DE19857352A1 - Ferroelektrische Aktivmatrix-Displays mit weitem Arbeitstemperaturbereich - Google Patents
Ferroelektrische Aktivmatrix-Displays mit weitem ArbeitstemperaturbereichInfo
- Publication number
- DE19857352A1 DE19857352A1 DE19857352A DE19857352A DE19857352A1 DE 19857352 A1 DE19857352 A1 DE 19857352A1 DE 19857352 A DE19857352 A DE 19857352A DE 19857352 A DE19857352 A DE 19857352A DE 19857352 A1 DE19857352 A1 DE 19857352A1
- Authority
- DE
- Germany
- Prior art keywords
- diyl
- optionally
- formula
- compounds
- substituted
- 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.)
- Withdrawn
Links
- 239000011159 matrix material Substances 0.000 title claims abstract description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 190
- 239000000203 mixture Substances 0.000 claims abstract description 80
- 239000004990 Smectic liquid crystal Substances 0.000 claims abstract description 19
- -1 cyclohexane-1,4-diyl Chemical group 0.000 claims description 403
- 125000004432 carbon atom Chemical group C* 0.000 claims description 69
- 239000004973 liquid crystal related substance Substances 0.000 claims description 61
- 229910052731 fluorine Inorganic materials 0.000 claims description 59
- 229910052739 hydrogen Inorganic materials 0.000 claims description 56
- 239000001257 hydrogen Substances 0.000 claims description 54
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 47
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 claims description 6
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 6
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 5
- 230000003098 cholesteric effect Effects 0.000 claims description 4
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 claims description 3
- JECYNCQXXKQDJN-UHFFFAOYSA-N 2-(2-methylhexan-2-yloxymethyl)oxirane Chemical group CCCCC(C)(C)OCC1CO1 JECYNCQXXKQDJN-UHFFFAOYSA-N 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims description 3
- 229930188620 butyrolactone Natural products 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000005755 decalin-2,6-ylene group Chemical group [H]C1([H])C([H])([H])C2([H])C([H])([H])C([H])([*:2])C([H])([H])C([H])([H])C2([H])C([H])([H])C1([H])[*:1] 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 230000010287 polarization Effects 0.000 claims description 3
- 230000002269 spontaneous effect Effects 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- 230000007704 transition Effects 0.000 description 15
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000000819 phase cycle Methods 0.000 description 6
- 239000010409 thin film Substances 0.000 description 6
- 230000005540 biological transmission Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000004988 Nematic liquid crystal Substances 0.000 description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 230000005684 electric field Effects 0.000 description 3
- PKORYTIUMAOPED-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinazoline Chemical class C1=CC=C2NCNCC2=C1 PKORYTIUMAOPED-UHFFFAOYSA-N 0.000 description 2
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 229940125898 compound 5 Drugs 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000003222 pyridines Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical class OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- 125000006091 1,3-dioxolane group Chemical group 0.000 description 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 description 1
- IJUHIGIZXFLJOY-UHFFFAOYSA-N 2-fluoropyrazine Chemical class FC1=CN=CC=N1 IJUHIGIZXFLJOY-UHFFFAOYSA-N 0.000 description 1
- VFXGEDSFTMUNKT-UHFFFAOYSA-N 4-(6-fluoro-5-hexoxypyridin-2-yl)phenol Chemical compound CCCCCCOc1ccc(nc1F)-c1ccc(O)cc1 VFXGEDSFTMUNKT-UHFFFAOYSA-N 0.000 description 1
- 150000005744 4-fluoropyrimidines Chemical class 0.000 description 1
- HFOJSRSUALRGKG-UHFFFAOYSA-N 5-octylthiophene-2-carboxylic acid Chemical compound CCCCCCCCC1=CC=C(C(O)=O)S1 HFOJSRSUALRGKG-UHFFFAOYSA-N 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N Acetylene Chemical class C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- SCXXRDZKICCTKV-UHFFFAOYSA-N [2-fluoro-6-(4-octoxyphenyl)pyridin-3-yl] 5-butylthiophene-2-carboxylate Chemical compound C1=CC(OCCCCCCCC)=CC=C1C(N=C1F)=CC=C1OC(=O)C1=CC=C(CCCC)S1 SCXXRDZKICCTKV-UHFFFAOYSA-N 0.000 description 1
- 229910021417 amorphous silicon Inorganic materials 0.000 description 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- GPRLTFBKWDERLU-UHFFFAOYSA-N bicyclo[2.2.2]octane Chemical class C1CC2CCC1CC2 GPRLTFBKWDERLU-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004966 cyanoalkyl group Chemical group 0.000 description 1
- 150000001934 cyclohexanes Chemical class 0.000 description 1
- 125000000596 cyclohexenyl group Chemical class C1(=CCCCC1)* 0.000 description 1
- 125000004212 difluorophenyl group Chemical group 0.000 description 1
- 150000002012 dioxanes Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 125000001207 fluorophenyl group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000002468 indanes Chemical class 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000012212 insulator Substances 0.000 description 1
- 150000002545 isoxazoles Chemical class 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000004880 oxines Chemical class 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 125000005459 perfluorocyclohexyl group Chemical group 0.000 description 1
- 150000002987 phenanthrenes Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 125000005353 silylalkyl group Chemical group 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- 150000007979 thiazole derivatives Chemical class 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- 125000004360 trifluorophenyl group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
-
- 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
- C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
- C09K19/0225—Ferroelectric
-
- 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
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
-
- 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
- C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
- C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
- C09K19/3472—Pyrimidine condensed or bridged with another ring system
-
- 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
-
- 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
- C09K19/3497—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom the heterocyclic ring containing sulfur and nitrogen atoms
-
- 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
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
- C09K2323/03—Viewing layer characterised by chemical composition
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal Substances (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19857352A DE19857352A1 (de) | 1998-12-11 | 1998-12-11 | Ferroelektrische Aktivmatrix-Displays mit weitem Arbeitstemperaturbereich |
| DE59909705T DE59909705D1 (de) | 1998-12-11 | 1999-12-13 | Ferroelektrische aktivmatrix-displays mit weitem arbeitstemperaturbereich |
| PCT/EP1999/009863 WO2000036054A1 (de) | 1998-12-11 | 1999-12-13 | Ferroelektrische aktivmatrix-displays mit weitem arbeitstemperaturbereich |
| US09/857,652 US6746731B1 (en) | 1998-12-11 | 1999-12-13 | Ferroelectric active matrix displays with wide operating temperature range |
| EP99966957A EP1147162B1 (de) | 1998-12-11 | 1999-12-13 | Ferroelektrische aktivmatrix-displays mit weitem arbeitstemperaturbereich |
| JP2000588306A JP2002532613A (ja) | 1998-12-11 | 1999-12-13 | 広い作動温度範囲を有する強誘電性アクティブマトリックスディスプレイ |
| KR1020017007289A KR100619467B1 (ko) | 1998-12-11 | 1999-12-13 | 작동 온도 범위가 광범위한 강유전성 능동 매트릭스디스플레이 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19857352A DE19857352A1 (de) | 1998-12-11 | 1998-12-11 | Ferroelektrische Aktivmatrix-Displays mit weitem Arbeitstemperaturbereich |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE19857352A1 true DE19857352A1 (de) | 2000-06-15 |
Family
ID=7890848
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19857352A Withdrawn DE19857352A1 (de) | 1998-12-11 | 1998-12-11 | Ferroelektrische Aktivmatrix-Displays mit weitem Arbeitstemperaturbereich |
| DE59909705T Expired - Lifetime DE59909705D1 (de) | 1998-12-11 | 1999-12-13 | Ferroelektrische aktivmatrix-displays mit weitem arbeitstemperaturbereich |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE59909705T Expired - Lifetime DE59909705D1 (de) | 1998-12-11 | 1999-12-13 | Ferroelektrische aktivmatrix-displays mit weitem arbeitstemperaturbereich |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6746731B1 (enExample) |
| EP (1) | EP1147162B1 (enExample) |
| JP (1) | JP2002532613A (enExample) |
| KR (1) | KR100619467B1 (enExample) |
| DE (2) | DE19857352A1 (enExample) |
| WO (1) | WO2000036054A1 (enExample) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000069987A1 (de) * | 1999-05-18 | 2000-11-23 | Clariant International Ltd. | Aktivmatrix-displays mit hohem kontrast |
| US6670514B2 (en) | 2001-08-16 | 2003-12-30 | Clariant Finance (Bvi) Limited | Fluorinated polycycles and their use in liquid-crystal mixtures |
| US6737125B2 (en) | 2001-09-17 | 2004-05-18 | Clariant Finance (Bvi) Limited | Fluorinated cyclopenta[a]naphthalenes and their use in liquid-crystal mixtures |
| US6759103B2 (en) | 2001-09-17 | 2004-07-06 | Clariant Financi (Bvi) Limited | Fluorinated cyclopenta[b]naphthalenes and their use in liquid-crystal mixtures |
| US6958176B2 (en) | 2000-08-30 | 2005-10-25 | Ji Li | Liquid crystal mixture |
| EP1591512A1 (en) * | 2004-04-26 | 2005-11-02 | AZ Electronic Materials (Germany) GmbH | Chiral smectic liquid crystal mixture |
| WO2023232753A1 (en) * | 2022-05-31 | 2023-12-07 | Merck Patent Gmbh | Ferroelectric smectic liquid crystalline medium |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19934799B4 (de) * | 1999-07-28 | 2008-01-24 | Az Electronic Materials (Germany) Gmbh | Chiral-smektische Flüssigkristallmischung und ihre Verwendung in Aktivmatrix-Displays mit hohen Kontrastwerten |
| JP4788062B2 (ja) * | 2000-08-11 | 2011-10-05 | Ｊｎｃ株式会社 | フッ素原子で置換されたジヒドロピラン誘導体 |
| DE10145778B4 (de) | 2001-09-17 | 2012-07-19 | Merck Patent Gmbh | Fluorierte Anthracene und ihre Verwendung in Flüssigkristallmischungen und in Flüssigkristalldisplays |
| US6824707B2 (en) | 2001-10-23 | 2004-11-30 | Clariant International Ltd. | Active matrix liquid crystal device and smectic liquid crystal mixture |
| WO2005000995A1 (ja) | 2003-06-30 | 2005-01-06 | Dainippon Ink And Chemicals, Inc. | クロマン誘導体及びこの化合物を含有する液晶組成物 |
| JP4887605B2 (ja) * | 2003-06-30 | 2012-02-29 | Ｄｉｃ株式会社 | クロマン誘導体及びこの化合物を含有する液晶組成物 |
| ATE415462T1 (de) * | 2005-08-09 | 2008-12-15 | Merck Patent Gmbh | Flüssigkristallines medium |
| JP5338117B2 (ja) * | 2008-04-11 | 2013-11-13 | Ｄｉｃ株式会社 | 強誘電性液晶組成物、及びそれを用いた表示素子 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4367924A (en) | 1980-01-08 | 1983-01-11 | Clark Noel A | Chiral smectic C or H liquid crystal electro-optical device |
| DE3068983D1 (en) | 1980-01-10 | 1984-09-27 | Noel A Clark | Chiral smectic liquid crystal electro-optical device and process of making the same |
| DE3731639A1 (de) * | 1987-09-19 | 1989-03-30 | Hoechst Ag | Fluessigkristalline phenylpyrimidin-cyclohexancarbonsaeureester, verfahren zu ihrer herstellung und ihre verwendung in fluessigkristallmischungen |
| US5413735A (en) * | 1990-05-24 | 1995-05-09 | Canon Kabushiki Kaisha | Liquid crystal composition, liquid crystal device using the liquid crystal composition, and display method and apparatus using the liquid crystal composition and device |
| JP2691946B2 (ja) * | 1990-05-28 | 1997-12-17 | キヤノン株式会社 | 液晶性化合物、それを含有する液晶組成物およびそれを使用した液晶素子 |
| DE59109263D1 (de) * | 1990-12-19 | 2004-09-02 | Aventis Res & Tech Gmbh & Co | 2-Fluorpyridine, Verfahren zu ihrer Herstellung und ihre Verwendung in Flüssigkristallmischungen |
| JP3205598B2 (ja) * | 1992-07-13 | 2001-09-04 | シャープ株式会社 | 液晶表示素子及びその駆動方法 |
| JPH0859629A (ja) * | 1994-08-19 | 1996-03-05 | Canon Inc | テトラヒドロキナゾリン化合物、それを含有する液晶組成物、それを有する液晶素子及びそれらを用いた表示方法、表示装置 |
| JPH08337555A (ja) * | 1995-04-14 | 1996-12-24 | Mitsubishi Gas Chem Co Inc | フェリ誘電相を有する液晶化合物 |
| JP3844371B2 (ja) * | 1995-06-01 | 2006-11-08 | 三井化学株式会社 | スメクチック液晶組成物 |
| JPH0959640A (ja) * | 1995-06-12 | 1997-03-04 | Mitsubishi Gas Chem Co Inc | フェリ誘電性液晶組成物及び液晶表示素子 |
| KR19990029052A (ko) * | 1995-07-17 | 1999-04-15 | 악커만 요아힘, 되르 클라우스 | 강유전성 액정 혼합물 |
| JPH09208956A (ja) * | 1996-02-06 | 1997-08-12 | Mitsubishi Gas Chem Co Inc | フェリ誘電性液晶 |
| JPH09304795A (ja) * | 1996-03-15 | 1997-11-28 | Mitsubishi Gas Chem Co Inc | 液晶表示素子 |
| JPH1025477A (ja) * | 1996-07-09 | 1998-01-27 | Mitsubishi Gas Chem Co Inc | フェリ誘電性液晶組成物 |
| GB9619094D0 (en) * | 1996-09-12 | 1996-10-23 | Toshiba Kk | Liquid crystal material and liquid crystal display device using the same |
| JPH1087571A (ja) * | 1996-09-13 | 1998-04-07 | Mitsubishi Gas Chem Co Inc | スワローテイル型化合物及びそれを含むフェリ誘電性液晶組成物 |
| JPH10245364A (ja) * | 1997-03-04 | 1998-09-14 | Mitsubishi Gas Chem Co Inc | フェニルエステル化合物及びそれを含むフェリ誘電性液晶組成物 |
| DE19732381A1 (de) * | 1997-07-25 | 1999-01-28 | Hoechst Ag | Ferroelektrische Flüssigkristallanzeige mit aktiven Matrix Elementen |
| DE19825484A1 (de) * | 1998-06-08 | 1999-12-09 | Aventis Res & Tech Gmbh & Co | Monostabiles ferroelektrisches Aktivmatrix-Display |
| DE19934799B4 (de) * | 1999-07-28 | 2008-01-24 | Az Electronic Materials (Germany) Gmbh | Chiral-smektische Flüssigkristallmischung und ihre Verwendung in Aktivmatrix-Displays mit hohen Kontrastwerten |
-
1998
- 1998-12-11 DE DE19857352A patent/DE19857352A1/de not_active Withdrawn
-
1999
- 1999-12-13 US US09/857,652 patent/US6746731B1/en not_active Expired - Lifetime
- 1999-12-13 WO PCT/EP1999/009863 patent/WO2000036054A1/de not_active Ceased
- 1999-12-13 KR KR1020017007289A patent/KR100619467B1/ko not_active Expired - Fee Related
- 1999-12-13 EP EP99966957A patent/EP1147162B1/de not_active Expired - Lifetime
- 1999-12-13 DE DE59909705T patent/DE59909705D1/de not_active Expired - Lifetime
- 1999-12-13 JP JP2000588306A patent/JP2002532613A/ja not_active Ceased
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000069987A1 (de) * | 1999-05-18 | 2000-11-23 | Clariant International Ltd. | Aktivmatrix-displays mit hohem kontrast |
| US6958176B2 (en) | 2000-08-30 | 2005-10-25 | Ji Li | Liquid crystal mixture |
| US9388338B2 (en) | 2000-08-30 | 2016-07-12 | Merck Patent Gmbh | Liquid crystal mixture |
| US6670514B2 (en) | 2001-08-16 | 2003-12-30 | Clariant Finance (Bvi) Limited | Fluorinated polycycles and their use in liquid-crystal mixtures |
| US6737125B2 (en) | 2001-09-17 | 2004-05-18 | Clariant Finance (Bvi) Limited | Fluorinated cyclopenta[a]naphthalenes and their use in liquid-crystal mixtures |
| US6759103B2 (en) | 2001-09-17 | 2004-07-06 | Clariant Financi (Bvi) Limited | Fluorinated cyclopenta[b]naphthalenes and their use in liquid-crystal mixtures |
| EP1591512A1 (en) * | 2004-04-26 | 2005-11-02 | AZ Electronic Materials (Germany) GmbH | Chiral smectic liquid crystal mixture |
| WO2005103200A1 (en) * | 2004-04-26 | 2005-11-03 | Az Electronic Materials (Germany) Gmbh | Chiral smectic liquid crystal mixture |
| WO2023232753A1 (en) * | 2022-05-31 | 2023-12-07 | Merck Patent Gmbh | Ferroelectric smectic liquid crystalline medium |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1147162A1 (de) | 2001-10-24 |
| US6746731B1 (en) | 2004-06-08 |
| WO2000036054A1 (de) | 2000-06-22 |
| KR100619467B1 (ko) | 2006-09-05 |
| EP1147162B1 (de) | 2004-06-09 |
| JP2002532613A (ja) | 2002-10-02 |
| DE59909705D1 (de) | 2004-07-15 |
| KR20010080755A (ko) | 2001-08-22 |
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