CH641765A5 - Esterverbindungen fuer die modifizierung der eigenschaften von fluessigkristallgemischen. - Google Patents
Esterverbindungen fuer die modifizierung der eigenschaften von fluessigkristallgemischen. Download PDFInfo
- Publication number
- CH641765A5 CH641765A5 CH63280A CH63280A CH641765A5 CH 641765 A5 CH641765 A5 CH 641765A5 CH 63280 A CH63280 A CH 63280A CH 63280 A CH63280 A CH 63280A CH 641765 A5 CH641765 A5 CH 641765A5
- Authority
- CH
- Switzerland
- Prior art keywords
- liquid crystal
- coo
- mixture
- frequency
- crystal mixtures
- Prior art date
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 53
- 239000000203 mixture Substances 0.000 title claims description 49
- -1 ESTER COMPOUNDS Chemical class 0.000 title claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 11
- 239000011159 matrix material Substances 0.000 claims description 8
- 230000003287 optical effect Effects 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 239000003607 modifier Substances 0.000 claims description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- 239000007788 liquid Substances 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000000862 absorption spectrum Methods 0.000 description 7
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- QGNLHMKIGMZKJX-UHFFFAOYSA-N 3-chloro-4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(Cl)=C1 QGNLHMKIGMZKJX-UHFFFAOYSA-N 0.000 description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 210000003462 vein Anatomy 0.000 description 4
- 210000002858 crystal cell Anatomy 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- CDZINMJYMBCTCO-UHFFFAOYSA-N 3-chloro-4-hexoxybenzoic acid Chemical compound CCCCCCOC1=CC=C(C(O)=O)C=C1Cl CDZINMJYMBCTCO-UHFFFAOYSA-N 0.000 description 2
- KJPGAGKKAWEJLB-UHFFFAOYSA-N 3-chloro-4-hexoxybenzoyl chloride Chemical compound CCCCCCOC1=CC=C(C(Cl)=O)C=C1Cl KJPGAGKKAWEJLB-UHFFFAOYSA-N 0.000 description 2
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 2
- CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- ARGDYOIRHYLIMT-UHFFFAOYSA-N n,n-dichloro-4-methylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N(Cl)Cl)C=C1 ARGDYOIRHYLIMT-UHFFFAOYSA-N 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
- UZZDEUNEMHGVDM-UHFFFAOYSA-N 2-bromo-4-butylphenol Chemical compound CCCCC1=CC=C(O)C(Br)=C1 UZZDEUNEMHGVDM-UHFFFAOYSA-N 0.000 description 1
- BDPARNTXGNJTCC-UHFFFAOYSA-N 2-butoxybenzoyl chloride Chemical compound CCCCOC1=CC=CC=C1C(Cl)=O BDPARNTXGNJTCC-UHFFFAOYSA-N 0.000 description 1
- KAGNTFGEYMLRLJ-UHFFFAOYSA-N 2-heptoxybenzoyl chloride Chemical compound C(CCCCCC)OC1=C(C(=O)Cl)C=CC=C1 KAGNTFGEYMLRLJ-UHFFFAOYSA-N 0.000 description 1
- FIWYWGLEPWBBQU-UHFFFAOYSA-N 2-heptylphenol Chemical compound CCCCCCCC1=CC=CC=C1O FIWYWGLEPWBBQU-UHFFFAOYSA-N 0.000 description 1
- XRZVFCMTRUVYIK-UHFFFAOYSA-N 2-hydroxy-5-propylbenzonitrile Chemical compound CCCC1=CC=C(O)C(C#N)=C1 XRZVFCMTRUVYIK-UHFFFAOYSA-N 0.000 description 1
- GTZAPCVZCOZICZ-UHFFFAOYSA-N 2-pentoxybenzoyl chloride Chemical compound CCCCCOC1=CC=CC=C1C(Cl)=O GTZAPCVZCOZICZ-UHFFFAOYSA-N 0.000 description 1
- MEEKGULDSDXFCN-UHFFFAOYSA-N 2-pentylphenol Chemical compound CCCCCC1=CC=CC=C1O MEEKGULDSDXFCN-UHFFFAOYSA-N 0.000 description 1
- SNQXWMYZQNPWEK-UHFFFAOYSA-N 3-bromo-4-butylphenol Chemical compound CCCCC1=CC=C(O)C=C1Br SNQXWMYZQNPWEK-UHFFFAOYSA-N 0.000 description 1
- NRWDQONAZDVAAJ-UHFFFAOYSA-N 3-chloro-4-propoxybenzoyl chloride Chemical compound CCCOC1=CC=C(C(Cl)=O)C=C1Cl NRWDQONAZDVAAJ-UHFFFAOYSA-N 0.000 description 1
- CYURSYQPPHRSMN-UHFFFAOYSA-N 5-butyl-2-hydroxybenzonitrile Chemical compound CCCCC1=CC=C(O)C(C#N)=C1 CYURSYQPPHRSMN-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001347 alkyl bromides Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 1
- LEKPFOXEZRZPGW-UHFFFAOYSA-N copper;dicyanide Chemical compound [Cu+2].N#[C-].N#[C-] LEKPFOXEZRZPGW-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- DFZSTLUBHNQSLD-UHFFFAOYSA-N phenyl 3-chloro-2-pentoxybenzoate Chemical compound C1(=CC=CC=C1)OC(C1=C(C(=CC=C1)Cl)OCCCCC)=O DFZSTLUBHNQSLD-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
- C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP859079A JPS55100352A (en) | 1979-01-26 | 1979-01-26 | Ester compound and its preparation |
| JP4065979A JPS55133476A (en) | 1979-04-04 | 1979-04-04 | Liquid crystal composition |
| JP13854679A JPS5661345A (en) | 1979-10-26 | 1979-10-26 | Ester compound and its preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH641765A5 true CH641765A5 (de) | 1984-03-15 |
Family
ID=27278091
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH63280A CH641765A5 (de) | 1979-01-26 | 1980-01-25 | Esterverbindungen fuer die modifizierung der eigenschaften von fluessigkristallgemischen. |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4279771A (enExample) |
| CH (1) | CH641765A5 (enExample) |
| DE (1) | DE3001423A1 (enExample) |
| FR (1) | FR2453139A1 (enExample) |
| GB (1) | GB2046731B (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0019665B2 (de) * | 1979-05-28 | 1987-12-16 | MERCK PATENT GmbH | Flüssigkristalline Verbindungen |
| FR2461697A1 (fr) * | 1979-07-20 | 1981-02-06 | Suwa Seikosha Kk | 3-cyano-4-alcoxybenzoate de 2-chloro-4-alcoylphenyle et son utilisation dans une composition de cristaux liquides |
| US4400061A (en) * | 1980-01-30 | 1983-08-23 | Her Majesty's Government of the UK. | Liquid crystal ester compounds exhibiting a low or negative dielectric anisotropy and liquid crystal materials and devices incorporating such compounds |
| DE3164750D1 (en) * | 1980-10-13 | 1984-08-16 | Secr Defence Brit | Liquid crystal devices |
| DE3221462A1 (de) * | 1981-06-18 | 1983-01-05 | F. Hoffmann-La Roche & Co AG, 4002 Basel | Fluessigkristallines gemisch |
| US4729639A (en) * | 1982-03-29 | 1988-03-08 | Tektronix, Inc. | Dual frequency addressable liquid crystals and methods of use |
| US4603018A (en) * | 1982-09-27 | 1986-07-29 | Chisso Corporation | 2-cyano-4-halogenophenyl esters |
| US4838657A (en) * | 1984-11-15 | 1989-06-13 | Seiko Epson Corporation | Liquid crystal shutter |
| US7726829B2 (en) * | 2007-03-30 | 2010-06-01 | Stuhr Darlene K | Lighted background for fish tanks and the like |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2309509A1 (fr) * | 1975-04-30 | 1976-11-26 | Thomson Csf | Nouveau compose organique, melange mesomorphe a grande diffusion dynamique comportant ledit compose, et procede de fabrication dudit compose |
| GB1603076A (en) * | 1977-04-05 | 1981-11-18 | Secr Defence | Esters of (+)-4-(2'-methylbutyl)phenol and their use as liquid crystal materials |
| GB2003864B (en) | 1977-08-17 | 1982-02-17 | Thomson Csf | Liquid crystals |
| JPS5490144A (en) * | 1977-11-18 | 1979-07-17 | Dainippon Ink & Chem Inc | 4-n-alkylbenzoxy-3'-chloro-4'-cyanobenzen |
-
1980
- 1980-01-14 GB GB8001115A patent/GB2046731B/en not_active Expired
- 1980-01-16 DE DE19803001423 patent/DE3001423A1/de not_active Withdrawn
- 1980-01-23 US US06/114,775 patent/US4279771A/en not_active Expired - Lifetime
- 1980-01-24 FR FR8001506A patent/FR2453139A1/fr active Granted
- 1980-01-25 CH CH63280A patent/CH641765A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FR2453139A1 (fr) | 1980-10-31 |
| FR2453139B1 (enExample) | 1984-04-20 |
| GB2046731A (en) | 1980-11-19 |
| DE3001423A1 (de) | 1980-08-07 |
| GB2046731B (en) | 1983-04-20 |
| US4279771A (en) | 1981-07-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |