EP1024782A1 - Utilisation de nanofibrilles de cellulose essentiellement amorphes associees a au moins un compose organique polyhydroxyle dans des formulations cosmetiques - Google Patents
Utilisation de nanofibrilles de cellulose essentiellement amorphes associees a au moins un compose organique polyhydroxyle dans des formulations cosmetiquesInfo
- Publication number
- EP1024782A1 EP1024782A1 EP98945355A EP98945355A EP1024782A1 EP 1024782 A1 EP1024782 A1 EP 1024782A1 EP 98945355 A EP98945355 A EP 98945355A EP 98945355 A EP98945355 A EP 98945355A EP 1024782 A1 EP1024782 A1 EP 1024782A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- use according
- nanofibrils
- polyoh
- cellulose nanofibrils
- equal
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
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- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 229920001525 carrageenan Polymers 0.000 description 1
- 235000010418 carrageenan Nutrition 0.000 description 1
- 235000019318 cassia gum Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000006285 cell suspension Substances 0.000 description 1
- 229920003086 cellulose ether Polymers 0.000 description 1
- 229910000420 cerium oxide Inorganic materials 0.000 description 1
- DRVWBEJJZZTIGJ-UHFFFAOYSA-N cerium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Ce+3].[Ce+3] DRVWBEJJZZTIGJ-UHFFFAOYSA-N 0.000 description 1
- 229940081733 cetearyl alcohol Drugs 0.000 description 1
- 229940049297 cetyl acetate Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical class OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000004815 dispersion polymer Substances 0.000 description 1
- 239000011363 dried mixture Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 150000002193 fatty amides Chemical class 0.000 description 1
- 150000002194 fatty esters Chemical class 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 229940097043 glucuronic acid Drugs 0.000 description 1
- 229940075529 glyceryl stearate Drugs 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 239000000416 hydrocolloid Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002951 idosyl group Chemical class C1([C@@H](O)[C@H](O)[C@@H](O)[C@H](O1)CO)* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229940116335 lauramide Drugs 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 235000010420 locust bean gum Nutrition 0.000 description 1
- 239000000711 locust bean gum Substances 0.000 description 1
- 229940037627 magnesium lauryl sulfate Drugs 0.000 description 1
- HBNDBUATLJAUQM-UHFFFAOYSA-L magnesium;dodecyl sulfate Chemical compound [Mg+2].CCCCCCCCCCCCOS([O-])(=O)=O.CCCCCCCCCCCCOS([O-])(=O)=O HBNDBUATLJAUQM-UHFFFAOYSA-L 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 210000001724 microfibril Anatomy 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical class C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 1
- 229940048862 octyldodecyl neopentanoate Drugs 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229940100460 peg-100 stearate Drugs 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000009993 protective function Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000004460 silage Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229940079776 sodium cocoyl isethionate Drugs 0.000 description 1
- ZUFONQSOSYEWCN-UHFFFAOYSA-M sodium;2-(methylamino)acetate Chemical compound [Na+].CNCC([O-])=O ZUFONQSOSYEWCN-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000000213 tara gum Substances 0.000 description 1
- 235000010491 tara gum Nutrition 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
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- 235000013343 vitamin Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
- A61K8/027—Fibers; Fibrils
-
- 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
-
- 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
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/28—Rubbing or scrubbing compositions; Peeling or abrasive compositions; Containing exfoliants
-
- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
-
- 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
- A61K2800/48—Thickener, Thickening system
-
- 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
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5422—Polymers characterized by specific structures/properties characterized by the charge nonionic
-
- 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
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5424—Polymers characterized by specific structures/properties characterized by the charge anionic
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q9/00—Preparations for removing hair or for aiding hair removal
- A61Q9/04—Depilatories
Definitions
- the present invention relates to the use of essentially amorphous cellulose nanofibrils having a crystallinity rate less than or equal to 50% in a form dispersible in cosmetic formulations and to the formulations thus obtained.
- the present invention more specifically relates to a new texturing and / or reinforcing agent for cosmetic formulations.
- cosmetic formulation means all the cosmetic products or preparations of the type of those described in Annex I ("Illustrative list by category of cosmetic products") of the European Directive n ° 76/768 / EEC of July 25, 1976, known as the Cosmetic Directive.
- cosmetic compositions are formulated in the form of a large number of types of products intended to be applied either to the hair, such as foams, gels (notably styling), conditioners, formulations for styling or to facilitate combing and / or disentangling of the hair, rinsing formulas, either on the skin such as hand and body lotions, products regulating the hydration of the skin, toilet milks, makeup-removing compositions, depilatory products, creams or lotions for protection against the sun and ultraviolet radiation, care creams, anti-acne preparations, local analgesics, make-up formulations of the mascaras type, foundations, nail polish products intended to be applied to the lips or other mucous membranes, sticks, solid compositions such as toilet soap and other formulations of the same type.
- foams notably styling
- conditioners formulations for styling or to facilitate combing and / or disentangling of the hair
- rinsing formulas either on the skin such as hand and body lotions, products regulating the hydration of the
- these different formulations incorporate, in addition to one or more active principles specific to the intended application, a certain number of so-called more conventional compounds which in particular have the function of giving them either prolonged stability over time (preservative for example) and / or a particular dosage form (such as gel, cream, milk, lotion for example).
- more conventional compounds which in particular have the function of giving them either prolonged stability over time (preservative for example) and / or a particular dosage form (such as gel, cream, milk, lotion for example).
- they are surfactants and / or dispersants, stabilizers, emulsifiers, humectants, gelling agents or even thickeners.
- the object of the present invention is to propose a new texturing and / or reinforcing agent having an advantageous behavior in rheological terms for formulating the cosmetic compositions. More particularly, it is an agent based on cellulose nanofibrils, essentially amorphous having a crystallinity rate less than or equal to 50%, being in a dry form dispersible in an aqueous medium.
- native cellulose always comes in a fibrillar form. These fibrils are well known materials which are in particular already proposed for modifying the texture of the media into which they are introduced. In the case of fluid media, they modify their viscosities or even their rheological profiles.
- the nanofibrils can be of various origins, for example of vegetable, bacterial, fungal, amoebic origin ...
- the secondary walls mainly from wood, primary walls of which a typical example is the parenchyma.
- parenchyma consist of sugar beet pulp, citrus (lemons, oranges, grapefruit) and most fruits and vegetables.
- these fibrils are organized in the form of very oriented sheets thus forming an inseparable fiber. They are conventionally in the form of aggregates of a few tens of nanometers to a few micrometers. These aggregates consist of elementary fibrils which cannot be entangled, during their homogenization, without causing them to break.
- the cellulose fibrils under consideration are essentially amorphous cellulose nanofibrils (NFC) preferably obtained from cells with primary walls.
- the cellulose nanofibrils of the invention come from cells made up of at least about 80% of primary walls, and preferably at least 85% by weight.
- the essentially amorphous cellulose nanofibrils used according to the invention preferably have at least 80% of cells with primary walls.
- the cellulose nanofibrils In contrast to the cellulose fibrils of secondary walls discussed above, the cellulose nanofibrils have a diameter of at most a few nanometers and have the appearance of filaments which prove to be disentangled during the homogenization stages. They preferably have a section of between approximately 2 and approximately 10 nm. More preferably, this is between approximately 2 and approximately 4 nm.
- the nanofibrils considered are so-called essentially amorphous nanofibrils as opposed to so-called crystalline fibrils.
- essentially amorphous is meant to define nanofibrils whose crystallinity rate is less than or equal to 50%. According to a particular variant of the present invention, this degree of crystallinity is between 15% and 50% and more preferably less than 50%.
- These essentially amorphous cellulose nanofibrils are particularly advantageous with regard to crystalline microfibrils in the sense that they are dispersible in aqueous media, confer very specific rheological properties of shear-thinning type and are stable either thermally or in environments with high ionic charges. . This good efficacy manifested, at a reduced dose, by the cellulose nanofibrils is in fact a consequence of their excellent rheological behavior in terms of flow threshold and shear-thinning power.
- the cellulose nanofibrils used according to the invention are loaded on the surface with carboxylic acids and acid polysaccharides, alone or as a mixture.
- carboxylic acids is meant simple carboxylic acids, as well as their salts. These acids are preferably chosen from uronic acids and are more particularly galacturonic acid and / or glucuronic acid.
- acidic polysaccharides mention may be made of pectins, more particularly polygalacturonic acids. These acidic polysaccharides can be present in mixture with hemicelluloses.
- these surface-loaded nanofibrils do not result from a simple mixture between said nanofibrils and the acids and polysaccharides. Rather, it is a close combination of these two types of compounds derived directly from the process used to prepare nanofibrils.
- this preparation process can be such that the acids and polysaccharides are not completely separated from the fibers but remain on the surface of the latter, thus giving them very specific properties. It is important to emphasize that these same properties will not be reproduced if one proceeds successively to a complete separation of the nanofibrils from these acids and / or polysaccharides and then to an addition of the latter, to the nanofibrils thus obtained.
- the present invention relates to the use of these cellulose nanofibrils together with at least one polyhydroxylated organic compound (polyOH), in a redispersible solid form.
- polyOH polyhydroxylated organic compound
- the subject of the present invention is the use of essentially amorphous cellulose nanofibrils having a crystallinity rate of less than or equal to 50% in a dispersible dry form associated with at least one polyhydroxylated organic compound (polyOH), as texturing and / or reinforcing agent in cosmetic formulations.
- a texturing agent is an agent having a stabilizing and thickening role in the cosmetic composition incorporating it.
- a reinforcing agent is an agent capable of improving the mechanical properties of the composition in which it is incorporated, both in the wet and in the dry state.
- cellulose nanofibrils combined with at least one (polyOH) in dry form has not only an economic advantage, both in terms of storage and transport for example, but also from the technical point of view because with the redispersible dry form aqueous suspensions with a high content of dry active materials can be prepared.
- the cellulose nanofibrils according to the invention give a very soft skin feel as well as a tightening and protective effect on the skin surface, as well as a moisturizing effect.
- the incorporation of cellulose nanofibrils associated with at least one polyhydroxylated organic compound strengthens the styling effect.
- the water-soluble film-forming polymers used in accordance with the present invention can be:
- a water-soluble synthetic film-forming polymer with a low glass transition temperature Tg preferably less than or equal to 20 ° C
- a water-soluble film-forming polymer of natural origin polysaccharide derived from cellulose
- Tg glass transition temperature
- the cellulose nanofibrils according to the invention do not affect the cosmetic properties of the formulations incorporating them.
- no braking effect or loss of gloss is noted and no reduction in the water persistence of the compositions is observed.
- polyhydroxy organic compound is preferably chosen from carbohydrates and their derivatives and polyalcohols.
- linear or cyclic monosaccharides in C-3 to C-6, and preferably in C-5 or C-6 for example fructose, mannose, galactose, sucrose, talose, gulose, allose, altrose, idose, arabinose, xylose, lyxose and ribose, oligosaccharides, for example maltose and lactose, polysaccharides, for example starch, cellulose, xanthan gum and guar, and their fatty derivatives such as fatty acid sucroesters, alcohol carbohydrates, for example sorbitol and mannitol, acid carbohydrates, for example gluconic acids, uronic, galacturonic as well as their salts and the ether carbohydrates, for example methyl-, ethyl-, carboxymethyl-, hydroxyethyl- and hydroxypropyl-ethers of cellulose.
- polyalcohols may especially be glycerol, pentaerythrol, propylene glycol, ethylene glycol and / or polyvinyl alcohols.
- carboxylated celluloses and preferably carboxymethylated cellulose, also designated by CMC.
- Cellulose is a polymer made up of monomeric glucose units: the degree of polymerization can vary within wide limits.
- the carboxylated group is introduced therein in a manner known per se, by reacting chloroacetic acid with cellulose. Its degree of substitution then corresponds to the number of carboxymethyl groups per unit of glucose. The maximum theoretical degree of substitution is of 3.
- These carboxylated celluloses are said to have a high degree of substitution for a value greater than 0.95 and of low degree for a value less than this.
- carboxymethylated celluloses of high masses are suitable, the content of carboxylated cellulose retained then being greater than or equal to 5% by weight and less than or equal to 30% by weight, or carboxymethylated celluloses of low masses, the content of carboxylated cellulose being in this case, more particularly between 10 and 30% by weight.
- this polyhydroxy organic compound is chosen from carboxymethylcellulose, xanthan gum, guar, sorbitol, sucrose and their mixtures.
- the cosmetic formulations obtained according to the invention preferably comprise the polyhydroxylated compound (s) and the cellulose nanofibrils in a weight ratio (polyOH) x 100 / [(polyOH) + (NFC)] greater than or equal to 5% and less or equal to 50% and preferably greater than or equal to 5% and less than or equal to
- they comprise cellulose nanofibrils in a form associated with carboxymethylcellulose (CMC) of high degree of substitution in a weight ratio (CMC) x 100 / [(CMC) + (NFC)] greater than or equal to 5% and less than or equal to 25%.
- CMC carboxymethylcellulose
- NFC weight ratio
- Another polyhydroxylated derivative such as sucrose, propylene glycol or polyethylene glycol, for example, can also be combined with CMC.
- + (NFC)] is then lowered significantly.
- the amounts of cellulose nanofibrils and (polyOH) which can be used according to the invention, it is clear that they are a function of the type of dosage form targeted and / or of the desired effect at the level of the cosmetic formulation, for example, strengthening a hydrating effect or even providing a protective effect on the epidermis as in depilatory formulations.
- the amount of mixture of cellulose nanofibrils and polyOH (s) is adjusted so that said nanofibrils are present in an amount of approximately 0.1 to 20% and, more preferably, approximately 0.15 and 5 % by weight of the cosmetic formulation.
- a concentration of cellulose nanofibrils and (polyOH) varying between 0.1 1 and 40%
- a concentration of between 0.11 and 10% are proposed for a weight ratio (polyOH) x 100 / [(polyOH) + (NFC)] greater than or equal to 5% and less than or equal to 50%.
- the solid redispersible composition of cellulose nanofibrils, used according to the invention may contain, in addition to the organic compound (s) polyhydroxylated (s) defined above, at least one co-additive chosen among:
- R 1 or R 2 which are identical or different, represent hydrogen or a C 1 to C 10 alkyl radical, preferably C 1 to C-5, A represents hydrogen, a C-1 to C alkyl radical
- R'1R ' 2 N with R "i, R'2, identical or different, representing hydrogen or a C-1 to C alkyl radical -
- these solid redispersible compositions of essentially amorphous cellulose nanofibrils comprise carboxylated cellulose with a high degree of substitution and as co-additive at least one compound chosen from surfactants.
- the content of polyhydroxylated compound (s) and co-additive (s) ) is greater than or equal to 5% by weight and less than or equal to 30% by weight relative to the weight of nanofibrils, polyhydroxylated compound (s) and co-additive (s).
- the nanofibrils used according to the invention can be obtained from various methods, already described in the literature.
- this treatment uses a first acid or basic extraction, at the end of which a first solid residue is recovered, optionally followed by a second extraction, carried out under alkaline conditions, of the first solid residue, the recovery of '' a second solid residue, washing and then bleaching the two residues of cellulosic material together, diluting the third solid residue obtained at the end of the bleaching step, then diluting the resulting suspension, so as to obtain a dry matter content of between 2 and 10% by weight, and finally a homogenization step, comprising, at least one cycle of the diluted suspension.
- This homogenization step corresponds to any mixing, grinding or any high mechanical shearing operation, followed by one or more passages of the cell suspension through a small diameter orifice, subjecting the suspension to a drop of pressure of at least 20 mPa and a shearing action at high speed followed by a deceleration impact at high speed.
- the homogenization of the cellulosic suspension is obtained by a number of passages which can vary between 1 and 20, preferably between 2 and 5, until a stable suspension is obtained.
- a polyhydroxylated compound of the type for example carboxylated cellulose, is introduced into the preparation protocol described above, either before the implementation of the homogenization step or after that a homogenization cycle has been operated.
- the process for the preparation of cellulose nanofibrils, additivated with polyhydroxylated compound (s), consists, in a first step, in adding to the suspension of nanofibrils, possibly having undergone at least one homogenization cycle, at least part of the polyhydroxylated compound considered and optionally of the co-additive (s). Then, in a second step, a step of drying the suspension thus added is implemented.
- the addition of at least part of the polyhydroxylated compound and optionally of the co-additive (s) can be carried out according to three variants:
- the pulp having then undergone at least one cycle of the homogenization step.
- the concentration stage or stages can be carried out by any conventional means until a dry extract of approximately 35% by weight is obtained. More particularly, the dry extract is between 5 and 25% by weight.
- the temperature of the drying step is of course retained so as to limit any degradation of the carboxylic acids, acid polysaccharides, hemicelluloses, polyhydroxy compounds and, if appropriate, co-additives. It is more particularly between 30 and 80 ° C., preferably between 30 and 60 ° C.
- the drying step carried out by conventional means, is carried out so as to maintain at least 3% by weight of water relative to the weight of the solid produced. More particularly, the weight of water maintained is between 10 and 30% by weight. Such an implementation makes it possible not to exceed the threshold beyond which the redispersion of the nanofibrils can no longer be complete.
- the suspension of cellulose nanofibrils obtained by redispersion in water of the mixture, obtained according to the protocol described above has a viscosity level corresponding to at least 50% for a shear rate of at least 1 s ⁇ 1, the viscosity level of a suspension of cellulose nanofibrils which have not undergone a drying step and which do not comprise a polyhydroxylated compound or co-additives.
- the essentially amorphous cellulose nanofibrils charged at the surface, preferably in acid, and associated with a polyhydroxylated compound and optionally with a co-additive are used in the cosmetic formulations obtained according to the invention, in admixture with at least one vehicle compatible with hair, skin or sun application.
- compatible with an application to the hair and / or the skin means here that this vehicle does not damage or exert a negative effect on the appearance of the hair and / or the skin or does not create a skin and / or eye and / or scalp irritation.
- the present invention also relates to cosmetic formulations using as texturing agent and / or reinforcement of cellulose nanofibrils essentially amorphous in a dry dispersible form and associated with at least one polyhydroxylated organic compound as defined above.
- These formulations can also contain an additive as defined above.
- the cosmetic formulations in accordance with the invention use a vehicle, or a mixture of several vehicles, present in said formulations at concentrations of between 0.5 and 99.5% approximately and more preferably between 5 and Around 90%.
- the vehicles compatible with the formulations according to the invention include, for example, those used in sprays, foams, tonics, gels, shampoos, or even rinsing lotions.
- a vehicle suitable for a formulation intended to remain on the surface to which it has been applied for example spray, foam, lotion, tonic or gel
- a formulation to be rinsed off after use for example shampoo conditioner, rinse lotion
- the vehicles capable of being used can therefore be simple or complex and include a large number of products usually used in cosmetic formulations intended for hair, skin or sun use. It can thus be water optionally supplemented with a solubilizer to dissolve or disperse the active ingredients used, such as the alcohols C-1 to C-6, and their mixtures, in particular ethanol, isopropanol or propylene glycol, and their mixtures.
- a solubilizer to dissolve or disperse the active ingredients used, such as the alcohols C-1 to C-6, and their mixtures, in particular ethanol, isopropanol or propylene glycol, and their mixtures.
- cellulose nanofibrils associated with at least one polyhydroxylated organic compound with regard to alcohol-type solubilizers.
- the texturing properties of these cellulose nanofibrils are not altered in hydroalcoholic media.
- Examples 2 and 3 presented below give an account of this advantageous behavior of the cellulose nanofibrils associated with at least one polyOH in cosmetic application.
- the NFCs formulated according to the invention prove to be excellent structuring agents for cosmetic media and retain their properties over time. Their viscosity is higher than that of microcrystalline celluloses.
- minerals such as Marcol 82
- vegetable or marine oils such as halogenated hydrocarbons, linalool, esters (such as isopropyl myristate), and silicones compatible with a cosmetic application (in particular cyclodimethicones and dimethicones and derivatives and hexamethyldisiloxane) and their derivatives or mixtures.
- halogenated hydrocarbons such as Marcol 82
- linalool such as isopropyl myristate
- silicones compatible with a cosmetic application (in particular cyclodimethicones and dimethicones and derivatives and hexamethyldisiloxane) and their derivatives or mixtures.
- the preferred solvents include water, ethanol, volatile silicone derivatives, and mixtures thereof.
- the solvents used in these mixtures can be miscible or immiscible with each other.
- Foams and aerosol sprays can also use any propellant capable of generating the products in the form of foam or fine, uniform sprays.
- the vehicles In the case where the cosmetic formulations are intended for topical local application, the vehicles must have good edonic properties, be compatible with all the other components, and have perfect safety.
- vehicles in the form of emulsions include water in silicone, water in oil, oil in water, and oil in water in emulsions. silicone. These emulsions cover a wide viscosity range, for example from 100 to 20,000 mPa.s at 25 ° C. These emulsions can also be delivered in the form of sprays using either a device of the mechanical pump type, or pressurized by the use of a propellant gas.
- These vehicles can also be delivered in the form of foam.
- the cosmetic formulations according to the invention may contain surfactants, used to disperse, emulsify, dissolve and stabilize various compounds used in particular for their emollient or moisturizing property. They can be of the anionic, nonionic, cationic, zwitterionic or amphoteric type.
- - anionic surfactants such as alkyl esters sulfonates, alkyl sulfates, alkylamide sulfates and salts of saturated or unsaturated fatty acids
- - nonionic surfactants such as polyoxyalkylenated alkylphenols, glucosamides, glucamides, glycerolamides derived from N-alkylamines, aliphatic alcohols C-8 to C-22 polyoxyalkylenated, products resulting from the condensation of oxide d ethylene with a hydrophobic compound or resulting from the condensation of propylene oxide with propylene glycol, amine oxides, alkylpolyglycosides and their polyoxyalkylenated derivatives, C-8 to C-20 fatty amides and fatty acids , ethoxylated amides, amines, amidoamines;
- - amphoteric and zwitterionic surfactants such as those of betaine type such as betaines, sulfo-betaines, amidoalkylbetaines and sulfo-betaines, alkylsultaines, condensation products of fatty acids and protein hydroxylates, cocoamphoacetates and cocoamphodiacetates, alkylamphopropionates or -dipropionates, amphoteric derivatives of alkylpolyamines.
- Conditioners may also be present.
- polyquaternium such as polyquaterniums -2, -7, and -10
- cationic derivatives of polysaccharides such as cocodimonium hydroxyethyl cellulose, guar hydroxypropyl trimonium chloride, hydroxypropyl guar hydroxypropyl trimonium chloride, non-volatile silicone derivatives such as amodimethicone, cyclomethicones, non-water-soluble and non-volatile organopolysiloxanes such as oils, resins or gums such as diphenyldimethicone gums.
- polyquaternium such as polyquaterniums -2, -7, and -10
- cationic derivatives of polysaccharides such as cocodimonium hydroxyethyl cellulose, guar hydroxypropyl trimonium chloride, hydroxypropyl guar hydroxypropyl trimonium chloride
- non-volatile silicone derivatives such as amodimethicone,
- Cosmetic formulations can also contain polymers having film-forming properties which can be used to provide a fixing function. These polymers are generally present at concentrations of between 0.01 and 10%, preferably between 0.5 and 5%. They are preferably of the polyvinylpyrrolidone type, polyvinylpyrrolidone and methyl methacrylate copolymers, polyvinylpyrrolidone and vinyl acetate copolymer, polyerephthalene glycol / polyethylene glycol copolymers, sulfonated terephthalic copolyester polymers.
- Cosmetic formulations can also contain polymeric derivatives exerting a protective function, in amounts of the order of 0.01 to 10%, preferably approximately 0.1 to 5% by weight, derivatives such as cellulose derivatives, grafted polyvinyl esters on polyalkylene skeletons, polyvinyl alcohols, sulfonated terephthalic copolyester polymers, ethoxylated monoamines or polyamines and polymers of ethoxylated amines.
- polymeric derivatives exerting a protective function in amounts of the order of 0.01 to 10%, preferably approximately 0.1 to 5% by weight, derivatives such as cellulose derivatives, grafted polyvinyl esters on polyalkylene skeletons, polyvinyl alcohols, sulfonated terephthalic copolyester polymers, ethoxylated monoamines or polyamines and polymers of ethoxylated amines.
- Hydrating agents can also be incorporated into cosmetic formulations.
- glycerol propylene glycol, urea, collagen, gelatin, and emollients which are generally chosen from alkylmonoglycerides, alkyldiglycerides, triglycerides such as oils extracted from plants and plants or their hydrogenated derivatives, mineral oils or paraffinic oils , diols, fatty esters, silicones.
- perfumes coloring agents and / or opacifying agents such as pigments are generally added.
- sunscreens which are either organic compounds strongly absorbing UV radiation or mineral particles in nanoparticulate state, like l zinc oxide, titanium dioxide or cerium oxides.
- NFCs are preferred texturing agents for depilatory formulations such as media based on calcium thioglycolate, for example.
- Preservatives such as esters of p-hydroxybenzoic acid, sodium benzoate, or any chemical agent preventing bacterial proliferation or molds and traditionally used in cosmetic compositions are generally introduced into these compositions up to 0.01 to 3% by weight in accordance with Annex VII of the cosmetic regulations.
- cosmetic formulations can also contain viscous or gelling polymers such as crosslinked polyacrylates of the CARBOPOL® type marketed by GOODRICH, cellulose derivatives such as hydroxypropylcellulose, carboxymethylcellulose, guars and their derivatives such as hydroxypropyl guar such as Jaguar HP®, carob, tara or cassia gum, xanthan gum such as Rhodicare®, succinoglycans, alginates, carrageenans, chitin derivatives or any other polysaccharide with texturing function.
- viscous or gelling polymers such as crosslinked polyacrylates of the CARBOPOL® type marketed by GOODRICH, cellulose derivatives such as hydroxypropylcellulose, carboxymethylcellulose, guars and their derivatives such as hydroxypropyl guar such as Jaguar HP®, carob, tara or cassia gum, xanthan gum such as Rhodicare®, succinoglycans, alginates, carrageenans, chit
- the amount of carboxymethylcellulose added is 15% by weight, relative to the weight of cellulose nanofibrils and of carboxymethylcellulose.
- the mixture is then poured into cups and then dried either in a ventilated oven at 40 ° C, to a dry extract of 92%, controlled by dosing water with the KARL-FISCHER method.
- the dried mixture is then ground, then sieved through a 500 ⁇ m sieve.
- the powder obtained is redispersed in an amount of 0.43% by weight of cellulose nanofibrils and of carboxymethylcellulose in distilled water.
- the agitation is carried out with a deflocculating paddle at 1000 rpm for 5 min or 30 min. This dispersion is implemented in the examples below.
- Example 1 the NFC / CMC mixture prepared in Example 1 is dispersed in water, under shearing, then the alcohol in question is added or not.
- Table I presented below gives an account of the composition of the two hydroalcoholic media thus prepared.
- the viscosities of these media and of a control medium (water) are evaluated using a viscometer of the BROOKFIELD LVT type. The results are shown in Table I.
- the NFC mixture prepared according to Example 1 is introduced into water buffered to a pH of 4 or 9.
- the rheological behavior of this medium is assessed with regard to a control medium comprising 1% of microcrystalline celluloses with CMC additives .
- Table II reports the change in viscosity over time.
- NFCs formulated according to the invention prove to be excellent structuring agents for cosmetic media and retain their properties over time. Their viscosity is higher than that of microcrystalline celluloses.
- EXAMPLE 4 Cosmetic formulations according to the invention.
- formulations contain the NFC / CMC mixture prepared in Example 1.
- the purpose of this example is to show that the association of nanofibrils with at least one (polyOH) can also be a reinforcing agent.
- the dry extract of the dispersion is 50%, and the particle size of said latex is 0.1 ⁇ m.
- the dispersion has a pH of approximately 8.
- Example 1 The dispersion of cellulose nanofibrils obtained in Example 1 from the dry powder is used in this example.
- Formulation that can be used as a base for aqueous nail polish
- F1 30% by weight of latex 1003 + 70% by weight of water, relative to the total weight of the formulation;
- F2 (according to the invention): 30% by weight of latex 1003 + 1% by weight of NFC obtained in Example 1 + 69% by weight of water, relative to the total weight of the formulation.
- the pH of the medium is adjusted to 7.
- F1 has a viscosity of less than 10 mPa.s while the viscosity of F2 is around 4500 mPa.s.
- the viscosities are evaluated using a viscometer of the type
- Persoz hardness is determined according to standard NFT 30-016: hardness is measured after more than 8 days of ambient drying at 3 different places on the plate. Each measurement corresponds to the average of 3 measurements. The results indicate the time (in seconds) that the pendulum takes to dampen its oscillation from an angle of 12 ° to an angle of 4 °.
- the adhesion on a support is determined by a grid test according to ISO 2409 standard: the films were drawn on a steel plate. The test consists of using a cutter to criss-cross the film with 2 series of 6 perpendicular lines spaced 1 mm apart and to tear off this grid with adhesive tape. The note goes from 0 (no tearing) to 4 (tearing about 50% of the grid).
- the formulation F2 which includes the NFC additives of the invention therefore corresponds to a material which could serve as a base for aqueous varnish.
- the F2 formulation obtained is stable. Of pseudo-plastic character, it spreads easily on the supports. The film has good adhesion and good flexibility with a touch that is neither greasy nor sticky.
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Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9713182 | 1997-10-21 | ||
FR9713182A FR2769836B1 (fr) | 1997-10-21 | 1997-10-21 | Utilisation de nanofibrilles de cellulose essentiellement amorphes associees a au moins un compose organique polyhydroxyle dans des formulations cosmetiques |
PCT/FR1998/002031 WO1999020241A1 (fr) | 1997-10-21 | 1998-09-22 | Utilisation de nanofibrilles de cellulose essentiellement amorphes associees a au moins un compose organique polyhydroxyle dans des formulations cosmetiques |
Publications (1)
Publication Number | Publication Date |
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EP1024782A1 true EP1024782A1 (fr) | 2000-08-09 |
Family
ID=9512476
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP98945355A Withdrawn EP1024782A1 (fr) | 1997-10-21 | 1998-09-22 | Utilisation de nanofibrilles de cellulose essentiellement amorphes associees a au moins un compose organique polyhydroxyle dans des formulations cosmetiques |
Country Status (9)
Country | Link |
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EP (1) | EP1024782A1 (fr) |
JP (1) | JP2001520180A (fr) |
KR (1) | KR20010031274A (fr) |
CN (1) | CN1280486A (fr) |
AU (1) | AU746945B2 (fr) |
BR (1) | BR9813118A (fr) |
CA (1) | CA2307321A1 (fr) |
FR (1) | FR2769836B1 (fr) |
WO (1) | WO1999020241A1 (fr) |
Families Citing this family (24)
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FR2794466B1 (fr) * | 1999-06-02 | 2001-06-29 | Oreal | Composition sous forme d'emulsion huile-dans-eau contenant des fibrilles de cellulose et ses utilisations notamment cosmetiques |
EP1736207A1 (fr) * | 2005-06-23 | 2006-12-27 | Mibelle AG Cosmetics | Composition dépilatoire |
US9045716B2 (en) * | 2006-11-08 | 2015-06-02 | Cp Kelco U.S., Inc. | Surfactant thickened systems comprising microfibrous cellulose and methods of making same |
JP2009096769A (ja) * | 2007-10-18 | 2009-05-07 | Sanei Gen Ffi Inc | 発酵セルロース含有化粧料 |
FI124724B (fi) | 2009-02-13 | 2014-12-31 | Upm Kymmene Oyj | Menetelmä muokatun selluloosan valmistamiseksi |
SE536746C2 (sv) * | 2010-05-12 | 2014-07-08 | Stora Enso Oyj | En komposition innehållande mikrofibrillerad cellulosa och en process för tillverkning av en komposition |
FI126259B (fi) * | 2011-02-11 | 2016-09-15 | Upm Kymmene Corp | Mikrofibrilloitu selluloosa käytettäväksi erityisesti atooppisen ihotulehduksen ja psoriasiksen hoidossa |
JP2012193139A (ja) * | 2011-03-16 | 2012-10-11 | Daicel Corp | 化粧料 |
CN104704169B (zh) | 2012-08-10 | 2017-10-27 | 王子控股株式会社 | 微细纤维状纤维素聚集体、微细纤维状纤维素聚集体的制造方法以及微细纤维状纤维素分散液的再制造方法 |
CN103242542B (zh) * | 2013-05-29 | 2015-04-15 | 南京农业大学 | 非晶纤维素分散液的生产方法 |
JP6360408B2 (ja) * | 2014-01-21 | 2018-07-18 | 株式会社スギノマシン | 乳化剤とその製造方法、及びオーガニック化粧料 |
EP3081209A1 (fr) * | 2015-04-13 | 2016-10-19 | Borregaard AS | Compositions de soins pour la peau contenant de la cellulose microfibrillée |
KR101771606B1 (ko) * | 2015-07-24 | 2017-08-28 | 아시아나노셀룰로오스 주식회사 | 비목질계 바이오매스를 활용한 나노셀룰로오스 및 이를 포함하는 화장료 조성물, 고흡수성 소재 |
WO2018009113A1 (fr) * | 2016-07-08 | 2018-01-11 | Sca Hygiene Products Ab | Lotion comprenant une émulsion |
WO2018185230A1 (fr) | 2017-04-07 | 2018-10-11 | Weidmann Holding Ag | Composition de soins personnels |
KR102266174B1 (ko) * | 2018-01-17 | 2021-06-17 | 아라코스메틱 주식회사 | 나노셀룰로오스를 함유한 나노에멀젼 유화 조성물 및 이의 제조 방법 |
US11918678B2 (en) | 2018-07-30 | 2024-03-05 | Conopco, Inc. | Hair cleansing composition |
JP7101636B2 (ja) * | 2019-04-26 | 2022-07-15 | ユニ・チャーム株式会社 | 吸収性物品、清浄化用シート、及び拭取性向上剤の使用 |
FR3095344B1 (fr) | 2019-04-29 | 2022-03-11 | Oreal | Utilisation d’un composite cellulosique pour matifier la peau et/ou réduire sa brillance. |
JP7272945B2 (ja) * | 2019-12-25 | 2023-05-12 | ユニ・チャーム株式会社 | 吸収性物品、清浄化用シート、及び拭取性向上組成物の使用 |
TWI736144B (zh) * | 2020-02-24 | 2021-08-11 | 臺灣塑膠工業股份有限公司 | 含有纖維素奈米纖維之外用組成物及其用途 |
WO2021214300A1 (fr) | 2020-04-23 | 2021-10-28 | Weidmann Holding Ag | Composition comprenant un matériau fibreux |
FR3111904B1 (fr) | 2020-06-30 | 2022-10-21 | Oreal | Bioencre pour bioimpression d’un modèle de jonction dermo-épidermique invaginée |
KR102573536B1 (ko) * | 2022-12-23 | 2023-09-04 | 재단법인 한국섬유기계융합연구원 | 셀룰로오스 나노섬유를 포함하는 친환경 샴푸바 조성물 및 이로부터 제조된 친환경 샴푸바 |
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JPS5524108A (en) * | 1978-08-09 | 1980-02-21 | Asahi Chem Ind Co Ltd | Compounding composition |
JPS6239507A (ja) * | 1985-08-13 | 1987-02-20 | Daicel Chem Ind Ltd | 皮膚手入れ用化粧料 |
FR2730252B1 (fr) * | 1995-02-08 | 1997-04-18 | Generale Sucriere Sa | Cellulose microfibrillee et son procede d'obtention a partir de pulpe de vegetaux a parois primaires, notamment a partir de pulpe de betteraves sucrieres. |
FR2744632B1 (fr) * | 1996-02-13 | 1998-03-27 | Oreal | Utilisation d'une suspension aqueuse de microfibrilles d'origine naturelle pour la preparation de compositions cosmetiques ou dermatologiques, compositions cosmetiques ou dermatologiques et applications |
EA001682B1 (ru) * | 1996-07-15 | 2001-06-25 | Родиа Шими | Жидкая среда, содержащая нанофибриллы целлюлозы, и ее применение при разработке нефтяных месторождений |
PL331147A1 (en) * | 1996-07-15 | 1999-06-21 | Rhodia Chimie Sa | Doping of cellulose nanofibrils with carboxycellulose of low substitution degree |
-
1997
- 1997-10-21 FR FR9713182A patent/FR2769836B1/fr not_active Expired - Fee Related
-
1998
- 1998-09-22 BR BR9813118-4A patent/BR9813118A/pt not_active IP Right Cessation
- 1998-09-22 AU AU92699/98A patent/AU746945B2/en not_active Ceased
- 1998-09-22 CA CA002307321A patent/CA2307321A1/fr not_active Abandoned
- 1998-09-22 JP JP2000516644A patent/JP2001520180A/ja active Pending
- 1998-09-22 CN CN98811698A patent/CN1280486A/zh active Pending
- 1998-09-22 KR KR1020007004261A patent/KR20010031274A/ko active IP Right Grant
- 1998-09-22 EP EP98945355A patent/EP1024782A1/fr not_active Withdrawn
- 1998-09-22 WO PCT/FR1998/002031 patent/WO1999020241A1/fr not_active Application Discontinuation
Non-Patent Citations (1)
Title |
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See references of WO9920241A1 * |
Also Published As
Publication number | Publication date |
---|---|
AU9269998A (en) | 1999-05-10 |
KR20010031274A (ko) | 2001-04-16 |
FR2769836A1 (fr) | 1999-04-23 |
BR9813118A (pt) | 2000-08-22 |
FR2769836B1 (fr) | 2000-03-10 |
WO1999020241A1 (fr) | 1999-04-29 |
CA2307321A1 (fr) | 1999-04-29 |
JP2001520180A (ja) | 2001-10-30 |
CN1280486A (zh) | 2001-01-17 |
AU746945B2 (en) | 2002-05-09 |
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