WO2019087989A1 - Compositions for treating keratin fibers - Google Patents

Compositions for treating keratin fibers Download PDF

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Publication number
WO2019087989A1
WO2019087989A1 PCT/JP2018/040009 JP2018040009W WO2019087989A1 WO 2019087989 A1 WO2019087989 A1 WO 2019087989A1 JP 2018040009 W JP2018040009 W JP 2018040009W WO 2019087989 A1 WO2019087989 A1 WO 2019087989A1
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Prior art keywords
weight
keratin fibers
silicone
composition
composition according
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PCT/JP2018/040009
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French (fr)
Inventor
Akiomi NAKAJIMA
Shuzo Ando
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L'oreal
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Publication of WO2019087989A1 publication Critical patent/WO2019087989A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31Hydrocarbons
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine

Definitions

  • the present invention relates to a composition for treating keratin fibers such as hair as well as a process and a use relating to the composition.
  • leave-on or leave-off type hair cosmetics are one of the important sectors in the hair care category, and consumers may use them to provide hair with a higher degree of smoothness and the like.
  • silicones in particular aminosilicones, can repair hair damage effectively, and therefore, they can provide high degree of smoothness.
  • silicones in particular aminosilicones, can repair hair damage effectively, and therefore, they can provide high degree of smoothness.
  • An objective of the present invention is to provide a new approach to providing keratin fibers such as hair with improved smoothness under dry and wet conditions.
  • composition for keratin fibers comprising:
  • the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more.
  • the amount of the (a) aminosilicone may be from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, and more preferably from 1.0 to 10% by weight, relative to the total weight of the composition.
  • the (b) silicone may be selected from silicone oils.
  • the (b) silicone may be selected from the group consisting of polydialkylsiloxanes, polyalkylarylsiloxanes, polydiarylsiloxanes, and organomodified polysiloxanes comprising at least one functional moiety chosen from poly(oxyalkylene) moieties, alkoxy moieties, hydroxylated moieties, acyloxyalkyl moieties, carboxylic acid moieties, acrylic moieties, and oxazoline moieties.
  • the molecular weight of the (b) silicone has a weight-average molecular weight (Mw) of 350 000 or more, and preferably 400 000 or more.
  • the amount of the (b) silicone may be from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, relative to the total weight of the composition.
  • the (c) hydrocarbon oil may be mineral oil.
  • the amount of the (c) hydrocarbon oil may be from 0.1% to less than 20% by weight, preferably from 0.3% to less than 15% by weight, and more preferably from 0.5%> to less than 10% by weight, relative to the total weight of the composition.
  • composition according to the present invention may further comprise (d) at least one fatty alcohol.
  • composition according to the present invention may further comprise (e) at least one cationic surfactant.
  • the composition according to the present invention may be intended for cosmetic treatment of keratin fibers such as hair, preferably for conditioning of keratin fibers, and more preferably for reducing the friction coefficient of keratin fibers.
  • composition according to the present invention may be a leave-off type composition for cosmetic treatment of keratin fibers such as hair.
  • the present invention may also relate to a process for treating keratin fibers such as hair, comprising:
  • the process according to the present invention may be intended for cosmetic treatment of keratin fibers, for conditioning of keratin fibers, and more preferably for reducing the friction coefficient of keratin fibers.
  • the present invention may also relate to a use of at least one hydrocarbon oil in a composition for keratin fibers comprising a least one aminosilicone and at least one silicone other than the aminosilicone, for reducing the friction coefficient of the keratin fibers.
  • Figure 1 shows a graph of coefficient of friction (COF) of a dry hair swatch to which each of the compositions according to Examples 1-4 and Comparative Example 1 has been applied and dried.
  • COF coefficient of friction
  • Figure 2 shows a graph of coefficient of friction (COF) of a wet hair swatch to which each of the compositions according to Examples 1-4 and Comparative Example 1 has been applied and not dried.
  • COF coefficient of friction
  • the present invention mainly relates to a composition for keratin fibers comprising:
  • the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more.
  • the present invention can provide keratin fibers such as hair with improved smoothness under both dry and wet conditions.
  • the present invention is useful for cosmetic treatment of keratin fibers, preferably for conditioning of keratin fibers, and more preferably for reducing the friction coefficient of keratin fibers.
  • the "keratin fibers” here mean fibers which include at least one keratin substance. It is preferable that at least a part of the surface of the keratin fibers be formed by keratin substances. Examples of keratin fibers include hair, eyebrows, eyelashes, and the like. It is preferable that the present invention be used for treating hair.
  • the present invention will be described in a detailed manner.
  • composition for keratin fibers comprising: (a) at least one aminosilicone;
  • composition according to the present invention comprises (a) at least one aminosilicone.
  • a single type of aminosilicone may be used, or two or more different types of aminosilicones may be used in combination.
  • any aminosilicone compound in the field of cosmetics may be used.
  • aminosilicone here means a silicone comprising at least one primary, secondary or tertiary amine group or at least one quaternary ammonium group.
  • G independently designates a hydrogen atom, or a phenyl, OH, or a C1-C8 alkyl group, for example methyl, or a CI -C8 alkoxy group, for example methoxy, a and a' independently denote the number 0 or an integer from 1 to 3, in particular 0; b denotes 0 or 1, and in particular 1;
  • n and n are numbers such that the sum (n + m) ranges from 1 to 2,000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1,999 and in particular from 49 to 149, and for m to denote a number from 1 to 2,000 and in particular from 1 to 10;
  • R' independently denotes a monovalent group having formula -C q H 2q L in which q is a number ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups:
  • R" independently denotes hydrogen, phenyl, benzyl, or a saturated monovalent hydrocarbon-based group, for example a C1-C20 alkyl group;
  • Q denotes a linear or branched C r H 2r group, r being an integer ranging from 2 to 6, preferably from 2 to 4;
  • a " represents a cosmetically acceptable ion, in particular a halide such as fluoride, chloride, bromide or iodide.
  • a group of aminosilicone corresponding to this definition (B) is represented by the silicones called "trimethylsilylamodimethicone” having formula (C): CH, CH,
  • n and n are numbers such that the sum (n + m) can range from 1 to 1,000, in particular from 50 to 250 and more particularly from 100 to 200, it being possible for n to denote a number from 0 to 999 and in particular from 49 to 249, and more particularly from 125 to 175, and for m to denote a number from 1 to 1,000 and in particular from 1 to 10, and more particularly from 1 to 5;
  • Ri, R 2 , and R 3 independently represent a hydroxy or a C1-C4 alkoxy group, wherein at least one of the groups Rl to R3 denotes an alkoxy group.
  • the alkoxy group is preferably a methoxy group.
  • the hydroxy/alkoxy mole ratio ranges preferably from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly equals 0.3:1.
  • the weight-average molecular weight (Mw) of the silicone ranges preferably from 2,000 to 1,000,000, more particularly from 3,500 to 200,000.
  • p and q are numbers such that the sum (p + q) ranges from 1 to 1 ,000, particularly from 50 to 350, and more particularly from 150 to 250; it being possible for p to denote a number from 0 to 999 and in particular from 49 to 349, and more particularly from 159 to 239 and for q to denote a number from 1 to 1 ,000, in particular from 1 to 10, and more particularly from 1 to 5;
  • Rj and R 2 independently represent a hydroxy or C1-C4 alkpxy group, where at least one of the groups Rl or R2 denotes an alkoxy group.
  • the alkoxy group is preferably a methoxy group.
  • the hydroxy/alkoxy mole ratio ranges generally from 1 : 0.8 to 1 : 1.1 and preferably from 1 :0.9 to 1 :1 and more particularly equals 1 :0.95.
  • the weight-average molecular weight (Mw) of the silicone ranges preferably from 2,000 to 200,000, even more particularly 5,000 to 100,000 and more particularly from 10,000 to 50,000.
  • silicones having structure (D) or (E) may include in their composition one or more other aminosilicones whose structure is different from formula (D) or (E).
  • a product containing aminosilicone having structure (D) is sold by Wacker under the name BELSIL ADM 652.
  • a product containing aminosilicone having structure (E) is sold by Wacker under the name FLUID WR 1300®.
  • n and n are numbers such that the sum (n + m) ranges from 1 to 2,000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1,999 and in particular from 49 to 149, and for m to denote a number from 1 to 2,000 and in particular from 1 to 10;
  • A denotes a linear or branched alkylene group containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This group is preferably linear.
  • the weight-average molecular weight (Mw) of these aminosilicones ranges preferably from 2,000 to 1,000,000 and even more particularly from 3,500 to
  • a preferred silicone of formula (F) is amodimethicone sold under the tradename XIAMETER® MEM-8299 Cationic Emulsion by Dow Corning.
  • n and n are numbers such that the sum (n + m) ranges from 1 to 2,000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1,999 and in particular from 49 to 149, and for m to denote a number from 1 to 2,000 and in particular from 1 to 10;
  • A denotes a linear or branched alkylene group containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This group is preferably branched.
  • the weight-average molecular weight (Mw) of these aminosilicones ranges preferably from 500 to 1,000,000 and even more particularly from 1,000 to 200,000.
  • a silicone having this formula is for example DC2-8566 Amino Fluid by Dow Corning.
  • R 5 independently represents a monovalent hydrocarbon-based group containing from
  • R 6 represents a divalent hydrocarbon-based group, in particular a CI -CI 8 alkylene group or a divalent CI -CI 8, for example C1-C8, alkyleneoxy group linked to the Si via an SiC bond;
  • Q " is an anion such as a halide ion, in particular chloride, or an organic acid salt (for example acetate);
  • r represents a mean statistical value from 2 to 20 and in particular from 2 to 8;
  • s represents a mean statistical value from 20 to 200 and in particular from 20 to 50.
  • aminosilicones are described more particularly in patent US 4 185 087 (iv) Quaternary ammonium silicones having formula (I):
  • R 7 independently represents a monovalent hydrocarbon-based group containing from
  • R6 independently represents a divalent hydrocarbon-based group, in particular a
  • R.8 independently represents a hydrogen atom, a monovalent hydrocarbon-based group containing from 1 to 18 carbon atoms, and in particular a CI -CI 8 alkyl group, a C2-C18 alkenyl group or a -R 6 -NHCOR 7 group;
  • X " is an anion such as a halide ion, in particular chloride, or an organic acid salt (for example acetate);
  • r represents a mean statistical value from 2 to 200 and in particular from 5 to 100;
  • R ls R 2 , R 3 and R4 independently denote a C1-C4 alkyl group or a phenyl group;
  • R 5 denotes a C1-C4 alkyl group or a hydroxy group;
  • n is an integer ranging from 1 to 5;
  • n is an integer ranging from 1 to 5;
  • x is chosen such that the amine number is between 0.01 and 1 meq/g;
  • Multiblock polyoxyalkylenated aminosilicone of type (AB) n , A being a polysiloxane block and B being a polyoxyalkylenated block containing at least one amine group.
  • Said silicones are preferably constituted of repeating units having the following general formula:
  • a is an integer greater than or equal to 1, preferably ranging from 5 to 200, more particularly ranging from 10 to 100;
  • b is an integer comprised between 0 and 200, preferably ranging from 4 to 100, more particularly between from 5 and 30;
  • x is an integer ranging from 1 to 10,000, more particularly from 10 to 5,000;
  • R" is a hydrogen atom or a methyl
  • R independently represents a divalent linear or branched C2-C12 hydrocarbon-based group, optionally including one or more heteroatoms such as oxygen; preferably, R independently denotes an ethylene group, a linear or branched propylene group, a linear or branched butylene group, or a -CH 2 CH 2 CH 2 OCH(OH)CH 2 - group;
  • R independently denotes a -CH 2 CH 2 CH 2 OCH(OH)CH 2 - group
  • R independently represent a divalent linear or branched C2-C12 hydrocarbon-based group, optionally including one or more heteroatoms such as oxygen; preferably, R' denotes an ethylene group, a linear or branched propylene group, a linear or branched butylene group, or a -CH 2 CH 2 CH 2 OCH(OH)CH 2 - group; preferentially R denotes -CH(CH 3 )-CH 2 -.
  • the siloxane blocks preferably represent between 50 and 95 mol% of the total weight of the silicone, more particularly from 70 to 85 mol%.
  • the amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
  • the weight-average molecular weight (Mw) of the silicone is preferably between 5,000 and 1,000,000, more particularly between 10,000 and 200,000.
  • R, R' and R" independently represent a C1-C4 alkyl or hydroxy group
  • A represents a C3 alkylene group and m and n are such that the weight-average molecular mass of the compound is between 5,000 and 500,000 approximately; in which:
  • x and y are numbers ranging from 1 to 5,000; preferably, x ranges from 10 to 2,000 and especially from 100 to 1,000; preferably, y ranges from 1 to 100;
  • Rl and R2 independently preferably identical, are linear or branched, saturated or unsaturated alkyl groups, comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and especially 12 to 20 carbon atoms;
  • A denotes a linear or branched alkylene group containing from 2 to 8 carbon atoms.
  • A comprises 3 to 6 carbon atoms, especially 4 carbon atoms; preferably, A is branched.
  • Rl and R2 are independently saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and especially 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, Rl and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
  • the silicone is of formula (K) with:
  • x ranging from 10 to 2,000 and especially from 100 to 1,000;
  • A comprising 3 to 6 carbon atoms and especially 4 carbon atoms; preferably, A is branched; and more particularly A is chosen from the following divalent groups: CH 2 CH 2 CH 2 and -CH 2 CH(CH 3 )CH 2 -; and
  • Rl and R2 independently being linear, saturated alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and especially 12 to 20 carbon atoms; chosen in particular from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, Rl and R2, which may be identical or different, being chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
  • a preferred silicone of formula (K) is bis-cetearyl amodimethicone.
  • aminosilicones of the present disclosure may also be chosen from polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains, for example
  • aminopropyl end or side groups for instance those of formula (A), (B), or (C):
  • n is such that the weight-average molecular weight of the silicone is between 500 and 55,000.
  • aminosilicone mention may be made of those sold under the names DMS-A11, DMS-A12, DMS-A15, DMS-A21, DMS-A31, DMS-A32 and DMS-A35 by the company Gelest.
  • n and m are such that the weight-average molecular weight of the silicone is between 1,000 and 55,000.
  • silicone (B) mention may be made of those sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS-1203 by the company Gelest and KF-8015 by the company Shin Etsu.
  • n is such that the weight-average molecular weight of the silicone is between 500 and 3,000.
  • silicone (C) mention may be made of those sold under the names MCR-A11 and MCR-A12 by the company Gelest.
  • the aminosilicone according to the present invention is amodimethicone such as the amodimethicone sold under the name KF 8020 from the supplier Shin Etsu, or the tradename SILSOFT 253 from the supplier MOMENTIVE PERFORMANCE MATERIALS.
  • Another preferred aminosilicone is an amodimethicone of formula (F) sold under the tradename XIAMETER® MEM-8299 Cationic Emulsion by Dow Corning.
  • the aminosilicone according to the present invention is chosen from bis-cetearyl amodimethicone (sold under the name SILSOFT AX by Momentive).
  • aminopropyl dimethicone for example, aminopropyl dimethicone sold under the name KF-8015 from Shin Etsu.
  • Aminosilicones suitable for use according to the present invention include, but are not limited to, volatile and non- volatile, cyclic, linear, and branched aminosilicones having a viscosity ranging from 5xl0 ⁇ 6 to 2.5 m 2 /s at 25°C, for example, from 1 *10 "5 to 1 m 2 /s.
  • the amount of the (a) aminosilicone in the composition according ' to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 1.5% by weight or more, relative to the total weight of the composition.
  • the amount of the (a) aminosilicone in the composition according to the present invention may be 20%» by weight or less, preferably 15% by weight or less, more preferably 10% by weight or less, and even more preferably 5%> by weight or less, relative to the total weight of the composition.
  • the amount of the (a) aminosilicone in the composition according to the present invention may range from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, and even more preferably from 1.5% to 5% by weight, relative to the total weight of the composition.
  • composition according to the present invention comprises (b) at least one silicone other than the (a) aminosilicone.
  • a single type of silicone may be used, or two or more different types of silicones may be used in combination.
  • the (b) silicone is selected from silicone oils.
  • silicone oil means a silicone compound or substance which is in the form of a liquid or a paste at room temperature (25°C) under atmospheric pressure (760 mmHg).
  • silicone oils those generally used in cosmetics may be used alone or in combination thereof.
  • Silicones or organopolysiloxanes are defined, for instance, by Walter NOLL in “Chemistry and Technology of Silicones” (1968), Academic Press. They may be volatile or non- volatile.
  • the silicone oil(s) may be selected from volatile silicones, non-volatile silicones and mixtures thereof.
  • the silicone oil may comprise either at least one volatile silicone oil or at least one non-volatile silicone oil, or both of at least one volatile silicone oil and at least one
  • non-volatile silicone oil The volatile or non- volatile silicone may be selected from linear, branched, or cyclic silicones, optionally modified with at least one organo-functional moiety or group.
  • the silicone oil may be selected from the group consisting of
  • polydialkylsiloxanes such as polydimethylsiloxanes (PDMS), polyalkylarylsiloxanes such as phenyltrimethicone, polydiarylsiloxanes, and organo-modified polysiloxanes comprising at least one organo-functional moiety or group chosen from poly(oxyalkylene) moieties or groups, alkoxy or alkoxyalkyl moieties or groups, hydroxyl or hydroxylated moieties or groups, acyloxy or acyloxyalkyl moieties or groups, carboxylic acid or carboxylate moieties or groups, acrylic moieties or groups, and oxazoline moieties.
  • the silicone oil(s) is/are volatile, the silicone oil(s) may be chosen from those having a boiling point ranging from 60°C to 260°C, for example:
  • cyclic silicones such as polydialkylsiloxanes comprising from 3 to 7, for instance, from 4 to 5 silicon atoms.
  • Non-limiting examples of such siloxanes include octamethylcyclotetrasiloxane marketed, for instance, under the trade name
  • VOLATILE SILICONE® 7158 by UNION CARBIDE and SILBIONE® 70045 V5 by RHODIA, KF-995 by SHIN ETSU, as well as mixtures thereof.
  • Cyclomethicones may also be used, for example, those marketed under the references DC 244, DC 245, DC 344, DC 345, and DC 246 by DOW CORNING. Cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type may also be used, such as SILICONE VOLATILE® FZ 3109 marketed by UNION CARBIDE, of formula wherein:
  • D 1 is -Si— 0-
  • cyclic silicones such as polydialkylsiloxanes with silicon derived organic compounds
  • silicon derived organic compounds such as an octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) mixture, and an
  • Such a compound is decamethyltetrasiloxane marketed, for instance, under the trade name "SH-200" by TORAY SILICONE. Silicones belonging to this class are also described, for example, in Cosmetics and Toiletries, Vol. 91, Jan. 76, P. 27-32-TODD & BYERS "Volatile Silicone Fluids for
  • the silicone oil(s) may be chosen from cyclic silicones.
  • the silicone oil(s) may be chosen from non- volatile silicones, such as polydialkylsiloxanes, polyalkylarylsiloxanes, polydiarylsiloxanes, and organo-modified polysiloxanes as explained above.
  • the molecular weight of the (b) silicone preferably polydimethylsiloxanes with trimethylsilyl end groups, has a weight-average molecular weight (Mw) of 300 000 or more, preferably 350 000 or more, more preferably 400 000 or more, and preferably 3 000 000 or less, more preferably 2 000 000 or less, even more preferably 1 000 000 or less.
  • the (b) silicone, preferably silicone oil may be chosen from non- volatile polydialkylsiloxanes, for example, polydimethylsiloxanes with trimethylsilyl end groups known under the trade name dimethicones.
  • the (b) silicones that are preferred in accordance with the present invention may be the polydimethylsiloxanes with trimethylsilyl end groups, such as the oils having a viscosity at 25°C greater than 1 000 000 cSt (mm 2 /s), even more preferentially a viscosity greater than 2 000 000 cSt, and even more particularly greater than 5 000 000 cSt, better still greater than 10 000 000 cSt and preferably less than 50 000 000 cSt, better still less than 30 000 000 cSt, even better still less than 15 000 000 cSt.
  • the oils having a viscosity at 25°C greater than 1 000 000 cSt (mm 2 /s) even more preferentially a viscosity greater than 2 000 000 cSt, and even more particularly greater than 5 000 000 cSt, better still greater than 10 000 000 cSt and preferably less than 50 000 000 cSt, better still less than 30 000 000 cSt,
  • all the polydimethylsiloxanes can be used as they are or in the form of solutions, emulsions, nanoemulsions or microemulsions.
  • Non-limiting examples of commercial products corresponding to such polydialkylsiloxanes include BY22-029 (product of Dow Corning Toray, Co., Ltd.; nonionic emulsion of dimethicone oil), BY22-060 (product of Dow Corning Toray, Co., Ltd.; cationic emulsion containing a solution obtained by diluting highly polymerized dimethicone with a low viscosity silicone), BY22-019 (product of Dow Corning Toray, Co., Ltd.; nonionic and cationic emulsion containing a solution obtained by diluting highly polymerized dimethicone with cyclic silicone), BY22-020 (product of Dow Corning Toray, Co., Ltd.; cationic emulsion containing a solution obtained by diluting a highly polymerized dimethicone with light liquid isoparaffin), KM902 (product of Shin-Etsu Chemical Co., Ltd.; nonionic emulsion of highly poly
  • nonionic emulsion containing a solution obtained by diluting highly polymerized dimethicone with low viscosity silicone XS65-B3803 (product of Momentive Performance Materials, Inc.; nonionic emulsion containing a solution obtained by diluting highly polymerized dimethicone with low viscosity silicone), DC 7-3100 (product of Dow Corning Toray Silicone, Co., Ltd.
  • Polyalkylarylsiloxanes may be chosen from polydimethyl/methylphenylsiloxanes, linear and/or branched polydimethyl/diphenyl siloxanes.
  • Non-limiting examples of such polyalkylarylsiloxanes include the products marketed under the following trade names:
  • Organo-modified silicones which may be used according to the present invention include, but are not limited to, silicones such as those previously defined and comprising within their structure at least one organo-functional moiety or group linked directly or by means of a hydrocarbon group.
  • Organo-modified silicones may include, for example, polyorganosiloxanes comprising:
  • polyethyleneoxy and/or polypropyleneoxy moieties optionally comprising C 6 -C 24 alkyl moieties, such as products called dimethicone copolyols marketed by DOW CORNING under the trade name DC 1248 and under the trade name DC Q2-5220 and SILWET® L 722, L 7500, L 77, and L 711 fluids marketed by UNION CARBIDE and (C 12 )alkyl-methicone copolyol marketed by DOW CORNING under the trade name Q2 5200;
  • alkoxylated moieties such as the product marketed under the trade name "SILICONE
  • hydroxylated moieties such as hydroxyalkyl function-containing polyorganosiloxanes described, for instance, in French Patent Application No. FR-A-85 163 34;
  • acyloxyalkyl moieties for example, the polyorganosiloxanes described in U.S. Pat. No.
  • anionic moieties of the carboxylic acid type for example, the products described in European Patent No. 0 186 507, marketed by CHISSO CORPORATION, and carboxylic alkyl anionic moieties, such as those present in the X-22-3701E product marketed by SHIN-ETSU;
  • 2-hydroxyalkyl sulfonate and 2-hydroxyalkyl thiosulfate such as the products marketed by GOLDSCHMIDT under the trade names «ABIL® S201» and «ABIL® S255»;
  • acrylic moieties such as the products marketed under the names VS80 and VS70 by 3M; and oxazoline moieties
  • silicones that may be used according to the present invention may comprise 1 or 2 oxazoline groups; for example, poly(2 -methyl oxazoline-b-dimethyl siloxane-b-2-methyl oxazoline) and poly(2-ethyl-2-oxazoline-dimethyl siloxane).
  • oxazoline groups for example, poly(2 -methyl oxazoline-b-dimethyl siloxane-b-2-methyl oxazoline) and poly(2-ethyl-2-oxazoline-dimethyl siloxane).
  • Polydimethylsiloxanes with dimethylsilanol end groups may also be used, for example, those sold under the trade name dimethiconol (CTFA), such as fluids of the 48 series marketed by RHODIA. If the silicone oil(s) is/are non-volatile, the silicone oil(s) may be chosen from
  • the silicone oil be selected from volatile or non- volatile silicone oils, such as volatile or non-volatile polydimethylsiloxanes (PDMS) containing a linear or cyclic silicone chain, that are liquid or pasty at ambient temperature, in particular cyclopolydimethylsiloxanes (cyclomethicones) such as cyclopentasiloxane and cyclohexasiloxane; polydimethylsiloxanes containing alkyl, alkoxy, or phenyl groups that are pendent and/or at the end(s) of the silicone chain, which groups have from 2 to 24 carbon atoms; phenyl silicones such as phenyltrimethicones, phenyldimethicones,
  • PDMS volatile or non-volatile polydimethylsiloxanes
  • cyclomethicones such as cyclopentasiloxane and cyclohexasiloxane
  • polymethylphenylsiloxanes polymethylphenylsiloxanes
  • organo-modified silicones such as dimethiconol
  • Non-limiting examples of such combinations include a mixture of cyclopentasiloxane and dimethiconol, marketed, for instance, under the trade name
  • the amount of the (b) silicone in the composition according to the present invention may be 0.1 % by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 3.0% by weight or more, relative to the total weight of the composition.
  • the amount of the (b) silicone in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, more preferably 10%) by weight or less, and even more preferably 8% by weight or less, relative to the total weight of the composition.
  • the amount of the (b) silicone in the composition according to the present invention may range from 0.1%» to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, and even more preferably from 3.0% to 8% by weight, relative to the total weight of the composition.
  • the weight ratio of the (a) aminosilicone/the (b) silicone may be from 0.01 to 5, preferably from 0.1 to 1, and more preferably from 0.2 to 0.5.
  • composition according to the present invention comprises (c) at least one hydrocarbon oil. Two or more types of hydrocarbon oils may be used in combination.
  • oil used herein means a water-immiscible non-aqueous compound that is liquid at room temperature (25 °C) and at atmospheric pressure (760 mmHg).
  • hydrocarbon oil (also called as “hydrocarbon-based oil” or “hydrocarbonated oil”) used herein means an oil formed essentially from, or even constituted by, carbon and hydrogen atoms, and optionally oxygen and nitrogen atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and/or amide groups.
  • the hydrocarbon oil is a non- volatile oil.
  • non- volatile oil means an oil whose vapour pressure at room temperature and atmospheric pressure is non-zero and less than 0.02 mmHg (2.66 Pa) and better still less than 10 "3 mmHg (0.13 Pa).
  • the hydrocarbon oil is an apolar oil.
  • apolar oil used herein means an oil whose solubility parameter at 25°C, 5 a , is equal to 0 (J/cm 3 ) 1/2 .
  • the definition and calculation of the solubility parameters in the Hansen three-dimensional solubility space are described in the article by CM. Hansen: "The three dimensional solubility parameters", J. Paint Technol. 39, 105 (1967).
  • the (c) hydrocarbon oil may be from plant, mineral or synthetic origin.
  • the (c) hydrocarbon oil may be chosen from linear or branched, saturated or unsaturated
  • the (c) hydrocarbon oil contains more than 16 carbon atoms.
  • hydrocarbon oil may be chosen from:
  • the (c) hydrocarbon oil is selected from the group consisting of polybutenes, polyisobutenes, hydrogenated polyisobutenes, polydecenes and hydrogenated polydecenes, and mixtures thereof. More preferably, the (c) hydrocarbon oil is hydrogenated
  • the (c) hydrocarbon oil is mineral oil.
  • the amount of the (c) hydrocarbon oil in the composition according to the present invention may be 0.1% by weight or more, preferably 0.3% by weight or more, and more preferably 0.5% by weight or more.
  • the amount of the (c) hydrocarbon oil in the composition according to the present invention may be less than 20% by weight, preferably less than 15% by weight, and more preferably less than 10% by weight.
  • hydrocarbon oil in the composition according to the present invention may range from 0.1% to less than 20% by weight, preferably from 0.3% to less than 15% by weight, and more preferably from 0.5% to less than 10% by weight, relative to the total weight of the
  • the amount of the (c) hydrocarbon oil in the composition according to the present invention be less than 10% by weight, more preferably less than 9% by weight, and even more preferably less than 8% by weight, relative to the total weight of the composition.
  • the amount of the (c) hydrocarbon oil in the composition according to the present invention be from 0.5% to less than 10% by weight, more preferably from 1.0% to less than 10% by weight, and more preferably from 2.5% to less than 10% by weight, relative to the total weight of the composition.
  • the amount of the (c) hydrocarbon oil in the composition according to the present invention be from 0.5% to less than 10% by weight, more preferably from 0.5% to less than 5% by weight, and more preferably from 1.0% to less than 5% by weight, relative to the total weight of the composition.
  • composition according to the present invention may comprise (d) at least one fatty alcohol. Two or more types of fatty alcohols may be used in combination.
  • fatty here means the inclusion of a relatively large number of carbon atoms.
  • alcohols which have 6 or more, preferably 8 or more, and more preferably 10 or more carbon atoms are encompassed within the scope of fatty alcohols.
  • the fatty alcohols may be saturated or unsaturated.
  • the fatty alcohol may be linear or branched. Two or fatty alcohols may be used in combination.
  • the fatty alcohol may have the structure R-OH wherein R is chosen from saturated and unsaturated, linear and branched radicals containing from 8 to 40 carbon atoms, for example from 8 to 30 carbon atoms. In at least one embodiment, R is chosen from C 12 -C 24 alkyl and C 12 -C 24 alkenyl groups. R may be or may not be substituted with at least one hydroxyl group.
  • Non-limiting examples of fatty alcohols include lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol, linoleyl alcohol, undecylenyl alcohol, palmitoleyl alcohol, arachidonyl alcohol, erucyl alcohol, cetearyl alcohol, and mixtures thereof.
  • Suitable fatty alcohols include, but are not limited to, cetyl alcohol, cetearyl alcohol, stearyl alcohol, behenyl alcohol, oleyl alcohol, and mixtures thereof.
  • the fatty alcohol may represent a mixture of fatty alcohols, which means that several species of fatty alcohol may coexist, in the form of a mixture, in a commercial product.
  • the fatty alcohol used in the composition according to the present invention is chosen from cetyl alcohol and cetearyl alcohol.
  • the amount of the (d) fatty alcohol in the composition according to the present invention may be 0.1%) by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 3.0% by weight or more, relative to the total weight of the composition.
  • the amount of the (d) fatty alcohol in the composition according to the present invention may be 25% by weight or less, preferably 20% by weight or less, more preferably 15% by weight or less, and even more preferably 10%o by weight or less, relative to the total weight of the composition.
  • the amount of the (d) fatty alcohol in the composition according to the present invention may range from 0.1% to 25% by weight, preferably from 0.5% to 20% by weight, more preferably from 1.0% to 15% by weight, and even more preferably from 3.0% to 10% by weight, relative to the total weight of the composition.
  • composition according to the present invention may comprise (e) at least one cationic surfactant.
  • cationic surfactant Two or more types may be used in combination.
  • the cationic surfactant may be selected from the group consisting of optionally
  • quaternary ammonium salts examples include, but are not limited to:
  • Ri, R 2 , R3, and R4 which may be identical or different, are chosen from linear and branched aliphatic radicals comprising from 1 to 30 carbon atoms and optionally comprising
  • heteroatoms such as oxygen, nitrogen, sulfur and halogens.
  • the aliphatic radicals may be chosen, for example, from alkyl, alkoxy, C 2 -C 6 polyoxyalkylene, alkylamide,
  • R 5 is chosen from alkenyl and alkyl radicals comprising from 8 to 30 carbon atoms, for example fatty acid derivatives of tallow or of coconut;
  • R 6 is chosen from hydrogen, d-C 4 alkyl radicals, and alkenyl and alkyl radicals comprising from 8 to 30 carbon atoms;
  • R 7 is chosen from C!-C 4 alkyl radicals
  • Rs is chosen from hydrogen and d-C 4 alkyl radicals
  • X " is chosen from halides, phosphates, acetates, lactates, alkyl sulfates, alkyl sulfonates, and alkylaryl sulfonates.
  • R 5 and R 6 are, for example, a mixture of radicals chosen from alkenyl and alkyl radicals comprising from 12 to 21 carbon atoms, such as fatty acid derivatives of tallow, R 7 is methyl and R 8 is hydrogen. Examples of such products include, but are not limited to, Quaternium-27 (CTFA 1997) and Quaternium-83 (CTFA 1997), which are sold under the names "Rewoquat®" W75, W90, W75PG and W75HPG by the company Witco;
  • R 9 is chosen from aliphatic radicals comprising from 16 to 30 carbon atoms
  • Rio, Rn, Ri 2 , Ri3, and RH which may be identical or different, are chosen from hydrogen and alkyl radicals comprising from 1 to 4 carbon atoms;
  • X " is chosen from halides, acetates, phosphates, nitrates, ethyl sulfates, and methyl sulfates.
  • An example of one such diquaternary ammonium salt is propanetallowdiammonium dichloride; and
  • quaternary ammonium salts comprising at least one ester function, such as those of formula (VIII) below:
  • Ri 5 is chosen from Ci-Ce alkyl radicals and Ci-Ce hydroxyalkyl and dihydroxyalkyl radicals;
  • R 16 is chosen from:
  • Ci-c22 hydrocarbon-based radicals R 20 linear and branched, saturated and unsaturated Ci-c22 hydrocarbon-based radicals R 20 , and hydrogen
  • R 18 is chosen from:
  • Rn, R19, and R 2 i which may be identical or different, are chosen from linear and branched, saturated and unsaturated, C 7 -C 21 , hydrocarbon-based radicals;
  • r, n, and p which may be identical or different, are chosen from integers ranging from 2 to 6; y is chosen from integers ranging from 1 to 10;
  • x and z which may be identical or different, are chosen from integers ranging from 0 to 10;
  • X " is chosen from simple and complex, organic and inorganic anions; with the proviso that the sum x+y+z ranges from 1 to 15, that when x is 0, Ri 6 denotes R 20 , and that when z is 0, Ris denotes R22.
  • R15 may be chosen from linear and branched alkyl radicals.
  • Ri 5 is chosen from linear alkyl radicals.
  • R 15 is chosen from methyl, ethyl, hydroxyethyl, and dihydroxypropyl radicals, for example methyl and ethyl radicals.
  • the sum x+y+z ranges from 1 to 10.
  • Ri 6 is a hydrocarbon-based radical R 20
  • Ri 8 is a hydrocarbon-based radical R 22
  • Rn, R19, and R 21 which may be identical or different, are chosen from linear and branched, saturated and unsaturated, Cu-C 2 i hydrocarbon-based radicals, for example from linear and branched, saturated and unsaturated Cn-C 21 alkyl and alkenyl radicals.
  • x and z which may be identical or different, are 0 or 1.
  • y is equal to 1.
  • r, n and p which may be identical or different, are equal to 2 or 3, for example equal to 2.
  • the anion X " may be chosen from, for example, halides, such as chloride, bromide, and iodide; and C1-C4 alkyl sulfates, such as methyl sulfate.
  • methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate and lactate, and any other anion that is compatible with the ammonium comprising an ester function are other non-limiting examples of anions that may be used according to the invention.
  • the anion X " is chosen from chloride and methyl sulfate.
  • ammonium salts of formula (VIII) may be used, wherein:
  • R 15 is chosen from methyl and ethyl radicals
  • x and y are equal to 1 ;
  • z is equal to 0 or 1 ;
  • r, n and p are equal to 2;
  • Ri 6 is chosen from:
  • R 1 is chosen from:
  • R 17 , Ri9, and R21 which may be identical or different, are chosen from linear and branched, saturated and unsaturated, Ci 3 -C 17 hydrocarbon-based radicals, for example from linear and branched, saturated and unsaturated, C 13 -C 17 alkyl and alkenyl radicals.
  • the hydrocarbon-based radicals are linear.
  • Non-limiting examples of compounds of formula (VIII) that may be mentioned include salts, for example chloride and methyl sulfate, of diacyloxyethyl-dimethylammonium, of diacyloxyethyl-hydroxyethyl-methylamm- onium, of
  • the acyl radicals may comprise from 14 to 18 carbon atoms, and may be derived, for example, from a plant oil, for instance palm oil and sunflower oil. When the compound comprises several acyl radicals, these radicals may be identical or different. These products may be obtained, for example, by direct esterification of optionally
  • alkyldiisopropanolamine onto fatty acids or onto mixtures of fatty acids of plant or animal origin, or by transesterification of the methyl esters thereof.
  • This esterification may be followed by a quaternization using an alkylating agent chosen from alkyl halides, for example methyl and ethyl halides; dialkyl sulfates, for example dimethyl and diethyl sulfates; methyl methanesulfonate; methyl para-toluenesulfonate; glycol chlorohydrin; and glycerol
  • Such compounds are sold, for example, under the names Dehyquart® by the company Cognis, Stepanquat® by the company Stepan, Noxamium® by the company Ceca, and "Rewoquat® WE 18" by the company Rewo-Goldschmidt. .
  • compositions according to the invention may comprise, for example, a mixture of quaternary ammonium mono-, di- and triester salts with a weight majority of diester salts.
  • a non-limiting example of a mixture of ammonium salts that may be used in the compositions according to the invention is that comprising from 15% to 30% by weight of
  • acyloxyethyl-dihydroxyethyl-methylammonium methyl sulfate from 45% to 60% by weight of diacyloxyethyl-hydroxyethyl-methylammonium methyl sulfate, and from 15% to 30% by weight of triacyloxyethyl-methylammonium methyl sulfate, the acyl radicals of all these compounds comprising from 14 to 18 carbon atoms and being derived from optionally partially hydrogenated palm oil.
  • ammonium salts that may be used in the compositions according to the invention include the ammonium salts comprising at least one ester function described in U.S. Pat. Nos. 4,874,554 and 4,137,180.
  • quaternary ammonium and diammonium salts include, for example,
  • cetyltnmethylammonium chloride such as, for example, the products sold under the trade name Dehyquart A by Cognis, or Quartamin 60 W25 by Kao, or Genamin CTAC 25 by Clariant
  • behenyltnmethylammonium chloride such as the products sold for example by Clariant under the trade name Genamin KDMP or
  • Genamin BTLF Genamin BTLF, or by Evonik Goldschmidt under the name Varisoft BT 85
  • behentrimonium chloride cetrimonium chloride, oleocetyldimethylhydroxyethylammonium chloride, behenoylhydroxypropyltrimethylammonium chloride (such as the product sold by Kao under the name Quartamin BTC 131 ) stearamidopropyldimethyl (myristyl acetate) ammonium chloride, dipalmitoylethylhydroxyethylmethylammonium salt such as
  • di-palmitoylethylhydroxyethylmethylammonium methosulfate (INCI name ceterayl alcohol (and) dipalmitoylethyl hydroxyethylmonium methosulfate) (such as the product Dehyquart F 30 by Cognis), di(CrC 2 alkyl)( C 12 -C 22 alkyl)hydroxy(CrC 2 alkyl)ammonium salts, such as dialkyldimethylammonium or alkyltrimethylammonium salt in which the alkyl radical preferably comprises 12 to 24 carbon atoms, propanetallowdiammonium dichloride, behentrimonium methosulfate, and mixtures thereof.
  • the cationic surfactant is selected from behentrimonium chloride, cetrimonium chloride, ceterayl alcohol (and) dipalmitoylethyl hydroxyethylmonium methosulfate, and mixtures thereof.
  • the amount of the (e) cationic surfactant in the composition according to the present invention may be 0.1 % by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 2.0% by weight or more, relative to the total weight of the composition.
  • the amount of the (e) cationic surfactant in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, more preferably 10% by weight or less, and even more preferably 5% by weight or less, relative to the total weight of the composition.
  • the amount of the (e) cationic surfactant in the composition according to the present invention may range from 0.1 % to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, and even more preferably from 2.0% to 5% by weight, relative to the total weight of the composition.
  • composition according to the present invention may also include at least one optional or additional ingredient.
  • the optional or additional ingredient(s) may be selected from the group consisting of cationic, anionic, nonionic, or amphoteric polymers; anionic, nonionic, or amphoteric surfactants; thickeners for water; organic or inorganic UV filters; peptides and derivatives thereof; protein hydrolyzates; swelling agents and penetrating agents; agents for combating hair loss;
  • anti-dandruff agents natural or synthetic thickeners for oils; suspending agents; sequestering agents; opacifying agents; dyes; sunscreen agents; vitamins or provitamins; fragrances;
  • preservatives co-preservatives, stabilizers; and mixtures thereof.
  • the amount of the optional or additional irigredient(s) is not limited, but may be from 0.01% to 30%) by weight, preferably from 0.1% to 20% by weight, and more preferably from 1% to 10%) by weight, relative to the total weight of the composition according to the present invention.
  • composition according to the present invention can be prepared by mixing the essential ingredient(s) as explained above, and optional ingredient(s), if necessary, as explained above.
  • the method and means to mix the above essential and optional ingredients are not limited. Any conventional method and means can be used to mix the above essential and optional ingredients to prepare the composition according to the present invention.
  • the composition according to the present invention may be a cosmetic composition, preferably a hair cosmetic composition.
  • composition according to the present invention may be a leave-on or leave-off type, preferably a leave-off type composition for cosmetic treatment of keratin fibers such as hair.
  • the present invention also relates to a process for treating keratin fibers such as hair, comprising:
  • any conventional drying technique may be used to dry the keratin fibers.
  • the present invention also relates to a use of at least one mineral oil in a composition for keratin fibers comprising a least one aminosilicone and at least one silicone other than the aminosilicone, for reducing the friction coefficient of the keratin fibers.
  • the use is preferably for cosmetic purposes for the keratin fibers, for example, for conditioning of keratin fibers, and more preferably repairing damage of the keratin fibers such as hair.
  • Weight-average molecular weight (Mw) 450,000-550,000
  • Viscosity 13 000 000 cSt (mm 2 /s) at 25°C
  • compositions according to Examples 1-4 and Comparative Example 1 was applied onto the hair swatch, then the hair swatch was dried for 120 minutes at 25 °C.
  • the coefficient of friction (COF) of the dried hair swatch was measured by Kato Tec KES-SE. The above procedure was repeated 9 times to determine the average value of the coefficient of friction. The results are shown in Table 1 and Fig. 1. ⁇ COF (wet) ⁇
  • compositions according to Examples 1-4 and Comparative Example 1 was applied onto the hair swatch.
  • the coefficient of friction (COF) of the wet hair swatch was measured by Kato Tec KES-SE. The results are shown in Table 1 and Fig. 2.
  • the addition of hydrocarbon oil can reduce friction of hair.
  • the addition of hydrocarbon oil can provide a composition including aminosilicone and polydimethylsiloxane with smooth feeling to touch.
  • the amount of hydrocarbon oil to be added should be less than 10% by weight relative to the total weight of the composition.
  • the preferable amount of hydrocarbon oil to be added is 0.5% by weight or more and less than 10% by weight, more preferably from 1.0% to less than 10% by weight for dry conditions and from 0.5% to 5.0% by weight for wet conditions, and even more preferably from 2.5% to less than 10% by weight for dry conditions and from 1.0% to 5.0% by weight for wet conditions.

Abstract

The present invention relates to a composition for keratin fibers comprising: (a) at least one aminosilicone; (b) at least one silicone other than the (a) aminosilicone; and (c) at least one hydrocarbon oil, wherein the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more. The present invention can provide keratin fibers such as hair with improved smoothness under dry and wet conditions.

Description

DESCRIPTION
COMPOSITIONS FOR TREATING KERATIN FIBERS TECHNICAL FIELD
The present invention relates to a composition for treating keratin fibers such as hair as well as a process and a use relating to the composition. BACKGROUND ART
In the field of hair cosmetic treatments, leave-on or leave-off type hair cosmetics are one of the important sectors in the hair care category, and consumers may use them to provide hair with a higher degree of smoothness and the like.
In order to enhance the above desired effects, it has been proposed to add hydrophobic ingredients such as silicones. Silicones, in particular aminosilicones, can repair hair damage effectively, and therefore, they can provide high degree of smoothness. However, there remains a need to further improve the smoothness of hair under both dry and wet conditions.
DISCLOSURE OF INVENTION An objective of the present invention is to provide a new approach to providing keratin fibers such as hair with improved smoothness under dry and wet conditions.
The above objective can be achieved by a composition for keratin fibers comprising:
(a) at least one aminosilicone;
(b) at least one silicone other than the (a) aminosilicone; and
(c) at least one hydrocarbon oil,
wherein the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more.
The amount of the (a) aminosilicone may be from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, and more preferably from 1.0 to 10% by weight, relative to the total weight of the composition.
The (b) silicone may be selected from silicone oils. The (b) silicone may be selected from the group consisting of polydialkylsiloxanes, polyalkylarylsiloxanes, polydiarylsiloxanes, and organomodified polysiloxanes comprising at least one functional moiety chosen from poly(oxyalkylene) moieties, alkoxy moieties, hydroxylated moieties, acyloxyalkyl moieties, carboxylic acid moieties, acrylic moieties, and oxazoline moieties.
The molecular weight of the (b) silicone has a weight-average molecular weight (Mw) of 350 000 or more, and preferably 400 000 or more.
The amount of the (b) silicone may be from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, relative to the total weight of the composition.
The (c) hydrocarbon oil may be mineral oil. The amount of the (c) hydrocarbon oil may be from 0.1% to less than 20% by weight, preferably from 0.3% to less than 15% by weight, and more preferably from 0.5%> to less than 10% by weight, relative to the total weight of the composition.
The composition according to the present invention may further comprise (d) at least one fatty alcohol.
The composition according to the present invention may further comprise (e) at least one cationic surfactant. The composition according to the present invention may be intended for cosmetic treatment of keratin fibers such as hair, preferably for conditioning of keratin fibers, and more preferably for reducing the friction coefficient of keratin fibers.
The composition according to the present invention may be a leave-off type composition for cosmetic treatment of keratin fibers such as hair.
The present invention may also relate to a process for treating keratin fibers such as hair, comprising:
(1) applying the composition according to any one of Claims 1 to 12 to the keratin
fibers;
(2) optionally rinsing the keratin fibers; and
(3) optionally drying the keratin fibers.
The process according to the present invention may be intended for cosmetic treatment of keratin fibers, for conditioning of keratin fibers, and more preferably for reducing the friction coefficient of keratin fibers.
The present invention may also relate to a use of at least one hydrocarbon oil in a composition for keratin fibers comprising a least one aminosilicone and at least one silicone other than the aminosilicone, for reducing the friction coefficient of the keratin fibers.
BRIEF DESCRIPTION OF DRAWINGS
Figure 1 shows a graph of coefficient of friction (COF) of a dry hair swatch to which each of the compositions according to Examples 1-4 and Comparative Example 1 has been applied and dried.
Figure 2 shows a graph of coefficient of friction (COF) of a wet hair swatch to which each of the compositions according to Examples 1-4 and Comparative Example 1 has been applied and not dried.
BEST MODE FOR CARRYING OUT THE INVENTION
After diligent research, the inventors have discovered that it is possible to provide keratin fibers such as hair with improved smoothness under dry and wet conditions. Thus, the present invention mainly relates to a composition for keratin fibers comprising:
(a) at least one aminosilicone;
(b) at least one silicone other than the (a) aminosilicone; and
(c) at least one hydrocarbon oil,
wherein the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more.
The present invention can provide keratin fibers such as hair with improved smoothness under both dry and wet conditions.
Thus, the present invention is useful for cosmetic treatment of keratin fibers, preferably for conditioning of keratin fibers, and more preferably for reducing the friction coefficient of keratin fibers. The "keratin fibers" here mean fibers which include at least one keratin substance. It is preferable that at least a part of the surface of the keratin fibers be formed by keratin substances. Examples of keratin fibers include hair, eyebrows, eyelashes, and the like. It is preferable that the present invention be used for treating hair. Hereafter, the present invention will be described in a detailed manner.
[Composition]
One aspect of the present invention relates to a composition for keratin fibers comprising: (a) at least one aminosilicone;
(b) at least one silicone other than the (a) aminosilicone; and
(c) at least one hydrocarbon oil
wherein the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more. (Aminosilicone)
The composition according to the present invention comprises (a) at least one aminosilicone. A single type of aminosilicone may be used, or two or more different types of aminosilicones may be used in combination.
As the (a) aminosilicone, any aminosilicone compound in the field of cosmetics may be used.
The term "aminosilicone" here means a silicone comprising at least one primary, secondary or tertiary amine group or at least one quaternary ammonium group.
As the (a) aminosilicone that may be used in the present invention, the following can be cited:
Polysiloxanes corresponding to formula (A):
Figure imgf000005_0001
in which x' and y' are independently integers such that the weight-average molecular weight (Mw) is between about 5,000 and 500,000;
(ii) Aminosilicone corresponding to formula (B):
R'aG(3-a)-Si(OSiG2)„-(OSiGbR,(2-b))m-0-SiG(3-a')R'a' (B) in which:
G independently designates a hydrogen atom, or a phenyl, OH, or a C1-C8 alkyl group, for example methyl, or a CI -C8 alkoxy group, for example methoxy, a and a' independently denote the number 0 or an integer from 1 to 3, in particular 0; b denotes 0 or 1, and in particular 1;
m and n are numbers such that the sum (n + m) ranges from 1 to 2,000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1,999 and in particular from 49 to 149, and for m to denote a number from 1 to 2,000 and in particular from 1 to 10;
R' independently denotes a monovalent group having formula -CqH2qL in which q is a number ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups:
Figure imgf000005_0002
in which
R" independently denotes hydrogen, phenyl, benzyl, or a saturated monovalent hydrocarbon-based group, for example a C1-C20 alkyl group;
Q denotes a linear or branched CrH2r group, r being an integer ranging from 2 to 6, preferably from 2 to 4; and
A" represents a cosmetically acceptable ion, in particular a halide such as fluoride, chloride, bromide or iodide.
A group of aminosilicone corresponding to this definition (B) is represented by the silicones called "trimethylsilylamodimethicone" having formula (C): CH, CH,
(CH3)3 Si Si - O— Si - OSi(CH3 3)'3
I
CH, (CH 2,)>.Z
NH (C)
(CH2)2
NH.
m in which n and m have the meanings given above, in formula B.
Another group of aminosilicone corresponding to this definition is represented by silicones having the following formula (D) or (E):
Figure imgf000006_0001
in which:
m and n are numbers such that the sum (n + m) can range from 1 to 1,000, in particular from 50 to 250 and more particularly from 100 to 200, it being possible for n to denote a number from 0 to 999 and in particular from 49 to 249, and more particularly from 125 to 175, and for m to denote a number from 1 to 1,000 and in particular from 1 to 10, and more particularly from 1 to 5;
Ri, R2, and R3 independently represent a hydroxy or a C1-C4 alkoxy group, wherein at least one of the groups Rl to R3 denotes an alkoxy group.
The alkoxy group is preferably a methoxy group.
The hydroxy/alkoxy mole ratio ranges preferably from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly equals 0.3:1.
The weight-average molecular weight (Mw) of the silicone ranges preferably from 2,000 to 1,000,000, more particularly from 3,500 to 200,000.
Figure imgf000006_0002
in which:
p and q are numbers such that the sum (p + q) ranges from 1 to 1 ,000, particularly from 50 to 350, and more particularly from 150 to 250; it being possible for p to denote a number from 0 to 999 and in particular from 49 to 349, and more particularly from 159 to 239 and for q to denote a number from 1 to 1 ,000, in particular from 1 to 10, and more particularly from 1 to 5;
Rj and R2 independently represent a hydroxy or C1-C4 alkpxy group, where at least one of the groups Rl or R2 denotes an alkoxy group.
The alkoxy group is preferably a methoxy group.
The hydroxy/alkoxy mole ratio ranges generally from 1 : 0.8 to 1 : 1.1 and preferably from 1 :0.9 to 1 :1 and more particularly equals 1 :0.95.
The weight-average molecular weight (Mw) of the silicone ranges preferably from 2,000 to 200,000, even more particularly 5,000 to 100,000 and more particularly from 10,000 to 50,000.
Commercial products corresponding to these silicones having structure (D) or (E) may include in their composition one or more other aminosilicones whose structure is different from formula (D) or (E).
A product containing aminosilicone having structure (D) is sold by Wacker under the name BELSIL ADM 652.
A product containing aminosilicone having structure (E) is sold by Wacker under the name FLUID WR 1300®.
Another group of aminosilicone corresponding to this definition is represented by the following formula (F):
CH3 CH,
HO Si— 1( Si -
CH, CH,
Figure imgf000007_0001
in which:
m and n are numbers such that the sum (n + m) ranges from 1 to 2,000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1,999 and in particular from 49 to 149, and for m to denote a number from 1 to 2,000 and in particular from 1 to 10;
A denotes a linear or branched alkylene group containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This group is preferably linear.
The weight-average molecular weight (Mw) of these aminosilicones ranges preferably from 2,000 to 1,000,000 and even more particularly from 3,500 to
200,000.
A preferred silicone of formula (F) is amodimethicone sold under the tradename XIAMETER® MEM-8299 Cationic Emulsion by Dow Corning.
Another group of aminosilicone corresponding to this definition is represented by the following formula (G):
CH, CH, CH, CH,
H,C Si— O - - Si - O— Si - -O— Si— CH,
I
A
CH, CH¾ I CH,
(G) n NH
(CH2)2 NH, m in which:
m and n are numbers such that the sum (n + m) ranges from 1 to 2,000 and in particular from 50 to 150, it being possible for n to denote a number from 0 to 1,999 and in particular from 49 to 149, and for m to denote a number from 1 to 2,000 and in particular from 1 to 10;
A denotes a linear or branched alkylene group containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This group is preferably branched.
The weight-average molecular weight (Mw) of these aminosilicones ranges preferably from 500 to 1,000,000 and even more particularly from 1,000 to 200,000.
A silicone having this formula is for example DC2-8566 Amino Fluid by Dow Corning. (iii) Aminosilicone corresponding to formula (H): Q
(H)
Figure imgf000008_0001
in which:
R5 independently represents a monovalent hydrocarbon-based group containing from
1 to 18 carbon atoms, and in particular a CI -CI 8 alkyl or C2-C18 alkenyl group, for example methyl;
R6 represents a divalent hydrocarbon-based group, in particular a CI -CI 8 alkylene group or a divalent CI -CI 8, for example C1-C8, alkyleneoxy group linked to the Si via an SiC bond;
Q" is an anion such as a halide ion, in particular chloride, or an organic acid salt (for example acetate);
r represents a mean statistical value from 2 to 20 and in particular from 2 to 8;
s represents a mean statistical value from 20 to 200 and in particular from 20 to 50. Such aminosilicones are described more particularly in patent US 4 185 087 (iv) Quaternary ammonium silicones having formula (I):
2X"
FL OH
i I I '
R8 - N - CH2-CH-CH - R6 Si - O - Ί S - CH2 - CHOH - CH2 N - R. (I)
I I
R, R, R, in which:
R7 independently represents a monovalent hydrocarbon-based group containing from
1 to 18 carbon atoms, and in particular a CI -CI 8 alkyl group, a C2-C18 alkenyl group or a ring containing 5 or 6 carbon atoms, for example methyl;
R6 independently represents a divalent hydrocarbon-based group, in particular a
CI -CI 8 alkylene group or a divalent CI -CI 8, for example C1-C8, alkyleneoxy group linked to the Si via a SiC bond;
R.8 independently represents a hydrogen atom, a monovalent hydrocarbon-based group containing from 1 to 18 carbon atoms, and in particular a CI -CI 8 alkyl group, a C2-C18 alkenyl group or a -R6-NHCOR7 group;
X" is an anion such as a halide ion, in particular chloride, or an organic acid salt (for example acetate);
r represents a mean statistical value from 2 to 200 and in particular from 5 to 100; These silicones are described, for example, in patent application EP-A 0 530 974.
Aminosilicone having formula (J):
Si— Rc (J)
Figure imgf000009_0001
in which:
Rls R2, R3 and R4 independently denote a C1-C4 alkyl group or a phenyl group; R5 denotes a C1-C4 alkyl group or a hydroxy group;
m is an integer ranging from 1 to 5;
n is an integer ranging from 1 to 5;
and in which x is chosen such that the amine number is between 0.01 and 1 meq/g;
(yi) Multiblock polyoxyalkylenated aminosilicone, of type (AB)n, A being a polysiloxane block and B being a polyoxyalkylenated block containing at least one amine group.
Said silicones are preferably constituted of repeating units having the following general formula:
[-(SiMe20)xSiMe2 - R -N(R")- R'-0(C2H40)a(C3H60)b -R'-N(H)-R-] or alternatively [-(SiMe20)xSiMe2 - R -N(R")- R' - 0(C2H40)a(C3H60)b -] in which:
a is an integer greater than or equal to 1, preferably ranging from 5 to 200, more particularly ranging from 10 to 100;
b is an integer comprised between 0 and 200, preferably ranging from 4 to 100, more particularly between from 5 and 30;
x is an integer ranging from 1 to 10,000, more particularly from 10 to 5,000;
R" is a hydrogen atom or a methyl;
R independently represents a divalent linear or branched C2-C12 hydrocarbon-based group, optionally including one or more heteroatoms such as oxygen; preferably, R independently denotes an ethylene group, a linear or branched propylene group, a linear or branched butylene group, or a -CH2CH2CH2OCH(OH)CH2- group;
preferentially R independently denotes a -CH2CH2CH2OCH(OH)CH2- group;
R independently represent a divalent linear or branched C2-C12 hydrocarbon-based group, optionally including one or more heteroatoms such as oxygen; preferably, R' denotes an ethylene group, a linear or branched propylene group, a linear or branched butylene group, or a -CH2CH2CH2OCH(OH)CH2- group; preferentially R denotes -CH(CH3)-CH2-.
The siloxane blocks preferably represent between 50 and 95 mol% of the total weight of the silicone, more particularly from 70 to 85 mol%.
The amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
The weight-average molecular weight (Mw) of the silicone is preferably between 5,000 and 1,000,000, more particularly between 10,000 and 200,000.
Mention may be made especially of the silicones sold under the names SILSOFT A-843 or SILSOFT A+ by Momentive.
(vii) Alkylaminosilicone corresponding to formulae (K' and K) below:
Figure imgf000010_0001
in which
R, R' and R" independently represent a C1-C4 alkyl or hydroxy group,
A represents a C3 alkylene group and m and n are such that the weight-average molecular mass of the compound is between 5,000 and 500,000 approximately;
Figure imgf000011_0001
in which:
x and y are numbers ranging from 1 to 5,000; preferably, x ranges from 10 to 2,000 and especially from 100 to 1,000; preferably, y ranges from 1 to 100;
Rl and R2 independently preferably identical, are linear or branched, saturated or unsaturated alkyl groups, comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and especially 12 to 20 carbon atoms;
A denotes a linear or branched alkylene group containing from 2 to 8 carbon atoms. Preferably, A comprises 3 to 6 carbon atoms, especially 4 carbon atoms; preferably, A is branched.
Mention may be made especially of the following divalent groups: -CH2CH2CH2- and -CH2CH(CH3)CH2-.
Preferably, Rl and R2 are independently saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and especially 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, Rl and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
Preferentially, the silicone is of formula (K) with:
x ranging from 10 to 2,000 and especially from 100 to 1,000;
y ranging from 1 to 100;
A comprising 3 to 6 carbon atoms and especially 4 carbon atoms; preferably, A is branched; and more particularly A is chosen from the following divalent groups: CH2CH2CH2 and -CH2CH(CH3)CH2-; and
Rl and R2 independently being linear, saturated alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and especially 12 to 20 carbon atoms; chosen in particular from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, Rl and R2, which may be identical or different, being chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
A preferred silicone of formula (K) is bis-cetearyl amodimethicone.
Mention may be made especially of the silicone sold under the name SILSOFT AX by Momentive.
The aminosilicones of the present disclosure may also be chosen from polydimethylsiloxanes comprising primary amine groups at the chain end or on side chains, for example
aminopropyl end or side groups, for instance those of formula (A), (B), or (C):
Figure imgf000012_0001
Figure imgf000012_0002
Hz CHaCHzCHrS CHai O-ISiiCHai Olrt-SiiCHj^Ha (C)
In formula (A): the value of n is such that the weight-average molecular weight of the silicone is between 500 and 55,000. As an example of aminosilicone (A), mention may be made of those sold under the names DMS-A11, DMS-A12, DMS-A15, DMS-A21, DMS-A31, DMS-A32 and DMS-A35 by the company Gelest.
In formula (B), the values of n and m are such that the weight-average molecular weight of the silicone is between 1,000 and 55,000. As examples of silicone (B), mention may be made of those sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS-1203 by the company Gelest and KF-8015 by the company Shin Etsu.
In formula (C), the value of n is such that the weight-average molecular weight of the silicone is between 500 and 3,000. As an example of silicone (C), mention may be made of those sold under the names MCR-A11 and MCR-A12 by the company Gelest.
Preferably, the aminosilicone according to the present invention is amodimethicone such as the amodimethicone sold under the name KF 8020 from the supplier Shin Etsu, or the tradename SILSOFT 253 from the supplier MOMENTIVE PERFORMANCE MATERIALS. Another preferred aminosilicone is an amodimethicone of formula (F) sold under the tradename XIAMETER® MEM-8299 Cationic Emulsion by Dow Corning.
In other embodiments, the aminosilicone according to the present invention is chosen from bis-cetearyl amodimethicone (sold under the name SILSOFT AX by Momentive).
Another preferred aminosilicone that may be used in the composition of the present invention is aminopropyl dimethicone, for example, aminopropyl dimethicone sold under the name KF-8015 from Shin Etsu. Aminosilicones suitable for use according to the present invention include, but are not limited to, volatile and non- volatile, cyclic, linear, and branched aminosilicones having a viscosity ranging from 5xl0~6 to 2.5 m2/s at 25°C, for example, from 1 *10"5 to 1 m2/s. The amount of the (a) aminosilicone in the composition according' to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 1.5% by weight or more, relative to the total weight of the composition. The amount of the (a) aminosilicone in the composition according to the present invention may be 20%» by weight or less, preferably 15% by weight or less, more preferably 10% by weight or less, and even more preferably 5%> by weight or less, relative to the total weight of the composition.
The amount of the (a) aminosilicone in the composition according to the present invention may range from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, and even more preferably from 1.5% to 5% by weight, relative to the total weight of the composition.
(Silicone) The composition according to the present invention comprises (b) at least one silicone other than the (a) aminosilicone. A single type of silicone may be used, or two or more different types of silicones may be used in combination.
It is preferable that the (b) silicone is selected from silicone oils.
Here, "silicone oil" means a silicone compound or substance which is in the form of a liquid or a paste at room temperature (25°C) under atmospheric pressure (760 mmHg). As the silicone oils, those generally used in cosmetics may be used alone or in combination thereof. Silicones or organopolysiloxanes are defined, for instance, by Walter NOLL in "Chemistry and Technology of Silicones" (1968), Academic Press. They may be volatile or non- volatile.
Thus, the silicone oil(s) may be selected from volatile silicones, non-volatile silicones and mixtures thereof.
Thus, the silicone oil may comprise either at least one volatile silicone oil or at least one non-volatile silicone oil, or both of at least one volatile silicone oil and at least one
non-volatile silicone oil. The volatile or non- volatile silicone may be selected from linear, branched, or cyclic silicones, optionally modified with at least one organo-functional moiety or group.
For example, the silicone oil may be selected from the group consisting of
polydialkylsiloxanes such as polydimethylsiloxanes (PDMS), polyalkylarylsiloxanes such as phenyltrimethicone, polydiarylsiloxanes, and organo-modified polysiloxanes comprising at least one organo-functional moiety or group chosen from poly(oxyalkylene) moieties or groups, alkoxy or alkoxyalkyl moieties or groups, hydroxyl or hydroxylated moieties or groups, acyloxy or acyloxyalkyl moieties or groups, carboxylic acid or carboxylate moieties or groups, acrylic moieties or groups, and oxazoline moieties. If the silicone oil(s) is/are volatile, the silicone oil(s) may be chosen from those having a boiling point ranging from 60°C to 260°C, for example:
(i) cyclic silicones such as polydialkylsiloxanes comprising from 3 to 7, for instance, from 4 to 5 silicon atoms. Non-limiting examples of such siloxanes include octamethylcyclotetrasiloxane marketed, for instance, under the trade name
VOLATILE SILICONE® 7207 by UNION CARBIDE and SILBIONE® 70045 V2 by RHODIA, decamethylcyclopentasiloxane marketed under the trade name
VOLATILE SILICONE® 7158 by UNION CARBIDE, and SILBIONE® 70045 V5 by RHODIA, KF-995 by SHIN ETSU, as well as mixtures thereof.
Cyclomethicones may also be used, for example, those marketed under the references DC 244, DC 245, DC 344, DC 345, and DC 246 by DOW CORNING. Cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type may also be used, such as SILICONE VOLATILE® FZ 3109 marketed by UNION CARBIDE, of formula
Figure imgf000014_0001
wherein:
Figure imgf000014_0002
D1 is -Si— 0-
I Combinations of cyclic silicones such as polydialkylsiloxanes with silicon derived organic compounds may also be used, such as an octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) mixture, and an
octamethylcyclotetrasiloxane and oxy-1 ,r-(hexa-2,2,2',2',3,3'-trimethylsilyloxy) bis-neopentane mixture; and
(ii) linear volatile polydialkylsiloxanes comprising from 2 to 9 silicon atoms. A
non-limiting example of such a compound is decamethyltetrasiloxane marketed, for instance, under the trade name "SH-200" by TORAY SILICONE. Silicones belonging to this class are also described, for example, in Cosmetics and Toiletries, Vol. 91, Jan. 76, P. 27-32-TODD & BYERS "Volatile Silicone Fluids for
Cosmetics".
If the silicone oil(s) is/are volatile, the silicone oil(s) may be chosen from cyclic silicones.
On the other hand, the silicone oil(s) may be chosen from non- volatile silicones, such as polydialkylsiloxanes, polyalkylarylsiloxanes, polydiarylsiloxanes, and organo-modified polysiloxanes as explained above.
The molecular weight of the (b) silicone, preferably polydimethylsiloxanes with trimethylsilyl end groups, has a weight-average molecular weight (Mw) of 300 000 or more, preferably 350 000 or more, more preferably 400 000 or more, and preferably 3 000 000 or less, more preferably 2 000 000 or less, even more preferably 1 000 000 or less. According to one embodiment, the (b) silicone, preferably silicone oil, may be chosen from non- volatile polydialkylsiloxanes, for example, polydimethylsiloxanes with trimethylsilyl end groups known under the trade name dimethicones.
The (b) silicones that are preferred in accordance with the present invention may be the polydimethylsiloxanes with trimethylsilyl end groups, such as the oils having a viscosity at 25°C greater than 1 000 000 cSt (mm2/s), even more preferentially a viscosity greater than 2 000 000 cSt, and even more particularly greater than 5 000 000 cSt, better still greater than 10 000 000 cSt and preferably less than 50 000 000 cSt, better still less than 30 000 000 cSt, even better still less than 15 000 000 cSt.
According to the present invention, all the polydimethylsiloxanes can be used as they are or in the form of solutions, emulsions, nanoemulsions or microemulsions.
Non-limiting examples of commercial products corresponding to such polydialkylsiloxanes include BY22-029 (product of Dow Corning Toray, Co., Ltd.; nonionic emulsion of dimethicone oil), BY22-060 (product of Dow Corning Toray, Co., Ltd.; cationic emulsion containing a solution obtained by diluting highly polymerized dimethicone with a low viscosity silicone), BY22-019 (product of Dow Corning Toray, Co., Ltd.; nonionic and cationic emulsion containing a solution obtained by diluting highly polymerized dimethicone with cyclic silicone), BY22-020 (product of Dow Corning Toray, Co., Ltd.; cationic emulsion containing a solution obtained by diluting a highly polymerized dimethicone with light liquid isoparaffin), KM902 (product of Shin-Etsu Chemical Co., Ltd.; nonionic emulsion of highly polymerized dimethicone), KM903 (product of Shin-Etsu Chemical Co., Ltd.; cationic emulsion containing a solution obtained by diluting a highly polymerized dimethicone with a low viscosity silicone), X-52-2127 (product of Shin-Etsu Chemical Co., Ltd.; cationic emulsion containing a solution obtained by diluting a highly polymerized dimethicone with low viscosity silicone), X-52-2162 (product of Shin-Etsu Chemical Co., Ltd.; nonionic emulsion containing a solution obtained by diluting a highly polymerized dimethicone with low viscosity silicone), EMU101 (product of Momentive Performance Materials, Inc.;
nonionic emulsion containing a solution obtained by diluting highly polymerized dimethicone with low viscosity silicone), XS65-B3803 (product of Momentive Performance Materials, Inc.; nonionic emulsion containing a solution obtained by diluting highly polymerized dimethicone with low viscosity silicone), DC 7-3100 (product of Dow Corning Toray Silicone, Co., Ltd.
Polyalkylarylsiloxanes may be chosen from polydimethyl/methylphenylsiloxanes, linear and/or branched polydimethyl/diphenyl siloxanes.
Non-limiting examples of such polyalkylarylsiloxanes include the products marketed under the following trade names:
SILBIONE® fluids of the 70 641 series from RHODIA; RHODORSIL® fluids of the 70 633 and 763 series from RHODIA;
phenyltrimethicone fluid marketed under the reference DOW CORNING 556 COSMETIC GRADE FLUID by DOW CORNING;
PK series silicones from BAYER, for example, the PK20 product; PN, PH series silicones from BAYER, for example, the PN1000 and PHI 000 products; and some SF series fluids from GENERAL ELECTRIC, such as SF 1023, SF 1154, SF 1250, and SF 1265. Organo-modified silicones which may be used according to the present invention include, but are not limited to, silicones such as those previously defined and comprising within their structure at least one organo-functional moiety or group linked directly or by means of a hydrocarbon group. Organo-modified silicones may include, for example, polyorganosiloxanes comprising:
polyethyleneoxy and/or polypropyleneoxy moieties optionally comprising C6-C24 alkyl moieties, such as products called dimethicone copolyols marketed by DOW CORNING under the trade name DC 1248 and under the trade name DC Q2-5220 and SILWET® L 722, L 7500, L 77, and L 711 fluids marketed by UNION CARBIDE and (C12)alkyl-methicone copolyol marketed by DOW CORNING under the trade name Q2 5200;
alkoxylated moieties, such as the product marketed under the trade name "SILICONE
COPOLYMER F-755" by SWS SILICONES and ABIL WAX® 2428, 2434, and 2440 by GOLDSCHMIDT;
hydroxylated moieties, such as hydroxyalkyl function-containing polyorganosiloxanes described, for instance, in French Patent Application No. FR-A-85 163 34;
acyloxyalkyl moieties, for example, the polyorganosiloxanes described in U.S. Pat. No.
4,957,732;
anionic moieties of the carboxylic acid type, for example, the products described in European Patent No. 0 186 507, marketed by CHISSO CORPORATION, and carboxylic alkyl anionic moieties, such as those present in the X-22-3701E product marketed by SHIN-ETSU;
2-hydroxyalkyl sulfonate; and 2-hydroxyalkyl thiosulfate such as the products marketed by GOLDSCHMIDT under the trade names «ABIL® S201» and «ABIL® S255»;
acrylic moieties, such as the products marketed under the names VS80 and VS70 by 3M; and oxazoline moieties
Figure imgf000016_0001
silicones that may be used according to the present invention may comprise 1 or 2 oxazoline groups; for example, poly(2 -methyl oxazoline-b-dimethyl siloxane-b-2-methyl oxazoline) and poly(2-ethyl-2-oxazoline-dimethyl siloxane). The products marketed by KAO under the references OX-40, OS-51, OS-96, and OS-88 may also be used.
Polydimethylsiloxanes with dimethylsilanol end groups may also be used, for example, those sold under the trade name dimethiconol (CTFA), such as fluids of the 48 series marketed by RHODIA. If the silicone oil(s) is/are non-volatile, the silicone oil(s) may be chosen from
polydimethylsiloxanes and organo-modified polydimethylsiloxanes.
It may be preferable that the silicone oil be selected from volatile or non- volatile silicone oils, such as volatile or non-volatile polydimethylsiloxanes (PDMS) containing a linear or cyclic silicone chain, that are liquid or pasty at ambient temperature, in particular cyclopolydimethylsiloxanes (cyclomethicones) such as cyclopentasiloxane and cyclohexasiloxane; polydimethylsiloxanes containing alkyl, alkoxy, or phenyl groups that are pendent and/or at the end(s) of the silicone chain, which groups have from 2 to 24 carbon atoms; phenyl silicones such as phenyltrimethicones, phenyldimethicones,
phenyltrimethylsiloxydiphenylsiloxanes, diphenyldimethicones,
diphenylmethyldiphenyltrisiloxanes, 2-phenylethyltrimethyl siloxysilicates, and
polymethylphenylsiloxanes; and organo-modified silicones such as dimethiconol.
It is possible to use a combination of at least one volatile silicone and at least one non-volatile silicone, as the silicone oil. Non-limiting examples of such combinations include a mixture of cyclopentasiloxane and dimethiconol, marketed, for instance, under the trade name
Xiameter PMX-1501 Fluid by Dow Corning.
The amount of the (b) silicone in the composition according to the present invention may be 0.1 % by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 3.0% by weight or more, relative to the total weight of the composition. The amount of the (b) silicone in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, more preferably 10%) by weight or less, and even more preferably 8% by weight or less, relative to the total weight of the composition.
The amount of the (b) silicone in the composition according to the present invention may range from 0.1%» to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, and even more preferably from 3.0% to 8% by weight, relative to the total weight of the composition.
According to one particular embodiment of the present invention, the weight ratio of the (a) aminosilicone/the (b) silicone may be from 0.01 to 5, preferably from 0.1 to 1, and more preferably from 0.2 to 0.5.
(Hydrocarbon Oil)
The composition according to the present invention comprises (c) at least one hydrocarbon oil. Two or more types of hydrocarbon oils may be used in combination.
The term "oil" used herein means a water-immiscible non-aqueous compound that is liquid at room temperature (25 °C) and at atmospheric pressure (760 mmHg).
The term "hydrocarbon oil" (also called as "hydrocarbon-based oil" or "hydrocarbonated oil") used herein means an oil formed essentially from, or even constituted by, carbon and hydrogen atoms, and optionally oxygen and nitrogen atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and/or amide groups.
Preferably, the hydrocarbon oil is a non- volatile oil. The term "non- volatile oil" means an oil whose vapour pressure at room temperature and atmospheric pressure is non-zero and less than 0.02 mmHg (2.66 Pa) and better still less than 10"3 mmHg (0.13 Pa).
Preferably, the hydrocarbon oil is an apolar oil. The term "apolar oil" used herein means an oil whose solubility parameter at 25°C, 5a, is equal to 0 (J/cm3)1/2. The definition and calculation of the solubility parameters in the Hansen three-dimensional solubility space are described in the article by CM. Hansen: "The three dimensional solubility parameters", J. Paint Technol. 39, 105 (1967).
The (c) hydrocarbon oil may be from plant, mineral or synthetic origin. Preferably, the (c) hydrocarbon oil may be chosen from linear or branched, saturated or unsaturated
hydrocarbons of mineral or synthetic origin. Preferably, the (c) hydrocarbon oil contains more than 16 carbon atoms.
In particular said (c) hydrocarbon oil may be chosen from:
- liquid paraffin or derivatives thereof,
squalane,
isoeicosane,
naphthalene oil,
polybutylenes such as Indopol H-100 (molar mass or MW = 965 g/mol), Indopol H-300 (MW = 1340 g/mol) and Indopol H-1500 (MW - 2160 g/mol) sold or manufactured by the company Amoco,
polyisobutenes,
hydrogenated polyisobutylenes such as Parleam® sold by the company Nippon Oil Fats, Panalane H-300 E sold or manufactured by the company Amoco (MW = 1340 g/mol), Viseal 20000 sold or manufactured by the company Synteal (MW = 6000 g/mol) and Rewopal PIB 1000 sold or manufactured by the company Witco (MW = 1000 g/mol), or alternatively Parleam Lite sold by NOF Corporation,
decene/butene copolymers, polybutene/polyisobutene copolymers, especially Indopol
L-14,
- polydecenes and hydrogenated polydecenes such as: Puresyn 10 (MW = 723 g/mol) and Puresyn 150 (MW = 9200 g/mol) sold or manufactured by the company Mobil Chemicals, or alternatively Puresyn 6 sold by ExxonMobil Chemical), and
mixtures thereof. Preferably, the (c) hydrocarbon oil is selected from the group consisting of polybutenes, polyisobutenes, hydrogenated polyisobutenes, polydecenes and hydrogenated polydecenes, and mixtures thereof. More preferably, the (c) hydrocarbon oil is hydrogenated
polyisobutene. Even more preferably, the (c) hydrocarbon oil is mineral oil. The amount of the (c) hydrocarbon oil in the composition according to the present invention may be 0.1% by weight or more, preferably 0.3% by weight or more, and more preferably 0.5% by weight or more. The amount of the (c) hydrocarbon oil in the composition according to the present invention may be less than 20% by weight, preferably less than 15% by weight, and more preferably less than 10% by weight. The amount of the (c)
hydrocarbon oil in the composition according to the present invention may range from 0.1% to less than 20% by weight, preferably from 0.3% to less than 15% by weight, and more preferably from 0.5% to less than 10% by weight, relative to the total weight of the
composition. It is preferable that the amount of the (c) hydrocarbon oil in the composition according to the present invention be less than 10% by weight, more preferably less than 9% by weight, and even more preferably less than 8% by weight, relative to the total weight of the composition.
For reducing the friction coefficient of keratin fibers under dry conditions, it may be preferable that the amount of the (c) hydrocarbon oil in the composition according to the present invention be from 0.5% to less than 10% by weight, more preferably from 1.0% to less than 10% by weight, and more preferably from 2.5% to less than 10% by weight, relative to the total weight of the composition. For reducing the friction coefficient of keratin fibers under wet conditions, it may be preferable that the amount of the (c) hydrocarbon oil in the composition according to the present invention be from 0.5% to less than 10% by weight, more preferably from 0.5% to less than 5% by weight, and more preferably from 1.0% to less than 5% by weight, relative to the total weight of the composition.
(Fatty Alcohol)
The composition according to the present invention may comprise (d) at least one fatty alcohol. Two or more types of fatty alcohols may be used in combination.
The term "fatty" here means the inclusion of a relatively large number of carbon atoms. Thus, alcohols which have 6 or more, preferably 8 or more, and more preferably 10 or more carbon atoms are encompassed within the scope of fatty alcohols. The fatty alcohols may be saturated or unsaturated. The fatty alcohol may be linear or branched. Two or fatty alcohols may be used in combination.
The fatty alcohol may have the structure R-OH wherein R is chosen from saturated and unsaturated, linear and branched radicals containing from 8 to 40 carbon atoms, for example from 8 to 30 carbon atoms. In at least one embodiment, R is chosen from C12-C24 alkyl and C12-C24 alkenyl groups. R may be or may not be substituted with at least one hydroxyl group.
Non-limiting examples of fatty alcohols that may be mentioned include lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol, linoleyl alcohol, undecylenyl alcohol, palmitoleyl alcohol, arachidonyl alcohol, erucyl alcohol, cetearyl alcohol, and mixtures thereof.
Examples of suitable fatty alcohols include, but are not limited to, cetyl alcohol, cetearyl alcohol, stearyl alcohol, behenyl alcohol, oleyl alcohol, and mixtures thereof.
The fatty alcohol may represent a mixture of fatty alcohols, which means that several species of fatty alcohol may coexist, in the form of a mixture, in a commercial product.
According to at least one embodiment, the fatty alcohol used in the composition according to the present invention is chosen from cetyl alcohol and cetearyl alcohol.
The amount of the (d) fatty alcohol in the composition according to the present invention may be 0.1%) by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 3.0% by weight or more, relative to the total weight of the composition. The amount of the (d) fatty alcohol in the composition according to the present invention may be 25% by weight or less, preferably 20% by weight or less, more preferably 15% by weight or less, and even more preferably 10%o by weight or less, relative to the total weight of the composition. The amount of the (d) fatty alcohol in the composition according to the present invention may range from 0.1% to 25% by weight, preferably from 0.5% to 20% by weight, more preferably from 1.0% to 15% by weight, and even more preferably from 3.0% to 10% by weight, relative to the total weight of the composition. (Cationic Surfactant)
The composition according to the present invention may comprise (e) at least one cationic surfactant. Two or more types of cationic surfactants may be used in combination. The cationic surfactant may be selected from the group consisting of optionally
polyoxyalkylenated, primary, secondary or tertiary fatty amine salts, quaternary ammonium salts, and mixtures thereof.
Examples of quaternary ammonium salts that may be mentioned include, but are not limited to:
those of general formula (V) below:
\ /
x-
R /2 \ R4
(V)
wherein
Ri, R2, R3, and R4, which may be identical or different, are chosen from linear and branched aliphatic radicals comprising from 1 to 30 carbon atoms and optionally comprising
heteroatoms such as oxygen, nitrogen, sulfur and halogens. The aliphatic radicals may be chosen, for example, from alkyl, alkoxy, C2-C6 polyoxyalkylene, alkylamide,
(C12-C22)alkylamido(C2-C6)alkyl, (C12-C22)alkylacetate and hydroxyalkyl radicals; and aromatic radicals such as aryl and alkylaryl; and X" is chosen from halides, phosphates, acetates, lactates, (C2-C6) alkyl sulfates and alkyl- or alkylaryl-sulfonates;
quaternary ammonium salts of imidazoline, for instance those of formula (VI) below:
Figure imgf000020_0001
(VI)
wherein:
R5 is chosen from alkenyl and alkyl radicals comprising from 8 to 30 carbon atoms, for example fatty acid derivatives of tallow or of coconut;
R6 is chosen from hydrogen, d-C4 alkyl radicals, and alkenyl and alkyl radicals comprising from 8 to 30 carbon atoms;
R7 is chosen from C!-C4 alkyl radicals;
Rs is chosen from hydrogen and d-C4 alkyl radicals; and
X" is chosen from halides, phosphates, acetates, lactates, alkyl sulfates, alkyl sulfonates, and alkylaryl sulfonates. In one embodiment, R5 and R6 are, for example, a mixture of radicals chosen from alkenyl and alkyl radicals comprising from 12 to 21 carbon atoms, such as fatty acid derivatives of tallow, R7 is methyl and R8 is hydrogen. Examples of such products include, but are not limited to, Quaternium-27 (CTFA 1997) and Quaternium-83 (CTFA 1997), which are sold under the names "Rewoquat®" W75, W90, W75PG and W75HPG by the company Witco;
diquaternary ammonium salts of formula (VII):
Figure imgf000021_0001
wherein:
R9 is chosen from aliphatic radicals comprising from 16 to 30 carbon atoms;
Rio, Rn, Ri2, Ri3, and RH, which may be identical or different, are chosen from hydrogen and alkyl radicals comprising from 1 to 4 carbon atoms; and
X" is chosen from halides, acetates, phosphates, nitrates, ethyl sulfates, and methyl sulfates. An example of one such diquaternary ammonium salt is propanetallowdiammonium dichloride; and
quaternary ammonium salts comprising at least one ester function, such as those of formula (VIII) below:
Figure imgf000021_0002
wherein:
Ri5 is chosen from Ci-Ce alkyl radicals and Ci-Ce hydroxyalkyl and dihydroxyalkyl radicals; R16 is chosen from:
the radical blow:
O
II
Rl C ,
linear and branched, saturated and unsaturated Ci-c22 hydrocarbon-based radicals R20, and hydrogen,
R18 is chosen from:
the radical below:
O
¾1 C— ,
linear and branched, saturated and unsaturated Ci-C6 hydrocarbon-based radicals R22, and hydrogen,
Rn, R19, and R2i, which may be identical or different, are chosen from linear and branched, saturated and unsaturated, C7-C21, hydrocarbon-based radicals;
r, n, and p, which may be identical or different, are chosen from integers ranging from 2 to 6; y is chosen from integers ranging from 1 to 10;
x and z, which may be identical or different, are chosen from integers ranging from 0 to 10; X" is chosen from simple and complex, organic and inorganic anions; with the proviso that the sum x+y+z ranges from 1 to 15, that when x is 0, Ri6 denotes R20, and that when z is 0, Ris denotes R22. R15 may be chosen from linear and branched alkyl radicals. In one embodiment, Ri5 is chosen from linear alkyl radicals. In another embodiment, R15 is chosen from methyl, ethyl, hydroxyethyl, and dihydroxypropyl radicals, for example methyl and ethyl radicals. In one embodiment, the sum x+y+z ranges from 1 to 10. When Ri6 is a hydrocarbon-based radical R20, it may be long and comprise from 12 to 22 carbon atoms, or short and comprise from 1 to 3 carbon atoms. When Ri8 is a hydrocarbon-based radical R22, it may comprise, for example, from 1 to 3 carbon atoms. By way of a non-limiting example, in one embodiment, Rn, R19, and R21, which may be identical or different, are chosen from linear and branched, saturated and unsaturated, Cu-C2i hydrocarbon-based radicals, for example from linear and branched, saturated and unsaturated Cn-C21 alkyl and alkenyl radicals. In another embodiment, x and z, which may be identical or different, are 0 or 1. In one embodiment, y is equal to 1. In another embodiment, r, n and p, which may be identical or different, are equal to 2 or 3, for example equal to 2. The anion X" may be chosen from, for example, halides, such as chloride, bromide, and iodide; and C1-C4 alkyl sulfates, such as methyl sulfate. However, methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate and lactate, and any other anion that is compatible with the ammonium comprising an ester function, are other non-limiting examples of anions that may be used according to the invention. In one embodiment, the anion X" is chosen from chloride and methyl sulfate.
In another embodiment, the ammonium salts of formula (VIII) may be used, wherein:
R15 is chosen from methyl and ethyl radicals,
x and y are equal to 1 ;
z is equal to 0 or 1 ;
r, n and p are equal to 2;
Ri6 is chosen from:
the radical below:
O
il
Rw— C—
methyl, ethyl, and C14-C22 hydrocarbon-based radicals,
hydrogen;
R1 is chosen from:
the radical below:
O
II
R21 C
hydrogen;
R17, Ri9, and R21, which may be identical or different, are chosen from linear and branched, saturated and unsaturated, Ci3-C17 hydrocarbon-based radicals, for example from linear and branched, saturated and unsaturated, C13-C17 alkyl and alkenyl radicals.
In one embodiment, the hydrocarbon-based radicals are linear.
Non-limiting examples of compounds of formula (VIII) that may be mentioned include salts, for example chloride and methyl sulfate, of diacyloxyethyl-dimethylammonium, of diacyloxyethyl-hydroxyethyl-methylamm- onium, of
monoacyloxyethyl-dihydroxyethyl-methylammonium, of triacyloxyethyl-methylammonium, of monoacyloxyethyl-hydroxyethyl-dimethyl- ammonium, and mixtures thereof. In one embodiment, the acyl radicals may comprise from 14 to 18 carbon atoms, and may be derived, for example, from a plant oil, for instance palm oil and sunflower oil. When the compound comprises several acyl radicals, these radicals may be identical or different. These products may be obtained, for example, by direct esterification of optionally
oxyalkylenated triethanolamine, triisopropanolamine, alkyldiethanolamine or
alkyldiisopropanolamine onto fatty acids or onto mixtures of fatty acids of plant or animal origin, or by transesterification of the methyl esters thereof. This esterification may be followed by a quaternization using an alkylating agent chosen from alkyl halides, for example methyl and ethyl halides; dialkyl sulfates, for example dimethyl and diethyl sulfates; methyl methanesulfonate; methyl para-toluenesulfonate; glycol chlorohydrin; and glycerol
chlorohydrin.
Such compounds are sold, for example, under the names Dehyquart® by the company Cognis, Stepanquat® by the company Stepan, Noxamium® by the company Ceca, and "Rewoquat® WE 18" by the company Rewo-Goldschmidt. .
The compositions according to the invention may comprise, for example, a mixture of quaternary ammonium mono-, di- and triester salts with a weight majority of diester salts.
A non-limiting example of a mixture of ammonium salts that may be used in the compositions according to the invention is that comprising from 15% to 30% by weight of
acyloxyethyl-dihydroxyethyl-methylammonium methyl sulfate, from 45% to 60% by weight of diacyloxyethyl-hydroxyethyl-methylammonium methyl sulfate, and from 15% to 30% by weight of triacyloxyethyl-methylammonium methyl sulfate, the acyl radicals of all these compounds comprising from 14 to 18 carbon atoms and being derived from optionally partially hydrogenated palm oil.
Other non-limiting examples of ammonium salts that may be used in the compositions according to the invention include the ammonium salts comprising at least one ester function described in U.S. Pat. Nos. 4,874,554 and 4,137,180.
Among the cationic surfactants that may be used in the composition according to the present invention, quaternary ammonium and diammonium salts include, for example,
distearyldimethylammonium chloride, cetyltnmethylammonium chloride (such as, for example, the products sold under the trade name Dehyquart A by Cognis, or Quartamin 60 W25 by Kao, or Genamin CTAC 25 by Clariant), behenyltnmethylammonium chloride (such as the products sold for example by Clariant under the trade name Genamin KDMP or
Genamin BTLF, or by Evonik Goldschmidt under the name Varisoft BT 85), behentrimonium chloride, cetrimonium chloride, oleocetyldimethylhydroxyethylammonium chloride, behenoylhydroxypropyltrimethylammonium chloride (such as the product sold by Kao under the name Quartamin BTC 131 ) stearamidopropyldimethyl (myristyl acetate) ammonium chloride, dipalmitoylethylhydroxyethylmethylammonium salt such as
di-palmitoylethylhydroxyethylmethylammonium methosulfate (INCI name ceterayl alcohol (and) dipalmitoylethyl hydroxyethylmonium methosulfate) (such as the product Dehyquart F 30 by Cognis), di(CrC2 alkyl)( C12-C22 alkyl)hydroxy(CrC2alkyl)ammonium salts, such as dialkyldimethylammonium or alkyltrimethylammonium salt in which the alkyl radical preferably comprises 12 to 24 carbon atoms, propanetallowdiammonium dichloride, behentrimonium methosulfate, and mixtures thereof. In a particular embodiment the cationic surfactant is selected from behentrimonium chloride, cetrimonium chloride, ceterayl alcohol (and) dipalmitoylethyl hydroxyethylmonium methosulfate, and mixtures thereof. The amount of the (e) cationic surfactant in the composition according to the present invention may be 0.1 % by weight or more, preferably 0.5% by weight or more, more preferably 1.0% by weight or more, and even more preferably 2.0% by weight or more, relative to the total weight of the composition. The amount of the (e) cationic surfactant in the composition according to the present invention may be 20% by weight or less, preferably 15% by weight or less, more preferably 10% by weight or less, and even more preferably 5% by weight or less, relative to the total weight of the composition.
The amount of the (e) cationic surfactant in the composition according to the present invention may range from 0.1 % to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, and even more preferably from 2.0% to 5% by weight, relative to the total weight of the composition.
(Optional Ingredient) The composition according to the present invention may also include at least one optional or additional ingredient.
The optional or additional ingredient(s) may be selected from the group consisting of cationic, anionic, nonionic, or amphoteric polymers; anionic, nonionic, or amphoteric surfactants; thickeners for water; organic or inorganic UV filters; peptides and derivatives thereof; protein hydrolyzates; swelling agents and penetrating agents; agents for combating hair loss;
anti-dandruff agents; natural or synthetic thickeners for oils; suspending agents; sequestering agents; opacifying agents; dyes; sunscreen agents; vitamins or provitamins; fragrances;
preservatives, co-preservatives, stabilizers; and mixtures thereof.
The amount of the optional or additional irigredient(s) is not limited, but may be from 0.01% to 30%) by weight, preferably from 0.1% to 20% by weight, and more preferably from 1% to 10%) by weight, relative to the total weight of the composition according to the present invention.
[Preparation]
The composition according to the present invention can be prepared by mixing the essential ingredient(s) as explained above, and optional ingredient(s), if necessary, as explained above.
The method and means to mix the above essential and optional ingredients are not limited. Any conventional method and means can be used to mix the above essential and optional ingredients to prepare the composition according to the present invention. The composition according to the present invention may be a cosmetic composition, preferably a hair cosmetic composition.
The composition according to the present invention may be a leave-on or leave-off type, preferably a leave-off type composition for cosmetic treatment of keratin fibers such as hair. [Process]
The present invention also relates to a process for treating keratin fibers such as hair, comprising:
(1) applying the composition according to the present invention as explained above to the keratin fibers;
(2) optionally rinsing the keratin fibers; and
(3) optionally drying the keratin fibers. As the drying step, any conventional drying technique may be used to dry the keratin fibers.
It is possible to perform, if necessary, a step of rinsing before and/or after drying the keratin fibers. [Use]
The present invention also relates to a use of at least one mineral oil in a composition for keratin fibers comprising a least one aminosilicone and at least one silicone other than the aminosilicone, for reducing the friction coefficient of the keratin fibers.
In one embodiment, the use is preferably for cosmetic purposes for the keratin fibers, for example, for conditioning of keratin fibers, and more preferably repairing damage of the keratin fibers such as hair. EXAMPLES
The present invention will be described in a more detailed manner by way of examples. However, these examples should not be construed as limiting the scope of the present invention.
Examples 1-4 and Comparative Example 1
[Preparation] Each of the treatment compositions for hair according to Example 1 (Ex. 1) and Comparative Examples 1-4 (Comp. Ex. 1 to Comp. Ex. 4) was prepared by mixing the ingredients shown in Table 1. The numerical values for the amounts of the ingredients are all based on "% by weight" as active raw materials.
Table 1
Figure imgf000026_0001
* Weight-average molecular weight (Mw) = 450,000-550,000;
Viscosity = 13 000 000 cSt (mm2/s) at 25°C
** Dow Corning 969 Emulsion which comprises 30% of amodimethicone
[Evaluation]
{COF (dry)}
5 g of a bleached hair swatch was washed with a shampoo. 1.0 g of each of the
compositions according to Examples 1-4 and Comparative Example 1 was applied onto the hair swatch, then the hair swatch was dried for 120 minutes at 25 °C. The coefficient of friction (COF) of the dried hair swatch was measured by Kato Tec KES-SE. The above procedure was repeated 9 times to determine the average value of the coefficient of friction. The results are shown in Table 1 and Fig. 1. {COF (wet)}
5 g of a bleached hair swatch was washed with a shampoo. 1.0 g of each of the
compositions according to Examples 1-4 and Comparative Example 1 was applied onto the hair swatch. The coefficient of friction (COF) of the wet hair swatch was measured by Kato Tec KES-SE. The results are shown in Table 1 and Fig. 2.
{Summary}
It is clear from Table 1 as well as Fig. 1 and Fig. 2 that the addition of hydrocarbon oil can reduce friction of hair. Thus, the addition of hydrocarbon oil can provide a composition including aminosilicone and polydimethylsiloxane with smooth feeling to touch. It is also clear that the amount of hydrocarbon oil to be added should be less than 10% by weight relative to the total weight of the composition. The preferable amount of hydrocarbon oil to be added is 0.5% by weight or more and less than 10% by weight, more preferably from 1.0% to less than 10% by weight for dry conditions and from 0.5% to 5.0% by weight for wet conditions, and even more preferably from 2.5% to less than 10% by weight for dry conditions and from 1.0% to 5.0% by weight for wet conditions.

Claims

1. A composition for keratin fibers comprising:
(a) at least one aminosilicone;
(b) at least one silicone other than the (a) aminosilicone; and
(c) at least one hydrocarbon oil,
wherein the (b) silicone has a weight-average molecular weight (Mw) of 300 000 or more.
2. The composition according to Claim 1, wherein the amount of the (a) aminosilicone is from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, and more preferably from 1.0 to 10% by weight, relative to the total weight of the composition.
3. The composition according to Claim 1 or 2, wherein the (b) silicone is selected from silicone oils.
4. The composition according to any one of Claims 1 to 3, wherein the (b) silicone is selected from the group consisting of polydialkylsiloxanes, polyalkylarylsiloxanes, polydiarylsiloxanes, and organomodified polysiloxanes comprising at least one functional moiety chosen from poly(oxyalkylene) moieties, alkoxy moieties, hydroxylated moieties, acyloxyalkyl moieties, carboxylic acid moieties, acrylic moieties, and oxazoline moieties.
5. The composition according to any one of Claims 1 to 4, wherein the (b) silicone has a weight-average molecular weight (Mw) of 350 000 or more, and preferably 400 000 or more.
6. The composition according to any one of Claims 1 to 5, wherein the amount of the
(b) silicone is from 0.1% to 20% by weight, preferably from 0.5% to 15% by weight, more preferably from 1.0% to 10% by weight, relative to the total weight of the composition.
7. The composition according to any one of Claims 1 to 6, wherein the (c) hydrocarbon oil is mineral oil.
8. The composition according to any one of Claims 1 to 7, wherein the amount of the
(c) hydrocarbon oil is from 0.1% to less than 20% by weight, preferably from 0.3% to less than 15% by weight, and more preferably from 0.5% to less than 10% by weight, relative to the total weight of the composition.
9. The composition according to any one of Claims 1 to 8, wherein the composition further comprises (d) at least one fatty alcohol.
10. The composition according to any one of Claims 1 to 9, wherein the composition further comprises (e) at least one cationic surfactant.
11. The composition according to any one of Claims 1 to 10, wherein the composition is intended for cosmetic treatment of keratin fibers such as hair, preferably for conditioning of keratin fibers, and more preferably for reducing friction coefficient of keratin fibers.
12. The composition according to any one of Claims 1 to 11, wherein the composition is a leave-off type composition for cosmetic treatment of keratin fibers such as hair.
13. A process for treating keratin fibers such as hair, comprising:
(1) applying the composition according to any one of Claims 1 to 12 to the keratin fibers;
(2) optionally rinsing the keratin fibers; and
(3) optionally drying the keratin fibers.
14. The process according to Claim 13, wherein the process is intended for cosmetic treatment of keratin fibers, for conditioning of keratin fibers, and more preferably for reducing friction coefficient of keratin fibers.
15. Use of at least one hydrocarbon oil in a composition for keratin fibers comprising a least one aminosilicone and at least one silicone other than the aminosilicone, for reducing the friction coefficient of the keratin fibers.
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