JP2008285591A - 光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 - Google Patents
光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 Download PDFInfo
- Publication number
- JP2008285591A JP2008285591A JP2007131991A JP2007131991A JP2008285591A JP 2008285591 A JP2008285591 A JP 2008285591A JP 2007131991 A JP2007131991 A JP 2007131991A JP 2007131991 A JP2007131991 A JP 2007131991A JP 2008285591 A JP2008285591 A JP 2008285591A
- Authority
- JP
- Japan
- Prior art keywords
- epoxy resin
- optical semiconductor
- sealing
- resin composition
- semiconductor element
- 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
- 239000003822 epoxy resin Substances 0.000 title claims abstract description 78
- 229920000647 polyepoxide Polymers 0.000 title claims abstract description 78
- 230000003287 optical effect Effects 0.000 title claims abstract description 46
- 239000004065 semiconductor Substances 0.000 title claims abstract description 46
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 238000007789 sealing Methods 0.000 title claims abstract description 34
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 29
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 6
- -1 organic acid salt Chemical class 0.000 claims description 15
- 238000002834 transmittance Methods 0.000 claims description 12
- 150000001298 alcohols Chemical class 0.000 claims description 4
- 229920005989 resin Polymers 0.000 abstract description 11
- 239000011347 resin Substances 0.000 abstract description 11
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 3
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000009477 glass transition Effects 0.000 description 10
- 239000003607 modifier Substances 0.000 description 8
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical class C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 7
- 125000002723 alicyclic group Chemical group 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 5
- 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 5
- 230000006866 deterioration Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- 230000001133 acceleration Effects 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002518 antifoaming agent Substances 0.000 description 3
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical class C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 3
- 239000003566 sealing material Substances 0.000 description 3
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 2
- HHKAGFTWEFVXET-UHFFFAOYSA-N 2-heptyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound CCCCCCCC(CO)(CO)CO HHKAGFTWEFVXET-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000005011 phenolic resin Substances 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
- 239000007787 solid Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- LTVUCOSIZFEASK-MPXCPUAZSA-N (3ar,4s,7r,7as)-3a-methyl-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione Chemical compound C([C@H]1C=C2)[C@H]2[C@H]2[C@]1(C)C(=O)OC2=O LTVUCOSIZFEASK-MPXCPUAZSA-N 0.000 description 1
- KNDQHSIWLOJIGP-UMRXKNAASA-N (3ar,4s,7r,7as)-rel-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione Chemical compound O=C1OC(=O)[C@@H]2[C@H]1[C@]1([H])C=C[C@@]2([H])C1 KNDQHSIWLOJIGP-UMRXKNAASA-N 0.000 description 1
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 description 1
- PMUPSYZVABJEKC-UHFFFAOYSA-N 1-methylcyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1(C)CCCCC1C(O)=O PMUPSYZVABJEKC-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- ODKGUVOYZHIXTI-UHFFFAOYSA-N 2-[[4-[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]cyclohexyl]oxymethyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COC1CCC(OCC(CO)(CO)CO)CC1 ODKGUVOYZHIXTI-UHFFFAOYSA-N 0.000 description 1
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 description 1
- ULKLGIFJWFIQFF-UHFFFAOYSA-N 5K8XI641G3 Chemical compound CCC1=NC=C(C)N1 ULKLGIFJWFIQFF-UHFFFAOYSA-N 0.000 description 1
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000015556 catabolic process Effects 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
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- IRDLUHRVLVEUHA-UHFFFAOYSA-N diethyl dithiophosphate Chemical compound CCOP(S)(=S)OCC IRDLUHRVLVEUHA-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- FPVGTPBMTFTMRT-NSKUCRDLSA-L fast yellow Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-NSKUCRDLSA-L 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 229940091173 hydantoin Drugs 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 230000035882 stress Effects 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
- USFPINLPPFWTJW-UHFFFAOYSA-N tetraphenylphosphonium Chemical compound C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 USFPINLPPFWTJW-UHFFFAOYSA-N 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L33/00—Semiconductor devices with at least one potential-jump barrier or surface barrier specially adapted for light emission; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L23/00—Details of semiconductor or other solid state devices
- H01L23/28—Encapsulations, e.g. encapsulating layers, coatings, e.g. for protection
- H01L23/29—Encapsulations, e.g. encapsulating layers, coatings, e.g. for protection characterised by the material, e.g. carbon
- H01L23/293—Organic, e.g. plastic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/32—Epoxy compounds containing three or more epoxy groups
- C08G59/3236—Heterocylic compounds
- C08G59/3245—Heterocylic compounds containing only nitrogen as a heteroatom
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
- C08G59/4215—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof cycloaliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
- C08G59/681—Metal alcoholates, phenolates or carboxylates
- C08G59/685—Carboxylates
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L2924/00—Indexing scheme for arrangements or methods for connecting or disconnecting semiconductor or solid-state bodies as covered by H01L24/00
- H01L2924/0001—Technical content checked by a classifier
- H01L2924/0002—Not covered by any one of groups H01L24/00, H01L24/00 and H01L2224/00
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L33/00—Semiconductor devices with at least one potential-jump barrier or surface barrier specially adapted for light emission; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
- H01L33/48—Semiconductor devices with at least one potential-jump barrier or surface barrier specially adapted for light emission; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof characterised by the semiconductor body packages
- H01L33/52—Encapsulations
- H01L33/56—Materials, e.g. epoxy or silicone resin
Abstract
【解決手段】下記の(A)〜(D)成分を含有する光半導体素子封止用エポキシ樹脂組成物である。
(A)1分子中に2個以上のエポキシ基を有するエポキシ樹脂。
(B)酸無水物系硬化剤。
(C)硬化促進剤。
(D)1分子中に3個以上の一級水酸基を有するアルコール類化合物。
【選択図】なし
Description
(A)1分子中に2個以上のエポキシ基を有するエポキシ樹脂。
(B)酸無水物系硬化剤。
(C)硬化促進剤。
(D)1分子中に3個以上の一級水酸基を有するアルコール類化合物。
1,3,5−トリスグリシジルイソシアヌル酸トリグリシジルイソシアヌレート(エポキシ当量100g/eq、軟化点100℃)
2,2−ビス(ヒドロキシメチル)−1−ブタノールの1,2−エポキシ−4−(2−オキシラニル)シクロヘキサン付加物(エポキシ当量185g/eq、軟化点85℃)
メチルヘキサヒドロキシ無水フタル酸(酸当量168g/eq)
1,8−ジアザビシクロ〔5.4.0〕ウンデセン−7のオクチル酸塩
トリメチロールプロパン
〔変性剤b〕
トリヒドロキシエチルイソシアヌレート
〔変性剤c〕
1,4−ビス〔3−ヒドロキシ−2,2−ジ(ヒドロキシメチル)プロピルオキシ〕−シクロヘキサン
〔変性剤d〕
エチレングリコール
後記の表1〜表2に示す各成分を同表に示す割合で配合して予備混合した後、混練機を用いて混練して溶融混合し、ついでこれを室温まで冷却した後、粉砕することによりエポキシ樹脂組成物を作製した。
上記各エポキシ樹脂組成物を用いて試験片(大きさ:20mm×5mm×厚み5mm)を作製(硬化条件:150℃×3時間)し、上記試験片(硬化体)10〜20mgを用いて示差走査熱量計(パーキンエルマー社製、PYRIS1)により、昇温速度10℃/分の条件にてガラス転移温度を測定した。
上記各エポキシ樹脂組成物を用いて試験片(大きさ:20mm×5mm×厚み1mm)を作製(硬化条件:150℃×3時間)し、上記試験片(硬化体)を用いて流動パラフィン浸漬中にて測定した。測定装置は、島津製作所社製の分光光度計UV3101を使用し、波長400nmにおける室温(25℃)での光透過率を測定した。
上記各エポキシ樹脂組成物を用い、光半導体装置(プリント基板:材質=FR−4、厚み=0.3mm、サイズ=48×48mm、ダミーチップ:材質=シリコン、厚み=0.3mm、サイズ=1.5×1.5mm、チップ搭載個数=16個/プリント基板、封止樹脂層の厚み=0.8mm)を、多加良製作所社製:TMM−300を用いて150℃×3分間×9.8MPaを用いて成形封止し作製した。そして、冷却後における封止樹脂部分のクラックの発生数を各チップ搭載ユニット数に対しカウントし、全チップユニット数に対する発生率として算出した。
Claims (4)
- 下記の(A)〜(D)成分を含有することを特徴とする光半導体素子封止用エポキシ樹脂組成物。
(A)1分子中に2個以上のエポキシ基を有するエポキシ樹脂。
(B)酸無水物系硬化剤。
(C)硬化促進剤。
(D)1分子中に3個以上の一級水酸基を有するアルコール類化合物。 - (C)成分である硬化促進剤が、有機アミン系化合物の有機酸塩である請求項1記載の光半導体素子封止用エポキシ樹脂組成物。
- 請求項1または2記載の光半導体素子封止用エポキシ樹脂組成物を硬化してなる硬化体であって、上記硬化体が、厚み1mmでの波長400nmにおける光透過率が85%以上であることを特徴とする光半導体素子封止用エポキシ樹脂組成物硬化体。
- 請求項1または2記載の光半導体素子封止用エポキシ樹脂組成物を用いて光半導体素子を樹脂封止してなる光半導体装置。
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007131991A JP5207658B2 (ja) | 2007-05-17 | 2007-05-17 | 光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 |
PCT/JP2008/057453 WO2008142931A1 (ja) | 2007-05-17 | 2008-04-16 | 光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 |
KR1020097023909A KR101202152B1 (ko) | 2007-05-17 | 2008-04-16 | 광 반도체 소자 밀봉용 에폭시 수지 조성물 및 그의 경화체 및 그것을 사용한 광 반도체 장치 |
US12/600,324 US8198382B2 (en) | 2007-05-17 | 2008-04-16 | Epoxy resin composition for photosemiconductor element encapsulation and cured product thereof, and photosemiconductor device using the same |
EP08751859.3A EP2147942B1 (en) | 2007-05-17 | 2008-04-16 | Epoxy resin composition for optical semiconductor device encapsulation, cured body thereof, and optical semiconductor device using the epoxy resin composition |
TW097118197A TWI404742B (zh) | 2007-05-17 | 2008-05-16 | An epoxy resin composition for sealing an optical semiconductor element and a cured product thereof, and an optical semiconductor device using the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007131991A JP5207658B2 (ja) | 2007-05-17 | 2007-05-17 | 光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2008285591A true JP2008285591A (ja) | 2008-11-27 |
JP5207658B2 JP5207658B2 (ja) | 2013-06-12 |
Family
ID=40031647
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007131991A Active JP5207658B2 (ja) | 2007-05-17 | 2007-05-17 | 光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 |
Country Status (6)
Country | Link |
---|---|
US (1) | US8198382B2 (ja) |
EP (1) | EP2147942B1 (ja) |
JP (1) | JP5207658B2 (ja) |
KR (1) | KR101202152B1 (ja) |
TW (1) | TWI404742B (ja) |
WO (1) | WO2008142931A1 (ja) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI557183B (zh) | 2015-12-16 | 2016-11-11 | 財團法人工業技術研究院 | 矽氧烷組成物、以及包含其之光電裝置 |
TWI494339B (zh) | 2012-10-23 | 2015-08-01 | Ind Tech Res Inst | 部分酯化環氧樹脂及應用其製成之環氧樹脂組成物及其製法 |
US9382472B2 (en) * | 2013-12-18 | 2016-07-05 | Rohm And Haas Electronic Materials Llc | Transformative wavelength conversion medium |
KR102342376B1 (ko) * | 2014-09-29 | 2021-12-22 | 미츠비시 가스 가가쿠 가부시키가이샤 | 폴리에테르디올 및 그 제조 방법 |
JP2016141799A (ja) * | 2015-02-05 | 2016-08-08 | 日本化薬株式会社 | 多価アルコール化合物、酸無水物化合物及び熱硬化性樹脂を含有する熱硬化性樹脂組成物、およびその熱硬化性樹脂組成物を封止材あるいは反射材として使用した光半導体装置 |
WO2016125874A1 (ja) * | 2015-02-05 | 2016-08-11 | 日本化薬株式会社 | 多価アルコール化合物、酸無水物化合物及び熱硬化性樹脂を含有する熱硬化性樹脂組成物並びに多価カルボン酸樹脂及びそれを用いた熱硬化性樹脂組成物並びに前記熱硬化性樹脂組成物のいずれか一つを封止材あるいは反射材として使用した光半導体装置 |
JP6072138B2 (ja) * | 2015-05-28 | 2017-02-01 | 株式会社ダイセル | 硬化物の製造方法及び硬化物 |
CN114316869A (zh) * | 2021-12-31 | 2022-04-12 | 江苏科化新材料科技有限公司 | 双组分热固性环氧树脂组合物及其应用、双组分热固性环氧树脂及其制备方法与应用 |
Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0258525A (ja) * | 1988-08-25 | 1990-02-27 | Toshiba Chem Corp | 封止用樹脂組成物 |
JPH03121155A (ja) * | 1989-10-04 | 1991-05-23 | New Japan Chem Co Ltd | エポキシ樹脂組成物 |
JPH07238145A (ja) * | 1994-02-28 | 1995-09-12 | Sumitomo Bakelite Co Ltd | エポキシ樹脂組成物 |
JPH09249794A (ja) * | 1996-03-15 | 1997-09-22 | Nippon Steel Chem Co Ltd | 電子部品封止用液状エポキシ樹脂組成物及びその硬化 物 |
JPH10292091A (ja) * | 1997-04-18 | 1998-11-04 | Nippon Kayaku Co Ltd | エポキシ樹脂組成物及びその硬化物 |
JPH11236489A (ja) * | 1998-02-23 | 1999-08-31 | Matsushita Electric Works Ltd | 封止用エポキシ樹脂組成物および半導体装置 |
JP2002284966A (ja) * | 2001-03-27 | 2002-10-03 | Mitsubishi Gas Chem Co Inc | 難燃性カチオン重合性樹脂組成物 |
JP2003224305A (ja) * | 2001-11-01 | 2003-08-08 | Nichia Chem Ind Ltd | 発光装置及びその形成方法 |
JP2004528472A (ja) * | 2001-06-06 | 2004-09-16 | ヘンケル コーポレイション | 蛍光体を含有するエポキシ成形材料およびその様な組成物の調製方法 |
JP2006213848A (ja) * | 2005-02-04 | 2006-08-17 | Nippon Shokubai Co Ltd | 光半導体封止用樹脂組成物 |
JP2007169337A (ja) * | 2005-12-19 | 2007-07-05 | Daicel Chem Ind Ltd | 硬化性樹脂組成物およびその製造方法 |
JP2008056848A (ja) * | 2006-09-01 | 2008-03-13 | Daicel Chem Ind Ltd | 活性エネルギー線硬化性封止剤および該封止剤を用いた光半導体装置 |
JP2008255295A (ja) * | 2007-04-09 | 2008-10-23 | Asahi Kasei Chemicals Corp | 熱硬化性組成物及び光半導体封止材 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DD240554A1 (de) * | 1985-08-29 | 1986-11-05 | Leuna Werke Veb | Optische transparente verkappungsmasse mit hoher temperaturschockbestaendigkeit |
JPH07309927A (ja) | 1994-05-17 | 1995-11-28 | Nitto Denko Corp | 光半導体装置 |
JPH0873705A (ja) * | 1994-09-07 | 1996-03-19 | Meidensha Corp | 耐熱性滴下含浸樹脂 |
JP2001183819A (ja) * | 1999-12-27 | 2001-07-06 | Toshiba Chem Corp | 感光性樹脂組成物 |
JP3430150B2 (ja) * | 2000-12-18 | 2003-07-28 | 日東電工株式会社 | 光半導体素子封止用エポキシ樹脂組成物の製造方法 |
US6617400B2 (en) * | 2001-08-23 | 2003-09-09 | General Electric Company | Composition of cycloaliphatic epoxy resin, anhydride curing agent and boron catalyst |
US6924596B2 (en) * | 2001-11-01 | 2005-08-02 | Nichia Corporation | Light emitting apparatus provided with fluorescent substance and semiconductor light emitting device, and method of manufacturing the same |
MY139328A (en) * | 2002-05-20 | 2009-09-30 | Nitto Denko Corp | Thermosetting resin composition and semiconductor device obtained with the same |
JP3993149B2 (ja) | 2003-08-21 | 2007-10-17 | ジャパンエポキシレジン株式会社 | 発光素子封止材用エポキシ樹脂組成物 |
JP4799883B2 (ja) * | 2005-03-01 | 2011-10-26 | 日東電工株式会社 | エポキシ樹脂組成物硬化体およびその製法ならびにそれを用いた光半導体装置 |
JP5179013B2 (ja) * | 2005-03-01 | 2013-04-10 | 日東電工株式会社 | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 |
-
2007
- 2007-05-17 JP JP2007131991A patent/JP5207658B2/ja active Active
-
2008
- 2008-04-16 KR KR1020097023909A patent/KR101202152B1/ko active IP Right Grant
- 2008-04-16 US US12/600,324 patent/US8198382B2/en active Active
- 2008-04-16 WO PCT/JP2008/057453 patent/WO2008142931A1/ja active Application Filing
- 2008-04-16 EP EP08751859.3A patent/EP2147942B1/en not_active Not-in-force
- 2008-05-16 TW TW097118197A patent/TWI404742B/zh active
Patent Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0258525A (ja) * | 1988-08-25 | 1990-02-27 | Toshiba Chem Corp | 封止用樹脂組成物 |
JPH03121155A (ja) * | 1989-10-04 | 1991-05-23 | New Japan Chem Co Ltd | エポキシ樹脂組成物 |
JPH07238145A (ja) * | 1994-02-28 | 1995-09-12 | Sumitomo Bakelite Co Ltd | エポキシ樹脂組成物 |
JPH09249794A (ja) * | 1996-03-15 | 1997-09-22 | Nippon Steel Chem Co Ltd | 電子部品封止用液状エポキシ樹脂組成物及びその硬化 物 |
JPH10292091A (ja) * | 1997-04-18 | 1998-11-04 | Nippon Kayaku Co Ltd | エポキシ樹脂組成物及びその硬化物 |
JPH11236489A (ja) * | 1998-02-23 | 1999-08-31 | Matsushita Electric Works Ltd | 封止用エポキシ樹脂組成物および半導体装置 |
JP2002284966A (ja) * | 2001-03-27 | 2002-10-03 | Mitsubishi Gas Chem Co Inc | 難燃性カチオン重合性樹脂組成物 |
JP2004528472A (ja) * | 2001-06-06 | 2004-09-16 | ヘンケル コーポレイション | 蛍光体を含有するエポキシ成形材料およびその様な組成物の調製方法 |
JP2003224305A (ja) * | 2001-11-01 | 2003-08-08 | Nichia Chem Ind Ltd | 発光装置及びその形成方法 |
JP2006213848A (ja) * | 2005-02-04 | 2006-08-17 | Nippon Shokubai Co Ltd | 光半導体封止用樹脂組成物 |
JP2007169337A (ja) * | 2005-12-19 | 2007-07-05 | Daicel Chem Ind Ltd | 硬化性樹脂組成物およびその製造方法 |
JP2008056848A (ja) * | 2006-09-01 | 2008-03-13 | Daicel Chem Ind Ltd | 活性エネルギー線硬化性封止剤および該封止剤を用いた光半導体装置 |
JP2008255295A (ja) * | 2007-04-09 | 2008-10-23 | Asahi Kasei Chemicals Corp | 熱硬化性組成物及び光半導体封止材 |
Also Published As
Publication number | Publication date |
---|---|
EP2147942B1 (en) | 2016-07-06 |
EP2147942A1 (en) | 2010-01-27 |
TW200911870A (en) | 2009-03-16 |
JP5207658B2 (ja) | 2013-06-12 |
WO2008142931A1 (ja) | 2008-11-27 |
US20100164127A1 (en) | 2010-07-01 |
KR20100019448A (ko) | 2010-02-18 |
TWI404742B (zh) | 2013-08-11 |
KR101202152B1 (ko) | 2012-11-15 |
EP2147942A4 (en) | 2013-10-02 |
US8198382B2 (en) | 2012-06-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5207658B2 (ja) | 光半導体素子封止用エポキシ樹脂組成物およびその硬化体ならびにそれを用いた光半導体装置 | |
US20050261397A1 (en) | Epoxy resin composition for optical semiconductor element encapsulation and optical semiconductor device which uses the same | |
JP5380325B2 (ja) | 光半導体素子封止用熱硬化性樹脂組成物およびその硬化体、ならびにそれを用いて得られる光半導体装置 | |
JP2011060819A (ja) | 光半導体素子収納用実装パッケージ用樹脂組成物およびそれを用いて得られる光半導体発光装置 | |
JP2011258845A (ja) | 光半導体装置用エポキシ樹脂組成物およびそれを用いて得られる光半導体装置用リードフレーム、ならびに光半導体装置 | |
JP2009013263A (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP5242530B2 (ja) | 光半導体素子封止用エポキシ樹脂組成物および光半導体装置 | |
WO2015083576A1 (ja) | 光半導体装置用熱硬化性樹脂組成物およびそれを用いて得られる光半導体装置用リードフレーム、ならびに光半導体装置 | |
TWI548691B (zh) | 光學半導體裝置用環氧樹脂組合物及使用其之光學半導體裝置 | |
KR101543821B1 (ko) | 광반도체 소자 밀봉용 에폭시 수지 조성물 및 이를 사용한 광반도체 장치 | |
JP2007204643A (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
US20100019271A1 (en) | Epoxy resin composition for optical semiconductor element encapsulation and optical semiconductor device using the same | |
JP2017095548A (ja) | 光半導体素子封止用熱硬化性エポキシ樹脂組成物及びそれを用いた光半導体装置 | |
JP2006111823A (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP2005120230A (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP5367274B2 (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP3392012B2 (ja) | 半導体素子封止用エポキシ樹脂組成物及び半導体装置 | |
JP2008222741A (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP5410085B2 (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP5280298B2 (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP2005120229A (ja) | 光半導体素子封止用エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JP2021192421A (ja) | 光半導体封止用樹脂成形物 | |
JP2009298901A (ja) | 光半導体素子封止用固形エポキシ樹脂組成物およびそれを用いた光半導体装置 | |
JPH08198953A (ja) | 光半導体装置 | |
JPWO2005092980A1 (ja) | 光半導体素子封止用エポキシ樹脂組成物、及び光半導体装置 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20091116 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20121030 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20121220 Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20121220 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20130129 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130219 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20160301 Year of fee payment: 3 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5207658 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |