KR20210025634A - 티오펜 화합물, 액정 매질 및 이를 포함하는 액정 디스플레이 - Google Patents
티오펜 화합물, 액정 매질 및 이를 포함하는 액정 디스플레이 Download PDFInfo
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- KR20210025634A KR20210025634A KR1020217002895A KR20217002895A KR20210025634A KR 20210025634 A KR20210025634 A KR 20210025634A KR 1020217002895 A KR1020217002895 A KR 1020217002895A KR 20217002895 A KR20217002895 A KR 20217002895A KR 20210025634 A KR20210025634 A KR 20210025634A
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- -1 Thiophene compound Chemical class 0.000 title claims description 73
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- 229930192474 thiophene Natural products 0.000 title claims 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 437
- 239000011159 matrix material Substances 0.000 claims abstract description 15
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229910052709 silver Inorganic materials 0.000 claims abstract description 11
- 239000004332 silver Substances 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 122
- 125000000217 alkyl group Chemical group 0.000 claims description 89
- 125000003342 alkenyl group Chemical group 0.000 claims description 68
- 125000003545 alkoxy group Chemical group 0.000 claims description 68
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 44
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- 229910052731 fluorine Inorganic materials 0.000 claims description 38
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- 238000000034 method Methods 0.000 claims description 25
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 8
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- MEKOFIRRDATTAG-UHFFFAOYSA-N 2,2,5,8-tetramethyl-3,4-dihydrochromen-6-ol Chemical compound C1CC(C)(C)OC2=C1C(C)=C(O)C=C2C MEKOFIRRDATTAG-UHFFFAOYSA-N 0.000 description 4
- ONEJNYGQRLZAPL-UHFFFAOYSA-N 2-[4-(4-propylcyclohexyl)cyclohexyl]-5-(trifluoromethyl)thiophene Chemical compound C(CC)C1CCC(CC1)C1CCC(CC1)C=1SC(=CC=1)C(F)(F)F ONEJNYGQRLZAPL-UHFFFAOYSA-N 0.000 description 4
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- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 description 2
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
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- UHYPYGJEEGLRJD-UHFFFAOYSA-N cadmium(2+);selenium(2-) Chemical compound [Se-2].[Cd+2] UHYPYGJEEGLRJD-UHFFFAOYSA-N 0.000 description 1
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- 239000007795 chemical reaction product Substances 0.000 description 1
- UHZZMRAGKVHANO-UHFFFAOYSA-M chlormequat chloride Chemical compound [Cl-].C[N+](C)(C)CCCl UHZZMRAGKVHANO-UHFFFAOYSA-M 0.000 description 1
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- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- RGOVYLWUIBMPGK-UHFFFAOYSA-N nonivamide Chemical compound CCCCCCCCC(=O)NCC1=CC=C(O)C(OC)=C1 RGOVYLWUIBMPGK-UHFFFAOYSA-N 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
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- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
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- 239000003505 polymerization initiator Substances 0.000 description 1
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- 238000007363 ring formation reaction Methods 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
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- 230000003595 spectral effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
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- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3098—Unsaturated non-aromatic rings, e.g. cyclohexene rings
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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
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/32—Non-steroidal liquid crystal compounds containing condensed ring systems, i.e. fused, bridged or spiro ring systems
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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
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0466—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the linking chain being a -CF2O- chain
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- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3004—Cy-Cy
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- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/301—Cy-Cy-Ph
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- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/3019—Cy-Cy-Ph-Ph
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3048—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon double bonds
- C09K2019/3054—Cy-Cy-CH=CH-Ph
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K19/3405—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a five-membered ring
- C09K2019/3408—Five-membered ring with oxygen(s) in fused, bridged or spiro ring systems
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3402—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom
- C09K2019/3422—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having oxygen as hetero atom the heterocyclic ring being a six-membered ring
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- 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
- G02F1/136—Liquid crystal cells structurally associated with a semi-conducting layer or substrate, e.g. cells forming part of an integrated circuit
- G02F1/1362—Active matrix addressed cells
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP18180968.2 | 2018-06-29 | ||
| EP18180968 | 2018-06-29 | ||
| PCT/EP2019/066955 WO2020002401A1 (en) | 2018-06-29 | 2019-06-26 | Thiophene compound, liquid-crystalline medium and liquid-crystal display comprising the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20210025634A true KR20210025634A (ko) | 2021-03-09 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| KR1020217002895A Withdrawn KR20210025634A (ko) | 2018-06-29 | 2019-06-26 | 티오펜 화합물, 액정 매질 및 이를 포함하는 액정 디스플레이 |
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| US (1) | US11447703B2 (enExample) |
| EP (1) | EP3814454A1 (enExample) |
| JP (1) | JP7414743B2 (enExample) |
| KR (1) | KR20210025634A (enExample) |
| CN (1) | CN112334565A (enExample) |
| WO (1) | WO2020002401A1 (enExample) |
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| EP4015599A1 (en) * | 2019-12-20 | 2022-06-22 | Merck Patent GmbH | Liquid-crystalline medium and liquid-crystal display comprising the same |
| TWI862757B (zh) | 2019-12-20 | 2024-11-21 | 德商馬克專利公司 | 液晶介質及含彼之液晶顯示器 |
| CN113072957A (zh) * | 2020-01-03 | 2021-07-06 | 北京八亿时空液晶科技股份有限公司 | 一种具有高对比度的正性液晶组合物 |
| CN111506378B (zh) * | 2020-04-17 | 2021-09-28 | 腾讯科技（深圳）有限公司 | 文字显示效果的预览方法、装置、设备及存储介质 |
| JP2021187742A (ja) * | 2020-05-26 | 2021-12-13 | Jnc株式会社 | 化合物、液晶組成物および液晶表示素子 |
| CN112266794B (zh) * | 2020-09-30 | 2022-09-09 | 北京八亿时空液晶科技股份有限公司 | 一种含噻吩的液晶化合物及其制备方法和应用 |
| CN115197716A (zh) * | 2021-04-13 | 2022-10-18 | 默克专利股份有限公司 | 液晶介质 |
| JP2023156249A (ja) * | 2022-04-12 | 2023-10-24 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 液晶媒体 |
| KR20250006890A (ko) * | 2022-04-12 | 2025-01-13 | 메르크 파텐트 게엠베하 | 액정 매질 |
| WO2023198669A1 (en) * | 2022-04-12 | 2023-10-19 | Merck Patent Gmbh | Liquid-crystalline medium |
| CN115261031A (zh) * | 2022-08-19 | 2022-11-01 | 重庆汉朗精工科技有限公司 | 一种负性液晶组合物及其制备方法和应用 |
| CN115558504A (zh) * | 2022-09-22 | 2023-01-03 | 重庆汉朗精工科技有限公司 | 一种负介电各向异性液晶组合物及应用和液晶显示器 |
| CN117448010B (zh) * | 2023-09-26 | 2025-10-14 | Tcl华星光电技术有限公司 | 液晶组合物及显示面板 |
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| US5244595A (en) | 1990-07-16 | 1993-09-14 | Canon Kabushiki Kaisha | Mesomorphic compound and liquid crystal composition containing same for use in liquid crystal device and display apparatus |
| JP2941972B2 (ja) | 1991-02-14 | 1999-08-30 | キヤノン株式会社 | 液晶組成物、それを有する液晶素子、それ等を用いた表示方法及び表示装置 |
| JPH08157397A (ja) | 1994-11-30 | 1996-06-18 | Canon Inc | 液晶性化合物、それを含有する液晶組成物、それを有する液晶素子、それらを用いた液晶装置及び表示方法 |
| DE19907063A1 (de) | 1999-02-19 | 2000-08-24 | Clariant Gmbh | Fluorierte Heterocyclen und ihre Verwendung in flüssigkristallinen Mischungen |
| GB2348641A (en) | 1999-04-06 | 2000-10-11 | Secr Defence | Liquid crystal alkenyl compounds incorporating a heterocyclic five-membered ring |
| DE10101022A1 (de) | 2001-01-11 | 2002-07-18 | Clariant Internat Ltd Muttenz | Fluorierte Aromaten und ihre Verwendung in Flüssigkristallmischungen |
| JP4749101B2 (ja) * | 2005-09-22 | 2011-08-17 | 株式会社Ａｄｅｋａ | チオフェン化合物、該化合物を含有してなる液晶組成物、及び液晶素子 |
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| JP5788508B2 (ja) * | 2010-07-29 | 2015-09-30 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ | チオフェン誘導体を含有する液晶媒体 |
| GB201301786D0 (en) | 2012-02-15 | 2013-03-20 | Merck Patent Gmbh | Liquid-crystalline medium |
| TWI631207B (zh) | 2013-05-28 | 2018-08-01 | 日商捷恩智股份有限公司 | 液晶組成物與其用途及液晶顯示元件 |
| CN104293357B (zh) | 2013-07-16 | 2016-06-29 | 江苏和成显示科技股份有限公司 | 具有高透过率的液晶组合物及其显示器件 |
| CN104232105A (zh) | 2014-08-18 | 2014-12-24 | 京东方科技集团股份有限公司 | 一种液晶混合物、液晶显示面板、液晶显示装置 |
| DE102015003602A1 (de) * | 2015-03-18 | 2016-09-22 | Merck Patent Gmbh | Flüssigkristalines Medium |
| KR20160122074A (ko) | 2015-04-13 | 2016-10-21 | 메르크 파텐트 게엠베하 | 액정 매질 및 이를 포함하는 액정 디스플레이 |
| EP3095834B9 (en) | 2015-05-21 | 2019-09-04 | Merck Patent GmbH | Liquid-crystalline medium and liquid-crystal display comprising the same |
-
2019
- 2019-06-26 KR KR1020217002895A patent/KR20210025634A/ko not_active Withdrawn
- 2019-06-26 WO PCT/EP2019/066955 patent/WO2020002401A1/en not_active Ceased
- 2019-06-26 CN CN201980042449.5A patent/CN112334565A/zh active Pending
- 2019-06-26 EP EP19733763.7A patent/EP3814454A1/en active Pending
- 2019-06-26 JP JP2020573199A patent/JP7414743B2/ja active Active
- 2019-06-26 US US17/256,689 patent/US11447703B2/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| TW202012385A (zh) | 2020-04-01 |
| WO2020002401A1 (en) | 2020-01-02 |
| CN112334565A (zh) | 2021-02-05 |
| US11447703B2 (en) | 2022-09-20 |
| US20210139779A1 (en) | 2021-05-13 |
| JP2021529860A (ja) | 2021-11-04 |
| JP7414743B2 (ja) | 2024-01-16 |
| EP3814454A1 (en) | 2021-05-05 |
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