JP5431150B2 - 電気泳動移動性有機着色剤を含むカプセル化分散剤 - Google Patents
電気泳動移動性有機着色剤を含むカプセル化分散剤 Download PDFInfo
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- JP5431150B2 JP5431150B2 JP2009517179A JP2009517179A JP5431150B2 JP 5431150 B2 JP5431150 B2 JP 5431150B2 JP 2009517179 A JP2009517179 A JP 2009517179A JP 2009517179 A JP2009517179 A JP 2009517179A JP 5431150 B2 JP5431150 B2 JP 5431150B2
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- 238000010438 heat treatment Methods 0.000 description 1
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- 125000001421 myristyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([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])[H] 0.000 description 1
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- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- G02F1/165—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 translational movement of particles in a fluid under the influence of an applied field
- G02F1/166—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 translational movement of particles in a fluid under the influence of an applied field characterised by the electro-optical or magneto-optical effect
- G02F1/167—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 translational movement of particles in a fluid under the influence of an applied field characterised by the electro-optical or magneto-optical effect by electrophoresis
-
- 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
- G02F1/165—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 translational movement of particles in a fluid under the influence of an applied field
- G02F1/1675—Constructional details
- G02F2001/1678—Constructional details characterised by the composition or particle type
-
- 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
- G02F2202/00—Materials and properties
- G02F2202/04—Materials and properties dye
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- Physics & Mathematics (AREA)
- Nonlinear Science (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Molecular Biology (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
Description
(式中、R1及びR2は、互いに独立して、C1〜C24アルキル、C2〜C24アルケニル又はC12〜C24シクロアルケニル、R3及びR4は、互いに独立して、C1〜C12アルキル、C3〜C12シクロアルキル、C3〜C12シクロアルケニル、C6〜C12アリール、C7〜C12アラルキル又は[C2〜C4アルキレン−O]nR5であり、R5は、H又はC1〜C12アルキルであり、nは、1〜12の数である)である。
の重合調節剤72gとを混合し、N2/真空サイクルにより完全に脱気した。混合物を1時間内に115℃まで加熱し、次にさらに1時間同じ温度に維持した。続く3.5時間以内に、n−ブチルアクリラート2800gを反応器に連続供給しながら、128℃に昇温させ、さらに6時間混合物をこの温度に保持した。非反応モノマーを減圧下で剥離することにより、清澄な粘性ポリマー2011gを単離した。GPC-analysis:Mn=8800g/mol、PD=1.20。1H−NMRによる重合度は、76であった。
Claims (18)
- 電極並びに少なくとも1種のイオン性モノクローム粒子、無極性液体及び分散剤を含有するセルを含み、少なくとも1種のイオン性モノクローム粒子が、炭素含有顔料及びアニオン性顔料又はアニオン性顔料誘導体からなる凝集体であり、分散剤が、ポリアクリラート、ポリエステル、ポリウレタン及びコポリマーからなる群より選択される、電気泳動ディスプレイ。
- セル中に存在する顔料の全量及び全アニオン性顔料又はアニオン性顔料誘導体の主要部分が、凝集体中に存在し、実質的に顔料が全く凝集体と物理的に区別することができず、アニオン性顔料又はアニオン性顔料誘導体のごくわずかな部分のみが、凝集体と物理的に区別できる、請求項1記載の電気泳動ディスプレイ。
- セル中に存在する全アニオン性顔料又はアニオン性顔料誘導体の少なくとも80%が、凝集体中に存在する、請求項2記載の電気泳動ディスプレイ。
- セル中に存在する全アニオン性顔料又はアニオン性顔料誘導体の95%〜100%が、凝集体中に存在する、請求項3記載の電気泳動ディスプレイ。
- 少なくとも1種のイオン性モノクローム粒子が、第4級アンモニウムで中和される、請求項1、2、3又は4記載の電気泳動ディスプレイ。
- 分散剤が、極性並びに無極性又は低極性成分を含む、請求項1、2、3、4又は5記載の電気泳動ディスプレイ。
- 極性成分が、窒素原子を含む成分及び芳香族環を含む成分からなる群より選択され、無極性又は低極性成分は、エステル基が、1個〜24個の炭素原子及び場合により1個〜12個の酸素原子及び/又はシリコン原子、アリル並びにビニルC 1 〜C 24 アルキルエーテル、スチレン、C 1 〜C 24 アルキル−置換スチレン、C 4 〜C 12 ラクトン及びヒドロキシ−C 2 〜C 24 酸を含む、アクリル酸エステル、メタアクリル酸エステル、アリルエステル及びビニルエステルからなる群より選択される、請求項6記載の電気泳動ディスプレイ。
- 分散剤が、イオン基を含み、分散剤のイオン基の総数が、アニオン性顔料又はアニオン性顔料誘導体のイオン基の総数以下である、請求項1、2、3、4、5、6又は7記載の電気泳動ディスプレイ。
- アニオン性顔料又はアニオン性顔料誘導体のイオン基と分散剤のイオン基との率が、少なくとも1:1である、請求項8記載の電気泳動ディスプレイ。
- アニオン性顔料又はアニオン性顔料誘導体のイオン基と分散剤のイオン基との率が、少なくとも5:1である、請求項9記載の電気泳動ディスプレイ。
- 顔料とアニオン性顔料又はアニオン性顔料誘導体とを、不活性極性液体中、−20〜200℃の温度で共分散することと、極性液体から凝集体を分離することとを含む、炭素含有顔料及びアニオン性顔料又はアニオン性顔料誘導体からなる凝集体を調製する方法であって、極性液体が、(25℃で)10〜100の誘電率εを有する方法。
- 共分散が、湿式ミル又は高速混合を通して実施される、請求項11記載の方法。
- 共分散が、−20〜200℃の温度で実施される、請求項11又は12記載の方法。
- 共分散が、0〜50℃の温度で実施される、請求項13記載の方法。
- 極性液体が、(25℃で)30〜80の誘電率εを有する、請求項11記載の方法。
- 炭素含有顔料及びアニオン性顔料又はアニオン性顔料誘導体からなる凝集体であるモノクローム粒子の、電気泳動ディスプレイの調製のための使用。
- 表皮、無極性液体、分散剤及びその無極性液体に分散した少なくとも1種のイオン性モノクローム粒子を含むセルの製造方法であって、その少なくとも1種のイオン性モノクローム粒子が、炭素含有顔料及びアニオン性顔料又はアニオン性顔料誘導体からなる凝集体であり、分散剤が、ポリアクリラート、ポリエステル、ポリウレタン及びコポリマーからなる群より選択され、その製造方法は、(1)少なくとも1種のイオン性モノクローム粒子を無極性液体に分散して懸濁液を形成する工程;(2)懸濁液を無極性液体に混和しない第2の液体に分散し、液体粒子を形成する工程;及び(3)1つ以上の前駆体のコアセルベーション、エマルション重合及び/又はエマルション重縮合により液体粒子の周囲に表皮を生成する工程を含む、セルの製造方法。
- 1つ以上の前駆体を、第2の液体に溶解又は分散した、請求項17記載の方法。
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EP06116687 | 2006-07-06 | ||
PCT/EP2007/056387 WO2008003619A2 (en) | 2006-07-06 | 2007-06-27 | Encapsulated dispersions comprising electrophoretically mobile organic colorants |
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JP (1) | JP5431150B2 (ja) |
KR (1) | KR101416681B1 (ja) |
CN (1) | CN101484848B (ja) |
CA (1) | CA2656717A1 (ja) |
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Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5479343B2 (ja) | 2007-09-07 | 2014-04-23 | ビーエーエスエフ ソシエタス・ヨーロピア | 電気泳動型移動性有機着色剤を含むカプセル化分散液 |
KR101704076B1 (ko) | 2009-01-19 | 2017-02-07 | 바스프 에스이 | 흑색 안료 분산물 |
WO2010089060A2 (en) | 2009-02-09 | 2010-08-12 | Merck Patent Gmbh | Particles for electrophoretic displays |
EP2393848A1 (en) | 2009-02-09 | 2011-12-14 | Merck Patent GmbH | Coloured particles for electrophoretic displays |
WO2010089059A1 (en) | 2009-02-09 | 2010-08-12 | Merck Patent Gmbh | Coloured particles for electrophoretic displays |
KR101796796B1 (ko) | 2009-02-09 | 2017-11-10 | 메르크 파텐트 게엠베하 | 전기영동 디스플레이용 착색 입자 |
CN102648251A (zh) * | 2009-10-16 | 2012-08-22 | 惠普开发有限公司 | 双色可电寻址油墨 |
KR101430698B1 (ko) | 2011-06-28 | 2014-08-18 | 코오롱인더스트리 주식회사 | 전기 영동 슬러리 조성물 및 이를 포함하는 전기 영동 디스플레이 장치 |
WO2014166583A1 (en) | 2013-04-12 | 2014-10-16 | Merck Patent Gmbh | Particles for electrophoretic displays |
WO2016096091A1 (en) | 2014-12-19 | 2016-06-23 | Merck Patent Gmbh | Particles for electrophoretic displays |
US11456397B2 (en) * | 2019-03-12 | 2022-09-27 | E Ink Corporation | Energy harvesting electro-optic displays |
Family Cites Families (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4330613A (en) | 1980-11-07 | 1982-05-18 | E. I. Du Pont De Nemours And Company | Process for toning tacky image surfaces with dry nonelectroscopic toners |
DE3540796C1 (de) | 1985-11-16 | 1987-04-16 | Du Pont Deutschland | Verfahren zur Herstellung von zur Vorlage positiven aus Pulvern bestehenden Mustern |
US4791204A (en) | 1985-11-26 | 1988-12-13 | Ciba-Geigy Corporation | 1,4-diketopyrrolo[3,4-c]pyrrole pigments |
US5460817A (en) | 1988-01-19 | 1995-10-24 | Allied Colloids Ltd. | Particulate composition comprising a core of matrix polymer with active ingredient distributed therein |
KR0143777B1 (ko) | 1989-11-28 | 1998-07-01 | 월터 클리웨인, 한스-피터 위트린 | 디케토피롤로피롤을 기재로 하는 물질의 조성물 |
JPH0830147B2 (ja) * | 1990-09-17 | 1996-03-27 | 信越化学工業株式会社 | 高透明シリコーンオイルコンパウンド組成物 |
US5432445A (en) | 1992-07-24 | 1995-07-11 | Dinsmore Instrument Company | Mirror image differential induction amplitude magnetometer |
US5284816A (en) * | 1992-11-19 | 1994-02-08 | Eastman Kodak Company | Two-sided thermal printing system |
DE19602544A1 (de) | 1996-01-25 | 1997-07-31 | Basf Ag | Als Dispergierharze geeignete Polymerisate |
US6262283B1 (en) * | 1996-12-06 | 2001-07-17 | Magainin Pharmaceuticals Inc. | Stereoselective synthesis of 24-hydroxylated compounds useful for the preparation of aminosterols, vitamin D analogs, and other compounds |
US5964935A (en) * | 1997-08-22 | 1999-10-12 | Copytele, Inc. | Initiator-treated pigment particles and method for preparing same |
TW495515B (en) | 1998-03-09 | 2002-07-21 | Ciba Sc Holding Ag | 1-alkoxy-polyalkyl-piperidine derivatives, a polymerizable composition containing the same and a process for polymerization |
JP5035938B2 (ja) | 1998-12-31 | 2012-09-26 | チバ ホールディング インコーポレーテッド | Atrpポリマー含有の顔料組成物 |
GB0001752D0 (en) | 2000-01-27 | 2000-03-15 | Ciba Spec Chem Water Treat Ltd | Particulate compositions and their manufacture |
AU2001288943A1 (en) * | 2000-09-08 | 2002-03-22 | Cabot Corporation | Electrophoretic displays containing modified particles |
US6822781B1 (en) | 2000-10-24 | 2004-11-23 | Cabot Corporation | Gyricon displays containing modified particles |
US20050156340A1 (en) | 2004-01-20 | 2005-07-21 | E Ink Corporation | Preparation of capsules |
US6849679B2 (en) | 2001-05-21 | 2005-02-01 | Ciba Specialty Chemicals Corporation | Pigment compositions with modified block copolymer dispersants |
US6663802B2 (en) * | 2001-07-30 | 2003-12-16 | Xerox Corporation | Processes for making bichromal particles for gyricon displays |
TW200407363A (en) | 2001-11-29 | 2004-05-16 | Ciba Sc Holding Ag | Pigment compositions with modified ATRP copolymer dispersants |
JP2003330179A (ja) | 2002-05-13 | 2003-11-19 | Mitsubishi Electric Corp | 感光記録材料 |
US6958848B2 (en) | 2002-05-23 | 2005-10-25 | E Ink Corporation | Capsules, materials for use therein and electrophoretic media and displays containing such capsules |
JP2004117934A (ja) | 2002-09-27 | 2004-04-15 | Toyo Ink Mfg Co Ltd | 電気泳動表示装置用表示液 |
JP4438044B2 (ja) | 2002-10-15 | 2010-03-24 | キヤノン株式会社 | 電気泳動表示用粒子分散液およびそれを用いた電気泳動表示装置 |
JP4428032B2 (ja) * | 2002-11-26 | 2010-03-10 | 東洋インキ製造株式会社 | 電気泳動表示媒体用表示液 |
TWI299101B (en) | 2003-01-30 | 2008-07-21 | Sipix Imaging Inc | High performance capsules for electrophoretic displays |
JP2004233630A (ja) | 2003-01-30 | 2004-08-19 | Canon Inc | 電気泳動粒子及びその製造方法、それを用いた電気泳動表示素子 |
JP2005156809A (ja) * | 2003-11-25 | 2005-06-16 | Dainippon Ink & Chem Inc | 電気泳動型多色表示装置 |
GB0409570D0 (en) | 2004-04-29 | 2004-06-02 | Ciba Spec Chem Water Treat Ltd | Particulate compositions and their manufacture |
JP2008516262A (ja) | 2004-10-08 | 2008-05-15 | 富士フイルム株式会社 | カラーフィルター、カラーフィルターの製造方法、及び液晶表示装置 |
KR101322668B1 (ko) | 2005-01-11 | 2013-10-30 | 시바 홀딩 인크 | 제어된 자유 라디칼 중합반응에 의해 제조된 단독중합체 및공중합체의 후개질방법 |
KR101184614B1 (ko) * | 2005-03-01 | 2012-09-21 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | 다공성 단분산 입자 및 그 제조 방법 및 그 용도 |
JP5194355B2 (ja) * | 2005-11-25 | 2013-05-08 | 富士ゼロックス株式会社 | 表示媒体及び表示方法 |
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- 2007-06-27 JP JP2009517179A patent/JP5431150B2/ja not_active Expired - Fee Related
- 2007-06-27 CA CA002656717A patent/CA2656717A1/en not_active Abandoned
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- 2007-06-27 CN CN2007800251582A patent/CN101484848B/zh not_active Expired - Fee Related
- 2007-06-27 WO PCT/EP2007/056387 patent/WO2008003619A2/en active Application Filing
- 2007-06-27 EP EP07765647.8A patent/EP2038701B1/en not_active Not-in-force
- 2007-07-05 TW TW096124437A patent/TWI518431B/zh not_active IP Right Cessation
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EP2038701B1 (en) | 2017-04-12 |
US20100265564A1 (en) | 2010-10-21 |
TWI518431B (zh) | 2016-01-21 |
US8040592B2 (en) | 2011-10-18 |
EP2038701A2 (en) | 2009-03-25 |
CA2656717A1 (en) | 2008-01-10 |
CN101484848A (zh) | 2009-07-15 |
TW200811570A (en) | 2008-03-01 |
KR20090031937A (ko) | 2009-03-30 |
JP2009543102A (ja) | 2009-12-03 |
KR101416681B1 (ko) | 2014-07-08 |
WO2008003619A3 (en) | 2008-03-06 |
WO2008003619A2 (en) | 2008-01-10 |
CN101484848B (zh) | 2012-06-20 |
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