WO2021224203A1 - Utilisation de copolymères hyper-ramifiés pour équilibrer la croissance microbienne - Google Patents

Utilisation de copolymères hyper-ramifiés pour équilibrer la croissance microbienne Download PDF

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Publication number
WO2021224203A1
WO2021224203A1 PCT/EP2021/061619 EP2021061619W WO2021224203A1 WO 2021224203 A1 WO2021224203 A1 WO 2021224203A1 EP 2021061619 W EP2021061619 W EP 2021061619W WO 2021224203 A1 WO2021224203 A1 WO 2021224203A1
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Prior art keywords
hbc
incubation
cse
cmf
cmg
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PCT/EP2021/061619
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English (en)
Inventor
Sebastien Mongiat
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Dsm Ip Assets B.V.
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Publication of WO2021224203A1 publication Critical patent/WO2021224203A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02—Amines; Quaternary ammonium compounds
    • A01N33/12—Quaternary ammonium compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/74—Synthetic polymeric materials
    • A61K31/785—Polymers containing nitrogen
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/88—Polyamides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005—Antimicrobial preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54—Polymers characterized by specific structures/properties
    • A61K2800/544—Dendrimers, Hyperbranched polymers

Definitions

  • the present invention relates to the balancing of microbial growth.
  • Balancing of microbial growth is an important aspect of health. Particularly important for the human health is the skin.
  • the skin serves as the primary physical barrier to protect the body from the external environment, and is a particularly important barrier for any infection.
  • the skin tissue always remains in constant contact with the environment and, therefore, it has to face and resolve threats and challenges from invading pathogens.
  • the exposed skin surface is not only challenged by pathogenic foreign bacteria, but it also remains in contact and interacts with the resident commensal bacteria. In spite of all these challenges from the foreign and the commensal microbes, healthy skin remains infection free and the numbers of the resident microflora remains constant. Hence, it is important that the skin remains in healthy conditions.
  • the problem to be solved by the present invention is to offer an ingredient which has advantageous properties in the application to hair and skin, which, however, has a good microbial growth balancing.
  • a specific hyperbranched copolymer can be used in balancing the microbial growth according to claim 1 to solve this problem.
  • HBC hyperbranched copolymer
  • the skin is particularly important for the human health.
  • the skin serves as the primary physical barrier to protect the body from the external environment, and is a particularly important barrier for any infection.
  • the skin tissue always remains in constant contact with the environment and, there- fore, it has to face and resolve threats and challenges from invading pathogens.
  • the exposed skin surface is not only challenged by pathogenic foreign bacteria, but it also remains in contact and interacts with the resident commensal bacteria. In spite of all these challenges from the foreign and the commensal microbes, healthy skin remains infection free and the numbers of the resident microflora remains constant. Hence, it is important that the skin remains in healthy conditions.
  • C. acnes (formerly Propionibacterium acnes) enables host cells to respond effectively to a pathogenic insult, in which case C. acnes would serve a protective role.
  • Propionibacteria have also been shown to produce bacteriocins or bacteriocin-like compounds. Penetration of bacteria through the skin barrier mobilises a broad range of host defence mechanisms, such as professional phagocytes and cytokines.
  • ingredients of a cosmetic product should not lead to a disbalance of the microbes either by modifying the distribution of the commensal microbes among each other or stimulation of the growth of pathogenic microbes predominately over the growth of the commensal microbes.
  • Malassezia globosa and Malassezia furfur are fungi whereas Cutinobac- terium acnes (formerly Propionibacterium acnes) and Staphylococcus epidermidis are Gram positive bacteria which are all considered as commensal microbes.
  • Staphylococcus aureus on the other hand is a Gram positive bacterium which is a pathogenic microbe and which is redoubtable particularly due to the emergence of antibiotic-resistant strains of S. aureus such as methicillin-resistant S. aureus (MRSA) leading to a worldwide problem in clinical medicine.
  • MRSA methicillin-resistant S. aureus
  • HBC hyperbranched copolymer
  • balancing is used in this document to represent two different aspects. In a first aspect, balancing is the balancing the growth among the specific commensal microbes of the group consisting of M. globosa, M. furfur, C.
  • the balancing is maintaining the diversity of the co- culture of the commensal microbes of the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis.
  • balancing is the balancing between the commensal microbes of the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis over S. aureus.
  • the microbial growth of S. aureus is inhibited to a higher extent than of at least one microbe selected from the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis.
  • the present invention relates to a cosmetic, non- therapeutic use of a hyperbranched copolymer (HBC) obtained by polymerization of the monomers (i) and (ii) and (iii)
  • the individual shares of said microbes in the total number of microbes do not change more than ⁇ 50%, particularly not more than + 50% and not less than -30%, in relation to the respective shares of said microbes in the total number of microbes as determined directly after inoculation; and/or a second balancing (B2) characterized in that the hyperbranched copolymer (HBC) inhibits the microbial growth of S. aureus to a higher extent than of at least one microbe selected from the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis.
  • HBC hyperbranched copolymer
  • molecular weight Mn stands for the number average molecular weight.
  • a “C x-y -alkyl” group is an alkyl group comprising x to y carbon atoms, i.e., for example, a C 1-3 -alkyl group is an alkyl group comprising 1 to 3 carbon atoms.
  • the alkyl group can be linear or branched. For example -CH(CH 3 )-CH 2 -CH 3 is considered as a C 4 -alkyl group.
  • C x-y alkylene is an alkylene group comprising x to y carbon atoms.
  • the alkylene group can be linear or branched.
  • the "share of individual microbe in the total number of microbes” means the percentage of the number of an individual microbe in view of the "total number of microbes", i.e. of the sum of the colony counts of the microbes M. globosa, M. furfur, C. acnes and S. epidermidis.
  • the shares of the individual microbes can be easily represented by a pie diagram, such as used in figure 1 and 2, and is a good method of visualizing a distribution of individual microbes in a microbial co-culture. The change of these shares given as percentual change is a good mean for chan- ge in the microbes diversity and impact of an ingredients to a microbial co-culture.
  • Skin as used in this document, is meant to include the external surface of mammals, especially humans and includes skin, scalp and hair.
  • a single dotted line in a formula in the present document represents the bond by which said substituent is bound to the rest of a molecule.
  • the first balancing (B1) is particularly defined in that all changes of the individual shares are
  • CMG 0 represents the colony counts of M. globosa directly after inoculation
  • CMF 0 represents the colony counts of M. furfur directly after inoculation
  • CCA 0 represents the colony counts of C. aeries directly after inoculation
  • CSE 0 represents the colony counts of S. epidermidis directly after inoculation
  • CMG 4h represents the colony counts of M. globosa after 4 hours of incubation
  • CMF 4h represents the colony counts of M. furfur after 4 hours of incubation
  • CCA 4h represents the colony counts of C. acnes after 4 hours of incubation
  • CSE 4h represents the colony counts of S. epidermidis after 4 hours of incubation; wherein the incubation is at 37°C.
  • the change of the above individual share is positive for M. globosa and C. acnes.
  • the change of is S. epidermidis is rather low, i.e. not more than +10%.
  • the above changes of the individual shares are preferably +50% > ((r cMG4h /r CMG0 )- 1 )*100 > +20%, more preferably +40%>((r cMG4h /r CMG0 )-1 )*100 > +25%, and -10% > ((r cMF4h /r CMF0 )- 1 )*100 > -30%, more preferably -15% > ((r cMF4h /r CMF0 )- 1 )*100 > -25%, and +50% > ((r ccA4h /r ccA0 )- 1 )*100 > +20%, more preferably +40% > ((r ccA4h /r ccA0 )-1)*100 > +25%, and +10% > ((r csE4h /r csE0 )- 1 )*100 > -20%, more preferably +0% > ((r
  • CMG 4h represents the colony counts of M. globosa after 4 hours of incubation at 37°C in the presence of the hyperbranched copolymer (HBC);
  • CMF 4h represents the colony counts of M. furfur after 4 hours of incubation at 37°C in the presence of the hyperbranched copolymer (HBC);
  • CCA 4h represents the colony counts of C. acnes after 4 hours of incubation at 37°C in the presence of the hyperbranched copolymer (HBC);
  • CSE 4h represents the colony counts of S. epidermidis after 4 hours of incubation at 37°C in the presence of the hyperbranched copolymer (HBC); and
  • CMG 4hRef represents the colony counts of M. globosa after 4 hours of incubation at 37°C in the absence of the hyperbranched copolymer (HBC);
  • CMF 4hRef represents the colony counts of M. furfur after 4 hours of incubation at 37°C in the absence of the hyperbranched copolymer (HBC);
  • CCA 4hRef represents the colony counts of C. acnes after 4 hours of incubation at 37°C in the absence of the hyperbranched copolymer (HBC);
  • CSE 4hRef represents the colony counts of S. epidermidis after 4 hours of incubation at 37°C in the absence of the hyperbranched copolymer (HBC).
  • the second balancing (B2) is defined in that the hyperbranched copoly- mer (HBC) inhibits the microbial growth of S. aureus to a higher extent than of at least one microbe selected from the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis.
  • HBC hyperbranched copoly- mer
  • CSA 0 represents the colony counts of S. aureus directly after inoculation
  • CMG 0 represents the colony counts of M. globosa directly after inoculation
  • CMF 0 represents the colony counts of M. furfur directly after inoculation
  • CCA 0 represents the colony counts of C. acnes directly after inoculation
  • CSE 0 represents the colony counts of S. epidermidis directly after inoculation
  • CSA 4h represents the colony counts of S. aureus after 4 hours of incubation
  • CMG 4h represents the colony counts of M. globosa after 4 hours of incubation
  • CMF 4h represents the colony counts of M. furfur after 4 hours of incubation
  • CCA 4h represents the colony counts of C. acnes after 4 hours of incubation
  • CSE 4h represents the colony counts of S. epidermidis after 4 hours of incubation; wherein the incubation is at 37°C. It is preferred that said change in ratio of S. aureus is at least a factor 5 smaller in the presence of the hyperbranched copolymer (HBC) as compared to the respective case of the absence of hyperbranched copolymer (HBC).
  • HBC hyperbranched copolymer
  • the hyperbranched copolymer (HBC) or a composition comprising the hyperbranched copolymer (HBC), respectively is applied on a healthy skin or hair and maintains or improves the aesthetic aspect of hair and skin; and, therefore, the above mentioned use is a cosmetic, non- therapeutic use.
  • the invention relates also to a topical composition comprising a hyperbranched copolymer (HBC) obtained by polymerization of the monomers (i) and (ii) and (iii)
  • diisopropanol amine iii) bis-dimethylaminopropyl amine having terminal groups of the formula and having a molecular weight Mn of between 1200 and 4000 g/mol; for use in the prevention or treatment of a dysbiosis of skin or hair of a human subject, wherein said dysbiosis is associated with the decreased number of at least one microbe selected from the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis and an over-colonization by S. aureus.
  • the hyperbranched copolymer (HBC) is obtained by polymerization of the monomers (i) and (ii) and (iii)
  • the hyperbranched copolymer (HBC) is preferably prepared by the following consecutive steps of: a1) polymerizing the monomers (i) and monomers (ii) and monomers (iii) to yield a polyesteramide having terminal dimethyl amino groups of the formula a2) quaternization of the dimethyl amino groups of the polyesteramide of step a1) by 2-chloroacetate, particularly by sodium 2-chloroacetate. Details for the polymerization step a1) to yield the respective polyesteramide having terminal dimethyl amino groups of the formula are disclosed for example by EP 2794729 B1.
  • the monomer (iii) is added to a mixture of monomers (ii) and (iii) under stirring, followed by heating.
  • EP 2794729 B1 Details of the quaternization step a2) are disclosed as well by EP 2794729 B1. Therefore, the entire content of EP 2794729 B1 is hereby incorporated by reference.
  • the molar ratio of the monomers (i) to monomers (ii) is between 5: 1 and 0.5 : 1, particularly between 4 : 1 and 1 : 1, preferably between 3 : 1 and 3 : 2. It is further preferred that the molar ratio of the monomers (i) to monomers
  • (iii) is between 5 : 1 and 0.5 : 1, particularly between 3 : 1 and 1 : 1, preferably between 2.5 : 1 and 1.1 : 1.
  • the hyperbranched copolymer (HBC) has preferably a number average molecular weight M n of between 1400 and 3000 g/mol, preferably between 2100 and 2400 g/mol.
  • the hyperbranched copolymer is polyquaternium-110, also identified by CAS Number 1323977-82-7.
  • the hyperbranched copolymer is preferably a hyperbranched polymer as commercially available as Tl LAMAR® Boost 150 from DSM Nutritional Products AG, Switzerland.
  • hyperbranched copolymer has unique properties as ingredient of cosmetic composition in the application of hair and skin. For example, it increases the volume of hair, increase hair elasticity, improves hair styling, like better curl retention or reduction of fizz, such as disclosed in WO 2020/035447 A1 or WO 2020/035448 A1.
  • HBC hyperbranched copolymer
  • the hyperbranched copolymer (HBC) can be used as such or as part of a cosmetic composition.
  • the hyperbranched copolymer (HBC) or a cosmetic com- position comprising the hyperbranched copolymer (HBC) can be applied on the skin or hair, preferably on the scalp or the scalp hair, of a human.
  • the cosmetic composition may be a leave-on or a rinse off cosmetic composition, and includes any product applied to a human body primarily for improving appearance, cleansing, odor control or general aesthetics.
  • the cosmetic composition can be in the form of a liquid, lotion, cream, foam, scrub, gel, soap bar or toner, or applied with an implement or via a face mask, pad or patch.
  • Non-limiting examples of such compositions include leave-on skin lotions and creams, shampoos, conditioners, shower gels, toilet bars, antiperspirants, deodorants, depilatories, lipsticks, foundations, mascara, sunless tanners and sunscreen lotions.
  • Said composition is particularly a deodorant, a shampoo, a conditioner, a cream or a sunscreen.
  • the invention relates to a topical composition
  • a topical composition comprising a hyperbranched copolymer (HBC) obtained by polymerization of the monomers (i) and (ii) and (iii)
  • the invention relates to a topical composition
  • a hyperbranched copolymer (HBC) obtained by polymerization of the monomers (i) and (ii) and (iii)
  • diisopropanol amine iii) bis-dimethylaminopropyl amine having terminal groups of the formula and having a molecular weight Mn of between 1200 and 4000 g/mol; for use in the maintenance of a balance of a healthy microbiome which comprises at least one microbe selected from the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis.
  • the cosmetic composition may comprise further ingredients.
  • Such ingredients are particularly surfactants, emulsifiers, thickeners, and oils.
  • surfactants, emulsifiers, thickeners, and oils are well known to a person skilled in the art.
  • the cosmetic compositions preferably further comprise a physiologically acceptable medium, that is to say a medium compatible with keratinous substances, such as the skin, mucosa, and keratinous fibres.
  • a physiologically acceptable medium is a cosmetically or pharmaceutically acceptable carrier.
  • cosmetically acceptable carrier refers to all carriers and/or excipients and/or diluents conventionally used in cosmetic compositions.
  • the cosmetic compositions are in the form of a suspension or dispersion in solvents or fatty substances, or alternatively in the form of an emulsion or micro emulsion (in particular of O/W- or W/O-type), PIT-emulsion, nano emulsion, multiple emulsion (e. g. O/W/O- or W/O/W- type), pickering emulsion, hydrogel, lipogel, one- or multiphase solution or vesicular dispersion.
  • the cosmetic compositions can be in the form of a liquid, lotion, a thickened lotion, a gel, a cream, a milk, an ointment or a paste.
  • the cosmetic compositions are in particular hair care preparations such as most in particularly rinse off formulas or leave on hair care preparations.
  • hair care preparations which are suitable and which may be mentioned are shampoos, hair conditioners (also referred to as hair rinses), hair- dressing compositions, hair tonics, hair regenerating compositions, hair lotions, water wave lotions, hair sprays, hair creams, hair gels, hair oils, hair pomades or hair brilliantines. Accordingly, these are always preparations which are applied to the hair and the scalp for a shorter or longer time depending on the actual purpose for which they are used.
  • the hair care preparations are supplied as shampoos, these can be clear liquids, opaque liquids (with pearly luster effect), in cream form, gel-like or else in powder form or in tablet form, and as aerosols.
  • the surfactant raw materials on which these shampoos are based can be anionic, cationic, non-ionic and ampho- teric in nature and also be present in combinations of these substances.
  • anionic surfactants suitable for the incorporation into the shampoo preparations are C 10-20 alkyl- and alkylenecarboxylates, alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, alkylolamide sulfates and sulfonates, fatty acid alkylolamide polyglycol ether sulfates, alkane- sulfonates and hydroxyalkanesulfonates, olefinsulfonates, acyl esters of isothionates, alpha-sulfo fatty acid esters, alkylbenzenesulfonates, alkylphenol glycol ether sulfonates, sulfosuccinates, sulfosuccinic monoesters and diesters, fatty alcohol ether phosphates, protein-fatty acid condensation products, alkyl monoglyceride sulfates and sulfonates, alky
  • Suitable cationic surfactants are quaternary ammonium salts such as di(C 10-24 -alkyl)dimethylammonium chloride or bromide, preferably di (C 12-18 -alkyl)- dimethylammonium chloride or bromide; C 10-24 -alkyldimethylethyl- ammonium chloride or bromide; C 10-24 -alkyltrimethylammonium chloride or bromide, preferably cetyltrimethylammonium chloride or bromide and C 20-24 -alkyl- trimethylammonium chloride or bromide; C 10-24 -alkyldimethylbenzylammonium chloride or bromide, preferably C 12-18 -alkyldimethylbenzylammoniumchloride; N- (C 12-18 - alkyl)pyridinium chloride or bromide, preferably N-(C 12-18 -alkyl)pyridinium chloride or bromide; N-(C 12
  • Suitable non-ionic surfactants which can be used as detergent substances are fatty alcohol ethoxylates (alkylpolyethylene glycols); alkylphenol polyethylene glycols; alkyl mercaptan polyethylene glycols; fatty amine ethoxylates (alkylaminopolyethylene glycols); fatty acid ethoxylates (acylpoly- ethylene glycols); polypropylene glycol ethoxylates (Pluronic); fatty acid alkylol- amides (fatty acid amide polyethylene glycols); sucrose esters; sorbitol esters and polyglycol ether.
  • fatty alcohol ethoxylates alkylpolyethylene glycols
  • alkylphenol polyethylene glycols alkyl mercaptan polyethylene glycols
  • fatty amine ethoxylates alkylaminopolyethylene glycols
  • fatty acid ethoxylates acylpoly- ethylene glycol
  • amphoteric surfactants which can be added to the shampoos are N- (C 12-18 -alkyl)-beta-aminopropionates and N-(C 12-18 -alkyl)-beta- iminodipro- pionates as alkali metal and mono-, di- and trialkylammonium salts; N- acylamid- oalkyl-N,N-dimethylacetobetaine, preferably N-(C 8-18 -acyl)amidopropyl-N, N-di- methylacetobetaine; C 12-18 -alkyldimethylsulfopropylbetaine; amphoteric surfactants based on imidazoline (e.g.
  • Miranol®, Steinapon® preferably the sodium salt of 1-( ⁇ -carboxymethyloxyethyl)-1-(carboxymethyl)-2- laurylimid- azolinium; amine oxide, for example C 12-18 -alkyldimethylamine oxide, fatty acid amidoalkyldimethylamine oxide.
  • the hair care preparations can additionally contain further additives customary in hair care such as for example perfumes, colorants, also those which simultaneously dye or tint the hair, solvents, opacifying agents and pearly luster agents, for example esters of fatty acids with polyols, magnesium and zinc salts of fatty acids, dispersions based on copolymers, thickening agents such as sodium, potassium and ammonium chloride, sodium sulfate, fatty acid alkylolamides, cellulose derivatives, natural rubbers, also plant extracts, protein derivatives such as gelatin, collagen hydrolysates, polypeptides with a natural or synthetic basis, egg yolk, lecithin, lanolin and lanolin derivatives, fats, oils, fatty alcohols, silicones, deodorizing agents, substances with antimicrobial activity, substances with anti- seborrhoeic activity, substances with keratolytic and keratoplastic effect, such as, for example, sulfur, salicylic acid and enzymes as well as further anti-dand
  • the shampoos are produced in a manner known per se by mixing the individual components and where necessary further processing appropriate for the particular type of preparation.
  • hair care preparations in which the hyperbranched copolymer (HBC) can be used and which may be mentioned are hair conditioners, hair tonics and hair regenerating compositions, which are rinsed off from the hair after a certain time or, depending on the formulation, can also remain on the hair.
  • These products contain, inter alia, substances from the group of the above mentioned cationic substances which display a reviving and antistatic property on the hair.
  • Particular suitable hair care preparations are shampoo preparations comprising (i) hyperbranched copolymer (HBC) of about 0.05 to 20 wt. % , more preferably 0.10 to 15 wt. % and most preferably in the range of 0.1 to 10 wt.% , in an amount selected in the based on the total weight of the composition, (ii) water and (iii) at least one anionic surfactant.
  • HBC hyperbranched copolymer
  • the anionic surfactant is selected from the group consisting of sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate, ammonium lauryl ether sulfate, sodium lauroyl sarconisate, sodium oleylsuccinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzol sulfonate and/or triethanolamine dodecylbenzol sulfonate or mixtures thereof, such as in particular sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl ether sulfate and/or ammonium lauryl ether sulfate.
  • the total amount of the anionic surfactant in the compositions ranges from 0.5 to 45 wt.-%, preferably from 1.5 to 35 wt.-%, more preferably from 7 to 25 wt.-%, in particular from 7 to 15 wt.-% based on the total weight of the composition.
  • Particular suitable hair conditioners may be rinse off or leave on condit- ioners, preferably rinse-off conditioners.
  • Particular advantageous hair conditioners comprise (i) hyperbranched copolymer (HBC) in an amount selected in the range of about 0.05 to 10 wt. % , more preferably 0.10 to 7 wt. % and most preferably in the range of 0.1 to 5 wt.%, based on the total weight of the composition, (ii) water and (iii) at least one conditioning agent such as e.g. silicone oils, quaternary polymers, naturally derived conditioning agents, etc.
  • HBC hyperbranched copolymer
  • the quaternary polymer is preferably selected from e.g. Polyquaternium-6 (e.g. commercialized under the trade name Tl LAMAR® Quat 640 or 641 ), Polyquaternium- 22 (e.g. commercialized under the trade name Tl LAMAR® Quat 2240 or 2241), Polyquaternium-7 (e.g. commercialized under the trade name Tl LAMAR® Quat 710, 711 or 712), etc,
  • the naturally derived conditioning agents are preferably selected from e.g. sugar based polymers such as Guar Hydroxy- propyltrimonium Chloride (e.g. commercialized under the trade name Jaguar C- 17, Jaguar C-1000, Jaguar C-138), but not limited hereto.
  • any silicone oil is suitable for use in the hair conditioner.
  • the silicone oil is preferably selected from dimethicones, dimethiconols, polydimethylsiloxanes, arylated silicones, cyclic silicones, silicone surfactants and aminated silicones and may be volatile or non-volatile.
  • Particular suitable silicone oils are dimethicone, dimethiconol, polydimethylsiloxane which are available from various suppliers such as Dow Coming.
  • the total amount of the at least one silicone oil and/or quaternary polymer and/or naturally derived conditioning agent in the hair conditioner is preferably selected is in the range of 0.01 to 10 wt.-%, preferably 0.02 to 7.5 wt.-%, more preferably 0.05 to 5 wt.-% and most preferably 0.1 to 3 wt.-%, based on the total weight of the composition.
  • the cosmetic compositions are O/W emulsions, W/O emulsions and/or gels such as shower gels or hair gels.
  • the O/W emulsions advantageously comprise (i) hyperbranched copolymer (HBC) in an amount selected in the range of about 0.05 to 10 wt. % , more preferably 0.10 to 7 wt. % and most preferably in the range of 0.1 to 5 wt.%, based on the total weight of the composition, (ii) water and (iii) at least one 0/W- or Si/W-emulsifier selected from the list of glycerylstearatcitrate, glycerylstearate (self emulsifying), stearic acid, salts of stearic acid, polyglyceryl-3-methylglycose- distearate, ceteareth- 20, steareth-2, steareth-12, PEG-40 stearate, phosphate esters and the salts thereof such as cetyl phosphate (Amphisol® A), diethanol- amine cetyl phosphate (Amphisol® DEA), potassium
  • one or more synthetic polymers may be used as an emulsifier such as for example, PVP eicosene copolymer, acrylates/Cio-3o-alkyl acrylate cross- polymer, acrylates/steareth-20 methacrylate copolymer, PEG-22/dodecyl glycol copolymer, PEG-45/dodecyl glycol copolymer, and mixtures thereof.
  • PVP eicosene copolymer acrylates/Cio-3o-alkyl acrylate cross- polymer
  • acrylates/steareth-20 methacrylate copolymer acrylates/steareth-20 methacrylate copolymer
  • PEG-22/dodecyl glycol copolymer PEG-45/dodecyl glycol copolymer, and mixtures thereof.
  • the O/W-emulsifier is selected from the group of cetyl phosphates such as in particular potassium cetyl phosphate (commercially available as Amphisol® K), glyceryl stearate, PEG- 100 stearate (commercially available as Arlacel® 165) and/or polyalkylenglycolether such as in particular laureth-35 (lauryl alcohol with 35 EO units; commercially available as Brij®
  • cetyl phosphates such as in particular potassium cetyl phosphate (commercially available as Amphisol® K), glyceryl stearate, PEG- 100 stearate (commercially available as Arlacel® 165) and/or polyalkylenglycolether such as in particular laureth-35 (lauryl alcohol with 35 EO units; commercially available as Brij®
  • the at least one O/W emulsifier is preferably used in an amount of about 0.001 to 10 wt.-%, more preferably in an amount of 0.1 to 7 wt.-% with respect to the total weigh of the composition.
  • the cosmetic composition in the form of a O/W emulsion contains advantageously at least one co- emulsifier selected from the list of alkyl alcohols such as Cetyl Alcohol (Loral C16, Lanette 16) Cetearyl Alcohol (Lanette® O), Stearyl Alcohol (Lanette® 18), Behenyl Alcohol (Lanette® 22), Glyceryl Monostearate, Glyceryl Myristate (Estol® 3650), Hydrogenated Coco- Glycerides (Lipocire Na10) without being limited to this and mixtures thereof.
  • alkyl alcohols such as Cetyl Alcohol (Loral C16, Lanette 16) Cetearyl Alcohol (Lanette® O), Stearyl Alcohol (Lanette® 18), Behenyl Alcohol
  • the W/O emulsions advantageously comprise (i) hyperbranched copolymer (HBC) in an amount selected in the range of about 0.05 to 10 wt. % , more preferably 0.10 to 7 wt. % and most preferably in the range of 0.1 to 5 wt.%, based on the total weight of the composition, (ii) water and (iii) at least one W/O- or W/Si-emulsifier selected from the list of polyg lyceryl-2-d i polyhyd roxystea rate , PEG-30 dipolyhydroxystearate, cetyl dimethicone copolyol, polyglyceryl-3 di iso- stearate polyglycerol esters of oleic/isostearic acid, polyglyceryl-6 hexaricinolate, polyglyceryl- 4-oleate, polygylceryl-4 oleate/PEG-8 propylene glycol cocoate, magnesium stea
  • W/Si-emulsifiers are Lauryl Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone and/or PEG-9 Polydimethylsiloxyethyl Dimethicone and/or Cetyl PEG/PPG-10/1 Dimethicone and/or PEG-12 Dimethicone Cross polymer and/or PEG/PPG-18/18 Dimethicone.
  • the at least one W/O emulsifier is preferably used in an amount of about 0.001 to 10 wt.-%, more preferably in an amount of 0.2 to 7 wt.-% with respect to the total weigh of the composition.
  • the gel preparations advantageously comprise (i) hyperbranched copolymer (HBC) in an amount selected in the range of about 0.05 to 10 wt. % , more preferably 0.10 to 7 wt. % and most preferably in the range of 0.1 to 5 wt.%, based on the total weight of the composition, (ii) water and (iii) at least one water soluble thickener.
  • HBC hyperbranched copolymer
  • water-soluble thickeners are well known to a person skilled in the art.
  • Particularly suitable water soluble thickeners are selected from the group consisting of polyacrylic acids (e.g.
  • Carbomer or Carbopol® commercially available under the tradename Carbomer or Carbopol®
  • homopolymers of 2-Acry!amido-2-methyl- propansulfonic acid e.g. commercially available as Rheothik®11-80
  • acrylate copolymers e.g. commercially available under the tradename Pemulen® or Aculyn® 33
  • branched Poly(methacryloyloxyethyltrimethylammoniumchlorid) (INCI-name Polyquaternium- 37)
  • non-modified guar gums e.g. commercially available under the tradename Jaguar
  • starch or derivatives thereof and/or hydroxyalkylcelluloses e.g. commercially available under the tradename Carbomer or Carbopol®
  • acrylate copolymers e.g. commercially available under the tradename Pemulen® or Aculyn® 33
  • the water-soluble thickener is used in an amount of about 0.001 to 10 wt.-%, more preferably in an amount of 0.1 wt.-% to 7 wt.-%, based on the total weigh of the composition.
  • HBC hyperbranched copolymer
  • Particularly preferred prebiotics are plant-derived carbohydrate compounds such as monosaccharides, disaccharides, oligosaccharides or polysaccharides, preferably fructans and galactans, as well as saccharide isomerates and polyols, particularly glycerol, sugar alcohols e.g. maltitol, sorbitol, xylitol, erythritol and isomalt and mixtures thereof.
  • plant-derived carbohydrate compounds such as monosaccharides, disaccharides, oligosaccharides or polysaccharides, preferably fructans and galactans, as well as saccharide isomerates and polyols, particularly glycerol, sugar alcohols e.g. maltitol, sorbitol, xylitol, erythritol and isomalt and mixtures thereof.
  • Saccharide isomerate is for example commercially available under trade name Pentavitin® from DSM Nutritional Products AG, Switzerland.
  • monosaccharide examples include glucose, fructose, galactose and mixtures thereof.
  • disaccharides include sucrose, maltose, lactose and mixtures thereof.
  • oligosaccharides include fructo-oligosaccharides, gluco- oligosaccharide and mixtures thereof.
  • Fructans are a category of carbohydrate consisting of fructooligosaccharides (FOS) and inulins, while galactans consist of galactooligosaccharides (GOS). Further preferred prebiotics are resistant starch, pectin, beta-glucans, and xylooligosaccharides.
  • a composition comprising at least the hyperbranched copolymer (HBC) and at least one prebiotic, both described above in great detail are used to balance the growth of microbes of at least, preferably of all, microbes selected from the group consisting of M. globosa, M. furfur, C. acnes and S. epidermidis, and/or to balance the microbiome of human skin and/or hair, particularly of the scalp or the scalp hair.
  • HBC hyperbranched copolymer
  • prebiotic both described above in great detail
  • the hyperbranched copolymer HBC1 of the monomers dodecenyl succinic acid anhydride and diisopropanol amine and bis-dimethylaminopropyl amine has been prepared according to example 3 in EP 2794729 B1 using 237.59 g of N,N-bis(N’N’-dimethylaminopropyl)amine and 112.6 g diisopropanol amine and 426.89 g of dodecenylsuccinic anhydride.
  • the hyperbranched copolymer HBC1 was used as a 50 % solution in water in the following experiments.
  • Table 1 shows the counts of colony of M. globosa (CM Go), M. furfur ( CMF 0 ), C. acnes (CCA 0 ) and S. epidermidis ( CSE 0 ) directly after inoculation and the counts of colony of M. globosa (CMG 4h ), M. furfur (CMF 4h ), C. acnes (CCA 4h ) and S. epidermidis (CSE 4h ) after 4 hours of incubation.
  • CMG 4h M. furfur
  • CCA 4h C. acnes
  • CSE 4h S. epidermidis
  • FIG 1 the distribution of microbes (i.e. r CMG0 , CMFO , r CCA0 , r CSE0 respectively r cMG4h , r cMF4h , r ccA4h , r csE4h ) directly after inoculation (t 0 ) for example Ref.1 (figure 1a) or 1 (figure 1b), respectively after 4 hours of incubation (t 4h ) at 37°C for Ref.1 (figure 1c) or 1 (figure 1d) are shown by means of a pie diagram for example Ref.1 resp.1. Furthermore, the ratio of the counts after 4h of incubation of the example 1 to the counts after 4h of incubation of the example Ref.1 for the individual microbes (given in table 1) are calculated and indicated in table 2.

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Abstract

La présente invention se rapporte à l'utilisation d'un copolymère hyper-ramifié spécifique pour équilibrer la croissance microbienne. L'équilibrage se rapporte d'une part à une inhibition plus forte de la croissance de S. aureus par rapport à au moins un microbe sélectionné dans le groupe constitué de M. globosa, M. furfur, C. acnes et S. epidermidis. L'équilibrage se rapporte d'autre part à un petit changement (±50 %) des parts individuelles dans une co-culture d'au moins deux, préférablement de tous, les microbes sélectionnés dans le groupe constitué de M. globosa, M. furfur, C. acnes et S. epidermidis lors de la comparaison de la part directement après l'inoculation et après 4 heures d'incubation à 37 °C.
PCT/EP2021/061619 2020-05-04 2021-05-04 Utilisation de copolymères hyper-ramifiés pour équilibrer la croissance microbienne WO2021224203A1 (fr)

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0688562A1 (fr) * 1993-12-15 1995-12-27 Kabushiki Kaisya Advance Produit cosmetique
WO2014040811A1 (fr) * 2012-09-17 2014-03-20 Dsm Ip Assets B.V. Polymère de soins des cheveux
WO2014041019A1 (fr) * 2012-09-17 2014-03-20 Dsm Ip Assets B.V. Polymère de soin capillaire
EP2794729B1 (fr) 2011-12-20 2016-04-13 DSM IP Assets B.V. Polymères hyper-ramifiés
WO2019086327A1 (fr) * 2017-10-30 2019-05-09 Unilever N.V. Utilisation de niacinamide équilibrer le microbiome
WO2020035448A1 (fr) 2018-08-13 2020-02-20 Dsm Ip Assets B.V. Composition cosmétique comprenant un copolymère hyper-ramifié et un polymère de coiffage
WO2020035447A1 (fr) 2018-08-13 2020-02-20 Dsm Ip Assets B.V. Composition de rinçage cosmétique sans sulfate comprenant un copolymère hyper-ramifié

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0688562A1 (fr) * 1993-12-15 1995-12-27 Kabushiki Kaisya Advance Produit cosmetique
EP2794729B1 (fr) 2011-12-20 2016-04-13 DSM IP Assets B.V. Polymères hyper-ramifiés
WO2014040811A1 (fr) * 2012-09-17 2014-03-20 Dsm Ip Assets B.V. Polymère de soins des cheveux
WO2014041019A1 (fr) * 2012-09-17 2014-03-20 Dsm Ip Assets B.V. Polymère de soin capillaire
WO2019086327A1 (fr) * 2017-10-30 2019-05-09 Unilever N.V. Utilisation de niacinamide équilibrer le microbiome
WO2020035448A1 (fr) 2018-08-13 2020-02-20 Dsm Ip Assets B.V. Composition cosmétique comprenant un copolymère hyper-ramifié et un polymère de coiffage
WO2020035447A1 (fr) 2018-08-13 2020-02-20 Dsm Ip Assets B.V. Composition de rinçage cosmétique sans sulfate comprenant un copolymère hyper-ramifié

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
"CAS", Database accession no. 1323977-82-7
HADI BAKHSHI ET AL: "Hyperbranched polyesters as biodegradable and antibacterial additives", JOURNAL OF MATERIALS CHEMISTRY B, vol. 5, no. 33, 1 January 2017 (2017-01-01), GB, pages 6827 - 6834, XP055587856, ISSN: 2050-750X, DOI: 10.1039/C7TB01301A *

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