Aminosiloxane / Alkylsilane Blend
By using a mixture of organic titanium or zirconium catalysts, aminosiloxanes, alkanesiloxanes and polymethylsiloxanes in a specific proportion in hair care products, the problem of increased hydrophilicity of damaged hair is solved, and continuous waterproofing and management improvement over a long period of time is achieved.
Patent Information
- Application Number
- JP2021559559
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-04-18
- Filing Date
- 2020-04-06
- Publication Date
- 2025-05-14
- Estimated Expiration
- 2040-04-06
AI Technical Summary
Damaged hair becomes more hydrophilic, causing excessive humidity to absorb during washing and difficult to manage.
An aminosiloxane/alkalisiloxane mixture containing 0.2% to 15% of organotitanic acid or organozirconic acid as catalyst is used, combining 1% to 20% of specific aminosiloxane, 5% to 75% of alkanesiloxane and 15% to 93.8% of polymethylsiloxane.
This mixture can significantly improve the lipophilicity of damaged hair, allowing it to maintain good waterproofing and management after multiple washes.
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Abstract
Description
[Technical field]
[0001] The present invention relates to an aminosiloxane / alkylsilane blend for imparting hydrophobic properties to hair, in particular, the aminosiloxane / alkylsilane blend for imparting hydrophobic properties to hair, comprising 0.2-15% by weight of a cosmetically acceptable condensation catalyst selected from the group consisting of organotitanates, organozirconates, and mixtures thereof, 1-20% by weight of a cosmetically acceptable aminosiloxane of formula (I), 5-75% by weight of a cosmetically acceptable alkylsilane of formula (II), and 15-93.8% by weight of a cosmetically acceptable polydimethylsiloxane of formula (III). Summary of the Invention [Problem to be solved by the invention]
[0002] Undamaged hair tends to be inherently smooth, shiny, and hydrophobic, preventing excess water absorption during washing. When hair is mechanically or chemically damaged (i.e., through bleaching, perming, or coloring), the surface of the hair becomes more hydrophilic. When the surface of the hair becomes more hydrophilic, the resulting hair fibers tend to swell during washing, making the hair more difficult to manage (e.g., comb).
[0003] There is an increasing demand for hair care products designed to preserve the properties of undamaged hair and help prevent damage.
[0004] There remains a continuing need for additives and blends for use in personal care formulations, particularly hair care formulations, that impart hydrophobic properties to hair.
[0005] The present invention provides an aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair, comprising: (a) 0.2 to 15% by weight of a cosmetically acceptable condensation catalyst selected from the group consisting of organotitanates, organozirconates, and mixtures thereof; and (b) 1 to 20% by weight of a cosmetically acceptable aminosiloxane of formula (I): [ka] In the formula, each R 1 is independently 1~30 Alkyl group, C 1~30 Alkoxy group, C 5~30 Aryl group, C 6~30 Aralkyl group, C 6~30 Aralkyloxy group, C 1~30 Alkaryl group, C 1~30 R is selected from the group consisting of an alkoxyaryl group, and a hydroxy group; 2 is a divalent alkylene radical having 1 to 10 carbon atoms, and each R 3 is independently 1~30 Alkyl group, C 5~30 Aryl group, C 6~30 Aralkyl groups, and C 1~30 Q is selected from the group consisting of -NR 4 2, and -NR 4 (CH2) x NR 4 2, each R 4 are independently hydrogen, and C 1~4 alkyl groups, x is 2 to 6, z is 0 or 1, n is 25 to 3,000, and m is 0 to 3,000, provided that R 1 and R 3 (c) from 5 to 75% by weight of a cosmetically acceptable alkylsilane of formula (II), wherein at least 50 mole percent of the total number of groups are methyl, and when m is 0, z is 1; [ka] where a is selected from 0 and 1; R 5 is a C having an addition reaction functional moiety 2~10 is an alkyl group, and each R 6 is independently 1~4 (d) 15 to 93.8% by weight of a cosmetically acceptable polydimethylsiloxane of formula (III), [ka] and 15 to 93.8% by weight of a cosmetically acceptable polydimethylsiloxane of formula (III), wherein n is an average of 0 to 150. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0006] Now, we have surprisingly found that a specific, proprietary blend of four ingredients provides exemplary, sustained hydrophobicity to damaged hair, with treated hair exhibiting continued enhanced hydrophobicity even after as many as 30 subsequent washes.
[0007] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight.
[0008] As used herein and in the appended claims, the term "cosmetically acceptable" refers to ingredients typically used in personal care compositions, and is intended to emphasize that materials that are toxic when present in amounts typically found in personal care and hair care compositions are not contemplated as part of the present invention.
[0009] Preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention comprises: (a) 0.2 to 15% by weight (preferably 0.5 to 10% by weight, more preferably 1 to 8% by weight) of a cosmetically acceptable condensation catalyst selected from the group consisting of organotitanates, organozirconates, and mixtures thereof; and (b) 1 to 20% by weight (preferably 1.5 to 17% by weight, more preferably 2 to 15% by weight) of a cosmetically acceptable aminosiloxane of formula (I), [ka] In the formula, each R 1 is independently 1~30 Alkyl group, C 1~30 Alkoxy group, C 5~30 Aryl group, C 6~30 Aralkyl group, C 6~30 Aralkyloxy group, C 1~30 Alkaryl group, C 1~30 R is selected from the group consisting of an alkoxyaryl group, and a hydroxy group; 2 is a divalent alkylene radical having 1 to 10 carbon atoms (preferably 3 to 6 carbon atoms), and each R 3 is independently 1~30 Alkyl group, C 5~30 Aryl group, C 6~30 Aralkyl groups, and C 1~30 Q is selected from the group consisting of -NR 4 2, and -NR 4 (CH2) x NR 4 2, each R 4 are independently hydrogen, and C 1~4 alkyl groups, x is 2 to 6, z is 0 or 1, n is 25 to 3,000 (preferably 25 to 2,000, more preferably 25 to 1,000, and most preferably 25 to 500), and m is 0 to 3,000 (preferably 0 to 2,000, more preferably 0 to 1,000, and most preferably 0 to 100), with the proviso that R 1 and R 3(c) 1 to 20% by weight (preferably 1.5 to 17% by weight, more preferably 2 to 15% by weight) of a cosmetically acceptable aminosiloxane of formula (I) in which at least 50 mole % of the total number of groups are methyl and, when m is 0, z is 1; and (b) 5 to 75% by weight (preferably 10 to 70% by weight, more preferably 40 to 60% by weight) of a cosmetically acceptable alkylsilane of formula (II), [ka] wherein a is selected from 0 and 1 (preferably, a is 1); R 5 is a C having an addition reaction functional moiety 2~10 is an alkyl group, and each R 6 is independently 1~4 (d) 5 to 75% by weight (preferably 10 to 70% by weight, more preferably 40 to 60% by weight) of a cosmetically acceptable alkylsilane of formula (II) selected from alkyl groups; and (e) 15 to 93.8% by weight (preferably 20 to 88% by weight, more preferably 25 to 57% by weight) of a cosmetically acceptable polydimethylsiloxane of formula (III), [ka] In the formula, n is an average of 0 to 150 (preferably 0 to 100, more preferably 0 to 50, even more preferably 0 to 25, and most preferably 0 to 8), and 15 to 93.8% by weight (preferably 20 to 88% by weight, more preferably 25 to 57% by weight) of a cosmetically acceptable polydimethylsiloxane of formula (III).
[0010] Preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention comprises a cosmetically acceptable condensation catalyst selected from the group consisting of organotitanates, organozirconates, and mixtures thereof. More preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention comprises 0.2-15% by weight (preferably 0.5-10% by weight, more preferably 1-8% by weight) of a cosmetically acceptable condensation catalyst selected from the group consisting of organotitanates, organozirconates, and mixtures thereof. Most preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention comprises 0.2-15% by weight (preferably 0.5-10% by weight, more preferably 1-8% by weight) of a cosmetically acceptable condensation catalyst, wherein the cosmetically acceptable condensation catalyst comprises an organotitanate (preferably tetra-n-butyl titanate).
[0011] Preferably, the organic titanate and organic zirconate catalysts from which the cosmetically acceptable condensation catalyst is selected include compounds according to the general formula M[OR]4, where M is selected from the group consisting of Ti and Zr (preferably Ti), and each R is independently selected from a monovalent, primary, secondary, or tertiary aliphatic hydrocarbon group that may be linear or branched and contains 1 to 10 carbon atoms. Preferably, each R is independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, t-butyl, and branched secondary alkyl groups (e.g., 2,4-dimethyl-3-pentyl). More preferably, all R are the same. Even more preferably, all R are the same and are selected from n-butyl, t-butyl, butyl, and isopropyl. Most preferably, all R are the same and are n-butyl.
[0012] Preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair according to the invention comprises a cosmetically acceptable aminosiloxane of formula (I). More preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair according to the invention comprises 1 to 20% by weight (preferably 1.5 to 17% by weight, more preferably 2 to 15% by weight) of a cosmetically acceptable aminosiloxane of formula (I), [ka] In the formula, each R 1 is independently 1~30 Alkyl group, C 1~30 Alkoxy group, C 5~30 Aryl group, C 6~30 Aralkyl group, C 6~30 Aralkyloxy group, C 1~30 Alkaryl group, C 1~30 aryl groups, and hydroxy groups (preferably, each R is independently selected from the group consisting of 1~30 Alkyl group, C 1~30 alkoxy groups, and hydroxy groups), R 2 is a divalent alkylene radical having 1 to 10 carbon atoms (preferably R 2 is a divalent alkylene radical having 3 to 6 carbon atoms, and each R 3 is independently 1~30 Alkyl group, C 5~30 Aryl group, C 6~30 Aralkyl groups, and C 1~30 alkaryl groups (preferably, each R is independently selected from the group consisting of C 1~30 alkyl groups), and Q is -NR 4 2, and -NR 4 (CH2) x NR 4 2, each R 4 are independently hydrogen, and C 1~4alkyl groups, x is 2 to 6, z is 0 or 1, n is 25 to 3,000 (preferably 25 to 2,000, more preferably 25 to 1,000, and most preferably 25 to 500), and m is 0 to 3,000 (preferably 0 to 2,000, more preferably 0 to 1,000, and most preferably 0 to 100), with the proviso that R 1 and R 3 At least 50 mole percent of the total number of groups are methyl, and when m is 0, z is 1.
[0013] Preferred R 1 Groups include methyl, methoxy, ethyl, ethoxy, propyl, propoxy, isopropyl, isopropoxy, butyl, butoxy, isobutyl, isobutoxy, phenyl, xenyl, benzyl, phenylethyl, tolyl, and hydroxy.
[0014] Preferred R 2 Divalent alkylene radicals include trimethylene, tetramethylene, pentamethylene, -CH2CH(CH3)CH2-, and -CH2CH2CH(CH3)CH2-.
[0015] Preferred R 3 Groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, phenyl, xenyl, benzyl, phenylethyl, and tolyl.
[0016] Preferred R 4 Groups include methyl, ethyl, propyl, isopropyl, butyl, and isobutyl.
[0017] When z is 0, the cosmetically acceptable aminosiloxane has only pendant amine functional substituents on the polymer chain. When Z is 1, the cosmetically acceptable aminosiloxane can have only terminal amine functional substituents (e.g., m=0) or can have both terminal and pendant amine functional substituents on the polymer chain (e.g., m>0).
[0018] Preferably, n+m is 50 to 1000. More preferably, n+m is 50 to 750. Even more preferably, n+m is 50 to 500. Most preferably, n+m is 50 to 250.
[0019] Preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair according to the invention comprises a cosmetically acceptable alkylsilane of formula (II). More preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair according to the invention comprises 5 to 75% by weight (preferably 10 to 70% by weight, more preferably 40 to 60% by weight) of a cosmetically acceptable alkylsilane of formula (II), [ka] wherein a is selected from 0 and 1 (preferably, a is 1); R 5 is a C having an addition reaction functional moiety 2~10 is an alkyl group (preferably R 5 is a C having an addition reactive functional moiety selected from an epoxide group (e.g., glycidyl), and a vinyl group; 2~10 each R 6 is independently 1~4 alkyl group (preferably, each R6 is independently selected from 1~3 alkyl groups, more preferably each R is independently selected from 1~2 alkyl groups, most preferably each R6 is an ethyl group.
[0020] Optionally, R 5 The group may be further substituted with an oxygen atom. For example, R 5 The group is C 2~10 The alkyl group may contain oxygen to form an ether linkage.
[0021] Optionally, R 5 The group is C 2~10 alkyl group, C 2~10The alkyl group can include a cyclic structure (eg, a cyclohexyl ring).
[0022] Preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobic properties to hair according to the invention comprises a cosmetically acceptable polydimethylsiloxane of formula (III). More preferably, the aminosiloxane / alkylsilane blend for imparting hydrophobic properties to hair according to the invention comprises 15 to 93.8% by weight (preferably 20 to 88% by weight, more preferably 25 to 57% by weight) of a cosmetically acceptable polydimethylsiloxane of formula (III), [ka] In the formula, n is an average of 0 to 150 (preferably 0 to 100, more preferably 0 to 50, even more preferably 0 to 25, and most preferably 0 to 8).
[0023] Preferably, when preparing the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention, the cosmetically acceptable polydimethylsiloxane of formula (III) is blended with the cosmetically acceptable alkylsilane of formula (II) and the cosmetically acceptable condensation catalyst under moderate stirring (e.g., mechanical stirring) until homogeneous.Then, the cosmetically acceptable aminosiloxane of formula (I) is slowly added to the system under continuous stirring until homogeneous.Although not required, it is preferred to prepare the aminosiloxane / alkylsilane blend in an inert atmosphere (e.g., nitrogen).
[0024] The aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention can be used as provided for treating hair. Alternatively, the aminosiloxane / alkylsilane blend for imparting hydrophobicity to hair of the present invention can be used as an additive for incorporation into a formulated hair care system to provide the system with the ability to impart hydrophobicity to hair.
[0025] Some embodiments of the present invention will now be described in detail in the following examples.
[0026] Comparative Examples C1-C2 and Examples 1-4: Aminosiloxane / Alkylsilane Blends For each of Comparative Examples C1-C2 and Examples 1-4, a blend having the composition of components set forth in Table 1 was prepared. [Table 1]
[0027] Hair hydrophobicity The blends prepared according to each of Comparative Examples C1-C2 and Examples 1-4 were tested on two separate 3 g hair samples (slightly bleached Caucasian hair, International Hair Importers, Inc.). The hair samples were first rinsed with water for 30 seconds. A 9% (wt / wt) aqueous solution of sodium lauryl ether sulfate was then massaged into the hair sample for 30 seconds. The hair sample was then rinsed with water for 30 seconds. Finally, the blends prepared according to Comparative Examples C1-C2 and Examples 1-4 were diluted with polydimethylsiloxane (DOWSIL™ PMX200 / 2 fluid) to provide 20 wt% of each blend in PDMS. The diluted blends were then added to separate hair samples at the dosages (g of diluted blend / g of hair) set forth in Table 2 and massaged into the hair for 30 seconds. The hair samples were then rinsed with water for 30 seconds and allowed to dry prior to hydrophobicity testing. The water used for rinsing in this test was softened to 80 ppm hardness and heated to 38°C.
[0028] To measure the hydrophobicity of hair, hair tresses were combed straight and both ends of the tress were held firmly in a holder. Ten drops of water were placed on different locations on each tress, from root to tip. Measurements of the water contact angle of each drop were taken 10 seconds after the drop contacted the tress. The higher the angle, the more hydrophobic (which is desirable). This process was repeated for each tress after 0, 5, 10, 20, and 30 washes with a 9% (wt / wt) aqueous solution of sodium lauryl ether sulfate. The average contact angles are reported in Table 2. [Table 2]
[0029] Friction coefficient of hair Coefficient of friction is an industry standard method of measuring the loss of frictional properties upon treatment of hair and correlates with the sensory attributes of smoothness and softness. For testing in a temperature and humidity controlled room, a Diastron MTT175 tensile tester fitted with a rubber probe and a normal force of 50 g was used. Two hair tresses per treatment, five measurements per tress, were tested to generate the average friction data reported in Table 3. Coefficient of friction (COF)=F / N, where F is the externally applied force and N is the normal force. The same hair tresses from the hydrophobicity study were used to measure the coefficient of friction in the dry state. [Table 3]
Claims
1. 1. An aminosiloxane / alkylsilane blend for imparting hydrophobic properties to hair, comprising: (a) 0.2 to 15 weight percent of a cosmetically acceptable condensation catalyst selected from the group consisting of organotitanates, organozirconates, and mixtures thereof; (b) 1 to 20% by weight of a compound of formula (I): 【Chemistry 1】 (In the formula, Each R 1 is independently 1~30 Alkyl group, C 1~30 Alkoxy group, C 5~30 Aryl group, C 6~30 Aralkyl group, C 6~30 Aralkyloxy group, C 1~30 Alkaryl group, C 1~30 selected from the group consisting of an alkoxyaryl group, an alkoxy group, and a hydroxy group; R 2 is a divalent alkylene radical having 1 to 10 carbon atoms, Each R 3 is independently 1~30 Alkyl group, C 5~30 Aryl group, C 6~30 Aralkyl groups, and C 1~30 is selected from the group consisting of alkaryl groups; Q is -NR 4 2 and -NR 4 (CH 2 ) x N.R. 4 2 is a monovalent radical selected from the group consisting of Each R 4 are independently hydrogen, and C 1~4 alkyl groups, x is 2 to 6; z is 0 or 1; n is 25 to 3,000; m is 0 to 3,000; However, R 1 and R 3 At least 50 mole percent of the total number of groups are methyl, and when m is 0, z is 1. and a cosmetically acceptable aminosiloxane of (c) 5 to 75% by weight of formula (II): 【Chemistry 2】 (In the formula, a is selected from 0 and 1; R 5 is a C having addition reaction functional moieties selected from epoxide groups and vinyl groups; 2~10 is an alkyl group, Each R 6 is independently 1~4 alkyl groups) and a cosmetically acceptable alkyl silane of (d) 15 to 93.8% by weight of the compound of formula (III): 【Chemistry 3】 (wherein n is an average of 0 to 150). and An aminosiloxane / alkylsilane blend comprising:
2. 2. The aminosiloxane / alkylsilane blend of claim 1, wherein said cosmetically acceptable condensation catalyst comprises a titanate.
3. 2. The aminosiloxane / alkylsilane blend of claim 1, wherein z is 0.
4. R 2 Trimethylene, tetramethylene, pentamethylene, -CH 2 CH (CH 3 ) CH 2 - and -CH 2 CH 2 CH (CH 3 ) CH 2 The aminosiloxane / alkylsilane blend of claim 3, wherein the aminosiloxane / alkylsilane blend is selected from the group consisting of:
5. 2. The aminosiloxane / alkylsilane blend of claim 1 wherein a is 1.
6. The aminosiloxane / alkylsilane blend is 0.5 to 10% by weight of said cosmetically acceptable condensation catalyst; 1.5 to 17% by weight of a cosmetically acceptable aminosiloxane of formula (I); 10 to 70% by weight of a cosmetically acceptable alkylsilane of formula (II); 20-88% by weight of said cosmetically acceptable polydimethylsiloxane of formula (III).
7. 7. The aminosiloxane / alkylsilane blend of claim 6, wherein said cosmetically acceptable condensation catalyst is an organotitanate and z is 0.
8. R 2 Trimethylene, tetramethylene, pentamethylene, -CH 2 CH (CH 3 ) CH 2 - and -CH 2 CH 2 CH (CH 3 ) CH 2 The aminosiloxane / alkylsilane blend of claim 7, wherein the aminosiloxane / alkylsilane blend is selected from the group consisting of:
9. 9. The aminosiloxane / alkylsilane blend of claim 8, wherein a is 1.
Citation Information
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