JP6473440B2 - 硬化性シリコーン組成物、その硬化物、および光半導体装置 - Google Patents
硬化性シリコーン組成物、その硬化物、および光半導体装置 Download PDFInfo
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- JP6473440B2 JP6473440B2 JP2016504837A JP2016504837A JP6473440B2 JP 6473440 B2 JP6473440 B2 JP 6473440B2 JP 2016504837 A JP2016504837 A JP 2016504837A JP 2016504837 A JP2016504837 A JP 2016504837A JP 6473440 B2 JP6473440 B2 JP 6473440B2
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- silicone composition
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- 239000000203 mixture Substances 0.000 title claims description 84
- 229920001296 polysiloxane Polymers 0.000 title claims description 83
- 230000003287 optical effect Effects 0.000 title claims description 31
- 239000004065 semiconductor Substances 0.000 title claims description 31
- -1 siloxane unit Chemical group 0.000 claims description 113
- 125000003342 alkenyl group Chemical group 0.000 claims description 25
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 12
- 229910004283 SiO 4 Inorganic materials 0.000 claims description 11
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 claims description 10
- 229910052684 Cerium Inorganic materials 0.000 claims description 9
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 8
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 7
- 239000004793 Polystyrene Substances 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 238000005227 gel permeation chromatography Methods 0.000 claims description 6
- 229920002223 polystyrene Polymers 0.000 claims description 6
- 239000002318 adhesion promoter Substances 0.000 claims description 5
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 4
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 239000002683 reaction inhibitor Substances 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 239000000126 substance Substances 0.000 claims 1
- 239000000047 product Substances 0.000 description 35
- 229920001577 copolymer Polymers 0.000 description 19
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 17
- 229910052710 silicon Inorganic materials 0.000 description 17
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 16
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- 125000000217 alkyl group Chemical group 0.000 description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 13
- 125000005372 silanol group Chemical group 0.000 description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 13
- 239000010703 silicon Substances 0.000 description 12
- 125000004122 cyclic group Chemical group 0.000 description 10
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 description 10
- 150000002430 hydrocarbons Chemical group 0.000 description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000004205 dimethyl polysiloxane Substances 0.000 description 8
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 8
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 8
- 229910052697 platinum Inorganic materials 0.000 description 7
- 229910000077 silane Inorganic materials 0.000 description 7
- 125000003944 tolyl group Chemical group 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 238000000605 extraction Methods 0.000 description 6
- 230000004907 flux Effects 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 125000006038 hexenyl group Chemical group 0.000 description 6
- 125000001624 naphthyl group Chemical group 0.000 description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 239000003566 sealing material Substances 0.000 description 6
- 125000005023 xylyl group Chemical group 0.000 description 6
- 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
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 5
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 5
- XSDCTSITJJJDPY-UHFFFAOYSA-N chloro-ethenyl-dimethylsilane Chemical compound C[Si](C)(Cl)C=C XSDCTSITJJJDPY-UHFFFAOYSA-N 0.000 description 5
- 229910052733 gallium Inorganic materials 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 5
- 150000003961 organosilicon compounds Chemical class 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 229910052693 Europium Inorganic materials 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 230000003472 neutralizing effect Effects 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 125000005375 organosiloxane group Chemical group 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000035699 permeability Effects 0.000 description 4
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 4
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical group [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 3
- 229910052785 arsenic Inorganic materials 0.000 description 3
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- BITPLIXHRASDQB-UHFFFAOYSA-N ethenyl-[ethenyl(dimethyl)silyl]oxy-dimethylsilane Chemical compound C=C[Si](C)(C)O[Si](C)(C)C=C BITPLIXHRASDQB-UHFFFAOYSA-N 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000004767 nitrides Chemical class 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- QYLFHLNFIHBCPR-UHFFFAOYSA-N 1-ethynylcyclohexan-1-ol Chemical compound C#CC1(O)CCCCC1 QYLFHLNFIHBCPR-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 150000000703 Cerium Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- BYLOHCRAPOSXLY-UHFFFAOYSA-N dichloro(diethyl)silane Chemical compound CC[Si](Cl)(Cl)CC BYLOHCRAPOSXLY-UHFFFAOYSA-N 0.000 description 2
- 125000005388 dimethylhydrogensiloxy group Chemical group 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000002223 garnet Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- KWEKXPWNFQBJAY-UHFFFAOYSA-N (dimethyl-$l^{3}-silanyl)oxy-dimethylsilicon Chemical compound C[Si](C)O[Si](C)C KWEKXPWNFQBJAY-UHFFFAOYSA-N 0.000 description 1
- HMVBQEAJQVQOTI-SOFGYWHQSA-N (e)-3,5-dimethylhex-3-en-1-yne Chemical compound CC(C)\C=C(/C)C#C HMVBQEAJQVQOTI-SOFGYWHQSA-N 0.000 description 1
- GRGVQLWQXHFRHO-AATRIKPKSA-N (e)-3-methylpent-3-en-1-yne Chemical compound C\C=C(/C)C#C GRGVQLWQXHFRHO-AATRIKPKSA-N 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- WZJUBBHODHNQPW-UHFFFAOYSA-N 2,4,6,8-tetramethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound C[Si]1O[Si](C)O[Si](C)O[Si](C)O1 WZJUBBHODHNQPW-UHFFFAOYSA-N 0.000 description 1
- CEBKHWWANWSNTI-UHFFFAOYSA-N 2-methylbut-3-yn-2-ol Chemical compound CC(C)(O)C#C CEBKHWWANWSNTI-UHFFFAOYSA-N 0.000 description 1
- GPYOUNFNIBJKBL-UHFFFAOYSA-N 2-phenylethoxy(prop-2-enyl)silane Chemical compound C(=C)C[SiH2]OCCC1=CC=CC=C1 GPYOUNFNIBJKBL-UHFFFAOYSA-N 0.000 description 1
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- SWDATAUJJPJGTP-UHFFFAOYSA-N C[SiH](Cl)c1cccc2ccccc12 Chemical compound C[SiH](Cl)c1cccc2ccccc12 SWDATAUJJPJGTP-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 229910002601 GaN Inorganic materials 0.000 description 1
- 229920000106 Liquid crystal polymer Polymers 0.000 description 1
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- BQFPQJVSYUPUQE-UHFFFAOYSA-N O[SiH](O)CC1=CC=CC=C1 Chemical compound O[SiH](O)CC1=CC=CC=C1 BQFPQJVSYUPUQE-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229910052771 Terbium Inorganic materials 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- KTVHXOHGRUQTPX-UHFFFAOYSA-N [ethenyl(dimethyl)silyl] acetate Chemical compound CC(=O)O[Si](C)(C)C=C KTVHXOHGRUQTPX-UHFFFAOYSA-N 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000004645 aluminates Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000004760 aramid Substances 0.000 description 1
- 229920003235 aromatic polyamide Polymers 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- MQPAWZRMBVCWEI-UHFFFAOYSA-N benzhydryloxy(ethenyl)silane Chemical compound C(=C)[SiH2]OC(C1=CC=CC=C1)C1=CC=CC=C1 MQPAWZRMBVCWEI-UHFFFAOYSA-N 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- JSAYQGVHWNBMNG-UHFFFAOYSA-N bis(2-methylbut-3-yn-2-yloxy)-prop-1-enylsilane Chemical compound CC=C[SiH](OC(C#C)(C)C)OC(C#C)(C)C JSAYQGVHWNBMNG-UHFFFAOYSA-N 0.000 description 1
- GKPOMITUDGXOSB-UHFFFAOYSA-N but-3-yn-2-ol Chemical compound CC(O)C#C GKPOMITUDGXOSB-UHFFFAOYSA-N 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- VYLVYHXQOHJDJL-UHFFFAOYSA-K cerium trichloride Chemical compound Cl[Ce](Cl)Cl VYLVYHXQOHJDJL-UHFFFAOYSA-K 0.000 description 1
- HZMBANJECWHRGE-GNOQXXQHSA-K cerium(3+);(z)-octadec-9-enoate Chemical compound [Ce+3].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O HZMBANJECWHRGE-GNOQXXQHSA-K 0.000 description 1
- GGVUYAXGAOIFIC-UHFFFAOYSA-K cerium(3+);2-ethylhexanoate Chemical compound [Ce+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O GGVUYAXGAOIFIC-UHFFFAOYSA-K 0.000 description 1
- WWLPQKCJNXAEFE-UHFFFAOYSA-K cerium(3+);dodecanoate Chemical compound [Ce+3].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O WWLPQKCJNXAEFE-UHFFFAOYSA-K 0.000 description 1
- BTVVNGIPFPKDHO-UHFFFAOYSA-K cerium(3+);octadecanoate Chemical compound [Ce+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O BTVVNGIPFPKDHO-UHFFFAOYSA-K 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- PLMTWHZZBPGADP-UHFFFAOYSA-N chloro-ethenyl-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=C)(Cl)C1=CC=CC=C1 PLMTWHZZBPGADP-UHFFFAOYSA-N 0.000 description 1
- RELBGMCPNQNKGH-UHFFFAOYSA-N chloro-phenyl-prop-2-enylsilane Chemical compound Cl[SiH](CC=C)c1ccccc1 RELBGMCPNQNKGH-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- DDJSWKLBKSLAAZ-UHFFFAOYSA-N cyclotetrasiloxane Chemical compound O1[SiH2]O[SiH2]O[SiH2]O[SiH2]1 DDJSWKLBKSLAAZ-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl group Chemical group [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])* 0.000 description 1
- OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
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- H01L2224/26—Layer connectors, e.g. plate connectors, solder or adhesive layers; Manufacturing methods related thereto
- H01L2224/31—Structure, shape, material or disposition of the layer connectors after the connecting process
- H01L2224/32—Structure, shape, material or disposition of the layer connectors after the connecting process of an individual layer connector
- H01L2224/321—Disposition
- H01L2224/32151—Disposition the layer connector connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive
- H01L2224/32221—Disposition the layer connector connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked
- H01L2224/32245—Disposition the layer connector connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked the item being metallic
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- H01L2224/42—Wire connectors; Manufacturing methods related thereto
- H01L2224/47—Structure, shape, material or disposition of the wire connectors after the connecting process
- H01L2224/48—Structure, shape, material or disposition of the wire connectors after the connecting process of an individual wire connector
- H01L2224/4805—Shape
- H01L2224/4809—Loop shape
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- H01L2224/42—Wire connectors; Manufacturing methods related thereto
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- H01L2224/48—Structure, shape, material or disposition of the wire connectors after the connecting process of an individual wire connector
- H01L2224/481—Disposition
- H01L2224/48151—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive
- H01L2224/48221—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked
- H01L2224/48245—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked the item being metallic
- H01L2224/48247—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked the item being metallic connecting the wire to a bond pad of the item
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- H—ELECTRICITY
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- H01L2224/732—Location after the connecting process
- H01L2224/73251—Location after the connecting process on different surfaces
- H01L2224/73265—Layer and wire connectors
Description
(A)一分子中にアルケニル基を少なくとも2個有し、式:R1 2SiO2/2(式中、R1はアリール基である)で表されるシロキサン単位を含有するジオルガノポリシロキサン、
(B)式:SiO4/2で表されるシロキサン単位、式:R2 2R3SiO1/2(式中、R2は脂肪族不飽和結合を有さない一価炭化水素基であり、R3はアルケニル基である。)で表されるシロキサン単位、および式:R2 3SiO1/2(式中、R2は前記と同じである。)で表されるシロキサン単位からなり、ゲルパーミエーションクロマトグラフィーによる標準ポリスチレン換算の質量平均分子量が異なる少なくとも2種のレジン状オルガノポリシロキサン{(A)成分100質量部に対して10〜100質量部}、
(C)一分子中にケイ素原子結合水素原子を少なくとも2個有するオルガノポリシロキサン{本成分中のケイ素原子結合水素原子が、(A)成分中と(B)成分中のアルケニル基の合計1モルに対して0.1〜10モルとなる量}、および
(D)触媒量のヒドロシリル化反応用触媒
から少なくともなることを特徴とする。
ViMe2SiO(Me2SiO)m (Ph2SiO)nSiMe2Vi
ViMe2SiO(MePhSiO)m (Ph2SiO)nSiMe2Vi
ViPhMeSiO(Me2SiO)m (Ph2SiO)nSiPhMeVi
ViPhMeSiO(MePhSiO)m (Ph2SiO)nSiPhMeVi
ViPh2SiO(Me2SiO)m (Ph2SiO)nSiPh2Vi
ViPh2SiO(MePhSiO)m (Ph2SiO)nSiPh2Vi
ViMe2SiO(Me2SiO)m (Naph2SiO)nSiMe2Vi
ViMe2SiO(MePhSiO)m (Naph2SiO)nSiMe2Vi
ViPhMeSiO(Me2SiO)m (Naph2SiO)nSiPhMeVi
ViPhMeSiO(MePhSiO)m (Naph2SiO)nSiPhMeVi
ViPh2SiO(Me2SiO)m (Naph2SiO)nSiPh2Vi
ViPh2SiO(MePhSiO)m (Naph2SiO)nSiPh2Vi
R4R5SiX2
で表されるシラン化合物(I−1)と一般式:
R1 2SiX2、
で表されるシラン化合物(I−2)、一般式:
(R4R5SiO)p
で表される環状シロキサン化合物(II−1)と一般式:
(R1 2SiO)r
で表される環状シロキサン化合物(II−2)、あるいは一般式:
HO(R4R5SiO)m’H
で表される直鎖状オルガノシロキサン(III−1)と一般式:
HO(R1 2SiO)n’H
で表される直鎖状オルガノシロキサン(III−2)を、一般式:
R3R4 2SiOSiR4 2R3
で表されるジシロキサン(IV)および/または一般式:
R3R4 2SiX
で表されるシラン化合物(V)と、酸またはアルカリの存在下、加水分解・縮合反応させる方法が挙げられる。
で示されるシロキサン化合物、式:
で示されるシロキサン化合物が例示される。この接着促進剤は低粘度液状であることが好ましく、その粘度は限定されないが、25℃において1〜500mPa・sの範囲内であることが好ましい。
硬化性シリコーン組成物を150℃の熱風循環式オーブン中で2時間加熱することにより硬化物を作製した。この硬化物の25℃、波長633nmにおける屈折率を屈折率計により測定した。
硬化性シリコーン組成物をプレスを用いて150℃、2時間で硬化させ、厚み1mmのフィルム状硬化物を作製した。フィルム状硬化物の酸素透過率をイリノイ社(Systech illinois)製の酸素透過率測定装置(モデル8001)を用いて、温度23℃の条件で測定した。
蛍光体を含有する硬化性シリコーン組成物を用いて、図1に示す光半導体装置を作製した。なお、硬化性シリコーン組成物を150℃で2時間加熱することにより硬化させた。得られた光半導体装置について、積分球を用いた全放射束測定装置により放射束測定を行った。
硬化性シリコーン組成物を150℃で2時間加熱することにより硬化物を作製した。この硬化物の25℃の貯蔵弾性率をダイナミックアナライザーで測定した。次に、この硬化物を170℃のオーブン中に100時間放置した後、前記と同様に貯蔵弾性率を測定し、初期の硬さに対する変化率を求めた。
反応容器に、環状ジフェニルシロキサン 336.2g、環状ジメチルシロキサン 502.6g、1,3−ジビニル−1,1,3,3−テトラメチルジシロキサン 10.5g、および水酸化カリウム 0.25gを投入し、150℃まで加熱し、150℃に到達後、7時間反応させた。次に、ビニルジメチルクロロシランを所定量加えて中和した後、低沸分を減圧除去して、無色透明で、屈折率が1.48であり、粘度が4.5Pa・sである、式:
ViMe2SiO(Me2SiO)120(Ph2SiO)30SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体を得た。
反応容器に、環状ジフェニルポリシロキサン 244.3g、環状ジメチルポリシロキサン 593.6g、1,3−ジビニル−1,1,3,3−テトラメチルジシロキサン 11.5g、および水酸化カリウム 0.25gを投入し、150℃まで加熱し、150℃に到達後、7時間反応させた。次に、ビニルジメチルクロロシランを所定量加えて中和した後、低沸分を減圧除去して、無色透明で、屈折率が1.46であり、粘度が2.4Pa・sである、式:
ViMe2SiO(Me2SiO)130(Ph2SiO)20SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体を得た。
反応容器に、環状ジフェニルポリシロキサン 338.6g、環状ジメチルポリシロキサン 506.2g、1,3−ジビニル−1,1,3,3−ジメチルジシロキサン 5.3g、および水酸化カリウム 0.26gを投入し、150℃まで加熱し、150℃に到達後、7時間反応させた。次に、ビニルジメチルクロロシランを所定量加えて中和した後、低沸分を減圧除去して、無色透明で、屈折率が1.48であり、粘度が10.4Pa・sである、式:
ViMe2SiO(Me2SiO)240(Ph2SiO)60SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体を得た。
反応容器に、環状ジフェニルポリシロキサン 246.3g、環状ジメチルポリシロキサン 598.4g、1,3−ジビニル−1,1,3,3−ジメチルジシロキサン 5.78g、および水酸化カリウム 0.26gを投入し、150℃まで加熱し、150℃に到達後、7時間反応させた。次に、ビニルジメチルクロロシランを所定量加えて中和した後、低沸分を減圧除去して、無色透明で、屈折率が1.46であり、粘度が5.8Pa・sである、式:
ViMe2SiO(Me2SiO)260(Ph2SiO)40SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体を得た。
下記の成分を用いて、表1に示した組成(質量部)で硬化性シリコーン組成物を調製した。なお、表1中、(D)成分の含有量は、硬化性シリコーン組成物に対して、質量単位における、白金金属の含有量(ppm)で示し、同様に、(E)成分の含有量は、硬化性シリコーン組成物に対して、質量単位における、セリウム原子の含有量(ppm)で示した。また、表1中、H/Viは、(A)成分中と(B)成分中のビニル基の合計1モルに対する、(C)成分中のケイ素原子結合水素原子のモル数を示す。
(A−1)成分:参考例1で調製した、式:
ViMe2SiO(Me2SiO)120(Ph2SiO)30SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体
(A−2)成分:参考例2で調製した、式:
ViMe2SiO(Me2SiO)130(Ph2SiO)20SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体
(A−3)成分:参考例3で調製した、式:
ViMe2SiO(Me2SiO)240(Ph2SiO)60SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体
(A−4)成分:参考例4で調製した、式:
ViMe2SiO(Me2SiO)260(Ph2SiO)40SiMe2Vi
で表されるジメチルシロキサン・ジフェニルシロキサン共重合体
(A−5)成分:粘度2,000mPa・sである、式:
ViMe2SiO(Me2SiO)300SiMe2Vi
で表されるジメチルポリシロキサン
(A−6)成分:粘度380mPa・sである、式:
ViMe2SiO(Me2SiO)150SiMe2Vi
で表されるジメチルポリシロキサン
(B−1)成分:ゲルパーミエーションクロマトグラフィーによる標準ポリスチレン換算の質量平均分子量が3,000である、平均単位式:
(Me2ViSiO1/2)0.1(Me3SiO1/2)0.4(SiO4/2)0.5
で表されるオルガノポリシロキサンレジン
(B−2)成分:ゲルパーミエーションクロマトグラフィーによる標準ポリスチレン換算の質量平均分子量が1,500である、平均単位式
(Me2ViSiO1/2)0.15(Me3SiO1/2)0.45(SiO4/2)0.4
で表されるオルガノポリシロキサンレジン
(C−1)成分:粘度が20mPa・sである、平均単位式:
(SiO4/2)0.60[(CH3)2HSiO1/2]0.40
で表されるオルガノポリシロキサン
(C−2)成分:粘度が30mPa・sである、平均単位式:
(Me2HSiO1/2)0.6(PhSiO3/2)0.4
で表されるオルガノポリシロキサン
(D−1)成分:白金−1,3−ジビニル−1,1,3,3−テトラメチルジシロキサン錯体の1,3,5,7−テトラメチル−1,3,5,7−テトラビニルシクロテトラシロキサンの溶液(白金として0.1質量%含有する溶液)
(E−1)成分:セリウムの含有率が1.4質量%であるセリウム含有ジメチルポリシロキサン
(F−1)成分:1−エチニルシクロヘキサノール
(G−1)成分:粘度が30mPa・sである分子鎖両末端シラノール基封鎖メチルビニルシロキサンオリゴマーと3−グリシドキシプロピルトリメトキシシランの縮合反応物からなる接着促進剤
(H−1)成分:平均粒子径13μmのアルミネート系緑色蛍光体
(H−2)成分:平均粒子径15μmのナイトライド系赤色蛍光体
前記成分を用いて、表2に示される組成(質量部)で混合して硬化性シリコーン組成物を調製した。この硬化性シリコーン組成物を用いて図1で示される光半導体装置を作製した。なお、硬化性シリコーン組成物は、150℃のオーブンで2時間加熱により硬化させた。その後、積分球を用いた全放射束測定装置を用いて、初期光束を測定した。なお、初期光束変化率は、比較例4の初期光束を100%として計算した。
2 リードフレーム
3 リードフレーム
4 ボンディングワイヤ
5 枠材
6 硬化性シリコーン組成物の硬化物
Claims (9)
- (A)一分子中にアルケニル基を少なくとも2個有し、式:R1 2SiO2/2(式中、R1はアリール基である。)で表されるシロキサン単位を含有するジオルガノポリシロキサン、
(B)式:SiO4/2で表されるシロキサン単位、式:R2 2R3SiO1/2(式中、R2は脂肪族不飽和結合を有さない一価炭化水素基であり、R3はアルケニル基である。)で表されるシロキサン単位、および式:R2 3SiO1/2(式中、R2は前記と同じである。)で表されるシロキサン単位からなり、ゲルパーミエーションクロマトグラフィーによる標準ポリスチレン換算の質量平均分子量が異なる少なくとも2種のレジン状オルガノポリシロキサン{(A)成分100質量部に対して10〜100質量部}、
(C)一分子中にケイ素原子結合水素原子を少なくとも2個有するオルガノポリシロキサン{本成分中のケイ素原子結合水素原子が、(A)成分中と(B)成分中のアルケニル基の合計1モルに対して0.1〜10モルとなる量}、および
(D)触媒量のヒドロシリル化反応用触媒
から少なくともなる硬化性シリコーン組成物。 - (B)成分が、質量平均分子量の差が少なくとも1,000である2種のレジン状オルガノポリシロキサンである、請求項1又は2に記載の硬化性シリコーン組成物。
- さらに、(E)セリウム含有オルガノポリシロキサン(本組成物に対して、セリウム原子が質量単位で10〜2,000ppmとなる量)を含有する、請求項1乃至3のいずれか1項に記載の硬化性シリコーン組成物。
- さらに、(F)ヒドロシリル化反応抑制剤{(A)成分〜(C)成分の合計100質量部に対して0.01〜3質量部}を含有する、請求項1乃至4のいずれか1項に記載の硬化性シリコーン組成物。
- さらに、(G)接着促進剤{(A)成分〜(C)成分の合計100質量部に対して0.01〜10質量部}を含有する、請求項1乃至5のいずれか1項に記載の硬化性シリコーン組成物。
- さらに、(H)蛍光体(本組成物に対して0.1〜70質量%となる量)を含有する、請求項1乃至6のいずれか1項に記載の硬化性シリコーン組成物。
- 請求項1乃至7のいずれか1項記載の硬化性シリコーン組成物を硬化してなる硬化物。
- 請求項1乃至7のいずれか1項に記載の硬化性シリコーン組成物の硬化物により光半導体素子が封止されている光半導体装置。
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US10004596B2 (en) | 2014-07-31 | 2018-06-26 | Lensgen, Inc. | Accommodating intraocular lens device |
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WO2017096087A1 (en) | 2015-12-01 | 2017-06-08 | Daniel Brady | Accommodating intraocular lens device |
WO2017205811A1 (en) | 2016-05-27 | 2017-11-30 | Thomas Silvestrini | Lens oil having a narrow molecular weight distribution for intraocular lens devices |
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