US20110034561A1 - Antibacterial cosmetic applicator - Google Patents
Antibacterial cosmetic applicator Download PDFInfo
- Publication number
- US20110034561A1 US20110034561A1 US12/667,014 US66701409A US2011034561A1 US 20110034561 A1 US20110034561 A1 US 20110034561A1 US 66701409 A US66701409 A US 66701409A US 2011034561 A1 US2011034561 A1 US 2011034561A1
- Authority
- US
- United States
- Prior art keywords
- antibacterial
- cosmetic brush
- ammonium salt
- jis
- brush hairs
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 213
- 239000002537 cosmetic Substances 0.000 title claims description 111
- -1 phenol compound Chemical class 0.000 claims abstract description 125
- 229920002994 synthetic fiber Polymers 0.000 claims abstract description 67
- 239000012209 synthetic fiber Substances 0.000 claims abstract description 67
- 238000005406 washing Methods 0.000 claims abstract description 61
- 239000000463 material Substances 0.000 claims abstract description 18
- 125000005210 alkyl ammonium group Chemical group 0.000 claims abstract description 10
- 210000004209 hair Anatomy 0.000 claims description 66
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 60
- 229920002215 polytrimethylene terephthalate Polymers 0.000 claims description 38
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 38
- 150000002989 phenols Chemical class 0.000 claims description 37
- 239000004677 Nylon Substances 0.000 claims description 7
- 229920001778 nylon Polymers 0.000 claims description 7
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 7
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 7
- 230000001747 exhibiting effect Effects 0.000 claims 3
- 125000001475 halogen functional group Chemical group 0.000 claims 3
- 239000003242 anti bacterial agent Substances 0.000 abstract description 21
- 230000005923 long-lasting effect Effects 0.000 abstract description 4
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 description 80
- 238000011282 treatment Methods 0.000 description 70
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 57
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 39
- 241000192125 Firmicutes Species 0.000 description 36
- 241000191967 Staphylococcus aureus Species 0.000 description 36
- 239000000835 fiber Substances 0.000 description 29
- 239000013043 chemical agent Substances 0.000 description 27
- 239000000243 solution Substances 0.000 description 23
- 239000002904 solvent Substances 0.000 description 20
- 239000000203 mixture Substances 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 12
- 239000000470 constituent Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 230000002459 sustained effect Effects 0.000 description 8
- 238000005516 engineering process Methods 0.000 description 7
- 238000005470 impregnation Methods 0.000 description 7
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 6
- SXPWTBGAZSPLHA-UHFFFAOYSA-M cetalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SXPWTBGAZSPLHA-UHFFFAOYSA-M 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 229920003002 synthetic resin Polymers 0.000 description 6
- 239000000057 synthetic resin Substances 0.000 description 6
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000002791 soaking Methods 0.000 description 5
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 4
- 230000007246 mechanism Effects 0.000 description 4
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 3
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 3
- PGQAXGHQYGXVDC-UHFFFAOYSA-N dodecyl(dimethyl)azanium;chloride Chemical compound Cl.CCCCCCCCCCCCN(C)C PGQAXGHQYGXVDC-UHFFFAOYSA-N 0.000 description 3
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 3
- 239000001963 growth medium Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 150000007522 mineralic acids Chemical class 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 229960005323 phenoxyethanol Drugs 0.000 description 3
- WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 2
- LYOFHYLVYHTGBK-UHFFFAOYSA-N 4-chloro-1,5-dimethylcyclohexa-2,4-dien-1-ol Chemical compound CC1=C(Cl)C=CC(C)(O)C1 LYOFHYLVYHTGBK-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 229960004909 aminosalicylic acid Drugs 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 210000000988 bone and bone Anatomy 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000005165 hydroxybenzoic acids Chemical class 0.000 description 2
- 230000002045 lasting effect Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- 229960002216 methylparaben Drugs 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000012466 permeate Substances 0.000 description 2
- 210000002374 sebum Anatomy 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- CFSCETSZQVECLC-UHFFFAOYSA-M trimethyl(1-phenyltridecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCC([N+](C)(C)C)C1=CC=CC=C1 CFSCETSZQVECLC-UHFFFAOYSA-M 0.000 description 2
- GKQHIYSTBXDYNQ-UHFFFAOYSA-M 1-dodecylpyridin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+]1=CC=CC=C1 GKQHIYSTBXDYNQ-UHFFFAOYSA-M 0.000 description 1
- IYOLBFFHPZOQGW-UHFFFAOYSA-N 2,4-dichloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=C(Cl)C(C)=C1Cl IYOLBFFHPZOQGW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 description 1
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 description 1
- CXRFDZFCGOPDTD-UHFFFAOYSA-M Cetrimide Chemical compound [Br-].CCCCCCCCCCCCCC[N+](C)(C)C CXRFDZFCGOPDTD-UHFFFAOYSA-M 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical class CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- FARBQUXLIQOIDY-UHFFFAOYSA-M Dioctyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(C)CCCCCCCC FARBQUXLIQOIDY-UHFFFAOYSA-M 0.000 description 1
- XPJVKCRENWUEJH-UHFFFAOYSA-N Isobutylparaben Chemical compound CC(C)COC(=O)C1=CC=C(O)C=C1 XPJVKCRENWUEJH-UHFFFAOYSA-N 0.000 description 1
- GZYFIMLSHBLMKF-REOHCLBHSA-N L-Albizziine Chemical compound OC(=O)[C@@H](N)CNC(N)=O GZYFIMLSHBLMKF-REOHCLBHSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- KHSLHYAUZSPBIU-UHFFFAOYSA-M benzododecinium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 KHSLHYAUZSPBIU-UHFFFAOYSA-M 0.000 description 1
- VZWMKHUMEIECPK-UHFFFAOYSA-M benzyl-dimethyl-octadecylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 VZWMKHUMEIECPK-UHFFFAOYSA-M 0.000 description 1
- CSNHNGDROQRZKT-UHFFFAOYSA-M benzyl-dimethyl-tetradecylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CSNHNGDROQRZKT-UHFFFAOYSA-M 0.000 description 1
- OCBHHZMJRVXXQK-UHFFFAOYSA-M benzyl-dimethyl-tetradecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 OCBHHZMJRVXXQK-UHFFFAOYSA-M 0.000 description 1
- DLNWMWYCSOQYSQ-UHFFFAOYSA-M benzyl-hexadecyl-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 DLNWMWYCSOQYSQ-UHFFFAOYSA-M 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960000228 cetalkonium chloride Drugs 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229940031956 chlorothymol Drugs 0.000 description 1
- MXOAEAUPQDYUQM-UHFFFAOYSA-N chlorphenesin Chemical compound OCC(O)COC1=CC=C(Cl)C=C1 MXOAEAUPQDYUQM-UHFFFAOYSA-N 0.000 description 1
- 230000003749 cleanliness Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- HXWGXXDEYMNGCT-UHFFFAOYSA-M decyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)C HXWGXXDEYMNGCT-UHFFFAOYSA-M 0.000 description 1
- PLMFYJJFUUUCRZ-UHFFFAOYSA-M decyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCCCC[N+](C)(C)C PLMFYJJFUUUCRZ-UHFFFAOYSA-M 0.000 description 1
- 230000001877 deodorizing effect Effects 0.000 description 1
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 1
- RSHHCURRBLAGFA-UHFFFAOYSA-M dimethyl-di(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCC RSHHCURRBLAGFA-UHFFFAOYSA-M 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- XJWSAJYUBXQQDR-UHFFFAOYSA-M dodecyltrimethylammonium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)C XJWSAJYUBXQQDR-UHFFFAOYSA-M 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- ANUSOIHIIPAHJV-UHFFFAOYSA-N fenticlor Chemical compound OC1=CC=C(Cl)C=C1SC1=CC(Cl)=CC=C1O ANUSOIHIIPAHJV-UHFFFAOYSA-N 0.000 description 1
- 229950005344 fenticlor Drugs 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 229960004068 hexachlorophene Drugs 0.000 description 1
- NFIDBGJMFKNGGQ-UHFFFAOYSA-N isopropylmethylphenol Natural products CC(C)CC1=CC=CC=C1O NFIDBGJMFKNGGQ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 229940090668 parachlorophenol Drugs 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- SZEMGTQCPRNXEG-UHFFFAOYSA-M trimethyl(octadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C SZEMGTQCPRNXEG-UHFFFAOYSA-M 0.000 description 1
- CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/08—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A45—HAND OR TRAVELLING ARTICLES
- A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A45D34/00—Containers or accessories specially adapted for handling liquid toiletry or cosmetic substances, e.g. perfumes
- A45D34/04—Appliances specially adapted for applying liquid, e.g. using roller or ball
-
- A—HUMAN NECESSITIES
- A45—HAND OR TRAVELLING ARTICLES
- A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A45D40/00—Casings or accessories specially adapted for storing or handling solid or pasty toiletry or cosmetic substances, e.g. shaving soaps or lipsticks
- A45D40/26—Appliances specially adapted for applying pasty paint, e.g. using roller, using a ball
-
- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46B—BRUSHES
- A46B15/00—Other brushes; Brushes with additional arrangements
-
- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46D—MANUFACTURE OF BRUSHES
- A46D1/00—Bristles; Selection of materials for bristles
-
- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46D—MANUFACTURE OF BRUSHES
- A46D1/00—Bristles; Selection of materials for bristles
- A46D1/006—Antimicrobial, disinfectant bristles, handle, bristle-carrier or packaging
-
- A—HUMAN NECESSITIES
- A45—HAND OR TRAVELLING ARTICLES
- A45D—HAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
- A45D2200/00—Details not otherwise provided for in A45D
- A45D2200/10—Details of applicators
- A45D2200/1009—Applicators comprising a pad, tissue, sponge, or the like
- A45D2200/1018—Applicators comprising a pad, tissue, sponge, or the like comprising a pad, i.e. a cushion-like mass of soft material, with or without gripping means
-
- A—HUMAN NECESSITIES
- A46—BRUSHWARE
- A46B—BRUSHES
- A46B2200/00—Brushes characterized by their functions, uses or applications
- A46B2200/10—For human or animal care
- A46B2200/1046—Brush used for applying cosmetics
Definitions
- the present invention relates to antibacterial cosmetic brush hairs made of synthetic fibers, as well as an antibacterial cosmetic applicator.
- the present invention relates to antibacterial cosmetic brush hairs used for cosmetic brushes, mascara brushes, wigs, cosmetic flocked puffs and other cosmetic tools, as well as an antibacterial cosmetic applicator mentioned above which is manufactured by using such antibacterial cosmetic brush hairs.
- brush hairs synthetic fibers used in cosmetic tools such as cosmetic brushes, mascara brushes and other brushes are prone to attachment of sebum, grime, etc., on brush hairs because these brushes are used in a manner coming in direct contact with human hairs, skin, etc., while a liquid or solid cosmetic material is placed on them.
- sebum, grime, etc. attach to brush hairs, miscellaneous bacteria and microorganisms grow and foul smell, moulds, etc., generate to create an unsanitary condition.
- Miscellaneous bacteria and microorganisms also grow on sanitary tools such as toothbrushes and make these tools unsanitary. Accordingly, various proposals have been made to prevent production and growth of miscellaneous bacteria and microorganisms.
- One means of technologies is intended to form a cosmetic tool with brush hairs, etc., from a synthetic resin material, by retaining on the material, before it is processed further, a chemical agent having antibacterial property.
- the other means of technologies is intended to use a solution of a chemical agent having antibacterial property to treat the surface of brush hairs or any brush member (such as the base, handle or shaft of the brush) made of a resin material or animal hairs.
- Technologies in the former group include, for example, impregnating a chemical agent having antibacterial property into the sheath of hairs each having a two-layer structure constituted by the core and sheath (Patent Literature 1), impregnating one of various chemical agents having antibacterial property into brush hairs (Patent Literatures 2, 3), impregnating a zinc antibacterial agent into brush hairs (Patent Literature 4), and impregnating into brush hairs an inorganic antibacterial agent to which ions of titanium, zirconium or other metal have been added (Patent Literature 5).
- Technologies in the latter group include, for example, using an appropriate material selected from alkyl ammonium salt, alkyl benzyl ammonium salt, alkyl pyridinium salt, etc., containing quaternary nitrogen, to give antibacterial treatment to brush hairs made of animal hairs (Patent Literatures 6, 7), and using an appropriate material selected from alkyl ester of parahydroxybenzoate, parachlorophenol, parachlorometacresol, parachlorometaxylenol, isopropyl methylphenol, etc., to give antibacterial treatment (Patent Literature 8).
- the antibacterial agent adsorbed to the surface of brush hairs quickly runs off when the brush is washed, cleaned, etc., which presents such problems as lower launderability and antibacterial effect not sustained for a long period.
- a synthetic resin material is used for brush hairs, on the other hand, it becomes very difficult to add antibacterial property because it cannot be done simply by soaking in a solution of a chemical agent, and launderability becomes also low and antibacterial effect is not sustained for a long period, either.
- the object of the present invention is to provide antibacterial cosmetic brush hairs and antibacterial cosmetic applicators that can be manufactured with ease, prevent loss of antibacterial property after washing, etc., and allow antibacterial property to be sustained for a long period.
- the inventor found, after a series of earnest studies, that the aforementioned object could be solved by using a specified chemical agent to give antibacterial treatment to synthetic fibers, and consequently completed the present invention.
- the present invention provides antibacterial cosmetic brush hairs characterized in that they are made of synthetic fibers treated with quaternary ammonium salt and phenolic compound.
- Antibacterial cosmetic brush hairs having the aforementioned structure prevent the chemical agent from running off after washing and thus demonstrate an excellent effect in terms of antibacterial property lasting for a long period, due to use of the two chemical agents of quaternary ammonium salt and phenolic compound in the impregnation or other process and surface treatment.
- the synthetic fibers be made of one or two or more types of materials selected from polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate and nylon.
- the synthetic fibers are treated by combining quaternary ammonium salt and phenolic compound to favorably give antibacterial treatment to the synthetic fibers.
- the quaternary ammonium salt used to give antibacterial treatment be one or two or more types of materials selected from alkyl ammonium salt, alkyl benzyl ammonium salt and alkyl pyridinium salt.
- antibacterial treatment given under the present invention may be implemented in the form of impregnation process or surface treatment by means of soaking in a solution containing any of the aforementioned antibacterial agents.
- any embodiment conforming to the present invention to present an antibacterial halo in an antibacterial test based on JIS L 1902, conducted after at least five cycles of a washing test based on JIS L 1042.
- the present invention provides an antibacterial cosmetic applicator by using antibacterial cosmetic brush hairs.
- the present invention uses a chemical agent blending quaternary ammonium salt and phenolic compound to give antibacterial treatment to synthetic fibers, in order to facilitate permeation of each antibacterial constituent from the surface to inside of synthetic fibers in the impregnation process, while at the same time increasing the concentration of each chemical agent at the surface of synthetic fibers, thereby more effectively preventing the chemical agent from running off after washing and thereby causing the antibacterial property to last for a long period.
- Antibacterial cosmetic brush hairs conforming to the present invention are made by treating synthetic fibers with a chemical agent blending quaternary ammonium salt and phenolic compound, to provide excellent effects such as improved launderability as well as antibacterial property lasting for a long period as a result of gradual exudation of the aforementioned chemical agent impregnated in the synthetic fibers.
- antibacterial cosmetic brush hairs conforming to the present invention improve the manufacturing efficiency because they can be manufactured with an easy operation, while allowing the manufacturing cost to be lowered, as well.
- Antibacterial cosmetic brush hairs conforming to the embodiments explained below are produced by treating synthetic fibers with an antibacterial constituent made of quaternary ammonium salt and phenolic compound.
- the aforementioned synthetic fibers should preferably be made of one or two or more types of materials selected from polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate and nylon.
- Polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate and nylon are much more difficult to give antibacterial treatment to, compared to animal hairs, etc., but in the embodiments explained below a two-constituent type chemical agent combining quaternary ammonium salt and phenolic compound is used to give this treatment to achieve not only launderability, but also antibacterial property which lasts for a long period.
- the aforementioned quaternary ammonium salt may be any general quaternary ammonium salt, but alkyl ammonium salt, alkyl benzyl ammonium salt and alkyl pyridinium salt are more preferable.
- the quaternary ammonium salt may be used alone or two or more types may be combined together.
- alkyl ammonium salt, alkyl benzyl ammonium salt and alkyl pyridinium salt have been widely used for many years as surface active agents, and are known to demonstrate excellent antibacterial property and inherently have deodorizing property as well.
- alkyl ammonium salt may be alkyl trimethyl ammonium salt or dialkyl dimethyl ammonium salt
- alkyl benzyl ammonium salt may be alkyl dimethyl benzyl ammonium salt
- alkyl pyridinium salt may be salt constituted by a pyridine ring bonded with an alkyl group, where the quaternary nitrogen forms a positive ion and halogen atom of chlorine or bromine forms a negative ion, as expressed by the formula (R3N+—R)X—.
- alkyl ammonium salt examples include, among others: trimethyl alkyl ammonium salt, or specifically trimethyl decyl ammonium chloride, trimethyl dodecyl ammonium chloride, trimethyl tetradecyl ammonium chloride, trimethyl hexadecyl ammonium chloride, trimethyl octadecyl ammonium chloride, trimethyl decyl ammonium bromide, trimethyl dodecyl ammonium bromide, trimethyl tetradecyl ammonium bromide, trimethyl hexadecyl ammonium bromide, trimethyl octadecyl ammonium bromide, etc.; and dialkyl dimethyl ammonium chloride, or specifically dimethyl dioctyl ammonium chloride, dimethyl didecyl ammonium chloride, dimethyl didodecyl ammonium chloride, dimethyl ditetradecyl ammonium chloride, etc.
- alkyl benzyl ammonium salt examples include dodecyl dimethyl benzyl ammonium chloride, tetradecyl dimethyl benzyl ammonium chloride, cetyl dimethyl benzyl ammonium chloride, octadecyl dimethyl benzyl ammonium chloride, dodecyl dimethyl benzyl ammonium bromide, tetradecyl dimethyl benzyl ammonium bromide, cetyl dimethyl benzyl ammonium bromide, octadecyl dimethyl benzyl ammonium bromide, palm alkyl dimethyl benzyl ammonium chloride, etc.
- alkyl pyridinium salt examples include lauryl pyridinium chloride, cetyl pyridinium chloride, etc.
- Antibacterial cosmetic brush hairs conforming to the present invention should preferably contain the aforementioned quaternary ammonium salt by 0.1 to 5.0 percent by weight. This impregnation amount can be obtained from the rate of increase in the bone dry weight of material after the treatment compared to before the treatment. Antibacterial property is sustained for a long period as long as the processed amount of the quaternary ammonium salt is within the aforementioned range.
- the aforementioned phenolic compound may be any compound having a phenolic structure or other structure containing a modified phenolic hydroxyl group, where examples of the phenolic compound include hydroxybenzoic acid, derivative of hydroxybenzoic acid, and compound whose structure contains a chemically modified phenolic hydroxyl group.
- Examples of the derivative of hydroxybenzoic acid include, among others, p-hydroxybenzoate methyl, p-hydroxybenzoate ethyl, p-hydroxybenzoate propyl, p-hydroxybenzoate isobutyl, p-hydroxybenzoate butyl, etc.
- examples of the compound having a phenolic structure or compound whose structure contains a chemically modified phenolic hydroxyl group include phenoxy ethanol, p-aminosalicylic acid, thymol, o-chlorothymol, 4-chloro-m-cresol, p-chlorometaxylenol, dichloro-m-xylenol, chlorophenesin, p-chlorophenol, o-phenyl phenol, 4-chloro-m-cresol, 2,2-thiobis (4-chlorophenol), fenticlor, hexachlorophene, cross amide, etc.
- these phenolic compounds may be used alone or two or more types may be combined together.
- Antibacterial cosmetic brush hairs conforming to the present invention should preferably contain the aforementioned phenolic compound by 0.1 to 5.0 percent by weight. This impregnation amount can be obtained from the rate of increase in the bone dry weight of material after the treatment compared to before the treatment. Antibacterial property is sustained for a long period as long as the processed amount of the phenolic compound is within the aforementioned range.
- the aforementioned quaternary ammonium salt should be blended preferably by 0.1 to 2.0 o.w.s. percent or more preferably by 0.3 to 0.5 o.w.s. percent.
- the phenolic compound should be blended preferably by 0.01 to 0.5 o.w.s. percent or more preferably by 0.05 to 0.2 o.w.s. percent.
- o.w.s. percent indicates the concentration of chemical agent relative to solvent used. If 1 kg of water is used as solvent and 10 g of chemical agent is used, for example, the concentration of chemical agent becomes 1 o.w.s. percent.
- the aforementioned quaternary ammonium salt should be blended by approx. 5.0 to 20.0 o.w.s. percent and phenolic compound by approx. 0.5 to 10.0 o.w.s. percent.
- an antibacterial halo obtained by an antibacterial test based on JIS L 1902, conducted after at least five cycles of a washing test based on JIS L 1042.
- Normally animal hairs can be given a sustainable antibacterial effect when treated with quaternary ammonium salt. If synthetic fibers are treated with quaternary ammonium salt in the same manner, however, the antibacterial halo virtually disappears after only one cycle of washing test.
- an antibacterial halo of 3 mm or more is maintained even after five cycles of washing test performed on synthetic fibers that have been given antibacterial treatment, and this is because of combined use of two constituents or namely quaternary ammonium salt and phenolic compound.
- the washing test based on JIS L 1042 involves soaking a test sample for 30 minutes in a 0.5 percent-by-weight solution of neutral detergent that has been adjusted to 40° C. (“0.5 percent-by-weight solution” is equivalent to “5 o.w.s. percent”) and then washing the sample 100 times by rubbing it with hands, where the foregoing process constitutes one cycle. Accordingly, five washing test cycles mean that the test sample is washed 500 times by rubbing it with hands.
- the antibacterial halo test based on JIS L 1902 involves placing and retaining a washed test sample on an agar culture medium containing gram-positive bacteria ( Staphylococcus aureus ).
- Antibacterial cosmetic brush hairs in the embodiments explained below can be manufactured by mixing synthetic fibers with water, which is used as solvent, while their respective volumes are adjusted to a specified bath ratio, and then heating the mixture, adding and dissolving quaternary ammonium salt and phenolic compound at specified concentrations, and subsequently adjusting the reaction liquid to acidity and maintaining this acidity for a specified time to give antibacterial treatment to the fibers, and thereafter washing the fibers with water and then drying them.
- water is used as solvent, just like when cationic dyes are dissolved in water to produce dye solutions.
- water is used as solvent, just like when cationic dyes are dissolved in water to produce dye solutions.
- the bath ratio relative to water should preferably be 1:5 to 1:25, or more preferably be 1:10 to 1:20. As long as the bath ratio is within the above ranges, the antibacterial agent permeates from the surface to inside of synthetic fibers and adsorbs to the fibers easily.
- the “bath ratio” refers to the amount of water (kg) used per 1 kg of brush hairs.
- a bath ratio of 1:15 means that 15 kg of water is used per 1 kg of brush hairs.
- An inorganic acid or organic acid can be used as a chemical agent to adjust the aforementioned reaction liquid to acidity.
- inorganic acids include hydrochloric acid, sulfuric acid, etc.
- organic acids include acetic acid, formic acid, etc.
- the acid precipitation effect of the antibacterial agent which is a cationic active agent, causes the aforementioned constituents to adsorb easily to synthetic fibers.
- the reaction temperature should preferably be in a range of 90 to 110° C. when antibacterial treatment is given in the solution.
- the antibacterial treatment in the solution should preferably last for 1 hour or more.
- the condition for reaction it may be implemented at normal pressure or under pressurization.
- antibacterial treatment ends in a very short period of time, which has the effect of increasing the manufacturing efficiency while lowering the manufacturing cost.
- the synthetic fibers thus impregnated with the chemical agent are washed in water and dried to obtain antibacterial cosmetic brush hairs conforming to the present invention.
- the manufacturing method in this embodiment uses no organic solvent in any of the processes and is therefore safe and also makes it easy to give post-treatment after the antibacterial treatment.
- synthetic fibers are soaked in a chemical solution of high concentration (containing quaternary ammonium salt by approx. 5.0 to 20.0 o.w.s. percent and phenolic compound by approx. 0.5 to 10.0 o.w.s. percent), after which the synthetic fibers are wrung to a specified ratio and the wrung synthetic fibers are placed in a steam heater to be heated using steam.
- a chemical solution of high concentration containing quaternary ammonium salt by approx. 5.0 to 20.0 o.w.s. percent and phenolic compound by approx. 0.5 to 10.0 o.w.s. percent
- the aforementioned wringing ratio should preferably be 50 to 150%.
- the wringing ratio a condition where 100 g of chemical solution is impregnated into 100 g of synthetic fibers in dry, dead weight corresponds to a wringing ratio of 100%.
- Antibacterial cosmetic brush hairs in this embodiment are used for antibacterial cosmetic applicators, primarily cosmetic brushes, mascara brushes, wigs, cosmetic flocked puffs, etc. Antibacterial cosmetic brush hairs in this embodiment are also used for antibacterial sanitary tools such as toothbrushes, inter-dental brushes, etc. By using antibacterial cosmetic brush hairs in this embodiment for antibacterial cosmetic applicators and antibacterial sanitary tools like those mentioned above, their antibacterial property is sustained for a long period due to excellent launderability, which makes these tools very sanitary.
- a two-constituent chemical agent combining quaternary ammonium salt and phenolic compound acts upon synthetic fibers where the phenolic compound causes the synthetic fibers to swell, and as a result the antibacterial agent constituted by phenolic compound and quaternary ammonium salt is adsorbed inside the synthetic fibers. Consequently, the bleeding (migration) action of the adsorption material causes the antibacterial agent to gradually release from the inside to outside of fibers, leading to long-lasting antibacterial property as well as excellent launderability.
- antibacterial cosmetic brush hairs conforming to the present invention can be manufactured through the simple operation of soaking fibers in a chemical agent solution having antibacterial property, which has the effect of improving the manufacturing efficiency while also lowering the manufacturing cost.
- antibacterial treatment can be given with ease to synthetic fibers made of polyethylene terephthalate, polybutylene terephthalate, polytrimethylene terephthalate, nylon, etc., that have traditionally been considered difficult to give antibacterial treatment to.
- antibacterial cosmetic brush hairs conforming to the present invention will present no problems at all when combined with animal hairs to be given antibacterial treatment, and the combined brush hairs thus obtained can be used to manufacture antibacterial cosmetic applicators.
- Antibacterial cosmetic brush hairs conforming to the present invention are explained below based on examples. It should be noted, however, that the present invention is not at all limited to these examples.
- a filament made of synthetic fibers to be used as brush hairs was looped once around a glass slide of 38 ⁇ 26 mm in size, at the center of the slide, to a width of 28 mm to create a test sample.
- T represents the sum of the length of the test piece and halo width
- D represents the length of the test piece.
- polybutylene terephthalate (0.07 mm in diameter, tapered bristles) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.5 o.w.s. percent of dodecyl trimethyl ammonium chloride (trade name: Cation BB, manufactured by NOF Corporation) and 0.1 o.w.s. percent of phenolic compound (trade name: Phenonip, manufactured by Clariant Japan K. K.) were dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polybutylene terephthalate at 92° C. for 60 minutes.
- dodecyl trimethyl ammonium chloride trade name: Cation BB, manufactured by NOF Corporation
- phenolic compound trade name: Phenonip, manufactured by Clariant Japan K. K.
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the measured halo width was 12 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. The measured halo width was 4 mm.
- Phenonip used in this example is an antibacterial agent produced by mixing phenoxy ethanol and paraben, where the specific composition is 70 to 75 percent by weight of phenoxy ethanol, 14.5 to 16.5 percent by weight of p-hydroxybenzoate methyl (methyl paraben), 3.5 to 4.3 percent by weight of p-hydroxybenzoate ethyl (ethyl paraben), 1.7 to 2.3 percent by weight of p-hydroxybenzoate propyl (propyl paraben), 3.7 to 4.3 percent by weight of p-hydroxybenzoate butyl (butyl paraben), and 1.7 to 2.3 percent by weight of p-hydroxybenzoate isobutyl (isobutyl paraben).
- the velvet was washed in water and dried to obtain antibacterial velvet.
- the antibacterial velvet was used to create a cosmetic puff.
- this cosmetic puff was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the velvet was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902.
- the measured halo width was 4 mm.
- polybutylene terephthalate (0.07 mm in diameter, tapered bristle) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.7 o.w.s. percent of lauryl dimethyl benzyl ammonium chloride (trade name: Sanisol C, manufactured by Kao Corporation) and 0.1 o.w.s. percent of p-aminosalicylic acid (guaranteed reagent) were dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polybutylene terephthalate at 110° C. for 60 minutes.
- lauryl dimethyl benzyl ammonium chloride trade name: Sanisol C, manufactured by Kao Corporation
- p-aminosalicylic acid guaranteed reagent
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. The measured halo width was 4 mm.
- polytrimethylene terephthalate (0.07 mm in diameter) fibers as synthetic fibers and water as solvent
- the polytrimethylene terephthalate fibers were soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.5 o.w.s. percent of dodecyl trimethyl ammonium chloride (trade name: Cation BB, manufactured by NOF Corporation) and 0.1 o.w.s. percent of phenolic compound (trade name: Phenonip, manufactured by Clariant Japan K.K.) were dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polytrimethylene terephthalate at 92° C. for 60 minutes.
- dodecyl trimethyl ammonium chloride trade name: Cation BB, manufactured by NOF Corporation
- phenolic compound trade name: Phenonip, manufactured by Clariant Japan K.K.
- the polytrimethylene terephthalate fibers were washed in water and dried to obtain antibacterial polytrimethylene terephthalate fibers.
- the antibacterial polytrimethylene terephthalate fibers were used to create a cosmetic brush.
- the measured halo width was 10 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. The measured halo width was 5 mm.
- polytrimethylene terephthalate (0.07 mm in diameter) fibers as synthetic fibers and water as solvent
- the polytrimethylene terephthalate fibers were soaked in the water at a bath ratio adjusted to 1:25 and then the mixture was heated, after which 1.0 o.w.s. percent of lauryl dimethyl benzyl ammonium chloride (trade name: Sanisol C, manufactured by Kao Corporation) and 0.1 o.w.s. percent of phenolic compound (trade name: Phenonip, manufactured by Clariant Japan K.K.) were dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polytrimethylene terephthalate at 93° C. for 60 minutes.
- lauryl dimethyl benzyl ammonium chloride trade name: Sanisol C, manufactured by Kao Corporation
- phenolic compound trade name: Phenonip, manufactured by Clariant Japan K.K
- the polytrimethylene terephthalate fibers were washed in water and dried to obtain antibacterial polytrimethylene terephthalate fibers.
- the antibacterial polytrimethylene terephthalate fibers were used to create a cosmetic brush.
- the measured halo width was 8 mm or more.
- the velvety fabric was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. The measured halo width was 4 mm.
- the polybutylene terephthalate velvet was soaked in the obtained solution and then wrung using a rubber-roll mangle to a wringing ratio of 100%, after which the velvet was given antibacterial treatment through steam-heating at 110° C. for 60 minutes.
- the polybutylene terephthalate velvet was washed in water and dried to obtain antibacterial velvet.
- the antibacterial velvet was used to create a cosmetic flocked puff.
- this cosmetic puff was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic puff was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902.
- the measured halo width was 3 mm or more.
- the centrifugal dehydrator was operated for 20 seconds to achieve a wringing ratio of 100%, after which the bristles were removed and set in a steam heater to be given antibacterial treatment through steam-heating at 110° C. for 60 minutes. At the end of antibacterial treatment, these bristles were washed in water and dried to obtain antibacterial bristles. The obtained bristles were used to create a cosmetic powder brush. When this cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902.
- the measured halo width was 3 mm or more.
- polytrimethylene terephthalate (0.07 mm in diameter) fibers as synthetic fibers, 15 o.w.s. percent of dodecyl dimethyl ammonium chloride (trade name: Cation BB, manufactured by NOF Corporation) and 2 o.w.s. percent of p-chlorometaxylenol (manufactured by Clariant) were dissolved, and then 0.5 o.w.s. percent of acetic anhydride was added to achieve acetic acidity. The fibers were soaked in the obtained solution and then set in a centrifugal dehydrator.
- dodecyl dimethyl ammonium chloride trade name: Cation BB, manufactured by NOF Corporation
- p-chlorometaxylenol manufactured by Clariant
- the centrifugal dehydrator was operated for 20 seconds to achieve a wringing ratio of 100%, after which the fibers were removed and set in a steam heater to be given antibacterial treatment through steam-heating at 110° C. for 60 minutes. At the end of antibacterial treatment, these bristles were washed in water and dried to obtain antibacterial bristles. The obtained bristles were used to create a cosmetic brush. When this cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902.
- the measured halo width was 3 mm or more.
- polybutylene terephthalate (0.10 mm in diameter, tapered bristles) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.7 o.w.s. percent of lauryl dimethyl benzyl ammonium chloride (trade name: Sanisol C, manufactured by Kao Corporation) was dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polybutylene terephthalate at 110° C. for 60 minutes.
- lauryl dimethyl benzyl ammonium chloride trade name: Sanisol C, manufactured by Kao Corporation
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- polybutylene terephthalate (0.10 mm in diameter, tapered bristles) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.7 o.w.s. percent of dodecyl trimethyl benzyl ammonium chloride (trade name: Cation BB, manufactured by NOF Corporation) was dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polybutylene terephthalate at 110° C. for 60 minutes.
- dodecyl trimethyl benzyl ammonium chloride trade name: Cation BB, manufactured by NOF Corporation
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- polybutylene terephthalate (0.10 mm in diameter, tapered bristles) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.7 o.w.s. percent of hexadecyl trimethyl ammonium chloride (trade name: Quartamin 60W, manufactured by Kao Corporation) was dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polybutylene terephthalate at 110° C. for 60 minutes.
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- polytrimethylene terephthalate (0.07 mm in diameter) fibers as synthetic fibers and water as solvent
- the polytrimethylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.7 o.w.s. percent of lauryl dimethyl benzyl ammonium chloride (trade name: Sanisol C, manufactured by Kao Corporation) was dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polytrimethylene terephthalate at 110° C. for 60 minutes.
- lauryl dimethyl benzyl ammonium chloride trade name: Sanisol C, manufactured by Kao Corporation
- the polytrimethylene terephthalate was washed in water and dried to obtain antibacterial polytrimethylene terephthalate.
- the antibacterial polytrimethylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- polytrimethylene terephthalate (0.07 mm in diameter) fibers as synthetic fibers and water as solvent
- the polytrimethylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 0.7 o.w.s. percent of dodecyl trimethyl benzyl ammonium chloride (trade name: Cation BB, manufactured by NOF Corporation) was dissolved, and then 0.05 o.w.s. percent of acetic anhydride was added to achieve acetic acidity, to give antibacterial treatment to polytrimethylene terephthalate at 110° C. for 60 minutes.
- dodecyl trimethyl benzyl ammonium chloride trade name: Cation BB, manufactured by NOF Corporation
- the polytrimethylene terephthalate was washed in water and dried to obtain antibacterial polytrimethylene terephthalate.
- the antibacterial polytrimethylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- polybutylene terephthalate (0.10 mm in diameter, tapered bristles) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 2 o.w.s. percent of phenolic compound (trade name: Phenonip, manufactured by Clariant Japan K.K.) was dissolved, to give antibacterial treatment to polybutylene terephthalate at 110° C. for 60 minutes.
- phenolic compound trade name: Phenonip, manufactured by Clariant Japan K.K.
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 7.0 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- polybutylene terephthalate (0.10 mm in diameter, tapered bristles) as synthetic fibers and water as solvent
- the polybutylene terephthalate was soaked in the water at a bath ratio adjusted to 1:15 and then the mixture was heated, after which 2 o.w.s. percent of phenolic compound, or specifically p-chlorometaxynol (manufactured by Clariant) was dissolved, to give antibacterial treatment to polybutylene terephthalate at 110° C. for 60 minutes.
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 7.0 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
- the polybutylene terephthalate was washed in water and dried to obtain antibacterial polybutylene terephthalate.
- the antibacterial polybutylene terephthalate was used to create a cosmetic brush.
- the obtained cosmetic brush was measured for halo width using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902, the measured halo width was 8 mm or more.
- the cosmetic brush was washed 100 times by rubbing it with hands in accordance with the aforementioned washing test and this was repeated five times (for a total of 500 washing cycles), after which the halo width was measured using gram-positive bacteria ( Staphylococcus aureus ) in conformance with JIS L 1902. There was no longer any antibacterial halo.
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Brushes (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008-51759 | 2008-03-03 | ||
| JP2008051759 | 2008-03-03 | ||
| PCT/JP2009/053911 WO2009110439A1 (fr) | 2008-03-03 | 2009-03-03 | Applicateur antibactérien pour maquillage |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2009/053911 A-371-Of-International WO2009110439A1 (fr) | 2008-03-03 | 2009-03-03 | Applicateur antibactérien pour maquillage |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/566,931 Division US8530556B2 (en) | 2008-03-03 | 2012-08-03 | Antibacterial cosmetic applicator |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20110034561A1 true US20110034561A1 (en) | 2011-02-10 |
Family
ID=41055994
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US12/667,014 Abandoned US20110034561A1 (en) | 2008-03-03 | 2009-03-03 | Antibacterial cosmetic applicator |
| US13/566,931 Active US8530556B2 (en) | 2008-03-03 | 2012-08-03 | Antibacterial cosmetic applicator |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/566,931 Active US8530556B2 (en) | 2008-03-03 | 2012-08-03 | Antibacterial cosmetic applicator |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US20110034561A1 (fr) |
| EP (1) | EP2215924B1 (fr) |
| JP (1) | JP5458294B2 (fr) |
| KR (1) | KR101576299B1 (fr) |
| CN (1) | CN101778582B (fr) |
| CA (1) | CA2694741C (fr) |
| WO (1) | WO2009110439A1 (fr) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20190358904A1 (en) * | 2017-02-14 | 2019-11-28 | Hotty Polymer Co., Ltd. | Filament and method of manufacturing the same |
| US10806243B2 (en) * | 2016-03-04 | 2020-10-20 | Anisa International, Inc. | Synthetic fiber emulating pony hair characteristics |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108697223A (zh) * | 2015-12-31 | 2018-10-23 | 株式会社爱茉莉太平洋 | 具有抗菌力的海绵 |
| KR101877240B1 (ko) * | 2016-06-27 | 2018-07-12 | (주)아모레퍼시픽 | 청결한 퍼프 사용이 가능한 화장품 용기 |
| KR200487059Y1 (ko) * | 2016-12-09 | 2018-07-31 | 김주원 | 고마쥬 클렌징 에센스가 함침된 화장용 패드 |
| CN110150842B (zh) * | 2018-01-18 | 2021-06-22 | 浙江卓尔雅美妆有限公司 | 一种抗菌型四合一化妆刷 |
| JP7221005B2 (ja) * | 2018-04-26 | 2023-02-13 | 三菱鉛筆株式会社 | 液体塗布具 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5261426A (en) * | 1991-05-30 | 1993-11-16 | Creative Products Resource Associates, Ltd. | Hydrophilic foam pad for hair styling |
| US20060088711A1 (en) * | 2004-10-21 | 2006-04-27 | Kenji Nakamura | Brush bristle material |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH033226A (ja) | 1989-05-30 | 1991-01-09 | Mitsubishi Electric Corp | 電子ビーム露光装置 |
| JPH03289905A (ja) | 1990-04-04 | 1991-12-19 | Soogo Intetsuku Kk | 抗菌ブラシ用フィラメントおよびその製造方法 |
| JPH04193103A (ja) | 1990-11-27 | 1992-07-13 | Taisho Pharmaceut Co Ltd | 抗菌歯ブラシ |
| JPH057510A (ja) | 1991-07-04 | 1993-01-19 | Kanebo Ltd | 抗菌ブラシ |
| CN1113973A (zh) * | 1994-06-24 | 1995-12-27 | 温一林 | 一种抗菌保健牙刷的生产方法 |
| JPH10120821A (ja) * | 1996-10-22 | 1998-05-12 | Toppan Printing Co Ltd | 抗菌性樹脂組成物 |
| JPH105044A (ja) | 1997-02-25 | 1998-01-13 | Toray Monofilament Co Ltd | 抗菌性歯ブラシ |
| JP2000041730A (ja) | 1998-07-28 | 2000-02-15 | Pentel Kk | 化粧料塗布材 |
| JP3936143B2 (ja) * | 2001-02-06 | 2007-06-27 | 憲司 中村 | 抗菌防臭性の化粧用ブラシとその製造方法 |
| CN1337197A (zh) * | 2001-03-03 | 2002-02-27 | 潘昆年 | 纳米抗菌牙刷 |
| JP2003206217A (ja) * | 2002-01-10 | 2003-07-22 | Kao Corp | 毛髪用シートブラシ |
| JP2005053973A (ja) | 2003-08-06 | 2005-03-03 | Tadashi Inoue | 無機系抗菌剤を含有したプラスチック樹脂およびそれを用いた抗菌性製品 |
| JP4017613B2 (ja) * | 2004-04-15 | 2007-12-05 | 憲司 中村 | 抗菌性の化粧用ブラシとその製造方法 |
-
2009
- 2009-03-03 US US12/667,014 patent/US20110034561A1/en not_active Abandoned
- 2009-03-03 WO PCT/JP2009/053911 patent/WO2009110439A1/fr not_active Ceased
- 2009-03-03 KR KR1020097027406A patent/KR101576299B1/ko active Active
- 2009-03-03 JP JP2010501900A patent/JP5458294B2/ja not_active Expired - Fee Related
- 2009-03-03 CN CN2009801000025A patent/CN101778582B/zh active Active
- 2009-03-03 CA CA2694741A patent/CA2694741C/fr active Active
- 2009-03-03 EP EP09716246.5A patent/EP2215924B1/fr active Active
-
2012
- 2012-08-03 US US13/566,931 patent/US8530556B2/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5261426A (en) * | 1991-05-30 | 1993-11-16 | Creative Products Resource Associates, Ltd. | Hydrophilic foam pad for hair styling |
| US20060088711A1 (en) * | 2004-10-21 | 2006-04-27 | Kenji Nakamura | Brush bristle material |
| US7752702B2 (en) * | 2004-10-21 | 2010-07-13 | Kenji Nakamura | Brush bristle material |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10806243B2 (en) * | 2016-03-04 | 2020-10-20 | Anisa International, Inc. | Synthetic fiber emulating pony hair characteristics |
| US20190358904A1 (en) * | 2017-02-14 | 2019-11-28 | Hotty Polymer Co., Ltd. | Filament and method of manufacturing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2694741C (fr) | 2016-06-14 |
| KR20100126627A (ko) | 2010-12-02 |
| CN101778582A (zh) | 2010-07-14 |
| CN101778582B (zh) | 2012-06-27 |
| EP2215924B1 (fr) | 2018-07-25 |
| JPWO2009110439A1 (ja) | 2011-07-14 |
| JP5458294B2 (ja) | 2014-04-02 |
| CA2694741A1 (fr) | 2009-09-11 |
| EP2215924A1 (fr) | 2010-08-11 |
| WO2009110439A1 (fr) | 2009-09-11 |
| US20120295984A1 (en) | 2012-11-22 |
| KR101576299B1 (ko) | 2015-12-09 |
| EP2215924A4 (fr) | 2012-06-27 |
| US8530556B2 (en) | 2013-09-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: NAKAMURA, KOJI, JAPAN Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:NAKAMURA, KENJI;REEL/FRAME:024777/0368 Effective date: 20100709 Owner name: NAKAMURA, KENJI, JAPAN Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:NAKAMURA, KENJI;REEL/FRAME:024777/0368 Effective date: 20100709 |
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| STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |