CH643289A5 - Gemisch fuer farbig anzeigende, nematische fluessigkristall-anzeigeelemente. - Google Patents
Gemisch fuer farbig anzeigende, nematische fluessigkristall-anzeigeelemente. Download PDFInfo
- Publication number
- CH643289A5 CH643289A5 CH203080A CH203080A CH643289A5 CH 643289 A5 CH643289 A5 CH 643289A5 CH 203080 A CH203080 A CH 203080A CH 203080 A CH203080 A CH 203080A CH 643289 A5 CH643289 A5 CH 643289A5
- Authority
- CH
- Switzerland
- Prior art keywords
- liquid crystal
- mixture
- formula
- dye
- dichroic
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 38
- 239000004988 Nematic liquid crystal Substances 0.000 title claims description 9
- 239000000975 dye Substances 0.000 claims description 36
- 239000004973 liquid crystal related substance Substances 0.000 claims description 29
- 239000000463 material Substances 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 12
- -1 alkoxyphenyl compound Chemical class 0.000 claims description 11
- 239000004327 boric acid Substances 0.000 claims description 10
- 238000004040 coloring Methods 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 239000001000 anthraquinone dye Substances 0.000 claims description 7
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 7
- CUIHODIOWPLCMG-UHFFFAOYSA-N 1,5-dihydroxy-4,8-dinitroanthracene-9,10-dione Chemical compound O=C1C2=C(O)C=CC([N+]([O-])=O)=C2C(=O)C2=C1C([N+]([O-])=O)=CC=C2O CUIHODIOWPLCMG-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 230000005693 optoelectronics Effects 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 230000009471 action Effects 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- HSYLKWSCFRLSKB-UHFFFAOYSA-N 1,5-diamino-4,8-dihydroxyanthracene-9,10-dione Chemical compound O=C1C2=C(N)C=CC(O)=C2C(=O)C2=C1C(O)=CC=C2N HSYLKWSCFRLSKB-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 230000008859 change Effects 0.000 claims description 2
- 230000003098 cholesteric effect Effects 0.000 claims description 2
- 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 2
- 230000007704 transition Effects 0.000 claims description 2
- 230000005684 electric field Effects 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 230000005284 excitation Effects 0.000 claims 1
- 230000031700 light absorption Effects 0.000 claims 1
- 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 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 21
- 239000000243 solution Substances 0.000 description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 14
- 238000010521 absorption reaction Methods 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 239000011521 glass Substances 0.000 description 7
- 239000002244 precipitate Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 239000012065 filter cake Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 239000001045 blue dye Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 239000000741 silica gel Substances 0.000 description 3
- 229910002027 silica gel Inorganic materials 0.000 description 3
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 3
- BTLXPCBPYBNQNR-UHFFFAOYSA-N 1-hydroxyanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2O BTLXPCBPYBNQNR-UHFFFAOYSA-N 0.000 description 2
- HHPCNRKYVYWYAU-UHFFFAOYSA-N 4-cyano-4'-pentylbiphenyl Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 HHPCNRKYVYWYAU-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000010276 construction 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
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- DLRJIFUOBPOJNS-UHFFFAOYSA-N phenetole Chemical compound CCOC1=CC=CC=C1 DLRJIFUOBPOJNS-UHFFFAOYSA-N 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910052594 sapphire Inorganic materials 0.000 description 2
- 239000010980 sapphire Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- VWRFRSOMLSIRNM-UHFFFAOYSA-N 2-(4-pentyl-2-phenylphenyl)benzonitrile Chemical group C=1C=CC=CC=1C1=CC(CCCCC)=CC=C1C1=CC=CC=C1C#N VWRFRSOMLSIRNM-UHFFFAOYSA-N 0.000 description 1
- PNUKYWOVDMPNEG-UHFFFAOYSA-N 2-[4-(3-methylbutyl)phenyl]benzonitrile Chemical group C(#N)C1=C(C=CC=C1)C1=CC=C(C=C1)CCC(C)C PNUKYWOVDMPNEG-UHFFFAOYSA-N 0.000 description 1
- ZGOWXOZNUNZPAV-UHFFFAOYSA-N 4-(4-heptylphenyl)benzonitrile Chemical group C1=CC(CCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 ZGOWXOZNUNZPAV-UHFFFAOYSA-N 0.000 description 1
- GPGGNNIMKOVSAG-UHFFFAOYSA-N 4-(4-octoxyphenyl)benzonitrile Chemical group C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 GPGGNNIMKOVSAG-UHFFFAOYSA-N 0.000 description 1
- RDISTOCQRJJICR-UHFFFAOYSA-N 4-(4-pentoxyphenyl)benzonitrile Chemical group C1=CC(OCCCCC)=CC=C1C1=CC=C(C#N)C=C1 RDISTOCQRJJICR-UHFFFAOYSA-N 0.000 description 1
- AMRDCKRNXLLBCG-UHFFFAOYSA-N 4-(4-pentyl-2-phenylphenyl)benzonitrile Chemical group C=1C=CC=CC=1C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 AMRDCKRNXLLBCG-UHFFFAOYSA-N 0.000 description 1
- RZCQJZFWJZHMPK-UHFFFAOYSA-N 4-(4-propoxyphenyl)benzonitrile Chemical group C1=CC(OCCC)=CC=C1C1=CC=C(C#N)C=C1 RZCQJZFWJZHMPK-UHFFFAOYSA-N 0.000 description 1
- VBQMNDWDPXFYNL-UHFFFAOYSA-N 4-[4-(3-methylbutyl)phenyl]benzonitrile Chemical group C1=CC(CCC(C)C)=CC=C1C1=CC=C(C#N)C=C1 VBQMNDWDPXFYNL-UHFFFAOYSA-N 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- 101100022451 Mus musculus Mbnl3 gene Proteins 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 241000270666 Testudines Species 0.000 description 1
- DPOPAJRDYZGTIR-UHFFFAOYSA-N Tetrazine Chemical compound C1=CN=NN=N1 DPOPAJRDYZGTIR-UHFFFAOYSA-N 0.000 description 1
- WREOTYWODABZMH-DTZQCDIJSA-N [[(2r,3s,4r,5r)-3,4-dihydroxy-5-[2-oxo-4-(2-phenylethoxyamino)pyrimidin-1-yl]oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate Chemical compound O[C@@H]1[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O[C@H]1N(C=C\1)C(=O)NC/1=N\OCCC1=CC=CC=C1 WREOTYWODABZMH-DTZQCDIJSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- WCLNGBQPTVENHV-MKQVXYPISA-N cholesteryl nonanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC)C1 WCLNGBQPTVENHV-MKQVXYPISA-N 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 229940125758 compound 15 Drugs 0.000 description 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
- 230000006326 desulfonation Effects 0.000 description 1
- 238000005869 desulfonation reaction Methods 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002978 peroxides 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
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000004060 quinone imines Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 150000004344 tetrahydroxyanthraquinones Chemical class 0.000 description 1
- 238000004809 thin layer chromatography Methods 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
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/60—Pleochroic dyes
- C09K19/603—Anthroquinonic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/503—Amino-hydroxy-anthraquinones; Ethers and esters thereof unsubstituted amino-hydroxy anthraquinone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal (AREA)
- Liquid Crystal Substances (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3005779A JPS55123673A (en) | 1979-03-16 | 1979-03-16 | Liquid crystal color display device |
| JP6223479A JPS55155054A (en) | 1979-05-22 | 1979-05-22 | Anthraquinone dye and liquid crystal color displaying device using the same |
| JP6223379A JPS55155082A (en) | 1979-05-22 | 1979-05-22 | Liquid crystal color display composition |
| JP8011079A JPS564678A (en) | 1979-06-27 | 1979-06-27 | Composition for liquid crystal color display element |
| JP309980A JPS56100855A (en) | 1980-01-17 | 1980-01-17 | Manufacture of dichromic dye |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH643289A5 true CH643289A5 (de) | 1984-05-30 |
Family
ID=27518317
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH203080A CH643289A5 (de) | 1979-03-16 | 1980-03-14 | Gemisch fuer farbig anzeigende, nematische fluessigkristall-anzeigeelemente. |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4304683A (en, 2012) |
| CH (1) | CH643289A5 (en, 2012) |
| DE (1) | DE3009940A1 (en, 2012) |
| FR (1) | FR2451392B1 (en, 2012) |
| GB (1) | GB2051113B (en, 2012) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273929A (en) * | 1979-02-05 | 1981-06-16 | Hoffmann-La Roche Inc. | Heterocyclic compounds |
| US4360447A (en) * | 1979-03-16 | 1982-11-23 | Mitsui Toatsu Chemicals, Inc. | Composition for liquid crystal color display elements |
| CH642393A5 (fr) | 1979-10-02 | 1984-04-13 | Ebauches Sa | Composition a base de cristal liquide pour dispositif electro-optique. |
| JPS56100885A (en) * | 1980-01-17 | 1981-08-13 | Mitsui Toatsu Chem Inc | Composition for liquid crystal color display |
| DE3007198A1 (de) * | 1980-02-26 | 1981-09-03 | Siemens AG, 1000 Berlin und 8000 München | Pleochroitischer anthrachinon-farbstoff, verfahren zu seiner herstellung und verwendung des farbstoffs |
| CH646452A5 (fr) * | 1980-03-14 | 1984-11-30 | Asulab Sa | Composition a base de cristal liquide pour dispositif electro-optique. |
| EP0043904A3 (de) * | 1980-07-10 | 1982-03-31 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Farbstoffhaltige Mischungen, neue Farbstoffe und deren Verwendung in Flüssigkristallmischungen |
| US4391489A (en) * | 1980-07-29 | 1983-07-05 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Liquid crystal materials containing pleochroic anthraquinone dyes |
| US4405211A (en) * | 1980-07-29 | 1983-09-20 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Liquid crystal compositions with pleochroic anthraquinone dyes |
| DE3036895C2 (de) * | 1980-09-30 | 1985-07-11 | Merck Patent Gmbh, 6100 Darmstadt | Pleochroitischer Anthrachinon-Farbstoff und Herstellungsverfahren für einen solchen Farbstoff sowie seine Verwendung in einer Flüssigkristallmischung |
| DE3040102A1 (de) * | 1980-10-24 | 1982-06-03 | Merck Patent Gmbh, 6100 Darmstadt | Dichroitische anthrachinonfarbstoffe, diese enthaltende fluessigkristalline dielektrika und elektrooptisches anzeigeelement |
| US4378302A (en) * | 1980-12-16 | 1983-03-29 | General Electric Company | Red perylene dichroic dye containing liquid crystal formulations |
| DE3049453A1 (de) * | 1980-12-30 | 1982-07-29 | Bayer Ag, 5090 Leverkusen | Farbstoffgemische und fluessigkristalline materialien enthaltend diese farbstoffgemische |
| DE3167759D1 (en) * | 1981-01-10 | 1985-01-24 | Basf Ag | Dyes for liquid crystal mixtures |
| JPS57126879A (en) * | 1981-01-12 | 1982-08-06 | Sumitomo Chem Co Ltd | Liquid crystal display element |
| DE3201120A1 (de) * | 1981-01-17 | 1982-10-21 | Hitachi, Ltd., Tokyo | Fluessigkristall-zusammensetzung |
| DE3115762A1 (de) * | 1981-04-18 | 1982-11-11 | Merck Patent Gmbh, 6100 Darmstadt | "dichroitische anthrachinonfarbstoffe, diese enthaltende fluessigkristalline dielektrika und elektrooprisches anzeigeelement" |
| DE3126108A1 (de) * | 1981-07-02 | 1983-01-20 | Merck Patent Gmbh, 6100 Darmstadt | "fluessigkristallines dielektrikum, neue dichroitische naphthochinonfarbstoffe und elektrooptisches anzeigeelement" |
| JPS5857488A (ja) * | 1981-10-02 | 1983-04-05 | Mitsubishi Chem Ind Ltd | ゲスト−ホスト型液晶組成物 |
| DE3202761A1 (de) * | 1982-01-28 | 1983-08-04 | Merck Patent Gmbh, 6100 Darmstadt | Fluessigkristallines dielektrikum, neue farbstoffe, verfahren zu ihrer herstellung und elektrooptisches anzeigeelement |
| DE3216455A1 (de) * | 1982-05-03 | 1983-11-17 | Bayer Ag, 5090 Leverkusen | Anthrachinonfarbstoffe, ihre herstellung und verwendung sowie dichtroitisches material enthaltend diese anthrachinonfarbstoffe |
| EP0099014A3 (fr) * | 1982-07-16 | 1984-12-12 | Asulab S.A. | Composition de couleur foncée à base de cristaux liquides |
| DE3247896A1 (de) * | 1982-12-24 | 1984-06-28 | Merck Patent Gmbh, 6100 Darmstadt | Anthrachinonfarbstoffe |
| US4530572A (en) * | 1982-12-30 | 1985-07-23 | Minnesota Mining And Manufacturing Company | Substituted anthraquinone-type isotropic dyes for liquid crystal display devices |
| US4883611A (en) * | 1987-09-16 | 1989-11-28 | Mitsui Toatsu Chemicals, Incorporated | Dichroic coloring agents for liquid crystal displays |
| EP0605191B1 (en) * | 1992-12-25 | 1998-06-17 | Mitsui Chemicals, Inc. | Polarizing color filter |
| US10138392B2 (en) | 2013-03-29 | 2018-11-27 | The Chemours Company Fc, Llc | Non-fluorinated urethane based coatings |
| US9260605B2 (en) | 2013-03-29 | 2016-02-16 | The Chemours Company Fc, Llc | Urethane based extenders for surface effect compositions |
| CN106661177B (zh) | 2014-06-12 | 2020-04-21 | 科慕埃弗西有限公司 | 用于表面效果组合物的蜡和基于氨基甲酸酯的增充剂共混物 |
| KR20170060124A (ko) | 2014-09-26 | 2017-05-31 | 더 케무어스 컴퍼니 에프씨, 엘엘씨 | 비-플루오르화 및 부분 플루오르화 중합체 |
| EP3197866A1 (en) | 2014-09-26 | 2017-08-02 | The Chemours Company FC, LLC | Partially fluorinated urethane based coatings |
| JP6606179B2 (ja) | 2014-09-26 | 2019-11-13 | ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー | コーティングにおける非フッ素化ウレタン又は部分フッ素化ウレタンの使用 |
| US10308898B2 (en) | 2014-09-26 | 2019-06-04 | The Chemours Company Fc, Llc | Method of imparting water repellency with non-fluorinated laundry treatment compositions |
| EP3198072B1 (en) | 2014-09-26 | 2020-10-28 | The Chemours Company FC, LLC | Non-fluorinated urethane based coatings |
| US10208155B2 (en) | 2014-09-26 | 2019-02-19 | The Chemours Company Fc, Llc | Sulfonated fluorinated, non-fluorinated or partially fluorinated urethanes |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL287697A (en, 2012) * | 1962-01-12 | |||
| BE661652A (en, 2012) * | 1964-03-25 | |||
| GB1255152A (en) * | 1968-08-02 | 1971-12-01 | Ici Ltd | Anthraquinone dyestuffs manufacturing process |
| JPS5411430B2 (en, 2012) * | 1971-12-18 | 1979-05-15 | ||
| US3960751A (en) * | 1973-09-19 | 1976-06-01 | Matsushita Electric Industrial Co., Ltd. | Electro-optical display element |
| EP0002104B1 (en) * | 1977-10-14 | 1982-10-20 | BDH Chemicals Limited | Pleochroic dyes suitable for use in solution with liquid crystal materials for electro-optic device applications |
| JPS54126059A (en) * | 1978-03-23 | 1979-09-29 | Sharp Corp | Liquid crystal display device |
| CH640259A5 (de) * | 1978-05-23 | 1983-12-30 | Minnesota Mining & Mfg | Fluessigkristallsysteme und elektrooptische anzeigen. |
| CH638828A5 (de) * | 1978-12-21 | 1983-10-14 | Bbc Brown Boveri & Cie | Fluessigkristallmischung. |
| US4232950A (en) * | 1979-02-23 | 1980-11-11 | Minnesota Mining And Manufacturing Company | Liquid crystal compositions including pleochroic dye |
| US4232949A (en) * | 1979-02-23 | 1980-11-11 | Minnesota Mining And Manufacturing Company | Liquid crystal compositions containing pleochroic dye |
| CH641828A5 (fr) * | 1979-08-17 | 1984-03-15 | Ebauches Sa | Composition a base de cristal liquide pour dispositif electro-optique. |
-
1980
- 1980-03-10 US US06/128,713 patent/US4304683A/en not_active Expired - Lifetime
- 1980-03-13 GB GB8008600A patent/GB2051113B/en not_active Expired
- 1980-03-14 CH CH203080A patent/CH643289A5/de not_active IP Right Cessation
- 1980-03-14 DE DE19803009940 patent/DE3009940A1/de active Granted
- 1980-03-17 FR FR8005872A patent/FR2451392B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2051113B (en) | 1983-05-18 |
| FR2451392B1 (en, 2012) | 1984-11-16 |
| DE3009940C2 (en, 2012) | 1988-04-14 |
| DE3009940A1 (de) | 1980-09-25 |
| US4304683A (en) | 1981-12-08 |
| FR2451392A1 (en, 2012) | 1980-10-10 |
| GB2051113A (en) | 1981-01-14 |
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