JP5522461B2 - 封止用エポキシ樹脂組成物及び電子部品装置 - Google Patents
封止用エポキシ樹脂組成物及び電子部品装置 Download PDFInfo
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- JP5522461B2 JP5522461B2 JP2010119198A JP2010119198A JP5522461B2 JP 5522461 B2 JP5522461 B2 JP 5522461B2 JP 2010119198 A JP2010119198 A JP 2010119198A JP 2010119198 A JP2010119198 A JP 2010119198A JP 5522461 B2 JP5522461 B2 JP 5522461B2
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- epoxy resin
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- 229920000647 polyepoxide Polymers 0.000 title claims description 168
- 239000000203 mixture Substances 0.000 title claims description 71
- 238000007789 sealing Methods 0.000 title claims description 50
- 150000001875 compounds Chemical class 0.000 claims description 107
- 125000004432 carbon atom Chemical group C* 0.000 claims description 64
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 51
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- 229920001296 polysiloxane Polymers 0.000 claims description 22
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 125000000962 organic group Chemical group 0.000 claims description 16
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 9
- 125000003700 epoxy group Chemical group 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 125000001033 ether group Chemical group 0.000 claims description 5
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- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 68
- 239000005011 phenolic resin Substances 0.000 description 51
- 125000003172 aldehyde group Chemical group 0.000 description 33
- 229920005989 resin Polymers 0.000 description 33
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- 150000002430 hydrocarbons Chemical group 0.000 description 30
- 125000003118 aryl group Chemical group 0.000 description 23
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 23
- 125000003710 aryl alkyl group Chemical group 0.000 description 22
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 16
- 239000004593 Epoxy Substances 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 15
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- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 11
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- 239000000654 additive Substances 0.000 description 8
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 7
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
- 125000003944 tolyl group Chemical group 0.000 description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 7
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 6
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 6
- 229920000877 Melamine resin Polymers 0.000 description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 6
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000003377 acid catalyst Substances 0.000 description 6
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 6
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- 239000003063 flame retardant Substances 0.000 description 6
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 6
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- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 5
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- AHLSHTSIRHIXOJ-UHFFFAOYSA-N n-[3-[diethoxy(ethyl)silyl]propyl]aniline Chemical compound CCO[Si](CC)(OCC)CCCNC1=CC=CC=C1 AHLSHTSIRHIXOJ-UHFFFAOYSA-N 0.000 description 1
- FIZALOOFPVCKRG-UHFFFAOYSA-N n-[3-[diethoxy(methyl)silyl]propyl]-4-methoxyaniline Chemical compound CCO[Si](C)(OCC)CCCNC1=CC=C(OC)C=C1 FIZALOOFPVCKRG-UHFFFAOYSA-N 0.000 description 1
- NQKOSCFDFJKWOX-UHFFFAOYSA-N n-[3-[diethoxy(methyl)silyl]propyl]aniline Chemical compound CCO[Si](C)(OCC)CCCNC1=CC=CC=C1 NQKOSCFDFJKWOX-UHFFFAOYSA-N 0.000 description 1
- ZVNKDTRPKUHGII-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]-4-methoxyaniline Chemical compound COC1=CC=C(NCCC[Si](C)(OC)OC)C=C1 ZVNKDTRPKUHGII-UHFFFAOYSA-N 0.000 description 1
- CKVDDFGLMMACDH-UHFFFAOYSA-N n-[3-[ethyl(dimethoxy)silyl]propyl]-4-methoxyaniline Chemical compound CC[Si](OC)(OC)CCCNC1=CC=C(OC)C=C1 CKVDDFGLMMACDH-UHFFFAOYSA-N 0.000 description 1
- QKPXAVZCBOLFFL-UHFFFAOYSA-N n-[3-[ethyl(dimethoxy)silyl]propyl]aniline Chemical compound CC[Si](OC)(OC)CCCNC1=CC=CC=C1 QKPXAVZCBOLFFL-UHFFFAOYSA-N 0.000 description 1
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical group CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- BTFQKIATRPGRBS-UHFFFAOYSA-N o-tolualdehyde Chemical compound CC1=CC=CC=C1C=O BTFQKIATRPGRBS-UHFFFAOYSA-N 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000001367 organochlorosilanes Chemical class 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- NRNFFDZCBYOZJY-UHFFFAOYSA-N p-quinodimethane Chemical group C=C1C=CC(=C)C=C1 NRNFFDZCBYOZJY-UHFFFAOYSA-N 0.000 description 1
- OTXINXDGSUFPNU-UHFFFAOYSA-N p-tert-butyl-benzaldehyde Natural products CC(C)(C)C1=CC=C(C=O)C=C1 OTXINXDGSUFPNU-UHFFFAOYSA-N 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical compound PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000002072 seryl group Chemical group 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000010944 silver (metal) Substances 0.000 description 1
- IYMSIPPWHNIMGE-UHFFFAOYSA-N silylurea Chemical compound NC(=O)N[SiH3] IYMSIPPWHNIMGE-UHFFFAOYSA-N 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 238000005476 soldering Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 229910052596 spinel Inorganic materials 0.000 description 1
- 239000011029 spinel Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical group C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- IDXDWPWXHTXJMZ-UHFFFAOYSA-N tris(2,4,6-trimethylphenyl)phosphane Chemical group CC1=CC(C)=CC(C)=C1P(C=1C(=CC(C)=CC=1C)C)C1=C(C)C=C(C)C=C1C IDXDWPWXHTXJMZ-UHFFFAOYSA-N 0.000 description 1
- KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 1
- XDHRVAHAGMMFMC-UHFFFAOYSA-N tris(2,4-dimethylphenyl)phosphane Chemical group CC1=CC(C)=CC=C1P(C=1C(=CC(C)=CC=1)C)C1=CC=C(C)C=C1C XDHRVAHAGMMFMC-UHFFFAOYSA-N 0.000 description 1
- QLORRTLBSJTMSN-UHFFFAOYSA-N tris(2,6-dimethylphenyl) phosphate Chemical compound CC1=CC=CC(C)=C1OP(=O)(OC=1C(=CC=CC=1C)C)OC1=C(C)C=CC=C1C QLORRTLBSJTMSN-UHFFFAOYSA-N 0.000 description 1
- RERMPCBBVZEPBS-UHFFFAOYSA-N tris(2,6-dimethylphenyl)phosphane Chemical group CC1=CC=CC(C)=C1P(C=1C(=CC=CC=1C)C)C1=C(C)C=CC=C1C RERMPCBBVZEPBS-UHFFFAOYSA-N 0.000 description 1
- CKKFLUXMIUUGAW-UHFFFAOYSA-N tris(2-propan-2-ylphenyl)phosphane Chemical group CC(C)C1=CC=CC=C1P(C=1C(=CC=CC=1)C(C)C)C1=CC=CC=C1C(C)C CKKFLUXMIUUGAW-UHFFFAOYSA-N 0.000 description 1
- GDKAFTKCUOBEDW-UHFFFAOYSA-N tris(2-tert-butylphenyl)phosphane Chemical group CC(C)(C)C1=CC=CC=C1P(C=1C(=CC=CC=1)C(C)(C)C)C1=CC=CC=C1C(C)(C)C GDKAFTKCUOBEDW-UHFFFAOYSA-N 0.000 description 1
- RYXYUARTMQUYKV-UHFFFAOYSA-N tris(4-butylphenyl)phosphane Chemical group C1=CC(CCCC)=CC=C1P(C=1C=CC(CCCC)=CC=1)C1=CC=C(CCCC)C=C1 RYXYUARTMQUYKV-UHFFFAOYSA-N 0.000 description 1
- SPNVODOGUAUMCA-UHFFFAOYSA-N tris(4-ethoxy-2,6-dimethylphenyl)phosphane Chemical group CC1=CC(OCC)=CC(C)=C1P(C=1C(=CC(OCC)=CC=1C)C)C1=C(C)C=C(OCC)C=C1C SPNVODOGUAUMCA-UHFFFAOYSA-N 0.000 description 1
- LQEKTSMTEYLBLJ-UHFFFAOYSA-N tris(4-ethoxyphenyl)phosphane Chemical group C1=CC(OCC)=CC=C1P(C=1C=CC(OCC)=CC=1)C1=CC=C(OCC)C=C1 LQEKTSMTEYLBLJ-UHFFFAOYSA-N 0.000 description 1
- PCCAGZSOGFNURV-UHFFFAOYSA-N tris(4-ethylphenyl)phosphane Chemical group C1=CC(CC)=CC=C1P(C=1C=CC(CC)=CC=1)C1=CC=C(CC)C=C1 PCCAGZSOGFNURV-UHFFFAOYSA-N 0.000 description 1
- JTOQWGJGVSYTTN-UHFFFAOYSA-N tris(4-propylphenyl)phosphane Chemical group C1=CC(CCC)=CC=C1P(C=1C=CC(CCC)=CC=1)C1=CC=C(CCC)C=C1 JTOQWGJGVSYTTN-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- 125000006839 xylylene group Chemical group 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- BNEMLSQAJOPTGK-UHFFFAOYSA-N zinc;dioxido(oxo)tin Chemical compound [Zn+2].[O-][Sn]([O-])=O BNEMLSQAJOPTGK-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Landscapes
- Epoxy Resins (AREA)
- Structures Or Materials For Encapsulating Or Coating Semiconductor Devices Or Solid State Devices (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
(1)(A)エポキシ樹脂、(B)硬化剤、及び(C)下記一般式(III)で示されるシリコーン化合物を含有し、(A)エポキシ樹脂が、(A1)下記一般式(I)で示されるエポキシ樹脂と(A2)下記一般式(II)で示されるエポキシ樹脂を含有し、エポキシ樹脂(A2)の含有量がエポキシ樹脂(A1)とエポキシ樹脂(A2)の総和に対して、5〜70質量%であり、前記(C)シリコーン化合物の25℃における動粘度が300〜5000mm 2 /sである封止用エポキシ樹脂組成物。
(2)一般式(III)中のR12が、下記一般式(c)及び/又は(d)で示される一価の有機基である上記(1)に記載の封止用エポキシ樹脂組成物。
上記一般式(I)で示されるエポキシ樹脂としては、例えばR1〜R5が水素原子であるNC−2000−L(日本化薬株式会社製商品名)等が市販品として入手可能である。
(一般式(II)中、R1〜R8は水素原子、置換又は非置換の炭素数1〜10の一価の炭化水素基及び置換又は非置換の炭素数1〜10のアルコキシ基から選ばれ、全てが同一でも異なっていてもよい。nは0〜3の整数を示す。)
上記一般式(II)で示されるビフェニル型エポキシ樹脂としては、たとえば、4,4’−ビス(2,3−エポキシプロポキシ)ビフェニル又は4,4’−ビス(2,3−エポキシプロポキシ)−3,3’,5,5’−テトラメチルビフェニルを主成分とするエポキシ樹脂、エピクロルヒドリンと4,4’−ビフェノール又は4,4’−(3,3’,5,5’−テトラメチル)ビフェノールとを反応させて得られるエポキシ樹脂等が挙げられる。なかでも4,4’−ビス(2,3−エポキシプロポキシ)−3,3’,5,5’−テトラメチルビフェニルを主成分とするエポキシ樹脂が好ましい。このような化合物としてはYX−4000(三菱化学株式会社製商品名)等が市販品として入手可能である。
(一般式(VI)中、R1〜R8は水素原子、置換又は非置換の炭素数1〜10のアルキル基及び置換又は非置換の炭素数1〜10のアルコキシ基から選ばれ、全てが同一でも異なっていてもよい。nは0〜3の整数を示す。)
この原料であるスチルベン系フェノール類としては、たとえば3−tert−ブチル−4,4’−ジヒドロキシ−3’,5,5’−トリメチルスチルベン、3−tert−ブチル−4,4’−ジヒドロキシ−3’,5’,6−トリメチルスチルベン、4,4’−ジヒドロキシ−3,3’,5,5’−テトラメチルスチルベン、4,4’−ジヒドロキシ−3,3’−ジ−tert−ブチル−5,5’−ジメチルスチルベン、4,4’−ジヒドロキシ−3,3’−ジ−tert−ブチル−6,6’−ジメチルスチルベン等が挙げられ、なかでも3−tert−ブチル−4,4’−ジヒドロキシ−3’,5,5’−トリメチルスチルベン、及び4,4’−ジヒドロキシ−3,3’,5,5’−テトラメチルスチルベンが好ましい。これらのスチルベン型フェノール類は単独で用いても2種以上を組み合わせて用いてもよい。
(上記一般式(XI)中のR1〜R9は全てが同一でも異なっていてもよく、水素原子、メチル基、エチル基、プロピル基、ブチル基、イソプロピル基、イソブチル基等の炭素数1〜10のアルキル基、メトキシ基、エトキシ基、プロポキシ基、ブトキシ基等の炭素数1〜10のアルコキシル基、フェニル基、トリル基、キシリル基等の炭素数6〜10のアリール基、及び、ベンジル基、フェネチル基等の炭素数6〜10のアラルキル基から選ばれ、なかでも水素原子とメチル基が好ましい。nは0〜10の整数を示す。)
(一般式(XIII)中のR1は、置換又は非置換の炭素数1〜12の炭化水素基及び置換又は非置換の炭素数1〜12のアルコキシ基から選ばれ、全てが同一でも異なっていてもよい。nは0〜4の整数を示す。またR2は、置換又は非置換の炭素数1〜12の炭化水素基及び置換又は非置換の炭素数1〜12のアルコキシ基から選ばれ、全てが同一でも異なっていてもよい。mは0〜2の整数を示す。)
nは1〜20の整数を示し、mは1〜3の整数を示す。)
上記一般式(XXXV)で示されるナフトール・アラルキル樹脂としては、たとえばR1、R2が全て水素原子である化合物等が挙げられ、このような化合物としては、SN−170(新日鐵化学株式会社製商品名)が市販品として入手可能である。
このような化合物としては、MEH−7851(明和化成株式会社製商品名)が市販品として入手可能である。
また下記一般式(g)で示されるビフェニレン化合物も用いることができる。
上記一般式(c)、(d)中のRは、メチレン基、エチレン基、プロピレン基、イソプロピレン基、n−ブチレン基、sec−ブチレン基、t−ブチレン基、ペンチレン基、ヘキシレン基等のアルキレン基を示すが、なかでもメチレン基、エチレン基及びプロピレン基が好ましく、プロピレン基がより好ましい。
上記一般式(e)中のx、y、zは1以上の整数、aは0〜50の整数、bは1〜50の整数を示す。上記一般式(e)中の()で示される化合物は、()x、()y、()zで示される3つの繰返し単位のランダム共重合体であることが好ましく、共重合モル比は、x/yが50/1〜1/50で、x/zが50/1〜1/50であることが好ましく、x/yが30/1〜1/30で、x/zが30/1〜1/30であることがより好ましい。また、モル比a/bは2/1〜1/2が好ましく、1.5/1〜1/1がより好ましい。
50質量%未満では難燃性及び耐リフロー性が低下する傾向があり、95質量%を超えると流動性が不足する傾向があり、また難燃性も低下する傾向にある。
上記一般式(XXXX)のリン酸エステルを例示すると、下記構造式(XXXXI)〜(XXXXV)で示されるリン酸エステル等が挙げられる。
(実施例1〜12、比較例1〜9)
エポキシ樹脂として、
[エポキシ樹脂1]:エポキシ当量238、軟化点52℃の上記一般式(I)のエポキシ樹脂(日本化薬株式会社製商品名NC−2000L)、
[エポキシ樹脂2]:エポキシ当量196、融点106℃のビフェニル型エポキシ樹脂(三菱化学株式会社製商品名エピコートYX−4000H)、
[エポキシ樹脂3]:エポキシ当量190、及び軟化点65℃のo−クレゾールノボラック型エポキシ樹脂(新日化エポキシ製造株式会社製商品名YDCN−500)、
[エポキシ樹脂4]:エポキシ当量261のビスフェノール型固形エポキシ樹脂(A1)成分と4,4'-ビフェノール型エポキシ樹脂(A2)成分を、[(A1)/((A1)+(A2))]×100=70として含有するエポキシ樹脂(三菱化学株式会社製YL−7399)、
硬化剤として、
[硬化剤1]:水酸基当量175のアラルキル型フェノール樹脂(明和化成株式会社製商品名MEH−7800)、
[硬化剤2]:メラミン変性フェノール樹脂HPM−J3(日立化成工業株式会社製)、
硬化促進剤として、
[硬化促進剤1]:トリフェニルホスフィンと1,4−ベンゾキノンの付加物、
カップリング剤として、
[カップリング剤1]:γ−グリシドキシプロピルトリメトキシシラン(エポキシシラン、東レダウシリコーン株式会社製A−187)、
[カップリング剤2]:メチルトリメトキシシラン(東レダウシリコーン株式会社製A−163)、
[カップリング剤3]:メルカプトシラン(信越化学工業株式会社製KBM−803)、
[カップリング剤4]:HCO−300(シリコンオリゴマー、日立化成コーテッドサンド株式会社製)、
[カップリング剤5]:γ―アニリノプロピルトリメトキシシラン(東レダウコーニングシリコーン株式会社製Y−9669)、
添加剤として、
[添加剤1]:エポキシ当量2000、25℃における動粘度3200mm2/sの上記一般式(e)で示される(C)シリコーン化合物(東レ・ダウコーニング・シリコーン株式会社製商品名BY−16−876)、
[添加剤2]:硫黄系添加剤(大内新興化学工業株式会社製商品名ノクタイザーSS)、
[添加剤3]:エポキシ化大豆油(旭電化工業株式会社製商品名O−130P)、
[添加剤4]:コアシェル型可とう化剤(三菱レーヨン株式会社製商品名SRK−200E)、
無機充填剤として、
[溶融シリカ]:平均粒径14.5μm、比表面積2.8m2/gの球状溶融シリカ、
その他の添加剤として、
[ヘキストワックス]:クラリアント社製商品名HW−E、
[カーボンブラック]:三菱化学株式会社製商品名MA−600MJ、
をそれぞれ表1〜表3に示した質量部で配合し、混練温度80℃、混練時間10分の条件でロール混練を行い、実施例1〜12、比較例1〜9の封止用エポキシ樹脂組成物を作製した。
(1)スパイラルフロー
EMMI−1−66に準じたスパイラルフロー測定用金型を用いて、封止用エポキシ樹脂組成物をトランスファ成形機により、金型温度180℃、成形圧力6.9MPa、硬化時間90秒の条件で成形し、流動距離(cm)を求めた。
封止用エポキシ樹脂組成物を上記(1)の成形条件で直径50mm×厚さ3mmの円板に成形し、成形後直ちにショアD型硬度計を用いて測定した。
厚さ1/32インチの試験片を成形する金型を用いて、封止用エポキシ樹脂組成物を上記(1)の成形条件で成形して、さらに180℃で5時間後硬化を行い、UL−94試験法に従って難燃性を評価した。
寸法:直径50mm×厚さ3mm円板に上記(1)の成形条件で成形し、さらに180℃で5時間後硬化を行った試験片を用い、120℃、1atm、20hrの条件で吸湿させ、吸湿前後の質量から吸水率を求めた。
株式会社エー・アンド・デイ製テンシロンを用い、JIS−K−6911に準拠した3点支持型曲げ試験を室温(25℃)及び260℃にて行い、曲げ弾性率Eを下記の式より求めた。なお、成形は、上記(1)の成形条件で成形し、さらに180℃で5時間後硬化を行い、測定は寸法70mm×10mm×3mmの試験片を用いた。
(6.1)Cuリードフレーム
8mm×10mm×0.4mmのシリコンチップを搭載した外形寸法20mm×14mm×2mmの80ピンフラットパッケージ(QFP)(リードフレーム材質:銅合金、ダイパッド部上面およびリード先端銀メッキ処理品)を、封止用エポキシ樹脂組成物を用いて上記(1)の条件で成形、後硬化(180℃で5時間)して作製し、85℃、65%RH、168hrの条件で加湿して、240℃、245℃、250℃、10秒の条件でリフロー処理を行い、クラックの有無を観察し、試験パッケージ数(5個)に対するクラック発生パッケージ数で評価した。
Claims (4)
- (A)エポキシ樹脂、(B)硬化剤、及び(C)下記一般式(III)で示されるシリコーン化合物を含有し、(A)エポキシ樹脂が、(A1)下記一般式(I)で示されるエポキシ樹脂と(A2)下記一般式(II)で示されるエポキシ樹脂を含有し、エポキシ樹脂(A2)の含有量がエポキシ樹脂(A1)とエポキシ樹脂(A2)の総和に対して、5〜70質量%であり、前記(C)シリコーン化合物の25℃における動粘度が300〜5000mm 2 /sである封止用エポキシ樹脂組成物。
- (C)シリコーン化合物を(A)エポキシ樹脂100質量部に対して1〜30質量部含有する請求項1又は2に記載の封止用エポキシ樹脂組成物。
- 請求項1〜3のいずれかに記載の封止用エポキシ樹脂組成物で封止された素子を備えた電子部品装置。
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