CN102417795B - Acrylic adhesive composition and application thereof - Google Patents
Acrylic adhesive composition and application thereof Download PDFInfo
- Publication number
- CN102417795B CN102417795B CN201110349845.8A CN201110349845A CN102417795B CN 102417795 B CN102417795 B CN 102417795B CN 201110349845 A CN201110349845 A CN 201110349845A CN 102417795 B CN102417795 B CN 102417795B
- Authority
- CN
- China
- Prior art keywords
- composition
- acrylic acid
- sticks together
- acid series
- monomer
- 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.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 115
- 239000003522 acrylic cement Substances 0.000 title abstract 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 57
- 239000000178 monomer Substances 0.000 claims abstract description 46
- 238000004519 manufacturing process Methods 0.000 claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 239000000758 substrate Substances 0.000 claims description 35
- -1 acrylic ester Chemical class 0.000 claims description 27
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 24
- 239000004902 Softening Agent Substances 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 20
- 229920002125 Sokalan® Polymers 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000002431 hydrogen Chemical group 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 abstract description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 9
- 230000035515 penetration Effects 0.000 abstract description 8
- 125000002843 carboxylic acid group Chemical group 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 239000004014 plasticizer Substances 0.000 abstract description 3
- 229920000058 polyacrylate Polymers 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000010408 film Substances 0.000 description 22
- 239000000126 substance Substances 0.000 description 18
- 239000003292 glue Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- 238000000576 coating method Methods 0.000 description 12
- 239000011248 coating agent Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 125000001931 aliphatic group Chemical group 0.000 description 8
- 238000010030 laminating Methods 0.000 description 7
- 239000004973 liquid crystal related substance Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 6
- 239000004568 cement Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000012965 benzophenone Substances 0.000 description 4
- 125000004386 diacrylate group Chemical group 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 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 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- PQMOXTJVIYEOQL-UHFFFAOYSA-N Cumarin Natural products CC(C)=CCC1=C(O)C(C(=O)C(C)CC)=C(O)C2=C1OC(=O)C=C2CCC PQMOXTJVIYEOQL-UHFFFAOYSA-N 0.000 description 3
- 239000013032 Hydrocarbon resin Substances 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- FSOGIJPGPZWNGO-UHFFFAOYSA-N Meomammein Natural products CCC(C)C(=O)C1=C(O)C(CC=C(C)C)=C(O)C2=C1OC(=O)C=C2CCC FSOGIJPGPZWNGO-UHFFFAOYSA-N 0.000 description 3
- 229920000297 Rayon Polymers 0.000 description 3
- 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 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- 229920006222 acrylic ester polymer Polymers 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- ZNAAXKXXDQLJIX-UHFFFAOYSA-N bis(2-cyclohexyl-3-hydroxyphenyl)methanone Chemical compound C1CCCCC1C=1C(O)=CC=CC=1C(=O)C1=CC=CC(O)=C1C1CCCCC1 ZNAAXKXXDQLJIX-UHFFFAOYSA-N 0.000 description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000007711 solidification Methods 0.000 description 3
- 230000008023 solidification Effects 0.000 description 3
- 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 3
- 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 2
- VUIMBZIZZFSQEE-UHFFFAOYSA-N 1-(1h-indol-3-yl)ethanone Chemical compound C1=CC=C2C(C(=O)C)=CNC2=C1 VUIMBZIZZFSQEE-UHFFFAOYSA-N 0.000 description 2
- FTALTLPZDVFJSS-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl prop-2-enoate Chemical compound CCOCCOCCOC(=O)C=C FTALTLPZDVFJSS-UHFFFAOYSA-N 0.000 description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 2
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 2
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 2
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- VENJJOGQEGHFPI-UHFFFAOYSA-N butyl prop-2-enoate;2-methylidenehexanoic acid Chemical compound CCCCOC(=O)C=C.CCCCC(=C)C(O)=O VENJJOGQEGHFPI-UHFFFAOYSA-N 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- MEDYMICOBSTWBO-UHFFFAOYSA-N dodecyl prop-2-enoate;2-methylidenetetradecanoic acid Chemical compound CCCCCCCCCCCCOC(=O)C=C.CCCCCCCCCCCCC(=C)C(O)=O MEDYMICOBSTWBO-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- JZMPIUODFXBXSC-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.CCOC(N)=O JZMPIUODFXBXSC-UHFFFAOYSA-N 0.000 description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 2
- 239000005357 flat glass Substances 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229940119545 isobornyl methacrylate Drugs 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000007761 roller coating Methods 0.000 description 2
- 238000007650 screen-printing Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- 239000010409 thin film Substances 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
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- LBDSQNRQXIKAGX-UHFFFAOYSA-N (2-methyl-3-prop-2-enoyloxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(C)COC(=O)C=C LBDSQNRQXIKAGX-UHFFFAOYSA-N 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- DXBHBZVCASKNBY-UHFFFAOYSA-N 1,2-Benz(a)anthracene Chemical compound C1=CC=C2C3=CC4=CC=CC=C4C=C3C=CC2=C1 DXBHBZVCASKNBY-UHFFFAOYSA-N 0.000 description 1
- 150000000183 1,3-benzoxazoles Chemical class 0.000 description 1
- JMFCAIUTSABFDU-UHFFFAOYSA-N 1,6-diisocyanatohexane Chemical compound O=C=NCCCCCCN=C=O.O=C=NCCCCCCN=C=O JMFCAIUTSABFDU-UHFFFAOYSA-N 0.000 description 1
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 1
- UWPKAPQTXZCWJZ-UHFFFAOYSA-N 1-phenyl-2H-tetrazole-5-thione Chemical compound C1(=CC=CC=C1)N1N=NN=C1S.C1(=CC=CC=C1)N1N=NN=C1S UWPKAPQTXZCWJZ-UHFFFAOYSA-N 0.000 description 1
- KREWQXNPQWLKBN-UHFFFAOYSA-N 2,6-bis[[4-(diethylamino)phenyl]methylidene]-4-hydroxycyclohexan-1-one Chemical compound C1=CC(N(CC)CC)=CC=C1C=C(CC(O)C1)C(=O)C1=CC1=CC=C(N(CC)CC)C=C1 KREWQXNPQWLKBN-UHFFFAOYSA-N 0.000 description 1
- BGWQXDVNSDBLLB-UHFFFAOYSA-N 2,6-bis[[4-(dimethylamino)phenyl]methylidene]-4-hydroxycyclohexan-1-one Chemical compound C1=CC(N(C)C)=CC=C1C=C(CC(O)C1)C(=O)C1=CC1=CC=C(N(C)C)C=C1 BGWQXDVNSDBLLB-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- OVOUKWFJRHALDD-UHFFFAOYSA-N 2-[2-(2-acetyloxyethoxy)ethoxy]ethyl acetate Chemical compound CC(=O)OCCOCCOCCOC(C)=O OVOUKWFJRHALDD-UHFFFAOYSA-N 0.000 description 1
- YHDDVTMCBPRRIR-UHFFFAOYSA-N 2-[diethylamino(phenyl)methylidene]-1-ethylpiperidin-4-one Chemical compound C(C)N(CC)C(C1=CC=CC=C1)=C1N(CCC(C1)=O)CC YHDDVTMCBPRRIR-UHFFFAOYSA-N 0.000 description 1
- VTLZLZIRVSGXLA-UHFFFAOYSA-N 2-[diethylamino(phenyl)methylidene]-1-methylpiperidin-4-one Chemical compound C=1C=CC=CC=1C(N(CC)CC)=C1CC(=O)CCN1C VTLZLZIRVSGXLA-UHFFFAOYSA-N 0.000 description 1
- BOFHDBCLMWTGCC-UHFFFAOYSA-N 2-[dimethylamino(phenyl)methylidene]-1-methylpiperidin-4-one Chemical compound CN(C)C(C1=CC=CC=C1)=C1N(CCC(C1)=O)C BOFHDBCLMWTGCC-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical class CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- WNXTZVMMNCCZTP-UHFFFAOYSA-N 2-hydroxyethyl 2-methylprop-2-enoate 5-hydroxy-2-methylpent-2-enoic acid Chemical compound OCCC=C(C(=O)O)C.C(C(=C)C)(=O)OCCO WNXTZVMMNCCZTP-UHFFFAOYSA-N 0.000 description 1
- IPGXHRDWHJEWBI-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate;4-hydroxy-2-methylidenebutanoic acid Chemical compound OCCOC(=O)C=C.OCCC(=C)C(O)=O IPGXHRDWHJEWBI-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- HWZWNRITCLAAPJ-UHFFFAOYSA-N 2-methyl-5-phenoxypent-2-enoic acid 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound O(C1=CC=CC=C1)CCC=C(C(=O)O)C.C(C(=C)C)(=O)OCCOC1=CC=CC=C1 HWZWNRITCLAAPJ-UHFFFAOYSA-N 0.000 description 1
- AIDLAEPHWROGFI-UHFFFAOYSA-N 2-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=C(C(O)=O)C=CC=C1C(O)=O AIDLAEPHWROGFI-UHFFFAOYSA-N 0.000 description 1
- LNGIIXGLYTUUHJ-UHFFFAOYSA-N 2-methylbut-2-enoic acid methyl 2-methylprop-2-enoate Chemical compound COC(=O)C(C)=C.CC=C(C)C(O)=O LNGIIXGLYTUUHJ-UHFFFAOYSA-N 0.000 description 1
- LJEQUZWOVUYQMR-UHFFFAOYSA-N 3,5-bis[[4-(dimethylamino)phenyl]methylidene]-4-oxocyclohexane-1-carboxylic acid Chemical compound C1=CC(N(C)C)=CC=C1C=C(CC(C1)C(O)=O)C(=O)C1=CC1=CC=C(N(C)C)C=C1 LJEQUZWOVUYQMR-UHFFFAOYSA-N 0.000 description 1
- DQOPDYYQICTYEY-UHFFFAOYSA-N 4-[2-(1,3-benzoxazol-2-yl)ethenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1C=CC1=NC2=CC=CC=C2O1 DQOPDYYQICTYEY-UHFFFAOYSA-N 0.000 description 1
- SXGAOGLBVSAZEI-UHFFFAOYSA-N 4-[2-(3,3-dimethylindol-2-yl)ethenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1C=CC1=NC2=CC=CC=C2C1(C)C SXGAOGLBVSAZEI-UHFFFAOYSA-N 0.000 description 1
- JTAMCVZGUCXSND-UHFFFAOYSA-N 4-hydroxy-2-methylidenepentanoic acid 2-hydroxypropyl prop-2-enoate Chemical compound OC(CC(C(=O)O)=C)C.C(C=C)(=O)OCC(C)O JTAMCVZGUCXSND-UHFFFAOYSA-N 0.000 description 1
- QZXAEJGHNXJTSE-UHFFFAOYSA-N 7-(ethylamino)-4,6-dimethylchromen-2-one Chemical compound O1C(=O)C=C(C)C2=C1C=C(NCC)C(C)=C2 QZXAEJGHNXJTSE-UHFFFAOYSA-N 0.000 description 1
- HUKPVYBUJRAUAG-UHFFFAOYSA-N 7-benzo[a]phenalenone Chemical compound C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=CC=CC2=C1 HUKPVYBUJRAUAG-UHFFFAOYSA-N 0.000 description 1
- YZCGJOZUOBPSQG-UHFFFAOYSA-N 9h-thioxanthene 10-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3CC2=C1.C1=CC=C2S(=O)C3=CC=CC=C3CC2=C1 YZCGJOZUOBPSQG-UHFFFAOYSA-N 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 101000824312 Buchnera aphidicola subsp. Acyrthosiphon pisum (strain APS) Uncharacterized protein BU584 Proteins 0.000 description 1
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Abstract
The present invention relates to an acrylic adhesive composition and use thereof, the composition comprising: an acrylic oligomer having at least one unsaturated group, an acrylic polymer having one, two or three of hydroxyl, amino and carboxylic acid groups, or a mixture of the acrylic oligomer and the acrylic polymer; (b) a photopolymerizable monomer; (c) a photoinitiator; (d) a plasticizer comprising a compound of formula (I) and/or formula (II). The composition can be used as an adhesive of an optical laminated plate, can obviously reduce the segment difference, avoids generating bubbles, has good reworking performance and good light penetration, and is particularly suitable for manufacturing the optical laminated plate of a touch panel display or a 3D display.
Description
Technical field
The present invention relates to one and stick together composition, especially a kind of acrylic acid series that can solidify sticks together composition, can be used as the sticking agent of the optics laminated plates as touch panel display.
Background technology
In recent years, electronic product emphasizes light, thin, short, little characteristic, to strengthen the convenience on using, make liquid-crystal display, especially Thin Film Transistor-LCD (thin-film transistor liquid-crystal display, TFT-LCD) market Fast Growth, thus a large amount of replacement traditional C RT (cathode ray tube) indicating meter.Related industries circle had started fineness, the color representation being devoted to promote indicating meter already, and strengthen the convenience used, this trend has more driven the development of the technology such as 3D indicating meter and contact panel.
Contact panel is arranged in pairs or groups liquid crystal panel and provide touch panel display usually, be widely used in the electronic products such as intelligent mobile phone, tablet PC, MP3, Vehicular guidance system, touch panel display product the most general on the market at present, mainly can divide into and use electric resistance touch-control panel and capacitance type touch-control panel two class.In general, electric resistance touch-control panel mainly comprises the substrate (as PC plastics or glass) of a support, the film substrate of two-layer tool conduction property forms upper/lower electrode respectively, a decorating film (decoration film), between support substrate and film substrate, and sticking agent between film substrate and decorating film, is all used to fit each other; When pressing panel with finger or pointer, the film substrate of two-layer tool conduction property produces voltage change because of contact, via controller, this voltage change is converted to digital signal again, and calculates the position of point of contact via Computing, and then access action is carried out to main frame.Capacitance type touch-control panel then uses surface to have the conductive glass of patterning ITO usually, one side is labelled in a liquid crystal panel module (LCM), another side then covers a surface cap (cover lens) (as PC plastics or glass) with strengthening surface wearing quality, by setting up a uniform electric field at this ITO conductive glass surface, the weak current during touching of induction human body and reach the object of touch-control.
Current industrial community uses optical cement (the optical clear adhesive with high light transmittance mostly; and glue (liquid optical clear adhesive OCA); LOCA) as the sticking agent of laminating optical material, for the laminating in the laminating of liquid crystal panel protective film, the laminating between liquid crystal panel and contact panel and contact panel between each layer.Wherein, optical cement belongs to the one of pressure-sensing glue, and main component is acrylic acid polymer, is commonly used in the processing (roller to film) of soft board to hardboard; But, the edge of the laminated plates of laminating is due to design and the demand (the frame-shaped edge as decorating film) in application, thickness is made to have difference, namely there is height section difference phenomenon, therefore, when using existing optical cement to fit, cannot fit tightly between laminated plates, easy generation bubble, causes process rate to reduce.
In addition, glue that current industry uses, its main component is then acrylic oligomers and/or monomer, viscosity is low before curing for it, can utilize photocuring and rapid processing, and have heavy industry (rework property) (namely, after having fitted, can tear glued membrane and recycle), therefore, be mainly used in the processing of hardboard to hardboard; But the problem of facing of usually meeting when using existing glue to fit is, after solidification, the hardness raising of glue makes elasticity not enough, and can reduce heavy industry, if improve heavy industry, the glue amount residued in optics laminated plates also rises thereupon.
Summary of the invention
In view of prior art above shortcomings, the object of this invention is to provide a kind of acrylic acid series through improvement and stick together composition and use thereof, the section difference phenomenon using optical cement to produce can be improved on the one hand, reduce and even avoid producing bubble, the heavy industry of glue can be promoted on the other hand, solve the shortcoming of existing glue material, improve the accepted product percentage of product.
Technical solution of the present invention is, a kind of acrylic acid series sticks together composition, comprises:
A () at least has the acrylic oligomers of a unsaturated group, one acrylic acid polymer with a kind of, two or three group in the middle of hydroxyl, amido, carboxylic acid group's three kinds of groups, or the mixture of described acrylic oligomers and described acrylic acid polymer;
(b) photopolymerizable monomer;
(c) light trigger; And
(d) softening agent, compound shown in compound shown in its contained (I) or formula (II) or simultaneously contained (I) and the shown two kinds of compounds of formula (II):
Wherein R
1and R
2respective independence is hydrogen, fatty group or aromatic base, R
3for hydrogen or fatty group, and n1 is one of 20 integers of 1 to 20;
Wherein A is alkylidene group, phenylene or cycloalkylidene, R
4and R
5respective independence, is fatty group;
Above-mentioned (a), (b), (c), (d) four are in the middle of class component, and component (d) is 0.04: 1 to 0.63: 1 with the weight ratio of component (a).
Further, aforesaid acrylic acid series sticks together in the middle of composition, and described component (a) being has the acrylic oligomers of two unsaturated groups, and its weight average molecular weight is not less than 2, and 000; Or described component (a) is the acrylic acid polymer containing hydroxyl, its weight average molecular weight is 100,000 to 1,000,000.
Again further, aforesaid acrylic acid series sticks together in the middle of composition, and described component (b) is acrylic monomer, especially: monofunctional acrylate's monomer, multi-functional yl methacrylates's monomer, or the mixture of these two kinds of monomers.
Again further, aforesaid acrylic acid series sticks together in the middle of composition, R
1and R
2c
2to C
20fatty group, n1 gets one of 2 to 10 these 9 integers, and R
3hydrogen or C
1to C
10fatty group; Especially, R
1and R
2c
4to C
10alkyl, n1 gets one of 2 to 6 these 5 integers, and R
3for hydrogen or C
1to C
6alkyl.
Again further, aforesaid acrylic acid series sticks together in the middle of composition, R
4and R
5for C
6to C
24fatty group, A is phenylene or C
3to C
12cycloalkylidene; Especially, R
4and R
5for C
6to C
13alkyl, A be phenylene or
Again further, aforesaid acrylic acid series sticks together in the middle of composition, and component (d) is 0.06: 1 to 0.30: 1 with the weight ratio of component (a).
Further, aforesaid acrylic acid series sticks together in the middle of composition, comprises (e) linking agent further, and/or (f) viscosity increaser.
The present invention also points out that above-mentioned arbitrary acrylic acid series sticks together the purposes of composition, that is: described acrylic acid series sticks together composition is optics laminated plates for the manufacture of touch panel display or 3D indicating meter, described optics laminated plates comprises: one first transparent or semitransparent substrate, one second transparent or semitransparent substrate, and aforementioned arbitrary acrylic acid series sticks together composition, described acrylic acid series sticks together composition and is contained between described first transparency carrier and the second transparency carrier.
Technique effect of the present invention is mainly reflected in: the acrylic acid series that the invention provides a kind of improvement sticks together composition, when it is applied to the bonding of optics laminated plates, can the section of reduction difference phenomenon, avoid bubble to produce, and there is the excellent advantage of heavy industry performance; Secondly, acrylic acid series provided by the invention sticks together the light penetration degree that composition can keep good, is particularly suitable as the sticking agent of optics laminated plates; In addition, by adjusting kind and the proportioning of various composition, the various characteristics that this acrylic acid series sticks together composition can be changed, to adapt to the requirement of variant production, there is very high application flexibility.
Accompanying drawing explanation
(nothing)
Embodiment
Concrete technical scheme of the present invention is below described in detail in detail, but it should be noted that, when not deviating from spirit of the present invention, the present invention can there is multiple concrete embodiment, scope should be interpreted as being limited to described in specification sheets.In addition, unless Wen Zhongyou illustrates in addition, " one ", " being somebody's turn to do " that present specification uses and similar term should be understood to comprise odd number and plural two layers of meaning.
Acrylic acid series provided by the invention sticks together composition (hereinafter referred to as " sticking together composition ") and comprises: the mixing of (a) acrylic acid series (acrylic-based) oligopolymer, an acrylic acid polymer or both; (b) photopolymerizable monomer; (c) light trigger; And (d) softening agent (plasticizer).Specifically, by adding specific a plasticiser component, make this stick together composition and can reduce the section difference phenomenon using traditional optical glue to occur on the one hand, and then reduce or avoid bubble to produce, when also can avoid using traditional glue on the other hand, face there is the phenomenon of substrate crack because heavy industry operation, and reduce residual silkgum content, promote heavy industry.
Stick together in composition provided by the invention, component (a) can be at least there is a unsaturated group acrylic oligomers, have be selected from hydroxyl, amido, carboxylic acid group and combination thereof form the acrylic acid polymer of the group of group or the mixing of both.When selecting acrylic oligomers as component (a), gained sticks together the mode that composition is beneficial to be coated with and uses, as glue form; Preferably, use and there are at least two unsaturated groups, better, use ethene system unsaturated group, and the weight average molecular weight of acrylic oligomers is generally and is about more than or equal to about 2,000, is preferably about 10,000 to about 50,000.Can be used for the present invention and stick together acrylic oligomers in composition including but not limited to aliphatic urethane diacrylate (aliphatic urethane diacrylate), aliphatic polyurethane six acrylate (aliphatic urethane hexaacrylate), polyester diacrylate (polyester diacrylate), polyester tetra acrylate (polyester tetraacrylate), polyester hexaacrylate (polyester hexaacrylate), polyether glycol (polyether polyol), aliphatic urethane acrylate (aliphatic urethane acrylate), the acrylate (PPG-modified acrylate) of polypropylene glycol upgrading, or aforementioned arbitrary combination.
Also directly can use commercially available acrylic oligomers product, as Changxing chemical industry manufacture sell 6114,6115J-80,6123,6144-100,6145-100,6148J-75,615-100,6150-100,6161-100,6172-1,6177,6181,6191,6323-100,6325-100,6336-100, DRU301,6127, ETERCURE 3000A-2 etc.In the middle of embodiment below, use ETERCURE 3000A-2 as component (a) acrylic oligomers.
According to the present invention, component (a) also can be an acrylic acid polymer, there is the group being selected from following group: hydroxyl, amido, carboxylic acid group and combination thereof, preferred hydroxyl, and the weight average molecular weight of the acrylic acid polymer used is generally about 100,000 to about 1,000,000, be preferably about 300,000 to about 600,000.When using acrylic acid polymer as component (a), that normally prepares high-consistency sticks together composition, is beneficial to the mode of directly binding with full wafer film and uses (such as soft board is to the processing of hardboard), namely as optical cement form.
The acrylic acid polymer sticked together in composition used in the present invention comprises the acrylic acid polymer using acrylic monomer (acrylic-based monomer) as polymerized unit.The monomer be applicable to there is no particular restriction, such as, including but not limited to methyl acrylate (methyl acrylate), methyl methacrylate (methyl methacrylate), ethyl propenoate (ethyl acrylate), β-dimethyl-aminoethylmethacrylate (ethyl methacrylate), Hydroxyethyl Acrylate (hydroxyethyl acrylate), hydroxyethyl methacrylate (hydroxyethyl methacrylate), butyl acrylate (butyl acrylate), butyl methacrylate (butyl methacrylate), ethylhexylacrylate (ethylhexyl acrylate), methacrylic acid (ethyl hexyl) ester (ethylhexyl methacrylate), 2-hydroxypropyl acrylate (2-hydroxypropyl acrylate), methacrylic acid-2-hydroxy methacrylate (2-hydroxyethyl methacrylate), cyclohexyl acrylate (cyclohexyl acrylate), cyclohexyl methacrylate (cyclohexyl methacrylate), acrylate (phenoxyethyl acrylate), phenoxyethyl methacrylate (phenoxyethyl methacrylate), isobornyl acrylate (isobornyl acrylate), isobornyl methacrylate (isobornyl methacrylate), tetrahydrofurfuryl acrylate (tetrahydrofurfuryl acrylate), tetrahydrofurfuryl methacrylate (tetrahydrofurfuryl methacrylate), propylene anilide good fortune quinoline (acryloyl morpholine), vinyl cyanide (acrylonitrile), Alpha-Methyl vinyl cyanide (α-methacrylonitrile), glycidyl propionic acid (glycidyl methacrylate), phenyl methacrylate (benzyl methacrylate), or aforementioned arbitrary combination.
According to the present invention, stick together the acrylic acid polymer in composition, except can use separately using as above-mentioned acrylic monomer as polymerized unit except the polymkeric substance that formed, aforesaid propylene acid can also be used to be the polymkeric substance that monomer and other monomer are formed as polymerized unit, this other monomer comprises as vinylbenzene (styrene) and derivative thereof, alpha-methyl styrene (α-methylstyrene), maleic anhydride (maleic anhydride), vinyl acetate (vinyl acetate), N-vinyl-2-Pyrrolizidine ketone (N-vinyl-2-pyrrolidone), vinyl pyridine (vinylpyridine), propionate (vinyl propionate), or aforementioned arbitrary combination.ETERAC 7780, ETERAC 77308 that this kind of commercially available prod has Changxing chemical industry manufacture to sell, ETERAC 77095 (Changxing chemical industry system).In embodiment below, use ETERAC 7780 as component (a) acrylic acid polymer.
Except component (a), the composition that sticks together of the present invention also comprises component (b), that is: photopolymerizable monomer.It selects acrylic ester monomer usually, comprises as monofunctional acrylate's monomer, multi-functional yl methacrylates's monomer or aforementioned mixing.According to the present invention, the kind of photopolymerizable monomer and consumption generally stick together the purposes of composition depending on the kind of component (a), addition and gained and adjust; For example, can add monofunctional acrylate's monomer as component (b), monofunctional acrylate's monomer has the function of thinner, appropriateness can adjust the viscosity that gained sticks together composition, improve the operability that its coating uses; Also multi-functional yl methacrylates's monomer can be used as composition (b), and in the case this, the functional group that can carry out reacting is more, is conducive to the carrying out of subsequent cure reaction.Those of ordinary skill in the art know, the content disclosed according to this case specification sheets and its relevant knowledge, can the kind of adjusting component (a) and composition (b) and addition as required, with obtained there is required character stick together composition, such as component (a) can use the mixture of acrylic oligomers and acrylic acid polymer, and component (b) can use the mixture of monofunctional acrylate's monomer and multi-functional yl methacrylates's monomer.
Used in the present inventionly stick together component (b) photopolymerizable monomer in composition including but not limited to lauryl acrylate (lauryl acrylate), Isooctyl acrylate monomer (isooctyl acrylate), (methyl) stearyl acrylate ester (stearyl (meth) acrylate), isodecyl acrylate (isodecyl acrylate), pentaerythritol tetracrylate (pentaerythritol tetraacrylate), six vinylformic acid dipentaerythritol ester (dipentaerythritol hexaacrylate), isobornyl (methyl) acrylate (isoborny (meth) acrylate), vinylformic acid-2-(2-ethoxy ethoxy) ethyl ester (2-(2-ethoxyethoxy) ethyl acrylate), vinylformic acid (acrylic acid), butyl acrylate (butylacrylate), vinylformic acid 2-hydroxy methacrylate (2-hydroxyethyl acrylate, HEA), 2-hydroxyethyl methacrylate (2-hydroxyethyl methacrylate, HEMA), polyethyleneglycol diacrylate (polyethylene glycol diacrylate), 1, 4-butyleneglycol two (methyl) acrylate (1, 4-butanediol di (meth) acrylate), 1, 6-hexylene glycol two (methyl) acrylate (1, 6-hexanediol di (meth) acrylate), neo-pentyl ethylene glycol bisthioglycolate (methyl) acrylate (neopentylglycol di (meth) acrylate), 2-methyl isophthalic acid, ammediol diacrylate (2-methyl-1, 3-propanediol diacrylate), ethoxyquin-2-methyl isophthalic acid, ammediol diacrylate (ethoxylated 2-methyl-1, 3-propanediol diacrylate), 2-butyl-2-ethyl-1, ammediol diacrylate (2-butyl-2-ethyl-1, 3-propanediol diacrylate), third oxidation neopentylglycol diacrylate (propoxylated neopentyl glycol diacrylate), or aforementioned arbitrary combination.
Preferably, component (b) photopolymerizable monomer used in the present invention, be selected from lauryl acrylate (lauryl acrylate), six vinylformic acid dipentaerythritol ester (dipentaerythritol hexaacrylate), isobornyl (methyl) acrylate (isoborny (meth) acrylate), vinylformic acid 2-(2-ethoxy ethoxy) ethyl ester (2-(2-ethoxyethoxy) ethyl acrylate), vinylformic acid (acrylic acid), butyl acrylate (butyl acrylate), vinylformic acid 2-hydroxy methacrylate (2-hydroxyethyl acrylate, HEA), or aforementioned arbitrary combination.Also commercial acrylate system monomer can directly be used, EM70, EM23, EM20, EM24, EM211, EM215, EM218, EM219, EM265, EM2251, EM315, EM35 of such as Changxing chemical industry manufacture.In embodiment below, use EM215 or EM265 as component (b) photopolymerizable monomer.
According to technical solution of the present invention, this area has knows that the knowledgeable can select the consumption of component (b) photopolymerizable monomer as required usually.For example, when using acrylic oligomers (a) to combine monofunctional acrylate's monomer (b), component (b) is about 0.2: 1 to 1.8: 1 with the weight ratio of component (a), is preferably 0.4: 1 to 1.5: 1; When using acrylic acid polymer (a) to combine multi-functional yl methacrylates's monomer (b), component (b) is then about 0.01: 1 to 0.5: 1 with the weight ratio of component (a), is preferably 0.04: 1 to 0.2: 1.
The composition that sticks together of the present invention separately should comprise component (c) light trigger, to absorb light source and the polymerization of acrylic oligomers, acrylic acid polymer and photopolymerizable monomer in starting composition, is namely cured.Be applicable to component (c) light trigger of the present invention including, but not limited to being selected from following group: benzophenone, hydroxycyclohexyl phenyl ketone, 2, 4, 6-trimethylbenzoyldiphenyl oxide compound (2, 4, 6-trimethylbenzoyl diphenyl phosphine oxide), two 4, 4 '-diethyl amido benzophenone (bis-4, 4 '-diethylaminobenzophenone), benzophenone (benzophenone), camphorphorone (camphorquinone), 3, two (diethyl amido the α-tolylene)-N-methyl-4-piperidone (3 of 5-, 5-bis (diethylaminobenzylidene)-N-methyl-4-piperidone), 3, two (dimethyl amido the α-tolylene)-N-methyl-4-piperidone (3 of 5-, 5-bis (dimethylaminobenzylidene)-N-methyl-4-piperidone), 3, two (diethyl amido the α-tolylene)-N-ethyl-4-piperidone (3 of 5-, 5-bis (diethylaminobenzylidene)-N-ethyl-4-piperidone), 3, 3 '-carbonyl-bis-(7-diethyl amido) tonka bean camphor (3, 3 '-carbonyl-bis (7-diethylamino) cumarin), 3, 3 '-carbonyl-bis-(7-dimethyl amido) tonka bean camphor (3, 3 '-carbonyl-bis (7-dimethylamino) cumarin), Riboflavin Tetrabutyrate (riboflavin tetrabutyrate), 2-methyl isophthalic acid-[4-(methyl thio) phenyl]-2-morpholinyl third-1-ketone (2-methyl-1-[4-(methylthio) phenyl]-2-morpholino propan-1-one), 2, 4-dimethyl sulfenyl xanthone (2, 4-dimethylthioxanthone), 2, 4-diethyl sulfenyl xanthone (2, 4-diethylthioxanthone), 2, 4-di-isopropyl sulfenyl xanthone (2, 4-diisopropylthioxanthone), 3, 5-dimethyl sulfenyl xanthone (3, 5-dimethylthioxanthone), 3, 5-di-isopropyl sulfenyl xanthone (3, 5-diisopropylthioxanthone), 1-phenyl-2-(ethoxy carbonyl) oxygen imido grpup third-1-ketone (1-phenyl-2-(ethoxycarbonyl) oxyiminopropan-1-one), benzoin ether (benzoin ether), benzoin isobutyl propyl group ether (bezoin isopropyl ether), benzene is around green onion ketone (benzanthrone), 5-nitro acenaphthene (5-nitroacenaphthene), 2-nitrofluorene (2-nitrofluorene), castor ketone (anthrone), 1, 2-benzo anthracene (1, 2-benzanthraquinone), 1-phenyl-5-sulfydryl-1H-tetrazole (1-phenyl-5-mercapto-1H-tetrazole), thioxanthene-9-one (thioxanthen-9-one), 10-thioxanthone (10-thioxanthenone), 3-indoles second vinegar (3-acetylindole), 2, 6-bis-(to dimethyl amido α-tolylene)-4-carboxy cyclohex ketone (2, 6-di (p-dimethylaminobenzal)-4-carboxycyclohexanone), 2, 6-bis-(to dimethyl amido α-tolylene)-4-hydroxy-cyclohexanone (2, 6-di (p-dimethylaminobenzal)-4-hydroxycyclohexanone), 2, 6-bis-(to diethyl amido α-tolylene)-4-carboxy cyclohex ketone (2, 6-di (p-diethylaminobenzal)-4-carboxcyclohexanone), 2, 6-bis-(to diethyl amido α-tolylene)-4-hydroxy-cyclohexanone (2, 6-di (p-diethylaminobenzal))-4-hydroxy cyclohexanone), 4, 6-dimethyl-7-ethylamine butylcoumariii (4, 6-dimethyl-7-ethylaminocumarin), 7-diethyl amido-4-methylcoumarin (7-diethylamino-4-methylcumarin), 7-diethyl amido-3-(1-tolimidazole base) tonka bean camphor (7-diethylamino-3-(1-methylbenzoimidazolyl) cumarin), 3-(2-benzimidazolyl-)-7-dimethylethyl amido tonka bean camphor (3-(2-benzoimidazolyl)-7-diethylaminocumarin), 3-(2-benzo benzothiazolyl)-7-dimethylethyl amido tonka bean camphor (3-(2-benzothiazolyl)-7-diethylaminocumarin), 2-(to dimethyl amido styryl) benzoxazoles (2-(p-dimethylaminostyryl) benzooxazole), 2-(to dimethyl amido styryl) quinoline (2-(p-dimethylaminostyryl) quinoline), 4-(to dimethyl amido styryl) quinoline (4-(p-dimethylaminostyryl) quinoline), 2-(to dimethyl amido styryl) benzo thiazole (2-(p-dimethylaminostyryl) benzothiazole), 2-(to dimethyl amido styryl)-3, 3-dimethyl-3H-indoles (2-(p-dimethylaminostyryl)-3, 3-dimethyl-3H-indole), and combination, preferably, this light trigger is hydroxycyclohexyl phenyl ketone, 2,4,6-trimethylbenzoyldiphenyl oxide compounds or its combination.
The kind of light trigger and addition are determined according to the kind of used photopolymerizable monomer and oligopolymer, polymkeric substance usually.For example, stick together in the middle of composition of the present invention, the weight ratio of component (c) light trigger and component (a) is about 0.001: 1 to 0.3: 1, is preferably 0.003: 1 to 0.2: 1.If the addition of light trigger is too low, the solidification of sticking together composition may be caused incomplete, otherwise, then may be unfavorable to the character of solidified after-product, even cause etiolation.
Except above-mentioned each composition, another neccessary composition sticking together composition of the present invention is component (d) softening agent, as long as allow in theory, various softening agent can be used, the glass transition temperature sticking together composition is reduced by plastification (plasticization), and then reduce the mechanical modulus (mechanical modulus) of sticking together composition, improve above-mentioned section of poor phenomenon and reworking.The softening agent sticking together composition used in the present invention comprises following formula (I) compound, following formula (II) compound or both mixing:
Wherein, R
1and R
2system is independent is separately hydrogen, fatty group or aromatic base, and being preferably independent is separately C
2to C
20fatty group, more preferably independent is separately C
4to C
10alkyl, such as amyl group, hexyl, heptyl etc.R
3for hydrogen or fatty group, preferred hydrogen or C
1to C
10fatty group, more preferably hydrogen or C
1to C
6alkyl, such as methyl, ethyl, propyl group etc.N1 gets 1 to 20 arbitrary integer, preferably 2 to 10 arbitrary integers, more preferably arbitrary integer of 2 to 6.Can be used for softening agent that the present invention sticks together formula (I) compound in composition including but not limited to polyoxyethylene glycol-200-ethylhexyl (polyethylene glycol-200-diethyl hexoate), second diether two 2-ethylhexoate (triethylene glycol bis (2-ethyl hexanoate)), second diether diacetate esters (triglycol diacetate), polypropylene glycol-200-ethylhexyl (polypropylene glycol-200-diethylhexoate), or aforementioned arbitrary combination.In the middle of embodiment below, use ETERCUREDR-E526, ETERCURE PPG200 of Changxing chemical industry manufacture sale as formula (I) softening agent.
Formula (II) compound has following formula:
Wherein, A system phenylene or C
3to C
12cycloalkylidene, preferred phenylene or C
3to C
12cycloalkylidene, such as
r
4and R
5system is independent is separately fatty group, preferred C
6to C
24fatty group, more preferably C
6to C
13alkyl, such as nonyl, decyl etc.Can be used for softening agent that the present invention sticks together formula (II) compound in composition including but not limited to diisononyl phthalate (diisononyl phthalate), Di Iso Decyl Phthalate (diisodecyl phthalate), dipropylheptylphthalate (bis (2-propylheptyl) phthalate), hexanaphthene-1,2-dicarboxylic acid dinonyl (1,2-cyclohexanedicarboxylic acid, diisononyl ester) or aforementioned arbitrary combination.In embodiment below, BASF AG's manufacture is used to sell
dPHP,
dINCH is as formula (II) softening agent.
In addition, stick together in composition in the present invention, the weight ratio of component (d) softening agent and component (a) is about 0.04: 1 to 0.63: 1, is preferably 0.06: 1 to 0.30: 1.If the addition of softening agent is too low, the mechanical modulus of gained sticking agent is too high, causes glued membrane to break; If the addition of softening agent is too high, then can reduce the physical strength of glued membrane.
The composition that sticks together of the present invention can also add a linking agent as required, makes it be formed crosslinked (crosslinking) in the intermolecular generation chemical bond of different resins.The kind of linking agent and addition look acrylic oligomers used usually, the kind of polymkeric substance with stick together the application of composition and adjust, such as: vulcabond (diisocyanate) or polymeric polyisocyanate (polyisocyanate), object lesson comprises as 1, hexamethylene-diisocyanate (1, 6-diisocyanatohexane), two isocyanic acid isophorones (isophorone diisocyanate), 4, 4 '-diphenylmethanediisocyanate (4, 4 '-diphenylmethanediisocyanate), tolylene diisocyanate (tolylene diisocyanate), commercial goods then has: Beyer Co., Ltd's manufacture is sold
the ETERAC 92 that I or Desmodur 3390, Changxing chemical industry manufacture are sold.According to the present invention, when adding linking agent, its weight ratio with component (a) is about 0.001: 1 to 0.2: 1, and preferably 0.004: 1 to 0.08: 1.
In addition, when not damaging the object of the invention, for adjustment sticks together the stickiness of composition to being applicable to the degree of coating or required concentration, the composition that sticks together of the present invention also optionally can add any suitable viscosity increaser (tackifier), such as: rosin series resin (rosin-based resins), pine alkene system resin (terpene-based resins), styrene based copolymer (styrenic copolymer), aliphatic petroleum resin (aliphatic petroleum resins), or aforementioned arbitrary combination, preferably, be selected from following thing group: C
5hydrocarbon resin, hydrogenation C
5hydrocarbon resin, styrol C
5resin, C
5/ C
9resin, styrol terpene resin, completely hydrogenation or partial hydrogenation C9 hydrocarbon resin, Gum Rosin, rosin derivative, polyterpene resin and composition thereof.Commercial goods then manufactures the GA-100 sold just like Nichimen company; Kolon company manufactures the Hikorez A-1100S, the Sukorez SU-100 that sell; Yi Shiman (EASTMAN) company manufacture sell Piccotac 1095, Piccotac 1100, Kristalex3100, Regalite R-125, Regalite C6100; Zeon company manufactures the QuintoneU-185 sold; Exxon Mobil company manufactures Escorez 5300 series, Escorez 5400series, Escorez 5600 series sold.When adding viscosity increaser, the weight ratio of viscosity increaser and component (a) is about 0.05: 1 to 1: 1, is preferably 0.1: 1 to 0.6: 1.
In addition to the aforementioned ingredients, the composition that sticks together of the present invention also optionally can comprise appropriate solvent to adjust solid content, is beneficial to and is coated with.Solvent used in the present invention there is no particular restriction, can be that any the technical field of the invention has and usually knows the known person of the knowledgeable, include but not limited to the cohort that alkanes, aromatic hydrocarbons, ketone, ester class, alcohols and ether alcohol class are formed.The object lesson of solvent used in the present invention has: toluene, dimethylbenzene, ethyl acetate, butanone, acetone or aforementioned combination.
The composition that sticks together provided by the invention has excellent light penetration, and optionally can adjust the kind of each component and usage ratio and obtain the composition that sticks together with desired characteristic, be specially adapted to various optical display, as electric resistance touch-control panel indicating meter, capacitance type touch-control panel indicating meter, 3D indicating meter etc.
Therefore, technical solution of the present invention can be applicable to the making of optics laminated plates, this optics laminated plates comprises one first transparent or semitransparent substrate, one second transparent or semitransparent substrate and sticks together composition as above, and this sticks together composition and is contained between this first transparency carrier and this second transparency carrier.
According to the present invention, the material of this first transparent or semitransparent substrate and this second transparent or semitransparent substrate, depend primarily on for the purposes of obtained optics laminated plates, such as, provide electric resistance touch-control panel or capacitance type touch-control panel.The content of those of ordinary skill in the art's foundation the application prompting and relevant knowledge, can select any suitable first substrate and second substrate; For example, the material of first substrate and second substrate can be independently opticglass, PC plastic plate, ito glass, ITO-PET film, liquid crystal panel, contact panel, decorating film, outer protective film etc. separately.
According to the present invention, use of the present invention stick together composition laminating make optics laminated plates time, usually including but not limited to use silk screen printing (screen-printing), coating or dispensing method, the above-mentioned composition that sticks together can be formed on first substrate, more above-mentioned first substrate will have the face of sticking together composition and second substrate is fitted.Above-mentioned coating process is known by persond having ordinary knowledge in the technical field of the present invention, and such as scraper type coating (knife coating), roller coating (roller coating), micro-gravure (micro gravure coating), flow coat (flow coating), impregnation coating (dip coating), spraying coating (spray coating) and curtain are coated with the combination of (curtain coating) or aforesaid method.According to the present invention, better embodiment has following two kinds:
(1) composition is sticked together in glue form:
To stick together composition is coated on a first substrate (as opticglass), again the first substrate through coating is conformed on a second substrate (as opticglass) with coated side, then utilize UV Exposure mode, solidification sticks together composition with first substrate and the second substrate of fitting.
(2) optically glue form stick together composition:
First will stick together composition is coated on a release film, then carries out drying (such as, lasting about 1 minute to about 3 minutes at the temperature of about 100 DEG C to about 140 DEG C) with UV exposure-processed to obtain a viscose sheet material.Then, gained viscose sheet material is stamped on one first base material (as decorating film), again the first base material is stamped on one second base material (as opticglass) with viscose sheet face, finally carry out deaeration process (such as, be placed in about 4 barometric points and last about 40 minutes to 80 minutes to about 6 barometric points and the container of about 40 DEG C to 60 DEG C), optics laminated plates can be formed.
As shown in rear attached embodiment, use composition laminating and the optics laminated plates that obtain of sticking together of the present invention, its section differs from the improvement that phenomenon and heavy industry have certain degree.
Technical solution of the present invention is further illustrated below in conjunction with specific examples.
Embodiment
Stick together the preparation of composition
Respectively according to table 1 and table 2 ingredients listed and ratio, the preparation embodiment of the present invention 1 to 12 and comparative example 1 to 2 stick together composition, wherein mentioned abbreviation implication is as follows:
A1: diacrylate ester oligomer (Changxing chemical industry, ETERCURE 3000A-2);
A2: the acrylic ester polymer (Changxing chemical industry, ETERAC 7780) of hydroxyl;
B1: lauryl acrylate monomer (Changxing chemical industry, EM215);
B2: six vinylformic acid dipentaerythritol ester monomers (Changxing chemical industry, EM265);
C1: hydroxycyclohexyl phenyl ketone light trigger (Ciba, IRGACURE 184);
d1:
Softening agent (Changxing chemical industry, ETERCURE DR-E526);
d2:
Softening agent (Changxing chemical industry, ETERCURE PPG200);
d3:
Softening agent (BASF AG,
dPHP);
d4:
Softening agent (BASF AG,
dINCH);
E1: linking agent (Beyer Co., Ltd,
i);
E2: linking agent (Changxing chemical industry, ETERAC 92); And
F1: viscosity increaser (Exxon Mobil company, Escorez 5615).
Table 1
Table 2
Embodiment 1
Prepare the linking agent (e1) of the origoester acrylate (a1) of 100 weight parts, the acrylate monomer (b1) of 59.1 weight parts, the softening agent (d1) of 16.2 weight parts and 6.8 weight parts, be heated to 70 DEG C and stir make its Homogeneous phase mixing, remove thermal source and Keep agitation is cooled to room temperature, mix with the light trigger (c1) of 9.7 weight parts, what form embodiment 1 sticks together composition again.
Gained being sticked together composition coats on the opticglass (first substrate) of a thickness 0.7 millimeter with roller, to form a coating, then the first substrate with above-mentioned coating is conformed to one to have on the opticglass (second substrate) of frame, then with UV exposure bench (type: F300S+AJ-6-UVL; UV light source: AJM-07/UVICURE Plus II), with linear velocity 4 meters of/minute exposure three times (exposure energy about 1086 millijoules/square centimeter).Then, cut into 5 centimeters of X5 centimetre sizes with cutter, namely form an optics laminated plates.
Embodiment 2 to 6
Stick together composition respectively according to component shown in table 1 and weight part preparation embodiment 2 to 6, the manufacture method of sticking together composition and the method forming optics laminated plates are as described in Example 1.
Embodiment 7
The at room temperature linking agent (e2) of the acrylate monomer (b2) of the acrylic ester polymer (a2) of the hydroxyl of mixed preparing 100 weight part, 4.9 weight parts, the light trigger (c1) of 0.3 weight part, the softening agent (d1) of 16.2 weight parts and 0.6 weight part, add toluene/ethyl acetate (weight ratio 1: 2) solvent again, formed solid content (NV) be the embodiment 7 of 28% stick together composition.
Gained is sticked together composition with line spreading rod (KODAIRA; Model: YBA3; Adjustment scale is 3) be coated on a PET release film (Japanese Dongshan; Model: HY-TS12/50 micron) on, the PET base material after coating to be inserted in 120 DEG C of baking ovens dry 2 minutes, after taking-up, inserts UV exposure machine (type: F300S+AJ-6-UVL; UV light source: AJM-07/UVICURE Plus II), with linear velocity 4 meters of/minute exposure 1 time (exposure energy about 362 millijoules/square centimeter), then be covered with a release film (Japanese Dongshan; Model: HY-TS04/50 micron), form the sheet material of thick 50 microns an of glue.
Housing shape (being of a size of 5 centimeters of X5 centimetres) is printed in the optics sclerosis PET film of one 188 micron thickness with the half tone of 120 meshes (mesh) by black ink solution, toast one hour at 70 DEG C, an obtained decorating film (decoration film).Then, above-mentioned sheet material is stamped on gained decorating film, remove PET release film, be stamped in laminator again on the opticglass of 0.7 millimeter, 5 centimeters × 5 centimeters sizes are cut into cutter, and put into pressurized vessel, in 50 DEG C, deaeration one hour under 5 atmospheric pressure, an optics laminated plates can be formed.
Embodiment 8 to 12
Stick together composition respectively according to component shown in table 2 and weight part preparation embodiment 8 to 12, the manufacture method of sticking together composition and the method forming optics laminated plates are as described in example 7 above.
Comparative example 1
Prepare the linking agent (e1) of the origoester acrylate (a1) of 100 weight parts, the acrylate monomer (b1) of 59.1 weight parts and 6.8 weight parts, be heated to 70 DEG C and stir make its Homogeneous phase mixing, remove thermal source and Keep agitation is cooled to room temperature, mix with the light trigger (c1) of 9.7 weight parts, what form comparative example 1 sticks together composition again.
Gained sticks together composition and forms the method for optics laminated plates as described in example 1 above.
Comparative example 2
The at room temperature linking agent (e1) of the acrylic ester polymer (a2) of the hydroxyl of mixed preparing 100 weight part, the acrylate monomer (b2) of 4.9 weight parts, the light trigger (c1) of 0.2 weight part and 0.4 weight part, add toluene/ethyl acetate (weight ratio 1: 2) solvent again, formed solid content (NV) be the comparative example 2 of 28% stick together composition.
Gained sticks together composition and forms the method for optics laminated plates as described in example 7 above.
[testing method]
(A) adhesion test:
Use tensilon (expand and reach instrument, HT-9102), according to JIS-Z0237 standard method, with 180 degree, the speed of 300 mm/min measures the film of optics laminated plates and the adhesion of substrate of embodiment 1 to 12 and comparative example 1 to 2 respectively.
(B) light penetration degree test:
Use NDH 5000W haze meter (electricity Se company, Japan), record full light penetration degree (Tt) according to JIS K7361 standard method.
(C) heavy industry test:
Optics laminated plates is fixed on platform, with nylon rope two sheet glass substrates is drawn and move, observe base material separate condition.If two sheet glass base materials break drawing to move past in journey, show and do not have a heavy industry (being denoted as ×); Move past if draw in journey, two plate bases can separate smoothly and all there is cull in two faces, display tool heavy industry good (being denoted as zero); Move past if draw in journey, two plate bases can separate smoothly and two culls are uniformly distributed, display heavy industry excellent (being denoted as ◎).
(D) section difference phenomenon test:
Optics laminated plates is put into environmental testing machine, place 240 hours under 80 DEG C and 60 DEG C, 90%RH two kinds of conditions respectively, the foaming degree of viewing optics laminated plates before and after environmental testing, if foaming degree high (sign ×) namely represents that section difference phenomenon is serious, if foaming degree not obvious (indicating zero), represent that section difference phenomenon is slight, if without foaming (indicating ◎), indicate without section difference phenomenon.
The test-results of embodiment 1 to 6 and comparative example 1 is as shown in table 3; The test-results of embodiment 7 to 12 and comparative example 2 is as shown in table 4.
Table 3
Table 4
As shown in Table 3, compared to comparative example 1, the composition that sticks together of embodiment 1 to 6 has better heavy industry, wherein the composition that sticks together of embodiment 1 to 2 and embodiment 6 has more excellent heavy industry, and use the optics laminated plates of sticking together composition (embodiment 1 to 6) of adding softening agent d1 to d4, wherein addition component (d) is respectively 0.162: 1 with the weight ratio of component (a), 0.267: 1 and 0.545: 1, its light penetration degree is not affected, the phenomenon of sticking together composition and can be used for improving the substrate crack that optics laminated plates occurs when heavy industry provided by the invention is described, and can residual silkgum content be reduced.
As shown in Table 4, compared to comparative example 2, the composition that sticks together of embodiment 7 to 12 presents slighter section difference phenomenon, wherein, in embodiment 7 to 9 and embodiment 11, the not section of appearance difference phenomenon, and use add softening agent d1 to d4 stick together composition (embodiment 7 to 12), wherein addition component (d) is respectively 0.100: 1 with the weight ratio of component (a), 0.133: 1, 0.162: 1 and 0.200: 1, the light penetration degree of optics laminated plates is not affected, illustrate provided by the invention stick together composition can improve optics laminated plates section difference phenomenon, and then avoid producing bubble in optics laminated plates, improve and produce yield.
Comprehensively above-mentioned, the acrylic acid series that the invention provides a kind of improvement sticks together composition, when it is applied to the bonding of optics laminated plates, can the section of reduction difference phenomenon, avoid bubble to produce, and there is the excellent advantage of heavy industry performance.Secondly, acrylic acid series provided by the invention sticks together the light penetration degree that composition can keep good, is particularly suitable as the sticking agent of optics laminated plates.In addition, by adjusting kind and the proportioning of various composition, the various characteristics that this acrylic acid series sticks together composition can be changed, to adapt to the requirement of variant production, there is very high application flexibility.
Claims (8)
1. acrylic acid series sticks together a composition, it is characterized in that comprising:
A () has the acrylic acid polymer of oh group, its weight average molecular weight is 100,000 to 600,000;
(b) photopolymerizable monomer;
(c) light trigger; And
(d) softening agent, compound shown in its contained (I):
Wherein R
1and R
2respective independence is hydrogen, fatty group or aromatic base, R
3for hydrogen or fatty group, and n1 is one of 20 integers of 1 to 20;
Above-mentioned (a), (b), (c), (d) four are in the middle of class component, and component (d) is 0.06:1 to 0.162:1 with the weight ratio of component (a).
2. acrylic acid series according to claim 1 sticks together composition, it is characterized in that: described component (b) is acrylic monomer.
3. acrylic acid series according to claim 2 sticks together composition, it is characterized in that: described acrylic ester monomer is: monofunctional acrylate's monomer, multi-functional yl methacrylates's monomer, or the mixture of these two kinds of monomers.
4. acrylic acid series according to claim 1 sticks together composition, it is characterized in that: wherein R
1and R
2c
2to C
20fatty group, n1 gets one of 2 to 10 these 9 integers, and R
3hydrogen or C
1to C
10fatty group.
5. acrylic acid series according to claim 4 sticks together composition, it is characterized in that: wherein R
1and R
2c
4to C
10alkyl, n1 gets one of 2 to 6 these 5 integers, and R
3for hydrogen or C
1to C
6alkyl.
6. acrylic acid series according to claim 1 sticks together composition, it is characterized in that: comprise (e) linking agent further.
7. acrylic acid series according to claim 1 sticks together composition, it is characterized in that: comprise (f) viscosity increaser further.
8. the acrylic acid series described in claim 1 to 7 any one sticks together the purposes of composition, it is characterized in that: it is optics laminated plates for the manufacture of touch panel display or 3D indicating meter that described acrylic acid series sticks together composition, described optics laminated plates comprises: one first transparent or semitransparent substrate, one second transparent or semitransparent substrate, and acrylic acid series sticks together composition described in claim 1 to 7 any one, described acrylic acid series sticks together composition and is contained between described first transparent or semitransparent substrate and the second transparent or semitransparent substrate.
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TWI496859B (en) * | 2012-11-01 | 2015-08-21 | Eternal Materials Co Ltd | A photocurable sealant material composition |
CN109306257B (en) * | 2015-09-17 | 2021-06-15 | 东洋油墨Sc控股株式会社 | Urethane adhesive, adhesive sheet, and display |
CN107304318B (en) * | 2016-04-25 | 2018-11-20 | 珠海赛纳打印科技股份有限公司 | 3D ink composition for ink-jet printing, ink group and preparation method thereof |
CN106243297B (en) * | 2016-08-26 | 2019-10-18 | 长兴材料工业股份有限公司 | Can thermal polymerization constituent and the composition liquid that is consequently formed |
CN107353854B (en) * | 2017-07-14 | 2019-12-06 | 东莞市纳利光学材料有限公司 | OCA optical cement and OCA optics glued membrane |
CN107880790A (en) * | 2017-11-29 | 2018-04-06 | 深圳市东魔科技有限公司 | Glue composition |
TWI657591B (en) * | 2017-11-29 | 2019-04-21 | 住華科技股份有限公司 | Solar optical film and manufacturing method for the same |
CN108034364A (en) * | 2017-12-26 | 2018-05-15 | 苏州凡赛特材料科技有限公司 | A kind of preparation method of optical cement, optics of liquids adhesive and PC plastic cover board optical cement |
CN108376041B (en) * | 2018-03-15 | 2021-01-22 | 京东方科技集团股份有限公司 | Touch module, OGS touch screen and electronic equipment |
CN109517530B (en) * | 2018-11-27 | 2021-04-20 | 吉林省登泰克牙科材料有限公司 | Polyether-ether-ketone adhesive composition, and preparation method and application thereof |
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TWI490299B (en) | 2015-07-01 |
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