in accordance with the description provided herein. In some embodiments, the molecular weight of the compound may be less than about 3000 g / mol, less than about 2500 g / mol, less than about 2000 g / mol, less than about 1500 g / mol, less than about 1000 g / mol, less less than about 500 g / mol; or less than about 400 g / mol.

[0099] In embodiments, the molecular weight of the compound ranges from about 50 g / mol to about 500 g / mol, from 100 g / mol to about 500 g / mol, from 100 g / mol to about 1000 g / mol, 200 g / mol to about 1000 g / mol, from 500 g / mol to about 1000 g / mol, or from 1000 g / mol to about 2000 g / mol.

[00100] The compound typically has a boiling point in excess of 50 ° C. In some embodiments, the boiling point of the compound exceeds 55 ° C, exceeds 60 ° C, exceeds 65 ° C, exceeds 70 ° C, exceeds 75 ° C, exceeds 80 ° C, exceeds 85 ° C, exceeds 90 ° C, exceeds 95 ° C, exceeds 100 ° C, exceeds 110 ° C, exceeds 120 ° C, exceeds 130 ° C, exceeds 140 ° C, exceeds 150 ° C, exceeds 175 ° C or exceeds 200 ° C.

[00101] The compound typically has a melting point of less than 40 ° C. In some embodiments, the melting point of the compound is less than 35 ° C, less than 30 ° C, less than 25 ° C, less than 20 ° C, less than 15 ° C, less than 10 ° C, or less than 0 ° C.

[0100] In some embodiments, the compound has a melting point of less than about 10 ° C and a boiling point of more than about 60 ° C; a melting point of less than about 20 ° C and a boiling point of more than 70 ° C; a melting point of less than about 20 ° C; and a boiling point of more than about 80 ° C; a melting point of less than about 10 ° C; and a boiling point of more than about 100 ° C; or a melting point of less than about 20 ° C and a boiling point of more than about 100 ° C.

[0101] In an embodiment of the invention, said compound comprises an unsaturated functional group, such as a double or triple bond. An example of unsaturated functional groups includes alkenes, alkynes, carbonyls and imines. In some embodiments, the compound includes a conjugated unsaturated system, an α, β-unsaturated carbonyl radical, an acrylate radical, a crotonate radical, a methacrylate radical, a 2-fluoroacrylate radical, a diacrylate radical, a dicrotonate radical, or a dimethacrylate radical. In some embodiments, the compound includes an alkene, a vinyl group, an allyl group, a diene, or a conjugated diene radical. In some embodiments, said compound comprises alkin. In some embodiments, said compound comprises an enein radical. In some embodiments, said compound includes an aryl, phenyl, or styrene radical. In some embodiments, the compound includes a heteroaryl radical.

[0102] In an embodiment, the compounds used in the hair care system of the invention include alkene groups. In some embodiments, the alkene is monosubstituted. In other embodiments, alkene is disubstituted. Disubstituted alkenes can be present either in a cis or trans configuration, or as any mixture thereof. In other embodiments, alkene is trisubstituted. Trisubstituted alkene can be represented either in the E or Z configuration, or in the form of any mixture thereof. In other embodiments, the alkene is tetra-substituted. Again, various isomers are possible that are considered part of the present invention.

[0103] Thus, the compounds according to the invention can be defined in accordance with one of the formulas:

where R _{1 ′} and R _{2 ′} each independently selected from the group comprising hydrogen; halogen; cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic radical; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic radical; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; -OR _{A ′} ; -C (O) R _{A ′} , -CO ₂ R _{A ′} ; -C (O) N (R _{A ′} ) ₂ ; -SR _{A ′} ; -SOR _{A ′} ; -SO ₂ R _{A ′} ; -NR _{A ′} ; -N (R _{A ′} ) ₂ ; - NHC (O) R _{A ′} and -C (R _{A ′} ) ₃ ; and where each R _{A ′ is} independently selected from the group consisting of hydrogen, cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic radical; cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic radical; substituted or unsubstituted, branched or unbranched acyl; substituted or unsubstituted aryl; substituted or unsubstituted heteroaryl; alkoxy; aryloxy; alkylthio; arylthio; amino; alkylamino; dialkylamino; heteroaryloxy; heteroarylthio and a protecting group; or R _{1 ′} and R _{2 ′} form a cyclic structure; and provided that R _{1 ′} is hydrogen, R _{2 ′ is} not hydrogen with the proviso that one of R _{1 ′} and R _{2 ′} contains a methylene radical described in connection with formula (I).

[0104] According to a preferred embodiment of the invention, R _{1 ′} or R _{2 ′} does not constitute a cyanoacrylate radical.

[0105] According to a preferred embodiment of the invention, R _{1 ′} or R _{2 ′} form acrylate, while the radical of the acrylate ester is not perfluorinated.

[0106] According to other embodiments of the present invention, R _{1 ′} is a substituted or unsubstituted, branched or unbranched aliphatic radical. In some R _{1 ′} implementations of the present invention, R _{1 ′} is an alkyl radical. In some embodiments, R _{1 ′} is a C ₁ -C ₆ alkyl radical. In some embodiments, R _{1 ′} is an embodiment in accordance with one of the formulas:

One of ordinary skill in the art will recognize that any of the above alkyl groups may be substituted, branched, unsaturated and / or cyclic.

In certain particular embodiments of the present invention, R _{1 ′} is a structure of the formula

where n is an integer in the range between 0 and 20 inclusive. In some embodiments, n is an integer in the range between 0 and 12 inclusive. In some embodiments, n is an integer in the range between 0 and 6 inclusive. In some embodiments, n is an integer between 1 and 6 inclusive. In some embodiments, n is an integer in the range between 3 and 20 inclusive.

[0107] In some embodiments, R _{1 ′} is a structure of the formula

where n is an integer in the range between 0 and 20 inclusive. In some embodiments, n is an integer in the range between 0 and 12 inclusive. In some embodiments, n is an integer in the range between 0 and 6 inclusive. In some embodiments, n is an integer between 1 and 6 inclusive. In some embodiments, n is an integer in the range between 3 and 20 inclusive.

[0108] According to other embodiments of the present invention, R _{1 ′} is a substituted or unsubstituted, branched or unbranched heteroaliphatic radical. In other embodiments, R _{1 ′} is a substituted or unsubstituted acyl radical.

[0109] According to other embodiments of the present invention, R _{1 ′} is a substituted or unsubstituted aryl radical. In some specific embodiments, R _{1 ′} is a structure of the formula

[0110] According to some private options for implementing the present invention, R _{1 ′} represents the structure of the formula

[0111] According to some particular embodiments of the present invention, R _{1 ′} is a substituted or unsubstituted phenyl radical. In some embodiments, R _{1 ′} is a substituted phenyl radical (for example, a phenyl ring with 1, 2, 3, 4, or 5 substituents). In other embodiments, R _{1 ′} is a substituted or unsubstituted heteroaryl radical.

. В других вариантах R_A′ представляет собой трет-бутил. В некоторых частных вариантах реализации R_1′ представляет собой -CO₂R_A′, где R_A′ является вариантом в соответствии с одной из формул:[0112] According to some embodiments of the present invention, R _{1 ′} is —C (O) R _{A ′} . In other embodiments, R _{1 ′} is —COR _{A ′} . In some embodiments, R _{A ′} is C ₁ -C ₆ alkyl. In certain particular embodiments, R _{A ′} is methyl. In some embodiments, R _{A ′} is

. In other embodiments, R _{A ′} is tert-butyl. In some particular embodiments, R _{1 ′} is —CO ₂ R _{A ′} , where R _{A ′} is an embodiment according to one of the formulas:

One of ordinary skill in the art will recognize that any of the above alkyl groups may be substituted, branched, unsaturated and / or cyclic.

[0103] According to some particular embodiments of the present invention, R _{1 ′} is —CO ₂ R _{A ′} , wherein R _{A ′} is

where n is an integer in the range between 0 and 20 inclusive; a m is an even or odd integer in the range between 1 and 6 inclusive.

[0113] According to some particular embodiments of the present invention, R _{1 ′} is —CO ₂ R _{A ′} , wherein R _{A ′} is a structure of the formula

where n is an integer in the range between 0 and 20 inclusive. In some embodiments, n is an integer in the range between 0 and 12 inclusive. In some embodiments, n is an integer in the range between 0 and 6 inclusive. In some embodiments, n is an integer between 1 and 6 inclusive.

[0114] According to some particular embodiments of the present invention, R _{1 ′} is —CO ₂ R _{A ′} , wherein R _{A ′} is aryl or arylalkyl. In some particular embodiments of the present invention, R _{1 ′} is —CO ₂ R _{A ′} , wherein R _{A ′} is a structure of the formula

where n is an integer in the range between 0 and 12 inclusive. In some embodiments, n is 0. In some embodiments, n is 1. In some embodiments, n is 2, 3, 4, 5, or 6. In some particular embodiments, R _{1 ′} is —CO ₂ R _{A ′} , where R _{A ′} represents the structure of the formula

where n is an integer in the range between 0 and 12 inclusive. In some embodiments, n is 0. In some embodiments, n is 1. In some embodiments, n is 2, 3, 4, 5, or 6.

[0115] According to some embodiments of the present invention, R _{1 ′} or R _{2 ′} contains at least one halogen, provided that R _{1 ′} is halogen and R _{2 ′ is} not halogen. In some embodiments, R _{1 ′} or R _{2 ′} contains at least one fluorine, provided that R _{1 ′} is fluorine and R _{2 ′ is} not fluorine.

[0116] According to some embodiments of the present invention, R _{2 ′} is a substituted or unsubstituted, branched or unbranched aliphatic radical. In other embodiments, R _{2 ′} is C ₁ -C ₆ alkyl. In other embodiments, R _{2 ′} is an alkyl radical. In certain particular embodiments, R _{2 ′} is methyl. In some particular embodiments, R _{2 ′} is ethyl. In some embodiments, R _{2 ′} is propyl. In some embodiments, R _{2 ′} is butyl. In some embodiments, R _{2 ′} represents an aryl or heteroaryl radical. In some embodiments, R _{2 ′} is a phenyl radical.

[0117] In some embodiments, R _{2 ′} is —CO ₂ R _{A ′} , wherein R _{A ′} is a cyclic or acyclic, branched or unbranched aliphatic radical substituted with one or more halogens.

[0118] According to other embodiments of the present invention, R _{2 ′} represents —CO ₂ R _{A ′} , wherein R _{A ′} represents

where n is an integer in the range between 0 and 20 inclusive; a m is an even or odd integer in the range between 1 and 6 inclusive.

[0119] In some other embodiments, R _{2 ′} is —CO ₂ R _{A ′} , where R _{A ′} is as follows:

where n is an integer in the range between 0 and 20 inclusive.

[0120] According to some embodiments of the present invention, R _{1 ′} is —CO ₂ R _{A ′} . In other embodiments, R _{1 ′} is —CO ₂ R _{A ′} , and R _{2 ′} is C ₁ -C ₆ alkyl. In other embodiments, R _{1 ′} is —CO ₂ R _{A ′} , and R _{2 ′} is methyl. In other embodiments, R _{1 ′} is —CO ₂ R _{A ′} , and R _{2 ′} is fluoro.

[0121] According to some embodiments of the present invention, R _{1 ′ is} selected from the group consisting of hydrogen, halogen and a cyclic or acyclic, branched or unbranched aliphatic radical or aryl having up to six carbon atoms, wherein said alkyl or aryl may optionally be substituted one or more functional groups selected from the group consisting of halogen, —OH and —OCH ₃ ; and R _{2 ′ is} selected from the group consisting of R _{A ′} , —C (O) R _{A ′} and —CO ₂ R _{A ′} , where R _{A ′} is a cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic radical.

[0122] According to some embodiments of the present invention, R _{1 ′ is} selected from the group consisting of hydrogen, halogen and a cyclic or acyclic, branched or unbranched aliphatic radical or aryl having up to six carbon atoms, wherein said alkyl or aryl may optionally be substituted one or more functional groups selected from the group consisting of halogen, —OH and —OCH ₃ ; and R _{2 ′} represents —CO ₂ N.

[0123] According to some embodiments of the present invention, said compound is a methacrylate of the formula

или

or

where R _{A ′,} as defined, contains a methylene group according to formula (I).

[0124] According to some embodiments of the present invention, said compound is a 2-fluoroacrylate of the formula

или

or

[0125] According to some embodiments of the present invention, said compound is a crotonate of the formula

или

or

[0126] According to some embodiments of the present invention, the methacrylate used in hair treatment has the following formula:

[0127] According to some embodiments of the present invention, a fluorinated organic compound is applied to the hair based on the hair care system of the invention. Said fluorinated compound usually comprises an unsaturated functional group and at least one fluorine atom. The unsaturated functional group contains a double or triple bond. Examples of unsaturated functional groups include alkenes, alkynes, carbonyls, imines, thiocarbonyls, acrylates, methacrylates, acrylates, crotonates, styrenes, nitriles, cyano, vinyl, styrene, crotonate, cinnamate, dienes, trienes, eneins, maleimides, etc.

[0128] The specified fluorinated compound may include from one fluorine atom to as many fluorine atoms as will be only one atom less than for a perfluorinated state. In some embodiments of the present invention, the functional group of the compound is fluorinated as, for example, alkyl, alkenyl, alkynyl, acyl, aryl, heteroaryl, heterocyclic or carbocyclic residue. In some embodiments, the fluorinated compound includes at least 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20 fluorine atoms . According to other embodiments of the present invention, said fluorinated compound contains at least 10, at least 15, at least 20, at least 25, at least 30, or at least 40 fluorine atoms. One skilled in the art will recognize that the larger the compound, the more fluorine atoms the compound will likely have. In addition, the compound applied to the hair should include a sufficient number of fluorine atoms so that the compound provides the desired characteristics when applied to the hair (for example, appearance, sensation).

[0129] In some embodiments, at least 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 95%, or 99% of the total number of hydrogen and fluorine atoms are fluorine atoms in said fluorinated compound. In some embodiments, at least 50% of the total number of hydrogen and fluorine atoms are fluorine atoms in the fluorinated compound. In some embodiments, at least 80% of the total number of hydrogen and fluorine atoms are fluorine atoms in the fluorinated compound. In some embodiments, at least 90% of the total number of hydrogen and fluorine atoms are fluorine atoms in the fluorinated compound.

[0130] According to some embodiments of the present invention, said fluorinated compound is a fluorinated alkene. In some embodiments, the fluorinated alkene is monosubstituted. In other embodiments, the fluorinated alkene is disubstituted. The disubstituted fluorinated alkene can be present either in cis or trans configuration, or as a mixture thereof. In other embodiments, the fluorinated alkene is trisubstituted. Trisubstituted fluorinated alkene can be represented either in the E or Z configuration, or as a mixture thereof. In other embodiments, the fluorinated alkene is tetra-substituted. In addition, various isomers are possible, which are considered part of the present invention. In some embodiments, the fluorinated compound is a fluorinated alkine.

[0131] Examples of monosubstituted fluorinated compounds include:

[0132] Examples of disubstituted fluorinated compounds used for treating hair include:

[0133] According to some embodiments of the present invention, said fluorinated compound is mixed with one or more different compounds. It will be apparent to those skilled in the art that a mixture may have desirable properties not achievable with just one compound. In some embodiments, two different compounds are applied to the hair. In other embodiments, three different compounds are applied to the hair. When using various compounds, these compounds are applied to the hair simultaneously or separately. In some embodiments, all compounds are presented in the same solution that is applied to the hair. In some embodiments, one of the compounds is fluorinated and the other non-fluorinated. In other embodiments, all compounds are fluorinated.

[0134] The compounds described herein can be applied to hair using any method known in the art. The hair to be treated is combed, sprayed, wiped, moistened, etc. compound or solution of the compound. In some embodiments, the compound is dissolved in a carrier such as water, alcohol, a mixture of water / alcohol or alcohol / water (in the range of 5% / 95% to 10% / 90%, 10% / 90% to 20% / 80 %, from 20% / 80% to 30% / 70%, from 30% / 70% to 40% / 60% and from 40% / 60% to 50% / 50%), or other carriers and are applied to the hair. The carrier may include a propellant such as difluoroethane or dimethyl ether. Typically, the concentration of the compound varies from 0.1% to 10%. In some embodiments, the concentration ranges from 0.1% to 3%. In other embodiments, the concentration ranges from 0.1% to 2%.

[0135] The compound is typically soluble in a variety of organic carriers (eg, alcohol), propylene glycol, glycerin, water or aqueous solutions. According to some embodiments of the present invention, said compound has a solubility of at least 10 g / dl in a 50:50 ratio of water / ethanol. In some embodiments, the compound has a solubility of at least 5 g / dl in a 50:50 ratio of water / ethanol. In some embodiments, the compound has a solubility of at least 4 g / dl in a 50:50 ratio of water / ethanol. In some embodiments, the compound has a solubility of at least 3 g / dl in a 50:50 ratio of water / ethanol. In some embodiments, the compound has a solubility of at least 2 g / dl in a 50:50 ratio of water / ethanol. In some embodiments, the compound has a solubility of at least 1 g / dl in a 50:50 ratio of water / ethanol. In some embodiments, the compound has a solubility of at least 0.5 g / dl in a 50:50 ratio of water / ethanol. The aqueous solution may be acidic or alkaline. In some embodiments, the compound is soluble in alcohol (e.g., methanol, ethanol, denatured ethanol, isopropanol, butanol).

Polymerization Initiators

[0136] Preferably, the present invention does not include a polymerization initiator, more preferably it does not include a polymerization initiator that is activated by the action of the environment or ultraviolet light or by using a heat source.

Compositions for cosmetic hair care

[0137] The present invention provides compositions for cosmetic hair care comprising an active ingredient for hair care, as described above, and a cosmetically acceptable excipient. Cosmetically acceptable excipients used in the hair care industry can be divided into several categories. Components from the category can be included or excluded from the final composition for hair care, depending on the application of the final composition (eg, hair spray, conditioner, shampoo). Categories of excipients include: (1) preservatives / antioxidants / chelating agents; (2) sunscreens; (3) vitamins; (4) dyes / hair coloring agents; (4) proteins / amino acids; (5) plant extracts; (6) moisturizers; (7) perfumes / perfumes; (8) oils / emollients / lubricants / fats; (9) wetting agents; (10) thickeners / viscosity modifiers; (11) polymers / resins / hair fixers / film formers; (12) surfactants / detergents / emulsifiers / opacifying agents; (13) volatile components / propellants / solvents / carriers; (14) liquid media / solvents / carriers; (15) salts; (16) pH adjusting agents / buffers / neutralizing agents; (17) hair conditioning agents; (18) anti-static / straightening agents; (19) anti-dandruff ingredients; (20) hair curlers / hair straighteners; and (21) absorbents.

[0138] According to some embodiments of the present invention, the composition for cosmetic hair care is presented in the form of a spray. The spray typically includes an active ingredient for hair care and a carrier or propellant. In some embodiments of the present invention, the carrier is a mixture of water and alcohol. In some embodiments, the spray composition may also optionally contain a preservative, antioxidant, sunscreen, vitamin, protein, peptide, plant extract, moisturizer, oil, emollient, lubricant, thickener, hair conditioning agent, polymer or surfactant . In some embodiments, said composition comprises oil. In some embodiments, said composition comprises a polymer. In some embodiments, said composition comprises a humectant. In some embodiments, said composition comprises a perfume. In certain specific embodiments, said composition comprises water, alcohol, oil, perfume, and an active hair care ingredient. In certain specific embodiments, said composition comprises water, alcohol, oil, polymer, perfume, and an active hair care ingredient. In certain specific embodiments, said composition includes water, alcohol, an antistatic agent, perfume, and an active hair care ingredient. In certain specific embodiments, said composition comprises water, alcohol, a hair conditioning agent, fragrance, and an active hair care ingredient. In certain specific embodiments, said composition comprises water, alcohol, a surfactant, perfume, and an active hair care ingredient. In certain specific embodiments, said composition comprises water, alcohol, emollient, perfume, and an active hair care ingredient. Hair spray compositions are sprayed from containers that are aerosol dispensers or atomizers. Such sprayers are known in the art and are commercially available from various manufacturers, including American National Can Corp. and Continental Can Corp.

[0139] According to some embodiments of the present invention, when spraying a hair spray composition from a sealed aerosol container, a propellant is used to eject the composition from the container. Appropriate propellants are described herein. In some embodiments, the propellant is a liquefied gas. In some embodiments, the propellant is a halogenated propellant. In other embodiments, the composition does not contain any fluorinated or chlorinated propellants. Typically, the amount of propellant in the composition is from about 10% to about 60% by weight. In some embodiments, the amount of propellant in the composition ranges from about 15% to about 50% by weight. In some embodiments of the invention, the propellant is separated from the composition in the form of a hair spray, offering the tool in the form of a container with two compartments. Other suitable aerosol dispensers are atomizers, the characteristic feature of which is that the propellant is compressed air, which can be supplied to the atomizer before use, using a pump or equivalent device. Such nebulizers are described in US Pat. Nos. 4,077,441 and 4,850,577, each of which is incorporated herein by reference, and in US Patent Application USSN 07/839648, filed February 21, 1992, also incorporated herein by reference. Conventional non-aerosol atomizers, i.e. spray devices, can also be used to apply the hair spray compositions of the invention. In some embodiments, when spraying a hair spray composition from a sealed aerosol container, the container essentially does not have a propellant and uses a “container or balloon” in the vial to use the agent of the invention. An example of such an application is the Excel package.

[0140] According to some embodiments of the present invention, the composition for cosmetic hair care is presented in the form of a cream. The cream according to the invention usually contains an active ingredient for hair care, a carrier, oil, hair conditioning agent and thickener. In some embodiments, the cream also contains fragrance. In some embodiments, the cream also contains a plant extract. In some embodiments, the cream also contains a surfactant. In some embodiments, the cream also contains a polymer. The cream according to the invention can be packaged in a tube, jar, bottle or other appropriate container.

[0141] According to some embodiments of the present invention, there is provided a non-toxic hair care composition comprising a non-perfluorinated, non-polymeric compound of formula (I) described above and a filler that includes a rheological modifier and a nonionic emulsifier. This makes it possible to ensure the delivery of the fluorinated compound in a non-alcoholic water spray gel suspension through a pseudoplastic external phase with high viscosity at zero shear. The rheological modifier is preferably from 0.1-2.0% w / w. composition. Examples of the rheological modifier include glyceryl polyacrylate, sodium polyacrylate, carbomer, acrylate copolymer, acrylic acid-vinylpyrrolidone cross-polymer, or xanthan gum. The nonionic emulsifier is preferably from 0.05-5.0% w / w of the composition. Examples of a nonionic emulsifier include Laureth-23, Octyldodecet-20, Olet-10, PEG-40 Hydrogenated Castor Oil, Polaxomer 127, Polysorbate 20 or Ceteareth-20. Other rheological modifiers and nonionic emulsifiers not specifically mentioned above are available on the market and are known to any person skilled in the art. Other excipients suitable for use in hair care products can be added to a non-alcohol spray to achieve the desired functionality.

Moisture resistance

[0142] Humidity on the hair and its penetration into the hair can disrupt the organization of hair proteins, resulting in cosmetically undesirable changes, such as an increase in the number of curly hair. The present invention provides the hair, in particular the hair on the scalp, with valuable moisture resistance properties. Moisture resistance in the present invention relates to hysteresis of sorption / desorption of water according to measurements carried out by the method of dynamic sorption of steam (DVS). For dynamic sorption of steam, the sample is placed on a microbalance exposed to a continuous stream of air with a predetermined and constant relative humidity. As moist air passes over the sample, a region of constant humidity concentration is created around it. This area allows you to quickly organize the sorption of water vapor or desorption equilibrium by maximizing the transfer of mass of water vapor into and out of the sample.

[0143] Changes in the mass of the sample (eg, hair sample) due to sorption / desorption of water vapor can be measured between different levels of relative humidity at a certain temperature. The change in mass can be expressed graphically as a function of relative humidity, which provides information about the nature of the phase of sorption of water vapor (absorption and / or adsorption) in case of increase in humidity or, conversely, about the nature of desorption of water in case of decrease in humidity. The difference in mass changes at any specific value of relative humidity in the phases of sorption and desorption is known as hysteresis and can be used as a measure to assess the ability of a hair treatment agent to withstand or control the moisture content on and in the hair. As described below, the invention provides reduced hysteresis especially over a range of relative humidity values of 30-80% RH.

[0144] In the context of the present invention, moisture resistance is measured according to the DVS I Protocol. "Reducing moisture" means that the treated hair exhibits a reduction in hysteresis when exposed to dynamic steam sorption according to the DVS I Protocol.

DVS I protocol

1. 1.50 g of bleached hair (standard separate bleached, curly hair from International Hair Importers, White Plains NY, USA) moisturize 0.30 ml of deionized water, possibly through a pipette, and comb slightly to remove any confusion.

2. Apply the composition to the hair in the following amounts: for serum (from 0.09 g to 0.12 g), for cream / lotion / foam (from 0.20 g to 0.25 g) and for spray (from 0.35 g to 0.40 g), spread evenly and comb the hair. Preferably, the weight ratio of form to hair should be approximately 0.073 for serums, 0.15 for cream / lotion / foam, and 0.25 for spray.

3. Styling consists of 10 passes with a hair brush and a hairdryer set to a maximum of approximately 50-120 ° C.

4. After styling, the hair is cut off and segments are analyzed from the middle of each curl (approximately 300 mg) by dynamic steam sorption (DVS).

5. The conditions for dynamic vapor sorption (DVS) are as follows: unless otherwise indicated, the temperature used is 25 ° C. Sorption phase: start at 30% RH (relative humidity) and increase to 90% RH (relative humidity), each step with an increase in relative humidity by 10%. Desorption phase: start at 90% RH (relative humidity) and decrease to 0% RH (relative humidity), each step with a decrease in relative humidity of 10%. In each relative humidity mode, the sample is held for 4 hours, and a step up or down to the next level of relative humidity (RH) is programmed for a period of 20 minutes.

[0145] Monitoring the hysteresis values from such an experiment by dynamic vapor sorption (DVS) on hair samples allows an assessment of the ability of a hair treatment agent to resist or control moisture.

[0146] The present invention provides superior moisture resistance compared to any (1) water treatment control agent and (2) a silicone product such as Kerastase® Oleo Relax Serum (purchased in the USA, 2008; hereinafter referred to as “ Commercial Example A ”), which actually increased hysteresis compared to water. Preferably, the application of the present invention on a curl of hair as described above provides a 4% reduction in average hysteresis values compared to control hair (treated with water) over a relative humidity range of 30-80% when tested using the DVS protocol described above. More preferably, applying the present invention to a curl of hair as described above provides a more than 10% reduction and even more preferably more than a 20% decrease in average hysteresis values compared to control hair (treated with water) over a relative humidity range of 30-80 % when tested using the DVS protocol described above. Even more preferably, the present invention provides a 50% or more or even 80% or more reduction in average hysteresis values compared to control hair (treated with water) over a relative humidity range of 30-80% RH as determined by the DVS protocol described above .

Ease

[0147] Those who use hair care products wish to obtain the positive results described above. However, such consumers do not want to feel the residue / product in or on their hair. Therefore, a composition that provides appropriate performance, but does so with less residual mass or “feel” in the hair, is preferred.

[0148] the Compositions according to the present invention, providing appropriate product performance, while the mass of these compositions mainly decreases by at least 25%, preferably 50%, more preferably not less than 70%, even more preferably not less than 80% and even more preferably not less than 90% and most preferably 95% or more of its weight after heating at 55 ° C and a relative humidity of 10% for 10 minutes (for spray forms) and 30 minutes (for forms in cream / lotion a / serum / foam) according to the "Test for lightness I".

Lightness Test I

[0149] The composition is served in an unopened container and evenly distributed. For example, the container may be a round container with a diameter of 9 cm and a shoulder 0.5 cm high.

1. The containers are marked and then weighed immediately before and after dosing 3 g of the form.

2. The composition is left to bring into equilibrium under ambient conditions (25 ° C, 30% RH (relative humidity)) for 5 minutes before being placed in the oven.

3. The container is placed in an oven where a temperature of 55 ° C and a relative humidity of 10% are provided.

4. After 10 minutes for the compositions in the form of a spray and 30 minutes for the compositions in the form of a cream / lotion / serum / foam, take out each container and record its mass.

[0150] The hair treatment compositions according to the invention on average leave at least 25% less residue after drying when following the instructions for the amounts used for Kerastase® Oleo Relax Serum (“Commercial Example A”), John Frieda® Frizz Ease ( “Commercial Example B”), Biosilk® Silk Therapy (“Commercial Example H”), Redken® Smooth Down Heat Glide (“Commercial Example C”), Nexxus® Sleek Memory Straightening Smooth Spray (“Commercial Example D”), Barex® Re-define Creme (“Commercial Example G”), Fekkai® Glossing Cream (“Commercial Example E”) and Bedhead® Curls Rock (“Commercial Example F”) (all were purchased enes in the United States, 2008). It is believed that one of the reasons for the advantage of the forms according to the invention in relation to lightness ("zero gravity") is that they do not require and preferably do not include organosilicon compounds in amounts found in the aforementioned identified hair care products.

Pollution resistance

[0151] A variety of materials are used to control or reduce the penetration of moisture into hair shafts. However, most of these materials are oil based or based on organosilicon. The resulting effect demonstrates poor moisture resistance, combined with the feeling of a heavy residue that collects fat and particulate matter. For this area, it is necessary to create a composition that will control or reduce the penetration of moisture into the hair shaft, leaving the hair with a feeling of lightness, lack of fat and minimizing the accumulation of dirt / particulate matter.

[0152] The accumulation of dirt and solid particles on the hair during the day makes them weaker, heavier and duller. The ability to withstand environmental pollutants provides longer lasting styling and shine. Accordingly, the ability of the hair care compositions of the present invention to resist contamination was tested and compared with Commercial Example A. Corn starch was selected as a contamination model. USP Pharmacopoeia Corn Starch is uniformly white in color and can adhere to hair, providing excellent contrast to dark hair, thus allowing for gray scale quantification through digital photography. The remaining corn starch was also analyzed by weight analysis.

Starch Stability (Gravimetric)

[0153] The hair care compositions of the present invention, when tested on hair as described below, should provide an increase in hair mass of not more than 15% by weight, preferably not more than 10% by weight, more preferably not more than 7% by weight by weight and most preferably not more than 5% by weight when conducting Starch Research I. As a measure of sustainable pollution, the term “weight gain” refers to weight gain measured according to Starch Research I.

Starch Test I

1. 1.50 g of unprocessed dark brown hair (International Hair Importers, White Plains NY, USA) moisturize 0.30 ml of water, possibly through a pipette.

2. Apply the composition to the hair using the following amounts: for serum (from 0.10 g to 0.12 g), for cream / lotion / foam (from 0.20 g to 0.25 g) and for spray (from 0 , 35 g to 0.40 g), spread evenly and comb the hair. Preferably, the ratio of the weight of the composition to the weight of the hair should be approximately 0.073 for serums, 0.15 for cream / lotion / foam, and 0.25 for spray.

3. Hair is laid with a hair brush and blow dry with a hair dryer at high speed and at high temperature, approximately at the level of 50-120 ° C, for 30 seconds.

4. The hair is soaked in a bath with corn starch, for example, which contains about 2 grams of corn starch, US Pharmacopeia.

5. The hair is removed from the corn starch bath and shaken manually until all crumbling corn starch is removed, for example, within 10 seconds.

6. Weigh the hair and record a new mass.

[0154] The present invention can be used for any animal with a hairline. The system, in particular, is used to treat human hair. However, the hair or fur of other mammals can also be treated. For example, using the system according to the invention, it is possible to treat domesticated animals with hair or fur, such as dogs and cats. In addition, it is also possible to treat the hair or fur of experimental animals such as rodents (e.g. mice, rats, rabbits, guinea pig, etc.) or primates. In some embodiments, human hair samples (eg, hair trim after cutting) or other animals are examined using the present invention. Hair or fur samples treated with the present invention are contemplated within the scope of this invention. These hair or fur samples contain a compound on the hair or fur. In some embodiments, the hair is human hair. In other embodiments, the hair is not human hair. In some embodiments, the hair or fur is the hair or fur of dogs or cats. In other embodiments, the hair is the hair of rats, mice, guinea pigs, rabbits, gerbils or primates. The hair processing system of the present invention can also be used to treat hair in wigs, fake hair extensions and hairpieces.

[0155] These and other aspects of the present invention will become apparent after consideration of the following Examples, which are intended to illustrate some embodiments of the invention, but which are not intended to limit its scope as defined by the claims.

Examples

Example 1 - a Study of treated hair

[0156] As described in this application, studies can be used to test gloss / gloss, tensile strength and thickness of the hair shaft.

[0157] In this example, a criterion for measuring the gloss / gloss of hair is proposed. After applying the composition, curling and combing the hair sample, the hair is wound on a cylinder and placed under a lamp that simulates sunlight. The width of the gloss cone is measured and compared with the gloss cone of a commercial product.

[0158] In this example, a criterion is proposed for measuring the tensile strength of hair.

Separate hair rods (processed and unprocessed) can be attached to an Instron brand tensile testing machine, which will pull one end of the shaft, breaking it with a certain force.

[0159] In this example, a criterion is proposed for measuring the thickness of a hair shaft. Cross sections of hair shafts (treated and untreated) can be examined and measured by microscopy.

[0160] In this example, a criterion for measuring the moisture resistance of treated hair is proposed.

This property can be measured by placing the hair curl in an atmosphere of high humidity.

[0161] In this example, a criterion for measuring sensation is proposed. Sensation parameters can be estimated for a given material from the hair shaft. Several parameters can be evaluated, such as tack, slip, stiffness, smoothness, grease and strength using a blind test performed by experts.

Example 2 - Hair Styling Spray

[0162] The following are various hair care compositions with examples of fluorinated compounds. The fluorinated compounds may be, for example, 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoropentylmethacrylate; 2,2,3,3,4,4,5,5-octafluoropentyl acrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl diacrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl dimethacrylate or any of the other fluorinated compounds used in the present invention as described above. It will be apparent to any person skilled in the art that these compositions can be used to deliver other compounds described herein, such as other methacrylates, acrylates, alkenes, halogenated compounds, etc. An example of a hair styling spray containing a fluorinated compound may include:

Water 45-51% wt./mass.

Alcohol (e.g. ethanol) 40-55% w / w

PEG-40 hydrogenated castor oil 0.1-5% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Example 3 - Hair Styling Spray

An example of a hair styling spray containing a fluorinated compound may include:

Water 45-51% wt./mass.

Alcohol (e.g. ethanol) 40-55% w / w

Vinylpyrrolidone (VP) / Vinylcaprolactam / Dimethylaminopropylamine (DMAPA) Acrylates 0.01-2% w / w

Copolymer

PEG-40 hydrogenated castor oil 0.01-5% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 4 - Hair Styling Spray

Another example of a hair styling spray may include:

Water 45-51% wt./mass.

Alcohol (e.g. ethanol) 40-55% w / w

PVP / VA 0.01-2.5% w / w

PEG-40 hydrogenated castor oil 0.1-5% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 5 - Hair Styling Spray

An example of a hair styling spray containing a fluorinated compound may include:

Water 45-51% wt./mass.

Alcohol (e.g. ethanol) 40-55% w / w

Cetrimonium chloride 0.01-2.5% wt./mass.

PPG-2 myristyl ether propionate 0.01-2.5% wt./mass.

PEG-40 hydrogenated castor oil 0.01-5% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 6 - Hair Styling Spray

Another example of a hair styling spray containing a fluorinated compound may include:

Water 45.0-51.0% w / w

Alcohol (e.g. ethanol) 40.0-55.0% w / w

Glyceret-7 0.1-2.5% wt./mass.

PEG-40 hydrogenated castor oil 0.1-5.0% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 7 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Water 75-97% wt./mass.

Polysorbate 80 0.1-2.0% w / w

Isohexadecane 0.1-2.0% w / w

The sodium acrylamide / acryl dimethyl taurate copolymer is 0.1-1.0% by weight.

PPG-2 myristyl ether propionate 0.1-3% wt./mass.

Phenoxyethanol 0.1-1.0% wt./mass.

Methylparaben 0.1-0.5% w / w

Propylparaben 0.1-0.5% w / w

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 8 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Water 75-97% wt./mass.

Polysorbate 20 0.1-1.0% wt./mass.

Polyacrylate-13 0.5-3.5% wt./mass.

Polyisobutene 0.5-3.5% wt./mass.

Ethylhexyl stearate 0.1-3% w / w

Phenoxyethanol 0.3-1.5% wt./mass.

Caprylyl glycol 0.1-1.0% wt./mass.

Sorbic acid 0.1-0.5% wt./mass.

Cetyl alcohol 0.25-1.5% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 9 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Water 75-97% wt./mass.

Cetearyl alcohol 1.5-5% w / w

Glyceryl stearate 0.5-3% w / w

Ceteareth-20 0.5-3% w / w

PPG-2 myristyl ether propionate 0.1-3% wt./mass.

Phenoxyethanol 0.1-1.5% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 10 - Hair Styling Spray

An example of a hair styling spray containing a fluorinated compound may include:

Water 45-94% wt./mass.

Alcohol (e.g. ethanol) 5-45% w / w

Stearyl alcohol 0.5-3% wt./mass.

Lauret-23 0.1-2% wt./mass.

Lauret-4 0.1-2% wt./mass.

PEG-40 hydrogenated castor oil 0.1-2% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 11 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Water 72-97% wt./mass.

Behenyl alcohol 1.5-5% wt./mass.

Ceteareth-20 0.5-5% w / w

Cetet-10 0.5-5% wt./mass.

PEG-40 stearate 0.25-1% wt./mass.

Hydroxypropyltrimonium hydrolyzed corn starch 0.25-1.5% wt./mass.

PPG-3 benzyl ether myristate 0.1-1% wt./mass.

Carbomer 0.01-0.5% w / w

Triethanolamine 0.01-0.8% w / w

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 12 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Water 75-97% of the mass / mass.

Cetearyl alcohol 1.5-5% w / w

Ceteareth-20 0.5-5% w / w

Cetet-10 0.5-5% wt./mass.

Begentrimonium chloride 0.1-2.5% wt./mass.

PPG-2 myristyl propionate 0.25-3% wt./mass.

Carbomer 0.01-0.5% w / w

Triethanolamine 0.01-0.8% w / w

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 13 - Hair styling cream

Another composition of a hair styling cream containing a fluorinated compound may include:

Water 75-97% wt./mass.

Cetearyl alcohol 1.5-5.0% wt./mass.

Ceteareth-20 0.5-5.0% w / w

Cetet-10 0.5-5.0% wt./mass.

The copolymer of vinyl pyrrolidone / acrylates / lauryl methacrylate 0.01-2.5% wt./mass.

PPG-2 myristyl propionate 0.25-3.0% wt./mass.

Carbomer 0.01-0.5% w / w

Triethanolamine 0.01-0.9% w / w

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 14 - Hair styling cream

Another example of the composition of a hair styling cream containing a fluorinated compound may include:

Water 75-97% wt./mass.

Cetearyl alcohol 1.5-5% w / w

Ceteareth-20 0.5-5% w / w

Cetet-10 0.5-5% wt./mass.

Polyquaternium-28 0.5-10% wt./mass.

PPG-2 myristyl propionate 0.25-3% wt./mass.

Sodium polyacrylate 0.01-0.5% wt./mass.

Preservative 0,00-2% wt./mass.

Fragrance 0.1-1.5% wt./mass.

Fluorinated compound 0.1-10% wt./mass.

Fluorinated compound as described above in Example 2.

Example 15 - Hair styling cream

Another example of the composition of a hair styling cream containing a fluorinated compound may include:

Ingredients% wt./mass.

Water 75.00-97.00

Cetearyl alcohol 2.00-5.00

Polysorbate 80 1.00-4.00

PEG-4M 0.25-2.00

Preservative 0.00-2.00

Fragrance 0.10-1.50

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

Example 16 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Ingredients% wt./mass.

Water 75.00-97.00

Cearyl alcohol 1.50-5.00

Stareth-21 0.50-5.00

Stareth-20 0.50-5.00

Vinylpyrrolidone copolymer / acrylates / lauryl methacrylate 0.01-2.50

PPG-2 myristyl propionate 0.25-3.00

Carbomer 0.01-0.50

Triethanolamine 0.01-0.80

Preservative 0.00-2.00

Fragrance 0.10-1.50

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

Example 17 - Hair Styling Spray

An example of a hair styling spray containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Alcohol (e.g. ethanol) 00.0-55.00

Vinylpyrrolidone / Vinylcaprolactam / DMAPA Acrylates Copolymer 0.00-15.00

Vinylpyrrolidone copolymer / acrylates / lauryl methacrylate 0.00-15.00

C10-40 isoalkylamidopropyl ethyldimonium ethosulfate 0.00-2.00

Cosmetic fluid CF-76 or CF-61 0.00-99.00

Cetrimonium chloride 0.00-0.50

Oleic acid 0.00-2.00

Stearyl alcohol 0.00-3.00

Glyceret-7 0.00-4.00

Lauret-23 0.00-6.00

Lauret-4 0.00-6.00

Polysorbate 80 0.00-6.00

Sorbitan Oleate 0.00-4.00

PEG-40 hydrogenated castor oil 0.00-6.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 18 - Non-Alcoholic Water-Styling Spray Gel

[0163] The fluorinated compound was first pre-mixed with a nonionic emulsifier. Pre-mixing the emulsifier and the fluorinated compound ensures proper droplet formation of the suspended emulsion, resulting in a single or multiple two-layer coating of the fluorinated compound. The concentration of emulsifier remained below CMC (critical micelle concentration), since micelle formation does not improve the stability of the suspension. The composition was homogenized so that the droplet size was less than 15 microns. This allows you to achieve a lower ratio of oil to emulsifier, the proper dispersion of suspended drops and the stability of the composition. As a result, a water-based suspension of a coated fluorinated compound was obtained which counteracts the sticking, flocculation and / or phase separation of the fluorinated compound. The shift of the mixer (for example, a spray blower) reduces viscosity and allows delivery of the fluorinated compound through a uniform spray pattern. Elimination of shear allows you to restore viscosity and stabilize the composition.

A general exemplary composition of a non-alcoholic hair styling gel spray containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Rheological modifier 0.10-8.00

Nonionic emulsifier 0.05-5.00

Preservative 0.00-2.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

Example 19 - Non-Alcoholic Water-Styling Spray Gel

[0164] A more specific example of the composition of a non-alcoholic hair styling gel spray containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Glyceryl Polyacrylate and Glycerin (Lubrajel II XD) 0.50-7.00

Octyldodecet-20 0.05-5.00

Phenoxyethanol (s) methylisothiazolinone 0.00-2.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of water and Lubrajel II XD: at first the container was filled with water and heated to a temperature of 35 ° C. Then, 10% of the total amount of Lubrajel II was added and mixed for at least 20 minutes. Phase B, consisting of a mixture of a fluorinated compound, octyldodecet-20 and perfume: octyldodecet-20 was heated in a separate container to a temperature of 35 ° C. Then a fluorinated compound and perfume were added to the container. The contents were mixed until smooth. Phase B was added to Phase A and mixed until uniform. The mixture was then homogenized to reduce particle size to 5-15 microns, then slowly mixed using an inclined propeller stirrer, removing air. Phase C consisting of the remaining Lubrajel II XD and preservative: then the components of Phase C were added to the above mixture of Phase A and Phase B and mixed for 1 hour. Then the mixture was cooled to a temperature of 21 ° C - 25 ° C.

Example 20 Non Alcoholic Water-Styling Spray Gel

[0165] To further stabilize the non-alcoholic water styling gel spray containing a fluorinated compound with a specific gravity in excess of 1.00, a low specific gravity material such as a paraffin mixture may be added to the composition. Adding material with a lower specific gravity balances the specific gravity of the oil phase, leading it to a value of 1.00, providing greater stability of the suspension.

A general example of a composition for a non-alcoholic aqueous styling gel spray containing a fluorinated compound may include the following:

Ingredients% wt./mass.

Sufficient water

Rheological modifier 0.10-8.00

Nonionic emulsifier 0.05-5.00

Paraffin mixture 0.10-12.00

Preservative 0.00-2.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

Example 21 Non-alcoholic Water-Styling Spray Gel

[0166] A more specific example of a non-alcoholic water styling gel spray containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Acrylic acid / polyvinylpyrrolidone crosspolymer 0.20-1.00

Aminomethylpropanol 0.05-0.75

SiClone SR-5 (Presperse LLC) 0.10-12.00

Lauret-23 0.05-5.00

Lauret-4 0.05-5.00

Phenoxyethanol (s) methylisothiazolinone 0.00-2.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A consisted of water, aminomethyl propanol (AMP) and acrylic acid / VP cross-polymer. The container was filled with water and heated to a temperature of 50 ° C.

Then, 10% of the total aminomethyl propanol (AMP) required was added. Then, an acrylic acid / vinylpyrrolidone copolymer was added with vigorous stirring, followed by stirring for at least 1 hour. Phase B consisted of a mixture of a fluorinated compound, Laureth-23, Laureth-4 and SiClone SR-5. In a separate container, the fluorinated compound, Lauret-23, Lauret-4 and SiClone SR-5 were pre-mixed at a temperature of 37 ° C. Phase B was added to Phase A and mixed until homogeneous. Then the mixture was cooled to a temperature of 30 ° C and homogenized to reduce particle size to 5-15 microns. Then the mixture was slowly mixed using an inclined propeller stirrer, removing air. Phase C consisted of the remaining aminomethylpropanol (AMP). Then, Phase C was added to the above mixture of Phase A and Phase B and stirred for 1 hour. Then the mixture was cooled to a temperature of 21 ° C - 25 ° C.

Example 22 - Hair styling cream

An example of a hair styling cream containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Myristyl alcohol 0.00-5.00

Cetyl alcohol 0.00-5.00

Cetearyl alcohol 0.00-5.00

Behenyl alcohol 0.00-5.00

Glyceryl stearate 0.00-2.00

Vinylpyrrolidone / Vinyl Acetate Copolymer 0.00-15.00

Vinyl pyrrolidone / dimethylaminoethyl methacrylate copolymer 0.00-15.00

Vinylpyrrolidone copolymer / acrylates / lauryl methacrylate 0.00-15.00

Cetearet - 20 0.00-6.00

Csett - 10 0.00-6.00

PEG-100 stearate 0.00-3.50

PEG-40 stearate 0.00-3.50

Polyacrylate-13 0.00-4.00

Sodium Acrylamide / Acryl Dimethyl Taurate Copolymer 0.00-4.00

Isohexadecane 0.00-5.00

Polyisobutene 0.00-5.00

Polysorbate 80 0.00-6.00

Polysorbate 20 0.00-6.00

Sorbitan Oleate 0.00-4.00

Ethylhexyl stearate 0.00-10.00

PPG-2 myristyl propionate 0.00-10.00

PPG-3 benzyl ester myristate 0.00-10.00

Hydroxypropyltrimonium hydrolyzed corn starch 0.00-5.00

Carbomer 0.00-1.00

Triethanolamine 0.00-0.75

Preservative 0.00-2.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 23 - Lipstick for hair styling

An example of a styling lipstick containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Behenyl alcohol 0.00-10.00

Cetearyl alcohol 0.00-10.00

Linoleic acid 0.00-10.00

Olet-20 0.00-6.00

Olet-2 0.00-6.00

PEG-8 Beeswax 0.00-3.50

Capric / Caprylic Triglyceride 0.00-5.00

Polyquaternium-46 0.00-10.00

PVP 0.00-10.00

Preservative 0.00-2.00

Fragrance 0.00-4.00

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 24 - Aerosol hair styling spray

An example of a styling spray containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Propellant 2.00-80.00

Alcohol (e.g. ethanol) 00.0-55.00

Polysorbate 20 0.00-6.00

PEG-40 hydrogenated castor oil 0.00-6.00

Olet-20 0.00-6.00

Vinylpyrrolidone / Vinyl Acetate Copolymer 0.00-15.00

Fragrance 0.00-4.00

Preservative 0.00-2.00

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 25 - Aerosol foam styling hair

An example of a styling aerosol foam containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Propellant 1.00-10.00

Cocamidopropyl Betaine 0.00-5.00

Loramide oxide 0.00-2.00

Tridecet-12 0.00-5.00

PEG-8 stearate 0.00-0.50

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 26 - Aerosol Shaving Cream

An example of an aerosol shaving cream containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Fatty acid 2.00-15.00

Triethanolamine 1.00-15.00

Propellant 2.00-6.00

Lauret-23 0.00-2.00

Hydroxyethyl cellulose 0.00-1.00

Xanthan gum 0.00-1.00

PEG-150 distearate 0.00-0.75

Fragrance 0.00-2.00

Preservative 0.00-1.50

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 27 - Aerosol Shaving Gel

An example of an aerosol shaving gel containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Fatty acid 0.00-10.00

Sarcosinate acid 0.00-10.00

Triethanolamine 0.00-10.00

Propellant 2.00-5.00

Glyceryl oleate 0.00-4.00

Hydroxyethyl cellulose 0.00-1.50

PEG-90M 0.00-0.75

Fragrance 0.00-2.00

Preservative 0.00-1.50

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 28 - Shaving Cream

An example shaving cream containing a fluorinated compound may include:

Ingredients% wt./mass.

Sufficient water

Fatty acid 2.00-15.00

Potassium hydroxide 0.50-10.00

Sodium Lauryl Sarcosinate 0.00-5.00

Hydroxyethyl cellulose 0.00-2.00

Hydroxypropyl cellulose 0.00-2.00

Olet-20 0.00-4.00

Lauret-23 0.00-4.00

PEG-24M 0.00-1.00

Fragrance 0.00-2.00

Preservative 0.00-1.50

Fluorinated compound 0.10-20.00

Fluorinated compound as described above in Example 2.

Example 29 - Hair spray A

An example of a hair styling spray containing a fluorinated compound may include:

Denatured alcohol 55.0% w / w

Water 38.92% wt./mass.

Fluorinated compound 2% wt./mass.

PEG-40 hydrogenated castor oil 0.15% wt./mass.

Fragrance 0.50% wt./mass.

With _10-40 isoalkylamidopropyl ethyldimonium ethosulfate 0.25% w / w.

Dipropylene glycol 0.38% w / w

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of denatured alcohol and water: first fill the container with water. Then, denatured alcohol is added to the filled container. The contents are mixed until a uniform Phase A is obtained. Phase B, consisting of a mixture of a fluorinated compound, PEG-40 hydrogenated castor oil and perfume: in a separate container, PEG-40 hydrogenated castor oil is heated to a temperature of 30 ° C.

Then a fluorinated compound and perfume are added to the container. The contents are mixed until a uniform Phase B is obtained. Phase B is added to Phase A and mixed until homogeneous. Phase C consisting of C _10-40 isoalkylamidopropyl ethyldimonium ethosulfate and dipropylene glycol: Phase C is added to the aforementioned mixture of Phase A and Phase B until a uniform composition as described above is obtained.

Example 30 - Hair Spray In

An example of a hair styling spray containing a fluorinated compound may include:

Denatured alcohol 55.50% wt./mass.

Water 37.47% wt./mass.

The vinylpyrrolidone / vinylcaprolactam / DMAPA acrylate copolymer 3.75% w / w.

Fluorinated compound 2.00% wt./mass.

PEG-40 hydrogenated castor oil 0.15% wt./mass.

Fragrance 0.50% wt./mass.

With _10-40 isoalkylamidopropyl ethyldimonium ethosulfate 0.25% w / w.

Dipropylene glycol 0.38% w / w

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of denatured alcohol and water: first fill the container with water. Then, denatured alcohol is added to the filled container. The contents are mixed until a uniform Phase A is obtained. Phase B, consisting of a mixture of a fluorinated compound, PEG-40 hydrogenated castor oil and perfume: in a separate container, PEG-40 hydrogenated castor oil is heated to a temperature of 30 ° C. Then a fluorinated compound and perfume are added to the container. The contents are mixed until a uniform Phase B is obtained. Phase B is added to Phase A and mixed until homogeneous. Phase C consisting of C _10-40 isoalkylamidopropyl ethyldimonium ethosulfate and dipropylene glycol: Phase C is added to the above mixture of Phase A and Phase B until a homogeneous composition is obtained, the composition of which is indicated above.

Example 31 - Hair Cream A

An example of a hair styling cream containing a fluorinated compound may include:

Water 93.35% wt./mass.

Myristyl alcohol 1.00% w / w

PEG-8 stearate 0.50% w / w

Polysorbate 20 0.08% w / w

Polyacrylate-13 1.00% w / w

Polyisobutene 0.50% w / w

PPG-2 myristyl ether propionate 0.50% wt./mass.

Phenoxyethanol 0.50% w / w

Caprylyl glycol 0.20% w / w

Sorbic acid 0.05% w / w

Fluorinated compound 2.00% wt./mass.

Fragrance 0.30% wt./mass.

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of water: first fill the container with water. Then heat the container to a temperature of 50 ° C. Phase B, consisting of a mixture of myristyl alcohol, PEG-8 stearate, polysorbate 20, polyacrylate-13 and polyisobutene: Phase B ingredients are added to Phase A, allowing myristyl alcohol and PEG-8 stearate to melt before adding polysorbate 20, polyacrylate-13 and polyisobutene . The contents are mixed vigorously for 30 minutes or until smooth. A phase consisting of PPG-2 myristyl ether propionate is added to the above mixture of Phase A and Phase B and the contents are mixed until homogeneous. The mixture is cooled to a temperature of 45 ° C. Then Phase D, consisting of phenoxyethanol, caprylyl glycol and sorbic acid, is added to the above mixture and the contents are mixed until homogeneous. The mixture is cooled to a temperature of 30 ° C. Then, Phase E, consisting of a fluorinated compound and a perfume, is added to the above mixture and the contents are mixed until homogeneous. A sufficient amount of water is then added to the mixture and homogenized to obtain the above composition.

Example 32 - Hair Cream In

An example of a hair styling cream containing a fluorinated compound may include:

Water 93.05% wt./mass.

Cetyl alcohol 0.80% w / w

Polysorbate 20 0.10% w / w

Polyacrylate-13 1.10% wt./mass.

Polyisobutene 0.60% w / w

Octyl stearate 1.25% w / w

Phenoxyethanol 0.50% w / w

Caprylyl glycol 0.20% w / w

Sorbic acid 0.05% w / w

Fluorinated compound 2.00% wt./mass.

Fragrance 0.35% wt./mass.

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of water: first fill the container with water. Then heat the container to a temperature of 60 ° C. Phase B, consisting of a mixture of cetyl alcohol, polysorbate 20, polyacrylate-13 and polyisobutene: the ingredients of Phase B are added to Phase A, allowing the cetyl alcohol to melt before the addition of polysorbate 20, polyacrylate-13 and polyisobutene. The contents are mixed vigorously for 30 minutes or until smooth. Phase C, consisting of octyl stearate, is added to the above mixture of Phase A and Phase B until a uniform state is obtained. The mixture is cooled to a temperature of 45 ° C. Then Phase D, consisting of phenoxyethanol, caprylyl glycol and sorbic acid, is added to the above mixture and the contents are mixed until homogeneous. The mixture is cooled to a temperature of 30 ° C. Then, Phase E, consisting of a fluorinated compound and a perfume, is added to the above mixture and the contents are mixed until homogeneous. Sufficient water is then added to the mixture and homogenized to obtain the aforementioned composition.

Example 33 - Hair Cream C

An example of a styling cream containing a fluorinated compound may include:

Water 76.30% wt./mass.

The vinylpyrrolidone / vinyl acetate copolymer is 6.00% w / w.

The vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer 10.00% w / w

Myristyl alcohol 1.00% w / w

PEG-8 stearate 0.50% w / w

Polysorbate 20 0.08% w / w

Polyacrylate-13 1.00% w / w

Polyisobutene 0.50% w / w

PPG-2 myristyl ether propionate 0.50% wt./mass.

Phenoxyethanol 0.50% w / w

Caprylyl glycol 0.20% w / w

Sorbic acid 0.05% w / w

Fluorinated compound 2.00% wt./mass.

Glycerin 1.00% w / w

Fragrance 0.35% wt./mass.

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of water, a vinyl pyrrolidone / vinyl acetate copolymer and a vinyl pyrrolidone / dimethylaminoethyl methacrylate copolymer: first fill the container with water. Then vinylpyrrolidone / vinyl acetate copolymer and vinylpyrrolidone / dimethylaminoethylmethacrylate copolymer are added to the vessel. Then heat the container to a temperature of 50 ° C. Phase B, consisting of a mixture of myristyl alcohol, PEG-8 stearate, polysorbate 20, polyacrylate-13 and polyisobutene: the ingredients of Phase B are added to Phase A, allowing myristyl alcohol and PEG-8 stearate to melt before adding polysorbate 20, polyacrylate-13 and polyisobutene . The contents are mixed vigorously for 30 minutes or until smooth. Phase C, consisting of PPG-2 myristyl ether propionate, is added to the above mixture of Phase A and Phase B until a uniform state is obtained. The mixture is cooled to a temperature of 45 ° C. Then Phase D, consisting of phenoxyethanol, caprylyl glycol and sorbic acid, is added to the above mixture and the contents are mixed until homogeneous. The mixture is cooled to a temperature of 30 ° C. Then, Phase E, consisting of a fluorinated compound, glycerol and perfume, is added to the above mixture and the contents are mixed until homogeneous. A sufficient amount of water is then added to the mixture and homogenized to obtain the aforementioned composition. The above is a description of certain unlimited preferred embodiments of the invention. It will be apparent to any person skilled in the art that various changes and modifications to this description can be made without departing from the scope or scope of the present invention as defined in the claims.

Example 34 - Hair Cream D

An example of a styling cream containing a fluorinated compound may include:

Sufficient water

The vinylpyrrolidone / vinyl acetate copolymer is 0.00-15.00% w / w.

The vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer is 0.00-15.00% w / w.

Cetyl alcohol 1.50-5.00% w / w

PEG-8 stearate 0.00-3.50% wt./mass.

Polysorbate 20 0.00-6.00% w / w

Polyacrylate-13 0.00-4.00% w / w

Polyisobutene 0.00-5.00% w / w

Octyl stearate 0.00-2.00% w / w

PPG-2 myristyl ether propionate 0.00-10.00% wt./mass.

Phenoxyethanol 0.00-1.00% w / w

Caprylyl glycol 0.00-0.50% w / w

Sorbic acid 0.00-0.1% wt./mass.

Fluorinated compound 0.20-10.00% w / w

Glycerin 0.00-10.00% w / w

Fragrance 0.00-4.00% wt./mass.

Fluorinated compound as described above in Example 2.

The above composition can be obtained according to the procedure described below.

Phase A, consisting of water, a vinyl pyrrolidone / vinyl acetate copolymer and vinyl pyrrolidone / dimethylaminoethyl methacrylate: first fill the container with water. Then vinylpyrrolidone / vinyl acetate copolymer and vinylpyrrolidone / dimethylaminoethylmethacrylate copolymer are added to the vessel. The vessel is then heated to a temperature of 50 ° C. Phase B, consisting of a mixture of myristyl alcohol, PEG-8 stearate, polysorbate 20, polyacrylate-13 and polyisobutene: the ingredients of Phase B are added to Phase A, allowing myristyl alcohol and PEG-8 stearate to melt before the addition of polysorbate 20, polyacrylate-13 and polyisobutene. The contents are mixed vigorously for 30 minutes or until smooth. Phase C, consisting of PPG-2 myristyl ether propionate, is added to the above mixture of Phase A and Phase B until a uniform state is obtained. The mixture is cooled to a temperature of 45 ° C. Then Phase D, consisting of phenoxyethanol, caprylyl glycol and sorbic acid, is added to the above mixture and the contents are mixed until homogeneous. The mixture is cooled to a temperature of 30 ° C. Then, Phase E, consisting of a fluorinated compound, glycerol and perfume, is added to the above mixture and the contents are mixed until homogeneous. A sufficient amount of water is then added to the mixture and homogenized to obtain the aforementioned composition. The above is a description of certain unlimited preferred embodiments of the invention. It will be apparent to any person skilled in the art that various changes and modifications to this description can be made without departing from the scope or scope of the present invention as defined in the claims.

Example 35 - Shampoo

Another example of the composition of a shampoo containing a fluorinated compound may include:

Ingredients% wt./mass.

Water 70.00-95.00

Cocamidopropylamine Oxide 0.00-20.00

Cocamidopropyl Betaine 0.00-20.00

Sodium Lauroyl Sarcosinate 0.00-20.00

PG-hydroxyethyl cellulose cocodimonium chloride 0.00-3.00

PEG-150 pentaerythritol tetrastearate 0.00-2.00

PEG-6 capric / caprylic glycerides 0.00-3.00

PEG-90M 0.00-0.40

Polyquaternium-70 0.00-4.00

Hydrolyzed Wheat Protein 0.00-4.00

With _10-40 isoalkylamidopropyl ethyldimonium ethosulfate 0.00-1.00

Citric acid 0.00-1.00

Fragrance 0.10-1.50

Preservative 0.00-2.00

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

Example 36 - Air Conditioning

Another example of the composition of an air conditioner containing a fluorinated compound may include:

Ingredients% wt./mass.

Water 70.00-95.00

Cetearyl alcohol 0.00-10.00

Begentrimonium chloride 0.00-3.00

Quaternium-87 0.00-1.50

Guar hydroxypropyltrimonium chloride 0.00-1.00

Hydrolyzed Wheat Protein 0.00-4.00

Citric acid 0.00-1.00

Preservative 0.00-2.00

Fragrance 0.10-1.50

Fluorinated compound 0.10-10.00

Fluorinated compound as described above in Example 2.

Comparative Example 1 - Moisture Resistance

[0167] The moisture resistance of a hair sample treated according to a preferred embodiment of the present invention (Hair Spray A) was compared with the moisture resistance of a hair sample treated with a competing product (Commercial Example A), as well as an untreated hair sample using Protocol I of a dynamic steam sorption method (DVS) described above. The amounts of products used (measured based on the set of instructions) are shown in Table 1. The target amount of product is as follows: 100 mg (Commercial Example A) and 370 mg (Hair Spray A).

[0168]

[0169] Figures 1 and 2 illustrate that Hair Spray A significantly inhibited moisture transfer at 90% moisture compared to samples treated with water or Commercial Example A. Efficiency increased with more applications of Hair Spray A.

[0170] According to the above information in the “Moisture Resistance” section, differences in adsorption / desorption of water at a certain relative humidity (“hysteresis”) can be used as a measure to evaluate the ability of a hair treatment agent to withstand or control moisture on and in the hair. 3, lower overall hysteresis values for samples treated with Hair Spray A indicate that less water can be adsorbed on the hair and penetrate the hair compared with samples treated with Commercial Example A. This is consistent with the hypothesis suggesting that the invention creates a vapor barrier layer on the hair shaft. On the other hand, samples treated with Commercial Example A behave very similarly to samples treated with water, exhibiting a weak vapor barrier function. In fact, a 5-fold sample with Commercial Example A with many shampoos showed worse results than a sample treated with water. The reason for this may be washing with shampoo, increasing the porosity of the hair, and the inability of the processing of Commercial example A to provide an adequate layer to protect the hair shaft. To further demonstrate the differences in the functions of the vapor barrier layer, a value for moisture resistance was calculated from the hysteresis data, taking into account the percentage vapor barrier of the treated samples compared to the samples treated with water, as shown in Figure 4. The difference between the isothermal hysteresis (%) for each product at a relative humidity 40%, 60% and 80% was calculated as a percentage. As can be seen in Figure 4, the repeated use of Hair Spray A increased moisture resistance, while Commercial Example A on a silicone basis did not show any resistance compared to a sample treated with water at a relative humidity of 60% and 80%.

Comparative Example 2 - Lightness

[0171] The residual and total weight of preferred embodiments of the present invention were compared with leading commercial silicone-based products using the Lightness Test I protocol described above. The amounts of products used (based on the set of instructions) are shown in Table 2. The forms were incubated in an oven either for 10 minutes (sprays and serums) or for 30 minutes (cream) at 55 ° C, and the weight of the residue was determined.

table 2 Products tested and range of quantities used (Quantities used were selected based on the instructions attached to the kit that were attached to each product) Sample Set Instructions Amount Used (g) Hair Spray A 15-20 sprays 1.9-2.5 Hair Spray B 2.1-2.2 Hair Cream A At least the fourth part 1.9-2.5 Hair Cream B 2.1-3 Hair Cream C 2.1-2.7 Commercial example A 1-2 presses on the supercharger 0.5-1.1 Commercial Example B Economically 0.3-0.5 Commercial Example H A small amount of 0.6-0.8 Commercial example C 1-2 presses on the supercharger 0.3-0.4 Commercial example D There is no data 4-4.5 Commercial example G Uniform application 1.8-3 Commercial example E "The size of a pea" 1-1.8 Commercial example F 1-2 presses on the supercharger 3.2-3.8

[0172] The average mass remaining at the end of the experiment with a standard deviation in parentheses (n≥3) is shown in Table 3 below and in Figures 5-7.

Table 3 The average mass balance at the end of the experiment with a standard deviation shown in parentheses (n≥3) Product The average balance in percent by weight (standard deviation) Sprays after 10 minutes Hair Spray A 13% (6) Hair Spray B 17% (3) Commercial Example B 72% (19) Commercial example A 59% (12) Commercial Example H 72% (38) Commercial example C 57% (13) Commercial example D 55% (7) Creams after 30 minutes Hair Cream A 10% (3) Clean processing 9% (5) Commercial example G 30% (11) Commercial example E 45% (13) Control creams after 30 minutes Control cream 30% (6) Commercial example F 51% (6)

[0173] From the results of the experiment, it is obvious that the compositions according to the present invention, on average, leave at least 25% less residues by weight compared with products based on silicone.

Comparative Example 3 - Pollution Resistance

[0174] The ability of the preferred embodiments of the present invention to resist the accumulation of solid particles on the hair was investigated and compared with leading commercial silicone straightening products using the Starch Study I and Starch Study II protocols described above. The quantities of products used (based on complete instructions) are shown in Table 4.

Table 4 The amount of applied products and the mass of hair for modeling contamination after mixing (n≥3) Sample The amount applied to the hair (g) Percent Weight Change (Standard Deviation) Hair Spray A 0.36 2.8 (1.4) Hair Cream A 0.29 1.4 (0.6) Clean processing 0.23 4.5 (1.2) Control cream 0.23 4.0 (1.1) Commercial example A 0.11 19.2 (2.7) Commercial Example B 0.12 24.7 (2.2) Water 0.36 5.4 (2.7)

[0175] From the results of the experiment presented in Figures 8-9, it is clear that the compositions according to the present invention, on average, withstand particulate contamination are 100% more effective than representative organosilicon (silicone-containing) products and 30% more effective than pure water.

[0176] The above is a description of certain non-limiting preferred embodiments of the present invention. It will be apparent to those skilled in the art that various changes and modifications to this specification may be made without departing from the scope or scope of the present invention as defined in the appended claims.

Claims (15)

1. A method for treating scalp hair, comprising the step of applying to the hair a non-toxic composition containing a non-perfluorinated, non-polymer compound of formula (I) with a cosmetically acceptable excipient:

,
where X is selected from the group consisting of CH ₂ , CHCH ₃ and CCH ₃ CH ₃ , wherein R ₁ and R _{2 are} independently selected from the group consisting of hydrogen;
acyclic C ₁ -C ₂₀ aliphatic radical; C ₆ -C ₂₀ aryl; -OC (= O) R, where R is a C ₂ -C ₈ alkenyl radical, wherein said groups may be substituted or unsubstituted, and wherein R ₁ and R ₂ may be substituted or unsubstituted, provided that R ₁ and R ₂ taken together contain at least three carbon atoms; R ₁ and R ₂ taken together are substituted by a total of at least four fluorine atoms; and R ₁ and R ₂ taken together contain no more than one aromatic ring structure; and provided that the compound of formula (I) does not contain a Si — O bond; it is not a simple polyester, fluorinated acid, oxyacetamide or carbonate, and this compound does not polymerize on the hair. 2. The method according to claim 1, characterized in that said compound is a compound of formula (II):

where R ₁₁ represents hydrogen or methyl, possibly having as substituents up to two fluorine atoms; and
R ₁₂ is methylene containing a radical selected from the group consisting of an acyclic C ₁ -C ₂₀ aliphatic radical; C ₆ -C ₂₀ aryl. 3. The method according to claim 1, characterized in that said compound is selected from the group consisting of 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 1H, 1H, 11H-eicosafluorundecyl acrylate; 1H, 1H, 11H-eicosafluorundecylmethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoropentylmethacrylate; 2,2,3,3,4,4,5,5-octafluoropentyl acrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl diacrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl dimethacrylate; 1H, 1H, 7H-dodecafluoroheptyl acrylate; and 1H, 1H, 7H-dodecafluoroheptyl methacrylate. 4. The method according to claim 1, characterized in that said compound is:

5. The method according to claim 1, characterized in that said compound does not polymerize on hair. 6. The method according to claim 1, characterized in that the method does not include the step of rinsing the hair after applying the specified composition. 7. The method according to claim 1, characterized in that the method does not further include step (i) applying a composition containing more than about 0.1% wt./wt. an ultraviolet-activated free radical polymerization initiator, which is activated by natural light, or (ii) applying a composition containing more than about 0.01% w / w. a free radical polymerization initiator selected from the group comprising a thermally activated initiator that activates at ambient temperature or higher, and an initiator that is active at ambient temperature. 8. The method according to claim 1, characterized in that the hair treated with the specified composition is resistant to moisture penetration, which is characterized by a decrease in the release of moisture by at least 4%. 9. The method according to claim 1, characterized in that the hair treated with the specified composition is resistant to contamination, which is characterized by an increase in hair mass of not more than 15%. 10. The method according to claim 1, characterized in that the hair treated with the specified composition, creates a feeling of lightness of the hair, which is characterized by a decrease in weight by at least 50%. 11. A non-toxic hair care composition containing a non-perfluorinated, non-polymer compound of formula (I) and a cosmetically acceptable excipient:

,
where X is selected from the group consisting of CH ₂ , CHCH ₃ and CCH ₃ CH ₃ ,
wherein R ₁ and R _{2 are} independently selected from the group consisting of hydrogen; acyclic C ₁ -C ₂₀ aliphatic radical; C ₆ -C ₂₀ aryl; -OC (= O) R, where R is a C ₂ -C ₈ alkenyl radical, wherein said groups may be substituted or unsubstituted, and
moreover, R ₁ and R ₂ may be substituted or unsubstituted, provided that R ₁ and R ₂ taken together contain at least three carbon atoms; R ₁ and R ₂ taken together are substituted by a total of at least four fluorine atoms; and R ₁ and R ₂ taken together contain no more than one aromatic ring structure; and provided that the compound of formula (I) does not contain a Si — O bond; it is not a simple polyester, fluorinated acid, oxyacetamide or carbonate, and this compound does not polymerize on the hair. 12. The composition for hair care according to claim 11, characterized in that said cosmetically acceptable excipient contains a rheological modifier selected from the group consisting of glyceryl polyacrylate, sodium polyacrylate, carbomer, acrylate copolymer, cross-polymer of acrylic acid and vinylpyrrolidone or xanthan gum; and a nonionic emulsifier selected from the group consisting of Laureth-23, Octyldodecet-20, Olet-10, PEG-40 hydrogenated castor oil, Polaxomer 127, Polysorbate 20 and Ceteareth-20. 13. The composition for hair care according to claim 11, characterized in that said compound is a compound of formula (II):

where R ₁₁ represents hydrogen or methyl, possibly having as substituents up to two fluorine atoms; and
R ₁₂ is methylene containing a radical selected from the group consisting of an acyclic C ₁ -C ₂₀ aliphatic radical; C ₆ -C ₂₀ aryl; 14. The composition for hair care according to claim 11, characterized in that said compound is selected from the group consisting of 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 1H, 1H, 11H-eicosafluorundecyl acrylate; 1H, 1H, 11H-eicosafluorundecylmethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 1H, 1H, 11H-eicosafluorundecyl acrylate; 1H, 1H, 11H-eicosafluorundecylmethacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyl diacrylate; 2,2,3,3,4,4,5,5-octafluoro-1,6-hexyldimethacrylate; 2,2,3,3,4,4,5,5-octafluoropentylmethacrylate; 2,2,3,3,4,4,5,5-octafluoropentyl acrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl diacrylate; 2,2,3,3,4,4-hexafluoro-1,5-pentyl dimethacrylate; 1H, 1H, 7H-dodecafluoroheptyl acrylate; and 1H, 1H, 7H-dodecafluoroheptyl methacrylate. 15. The composition for hair care according to claim 11, characterized in that the said compound is:

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