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EP-4734925-A1 - OIL-BASED COMPOSITION AND HAIR CONDITIONING FORMULATION CONTAINING THE SAME

EP4734925A1EP 4734925 A1EP4734925 A1EP 4734925A1EP-4734925-A1

Abstract

Provided herein is an oil-based composition containing an oil-based solvent selected from a hydrocarbon oil and an alkyl-terminated amino-functionalized silicone which is dissolved or dispersed in the oil-based solvent, and a method for preparing the same. Also provide a hair conditioning formulation containing the oil-based composition, and a method for conditioning hair using the formulation.

Inventors

  • SUENAGA, KOJI
  • LI, QINGHUA
  • FALK, BENJAMIN
  • SUZUKI, AYANA
  • XING, Sheena

Assignees

  • Momentive Performance Materials Japan LLC

Dates

Publication Date
20260506
Application Date
20230630

Claims (16)

  1. An oil-based composition, comprising: (a) an oil-based solvent selected from a hydrocarbon oil; and (b) a silicone which is dissolved or dispersed in the oil-based solvent and which has the general formula (I) : M 1 D 1 x D 2 y M 2 (I) where M 1 = R 1 R 2 R 3 SiO 0.5 M 2 = R 4 R 5 R 6 SiO 0.5 D 1 = SiR 7 R 8 O D 2 = SiR 9 R 10 O wherein R 1 , R 2 , R 4 , R 5 , R 7 , R 8 and R 9 are each independently selected from a monovalent hydrocarbon group having about 1 to about 6 carbon atoms; R 3 and R 6 are each independently selected from an alkyl group having about 20 to about 60 carbon atoms; each R 10 is independently selected from 3-aminopropyl group and N- (2-aminoethyl) -3-aminopropyl group; the subscript x has a value of about 1 to about 2,000, and the subscript y has a value of about 1 to about 50.
  2. The oil-based composition of claim 1, wherein the composition is non-emulsified.
  3. The oil-based composition of claim 1 or 2, wherein the hydrocarbon oil is selected from linear or branched hydrocarbon oils having about 8 to about 20 carbon atoms, preferably about 9 to about 16 carbon atoms, and more preferably about 9 to about 14 carbon atoms.
  4. The oil-based composition of any one of claims 1 to 3, wherein the hydrocarbon oil is selected from linear or branched alkane oils having about 8 to about 16 carbon atoms; preferably linear or branched octane, nonane, decane, undecane, dodecane, tridecane, tetradecane, pentadecane, cetane, or a mixture thereof; and more preferably linear or branched nonane, decane, undecane, dodecane, or a mixture thereof.
  5. The oil-based composition of any one of claims 1 to 4, wherein R 1 , R 2 , R 4 , R 5 , R 7 , R 8 and R 9 are each independently selected from an alkyl group having about 1 to about 6 carbon atoms, preferably an alkyl group having about 1 to about 4 carbon atoms, and more preferably methyl group.
  6. The oil-based composition of any one of claims 1 to 5, wherein R 3 and R 6 are each independently selected from an alkyl group having about 24 to about 54 carbon atoms, preferably about 30 to about 50 carbon atoms, and more preferably about 35 to about 45 carbon atoms.
  7. The oil-based composition of any one of claims 1 to 6, wherein R 10 is N- (2-aminoethyl) -3-aminopropyl group.
  8. The oil-based composition of any one of claims 1 to 7, wherein the subscript x has a value of about 100 to about 1, 500, preferably about 200 to about 1,000, and more preferably about 300 to about 1,000; and the subscript y has a value of about 1.5 to about 40, preferably about 2 to about 30, and more preferably about 3 to about 20.
  9. The oil-based composition of any one of claims 1 to 8, wherein the silicone has a nitrogen content of about 0.05 wt%to about 2 wt%, preferably about 0.1 wt%to about 1.5 wt%, and more preferably about 0.2 wt%to about 1 wt%.
  10. The oil-based composition of any one of claims 1 to 9, wherein the component (a) and the component (b) are present in a weight ratio of about 99.95: 0.05 to about 50: 50 preferably about 99.9: 0.1 to about 60: 40; and more preferably 99.5: 0.5 to about 70: 30.
  11. The oil-based composition of any one of claims 1 to 10, wherein the composition consists essentially of or consists of the component (a) and component (b) .
  12. A method for preparing the oil-based composition of any one of Claims 1 to 11, which comprises dispersing or dissolving the component (b) in the component (a) , optionally at an elevated temperature.
  13. A formulation for conditioning hair, comprising the oil-based composition of any one of Claims 1 to 11 or the oil-based composition prepared by the method of Claim 12.
  14. The formulation of claim 13, which is selected from leave-on and rinse-off hair products; preferably hair oil, hair serum, hair essence, hair emulsion, shampoo, hair conditioner, hair repairing agent, hair caring agent, hair treatment agent, or hair mask; especially hair tail oil.
  15. A method for conditioning hair, comprising applying the formulation of Claim 13 or 14 to the hair.
  16. An oil-based composition, comprising, consisting essentially of, or consisting of: (a) an oil-based solvent selected from polydimethylsiloxane having a viscosity of 9 cps or less at 25℃ and cyclic siloxane having 10 silicon atom or less, specifically selected from polydimethylsiloxane having a viscosity of 8 cps or less at 25℃ and cyclic siloxane having 6 silicon atom or less, and more specifically selected from polydimethylsiloxane having a viscosity of 5 cps or less at 25℃ and cyclotetrasiloxane, cyclopentasiloxane and cyclohexasiloxane; and (b) a silicone which is dissolved or dispersed in the oil-based solvent and which has the general formula (I) : M 1 D 1 x D 2 y M 2 (I) where M 1 = R 1 R 2 R 3 SiO 0.5 M 2 = R 4 R 5 R 6 SiO 0.5 D 1 = SiR 7 R 8 O D 2 = SiR 9 R 10 O wherein R 1 , R 2 , R 4 , R 5 , R 7 , R 8 and R 9 are each independently selected from a monovalent hydrocarbon group having about 1 to about 6 carbon atoms; R 3 and R 6 are each independently selected from an alkyl group having about 20 to about 60 carbon atoms; each R 10 is independently selected from 3-aminopropyl group and N- (2-aminoethyl) -3-aminopropyl group; the subscript x has a value of about 1 to about 2,000, and the subscript y has a value of about 1 to about 50.

Description

OIL-BASED COMPOSITION AND HAIR CONDITIONING FORMULATION CONTAINING THE SAME FIELD OF THE INVENTION The present invention relates to an oil-based composition containing an oil-based solvent selected from a hydrocarbon oil and an alkyl-terminated amino-functionalized silicone which is dissolved or dispersed in the oil-based solvent, and a method for preparing the same. The present invention also relates to a hair conditioning formulation containing the oil-based composition and a method for conditioning hair using the formulation. BACKGROUND OF THE INVENTION Hair normally has a thin lipophilic film on hair cuticle to provide protection. When hair is subjected to dry and/or damage due to the surrounding environment, styling, regular cleansing, drying, and chemical treatments like coloring and perming, lipophilic substances in the film will be dramatically reduced. As a result, hair will exhibit a dull appearance, feel less smooth and become brittle and easy to break. A variety of approaches have been known in the art to condition and restore such damaged hair. One of the common approaches is to use hair care compositions containing conditioning agents like functionalized silicones. In particular, amino-functionalized silicones are used to deliver conditioning benefits to hair such as lubrication of hair surface and lipophilic restoration of hair cuticle. The amino-functionalized silicones in grease form are generally emulsified in water or dispersed in low viscosity silicone oils (polydimethylsiloxane oils) to form emulsions of dispersions for convenient storage and transportation. There remains a need to provide such compositions of amino-functionalized silicones which are stable for prolonged periods and which can provide overall improved conditioning benefits. It is desired that the compositions can provide sensory benefits such as softness, dry hair smoothness without sticky or non-oily feeling, hair moisturization, hair manageability, and ease of combing. It is highly desired that the compositions can provide excellent restoration to hair damaged by natural, environmental factors and chemical hair treatments. SUMMARY OF THE INVENTION In an aspect, the present invention relates to an oil-based composition, comprising: (a) an oil-based solvent selected from a hydrocarbon oil; and (b) a silicone which is dissolved or dispersed in the oil-based solvent and which has the general formula (I) : M1D1 xD2 yM2 (I) where M1 = R1R2R3SiO0. M2 = R4R5R6SiO0. D1 = SiR7R8O D2 = SiR9R10O wherein R1, R2, R4, R5, R7, R8 and R9 are each independently selected from a monovalent hydrocarbon group having about 1 to about 6 carbon atoms; R3 and R6 are each independently selected from an alkyl group having about 20 to about 60 carbon atoms; each R10 is independently selected from 3-aminopropyl group and N- (2-aminoethyl) -3-aminopropyl group; the subscript x has a value of about 1 to about 2, 000, and the subscript y has a value of about 1 to about 50. In another aspect, the present invention relates to a method for preparing the oil-based composition which comprises dispersing or dissolving the component (b) in the component (a) , optionally at an elevated temperature. In yet another aspect, the present invention relates to formulation for conditioning hair, comprising the oil-based composition of the present invention. In still a further aspect, the present invention relates to a method for conditioning hair, comprising applying the formulation comprising the oil-based composition to the hair. The oil-based composition of the present invention can provide an effective restoration for damaged hair while exhibiting an overall sensory benefits including softness, dry hair smoothness without sticky or non-oily feeling, hair moisturization, and hair manageability. BRIEF DSCRIPTION OF THE DRAWINGS Figure 1 shows a bar graph from Hair Restoration Test A on various compositions. Figure 2 shows the hair tress treated with the compositions of Example 1, Comparative Example 2, and Comparative Example 4. Figure 3 shows a sensory diagram for the compositions of Example 1 and Comparative Example 5. Figure 4 illustrates the hair tress treated with the compositions of Example 1 and Comparative Example 5. Figure 5 shows a sensory diagram for the hair rinse-off conditioner formulations of Example 9. Figure 6 shows a sensory diagram for the shampoo formulations of Example 10. DESCRIPTION OF THE INVENTION In the specification and claims herein, the following terms and expressions are to be understood as indicated. The singular forms "a" , "an" , and "the" include the plural, and reference to a particular numerical value includes at least that particular value, unless the context clearly dictates otherwise. All methods described herein may be performed in any suitable order unless otherwise indicated herein or otherwise clearly contradicted by context. The use of any and all examples, or exemplary language (e.g., "such as" ) provided herein, is inte