JP2021516277A - ポリイミド前駆体組成物、その製造方法及びそれを用いたポリイミドフィルム - Google Patents
ポリイミド前駆体組成物、その製造方法及びそれを用いたポリイミドフィルム Download PDFInfo
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- JP2021516277A JP2021516277A JP2020545682A JP2020545682A JP2021516277A JP 2021516277 A JP2021516277 A JP 2021516277A JP 2020545682 A JP2020545682 A JP 2020545682A JP 2020545682 A JP2020545682 A JP 2020545682A JP 2021516277 A JP2021516277 A JP 2021516277A
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- Prior art keywords
- precursor composition
- polyimide
- polyimide precursor
- organic solvent
- film
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- 0 N*1C=CC(S(c2ccccc2)(=O)=O)=CC=C1 Chemical compound N*1C=CC(S(c2ccccc2)(=O)=O)=CC=C1 0.000 description 3
- NICKAVCDDCMYFP-IMMPONOVSA-N C=C/C=C\C=C/C=[NH+][O-] Chemical compound C=C/C=C\C=C/C=[NH+][O-] NICKAVCDDCMYFP-IMMPONOVSA-N 0.000 description 1
Classifications
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1057—Polyimides containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
- C08G73/1064—Polyimides containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain containing sulfur
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1003—Preparatory processes
- C08G73/1007—Preparatory processes from tetracarboxylic acids or derivatives and diamines
- C08G73/1028—Preparatory processes from tetracarboxylic acids or derivatives and diamines characterised by the process itself, e.g. steps, continuous
- C08G73/1032—Preparatory processes from tetracarboxylic acids or derivatives and diamines characterised by the process itself, e.g. steps, continuous characterised by the solvent(s) used
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1075—Partially aromatic polyimides
-
- 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
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/133305—Flexible substrates, e.g. plastics, organic film
Abstract
Description
DMAc:N,N−ジメチルアセトアミド(N,N−Dimethylacetamide)
DEAc:N,N−ジエチルアセトアミド(N,N−Diethylacetamide)
DEF:N,N−ジエチルホルムアミド(N,N−diethyl formamide)
DMF:N,N−ジメチルホルムアミド(N,N−dimethyl formamide)
NMP:N−メチルピロリドン(N−methylpyrrolidone)
NEP:N−エチルピロリドン(N−ethylpyrrolidone)
DMPA:ジメチルプロピオンアミド
DEPA:ジエチルプロピオンアミド
Claims (15)
- 前記テトラカルボン酸二無水物が、
ビフェニルテトラカルボン酸二無水物(BPDA)及び
ピロメリット酸二無水物(PMDA)を含む
請求項1または2に記載のポリイミド前駆体組成物。 - 前記アミン末端メチルフェニルシロキサンオリゴマーを全体重合成分の総重量に対して5〜30重量%含む
請求項1から3のいずれか1項に記載のポリイミド前駆体組成物。 - 前記アミン末端メチルフェニルシロキサンオリゴマーが、全体ジアミン成分のうち、1〜20mol%である
請求項1から4のいずれか1項に記載のポリイミド前駆体組成物。 - 前記分配係数LogPが正数である有機溶媒が、N,N−ジエチルアセトアミド(DEAc)、N,N−ジエチルホルムアミド(DEF)、N−エチルピロリドン(NEP)、ジメチルプロピオンアミド(DMPA)、及びジエチルプロピオンアミド(DEPA)のうちから選択される1つ以上である
請求項1から5のいずれか1項に記載のポリイミド前駆体組成物。 - 前記分配係数LogPが負数である有機溶媒が、ジメチルアセトアミド(DMAc)、ジメチルホルムアミド(DMF)、N−メチルピロリドン(NMP)、N,N−ジメチルメトキシアセトアミド、ジメチルスルホキシド、ピリジン、ジメチルスルホン、エクアミドM100、及びエクアミドB100のうちから選択される1つ以上である
請求項1から6のいずれか1項に記載のポリイミド前駆体組成物。 - 前記分配係数LogPが正数である有機溶媒の分配係数LogPは、0.01〜3であり、
前記分配係数LogPが負数である有機溶媒の分配係数LogPは、−3〜−0.01である
請求項1から7のいずれか1項に記載のポリイミド前駆体組成物。 - 化学式1の構造を有するジアミンと両末端アミン変性メチルフェニルシリコンアミン末端メチルフェニルシロキサンオリゴマーとを含むジアミン成分と、2種以上のテトラカルボン酸二無水物を含む二無水物成分と、を含む重合成分を25℃分配係数LogPが正数である有機溶媒中で1次重合する段階と、
前記1次重合した溶液に25℃分配係数LogPが負数である有機溶媒を有機溶媒総重量を基準に20〜50重量%になるように添加して2次重合する段階と、
を含む
請求項1から8のいずれか1項に記載のポリイミド前駆体組成物の製造方法。 - 請求項1から請求項8のうち何れか一項に記載のポリイミド前駆体組成物のイミド化物を含む
ポリイミドフィルム。 - 前記ポリイミドフィルムは、
350℃で60分間保持した後の重量減少率が0.032%以下であり、
380℃で60分間保持した後の重量減少率が0.1%以下である
請求項10に記載のポリイミドフィルム。 - 前記ポリイミドフィルムの厚さ方向位相差(Rth)が、−60〜60nmである
請求項10または11に記載のポリイミドフィルム。 - 請求項10から12のいずれか1項に記載のポリイミドフィルムを基板として含む
フレキシブルデバイス。 - 請求項1から8のいずれか1項に記載のポリイミド前駆体組成物をキャリア基板上に塗布する段階と、
前記ポリイミド前駆体組成物を加熱してイミド化することにより、ポリイミドフィルムを形成する段階と、
前記ポリイミドフィルム上に素子を形成する段階と、
前記素子が形成されたポリイミドフィルムを前記キャリア基板から剥離する段階と、
を含む
フレキシブルデバイスの製造方法。 - 前記製造方法が、LTPS薄膜製造工程、ITO薄膜製造工程及びOxide薄膜製造工程からなるグループから選択される1つ以上の工程を含む
請求項14に記載のフレキシブルデバイスの製造方法。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
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KR20180096805 | 2018-08-20 | ||
KR10-2018-0096805 | 2018-08-20 | ||
KR10-2019-0100201 | 2019-08-16 | ||
KR1020190100201A KR102264423B1 (ko) | 2018-08-20 | 2019-08-16 | 폴리이미드 전구체 조성물, 그 제조 방법 및 이를 이용한 폴리이미드 필름 |
PCT/KR2019/010460 WO2020040495A1 (ko) | 2018-08-20 | 2019-08-19 | 폴리이미드 전구체 조성물, 그 제조 방법 및 이를 이용한 폴리이미드 필름 |
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JP2021516277A true JP2021516277A (ja) | 2021-07-01 |
JP7140342B2 JP7140342B2 (ja) | 2022-09-21 |
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JP (1) | JP7140342B2 (ja) |
KR (1) | KR102264423B1 (ja) |
CN (1) | CN111886279B (ja) |
TW (1) | TWI809173B (ja) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20150299513A1 (en) * | 2014-04-17 | 2015-10-22 | Carissa M. Kelly | Low toxicity solvent system for polyamideimide and polyamide amic acid resin coating |
KR101840978B1 (ko) * | 2017-09-14 | 2018-03-21 | 주식회사 엘지화학 | 폴리이미드 공중합체 및 이를 이용한 폴리이미드 필름 |
KR101840977B1 (ko) * | 2017-09-14 | 2018-03-21 | 주식회사 엘지화학 | 폴리이미드 전구체 조성물 및 이를 이용한 폴리이미드 필름 |
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WO2008111489A1 (ja) * | 2007-03-08 | 2008-09-18 | Nippon Steel Chemical Co., Ltd. | 難燃性接着剤樹脂組成物及びそれを用いた接着剤フィルム |
KR101993652B1 (ko) * | 2015-03-05 | 2019-09-24 | 주식회사 엘지화학 | 광전소자의 플렉시블 기판용 폴리이미드 필름용 조성물 |
KR102463845B1 (ko) | 2015-12-24 | 2022-11-04 | 주식회사 두산 | 접착력이 향상된 폴리아믹산 조성물 및 이를 포함하는 폴리이미드 필름 |
KR101898455B1 (ko) * | 2016-03-31 | 2018-09-13 | 가부시키가이샤 아이.에스.티 | 폴리이미드 섬유 및 폴리이미드 섬유의 제조 방법 |
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- 2019-08-16 KR KR1020190100201A patent/KR102264423B1/ko active IP Right Grant
- 2019-08-19 JP JP2020545682A patent/JP7140342B2/ja active Active
- 2019-08-19 CN CN201980020221.6A patent/CN111886279B/zh active Active
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
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US20150299513A1 (en) * | 2014-04-17 | 2015-10-22 | Carissa M. Kelly | Low toxicity solvent system for polyamideimide and polyamide amic acid resin coating |
JP2017516886A (ja) * | 2014-04-17 | 2017-06-22 | フジフィルム・ハント・ケミカルズ・ユーエスエイ,インコーポレイテッド | ポリアミドイミド用の低毒性溶媒系およびポリアミドアミック酸樹脂コーティング |
KR101840978B1 (ko) * | 2017-09-14 | 2018-03-21 | 주식회사 엘지화학 | 폴리이미드 공중합체 및 이를 이용한 폴리이미드 필름 |
KR101840977B1 (ko) * | 2017-09-14 | 2018-03-21 | 주식회사 엘지화학 | 폴리이미드 전구체 조성물 및 이를 이용한 폴리이미드 필름 |
JP2020502313A (ja) * | 2017-09-14 | 2020-01-23 | エルジー・ケム・リミテッド | ポリイミド共重合体及びそれを利用したポリイミドフィルム |
JP2020504198A (ja) * | 2017-09-14 | 2020-02-06 | エルジー・ケム・リミテッド | ポリイミド前駆体組成物及びそれを利用したポリイミドフィルム |
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TW202009257A (zh) | 2020-03-01 |
JP7140342B2 (ja) | 2022-09-21 |
TWI809173B (zh) | 2023-07-21 |
CN111886279A (zh) | 2020-11-03 |
CN111886279B (zh) | 2023-03-14 |
KR102264423B1 (ko) | 2021-06-14 |
KR20200021412A (ko) | 2020-02-28 |
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