[go: up one dir, main page]

WO2010030252A2 - Dispersion stériquement stabilisée d’un matériau hybride inorganique-organique dans l’huile en tant que préparation pour la protection contre les rayons uv et procédé de préparation de celle-ci - Google Patents

Dispersion stériquement stabilisée d’un matériau hybride inorganique-organique dans l’huile en tant que préparation pour la protection contre les rayons uv et procédé de préparation de celle-ci Download PDF

Info

Publication number
WO2010030252A2
WO2010030252A2 PCT/SI2009/000031 SI2009000031W WO2010030252A2 WO 2010030252 A2 WO2010030252 A2 WO 2010030252A2 SI 2009000031 W SI2009000031 W SI 2009000031W WO 2010030252 A2 WO2010030252 A2 WO 2010030252A2
Authority
WO
WIPO (PCT)
Prior art keywords
coating
oil
dispersion
organic material
hybrid inorganic
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.)
Ceased
Application number
PCT/SI2009/000031
Other languages
English (en)
Other versions
WO2010030252A3 (fr
Inventor
Tina Ukmar
Aljaz Godec
Uros Maver
Bostjan Genorio
Marjan Bele
Odon Planinsek
Miran Gaberscek
Janko Jamnik
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kemijski Institut
Original Assignee
Kemijski Institut
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kemijski Institut filed Critical Kemijski Institut
Priority to EP09788630A priority Critical patent/EP2320853A2/fr
Publication of WO2010030252A2 publication Critical patent/WO2010030252A2/fr
Publication of WO2010030252A3 publication Critical patent/WO2010030252A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds thereof
    • 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
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361—Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof
    • 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
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/61—Surface treated
    • A61K2800/62—Coated
    • A61K2800/623—Coating mediated by organosilicone compounds
    • 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
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/65—Characterized by the composition of the particulate/core
    • A61K2800/651—The particulate/core comprising inorganic material

Definitions

  • the subject of the invention is a sterically stabilised dispersion of a hybrid inorganic-organic material in oil as a preparation for the protection against harmful effects of UV rays and a process of preparation thereof.
  • the present invention belongs to the field of pharmaceutical technology and cosmetology, more precisely to the field of manufacturing of preparations for the protection against harmful effects of UV radiation. It is based on the principles of inorganic and organic chemistry and the chemistry and physics of surfaces. It refers to a new material and process for the preparation thereof on the basis of composites of hybrid inorganic-organic coatings on TiO2 nanocrystalline particles with increased dispersibility in organic vehicles and decreased formation of free radicals.
  • the process of preparation of said material is based on sol-gel process and subsequent covalent attachment of steric stabilisers.
  • the material so obtained is intended for the manufacture of various sunscreen preparations.
  • Transparency is conditioned by an average size of particles.
  • the TiO 2 particles are transparent, if the average particle size is in the range between 20 to 100 nm, and the ZnO particles are transparent, if the particles have a size from 40 to 100 nm.
  • the input particle size is not the only one that is important, the average particle size in the final preparation is of importance as well. Agglomeration of particles in a preparation may occur and the agglomerates thus obtained are no longer transparent.
  • the particles of such size absorb UV light (the nanocrystalline TiO 2 absorbs about 70% of the incoming UV light). Absorption of UV radiation may cause formation of free radicals that directly or through reaction with other ingredients in the sunscreen preparation cause cell damage.
  • the scope of harmful photocatalytic properties of nanocrystalline physical UV filters may be diminished if the particles are coated with compounds forming hydrated oxides and the latter function as hydroxyl radical catchers.
  • the latter may be prepared e.g. by flame reaction of a nanocrystalline TiO 2 and functionalised silanes [Deller K, Kemer D, Meyer J: Surface-modified titanium dioxide, United States Patent 6663851], with which surface properties may be changed.
  • the most often used process for the coating of such materials is the sol-gel process.
  • TEOS tetraethyl orthosilicate
  • BTSE bis-1 ,2-triethoxysilylethane
  • aluminium oxide can be prepared, wherewith a smaller degree of adhesion and a higher degree of mechanical resistance can be achieved and such material is applicable in the coating of kitchen vessels [Shoup R, Rice N, Simes D, Nebo J, Georges GT: Abrasion and impact resistant coating compositions, and articles coated therewith, United States Patent 6905772].
  • the sol-gel process was also used in the preparation of sunscreen products based on xerogels.
  • Chemical and physical UV filters may be incorporated into the structure of xerogels prepared by the sol-gel process on the basis of starting compounds having a general chemical formula M(R)n(P)m (wherein M represents a metal or semi-metal, R represents a hydrolysable substituent, P represents a non-polymerisable substituent, and n may be 2-6, m may assume any value from 0-6) [Sunscreens for protection from sun radiation, WO/1998/031333].
  • the sol-gel process was also used to prepare SiO 2 coatings on TiO 2 nanoparticles based on silicic acid and TEOS for the application as UV filters [Ishii N, Wada K, Sekiguchi K, Takama M, lto S, Yano K, Saito Y, Kawasaki K: Cosmetics, silica-coated metal oxide powder and production method therefor, United States Patent 6235270].
  • Such coatings decrease the scope of free radical formation, yet such composites are not dispersible in oily vehicles due to being strongly hydrophilic but only in water vehicles. In this case they may be subjected to microbiological contamination and consequently preservatives must be used that can cause oversensitivity reactions like chemical UV filters.
  • Hydrophilic preparations are not water resistant, which is of course desirable.
  • oily vehicles a danger of microbiological contamination can be done away with and water resistance of sunscreens may be increased, however, the surfaces of UV filters must be hydrophobic for dispersibility in oily vehicles.
  • the latter may be achieved by coating the particles with silicic acid or its precursors and by subsequent hydrophobisation of the coating surface with silicone oils, organic alkoxysilanes and salts of high fatty acids [Wada K, lshii N, lrie M, Sekiguchi K, Takama M: Cosmetic preparation, surface-hydrophobised silica-coated metal oxide particles, sol of silica coated metal oxide, and processes for producing these, United States Patent 6534044].
  • said process comprises many steps and is therefore time consuming and industrially less acceptable.
  • TEOS TEOS
  • silane coupling reagents as BTSE
  • salts of higher fatty acids Fatty acids in these cases are only adsorbed on particles by a process of spray drying or adsorption from solutions - this may increase hydrophoby, yet desorption may occur in oily vehicles; there is no steric stabilisation and such preparations are thus not stable [lshii N, Wada K, Takama M: Silica-coated mixed crystal oxide particle, production process thereof and cosmetic material using the same, United States Patent 7347986].
  • suspensions prepared in this way are not entirely resistant against aggregation of particles, because the small size of particles and their large specific surface provide huge interaction potential and the particles may agglomerate.
  • Suspensions of said type are thermodynamically unstable, since the particles irreversibly agglomerate when getting close together. Agglomeration does away with transparency in the visible part of the specter and diminishes coverage and consequently protection of skin after application. Due to tendency for aggregation it is not possible to yield high concentrations of suspension and the particles may agglomerate also under the influence of mechanical burdens which may occur during transport of the product.
  • a problem that has remained unsolved is that the particles are not resistant to irreversible agglomeration and it is therefore not possible to reach high concentrations of suspensions and transparency for the visible light over a long time period.
  • known preparations are poorly resistant to water and repeated application is needed after each contact with water.
  • the problem is solved by the invention by first coating particles of a physical UV filter with a hydrophobic hybrid silane coating, to which a steric stabiliser is then covalently bound, said stabiliser not forming a compact coating.
  • the particles thus obtained i.e. the particles having one coating and a steric stabiliser, are then dispersed in a suitable oily vehicle.
  • the dispersions thus obtained may then be used for the manufacturing of optional derivatives used in cosmetic industry.
  • said product is less prone to forming free radicals. Since the coating is hydrophobic, the coated particles are better dispersible in oil. Attachment of a steric stabiliser stabilises dispersed coated particles and they get resistant to agglomeration. Transparency is ensured over a longer period of time and high concentrations of suspensions can be reached. As both the coating and the steric stabiliser are hydrophobic, extremely water resistant oil suspensions can be prepared and consequently there is no need for repeated application to skin. Owing to improved dispersibility in oil and resistance to the agglomeration of particles such oil suspensions are more efficient than the existing sunscreens based on chemical UV filters even in low concentrations.
  • Efficiency may even be additionally improved by increasing the concentration of particles, which is possible due to the resistance to agglomeration.
  • Efficiency can be evaluated by spectroscopic measurement of the share of penetrated UV light and is represented in Figure 2 in an example of a layer having a thickness of 2 mm with 0.5% by weight of preparation from Embodiment A in olive oil.
  • Figure 1 a FTIR spectre of a sample from Embodiment B 2.
  • a peak is marked at 960 cm "1 and belongs to a vibration of Ti-O-Si bonds,
  • Figure 2 Diagram of percentage of penetrated UV-B (280-320 nm) and UV-A (320-400 nm) light of a 2 mm thick layer of dispersion with 0.5 % by weight of preparation from Embodiment A in olive oil.
  • R represents long linear or branched conformation changeable compounds with functional groups providing for covalent attachment to silanol groups and do not form a compact coating in any instance, but are attached to the coating of silane with one to ten bonds.
  • Such compounds belong to a group of higher fatty acids, preferably oleic, stearic and/or palmitic acid, linear polymers, preferably polyethyleneglycols, nylon and/or polydimethylsiloxane, cross-linked polymers, preferably various gums, branched polymers, preferably low density polyethylenes, dendritic polymers, preferably dendrones.
  • a steric stabiliser causes reflective interaction that prevents the particles from getting closer to a distance, at which van der Waals interactions start. The steric reflective interaction thus represents an unsurpassable energetic barrier of agglomeration, due to which the suspension becomes kinetically stabilised.
  • a further positive effect of a steric stabiliser is improved dispersibility in organic vehicles and improved water resistance of the preparation.
  • the particles of the physical UV filter in the present invention belong to the group consisting of metallic oxides, preferably to the group of titanium oxide, preferably rutile, anatase, brookit, T1O 2 -B or a mixture thereof, zinc, cerium, zirconium, iron oxide with a size of 20-100 nm and specific surface from 10-200 m 2 /g.
  • the thickness of silane coating preferably of a bridged, simple or functionalised silane, ranges from 0.5 to 50 nm.
  • a steric stabiliser is covalently bound to the surface of such coating and the coating should therefore be adequately reactive.
  • the reactivity of the coating is adjusted by use of silane, in which a group with a positive inductive effect is coupled to a silicon atom, which increases electron density on the silanol group and thus increases reactivity with electrophilic activated groups of steric stabilisers.
  • the bridged silane represents a compound having a general formula (RiO) 3 -Si-R 2 -Si-(ORi) 3 , wherein R 1 is a linear or branched alkyl group having 1-15 carbon atoms, and R 2 is a non-hydrolisable linear, branched or cyclic alkylene or allylene group, which may be substituted or unsubstituted.
  • BTSE bis-1 ,2-(triethoxysilyl) ethane
  • Simple or functionalised silane is a compound of general chemical formula
  • X is a non-hydrolisable hydrophilic, hydrophobic, ionising or non-ionising or single-atom or multiple-atom linear, branched or cyclic, saturated, unsaturated or aromatic functional group.
  • the metallic oxide is TiO 2 , a covalent bond is formed during the preparation of the coating from bridged, simple or functionalised silane, which is noticed in FTIR specter as a peak with the maximum at 950-965 cm "1 , which is shown in Figure 1.
  • the steric stabiliser which is covalently bound to the coating, represents longer linear or branched conformation changeable compounds and is attached to the coating of silane only with one or several bonds, wherein said compounds belong to a group of higher fatty acids, preferably oleic, stearic and/or palmitic acid, linear polymers, preferably polyethyleneglycols, nylon and polydimethylsyloxane, cross-linked polymers, preferably various gums, branched polymers, preferably low density polyethylenes or dendritic polymers, preferably dendrons.
  • the oily vehicle, in which coated particles with a covalently bound steric stabiliser are dispersed is oil or a mixture of oils selected from a group of dermatologically acceptable natural and synthetic oils.
  • the described coating is prepared following a base catalysed sol-gel process including one or several organic solvents selected from a group of alcohols, ketons, ethers or esters and water, base catalyst, which may be ammonia, ammonia derivative, ammonium salt of an organic or inorganic acid, alkali or earth alkali hydroxide, alkali or earth alkali carbonate or hydrogencarbonate or any other base compound and does not include any surfactant, which might cause oversensitivity reactions.
  • base catalyst which may be ammonia, ammonia derivative, ammonium salt of an organic or inorganic acid, alkali or earth alkali hydroxide, alkali or earth alkali carbonate or hydrogencarbonate or any other base compound and does not include any surfactant, which might cause oversensitivity reactions.
  • the steric stabiliser is attached to the coating in the form of an activated derivative, preferably acid halide, anhydride, activated ester, coupled compound preferably obtained by a coupling reagent of dicyclohexylcarbodiimide (DCC) or a similar coupling reagent, wherein the reactions of activation and bonding are carried out in an anhydrous medium in one or several steps.
  • DCC dicyclohexylcarbodiimide
  • the product obtained by a reaction of attaching a steric stabiliser is isolated, preferably by filtration and dried until the product mass no longer changes.
  • the described dispersion of a sterically stabilised hybrid inorganic-organic material is used in various cosmetic products as a preparation for protection against harmful effects of UV rays, preferably for the manufacturing of creams, lotions, aerosols, gels or sticks or other cosmetic preparations.
  • Embodiment A 1. Preparing a coating from a bridged silane:
  • reaction filter After the completion of reaction filter the product through a membrane filter by suctioning. Discard the filtrate and completely dry the product at normal pressure and 50 0 C.
  • Step 2 Dispersing the material from the above process (Step 2) in olive oil Disperse 20 mg of material obtained by the process in Step 2 in 39.980 g of olive oil (Lex). Then disperse the dispersion for 30 min in ultrasound bath.
  • reaction filter After the completion of reaction filter the product through a membrane filter by suctioning. Discard the filtrate and completely dry the product at normal pressure and 50 0 C.
  • SICTIA coconut oil
  • reaction filter After the completion of reaction filter the product through a membrane filter by suctioning. Discard the filtrate and completely dry the product at normal pressure and 50 0 C.
  • SICTIA almond oil

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Inorganic Compounds Of Heavy Metals (AREA)

Abstract

La présente invention concerne une dispersion stériquement stabilisée d’un matériau hybride inorganique-organique dans l’huile en tant que préparation pour la protection contre les effets néfastes des rayons UV. La présente invention concerne un nouveau matériau cosmétique à base de composites de revêtements hybrides inorganiques-organiques sur des particules nanocristallines de TiO2 ou un autre oxyde métallique ayant une dispersibilité augmentée dans des véhicules organiques et une formation de radicaux libres diminuée. Les particules nanocristallines de TiO2 de base et le revêtement inorganique du silane ponté sont préparés par le procédé sol-gel. Des molécules d’un stabilisant stérique organique sont ensuite liées de manière covalente au revêtement de silane ponté, ledit stabilisant étant choisi parmi un des groupes de composés suivants : des acides gras supérieurs, des polymères linéaires, des polymères réticulés, des polymères ramifiés et des polymères dendritiques. La présence du stabilisant stérique empêche les particules de TiO2 de s’agglomérer, améliore la dispersibilité dans des véhicules organiques, augmente la résistance à l’eau de la préparation et permet l’utilisation de concentrations élevées de suspensions huileuses qui présentent un facteur de protection élevé contre les effets néfastes des rayons UV.
PCT/SI2009/000031 2008-09-09 2009-07-20 Dispersion stériquement stabilisée d’un matériau hybride inorganique-organique dans l’huile en tant que préparation pour la protection contre les rayons uv et procédé de préparation de celle-ci Ceased WO2010030252A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP09788630A EP2320853A2 (fr) 2008-09-09 2009-07-20 Une dispersion dans huile d'une hybride anorganique-organique stabilisee de maniere sterique comme composition pour la protection contre uv-rayons

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
SIP-200800211 2008-09-09
SI200800211A SI22859A (sl) 2008-09-09 2008-09-09 Sterično stabilizirana disperzija hibridnega anorgansko organskega materiala v olju kot pripravek za zaščito pred uv žarki ter postopek priprave

Publications (2)

Publication Number Publication Date
WO2010030252A2 true WO2010030252A2 (fr) 2010-03-18
WO2010030252A3 WO2010030252A3 (fr) 2010-05-27

Family

ID=41664998

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/SI2009/000031 Ceased WO2010030252A2 (fr) 2008-09-09 2009-07-20 Dispersion stériquement stabilisée d’un matériau hybride inorganique-organique dans l’huile en tant que préparation pour la protection contre les rayons uv et procédé de préparation de celle-ci

Country Status (3)

Country Link
EP (1) EP2320853A2 (fr)
SI (1) SI22859A (fr)
WO (1) WO2010030252A2 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2894186A1 (fr) 2014-01-14 2015-07-15 Université de Strasbourg Matériau organométaloxide poreux désintégrable
WO2018162676A1 (fr) 2017-03-08 2018-09-13 Université De Strasbourg Nanoparticules d'organosilice ou d'oxyde organométallique poreuses désintégrables et leurs utilisations comme véhicule pour l'administration contrôlée d'arnsi
US10207919B2 (en) 2015-06-12 2019-02-19 Rhodia Operations Hybrid nanoparticles containing dendrons, methods of producing such hybrid nanoparticles, and uses thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7226966B2 (en) * 2001-08-03 2007-06-05 Nanogram Corporation Structures incorporating polymer-inorganic particle blends
CN1312233C (zh) * 1999-01-11 2007-04-25 昭和电工株式会社 化妆料、表面疏水化二氧化硅被覆金属氧化物粒子、二氧化硅被覆金属氧化物溶胶、以及它们的制法
WO2001093812A1 (fr) * 2000-06-05 2001-12-13 Showa Denko K.K. Préparation cosmétique

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2894186A1 (fr) 2014-01-14 2015-07-15 Université de Strasbourg Matériau organométaloxide poreux désintégrable
US10207919B2 (en) 2015-06-12 2019-02-19 Rhodia Operations Hybrid nanoparticles containing dendrons, methods of producing such hybrid nanoparticles, and uses thereof
WO2018162676A1 (fr) 2017-03-08 2018-09-13 Université De Strasbourg Nanoparticules d'organosilice ou d'oxyde organométallique poreuses désintégrables et leurs utilisations comme véhicule pour l'administration contrôlée d'arnsi

Also Published As

Publication number Publication date
SI22859A (sl) 2010-03-31
WO2010030252A3 (fr) 2010-05-27
EP2320853A2 (fr) 2011-05-18

Similar Documents

Publication Publication Date Title
US5846310A (en) Coated spherical SiO2 particles
JP4015503B2 (ja) 被覆酸化物粒子、その製造法、該粒子を含有する日焼け止め剤及び該粒子の使用
Grasset et al. Surface modification of zinc oxide nanoparticles by aminopropyltriethoxysilane
CN1914284B (zh) 表面改性的涂布有二氧化硅的非金属/金属氧化物
EP1544256B1 (fr) Particules d'oxyde de titane recouverts d'oxyde d'aluminium et leurs procédés de préparation utilisant un agent densifiant
CN1732235B (zh) 用二氧化硅包覆的二氧化钛
US20110259244A1 (en) Nanoparticulate Titanium Dioxide Particles with a Crystalline Core, a Metal-Oxide Shell and an Outer Skin Containing Organic Groups, and Method for the Manufacture Thereof
EP0803550B1 (fr) Particules de SiO2 revêtues
US7276231B2 (en) Lower-energy process for preparing passivated inorganic nanoparticles
US20100003204A1 (en) Nanoparticle hybrid sunscreens
Veronovski et al. Characterization of TiO2/TiO2—SiO2 coated cellulose textiles
CN1807750A (zh) 一种在纺织品中原位生成无机纳米粒子的方法
Khadem-Hosseini et al. Photocatalytic activity and colloidal stability of various combinations of TiO2/SiO2 nanocomposites
WO2010030252A2 (fr) Dispersion stériquement stabilisée d’un matériau hybride inorganique-organique dans l’huile en tant que préparation pour la protection contre les rayons uv et procédé de préparation de celle-ci
PREMAZU Stabilization of rutile TiO2 nanoparticles with glymo in polyacrylic clear coating
CN1950052B (zh) 用官能基团均匀涂覆的粉末颗粒及其制备方法和应用
CN101948127B (zh) 无氧化性氧化铈纳米粒子的工业化制备方法
CN109433174A (zh) 硅酸盐包覆二氧化钛光触媒粉体及其制备方法
JPWO2013161553A1 (ja) 表面修飾無機酸化物微粒子、及び該微粒子を含有するサンスクリーン化粧料
JP6084387B2 (ja) 塗材及びその製造方法
WO2006105600A1 (fr) Particules d'oxyde metallique revetues de silicone
WO2014021021A1 (fr) Matériau de protection contre les ultraviolets et procédé pour fabriquer un matériau de protection contre les ultraviolets
Ukmar et al. Suspensions of modified TiO 2 nanoparticles with supreme UV filtering ability
JP6349876B2 (ja) 酸化ケイ素被覆酸化亜鉛とその製造方法及び酸化ケイ素被覆酸化亜鉛含有組成物並びに化粧料
WO2014123111A1 (fr) Procédé de production pour des microparticules d'oxyde inorganique à surface modifiée

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 09788630

Country of ref document: EP

Kind code of ref document: A2

REEP Request for entry into the european phase

Ref document number: 2009788630

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2009788630

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: DE