WO2022091547A1 - Gant - Google Patents
Gant Download PDFInfo
- Publication number
- WO2022091547A1 WO2022091547A1 PCT/JP2021/031296 JP2021031296W WO2022091547A1 WO 2022091547 A1 WO2022091547 A1 WO 2022091547A1 JP 2021031296 W JP2021031296 W JP 2021031296W WO 2022091547 A1 WO2022091547 A1 WO 2022091547A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- titanium oxide
- urethane resin
- copper
- mass
- glove
- Prior art date
Links
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 80
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims abstract description 75
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims abstract description 72
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 40
- 239000011342 resin composition Substances 0.000 claims abstract description 31
- 239000005749 Copper compound Substances 0.000 claims abstract description 29
- 150000001880 copper compounds Chemical class 0.000 claims abstract description 29
- 239000011941 photocatalyst Substances 0.000 claims abstract description 14
- 150000002736 metal compounds Chemical class 0.000 claims description 6
- 230000000840 anti-viral effect Effects 0.000 abstract description 19
- 239000000126 substance Substances 0.000 abstract description 16
- 235000013305 food Nutrition 0.000 abstract description 3
- 239000011248 coating agent Substances 0.000 abstract description 2
- 238000000576 coating method Methods 0.000 abstract description 2
- 229910000765 intermetallic Inorganic materials 0.000 abstract 2
- 238000000034 method Methods 0.000 description 43
- -1 polyoxyethylene Polymers 0.000 description 34
- 238000002156 mixing Methods 0.000 description 24
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 23
- 239000000203 mixture Substances 0.000 description 22
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 18
- 239000010949 copper Substances 0.000 description 18
- 229910052802 copper Inorganic materials 0.000 description 18
- 239000002994 raw material Substances 0.000 description 18
- 239000006185 dispersion Substances 0.000 description 17
- 238000002360 preparation method Methods 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- 239000004793 Polystyrene Substances 0.000 description 16
- 229920002223 polystyrene Polymers 0.000 description 16
- 229920005862 polyol Polymers 0.000 description 15
- 150000003077 polyols Chemical class 0.000 description 15
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 14
- 239000002245 particle Substances 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- 239000004970 Chain extender Substances 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 239000005056 polyisocyanate Substances 0.000 description 10
- 229920001228 polyisocyanate Polymers 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000000701 coagulant Substances 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- 239000011164 primary particle Substances 0.000 description 8
- 125000000129 anionic group Chemical group 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000003995 emulsifying agent Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 244000043261 Hevea brasiliensis Species 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229920003052 natural elastomer Polymers 0.000 description 5
- 229920001194 natural rubber Polymers 0.000 description 5
- 239000005060 rubber Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000012808 vapor phase Substances 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 206010020751 Hypersensitivity Diseases 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 230000007815 allergy Effects 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000009940 knitting Methods 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 230000003472 neutralizing effect Effects 0.000 description 3
- 125000006353 oxyethylene group Chemical group 0.000 description 3
- 230000001699 photocatalysis Effects 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 230000004043 responsiveness Effects 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 2
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical group NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- UGAPHEBNTGUMBB-UHFFFAOYSA-N acetic acid;ethyl acetate Chemical compound CC(O)=O.CCOC(C)=O UGAPHEBNTGUMBB-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 150000007514 bases Chemical class 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- YEOCHZFPBYUXMC-UHFFFAOYSA-L copper benzoate Chemical compound [Cu+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 YEOCHZFPBYUXMC-UHFFFAOYSA-L 0.000 description 2
- QYCVHILLJSYYBD-UHFFFAOYSA-L copper;oxalate Chemical compound [Cu+2].[O-]C(=O)C([O-])=O QYCVHILLJSYYBD-UHFFFAOYSA-L 0.000 description 2
- QNZRVYCYEMYQMD-UHFFFAOYSA-N copper;pentane-2,4-dione Chemical compound [Cu].CC(=O)CC(C)=O QNZRVYCYEMYQMD-UHFFFAOYSA-N 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N ethyl trimethyl methane Natural products CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000002779 inactivation Effects 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- YDZQQRWRVYGNER-UHFFFAOYSA-N iron;titanium;trihydrate Chemical compound O.O.O.[Ti].[Fe] YDZQQRWRVYGNER-UHFFFAOYSA-N 0.000 description 2
- CKFGINPQOCXMAZ-UHFFFAOYSA-N methanediol Chemical compound OCO CKFGINPQOCXMAZ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 235000013772 propylene glycol Nutrition 0.000 description 2
- 229960004063 propylene glycol Drugs 0.000 description 2
- 239000005871 repellent Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 229940043375 1,5-pentanediol Drugs 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical group NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- JCTXKRPTIMZBJT-UHFFFAOYSA-N 2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)C(C)(C)CO JCTXKRPTIMZBJT-UHFFFAOYSA-N 0.000 description 1
- IVGSTUBCZCNXPB-UHFFFAOYSA-N 2,4-diethylpentane-1,5-diol 2,4-dimethylpentane-1,5-diol Chemical compound C(C)C(CO)CC(CO)CC.CC(CO)CC(CO)C IVGSTUBCZCNXPB-UHFFFAOYSA-N 0.000 description 1
- NSMWYRLQHIXVAP-UHFFFAOYSA-N 2,5-dimethylpiperazine Chemical compound CC1CNC(C)CN1 NSMWYRLQHIXVAP-UHFFFAOYSA-N 0.000 description 1
- HSZGXYFZPBCFSP-UHFFFAOYSA-N 2,6-diaminobenzenesulfonic acid Chemical compound NC1=CC=CC(N)=C1S(O)(=O)=O HSZGXYFZPBCFSP-UHFFFAOYSA-N 0.000 description 1
- IVGRSQBDVIJNDA-UHFFFAOYSA-N 2-(2-aminoethylamino)ethanesulfonic acid Chemical compound NCCNCCS(O)(=O)=O IVGRSQBDVIJNDA-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 description 1
- AJKXDPSHWRTFOZ-UHFFFAOYSA-N 2-ethylhexane-1,6-diol Chemical compound CCC(CO)CCCCO AJKXDPSHWRTFOZ-UHFFFAOYSA-N 0.000 description 1
- SDQROPCSKIYYAV-UHFFFAOYSA-N 2-methyloctane-1,8-diol Chemical compound OCC(C)CCCCCCO SDQROPCSKIYYAV-UHFFFAOYSA-N 0.000 description 1
- AAAWJUMVTPNRDT-UHFFFAOYSA-N 2-methylpentane-1,5-diol Chemical compound OCC(C)CCCO AAAWJUMVTPNRDT-UHFFFAOYSA-N 0.000 description 1
- QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 1
- SPGHPHFQNQIZME-UHFFFAOYSA-N 2-n-ethylethane-1,1,2-triamine Chemical compound CCNCC(N)N SPGHPHFQNQIZME-UHFFFAOYSA-N 0.000 description 1
- XWFCJSXTVSOIDN-UHFFFAOYSA-N 2-propan-2-ylbutane-1,4-diol Chemical compound CC(C)C(CO)CCO XWFCJSXTVSOIDN-UHFFFAOYSA-N 0.000 description 1
- JIRLWRUWVNHTQG-UHFFFAOYSA-N 3,4-diaminobutane-1-sulfonic acid Chemical compound NCC(N)CCS(O)(=O)=O JIRLWRUWVNHTQG-UHFFFAOYSA-N 0.000 description 1
- BYPFICORERPGJY-UHFFFAOYSA-N 3,4-diisocyanatobicyclo[2.2.1]hept-2-ene Chemical compound C1CC2(N=C=O)C(N=C=O)=CC1C2 BYPFICORERPGJY-UHFFFAOYSA-N 0.000 description 1
- XJIIBKORMYCKON-UHFFFAOYSA-N 3,6-diamino-2-methylbenzenesulfonic acid Chemical compound CC1=C(N)C=CC(N)=C1S(O)(=O)=O XJIIBKORMYCKON-UHFFFAOYSA-N 0.000 description 1
- NNLRDVBAHRQMHK-UHFFFAOYSA-N 3-(2-aminoethylamino)propanoic acid Chemical compound NCCNCCC(O)=O NNLRDVBAHRQMHK-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- SXFJDZNJHVPHPH-UHFFFAOYSA-N 3-methylpentane-1,5-diol Chemical compound OCCC(C)CCO SXFJDZNJHVPHPH-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
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- JXSRRBVHLUJJFC-UHFFFAOYSA-N 7-amino-2-methylsulfanyl-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile Chemical compound N1=CC(C#N)=C(N)N2N=C(SC)N=C21 JXSRRBVHLUJJFC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
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- 150000002576 ketones Chemical class 0.000 description 1
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- 229910052744 lithium Inorganic materials 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 239000011654 magnesium acetate Substances 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 229940069446 magnesium acetate Drugs 0.000 description 1
- KEMQGTRYUADPNZ-UHFFFAOYSA-M margarate Chemical compound CCCCCCCCCCCCCCCCC([O-])=O KEMQGTRYUADPNZ-UHFFFAOYSA-M 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229940117969 neopentyl glycol Drugs 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 239000010955 niobium Substances 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- KPRZOPQOBJRYSW-UHFFFAOYSA-N o-hydroxybenzylamine Natural products NCC1=CC=CC=C1O KPRZOPQOBJRYSW-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical class [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- VVOPUZNLRVJDJQ-UHFFFAOYSA-N phthalocyanine copper Chemical compound [Cu].C12=CC=CC=C2C(N=C2NC(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2N1 VVOPUZNLRVJDJQ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229960004793 sucrose Drugs 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229910000349 titanium oxysulfate Inorganic materials 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- GWBUNZLLLLDXMD-UHFFFAOYSA-H tricopper;dicarbonate;dihydroxide Chemical compound [OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[O-]C([O-])=O.[O-]C([O-])=O GWBUNZLLLLDXMD-UHFFFAOYSA-H 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 150000003658 tungsten compounds Chemical class 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
- A41D19/00—Gloves
-
- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
- A41D19/00—Gloves
- A41D19/015—Protective gloves
Definitions
- the present invention relates to a glove having a film made of a urethane resin composition containing a visible light responsive photocatalyst.
- rubber As rubber generally used as a material having rubber elasticity, natural rubber, isoprene rubber, chloroprene rubber, nitrile rubber and the like are used. When these are used for gloves, allergies due to proteins contained in natural rubber and allergies due to vulcanizing agents and vulcanization accelerators used for these rubbers in general may become a problem.
- urethane resin having rubber elasticity that does not contain the above substances is promising.
- rubber latex has been widely used in glove processing, and an alternative to urethane dispersion (a urethane resin dispersed in water, etc.) that can be used in the same manufacturing equipment is particularly promising.
- the problem to be solved by the present invention is to provide gloves having antiviral properties by using a urethane resin containing water.
- the present invention provides gloves characterized by having a film formed of a urethane resin composition containing a urethane resin (A), a visible light responsive photocatalyst (B), and water (C). be.
- the glove of the present invention has excellent antiviral properties. Further, since the urethane resin composition containing water is used, the environmental load at the time of manufacturing gloves is small. Therefore, the glove of the present invention can be suitably used as an industrial glove used in various fields such as the chemical industry field, the food field, and the medical field, and can be particularly preferably used as a medical glove. ..
- the gloves of the present invention have a film formed of a urethane resin composition containing a urethane resin (A), a visible light responsive photocatalyst (B), and water (C).
- the urethane resin (A) can be dispersed in water (B) described later, and has, for example, a hydrophilic group such as an anionic group, a cationic group, or a nonionic group; forced with an emulsifier.
- a substance dispersed in water (B) can be used.
- These urethane resins (A) may be used alone or in combination of two or more. Among these, it is preferable to use a urethane resin having a hydrophilic group from the viewpoint of ease of emulsification, and more preferably to use a urethane resin having an anionic group from the viewpoint of ease of glove processing.
- Examples of the method for obtaining the urethane resin having an anionic group include a method using one or more compounds selected from the group consisting of a compound having a carboxyl group and a compound having a sulfonyl group as a raw material.
- 2,2-dimethylol propionic acid 2,2-dimethylol butyric acid, 2,2-dimethylol butyric acid, 2,2-valeric acid and the like can be used. These compounds may be used alone or in combination of two or more.
- Examples of the compound having a sulfonyl group include 3,4-diaminobutane sulfonic acid, 3,6-diamino-2-toluene sulfonic acid, 2,6-diaminobenzene sulfonic acid, and N- (2-aminoethyl)-.
- 2-aminosulfonic acid, N- (2-aminoethyl) -2-aminoethylsulfonic acid, N-2-aminoethane-2-aminosulfonic acid, N- (2-aminoethyl) - ⁇ -alanine; salts thereof Can be used. These compounds may be used alone or in combination of two or more.
- the carboxyl group and the sulfonyl group may be partially or completely neutralized with a basic compound in the urethane resin composition.
- a basic compound for example, organic amines such as ammonia, triethylamine, pyridine, and morpholine; alkanolamines such as monoethanolamine and dimethylethanolamine; and metal base compounds containing sodium, potassium, lithium, calcium and the like are used. Can be done.
- Examples of the method for obtaining the urethane resin having a cationic group include a method using one or more compounds having an amino group as a raw material.
- Examples of the compound having an amino group include compounds having primary and secondary amino groups such as triethylenetetramine and diethylenetriamine; N-alkyldialkanolamines such as N-methyldiethanolamine and N-ethyldiethanolamine, and N-methyl.
- Compounds having a tertiary amino group such as N-alkyldiaminoalkylamine such as diaminoethylamine and N-ethyldiaminoethylamine can be used. These compounds may be used alone or in combination of two or more.
- Examples of the method for obtaining the urethane resin having a nonionic group include a method using one or more compounds having an oxyethylene structure as a raw material.
- a polyether polyol having an oxyethylene structure such as polyoxyethylene glycol, polyoxyethylene polyoxypropylene glycol, and polyoxyethylene polyoxytetramethylene glycol can be used. These compounds may be used alone or in combination of two or more.
- the urethane resin (A) is, for example, a polyol (a1), a polyisocyanate (a2), a chain extender (a3), and, if necessary, a raw material used for producing the urethane resin having the above-mentioned hydrophilic group. Reactants can be used.
- polystyrene resin for example, a polycarbonate polyol, a polyether polyol, a polyester polyol, a polyacrylic polyol, or the like can be used. These polyols may be used alone or in combination of two or more. Among these, a polycarbonate polyol and / or a polyether polyol is preferable, and a polycarbonate polyol and / or a polytetramethylene glycol is more preferable because further improved chemical resistance and flexibility can be obtained.
- the number average molecular weight of the polyol (a1) is preferably in the range of 500 to 10,000, more preferably in the range of 1,000 to 5,000, from the viewpoint of obtaining even more excellent flexibility and chemical resistance. ..
- the number average molecular weight of the polyol (a1) indicates a value measured by a gel permeation chromatography (GPC) method.
- polyisocyanate (a2) examples include aromatic polyisocyanates such as phenylenediocyanate, tolylene diisocyanate, diphenylmethane diisocyanate, naphthalene diisocyanate, polymethylene polyphenyl polyisocyanate, and carbodiimidated diphenylmethane polyisocyanate; hexamethylene diisocyanate, lysine diisocyanate, and the like.
- An aliphatic or alicyclic polyisocyanate such as cyclohexane diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, dimerate diisocyanate, norbornene diisocyanate can be used.
- These polyisocyanates may be used alone or in combination of two or more.
- aromatic polyisocyanates are preferable, and diphenylmethane diisocyanates are more preferable, because even more excellent chemical resistance can be obtained.
- chain extender (a3) examples include ethylenediamine, 1,2-propanedidiol, 1,6-hexamethylenediamine, piperazine, 2,5-dimethylpiperazine, isophoronediamine, 1,2-cyclohexanediamine, and 1, Chain extender having an amino group such as 3-cyclohexanediamine, 1,4-cyclohexanediamine, 4,4'-dicyclohexylmethanediamine, 3,3'-dimethyl-4,4'-dicyclohexylmethanediamine, hydrazine, diethylenetriamine, etc.
- chain extenders may be used alone or in combination of two or more.
- a chain extender having no branched structure is preferably used, a chain extender having a hydroxyl group is more preferable, and ethylene glycol is particularly preferable, from the viewpoint of obtaining even more excellent chemical resistance.
- the polyol (a1), the polyisocyanate (a2), the chain extender (a3), and the hydrophilic group are used in the absence of a solvent or in the presence of an organic solvent.
- the polyisocyanate (a2) and the raw material for producing the urethane resin having a hydrophilic group are mixed and reacted at 50 to 100 ° C.
- urethane prepolymer having an isocyanate group a method of producing by reacting the urethane prepolymer with the chain extender (a3) and the like can be mentioned.
- an organic solvent is used in the reaction, it is preferably distilled off in the end.
- Examples of the organic solvent that can be used in producing the urethane resin (A) include a ketone solvent such as acetone and methyl ethyl ketone; an ether solvent such as tetrahydrofuran and dioxane; an acetate solvent such as ethyl acetate and butyl acetate; A nitrile solvent such as acetonitrile; an amide solvent such as dimethylformamide and N-methylpyrrolidone can be used.
- the organic solvent may be used alone or in combination of two or more.
- the average particle size of the urethane resin (A) is preferably in the range of 0.05 to 1 ⁇ m, preferably 0.10, from the viewpoint of obtaining even better dispersion stability and a relatively high concentration urethane resin. A range of ⁇ 0.7 ⁇ m is more preferable.
- the method for measuring the average particle size of the urethane resin (A) is a laser diffraction / scattering type particle size distribution measuring device (Microtrack UPA-EX150 manufactured by Nikkiso Co., Ltd.) using a urethane resin composition containing the urethane resin (A). ”), Water is used as the dispersion liquid, the solvent refractive index is 1.33, the particle refractive index is 1.51, and the average particle diameter indicates the measured value of the volume average diameter.
- the content of the urethane resin (A) is preferably 10 to 95% by mass, more preferably 20 to 80% by mass in the urethane resin composition from the viewpoint of improving storage stability and workability.
- the visible light responsive photocatalyst (B) is an essential component for obtaining excellent antiviral properties, and examples thereof include compositions containing titanium oxide (a), and even more excellent antiviral properties can be obtained. From this point of view, a titanium oxide (a) in which a metal compound is supported is preferably used.
- titanium oxide (a) for example, rutile-type titanium oxide (a1), anatase-type titanium oxide, brookite-type titanium oxide, or the like can be used. These titanium oxides may be used alone or in combination of two or more. Among these, rutile-type titanium oxide (a1) is preferably contained because it has excellent photocatalytic activity in the visible light region.
- the content rate (rutileization rate) of the rutile-type titanium oxide (a1) is preferably 15 mol% or more, more preferably 50 mol% or more, still more preferably 90 mol% or more.
- the liquid phase method is a method for obtaining titanium oxide by hydrolyzing or neutralizing titanyl sulfate obtained from a liquid in which a raw material ore such as ilmenite ore is dissolved.
- the vapor phase method is a method for obtaining titanium oxide by a vapor phase reaction between titanium tetrachloride obtained by chlorinating a raw material ore such as rutile ore and oxygen.
- analysis of the impurities can be mentioned. Titanium oxide produced by the liquid phase method contains zirconium, niobium, etc. derived from impurities in ilmenite ore as its product.
- the vapor phase method has a step of purifying titanium tetrachloride to remove impurities, titanium oxide hardly contains these impurities.
- Titanium oxide produced by the vapor phase method has the advantage of being able to generate a uniform particle size, but it is difficult to form secondary aggregates, so the apparent specific surface area is high, and the mixed solution during the reaction step. It is considered that the viscosity of is high.
- the titanium oxide (a) produced by the liquid phase method is considered to generate loose secondary aggregates in the firing step, and has a specific surface area (BET value) due to the primary particles. The cohesive force is small and the viscosity of the mixed solution can be suppressed.
- the productivity of the visible light responsive photocatalyst (B) the wear resistance of gloves, the bending resistance, the flexibility, the durability, and the chemical resistance are further improved. Titanium oxide produced by the liquid phase method is preferable because it can be produced.
- the BET specific surface area of the titanium oxide (a) is preferably in the range of 1 to 200 m 2 / g, preferably from 3 to 100 m 2 / g, from the viewpoint of obtaining even more excellent antiviral properties and visible light responsiveness.
- the range of 4 to 70 m 2 / g is more preferable, the range of 8 to 50 m 2 / g is more preferable, and the productivity of the visible light responsive photocatalyst (B) can be further increased. , 7.5 to 9.5 m 2 / g, preferably in the range.
- the method for measuring the BET specific surface area of the rutile-type titanium oxide (a1) will be described in Examples described later.
- the primary particle size of the titanium oxide (a) is preferably in the range of 0.01 to 0.5 ⁇ m, preferably 0.06 to 0.5 ⁇ m, from the viewpoint of obtaining even more excellent antiviral properties and visible light responsiveness. A range of 0.35 ⁇ m is more preferred.
- the method for measuring the primary particle size of the titanium oxide (a) is a value measured by a method of directly measuring the size of the primary particle from an electron micrograph using a transmission electron microscope (TEM). .. Specifically, the minor axis diameter and the major axis diameter of each titanium oxide primary particle are measured, the average is taken as the particle diameter of the primary particle, and then each particle is obtained for 100 or more titanium oxide particles. The volume (weight) of was obtained by approximating it to a cube having the obtained particle size, and the volume average particle size was taken as the average primary particle size.
- the method for measuring the primary particle size of the titanium oxide (a) is a value measured by a method of directly measuring the size of the primary particle from an electron micrograph using
- the visible light responsive photocatalyst further improves the photocatalytic activity in the visible light region, and easily develops an appropriate activity capable of decomposing dirt components under practical indoor light, and thus titanium oxide (a). ), It is preferable to use one in which a metal compound is supported.
- Examples of the method for supporting the divalent copper compound on the titanium oxide (a) include titanium oxide (a) containing rutyl-type titanium oxide (a1), a raw material for the divalent copper compound (b), water (c), and water (c). , A method having a mixing step (i) of the alkaline substance (d) can be mentioned.
- the concentration of the titanium oxide (a) in the mixing step (i) is preferably in the range of 3 to 40% by mass.
- a mixing step with good handling can be performed even if the concentration of the titanium oxide (a) is increased.
- the mixing step can be performed satisfactorily even when the concentration of the titanium oxide (a) is in the range of more than 25% by mass and 40% by mass or less.
- divalent copper compound raw material (b) for example, a divalent copper inorganic compound, a divalent copper organic compound, or the like can be used.
- divalent copper inorganic compound examples include copper sulfate, copper nitrate, copper iodide, copper perchlorate, copper oxalate, copper tetraborate, copper ammonium sulfate, copper amide sulfate, copper ammonium chloride, and copper pyrophosphate.
- Inorganic acid salts of divalent copper such as copper carbonate; halides of divalent copper such as copper chloride, copper fluoride and copper bromide; copper oxide, copper sulfide, azurite, malakite, copper azide and the like can be used. .. These compounds may be used alone or in combination of two or more.
- divalent copper organic compound examples include copper formate, copper acetate, copper propionate, copper butyrate, copper valerate, copper caproate, copper enanthate, copper caprylate, copper pelargonate, copper capricate, and mistinic acid.
- the divalent copper compound raw material (b) it is preferable to use the one represented by the following general formula (1) among the above-mentioned ones.
- CuX 2 (1) In formula (1), X represents a halogen atom, CH 3 COO, NO 3 or (SO 4 ) 1/2 .
- the X in the formula (1) is more preferably a halogen atom, and even more preferably a chlorine atom.
- the amount of the divalent copper compound raw material (b) used in the mixing step (i) is preferably in the range of 0.01 to 20 parts by mass with respect to 100 parts by mass of the titanium oxide (a).
- the range of 0.1 to 15 parts by mass is more preferable, and the range of 0.3 to 10 parts by mass is further preferable.
- the water (c) is the solvent in the mixing step (i), and water alone is preferable, but other solvents may be contained if necessary.
- the other solvent for example, alcohol solvents such as methanol, ethanol, 1-propanol, 2-propanol and 1-butanol; ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone; dimethylformamide and tetrahydrofuran can be used. These solvents may be used alone or in combination of two or more.
- alkaline substance (d) for example, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, tetrabutylammonium hydroxide, triethylamine, trimethylamine, ammonia, a basic surfactant and the like can be used, and water can be used. It is preferable to use sodium oxide.
- the alkaline substance (d) is preferably added as a solution from the viewpoint of easy control of the reaction, and the concentration of the alkaline solution to be added is preferably in the range of 0.1 to 5 mol / L.
- the range of 3 to 4 mol / L is more preferable, and the range of 0.5 to 3 mol / L is even more preferable.
- the titanium oxide (a), the divalent copper compound raw material (b), the water (c), and the alkaline substance (d) may be mixed.
- the water (c) may be mixed.
- examples thereof include a method in which titanium oxide (a) is mixed and stirred as necessary, then a divalent copper compound raw material (b) is mixed and stirred, and then an alkaline substance (d) is added and stirred. ..
- the divalent copper compound derived from the divalent copper compound raw material (b) is supported on the titanium oxide (a).
- the total stirring time in the mixing step (i) is, for example, 5 to 120 minutes, preferably 10 to 60 minutes.
- Examples of the temperature in the mixing step (i) include a range of room temperature to 70 ° C.
- the titanium oxide (a), the divalent copper compound raw material (b) and the water (c) are mixed and stirred, and then alkaline.
- the pH of the mixture after mixing and stirring the substance (d) is preferably in the range of 8 to 11, and more preferably in the range of 9.0 to 10.5.
- the mixed liquid can be separated as a solid content.
- the method for performing the separation include filtration, sedimentation separation, centrifugation, evaporation and drying, and the like, but filtration is preferable.
- the separated solid content may be subsequently washed with water, crushed, classified, or the like, if necessary.
- the solid content can be more firmly bonded to the divalent copper compound derived from the divalent copper compound raw material (b) supported on the titanium oxide (a).
- the heat treatment temperature is preferably in the range of 150 to 600 ° C, more preferably in the range of 250 to 450 ° C.
- the heat treatment time is preferably 1 to 10 hours, more preferably 2 to 5 hours.
- a titanium oxide composition containing titanium oxide in which a divalent copper compound is supported on titanium oxide (a) can be obtained.
- the amount of the divalent copper compound supported on the titanium oxide (a) is in the range of 0.01 to 20 parts by mass with respect to 100 parts by mass of the titanium oxide (a), which provides antiviral properties. It is preferable from the viewpoint of the photocatalytic activity including.
- the amount of the divalent copper compound supported can be adjusted by the amount of the divalent copper compound raw material (b) used in the mixing step (i).
- water (C) for example, distilled water, ion-exchanged water, or the like can be used. These waters may be used alone or in combination of two or more.
- the content of the water (C) is preferably 20 to 85% by mass, more preferably 30 to 75% by mass in the aqueous urethane resin composition from the viewpoint of improving storage stability and workability.
- the urethane resin composition used in the present invention contains the urethane resin (A), the visible light responsive photocatalyst (B), and the water (C) as essential components, but other additives as necessary. May be contained.
- Examples of the other additives include a thickener, a defoaming agent, a urethanization catalyst, a silane coupling agent, a filler, a texo property-imparting agent, an antistatic agent, a wax, a heat stabilizer, a light-resistant stabilizer, and fluorescence.
- Whitening agents, foaming agents, foam stabilizers, pigments, dyes, conductivity-imparting agents, antistatic agents, moisture-permeable agents, water-repellent agents, oil-repellent agents, blocking inhibitors, hydrolysis inhibitors and the like can be used. .. These additives may be used alone or in combination of two or more.
- the urethane resin composition used in the present invention requires different durability and flexibility depending on the intended use, for example, a styrene-butadiene copolymer (SBR), a butadiene copolymer (BR), and an isoprene co-weight.
- SBR styrene-butadiene copolymer
- BR butadiene copolymer
- IIR acrylonitrile-butadiene polymer
- NR natural rubber
- the urethane resin composition used in the present invention can be used not only for gloves but also for medical tubes such as catheter tubes and contraceptives.
- the hand mold, the tube mold, etc. are first immersed in a coagulant described later and then dried as necessary to obtain the hand mold, etc.
- a coagulant described later
- the metal salt or the like in the coagulant By adhering the metal salt or the like in the coagulant to the surface of the body, then immersing the hand mold or the like in the urethane resin composition, and then washing the surface with water and drying the hand mold or the like.
- a method of manufacturing a glove having a solidified film on the surface of the glove can be mentioned.
- the urethane resin composition may be further diluted with distilled water, ion-exchanged water, or the like.
- a metal salt solution of calcium nitrate, calcium chloride, zinc nitrate, zinc chloride, magnesium acetate, aluminum sulfate, sodium chloride or the like; an acid solution of formic acid, acetic acid or the like can be used.
- the solvent capable of dissolving the metal salt or acid for example, water, methanol, ethanol, isopropanol or the like can be used.
- the metal salt contained in the coagulant is preferably contained in the range of 1 to 50% by mass with respect to the total amount of the coagulant.
- the time for immersing the coating material in the coagulant may be 1 to 10 minutes. Further, the coagulant can be used at a temperature of 5 to 60 ° C.
- the hand mold or tube mold may be at room temperature or may be heated to 30 to 70 ° C. when immersed in the coagulant.
- the hand mold or the tube mold may be preliminarily attached with a glove-like object or a tubular object made of knitted material such as nylon fiber.
- a hand mold or the like to which a glove-like material made of the knitted material is attached is immersed in the coagulant and then dried as necessary to coagulate the glove-like material or the like. Impregnate the agent.
- the surface thereof is washed with water and dried to form gloves or the like made of a solidified film on the surface of the glove-like material or the like.
- a glove or the like made of a solidified film having a shape corresponding to the hand mold or the like can be obtained.
- the tube it can be produced by the same method as described above except that the tube type and the tubular material made of knitted fabric such as nylon fiber are used.
- the knitting is not limited to the nylon fiber, and for example, a knit made of polyester fiber, aramid fiber, polyethylene fiber, cotton or the like can be used. Further, instead of the knitting, a woven fabric made of the fibers can be used. Further, instead of the knitting, a glove-like material or a tubular material made of a resin material such as vinyl chloride, natural rubber or synthetic rubber can be used.
- the glove of the present invention has excellent antiviral properties. Further, since the urethane resin composition containing water is used, the environmental load at the time of manufacturing gloves is small. Therefore, the glove of the present invention can be suitably used as an industrial glove used in various fields such as the chemical industry field, the food field, and the medical field, and can be particularly preferably used as a medical glove. ..
- Preparation Example 2 After mixing and stirring 25 parts of the titanium oxide composition obtained in Adjustment Example 1, 75 parts of water, and 1 part of a dispersant (“SN Dispersant 5023” manufactured by San Nopco Ltd.), 100 parts of 1.0 mm ⁇ ceramic beads were added. , Grinded with a sand grinder for 4 hours. After completion of grinding, the beads and the dispersion were separated to obtain a titanium oxide composition dispersion.
- a dispersant (“SN Dispersant 5023” manufactured by San Nopco Ltd.
- Preparation Example 3 Polypolypolyols (based on 1,5-pentanediol and 1,6-hexanediol, number average molecular weight; 2,000 in nitrogen-substituted containers equipped with thermometers, nitrogen gas inlet tubes and stirrers. ) By 600 parts by mass, polytetramethylene glycol (number average molecular weight; 2,000) by 33 parts by mass, polypropylene triol (additive of glycerin and propylene oxide, number average molecular weight; 6,000) by 181 parts by mass, ethylene.
- Example 1 ⁇ Preparation of urethane resin composition> A urethane resin composition was obtained by blending 100 parts by mass of the urethane resin (A1) composition obtained in Preparation Example 3 with 1 part by mass of the titanium oxide composition dispersion liquid obtained in Preparation Example 2.
- Gloves were produced by the following procedure. (1) Immerse the pottery bill in a 10% by mass calcium nitrate aqueous solution and pull it up. (2) Dry the hand mold of (1) at 70 ° C. for 2 minutes. (3) The hand mold of (2) is immersed in the urethane resin composition for 5 seconds and pulled up. (4) Wash the hand mold of (3) with water. (5) The hand mold of (4) is dried at 70 ° C. for 20 minutes and then at 120 ° C. for 30 minutes. (6) The baby powder is attached to the hand mold of (5), and the urethane resin film is peeled off from the hand mold.
- Example 2 A urethane resin composition and gloves were obtained in the same manner as in Example 1 except that the blending amount of the titanium oxide composition dispersion obtained in Preparation Example 2 was changed to 20 parts by mass.
- Example 3 A urethane resin composition and gloves were obtained in the same manner as in Example 1 except that the blending amount of the titanium oxide composition dispersion obtained in Preparation Example 2 was changed to 80 parts by mass.
- Example 4 ⁇ Preparation of urethane resin composition> A urethane resin composition was obtained by blending 100 parts by mass of the urethane resin (A2) composition obtained in Preparation Example 4 with 1 part by mass of the titanium oxide composition dispersion liquid obtained in Preparation Example 2.
- Gloves were produced by the following procedure. (1) Attach a knitted glove made of nylon fiber to an aluminum hand mold, immerse it in a 5 mass% calcium nitrate aqueous solution for 10 seconds, and pull it up. (2) The hand mold of (1) is immersed in the urethane resin composition for 2 seconds to form a solidified film of anionic urethane resin on the surface of knitted gloves, and then pulled up. (3) Immerse the hand mold of (2) in water for 30 minutes and then pull it up. (4) The hand mold of (3) is dried at 70 ° C. for 20 minutes and then at 120 ° C. for 30 minutes. (5) Remove the gloves coated with the coagulation film from the hand mold of (4).
- Example 5 A urethane resin composition and gloves were obtained in the same manner as in Example 4 except that the blending amount of the titanium oxide composition dispersion obtained in Preparation Example 2 was changed to 20 parts by mass.
- Example 6 A urethane resin composition and gloves were obtained in the same manner as in Example 4 except that the blending amount of the titanium oxide composition dispersion obtained in Preparation Example 2 was changed to 80 parts by mass.
- Example 1 A urethane resin composition and gloves were obtained in the same manner as in Example 1 except that the blending amount of the titanium oxide composition dispersion obtained in Preparation Example 2 was changed to 0 parts by mass.
- the number average molecular weight of the polyol or the like used in the synthesis example shows the value measured under the following conditions by the gel permeation chromatography (GPC) method.
- Measuring device High-speed GPC device ("HLC-8220GPC” manufactured by Tosoh Corporation) Column: The following columns manufactured by Tosoh Corporation were connected in series and used. "TSKgel G5000" (7.8 mm ID x 30 cm) x 1 "TSKgel G4000” (7.8 mm ID x 30 cm) x 1 "TSKgel G3000" (7.8 mm ID x 30 cm) x 1 This "TSKgel G2000" (7.8 mm ID x 30 cm) x 1 Detector: RI (Differential Refractometer) Column temperature: 40 ° C Eluent: Tetrahydrofuran (THF) Flow rate: 1.0 mL / min Injection amount: 100 ⁇ L (tetrahydrofuran solution with a sample concentration of 0.4% by mass) Standard sample: A calibration curve was prepared using the following standard polystyrene.
- the light of the white fluorescent lamp was cut off from ultraviolet rays by the N113 filter, and the illuminance was set to 500 lux.
- Examples 1 to 6 which are the gloves of the present invention, have excellent antiviral properties.
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- Compositions Of Macromolecular Compounds (AREA)
Abstract
La présente invention concerne un gant présentant des propriétés antivirales dans lequel une résine d'uréthane contenant de l'eau est utilisée. La présente invention concerne un gant caractérisé en ce qu'il comprend un revêtement constitué d'une composition de résine d'uréthane contenant une résine d'uréthane (A), un photocatalyseur sensible à la lumière visible (B) et de l'eau (C). Le photocatalyseur sensible à la lumière visible a de préférence un composé métallique supporté sur de l'oxyde de titane (a). L'oxyde de titane (a) contient de préférence un oxyde de titane de type rutile (a1). Le composé métallique est de préférence un composé de cuivre bivalent. Selon la présente invention, le gant peut être utilisé de façon appropriée comme gant industriel dans divers domaines, tels que l'industrie chimique, l'industrie alimentaire et la médecine, et peut être utilisé en particulier comme gant médical.
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Publication number | Priority date | Publication date | Assignee | Title |
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JP2000303222A (ja) * | 1999-04-13 | 2000-10-31 | Ryobi Ltd | 釣り用衣類及び釣り用靴 |
WO2013002151A1 (fr) * | 2011-06-27 | 2013-01-03 | 昭和電工株式会社 | Photo-catalyseur d'oxyde de titane supportant un composé cuivre, et procédé de fabrication associé |
JP2015097989A (ja) * | 2013-11-19 | 2015-05-28 | 昭和電工株式会社 | ウイルス除去剤及びウイルス除去方法 |
JP2016056475A (ja) * | 2014-09-09 | 2016-04-21 | 住友ゴム工業株式会社 | 手袋の製造方法 |
JP2017155368A (ja) * | 2016-03-03 | 2017-09-07 | Dic株式会社 | 繊維加工用樹脂組成物、それを用いた布帛 |
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JP4351936B2 (ja) * | 2004-03-12 | 2009-10-28 | 東邦チタニウム株式会社 | 酸化チタン光触媒の製造方法 |
JP4583488B2 (ja) * | 2009-03-18 | 2010-11-17 | ビイ アンド ビイ株式会社 | 大気浄化機能を有する印刷媒体およびその施工方法 |
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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JP2000303222A (ja) * | 1999-04-13 | 2000-10-31 | Ryobi Ltd | 釣り用衣類及び釣り用靴 |
WO2013002151A1 (fr) * | 2011-06-27 | 2013-01-03 | 昭和電工株式会社 | Photo-catalyseur d'oxyde de titane supportant un composé cuivre, et procédé de fabrication associé |
JP2015097989A (ja) * | 2013-11-19 | 2015-05-28 | 昭和電工株式会社 | ウイルス除去剤及びウイルス除去方法 |
JP2016056475A (ja) * | 2014-09-09 | 2016-04-21 | 住友ゴム工業株式会社 | 手袋の製造方法 |
JP2017155368A (ja) * | 2016-03-03 | 2017-09-07 | Dic株式会社 | 繊維加工用樹脂組成物、それを用いた布帛 |
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