CN108603084A - Sticker and adhesive sheet - Google Patents
Sticker and adhesive sheet Download PDFInfo
- Publication number
- CN108603084A CN108603084A CN201780008321.8A CN201780008321A CN108603084A CN 108603084 A CN108603084 A CN 108603084A CN 201780008321 A CN201780008321 A CN 201780008321A CN 108603084 A CN108603084 A CN 108603084A
- Authority
- CN
- China
- Prior art keywords
- weight
- sticker
- acrylic acid
- methyl
- compound
- 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
Links
- 239000000853 adhesive Substances 0.000 title claims abstract description 24
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 24
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 61
- 239000000178 monomer Substances 0.000 claims abstract description 51
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims abstract description 41
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 33
- 229920005989 resin Polymers 0.000 claims abstract description 32
- 239000011347 resin Substances 0.000 claims abstract description 32
- 229920000642 polymer Polymers 0.000 claims abstract description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000013522 chelant Substances 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 238000012546 transfer Methods 0.000 claims abstract description 17
- 239000003960 organic solvent Substances 0.000 claims abstract description 13
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229920000098 polyolefin Polymers 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000006185 dispersion Substances 0.000 claims 1
- -1 ethylhexyl Chemical group 0.000 abstract description 45
- 238000012216 screening Methods 0.000 abstract description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical class COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 13
- 230000002378 acidificating effect Effects 0.000 abstract description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 42
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 24
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 23
- 239000000243 solution Substances 0.000 description 22
- 235000019441 ethanol Nutrition 0.000 description 21
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 150000002148 esters Chemical class 0.000 description 18
- 239000004743 Polypropylene Substances 0.000 description 16
- 239000002904 solvent Substances 0.000 description 15
- 238000000034 method Methods 0.000 description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
- 229920001155 polypropylene Polymers 0.000 description 14
- 238000000576 coating method Methods 0.000 description 13
- 239000000523 sample Substances 0.000 description 12
- 239000002253 acid Substances 0.000 description 11
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 239000000123 paper Substances 0.000 description 9
- 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 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 8
- 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 8
- 239000011248 coating agent Substances 0.000 description 8
- 239000010687 lubricating oil Substances 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 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 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 125000005442 diisocyanate group Chemical group 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- 239000004411 aluminium Substances 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 230000009194 climbing Effects 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 6
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 5
- 229920001083 polybutene Polymers 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 239000005062 Polybutadiene Substances 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000003446 ligand Substances 0.000 description 4
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 229920002857 polybutadiene Polymers 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 238000002788 crimping Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 3
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 239000005056 polyisocyanate Substances 0.000 description 3
- 229920001228 polyisocyanate Polymers 0.000 description 3
- 229920001195 polyisoprene Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HBGPNLPABVUVKZ-POTXQNELSA-N (1r,3as,4s,5ar,5br,7r,7ar,11ar,11br,13as,13br)-4,7-dihydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1h-cyclopenta[a]chrysen-9-one Chemical compound C([C@@]12C)CC(=O)C(C)(C)[C@@H]1[C@H](O)C[C@]([C@]1(C)C[C@@H]3O)(C)[C@@H]2CC[C@H]1[C@@H]1[C@]3(C)CC[C@H]1C(=C)C HBGPNLPABVUVKZ-POTXQNELSA-N 0.000 description 2
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- PFRGGOIBYLYVKM-UHFFFAOYSA-N 15alpha-hydroxylup-20(29)-en-3-one Natural products CC(=C)C1CCC2(C)CC(O)C3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 PFRGGOIBYLYVKM-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical class C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SOKRNBGSNZXYIO-UHFFFAOYSA-N Resinone Natural products CC(=C)C1CCC2(C)C(O)CC3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C12 SOKRNBGSNZXYIO-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- IAXXETNIOYFMLW-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) 2-methylprop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C(=C)C)CC1C2(C)C IAXXETNIOYFMLW-UHFFFAOYSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- GCYUJISWSVALJD-UHFFFAOYSA-N 1,1-diethylcyclohexane Chemical compound CCC1(CC)CCCCC1 GCYUJISWSVALJD-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 1
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- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical compound C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- QJAOYSPHSNGHNC-UHFFFAOYSA-N octadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCCCS QJAOYSPHSNGHNC-UHFFFAOYSA-N 0.000 description 1
- LWNSNYBMYBWJDN-UHFFFAOYSA-N octyl 3-sulfanylpropanoate Chemical class CCCCCCCCOC(=O)CCS LWNSNYBMYBWJDN-UHFFFAOYSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 238000000643 oven drying Methods 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- GVIIRWAJDFKJMJ-UHFFFAOYSA-N propan-2-yl 3-oxobutanoate Chemical compound CC(C)OC(=O)CC(C)=O GVIIRWAJDFKJMJ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229940014903 tadenan Drugs 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- JKUYRAMKJLMYLO-UHFFFAOYSA-N tert-butyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OC(C)(C)C JKUYRAMKJLMYLO-UHFFFAOYSA-N 0.000 description 1
- NJRXVEJTAYWCQJ-UHFFFAOYSA-N thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- HTSABYAWKQAHBT-UHFFFAOYSA-N trans 3-methylcyclohexanol Natural products CC1CCCC(O)C1 HTSABYAWKQAHBT-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
Abstract
The purpose of the present invention is to provide a kind of stickers and adhesive sheet meeting high nonvolatile component, working life and screening characteristics and can be used as that the good package curing type of heat resistance uses.Acrylic acid series polymeric compounds (A) obtained by the sticker polymerize the monomer mixture of 2 ethylhexyl of acrylic acid of the monomer (a1) and 15 weight of weight %~94 % containing acidic groups containing 6 mass of mass %~18 % in the presence of chain tra nsfer compound, chelate type curing agent (B), organic solvent (C) is (wherein, except alcohol (D)), alcohol (D) and keto-enol tautomer form at least one of compound (E), the chain tra nsfer compound includes selected from by methyl ethyl ketone, mercaptan and adhesion assign one kind in the group that resin is formed, a concentration of mass of 52 mass %~75 % of nonvolatile component.
Description
Technical field
The present invention relates to a kind of solvent type stickers.
Background technology
Sticker uses in adhesion label or adhesive sheet, therefore can be widely used.Sticker is usually that solvent type is viscous
Agent and aqueous sticker, wherein needing to increase for the few aqueous sticker of cheap, solvent discharge.Another party
Face, it is insufficient on the way that solvent type sticker is widely used in the aqueous sticker performance such as water resistance or heat resistance.But about molten
Agent sticker, for market, the requirement to the reduction of cost reduction, carrying capacity of environment is strong.Therefore, following method is had studied,
I.e. by improving the nonvolatile component of solvent type sticker, and the solvent that sticker is carried out the when of applying dry and volatilized is reduced,
And inhibit dry thermal energy.In addition, the problem of general solvent type sticker is due to working life and using mostly will apply
2 package curing types of allotment curing agent before applying, and have studied the sticker for having the working life length of curing agent using pre-coordination is made
(a hereinafter referred to as package curing type) and reduce the method for adaptation step etc. at coating scene to reduce cost and the reduction of adhesive sheet
The method of carrying capacity of environment.
But about solvent type sticker, if merely reducing contained organic solvent, relatively nonvolatile component
It improves, the viscosity of sticker rises.Therefore, the mobility of sticker declines, and the adhering agent layer surface formed using coating
Become uneven, thus there are problems that declining with the adhesion of to-be-adhered object.
Therefore, a kind of acrylic acid series polymeric compounds containing weight average molecular weight 50,000~300,000 are disclosed in patent document 1
And the chain transfer constant of the vinyl-acetic ester at 60 DEG C in organic solvent be 250 or more organic solvent (B) solid at
Point a concentration of 60% or more and viscosity be 20,000mPas/25 DEG C of sticker below.
Existing technical literature
Patent document
Patent document 1：Japanese Patent Laid-Open 2011-246700 bulletins
Invention content
Problem to be solved by the invention
But sticker before can get the low adhering agent layer etc. of surface smoothness, screening characteristics is low, will weigh in addition to this
Amount average molecular weight set it is too low, if therefore under high temperature environment use adhesive sheet, there are adhering agent layer agglomerate destruction and
The problem of heat resistance that adhesive sheet is removed from to-be-adhered object.
Meeting high nonvolatile component, working life and screening characteristics the purpose of the present invention is to provide a kind of and can be used as heat resistance
The sticker and adhesive sheet that a good package curing type uses.
Technical means to solve problem
The sticker of the present invention is included in the presence of chain tra nsfer compound to containing acid containing 6 mass of mass %~18 %
The monomer mixture of the monomer (a1) of property base and the 2-EHA of 15 weight of weight %~94 % is polymerize and is obtained
Acrylic acid series polymeric compounds (A), chelate type curing agent (B), organic solvent (C) (wherein, except alcohol (D)), alcohol (D) and ketone-
Enol tautomer forms at least one of compound (E),
The chain tra nsfer compound includes in the group being made of methyl ethyl ketone, mercaptan and adhesion imparting resin
One kind, a concentration of mass of 52 mass %~75 % of nonvolatile component.
The effect of invention
According to the present invention, it is possible to provide a kind of to meet high nonvolatile component, working life and screening characteristics and to can be used as heat resistance good
The sticker and adhesive sheet that a good package curing type uses.
Specific implementation mode
Term is defined before the present invention is described in detail.Piece, film and band are synonym.(methyl) propylene
Acid includes acrylic acid and methacrylic acid.(methyl) acrylate includes acrylate and methacrylate.Monomer be containing
Single amount body of ethylene unsaturated double-bond.To-be-adhered object refers to the object for attaching adhesive sheet.
The sticker of the present invention is included in the presence of chain tra nsfer compound to containing acid containing 6 mass of mass %~18 %
The monomer mixture of the monomer (a1) of property base and the 2-EHA of 15 weight of weight %~94 % is polymerize and is obtained
Acrylic acid series polymeric compounds (A), chelate type curing agent (B), organic solvent (C) (wherein, except alcohol (D)), alcohol (D) and ketone-
Enol tautomer forms at least one of compound (E),
The chain tra nsfer compound includes in the group being made of methyl ethyl ketone, mercaptan and adhesion imparting resin
One kind, a concentration of mass of 52 mass %~75 % of nonvolatile component.
The sticker of the present invention can expand propylene by using the lower 2-EHA of suitable reaction speed
The molecular weight distribution of sour based polymer (A), and then by using chelate type curing agent (B) and alcohol (D) and keto-enol change
Isomers forms any one of compound (E), and high nonvolatile component, working life and screening characteristics can be improved.In addition, using appropriate
Monomer (a1) containing acidic groups and the combination using chelate type curing agent (B), the heat resistance of sticker can be improved.
The sticker of the present invention forms adhering agent layer preferably by coating, and be processed into the adhesive sheet for having base material and
It uses.Furthermore sticker of the invention is not only adhesive sheet, and is not interfered as so-called " paste " with direct liquid
Form uses.In addition, also being used as the so-called cast adhesive sheet being only made of adhering agent layer without using base material.
In the present invention, acrylic acid series polymeric compounds (A) are the polymer that polymerisation in solution is carried out to monomer mixture.Polymerisation in solution
Well known polymerization can be used.In addition, monomer mixture preferably carries out polymerisation in solution in the presence of chain tra nsfer compound.
Monomer mixture includes the monomer (a1) and 15 weights of weight %~94 containing acidic groups of 6 mass of mass %~18 %
The 2-EHA of % is measured as required monomer, and includes monomer other than these monomers as arbitrary monomer.
Monomer (a1) containing acidic groups contributes to acrylic acid series polymeric compounds (A) and the hardening of chelate type curing agent (B) anti-
The crosslinking answered, by the crosslinking, the cohesiveness of adhering agent layer improves.
Monomer (a1) containing acidic groups can for example be enumerated：(methyl) acrylic acid, (methyl) acrylic acid 2- carboxyethyls, (first
Base) acrylic acid dimer, butenoic acid, maleic acid, maleic anhydride, fumaric acid, citraconic acid, glutaconate, itaconic acid, acrylamide
N- glycolics, cinnamic acid, hexahydrophthalic acid 2- (methyl) acryloyloxyethyl ester, phthalic acid 2- (methyl) acryloyl
Oxygroup ethyl ester, succinic acid 2- (methyl) acryloyloxyethyl ester etc..It is preferably (methyl) acrylic acid in these monomers.
Monomer (a1) containing acidic groups includes preferably the 6 weight % of weight %~18 in 100 weight % of monomer mixture,
The more preferably 8 weight % of weight %~16, and then preferably 10 weight of weight %~15 %.If including 6 weight %'s or more contains
The monomer (a1) of acidic groups then can get good heat resistance.In addition, if including 18 weight % hereinafter, if can get it is good
Screening characteristics and good working life.
2-EHA polymerization speed in Raolical polymerizable is relatively low, is easy to expand acrylic acid series polymeric compounds
(A) molecular weight distribution.It can inhibit the viscosity of sticker as a result, therefore the nonvolatile component concentration of sticker set ground
In the case of height, good screening characteristics can get.
2-EHA includes preferably the 15 weight % of weight %~94 in 100 weight % of monomer mixture,
The more preferably 30 weight % of weight %~90, and then the preferably 40 weight % of weight %~80, especially preferably 45 weight %~
60 weight %.
If including suitable 2-EHA, heat resistance and screening characteristics improve.
Arbitrary monomer is preferably (methyl) acrylate monomer, the amide containing other than 2-EHA in the present invention
The monomer of base, amino-containing monomer, the monomer containing epoxy group, the monomer containing aromatic rings, the monomer containing alicyclic type hydrocarbon, vinyl
The monomer etc. of ester, (methyl) acrylic acid alkoxy ester, hydroxyl.
(methyl) acrylate monomer can for example be enumerated：(methyl) methyl acrylate, (methyl) ethyl acrylate, (methyl)
N-butyl acrylate, (methyl) tert-butyl acrylate, (methyl) isobutyl acrylate, (methyl) Hexyl 2-propenoate, (methyl) third
Olefin(e) acid 2- ethylhexyls, (methyl) n-octyl, (methyl) Isooctyl acrylate monomer, the positive nonyl ester of (methyl) acrylic acid, (first
Base) the different nonyl ester of acrylic acid, the positive last of the ten Heavenly stems ester of (methyl) acrylic acid, (methyl) isodecyl acrylate, (methyl) acrylic acid dodecyl
Ester, (methyl) acrylic acid n-tridecane base ester, (methyl) n-myristyl base ester etc..In these monomers, it can enumerate：Have
(methyl) acrylate ((methyl) methyl acrylate, (methyl) ethyl acrylate) of the alkyl chain of carbon number 1~2, acrylic acid are just
Butyl ester, 2-EHA etc..Furthermore (methyl) acrylic monomer does not include (methyl) acrylic acid alkoxy ester.
The monomer of amide-containing can for example be enumerated：(methyl) acrylamide, N- methyl (methyl) acrylamide, N, N- diformazans
Base (methyl) acrylamide, N, N- diethyl (methyl) acrylamide, N, N '-methylene-bisacrylamides, N- methylol (first
Base) acrylamide, N- ethoxys (methyl) acrylamide, N- methoxy ethyls (methyl) acrylamide, N- vinyl pyrrole pyridines
Ketone, diacetone acrylamide, N, N- dimethylaminopropyls (methyl) acrylamide, (methyl) acryloyl morpholine etc..
Amino-containing monomer can for example be enumerated：(methyl) acrylic acid N, N- dimethylamino ethyl ester, (methyl) acrylic acid N,
N- dimethylamino propyl ester etc..
Monomer containing epoxy group can for example be enumerated：(methyl) glycidyl acrylate, (methyl) acrylic acid methylglycidyl
Glyceride, allyl glycidyl ether etc..
Monomer containing aromatic rings can for example be enumerated：Phenyl acrylate, (methyl) phenoxyethyl acrylate, (methyl) propylene
Acid benzyl ester, (methyl) biphenyl acrylate, styrene, vinyltoluene, α-methylstyrene etc..
As the monomer containing alicyclic type hydrocarbon, such as can enumerate：(methyl) cyclohexyl acrylate, two ring of (methyl) acrylic acid
Pentyl ester, (methyl) isobornyl acrylate etc..
Vinyl esters can for example be enumerated：Vinyl-acetic ester, vinyl propionate base ester, vinyl laurate etc..
(methyl) acrylic acid alkoxy ester can for example be enumerated：(methyl) acrylic acid 2- methoxy acrylates, (methyl) acrylic acid
2- ethoxy ethyl esters, (methyl) acrylic acid 2- methoxyl groups propyl ester, (methyl) acrylic acid 3- methoxyl groups propyl ester, (methyl) acrylic acid 2-
Methoxybutyl, (methyl) acrylic acid 4- methoxybutyls etc..
The monomer of hydroxyl can for example be enumerated：(methyl) acrylic acid 2- hydroxy methacrylates, (methyl) acrylic acid 2- hydroxy propyl esters,
(methyl) acrylic acid 4- hydroxybutyls, the own ester of (methyl) acrylic acid 6- hydroxyls, (methyl) acrylic acid 8- hydroxyls monooctyl ester, (methyl) third
Olefin(e) acid 10- hydroxyls last of the ten Heavenly stems ester, (methyl) acrylic acid 12- hydroxylaurics ester, acrylic acid (4- Hydroxymethyl-cyclo-hexyls) methyl esters, N- hydroxyl first
Base (methyl) acrylamide, vinyl alcohol, allyl alcohol, 2- hydroxyethyl vinyl ethers, 4- hydroxybutyl vinyl ethers etc..
In arbitrary monomer, if using the monomer of hydroxyl, the cohesiveness of adhering agent layer increases, and heat resistance improves, because
This is preferably.The monomer of hydroxyl is more preferably (methyl) acrylic acid 2- hydroxy methacrylates, (methyl) acrylic acid 4- hydroxybutyls.
The monomer of hydroxyl preferably in 100 weight % of monomer mixture comprising 0.05 weight of weight %~3 %, it is more excellent
It is selected as the 0.1 weight % of weight %~2, and then preferably 0.2 weight of weight %~1.5 %.
Arbitrary monomer can be used alone or be used in combination two or more.
Polymerisation in solution uses the polymerization initiator of free redical polymerization.Polymerization initiator is preferably azo-compound, peroxide
Compound etc..Azo-compound can for example be enumerated：2,2 '-azos bis- (2- methyliso-butyronitriles), 2,2 '-azobis isobutyronitriles etc..It crosses
Oxide is preferably tert-butyl hydroperoxide -2 ethyl hexanoic acid ester, benzoyl peroxide, di-t-butyl peroxide, 1,1- bis-
(tert-butyl hydroperoxide) -3,3,5- trimethyl-cyclohexanes etc..
Polymerization initiator can be used alone or be used in combination two or more.
Relative to 100 parts by weight of monomer mixture, polymerization initiator preferably using the parts by weight of 0.03 parts by weight~1.5,
The parts by weight of more preferably 0.1 parts by weight~1.If using suitable polymerization initiator, it is easily adjusted polymerization average molecular weight, it can
Adjustment adhesion physical property.
The temperature of polymerisation in solution suitable can adjust, but usually 70 DEG C~100 DEG C or so.
For polymerisation in solution, in order to adjust molecular weight or molecular weight dispersity, chain-transferring agent can be used.Chain-transferring agent
Preferably for the chain transfer constant of 60 DEG C of vinyl-acetic ester be 250 or more compound (hereinafter also referred to as chain tra nsfer
Close object).If using chain-transferring agent, it is easy to get the acrylic acid series polymeric compounds of high molecular weight and low viscosity, therefore sticker
Mobility improves, therefore screening characteristics further increases.Furthermore chain transfer constant is more preferably 300 or more, and then preferably 400
More than.On the other hand, about the upper limit of chain transfer constant, molecular weight can be adjusted on a small quantity if reducing usage amount, therefore need not
It limits, but is 1000 or so.Furthermore the molecular weight is then weight average molecular weight as long as no special instructions.
Chain tra nsfer compound is preferably ketone, mercaptan, adhesion imparting resin etc..
Ketone can for example be enumerated：Acetone, methyl ethyl ketone, hexanone, cyclohexanone methyl ethyl ketone etc..It is preferably first in these ketone
Base ethyl ketone (Methyl Ethyl Ketone, MEK).Furthermore the chain tra nsfer about the vinyl-acetic ester for 60 DEG C is normal
Number, methyl ethyl ketone 738, toluene 208.9, acetone 117, ethyl acetate 33.These numerical value are to be based on J. Blanc morals
Shandong (J.brandrup), E.H. Yi meter Te (E.H.Immergut) write《Polymer handbook (Polymer Handbook)》,
P.II-91, the numerical value of interdisciplinary (Interscience) (1975).
Mercaptan can for example be enumerated：Mercaptoethanol, thioglycerin, thioglycolic acid, 3- mercaptopropionic acids, thiomalic acid, 2- mercaptos
Base ethane sulfonic acid, butyl mercaptan, spicy thioalcohol, decyl mercaptan, dodecyl mercaptans, hexadecanethiol, octadecanethiol, cyclohexanethiol,
Thiophenol, thioglycolic acid monooctyl ester, 3- mercaptopropionic acid monooctyl esters etc..In these mercaptan, preferably thioglycolic acid monooctyl ester.
The acrylic acid series polymeric compounds (A) that are used in the present invention if weight average molecular weight be can to solve the problem
Range then can arbitrarily be set, and preferably 300,000~900,000, more preferably 400,000~800,000, and then preferably 500,000~700,000.
If weight average molecular weight is set as range appropriate, it is easy to make heat resistance and screening characteristics and deposits.Furthermore weight average point
Son amount is polystyrene obtained by being measured using gel permeation chromatography (Gel Permeation Chromatography, GPC)
The molecular weight of conversion.
In addition, it is 3~12 that acrylic acid series polymeric compounds (A), which are preferably molecular weight dispersity (referring to molecular weight distribution), it is more excellent
It is selected as 3~10, and then preferably 3~8.By the way that molecular weight dispersity is set as 3~12, the viscosity of acrylic acid series polymeric compounds (A)
Decline, therefore is easy to make screening characteristics and heat resistance and deposit.Furthermore molecular weight dispersity is that weight average molecular weight divided by quantity are flat
Numerical value obtained by average molecular weight.
The sticker of the present invention is characterized in that other than the acrylic acid series polymeric compounds (A), organic solvent (C)
Chelate type curing agent (B), alcohol (D) and/or ketone-enol tautomers form compound (E).It is poly- with acrylic acid series by pair
Alcohol (D) or compound (E) of chelate type curing agent (B) addition with response delay effect that object (A) reacts are closed, will not be caused
Sclerous reaction in solution and good working life can be maintained, and then alcohol or compound (E) volatilization when dry, thus if painting
The sticker after drying is applied, then promotes sclerous reaction, shows good heat resistance.
In the present invention, chelate type curing agent (B) is the compound comprising polyvalent metal and ligand.Polyvalent metal is for example
It can enumerate：Nickel, aluminium, chromium, iron, titanium, zinc, cobalt, manganese, zirconium etc..Ligand is such as can enumerate acetylacetone,2,4-pentanedione, acetoacetic ester.
The chemical combination portion that polyvalent metal and ligand are distinguished to arbitrary combination can be used in chelate type curing agent (B), preferably
The compound of acetylacetone,2,4-pentanedione or acetoacetic ester is combined in combined aluminium, ligand in polyvalent metal.
Chelate type curing agent (B) can be used alone or be used in combination two or more.
Chelate type curing agent (B) preferably allocates 0.1 weight relative to 100 parts by weight of acrylic acid series polymeric compounds (A)
Part~1.5 parts by weight, the parts by weight of more preferably 0.2 parts by weight~1.2, the parts by weight of and then preferably 0.3 parts by weight~1.0.If
The chelate type curing agent (B) of 0.1 parts by weight or more is allocated, then cohesiveness and heat resistance further increase.If in addition, using
1.5 parts by weight are hereinafter, then the adhesion of base material and adhering agent layer further increases.
The sticker of the present invention can be further and with other curing agents.Other curing agents are for example preferably isocyanates hardening
Agent, epoxy curing agent or aziridine curing agent etc..
Isocyanate hardener is preferably diisocyanate and has trifunctional or more to what diisocyanate was modified
Isocyanate group polyisocyanate.
Diisocyanate is preferably aromatic diisocyanate, aliphatic diisocyanate, alicyclic diisocyanate.
Aromatic diisocyanate can for example be enumerated：1,5- naphthalene diisocyanate, 4,4 '-diphenyl methane, two isocyanide
Acid esters, 4,4 '-diphenyldimethyhnethane diisocyanate, 4,4 '-dibenzyl based isocyanates, dialkyl group diphenyl methane two are different
Cyanate, tetraalkyl methyl diphenylene diisocyanate, 1,3- phenylene vulcabonds, Isosorbide-5-Nitrae-phenylene vulcabond,
Toluene di-isocyanate(TDI) etc..
Aliphatic diisocyanate can for example be enumerated：It is butane-Isosorbide-5-Nitrae-diisocyanate, hexamethylene diisocyanate, different
Trimethylene diisocyanate, methylene diisocyanate, 2,2,4- trimethyl hexamethylene diisocyanates, two isocyanide of dimethylbenzene
Acid esters, tetramethylxylene diisocyanate, by the converting carboxylate groups of dimeric dibasic acid be isocyanate group dimer diisocyanate
Ester etc..
Alicyclic diisocyanate can for example be enumerated：Hexamethylene-Isosorbide-5-Nitrae-diisocyanate, isophorone diisocyanate,
Bis- (isocyanatomethyl) hexamethylenes of lysine diisocyanate, -4,4 '-diisocyanate of dicyclohexyl methyl hydride, 1,3-, methyl
Cyclohexane diisocyanate, norbornene alkyl diisocyanate etc..
Polyisocyanate is preferably the so-called adduction being modified to diisocyanate using trifunctional polyol component
Biuret body that object, diisocyanate are reacted with water, with the fulminuric acid ester ring formed by three molecules of diisocyanate
Trimer (fulminuric acid ester body).
Polyisocyanate can for example be enumerated：The trimethylolpropane adduct of toluene di-isocyanate(TDI), hexa-methylene two are different
The different trimerization of the biuret body of cyanate, the allophanates body of hexamethylene diisocyanate, isophorone diisocyanate
Cyanate body etc..
Epoxy curing agent can for example be enumerated：1,3- bis- (N, N '-diglycidyl amino methyl) hexamethylenes, N, N, N ',
N '-four glycidyl groups-m-xylene diamine, ethylene glycol diglycidylether, 1,6- hexanediol diglycidyl ethers, three hydroxyl first
Base propane diglycidyl ether, diglycidylaniline, diglycidyl amine etc..
Aziridine curing agent can for example be enumerated：Diphenyl methane -4,4 '-bis- (1- aziridine formamido groups), trihydroxy methyl
Three-β of propane-'-aziridino propionic ester, three-β of tetramethylol methane-'-aziridino propionic ester, Toluene-2,4-diisocyanate, bis- (the 1- aziridine of 4-
Formamido group), triethylenemelanin, double isophthalic diformyl -1- (2- methylaziridines), three -1- (2- methyl nitrogen third
Pyridine) phosphine, trimethylolpropane tris-β-(2- methylaziridines) propionic ester etc..
Other curing agents weight of adjustable 0.05 parts by weight~5.0 for 100 parts by weight of acrylic acid series polymeric compounds (A)
Measure part or so.
Organic solvent (C) is used as the solvent of polymerisation in solution or the retarder thinner of the viscosity of adjustment sticker.Have
Leveling and the viewpoints such as drying property and influence to environment and human body when solvent (C) in addition to this can be using coating are selected
It selects.Organic solvent (C) is preferably aliphatic hydrocarbon, clicyclic hydrocarbon, aromatic hydrocarbon, ester, ketone etc..Furthermore organic solvent of the invention
(C) not containing alcohol in.
Aliphatic hydrocarbon is such as can enumerate n-hexane, normal heptane.
Clicyclic hydrocarbon can for example be enumerated：Pentamethylene, hexamethylene, hexahydrotoluene, dimethyl cyclohexane, 3-methyl cyclohexanol
Alkane, ethyl cyclohexane, diethyl cyclohexane, decahydronaphthalene, norbornane, tristane, hexahydro indenes hexamethylene, cyclooctane, australene
Compound well known to alkene, terpinolene, limonene etc..
Aromatic hydrocarbon can for example be enumerated：Toluene, dimethylbenzene, benzene, solvent naphtha etc..
Ester can for example be enumerated：Ethyl acetate, butyl acetate etc..
Ketone can for example be enumerated：Acetone, methyl ethyl ketone, methyl iso-butyl ketone (MIBK), cyclohexanone etc..
In these, for the aspect of chain tra nsfer effect when drying property, dissolubility, polymerisation in solution, organic solvent (C) is excellent
It is selected as ethyl acetate, methyl ethyl ketone, toluene.
The sticker of the present invention includes that alcohol (D) and ketone-enol tautomers form at least one of compound (E).
If allocating these compounds, chelate type curing agent (B) is acted on, the working life for the sticker that can increase substantially.
Alcohol (D) can for example be enumerated：Methanol, ethyl alcohol, 1- propyl alcohol, isopropanol, n-butyl alcohol, isobutanol, the tert-butyl alcohol, 1- amylalcohols,
Isoamyl alcohol, 1- hexanols, 4- methyl -2- amylalcohols, 1-heptanol, 1- octanols, isooctanol, 2-Ethylhexyl Alcohol, 1 nonyl alcohol, isononyl alcohol, 1-
Decyl alcohol, DODECANOL, 1-, 1- myristyl alcohols, cetanol, 1- stearyl alcohols, isooctadecanol, 2- octyl decanols, 2- octyldodecyls
Alcohol, 2- hexyl decyl alcohols, tadenan and oleyl alcohol etc..In these alcohol, waving when methanol, ethyl alcohol, 1- propyl alcohol, isopropanol are just dried
For the intermiscibility of hair property and chelate type curing agent, the aspect of working life preferably.
Alcohol (D) includes preferably the 2 weight % of weight %~40, more preferably 5 weight of weight %~30 % in sticker.
By the alcohol (D) comprising 2 weight % or more, working life further increases.In addition, by comprising 40 weight % hereinafter, screening characteristics
It further increases, the adjustment of the molecular weight of acrylic acid series polymeric compounds (A) becomes easy.Furthermore alcohol (D) also may be used in polymerisation in solution
It is used as solvent.
It is the compound that can form ketone-enol tautomers that ketone-enol tautomers, which form compound (E), preferably
For acetylacetone,2,4-pentanedione, acetoacetic ester, malonate etc..
Acetoacetic ester such as methyl acetoacetate, ethyl acetoacetate, isopropyl acetoacetate.Acetoacetate can be enumerated
Butyl ester, isobutyl acetoacetate, tert-butyl acetoacetate etc..
Malonate can for example be enumerated：Dimethyl malenate, diethyl malonate, dibutyl malonate etc..
In these, ketone-enol tautomers form compound (E) for volatilization easiness when dry, preferably
Acetylacetone,2,4-pentanedione.
It includes 0.05 weights of weight %~5 in sticker that ketone-enol tautomers, which form compound (E) preferably,
Measure %, the more preferably 0.1 weight % of weight %~3, and then preferably 0.2 weight of weight %~2 %.If including 0.05 weight %
Above ketone-enol tautomers form compound (E), then working life further increase.If in addition, including 5 weight % with
Under, then the cohesiveness of adhering agent layer further increases.
Alcohol (D) and ketone-enol tautomers form the reaction that compound (E) inhibits chelate type curing agent (B), because
This can be used alone or is used in combination.Furthermore in the case where being used in combination, for using individually, blending amount can inhibit.
The sticker of the present invention can further include polyolefin.By the way that comprising polyolefin, the cohesiveness of sticker is further
It improves, the adhesion strength to the low polarity to-be-adhered object of polyolefin can be improved.
Polyolefin can be classified as polyolefin (hereinafter, chloridized polyolefin) through chlorination with without chlorination polyolefin (hereinafter,
Non-chlorinated polyolefin).As chloridized polyolefin, such as can enumerate：Chlorinated polypropylene, sour modified chlorinated polypropylene, acrylic acid change
Property chlorinated polypropylene, haloflex, ethlyene dichloride vinyl acetate copolymers etc..It is excellent and right with regard to dissolubility in these
For the high aspect of the adhesion strength of polyolefin to-be-adhered object, preferably chlorinated polypropylene, sour modified chlorinated polypropylene, acrylic acid
Modified chlorinated polypropylene, more preferably chlorinated polypropylene.
For the high aspect of the adhesion strength improvement effect to the low polarity to-be-adhered object of polyolefin, chloridized polyolefin
Chlorine containing ratio is preferably 20% or more~45% hereinafter, more preferably 28% or more~45% or less.
In addition, as non-chlorinated polyolefin, such as can enumerate：Polyethylene, polypropylene, alhpa olefin-propylene copolymer, ethylene-
Vinyl acetate copolymers, polybutene, maleation polybutene, polybutadiene and its hydride, polyisoprene and its hydrogenation
Object, maleinized polybutadiene, maleinized polyisoprene, polybutadiene polyol and its hydride, polyisoprene polyol
And its lubricating oil such as hydrogen compound, technical oil or Liquid Paraffin etc..It is excellent with regard to dissolubility and adhered to polyolefin system in these
For the high aspect of the adhesion strength of body, preferably alhpa olefin-polypropylene copolymer, polybutene, lubricating oil.As lubricating oil, preferably
For paraffin series lubricating oil, naphthene series lubricating oil etc..
It is excellent for the excellent viewpoint of the transparency of sticker as workable polyolefin in the sticker of the present invention
It is selected as non-chlorinated polyolefin, wherein preferably polybutene, lubricating oil.
In order to maintain with the intermiscibility of acrylic acid series polymeric compounds (A), the weight average molecular weight of polyolefin is preferably 100,000
Hereinafter, more preferably 50,000 or less.Furthermore the lower limit of the weight average molecular weight of polyolefin is not particularly limited, but preferably
200 or more.
The sticker of the present invention can further include adhesion and assign resin.Adhesion, which assigns when polymerisation in solution can be used in resin, to be made
The arbitrary methods such as the method for method, allotment in acrylic acid series polymeric compounds (A).If adhesion assigns resin in polymerisation in solution
When use, then play a role as chain-transferring agent and the adjustment of the molecular weight of acrylic acid series polymeric compounds (A) become easy.If in addition,
It allocates in acrylic acid series polymeric compounds (A), then can further improve adhesion strength.
Adhesion assign resin softening point be preferably 80 DEG C or more, more preferably 90 DEG C or more, so preferably 100 DEG C with
On.In addition, the upper limit of softening point is preferably 170 DEG C, more preferably 160 DEG C, and then preferably 155 DEG C.Tree is assigned by adhering
The softening point of fat is 80 DEG C~170 DEG C, is easy to make adhesion strength and heat resistance with high level and deposit.Furthermore softening point is to be based on day
Dry bulb method as defined in this industrial standard (Japanese Industrial Standards, JIS) K5902 and the softening temperature measured
Degree.
Adhesion assigns resin and can for example enumerate：Rosin series resin, newtrex system resin, rosin system resin, polymerization pine
Face cream system resin, terpenic series resin, terpene phenol system resin, benzofuran system resin, benzofuran indenes system resin, polystyrene
Resin, diformazan benzene series resin, phenol resin, petroleum line resin etc..It is just good with the intermiscibility of acrylic acid series polymeric compounds in these
And for can further improve the aspect of adhesive performance, preferably rosin series resin, newtrex system resin, rosin system resin
And newtrex fat system resin, more preferably rosin system resin and newtrex fat system resin.
Adhesion imparting resin can be used alone or be used in combination two or more.
Relative to 100 parts by weight of acrylic acid series polymeric compounds (A), adhesion assigns resin preferably using the weight of 10 parts by weight~40
Measure part, the parts by weight of more preferably 15 parts by weight~35.It, can be with if the adhesion using the parts by weight of 10 parts by weight~40 assigns resin
High level makes adhesion strength and cohesiveness and deposits, therefore is easy to get heat resistance.
The sticker of the present invention can further include flame retardant, heat-resisting stabilizing agent, weathering stabilizers, age resister, purple
Ultraviolet absorbers, leveling agent, antistatic agent, slip agents, anticaking agent, antifoggant, lubricant, dyestuff, wax, emulsion, magnetic substance,
Dielectric property regulator is as any ingredient.
About the sticker of the present invention, make a concentration of weight % of 52 weight %~75 of nonvolatile component, preferably 55 weights
Measure the weight % of %~70, more preferably 55 weight of weight %~65 %.By setting ground by the nonvolatile component concentration of sticker
Height can relatively inhibit the content of organic solvent (C), thus can inhibit drying cost when coating and inhibit to environment and
The load of human body.
In addition, the viscosity at 25 DEG C is preferably set as 2000mPas~20000mPas by the sticker of the present invention, more
Preferably 2000mPas~15000mPas, and then preferably 2000mPas~10000mPas.By by sticker
Viscosity be set as in appropriate range, be easy to get screening characteristics and improve and the adhering agent layer of smooth surface.Furthermore viscosity is 25
BL type viscosimeters are used under DEG C environment, the viscosity measured after #3 rotors, rotating speed 12rpm backspins turn to start 1 minute.
The adhering agent layer that the adhesive sheet of the present invention preferably comprises base material and formed by sticker.
Adhering agent layer is the method that coating sticker is formed on base material.Or it is usually that adhesion is applied on stripping film
Agent and the method for adhering agent layer will be formed by being transferred on base material.Furthermore usually not connecting with base material in adhering agent layer
Stripping film and keeping are bonded on face.
Base material is preferably paper, plastics, cloth.In addition, the form of base material is preferably sheet, plate, foaming body.
The raw material of base material can for example be enumerated：The polyolefin such as polyethylene, polypropylene (polypropylene, PP) gather to benzene
Polyester, polystyrene, polyvinyl chloride, the poly- carbonic acid such as dioctyl phthalate second diester (polyethylene terephthalate, PET)
The cloth such as the paper such as the plastics such as ester, cellophane, good quality paper, brown paper, crimped paper, woven fabric, nonwoven fabric, ethylene propylene diene rubber, chlorine
The elastomers such as butadiene rubber, isoprene rubber, epidermis etc..
The thickness of base material is usually 25 μm~10000 μm or so.
Method of spin coating, spraying coating method, rod coating method, knife rubbing method, roller for example can be used in the coating method of sticker
Coating method well known to rubbing method, roller knife rubbing method, scraper for coating method, die coating method, gravure coating process etc..In addition preferably also exist
Step is dried when coating.Device well known to hot-air oven, electrical baking oven, infrared heater etc. can be used in drying steps.
If in view of the balance of cost and adhesive performance, the thickness of adhering agent layer is usually 20 μm~300 μm or so, more
Preferably 20 μm~100 μm or so.
The adhesive sheet of the present invention for example can be used for the top plate of vehicle, floor, interior exterior panel it is fixed use, vehicle paintwork or
The masking of surface treatment uses, delivery when the interior exterior member of product protection, building fix the health protection of use, concrete
Use is fixed with the component of, family's electrical article, the billposting of vending machine is used, liquid crystal display (Liquid Crystal
Display, LCD) loudspeaker net, bezel, the fixed of decorative panel use, be packed for, tie up use, be fixed temporarily the various use such as use
On the way.
[embodiment]
Hereinafter, more specific description is carried out to the present invention using embodiment, but the present invention is not limited to embodiments.Again
Person, have " part " in embodiment refers to " parts by weight ", and that have " % " refers to " weight % ".
" embodiment 1 "
Using the polyplant for having blender, thermometer, drop tube, reflux cooler, in a nitrogen environment, reacting
Allotment is packed into slot 66 parts of butyl acrylate, 20 parts of 2-EHA, 5.0 parts of methyl acrylate, methacrylic acid
The raw material mixing of 3.0 parts of methyl esters, 6.0 parts of acrylic acid, 5 parts of methyl ethyl ketone, 65 parts of ethyl acetate, 0.1 part of benzoyl peroxide
The half of object.In addition, in layer is added dropwise charging feedstock mixture remaining half.Then, start the heating of reactive tank.True
Recognize after polymerisation starts, spends 1 hour from drop tube and raw mixture is added dropwise.After completion of dropwise addition, so under reflux after
Continue polymerisation in solution in 7 hours.After the completion of reaction, it is cooled down, and obtains the acrylic acid series polymeric compounds of nonvolatile component 58.8%
Solution.The weight average molecular weight of the acrylic polymer solution of gained is 1,000,000, molecular weight dispersity 3.8.And then phase
Adhesion is added for 100 parts of the nonvolatile component of acrylic polymer solution and assigns the resin (group of Huang Chuan chemical companies manufacture
Sai Lu (Pencel) D-125) 20.0 parts, as 10.0 parts of 5.0 parts of isopropanol, the ethyl acetate of retarder thinner, as keto-enol
Tautomer forms 0.5 part of acetylacetone,2,4-pentanedione, 0.4 part of the praseodynium acid aluminium as chelate type curing agent of compound,
Sticker is obtained after being sufficiently stirred.The nonvolatile component of the sticker is 58.5%, viscosity 22000mPas.
" 2~embodiment of embodiment 18 "
Other than it will be changed shown in the raw material of embodiment 1 and blending amount such as table 1 and table 2, similarly to Example 1
It carries out, thus obtains the sticker of 2~embodiment of embodiment 18 respectively.
" comparative example 1 "
Using the polyplant for having blender, thermometer, drop tube, reflux cooler, in a nitrogen environment, reacting
Allotment is packed into slot 45 parts of butyl acrylate, 10 parts of 2-EHA, 10 parts of isobutyl acrylate, ethyl acrylate
10 parts, 25 parts of acrylic acid, 20 parts of methyl ethyl ketone, 80 parts of ethyl acetate, 0.1 part of benzoyl peroxide raw mixture one
Half.In addition, in layer is added dropwise charging feedstock mixture remaining half.Moreover, starting the heating of reactive tank.It polymerize confirming
After reaction starts, spends 1 hour from drop tube and raw mixture is added dropwise.After completion of dropwise addition, and then continue under reflux 7 hours
Polymerisation in solution.After the completion of reaction, it is cooled down, and obtains the acrylic polymer solution of nonvolatile component 50%.Gained
Acrylic polymer solution weight average molecular weight be 880,000, molecular weight dispersity 9.5.It is poly- relative to acrylic acid series
100 parts of the nonvolatile component of polymer solution is added adhesion and assigns 20.0 parts of resin (Pai Sailu (Pencel) D-125), as dilution
20 parts of 20 parts of methanol, the methyl ethyl ketone of solvent, as ketone-enol tautomers formed compound 0.5 part of acetylacetone,2,4-pentanedione,
As 0.4 part of the praseodynium acid aluminium of chelate type curing agent, sticker is obtained after being sufficiently stirred.The sticker is not waved
It is 46.1% to send out ingredient, viscosity 8000mPas.
" 2~comparative example of comparative example 6 "
Other than changing the raw material of comparative example 1 and blending amount as shown in table 2, it is carried out similarly with comparative example 1,
Thus the sticker of 2~comparative example of comparative example 6 is obtained respectively.
<Nonvolatile component>
Nonvolatile component be according to 150 DEG C in electrical baking oven-drying after twenty minutes before and after weight ratio and find out.
<Viscosity>
Viscosity is that BL type viscosimeters are utilized at 25 DEG C, using #3 rotors, after rotating speed 12rpm backspins turn to start 1 minute
The value of measurement.
<Weight average molecular weight>
Weight average molecular weight (Mw) is found out under the following conditions using GPC.
GPC devices：Shimadzu brilliance (SHIMADZU Prominence) model LC-20AD (manufacture of company of Shimadzu Seisakusho Ltd.)
Tubing string：It uses 2 Tosoh (TOSOH) TSK-GEL α-M 7.8*300 (manufacture of Tosoh (TOSOH) company)
Solvent：10mM LiBr (lithium bromide) dimethyl formamide solution
Flow velocity：0.5ml/min
Temperature：40℃
Sample solution concentration：0.2wt%
Sample injection rate：100μl
Detector：Refractive index (Refractive Index) (wavelength 254nm), model RID-10A
<Working life>
After the sticker of gained is taken care of 1 month at 50 DEG C, measures viscosity and calculate viscosity climbing.
Viscosity climbing (%)=(50 DEG C of viscosity after -1 month/viscosity after just allotment) × 100
◎：Viscosity climbing less than 10%.It is outstanding
○：Viscosity climbing is 10% or more and less than 20%.Well
△：Viscosity climbing is 20% or more and less than 30%.It can be practical.
×：Viscosity climbing is 30% or more.It can not be practical.
<Screening characteristics>
To using chipping wheel coater to apply gained in such a way that coating speed 30m/min, dry thickness become 50 μm
Sticker and the surface of adhering agent layer that is formed carries out visually observation to evaluate screening characteristics.Evaluation criteria is as follows.
○：It can get the applicator surface of smooth surface.Well.
△：Though applicator surface is unsmooth.But it can be practical.
×：Roll bar line or recess are generated in applicator surface.It can not be practical.
[making of adhesive sheet]
Using chipping wheel coater by the sticker of gained by dry thickness become 50 μm in a manner of be coated on commercially available stripping
From on piece, 100 DEG C of dryings in -2 minutes are carried out in electrical baking oven, after removal of solvents by the poly terephthalic acid second of 50 μm of thickness
Diester (PET) film fits on adhering agent layer and obtains adhesive sheet.Make its in the constant temperature and humidity room of 23 DEG C of -50%RH environment into
Row health on the 7th and after completing hardening, evaluate physical property as shown below.
<Adhesion strength>
The adhesive sheet of gained is cut using the size of width 25mm length 100mm and as sample.Then, 23 DEG C-
Under 50%RH environment, JIS Z 0237 are based on, stripping film is removed from sample, the adhering agent layer of exposing is attached at and is ground
On stainless steel (SUS) plate of mill, after carrying out 1 round-trip crimping using 2kg rollers, using cupping machine after attaching 24 hours
Adhesion strength (N/25mm) is measured under conditions of peeling rate 300mm/min, 180 ° of peel angle.It similarly measures relative to poly- third
The adhesion strength of alkene plate.
" relative to SUS plates "
○：Adhesion strength is 20N/25mm or more.Well
△：Adhesion strength is 15N/25mm or more and less than 20N/25mm.It can be practical.
×：Less than 15N/25mm.It can not be practical.
" relative to PP plates "
◎：Adhesion strength is 10N/25mm or more.It is outstanding.
○：Adhesion strength is 5N/25mm or more and less than 10N/25mm.Well
△：Adhesion strength is 3N/25mm or more and less than 5N/25mm.It can be practical.
×：Less than 3N/25mm.It can not be practical.
<Retentivity>
The adhesive sheet of gained is cut using the size of width 25mm length 100mm and as sample.Then, 23 DEG C-
Under 50%RH environment, JIS Z 0237 are based on, stripping film are removed from sample, by the front end width of the adhering agent layer of exposing
The parts 25mm length 25mm are attached on stainless steel (SUS) plate ground, and 1 round-trip crimping is carried out using 2kg rollers
Afterwards, apply the load of 1kg under 80 DEG C of environment, kept for 70,000 seconds.About evaluation, its second is indicated when sample is fallen from SUS plates
Number.The mm numbers that the then front end of adhering agent layer and SUS plates is offset downward by load are indicated when sample is not fallen.With shown below
Go out evaluation criteria.
◎：The less than 2mm of offset of sample is excellent
○：The offset of sample is 2mm or more and less than 5mm is good
△：The offset of sample is 5mm or more and does not fall no problem in practicality
×：Sample is fallen can not be practical
<Throw anchor>
The adhesion of adhering agent layer and foaming body base material is evaluated as anchor is thrown.With width 25mm length
The size of 100mm cuts the adhesive sheet of gained and as sample.Then, it is pasted under 23 DEG C of -50%RH environment, using both sides tape
Invest foaming body piece (width 30mm length 130mm thickness 10mm, Yi Nuoke (inoac) company that substrate is done on SUS plates
The ECS of manufacture), after carrying out 1 round-trip crimping using 2kg rollers, using cupping machine in peeling rate after attaching 24 hours
Adhesion strength (N/25mm) is measured under conditions of 300mm/min, 180 ° of peel angle.
◎：Adhesion strength is 5N/25mm or more.It is outstanding.Base material is broken.
○：Adhesion strength is 2N/25mm or more and less than 5N/25mm.Along with the fracture of base material.Well
△：Adhesion strength is 1N/25mm or more and less than 2N/25mm.It can be practical.
×：Less than 1N/25mm.It can not be practical.
<The transparency>
The visually transparency of the adhering agent layer of the adhesive sheet of evaluation gained.Evaluation criteria described below.
○：Water white transparency.Well.
△：There are slight albefaction, coloring.It can be practical.
×：There are serious albefaction, condensation product.It can not be practical.
Table 1, contracted notation in table 2 meaning be as described below.
BA：Butyl acrylate
2EHA：2-EHA
IBA：Isobutyl acrylate
IBMA：Isobutyl methacrylate
MA：Methyl acrylate
MMA：Methyl methacrylate
EA：Ethyl acrylate
Vac：Vinyl-acetic ester
AA：Acrylic acid
MAA：Methacrylic acid
HEA：Acrylic acid 2- hydroxy methacrylates
4HBA：Acrylic acid 4- hydroxybutyls
MEK：Methyl ethyl ketone
IPA：Isopropanol
Pai Sailu (Pencel) D-125：Huang Chuan chemical companies manufacture the adhesion of rosin system and assign resin
Pai Sailu (Pencel) AZ：Huang Chuan chemical companies manufacture the adhesion of rosin system and assign resin
Super ester (Super Ester) S-100：Huang Chuan chemical companies manufacture the adhesion of rosin system and assign resin
Black Larsen (Ultrathene) 725：Tosoh company manufactures ethylene vinyl acetate
Soviet Union's pa coulomb (Supercron) 930：Nippon Paper company manufactures chlorinated polypropylene weight average molecular weight about 7
Ten thousand, chlorine containing ratio 21%
Soviet Union's pa coulomb (Supercron) 390：Nippon Paper company manufactures chlorinated polypropylene weight average molecular weight about 2
Ten thousand, chlorine containing ratio 36%
Revive pa coulomb (Supercron) 370M：Nippon Paper company manufactures chlorinated polypropylene weight average molecular weight about
10000, chlorine containing ratio 30%
Revive pa coulomb (Supercron) 814B：Nippon Paper company manufactures chlorinated polypropylene weight average molecular weight about
1.5 ten thousand, chlorine containing ratio 41%
PB300：Great Lin (DAELIM) corporation liquid making shape polybutene weight average molecular weight about 300
Super oil (super oil) M32：JX Energeo, Inc manufactures paraffin series lubricating oil weight averaged molecular
Amount about 400
Base of a fruit Na technical oil (Diana Process oil) NP-24：Light extraction Xing Chan limited liability companies manufacture naphthene series profit
Lubricating oil weight average molecular weight about 300
Aluminium chelate compound A：Chuan Yan fine chemistries company manufactures three (acetopyruvic acid) aluminium
TDI-TMP solution：The trimethylolpropane adduct (nonvolatile component 37.5%) of toluene di-isocyanate(TDI)
According to table 3 and table 4 as a result, the sticker of 1~embodiment of embodiment 18 all has good working life, adhesion
With excellent heat resistance.Furthermore heat resistance is according to the result judgement of retentivity.
Claims (7)
1. a kind of sticker, it includes in the presence of chain tra nsfer compound to containing 6 mass of mass %~18 % containing acidity
Obtained by the monomer mixture of the 2-EHA of the monomer (a1) of base and 15 weight of weight %~94 % is polymerize
Acrylic acid series polymeric compounds (A), chelate type curing agent (B), organic solvent (C) (wherein, except alcohol (D)), alcohol (D) and ketone-alkene
Alcohol tautomer forms at least one of compound (E),
The chain tra nsfer compound includes one in the group being made of methyl ethyl ketone, mercaptan and adhesion imparting resin
Kind, a concentration of mass of 52 mass %~75 % of nonvolatile component.
2. sticker according to claim 1, wherein the monomer mixture further includes the monomer of hydroxyl.
3. sticker according to claim 1 or 2, further includes polyolefin.
4. sticker according to any one of claim 1 to 3, wherein the weight of the acrylic acid series polymeric compounds (A) is flat
Average molecular weight is 300,000~900,000.
5. sticker according to any one of claim 1 to 4, wherein the molecular weight of the acrylic acid series polymeric compounds (A)
Dispersion degree is 3~12.
6. sticker according to any one of claim 1 to 5, the wherein viscosity at the 25 of sticker DEG C are
2000mPas~20000mPas.
7. a kind of adhesive sheet comprising：Base material and as the hard of sticker according to any one of claim 1 to 6
The adhering agent layer of compound.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016-018152 | 2016-02-02 | ||
| JP2016018152 | 2016-02-02 | ||
| JP2016206792A JP6108023B1 (en) | 2016-02-02 | 2016-10-21 | Adhesive and adhesive sheet |
| JP2016-206792 | 2016-10-21 | ||
| PCT/JP2017/002304 WO2017135102A1 (en) | 2016-02-02 | 2017-01-24 | Adhesive agent and adhesive sheet |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108603084A true CN108603084A (en) | 2018-09-28 |
| CN108603084B CN108603084B (en) | 2020-09-29 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201780008321.8A Active CN108603084B (en) | 2016-02-02 | 2017-01-24 | Adhesive and adhesive sheet |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP6108023B1 (en) |
| CN (1) | CN108603084B (en) |
| WO (1) | WO2017135102A1 (en) |
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| JP7063690B2 (en) * | 2017-10-06 | 2022-05-09 | 日東電工株式会社 | Adhesive sheet |
| JP7175622B2 (en) * | 2017-10-06 | 2022-11-21 | 日東電工株式会社 | Acrylic pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet |
| CN109628025A (en) * | 2017-10-06 | 2019-04-16 | 日东电工株式会社 | Acrylic pressure-sensitive adhesive compositions and bonding sheet |
| JP7063689B2 (en) * | 2017-10-06 | 2022-05-09 | 日東電工株式会社 | Acrylic adhesive composition and adhesive sheet |
| CN109628026B (en) * | 2017-10-06 | 2022-09-23 | 日东电工株式会社 | Acrylic pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet |
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| JP7067188B2 (en) * | 2018-03-28 | 2022-05-16 | 東洋インキＳｃホールディングス株式会社 | Adhesive composition and adhesive sheet |
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| JP7338444B2 (en) | 2019-12-17 | 2023-09-05 | 東洋インキＳｃホールディングス株式会社 | Adhesives and adhesive sheets |
| WO2021124857A1 (en) * | 2019-12-20 | 2021-06-24 | 株式会社アイセロ | Thermoplastic adhesive composition |
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| JPH10158618A (en) * | 1996-11-27 | 1998-06-16 | Nippon Synthetic Chem Ind Co Ltd:The | Pressure-sensitive adhesive composition |
| JP5540219B2 (en) * | 2009-09-15 | 2014-07-02 | 綜研化学株式会社 | Adhesive composition |
| WO2011136141A1 (en) * | 2010-04-27 | 2011-11-03 | 日本合成化学工業株式会社 | Acrylic resin solution, acrylic adhesive composition, acrylic adhesive, adhesive sheet, acrylic adhesive for optical member, and optical member with adhesive layer |
| JP2013203791A (en) * | 2012-03-27 | 2013-10-07 | Toyo Ink Sc Holdings Co Ltd | Adhesive and adhesive processed product |
| JP5901399B2 (en) * | 2012-04-05 | 2016-04-06 | 藤森工業株式会社 | Adhesive composition and surface protective film |
| JP5651158B2 (en) * | 2012-11-30 | 2015-01-07 | 綜研化学株式会社 | Adhesive composition |
| JP6062811B2 (en) * | 2013-06-15 | 2017-01-18 | 日東電工株式会社 | Adhesive composition, adhesive layer and adhesive sheet |
| JP6241260B2 (en) * | 2013-12-20 | 2017-12-06 | 東洋インキＳｃホールディングス株式会社 | Removable water-based pressure-sensitive adhesive and pressure-sensitive adhesive sheet |
| JP6403186B2 (en) * | 2014-05-20 | 2018-10-10 | 日東電工株式会社 | Pressure-sensitive adhesive layer, pressure-sensitive adhesive sheet, and method for producing pressure-sensitive adhesive layer |
| JP6342229B2 (en) * | 2014-06-13 | 2018-06-13 | 日東電工株式会社 | Adhesive composition, adhesive sheet, and optical member |
| JP2016011363A (en) * | 2014-06-27 | 2016-01-21 | 日東電工株式会社 | Adhesive composition, adhesive sheet and optical member |
| JP6419467B2 (en) * | 2014-06-27 | 2018-11-07 | 日東電工株式会社 | Adhesive composition, adhesive sheet, and optical member |
| JP6390376B2 (en) * | 2014-11-25 | 2018-09-19 | 東洋インキＳｃホールディングス株式会社 | Adhesive and adhesive sheet |
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| CN108603084B (en) | 2020-09-29 |
| JP6108023B1 (en) | 2017-04-05 |
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