JP2018070768A - 分散液 - Google Patents
分散液 Download PDFInfo
- Publication number
- JP2018070768A JP2018070768A JP2016212088A JP2016212088A JP2018070768A JP 2018070768 A JP2018070768 A JP 2018070768A JP 2016212088 A JP2016212088 A JP 2016212088A JP 2016212088 A JP2016212088 A JP 2016212088A JP 2018070768 A JP2018070768 A JP 2018070768A
- Authority
- JP
- Japan
- Prior art keywords
- meth
- acrylate
- dispersion
- compound
- examples
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000006185 dispersion Substances 0.000 title claims abstract description 139
- 239000007788 liquid Substances 0.000 title claims abstract description 81
- 229920001971 elastomer Polymers 0.000 claims abstract description 138
- 239000005060 rubber Substances 0.000 claims abstract description 137
- 150000001875 compounds Chemical class 0.000 claims abstract description 120
- 238000005259 measurement Methods 0.000 claims abstract description 66
- 230000001070 adhesive effect Effects 0.000 claims abstract description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000002612 dispersion medium Substances 0.000 claims abstract description 4
- 239000000853 adhesive Substances 0.000 claims description 60
- 239000000463 material Substances 0.000 claims description 44
- 239000003795 chemical substances by application Substances 0.000 claims description 30
- 239000011248 coating agent Substances 0.000 claims description 25
- 238000000576 coating method Methods 0.000 claims description 25
- 239000005038 ethylene vinyl acetate Substances 0.000 claims description 23
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 23
- 239000004094 surface-active agent Substances 0.000 claims description 20
- 230000008859 change Effects 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- 229920000098 polyolefin Polymers 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 230000001678 irradiating effect Effects 0.000 claims description 5
- 150000001244 carboxylic acid anhydrides Chemical group 0.000 claims description 4
- 239000006081 fluorescent whitening agent Substances 0.000 claims description 3
- 230000005499 meniscus Effects 0.000 claims description 3
- 238000003860 storage Methods 0.000 abstract description 7
- 230000007774 longterm Effects 0.000 abstract description 6
- -1 acryl group Chemical group 0.000 description 223
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 166
- 229920005989 resin Polymers 0.000 description 90
- 239000011347 resin Substances 0.000 description 90
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- 239000000047 product Substances 0.000 description 39
- 125000004432 carbon atom Chemical group C* 0.000 description 34
- 239000000839 emulsion Substances 0.000 description 31
- 239000004711 α-olefin Substances 0.000 description 30
- 239000000758 substrate Substances 0.000 description 28
- 239000000126 substance Substances 0.000 description 25
- 238000004519 manufacturing process Methods 0.000 description 23
- 150000003839 salts Chemical class 0.000 description 23
- 238000000034 method Methods 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 21
- 238000011282 treatment Methods 0.000 description 21
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 19
- 125000004122 cyclic group Chemical group 0.000 description 19
- 229920002635 polyurethane Polymers 0.000 description 19
- 239000004814 polyurethane Substances 0.000 description 19
- 229920001567 vinyl ester resin Polymers 0.000 description 19
- 239000000835 fiber Substances 0.000 description 18
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 18
- 244000043261 Hevea brasiliensis Species 0.000 description 17
- 229920003052 natural elastomer Polymers 0.000 description 17
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- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 17
- 229920000642 polymer Polymers 0.000 description 17
- 229920000742 Cotton Polymers 0.000 description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 16
- 239000003208 petroleum Substances 0.000 description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 15
- 235000014113 dietary fatty acids Nutrition 0.000 description 15
- 239000000194 fatty acid Substances 0.000 description 15
- 229930195729 fatty acid Natural products 0.000 description 15
- 239000000178 monomer Substances 0.000 description 15
- 239000004800 polyvinyl chloride Substances 0.000 description 15
- 239000002253 acid Substances 0.000 description 14
- 239000012790 adhesive layer Substances 0.000 description 14
- 229920000915 polyvinyl chloride Polymers 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
- NWVVVBRKAWDGAB-UHFFFAOYSA-N hydroquinone methyl ether Natural products COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 13
- 239000003999 initiator Substances 0.000 description 13
- 238000001035 drying Methods 0.000 description 12
- 239000003960 organic solvent Substances 0.000 description 12
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 11
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 11
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 235000007586 terpenes Nutrition 0.000 description 11
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 10
- 239000003431 cross linking reagent Substances 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 10
- 239000003822 epoxy resin Substances 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 239000003112 inhibitor Substances 0.000 description 10
- 229920000647 polyepoxide Polymers 0.000 description 10
- 229920001223 polyethylene glycol Polymers 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 239000003381 stabilizer Substances 0.000 description 10
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- 150000003505 terpenes Chemical class 0.000 description 10
- VAUMWVVODNTNEA-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)methoxyboronic acid Chemical compound FC1=C(C(=C(C(=C1COB(O)O)F)F)F)F VAUMWVVODNTNEA-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 150000007514 bases Chemical class 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 9
- 239000002649 leather substitute Substances 0.000 description 9
- 239000013615 primer Substances 0.000 description 9
- 239000002987 primer (paints) Substances 0.000 description 9
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
- 239000005977 Ethylene Substances 0.000 description 8
- 239000002202 Polyethylene glycol Substances 0.000 description 8
- 239000004611 light stabiliser Substances 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 7
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 7
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 7
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 7
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 229920001400 block copolymer Polymers 0.000 description 7
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical class C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 7
- 239000011976 maleic acid Substances 0.000 description 7
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 7
- 229910052753 mercury Inorganic materials 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- 239000003504 photosensitizing agent Substances 0.000 description 7
- 229920000728 polyester Polymers 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 229920003048 styrene butadiene rubber Polymers 0.000 description 7
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 7
- 229920002554 vinyl polymer Polymers 0.000 description 7
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 6
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 6
- 125000002723 alicyclic group Chemical group 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 6
- 150000001993 dienes Chemical class 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- 239000000706 filtrate Substances 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- 229940059574 pentaerithrityl Drugs 0.000 description 6
- 229920002647 polyamide Polymers 0.000 description 6
- 229920002857 polybutadiene Polymers 0.000 description 6
- 230000000379 polymerizing effect Effects 0.000 description 6
- 229920001296 polysiloxane Polymers 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 239000002562 thickening agent Substances 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
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- 229920000459 Nitrile rubber Polymers 0.000 description 5
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 5
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- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229920000049 Carbon (fiber) Polymers 0.000 description 4
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
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- 150000001336 alkenes Chemical group 0.000 description 4
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- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
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- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
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- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 4
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- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
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- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 3
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- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 3
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 3
- 239000004801 Chlorinated PVC Substances 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
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- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- XWIHRGFIPXWGEF-UHFFFAOYSA-N propafenone hydrochloride Chemical compound Cl.CCCNCC(O)COC1=CC=CC=C1C(=O)CCC1=CC=CC=C1 XWIHRGFIPXWGEF-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229920001384 propylene homopolymer Polymers 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
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- 238000007763 reverse roll coating Methods 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 150000003870 salicylic acids Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 229940045870 sodium palmitate Drugs 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- IWIUXJGIDSGWDN-UQKRIMTDSA-M sodium;(2s)-2-(dodecanoylamino)pentanedioate;hydron Chemical compound [Na+].CCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC(O)=O IWIUXJGIDSGWDN-UQKRIMTDSA-M 0.000 description 1
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 229940100515 sorbitan Drugs 0.000 description 1
- 229950006451 sorbitan laurate Drugs 0.000 description 1
- 229940035044 sorbitan monolaurate Drugs 0.000 description 1
- 235000011067 sorbitan monolaureate Nutrition 0.000 description 1
- 229950003429 sorbitan palmitate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- NONOKGVFTBWRLD-UHFFFAOYSA-N thioisocyanate group Chemical group S(N=C=O)N=C=O NONOKGVFTBWRLD-UHFFFAOYSA-N 0.000 description 1
- 229920000428 triblock copolymer Polymers 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical class OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 239000000015 trinitrotoluene Substances 0.000 description 1
- DCDZBASUOMHACN-UHFFFAOYSA-N tris(2-dodecylphenyl)sulfanium Chemical compound CCCCCCCCCCCCC1=CC=CC=C1[S+](C=1C(=CC=CC=1)CCCCCCCCCCCC)C1=CC=CC=C1CCCCCCCCCCCC DCDZBASUOMHACN-UHFFFAOYSA-N 0.000 description 1
- 229920000785 ultra high molecular weight polyethylene Polymers 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- GCDFTRNGRHQAJO-UHFFFAOYSA-N undeca-2,4-diene Chemical compound CCCCCCC=CC=CC GCDFTRNGRHQAJO-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- OIHZGFWAMWHYPA-UHFFFAOYSA-N xanthylium Chemical compound C1=CC=CC2=CC3=CC=CC=C3[O+]=C21 OIHZGFWAMWHYPA-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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Abstract
【解決手段】分散媒として水を含み、分散質として塩素化ゴムおよび重合性基を有する化合物を含む分散液であって、塩素化ゴムおよび重合性基を有する化合物の合計量が、塩素化ゴム、重合性基を有する化合物および水の合計中に1〜60重量%であり、明細書に記載する測定条件にて、測定を開始してから30分後に測定した後方散乱光強度(%)に対する、測定を開始してから24時間後に測定した後方散乱光強度(%)の変化量の絶対値における最大値α(%)が、(I)α(上部)<20、(II)α(中間部)<5、(III)α(底部)<10の要件を満たす分散液[α(上部)、α(中間部)、α(底部)等の意味は明細書に記載した通りである。]。
【選択図】なし
Description
塩素化ゴムおよび重合性基を有する化合物の合計量が、塩素化ゴム、重合性基を有する化合物および水の合計中に1〜60重量%であり、
30mLの分散液を100mL容器に注ぎ、自転公転撹拌機を用いて、自転速度800rpmおよび公転速度2,000rpmの条件で1分間撹拌して測定試料を調製し、20mLの測定試料を直径25mmのシリンダー状の試料セルに注ぎ、試料セル中の測定試料に波長が880nmである入射光を照射し、入射光に対して45°の位置で測定試料からの後方散乱光を検出することによる後方散乱光強度(%)の測定を、測定試料の調製から10分以内に開始し、試料セル中の測定試料の上部、中間部および底部のそれぞれにおける、測定を開始してから30分後に測定した後方散乱光強度(%)に対する、測定を開始してから24時間後に測定した後方散乱光強度(%)の変化量の絶対値における最大値α(%)が、下記式(I)〜(III):
α(上部) <20 (I)
α(中間部)<5 (II)
α(底部) <10 (III)
[式中、α(上部)は、測定試料の上部における前記最大値α(%)を示し、α(中間部)は、測定試料の中間部における前記最大値α(%)を示し、α(底部)は、測定試料の底部における前記最大値α(%)を示し、測定試料の上部、中間部および底部は、それぞれ、メニスカスの部分を除いた試料セル中の測定試料の高さを上から1/3ずつ分割した測定試料の部分を示す。]
の要件を満たす分散液。
[2] 塩素化ゴム中の塩素原子含有量が、45重量%以上である前記[1]に記載の分散液。
[3] 塩素化ゴムの量が、塩素化ゴムおよび重合性基を有する化合物の合計100重量部に対して、1〜30重量部である前記[1]または[2]に記載の分散液。
[4] 塩素化ゴムの少なくとも一部が、液状の分散質中に溶解している前記[1]〜[3]のいずれか一つに記載の分散液。
[5] 重合性基を有する化合物の少なくとも一部が、23℃および大気圧下にて液状である前記[1]〜[4]のいずれか一つに記載の分散液。
[6] 塩素化ゴムの少なくとも一部が、23℃および大気圧下にて液状である重合性基を有する化合物中に溶解している前記[5]に記載の分散液。
[7] 分散質が、液状である前記[1]〜[3]のいずれか一つに記載の分散液。
[8] 重合性基を有する化合物が、エチレン性不飽和結合を有する化合物である前記[1]〜[7]のいずれか一つに記載の分散液。
[9] さらに界面活性剤を含む前記[1]〜[8]のいずれか一つに記載の分散液。
[10] さらに光重合開始剤を含む前記[1]〜[9]のいずれか一つに記載の分散液。
[11] さらに蛍光増白剤を含む前記[1]〜[10]のいずれか一つに記載の分散液。
[12] さらにレベリング剤を含む前記[1]〜[11]のいずれか一つに記載の分散液。
[13] 分散液中の分散質の体積基準のメジアン径が、10μm以下である前記[1]〜[12]のいずれか一つに記載の分散液。
[14] 塩素化ゴムが、カルボキシ基およびカルボン酸無水物構造を有さない塩素化ゴムである前記[1]〜[13]のいずれか一つに記載の分散液。
[15] 前記[1]〜[14]のいずれか一つに記載の分散液から形成される塗膜。
[16] 前記[15]に記載の塗膜の硬化物。
[17] 第1の基材と、前記[16]に記載の硬化物と、接着剤層と、第2の基材とが、この順に積層されている積層体。
[18] 第1の基材が、オレフィン系重合体またはエチレン−酢酸ビニル共重合体からなる前記[17]に記載の積層体。
本発明の分散液は、分散媒として水を含み、分散質として塩素化ゴムおよび重合性基を有する化合物を含む。本発明の分散液は、水系接着剤、プライマーまたはそれらの原料として有用である。
α(上部) <20 (I)
α(中間部)<5 (II)
α(底部) <10 (III)
[式中、α(上部)は、測定試料の上部における前記最大値α(%)を示し、α(中間部)は、測定試料の中間部における前記最大値α(%)を示し、α(底部)は、測定試料の底部における前記最大値α(%)を示し、測定試料の上部、中間部および底部は、それぞれ、メニスカスの部分を除いた試料セル中の測定試料の高さを上から1/3ずつ分割した測定試料の部分を示す。]
の要件を満たすことを特徴の一つとする。なお、本発明において、測定試料の上部と中間部との境界、および測定試料の中間部と底部との境界は、いずれも、測定試料の中間部に含まれる。このような要件を満たす本発明の分散液は、長期保存後に使用しても、充分な強度で被着体に対して接着することができる。
塩素化ゴムとは、天然ゴムまたは合成ゴムを塩素化したものを意味する。塩素化ゴムは、1種でもよいし、2種以上でもよい。なお、本明細書において「ゴム」とは、特段の記載が無い限り、「未架橋ゴム」を意味する。
重合性基を有する化合物は、1種のみを使用してもよく、2種以上を併用してもよい。また、該化合物が有する重合性基は、一つでもよく、二つ以上でもよい。また、該化合物は、1種のみの重合性基を有していてもよく、2種以上の重合性基を有していてもよい。重合性基としては、例えば、ビニル基、アリル基、プロぺニル基、ビニリデン基、ビニレン基、(メタ)アクリル基、(メタ)アクリロイル基、ビニルエーテル基、ビニルベンジルエーテル基、(メタ)アクリルオキシ基、(メタ)アクリルアミド基、スチリルオキシ基、スチリルアミド基、イソシアネート基、チオイソシアネート基、カルボキシル基、アルコール性またはフェノール性水酸基、シラノール基、エポキシ基、グリシジル基、環状エーテル基(例、オキセタン基)等の開環重合性基が挙げられる。なお、本明細書中、「(メタ)アクリル」とは「アクリルおよびメタクリル」を意味し、「(メタ)アクリロイル」とは、「アクリロイルおよびメタクリロイル」を意味する。他の「(メタ)」の表現も同様の意味である。
本発明の分散液が含有する水としては、特に限定はなく、例えば、水道水または脱イオン水が用いられる。
本発明の分散液は、水、塩素化ゴムおよび重合性基を有する化合物とは異なる他の成分を含有していてもよい。他の成分は、1種のみを使用してもよく、2種以上を併用してもよい。他の成分としては、例えば、重合禁止剤、界面活性剤、光重合開始剤、光安定剤、紫外線硬化性オリゴマー、蛍光増白剤、レベリング剤、塩基性化合物、有機溶剤、架橋剤、光増感剤、塩素化ゴムとは異なる他の樹脂またはゴム、フェノール系安定剤、フォスファイト系安定剤、アミン系安定剤、アミド系安定剤、老化防止剤、耐候安定剤、防腐剤、沈降防止剤、酸化防止剤、熱安定剤、揺変剤、増粘剤、消泡剤、粘度調整剤、耐候剤、顔料分散剤、帯電防止剤、滑剤、核剤、難燃剤、油剤、染料、硬化剤;酸化チタン(ルチル型)および酸化亜鉛等の遷移金属化合物;カーボンブラック等の顔料;ガラス繊維、炭素繊維、チタン酸カリウム繊維、ウオラストナイト、炭酸カルシウム、硫酸カルシウム、タルク、ガラスフレーク、硫酸バリウム、クレー、カオリン、微粉末シリカ、マイカ、珪酸カルシウム、水酸化アルミニウム、水酸化マグネシウム、酸化アルミニウム、酸化マグネシウム、およびセライト等の無機または有機の充填剤;等が挙げられる。これらは、いずれも1種のみを使用してもよく、2種以上を併用してもよい。
重合禁止剤に特に限定はなく、公知の重合禁止剤を使用することができる。重合禁止剤としては、例えば、ヒドロキノン、メチルヒドロキノン、ヒドロキノンのモノエステル化物、N−ニトロソジフェニルアミン、フェノチアジン、4−t−ブチルカテコール、N−フェニルナフチルアミン、2,6−ジ−t−ブチル−p−メチルフェノール、2,5−ジ−t−ブチルヒドロキノン、1,4−ベンゾキノン、2,6−ジ−t−ブチル−1,4−ベンゾキノン、メチル−p−ベンゾキノン、2,5−ジフェニル−p−ベンゾキノン、4−メトキシフェノール、クロラニール、ピロガロール、2−オキシジフェニルアミン、フェノチアジン等が挙げられる。
界面活性剤は、乳化剤として作用するものが好ましい。界面活性剤としては、例えば、カチオン性、アニオン性、両性またはノニオン性の界面活性剤が挙げられ、好ましくは、アニオン性またはノニオン性の界面活性剤である。界面活性剤は、単独で用いてもよく、2種以上を組み合わせても用いてもよい。
光重合開始剤とは、光の作用により活性種を生じる化合物である。光重合開始剤としては、例えば、光の作用により活性ラジカルを発生する光ラジカル発生剤、光の作用により酸を発生する光酸発生剤および光の作用により塩基を発生する光塩基発生剤が挙げられる。
光安定剤としては、例えば、紫外線吸収剤およびヒンダードアミン系光安定剤が挙げられる。光安定剤は単独で用いてもよく、2種以上を組み合わせて用いてもよい。
紫外線硬化性オリゴマーとしては、例えば、ウレタンアクリレートオリゴマー、エポキシアクリレートオリゴマーおよびポリエステルアクリレートオリゴマー等が挙げられる。紫外線硬化性オリゴマーは、単独で使用してもよく、組み合わせて使用してもよい。
蛍光増白剤としては、例えば、ジアルキルアミノクマリン、ビスジメチルアミノスチルベン、ビスメチルアミノスチルベン、4−アルコキシ−1,8−ナフタレンジカルボン酸−N−アルキルイミド、ビスベンズオキサゾリルエチレン、1,4−ビス(2−ベンゾオキサゾリル)ナフタレン、ジアルキルスチルベン等が挙げられる。市販の蛍光増白剤としては、例えば、Kayahor 3BS Liq.、Kayahor TAC Liq.、Kayaphor HBC Liq.、Kayalight B、Kayaphor AS 150、Kayaphor CR 200、Kayaphor JB Liq.、Mikawhite ATN conc.(日本化薬社製)、TINOPAL OB、TINOPAL NFW Liqid(BASF社製)、Hakkol P、Hakkol PHD、Hakkol RF、Hakkol PSR、Hakkol PSR−B、Hakkol CHP−B、Hakkol PY−2000、Hakkol PYB−D、Hakkol BE conc、Hakkol SG conc 150、Hakkol TH−100、Hakkol S−100、Hakkol RX−1、Hakkol OW−11、Hakkol OW−10extra、Hakkol KIP H/C、Hakkol SF、Hakkol JC、および、Hakkol PMS H/C(昭和化学工業社製)、Nikkafluor SB conc、Nikkafluor KB、Nikkafluor OB、Nikkabright CX H/C(日本化学工業所社製)等が挙げられる。蛍光増白剤は、単独で使用してもよく、2種以上を組み合わせて使用してもよい。
レベリング剤としては、例えば、ポリフローNo.45、ポリフローKL−245、ポリフローNo.75、ポリフローNo.90、ポリフローNo.95(共栄社化学工業社製)、BYK300、BYK306、BYK310、BYK320、BYK330、BYK346、BYK349、BYK−333、BYK−345、BYK−347、BYK−348、BYK−378(ビックケミー・ジャパン社製)、KP−341、KP−358、KP−368、KF−96−50CS、KF−50−100CS(信越化学工業社製)、サーフロンSC−101、サーフロンKH−40(AGCセイミケミカル社製)、フタージェント222F、フタージェント251、FTX−218(ネオス社製)、EFTOP EF−351、EFTOP EF−352、EFTOP EF−601、EFTOP EF−801、EFTOP EF−802(三菱マテリアル社製)、メガファックF−171、メガファックF−177、メガファックF−475、メガファックF−556、メガファックR−30(DIC社製)、アデカコールW−193、アデカコールW−287、アデカコールW−288、アデカコールW−304(ADEKA社製)、SNウェット366、ノプコ38−C、SNディスパーサンド5468、SNディスパーサンド5034、SNディスパーサンド5027、SNディスパーサンド5040、SNディスパーサンド5020(サンノプコ社)フルオロアルキルベンゼンスルホン酸塩、フルオルアルキルカルボン酸塩、フルオロアルキルポリオキシエチレンエーテル、フルオロアルキルアンモニウムヨージド、フルオロアルキルベタイン、フルオロアルキルスルホン酸塩、ジグリセリンテトラキス(フルオロアルキルポリオキシエチレンエーテル)、フルオロアルキルトリメチルアンモニウム塩、フルオロアルキルアミノスルホン酸塩、ポリオキシエチレンノニルフェニルエーテル、ポリオキシエチレンオクチルフェニルエーテル、ポリオキシエチレンアルキルエーテル、ポリオキシエチレンラウリルエーテル、ポリオキシエチレンオレイルエーテル、ポリオキシエチレントリデシルエーテル、ポリオキシエチレンセチルエーテル、ポリオキシエチレンステアリルエーテル、ポリオキシエチレンラウレート、ポリオキシエチレンオレレート、ポリオキシエチレンステアレート、ポリオキシエチレンラウリルアミン、ソルビタンラウレート、ソルビタンパルミテート、ソルビタンステアレート、ソルビタンオレエート、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタンラウレート、ポリオキシエチレンソルビタンパルミテート、ポリオキシエチレンソルビタンステアレート、ポリオキシエチレンソルビタンオレエート、ポリオキシエチレンナフチルエーテル、アルキルベンゼンスルホン酸塩、アルキルジフェニルエーテルジスルホン酸塩等が挙げられる。
塩基性化合物としては、例えば、アンモニア、有機アミン化合物および金属水酸化物等が挙げられる。塩基性化合物は、好ましくは、アンモニアまたは有機アミン化合物である。
有機溶剤としては、例えば、トルエンおよびキシレン等の芳香族炭化水素類;ヘキサン等の脂肪族炭化水素類;酢酸エチルおよび酢酸ブチル等のエステル類;メチルエチルケトンおよびメチルイソブチルケトン等のケトン類;メタノ−ル、エタノール、n−プロパノール、イソプロピルアルコールおよびn−ブタノール等のアルコール類;エチレングリコール、ジエチレングリコール、トリエチレングリコール、プロピレングリコール、ジエチレングリコールモノメチルエーテル、トリエチレングリコールモノメチルエーテル、プロピレングリコールモノメチルエーテルおよび3−メトキシ−3−メチル−1−ブタノール等のグリコール類;メチルセロソルブ、セロソルブ、ブチルセロソルブ、ジオキサン、MTBE(メチルターシャリーブチルエーテル)およびブチルカルビトール等のセルソルブ類;エチレングリコールモノメチルエーテルアセテート、PMA(プロピレングリコールモノメチルエーテルアセテート)、ジエチレングリコールモノブチルエーテルアセテートおよびジエチレングリコールモノエチルエーテルアセテート等のグリコールエステル類等が挙げられる。これらは単独で用いてもよく、2種以上を組み合わせて用いてもよい。
架橋剤を含むことにより、接着性、接着層の耐水性および接着層の耐溶剤性がより向上する傾向がある。架橋剤としては、例えば、エポキシ化合物、ポリイソシアネート化合物(特に、脂肪族ポリイソシアナネート化合物)、オキサゾリン化合物、アジリジン化合物、カルボジイミド化合物、活性メチロール化合物、活性アルコキシメチル化合物、金属キレート、ヒドラジド化合物、ヒドラジン化合物等が挙げられる。これらの中で、脂肪族ポリイソシアネート化合物、カルボジイミド化合物、オキサゾリン化合物、ヒドラジド化合物、ヒドラジン化合物が好ましい。中でも、水性(水溶性または水分散性)のものがさらに好ましい。これらの架橋剤は、単独で使用してもよく、組み合わせて使用してもよい。
光増感剤は、増強したい波長に応じて適宜選定することができる。光増感剤の有効励起波長域は、通常、450nm以下であり、好ましくは250〜380nmである。光増感剤としては、例えば、トリエタノールアミン、トリイソプロパノールアミン、4,4−ジエチルアミノベンゾフェノン、2−ジメチルアミノエチル安息香酸、4−ジメチルアミノエチル安息香酸エチルおよび4−ジメチルアミノ安息香酸イソアシル等が挙げられる。
本発明の分散液は、本発明の効果を損なわない範囲で、塩素化ゴムとは異なる他の樹脂またはゴムを含有してもよい。他の樹脂またはゴムは、いずれも、1種のみを使用してもよく、2種以上を併用してもよい。なお、本明細書においてゴムとは、弾性を有するエラストマーを意味し、樹脂とは、弾性を有さない熱可塑性樹脂または熱硬化性樹脂を意味する。
増粘剤は、分散液の粘性調整のために使用することができる。増粘剤としては、例えば、アデカノール(登録商標)UH−140S、UH−420、UH−438、UH−450VF、UH−462、UH−472、UH−526、UH−530、UH−540、UH−541VF、UH−550、UH−752およびH−756VF((株)ADEKA)、並びにSNシックナー920、922、924、926、929−S、A−801、A−806、A−812、A−813、A−818、621N、636、601、603、612、613、615、618、621N、630、634、636および4050(サンノプコ(株))等が挙げられる。
本発明の分散液は、後述の実施例に記載するような方法によって製造することができる。以下、本発明の分散液の製造方法を詳しく説明する。
本発明の分散液は、上述したように、水系接着剤、プライマーまたはそれらの原料として有用である。また、本発明は、前記分散液から形成される塗膜、および前記塗膜の硬化物を提供する。また、本発明は、第1の基材と、前記硬化物と、接着剤層と、第2の基材とが、この順に積層されている積層体を提供する。第1の基材は、オレフィン系重合体またはエチレン−酢酸ビニル共重合体からなることが好ましい。本発明の積層体において、接着剤層と第2の基材との間に、さらに前記硬化物が存在していてもよい。
まず、第1の基材、任意に第2の基材の表面に分散液を塗布する。塗布は、公知の方法で行えばよい。公知の方法としては、例えば、グラビアロールコーティング、リバースロールコーティング、バーコーティング、ワイヤーバーコーティング、リップコーティング、エアナイフコーティング、カーテンフローコーティング、スプレーコーティング、浸漬コーティング、はけ塗りおよびへら塗り等が挙げられる。
液状のゴム系接着剤としては、例えば、天然ゴム、クロロプレンゴム、スチレン−ブタジエン共重合ゴム(SBR)、イソブチレンゴム、ブチルゴム、スチレン−イソプレン−スチレンブロック共重合ゴム(SIS)、スチレン−ブタジエン−スチレンブロック共重合ゴム(SBS)、ブタジエン−アクリロニトリル共重合ゴム(NBR)、ブタジエンゴム(BR)等のゴム成分を含む液状の接着剤が挙げられる。ゴム成分は、1種のみを使用してもよく、2種以上を併用してもよい。また、これらゴム成分に加えて、ロジン樹脂、テルペン樹脂、石油樹脂等の接着付与樹脂をゴム系接着剤に添加してもよい。
なお、以下に記載の「部」、「%」および「ppm」は、特に断らない限り、それぞれ「重量部」、「重量%」および「重量ppm」を意味する。
下記表に記載の分散質のメジアン径(体積基準)は、HORIBA製作所製、レーザー回折粒子径測定装置LA−950V2で測定した値である。
測定試料の後方散乱光強度を測定する装置として、Formulation社製「タービスキャンTOWER」を使用した。
前記自転公転撹拌機を使用して、後述の実施例および比較例で製造した分散液から測定試料を調製し、試料調製から10分以内に測定を開始し、試料セル中の測定試料の上部、中間部および底部のそれぞれにおける、測定を開始してから30分後に測定した後方散乱光強度(%)に対する、測定を開始してから24時間後に測定した後方散乱光強度(%)の変化量の絶対値における最大値αを算出し、以下の基準で評価した。結果を下記表に示す。
○:上記式(I)〜(III)の要件を全て満たす。
×:上記式(I)〜(III)の要件のいずれかまたは全てを満たさない。
塩素化ゴム1:ペルグートS20(コベストロ社、塩素原子含有量:64.5%以上、融点:250℃、ポリスチレン換算の重量平均分子量(Mw):75,000、カルボキシ基およびカルボン酸無水物構造を有さない塩素化ゴム)
重合性基を有する化合物1:ドデシルメタクリレート(970ppmの4−メトキシフェノールを含有、東京化成工業社)
重合性基を有する化合物2:1,6−ヘキサンジオール ジメタクリレート(60ppmの4−メトキシフェノールを含有、東京化成工業社)
重合性基を有する化合物3:2−フェノキシエチレングリコール メタクリレート(100ppmの4−メトキシフェノールを含有、新中村化学社)
重合性基を有する化合物4:トリシクロデカンジメタノール ジアクリレート(800ppmの4−メトキシフェノールを含有、新中村化学社)
重合性基を有する化合物5:トリシクロデカンジメタノール ジメタクリレート(300ppmの4−メトキシフェノール含有、新中村化学社)
光重合開始剤1:2−ヒドロキシ−2−メチルプロピオフェノン(東京化成工業社)
界面活性剤1:アクアロン KH−10(第一工業製薬(株))
界面活性剤2:エマルゲン109P(花王(株))
塩基性化合物1:2−(ジメチルアミノ)エタノール(東京化成工業社)
蛍光増白剤:Nikkafluor OB((株)日本化学工業所)
レベリング剤1:BYK−349(ビックケミー・ジャパン社)
攪拌機、温度計、および還流冷却管を備えたセパラブルフラスコ反応容器に、塩素化ゴム1(15部)、重合性基を有する化合物1(30部)、重合性基を有する化合物2(45部)、および重合性基を有する化合物3(10部)、光重合開始剤1(1部)を仕込み、60℃にて攪拌して、溶液(以下「溶液1」と記載する)を調製し、溶液1を室温に冷却した。
表1に示す量の塩素化ゴム、重合性基を有する化合物、光重合開始剤、界面活性剤、およびイオン交換水を使用したこと以外は製造例1と同様にして、乳濁液である分散液E2〜E7を得た。なお、製造例6では、表1に示す量の蛍光増白剤を添加した溶液を使用して分散液E6を製造した。製造例7では、光重合開始剤を使用せずに、分散液E7を製造した。
表1に示す塩素化ゴム、重合性基を有する化合物、光重合開始剤、界面活性剤、およびイオン交換水の量、ホモミキサーによる撹拌時間、高圧ホモジナイザーによる均質化処理の回数以外は製造例1と同様にして、乳濁液である分散液E8〜E12を得た。なお、製造例12では、表1に示す量の塩基性化合物を添加した溶液を使用して分散液E12を製造した。
表2に示す量の、分散液E1〜E12のいずれか、レベリング剤1(BYK(登録商標)−349、ビックケミー・ジャパン社)、およびイオン交換水を混合し、スリーワンモーターで攪拌して、乳濁液である水系接着剤F1〜F12を得た。
なお、実施例1〜7および比較例1〜5以降では、レベリング剤をさらに含有し、接着剤として好適な分散液を「水系接着剤」と記載する。
ポリウレタンエマルション(ディスパコール(登録商標)U−54、住化コベストロウレタン(株))、イソシアナート(デスモジュール(登録商標)N3300、住化コベストロウレタン(株))、およびレベリング剤1を、ポリウレタンエマルション:イソシアナート:レベリング剤1の不揮発分の比が100部:5部:1部となるように混合して、乳濁液である接着剤1を得た。
水系接着剤F1を、送風定温恒温器にて50℃で7日間放置した後に、はけを用いて、第1の基材であるエチレン−酢酸ビニル共重合体(EVA)の発泡体に塗布(乾燥後の塗膜の単位面積あたりの重量:約3g/m2)し、70℃で5分間乾燥し、コンベア式UV照射装置(アイグラフィックス株式会社製、アイグランデージECS−4011GX)で紫外線を照射して、EVAと硬化物との積層体を得た(ランプ:高圧水銀ランプ、ランプ出力:3kW、ランプ高さ:110mm、コンベアスピード:276m/min、ピーク照度:250mW/cm2、積算照射量:700mJ/cm2(紫外線積算光量計UVICURE PLUS II、UV−A測定値、FusionUV Systems Japan K.K.社)。
水系接着剤F1を、水系接着剤F2〜F12のいずれかに変更したこと以外は実施例8と同様にして、EVA(第1の基材)と硬化物と接着剤層と綿帆布(第2の基材)との積層体である積層体2〜12を得た。
積層体を、その製造後に室温で5分間放置してから、剥離速度50mm/分、剥離角度180度および室温の条件下で引張り試験機(島津製作所社製、オートグラフ)を用いて、積層体におけるEVA(第1の基材)と綿帆布(第2の基材)との剥離強度を測定し、以下の基準で初期接着性を評価した。結果を表3に示す。
○:剥離強度が45N/inch以上
×:剥離強度が45N/inch未満
積層体を、その製造後に室温で24時間放置してから、剥離速度50mm/分、剥離角度180度および室温の条件下で引張り試験機(島津製作所社製、オートグラフ)を用いて、積層体におけるEVA(第1の基材)と綿帆布(第2の基材)との剥離強度を測定し、以下の基準で最終接着性を評価した。結果を表3に示す。
○:剥離強度が90N/inch以上または材料破壊
×:剥離強度が90N/inch未満
Claims (18)
- 分散媒として水を含み、分散質として塩素化ゴムおよび重合性基を有する化合物を含む分散液であって、
塩素化ゴムおよび重合性基を有する化合物の合計量が、塩素化ゴム、重合性基を有する化合物および水の合計中に1〜60重量%であり、
30mLの分散液を100mL容器に注ぎ、自転公転撹拌機を用いて、自転速度800rpmおよび公転速度2,000rpmの条件で1分間撹拌して測定試料を調製し、20mLの測定試料を直径25mmのシリンダー状の試料セルに注ぎ、試料セル中の測定試料に波長が880nmである入射光を照射し、入射光に対して45°の位置で測定試料からの後方散乱光を検出することによる後方散乱光強度(%)の測定を、測定試料の調製から10分以内に開始し、試料セル中の測定試料の上部、中間部および底部のそれぞれにおける、測定を開始してから30分後に測定した後方散乱光強度(%)に対する、測定を開始してから24時間後に測定した後方散乱光強度(%)の変化量の絶対値における最大値α(%)が、下記式(I)〜(III):
α(上部) <20 (I)
α(中間部)<5 (II)
α(底部) <10 (III)
[式中、α(上部)は、測定試料の上部における前記最大値α(%)を示し、α(中間部)は、測定試料の中間部における前記最大値α(%)を示し、α(底部)は、測定試料の底部における前記最大値α(%)を示し、測定試料の上部、中間部および底部は、それぞれ、メニスカスの部分を除いた試料セル中の測定試料の高さを上から1/3ずつ分割した測定試料の部分を示す。]
の要件を満たす分散液。 - 塩素化ゴム中の塩素原子含有量が、45重量%以上である請求項1に記載の分散液。
- 塩素化ゴムの量が、塩素化ゴムおよび重合性基を有する化合物の合計100重量部に対して、1〜30重量部である請求項1または2に記載の分散液。
- 塩素化ゴムの少なくとも一部が、液状の分散質中に溶解している請求項1〜3のいずれか一項に記載の分散液。
- 重合性基を有する化合物の少なくとも一部が、23℃および大気圧下にて液状である請求項1〜4のいずれか一項に記載の分散液。
- 塩素化ゴムの少なくとも一部が、23℃および大気圧下にて液状である重合性基を有する化合物中に溶解している請求項5に記載の分散液。
- 分散質が、液状である請求項1〜3のいずれか一項に記載の分散液。
- 重合性基を有する化合物が、エチレン性不飽和結合を有する化合物である請求項1〜7のいずれか一項に記載の分散液。
- さらに界面活性剤を含む請求項1〜8のいずれか一項に記載の分散液。
- さらに光重合開始剤を含む請求項1〜9のいずれか一項に記載の分散液。
- さらに蛍光増白剤を含む請求項1〜10のいずれか一項に記載の分散液。
- さらにレベリング剤を含む請求項1〜11のいずれか一項に記載の分散液。
- 分散液中の分散質の体積基準のメジアン径が、10μm以下である請求項1〜12のいずれか一項に記載の分散液。
- 塩素化ゴムが、カルボキシ基およびカルボン酸無水物構造を有さない塩素化ゴムである請求項1〜13のいずれか一項に記載の分散液。
- 請求項1〜14のいずれか一項に記載の分散液から形成される塗膜。
- 請求項15に記載の塗膜の硬化物。
- 第1の基材と、請求項16に記載の硬化物と、接着剤層と、第2の基材とが、この順に積層されている積層体。
- 第1の基材が、オレフィン系重合体またはエチレン−酢酸ビニル共重合体からなる請求項17に記載の積層体。
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