JP2001089737A - Aqueous adhesive - Google Patents
Aqueous adhesiveInfo
- Publication number
- JP2001089737A JP2001089737A JP26800099A JP26800099A JP2001089737A JP 2001089737 A JP2001089737 A JP 2001089737A JP 26800099 A JP26800099 A JP 26800099A JP 26800099 A JP26800099 A JP 26800099A JP 2001089737 A JP2001089737 A JP 2001089737A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- adhesive
- parts
- water
- butadiene
- 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.)
- Pending
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 72
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 72
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 34
- 229920001084 poly(chloroprene) Polymers 0.000 claims abstract description 27
- 239000011347 resin Substances 0.000 claims abstract description 27
- 229920005989 resin Polymers 0.000 claims abstract description 27
- 239000004816 latex Substances 0.000 claims abstract description 25
- 229920000126 latex Polymers 0.000 claims abstract description 25
- -1 isocyanate compound Chemical class 0.000 claims abstract description 24
- 239000012948 isocyanate Substances 0.000 claims abstract description 19
- 239000000463 material Substances 0.000 claims abstract description 14
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229920001577 copolymer Polymers 0.000 claims abstract description 13
- 229920001971 elastomer Polymers 0.000 claims abstract description 13
- LIFLRQVHKGGNSG-UHFFFAOYSA-N 2,3-dichlorobuta-1,3-diene Chemical compound ClC(=C)C(Cl)=C LIFLRQVHKGGNSG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 5
- 239000007787 solid Substances 0.000 claims description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000004744 fabric Substances 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 14
- 229910052783 alkali metal Inorganic materials 0.000 claims description 5
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 6
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 abstract description 5
- 150000003839 salts Chemical class 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 28
- 238000012360 testing method Methods 0.000 description 11
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 10
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 239000000178 monomer Substances 0.000 description 8
- 239000000839 emulsion Substances 0.000 description 7
- 239000002075 main ingredient Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 239000004677 Nylon Substances 0.000 description 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 6
- 229920001778 nylon Polymers 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 239000002562 thickening agent Substances 0.000 description 6
- 239000011787 zinc oxide Substances 0.000 description 6
- 235000014692 zinc oxide Nutrition 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical class O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 4
- 239000012790 adhesive layer Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 4
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- OKJPEAGHQZHRQV-UHFFFAOYSA-N iodoform Chemical compound IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000002759 woven fabric Substances 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- PCPYTNCQOSFKGG-ONEGZZNKSA-N (1e)-1-chlorobuta-1,3-diene Chemical compound Cl\C=C\C=C PCPYTNCQOSFKGG-ONEGZZNKSA-N 0.000 description 1
- PCHXZXKMYCGVFA-UHFFFAOYSA-N 1,3-diazetidine-2,4-dione Chemical compound O=C1NC(=O)N1 PCHXZXKMYCGVFA-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-UHFFFAOYSA-N Dicyclopentadiene Chemical compound C1C2C3CC=CC3C1C=C2 HECLRDQVFMWTQS-UHFFFAOYSA-N 0.000 description 1
- FVIGODVHAVLZOO-UHFFFAOYSA-N Dixanthogen Chemical compound CCOC(=S)SSC(=S)OCC FVIGODVHAVLZOO-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 229960002377 dixanthogen Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- ZWWQICJTBOCQLA-UHFFFAOYSA-N o-propan-2-yl (propan-2-yloxycarbothioyldisulfanyl)methanethioate Chemical compound CC(C)OC(=S)SSC(=S)OC(C)C ZWWQICJTBOCQLA-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000001846 repelling effect Effects 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
- Professional, Industrial, Or Sporting Protective Garments (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、発泡ゴム材と布類
を接着する接着剤に関するものであり、特にウェットス
ーツを構成する発泡ゴム材と布類の接着に好適に用いら
れる接着剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an adhesive for bonding a foamed rubber material to a cloth, and more particularly to an adhesive suitably used for bonding a foamed rubber material constituting a wet suit to a cloth.
【0002】[0002]
【従来の技術】従来、ウェットスーツは、発泡ゴム材に
ポリクロロプレン(CR)溶剤系接着剤を塗布し、布類
を張り合わせることで得られる積層シートを、型どりし
て、成形や縫製を行い、つなぎ目をテーピングすること
等で作成されている。ところが、CR溶剤系接着剤に
は、トルエンや酢酸エチルやメチルエチルケトン等の有
機溶剤が用いられているため、接着剤塗工時に有機溶剤
が作業場で揮発し、作業員の安全衛生面、環境面で好ま
しくなく、有機溶剤の低減が望まれていた。2. Description of the Related Art Conventionally, a wet suit is formed by forming a laminated sheet obtained by applying a polychloroprene (CR) solvent-based adhesive to a foamed rubber material and laminating cloths, and then forming and sewing the sheet. It is created by taping joints. However, since organic solvents such as toluene, ethyl acetate, and methyl ethyl ketone are used for CR solvent-based adhesives, the organic solvents volatilize in the workplace during the application of the adhesive, resulting in safety and hygiene for workers and environmental protection. Undesirably, reduction of the organic solvent has been desired.
【0003】[0003]
【発明が解決しようとする課題】本発明は、前記の従来
技術を鑑みてなされたものであり、従来のCR溶剤系接
着剤を用いた場合のように安全衛生面、環境面での問題
がなく、従来のCR溶剤系接着剤によるものと同等以上
に強固に接着する接着剤及び接着構造体を提供すること
を目的としている。SUMMARY OF THE INVENTION The present invention has been made in view of the above-mentioned prior art, and has problems in health and safety and environment as in the case of using a conventional CR solvent-based adhesive. In addition, an object of the present invention is to provide an adhesive and an adhesive structure that are firmly bonded to a conventional CR solvent-based adhesive at least as strongly.
【0004】[0004]
【課題を解決するための手段】本発明者らは、上記の目
的を達成すべく、検討を重ねた結果、乳化剤としてロジ
ン酸アルカリ金属塩を使用し、クロロプレンと2,3−
ジクロロ−1,3−ブタジエンを乳化共重合させたポリ
クロロプレンラテックスと粘着付与樹脂を含有する主剤
と、水分散型イソシアネート化合物を含有する硬化剤を
組み合わせた2液型水系接着剤により上記の課題が解決
されることを見出し本発明を完成させた。本発明の接着
剤は、乳化剤としてロジン酸アルカリ金属塩を使用して
重合してなるクロロプレンと2,3−ジクロロ−1,3
−ブタジエンとの共重合体(以下単に本発明の共重合体
という場合がある)を主として含有するポリクロロプレ
ンラテックスと、粘着付与樹脂を、固形分換算で100
重量部対20〜100重量部の割合で含有する主剤と、
水分散型イソシアネート化合物を含有する硬化剤とを組
み合わせたことを特徴とする2液型水系接着剤である。
上記の2液型水系接着剤において、クロロプレンと2,
3−ジクロロ−1,3−ブタジエンとの共重合体のトル
エン不溶分が50〜99重量部であることが好ましい。Means for Solving the Problems The inventors of the present invention have conducted various studies in order to achieve the above object, and as a result, have used chloroprene and 2,3-
The above-mentioned problems have been solved by a two-pack water-based adhesive obtained by combining a polychloroprene latex obtained by emulsion-copolymerizing dichloro-1,3-butadiene, a main agent containing a tackifying resin, and a curing agent containing a water-dispersed isocyanate compound. The present invention has been found to be solved, and the present invention has been completed. The adhesive of the present invention comprises chloroprene polymerized by using an alkali metal rosin acid salt as an emulsifier and 2,3-dichloro-1,3.
A polychloroprene latex mainly containing a copolymer with butadiene (hereinafter sometimes simply referred to as the copolymer of the present invention) and a tackifying resin are mixed in a solid content of 100%;
A main agent contained in a ratio of 20 to 100 parts by weight to 20 parts by weight;
A two-pack type water-based adhesive characterized by being combined with a curing agent containing a water-dispersed isocyanate compound.
In the above two-part water-based adhesive, chloroprene and 2,2
The copolymer with 3-dichloro-1,3-butadiene preferably has a toluene-insoluble content of 50 to 99 parts by weight.
【0005】以下、本発明の内容を詳細に説明する。本
発明におけるポリクロロプレンラテックスとは、2−ク
ロロ−1,3−ブタジエン(以下クロロプレンと記す)
と2,3−ジクロロ−1,3−ブタジエンを、ロジン酸
アルカリ金属塩の存在下で乳化共重合させて得られたラ
テックスである。Hereinafter, the contents of the present invention will be described in detail. The polychloroprene latex in the present invention is 2-chloro-1,3-butadiene (hereinafter referred to as chloroprene).
And a latex obtained by emulsion copolymerization of 2,3-dichloro-1,3-butadiene and 2,3-dichloro-1,3-butadiene in the presence of an alkali metal salt of rosin acid.
【0006】2,3−ジクロロ−1,3−ブタジエンの
仕込み量は特に限定されないが、単量体の合計100重
量部のうち、2,3−ジクロロ−1,3−ブタジエンが
2〜30重量部であることが好ましい。2,3−ジクロ
ロ−1,3−ブタジエンを2重量部以上共重合させるこ
とで、重合体の結晶性を低くすることができ、ウェット
スーツに柔軟性と良好な着心地を与えることができる。
しかし、2,3−ジクロロ−1,3−ブタジエンの量が
30重量部よりも多くなると、むしろ結晶性が高くなっ
てしまい、接着剤層が硬くなるため、ウェットスーツの
柔軟性が失われる。必要であれば、2,3−ジクロロ−
1,3−ブタジエン以外のクロロプレンと共重合可能で
ある単量体を、共重合させても構わない。2,3−ジク
ロロ−1,3−ブタジエン以外のクロロプレンと共重合
可能な単量体としては、1−クロロ−1,3−ブタジエ
ン、ブタジエン、イソプレン、スチレン、アクリロニト
リル、アクリル酸及びアクリル酸エステル類、メタクリ
ル酸及びメタクリル酸エステル類等が挙げられる。The amount of 2,3-dichloro-1,3-butadiene to be charged is not particularly limited, but 2,3-dichloro-1,3-butadiene is 2 to 30% by weight of the total 100 parts by weight of the monomers. Part. By copolymerizing 2,3-dichloro-1,3-butadiene in an amount of 2 parts by weight or more, the crystallinity of the polymer can be lowered, and the wet suit can be given flexibility and good comfort.
However, when the amount of 2,3-dichloro-1,3-butadiene is more than 30 parts by weight, the crystallinity is rather increased, and the adhesive layer becomes hard, so that the flexibility of the wet suit is lost. If necessary, 2,3-dichloro-
A monomer copolymerizable with chloroprene other than 1,3-butadiene may be copolymerized. Examples of monomers copolymerizable with chloroprene other than 2,3-dichloro-1,3-butadiene include 1-chloro-1,3-butadiene, butadiene, isoprene, styrene, acrylonitrile, acrylic acid, and acrylic acid esters. , Methacrylic acid and methacrylic acid esters.
【0007】本発明におけるポリクロロプレンラテック
スの乳化重合に使用される乳化剤はロジン酸のアルカリ
金属塩であり、具体的には、ロジン酸ナトリウム塩、ロ
ジン酸カリウム塩などが挙げられる。The emulsifier used in the emulsion polymerization of the polychloroprene latex in the present invention is an alkali metal salt of rosin acid, and specific examples thereof include sodium rosinate and potassium rosinate.
【0008】本発明におけるポリクロロプレンラテック
スの乳化重合に使用されるロジン酸アルカリ金属塩の添
加量は、クロロプレン及び2,3−ジクロロ−1,3−
ブタジエンを必須単量体とする単量体混合物100重量
部に対して0.1〜10重量部が好ましい。0.1重量
部未満の場合には、乳化力が十分でなく、10重量部を
超えると接着剤の接着力が阻害されるおそれがある。In the present invention, the addition amount of the alkali metal rosin acid used for the emulsion polymerization of the polychloroprene latex is chloroprene and 2,3-dichloro-1,3-
The amount is preferably 0.1 to 10 parts by weight based on 100 parts by weight of a monomer mixture containing butadiene as an essential monomer. If the amount is less than 0.1 part by weight, the emulsifying power is not sufficient, and if it exceeds 10 parts by weight, the adhesive force of the adhesive may be impaired.
【0009】本発明の共重合体の重合方法は、特に限定
されるものではなく、重合温度、重合触媒、連鎖移動
剤、重合停止剤、最終重合率、脱モノマー、濃縮条件等
を適切に選定、制御することで、固形分濃度、トルエン
可溶部の分子量、トルエン不溶分(ゲル含有量)等を調
整することが可能である。The method for polymerizing the copolymer of the present invention is not particularly limited, and the polymerization temperature, polymerization catalyst, chain transfer agent, polymerization terminator, final polymerization rate, demonomerization, concentration conditions, etc. are appropriately selected. , It is possible to adjust the solid content concentration, the molecular weight of the toluene-soluble portion, the toluene-insoluble content (gel content), and the like.
【0010】本発明の共重合体の重合温度は特に限定さ
れるものではないが、重合反応を円滑に行うために、重
合温度を10〜50℃とすることが好ましい。重合触媒
は、過硫酸カリウム等の加硫酸塩、第3−ブチルヒドロ
パーオキサイド等の有機過酸化物等であり、特に限定さ
れるものではない。[0010] The polymerization temperature of the copolymer of the present invention is not particularly limited, but the polymerization temperature is preferably 10 to 50 ° C in order to smoothly carry out the polymerization reaction. The polymerization catalyst is a sulfated salt such as potassium persulfate, an organic peroxide such as tert-butyl hydroperoxide, or the like, and is not particularly limited.
【0011】本発明の共重合体の連鎖移動剤の種類は特
に限定されるものではなく、通常クロロプレンの乳化重
合に使用されるものが使用できるが、例えばn−ドデシ
ルメルカプタンやtert−ドデシルメルカプタン等の
長鎖アルキルメルカプタン類、ジイソプロピルキサント
ゲンジスルフィドやジエチルキサントゲンジスルフィド
等のジアルキルキサントゲンジスルフィド類、ヨードホ
ルム等の公知の連鎖移動剤を使用することができる。The type of the chain transfer agent of the copolymer of the present invention is not particularly limited, and those usually used for emulsion polymerization of chloroprene can be used. Examples thereof include n-dodecyl mercaptan and tert-dodecyl mercaptan. Long chain alkyl mercaptans, dialkyl xanthogen disulfides such as diisopropyl xanthogen disulfide and diethyl xanthogen disulfide, and known chain transfer agents such as iodoform can be used.
【0012】本発明の共重合体の重合停止剤(重合禁止
剤)は特に限定するものでなく、例えば、2,6−ター
シャリーブチル−4−メチルフェノール、フェノチアジ
ン、ヒドロキシアミン等が使用できる。The polymerization terminator (polymerization inhibitor) of the copolymer of the present invention is not particularly limited, and for example, 2,6-tert-butyl-4-methylphenol, phenothiazine, hydroxyamine and the like can be used.
【0013】本発明の共重合体の最終重合率は、特に限
定するものではなく、任意に調節することができ、未反
応のモノマーは脱モノマー操作によって除去されるが、
その方法は特に限定するものではない。本発明のポリク
ロロプレンラテックスは、濃縮あるいは、水等の添加で
希釈することで、固形分濃度を必要な濃度に制御するこ
とができる。濃縮の方法としては、減圧濃縮などがある
が、特に限定するものではない。接着剤の乾燥速度、及
び接着剤主剤の貯蔵安定性を考慮すると、ポリクロロプ
レンラテックスの固形分濃度は、50〜70重量%が好
ましい。[0013] The final polymerization rate of the copolymer of the present invention is not particularly limited and can be arbitrarily adjusted, and unreacted monomers are removed by a demonomerization operation.
The method is not particularly limited. The polychloroprene latex of the present invention can be controlled to a required solid concentration by concentrating or diluting by adding water or the like. Examples of the method for concentration include concentration under reduced pressure, but are not particularly limited. In consideration of the drying speed of the adhesive and the storage stability of the adhesive main agent, the solid concentration of the polychloroprene latex is preferably 50 to 70% by weight.
【0014】本発明におけるポリクロロプレンラテック
スは、共重合体のトルエン不溶分(ゲル含有量)が50
〜99重量%であれば、初期接着力と常態接着力のバラ
ンスに優れた接着剤とすることができる。トルエン不溶
分が50重量%より低い場合には接着剤の常態接着力が
不十分であり、99重量%を越える共重合体を得ること
は工業的に困難である。The polychloroprene latex in the present invention has a toluene insoluble content (gel content) of the copolymer of 50.
If it is -99% by weight, an adhesive excellent in balance between initial adhesive strength and normal adhesive strength can be obtained. When the toluene insoluble content is lower than 50% by weight, the normal adhesive strength of the adhesive is insufficient, and it is industrially difficult to obtain a copolymer exceeding 99% by weight.
【0015】本発明における粘着付与樹脂は特に限定さ
れるものではない。具体的には、ロジン樹脂、重合ロジ
ン樹脂、α−ピネン樹脂、β−ピネン樹脂、テルペンフ
ェノール樹脂、C5留分系石油樹脂、C9留分系石油樹
脂、C5/C9留分系石油樹脂、DCPD系石油樹脂、ア
ルキルフェノール樹脂、キシレン樹脂、クマロン樹脂、
クマロンインデン樹脂などが挙げられる。実際のウェッ
トスーツの接着工程では、100℃以上の加熱工程を備
えることが可能であるので、この場合には選定する樹脂
の軟化点温度は80〜160℃であることが好ましい。The tackifying resin in the present invention is not particularly limited. Specifically, rosin resin, polymerized rosin resin, α-pinene resin, β-pinene resin, terpene phenol resin, C 5 fraction petroleum resin, C 9 fraction petroleum resin, C 5 / C 9 fraction system Petroleum resin, DCPD petroleum resin, alkylphenol resin, xylene resin, cumarone resin,
Coumarone indene resin and the like. In the actual wet suit bonding step, a heating step of 100 ° C. or more can be provided. In this case, the softening point temperature of the selected resin is preferably 80 to 160 ° C.
【0016】粘着付与樹脂の添加方法は特に限定される
ものではないが、接着剤中に樹脂を均一に分散させるた
めに、水性エマルジョンとしてから添加することが好ま
しい。さらに粘着付与樹脂の水性エマルジョンの製法に
は、トルエン等の有機溶剤に溶解させたものを乳化剤を
用いて水中に乳化/分散させた後、有機溶剤を減圧しな
がら加熱して取り除く方法と、微粒子に粉砕して乳化/
分散させる方法などがあるが、より微粒子のエマルジョ
ンが作成できる前者が好ましい。The method of adding the tackifier resin is not particularly limited, but it is preferable to add the resin as an aqueous emulsion in order to uniformly disperse the resin in the adhesive. Further, a method for producing an aqueous emulsion of a tackifier resin includes a method of dissolving in an organic solvent such as toluene, emulsifying / dispersing in water using an emulsifier, and removing the organic solvent by heating under reduced pressure; And crushed to emulsify /
Although there is a method of dispersing, etc., the former capable of producing a fine particle emulsion is preferable.
【0017】粘着付与樹脂の添加量(固形分換算)は、
ポリクロロプレンラテックスを固形分で100重量部に
対して、20〜100重量部が好ましい。20重量部未
満では発泡ゴム材の表面に対する接着力が不十分であ
り、100重量部を越えると接着剤層が脆くなり接着不
良が起こりやすくなる。The amount of the tackifying resin (solid content)
The polychloroprene latex is preferably 20 to 100 parts by weight based on 100 parts by weight of the solid content. If the amount is less than 20 parts by weight, the adhesive strength to the surface of the foamed rubber material is insufficient, and if it exceeds 100 parts by weight, the adhesive layer becomes brittle and poor adhesion is likely to occur.
【0018】本発明における2液型水系接着剤の主剤
は、ポリクロロプレンラテックスと粘着付与樹脂を必須
成分とするが、要求性能に合わせて、金属酸化物、増粘
剤、充填剤、紫外線吸収剤、酸化防止剤、造膜助剤、可
塑剤、加硫剤、加硫促進剤、消泡剤等を任意に添加する
ことができる。主剤の貯蔵安定性を長くするためには、
金属酸化物を添加すればよく、具体的には、酸化亜鉛、
酸化マグネシウム等が挙げられる。金属酸化物は、ポリ
クロロプレン重合体の脱塩酸反応によるpHの低下を抑
制することができる。主剤の粘度を調節する場合には、
増粘剤を添加すれば良く、具体的な増粘剤としては、ポ
リアクリル酸ナトリウム、会合型ポリウレタンエマルジ
ョン、アルカリ膨潤型アクリルエマルジョン等が挙げら
れる。また、製品コストを下げるためには、主剤に充填
剤を添加することが有効であり、具体的な充填剤として
は、炭酸カルシウム、酸化チタン、合成シリカ等が挙げ
られる。The main components of the two-part water-based adhesive of the present invention comprise polychloroprene latex and a tackifying resin as essential components, but according to the required performance, a metal oxide, a thickener, a filler, and an ultraviolet absorber , An antioxidant, a film forming aid, a plasticizer, a vulcanizing agent, a vulcanization accelerator, an antifoaming agent and the like can be optionally added. In order to extend the storage stability of the main ingredient,
What is necessary is just to add a metal oxide, specifically, zinc oxide,
Magnesium oxide and the like. The metal oxide can suppress a decrease in pH due to a dehydrochlorination reaction of the polychloroprene polymer. When adjusting the viscosity of the main ingredient,
A thickener may be added. Specific examples of the thickener include sodium polyacrylate, associative polyurethane emulsion, and alkali-swellable acrylic emulsion. In order to reduce product cost, it is effective to add a filler to the base material, and specific fillers include calcium carbonate, titanium oxide, and synthetic silica.
【0019】本発明の硬化剤成分である水分散型イソシ
アネート化合物とは、脂肪族及び/または脂環族ジイソ
シアネートから得られる、分子内にビュウレット、イソ
シアヌレート、ウレタン、ウレトジオン、アロファネー
ト等の構造を有するポリイソシアネートポリマーに親水
基を導入したものである。つまり、水中に添加・攪拌す
ると、水中で微粒子として分散することが可能な自己乳
化型イソシアネート化合物である。脂肪族及び/または
脂環族イソシアネートとしては、例えば、テトラメチレ
ンジイソシアネート、ペンタメチレンジイソシアネー
ト、ヘキサメチレンジイソシアネート(HDI)、トリ
メチルヘキサメチレンジイソシアネート、リジンジイソ
シアネート(LDI)、イソホロンジイソシアネート
(IPDI)、水添キシリレンジイソシアネート(水添
XDI)、トリレンジイソシアネート(TDI)、4,
4’−ジフェニルメタンジイソシアネート(MDI)、
重合MDI、キシリレンジイソシアネート(XDI)、
ナフチレンジイソシアネート(NDI)、パラフェニレ
ンジイソシアネート(PPDI)、テトラメチルキシリ
レンジイソシアネート(TMXDI)、ジシクロヘキシ
ルメタンジイソシアネート(HMDI)、イソプロピリ
デンビス(4−シクロヘキシルイソシアネート)(IP
C)、シクロヘキシルジイソシアネート(CHPI)、
トリジンジイソシアネート(TODI)等が挙げられ
る。中でも、HDI、MDI、IPDI、水添XDI
は、工業的に入手し易く良好である。本発明における硬
化剤としての効果は、原料化合物よりもむしろ、JIS
K−7301で規定される方法によって算出したイソ
シアネート基含有率によって左右される。良好な接着力
を得るためには、使用する水分散型イソシアネート化合
物のイソシアネート基含有率が、17〜25重量%であ
ることが好ましい。The water-dispersible isocyanate compound which is a curing agent component of the present invention has a structure such as buret, isocyanurate, urethane, uretdione, allophanate, etc. in a molecule obtained from an aliphatic and / or alicyclic diisocyanate. It is obtained by introducing a hydrophilic group into a polyisocyanate polymer. That is, it is a self-emulsifying isocyanate compound that can be dispersed as fine particles in water when added and stirred in water. Examples of the aliphatic and / or alicyclic isocyanate include tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate (HDI), trimethylhexamethylene diisocyanate, lysine diisocyanate (LDI), isophorone diisocyanate (IPDI), and hydrogenated xylylene diisocyanate. Isocyanate (hydrogenated XDI), tolylene diisocyanate (TDI), 4,
4'-diphenylmethane diisocyanate (MDI),
Polymerized MDI, xylylene diisocyanate (XDI),
Naphthylene diisocyanate (NDI), paraphenylene diisocyanate (PPDI), tetramethylxylylene diisocyanate (TMXDI), dicyclohexylmethane diisocyanate (HMDI), isopropylidene bis (4-cyclohexyl isocyanate) (IP
C), cyclohexyl diisocyanate (CHPI),
Trizine diisocyanate (TODI) and the like. Among them, HDI, MDI, IPDI, hydrogenated XDI
Is easily available industrially and is good. The effect as a curing agent in the present invention is based on JIS rather than a raw material compound.
It depends on the isocyanate group content calculated by the method specified in K-7301. In order to obtain good adhesive strength, the water-dispersed isocyanate compound used preferably has an isocyanate group content of 17 to 25% by weight.
【0020】本発明の2液型水系接着剤の硬化剤は、水
分散型イソシアネート化合物を必須成分とするが、これ
以外のものとして、水分散型イソシアネート化合物を溶
解させることができる水や有機溶剤等を含むことができ
る。しかし、イソシアネート基は水とも反応するため、
硬化剤の粘度を調節する必要性がなければ、水分散型イ
ソシアネート化合物単独を硬化剤として用いることが好
ましい。The curing agent for the two-part water-based adhesive of the present invention comprises a water-dispersible isocyanate compound as an essential component, but may be any other water or organic solvent capable of dissolving the water-dispersible isocyanate compound. Etc. can be included. However, isocyanate groups also react with water,
If it is not necessary to adjust the viscosity of the curing agent, it is preferable to use a water-dispersed isocyanate compound alone as the curing agent.
【0021】主剤と硬化剤の混合比は、主剤中のポリク
ロロプレンラテックスを固形分で100重量部に対し
て、硬化剤中の水分散型イソシアネート化合物が固形分
で0.5〜15重量部となるように混合することが好ま
しい。0.5重量部未満では、接着力が不足し、また1
5重量部よりも多く添加すれば、接着剤層の硬度が高く
なりウェットスーツに仕立てた際の伸縮性が阻害される
場合がある。接着剤の粘度は、塗布方法及び塗布装置の
仕様にあわせて調節すれば良いが、主剤と硬化剤を混合
した後の粘度が、1000〜12000[mP・s]
(B型粘度計,25℃,30rpm)であることが好ま
しい。粘度が1000[mPa・s]未満では、発泡ゴ
ム材の表面でのはじきが問題となる場合があり、120
00[mP・s]よりも高いと均一な塗布が困難にな
る。The mixing ratio of the main agent and the curing agent is such that the polychloroprene latex in the main agent is 100 parts by weight in solid content and the water-dispersible isocyanate compound in the curing agent is 0.5 to 15 parts by weight in solid content. It is preferable to mix them. If the amount is less than 0.5 parts by weight, the adhesive strength is insufficient, and
If more than 5 parts by weight is added, the hardness of the adhesive layer is increased, and the elasticity when tailoring into a wet suit may be hindered. The viscosity of the adhesive may be adjusted according to the specifications of the coating method and the coating apparatus, but the viscosity after mixing the main agent and the curing agent is 1000 to 12000 [mP · s].
(B-type viscometer, 25 ° C., 30 rpm). If the viscosity is less than 1000 [mPa · s], repelling on the surface of the foamed rubber material may become a problem,
If it is higher than 00 [mP · s], uniform application becomes difficult.
【0022】本発明の接着剤の用途は、発泡ゴム材と布
類の接着であり、特にウェットスーツの構成素材である
発泡ゴム材と布類の接着に好適に用いられる。発泡ゴム
材とは、ウェットスーツに一般的に使用される天然また
は合成の発泡されたゴム材料であり、伸縮性を有するも
のである。具体的には、ポリクロロプレン或いはクロロ
スルホン化ポリエチレン等の独立気泡を有するものであ
る。特に、発泡ポリクロロプレンが被着体の場合には最
も優れた接着力を示すことができる。もう一方の被着材
である布類とは、織物、編物または不織布であるが、伸
縮性を有する織物または編物が好ましく、ツーウェイト
リコット(縦、横の両方にストレッチ性を有する)の織
編物であることがより好ましい。具体的には、ナイロン
ジャージまたはポリエステルジャージなどが挙げられる
が、特に、ウェットスーツにおいて最も一般的に使われ
ているナイロンジャージに対して、良好な接着力を示す
ことができる。The adhesive of the present invention is used for bonding a foamed rubber material to a cloth, and is particularly suitably used for bonding a foamed rubber material, which is a constituent material of a wet suit, to a cloth. The foamed rubber material is a natural or synthetic foamed rubber material generally used for wet suits, and has elasticity. Specifically, it has closed cells such as polychloroprene or chlorosulfonated polyethylene. In particular, when foamed polychloroprene is the adherend, the most excellent adhesive strength can be exhibited. The cloth as the other adherend is a woven fabric, a knitted fabric or a non-woven fabric, but is preferably a stretchable woven fabric or a knitted fabric, and is a woven or knitted fabric of a two-way tricot (having a stretch property in both length and width). More preferably, there is. Specific examples include a nylon jersey and a polyester jersey. Particularly, it can exhibit good adhesive strength to a nylon jersey most commonly used in a wet suit.
【0023】本発明の接着剤の使用方法は特に限定され
ないが、主剤と硬化剤を混合した後、発泡ゴム材の表面
に塗布し、直ちに、すなわち接着剤が乾燥する前に、布
類を重ねて接着する方法が最も適している。接着剤が乾
燥する前の状態とは、接着剤層の水分が8割減少するま
での間、つまり主剤と硬化剤を混合した時点での接着剤
中の水分を100%としたときに、これが20%になる
までの間をさし、この間に布類を重ねることとする。さ
らに、布類を重ねた後に、60〜150℃の加熱の後ま
たは加熱と同時にプレスを行うことが好ましく、そうす
れば張り合わせた直後から高い接着力が得られる。直ち
に布類を重ねて接着する方法が適している理由は、接着
剤がウェット状態の時に布類を重ねることで、布類に対
する投錨効果を得ることができるためであり、接着剤が
ドライ状態の時に布類を重ねる方法よりも良好な接着力
を得ることができる。接着剤の塗布方法及び塗布装置も
特に限定されない。具体的にはカーテンフローコーター
法、バーコーター法、ロールコーター法等が挙げられ、
さらにロールコーター法にはグラビアロールコーター
法、リバースグラビアロールコーター法等が挙げられ
る。この中では、接着剤をより均一に塗布することが可
能であるロールコーター法が好ましい。接着剤の塗布量
は特に限定されないが、接着剤が布類からしみ出さない
程度に制御する必要があり、20〜200g/m2(ウ
ェット)が好ましい。The method of using the adhesive of the present invention is not particularly limited. However, after mixing the main agent and the curing agent, the mixture is applied to the surface of the foamed rubber material, and immediately, that is, before the adhesive is dried, the cloths are stacked. The most suitable is the method of bonding. The state before the adhesive is dried means that the moisture in the adhesive layer is reduced by 80%, that is, when the moisture in the adhesive at the time of mixing the main agent and the curing agent is 100%, It means the time until it reaches 20%, during which the cloths are stacked. Further, it is preferable to press after heating or at the same time as heating at 60 to 150 ° C. after laminating the cloths, so that a high adhesive strength can be obtained immediately after lamination. The reason why the method of immediately applying and bonding the cloths is suitable is that the adhesive is applied to the cloths by applying the cloths when the adhesive is in a wet state. Occasionally, better adhesion can be obtained than with the method of stacking cloths. The method and apparatus for applying the adhesive are not particularly limited. Specific examples include a curtain flow coater method, a bar coater method, a roll coater method, and the like.
Further, examples of the roll coater method include a gravure roll coater method and a reverse gravure roll coater method. Among these, a roll coater method that can apply the adhesive more uniformly is preferable. The application amount of the adhesive is not particularly limited, but it is necessary to control the adhesive so that the adhesive does not exude from the cloth, and preferably 20 to 200 g / m 2 (wet).
【0024】[0024]
【実施例】以下、実施例により本発明を説明するが、こ
れらの実施例は本発明を限定するものではない。EXAMPLES The present invention will be described below with reference to examples, but these examples do not limit the present invention.
【0025】[実験例1]内容積3リットルの反応器を
用いて、窒素雰囲気中で、水85重量部、酸価160の
ロジン酸のナトリウム塩5重量部、水酸化カリウム0.
8重量部、ホルムアルデヒドナフタレンスルホン酸縮合
物のナトリウム塩0.3重量部、亜硫酸水素ナトリウム
を0.3重量部仕込み、溶解後、攪拌しながらクロロプ
レン単量体92重量部、2,3−ジクロロ−1,3−ブ
タジエン8重量部、n−ドデシルメルカプタン0.03
重量部を加えた。過硫酸カリウム0.1重量部を開始剤
として用い、窒素雰囲気下40℃で重合し、最終重合率
が90%に達したところでフェノチアジンの乳濁液を加
えて重合を停止した。減圧下で未反応単量体を除去し、
ポリクロロプレンラテックスを得た。次に、このラテッ
クスを減圧加温により濃縮し、固形分を60重量%にな
るように調製した。このポリクロロプレンラテックスの
固形分、重合体のゲル含有量は以下の方法で測定したと
ころ、固形分が60重量%、ゲル含有量が92重量%で
あった。EXPERIMENTAL EXAMPLE 1 In a nitrogen atmosphere, 85 parts by weight of water, 5 parts by weight of sodium salt of rosin acid having an acid value of 160, and 0.1 part of potassium hydroxide were prepared in a 3 liter reactor in a nitrogen atmosphere.
8 parts by weight, 0.3 part by weight of a sodium salt of formaldehyde naphthalene sulfonic acid condensate, 0.3 part by weight of sodium bisulfite were charged, and after dissolution, 92 parts by weight of a chloroprene monomer and 2,3-dichloro- 8 parts by weight of 1,3-butadiene, 0.03 of n-dodecyl mercaptan
Parts by weight were added. Using 0.1 part by weight of potassium persulfate as an initiator, polymerization was carried out at 40 ° C. under a nitrogen atmosphere, and when the final polymerization rate reached 90%, an emulsion of phenothiazine was added to terminate the polymerization. Remove unreacted monomers under reduced pressure,
A polychloroprene latex was obtained. Next, this latex was concentrated by heating under reduced pressure to prepare a solid content of 60% by weight. The solid content of this polychloroprene latex and the gel content of the polymer were measured by the following methods. The solid content was 60% by weight and the gel content was 92% by weight.
【0026】[固形分濃度]アルミ皿だけを秤量してA
とした。ラテックス試料を2mlいれたアルミ皿を秤量
しBとした。ラテックス試料を入れたアルミ皿を110
℃雰囲気下で2時間乾燥させた後、秤量しCとした。固
形分濃度(%)は下式により求めた。 固形分濃度={(C−A)/(B−A)}×100 [トルエン不溶分(ゲル含有量)測定]ラテックス試料を
凍結乾燥し秤量してAとした。23℃で20時間、トル
エンで溶解(0.6重量%に調整)し、遠心分離機を使
用し、更に200メッシュの金網を用いてゲルを分離し
た。ゲル分を風乾燥後110℃雰囲気下で、1時間乾燥
し、秤量してBとした。ゲル含有量(重量%)は下式に
従って算出した。 ゲル含有量=(B/A)×100[Solid Content Concentration]
And An aluminum dish containing 2 ml of the latex sample was weighed and designated B. Place the aluminum dish containing the latex sample in 110
After drying in an atmosphere at a temperature of 2 ° C. for 2 hours, it was weighed to obtain C. The solid concentration (%) was determined by the following equation. Solid content concentration = {(CA) / (BA)} × 100 [Measurement of toluene-insoluble matter (gel content)] A latex sample was freeze-dried and weighed to obtain A. After dissolving with toluene (adjusted to 0.6% by weight) at 23 ° C. for 20 hours, the gel was separated using a centrifuge and further using a 200-mesh wire mesh. The gel was air-dried and then dried for 1 hour in a 110 ° C. atmosphere. The gel content (% by weight) was calculated according to the following equation. Gel content = (B / A) × 100
【0027】[実施例1]実験例1で得られたラテック
スを固形分で100重量部に対して、軟化点150℃の
テルペンフェノール樹脂系粘着付与樹脂(タマノルE−
100/荒川化学工業株式会社製)を45重量部(固形
分換算)、ポリアクリル酸ナトリウム系増粘剤(アロン
A−20L/東亞合成株式会社製)を2重量部(固形分
換算)、酸化亜鉛(亜鉛華2種/堺化学工業株式会社
製)を3重量部配合し、主剤とした。硬化剤は、イソシ
アネート基含有率が18.6重量%の水分散型イソシア
ネート化合物(タケネートWD−730/武田薬品工
業)を単独で、主剤のポリクロロプレンラテックスが固
形分で100重量部に対して水分散型イソシアネート化
合物が3重量部になるように、主剤と混合して使用し
た。この2液型水系接着剤を、接着剤Aとする。Example 1 A terpene phenol resin-based tackifying resin having a softening point of 150 ° C. (Tamanol E-based) was used based on 100 parts by weight of the solid content of the latex obtained in Experimental Example 1.
100 / Arakawa Chemical Industries, Ltd.) 45 parts by weight (solid content conversion), sodium polyacrylate thickener (Aron A-20L / Toagosei Co., Ltd.) 2 parts by weight (solid content conversion), oxidation 3 parts by weight of zinc (2 types of zinc white / manufactured by Sakai Chemical Industry Co., Ltd.) was blended and used as a main ingredient. As the curing agent, a water-dispersible isocyanate compound having an isocyanate group content of 18.6% by weight (Takenate WD-730 / Takeda Pharmaceutical Co., Ltd.) alone is used. The dispersion type isocyanate compound was used by mixing with the main ingredient so that the content of the dispersion type is 3 parts by weight. This two-part water-based adhesive is referred to as an adhesive A.
【0028】主剤と硬化剤を混合した接着剤を、発泡ポ
リクロロプレン(厚さ3mm)に80g/m2塗布した
後、直ちにナイロンジャージ布を重ね、110℃に加熱
されたプレス装置で1分間圧着した。この接着方法を接
着法Aとする。After applying an adhesive obtained by mixing a main agent and a curing agent to foamed polychloroprene (thickness: 3 mm) at 80 g / m 2 , immediately overlay a nylon jersey cloth and press-bond for 1 minute by a press machine heated to 110 ° C. did. This bonding method is referred to as bonding method A.
【0029】接着方法Aによって得られた試験片(糊代
部のサイズは幅2cm×長さ7cm)について、以下の
接着力評価試験をおこなった。 [初期接着力評価試験]圧着してから10分後に引張試
験機で引張速度200mm/minで180°剥離強度
を測定した。 [常態接着力評価試験]圧着してから7日後に引張試験
機で引張速度200mm/minで180°剥離強度を
測定した。 [耐水接着力評価試験]圧着してから1日後に、水に7
日間漬けた後、引張試験機で引張速度200mm/mi
nで180°剥離強度を測定した。With respect to the test piece obtained by the bonding method A (the size of the margin portion is 2 cm wide × 7 cm long), the following adhesive strength evaluation test was performed. [Initial Adhesive Strength Evaluation Test] Ten minutes after pressure bonding, a 180 ° peel strength was measured with a tensile tester at a tensile speed of 200 mm / min. [Normal adhesive strength evaluation test] Seven days after pressure bonding, a 180 ° peel strength was measured at a tensile speed of 200 mm / min using a tensile tester. [Water resistance adhesive strength evaluation test] One day after pressing, 7
After soaking for days, pulling speed 200mm / mi with tensile tester
The 180 ° peel strength was measured at n.
【0030】[実施例2]実施例1のポリクロロプレン
ラテックスを固形分で100重量部に対して、軟化点1
30℃の重合ロジン変性ペンタエステル系粘着付与樹脂
(ハリエスターSK−130D/ハリマ化成株式会社
製)を40重量部(固形分換算)、ポリアクリル酸ナト
リウム系増粘剤(アロンA−20L/東亞合成株式会社
製)を2重量部(固形分換算)、酸化亜鉛(亜鉛華2種
/堺化学工業株式会社製)を3重量部配合し、主剤とし
た。硬化剤は、イソシアネート基含有率が18.6重量
%の水分散型イソシアネート化合物(タケネートWD−
730/武田薬品工業)を単独で、主剤のポリクロロプ
レンラテックスが固形分で100重量部に対して水分散
型イソシアネート化合物が3重量部になるように、主剤
と混合して使用した。この2液型水系接着剤を、接着剤
Bとする。主剤と硬化剤を混合した接着剤Bを用いて、
実施例1の接着法Aと同じ方法によって、発泡ポリクロ
ロプレンとナイロンジャージ布を接着し、試験片を作成
し、実施例1と同様の接着力評価試験をおこなった。Example 2 The polychloroprene latex of Example 1 was used with a softening point of 1 based on 100 parts by weight of solids.
40 parts by weight (in terms of solid content) of a polymerized rosin-modified pentaester-based tackifying resin (Hariester SK-130D / Harima Kasei Co., Ltd.) at 30 ° C, a sodium polyacrylate-based thickener (Alon A-20L / Toa) 2 parts by weight (manufactured by Gosei Co., Ltd.) (in terms of solid content) and 3 parts by weight of zinc oxide (2 types of zinc white / manufactured by Sakai Chemical Industry Co., Ltd.) were used as the main ingredients. The curing agent is a water-dispersed isocyanate compound having an isocyanate group content of 18.6% by weight (takenate WD-
730 / Takeda Pharmaceutical) was used alone and mixed with the main component so that the polydisperse isocyanate compound was 3 parts by weight per 100 parts by weight of the solid polychloroprene latex. This two-component aqueous adhesive is referred to as adhesive B. Using adhesive B mixed with main agent and curing agent,
A test piece was prepared by bonding the foamed polychloroprene to the nylon jersey cloth by the same method as the bonding method A of Example 1, and the same adhesive strength evaluation test as in Example 1 was performed.
【0031】[実施例3]実施例1のポリクロロプレン
ラテックスを固形分で100重量部に対して、軟化点8
5℃のα−メチルスチレン重合体系粘着付与樹脂(タコ
リン5001/理化ハーキュレス株式会社製)を45重
量部(固形分換算)、ポリアクリル酸ナトリウム系増粘
剤(アロンA−20L/東亞合成株式会社製)を2重量
部(固形分換算)、酸化亜鉛(亜鉛華2種/堺化学工業
株式会社製)を3重量部配合し、主剤とした。硬化剤
は、イソシアネート基含有率が18.6重量%の水分散
型イソシアネート化合物(タケネートWD−730/武
田薬品工業)を単独で、主剤のポリクロロプレンラテッ
クスが固形分で100重量部に対して水分散型イソシア
ネート化合物が3重量部になるように、主剤と混合して
使用した。この2液型水系接着剤を、接着剤Cとする。
主剤と硬化剤を混合した接着剤Cを用いて、実施例1の
接着法Aと同じ方法によって、発泡ポリクロロプレンと
ナイロンジャージ布を接着し、試験片を作成し、実施例
1と同様の接着力評価試験をおこなった。Example 3 The polychloroprene latex of Example 1 was used with a softening point of 8 based on 100 parts by weight of solid content.
45 ° C. (solid content) of an α-methylstyrene polymer-based tackifier resin (Tacoline 5001 / Rika Hercules Co., Ltd.) at 5 ° C., a sodium polyacrylate thickener (Alon A-20L / Toagosei Co., Ltd.) 2 parts by weight (solid content) and 3 parts by weight of zinc oxide (two types of zinc white / manufactured by Sakai Chemical Industry Co., Ltd.) were used as the main ingredients. As the curing agent, a water-dispersible isocyanate compound having an isocyanate group content of 18.6% by weight (Takenate WD-730 / Takeda Pharmaceutical Co., Ltd.) alone is used. The dispersion type isocyanate compound was used by mixing with the main ingredient so that the content of the dispersion type is 3 parts by weight. This two-part water-based adhesive is referred to as an adhesive C.
Using a bonding agent C obtained by mixing a main agent and a curing agent, a foamed polychloroprene and a nylon jersey cloth were bonded by the same method as in the bonding method A of Example 1, a test piece was prepared, and the same bonding as in Example 1 was performed. A force evaluation test was performed.
【0032】[比較例1]デンカクロロプレンA−90
(ポリクロロプレンゴム、電気化学工業株式会社製)1
00重量部、トルエン460重量部、メチルエチルケト
ン115重量部、メタクリル酸メチル90重量部、ベン
ゾイルパーオキサイド0.5重量部の組成比で、メタク
リル酸メチルのグラフト反応をおこないCR溶剤系接着
剤を作成した。重合停止剤として、2,6−t−ブチル
−4−メチルフェノールを使用し、メタクリル酸メチル
の転化率を約30%に制御した。この溶剤系接着剤を接
着剤Dとする。接着剤Dを用いて、実施例1の接着法A
と同じ方法によって、発泡ポリクロロプレンとナイロン
ジャージ布を接着し、試験片を作成し、実施例1と同様
の接着力評価試験をおこなった。Comparative Example 1 Denkachloroprene A-90
(Polychloroprene rubber, manufactured by Denki Kagaku Kogyo Co., Ltd.) 1
With a composition ratio of 00 parts by weight, 460 parts by weight of toluene, 115 parts by weight of methyl ethyl ketone, 90 parts by weight of methyl methacrylate, and 0.5 part by weight of benzoyl peroxide, a graft reaction of methyl methacrylate was performed to prepare a CR solvent-based adhesive. . 2,6-t-butyl-4-methylphenol was used as a polymerization terminator, and the conversion of methyl methacrylate was controlled to about 30%. This solvent-based adhesive is referred to as an adhesive D. Bonding method A of Example 1 using adhesive D
In the same manner as in Example 1, the foamed polychloroprene and the nylon jersey cloth were bonded to prepare a test piece, and the same adhesive strength evaluation test as in Example 1 was performed.
【0033】実施例1〜3、比較例1の得られたラテッ
クス組成物の評価結果を表1に示した。Table 1 shows the evaluation results of the latex compositions obtained in Examples 1 to 3 and Comparative Example 1.
【0034】[0034]
【表1】 [Table 1]
【0035】[0035]
【発明の効果】表1より明らかな如く、本発明の2液型
水系接着剤(実施例1〜3)は、従来のCR溶剤系接着
剤(比較例1)と同等以上に高い接着力を示す。As is evident from Table 1, the two-part water-based adhesive of the present invention (Examples 1 to 3) has an adhesive strength higher than or equal to that of the conventional CR solvent-based adhesive (Comparative Example 1). Show.
Claims (3)
使用して重合してなるクロロプレンと2,3−ジクロロ
−1,3−ブタジエンとの共重合体を主として含有する
ポリクロロプレンラテックスと、粘着付与樹脂を、固形
分換算で100重量部対20〜100重量部の割合で含
有する主剤と、水分散型イソシアネート化合物を含有す
る硬化剤とを組み合わせたことを特徴とする2液型水系
接着剤。1. A polychloroprene latex mainly containing a copolymer of chloroprene and 2,3-dichloro-1,3-butadiene obtained by polymerization using an alkali metal rosinate as an emulsifier, and a tackifying resin. A two-component water-based adhesive, which comprises a combination of a main agent containing 100 parts by weight to 20 to 100 parts by weight in terms of solid content and a curing agent containing a water-dispersed isocyanate compound.
3−ブタジエンとの共重合体のトルエン不溶分が50〜
99重量%であることを特徴とする請求項1記載の2液
型水系接着剤。2. Chloroprene and 2,3-dichloro-1,2
The toluene insoluble content of the copolymer with 3-butadiene is 50 to
2. The two-part water-based adhesive according to claim 1, wherein the amount is 99% by weight.
発泡ゴム材と布類を接着してなることを特徴とするウェ
ットスーツ。3. A wet suit comprising a foamed rubber material and a cloth bonded to each other using the adhesive according to claim 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26800099A JP2001089737A (en) | 1999-09-22 | 1999-09-22 | Aqueous adhesive |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26800099A JP2001089737A (en) | 1999-09-22 | 1999-09-22 | Aqueous adhesive |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2001089737A true JP2001089737A (en) | 2001-04-03 |
Family
ID=17452530
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP26800099A Pending JP2001089737A (en) | 1999-09-22 | 1999-09-22 | Aqueous adhesive |
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JP (1) | JP2001089737A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003027024A (en) * | 2001-07-17 | 2003-01-29 | Tosoh Corp | Chloroprene rubber latex adhesive composition for bonding sponge to jersey |
JP2004002578A (en) * | 2002-06-03 | 2004-01-08 | Denki Kagaku Kogyo Kk | Water-based primer and bonding method |
WO2013114461A1 (en) | 2012-02-02 | 2013-08-08 | 三菱電機株式会社 | Air-conditioning unit and air-conditioning unit for railway vehicle |
JP5904942B2 (en) * | 2010-08-06 | 2016-04-20 | デンカ株式会社 | Polychloroprene latex, rubber asphalt composition and its construction method, sheet and waterproof coating |
-
1999
- 1999-09-22 JP JP26800099A patent/JP2001089737A/en active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003027024A (en) * | 2001-07-17 | 2003-01-29 | Tosoh Corp | Chloroprene rubber latex adhesive composition for bonding sponge to jersey |
JP2004002578A (en) * | 2002-06-03 | 2004-01-08 | Denki Kagaku Kogyo Kk | Water-based primer and bonding method |
JP5904942B2 (en) * | 2010-08-06 | 2016-04-20 | デンカ株式会社 | Polychloroprene latex, rubber asphalt composition and its construction method, sheet and waterproof coating |
WO2013114461A1 (en) | 2012-02-02 | 2013-08-08 | 三菱電機株式会社 | Air-conditioning unit and air-conditioning unit for railway vehicle |
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