WO2018135108A1 - 粒子状組成物、液体組成物、粒子状組成物の製造方法、表面改質剤、水分散性の向上方法 - Google Patents
粒子状組成物、液体組成物、粒子状組成物の製造方法、表面改質剤、水分散性の向上方法 Download PDFInfo
- Publication number
- WO2018135108A1 WO2018135108A1 PCT/JP2017/040635 JP2017040635W WO2018135108A1 WO 2018135108 A1 WO2018135108 A1 WO 2018135108A1 JP 2017040635 W JP2017040635 W JP 2017040635W WO 2018135108 A1 WO2018135108 A1 WO 2018135108A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- water
- solid particles
- particulate composition
- dispersibility
- solvent
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 162
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 134
- 238000000034 method Methods 0.000 title claims abstract description 33
- 239000007788 liquid Substances 0.000 title claims abstract description 22
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 14
- 239000003795 chemical substances by application Substances 0.000 title abstract 2
- 239000002245 particle Substances 0.000 claims abstract description 199
- 239000007787 solid Substances 0.000 claims abstract description 131
- 239000000126 substance Substances 0.000 claims abstract description 103
- 239000002904 solvent Substances 0.000 claims abstract description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 44
- 239000011248 coating agent Substances 0.000 claims description 37
- OGQYPPBGSLZBEG-UHFFFAOYSA-N dimethyl(dioctadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC OGQYPPBGSLZBEG-UHFFFAOYSA-N 0.000 claims description 34
- 210000002472 endoplasmic reticulum Anatomy 0.000 claims description 27
- 238000000576 coating method Methods 0.000 claims description 15
- 239000010410 layer Substances 0.000 claims description 11
- 239000003607 modifier Substances 0.000 claims description 7
- 239000002537 cosmetic Substances 0.000 claims description 5
- 229910044991 metal oxide Inorganic materials 0.000 claims description 5
- 150000004706 metal oxides Chemical class 0.000 claims description 5
- 239000003973 paint Substances 0.000 claims description 5
- 239000002356 single layer Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 4
- 230000000052 comparative effect Effects 0.000 description 43
- -1 polyoxyethylene Polymers 0.000 description 30
- 238000011156 evaluation Methods 0.000 description 28
- 229910000420 cerium oxide Inorganic materials 0.000 description 20
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 20
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 18
- 239000004359 castor oil Substances 0.000 description 16
- 235000019438 castor oil Nutrition 0.000 description 16
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 16
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 15
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 12
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- 238000002296 dynamic light scattering Methods 0.000 description 11
- 238000002338 electrophoretic light scattering Methods 0.000 description 11
- 239000006185 dispersion Substances 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 238000005259 measurement Methods 0.000 description 8
- 235000019271 petrolatum Nutrition 0.000 description 8
- 239000004264 Petrolatum Substances 0.000 description 7
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 7
- 229940066842 petrolatum Drugs 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000011787 zinc oxide Substances 0.000 description 6
- 238000004945 emulsification Methods 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 239000012188 paraffin wax Substances 0.000 description 5
- 150000003904 phospholipids Chemical class 0.000 description 5
- 229910052814 silicon oxide Inorganic materials 0.000 description 5
- 238000004381 surface treatment Methods 0.000 description 5
- 238000002371 ultraviolet--visible spectrum Methods 0.000 description 5
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 4
- 230000005484 gravity Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229940057995 liquid paraffin Drugs 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SZYSLWCAWVWFLT-UTGHZIEOSA-N [(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)-2-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl octadecanoate Chemical compound O([C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@]1(COC(=O)CCCCCCCCCCCCCCCCC)O[C@H](CO)[C@@H](O)[C@@H]1O SZYSLWCAWVWFLT-UTGHZIEOSA-N 0.000 description 3
- 150000003863 ammonium salts Chemical class 0.000 description 3
- 229960001231 choline Drugs 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 239000000787 lecithin Substances 0.000 description 3
- 229940067606 lecithin Drugs 0.000 description 3
- 235000010445 lecithin Nutrition 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 3
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- 229910002020 Aerosil® OX 50 Inorganic materials 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- 238000010306 acid treatment Methods 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- 229960002446 octanoic acid Drugs 0.000 description 2
- 239000011146 organic particle Substances 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 239000003012 bilayer membrane Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 125000005131 dialkylammonium group Chemical group 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- WMVRXDZNYVJBAH-UHFFFAOYSA-N dioxoiron Chemical compound O=[Fe]=O WMVRXDZNYVJBAH-UHFFFAOYSA-N 0.000 description 1
- BIABMEZBCHDPBV-UHFFFAOYSA-N dipalmitoyl phosphatidylglycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCC BIABMEZBCHDPBV-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- WHQLQYRFIHPMNA-UHFFFAOYSA-N ethyl acetate;oxolane Chemical compound C1CCOC1.CCOC(C)=O WHQLQYRFIHPMNA-UHFFFAOYSA-N 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- 125000005208 trialkylammonium group Chemical group 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/08—Treatment with low-molecular-weight non-polymer 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
- A61K8/02—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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/14—Liposomes; Vesicles
-
- 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
-
- 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
- A61K8/18—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
- 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
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon 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
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
-
- 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
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/02—Compounds of alkaline earth metals or magnesium
- C09C1/021—Calcium carbonates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/22—Compounds of iron
- C09C1/24—Oxides of iron
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/36—Compounds of titanium
- C09C1/3607—Titanium dioxide
- C09C1/3669—Treatment with low-molecular organic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
- C09C1/36—Compounds of titanium
- C09C1/3607—Titanium dioxide
- C09C1/3676—Treatment with macro-molecular organic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/06—Treatment with inorganic compounds
- C09C3/063—Coating
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
- C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
- C09C3/10—Treatment with macromolecular organic compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
- C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/66—Additives characterised by particle size
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/002—Inorganic 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
-
- 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
- A61K2800/612—By organic 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
- A61K2800/61—Surface treated
- A61K2800/62—Coated
- A61K2800/622—Coated by organic compounds
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2002/00—Crystal-structural characteristics
- C01P2002/80—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70
- C01P2002/84—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70 by UV- or VIS- data
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/01—Particle morphology depicted by an image
- C01P2004/04—Particle morphology depicted by an image obtained by TEM, STEM, STM or AFM
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/60—Particles characterised by their size
- C01P2004/61—Micrometer sized, i.e. from 1-100 micrometer
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/60—Particles characterised by their size
- C01P2004/62—Submicrometer sized, i.e. from 0.1-1 micrometer
Definitions
- the present invention relates to a particulate composition, a liquid composition, a method for producing a particulate composition, a surface modifier, and a method for improving water dispersibility.
- Solid particles are used in many applications such as cosmetics and paints, and a technique for uniformly dispersing these solid particles uniformly in a medium such as water has been conventionally demanded.
- a technique for uniformly dispersing these solid particles uniformly in a medium such as water has been conventionally demanded.
- delicate stability under various dispersion conditions is required for UV as a cosmetic, pigment particles for foundation, and the like.
- Patent Document 1 discloses that the surface of solid particles made of a silicone resin and / or organic powder is subjected to a hydrophilic treatment with a water-soluble polyoxyalkylene glycol derivative, a water-soluble cationic polymer, and a low-molecular organosilicon derivative. It is disclosed that the dispersibility in water is improved.
- Patent Document 1 there is a problem that hydrophilic treatment according to the type of solid particles (silicone resin or the like) is required in order to increase the dispersibility in water. Therefore, there is a demand for a technique that can enhance the dispersibility in water regardless of the type of solid particles.
- the present invention has been made in view of the above circumstances, and an object thereof is to provide a particulate composition having high water dispersibility regardless of the type of solid particles, and a method for producing the same. Another object of the present invention is to provide a liquid composition, a surface modifier, and a method for improving water dispersibility. Furthermore, an object of this invention is to provide the particulate composition which has the dispersibility to an oily substance, and its manufacturing method.
- the present inventors have found that the dispersibility of solid particles in water or oily substances is increased by coating the surface of the solid particles with an amphiphilic substance capable of forming closed vesicles in water.
- the invention has been completed. More specifically, the present invention provides the following.
- (1) comprising solid particles and an amphiphilic substance present on the surface of the solid particles;
- the average particle size when dispersed in water or an oily substance is 1.0 to 1.5 times the average particle size when dispersed in ethanol, (1) or ( The particulate composition as described in 2).
- a liquid composition comprising the particulate composition according to any one of (1) to (4) and water or an oily substance containing the particulate composition.
- a method for producing a particulate composition according to any one of (1) to (4), Preparing a mixture of solid particles and a solvent in which an amphiphile capable of forming a closed endoplasmic reticulum in water is dissolved; Removing the solvent in the mixture.
- a surface modifier for solid particles comprising an amphiphilic substance capable of forming closed vesicles in water.
- (11) A method for improving dispersibility in water or an oily substance by covering the surface of solid particles with an amphiphilic substance capable of forming a closed endoplasmic reticulum in water.
- the present invention it is possible to provide a particulate composition having high dispersibility in water regardless of the type of solid particles, and a method for producing the same. Further, according to the present invention, it is possible to provide a liquid composition, a surface modifier, and a method for improving water dispersibility. Furthermore, this invention can provide the particulate composition which has the dispersibility to an oily substance, and its manufacturing method.
- the present invention is a particulate composition comprising solid particles and an amphiphile present on the surface of the solid particles, wherein the amphiphile has the ability to form closed endoplasmic reticulum in water.
- the present invention has high dispersibility in water or oily substances regardless of the type of solid particles. The reason is estimated as follows.
- the amphiphile of the present invention has the ability to form a closed endoplasmic reticulum in water, and this closed endoplasmic reticulum is known as a particle having a so-called three-phase emulsifying ability.
- the particles repel each other and a repulsive force is generated between the particles.
- repulsive force is generated between the solid particles, and it is presumed that dispersibility in water or an oily substance is improved.
- repulsion exceeding the attractive force generated between the solid particles is likely to occur, and aggregation between the solid particles in water or an oily substance is prevented.
- the particulate composition of the present invention when the above-mentioned amphiphile functioning as a coating agent is present in excess, when dispersed in water, the excess is closed vesicles due to self-organization ability. Dispersion does not hinder the dispersion of solid particles. Further, when dispersed in an oily substance, the amphiphilic substance itself does not dissolve in the oil, and thus does not hinder the dispersion of the solid particles.
- the closed endoplasmic reticulum formed by an amphiphile capable of forming a closed endoplasmic reticulum in water is attached to the oil phase by van der Waals force through the oil-water interface.
- the three-phase emulsification mechanism is completely different from the emulsification mechanism that maintains the emulsified state by lowering the oil-water interfacial tension by directing the aqueous portion and the hydrophobic portion to the water phase and the oil phase, respectively (see, for example, Japanese Patent No. 3855203).
- closed vesicles in water do not emulsify solid particles, but the present invention is a coating agent for an amphiphilic substance that forms closed vesicles in water (that is, has a three-phase emulsion-forming ability).
- the surface of the solid particles is improved in dispersibility in water or an oily substance.
- Whether or not the particles can be emulsified in three phases can be determined by performing light scattering measurement on the hydrophilic nanoparticle dispersion used for emulsification and having an average particle diameter of, for example, 8 to 400 nm.
- AFM atomic microscope
- amphiphilic substance used in the present invention is an amphiphilic substance having the ability to form a closed endoplasmic reticulum in water (hereinafter sometimes abbreviated as “amphiphilic substance” in this specification), for example. , Capable of forming a bilayer in water (that is, capable of forming a vesicle in water).
- amphiphilic substances having the ability to form a bilayer film in water include polyoxyethylene hydrogenated castor oil derivatives represented by the following general formula 1, dialkylammonium derivatives represented by the general formula 2, tri Alkyl ammonium derivatives, tetraalkyl ammonium derivatives, dialkenyl ammonium derivatives, trialkenyl ammonium derivatives, or derivatives of halogen salts of tetraalkenyl ammonium derivatives may be employed.
- amphiphilic substances having the ability to form a bilayer film in water include polyoxyethylene hydrogenated castor oil derivatives (“HCO-10”, “HCO-20”, “HCO-30”, “HCO-30” manufactured by Nikko Chemicals Co., Ltd.) HCO-40 ”,“ HCO-50 ”,“ HCO-100 ”and the like are preferable.
- R 1 and R 2 are each independently an alkyl group or alkenyl group having 8 to 22 carbon atoms
- R 3 and R 4 are each independently hydrogen or an alkyl group having 1 to 4 carbon atoms.
- X is F, Cl, Br, I or CH 3 COO.
- phospholipids, phospholipid derivatives, and the like may be employed as amphiphilic substances that have the ability to form bilayer membranes in water.
- DLPC 1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-choline
- DMPC 1,2-Dimyristol-sn-glycero-3-phospho-rac-1-choline
- DPPC 1,2-Dipalmityl-sn-glycero-3-phospho-rac-1-choline
- DLPG (1,2-Dilauroyl-sn-glycero-3-phospho-rac-1-glycerol) Na salt or NH 4 salt of carbon chain length 12 and carbon
- DMPG (1,2-Dimyristol-sn-glycero-3-phospho-rac-1-glycerol) Na salt or NH 4 salt having a chain length of 14
- DPPG (1,2-Dipalmitoyyl-sn-glycero) having a carbon chain length of 16 -3-phospho-rac-1-glycerol) Na salt or NH 4 salt
- DPPG 1,2-Dipalmitoyyl-sn-glycero having a carbon chain length of 16 -3-phospho-rac-1-glycerol
- lecithin naturally lecithin, hydrogenated lecithin, etc.
- phospholipid and phospholipid derivative can be used as the phospholipid and phospholipid derivative.
- a fatty acid ester may be employed as an amphiphilic substance capable of forming a bilayer film in water.
- the fatty acid ester include glycerin fatty acid ester (tetraglyceryl monostearate, decaglyceryl tristearate, etc.), sucrose fatty acid ester (such as sucrose stearate ester), sorbitan fatty acid ester, propylene glycol fatty acid ester, etc. Can do. Of these, glycerin fatty acid esters and sucrose fatty acid esters are particularly preferred.
- the amount of the amphiphilic substance used in the present invention is six layers (three layers in a bimolecular film) when the solid particles are dispersed in water. It is desirable to coat the above. That is, it is preferable that the amphiphilic substance of the present invention is capable of covering the solid particle surface by forming six or more monomolecular film layers. This is a technical finding found by the present inventors. Therefore, ideally, if there are enough amphiphiles to form six monomolecular films, it is considered that the dispersibility of solid particles in water is ensured.
- the amphiphilic substance when dispersed in an oily substance, the amphiphilic substance does not form a layer but covers the solid particles. Thus, the solid particles covered with the amphiphilic substance are dispersed in the oily substance by the action of wetting with the oily substance. In addition, even if an amphiphilic substance is added excessively, the amphiphilic substance is not dissolved in the oily substance and does not hinder the dispersion of the solid particles.
- Examples of the solid particles used in the particulate composition of the present invention include inorganic particles such as metals, metal oxides, metal sulfides, and complex salts thereof, and organic particles.
- Examples of the metal oxide include titanium oxide, cerium oxide, iron oxide (such as iron tetroxide, iron dioxide, and iron trioxide), zinc oxide, and silicon oxide.
- Examples of the organic particles include carbon fine particles, polystyrene, polyacrylic acid ester, and polyvinyl acetate. Of these, metal oxides are preferred as the solid particles.
- the solid particles may have been subjected to surface treatment (for example, hydrophilic treatment or hydrophobic treatment) in advance from a material different from the amphiphilic substance, or may not be subjected to surface treatment.
- surface treatment for example, hydrophilic treatment or hydrophobic treatment
- the solid particles are also useful in that high dispersibility in water or oily substances can be obtained by surface treatment with an amphiphilic substance regardless of the surface state.
- the particulate composition of the present invention has high dispersibility in water or an oily substance and suppresses agglomeration of solid particles, so that the surface is provided with solid particles before coating treatment (that is, an amphiphilic substance on the surface).
- the average particle size is smaller than when solid particles) are dispersed in water or an oily substance.
- the average particle diameter when dispersed in water or an oily substance is preferably equivalent to the average particle diameter when solid particles before coating are dispersed in ethanol.
- the average particle size when dispersed in water or an oily substance is 1. with respect to the average particle size when solid particles before coating treatment are dispersed in ethanol.
- the particulate composition of the present invention has an average particle size of 1.0 times or more of the average particle size when the solid particles before coating treatment are dispersed in ethanol when dispersed in water or an oily substance. (1.01 times or more, 1.05 times or more, 1.1 times or more, etc.).
- the average particle diameter when the particulate composition of the present invention is dispersed in water or an oily substance is measured with a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.) in water or an oily substance. To do.
- ELSZ dynamic / electrophoretic light scattering photometer
- the average particle diameter when the solid particles before coating are dispersed in ethanol is also measured with a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.).
- the measured value of the average particle diameter by a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.) is a value that is calculated and output by regarding all the particles as spherical in the measuring apparatus.
- the solid particles can be added to water or oily substances. It seems that higher dispersibility can be obtained.
- the number of amphiphilic substance layers that coat the solid particles can be represented by a coverage ( ⁇ ) calculated as shown in equation (14) described later.
- ⁇ a coverage
- a method for calculating the equation (14) will be described below.
- the term “coating agent” has the same meaning as the “amphiphilic substance having the ability to form a closed endoplasmic reticulum in water or oily substance” used in the present invention.
- the mass of the solid particles to be treated be (m S [g]).
- the total surface area (S [nm 2 ]) of the solid particles is represented by the following formula (1).
- the surface area (s [nm 2 ]) per solid particle in the above formula (1) can be expressed by the following formula (2).
- the number of solid particles (N S [number]) in the above formula (1) can be represented by the following formula (3).
- the total volume (V S [nm 3 ]) of solid particles in the above formula (3) and the volume (v S [nm 3 ]) per solid particle (v S [nm 3 ]) are the following formulas (4) and (5), respectively. ).
- Equation (3) can be converted into Equation (6) below.
- the total surface area (S [nm 2 ]) of the solid particles represented by the above formula (1) is converted into the following formula (7) by substituting the formulas (2) and (6) into the formula (1). it can.
- the volume (v C [nm 3 ]) per molecule of the coating agent used for coating can be represented by the following formula (9).
- the radius (r [nm]) per molecule of the coating agent used for coating can be expressed by the following equation (10).
- the number of coating agents (N C [number]) in the above formula (8) can be expressed by the following formula (12).
- Equation (8) can be converted to Equation (13) below.
- the coating ratio ( ⁇ ) of the coating agent with respect to the solid particles can be expressed by dividing the total cross-sectional area (P [nm 2 ]) of the coating agent molecule by the total surface area (S [nm 2 ]) of the solid particles.
- the coverage ( ⁇ ) represents the number of monomolecular films formed on the solid particle surface by the coating agent as described above. Therefore, by using (S) represented by the formula (7) and (P) represented by the formula (13), the coating rate ( ⁇ ) of the coating agent on the solid particles is expressed by the following formula (14). Can be expressed as
- the molecular weight of the coating is determined. Further, if the type of solid particles is determined, the specific gravity of the solid particles is determined. Therefore, to adjust the coverage, after determining the type of coating agent and the type of solid particles, the molecular weight of the coating agent, the specific gravity, the specific gravity of the solid particles, and the average particle diameter of the solid particles in ethanol are substituted. Depending on the value, the mass of the coating agent and the mass of the solid particles can be adjusted. In addition, the average particle diameter (D) of the solid particles when dispersed in ethanol is measured by a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.) in that state.
- ELSZ dynamic / electrophoretic light scattering photometer
- the coating ratio ( ⁇ ) of the coating agent to the solid particles is preferably 6 or more, more preferably 8 or more, and preferably 10 or more.
- the upper limit of the rate ( ⁇ ) is not particularly limited, but may be, for example, 50 or less, as will be described later in Examples, in order to ensure the dispersion state of the solid particles, the number of coating layers is determined by TEM observation. , 6 for monomolecular film (3 for bimolecular film) is required.
- the mass (m C [g]) of the closed endoplasmic reticulum necessary for setting the coverage ( ⁇ ) to 6 or more can be expressed as the following formula (15) using the formula (14). it can.
- Equation (15) a constant of N A by substituting into Equation (15) can be converted equation (15) into equation (16).
- the mass (m C [g]) of the coating agent covering the solid particles satisfies the formula (16). Is preferred.
- the oily substance is not particularly limited as long as the amphiphilic substance has high solubility (specifically, 1 ⁇ mol / L or more), and any of a nonpolar solvent and a polar solvent can be used.
- a nonpolar solvent include hydrocarbon oils such as straight-chain paraffin, branched-chain paraffin, and alicyclic hydrocarbon.
- the polar solvent include ester oil, silicone oil, fatty acid triglyceride and the like.
- the oily substance may be solid at room temperature in addition to liquid at room temperature. Even if it is solid at room temperature, it may have fluidity in a dispersed state by heating or the like.
- the present invention also includes a method for producing the above-described particulate composition.
- the particulate composition of the present invention can be produced, for example, by the following method. That is, the method comprises preparing a mixture of solid particles and a solvent in which an amphiphile capable of forming a closed endoplasmic reticulum in water is dissolved, and removing the solvent in the mixture. A composition can be produced.
- the preparation step in the present invention is a step of preparing a mixture of solid particles and a solvent in which an amphiphile having the ability to form closed endoplasmic reticulum in water is dissolved.
- solid particles and the amphiphilic substance those described above can be used.
- solvent Any solvent may be used as long as it can dissolve the amphiphilic substance to be used, and it can be selected according to the type of the amphiphilic substance.
- Solvents that can be used include volatile or removable organic solvents such as methanol, ethanol, isopropyl alcohol, acetone, chloroform, tetrahydrofuran ethyl acetate, butyl acetate, short chain hydrocarbons and the like.
- the “solvent of the amphiphilic substance” means a solvent capable of dissolving 0.01 g or more of the amphiphilic substance with respect to 1 mL of the solvent at 20 ° C.
- the mixture may be prepared in any manner, for example, by adding solid particles and an amphiphile to the solvent and then stirring.
- the removal step in the present invention is a step of removing the solvent in the mixture prepared by the preparation step.
- the method for removing the solvent in the mixture is not particularly limited, but it is preferably performed by volatilizing the solvent.
- the method for volatilizing the solvent is not particularly limited.
- the solvent in the mixture may be removed by drying using a dryer.
- the production method of the present invention may or may not have steps other than the preparation step and the removal step described above.
- the present invention includes a liquid composition having the above-described particulate composition of the present invention and water or an oily substance containing the particulate composition.
- the liquid composition of the present invention can be produced by dispersing the particulate composition described above in water or an oily substance.
- the amount of the particulate composition of the present invention is not particularly limited, and may be appropriately selected according to the purpose and dispersibility. For example, it may be 0.1 mg to 70 g with respect to 100 ml of water or oily substance. .
- liquid composition of the present invention is not particularly limited, but is for cosmetics, paints, lubricants, solid agricultural chemicals, abrasives, printing inks, papermaking, chemical fibers, rubber, paints, crayons, ceramics, electronic materials, catalysts. It is preferably used for adhesives, glazes, pharmaceuticals, construction civil engineering materials and the like.
- the above-described particulate composition of the present invention has high dispersibility in water or an oily substance, so that it is suitable for being used by being dispersed in water or an oily substance (that is, use of the above-described liquid composition). ing.
- the particulate composition of the present invention may be dispersed in a solid, for example, in a plastic.
- the liquid composition of the present invention may or may not have components other than the particulate composition in water or an oily substance.
- components other than the particulate composition can be selected, for example, according to the application.
- the liquid composition of the present invention may be a liquid composition packed in a container or the liquid composition itself not packed in a container.
- the present invention includes a solid particle surface modifier comprising an amphiphilic substance capable of forming a closed endoplasmic reticulum in water.
- surface modification refers to an application for improving the dispersibility of solid particles in water or oily substances by, for example, blending on the surface of solid particles.
- the solid particles and amphiphilic substances of the present invention can be the same as those in the above particulate composition.
- the present invention includes a method for improving dispersibility in water or an oily substance by covering the surface of solid particles with an amphiphilic substance capable of forming a closed endoplasmic reticulum in water. Thereby, the dispersibility with respect to the water or oily substance of a solid particle improves.
- the method of covering the surface of solid particles with an amphiphile having the ability to form a closed endoplasmic reticulum in water includes, for example, adding an amphiphile and solid particles to a solvent of the amphiphile and then adding the solvent. It is possible to carry out by removing by drying or the like.
- the solid particles and amphiphilic substances of the present invention can be the same as those in the above particulate composition.
- Examples 1 to 5 The particulate compositions of Examples 1 to 5 were prepared with the formulations shown in Tables 1 and 2 described later. Specifically, first, an organic solvent solution of polyoxyethylene hydrogenated castor oil derivative (HCO-40) was prepared.
- HCO-40 polyoxyethylene hydrogenated castor oil derivative
- This polyoxyethylene hydrogenated castor oil derivative (HCO-40) amphiphile solution having the ability to form closed endoplasmic reticulum and solid particles (untreated cerium oxide (hereinafter referred to as “cerium oxide A”) having a wide particle size distribution range) .),
- cerium oxide A treated with silica, the surface of cerium oxide A treated with stearic acid, the surface of cerium oxide A treated with silica, untreated cerium oxide with a narrow particle size distribution width (hereinafter referred to as "Cerium oxide B”), the surface of cerium oxide B treated with stearic acid (AQUACERIA Powder S, manufactured by Applause Co., Ltd.), and ethanol are added to the organic solvent, stirred, and stirred for 2 to 3 hours.
- ⁇ Dispersibility evaluation 1 for water> The particulate compositions of Examples 1 to 5 and the particles of Comparative Examples 1 to 5 were dispersed in water, and the average particle size was measured with a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.). The measurement is performed after adding water so that the total amount becomes 10.0 g in the state where each particulate composition and particles are dried to prepare a 20 wt% solid particle dispersion and further diluting with water. It was. Further, the particles of Reference Example 1 were dispersed in ethanol, and the average particle size was measured with a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.).
- ELSZ dynamic / electrophoretic light scattering photometer
- the treatment was performed with an amphiphilic substance having the ability to form a closed endoplasmic reticulum of a polyoxyethylene hydrogenated castor oil derivative (HCO-40).
- HCO-40 polyoxyethylene hydrogenated castor oil derivative
- Examples 6 to 7, Comparative Examples 6 to 7> The particulate compositions of Examples 6 to 7 were prepared with the formulations shown in Table 3 described below. Specifically, cerium oxide A (untreated), cerium oxide B (untreated), untreated zinc oxide having a wide particle size distribution width (hereinafter referred to as “zinc oxide A”)), and narrow particle size distribution width.
- the particulate compositions of Examples 6 to 7 were prepared in the same manner as in Example 1 except that they were changed to untreated zinc oxide (hereinafter referred to as “zinc oxide B”).
- solid particles having an amount shown in Table 3 to be described later were prepared and used as particles of Comparative Examples 6 to 7.
- Examples 8 to 11 and Comparative Example 8> The particulate compositions of Examples 8 to 11 were prepared with the formulations shown in Table 4 described below. Specifically, cerium oxide A (untreated) was changed to silicon oxide (Aerosil OX50 manufactured by Nippon Aerosil Co., Ltd.), and the same amount as in Example 1 except that the blending amount was changed as shown in Table 4. By the method, the particulate composition of Example 8 was prepared. In addition, cerium oxide A (untreated) was changed to silicon oxide (Aerosil OX50 manufactured by Nippon Aerosil Co., Ltd.), the blending amount was changed as shown in Table 4, and the organic solvent used for the preparation was changed from ethanol to acetone, chloroform.
- Example 9 The particulate compositions of Examples 9 to 11 were prepared in the same manner as in Example 1 except that the composition was changed to isopropyl alcohol (IPA). Moreover, each solid particle of the quantity of Table 4 mentioned later was prepared, and this was made into the particle of the comparative example 8.
- IPA isopropyl alcohol
- Example 12 to 18 The particulate compositions of Examples 12 to 18 were prepared with the formulations shown in Table 5 described below. Specifically, Example 5 is different from Example 5 except that the amount of amphiphilic substance having the ability to form closed vesicles of polyoxyethylene hydrogenated castor oil derivative (HCO-40) was changed as shown in Table 5. In the same manner, the particulate compositions of Examples 12 to 18 were prepared.
- HCO-40 polyoxyethylene hydrogenated castor oil derivative
- ⁇ Dispersibility evaluation 4 for water> The particulate compositions of Examples 12 to 18 and the particles of Comparative Example 5 were dispersed in water, and the average particle size was measured with a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.). The measurement was carried out by the same method as “Dispersibility Evaluation 1 for Water” described above. Further, the water dispersibility of the particulate composition of each example and the particles of the comparative example was evaluated based on the same standard as the above-mentioned “dispersibility evaluation 1 for water”. The results are shown in Table 5 below. Regarding the item of water dispersibility judgment, “ ⁇ ” represents a little good.
- Examples 19 to 24, Comparative Examples 9 to 10, Reference Examples 2 to 3> The particulate compositions of Examples 19 to 24 were prepared with the formulations shown in Tables 6 and 7 described later. Specifically, cerium oxide A (untreated) is changed to iron oxide (methicone treated) (SI-2 tarox LLXLO) or titanium oxide (Al, stearic acid treated) (MT-100Z manufactured by Teika Co., Ltd.). Same as Example 1 except that the amount of amphiphile having the ability to form closed vesicles of polyoxyethylene hydrogenated castor oil derivative (HCO-40) was changed as shown in Tables 6 and 7 In this manner, the particulate compositions of Examples 19 to 24 were prepared. Further, solid particles in the amounts shown in Tables 6 and 7 described below were prepared and used as particles of Reference Examples 2 and 3 and Comparative Examples 9 to 10.
- HCO-40 polyoxyethylene hydrogenated castor oil derivative
- ⁇ Dispersibility evaluation 5 for water> The particulate compositions of Examples 19 to 24, Comparative Examples 9 to 10, and Reference Examples 2 to 3 were dispersed in water, and the average particle size was determined by a dynamic / electrophoretic light scattering photometer (ELSZ, Otsuka Electronics Co., Ltd.). Manufactured). The measurement was carried out by the same method as “Dispersibility Evaluation 1 for Water” described above. Moreover, the particulate composition of each example, the reference property, and the water dispersibility of the particles of the comparative example were evaluated based on the same criteria as the above-mentioned “dispersibility evaluation 1 for water”. The results are shown in Tables 6 and 7 below.
- Examples 25 to 30 The particulate compositions of Examples 25 to 30 were prepared with the formulations shown in Tables 8 and 9 described later. Specifically, an amphiphilic substance having the ability to form closed vesicles of polyoxyethylene hydrogenated castor oil derivative (HCO-40) has the ability to form closed vesicles of tetraglyceryl monostearate (TETRAGLYN 1-S).
- HCO-40 polyoxyethylene hydrogenated castor oil derivative
- TTRAGLYN 1-S tetraglyceryl monostearate
- the sucrose stearate ester (S-1670) is changed to an amphiphilic substance capable of forming closed endoplasmic reticulum, and in Examples 25 to 29, the organic solvent used for the preparation is changed from ethanol to isopropyl alcohol (IPA). Or changed to tetrahydrofuran (THF), and the amount of each component was changed as shown in Tables 8 and 9 Outside, in the same manner as in Example 1 to prepare a particulate composition of Examples 25-30.
- IPA isopropyl alcohol
- THF tetrahydrofuran
- ⁇ Dispersibility evaluation 6 for water> The particulate compositions of Examples 25 to 30 and the particles of Comparative Example 5 were dispersed in water, and the average particle size was measured with a dynamic / electrophoretic light scattering photometer (ELSZ, manufactured by Otsuka Electronics Co., Ltd.). The measurement was carried out by the same method as “Dispersibility Evaluation 1 for Water” described above. Further, the water dispersibility of the particulate composition of each example and the particles of the comparative example was evaluated based on the same standard as the above-mentioned “dispersibility evaluation 1 for water”. The results are shown in Tables 8 and 9 below.
- Example 31 and Example 32 In the same procedure as in Example 1, the surface of untreated cerium oxide B2g was treated with 0.1 g of an amphiphilic substance capable of forming a closed endoplasmic reticulum of a derivative of polyoxyethylene hydrogenated castor oil (HCO-40). The particulate composition of Example 31 was prepared. Further, in the same procedure as in Example 19, the surface of 2 g of iron oxide (methicone treatment) was treated with 0.1 g of an amphiphilic substance capable of forming a closed endoplasmic reticulum of a polyoxyethylene hydrogenated castor oil derivative (HCO-40). A treated particulate composition of Example 32 was prepared. Further, 2 g of untreated cerium oxide B was prepared as Comparative Example 11, and 2 g of iron oxide (methicone treatment) was prepared as Comparative Example 12.
- UV-vis ultraviolet / visible spectrophotometer
- Example 31 and Comparative Example 11 and Example 32 and Comparative Example 12 had substantially the same spectrum.
- the coating agent used in the present invention the physical properties of the solid particles themselves were almost maintained.
- Example 34 In the same procedure as in Example 1, the surface of 1 g of silicon oxide was treated with 1 g of amphiphilic substance having the ability to form closed endoplasmic reticulum of polyoxyethylene hydrogenated castor oil derivative (HCO-10). A composition was prepared. Further, the composition and procedure were the same as in Example 33 except that the amount of silicon oxide was half that of the amphiphile having the ability to form closed vesicles of polyethylene hardened castor oil derivative (HCO-10). The particulate composition of Example 34 was prepared.
- HCO-10 polyoxyethylene hydrogenated castor oil derivative
- Example 33 The particulate compositions of Example 33 and Example 34 were observed with a TEM (transmission electron microscope (JEM-2010, manufactured by JEOL Ltd.)). The result is shown in FIG. In FIG. 2, (a) shows the image by TEM observation about the particulate composition of Example 33, (b) shows the image by TEM observation about the particulate composition of Example 34.
- TEM transmission electron microscope
- the coating material used in the present invention formed a bimolecular film on the surface of the solid particles, and formed a multilayer covering the surface. From this result, it is desirable for the coating agent used in the present invention to form three or more bilayers (six monolayers) on the surface of solid particles in order to obtain higher dispersibility in water. It was confirmed.
- Example 35 The particulate composition of Example 35 was prepared with the formulation shown in Table 10 described below. Specifically, first, an organic solvent solution of polyoxyethylene hydrogenated castor oil derivative (HCO-20) was prepared. This polyoxyethylene hydrogenated castor oil derivative (HCO-20) amphiphile solution having the ability to form closed endoplasmic reticulum and untreated calcium carbonate with a wide particle size distribution range are added to isopropyl alcohol, an organic solvent, and stirred. The mixture was stirred with a stirrer for 2 to 3 hours. Then, it heated with stirring with a hot stirrer, and the solvent was volatilized. Thereafter, the mixture was dried at 80 ° C. for 2 to 3 hours with a dryer, and the solvent was completely removed to prepare a particulate composition of Example 35.
- HCO-20 polyoxyethylene hydrogenated castor oil derivative
- Example 36 The particulate composition of Example 36 was prepared with the formulation shown in Table 11 described below. Specifically, first, an organic solvent solution of polyoxyethylene hydrogenated castor oil derivative (HCO-40) was prepared. This polyoxyethylene hydrogenated castor oil derivative (HCO-40) amphiphile solution capable of forming closed endoplasmic reticulum and the surface of cerium oxide A treated with stearic acid are added to ethanol, an organic solvent, and stirred. The mixture was stirred with a stirrer for 2 to 3 hours. Then, it heated with stirring with a hot stirrer, and the solvent was volatilized. Thereafter, the mixture was dried at 80 ° C. for 2 to 3 hours with a dryer, and the solvent was completely removed to prepare a particulate composition of Example 36.
- HCO-40 polyoxyethylene hydrogenated castor oil derivative
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Colloid Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
Description
前記両親媒性物質が水中においては閉鎖小胞体の形成能を有する、粒子状組成物。
固体粒子と、水中においては閉鎖小胞体の形成能を有する両親媒性物質を溶解した溶媒との混合物を調製する工程と、
前記混合物中の溶媒を除去する工程と、を有する、方法。
本発明は、固体粒子と、該固体粒子の表面に存在する両親媒性物質と、を含み、両親媒性物質が水中においては閉鎖小胞体の形成能を有する、粒子状組成物である。本発明は、これにより、固体粒子の種類にかかわらず、水又は油性物質への高い分散性を有する。その理由は、以下のとおりと推測される。
本発明に用いられる両親媒性物質は、水中において閉鎖小胞体の形成能を有する両親媒性物質(以下、本明細書において「両親媒性物質」と略称する場合がある。)であり、例えば、水中で二分子膜を形成可能な(つまり、水中でベシクルを形成可能な)ものである。このような水中で二分子膜形成能を有する両親媒性物質としては、下記の一般式1で表されるポリオキシエチレン硬化ひまし油の誘導体もしくは一般式2で表されるようなジアルキルアンモニウム誘導体、トリアルキルアンモニウム誘導体、テトラアルキルアンモニウム誘導体、ジアルケニルアンモニウム誘導体、トリアルケニルアンモニウム誘導体、又はテトラアルケニルアンモニウム誘導体のハロゲン塩の誘導体を採用するとよい。
まず、固体粒子の全表面積(S[nm2])は、以下の式(1)で表される。
油性物質としては、両親媒性物質の溶解度が高い(具体的には、1μmol/L以上)ものでなければ特に限定されず、無極性溶媒及び極性溶媒のいずれを用いることもできる。具体的に、無極性溶媒としては、炭化水素油、例えば直鎖パラフィン、分岐鎖パラフィン、脂環式炭化水素等が挙げられる。また、極性溶媒としては、エステル油、シリコーン油、脂肪酸トリグリセリド等が挙げられる。
本発明は、上述の粒子状組成物の製造方法も包含する。本発明の粒子状組成物は、例えば、以下の方法により製造することができる。つまり、固体粒子と、水中においては閉鎖小胞体の形成能を有する両親媒性物質を溶解した溶媒との混合物を調製する工程と、混合物中の溶媒を除去する工程と、を有する、方法により粒子状組成物を製造することができる。
本発明における調製工程は、固体粒子と、水中においては閉鎖小胞体の形成能を有する両親媒性物質を溶解した溶媒との混合物を調製する工程である。
本発明における除去工程は、調製工程により調製された混合物中の溶媒を除去する工程である。
本発明は、上述の本発明の粒子状組成物と、該粒子状組成物を含む水又は油性物質と、を有する、液体組成物を包含する。
本発明は、水中においては閉鎖小胞体の形成能を有する両親媒性物質からなる、固体粒子の表面改質剤を包含する。
本発明は、固体粒子の表面を、水中においては閉鎖小胞体の形成能を有する両親媒性物質で覆うことによる、水又は油性物質に対する分散性の向上方法を包含する。これにより、固体粒子の水又は油性物質に対する分散性が向上する。
実施例1~5の粒子状組成物を、後述する表1、2の配合で調製した。具体的には、まず、ポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の有機溶媒溶液を調製した。このポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質溶液と固体粒子(粒度分布幅の広い未処理の酸化セリウム(以下、「酸化セリウムA」という。)、酸化セリウムAの表面をシリカ処理したもの、酸化セリウムAの表面をステアリン酸処理したもの、酸化セリウムAの表面をシリカ処理したもの、粒度分布幅の狭い未処理の酸化セリウム(以下、「酸化セリウムB」という。)、酸化セリウムBの表面をステアリン酸処理したもの((株)アプローズ社製のAQUACERIAPowderS)、とを有機溶媒のエタノールに添加し、撹拌し、スターラーにより2~3時間撹拌した。その後、ホットスターラーで撹拌しながら加熱し、溶媒を揮発させた。その後、乾燥機で80℃、2~3時間乾燥させ、溶媒を完全に除去し、実施例1~5の粒子状組成物を調製した。
後述する表1、2の量の各固体粒子を準備し、これを参考例1、比較例1~5の粒子とした。
実施例1~5の粒子状組成物、比較例1~5の粒子を水に分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。測定は、それぞれの粒子状組成物、粒子の乾燥させた状態で全体が10.0gとなるように水を添加し、20wt%の固体粒子分散液を作製し、さらに、水で希釈した後に行った。また、参考例1の粒子をエタノールに分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。それぞれの実施例の粒子状組成物、参考例、比較例の粒子の分散性について、ポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質により処理をしていない対応する比較例と比較して(例えば、実施例1と比較例1とを比較して)、比較例より水分散時の粒子径が小さく、粉浮きがみられなかった場合、水分散性「〇」(良好)として評価した。水分散性が悪いものは「×」(不良)として評価した。その結果を以下の表1、2に示す。
実施例6~7の粒子状組成物を、後述する表3の配合で調製した。具体的には、酸化セリウムA(未処理)、酸化セリウムB(未処理)を、粒度分布幅の広い未処理の酸化亜鉛(以下、「酸化亜鉛A」という。))、粒度分布幅の狭い未処理の酸化亜鉛(以下、「酸化亜鉛B」という。)に変更した点以外は、実施例1と同一の手法で、実施例6~7の粒子状組成物を調製した。また、後述する表3の量の各固体粒子を準備し、これを比較例6~7の粒子とした。
実施例6~7の粒子状組成物、比較例6~7の粒子を水に分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。測定は、上述の「水に対する分散性評価1」と同一の方法で行った。また、それぞれの実施例の粒子状組成物、比較例の粒子の水分散性について、上述の「水に対する分散性評価1」と同一の基準で評価した。その結果を以下の表3に示す。
実施例8~11の粒子状組成物を、後述する表4の配合で調製した。具体的には、酸化セリウムA(未処理)を、酸化ケイ素(日本アエロジル社製のアエロジルOX50)に変更し、配合量を表4に示すとおりに変更した点以外は、実施例1と同一の手法で、実施例8の粒子状組成物を調製した。また、酸化セリウムA(未処理)を、酸化ケイ素(日本アエロジル社製のアエロジルOX50)に変更し、配合量を表4に示すとおりに変更し、調製に使用した有機溶媒をエタノールからアセトン、クロロホルム、又はイソプロピルアルコール(IPA)に変更した点以外は、実施例1と同一の手法で、実施例9~11の粒子状組成物を調製した。また、後述する表4の量の各固体粒子を準備し、これを比較例8の粒子とした。
実施例8~11の粒子状組成物、比較例8の粒子を水に分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。測定は、上述の「水に対する分散性評価1」と同一の方法で行った。また、それぞれの実施例の粒子状組成物、比較例の粒子の水分散性について、上述の「水に対する分散性評価1」と同一の基準で評価した。その結果を以下の表4に示す。
実施例12~18の粒子状組成物を、後述する表5の配合で調製した。具体的には、ポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質の配合量を表5に示すとおりに変更した点以外は、実施例5と同一の手法で、実施例12~18の粒子状組成物を調製した。
実施例12~18の粒子状組成物、比較例5の粒子を水に分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。測定は、上述の「水に対する分散性評価1」と同一の方法で行った。また、それぞれの実施例の粒子状組成物、比較例の粒子の水分散性について、上述の「水に対する分散性評価1」と同一の基準で評価した。その結果を以下の表5に示す。水分散性判定の項目に関しては、「△」はやや良好を表す。
実施例19~24の粒子状組成物を、後述する表6、7の配合で調製した。具体的には、酸化セリウムA(未処理)を、酸化鉄(メチコン処理)(SI-2タロックスLLXLO)又は酸化チタン(Al,ステアリン酸処理)(テイカ(株)社製のMT-100Z)に置き換え、ポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質の配合量を表6、7に示すとおりに変更した点以外は、実施例1と同一の手法で、実施例19~24の粒子状組成物を調製した。また、後述する表6、7の量の各固体粒子を準備し、これを参考例2、3、比較例9~10の粒子とした。
実施例19~24の粒子状組成物、比較例9~10、参考例2~3の粒子を水に分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。測定は、上述の「水に対する分散性評価1」と同一の方法で行った。また、それぞれの実施例の粒子状組成物、参考性、比較例の粒子の水分散性について、上述の「水に対する分散性評価1」と同一の基準で評価した。その結果を以下の表6、7に示す。
実施例25~30の粒子状組成物を、後述する表8、9の配合で調製した。具体的には、ポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質をモノステアリン酸テトラグリセリル(TETRAGLYN 1-S)の閉鎖小胞体の形成能を有する両親媒性物質、トリステアリン酸デカグリセリル(DECAGLYN 3-S)の閉鎖小胞体の形成能を有する両親媒性物質、レシチン(SLP ホワイト)の閉鎖小胞体の形成能を有する両親媒性物質、又はショ糖ステアリン酸エステル(S-1670)の閉鎖小胞体の形成能を有する両親媒性物質に変更し、さらに実施例25~29については調製に使用した有機溶媒をエタノールからイソプロピルアルコール(IPA)又はテトラヒドロフラン(THF)に変更し、各成分の配合量を表8、9に示すとおりに変更した点以外は、実施例1と同一の手法で、実施例25~30の粒子状組成物を調製した。
実施例25~30の粒子状組成物、比較例5の粒子を水に分散させ、平均粒子径を動的・電気泳動光散乱光度計(ELSZ,大塚電子株式会社製)により測定した。測定は、上述の「水に対する分散性評価1」と同一の方法で行った。また、それぞれの実施例の粒子状組成物、比較例の粒子の水分散性について、上述の「水に対する分散性評価1」と同一の基準で評価した。その結果を以下の表8、9に示す。
実施例1と同様の手順で、未処理の酸化セリウムB2gの表面をポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質0.1gで処理した実施例31の粒子状組成物を調製した。また、実施例19と同様の手順で、酸化鉄(メチコン処理)2gの表面をポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質0.1gで処理した実施例32の粒子状組成物を調製した。また、未処理の酸化セリウムB2gを比較例11として準備し、酸化鉄(メチコン処理)2gを比較例12として準備した。
実施例31、32の粒子状組成物、比較例11、12の粒子について、乾燥状態の粒子状組成物をペレット状にしてから、紫外・可視分光光度計(UV-vis)(V-570,Jasco株式会社製)によりUV-visスペクトルを測定した。その結果を図1に示す。図1中、(a)が実施例31、比較例11の粒子状組成物についてのUV-visスペクトルを示し、(b)が実施例32、比較例12の粒子状組成物についてのUV-visスペクトルを示す。
実施例1と同様の手順で、酸化ケイ素1gの表面をポリオキシエチレン硬化ひまし油の誘導体(HCO-10)の閉鎖小胞体の形成能を有する両親媒性物質1gで処理した実施例33の粒子状組成物を調製した。また、酸化ケイ素の量をポリエチレン硬化ひまし油の誘導体(HCO-10)の閉鎖小胞体の形成能を有する両親媒性物質の量の半分にした点以外は、実施例33と同様の配合・手順で実施例34の粒子状組成物を調製した。
TEM(透過型電子顕微鏡(JEM-2010,日本電子株式会社製))により、実施例33と実施例34の粒子状組成物を観察した。その結果を図2に示す。図2中、(a)が実施例33の粒子状組成物についてのTEM観察による画像を示し、(b)が実施例34の粒子状組成物についてのTEM観察による画像を示す。
実施例35の粒子状組成物を、後述する表10の配合で調製した。具体的には、まず、ポリオキシエチレン硬化ひまし油の誘導体(HCO-20)の有機溶媒溶液を調製した。このポリオキシエチレン硬化ひまし油の誘導体(HCO-20)の閉鎖小胞体の形成能を有する両親媒性物質溶液と粒度分布幅の広い未処理の炭酸カルシウムとを有機溶媒のイソプロピルアルコールに添加し、撹拌し、スターラーにより2~3時間撹拌した。その後、ホットスターラーで撹拌しながら加熱し、溶媒を揮発させた。その後、乾燥機で80℃、2~3時間乾燥させ、溶媒を完全に除去し、実施例35の粒子状組成物を調製した。
後述する表10の量の各固体粒子を準備し、これを比較例13の粒子とした。
ワセリン(融点65~70℃)20gをビーカーに移し、80℃で加熱攪拌して溶融させた。この溶融ワセリンに、実施例35の粒子状組成物又は比較例13の粒子を20g添加し、10分撹拌した。得られた試料を80℃で加熱しながら光学顕微鏡で観察した。それぞれの試料について、流動性がある場合「〇」(良好)、流動性はあるがわずかに凝集が見られた場合「△」、流動性がない場合「×」(不良)として評価した。その結果を以下の表10に示す。なお、この評価方法においては、粒子状組成物又は粒子の質量比が50質量%と高含有率であるが、このような場合には粒子状組成物又は粒子が分散能を有しないと、凝集して液体の流動性を失わせてしまう。
固形パラフィン(融点68~70℃)50gをビーカーに移し、120℃で加熱攪拌して溶融させた。この溶融パラフィンに、実施例35の粒子状組成物又は比較例13の粒子を50g添加し、60分撹拌した。得られた試料を90℃で加熱しながら光学顕微鏡で観察した。それぞれの試料について、上述の「ワセリンに対する分散性評価」と同様の基準で評価した。その結果を以下の表10に示す。
流動パラフィン(融点-20~-25℃)50gをビーカーに移し、実施例35の粒子状組成物又は比較例13の粒子を50g添加し、60分撹拌した。得られた試料を光学顕微鏡で観察した。それぞれの試料について、上述の「ワセリンに対する分散性評価」と同様の基準で評価した。その結果を以下の表10に示す。
実施例36の粒子状組成物を、後述する表11の配合で調製した。具体的には、まず、ポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の有機溶媒溶液を調製した。このポリオキシエチレン硬化ひまし油の誘導体(HCO-40)の閉鎖小胞体の形成能を有する両親媒性物質溶液と酸化セリウムAの表面をステアリン酸処理したものとを有機溶媒のエタノールに添加し、撹拌し、スターラーにより2~3時間撹拌した。その後、ホットスターラーで撹拌しながら加熱し、溶媒を揮発させた。その後、乾燥機で80℃、2~3時間乾燥させ、溶媒を完全に除去し、実施例36の粒子状組成物を調製した。
後述する表11の量の各固体粒子を準備し、これを比較例14の粒子とした。
それぞれの実施例の粒子状組成物、比較例の粒子の流動パラフィンに対する分散性について、上述の「ワセリンに対する分散性評価」と同一の基準で評価した。その結果を以下の表11に示す。
ミリスチン酸イソプロピル50gをビーカーに移し、実施例36の粒子状組成物又は比較例14の粒子を50g添加し、60分撹拌した。得られた試料を光学顕微鏡で観察した。それぞれの試料について、上述の「ワセリンに対する分散性評価」と同様の基準で評価した。その結果を以下の表11に示す。
トリ(カプリル酸/カプリン酸)グリセリル50gをビーカーに移し、実施例36の粒子状組成物又は比較例14の粒子を50g添加し、60分撹拌した。得られた試料を光学顕微鏡で観察した。それぞれの試料について、上述の「ワセリンに対する分散性評価」と同様の基準で評価した。その結果を以下の表11に示す。
Claims (11)
- 固体粒子と、該固体粒子の表面に存在する両親媒性物質と、を含み、
前記両親媒性物質が水中においては閉鎖小胞体の形成能を有する、粒子状組成物。 - 水に分散させた際、6層以上の単分子膜層を形成して前記固体粒子表面を被覆可能な前記両親媒性物質を含有する請求項1に記載の粒子状組成物。
- 水又は油性物質に分散させたときの平均粒子径が、被覆処理前の固体粒子をエタノールに分散させたときの平均粒子径に対して1.0倍以上1.5倍以下である、請求項1又は2に記載の粒子状組成物。
- 前記固体粒子が、金属酸化物の粒子である、請求項1から3のいずれかに記載の粒子状組成物。
- 請求項1から4のいずれかに記載の粒子状組成物と、該粒子状組成物を含む水又は油性物質と、を有する、液体組成物。
- 前記水中において、前記固体粒子表面が前記両親媒性物質によって形成された6層以上の単分子膜層によって被覆された状態で分散している請求項5に記載の液体組成物。
- 化粧料又は塗料用である、請求項5又は6に記載の液体組成物。
- 請求項1から4のいずれかに記載の粒子状組成物の製造方法であって、
固体粒子と、水中においては閉鎖小胞体の形成能を有する両親媒性物質を溶解した溶媒との混合物を調製する工程と、
前記混合物中の溶媒を除去する工程と、を有する、方法。 - 前記混合物中の溶媒の除去を、溶媒を揮発させることにより行う、請求項8に記載の方法。
- 水中においては閉鎖小胞体の形成能を有する両親媒性物質からなる、固体粒子の表面改質剤。
- 固体粒子の表面を、水中においては閉鎖小胞体の形成能を有する両親媒性物質で覆うことによる、水又は油性物質に対する分散性の向上方法。
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2018562896A JP6593943B2 (ja) | 2017-01-17 | 2017-11-10 | 粒子状組成物、液体組成物、粒子状組成物の製造方法、表面改質剤、水分散性の向上方法 |
CN201780083421.7A CN110191755A (zh) | 2017-01-17 | 2017-11-10 | 粒子状组合物、液体组合物、粒子状组合物的制造方法、表面改性剂、提高水分散性的方法 |
KR1020197023659A KR102266248B1 (ko) | 2017-01-17 | 2017-11-10 | 입자상 조성물, 액체 조성물, 입자상 조성물의 제조 방법, 표면 개질제, 수분산성의 향상 방법 |
US16/478,035 US20190367739A1 (en) | 2017-01-17 | 2017-11-10 | Particulate composition, liquid composition, method for producing particulate composition, surface modifying agent, and method for improving water dispersibility |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2017006136 | 2017-01-17 | ||
JP2017-006136 | 2017-01-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2018135108A1 true WO2018135108A1 (ja) | 2018-07-26 |
Family
ID=62908124
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2017/040635 WO2018135108A1 (ja) | 2017-01-17 | 2017-11-10 | 粒子状組成物、液体組成物、粒子状組成物の製造方法、表面改質剤、水分散性の向上方法 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20190367739A1 (ja) |
JP (1) | JP6593943B2 (ja) |
KR (1) | KR102266248B1 (ja) |
CN (1) | CN110191755A (ja) |
WO (1) | WO2018135108A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020158881A1 (ja) * | 2019-01-30 | 2020-08-06 | 学校法人神奈川大学 | 皮膚又は粘膜の外用剤及びその製造方法、並びに皮膚又は粘膜の外用剤の基剤 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60190705A (ja) * | 1984-03-12 | 1985-09-28 | Miyoshi Kasei:Kk | 水素添加レシチンにより表面処理した顔料を配合した化粧料 |
JP2001072527A (ja) * | 1999-07-08 | 2001-03-21 | Miyoshi Kasei Kk | 超分散性を有する新規被覆粉体及びこれを配合した化粧料 |
JP2008094656A (ja) * | 2006-10-11 | 2008-04-24 | Chemicals Evaluation & Research Institute | フラーレン類の水分散方法 |
JP2011036760A (ja) * | 2009-08-07 | 2011-02-24 | National Institute Of Advanced Industrial Science & Technology | 水に分散可能なナノ粒子及びナノ粒子分散液の製造方法 |
WO2014157459A1 (ja) * | 2013-03-29 | 2014-10-02 | 戸田工業株式会社 | 耐熱性黄色含水酸化鉄顔料の製造方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3855203B2 (ja) * | 2004-04-05 | 2006-12-06 | 学校法人神奈川大学 | 乳化分散剤及びこれを用いた乳化分散方法並びに乳化物 |
WO2007007403A1 (ja) | 2005-07-13 | 2007-01-18 | Miyoshi Kasei, Inc. | 表面処理粉体及びこれを含有する化粧料 |
US20100003203A1 (en) * | 2006-10-11 | 2010-01-07 | Basf Se | Method of producing surface-modified nanoparticulate metal oxides, metal hydroxides and/or metal oxyhydroxides |
-
2017
- 2017-11-10 US US16/478,035 patent/US20190367739A1/en active Pending
- 2017-11-10 CN CN201780083421.7A patent/CN110191755A/zh active Pending
- 2017-11-10 WO PCT/JP2017/040635 patent/WO2018135108A1/ja active Application Filing
- 2017-11-10 JP JP2018562896A patent/JP6593943B2/ja active Active
- 2017-11-10 KR KR1020197023659A patent/KR102266248B1/ko active IP Right Grant
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60190705A (ja) * | 1984-03-12 | 1985-09-28 | Miyoshi Kasei:Kk | 水素添加レシチンにより表面処理した顔料を配合した化粧料 |
JP2001072527A (ja) * | 1999-07-08 | 2001-03-21 | Miyoshi Kasei Kk | 超分散性を有する新規被覆粉体及びこれを配合した化粧料 |
JP2008094656A (ja) * | 2006-10-11 | 2008-04-24 | Chemicals Evaluation & Research Institute | フラーレン類の水分散方法 |
JP2011036760A (ja) * | 2009-08-07 | 2011-02-24 | National Institute Of Advanced Industrial Science & Technology | 水に分散可能なナノ粒子及びナノ粒子分散液の製造方法 |
WO2014157459A1 (ja) * | 2013-03-29 | 2014-10-02 | 戸田工業株式会社 | 耐熱性黄色含水酸化鉄顔料の製造方法 |
Non-Patent Citations (1)
Title |
---|
AKUTSU, MASAYUKI ET AL.: "Preparation of HCO-10 vesicle coated with functional fine particles", LECTURE ABSTRACTS OF 56TH PANEL DISCUSSION IN COLLOID AND SURFACE CHEMISTRY, CSJ, 2003, pages 173 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2020158881A1 (ja) * | 2019-01-30 | 2020-08-06 | 学校法人神奈川大学 | 皮膚又は粘膜の外用剤及びその製造方法、並びに皮膚又は粘膜の外用剤の基剤 |
JP2020121943A (ja) * | 2019-01-30 | 2020-08-13 | 学校法人神奈川大学 | 皮膚又は粘膜の外用剤及びその製造方法、並びに皮膚又は粘膜の外用剤の基剤 |
KR20210118879A (ko) * | 2019-01-30 | 2021-10-01 | 각고우호우진 가나가와 다이가쿠 | 피부 또는 점막의 외용제 및 그 제조 방법, 및 피부 또는 점막의 외용제의 기제 |
KR102659903B1 (ko) | 2019-01-30 | 2024-04-24 | 각고우호우진 가나가와 다이가쿠 | 피부 또는 점막의 외용제 및 그 제조 방법, 및 피부 또는 점막의 외용제의 기제 |
Also Published As
Publication number | Publication date |
---|---|
KR20190105626A (ko) | 2019-09-17 |
JP6593943B2 (ja) | 2019-10-23 |
JPWO2018135108A1 (ja) | 2019-08-08 |
CN110191755A (zh) | 2019-08-30 |
KR102266248B1 (ko) | 2021-06-17 |
US20190367739A1 (en) | 2019-12-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2004513758A (ja) | 表面変性した鉱物性ナノ粒子から形成された界面活性剤 | |
Chen et al. | Preparation of O/W Pickering emulsion with oxygen plasma treated carbon nanotubes as surfactants | |
KR101721264B1 (ko) | 산화아연 또는 산화티탄을 함유하는 분산체 | |
JP2005539104A (ja) | 疎水性液体を含有する粘稠性組成物 | |
EP1157072B1 (fr) | Sol organique et compose solide a base d'oxyde de titane et d'un compose amphiphile et procedes de preparation | |
Zheng et al. | Enhancing pesticide droplet deposition through O/W Pickering Emulsion: Synergistic stabilization by Flower-like ZnO particles and polymer emulsifier | |
Rossano et al. | Effects of aging on structure and stability of TiO2 nanoparticle-containing oil-in-water emulsions | |
JP6593943B2 (ja) | 粒子状組成物、液体組成物、粒子状組成物の製造方法、表面改質剤、水分散性の向上方法 | |
WO2013050560A1 (fr) | Procede de traitement de surface de micro/nanoparticules par voie chimique et son application a l'obtention de composition de pigment destinee au domaine de la cosmetique, de la peinture ou des encres | |
Kim et al. | Liquid‐Suspended and Liquid‐Bridged Liquid Metal Microdroplets | |
EP2237875A2 (fr) | Particules enrobees et fonctionnalisees, polymere les contenant, leur procede de preparation et leurs utilisations | |
Crassous et al. | Asymmetric self-assembly of oppositely charged composite microgels and gold nanoparticles | |
JP4178397B2 (ja) | 混合ベシクル、これを用いたエマルション、及びこれらの調製方法 | |
FR3059665B1 (fr) | Procede de preparation de microcapsules et de microparticules de taille controlee. | |
JP2012016668A (ja) | 逆ベシクルを用いて形成された油中水(w/o)型エマルション及びエマルションインク | |
Banik et al. | Comparative studies on the aggregate formation of synthesized zwitterionic gemini and monomeric surfactants in the presence of the amphiphilic antipsychotic drug chlorpromazine hydrochloride in aqueous solution: an experimental and theoretical approach | |
WO2017010116A1 (ja) | 包油粉体組成物及びその製造方法 | |
WO2017203846A1 (ja) | 液状分散体及びその用途 | |
KR20200041786A (ko) | 중공입자 제조용 조성물, 이에 의해 제조된 중공입자 및 중공입자의 제조방법 | |
Avossa et al. | Influence of experimental parameters on the formation and stability of silica-wax colloidosomes | |
JP2007197545A (ja) | 分散体とそれを含有する塗料およびインキ | |
Liang et al. | A rheological investigation of the self-assembly and adsorption behavior of a surfactant salt | |
KR20030074071A (ko) | 유화 화장료 | |
JP7107500B2 (ja) | 組成物及びその製造方法、乳化物、並びに化粧料 | |
US11465118B2 (en) | Composition for preparing hollow particles, hollow particles using the same and method of manufacturing the hollow particles |
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: 17892690 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2018562896 Country of ref document: JP Kind code of ref document: A |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
ENP | Entry into the national phase |
Ref document number: 20197023659 Country of ref document: KR Kind code of ref document: A |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 17892690 Country of ref document: EP Kind code of ref document: A1 |