JP7278288B2 - 機械的特性の優れた組み合わせを備える熱伝導性ポリウレタン接着剤 - Google Patents
機械的特性の優れた組み合わせを備える熱伝導性ポリウレタン接着剤 Download PDFInfo
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- JP7278288B2 JP7278288B2 JP2020534458A JP2020534458A JP7278288B2 JP 7278288 B2 JP7278288 B2 JP 7278288B2 JP 2020534458 A JP2020534458 A JP 2020534458A JP 2020534458 A JP2020534458 A JP 2020534458A JP 7278288 B2 JP7278288 B2 JP 7278288B2
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2400/00—Presence of inorganic and organic materials
- C09J2400/10—Presence of inorganic materials
- C09J2400/16—Metal
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2475/00—Presence of polyurethane
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17209083 | 2017-12-20 | ||
| EP17209083.9 | 2017-12-20 | ||
| PCT/EP2018/083000 WO2019120924A1 (en) | 2017-12-20 | 2018-11-29 | Thermally conductive polyurethane adhesive with exceptional combination of mechanical properties |
Publications (3)
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|---|---|
| JP2021507067A JP2021507067A (ja) | 2021-02-22 |
| JP2021507067A5 JP2021507067A5 (https=) | 2022-01-06 |
| JP7278288B2 true JP7278288B2 (ja) | 2023-05-19 |
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| JP2020534458A Active JP7278288B2 (ja) | 2017-12-20 | 2018-11-29 | 機械的特性の優れた組み合わせを備える熱伝導性ポリウレタン接着剤 |
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| US (1) | US20200317971A1 (https=) |
| EP (1) | EP3728379B1 (https=) |
| JP (1) | JP7278288B2 (https=) |
| KR (2) | KR20200099567A (https=) |
| CN (1) | CN111511792B (https=) |
| MX (1) | MX2020006405A (https=) |
| WO (1) | WO2019120924A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USD1044825S1 (en) | 2018-09-14 | 2024-10-01 | Boxkingz | Display screen with a graphical user interface for a grid for an online gaming application |
| US10800949B1 (en) * | 2018-11-29 | 2020-10-13 | National Chung-Shan Institute Of Science And Technology | Development of graphene composite conductive ink formulation technology |
| EP4006089A4 (en) * | 2019-08-19 | 2022-08-31 | LG Chem, Ltd. | RESIN COMPOSITION |
| EP3835332A1 (en) * | 2019-12-13 | 2021-06-16 | Henkel AG & Co. KGaA | Thermally conductive polyurethane adhesive composition |
| WO2022235802A1 (en) | 2021-05-05 | 2022-11-10 | Dow Global Technologies Llc | Thermal interface materials |
| JP7778030B2 (ja) | 2022-04-06 | 2025-12-01 | 旭化成ワッカーシリコーン株式会社 | 熱伝導性組成物および該組成物を使用する熱伝導性部材の製造方法 |
| CN121311522A (zh) | 2023-06-14 | 2026-01-09 | 巴斯夫欧洲公司 | 双组分导热粘合剂 |
| CN121889442A (zh) | 2023-09-25 | 2026-04-17 | 巴斯夫欧洲公司 | 基于碳二亚胺化学的导热双组分树脂 |
| EP4549482A1 (en) | 2023-10-31 | 2025-05-07 | Henkel AG & Co. KGaA | Thermally conductive polyurethane adhesive composition for batteries in electric vehicles |
| DE102024104072B4 (de) | 2024-02-14 | 2025-11-13 | Fuchs SE | Aushärtbare wärmeleitende zusammensetzung und deren verwendung zur ausbildung einer thermischen schnittstelle |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008115356A (ja) | 2006-10-13 | 2008-05-22 | Idemitsu Kosan Co Ltd | 低硬度熱伝導性樹脂組成物及びそれを用いたシート状放熱部材 |
| CN102002346A (zh) | 2010-10-15 | 2011-04-06 | 深圳市安品有机硅材料有限公司 | 有机硅导热组合物和有机硅导热贴片 |
| CN102627937A (zh) | 2012-03-27 | 2012-08-08 | 合肥工业大学 | 一种双组分导热聚氨酯灌封胶及其制备方法 |
| WO2015046254A1 (ja) | 2013-09-25 | 2015-04-02 | リンテック株式会社 | 熱伝導性接着シート、その製造方法及びそれを用いた電子デバイス |
| JP2015067713A (ja) | 2013-09-28 | 2015-04-13 | 株式会社日本触媒 | 放熱シート |
| JP2016148034A (ja) | 2015-02-10 | 2016-08-18 | 積水化学工業株式会社 | 光湿気硬化型樹脂組成物及び熱伝導性接着剤 |
| CN109082261A (zh) | 2018-07-25 | 2018-12-25 | 苏州市回天科技有限公司 | 一种胶粘剂组合物及其制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI250203B (en) | 2002-12-31 | 2006-03-01 | Hon Hai Prec Ind Co Ltd | Thermal interface material |
| JP5004538B2 (ja) * | 2006-09-12 | 2012-08-22 | 日立化成ポリマー株式会社 | 熱伝導性湿気硬化型接着剤、及びその施工方法 |
| EP2130641A1 (en) * | 2008-06-03 | 2009-12-09 | Dow Global Technologies Inc. | Polyurethane Adhesive Composition |
| WO2015178416A1 (ja) * | 2014-05-20 | 2015-11-26 | 東洋紡株式会社 | 接着性を有する絶縁高熱伝導性シート |
| ES2914973T3 (es) | 2015-03-05 | 2022-06-20 | Henkel Ag & Co Kgaa | Adhesivo termoconductor |
| CN107384295A (zh) * | 2017-08-18 | 2017-11-24 | 广州森邦合成材料有限公司 | 一种双组分特硬无气泡环保聚氨酯灌封胶及其制备方法 |
-
2018
- 2018-11-29 KR KR1020207020616A patent/KR20200099567A/ko not_active Ceased
- 2018-11-29 JP JP2020534458A patent/JP7278288B2/ja active Active
- 2018-11-29 WO PCT/EP2018/083000 patent/WO2019120924A1/en not_active Ceased
- 2018-11-29 EP EP18807375.3A patent/EP3728379B1/en active Active
- 2018-11-29 KR KR1020247005896A patent/KR20240027882A/ko active Pending
- 2018-11-29 MX MX2020006405A patent/MX2020006405A/es unknown
- 2018-11-29 CN CN201880081755.5A patent/CN111511792B/zh active Active
-
2020
- 2020-06-17 US US16/904,397 patent/US20200317971A1/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008115356A (ja) | 2006-10-13 | 2008-05-22 | Idemitsu Kosan Co Ltd | 低硬度熱伝導性樹脂組成物及びそれを用いたシート状放熱部材 |
| CN102002346A (zh) | 2010-10-15 | 2011-04-06 | 深圳市安品有机硅材料有限公司 | 有机硅导热组合物和有机硅导热贴片 |
| CN102627937A (zh) | 2012-03-27 | 2012-08-08 | 合肥工业大学 | 一种双组分导热聚氨酯灌封胶及其制备方法 |
| WO2015046254A1 (ja) | 2013-09-25 | 2015-04-02 | リンテック株式会社 | 熱伝導性接着シート、その製造方法及びそれを用いた電子デバイス |
| JP2015067713A (ja) | 2013-09-28 | 2015-04-13 | 株式会社日本触媒 | 放熱シート |
| JP2016148034A (ja) | 2015-02-10 | 2016-08-18 | 積水化学工業株式会社 | 光湿気硬化型樹脂組成物及び熱伝導性接着剤 |
| CN109082261A (zh) | 2018-07-25 | 2018-12-25 | 苏州市回天科技有限公司 | 一种胶粘剂组合物及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20200099567A (ko) | 2020-08-24 |
| MX2020006405A (es) | 2020-09-07 |
| KR20240027882A (ko) | 2024-03-04 |
| CN111511792A (zh) | 2020-08-07 |
| CN111511792B (zh) | 2022-10-28 |
| JP2021507067A (ja) | 2021-02-22 |
| EP3728379A1 (en) | 2020-10-28 |
| US20200317971A1 (en) | 2020-10-08 |
| WO2019120924A1 (en) | 2019-06-27 |
| EP3728379B1 (en) | 2023-11-15 |
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