WO2016035301A1 - 釣り針 - Google Patents
釣り針 Download PDFInfo
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- WO2016035301A1 WO2016035301A1 PCT/JP2015/004361 JP2015004361W WO2016035301A1 WO 2016035301 A1 WO2016035301 A1 WO 2016035301A1 JP 2015004361 W JP2015004361 W JP 2015004361W WO 2016035301 A1 WO2016035301 A1 WO 2016035301A1
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- och
- carbon atoms
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- acid
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- -1 thiol compounds Chemical class 0.000 claims abstract description 64
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 28
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 25
- 229910052751 metal Inorganic materials 0.000 claims abstract description 23
- 239000002184 metal Substances 0.000 claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000011737 fluorine Substances 0.000 claims abstract description 17
- 239000004094 surface-active agent Substances 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 54
- 239000000203 mixture Substances 0.000 claims description 42
- 239000010409 thin film Substances 0.000 claims description 36
- 125000003700 epoxy group Chemical group 0.000 claims description 27
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 229920000768 polyamine Polymers 0.000 claims description 19
- 125000001424 substituent group Chemical group 0.000 claims description 17
- 150000008282 halocarbons Chemical group 0.000 claims description 15
- 125000005647 linker group Chemical group 0.000 claims description 12
- 239000012756 surface treatment agent Substances 0.000 claims description 11
- 150000007524 organic acids Chemical class 0.000 claims description 10
- 125000004429 atom Chemical group 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 8
- 229910052710 silicon Inorganic materials 0.000 claims description 8
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 6
- 229910052718 tin Inorganic materials 0.000 claims description 6
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical group [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical group [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- 229910052732 germanium Inorganic materials 0.000 claims description 4
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical group [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 4
- 229910052719 titanium Inorganic materials 0.000 claims description 4
- 229910052726 zirconium Inorganic materials 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 241000251468 Actinopterygii Species 0.000 abstract description 4
- 150000002019 disulfides Chemical class 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 49
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 description 36
- 125000000217 alkyl group Chemical group 0.000 description 35
- 239000003960 organic solvent Substances 0.000 description 33
- 238000000034 method Methods 0.000 description 32
- 238000004381 surface treatment Methods 0.000 description 31
- 150000002430 hydrocarbons Chemical group 0.000 description 28
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 27
- 238000005406 washing Methods 0.000 description 24
- 239000007864 aqueous solution Substances 0.000 description 23
- 239000002904 solvent Substances 0.000 description 20
- 238000012360 testing method Methods 0.000 description 17
- 125000003545 alkoxy group Chemical group 0.000 description 16
- 125000001153 fluoro group Chemical group F* 0.000 description 16
- 230000007062 hydrolysis Effects 0.000 description 16
- 238000006460 hydrolysis reaction Methods 0.000 description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
- 238000004140 cleaning Methods 0.000 description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 14
- 239000004115 Sodium Silicate Substances 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 229910052911 sodium silicate Inorganic materials 0.000 description 13
- 239000012153 distilled water Substances 0.000 description 12
- 239000004215 Carbon black (E152) Substances 0.000 description 11
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 11
- 125000003118 aryl group Chemical group 0.000 description 11
- 229930195733 hydrocarbon Natural products 0.000 description 11
- 125000005843 halogen group Chemical group 0.000 description 10
- 125000003342 alkenyl group Chemical group 0.000 description 9
- 239000010408 film Substances 0.000 description 9
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 9
- 238000004506 ultrasonic cleaning Methods 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 235000019795 sodium metasilicate Nutrition 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 7
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 125000000524 functional group Chemical group 0.000 description 7
- 238000007747 plating Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 6
- 238000007598 dipping method Methods 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000007983 Tris buffer Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000005711 Benzoic acid Substances 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 125000004423 acyloxy group Chemical group 0.000 description 4
- 235000010233 benzoic acid Nutrition 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- 239000012459 cleaning agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 238000005065 mining Methods 0.000 description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
- 230000000149 penetrating effect Effects 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 238000009210 therapy by ultrasound Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 3
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 3
- 125000006606 n-butoxy group Chemical group 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 3
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 229940059574 pentaerithrityl Drugs 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- KUCOUFXMMVQNJT-UHFFFAOYSA-N 1-[1-[1-[1-[2-[2-[2-(2-hydroxy-3-sulfanylpropoxy)propoxy]propoxy]propoxy]propan-2-yloxy]propan-2-yloxy]propan-2-yloxy]-3-sulfanylpropan-2-ol Chemical compound SCC(COC(COC(COC(COCC(OCC(OCC(OCC(CS)O)C)C)C)C)C)C)O KUCOUFXMMVQNJT-UHFFFAOYSA-N 0.000 description 2
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 2
- UVAMFBJPMUMURT-UHFFFAOYSA-N 2,3,4,5,6-pentafluorobenzenethiol Chemical compound FC1=C(F)C(F)=C(S)C(F)=C1F UVAMFBJPMUMURT-UHFFFAOYSA-N 0.000 description 2
- DSCJETUEDFKYGN-UHFFFAOYSA-N 2-Methoxybenzenethiol Chemical compound COC1=CC=CC=C1S DSCJETUEDFKYGN-UHFFFAOYSA-N 0.000 description 2
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 description 2
- BWLBGMIXKSTLSX-UHFFFAOYSA-N 2-hydroxyisobutyric acid Chemical compound CC(C)(O)C(O)=O BWLBGMIXKSTLSX-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 2
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- OBKXEAXTFZPCHS-UHFFFAOYSA-N 4-phenylbutyric acid Chemical compound OC(=O)CCCC1=CC=CC=C1 OBKXEAXTFZPCHS-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 208000023514 Barrett esophagus Diseases 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 125000005018 aryl alkenyl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000003851 corona treatment Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 description 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 2
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- QOSATHPSBFQAML-UHFFFAOYSA-N hydrogen peroxide;hydrate Chemical compound O.OO QOSATHPSBFQAML-UHFFFAOYSA-N 0.000 description 2
- 125000005462 imide group Chemical group 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- FGKJLKRYENPLQH-UHFFFAOYSA-N isocaproic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000003935 n-pentoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 2
- QJAOYSPHSNGHNC-UHFFFAOYSA-N octadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCCCS QJAOYSPHSNGHNC-UHFFFAOYSA-N 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
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- C23C22/00—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals
- C23C22/02—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals using non-aqueous solutions
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- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C22/00—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals
- C23C22/05—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals using aqueous solutions
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- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
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- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C22/00—Chemical surface treatment of metallic material by reaction of the surface with a reactive liquid, leaving reaction products of surface material in the coating, e.g. conversion coatings, passivation of metals
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- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
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- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C2222/00—Aspects relating to chemical surface treatment of metallic material by reaction of the surface with a reactive medium
- C23C2222/20—Use of solutions containing silanes
Definitions
- the present invention relates to a surface-treated fishhook for fishing, and more particularly to a fishhook for fishing surface-treated with a metal-based surfactant or the like.
- the surface treatment of fishing hooks for fishing, etc. has been carried out by applying nickel plating or gold plating on the surface of the fishing hook material, or coating the surface of the plating layer with acrylic resin or urethane resin to improve corrosion resistance. Some of them were made. Further, there is a type in which a plating layer is formed by combining a surface of a fishhook material with a fine molecular structure fluororesin on a nickel-phosphorus alloy base material by electroless treatment (Patent Document 1). However, the conventional surface treatment cannot perform the surface treatment while maintaining the sharpness of the needle tip, and is not sufficient as the surface treatment of the fishing hook for fishing.
- Teflon registered trademark
- Patent Documents 2, 3 and the like As a method of forming a thin film by treating the substrate surface, a metal surfactant having at least one hydrolyzable group is added to a metal oxide or metal alkoxide partial hydrolysis product and water in an organic solvent.
- Patent Documents 2, 3 and the like There is known a method of bringing the solution treated with the above into contact with the substrate surface.
- other fluorine-based surface treatment agents, thiols, sulfides, disulfides, and the like are also known as surface treatment agents for base materials, but these are examples that are applied to fishing hooks or similar articles. Absent. Patent Document 3 exemplifies the use of a chemical adsorption film. Examples of needles include acupuncture needles, sewing needles, sewing needles, tatami needles, injection needles, surgical needles, and safety pins. However, these are completely different from fishing hooks used for fishing in the water.
- An object of the present invention is to provide a fishing hook for fishing that is easily pierced by fish or the like and has excellent durability.
- the inventors of the present invention have developed a fishing hook, a metal-based surfactant having at least one hydroxyl group or hydrolyzable group, a fluorine-based surface treatment agent, a thiol compound, and a disulfide compound. It has been found that surface treatment with a compound selected from the group consisting of can reduce stress at the time of stinging and penetrating fish and the like, and further improve the durability, leading to the completion of the present invention. .
- a metal surfactant having at least one hydroxyl group or hydrolyzable group is represented by the formula (I): R 1 n MX mn (I) (Wherein R 1 represents a hydrocarbon group having 1 to 30 carbon atoms which may have a substituent, a halogenated hydrocarbon group having 1 to 30 carbon atoms which may have a substituent, or a linking group.
- M represents a silicon atom, a germanium atom, a tin atom, a titanium atom, and a zirconium atom.
- n represents any positive number from 1 to (m ⁇ 1).
- R represents an integer, and when n is 2 or more, R 1 may be the same or different, and when (mn) is 2 or more, X may be the same or different.
- At least one of X is a hydroxyl group or a hydrolyzable group
- Fishhook according to which (1) is, and (3) hook is, in advance, (A) hydrolysis-condensation product of epoxy group-containing trialkoxysilane, (B) an alcohol having 1 to 5 carbon atoms and / or an organic acid having a pKa in the range of 2.0 to 6.0 at 25 ° C., and (C) It is related with the fishing hook as described in (1) or (2) which is a fishing hook surface-treated with the composition for thin film formation containing polyamines.
- the fishing hook in which the organic thin film of the present invention is formed can reduce the stress at the time of piercing and penetrating a fish, etc., so that the fishing result can be increased and the effect can be maintained even when used repeatedly. .
- the fishing hook according to the present invention is selected from the group consisting of a metal surfactant having at least one hydroxyl group or hydrolyzable group, a fluorine surface treatment agent, a thiol compound, and a disulfide compound. Surface treated with a compound. By the surface treatment, an organic thin film is formed on the surface of the fishing hook. Below, each compound for surface treatment is explained in full detail.
- Metallic surfactant having at least one hydroxyl group or hydrolyzable group As the “metal surfactant having at least one hydroxyl group or hydrolyzable group” in the present invention, at least one hydroxyl group or There is no particular limitation as long as it has a hydrolyzable functional group and a hydrophobic group in the same molecule. What has is preferable.
- a hydroxyl group, particularly a hydroxyl group directly bonded to a metal atom can react with active hydrogen to form a bond.
- Specific examples of the metal-based surfactant having at least one hydroxyl group or hydrolyzable group include those represented by the formula (I) R 1 n MX mn (I) The compound represented by can be illustrated preferably.
- R 1 is an optionally substituted hydrocarbon group having 1 to 30 carbon atoms, preferably 10 to 30 carbon atoms, and optionally having 1 to 30 carbon atoms, preferably 10 carbon atoms.
- 30 to 30 halogenated hydrocarbon groups, 1 to 30 carbon atoms including a linking group, preferably 10 to 30 hydrocarbon groups, or 1 to 30 carbon atoms including a linking group, preferably 10 to 30 halogenated hydrocarbons Represents a group
- M represents at least one metal atom selected from the group consisting of a silicon atom, a germanium atom, a tin atom, a titanium atom, and a zirconium atom
- X represents a hydroxyl group or a hydrolyzable group
- m Represents the valence of M.
- n represents any positive integer from 1 to (m ⁇ 1), and when n is 2 or more, R 1 may be the same or different. When (mn) is 2 or more, X may be the same or different, but at least one of X is a hydroxyl group or a hydrolyzable group.
- hydrocarbon group of the “optionally substituted hydrocarbon group having 1 to 30 carbon atoms” examples include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl, t-butyl, n-pentyl, isopentyl, neopentyl, t-pentyl, n-hexyl, isohexyl, n-heptyl, n-octyl, n-decyl
- An alkyl group having 1 to 30 carbon atoms such as a group; an alkenyl group having 2 to 30 carbon atoms such as a vinyl group, an allyl group and a propenyl group; an aryl group such as a phenyl group and a naphthyl group.
- halogenated hydrocarbon group of the “optionally substituted halogenated hydrocarbon group having 1 to 30 carbon atoms” examples include a halogenated alkyl group having 1 to 30 carbon atoms and a halogen having 1 to 30 carbon atoms. Alkenyl group, halogenated aryl group and the like.
- a halogen atom a fluorine atom, a chlorine atom, a bromine atom, etc. are mentioned, A fluorine atom is preferable.
- Specific examples include groups in which one or more of the hydrogen atoms in the hydrocarbon groups exemplified above are substituted with a halogen atom such as a fluorine atom, a chlorine atom or a bromine atom.
- the halogenated hydrocarbon group having 1 to 30 carbon atoms is preferably a group in which two or more of the hydrogen atoms in the alkyl group having 1 to 30 carbon atoms are substituted with halogen atoms. More preferred is a fluorinated alkyl group in which two or more of the hydrogen atoms in 30 alkyl groups are substituted with fluorine atoms. Further, when the fluorinated alkyl group has a branched structure, the branched portion is preferably a short chain having 1 to 4 carbon atoms, preferably 1 to 2 carbon atoms.
- the fluorinated alkyl group a group in which one or more fluorine atoms are bonded to the terminal carbon atom is preferable, and a group having a CF 3 group portion in which three fluorine atoms are bonded to the terminal carbon atom is more preferable.
- the terminal may be a hydrocarbon group that is not substituted by a fluorine atom, and may be a carbon chain in which a fluorine atom is substituted on an internal carbon chain.
- the terminal portion has a perfluoroalkyl portion in which all of the hydrogen atoms of the alkyl group are substituted with fluorine atoms, and a metal atom M described later, — (CH 2 ) h — (wherein h is 1 Represents an integer of ⁇ 6, preferably an integer of 2 to 4.), and particularly preferred is a group having an alkylene group.
- the number of fluorine atoms in the fluorinated alkyl group is [(number of fluorine atoms in the fluorinated alkyl group) / (number of hydrogen atoms present in the alkyl group having the same carbon number corresponding to the fluorinated alkyl group) ⁇ 100]%. Is preferably 60% or more, and more preferably 80% or more.
- substituent of the “optionally substituted hydrocarbon group having 1 to 30 carbon atoms” or the “optionally substituted halogenated hydrocarbon group having 1 to 30 carbon atoms” examples thereof include a carboxyl group; an amide group; an imide group; an alkoxycarbonyl group; an alkoxy group such as a methoxy group and an ethoxy group; and a hydroxyl group.
- the number of these substituents is preferably 0-3.
- hydrocarbon group of the “hydrocarbon group having 1 to 30 carbon atoms including a linking group” include those of the “hydrocarbon group having 1 to 30 carbon atoms which may have a substituent”. The thing similar to what was mentioned as a hydrocarbon group is mentioned.
- halogenated hydrocarbon group of the “halogenated hydrocarbon group having 1 to 30 carbon atoms including a linking group” specifically, the “optionally substituted substituent having 1 to 30 carbon atoms” is specifically mentioned. The thing similar to what was mentioned as a halogenated hydrocarbon group of a "halogenated hydrocarbon group” is mentioned.
- the linking group is preferably present between the carbon-carbon bond of the hydrocarbon group or the halogenated hydrocarbon group, or between the carbon of the hydrocarbon group and the metal atom M described later.
- linking group examples include —O—, —S—, —SO 2 —, —CO—, —C ( ⁇ O) O— or —C ( ⁇ O) NR 51 — (wherein R 51 represents A hydrogen atom; an alkyl group such as a methyl group, an ethyl group, an n-propyl group or an isopropyl group).
- R 1 is an alkyl group having 1 to 30 carbon atoms, a fluorinated alkyl group having 1 to 30 carbon atoms, or a fluorinated alkyl group containing a linking group from the viewpoint of water repellency and durability. Is preferred.
- R 1 More preferable specific examples of R 1 include CH 3 —, CH 3 CH 2 —, (CH 3 ) 2 CH—, (CH 3 ) 3 C—, CH 3 (CH 2 ) 2 —, CH 3 (CH 2 ) 3 -, CH 3 (CH 2) 4 -, CH 3 (CH 2) 5 -, CH 3 (CH 2) 6 -, CH 3 (CH 2) 7 -, CH 3 (CH 2) 8 -, CH 3 (CH 2) 9 -, CH 3 (CH 2) 10 -, CH 3 (CH 2) 11 -, CH 3 (CH 2) 12 -, CH 3 (CH 2) 13 -, CH 3 (CH 2) 14- , CH 3 (CH 2 ) 15- , CH 3 (CH 2 ) 16- , CH 3 (CH 2 ) 17- , CH 3 (CH 2 ) 18- , CH 3 (CH 2 ) 19- , CH 3 (CH 2) 20 -, CH 3 (CH 2) 21 -, CH 3 (CH ) 22 -, CH 3 (CH 2) 23 -,
- M represents one kind of atom selected from the group consisting of a silicon atom, a germanium atom, a tin atom, a titanium atom, and a zirconium atom.
- a silicon atom is particularly preferable from the viewpoints of availability of raw materials and reactivity.
- X represents a hydroxyl group or a hydrolyzable group, and the hydrolyzable group is not particularly limited as long as it is a group that decomposes by reacting with water.
- an alkoxy group having 1 to 6 carbon atoms that may have a substituent a hydrocarbon oxy group that has a substituent (excluding an alkoxy group);
- An acyloxy group which may be present halogen atoms such as fluorine atom, chlorine atom, bromine atom and iodine atom; isocyanate group; cyano group; amino group;
- C 1-6 alkoxy group examples include methoxy group, ethoxy group, n-propoxy group, isopropoxy group, n-butoxy group, sec-butoxy group, t-butoxy group, n-pentyloxy group, n -Hexyloxy group and the like.
- “Hydrocarbonoxy groups” other than alkoxy groups include cycloaliphatic hydrocarbonoxy groups such as cyclopropyloxy groups, cyclopropylmethyloxy, cyclohexyloxy groups; alkenyloxy groups such as vinyloxy groups, allyloxy groups, and norbornyloxy groups. Groups; alkynyloxy groups such as propargyloxy groups; aryloxy groups such as phenoxy groups and naphthyloxy groups; arylalkyloxy groups such as benzyloxy groups and phenethyloxy groups.
- Acyloxy groups include alkyl groups such as acetoxy groups and propionyloxy groups.
- Examples of the substituent “may have a substituent” in X include a carboxyl group, an amide group, an imide group, an alkoxycarbonyl group, and a hydroxyl group.
- X is particularly preferably a hydroxyl group, a halogen atom, an alkoxy group having 1 to 6 carbon atoms, an acyloxy group, or an isocyanate group, and more preferably an alkoxy group having 1 to 4 carbon atoms or an acyloxy group.
- n represents the valence of the metal atom M.
- n represents any positive integer from 1 to (m ⁇ 1).
- n is preferably 1.
- R 1 may be the same or different.
- X may be the same or different, but at least one of X is a hydroxyl group or a hydrolyzable group.
- formula (II) The compound represented by these can be illustrated.
- M, X, and m represent the same meaning as described above.
- R 21 to R 23 , R 31 and R 32 each independently represent a hydrogen atom or a fluorine atom
- R 4 represents an alkylene group, a vinylene group, an ethynylene group, an arylene group, or a silicon atom and / or an oxygen atom.
- Y represents an alkyl group, an alkoxy group, a fluorine-containing alkyl group or a fluorine-containing alkoxy group.
- p 0 or a natural number
- q 0 or 1.
- the groups represented by the formula: C (R 31 ) (R 32 ) may be the same or different.
- r represents a positive integer from 0 or 1 to (m ⁇ 2), and when r is 2 or more, Y may be the same or different, and (m ⁇ r ⁇ 1) is 2 or more , X may be the same or different. However, at least one of Y and X is a hydroxyl group or a hydrolyzable group.
- R 4 specifically, it can be exemplified a functional group represented by the following formula.
- a and b represent an arbitrary natural number of 1 or more.
- Y is a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a t-butyl group, an n-pentyl group, an isopentyl group, a neopentyl group, or a t-pentyl group.
- Alkyl groups such as n-hexyl group and isohexyl group; methoxy group, ethoxy group, n-propoxy group, isopropoxy group, n-butoxy group, sec-butoxy group, t-butoxy group, n-pentyloxy Group, alkoxy group such as n-hexyloxy group; fluorine-containing alkyl group in which part or all of hydrogen atoms of alkyl group are substituted with fluorine atoms; or part or all of hydrogen atoms of alkoxy group are substituted with fluorine atoms Represents a fluorine-containing alkoxy group.
- R represents a positive integer from 0 or 1 to (m ⁇ 2), but r is preferably 0 in order to produce a high-density adsorbed film.
- Y may be the same or different.
- Xs may be the same or different from each other. However, at least one of Y and X is a hydroxyl group or a hydrolyzable group.
- the compound represented by the formula (I) include those shown below.
- compounds in which the metal atom M is a silicon atom are shown as representative examples, but the present invention is not limited to these.
- the hydrolyzable group is not limited to the exemplified functional groups, and may be one in which another hydrolyzable group is bonded.
- Fluorine-based surface treatment agent in the present invention contains fluoroalkyl and poly (fluoroalkyleneoxy) in addition to the above-described silicon compound, and the terminal is a functional group such as silicon compound, carboxylic acid, sulfonic acid, alcohol, etc.
- Monomers and polymer compounds having Specific products of fluorine surface treatment agents include OPTOOL (registered trademark, Daikin Industries), Durasurf (registered trademark, Harves), Novec EGC-1720 (registered trademark, Sumitomo 3M), Fluorosurf (registered trademark, Fluorotechnology). , Asahi Guard (registered trademark, Asahi Glass), SF Coat (registered trademark, AGC Seimi Chemical) and the like. These fluorine-based surface treatment agents can be used alone or in combination of two or more.
- Alkanethiols such as methanethiol, ethanethiol, propanethiol, octadecyl mercaptan; Benzenethiol, chlorobenzenethiol, bromobenzenethiol, fluorobenzenethiol, pentafluorobenzenethiol, pentachlorobenzenethiol, nitrothiophenol, 2-mercapto-5-nitrobenzimidazole, perfluorodecanethiol, pentafluorothiophenol, 4-tri Aromatic thiols such as fluoromethyl-2,3,5,6-tetrafluorothiophenol, 5-chloro-2-mercaptobenzimidazole, methoxybenzenethiol, naphthalenethiol, toluenethiol, aminothiophenol, methoxybenzenethiol; The following general formulas such as triazine trithiol
- Pentaerythritol tetrakis (6-mercapto-5-hydroxy-2-methyl-3-oxahexyl) ether, pentaerythritol tetrakis (9-mercapto-8-hydroxy-2,5-dimethyl-3,6-dioxanonyl) ether, penta Erythritol tetrakis (12-mercapto-11-hydroxy-2,5,8-trimethyl-3,6,9-trioxadodecyl) ether, pentaerythritol tris (6-mercapto-5-hydroxy-2-methyl-3-oxa Hexyl) ether, pentaerythritol tris (9-mercapto-8-hydroxy-2,5-dimethyl-3,6-dioxanonyl) ether, pentaerythritol tris (12-mercapto-11-hydroxy-2,5,8-trimethyl-) 3,6,9-trioxadodecyl
- Disulfide compounds diphenyl disulfide, tolyl disulfide, dibutyl disulfide, the following formula, such as dioctadecyl disulfide R a -S-S-R b (Wherein R a and R b are an alkyl group or aryl group having 2 to 18 carbon atoms, and R a and R b may be the same or different). It is done.
- a specific example is a disulfide compound obtained by oxidizing the thiol compound.
- each of the aforementioned surface treatment compounds may be a hydrocarbon solvent, a fluorocarbon solvent, a silicone solvent, or the like. It is preferably diluted with an organic solvent, more preferably a hydrocarbon solvent, and particularly preferably a boiling point of 100 to 250 ° C.
- organic solvents specifically, n-hexane, cyclohexane, benzene, toluene, xylene, petroleum naphtha, solvent naphtha, petroleum ether, petroleum benzine, isoparaffin, normal paraffin, decalin, industrial gasoline, kerosene, ligroin hydrocarbon solvents like; CBr 2 ClCF 3, CClF 2 CF 2 CCl 3, CClF 2 CF 2 CHFCl, CF 3 CF 2 CHCl 2, CF 3 CBrFCBrF 2, CClF 2 CClFCF 2 CCl 3, Cl (CF 2 CFCl) Fluorocarbon solvents such as 2 Cl, Cl (CF 2 CFCl) 2 CF 2 CCl 3 , Freon solvents such as Cl (CF 2 CFCl) 3 Cl, Fluorinert (product of 3M), Afludo (product of Asahi Glass); Dimethyl silicone, phenyl And silicone solvents such as silicone
- the content of the surface treatment compound for the fishhook in the composition is not particularly limited, but is preferably in the range of 0.1 to 30% by weight with respect to the entire composition from the viewpoint of producing a denser organic thin film. .
- the surface treatment compound is the metal surfactant, it is preferable to add other components and use them.
- Examples of the surface treatment composition containing a metal surfactant include SAMLAY (registered trademark, containing n-octadecyltrimethoxysilane, manufactured by Nippon Soda Co., Ltd.).
- a fishing hook for fishing or the like usually has a shaft portion having a base end to which a fishing line is attached and a folded portion that is bent and extended from the distal end of the shaft portion, and is tapered toward the distal end side of the folded portion.
- the material of the fishhook is carbon steel, stainless steel or the like, and may be plated with a metal such as nickel, tin, brass or gold.
- the surface of the fishing hook can be treated in advance in a plasma atmosphere containing oxygen, or a hydrophilic group can be introduced by corona treatment.
- the hydrophilic group is preferably a hydroxyl group (—OH), but may be a functional group having active hydrogen such as —COOH, —CHO, ⁇ NH, —NH 2 or the like. If the shape is complicated and the above operation cannot be performed sufficiently, the lipid attached to the surface of the fishing hook is decomposed by washing the fishing hook with an alkaline aqueous solution having an alkaline substance concentration of 1 to 20% by mass for 1 to 60 minutes. In addition, the surface of the fishhook can be activated.
- the alkaline aqueous solution to be used is not particularly limited as long as it is an alkaline aqueous solution.
- an aqueous solution containing an inorganic salt such as an alkali metal as an alkaline substance can be used.
- the inorganic salt include potassium hydroxide, sodium hydroxide, sodium carbonate, sodium phosphate, sodium silicate, sodium borate and the like.
- a water-soluble organic solvent such as a surfactant, alcohol, and ketone, ozone water, and hydrogen peroxide water may be mixed and used within the scope of the object of the present invention.
- the alkaline substance concentration in the alkaline aqueous solution is preferably in the range of 1 to 20% by mass, and more preferably in the range of 1 to 10% by mass.
- the method for washing the fishing hook with an alkaline aqueous solution is not particularly limited as long as the fishing hook is brought into contact with the alkaline aqueous solution. May be.
- the time for bringing the fishhook into contact with the alkaline aqueous solution is not particularly limited, but is preferably 1 to 60 minutes from the viewpoint of the balance between the efficiency of the fishhook cleaning treatment, the cleaning effect and the corrosion resistance, and 5 to 30 minutes. A range is more preferable.
- the conditions for the ultrasonic treatment are not particularly limited, but a treatment at a frequency of 25 to 30 KHz, a treatment time of 1 to 20 minutes, and a temperature of 20 to 50 ° C. is preferable.
- impurities such as dust, dust and organic substances on the surface of the fishhook can be removed to a higher degree, and the organic thin film can be formed more densely and firmly. If you have both a process of washing with distilled water and a process of washing with an organic solvent, the order of the process of washing with distilled water and the process of washing with an organic solvent does not matter, but washing with an organic solvent after the process of washing with distilled water It is preferable to have the process to do.
- the step of washing with distilled water and / or the step of washing with an organic solvent is included after the step of washing with an alkaline aqueous solution, the step of washing with distilled water and / or the step of washing with an organic solvent is performed as described later in the organic solvent. However, it is preferable to have it before the step of washing with an organic solvent described later.
- the distilled water used in the washing step is not particularly limited, but from the viewpoint of obtaining a more excellent cleaning effect, distilled water having a resistance value of 10 mega ohms or more is preferable, and distillation having a resistance value of 15 mega ohms or more. More preferably, it is water.
- the organic solvent used in the washing step is not particularly limited, but alcohols such as ethanol and isopropanol are preferable, and ethanol and isopropanol are particularly preferable.
- the washing method in the step of washing with distilled water or the step of washing with an organic solvent is not particularly limited, and for example, distilled water or an organic solvent may be sprayed on a fishhook or showered.
- the fishing hook may be immersed in distilled water or an organic solvent. Since a more excellent cleaning effect can be obtained, it is preferable to perform ultrasonic treatment in a state where the fishing hook is immersed in distilled water or an organic solvent.
- specific conditions for the ultrasonic treatment the same conditions as in the case of ultrasonic treatment by immersing a fishing hook in ozone water or hydrogen peroxide water can be exemplified.
- a physical method of exposure to ultraviolet rays, ozone, or plasma is further used, a further excellent cleaning effect can be obtained.
- the method for bringing the surface treatment composition into contact with the surface of the fishhook is not particularly limited, and a known method can be used. Specific examples include a dipping method, a spin coating method, a spray method, a roller coating method, a Meyer bar method, a screen printing method, a brush coating method, and the like. Among these, the dipping method is preferable.
- the temperature at which the surface treatment composition is brought into contact with the surface of the fishhook is not particularly limited as long as the temperature of the solution of the present invention is stable. Usually, it can be carried out in the range from room temperature to the reflux temperature of the solvent used for preparing the solution. In order to obtain a temperature suitable for contact, the surface treatment composition may be heated, or the fishing hook itself may be heated.
- ultrasonic waves can be used to promote film formation.
- the step of contacting the surface of the fishhook may be performed for a long time at a time, or a short time application may be performed in several times.
- a cleaning step may be provided in order to remove excess reagents, impurities, etc. adhering to the film surface.
- the organic solvent in the step of washing with an organic solvent is not particularly limited, but hydrocarbon solvents such as hexane, heptane, octane, nonane, decane, benzene, toluene, xylene and the like are preferable.
- the cleaning method is not particularly limited as long as it can remove surface deposits.
- a method of immersing a fishing hook in a solvent capable of dissolving the used surface treatment composition a method of evaporating by leaving it in the atmosphere under vacuum or normal pressure; and an inert gas such as dry nitrogen gas
- an inert gas such as dry nitrogen gas
- the solution on the surface of the fishhook may be an air knife or the like, or may be naturally dried, or a method such as applying hot air may be exemplified, but it is formed on the surface of the fishhook.
- the method of applying warm air is preferable because the organic thin film is further stabilized by applying heat to the organic thin film.
- the heating temperature can be appropriately selected depending on the material of the fishhook and the stability of the organic thin film, and a preferred range is, for example, 40 to 70 ° C.
- the hydrolysis condensate of epoxy group-containing trialkoxysilane shown in (a) above is a polymer or oligomer condensed with an epoxy group-containing trialkoxysilane.
- the epoxy group-containing trialkoxysilane and / or its hydrolysis condensate used as a raw material for the production of the epoxy group-containing trialkoxysilane hydrolysis condensate used in the method of the present invention is a functional group converted by hydrolysis or the like.
- the structure is not particularly limited as long as it is a trialkoxysilane containing an epoxy group in addition to the moiety, but examples include compounds represented by the following formula (I-1) or (I-2). Can do.
- R s represents a hydrocarbon group having an epoxy group or a glycidoxy group and optionally substituted by other substituents
- R t is an optionally substituted alkyl having 1 to 10 carbon atoms. Represents a group.
- one or more epoxy groups or glycidoxy groups may be contained, and preferably 1 to 3 are included, and both epoxy groups and glycidoxy groups may be contained.
- An aryl group, an arylalkyl group, an arylalkenyl group and the like can be exemplified, and the number of carbon atoms is preferably in the range of 1 to 30, more preferably in the range of 1 to 10.
- alkyl group examples include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, n-pentyl group, isopentyl group.
- neopentyl group n-hexyl group, isohexyl group, n-heptyl group, n-octyl group, n-nonyl group, isononyl group, n-decyl group, lauryl group, tridecyl group, myristyl group, pentadecyl group, palmityl Group, heptadecyl group, stearyl group and the like.
- cycloalkyl group examples include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, a cyclooctyl group, and the like.
- the “cycloalkylalkyl group” is a group in which a cycloalkyl group and an alkyl group are bonded, and preferably a cycloalkyl group having 3 to 10 carbon atoms and an alkyl group having 1 to 10 carbon atoms are bonded.
- alkenyl group examples include a vinyl group, a prop-1-en-1-yl group, an allyl group, a but-1-en-1-yl group, and a but-2-en-1-yl group.
- cycloalkenyl group examples include a 1-cyclopenten-1-yl group, 2-cyclopenten-1-yl group, 1-cyclohexen-1-yl group, 2-cyclohexen-1-yl group, 3 Examples include a -cyclohexen-1-yl group.
- alkynyl group examples include ethynyl group, prop-1-in-1-yl group, prop-2-yn-1-yl group, but-1-in-1-yl group, but- 3-in-1-yl group, penta-1-in-1-yl group, penta-4-in-1-yl group, hexa-1-in-1-yl group, hexa-5-in-1- Ilyl group, hepta-1-in-1-yl group, octa-1-in-1-yl group, octa-7-in-1-yl group and the like can be exemplified.
- the “aryl group” means a monocyclic or polycyclic aryl group. In the case of a polycyclic aryl group, a partially saturated group is also included in addition to a fully unsaturated group. Specifically, a phenyl group, a naphthyl group, an azulenyl group, an indenyl group, an indanyl group, a tetralinyl group and the like can be exemplified.
- the “arylalkyl group” is a group in which an aryl group and an alkyl group are bonded, and is preferably a group in which an aryl group having 6 to 10 carbon atoms and an alkyl group having 1 to 10 carbon atoms are bonded.
- arylalkenyl group is a group in which an aryl group and an alkenyl group are bonded, and is preferably a group in which an aryl group having 6 to 10 carbon atoms and an alkenyl group having 2 to 10 carbon atoms are bonded.
- hydrocarbon group may be substituted with a substituent other than an epoxy group and a glycidoxy group.
- a substituent include a halogen atom, an alkyl group, an alkenyl group, an alkoxy group. Examples thereof include a group and a (meth) acryloxy group.
- specific examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
- alkoxy group examples include a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, and a t-butoxy group.
- alkyl group and an alkenyl group the same specific example as the alkyl group and alkenyl group in said R can be illustrated.
- alkyl group having 1 to 10 carbon atoms examples of the “alkyl group having 1 to 10 carbon atoms” of the “optionally substituted alkyl group having 1 to 10 carbon atoms” of R t are the same as the alkyl group having 1 to 10 carbon atoms in the above R. be able to.
- substituent that may be substituted include a halogen atom, an alkoxy group, and a (meth) acryloxy group.
- halogen atom and alkoxy group include the same specific examples as the halogen atom and alkoxy group exemplified as substituents other than the epoxy group and glycidoxy group in R above.
- the epoxy group-containing trialkoxysilane or the hydrolysis condensate thereof as a raw material is preferably glycidoxyalkyltrialkoxysilane or glycidoxyalkenylalkoxysilane. These can be used individually by 1 type or in mixture of 2 or more types. Specifically, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxy-n-propyltrimethoxysilane, 3-glycidoxy-n-propylmethyldiethoxysilane, 3-glycidoxypropyltri Mention may be made of ethoxysilane.
- the epoxy group-containing trialkoxysilane hydrolysis condensate of the present invention can be produced by a conventionally known method or the like. Specifically, a method of mixing and stirring an epoxy group-containing trialkoxysilane and / or a hydrolysis condensate thereof as a raw material, water, polyamines, and, if necessary, an acid and an organic solvent can be exemplified.
- the mixing order and the stirring speed are not particularly limited, and an arbitrary order or an arbitrary speed can be set.
- the temperature at the time of mixing and stirring is not particularly limited, and it is preferably in the range of room temperature to the boiling point of the solvent used, more preferably at room temperature.
- the room temperature is the outside air temperature at the place where mixing and stirring is performed, but a temperature in the range of 15 to 35 ° C. is preferable. It is preferable to stir at room temperature for 2 to 3 hours in the state where the epoxy group-containing trialkoxysilane, water, and all of the polyamines coexist. After hydrolysis, if necessary, dilute with an organic solvent or water.
- the amount of water to be used is not particularly limited as long as the epoxy group-containing trialkoxysilane and / or its hydrolysis condensate is more than the amount that can be hydrolyzed and condensed to some extent, and specifically, the epoxy group-containing trialkoxy to be used.
- 0.5 mol or more is preferable with respect to 1 mol of silane and / or its hydrolysis condensate, and 1.0 mol or more, 2.0 mol or more, 5.0 mol or more, or 10 mol or more is more preferable.
- polyamines used in the present invention are not particularly limited as long as they are compounds having two or more amino groups or imino groups to which one or more hydrogen atoms are bonded in one molecule.
- polyalkylene polyamines are preferable, and specific examples include diethylenetriamine, triethylenetetramine, tetraethylenepentamine, and dipropylenetriamine.
- the amount of the polyamine used is not particularly limited, but is 1 / (on the total nitrogen atoms in one molecule of the polyamines with respect to 1 mol of the epoxy group in the epoxy group-containing trialkoxysilane and / or its hydrolysis condensate.
- the total number of hydrogen atoms is preferably used in a molar range of 1.2 to 10 times the 1 / (number of total hydrogen atoms on all nitrogen atoms in one molecule of the polyamine), 1.5 to 5 times.
- a double mole, or a range of 1.8 to 2.5 moles is preferred.
- 1 / total number of hydrogen atoms on all nitrogen atoms in one molecule of polyamine
- curing may be insufficient and a film with high hardness may not be obtained.
- 1 / polyamines 1
- polyamines When it is larger than 10 times the mole of all hydrogen atoms on all nitrogen atoms in the molecule, polyamines may remain and a film having sufficient hardness may not be obtained.
- Alcohol having 1 to 5 carbon atoms The alcohol used in the composition of the present invention is not particularly limited as long as it has 1 to 5 carbon atoms. Specifically, methanol, ethanol, n-propanol, Examples include isopropanol, n-butanol, s-butanol, t-butanol, isobutanol, n-pentanol, isopentanol, s-pentanol, t-pentanol, neopentyl alcohol, etc., and long-term storage stability In consideration of the properties, n-pentanol is preferable.
- the amount of the alcohol having 1 to 5 carbon atoms can be used in the same range as the organic solvent described later. Specifically, it is preferably 3% by mass or more, more preferably 4% by mass or more based on the entire composition. Preferably there is.
- Organic acid used in the composition of the present invention is an organic acid having a pKa at 25 ° C. in the range of 2.0 to 6.0, preferably in the range of 3.0 to 5.0.
- the amount of acid to be used is not particularly limited, but is preferably in the range of 0.3 to 1.2 mol, preferably 0.5 to 1.0 mol, or 0.6 to 0.00 mol per mol of the polyamine used. A range of 9 moles is more preferred. When the amount is less than 0.3 mol, the storage stability of the composition may be lowered. When the amount is more than 1.2 mol, a coating film having sufficient hardness may not be formed.
- Solid content concentration in the composition of the present invention is not particularly limited, but it takes into consideration the appearance of the thin film, coating properties, curability, properties of the thin film, storage stability of the composition, and the like. In the range of 0.01 to 3.0% by mass, the range of 0.05 to 2.0% by mass, 0.05 to 1.0% by mass, or 0.1 to 0.5% by mass is preferable. Further preferred.
- An organic solvent can be used to adjust the solid content concentration in the composition. Such a solvent is not particularly limited as long as it can maintain the uniformity and stability of the solution, and examples thereof include alcohols, ethers, ketones, esters, amides, and the like. An alcohol having a number of 1 to 5 is preferred.
- the organic solvent to be used is preferably an organic solvent that dissolves in water.
- the amount of the organic solvent and water to be used can be appropriately determined within a range that can be adjusted to the solid content concentration.
- composition Although the manufacturing method in particular of the composition of this invention is not restrict
- Epoxy group-containing trialkoxysilane and / or hydrolysis condensate thereof, water, alcohol as solvent, polyamines, and if necessary organic acid is mixed and stirred at room temperature, and further organic solvent and water if necessary Dilute with.
- An epoxy group-containing trialkoxysilane, water, alcohol as a solvent, polyamines and, if necessary, an organic acid are mixed and stirred at room temperature.
- the stirring temperature is not particularly limited, but is preferably in the range of room temperature to the boiling temperature of the solvent used, and more preferably at room temperature. In this case, the room temperature is the outside temperature of the place where the stirring is performed, but a range of 15 to 35 ° C. is preferable.
- the thin film-forming composition of the present invention can form a thin film on the surface of a fishhook, which is an object, by any known application means such as brush, spray, or dipping. Drying can be performed by room temperature drying and / or heating. Specifically, it is carried out at 20 ° C. to 250 ° C., preferably 20 ° C. to 150 ° C. for 10 seconds to 24 hours, preferably 30 seconds to 10 hours.
- the thin film obtained is not particularly limited, it is preferably more than 10 nm and not more than 5 ⁇ m.
- Example 1 Put 100 spear needles (XP air speed, size: 6.5, manufactured by DAIWA) into a glass container, and pre-load four times with toluene, twice with acetone, once with pure water, and isopropanol (hereinafter referred to as IPA) In each case, ultrasonic cleaning was performed once for 10 minutes each time. After completion of the ultrasonic cleaning, the needle was dried at 60 ° C. for 30 minutes and immersed in a 1M-sodium metasilicate aqueous solution at room temperature for 30 minutes.
- IPA isopropanol
- Example 2 In a glass container, put 100 nickel-plated needles (XP air speed, size: 6.5, manufactured by DAIWA), 4 times with toluene, 2 times with acetone, 1 time with pure water, 1 time with IPA The ultrasonic cleaning was performed for 10 minutes each. After completion of the ultrasonic cleaning, the needle was dried at 60 ° C. for 30 minutes and immersed in a 1M-sodium metasilicate aqueous solution at room temperature for 30 minutes. After the treatment with the sodium metasilicate aqueous solution, it was thoroughly washed with pure water to remove the sodium metasilicate aqueous solution, further washed with IPA, and dried at 60 ° C. for 30 minutes.
- Example 3 Put 100 nickel-plated needles (XP air speed, size: 6.5) in a glass container, and ultrasonically wash 4 times with toluene, 2 times with acetone, 1 time with pure water, and 1 time with IPA. For 10 minutes each. After completion of the ultrasonic cleaning, the needle was dried at 60 ° C. for 30 minutes and immersed in a 1M-sodium metasilicate aqueous solution at room temperature for 30 minutes. After the treatment with the sodium metasilicate aqueous solution, it was thoroughly washed with pure water to remove the sodium metasilicate aqueous solution, further washed with IPA, and dried at 60 ° C. for 30 minutes.
- Example 4 In a glass container, put 100 nickel-plated needles (XP air speed, size: 6.5, manufactured by DAIWA), 4 times with toluene, 2 times with acetone, 1 time with pure water, 1 time with IPA The ultrasonic cleaning was performed for 10 minutes each. After completion of the ultrasonic cleaning, the needle was dried at 60 ° C. for 30 minutes and immersed in a 1M-sodium metasilicate aqueous solution at room temperature for 30 minutes. After the treatment with the sodium metasilicate aqueous solution, it was thoroughly washed with pure water to remove the sodium metasilicate aqueous solution, further washed with IPA, and dried at 60 ° C. for 30 minutes.
- Example 5 100 glass-plated spatula needles were placed in a glass container, and ultrasonic cleaning was performed in advance for 4 minutes with toluene, twice with acetone, once with pure water, and once with IPA for 10 minutes each time. .
- the spatula needle after ultrasonic cleaning was dried at 60 ° C. for 30 minutes and then immersed in 30% hydrogen peroxide at room temperature for 30 minutes. After the treatment with 30% hydrogen peroxide, it was thoroughly washed with pure water, further washed with IPA, and dried at 60 ° C. for 30 minutes.
- Test Example 1 Evaluation by piercing test (1) The needle formed with the organic thin film was evaluated by measuring the piercing stress and the penetrating stress by a piercing test to a film or various materials. In FIG. 1, the test result about the scissors needle 1 obtained in Example 1 is shown.
- the testing machine used was a precision universal testing machine (manufactured by Shimadzu Corporation). Using the scissors 1 to 4 and the spatula scissors 1 on which the organic thin films of Examples 1 to 5 were formed, a piercing test was performed on cello tape (registered trademark) (tape width: 18 mm, manufactured by Nichiban Co., Ltd.) as a material. Tables 1 and 2 show the stab and penetration stresses, respectively. The reduction rate was determined by comparing each with an untreated fishing hook.
- Test Example 2 Evaluation by piercing test (2) Except for using Japanese paper (width 20 mm, manufactured by Taisho Co., Ltd.) as a material, the test was conducted in the same manner as in Test Example 1 to measure the penetrating stress for the needles 1 and 2, and the results are shown in Table 3.
- Example 6 To a solution obtained by dissolving 4.95 g of benzoic acid in 277.23 g of IPA, 4.95 g of diethylenetriamine and 693.07 g of water were added and mixed. Further, 19.80 g of 3-glycidoxypropyltrimethoxysilane was added to this solution and reacted at room temperature for 2 hours to prepare a composition [A-1] having a solid content of 3% in terms of mass concentration.
- composition [A-1] (5.0 g) obtained is diluted with a solvent obtained by mixing 12.86 g of propylene glycol monomethyl ether and 32.14 g of water, and a composition for forming a thin film having a solid content mass conversion concentration of 0.3%
- the product [X-1] was obtained.
- the surface of the clear-coated scissors needle (Haste S) that has been pre-washed in the order of pure water and IPA is dip-coated with the thin film forming composition [X-1] and then heated and dried at 100 ° C. for 10 minutes.
- a fishing hook [Y-1] was produced.
- the obtained fishing hook [Y-1] was treated by UV ozone cleaning (about 12000 mJ / cm 2 ) for 10 minutes.
- the fishing rod [Y-1] cleaned with UV ozone was immersed in a surface treatment composition (SAMLAY (registered trademark), Nippon Soda Co., Ltd.) for 10 minutes. Thereafter, the surface of the fishing hook was washed with a hydrocarbon-based cleaning agent (NS Clean 100, manufactured by JX Nippon Mining & Energy) and dried at 60 ° C. for 20 minutes to obtain the fishing hook of the present invention.
- SAMLAY registered trademark
- Nippon Soda Co., Ltd. a surface treatment composition
- NS Clean 100 manufactured by JX Nippon Mining & Energy
- Example 7 The surface of a clear needle on a gold plating that has been pre-washed in the order of pure water and IPA is dip-coated with the thin film forming composition [X-1] and then dried by heating at 100 ° C. for 10 minutes to make a fishing hook. [Y-1] was produced. Subsequently, the obtained fishing hook [Y-1] was treated by UV ozone cleaning (about 12000 mJ / cm 2 ) for 10 minutes.
- the fishing rod [Y-1] cleaned with UV ozone was immersed in a surface treatment composition (SAMLAY (registered trademark), Nippon Soda Co., Ltd.) for 10 minutes. Thereafter, the surface of the fishing hook was washed with a hydrocarbon-based cleaning agent (NS Clean 100, manufactured by JX Nippon Mining & Energy) and dried at 60 ° C. for 20 minutes to obtain the fishing hook of the present invention.
- SAMLAY registered trademark
- Nippon Soda Co., Ltd. a surface treatment composition
- NS Clean 100 manufactured by JX Nippon Mining & Energy
- Example 8 The surface of the red-painted diaper needle, which has been pre-washed in the order of pure water and IPA, is dip-coated with the thin film forming composition [X-1], and then heated and dried at 100 ° C. for 10 minutes to obtain a fishing hook [Y- 1] was produced. Subsequently, the obtained fishing hook [Y-1] was treated by UV ozone cleaning (about 12000 mJ / cm 2 ) for 10 minutes.
- the fishing rod [Y-1] cleaned with UV ozone was immersed in a surface treatment composition (SAMLAY (registered trademark), Nippon Soda Co., Ltd.) for 10 minutes. Thereafter, the surface of the fishing hook was washed with a hydrocarbon-based cleaning agent (NS Clean 100, manufactured by JX Nippon Mining & Energy) and dried at 60 ° C. for 20 minutes to obtain the fishing hook of the present invention.
- SAMLAY registered trademark
- Nippon Soda Co., Ltd. a surface treatment composition
- NS Clean 100 manufactured by JX Nippon Mining & Energy
- Example 9 The surface of a triple hook that has been clear-coated on tin plating that has been washed in advance in the order of pure water and IPA is dip-coated with the thin film forming composition [X-1], and then dried by heating at 100 ° C. for 10 minutes. [Y-1] was produced. Subsequently, the obtained fishing hook [Y-1] was treated by UV ozone cleaning (about 12000 mJ / cm 2 ) for 10 minutes.
- the fishing rod [Y-1] cleaned with UV ozone was immersed in a surface treatment composition (SAMLAY (registered trademark), Nippon Soda Co., Ltd.) for 10 minutes. Thereafter, the surface of the fishing hook was washed with a hydrocarbon-based cleaning agent (NS Clean 100, manufactured by JX Nippon Mining & Energy) and dried at 60 ° C. for 20 minutes to obtain the fishing hook of the present invention.
- SAMLAY registered trademark
- Nippon Soda Co., Ltd. a surface treatment composition
- NS Clean 100 manufactured by JX Nippon Mining & Energy
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Abstract
Description
本願は、2014年9月5日に出願された日本国特許出願第2014-180793号に対し優先権を主張し、その内容をここに援用する。
さらに、釣り針素材の表面に対し無電解処理でニッケル-リン合金母材に微細分子構造のフッ素樹脂を複合するめっき層を形成したものもある(特許文献1)。
しかしながら、従来の表面処理では、針先の鋭さを維持したままでの表面処理はできず、魚釣り用の釣り針の表面処理としては十分ではなかった。
また、従来のテフロン(登録商標)メッキコーティングされた釣り針は、耐衝撃性が低く、石等に釣り針が衝突した際に、テフロン(登録商標)メッキのはがれ落ちや欠けという問題もあった。
すなわち、本発明は、
(1)少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤、フッ素系表面処理剤、チオール化合物及びジスルフィド化合物からなる群より選ばれる化合物で表面処理された釣り針、
(2)少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤が、式(I)
R1 nMXm-n (I)
(式中、R1は、置換基を有していてもよい炭素数1~30の炭化水素基、置換基を有していてもよい炭素数1~30のハロゲン化炭化水素基、連結基を含む炭素数1~30の炭化水素基、又は連結基を含む炭素数1~30のハロゲン化炭化水素基を表し、Mは、ケイ素原子、ゲルマニウム原子、スズ原子、チタン原子、及びジルコニウム原子からなる群から選ばれる少なくとも1種の金属原子を表し、Xは、水酸基又は加水分解性基を表し、mはMの原子価を表す。nは、1から(m-1)のいずれかの正整数を表し、nが2以上の場合、R1は、同一でも相異なっていてもよい。(m-n)が2以上の場合、Xは同一であっても、相異なっていてもよいが、Xのうち、少なくとも一個は水酸基又は加水分解性基である)で表される化合物である(1)に記載の釣り針、及び
(3)釣り針が、予め、
(a)エポキシ基含有トリアルコキシシランの加水分解縮合物、
(b)炭素数1~5のアルコール、及び/又は25℃におけるpKaが2.0~6.0の範囲の有機酸、並びに、
(c)ポリアミン類
を含有する薄膜形成用組成物で表面処理された釣り針である(1)又は(2)に記載の釣り針に関する。
本発明に係る釣り針は、少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤、フッ素系表面処理剤、チオール化合物及びジスルフィド化合物からなる群より選ばれる化合物で表面処理されている。表面処理により、釣り針の表面に有機薄膜が形成される。
以下に、それぞれの表面処理用化合物について詳述する。
本発明における「少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤」としては、少なくとも1以上の水酸基又は加水分解可能な官能基と疎水性基とを同一分子内に有するものであれば、特に制限されないが、釣り針の表面上の活性水素と反応して結合を形成することができる加水分解性基を有するものが好ましい。尚、水酸基、特に金属原子に直接結合している水酸基は、活性水素と反応して結合を形成することができる。
少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤として、具体的には、式(I)
R1 nMXm-n (I)
で表される化合物を好ましく例示することができる。
アシルオキシ基としては、アセトキシ基、プロピオニルオキシ基等のアルキルカルボニルオキシ基;(メタ)アクリロイオキシ基等のアルケニルカルボニルオキシ基;ベンゾイルオキシ基等のアリールカルボニルオキシ基等が挙げられる。
Xとしては、特に、水酸基、ハロゲン原子、炭素数1~6のアルコキシ基、アシルオキシ基、又はイソシアネート基が好ましく、炭素数1~4のアルコキシ基又はアシルオキシ基がより好ましい。
nは、1から(m-1)のいずれかの正の整数を表す。高密度の有機薄膜を製造する上では、nは1であるのが好ましい。nが2以上のとき、R1は同一であっても相異なっていてもよい。また、(m-n)が2以上のとき、Xは同一であっても相異なっていてもよいが、Xのうち少なくとも一個は水酸基又は加水分解性基である。
式中、M、X及びmは前記と同じ意味を表す。R21~R23、R31及びR32は、それぞれ独立して水素原子又はフッ素原子を表し、R4は、アルキレン基、ビニレン基、エチニレン基、アリーレン基、又はケイ素原子及び/若しくは酸素原子を含む2価の連結基を表す。Yは、アルキル基、アルコキシ基、含フッ素アルキル基又は含フッ素アルコキシ基を表す。pは0又は自然数を表し、qは0又は1を表す。pが2以上のとき、式:C(R31)(R32)で表される基は同一であっても異なっていてもよい。rは0又は1から(m-2)のいずれかの正整数を表し、rが2以上のとき、Yは同一でも相異なっていてもよく、(m-r-1)が2以上のとき、Xは同一でも相異なっていてもよい。但し、Y及びXのうち、少なくとも一個は水酸基又は加水分解性基である。
Yは、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基、sec-ブチル基、t-ブチル基、n-ペンチル基、イソペンチル基、ネオペンチル基、t-ペンチル基、n-へキシル基、イソへキシル基等のアルキル基;メトキシ基、エトキシ基、n-プロポキシ基、イソプロポキシ基、n-ブトキシ基、sec-ブトキシ基、t-ブトキシ基、n-ペンチルオキシ基、n-へキシルオキシ基等のアルコキシ基;アルキル基の一部又はすべての水素原子がフッ素原子に置換された含フッ素アルキル基;又はアルコキシ基の一部若しくはすべての水素原子がフッ素原子に置換された含フッ素アルコキシ基等を表す。
CF3CH2O(CH2)15Si(OCH3)3
CH3(CH2)2Si(CH3)2(CH2)15Si(OCH3)3
CH3(CH2)6Si(CH3)2(CH2)9Si(OCH3)3
CH3COO(CH2)15Si(OCH3)3
CF3(CF2)5(CH2)2Si(OCH3)3
CF3(CF2)7(CH=CH)3Si(OCH3)3
CH3CH2O(CH2)15Si(OC2H5)3
CH3(CH2)2Si(CH3)2(CH2)15Si(OC2H5)3
CH3(CH2)6Si(CH3)2(CH2)9Si(OC2H5)3
CF3(CH2)6Si(CH3)2(CH2)9Si(OC2H5)3
CH3COO(CH2)15Si(OC2H5)3
CF3COO(CH2)15Si(OC2H5)3
CF3COO(CH2)15Si(OCH3)3
CF3(CF2)9(CH2)2Si(OC2H5)3
CF3(CF2)7(CH2)2Si(OC2H5)3
CF3(CF2)5(CH2)2Si(OC2H5)3
CF3(CF2)7(CH=CH)3Si(OC2H5)3
CF3(CF2)9(CH2)2Si(OCH3)3
CF3(CF2)5(CH2)2Si(OCH3)3
CF3(CF2)7(CH2)2Si(CH3)(OC2H5)2
CF3(CF2)7(CH2)2Si(CH3)(OCH3)2
CF3(CF2)7(CH2)2Si(CH3)2(OC2H5)
CF3(CF2)7(CH2)2Si(CH3)2(OCH3)
CF3(CF2)3(CH2)2Si(OCH3)3
CF3(CF2)5(CH2)2Si(OCH3)3
CF3(CF2)7(CH2)2Si(OCH3)3
CF3(CF2)3(CH2)3Si(OCH3)3
CF3(CF2)5(CH2)3Si(OCH3)3
CF3(CF2)7(CH2)3Si(OCH3)3
CF3(CF2)4O(CF2)2(CH2)2Si(OCH3)3
CF3(CF2)4O(CF2)2(CH2)3Si(OCH3)3
CF3(CF2)7(CH2)2O(CH2)3Si(OCH3)3
CF3(CF2)7CONH(CH2)2Si(OCH3)3
CF3(CF2)7CONH(CH2)3Si(OCH3)3
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)-
CONH(CH2)3Si(OCH3)3
CF3(CF2)5(CH2)2Si(CH3)(OCH3)2
CF3(CH2)2Si(CH3)(OCH3)2
CF3(CF2)3(CH2)3Si(CH3)(OCH3)2
CF3(CF2)5(CH2)3Si(CH3)(OCH3)2
CF3(CF2)7(CH2)3Si(CH3)(OCH3)2
CF3(CF2)4(CF2)2(CH2)2Si(CH3)(OCH3)2
CF3(CF2)4(CF2)2(CH2)3Si(CH3)(OCH3)2
CF3(CF2)4(CH2)2O(CH2)3Si(CH3)(OCH3)2
CF3(CF2)7CONH(CH2)2Si(CH3)(OCH3)2
CF3(CF2)7CONH(CH2)3Si(CH3)(OCH3)2
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)-
CONH(CH2)3Si(CH3)(OCH3)2
CH3(CH2)7Si(OCH3)3
CH3(CF2)7(CH2)2Si(OCH3)3
CH3(CF2)7(CH2)2Si(CH3)(OCH3)2
CH3(CF2)7(CH2)2Si(OCH3)3
CH3(CF2)7(CH2)2Si(NCO)3
CH3(CF2)8(CH2)2Si(OCH3)3
CH3(CF2)8(CH2)2Si(NCO)3
CH3(CF2)9(CH2)2Si(OCH3)3
CH3(CF2)9(CH2)2Si(NCO)3
CH3CH2(CF2)6(CH2)2Si(OCH3)3
CH3CH2(CF2)6(CH2)2Si(NCO)3
CH3CH2(CF2)8(CH2)2Si(OCH3)3
CH3CH2(CF2)8(CH2)2Si(NCO)3
CH3CH2(CF2)10(CH2)2Si(OCH3)3
CH3(CF2)4O(CF2)2(CH2)2Si(OCH3)3
CH3(CF2)7(CH2)2O(CH2)3Si(OCH3)3
CH3(CF2)8(CH2)2O(CH2)3Si(OCH3)3
CH3(CF2)9(CH2)2O(CH2)3Si(OCH3)3
CH3CH2(CF2)6(CH2)2O(CH2)3Si(OCH3)3
CH3(CF2)6CONH(CH2)3Si(OCH3)3
CH3(CF2)8CONH(CH2)3Si(OCH3)3
CH3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)-
CONH(CH2)3Si(OCH3)3
CF3CH2O(CH2)15Si(OCH3)(OH)2
CH3(CH2)2Si(CH3)2(CH2)15Si(OCH3)(OH)2
CH3(CH2)6Si(CH3)2(CH2)9Si(OCH3)(OH)2
CH3COO(CH2)15Si(OCH3)(OH)2
CF3(CF2)5(CH2)2Si(OCH3)(OH)2
CF3(CF2)7(CH=CH)3Si(OCH3)(OH)2
CH3CH2O(CH2)15Si(OC2H5)(OH)2
CH3(CH2)2Si(CH3)2(CH2)15Si(OC2H5)(OH)2
CH3(CH2)6Si(CH3)2(CH2)9Si(OC2H5)(OH)2
CF3(CH2)6Si(CH3)2(CH2)9Si(OC2H5)(OH)2
CH3COO(CH2)15Si(OC2H5)(OH)2
CF3COO(CH2)15Si(OC2H5)(OH)2
CF3COO(CH2)15Si(OCH3)(OH)2
CF3(CF2)9(CH2)2Si(OC2H5)(OH)2
CF3(CF2)7(CH2)2Si(OC2H5)(OH)2
CF3(CF2)5(CH2)2Si(OC2H5)(OH)2
CF3(CF2)7(CH=CH)3Si(OC2H5)(OH)2
CF3(CF2)9(CH2)2Si(OCH3)(OH)2
CF3(CF2)5(CH2)2Si(OCH3)(OH)2
CF3(CF2)7(CH2)2Si(CH3)(OH)2
CF3(CF2)9(CH2)2Si(CH3)(OH)2
CF3CH2O(CH2)15Si(OCH3)2(OH)
CH3(CH2)2Si(CH3)2(CH2)15Si(OCH3)2(OH)
CH3(CH2)6Si(CH3)2(CH2)9Si(OCH3)2(OH)
CH3COO(CH2)15Si(OCH3)2(OH)
CF3(CF2)5(CH2)2Si(OCH3)2(OH)
CH3CH2O(CH2)15Si(OC2H5)2(OH)
CF3(CF2)7(CH=CH)3Si(OCH3)2(OH)
CH3(CH2)2Si(CH3)2(CH2)15Si(OC2H5)2(OH)
CH3(CH2)6Si(CH3)2(CH2)9Si(OC2H5)2(OH)
CF3(CH2)6Si(CH3)2(CH2)9Si(OC2H5)2(OH)
CH3COO(CH2)15Si(OC2H5)2(OH)
CF3COO(CH2)15Si(OC2H5)2(OH)
CF3COO(CH2)15Si(OCH3)2(OH)
CF3(CF2)9(CH2)2Si(OC2H5)2(OH)
CF3(CF2)7(CH2)2Si(OC2H5)2(OH)
CF3(CF2)5(CH2)2Si(OC2H5)2(OH)
CF3(CF2)9(CH2)2Si(OCH3)2(OH)
CF3(CF2)5(CH2)2Si(OCH3)2(OH)
CF3(CF2)7(CH2)2Si(CH3)(OC2H5)(OH)
CF3(CF2)7(CH2)2Si(CH3)(OCH3)(OH)
CF3(CF2)3(CH2)2Si(OCH3)(OH)2
CF3(CF2)5(CH2)2Si(OCH3)(OH)2
CF3(CF2)7(CH2)2Si(OCH3)(OH)2
CF3(CF2)3(CH2)3Si(OCH3)(OH)2
CF3(CF2)5(CH2)3Si(OCH3)(OH)2
CF3(CF2)7(CH2)3Si(OCH3)(OH)2
CF3(CF2)4O(CF2)2(CH2)2Si(OCH3)(OH)2
CF3(CF2)4O(CF2)2(CH2)3Si(OCH3)(OH)2
CF3(CF2)7(CH2)2O(CH2)3Si(OCH3)(OH)2
CF3(CF2)7CONH(CH2)2Si(OCH3)(OH)2
CF3(CF2)7CONH(CH2)3Si(OCH3)(OH)2
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(OCH3)(OH)2
CF3(CF2)3(CH2)2Si(OCH3)2(OH)
CF3(CF2)5(CH2)2Si(OCH3)2(OH)
CF3(CF2)7(CH2)2Si(OCH3)2(OH)
CF3(CF2)3(CH2)3Si(OCH3)2(OH)
CF3(CF2)5(CH2)3Si(OCH3)2(OH)
CF3(CF2)7(CH2)3Si(OCH3)2(OH)
CF3(CF2)4O(CF2)2(CH2)2Si(OCH3)2(OH)
CF3(CF2)4O(CF2)2(CH2)3Si(OCH3)2(OH)
CF3(CF2)7(CH2)2O(CH2)3Si(OCH3)2(OH)
CF3(CF2)7CONH(CH2)2Si(OCH3)2(OH)
CF3(CF2)7CONH(CH2)3Si(OCH3)2(OH)
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(OCH3)2(OH)
CH3(CF2)7(CH2)2Si(OCH3)(OH)2
CH3(CF2)7(CH2)2Si(NCO)(OH)2
CH3(CF2)8(CH2)2Si(OCH3)(OH)2
CH3(CF2)8(CH2)2Si(NCO)(OH)2
CH3(CF2)9(CH2)2Si(OCH3)(OH)2
CH3(CF2)9(CH2)2Si(NCO)(OH)2
CH3CH2(CF2)6(CH2)2Si(OCH3)(OH)2
CH3CH2(CF2)6(CH2)2Si(OCH3)(OH)2
CH3CH2(CF2)6(CH2)2Si(NCO)(OH)2
CH3CH2(CF2)8(CH2)2Si(OCH3)(OH)2
CH3CH2(CF2)8(CH2)2Si(NCO)(OH)2
CH3CH2(CF2)10(CH2)2Si(OCH3)(OH)2
CH3(CF2)4O(CF2)2(CH2)2Si(OCH3)(OH)2
CH3(CF2)7(CH2)2O(CH2)3Si(OCH3)(OH)2
CH3(CF2)8(CH2)2O(CH2)3Si(OCH3)(OH)2
CH3(CF2)9(CH2)2O(CH2)3Si(OCH3)(OH)2
CH3CH2(CF2)6(CH2)2O(CH2)3Si(OCH3)(OH)2
CH3(CF2)6CONH(CH2)3Si(OCH3)(OH)2
CH3(CF2)8CONH(CH2)3Si(OCH3)(OH)2
CH3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(OCH3)(OH)2
CF3(CF2)5(CH2)2Si(CH3)(OCH3)(OH)
CF3(CH2)2Si(CH3)(OCH3)(OH)
CF3(CF2)3(CH2)3Si(CH3)(OCH3)(OH)
CF3(CF2)5(CH2)3Si(CH3)(OCH3)(OH)
CF3(CF2)7(CH2)3Si(CH3)(OCH3)(OH)
CF3(CF2)4(CF2)2(CH2)2Si(CH3)(OCH3)(OH)
CF3(CF2)4(CF2)2(CH2)3Si(CH3)(OCH3)(OH)
CF3(CF2)4(CH2)2O(CH2)3Si(CH3)(OCH3)(OH)
CF3(CF2)7CONH(CH2)2Si(CH3)(OCH3)(OH)
CF3(CF2)7CONH(CH2)3Si(CH3)(OCH3)(OH)
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(CH3)(OCH3)(OH)
CH3(CH2)7Si(OCH3)2(OH)
CH3(CF2)7(CH2)2Si(OCH3)2(OH)
CH3(CF2)7(CH2)2Si(CH3)(OCH3)(OH)
CH3(CF2)7(CH2)2Si(NCO)2(OH)
CH3(CF2)8(CH2)2Si(OCH3)2(OH)
CH3(CF2)8(CH2)2Si(NCO)2(OH)
CH3(CF2)9(CH2)2Si(OCH3)2(OH)
CH3(CF2)9(CH2)2Si(NCO)2(OH)
CH3CH2(CF2)6(CH2)2Si(OCH3)2(OH)
CH3CH2(CF2)6(CH2)2Si(NCO)2(OH)
CH3CH2(CF2)8(CH2)2Si(OCH3)2(OH)
CH3CH2(CF2)8(CH2)2Si(NCO)2(OH)
CH3CH2(CF2)10(CH2)2Si(OCH3)2(OH)
CH3(CF2)4O(CF2)2(CH2)2Si(OCH3)2(OH)
CH3(CF2)7(CH2)2O(CH2)3Si(OCH3)2(OH)
CH3(CF2)8(CH2)2O(CH2)3Si(OCH3)2(OH)
CH3(CF2)9(CH2)2O(CH2)3Si(OCH3)2(OH)
CH3CH2(CF2)6(CH2)2O(CH2)3Si(OCH3)2(OH)
CH3(CF2)6CONH(CH2)3Si(OCH3)2(OH)
CH3(CF2)8CONH(CH2)3Si(OCH3)2(OH)
CH3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(OCH3)2(OH)
CF3CH2O(CH2)15Si(OH)3
CH3(CH2)2Si(CH3)2(CH2)15Si(OH)3
CH3(CH2)6Si(CH3)2(CH2)9Si(OH)3
CH3COO(CH2)15Si(OH)3
CF3(CF2)5(CH2)2Si(OH)3
CF3(CF2)7(CH=CH)3Si(OH)3
CH3CH2O(CH2)15Si(OH)3
CH3(CH2)2Si(CH3)2(CH2)15Si(OH)3
CH3(CH2)6Si(CH3)2(CH2)9Si(OH)3
CF3(CH2)6Si(CH3)2(CH2)9Si(OH)3
CH3COO(CH2)15Si(OH)3
CF3COO(CH2)15Si(OH)3
CF3(CF2)9(CH2)2Si(OH)3
CF3(CF2)7(CH2)2Si(OH)3
CF3(CF2)5(CH2)2Si(OH)3
CF3(CF2)7(CH=CH)3Si(OH)3
CF3(CF2)7(CH2)2Si(CH3)2(OH)
CF3(CH2)2Si(OH)3
CF3(CF2)3(CH2)2Si(OH)3
CF3(CF2)5(CH2)2Si(OH)3
CF3(CF2)7(CH2)2Si(OH)3
CF3(CF2)3(CH2)3Si(OH)3
CF3(CF2)5(CH2)3Si(OH)3
CF3(CF2)7(CH2)3Si(OH)3
CF3(CF2)4O(CF2)2(CH2)2Si(OH)3
CF3(CF2)4O(CF2)2(CH2)3Si(OH)3
CF3(CF2)7(CH2)2O(CH2)3Si(OH)3
CF3(CF2)7CONH(CH2)2Si(OH)3
CF3(CF2)7CONH(CH2)3Si(OH)3
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(OH)3
CH3(CH2)7Si(OH)3
CH3(CF2)7(CH2)2Si(OH)3
CH3(CF2)8(CH2)2Si(OH)3
CH3(CF2)9(CH2)2Si(OH)3
CH3CH2(CF2)6(CH2)2Si(OH)3
CH3CH2(CF2)8(CH2)2Si(OH)3
CH3CH2(CF2)10(CH2)2Si(OH)3
CH3(CF2)4O(CF2)2(CH2)2Si(OH)3
CH3(CF2)7(CH2)2O(CH2)3Si(OH)3
CH3(CF2)8(CH2)2O(CH2)3Si(OH)3
CH3(CF2)9(CH2)2O(CH2)3Si(OH)3
CH3CH2(CF2)6(CH2)2O(CH2)3Si(OH)3
CH3(CF2)6CONH(CH2)3Si(OH)3
CH3(CF2)8CONH(CH2)3Si(OH)3
CH3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(OH)3
CF3(CF2)3(CH2)2Si(CH3)(OH)2
CF3(CF2)5(CH2)2Si(CH3)(OH)2
CF3(CH2)2Si(CH3)(OH)2
CF3(CF2)3(CH2)3Si(CH3)(OH)2
CF3(CF2)5(CH2)3Si(CH3)(OH)2
CF3(CF2)7(CH2)3Si(CH3)(OH)2
CF3(CF2)4(CF2)2(CH2)2Si(CH3)(OH)2
CF3(CF2)4(CF2)2(CH2)3Si(CH3)(OH)2
CF3(CF2)4(CH2)2O(CH2)3Si(CH3)(OH)2
CF3(CF2)7CONH(CH2)2Si(CH3)(OH)2
CF3(CF2)7CONH(CH2)3Si(CH3)(OH)2
CF3(CF2)3O[CF(CF3)CF(CF3)O]2CF(CF3)CONH(CH2)3Si(CH3)(OH)2
CH3(CF2)7(CH2)2Si(CH3)(OH)2
本発明におけるフッ素系表面処理剤は、前記したケイ素化合物以外に、フルオロアルキルやポリ(フルオロアルキレンオキシ)を含み末端がケイ素化合物、カルボン酸、スルホン酸、アルコール等官能基を持つモノマーやポリマー化合物が挙げられる。
フッ素系表面処理剤の具体的商品としては、オプツール(登録商標、ダイキン工業)、デュラサーフ(登録商標、ハーベス)、ノベックEGC-1720(登録商標、住友スリーエム)、フロロサーフ(登録商標、フロロテクノロジー)、アサヒガード(登録商標、旭硝子)、エスエフコート(登録商標、AGCセイミケミカル)等が挙げられる。
これらのフッ素系表面処理剤は、単独又は2種類以上のものを混合して用いることができる。
本発明におけるチオール化合物又はジスルフィド化合物は、釣り針の表面処理に使用できる化合物であれば特に制限はないが、例えば以下の化合物が挙げられる。
メタンチオール、エタンチオール、プロパンチオール、オクタデシルメルカプタン等のアルカンチオール;
ベンゼンチオール、クロロベンゼンチオール、ブロモベンゼンチオール、フルオロベンゼンチオール、ペンタフルオロベンゼンチオール、ペンタクロロベンゼンチオール、ニトロチオフェノール、2-メルカプト-5-ニトロベンズイミダゾール、パーフルオロデカンチオール、ペンタフルオロチオフェノール、4-トリフルオロメチル-2,3,5,6-テトラフルオロチオフェノール、5-クロロ-2-メルカプトベンゾイミダゾール、メトキシベンゼンチオール、ナフタレンチオール、トルエンチオール、アミノチオフェノール、メトキシベンゼンチオール等の芳香族チオール;
トリアジントリチオール、トリアジントリチオールモノナトリウム、トリアジントリチオールジナトリウム、トリアジントリチオールジ(ジエタノールアミン)、アニリノトリアジンジチオール、ジブチルアミノトリアジンジチオール等の下記一般式
(式中、Raは-SH、-OH、NHR2、NHR3又はSR2;R2及びR3は同一又は相異なった炭素数1~8のアルキル基、フェニル基、又はベンジル基、Mは-H、-Na、-K、又はアミン基を示す)で示されるトリアジンチオール化合物;
R(SH)n
(式中Rはエーテル結合、スルフィド結合及び有機官能基を含んでいてもよい複素環以外の炭化水素基であり、nは3以上の整数)で表されるポリチオール化合物等が挙げられる。
ジフェニルジスルフィド、トリルジスルフィド、ジブチルジスルフィド、ジオクタデシルジスルフィド等の下記一般式
Ra-S-S-Rb
(式中、Ra、Rbは炭素数2~18のアルキル基又はアリール基であり、Ra、Rbは同じであっても異なっていてもよい。)で表されるジスルフィド化合物が挙げられる。前記チオール化合物を酸化して得られるジスルフィド化合物も具体的に例示することができる。
釣り針の表面を処理するための組成物としては、前記したそれぞれの表面処理用化合物を、炭化水素系溶媒、フッ化炭素系溶媒、及びシリコーン系溶媒等の有機溶媒で希釈して用いるのが好ましく、中でも炭化水素系溶媒がより好ましく、さらに沸点が100~250℃のものが特に好ましい。
また、表面処理用化合物が、前記金属系界面活性剤である場合に、その他の成分を添加して用いるのが好ましく、WO2003/076064号公報 、WO2004/091810号公報 、WO2006/009202号公報、WO2008/059840号公報、又はWO2009/104424号公報に記載された方法に準じて調製することができる。金属系界面活性剤を含有する表面処理用組成物として、例えば、SAMLAY(登録商標、n-オクタデシルトリメトキシシラン含有、日本曹達社製)等が挙げられる。
上記の組成物により釣り針を表面処理する方法について、以下に説明する。
本発明において、魚釣り用等の釣り針は、通常、釣糸を取り付ける基端を有する軸部と、該軸部の先端から湾曲させて延設した折返し部を有し、この折返し部の先端側に先細り状の針先部を形成してあるものをいうが、形状は魚釣り等に用いることができるものであれば、特に制限はない。
釣り針の素材は炭素鋼やステンレス鋼等であり、ニッケル、スズ、真鍮、金等の金属でメッキしたものでもよい。
形状が複雑で上記操作が十分に行うことができない場合として、釣り針をアルカリ性物質の濃度が1~20質量%のアルカリ水溶液で1~60分洗浄することで、釣り針表面に付着した脂質が分解されると共に、釣り針表面を活性化することができる。
例えば、アルカリ性物質としてアルカリ金属等の無機塩等を含有してなる水溶液が挙げられる。無機塩としては、水酸化カリウム、水酸化ナトリウム、炭酸ナトリウム、リン酸ナトリウム、ケイ酸ナトリウム、ホウ酸ナトリウム等が挙げられる。また、必要であれば界面活性剤やアルコール、ケトン等の水溶性有機溶媒やオゾン水、過酸化水素水を本発明の目的の範囲内で混合して使用してもよい。
表面に活性水素をもたない材質の釣り針の場合、この釣り針の表面に、予めSiCl4、SiHCl3、SiH2Cl2、Cl-(SiCl2O)c-SiCl3(式中、cは0又は自然数を表す。)から選ばれる少なくとも一つの化合物を接触させた後、脱塩化水素反応させることにより、表面に活性水素を有するシリカ下地層を形成しておくこともできる。
また、クリアーコート、カラーコート等された釣り針に対しては、予め、(a)エポキシ基含有トリアルコキシシランの加水分解縮合物、(b)炭素数1~5のアルコール、及び/又は25℃におけるpKaが2.0~6.0の範囲の有機酸、並びに、(c)ポリアミン類を含有する薄膜形成用組成物で表面処理しておくことが好ましい。以下に本発明に用いる薄膜形成用組成物を説明する。
上記の(a)に示すエポキシ基含有トリアルコキシシランの加水分解縮合物は、エポキシ基含有トリアルコキシシランの縮合したポリマー又はオリゴマーである。
本発明の方法に用いられるエポキシ基含有トリアルコキシシラン加水分解縮合物の製造に用いられる原料となるエポキシ基含有トリアルコキシシラン及び/又はその加水分解縮合物は、加水分解等により変換される官能基部分以外にエポキシ基が含まれているトリアルコキシシランであれば、その構造は特に制限されないが、例えば、下記式(I-1)、又は(I-2)で表される化合物を例示することができる。
Rs-Si(ORt)2-O-Si(ORt)2Rs ・・・(I-2)
Rs中、エポキシ基、又はグリシドキシ基は、1個以上含まれていればよく、1~3個有するのが好ましく、エポキシ基及びグリシドキシ基の両方を含んでいてもよい。
Rsの「エポキシ基又はグリシドキシ基を有する炭化水素基」の「炭化水素基」としては、具体的には、アルキル基、シクロアルキル基、シクロアルキルアルキル基、アルケニル基、シクロアルケニル基、アルキニル基、アリール基、アリールアルキル基、アリールアルケニル基等を例示することができ、炭素数としては、1~30個の範囲が好ましく、1~10個の範囲がさらに好ましい。
「アルキル基」としては、具体的には、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基、s-ブチル基、t-ブチル基、n-ペンチル基、イソペンチル基、ネオペンチル基、n-ヘキシル基、イソヘキシル基、n-ヘプチル基、n-オクチル基、n-ノニル基、イソノニル基、n-デシル基等、ラウリル基、トリデシル基、ミリスチル基、ペンタデシル基、パルミチル基、ヘプタデシル基、ステアリル基等を例示することができる。
「シクロアルキルアルキル基」は、シクロアルキル基とアルキル基が結合した基であり、炭素数3~10のシクロアルキル基と炭素数1~10のアルキル基が結合しているのが好ましい。
「シクロアルケニル基」としては、具体的には、1-シクロペンテン-1-イル基、2-シクロペンテン-1-イル基、1-シクロヘキセン-1-イル基、2-シクロヘキセン-1-イル基、3-シクロヘキセン-1-イル基等を例示することができる。
「アリールアルキル基」は、アリール基とアルキル基が結合した基であり、炭素数6~10のアリール基と炭素数1~10のアルキル基が結合した基であるのが好ましい。
「アリールアルケニル基」は、アリール基とアルケニル基が結合した基であり、炭素数6~10のアリール基と炭素数2~10のアルケニル基とが結合した基であるのが好ましい。
ここで、ハロゲン原子としては、具体的には、フッ素原子、塩素原子、臭素原子、ヨウ素原子等を例示することができる。
アルコキシ基としては、具体的には、メトキシ基、エトキシ基、n-プロポキシ基、イソプロポキシ基、n-ブトキシ基、イソブトキシ基、t-ブトキシ基等を例示することができる。
アルキル基、アルケニル基としては、上記Rにおけるアルキル基、アルケニル基と同じ具体例を例示することができる。
「置換されていてもよい」の置換基としては、具体的には、ハロゲン原子、アルコキシ基、(メタ)アクリロキシ基等を例示することができる。ハロゲン原子、アルコキシ基としては、具体的には、上記Rにおけるエポキシ基及びグリシドキシ基以外の置換基として例示されたハロゲン原子、アルコキシ基と同じ具体例を例示することができる。
具体的には、2-(3,4-エポキシシクロヘキシル)エチルトリメトキシシラン、3-グリシドキシ-n-プロピルトリメトキシシラン、3-グリシドキシ-n-プロピルメチルジエトキシシラン、3-グリシドキシプロピルトリエトキシシランを挙げることができる。
本発明のエポキシ基含有トリアルコキシシラン加水分解縮合物は、従来公知の方法等により製造することができる。
具体的には、原料となるエポキシ基含有トリアルコキシシラン及び/又はその加水分解縮合物と、水、並びにポリアミン類、必要に応じて酸、有機溶媒を混合、撹拌する方法を例示することができるが、その混合順序、及び撹拌速度は特に限定されず、任意の順序、又は任意の速度を設定できる。混合時及び撹拌時の温度は、特に限定されず、室温から、用いる溶媒の沸点の範囲で行うのが好ましく、室温で行うのがさらに好ましい。室温とは、この場合、混合撹拌を行う場所での外気温度になるが、15~35℃の範囲の温度が好ましい。
エポキシ基含有トリアルコキシシランと、水、並びにポリアミン類すべてが共存している状態で、室温で2時間から3時間撹拌するのが好ましい。加水分解後、必要ならば、有機溶媒や水で希釈する。
本発明に用いられるポリアミン類は、1以上の水素原子が結合しているアミノ基又はイミノ基を1分子中に2以上有する化合物であれば、特に制限されず、具体的には、エチレンジアミン、トリメチレンジアミン、テトラメチレンジアミン、ヘキサメチレンジアミン、ジエチレントリアミン、トリエチレンテトラミン、テトラエチレンペンタミン、ジプロピレントリアミン、メチルアミノプロピルアミン、エチルアミノプロピルアミン、N,N’-ジメチルヘキサメチレンジアミン、ビス(2-メチルアミノエチル)エーテル、メンタンジアミン、イソホロンジアミン、3,9-ビス(3-アミノプロピル)-2,4,8,10-テトラオキシスピロ(5,5)ウンデカンアダクト、ビス(4-アミノシクロヘキシル)メタン、o-フェニレンジアミン、m-フェニレンジアミン、p-フェニレンジアミン、ジアミノジフェニルメタン、ジアミノジフェニルスルホン、m-キシレンジアミン等を例示することができ、これらは、1種単独で、又は2種以上を混合して用いることができる。中でも、ポリアルキレンポリアミン類が好ましく、具体的には、ジエチレントリアミン、トリエチレンテトラミン、テトラエチレンペンタミン、ジプロピレントリアミン等を例示することができる。
用いられるポリアミン類の使用量は、特に制限されないが、エポキシ基含有トリアルコキシシラン及び/又はその加水分解縮合物中のエポキシ基1モルに対して1/(ポリアミン類1分子中の全窒素原子上の全水素原子数)モル以上用いるのが好ましく、1/(ポリアミン類1分子中の全窒素原子上の全水素原子数)の1.2倍~10倍モルの範囲、1.5倍~5倍モル、又は1.8倍~2.5倍モルの範囲が好ましい。1/(ポリアミン類1分子中の全窒素原子上の全水素原子数)モルより少ない場合には、硬化が不十分で、高い硬度の膜が得られない場合があり、1/(ポリアミン類1分子中の全窒素原子上の全水素原子数)の10倍モルよりも大きい場合、ポリアミン類が残存して十分な硬度の膜が得られない場合がある。
本発明の組成物に用いられるアルコール類は、炭素数が1~5のものであれば特に制限されず、具体的には、メタノール、エタノール、n-プロパノール、イソプロパノール、n-ブタノール、s-ブタノール、t-ブタノール、イソブタノール、n-ペンタノール、イソペンタノール、s-ペンタノール、t-ペンタノール、ネオペンチルアルコール等例示することができ、長期の保存安定性を考慮した場合に、n-ペンタノールが好ましい。
炭素数1~5のアルコールの使用量は、後述する有機溶媒と同じ範囲で用いることができ、具体的には、組成物全体に対して3質量%以上が好ましくは、さらに4質量%以上であるのが好ましい。
本発明の組成物に用いられる有機酸は、25℃におけるpKaが、2.0~6.0の範囲、好ましくは、3.0~5.0の範囲の有機酸であれば、特に制限されず、具体的には、ギ酸、酢酸、プロピオン酸、酪酸、イソ酪酸、吉草酸、イソ吉草酸、カプロン酸、イソカプロン酸、クロロ酢酸、フルオロ酢酸、ブロモ酢酸、3-クロロプロピオン酸、2-ブロモプロピオン酸、2-ヒドロキシ酪酸、フェニル酢酸、フェニルプロピオン酸、4-フェニル酪酸、フェノキシ酢酸、シアノ酢酸、シュウ酸、マロン酸、2,2-ジメチルマロン酸、アジピン酸、コハク酸、ピメリン酸、フタル酸、グルタル酸、オキザロ酢酸、クエン酸、イソクエン酸、シクロヘキサン-1,1-ジカルボン酸、酒石酸、o-アニス酸、m-アニス酸、p-アニス酸、安息香酸、o-クロロ安息香酸、m-フルオロ安息香酸、2,3-ジフルオロ安息香酸、o-ニトロ安息香酸、m-ニトロ安息香酸、p-ニトロ安息香酸、m-アミノ安息香酸、p-アミノ安息香酸、サリチル酸、フタル酸、イロフタル酸、trans-ケイ皮酸、2-フランカルボン酸、グリオキシル酸、グルコール酸、クロトン酸、乳酸、2-ヒドロキシ-2-メチルプロピオン酸、ピルビン酸、マンデル酸、リンゴ酸、レブリン酸、2,6-ピリジンジカルボン酸、ニコチン酸等を例示することができ、中でも、脂肪族モノカルボン酸、又は安息香酸若しくは置換安息香酸を好ましく例示することができる。
用いる酸の量は、特に制限されないが、用いられるポリアミン類1モルに対して、0.3~1.2モルの範囲が好ましく、0.5~1.0モル、又は0.6~0.9モルの範囲がさらに好ましい。
0.3モルより少ない場合には、組成物の保存安定性が低下する場合があり、1.2モルよりも大きい場合には、十分な硬度の塗膜を形成できない場合がある。
本発明の組成物中の固形分濃度は、特に制限されないが、薄膜の外観、塗工性、硬化性、薄膜の性質、組成物の保存安定性等を考慮して、0.01~3.0質量%の範囲が好ましく、0.05~2.0質量%、0.05~1.0質量%、又は0.1~0.5質量%の範囲がさらに好ましい。
組成物中の固形分濃度を調整するために、有機溶媒を用いることができる。そのような溶媒として、溶液の均一性、安定性等を保持できる溶媒であれば、特に限定されないが、アルコール類、エーテル類、ケトン類、エステル類、アミド類等を例示することができ、炭素数1~5のアルコールが好ましい。これらは1種単独で、又は2種以上を併用して用いることができる。
その他の溶媒とし、水を用いるのが好ましく、その場合、用いる有機溶媒は、水に溶解する有機溶媒が好ましい。用いる有機溶媒及び水の量は、上記固形分濃度に調整できる範囲で適宜定めることができる。
本発明の組成物の製造方法は、特に制限されないが、具体的には、以下の方法等を例示することができる。
i)エポキシ基含有トリアルコキシシラン及び/又はその加水分解縮合物、水と必要に応じて有機溶媒を室温で混合、撹拌し、次いで、ポリアミン類、必要に応じて有機酸を加え、有機溶媒と必要に応じて水で希釈する。
ii)エポキシ基含有トリアルコキシシラン及び/又はその加水分解縮合物、水、有機溶媒、ポリアミン類を室温で混合、撹拌し、さらに必要に応じて有機酸を添加し、さらに有機溶媒と必要に応じて水で希釈する。
iii)エポキシ基含有トリアルコキシシラン及び/又はその加水分解縮合物、水、溶媒としてのアルコール、ポリアミン類、必要に応じて有機酸を室温で混合、撹拌し、さらに有機溶媒と必要に応じて水で希釈する。
iv)エポキシ基含有トリアルコキシシラン、水、溶媒としてのアルコール、ポリアミン類、必要に応じて有機酸を室温で混合、撹拌する。
撹拌温度は、特に制限されないが、室温~用いる溶媒の沸点温度の範囲が好ましく、室温で行うのが、さらに好ましい。この場合、室温とは、撹拌を行っている場所の外気温になるが、15~35℃の範囲が好ましい。
本発明の上記薄膜形成用組成物は、対象物である釣り針の表面に刷毛、スプレー、ディッピング等の公知のあらゆる塗布手段により薄膜を形成することができる。乾燥は、室温乾燥及び/又は加熱により行うことができる。具体的には20℃~250℃、好ましくは20℃~150℃で、10秒~24時間、好ましくは30秒~10時間程度行う。
得られる薄膜は、特に制限されないが、10nmを超え、5μm以下であることが好ましい。
薄膜形成後は、薄膜表面を、上述した酸素を含むプラズマ雰囲気中で処理や、コロナ処理等により部分的に酸化させることで、薄膜表面に親水性基を導入することが好ましい。
ガラス製容器に、鮎針(XP エアースピード、サイズ:6.5、DAIWA社製)100本を入れ、予めトルエンで4回、アセトンで2回、純水で1回、イソプロパノール(以下IPAという場合がある。)で1回の超音波洗浄を1回につき各10分間行った。
超音波洗浄が終了した鮎針は、その後、60℃で30分間乾燥を行い、1M-メタケイ酸ナトリウム水溶液に常温で30分間浸漬処理を行なった。
メタケイ酸ナトリウム水溶液での処理後は、純水で充分に洗浄しメタケイ酸ナトリウム水溶液を除き、さらにIPAで洗浄して60℃で30分間乾燥を行った。
次に、表面処理用組成物(SAMLAY(登録商標)、日本曹達社製)に30分間浸漬した後、n-デカンで洗浄して、60℃で30分間乾燥し、有機薄膜を形成した鮎針1を得た。
ガラス製容器に、ニッケルメッキ鮎針(XP エアースピード、サイズ:6.5、DAIWA社製)100本を入れ、予めトルエンで4回、アセトンで2回、純水で1回、IPAで1回の超音波洗浄を1回につき各10分間行った。
超音波洗浄が終了した鮎針は、その後、60℃で30分間乾燥を行い、1M-メタケイ酸ナトリウム水溶液に常温で30分間浸漬処理を行なった。
メタケイ酸ナトリウム水溶液での処理後は、純水で充分に洗浄しメタケイ酸ナトリウム水溶液を除き、さらにIPAで洗浄して60℃で30分間乾燥を行った。
次に、表面処理用組成物(SAMLAY(登録商標)、日本曹達社製)に30分間浸漬した後、n-デカンで洗浄して、60℃で30分間乾燥し、有機薄膜を形成した鮎針2を得た。
ガラス製容器に、ニッケルメッキ鮎針(XP エアースピード、サイズ:6.5)100本を入れ、予めトルエンで4回、アセトンで2回、純水で1回、IPAで1回の超音波洗浄を1回につき各10分間行った。
超音波洗浄が終了した鮎針は、その後、60℃で30分間乾燥を行い、1M-メタケイ酸ナトリウム水溶液に常温で30分間浸漬処理を行なった。
メタケイ酸ナトリウム水溶液での処理後は、純水で充分に洗浄しメタケイ酸ナトリウム水溶液を除き、さらにIPAで洗浄して60℃で30分間乾燥を行った。
次に、ノナフロロヘキシルトリメトキシシランを用い、特許第4995467号に記載の方法で調製した表面処理用組成物に30分間浸漬した後、HFE-7300(住友スリーエム社製)で洗浄して、60℃で30分間乾燥し、フッ素系有機薄膜を形成した鮎針3を得た。
ガラス製容器に、ニッケルメッキ鮎針(XP エアースピード、サイズ:6.5、DAIWA社製)100本を入れ、予めトルエンで4回、アセトンで2回、純水で1回、IPAで1回の超音波洗浄を1回につき各10分間行った。
超音波洗浄が終了した鮎針は、その後、60℃で30分間乾燥を行い、1M-メタケイ酸ナトリウム水溶液に常温で30分間浸漬処理を行なった。
メタケイ酸ナトリウム水溶液での処理後は、純水で充分に洗浄しメタケイ酸ナトリウム水溶液を除き、さらにIPAで洗浄して60℃で30分間乾燥を行った。
次に、フッ素系表面処理剤(ノベック(登録商標)EGC-1720(住友スリーエム社製)に30分間浸漬した後、60℃で30分間乾燥し、フッ素系有機薄膜を形成した鮎針4を得た。
ガラス製容器に、金めっきのへら鮒針100本を入れ、予めトルエンで4回、アセトンで2回、純水で1回、IPAで1回の超音波洗浄を1回につき各10分間行った。
超音波洗浄が終了したへら鮒針は、その後、60℃で30分間乾燥を行い、30%過酸化水素水に常温で30分間浸漬処理を行なった。
30%過酸化水素水での処理後は、純水で充分に洗浄し、さらにIPAで洗浄して60℃で30分間乾燥を行った。
次に、0.5%オクタデカンチオールのトルエン溶液に30分間浸漬した後、トルエンで洗浄して、60℃で30分間乾燥し、チオール系有機薄膜を形成したへら鮒針1を得た。
有機薄膜を形成した針は、フィルムや各種材料への突き刺し試験により刺さり応力や貫通応力を測定し評価した。図1に、実施例1で得られた鮎針1についての試験結果を示す。試験機は、精密万能試験機(島津製作所製)を使用した。
実施例1~5の有機薄膜を形成した鮎針1~4、及びへら鮒針1を用いて、材料としてセロテープ(登録商標)(テープ幅 18mm、ニチバン社製)への突き刺し試験を行った。表1及び表2にそれぞれの刺さりと貫通の応力を示す。おのおの、無処理の釣り針と比較することにより低減率を求めた。
材料として和紙(幅 20mm、(株)大直製)を用いる以外、試験例1と同様に行い、鮎針1及び2についての貫通応力を測定し、その結果を表3に示す。
IPA277.23gに安息香酸4.95gを溶解させて得た溶液に、ジエチレントリアミン4.95gと水693.07gを加え混合した。さらこの溶液に3-グリシドキシプロピルトリメトキシシラン19.80gを加え室温で2時間反応させることで固形分の質量濃度換算で3%の組成物[A-1]を調製した。
得られた組成物[A-1]5.0gを、プロピレングリコールモノメチルエーテル12.86gと水32.14gを混合した溶媒で希釈し、固形分の質量換算濃度0.3%の薄膜形成用組成物[X-1]を得た。
予め純水、IPAの順でかけ洗いした金メッキ上にクリアコーティングされたムツ針の表面を、薄膜形成用組成物[X-1]でディップコートした後、100℃で10分間加熱乾燥することで釣り針[Y-1]を作製した。続いて、得られた釣り針[Y-1]を、10分間のUVオゾン洗浄(約12000mJ/cm2)によって処理した。
予め純水、IPAの順でかけ洗いした赤色塗装されたムツ針の表面を、薄膜形成用組成物[X-1]でディップコートした後、100℃で10分間加熱乾燥することで釣り針[Y-1]を作製した。続いて、得られた釣り針[Y-1]を、10分間のUVオゾン洗浄(約12000mJ/cm2)によって処理した。
予め純水、IPAの順でかけ洗いしたスズメッキ上にクリアコーティングされたトリプルフックの表面を、薄膜形成用組成物[X-1]でディップコートした後、100℃で10分間加熱乾燥することで釣り針[Y-1]を作製した。続いて、得られた釣り針[Y-1]を、10分間のUVオゾン洗浄(約12000mJ/cm2)によって処理した。
実施例6の有機薄膜を形成した鮎針は材料としてセロテープ(登録商標)(テープ幅 18mm、ニチバン社製)への突き刺し試験を行った。表4及び表5にそれぞれの刺さりと貫通の応力を示す。無処理の釣り針と比較することにより低減率を求めた。
実施例7~9の有機薄膜を形成した針は材料としてシリコンシート(1.0mm厚)への突き刺し試験を行った。表4及び表5にそれぞれの刺さりと貫通の応力を示す。おのおの、無処理の釣り針と比較することにより低減率を求めた。
Claims (3)
- 少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤、フッ素系表面処理剤、チオール化合物及びジスルフィド化合物からなる群より選ばれる化合物で表面処理された釣り針。
- 少なくとも1以上の水酸基又は加水分解性基を有する金属系界面活性剤が、式(I)
R1 nMXm-n (I)
(式中、R1は、置換基を有していてもよい炭素数1~30の炭化水素基、置換基を有していてもよい炭素数1~30のハロゲン化炭化水素基、連結基を含む炭素数1~30の炭化水素基、又は連結基を含む炭素数1~30のハロゲン化炭化水素基を表し、Mは、ケイ素原子、ゲルマニウム原子、スズ原子、チタン原子、及びジルコニウム原子からなる群から選ばれる少なくとも1種の金属原子を表し、Xは、水酸基又は加水分解性基を表し、mはMの原子価を表す。nは、1から(m-1)のいずれかの正整数を表し、nが2以上の場合、R1は、同一でも相異なっていてもよい。(m-n)が2以上の場合、Xは同一であっても、相異なっていてもよいが、Xのうち、少なくとも一個は水酸基又は加水分解性基である)で表される化合物である請求項1に記載の釣り針。 - 釣り針が、予め、
(a)エポキシ基含有トリアルコキシシランの加水分解縮合物、
(b)炭素数1~5のアルコール、及び/又は25℃におけるpKaが2.0~6.0の範囲の有機酸、並びに、
(c)ポリアミン類
を含有する薄膜形成用組成物で表面処理された釣り針である請求項1又は2に記載の釣り針。
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
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US15/504,069 US10349642B2 (en) | 2014-09-05 | 2015-08-28 | Fishhook |
EP15838925.4A EP3189729A4 (en) | 2014-09-05 | 2015-08-28 | Fishhook |
JP2016546307A JP6422983B2 (ja) | 2014-09-05 | 2015-08-28 | 釣り針 |
CN201580046534.0A CN106714553A (zh) | 2014-09-05 | 2015-08-28 | 钓钩 |
KR1020187036597A KR20180137039A (ko) | 2014-09-05 | 2015-08-28 | 낚시 바늘 |
KR1020177004215A KR20170027857A (ko) | 2014-09-05 | 2015-08-28 | 낚시 바늘 |
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EP (1) | EP3189729A4 (ja) |
JP (1) | JP6422983B2 (ja) |
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US10750730B2 (en) * | 2016-01-05 | 2020-08-25 | Graham Tackle Llc | Flared double fish hook |
CN106665436A (zh) * | 2017-01-26 | 2017-05-17 | 中国水产科学研究院黑龙江水产研究所 | 一种移植健康鱼肠道粪便以治疗患病鱼的方法 |
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WO2014010219A1 (ja) * | 2012-07-10 | 2014-01-16 | 日本曹達株式会社 | 自己組織化膜を有する薄膜積層体 |
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DE69123228T2 (de) | 1990-12-21 | 1997-03-13 | Matsushita Electric Ind Co Ltd | Verfahren zur Herstellung einer chemisch adsorbierten Schicht |
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US5388366A (en) * | 1993-03-31 | 1995-02-14 | Kretschmer; Gary L. | Fish hook lure and method of making same |
JPH0739421U (ja) | 1993-12-24 | 1995-07-18 | 金井 宏之 | 釣 針 |
US5890316A (en) * | 1994-09-20 | 1999-04-06 | Rodgers; Jack | Biodegradable fishhook |
US6910297B1 (en) * | 1997-12-12 | 2005-06-28 | Gary L. Sitton | Composite fish hook having improved strength and penetration capability |
CN100503029C (zh) | 2002-03-12 | 2009-06-24 | 日本曹达株式会社 | 化学吸附膜制造方法及其中所用的制造化学吸附膜用溶液 |
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JP3184119U (ja) * | 2013-04-02 | 2013-06-13 | 株式会社がまかつ | 掛け針および掛け針素体 |
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CN106714553A (zh) | 2017-05-24 |
JP6422983B2 (ja) | 2018-11-14 |
EP3189729A4 (en) | 2018-04-18 |
JPWO2016035301A1 (ja) | 2017-06-08 |
US10349642B2 (en) | 2019-07-16 |
EP3189729A1 (en) | 2017-07-12 |
KR20180137039A (ko) | 2018-12-26 |
US20170251648A1 (en) | 2017-09-07 |
KR20170027857A (ko) | 2017-03-10 |
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