WO2006028297A1 - Fullerene hydrosoluble, procede de synthese dudit fullerene, preparation antioxydante et preparation a usage externe - Google Patents

Fullerene hydrosoluble, procede de synthese dudit fullerene, preparation antioxydante et preparation a usage externe Download PDF

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Publication number
WO2006028297A1
WO2006028297A1 PCT/JP2005/017094 JP2005017094W WO2006028297A1 WO 2006028297 A1 WO2006028297 A1 WO 2006028297A1 JP 2005017094 W JP2005017094 W JP 2005017094W WO 2006028297 A1 WO2006028297 A1 WO 2006028297A1
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WO
WIPO (PCT)
Prior art keywords
water
fullerene
acid
soluble
extract
Prior art date
Application number
PCT/JP2005/017094
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English (en)
Japanese (ja)
Inventor
Takumi Oshima
Ken Kokubo
Kou Kidena
Nobuhiko Miwa
Kenji Matsubayashi
Hiroya Takada
Original Assignee
Vitamin C60 Bioresearch Corporation
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 Vitamin C60 Bioresearch Corporation filed Critical Vitamin C60 Bioresearch Corporation
Priority to JP2006535213A priority Critical patent/JPWO2006028297A1/ja
Publication of WO2006028297A1 publication Critical patent/WO2006028297A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic 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
    • A61K8/30—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
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/18—Antioxidants, e.g. antiradicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00—Manufacture or treatment of nanostructures
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B32/00—Carbon; Compounds thereof
    • C01B32/15—Nano-sized carbon materials
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B32/00—Carbon; Compounds thereof
    • C01B32/15—Nano-sized carbon materials
    • C01B32/152—Fullerenes
    • C01B32/156—After-treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
    • C07C35/44—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with a hydroxy group on a condensed ring system having more than three rings
    • 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
    • A61K2800/52—Stabilizers
    • A61K2800/522—Antioxidants; Radical scavengers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2604/00—Fullerenes, e.g. C60 buckminsterfullerene or C70

Definitions

  • a water-soluble fullerene characterized in that it is at least one kind of fullerene hydroxide having more than 30 hydroxyl groups (OH) bonded to the fullerene nucleus.
  • Figure 1 shows the FT-IR spectrum diagram of water-soluble C 6 () (OH) 36 9 ⁇ 20
  • the number of bonded hydroxyl groups (OH) can be controlled by appropriate selection and setting of conditions such as the starting material fullerene type, the concentration of hydrogen peroxide solution, its use ratio, and the reaction temperature.
  • the starting material fullerene may be various as described above, and may have a hydrolyzable group such as a halogen, a nitro group, or a sulfate ester group as a precursor of the hydroxylated fullerene.
  • a hydrolyzable group such as a halogen, a nitro group, or a sulfate ester group as a precursor of the hydroxylated fullerene.
  • Various materials such as hydrogenated fullerene, oxidized (epoxy) fullerene, methano-bridged fullerene, alkyl-substituted fullerene, and aryl-substituted fullerene may be selected.
  • a long-chain carboxylic acid having 10 or more carbon atoms, or an ester or salt thereof in addition to the active ingredients as described above, in the invention of this application, it is also effective to contain a long-chain carboxylic acid having 10 or more carbon atoms, or an ester or salt thereof.
  • an oil agent, a surfactant, a pigment, a humectant, an excipient or base, a cell activator, and the like as described below may be blended.
  • Surfactants include anionic, cationic, nonionic and amphoteric Activators are used.
  • anionic surfactants include fatty acid seggen such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acid and its salts, carboxylates such as condensates of amino acids and fatty acids, alkyl sulfonic acids, and algene sulfones.
  • thiamines thiamine hydrochloride, thiamine sulfate
  • riboflavins riboflavin, riboflavin acetate, etc.
  • pyridoxines pyridoxine hydrochloride, pyridoxine dioctanoate, etc.
  • flavin adenine nucleotides flavin adenine nucleotides, cyanocobalamin, folic acid , Nicotinic acid (nicotinic acid amide, benzyl nicotinate, etc.)
  • vitamins B such as choline, apricot extract, yew extract, rapeseed extract, barley extract, orange extract, cucumber extract, Kiwi extract, shiitake extract, sugi extract, senpri extract, evening extract, capsicum extract, garlic extract, carrot extract, cucumber extract, peach extract, lettuce extract, lemon extract, Ganoderma extract, Rosemary extract, Asparaga Contains extract, Ibukitorano extract,
  • Acid UV absorbers 1-ethylhexyl salicylate, triethanolamine salicylate, homomentyl salicylate, dipropylene glycol salicylate, methyl salicylate, ethylene glycol salicylate, phenyl salicylate, amyl salicylate, benzyl salicylate, Salicylic acid UV absorbers such as isopropylbenzyl salicylate and potassium salicylate; 4—t-Butyl_4′-methoxydibenzoylmethane, 4 ⁇ sopropyldibenzoylmethane, 4-methoxydibenzoylmethane, 4- t-Pitreux 4 '-Hydroxydibenzoylmethane and other dibenzoylmethane-based UV absorbers, menthyl o-aminobenzoate 2-phenyl benzimidazole 5-sulfuric acid 1 2-phenyl benzoxazole, 3— (4-Methylbenzylid
  • the aqueous composition it is particularly preferable for the aqueous composition to have a pH value in the range of 3 to 10 as described above.
  • the total concentration of transition metal compounds it is particularly desirable that the total concentration of transition metal compounds be 0.1% by weight or less.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Nanotechnology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Dermatology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Biochemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Toxicology (AREA)
  • Composite Materials (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Manufacturing & Machinery (AREA)
  • Emergency Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)

Abstract

La présente invention décrit un fullerène hydrosoluble caractérisé en ce qu'il est constitué d'au moins un fullerène hydroxylé comprenant un noyau fullerène et au moins 30 hydroxyles (OH) liés chimiquement à ce noyau. Ledit fullerène hydrosoluble présente une bonne solubilité dans l'eau, une capacité élevée de captage de l'oxygène actif, et est peu sensible à la décoloration. La présente invention décrit également un procédé de synthèse à grande échelle simple, aisé, peu onéreux et efficace dudit fullerène. En outre, la présente invention décrit une préparation antioxydante, ainsi qu'une préparation pour usage externe, comprenant toutes deux ledit fullerène hydrosoluble.
PCT/JP2005/017094 2004-09-10 2005-09-09 Fullerene hydrosoluble, procede de synthese dudit fullerene, preparation antioxydante et preparation a usage externe WO2006028297A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2006535213A JPWO2006028297A1 (ja) 2004-09-10 2005-09-09 水溶性フラーレンとその製造方法並びに抗酸化組成物と外用組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2004-264664 2004-09-10
JP2004264664 2004-09-10

Publications (1)

Publication Number Publication Date
WO2006028297A1 true WO2006028297A1 (fr) 2006-03-16

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WO (1) WO2006028297A1 (fr)

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101239026A (zh) * 2007-12-25 2008-08-13 中国科学院上海应用物理研究所 富勒醇在美容护肤品中的应用
US20120015045A1 (en) * 2009-04-02 2012-01-19 University Of Florida Research Foundation, Inc. Functionalized fullerenes as antifungal agents
WO2012011245A1 (fr) 2010-07-20 2012-01-26 キヤノン株式会社 Élément chargé, cartouche de traitement et dispositif photographique électronique
WO2012099855A2 (fr) * 2011-01-17 2012-07-26 Marelle, Llc Fullerènes fonctionnalisés hydrosolubles
US20150284309A1 (en) * 2008-06-24 2015-10-08 University Of Florida Research Foundation Enhancement of electron scavenging by water-soluble fullerenes
JP2015218127A (ja) * 2014-05-15 2015-12-07 昭和電工株式会社 ポリ水酸化フラーレンの製造方法
WO2017104848A1 (fr) * 2015-12-18 2017-06-22 日産化学工業株式会社 Composition comprenant agrégat hydrophobe et un minéral argileux
WO2017136809A1 (fr) * 2016-02-04 2017-08-10 The Cleveland Clinic Foundation Agents actifs de protection solaire à base de polyhydroxy fullerène et compositions
CN107411983A (zh) * 2017-09-12 2017-12-01 北京福纳康生物技术有限公司 一种水溶性富勒烯外用组合物
CN108186679A (zh) * 2018-02-07 2018-06-22 中国科学院化学研究所 一种祛痘组合物
JP2019524869A (ja) * 2016-06-01 2019-09-05 ショーナノ カンパニー リミテッド 炭素族非酸化物ナノ粒子を含む抗菌剤およびその製造方法
US10961414B2 (en) 2018-07-23 2021-03-30 Samsung Electronics Co., Ltd. Polishing slurry, method of manufacturing the same, and method of manufacturing semiconductor device
CN112618567A (zh) * 2020-12-15 2021-04-09 苏州艾莱美生物科技有限公司 一种具有皮肤再生修复作用的富勒烯凝胶及其制备方法
CN113520888A (zh) * 2021-07-15 2021-10-22 广东雷诺化妆品研究院有限公司 一种含有富勒烯的抗衰组合物及其制备方法和应用
US11254840B2 (en) 2019-03-13 2022-02-22 Samsung Electronics Co., Ltd. Polishing slurry and method of manufacturing semiconductor device
EP3848014A4 (fr) * 2018-08-02 2022-08-10 Beijing Fullcan Biotechnology Co., Ltd Composition topique de fullerène soluble dans l'eau
CN116285514A (zh) * 2023-03-22 2023-06-23 广东美洲宝实业有限公司 一种耐水抗污型仿石漆及其制备方法
CN116395672A (zh) * 2023-03-31 2023-07-07 西南交通大学 荧光碳点的制备方法、抑菌材料以及抑制革兰氏菌的方法

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111253804B (zh) * 2020-04-08 2022-10-21 齐齐哈尔大学 一种用于美术设计的固体画笔及其制备方法

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JP2003510340A (ja) * 1999-10-05 2003-03-18 ダブリューエム・マーシュ・ライス・ユニバーシティー 磁気共鳴画像及び分光法のためのフラーレン造影剤
WO2004067678A1 (fr) * 2003-01-27 2004-08-12 Mitsubishi Corporation Composition antioxydante et composition a usage externe

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JP2003510340A (ja) * 1999-10-05 2003-03-18 ダブリューエム・マーシュ・ライス・ユニバーシティー 磁気共鳴画像及び分光法のためのフラーレン造影剤
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WO2004067678A1 (fr) * 2003-01-27 2004-08-12 Mitsubishi Corporation Composition antioxydante et composition a usage externe

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XING G. ET AL: "Influences of Structural Properties on Stability of Fullerenols", JOURNAL OF PHYSICAL CHEMISTRY B, vol. 108, no. 31, 2004, pages 11473 - 11479, XP002994802 *

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101239026B (zh) * 2007-12-25 2011-07-27 中国科学院上海应用物理研究所 富勒醇在美容护肤品中的应用
CN101239026A (zh) * 2007-12-25 2008-08-13 中国科学院上海应用物理研究所 富勒醇在美容护肤品中的应用
US9950977B2 (en) * 2008-06-24 2018-04-24 University Of Florida Research Foundation, Inc. Enhancement of electron scavenging by water-soluble fullerenes
US20150284309A1 (en) * 2008-06-24 2015-10-08 University Of Florida Research Foundation Enhancement of electron scavenging by water-soluble fullerenes
US20120015045A1 (en) * 2009-04-02 2012-01-19 University Of Florida Research Foundation, Inc. Functionalized fullerenes as antifungal agents
US9314027B2 (en) * 2009-04-02 2016-04-19 University Of Florida Research Foundation, Inc. Functionalized fullerenes as antifungal agents
WO2012011245A1 (fr) 2010-07-20 2012-01-26 キヤノン株式会社 Élément chargé, cartouche de traitement et dispositif photographique électronique
WO2012099855A2 (fr) * 2011-01-17 2012-07-26 Marelle, Llc Fullerènes fonctionnalisés hydrosolubles
WO2012099855A3 (fr) * 2011-01-17 2012-10-04 Marelle, Llc Fullerènes fonctionnalisés hydrosolubles
US9085463B2 (en) 2011-01-17 2015-07-21 Marelle, Llc Water-soluble functionalized fullerenes
JP2015218127A (ja) * 2014-05-15 2015-12-07 昭和電工株式会社 ポリ水酸化フラーレンの製造方法
WO2017104848A1 (fr) * 2015-12-18 2017-06-22 日産化学工業株式会社 Composition comprenant agrégat hydrophobe et un minéral argileux
WO2017136809A1 (fr) * 2016-02-04 2017-08-10 The Cleveland Clinic Foundation Agents actifs de protection solaire à base de polyhydroxy fullerène et compositions
US10925817B2 (en) 2016-02-04 2021-02-23 The Cleveland Clinic Foundation Polyhydroxy fullerene sunscreen active agents and compositions
US11957769B2 (en) 2016-02-04 2024-04-16 The Cleveland Clinic Foundation Polyhydroxy fullerene sunscreen active agents and compositions
JP2019524869A (ja) * 2016-06-01 2019-09-05 ショーナノ カンパニー リミテッド 炭素族非酸化物ナノ粒子を含む抗菌剤およびその製造方法
CN107411983A (zh) * 2017-09-12 2017-12-01 北京福纳康生物技术有限公司 一种水溶性富勒烯外用组合物
CN107411983B (zh) * 2017-09-12 2020-10-20 北京福纳康生物技术有限公司 一种水溶性富勒烯外用组合物
CN108186679A (zh) * 2018-02-07 2018-06-22 中国科学院化学研究所 一种祛痘组合物
CN108186679B (zh) * 2018-02-07 2020-08-04 中国科学院化学研究所 一种祛痘组合物
US10961414B2 (en) 2018-07-23 2021-03-30 Samsung Electronics Co., Ltd. Polishing slurry, method of manufacturing the same, and method of manufacturing semiconductor device
EP3848014A4 (fr) * 2018-08-02 2022-08-10 Beijing Fullcan Biotechnology Co., Ltd Composition topique de fullerène soluble dans l'eau
US11254840B2 (en) 2019-03-13 2022-02-22 Samsung Electronics Co., Ltd. Polishing slurry and method of manufacturing semiconductor device
US11795347B2 (en) 2019-03-13 2023-10-24 Samsung Electronics Co., Ltd. Polishing slurry and method of manufacturing semiconductor device
CN112618567A (zh) * 2020-12-15 2021-04-09 苏州艾莱美生物科技有限公司 一种具有皮肤再生修复作用的富勒烯凝胶及其制备方法
CN113520888A (zh) * 2021-07-15 2021-10-22 广东雷诺化妆品研究院有限公司 一种含有富勒烯的抗衰组合物及其制备方法和应用
CN116285514A (zh) * 2023-03-22 2023-06-23 广东美洲宝实业有限公司 一种耐水抗污型仿石漆及其制备方法
CN116395672A (zh) * 2023-03-31 2023-07-07 西南交通大学 荧光碳点的制备方法、抑菌材料以及抑制革兰氏菌的方法

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