WO2014069610A1 - Curable silicone composition, cured product thereof, and optical semiconductor device - Google Patents

Curable silicone composition, cured product thereof, and optical semiconductor device Download PDF

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Publication number
WO2014069610A1
WO2014069610A1 PCT/JP2013/079653 JP2013079653W WO2014069610A1 WO 2014069610 A1 WO2014069610 A1 WO 2014069610A1 JP 2013079653 W JP2013079653 W JP 2013079653W WO 2014069610 A1 WO2014069610 A1 WO 2014069610A1
Authority
WO
WIPO (PCT)
Prior art keywords
groups
group
carbons
curable silicone
silicone composition
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.)
Ceased
Application number
PCT/JP2013/079653
Other languages
English (en)
French (fr)
Inventor
Tomohiro Iimura
Michitaka Suto
Kazuhiro Nishijima
Kasumi Takeuchi
Haruhiko Furukawa
Yoshitsugu Morita
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DuPont Toray Specialty Materials KK
Original Assignee
Dow Corning Toray Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dow Corning Toray Co Ltd filed Critical Dow Corning Toray Co Ltd
Priority to EP13792111.0A priority Critical patent/EP2914664B1/en
Priority to KR1020157013088A priority patent/KR101704425B1/ko
Priority to CN201380060840.0A priority patent/CN104812841B/zh
Priority to US14/438,695 priority patent/US9312196B2/en
Publication of WO2014069610A1 publication Critical patent/WO2014069610A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10W—GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
    • H10W74/00—Encapsulations, e.g. protective coatings
    • H10W74/40—Encapsulations, e.g. protective coatings characterised by their materials
    • H10W74/47—Encapsulations, e.g. protective coatings characterised by their materials comprising organic materials, e.g. plastics or resins
    • H10W74/476—Organic materials comprising silicon
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10H—INORGANIC LIGHT-EMITTING SEMICONDUCTOR DEVICES HAVING POTENTIAL BARRIERS
    • H10H20/00—Individual inorganic light-emitting semiconductor devices having potential barriers, e.g. light-emitting diodes [LED]
    • H10H20/80—Constructional details
    • H10H20/85—Packages
    • H10H20/852—Encapsulations
    • H10H20/854—Encapsulations characterised by their material, e.g. epoxy or silicone resins
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10W—GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
    • H10W72/00—Interconnections or connectors in packages
    • H10W72/851—Dispositions of multiple connectors or interconnections
    • H10W72/874—On different surfaces
    • H10W72/884—Die-attach connectors and bond wires
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10W—GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
    • H10W90/00—Package configurations
    • H10W90/701—Package configurations characterised by the relative positions of pads or connectors relative to package parts
    • H10W90/731—Package configurations characterised by the relative positions of pads or connectors relative to package parts of die-attach connectors
    • H10W90/736—Package configurations characterised by the relative positions of pads or connectors relative to package parts of die-attach connectors between a chip and a stacked lead frame, conducting package substrate or heat sink
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10W—GENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
    • H10W90/00—Package configurations
    • H10W90/701—Package configurations characterised by the relative positions of pads or connectors relative to package parts
    • H10W90/751—Package configurations characterised by the relative positions of pads or connectors relative to package parts of bond wires
    • H10W90/756—Package configurations characterised by the relative positions of pads or connectors relative to package parts of bond wires between a chip and a stacked lead frame, conducting package substrate or heat sink

Definitions

  • Examples of this type of disiloxane include l,3-divinyl-l,l ,3,3- tetramethyldisiloxane, l ,3-divinyl-l ,3-diphenyl-l,3-dimethyldisiloxane, 1 ,3-divinyl- 1 ,1 ,3,3-tetraethyldisiloxane, l ,l ,3,3-tetravinyl-l ,3-dimethyldisiloxane, and 1 ,1,1 ,3,3,3- hexavinyldisiloxane.
  • R 1 are the same or different, are each an alkenyl group having from 2 to 12 carbons, and examples thereof are the same as the groups described above.
  • R 2 are the same or different, are each an alkyl group having from 1 to 12 carbons, an alkenyl group having from 2 to 12 carbons, an aryl group having from 6 to 20 carbons, or an aralkyl group having from 7 to 20 carbons, and examples thereof are the same as the groups described above.
  • X is an alkoxy group, an acyloxy group, a halogen atom, or a hydroxyl group; and examples thereof are the same as the groups described above.
  • organic solvents able to be used include aromatic hydrocarbons, aliphatic hydrocarbons, and mixtures of 2 or more types thereof.
  • examples of preferred organic solvents include toluene and xylene.
  • Me, Ph, and Naph in the formulae below denote a methyl group, a phenyl group, and a naphthyl group respectively, n' is a number from 1 to 100, n" and n"' are each numbers of 1 or higher, and n" + n"' is a number of 100 or lower.
  • the molecular weight of this type of component (C 2 ) is not particularly limited, but from the perspectives of the handling/workability of the composition and the mechanical strength of the cured product, the mass average molecular weight in terms of standard polystyrene, as measured by gel permeation chromatography, is preferably from 500 to 10,000, and more preferably from 500 to 2,000.
  • R 5 is an alkyl group having from 1 to 12 carbons, and examples thereof are the same as the groups described above.
  • An example of a method for producing the surface mounted type LED illustrated in Figure 1 is a method comprising die-bonding the LED chip 1 to the lead frame 2, wire-bonding this LED chip 1 and the lead frame 3 by means of metal bonding wire 4, filling inside the frame material 5 provided around the LED chip 1 with the curable silicone composition of the present invention, and then curing the curable silicone composition by heating to 50 to 200°C.
  • a cured product is produced by heating the curable silicone composition at 150°C for 2 hours in a circulating hot air oven.
  • the refractive index of this cured product at 25 °C and a wavelength of 633 nm was measured using a refractometer.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Structures Or Materials For Encapsulating Or Coating Semiconductor Devices Or Solid State Devices (AREA)
  • Silicon Polymers (AREA)
  • Sealing Material Composition (AREA)
PCT/JP2013/079653 2012-10-30 2013-10-25 Curable silicone composition, cured product thereof, and optical semiconductor device Ceased WO2014069610A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP13792111.0A EP2914664B1 (en) 2012-10-30 2013-10-25 Curable silicone composition, cured product thereof, and optical semiconductor device
KR1020157013088A KR101704425B1 (ko) 2012-10-30 2013-10-25 경화성 실리콘 조성물, 이의 경화물, 및 광반도체 장치
CN201380060840.0A CN104812841B (zh) 2012-10-30 2013-10-25 可固化有机硅组合物、其固化产物及光学半导体器件
US14/438,695 US9312196B2 (en) 2012-10-30 2013-10-25 Curable silicone composition, cured product thereof, and optical semiconductor

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2012-239671 2012-10-30
JP2012239671A JP6081774B2 (ja) 2012-10-30 2012-10-30 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

Publications (1)

Publication Number Publication Date
WO2014069610A1 true WO2014069610A1 (en) 2014-05-08

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PCT/JP2013/079653 Ceased WO2014069610A1 (en) 2012-10-30 2013-10-25 Curable silicone composition, cured product thereof, and optical semiconductor device

Country Status (7)

Country Link
US (1) US9312196B2 (https=)
EP (1) EP2914664B1 (https=)
JP (1) JP6081774B2 (https=)
KR (1) KR101704425B1 (https=)
CN (1) CN104812841B (https=)
TW (1) TWI635138B (https=)
WO (1) WO2014069610A1 (https=)

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WO2016022332A1 (en) * 2014-08-06 2016-02-11 Dow Corning Corporation Organosiloxane compositions and uses thereof
WO2016060831A1 (en) * 2014-10-16 2016-04-21 Dow Corning Corporaiton Silicone composition and a pressure sensitive adhesive film having a pressure sensitive adhesive layer made from the composition
US9683084B2 (en) 2012-10-24 2017-06-20 Dow Corning Toray Co., Ltd. Curable silicone composition, cured product thereof, and optical semiconductor device
US9688822B2 (en) 2012-10-24 2017-06-27 Dow Corning Toray Co., Ltd. Organopolysiloxane, curable silicone composition, cured product thereof, and optical semiconductor
US10927278B2 (en) 2017-02-27 2021-02-23 Dupont Toray Specialty Materials Kabushiki Kaisha Curable organopolysiloxane composition and semiconductor device

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TWI653295B (zh) * 2014-02-04 2019-03-11 日商道康寧東麗股份有限公司 硬化性聚矽氧組合物、其硬化物及光半導體裝置
TWI624510B (zh) * 2014-02-04 2018-05-21 日商道康寧東麗股份有限公司 硬化性聚矽氧組合物、其硬化物及光半導體裝置
CN106675505A (zh) * 2015-11-09 2017-05-17 北京科化新材料科技有限公司 用于led封装的硅胶
WO2017208748A1 (ja) * 2016-05-30 2017-12-07 日産化学工業株式会社 重合性シラン化合物
US10899891B2 (en) * 2016-05-30 2021-01-26 Nissan Chemical Corporation Reactive polysiloxane and polymerizable composition comprising same
KR102358091B1 (ko) 2016-08-08 2022-02-07 듀폰 도레이 스페셜티 머티리얼즈 가부시키가이샤 경화성 입상 실리콘 조성물, 이것으로 이루어지는 반도체용 부재 및 이의 성형 방법
JP6710175B2 (ja) * 2017-04-03 2020-06-17 信越化学工業株式会社 白色熱硬化性エポキシ・シリコーンハイブリッド樹脂組成物及び光半導体装置
JP7100636B2 (ja) 2017-06-19 2022-07-13 ダウ・東レ株式会社 硬化性粒状シリコーン組成物、それからなる半導体用部材、およびその成型方法
JP6863878B2 (ja) * 2017-11-02 2021-04-21 信越化学工業株式会社 付加硬化型シリコーン組成物、硬化物、及び光学素子
JP6823578B2 (ja) * 2017-11-02 2021-02-03 信越化学工業株式会社 付加硬化型シリコーン組成物、硬化物、光学素子
JP7021046B2 (ja) * 2018-10-22 2022-02-16 信越化学工業株式会社 付加硬化型シリコーン組成物、シリコーン硬化物、及び、光学素子
ES2970332T3 (es) * 2018-12-04 2024-05-28 Evonik Operations Gmbh Siloxanos reactivos
JP7560485B2 (ja) * 2019-05-21 2024-10-02 ダウ シリコーンズ コーポレーション ポリオルガノシロキサン剥離コーティング及びその調製と用途
US12139634B2 (en) 2020-04-14 2024-11-12 Shin-Etsu Chemical Co., Ltd. Silylated isocyanurate compound, metal corrosion inhibitor, curable organosilicon resin composition, and semiconductor apparatus
CN114058326B (zh) * 2021-11-22 2023-05-23 烟台德邦科技股份有限公司 一种粘接及可靠性优异的有机聚硅氧烷组合物及其制备方法
CN114181535B (zh) * 2021-12-08 2023-04-25 东莞市贝特利新材料有限公司 一种可固化的有机聚硅氧烷组合物及其制备方法
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Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9683084B2 (en) 2012-10-24 2017-06-20 Dow Corning Toray Co., Ltd. Curable silicone composition, cured product thereof, and optical semiconductor device
US9688822B2 (en) 2012-10-24 2017-06-27 Dow Corning Toray Co., Ltd. Organopolysiloxane, curable silicone composition, cured product thereof, and optical semiconductor
EP3191549A4 (en) * 2014-08-06 2018-03-28 Dow Corning Corporation Organosiloxane compositions and uses thereof
CN106687530A (zh) * 2014-08-06 2017-05-17 道康宁公司 有机硅氧烷组合物及其用途
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TWI659069B (zh) * 2014-08-06 2019-05-11 美商道康寧公司 有機矽氧烷組成物及其用途
CN106687530B (zh) * 2014-08-06 2020-05-05 美国陶氏有机硅公司 有机硅氧烷组合物及其用途
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TWI663236B (zh) * 2014-10-16 2019-06-21 Dow Silicones Corporation 聚矽氧組合物及具有由該組合物製得之壓敏性黏著層的壓敏性黏著膜
US10479913B2 (en) 2014-10-16 2019-11-19 Dow Silicones Corporation Silicone composition and a pressure sensitive adhesive film having a pressure sensitive adhesive layer made from the composition
KR102436083B1 (ko) 2014-10-16 2022-08-29 다우 실리콘즈 코포레이션 실리콘 조성물 및 그 조성물로부터 제조된 감압 접착제 층을 갖는 감압 접착제 필름
US10927278B2 (en) 2017-02-27 2021-02-23 Dupont Toray Specialty Materials Kabushiki Kaisha Curable organopolysiloxane composition and semiconductor device

Also Published As

Publication number Publication date
CN104812841B (zh) 2017-08-29
EP2914664A1 (en) 2015-09-09
CN104812841A (zh) 2015-07-29
KR101704425B1 (ko) 2017-02-08
TW201420686A (zh) 2014-06-01
US20150252221A1 (en) 2015-09-10
EP2914664B1 (en) 2016-09-07
JP2014088513A (ja) 2014-05-15
JP6081774B2 (ja) 2017-02-15
US9312196B2 (en) 2016-04-12
KR20150081292A (ko) 2015-07-13
TWI635138B (zh) 2018-09-11

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