RU2019139671A - Композиция эпоксидной смолы, препрег, фиброармированный композитный материал и способ его производства - Google Patents
Композиция эпоксидной смолы, препрег, фиброармированный композитный материал и способ его производства Download PDFInfo
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- RU2019139671A RU2019139671A RU2019139671A RU2019139671A RU2019139671A RU 2019139671 A RU2019139671 A RU 2019139671A RU 2019139671 A RU2019139671 A RU 2019139671A RU 2019139671 A RU2019139671 A RU 2019139671A RU 2019139671 A RU2019139671 A RU 2019139671A
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- epoxy resin
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- 239000003822 epoxy resin Substances 0.000 title claims 15
- 229920000647 polyepoxide Polymers 0.000 title claims 15
- 239000000203 mixture Substances 0.000 title claims 10
- -1 PREPREG Substances 0.000 title claims 4
- 239000003733 fiber-reinforced composite Substances 0.000 title claims 3
- 239000000463 material Substances 0.000 title claims 3
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 239000000470 constituent Substances 0.000 claims 7
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 4
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims 2
- LMVLMHGTZULBRX-UHFFFAOYSA-N 2-[2,2,2-tris(2-hydroxyphenyl)ethyl]phenol Chemical compound OC1=CC=CC=C1CC(C=1C(=CC=CC=1)O)(C=1C(=CC=CC=1)O)C1=CC=CC=C1O LMVLMHGTZULBRX-UHFFFAOYSA-N 0.000 claims 1
- 150000004982 aromatic amines Chemical class 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 125000003700 epoxy group Chemical group 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 230000009477 glass transition Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
Classifications
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- 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
- C08G59/50—Amines
- C08G59/5046—Amines heterocyclic
- C08G59/5053—Amines heterocyclic containing only nitrogen as a heteroatom
- C08G59/5073—Amines heterocyclic containing only nitrogen as a heteroatom having two nitrogen atoms in the ring
-
- C—CHEMISTRY; METALLURGY
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- 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
- C08G59/3227—Compounds containing acyclic nitrogen atoms
-
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- 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
- C08G59/182—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 using pre-adducts of epoxy compounds with curing agents
- C08G59/184—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 using pre-adducts of epoxy compounds with curing agents with amines
-
- 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
- C08G59/22—Di-epoxy compounds
- C08G59/24—Di-epoxy compounds carbocyclic
- C08G59/245—Di-epoxy compounds carbocyclic aromatic
-
- 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
- C08G59/3218—Carbocyclic compounds
-
- 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
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4014—Nitrogen containing compounds
- C08G59/4021—Ureas; Thioureas; Guanidines; Dicyandiamides
-
- 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
- C08G59/50—Amines
- C08G59/5033—Amines aromatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- 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
- C08G59/686—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 containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
- C08J5/241—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres
- C08J5/243—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres using carbon fibres
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
- C08J5/249—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs characterised by the additives used in the prepolymer mixture
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2481/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen, or carbon only; Polysulfones; Derivatives of such polymers
- C08J2481/06—Polysulfones; Polyethersulfones
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Inorganic Chemistry (AREA)
- Reinforced Plastic Materials (AREA)
- Epoxy Resins (AREA)
Claims (15)
1. Композиция эпоксидной смолы, содержащая представленные ниже составные части [A], [B] и [C] и удовлетворяющая условиям (i) и (ii):
[A] три– и более высокофункциональная эпоксидная смола
[B] ароматический амин
[C] имидазольное соединение
(i) 0,20≤b/a≤0,60
(ii) 0,002≤c/a≤0,014,
где а (моль) обозначает количество эпоксидных групп на 100 г совокупной композиции эпоксидной смолы, b (моль) обозначает количество активного атома водорода, содержащегося в составной части [B], а с (моль) обозначает количество имидазольных колец, содержащихся в составной части [C].
2. Композиция эпоксидной смолы по п. 1, где составная часть [A] содержится в количестве в диапазоне от 60 до 100 массовых частей на 100 массовых частей всех эпоксидных смол.
3. Композиция эпоксидной смолы по п. 1 или 2, где в качестве составной части [A] содержится [A1] тетракис(гидроксифенил)этановая эпоксидная смола.
4. Композиция эпоксидной смолы по п. 3, где составная часть [A] содержится в количестве в диапазоне от 10 до 50 массовых частей на 100 массовых частей всех эпоксидных смол.
5. Композиция эпоксидной смолы по любому одному из пп. от 1 до 4, где в качестве составной части [С] содержится [С1] продукт реакции между имидазольным соединением и бисфенольной эпоксидной смолой.
6. Композиция эпоксидной смолы по любому одному из пп. 1-5, где температура стеклования отвержденной смолы, произведенной в результате проведения для композиции эпоксидной смолы первичного отверждения при 180°С на протяжении 30 минут, а после этого вторичного отверждения при 240°С на протяжении 30 мин, составляет 220°С и более.
7. Препрег, включающий композицию эпоксидной смолы по любому одному из пп. от 1 до 6 и армированное волокно.
8. Фиброармированный композитный материал, включающий отверждаемый препрег по п. 7.
9. Способ производства фиброармированного композитного материала, включающий проведение для препрега по п. 7 первичного отверждения при температуре в диапазоне от 130°С до 200°С, а после этого вторичного отверждения при температуре в диапазоне от 210°С до 270°С на протяжении 10 минут и более.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2017-093710 | 2017-05-10 | ||
| JP2017093710 | 2017-05-10 | ||
| PCT/JP2018/014538 WO2018207509A1 (ja) | 2017-05-10 | 2018-04-05 | エポキシ樹脂組成物、プリプレグ、繊維強化複合材料およびその製造方法 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2019139671A true RU2019139671A (ru) | 2021-06-10 |
Family
ID=64104507
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2019139671A RU2019139671A (ru) | 2017-05-10 | 2018-04-05 | Композиция эпоксидной смолы, препрег, фиброармированный композитный материал и способ его производства |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US11186674B2 (ru) |
| EP (1) | EP3623406B1 (ru) |
| JP (1) | JP6421897B1 (ru) |
| KR (1) | KR102476761B1 (ru) |
| CN (1) | CN110520458B (ru) |
| RU (1) | RU2019139671A (ru) |
| TW (1) | TWI734911B (ru) |
| WO (1) | WO2018207509A1 (ru) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021134306A (ja) * | 2020-02-28 | 2021-09-13 | 日本電産株式会社 | 繊維強化基材の製造方法およびシャッター羽根の製造方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2836942B2 (ja) * | 1990-09-27 | 1998-12-14 | 信越化学工業株式会社 | カバーレイフィルム |
| US5407978A (en) * | 1993-05-07 | 1995-04-18 | Minnesota Mining And Manufacturing Company | Rapid curing powder epoxy coating compositions having increased flexibility, incorporating minor amounts of aliphatic triepoxides |
| JP3602228B2 (ja) * | 1995-11-09 | 2004-12-15 | 横浜ゴム株式会社 | エポキシ樹脂組成物 |
| JP2001278957A (ja) * | 2000-03-30 | 2001-10-10 | Matsushita Electric Works Ltd | エポキシ樹脂組成物、プリプレグ及び積層板 |
| JP2002080624A (ja) * | 2000-09-06 | 2002-03-19 | Sumitomo Bakelite Co Ltd | 銅張積層板用プリプレグ、銅張積層板 |
| JP2003073456A (ja) * | 2001-09-03 | 2003-03-12 | Mitsubishi Rayon Co Ltd | エポキシ樹脂組成物及び該エポキシ樹脂組成物を使用したプリプレグ |
| JP2004063992A (ja) | 2002-07-31 | 2004-02-26 | Sumitomo Bakelite Co Ltd | 半導体用樹脂ペースト及び半導体装置 |
| JP2004346092A (ja) * | 2003-04-28 | 2004-12-09 | Yokohama Rubber Co Ltd:The | プリプレグ用樹脂組成物 |
| CN1312189C (zh) * | 2004-03-17 | 2007-04-25 | 中国科学院化学研究所 | 一种三官能团环氧树脂及衍生物和制备方法与用途 |
| JP2008074726A (ja) * | 2006-09-19 | 2008-04-03 | Shikoku Chem Corp | ２−メチルイミダゾール複塩およびエポキシ樹脂の硬化方法 |
| KR100877342B1 (ko) * | 2007-09-13 | 2009-01-07 | 삼성전기주식회사 | 인쇄회로기판용 난연성 수지 조성물, 이를 이용한 인쇄회로기판 및 그 제조방법 |
| WO2010110433A1 (ja) | 2009-03-27 | 2010-09-30 | 日立化成工業株式会社 | 熱硬化性樹脂組成物、並びにこれを用いたプリプレグ、支持体付絶縁フィルム、積層板及びプリント配線板 |
| JP5149917B2 (ja) * | 2009-03-27 | 2013-02-20 | 日立化成工業株式会社 | 熱硬化性樹脂組成物、並びにこれを用いたプリプレグ、積層板及び多層プリント配線板 |
| JP2011026559A (ja) * | 2009-07-03 | 2011-02-10 | Nippon Shokubai Co Ltd | 波長選択吸収性硬化性樹脂組成物 |
| CN103717635B (zh) * | 2011-07-19 | 2016-01-20 | 松下知识产权经营株式会社 | 树脂组合物、树脂清漆、预浸料、覆金属层压板及印刷线路板 |
| JP5899496B2 (ja) * | 2011-08-05 | 2016-04-06 | パナソニックＩｐマネジメント株式会社 | 樹脂組成物、樹脂ワニス、プリプレグ、金属張積層板、及びプリント配線板 |
| TWI488913B (zh) | 2011-11-29 | 2015-06-21 | Mitsubishi Rayon Co | 環氧樹脂組成物、預浸體、纖維強化複合材料及其製造方法 |
| JP2013163747A (ja) | 2012-02-10 | 2013-08-22 | Sumitomo Bakelite Co Ltd | 半導体封止用液状樹脂組成物及び半導体装置 |
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| CN104497273B (zh) * | 2014-11-26 | 2017-06-23 | 国家电网公司 | 一种高模量环氧树脂组合物及其制备方法 |
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| TWI591109B (zh) * | 2015-06-11 | 2017-07-11 | Mitsubishi Rayon Co | Epoxy resin composition, molded article, prepreg, fiber reinforced Composites and structures |
| CN105885358A (zh) * | 2016-06-29 | 2016-08-24 | 西安超码复合材料有限公司 | 一种无卤耐高温树脂 |
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2018
- 2018-04-05 WO PCT/JP2018/014538 patent/WO2018207509A1/ja not_active Ceased
- 2018-04-05 US US16/611,351 patent/US11186674B2/en active Active
- 2018-04-05 EP EP18798856.3A patent/EP3623406B1/en active Active
- 2018-04-05 CN CN201880021377.1A patent/CN110520458B/zh active Active
- 2018-04-05 KR KR1020197024781A patent/KR102476761B1/ko active Active
- 2018-04-05 RU RU2019139671A patent/RU2019139671A/ru not_active Application Discontinuation
- 2018-04-05 JP JP2018519971A patent/JP6421897B1/ja active Active
- 2018-04-25 TW TW107114042A patent/TWI734911B/zh active
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| Publication number | Publication date |
|---|---|
| EP3623406A1 (en) | 2020-03-18 |
| WO2018207509A1 (ja) | 2018-11-15 |
| TW201900716A (zh) | 2019-01-01 |
| CN110520458B (zh) | 2022-05-17 |
| TWI734911B (zh) | 2021-08-01 |
| EP3623406A4 (en) | 2020-12-16 |
| EP3623406B1 (en) | 2021-09-15 |
| KR20190140436A (ko) | 2019-12-19 |
| JPWO2018207509A1 (ja) | 2019-06-27 |
| CN110520458A (zh) | 2019-11-29 |
| US20200165378A1 (en) | 2020-05-28 |
| US11186674B2 (en) | 2021-11-30 |
| KR102476761B1 (ko) | 2022-12-09 |
| JP6421897B1 (ja) | 2018-11-14 |
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