JP2016532895A5 - - Google Patents
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- Publication number
- JP2016532895A5 JP2016532895A5 JP2016529828A JP2016529828A JP2016532895A5 JP 2016532895 A5 JP2016532895 A5 JP 2016532895A5 JP 2016529828 A JP2016529828 A JP 2016529828A JP 2016529828 A JP2016529828 A JP 2016529828A JP 2016532895 A5 JP2016532895 A5 JP 2016532895A5
- Authority
- JP
- Japan
- Prior art keywords
- methacrylate
- acrylate
- comonomer
- composite pigment
- dimethylamino
- 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.)
- Pending
Links
- 239000002245 particle Substances 0.000 claims description 30
- 239000000049 pigment Substances 0.000 claims description 23
- 239000002131 composite material Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 17
- 239000000178 monomer Substances 0.000 claims description 16
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 8
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 8
- GYUPEJSTJSFVRR-UHFFFAOYSA-N 3,3,4,4,5,5,6,6,6-nonafluorohexyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)CCOC(=O)C=C GYUPEJSTJSFVRR-UHFFFAOYSA-N 0.000 claims description 7
- WIYVVIUBKNTNKG-UHFFFAOYSA-N 6,7-dimethoxy-3,4-dihydronaphthalene-2-carboxylic acid Chemical compound C1CC(C(O)=O)=CC2=C1C=C(OC)C(OC)=C2 WIYVVIUBKNTNKG-UHFFFAOYSA-N 0.000 claims description 7
- QTKPMCIBUROOGY-UHFFFAOYSA-N 2,2,2-trifluoroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)F QTKPMCIBUROOGY-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 5
- FMQPBWHSNCRVQJ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-yl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C(F)(F)F)C(F)(F)F FMQPBWHSNCRVQJ-UHFFFAOYSA-N 0.000 claims description 4
- JDVGNKIUXZQTFD-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)COC(=O)C=C JDVGNKIUXZQTFD-UHFFFAOYSA-N 0.000 claims description 4
- VIEHKBXCWMMOOU-UHFFFAOYSA-N 2,2,3,3,4,4,4-heptafluorobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)(F)C(F)(F)F VIEHKBXCWMMOOU-UHFFFAOYSA-N 0.000 claims description 4
- RSVZYSKAPMBSMY-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)F RSVZYSKAPMBSMY-UHFFFAOYSA-N 0.000 claims description 4
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 4
- GDFCSMCGLZFNFY-UHFFFAOYSA-N Dimethylaminopropyl Methacrylamide Chemical compound CN(C)CCCNC(=O)C(C)=C GDFCSMCGLZFNFY-UHFFFAOYSA-N 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 125000000524 functional group Chemical group 0.000 claims description 4
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 4
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims description 4
- MLBWTXHUVGBPNL-UHFFFAOYSA-N 1-pyridin-4-ylheptan-1-one Chemical compound CCCCCCC(=O)C1=CC=NC=C1 MLBWTXHUVGBPNL-UHFFFAOYSA-N 0.000 claims description 3
- VHJHZYSXJKREEE-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropyl prop-2-enoate Chemical compound FC(F)C(F)(F)COC(=O)C=C VHJHZYSXJKREEE-UHFFFAOYSA-N 0.000 claims description 3
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 3
- PHKMWRPYLCNVJC-UHFFFAOYSA-N n'-benzyl-n-[3-[dimethoxy(prop-2-enoxy)silyl]propyl]ethane-1,2-diamine Chemical group C=CCO[Si](OC)(OC)CCCNCCNCC1=CC=CC=C1 PHKMWRPYLCNVJC-UHFFFAOYSA-N 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- DFVPUWGVOPDJTC-UHFFFAOYSA-N 2,2,3,4,4,4-hexafluorobutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(F)(F)C(F)C(F)(F)F DFVPUWGVOPDJTC-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims 4
- -1 polyethylene Polymers 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 2
- 238000012674 dispersion polymerization Methods 0.000 claims 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 239000004698 Polyethylene Substances 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- 239000007771 core particle Substances 0.000 claims 1
- 229920000058 polyacrylate Polymers 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 229920000573 polyethylene Polymers 0.000 claims 1
- 229920001155 polypropylene Polymers 0.000 claims 1
- 229920001296 polysiloxane Polymers 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/952,136 US20140011913A1 (en) | 2011-02-03 | 2013-07-26 | Electrophoretic fluid |
| US13/952,136 | 2013-07-26 | ||
| PCT/US2014/047627 WO2015013279A1 (en) | 2013-07-26 | 2014-07-22 | Electrophoretic fluid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016532895A JP2016532895A (ja) | 2016-10-20 |
| JP2016532895A5 true JP2016532895A5 (OSRAM) | 2017-01-05 |
Family
ID=52393780
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016529828A Pending JP2016532895A (ja) | 2013-07-26 | 2014-07-22 | 電気泳動流体 |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JP2016532895A (OSRAM) |
| KR (1) | KR20160037990A (OSRAM) |
| CN (1) | CN105579899A (OSRAM) |
| CA (1) | CA2919476A1 (OSRAM) |
| DE (1) | DE112014003446T5 (OSRAM) |
| GB (1) | GB2532636A (OSRAM) |
| HK (1) | HK1223160A1 (OSRAM) |
| WO (1) | WO2015013279A1 (OSRAM) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018515810A (ja) * | 2015-05-11 | 2018-06-14 | イー インク カリフォルニア， エルエルシー | 電気泳動ディスプレイ流体 |
| JP6758860B2 (ja) * | 2015-07-30 | 2020-09-23 | キヤノン株式会社 | 有機顔料およびトナーの製造方法 |
| US11460722B2 (en) * | 2019-05-10 | 2022-10-04 | E Ink Corporation | Colored electrophoretic displays |
| EP4226211A4 (en) * | 2020-10-06 | 2024-11-06 | E Ink Corporation | ELECTROPHORETIC MEDIUM COMPRISING FLUORESCENT PARTICLES |
| KR102653220B1 (ko) * | 2021-07-19 | 2024-03-29 | 한국화학연구원 | 저유전율 불소계 고분자 및 이를 포함하는 불소계 고분자 조성물 |
| CN113980486B (zh) * | 2021-11-18 | 2023-10-20 | 浙江理工大学 | 一种无皂化学交联型共聚物纳米粒子包覆有机颜料杂化胶乳的制备方法 |
| WO2025084519A1 (ko) * | 2023-10-20 | 2025-04-24 | 엔스펙트라 주식회사 | 컬러 복합체 입자를 포함하는 디스플레이 패널 |
| KR102922699B1 (ko) | 2025-08-04 | 2026-02-04 | 엔스펙트라 주식회사 | 전기영동 표시장치 및 이의 구동방법 |
| KR102922698B1 (ko) | 2025-08-07 | 2026-02-04 | 엔스펙트라 주식회사 | 전기영동 표시장치 및 이의 구동방법 |
| KR102922729B1 (ko) * | 2025-09-29 | 2026-02-05 | 엔스펙트라 주식회사 | 전기영동 표시장치 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4341883A (en) * | 1980-10-29 | 1982-07-27 | Plaskolite, Inc. | Impact resistant blends of acrylate thermoplastic with sequentially polymerized four composition particulate additive |
| US4387138A (en) * | 1980-10-29 | 1983-06-07 | Plaskolite, Inc. | Acrylate material comprising sequentially polymerized four composition particle having radially graduated transitional properties |
| US7545557B2 (en) * | 2006-10-30 | 2009-06-09 | Xerox Corporation | Color display device |
| CA2742880A1 (en) * | 2008-11-06 | 2010-05-14 | University Of Washington | Multiblock copolymers |
| JP5310122B2 (ja) * | 2009-03-09 | 2013-10-09 | 富士ゼロックス株式会社 | 電気泳動表示用粒子、電気泳動表示用粒子分散液、表示媒体、及び表示装置 |
| TWI409305B (zh) * | 2009-06-16 | 2013-09-21 | E Ink Corp | 電泳粒子 |
| CA2791853C (en) * | 2010-02-12 | 2018-03-06 | Rhodia Operations | Rheology modifier compositions and methods of use |
| TWI504692B (zh) * | 2010-04-05 | 2015-10-21 | Sipix Imaging Inc | 用於電泳顯示器之顏料顆粒 |
| CN106932996B (zh) * | 2011-02-03 | 2020-04-28 | 伊英克加利福尼亚有限责任公司 | 电泳液 |
| JP2013043962A (ja) * | 2011-08-26 | 2013-03-04 | Fujifilm Corp | 着色剤含有粒子、着色剤含有粒子分散液、及び高分子化合物 |
| JP2013174819A (ja) * | 2012-02-27 | 2013-09-05 | Fuji Xerox Co Ltd | 電気泳動粒子、電気泳動粒子分散液、表示媒体、及び表示装置 |
-
2014
- 2014-07-22 CN CN201480053121.0A patent/CN105579899A/zh active Pending
- 2014-07-22 JP JP2016529828A patent/JP2016532895A/ja active Pending
- 2014-07-22 DE DE112014003446.0T patent/DE112014003446T5/de not_active Ceased
- 2014-07-22 GB GB1602310.3A patent/GB2532636A/en not_active Withdrawn
- 2014-07-22 KR KR1020167005059A patent/KR20160037990A/ko not_active Ceased
- 2014-07-22 CA CA2919476A patent/CA2919476A1/en not_active Abandoned
- 2014-07-22 HK HK16111411.0A patent/HK1223160A1/zh unknown
- 2014-07-22 WO PCT/US2014/047627 patent/WO2015013279A1/en not_active Ceased
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