CN118369399A - 液晶介质 - Google Patents

液晶介质 Download PDF

Info

Publication number: CN118369399A
Authority: CN; China
Prior art keywords: atoms; compounds; group; independently; formula
Prior art date: 2021-09-08
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

Application number

CN202280059738.8A

Other languages

English (en)

Chinese (zh)

Inventor

庄敏慈

R·林

陈泽霖

周光廷

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Merck Patent GmbH

Original Assignee

Merck Patent GmbH

Priority date (The priority date 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 date listed.)

2021-09-08

Filing date

2022-09-06

Publication date

2024-07-19

2022-09-06 Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH

2024-07-19 Publication of CN118369399A publication Critical patent/CN118369399A/zh

Status Pending legal-status Critical Current

Links

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239000002019 doping agent Substances 0.000 claims abstract description 34
125000000217 alkyl group Chemical group 0.000 claims description 104
125000004429 atom Chemical group 0.000 claims description 102
238000000034 method Methods 0.000 claims description 56
229910052731 fluorine Inorganic materials 0.000 claims description 55
-1 alkyl radical Chemical class 0.000 claims description 52
125000003545 alkoxy group Chemical group 0.000 claims description 47
125000003342 alkenyl group Chemical group 0.000 claims description 40
229910052739 hydrogen Inorganic materials 0.000 claims description 27
125000004430 oxygen atom Chemical group O* 0.000 claims description 26
125000004432 carbon atom Chemical group C* 0.000 claims description 25
125000003118 aryl group Chemical group 0.000 claims description 24
229910052760 oxygen Inorganic materials 0.000 claims description 23
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 21
229910052736 halogen Inorganic materials 0.000 claims description 17
125000004434 sulfur atom Chemical group 0.000 claims description 17
229910052740 iodine Inorganic materials 0.000 claims description 16
150000003254 radicals Chemical class 0.000 claims description 16
125000001072 heteroaryl group Chemical group 0.000 claims description 14
125000006850 spacer group Chemical group 0.000 claims description 14
230000008569 process Effects 0.000 claims description 13
229910052799 carbon Inorganic materials 0.000 claims description 11
150000002367 halogens Chemical class 0.000 claims description 11
125000005843 halogen group Chemical group 0.000 claims description 8
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RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
238000011065 in-situ storage Methods 0.000 description 3
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AAFJXZWCNVJTMK-KVTDHHQDSA-N (1S,2S)-1,2-bis[(2R)-oxiran-2-yl]ethane-1,2-diol Chemical compound C([C@@H]1[C@@H](O)[C@H](O)[C@@H]2OC2)O1 AAFJXZWCNVJTMK-KVTDHHQDSA-N 0.000 description 2
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QQTOBDXDQYCGMA-UHFFFAOYSA-N naphtho[2,3-e][1,3]benzoxazole Chemical compound C1=CC=C2C=C3C(N=CO4)=C4C=CC3=CC2=C1 QQTOBDXDQYCGMA-UHFFFAOYSA-N 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
150000002825 nitriles Chemical group 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
125000005069 octynyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C#C* 0.000 description 1
238000005457 optimization Methods 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
229930184652 p-Terphenyl Natural products 0.000 description 1
238000002161 passivation Methods 0.000 description 1
SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 description 1
125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
125000005981 pentynyl group Chemical group 0.000 description 1
125000005005 perfluorohexyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
125000005007 perfluorooctyl group Chemical group FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 1
230000002688 persistence Effects 0.000 description 1
125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
125000005561 phenanthryl group Chemical group 0.000 description 1
229950000688 phenothiazine Drugs 0.000 description 1
COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
125000003884 phenylalkyl group Chemical group 0.000 description 1
238000001824 photoionisation detection Methods 0.000 description 1
239000000049 pigment Substances 0.000 description 1
238000012643 polycondensation polymerization Methods 0.000 description 1
230000008092 positive effect Effects 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
CPNGPNLZQNNVQM-UHFFFAOYSA-N pteridine Chemical compound N1=CN=CC2=NC=CN=C21 CPNGPNLZQNNVQM-UHFFFAOYSA-N 0.000 description 1
PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
238000007151 ring opening polymerisation reaction Methods 0.000 description 1
238000010079 rubber tapping Methods 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
MABNMNVCOAICNO-UHFFFAOYSA-N selenophene Chemical compound C=1C=C[se]C=1 MABNMNVCOAICNO-UHFFFAOYSA-N 0.000 description 1
VMNDCBPWBMKDBI-UHFFFAOYSA-N silinane Chemical compound C1CC[SiH2]CC1 VMNDCBPWBMKDBI-UHFFFAOYSA-N 0.000 description 1
150000003384 small molecules Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
229960002920 sorbitol Drugs 0.000 description 1
241000894007 species Species 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
125000003003 spiro group Chemical group 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
238000004381 surface treatment Methods 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
230000002459 sustained effect Effects 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
235000007586 terpenes Nutrition 0.000 description 1
IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical group C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
150000003536 tetrazoles Chemical class 0.000 description 1
NMFKEMBATXKZSP-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical compound S1C=CC2=C1C=CS2.S1C=CC2=C1C=CS2 NMFKEMBATXKZSP-UHFFFAOYSA-N 0.000 description 1
125000004001 thioalkyl group Chemical group 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
125000006168 tricyclic group Chemical group 0.000 description 1
239000004474 valine Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- 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
- C09K19/08—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
- 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
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/58—Dopants or charge transfer agents
- C09K19/586—Optically active dopants; chiral dopants
- 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
- 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
- C09K2019/0448—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 end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
- 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
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
- C09K2019/121—Compounds containing phenylene-1,4-diyl (-Ph-)
- C09K2019/123—Ph-Ph-Ph
- 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
- C09K19/08—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
- 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
- C09K19/08—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)
- C09K2019/3009—Cy-Ph
- 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
- C09K19/08—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
- 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
- C09K19/08—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)
- C09K2019/3016—Cy-Ph-Ph
- 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
- C09K19/08—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)
- C09K2019/3027—Compounds comprising 1,4-cyclohexylene and 2,3-difluoro-1,4-phenylene
- 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
- C09K19/08—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
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
- C09K2019/3071—Cy-Cy-COO-Cy

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Chemical & Material Sciences (AREA)
Crystallography & Structural Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Organic Chemistry (AREA)
Liquid Crystal Substances (AREA)

CN202280059738.8A 2021-09-08 2022-09-06 液晶介质 Pending CN118369399A (zh)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
EP21195428		2021-09-08
EP21195428.4		2021-09-08
PCT/EP2022/074661 WO2023036746A1 (fr)	2021-09-08	2022-09-06	Milieu cristallin liquide

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CN118369399A true CN118369399A (zh)	2024-07-19

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EP (1)	EP4399258A1 (fr)
KR (1)	KR20240055826A (fr)
CN (1)	CN118369399A (fr)
TW (1)	TW202328403A (fr)
WO (1)	WO2023036746A1 (fr)

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EP4261267B1 (fr) *	2022-04-11	2025-08-13	Merck Patent GmbH	Milieu à cristaux liquides
EP4261268A1 (fr) *	2022-04-11	2023-10-18	Merck Patent GmbH	Milieu cristal liquide
CN118516118A (zh) *	2023-02-20	2024-08-20	默克专利股份有限公司	液晶介质
JP2025148287A (ja) *	2024-03-20	2025-10-07	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

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DE3534778A1 (de)	1985-09-30	1987-04-02	Hoechst Ag	Chirale ester mesogener carbonsaeuren, ein verfahren zu deren herstellung und ihre verwendung als dotierstoff in fluessigkristall-phasen
DE3534780A1 (de)	1985-09-30	1987-04-02	Hoechst Ag	Chirale phenolester mesogener carbonsaeuren, ein verfahren zu deren herstellung und ihre verwendung als dotierstoff in fluessigkristall-phasen
DE4342280A1 (de)	1993-12-11	1995-06-14	Basf Ag	Polymerisierbare chirale Verbindungen und deren Verwendung
DE19541820A1 (de)	1995-11-09	1997-05-15	Consortium Elektrochem Ind	Chirale Dianhydrohexit-Derivate enthaltende flüssigkristalline Organosiloxane
CN1103776C (zh)	1996-07-01	2003-03-26	默克专利股份有限公司	手性掺杂剂和包含它的液晶材料和聚合物膜
DE19834162A1 (de)	1997-08-13	1999-02-18	Merck Patent Gmbh	Chirale Verbindungen
US6177972B1 (en)	1999-02-04	2001-01-23	International Business Machines Corporation	Polymer stabilized in-plane switched LCD
JP2002023199A (ja)	2000-07-07	2002-01-23	Fujitsu Ltd	液晶表示装置およびその製造方法
DE60132456T2 (de)	2000-07-13	2009-01-08	Merck Patent Gmbh	Chirale verbindungen i
ATE372314T1 (de)	2000-07-13	2007-09-15	Merck Patent Gmbh	Chirale verbindungen ii
CN1264835C (zh)	2000-07-13	2006-07-19	默克专利股份有限公司	手性化合物ⅲ
ATE269856T1 (de)	2000-10-20	2004-07-15	Merck Patent Gmbh	Chirale binaphtol-verbindungen
US7223450B2 (en)	2001-05-21	2007-05-29	Merck Gmbh	Chiral compounds
JP4175826B2 (ja)	2002-04-16	2008-11-05	シャープ株式会社	液晶表示装置
ATE354623T1 (de)	2002-07-06	2007-03-15	Merck Patent Gmbh	Flüssigkristallines medium
JP2004294605A (ja)	2003-03-26	2004-10-21	Fujitsu Display Technologies Corp	液晶パネル
JP4387276B2 (ja)	2004-09-24	2009-12-16	シャープ株式会社	液晶表示装置
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JP6375887B2 (ja) *	2014-05-26	2018-08-22	Jnc株式会社	液晶組成物および液晶表示素子
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DE102018000109A1 (de)	2017-01-30	2018-08-02	Merck Patent Gmbh	Verbindungen und Flüssigkristallines Medium

2022
- 2022-09-06 EP EP22772979.5A patent/EP4399258A1/fr not_active Withdrawn
- 2022-09-06 KR KR1020247011531A patent/KR20240055826A/ko active Pending
- 2022-09-06 CN CN202280059738.8A patent/CN118369399A/zh active Pending
- 2022-09-06 WO PCT/EP2022/074661 patent/WO2023036746A1/fr not_active Ceased
- 2022-09-08 TW TW111134165A patent/TW202328403A/zh unknown

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CN116891750A (zh)	2023-10-17	液晶介质
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CN118369399A (zh)	2024-07-19	液晶介质
JP7709472B2 (ja)	2025-07-16	液晶媒体
KR20230055386A (ko)	2023-04-25	액정 매질
CN116891751A (zh)	2023-10-17	液晶介质
KR20240008264A (ko)	2024-01-18	액정 매질
CN117004406A (zh)	2023-11-07	液晶介质
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CN113366087B (zh)	2024-07-26	液晶介质
CN115867629B (zh)	2026-03-24	液晶介质
KR20250100566A (ko)	2025-07-03	액정 매질
CN120390784A (zh)	2025-07-29	液晶介质
CN118103480A (zh)	2024-05-28	液晶介质
KR102953830B1 (ko)	2026-04-21	액정 매질
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WO2025190813A1 (fr)	2025-09-18	Milieu à cristaux liquides
KR20210012944A (ko)	2021-02-03	액정 디스플레이