JP5150254B2 - Antibacterial film - Google Patents
Antibacterial film Download PDFInfo
- Publication number
- JP5150254B2 JP5150254B2 JP2007523388A JP2007523388A JP5150254B2 JP 5150254 B2 JP5150254 B2 JP 5150254B2 JP 2007523388 A JP2007523388 A JP 2007523388A JP 2007523388 A JP2007523388 A JP 2007523388A JP 5150254 B2 JP5150254 B2 JP 5150254B2
- Authority
- JP
- Japan
- Prior art keywords
- isothiocyanate
- film
- antibacterial
- shellac
- isothiocyanates
- 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.)
- Active
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims description 20
- -1 Isothiocyanate ester Chemical class 0.000 claims description 22
- 150000002540 isothiocyanates Chemical class 0.000 claims description 21
- 229920001800 Shellac Polymers 0.000 claims description 14
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 claims description 14
- 229940113147 shellac Drugs 0.000 claims description 14
- 239000004208 shellac Substances 0.000 claims description 14
- 235000013874 shellac Nutrition 0.000 claims description 14
- 229920000858 Cyclodextrin Polymers 0.000 claims description 12
- 239000000853 adhesive Substances 0.000 claims description 12
- 230000001070 adhesive effect Effects 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 230000005540 biological transmission Effects 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 230000003796 beauty Effects 0.000 claims 1
- ZOJBYZNEUISWFT-UHFFFAOYSA-N allyl isothiocyanate Chemical compound C=CCN=C=S ZOJBYZNEUISWFT-UHFFFAOYSA-N 0.000 description 14
- 239000000126 substance Substances 0.000 description 11
- 239000007789 gas Substances 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 235000016720 allyl isothiocyanate Nutrition 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 235000013305 food Nutrition 0.000 description 5
- 229930014626 natural product Natural products 0.000 description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 3
- 230000000843 anti-fungal effect Effects 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 3
- NSDDRJXKROCWRZ-UHFFFAOYSA-N 1-isothiocyanato-2-methylpropane Chemical compound CC(C)CN=C=S NSDDRJXKROCWRZ-UHFFFAOYSA-N 0.000 description 2
- VHBFEIBMZHEWSX-UHFFFAOYSA-N 2-isothiocyanatopropane Chemical compound CC(C)N=C=S VHBFEIBMZHEWSX-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- 239000001116 FEMA 4028 Substances 0.000 description 2
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 229940121375 antifungal agent Drugs 0.000 description 2
- 208000006673 asthma Diseases 0.000 description 2
- MDKCFLQDBWCQCV-UHFFFAOYSA-N benzyl isothiocyanate Chemical compound S=C=NCC1=CC=CC=C1 MDKCFLQDBWCQCV-UHFFFAOYSA-N 0.000 description 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 2
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 2
- 229960004853 betadex Drugs 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- HBNYJWAFDZLWRS-UHFFFAOYSA-N ethyl isothiocyanate Chemical compound CCN=C=S HBNYJWAFDZLWRS-UHFFFAOYSA-N 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 239000003517 fume Substances 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- QKFJKGMPGYROCL-UHFFFAOYSA-N phenyl isothiocyanate Chemical compound S=C=NC1=CC=CC=C1 QKFJKGMPGYROCL-UHFFFAOYSA-N 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 238000013268 sustained release Methods 0.000 description 2
- 239000012730 sustained-release form Substances 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- JATNWMBUDXLMEO-UHFFFAOYSA-N 1-isothiocyanato-3-methylbutane Chemical compound CC(C)CCN=C=S JATNWMBUDXLMEO-UHFFFAOYSA-N 0.000 description 1
- KKASGUHLXWAKEZ-UHFFFAOYSA-N 1-isothiocyanatopropane Chemical compound CCCN=C=S KKASGUHLXWAKEZ-UHFFFAOYSA-N 0.000 description 1
- 229920001450 Alpha-Cyclodextrin Polymers 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 235000002566 Capsicum Nutrition 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 108010025880 Cyclomaltodextrin glucanotransferase Proteins 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 101100257062 Leishmania major IPCS gene Proteins 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- QAADZYUXQLUXFX-UHFFFAOYSA-N N-phenylmethylthioformamide Natural products S=CNCC1=CC=CC=C1 QAADZYUXQLUXFX-UHFFFAOYSA-N 0.000 description 1
- 239000006002 Pepper Substances 0.000 description 1
- 235000016761 Piper aduncum Nutrition 0.000 description 1
- 235000017804 Piper guineense Nutrition 0.000 description 1
- 244000203593 Piper nigrum Species 0.000 description 1
- 235000008184 Piper nigrum Nutrition 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 244000195452 Wasabia japonica Species 0.000 description 1
- 235000000760 Wasabia japonica Nutrition 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 description 1
- 229940043377 alpha-cyclodextrin Drugs 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- LIMQQADUEULBSO-UHFFFAOYSA-N butyl isothiocyanate Chemical compound CCCCN=C=S LIMQQADUEULBSO-UHFFFAOYSA-N 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 235000012489 doughnuts Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 description 1
- 229940080345 gamma-cyclodextrin Drugs 0.000 description 1
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 1
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 229920000092 linear low density polyethylene Polymers 0.000 description 1
- 239000004707 linear low-density polyethylene Substances 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229940117953 phenylisothiocyanate Drugs 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920006381 polylactic acid film Polymers 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 239000011116 polymethylpentene Substances 0.000 description 1
- 229920006264 polyurethane film Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3535—Organic compounds containing sulfur
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/46—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=C=S groups
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Nutrition Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Microbiology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- General Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Laminated Bodies (AREA)
Description
本発明は、揮発性薬剤を含有する抗菌フィルムに関する。 The present invention relates to an antibacterial film containing a volatile drug.
イソチオシアン酸アリルに代表されるイソチオシアン酸エステル類等の揮発性油状抗菌物質は、食品でのカビの発生や菌の増殖等を防止・抑制する物質として既知である。ここで、特許文献１には、このイソチオシアン酸エステル類を使用した防カビシートが提案されている。この防カビシートは、揮散性薬剤であるイソチオシアン酸アリルと所定の樹脂とを混練し、当該混練物をガス透過規制層でサンドした構成を採っている。
ここで、当該混練用樹脂としては、イソチオシアン酸アリルと混練可能であること、粘度を低下させることが可能であること、比較的低温で混練できるために薬剤ロスが少ないこと、コーティングし易いこと等の理由で、ロジン、ロジンエステル又はこれらの変性物が使用されている。しかしながら、これらの混練用樹脂を使用した場合には、得られた製品に気泡が入り易く、得られた製品の外観が悪くなるという問題があった。更には、国際化学物質安全性計画（ＩＰＣＳ）によると、ロジンは、加熱すると分解し刺激性フュームを生じ、当該フューム等の反復又は長期の吸入により喘息を起こすことが知られている。そこで、イソチオシアン酸エステル類と混練した際に相性がよく、サンドした際に気泡が残存せず、かつ、生体安全性に優れた樹脂を見出すと共に、イソチオシアン酸エステル類と当該樹脂を組み合わせた新規な抗菌シートを提供することを目的とする。 Here, as the kneading resin, it can be kneaded with allyl isothiocyanate, can reduce viscosity, can be kneaded at a relatively low temperature, has low chemical loss, is easy to coat, etc. For this reason, rosin, rosin ester or modified products thereof are used. However, when these kneading resins are used, there is a problem that air bubbles easily enter into the obtained product and the appearance of the obtained product is deteriorated. Furthermore, according to the International Chemical Safety Program (IPCS), rosin is known to decompose when heated to produce irritating fumes and to cause asthma by repeated or long-term inhalation of such fumes. Thus, a resin having good compatibility when kneaded with isothiocyanate esters, no bubbles remaining when sanded, and excellent biosafety, and a novel combination of isothiocyanate esters and the resin are found. An object is to provide an antibacterial sheet.
本発明者は鋭意研究の結果、樹脂としてシェラックベースの接着剤を採用することにより、上記の課題を達成できることを見出し、以下の発明（１）及び（２）を完成させたものである。 As a result of diligent research, the present inventors have found that the above-mentioned problems can be achieved by employing a shellac-based adhesive as a resin, and have completed the following inventions (1) and (2).
本発明（１）は、イソチオシアン酸エステル類をシェラックベースの接着剤とブレンドし、当該ブレンド物をフィルムでサンドして得られる抗菌フィルムである。 The present invention (1) is an antibacterial film obtained by blending isothiocyanates with a shellac-based adhesive and sanding the blend with a film.
本発明（２）は、イソチオシアン酸エステル類が、イソチオシアン酸エステル類及び前記イソチオシアン酸エステル類のサイクロデキストリン包接化合物であると共に、前記フィルムの一方がガス透過性フィルムであり他方が水蒸気透過性フィルムである、前記発明（１）の抗菌フィルムである。 In the present invention (2), the isothiocyanate ester is an isothiocyanate ester and a cyclodextrin inclusion compound of the isothiocyanate ester, and one of the films is a gas permeable film and the other is a water vapor permeable film. The antibacterial film of the invention (1).
本発明（１）によれば、イソチオシアン酸エステル類と混練した際に相性がよく、サンドした際に気泡が残存せず、かつ、長期間継続的に使用しても疾病（例えば喘息）の原因物質を放出せず生体安全性に優れているという効果を奏する。 According to the present invention (1), compatibility is good when kneaded with isothiocyanates, no bubbles remain when sanded, and even if used continuously for a long time, the cause of diseases (eg asthma) There is an effect that it is excellent in biological safety without releasing a substance.
本発明（２）によれば、揮発性の高いイソチオシアン酸エステル類が一方のフィルムであるガス透過性フィルムから使用直後から徐放されるので、使用の初期段階から高濃度のイソチオシアン酸エステル類を担保できると共に、水蒸気透過性フィルムを介して外部の湿気を徐々に吸収し、イソチオシアン酸エステル類のサイクロデキストリン包接化合物が当該水分と反応してイソチオシアン酸エステル類を放出する結果、イソチオシアン酸エステル類放出の長期持続性も担保できる（二段階徐放性）という効果を奏する。 According to the present invention (2), since highly volatile isothiocyanate esters are gradually released from the gas permeable film, which is one of the films, immediately after use, a high concentration of isothiocyanate esters is obtained from the initial stage of use. Isothiocyanate esters as a result of the cyclodextrin inclusion compound of isothiocyanates reacting with the moisture and releasing isothiocyanate esters through the absorption of moisture through the water vapor permeable film. Long-term sustainability of release can be ensured (two-stage sustained release).
以下、本発明に係る最良形態について説明する。まず、本最良形態に係る抗菌フィルムは、図１に示すように、ガス透過性フィルム２と水蒸気透過性フィルム３に、イソチオシアン酸エステル類をシェラックベースの接着剤にブレンドした混練物層１をサンドした構造を採っている。
Hereinafter, the best mode according to the present invention will be described. First, as shown in FIG. 1, the antibacterial film according to the best mode is obtained by sandwiching a kneaded material layer 1 in which an isothiocyanate is blended with a shellac base adhesive into a gas
ここで、混練物層１中には、即時性有効成分として「イソチオシアン酸エステル類」を含有する。ここで、「イソチオシアン酸エステル類」とは、イソチオシアン酸エステル及びその誘導体を指し、例えば、イソチオシアン酸メチル、イソチオシアン酸エチル、イソチオシアン酸ｎ−プロピル、イソチオシアン酸イソプロピル、イソチオシアン酸ｎ−ブチル、イソチオシアン酸イソブチル、イソチオシアン酸イソアミル、イソチオシアン酸アリル、イソチオシアン酸フェニル、イソチオシアン酸ベンジルを挙げることができる。尚、前記エステル類は、化学合成でも天然物由来でもよいが、生体安全性の観点から天然物由来が好適である。天然物由来としては、天然ワサビ又はカラシ抽出物由来の前記物質を用いることが好適である。ここで、「抽出」とは、水蒸気蒸留法などを指す。 Here, the kneaded material layer 1 contains “isothiocyanates” as an immediate active ingredient. Here, “isothiocyanates” refers to isothiocyanates and derivatives thereof, such as methyl isothiocyanate, ethyl isothiocyanate, n-propyl isothiocyanate, isopropyl isothiocyanate, n-butyl isothiocyanate, isobutyl isothiocyanate. And isoamyl isothiocyanate, allyl isothiocyanate, phenyl isothiocyanate, and benzyl isothiocyanate. The esters may be chemically synthesized or derived from natural products, but are preferably derived from natural products from the viewpoint of biological safety. As a natural product-derived material, it is preferable to use the aforementioned material derived from a natural wasabi or mustard extract. Here, “extraction” refers to a steam distillation method or the like.
更に、混練物層１中には、徐放性有効成分として「イソチオシアン酸エステルのサイクロデキストリン包接化合物」を含有する。ここで、「サイクロデキストリン」とは、澱粉に酵素（サイクロデキストリングルカノトランスフェラーゼ）を作用させて得られる環状オリゴ糖であり、例えば、α−サイクロデキストリン、β−サイクロデキストリン、γ−サイクロデキストリンを挙げることができ、β−サイクロデキストリンが好適である。また、「イソチオシアン酸エステル類のサイクロデキストリン包接化合物」とは、サイクロデキストリンのドーナツ構造の輪の内側（空洞内）にイソチオシアン酸エステル類を包み込んだものを指す。この包接化合物は、塩水港精糖株式会社からデキシーパールＫ−１００という商品名で入手可能である。尚、包接される物質は、イソチオシアン酸エステル類以外にも、必要に応じて、他の物質、例えば、イソチオシアン酸エステル類には総じて匂いがあり、食品とこれらの匂いの相性が合わない場合に芳香を有する物質により上記匂いを変えたり消したりするために、芳香物質又は消臭物質、例えばケイ皮酸、バニリン、酢酸ゲラニル、ペッパーオイル、酢酸エチル等を含有していてもよい。 Furthermore, the kneaded material layer 1 contains “cyclodextrin inclusion compound of isothiocyanate” as a sustained-release active ingredient. Here, “cyclodextrin” is a cyclic oligosaccharide obtained by allowing an enzyme (cyclodextrin glucanotransferase) to act on starch, and examples thereof include α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin. Β-cyclodextrin is preferred. The “cyclodextrin inclusion compound of isothiocyanates” refers to a compound in which isothiocyanates are encapsulated inside (in the cavity) of a ring of donut structure of cyclodextrin. This clathrate compound is available from Shisui Minato Sugar Co., Ltd. under the trade name of Dexy Pearl K-100. In addition to the isothiocyanates, other substances, for example, isothiocyanates, generally have an odor, and the food and the odor do not match. In order to change or extinguish the above odor by a substance having a fragrance, it may contain a fragrance substance or a deodorant substance such as cinnamic acid, vanillin, geranyl acetate, pepper oil, ethyl acetate and the like.
次に、混練物層１は、シェラックベースの接着剤を基材樹脂とする。ここで、「シェラック」とは、Ｌａｃｃｉｆｅｒ ｌａｃｃａ Ｋｅｒｒと称されるラックカイガラムシが分泌する樹脂状物質を精製した天然物であり、例えば、セラック原料であるシードラック、精製セラック、脱色セラック、白色セラックがある。尚、当該シェラックベースの接着剤は、例えば、「ユニークペーパーワニス ＦＺＡ−５７１４−１」という商品名で荒川塗料工業株式会社から入手可能である。 Next, the kneaded material layer 1 uses a shellac-based adhesive as a base resin. Here, “shellac” is a natural product obtained by purifying a resinous material secreted by the scale insect of Lactifer laker Kerr, such as seed rack, purified shellac, decolorized shellac, and white shellac, which are shellac raw materials. is there. The shellac-based adhesive is available from Arakawa Paint Industry Co., Ltd. under the trade name “Unique Paper Varnish FZA-5714-1,” for example.
更に、混練物層１は、上記成分以外に、必要に応じて適宜各種添加剤を加えてもよい。例えば、イソチオシアン酸エステル類の放出制御性能を向上させるための放出促進剤（例えば、ヤシ油、コーン油等のオイル、セルロース繊維、セルロースパウダー等のセルロース類、酸化チタン、ケイ酸カルシウム等の無機物等）、イソチオシアン酸エステル類の安定性を向上させるための酸化防止剤（例えば、ＢＨＴ、ビタミンＣ等）、接着強度を向上させるための既知の接着補助剤（例えば、ゴム系接着剤、アクリル系接着剤等）を挙げることができる。 Furthermore, in addition to the above components, the kneaded material layer 1 may contain various additives as necessary. For example, release accelerators for improving the release control performance of isothiocyanates (for example, oils such as coconut oil and corn oil, celluloses such as cellulose fiber and cellulose powder, inorganic substances such as titanium oxide and calcium silicate, etc. ), Antioxidants for improving the stability of isothiocyanates (for example, BHT, vitamin C, etc.), known adhesion aids for improving the adhesive strength (for example, rubber adhesives, acrylic adhesives) Agent).
イソチオシアン酸エステル類及びイソチオシアン酸エステルのサイクロデキストリン包接化合物とシェラックベース接着剤との混練物中におけるイソチオシアン酸エステル類の混練割合は、混練物１００重量部に対して０．１〜３０．０重量部が好適であり、１．０〜２０．０重量部がより好適である。 The kneading ratio of the isothiocyanate ester in the kneaded mixture of the isothiocyanate ester and the cyclodextrin inclusion compound of the isothiocyanate ester and the shellac base adhesive is 0.1 to 30.0 wt. Part is preferred, and 1.0 to 20.0 parts by weight is more preferred.
次に、ガス透過性フィルム２は、揮発したイソチオシアン酸エステル類に対して透過性を有するフィルムである限り特に限定されず、例えば、延伸または無延伸ポリプロピレン、ポリエチレン（例えば直鎖状低密度ポリエチレン、低密度ポリエチレン等）、ポリエチレンテレフタレート、ポリメチルペンテン、生分解性フィルム｛例えば、ポリ乳酸フィルム（植物系（例えば、トウモロコシや澱粉）及び石油系｝等を挙げることができる。尚、これらのフィルムは単独で使用してもよく、あるいは２種以上を貼り合わせたものであってもよい。また、ガス透過性フィルム２の厚さは、好適には１０〜１００μｍ、より好適には３０〜７０μmである。
Next, the gas
次に、水蒸気透過性フィルム３は、水蒸気透過性である限り特に限定されないが、水蒸気透過率（ＪＩＳ Ｚ ０２０８）が５〜４０ｇ／ｍ２ ・２４ｈのものが好適であり、例えば、（１）厚さ９〜１６μｍのＰＥＴフィルム、（２）厚さ１〜２０μｍのポリウレタンフィルム、（３）厚さ１〜１０μｍの塩素化ポリプロピレンフィルム、（４）厚さ１〜１０μｍの塩化ビニルフィルム、（５）厚さ１〜１０μｍの塩化ビニル系共重合体フィルム、（６）厚さ１〜２０μｍのエチレン・酢酸ビニル共重合体フィルムを挙げることができる。Next, the water vapor permeable film 3 is not particularly limited as long as it is water vapor permeable, but a water vapor transmission rate (JIS Z 0208) of 5 to 40 g / m 2 · 24 h is suitable. For example, (1) PET film having a thickness of 9 to 16 μm, (2) polyurethane film having a thickness of 1 to 20 μm, (3) chlorinated polypropylene film having a thickness of 1 to 10 μm, (4) vinyl chloride film having a thickness of 1 to 10 μm, (5 And a vinyl chloride copolymer film having a thickness of 1 to 10 μm, and (6) an ethylene / vinyl acetate copolymer film having a thickness of 1 to 20 μm.
次に、本最良形態に係る抗菌用フィルムの用途について説明する。ここで、「抗菌」とは、狭義の抗菌のみならず、抗カビも包含する概念である。本フィルムは、例えば食品上に載せたり、食品を被覆又は包装する形態で使用できる。これにより、上記食品の抗菌・防カビ、防虫、鮮度保持を達成することができる。尚、上記に使用されるイソチオシアン酸エステル類の量は、特に限定されないが、揮散性薬剤含有粘着シート状物１ｍ２に対して３０〜６０００ｍｇが好適である。Next, the use of the antibacterial film according to the best mode will be described. Here, “antibacterial” is a concept including not only antibacterial in a narrow sense but also antifungal. The film can be used, for example, in a form that is placed on a food product or coated or packaged with a food product. Thereby, the antibacterial and antifungal, insect repellent and freshness maintenance of the food can be achieved. The amount of the isothiocyanate used above is not particularly limited, but is preferably 30 to 6000 mg with respect to 1 m 2 of the volatile drug-containing pressure-sensitive adhesive sheet.
以下、実施例を参照しながら本発明を具体的に説明する。尚、本発明の技術的範囲は、以下の実施例により何ら限定されるものではない。 Hereinafter, the present invention will be specifically described with reference to examples. The technical scope of the present invention is not limited by the following examples.
製造例１
イソチオシアン酸アリル１０重量部とシェラックベース接着剤（ユニークペーパーワニスＦＺＡ−５７１４−１（商標）、荒川塗料工業株式会社製）９０重量部とを混練し、当該混練物をガス透過性フィルム（ＯＴＰ３５Ｍ（商標） 大塚テクノ株式会社製：酸素透過量９０００cc/m2・２４ｈ、５０μｍ）でサンド（塗工量５ｇ/ｍ２）した後、８０〜１２０℃で３０秒加熱し、本例に係るフィルムを得た。 Production Example 1
10 parts by weight of allyl isothiocyanate and 90 parts by weight of shellac base adhesive (unique paper varnish FZA-5714-1 (trademark), manufactured by Arakawa Paint Industry Co., Ltd.) are kneaded, and the kneaded product is mixed with a gas permeable film (OTP35M ( Trademark) Otsuka Techno Co., Ltd .: Oxygen permeation amount 9000 cc / m 2 · 24 h, 50 μm) After sand (coating amount 5 g / m 2 ), heat at 80 to 120 ° C. for 30 seconds to produce the film according to this example. Obtained.
製造例２
イソチオシアン酸アリル１０重量部、イソチオシアン酸アリルを包接したサイクロデキストリン（塩水港精糖株式会社製、デキシーパールＫ−１００）１０重量部及びシェラックベース接着剤（ユニークペーパーワニスＦＺＡ−５７１４−１（商標）、荒川塗料工業株式会社製）８０重量部とを混練し、当該混練物をガス透過性フィルム（ＯＴＰ３５Ｍ（商標） 大塚テクノ株式会社製：酸素透過量９０００cc/m2・２４ｈ、３５μｍ）と水蒸気透過性フィルム（ＯＴＰ３５Ｈ（商標） 大塚テクノ株式会社製：酸素透過量１３０００cc/m2・２４ｈ、水蒸気透過量３２ｇ/m2・２４ｈ、３５μｍ）でサンドした後、８０〜１２０℃で３０秒加熱し、本例に係るフィルムを得た。 Production Example 2
10 parts by weight of allyl isothiocyanate, 10 parts by weight of cyclodextrin containing allyl isothiocyanate (Shimizu Minato Sugar Co., Ltd., Dexy Pearl K-100) and shellac base adhesive (Unique Paper Varnish FZA-5714-1 (trademark) 80 parts by weight of Arakawa Paint Co., Ltd.), and the kneaded product is gas permeable film (OTP35M (trademark), Otsuka Techno Co., Ltd .: oxygen transmission rate 9000 cc / m 2 · 24 h, 35 μm) and water vapor transmission. After sanding with a conductive film (OTP35H (trademark) manufactured by Otsuka Techno Co., Ltd .: oxygen transmission rate 13000 cc / m 2 · 24 h, water vapor transmission rate 32 g / m 2 · 24 h, 35 μm), heating at 80 to 120 ° C. for 30 seconds, A film according to this example was obtained.
試験例１
上記製造例１及び２の抗菌シート（７×２０ｃｍ）を市販の切り餅２個上に被覆して放置し、経時によるカビの発生状況を観察した。また、比較例として同サイズのＰＰフィルムを被覆したものも試験した。その結果、比較例は、試験開始４日後に切り餅にカビが発生した。これに対し、製造例１のシートは、３０日後においてもカビの発生は見られず、製造例２のシートに関しては、６０日以上もカビの発生が確認されなかった。 Test example 1
The antibacterial sheets (7 × 20 cm) of Production Examples 1 and 2 were coated on two commercially available cutting shears and allowed to stand, and the occurrence of mold over time was observed. Moreover, what coated the PP film of the same size as a comparative example was also tested. As a result, in the comparative example, mold was generated on the cut slag after 4 days from the start of the test. On the other hand, the generation of mold was not observed in the sheet of Production Example 1 even after 30 days, and the generation of mold was not confirmed for the sheet of Production Example 2 for more than 60 days.
試験例２
上記製造例１及び２の抗菌シートの抗菌効果を評価するために、特開平１１−３３２５３４号公報に記載の方法に準じ、大腸菌（Escherichia coli IFO 3972）及び黄色ブドウ球菌（Staphylococcus aureus subsp. aureus IFP 12732）の培養試験を行った。尚、試験に際しては、シャーレの全面を前記抗菌シートで被覆した。結果を表１に示す。 Test example 2
In order to evaluate the antibacterial effect of the antibacterial sheets of Production Examples 1 and 2, according to the method described in JP-A-11-332534, Escherichia coli IFO 3972 and Staphylococcus aureus subsp. Aureus IFP 12732). In the test, the entire petri dish was covered with the antibacterial sheet. The results are shown in Table 1.
以上の結果より、製造例１及び製造例２のシートは、３０日以上の防カビ効果を奏することに加え、大腸菌及び黄色ブドウ球菌のいずれの培養試験においても、高い抗菌性及び殺菌性を示すことが判明した。 From the above results, the sheets of Production Example 1 and Production Example 2 exhibit high antibacterial and bactericidal properties in any culture test of Escherichia coli and Staphylococcus aureus, in addition to the antifungal effect of 30 days or more. It has been found.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2007523388A JP5150254B2 (en) | 2005-06-13 | 2006-06-12 | Antibacterial film |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005172507 | 2005-06-13 | ||
| JP2005172507 | 2005-06-13 | ||
| PCT/JP2006/311749 WO2007004389A1 (en) | 2005-06-13 | 2006-06-12 | Anti-bacterial film |
| JP2007523388A JP5150254B2 (en) | 2005-06-13 | 2006-06-12 | Antibacterial film |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPWO2007004389A1 JPWO2007004389A1 (en) | 2009-01-22 |
| JP5150254B2 true JP5150254B2 (en) | 2013-02-20 |
Family
ID=37604264
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007523388A Active JP5150254B2 (en) | 2005-06-13 | 2006-06-12 | Antibacterial film |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP5150254B2 (en) |
| WO (1) | WO2007004389A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102374205B1 (en) * | 2020-11-02 | 2022-03-16 | 주식회사 브니엘월드 | Antibacterial Vinyl Wrap |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102984937B (en) * | 2010-05-23 | 2015-08-19 | 高砂香料工业株式会社 | Bactericidal composition |
| CN112425711B (en) * | 2020-11-23 | 2023-01-24 | 东北林业大学 | Acorn shell extract coating preservative and preparation method thereof |
| CN115590016B (en) * | 2022-10-26 | 2024-03-08 | 中南大学湘雅三医院 | Tumor sample preservation device |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995017819A1 (en) * | 1993-12-28 | 1995-07-06 | Rengo Co., Ltd. | Controlled-release ait preparation, process for producing the same, and use thereof |
| JP2003171208A (en) * | 2001-11-30 | 2003-06-17 | Rengo Co Ltd | Volatile chemical-containing pressure-sensitive adhesive sheetlike material |
-
2006
- 2006-06-12 WO PCT/JP2006/311749 patent/WO2007004389A1/en active Application Filing
- 2006-06-12 JP JP2007523388A patent/JP5150254B2/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995017819A1 (en) * | 1993-12-28 | 1995-07-06 | Rengo Co., Ltd. | Controlled-release ait preparation, process for producing the same, and use thereof |
| JP2003171208A (en) * | 2001-11-30 | 2003-06-17 | Rengo Co Ltd | Volatile chemical-containing pressure-sensitive adhesive sheetlike material |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR102374205B1 (en) * | 2020-11-02 | 2022-03-16 | 주식회사 브니엘월드 | Antibacterial Vinyl Wrap |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007004389A1 (en) | 2007-01-11 |
| JPWO2007004389A1 (en) | 2009-01-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW497956B (en) | Controlled release composition containing volatile compound | |
| EP1895978B1 (en) | Process for preparing scented cellulosics and products prepared thereby | |
| JP5150254B2 (en) | Antibacterial film | |
| KR101705604B1 (en) | Deodorizing functional masterbatch and its film and container manufacturing method | |
| AU2017361120B2 (en) | A compostable tableware | |
| CN101965831B (en) | Environmentally-friendly sustained-release mildew-proof tablet and preparation method thereof | |
| ATE374796T1 (en) | COMPOSITIONS BASED ON BETA GLUCAN FROM CEREALS, METHOD OF PRODUCTION AND USES | |
| GB2579154A (en) | Stable freshening compositions and products comprising the same | |
| KR101697514B1 (en) | Silicone material composition having good maintenance effect of freshness, and extruded product thereof | |
| KR20070111109A (en) | An aromatic composite and an aromatic package | |
| CN1121306A (en) | Controlled-release ait preparation, process for producing the same, and use thereof | |
| KR101545288B1 (en) | Eco friendly material pellet having good maintenance effect of freshness, and manufacturing method thereof | |
| JP6225354B2 (en) | Smoke agent | |
| KR20140126448A (en) | Self-adhesive reinforced super deodorizer | |
| JP2015044771A (en) | Aromatic-containing resin composition and production method thereof | |
| JP2010022728A (en) | Tobacco odor deodorizer, food and drink with tobacco odor deodorizing function, and deodorizing additive | |
| CN111109285A (en) | Chlorine dioxide instant dissolving substance with strong selectivity for indoor spraying | |
| JPH07207165A (en) | Antibacterial insecticidal thermoplastic resin composition and its molded article | |
| JP2007070242A (en) | Slimming-assisting fragrance | |
| JPH1053755A (en) | Sustained-release composition of volatile compound | |
| JP2002256240A (en) | Adhesive | |
| JP3439340B2 (en) | Antibacterial film | |
| JP2021165245A (en) | Anti-fungal deodorizer | |
| JP2007039058A (en) | Food paper case | |
| EP1925200A3 (en) | Ceramic pheromone dispensers |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20090608 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20111122 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120123 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20121106 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20121203 |
|
| R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 Ref document number: 5150254 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20151207 Year of fee payment: 3 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |