JP2015054942A - 接着剤、及び発光装置 - Google Patents
接着剤、及び発光装置 Download PDFInfo
- Publication number
- JP2015054942A JP2015054942A JP2013190129A JP2013190129A JP2015054942A JP 2015054942 A JP2015054942 A JP 2015054942A JP 2013190129 A JP2013190129 A JP 2013190129A JP 2013190129 A JP2013190129 A JP 2013190129A JP 2015054942 A JP2015054942 A JP 2015054942A
- Authority
- JP
- Japan
- Prior art keywords
- acrylic resin
- anisotropic conductive
- epoxy compound
- adhesive
- acrylic
- 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 80
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 79
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 62
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 62
- 239000004593 Epoxy Substances 0.000 claims abstract description 49
- 150000001875 compounds Chemical class 0.000 claims abstract description 48
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 32
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 31
- -1 acrylic ester Chemical class 0.000 claims abstract description 22
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 21
- 239000011951 cationic catalyst Substances 0.000 claims abstract description 5
- 239000002245 particle Substances 0.000 claims description 23
- 229910052782 aluminium Inorganic materials 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 239000000758 substrate Substances 0.000 claims description 16
- 125000002723 alicyclic group Chemical group 0.000 claims description 15
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 15
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 14
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 10
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 6
- 150000001768 cations Chemical class 0.000 claims description 6
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 239000013522 chelant Substances 0.000 claims description 4
- 239000003822 epoxy resin Substances 0.000 claims description 4
- 229920000647 polyepoxide Polymers 0.000 claims description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 claims description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 7
- 239000000463 material Substances 0.000 abstract description 6
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 238000011156 evaluation Methods 0.000 description 100
- 238000012360 testing method Methods 0.000 description 81
- 230000007613 environmental effect Effects 0.000 description 63
- 239000010408 film Substances 0.000 description 30
- 230000000052 comparative effect Effects 0.000 description 23
- 239000011347 resin Substances 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 9
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 125000005396 acrylic acid ester group Chemical group 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 239000000919 ceramic Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000004642 Polyimide Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920001721 polyimide Polymers 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-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
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 150000001925 cycloalkenes Chemical class 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 229920006332 epoxy adhesive Polymers 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- NIDNOXCRFUCAKQ-UMRXKNAASA-N (1s,2r,3s,4r)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1[C@H]2C=C[C@@H]1[C@H](C(=O)O)[C@@H]2C(O)=O NIDNOXCRFUCAKQ-UMRXKNAASA-N 0.000 description 1
- GVPODVKBTHCGFU-UHFFFAOYSA-N 2,4,6-tribromoaniline Chemical compound NC1=C(Br)C=C(Br)C=C1Br GVPODVKBTHCGFU-UHFFFAOYSA-N 0.000 description 1
- LJBWJFWNFUKAGS-UHFFFAOYSA-N 2-[bis(2-hydroxyphenyl)methyl]phenol Chemical compound OC1=CC=CC=C1C(C=1C(=CC=CC=1)O)C1=CC=CC=C1O LJBWJFWNFUKAGS-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 1
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
- IBFJDBNISOJRCW-UHFFFAOYSA-N 3-methylphthalic acid Chemical compound CC1=CC=CC(C(O)=O)=C1C(O)=O IBFJDBNISOJRCW-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 1
- XRBNDLYHPCVYGC-UHFFFAOYSA-N 4-phenylbenzene-1,2,3-triol Chemical group OC1=C(O)C(O)=CC=C1C1=CC=CC=C1 XRBNDLYHPCVYGC-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229960004050 aminobenzoic acid Drugs 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- IFDVQVHZEKPUSC-UHFFFAOYSA-N cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1C(O)=O IFDVQVHZEKPUSC-UHFFFAOYSA-N 0.000 description 1
- YMHQVDAATAEZLO-UHFFFAOYSA-N cyclohexane-1,1-diamine Chemical compound NC1(N)CCCCC1 YMHQVDAATAEZLO-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- VBZWSGALLODQNC-UHFFFAOYSA-N hexafluoroacetone Chemical compound FC(F)(F)C(=O)C(F)(F)F VBZWSGALLODQNC-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- ZXQPRTUUOOOZAS-UHFFFAOYSA-N oxiran-2-yl(oxiran-2-ylmethoxy)methanamine Chemical compound C1OC1C(N)OCC1CO1 ZXQPRTUUOOOZAS-UHFFFAOYSA-N 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 229960001755 resorcinol Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- KBMBVTRWEAAZEY-UHFFFAOYSA-N trisulfane Chemical compound SSS KBMBVTRWEAAZEY-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
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Abstract
Description
1.接着剤
2.発光装置
3.実施例
本発明が適用された接着剤は、脂環式エポキシ化合物又は水素添加エポキシ化合物と、カチオン触媒と、重量平均分子量が50000〜900000のアクリル樹脂とを含有し、アクリル樹脂が、0.5〜10wt%のアクリル酸と、0.5〜10wt%のヒドロキシル基を有するアクリル酸エステルとを含むものである。
次に、本発明を適用した発光装置について説明する。図2は、発光装置の一例を示す断面図である。発光装置は、配線パターン22を有する基板21と、配線パターン22の電極上に形成された異方性導電膜30と、異方性導電膜30上に実装された発光素子23とを備え、異方性導電膜30が、前述した異方性導電接着剤の硬化物からなる。この発光装置は、基板21上の配線パターン22と、発光素子23としてLED素子のn電極24とp電極25とのそれぞれに形成された接続用のバンプ26との間に、前述の異方性導電接着剤を塗布し、基板21と発光素子23とをフリップチップ実装することにより得られる。
<3.実施例>
異方性導電接着剤をセラミックからなる白色板上に厚さ100μmとなるように塗布し、180℃−30sec加熱して硬化させた。得られた硬化物について、色度計を用いて白色度(JIS P 8148)を測定した。白色度が70%以上のものを「白色」と評価し、白色度が70%未満の場合、目視により色を評価した。
異方性導電接着剤をセラミックからなる白色板上に厚さ100μmとなるように塗布し、180℃−30sec加熱して硬化させた。得られた硬化物について、分光光度計((株)島津製作所製 UV3100)を用いて硫酸バリウムを標準とした波長460nmの光に対する全反射率(鏡面反射及び拡散反射)を測定した。また、100℃、1000hの条件の耐熱試験後の硬化物についても、波長460nmの光に対する全反射率を測定した。なお、光反射率は、実用上、30%超であることが望ましい。
異方性導電接着剤をセラミックからなる白色板上に厚さ100μmとなるように塗布し、1.5mm×10mmのアルミ片を180℃−1.5N−30secの条件で熱圧着し、接合体を作製した。
図4に示すように、LED実装サンプルを作製した。50μmピッチの配線基板(50μmAl配線−25μmPI(ポリイミド)層−50μmAl土台)51をステージ上に複数配列し、各配線基板51上に異方性導電接着剤50を約10μg塗布した。異方性導電接着剤50上に、Cree社製LEDチップ(商品名:DA3547、最大定格:150mA、サイズ:0.35mm×0.46mm)52を搭載し、熱加圧ツール53を用いてフリップチップ実装し、LED実装サンプルを得た。
図5に示すように、ダイシェアテスターを用いて、ツール54のせん断速度20μm/sec、25℃の条件で各LED実装サンプルの接合強度を測定した。
各LED実装サンプルの初期、冷熱サイクル試験(TCT)後、100℃−1000時間の環境試験後、及び60℃−90%RH−500時間の環境試験後の導通抵抗を測定した。冷熱サイクル試験は、LED実装サンプルを、−40℃及び100℃の雰囲気に各30分間曝し、これを1サイクルとする冷熱サイクルを100、500、1000サイクル行い、それぞれについて導通抵抗を測定した。導通抵抗の評価は、If=50mA時のVf値を測定し、試験成績表のVf値からのVf値の上昇分が5%未満である場合を「○」とし、5%以上である場合を「×」とした。
異方性導電接着剤の色が白色、初期及び100℃−1000hの環境試験後の全反射率が70%以上、初期及び60℃−90%RH−500時間の環境試験後のピール強度が2.0N以上、初期及び60℃−90%RH−500時間の環境試験後のダイシェア強度が5.0N以上、及び導通性評価がすべて「○」であるものを「○」と評価し、それ以外を「×」と評価した。
脂環式エポキシ化合物(品名:セロキサイド2021P、ダイセル化学社製)100質量部、潜在性カチオン硬化剤(アルミニウムキレート系潜在性硬化剤)5質量部、アクリル樹脂(アクリル酸ブチル(BA):15%、アクリル酸エチル(EA):63%、アクリル酸ニトリル(AN):20%、アクリル酸(AA):1w%、メタクリル酸2−ヒドロキシエチル(HEMA):1wt%、重量平均分子量Mw:70万)3質量部で構成された接着剤中に、導電性粒子(品名:AUL704、積水化学工業社製)10質量部を分散させ、異方性導電接着剤を作製した。また、LED実装サンプルの作製における硬化条件は、180℃−1.5N−30secとした。
アクリル樹脂として重量平均分子量Mwが50万のものを用いた以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。
アクリル樹脂として重量平均分子量Mwが20万のものを用いた以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。
アクリル樹脂として重量平均分子量Mwが5万のものを用いた以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。
配線基板として、50μmピッチのITO配線が形成された配線基板(50μmITO配線−25μmPI(ポリイミド)層−50μmAl土台)を用いた以外は、実施例1と同様にLED実装サンプルを作製した。
重量平均分子量Mwが20万、及びアクリル酸(AA)の含有量が0wt%のアクリル樹脂(BA:15%、EA:64%、AN:20%、AA:0w%、HEMA:1wt%、Mw:20万)を用いた以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。
重量平均分子量Mwが20万、アクリル酸(AA)の含有量が0wt%、及びメタクリル酸2‐ヒドロキシエチル(HEMA)の含有量が0wt%のアクリル樹脂(BA:15%、EA:65%、AN:20%、AA:0w%、HEMA:0wt%、Mw:20万)を用いた以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。
脂環式エポキシ化合物(品名:セロキサイド2021P、ダイセル化学社製)50質量部、酸無水物硬化剤(メチルヘキサヒドロフタル酸無水物)40質量部、アクリル樹脂(BA:15%、EA:63%、AN:20%、AA:1w%、HEMA:1wt%、Mw:70万)3質量部で構成された接着剤中に、導電性粒子(品名:AUL704、積水化学工業社製)10質量部を分散させ、異方性導電接着剤を作製した。また、LED実装サンプルの作製における硬化条件は、230℃−1.5N−30secとした。
重量平均分子量Mwが20万、アクリル酸(AA)の含有量が0wt%、及びメタクリル酸2‐ヒドロキシエチル(HEMA)の含有量が0wt%のアクリル樹脂(BA:15%、EA:65%、AN:20%、AA:0w%、HEMA:0wt%、Mw:20万)を用いた以外は、比較例3と同様にして、異方性導電接着剤を作製し、LED実装サンプルを作製した。
脂環式エポキシ化合物の代わりに、シクロオレフィン100質量部を用いた以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。また、LED実装サンプルの作製における硬化条件は、180℃−1.5N−240secとした。
脂環式エポキシ化合物の代わりにビスフェノールF型エポキシ化合物を用い、潜在性カチオン硬化剤の代わりにアニオン硬化剤(アミン系硬化剤)を用い、アクリル樹脂を配合しなかった以外は、実施例1と同様にして、異方性導電接着剤を作製し、LED実装サンプルを得た。また、LED実装サンプルの作製における硬化条件は、150℃−1.5N−30secとした。
アクリル樹脂(BA:15%、EA:63%、AN:20%、AA:1w%、HEMA:1wt%、Mw:70万)3質量部を配合した以外は、比較例6と同様にして、異方性導電接着剤を作製し、LED実装サンプルを作製した。
Claims (8)
- 脂環式エポキシ化合物又は水素添加エポキシ化合物と、カチオン触媒と、重量平均分子量が50000〜900000のアクリル樹脂とを含有し、
前記アクリル樹脂が、0.5〜10wt%のアクリル酸と、0.5〜10wt%のヒドロキシル基を有するアクリル酸エステルとを含む接着剤。 - 前記アクリル樹脂の含有量が、前記エポキシ樹脂100質量部に対して1〜10質量部である請求項1記載の接着剤。
- 前記ヒドロキシル基を有するアクリル酸エステルが、メタクリル酸2−ヒドロキシエチル、メタクリル酸2−ヒドロキシプロピル、アクリル酸2−ヒドロキシエチル、アクリル酸2−ヒドロキシプロピルからなる群から選択される1種以上である請求項1又は2記載の接着剤。
- 前記アクリル樹脂が、アクリル酸ブチルと、アクリル酸エチルと、アクリル酸エチルとを含む請求項1乃至3のいずれか1項に記載の接着剤。
- 前記カチオン触媒が、アルミニウムキレート系潜在性硬化剤である請求項1乃至4のいずれか1項に記載の接着剤。
- 導電性粒子を含有する請求項1乃至5のいずれか1項に記載の接着剤。
- アルミニウムからなる配線パターンを有する基板と、
前記配線パターンの電極上に形成された異方性導電膜と、
前記異方性導電膜上に実装された発光素子とを備え、
前記異方性導電膜が、脂環式エポキシ化合物又は水素添加エポキシ化合物と、カチオン触媒と、重量平均分子量が50000〜900000のアクリル樹脂と、導電性粒子とを含有し、前記アクリル樹脂が、0.5〜10wt%のアクリル酸と、0.5〜10wt%のヒドロキシル基を有するアクリル酸エステルとを含む異方性導電接着剤の硬化物である発光装置。 - 透明導電膜からなる配線パターンを有する透明基板と、
前記配線パターンの電極上に形成された異方性導電膜と、
前記異方性導電膜上に実装された発光素子とを備え、
前記異方性導電膜が、脂環式エポキシ化合物又は水素添加エポキシ化合物と、カチオン触媒と、重量平均分子量が50000〜900000のアクリル樹脂と、導電性粒子とを含有し、前記アクリル樹脂が、0.5〜10wt%のアクリル酸と、0.5〜10wt%のヒドロキシル基を有するアクリル酸エステルとを含む異方性導電接着剤の硬化物である発光装置。
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JP6292808B2 (ja) | 2018-03-14 |
EP3045508B1 (en) | 2018-11-14 |
TWI697535B (zh) | 2020-07-01 |
EP3045508A4 (en) | 2017-04-12 |
KR20160055147A (ko) | 2016-05-17 |
WO2015037579A1 (ja) | 2015-03-19 |
US20160194531A1 (en) | 2016-07-07 |
CN105555897A (zh) | 2016-05-04 |
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