DE2338542A1 - Fluessigkristalline verbindungen - Google Patents
Fluessigkristalline verbindungenInfo
- Publication number
- DE2338542A1 DE2338542A1 DE19732338542 DE2338542A DE2338542A1 DE 2338542 A1 DE2338542 A1 DE 2338542A1 DE 19732338542 DE19732338542 DE 19732338542 DE 2338542 A DE2338542 A DE 2338542A DE 2338542 A1 DE2338542 A1 DE 2338542A1
- Authority
- DE
- Germany
- Prior art keywords
- acrylonitrile
- compounds
- butoxyphenyl
- carbon atoms
- formula
- 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.)
- Ceased
Links
- 150000001875 compounds Chemical class 0.000 title claims description 25
- 239000007788 liquid Substances 0.000 title claims description 6
- -1 p-ethoxyphenyl Chemical group 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000002178 crystalline material Substances 0.000 claims description 4
- 125000004423 acyloxy group Chemical group 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 2
- DAEJVQRKTVVJNV-UHFFFAOYSA-N 2-(4-butoxyphenyl)-3-(4-hexoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCCC)=CC=C1C=C(C#N)C1=CC=C(OCCCC)C=C1 DAEJVQRKTVVJNV-UHFFFAOYSA-N 0.000 claims 1
- RQDVMPULKFEAAN-UHFFFAOYSA-N 2-(4-butoxyphenyl)-3-(4-hexylphenyl)prop-2-enenitrile Chemical compound C1=CC(CCCCCC)=CC=C1C=C(C#N)C1=CC=C(OCCCC)C=C1 RQDVMPULKFEAAN-UHFFFAOYSA-N 0.000 claims 1
- IFNDHHAQGVDWPZ-UHFFFAOYSA-N 2-(4-butoxyphenyl)-3-(4-propylphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCC)=CC=C1C(C#N)=CC1=CC=C(CCC)C=C1 IFNDHHAQGVDWPZ-UHFFFAOYSA-N 0.000 claims 1
- KPEKIZZRFJCOQY-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(4-pentoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCC)=CC=C1C=C(C#N)C1=CC=C(OC)C=C1 KPEKIZZRFJCOQY-UHFFFAOYSA-N 0.000 claims 1
- CRTYPLXIVLOVEB-UHFFFAOYSA-N 3-(4-hexoxyphenyl)-2-(4-methoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCCC)=CC=C1C=C(C#N)C1=CC=C(OC)C=C1 CRTYPLXIVLOVEB-UHFFFAOYSA-N 0.000 claims 1
- KMFVFXNSJGWMTG-UHFFFAOYSA-N [4-[1-cyano-2-(4-methoxyphenyl)ethenyl]phenyl] decanoate Chemical compound C1=CC(OC(=O)CCCCCCCCC)=CC=C1C(C#N)=CC1=CC=C(OC)C=C1 KMFVFXNSJGWMTG-UHFFFAOYSA-N 0.000 claims 1
- 150000008360 acrylonitriles Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000011521 glass Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229910003437 indium oxide Inorganic materials 0.000 description 2
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- AFFXMBXELMJCND-UHFFFAOYSA-N 2-(4-butoxyphenyl)-3-(4-octoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCCCCC)=CC=C1C=C(C#N)C1=CC=C(OCCCC)C=C1 AFFXMBXELMJCND-UHFFFAOYSA-N 0.000 description 1
- VHKGTUGVFNRFKF-UHFFFAOYSA-N 2-(4-ethoxyphenyl)-3-(4-octoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCCCCC)=CC=C1C=C(C#N)C1=CC=C(OCC)C=C1 VHKGTUGVFNRFKF-UHFFFAOYSA-N 0.000 description 1
- CRCUVGFAXSGKCN-UHFFFAOYSA-N 2-(4-hexoxyphenyl)-3-(4-octoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCCCCC)=CC=C1C=C(C#N)C1=CC=C(OCCCCCC)C=C1 CRCUVGFAXSGKCN-UHFFFAOYSA-N 0.000 description 1
- WXPRERLTTPWOMQ-UHFFFAOYSA-N 2-(4-methoxyphenyl)-3-(4-octoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCCCCC)=CC=C1C=C(C#N)C1=CC=C(OC)C=C1 WXPRERLTTPWOMQ-UHFFFAOYSA-N 0.000 description 1
- QANYCYZKKRHEIF-UHFFFAOYSA-N 2-(4-methylphenyl)-3-(4-pentoxyphenyl)prop-2-enenitrile Chemical compound C1=CC(OCCCCC)=CC=C1C=C(C#N)C1=CC=C(C)C=C1 QANYCYZKKRHEIF-UHFFFAOYSA-N 0.000 description 1
- GWXUVWKBVROFDM-UHFFFAOYSA-N 4-hexoxybenzaldehyde Chemical compound CCCCCCOC1=CC=C(C=O)C=C1 GWXUVWKBVROFDM-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 101150046432 Tril gene Proteins 0.000 description 1
- GGBWIRLUKSASBZ-UHFFFAOYSA-N [4-[2-cyano-2-(4-propylphenyl)ethenyl]phenyl] hexanoate Chemical compound C1=CC(OC(=O)CCCCC)=CC=C1C=C(C#N)C1=CC=C(CCC)C=C1 GGBWIRLUKSASBZ-UHFFFAOYSA-N 0.000 description 1
- 229920006397 acrylic thermoplastic Polymers 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 229920006332 epoxy adhesive Polymers 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 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
- C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
- C09K19/16—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon double bonds, e.g. stilbenes
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 (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL7211383A NL7211383A (enrdf_load_stackoverflow) | 1972-08-18 | 1972-08-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2338542A1 true DE2338542A1 (de) | 1974-02-28 |
Family
ID=19816748
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19732338542 Ceased DE2338542A1 (de) | 1972-08-18 | 1973-07-30 | Fluessigkristalline verbindungen |
Country Status (8)
Country | Link |
---|---|
JP (1) | JPS4956959A (enrdf_load_stackoverflow) |
BE (1) | BE803692A (enrdf_load_stackoverflow) |
CH (1) | CH585703A5 (enrdf_load_stackoverflow) |
DE (1) | DE2338542A1 (enrdf_load_stackoverflow) |
FR (1) | FR2196330B1 (enrdf_load_stackoverflow) |
GB (1) | GB1380517A (enrdf_load_stackoverflow) |
NL (1) | NL7211383A (enrdf_load_stackoverflow) |
SE (1) | SE403473B (enrdf_load_stackoverflow) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2641861A1 (de) * | 1975-09-25 | 1977-04-07 | Philips Nv | Nematisch fluessigkristallines gemisch von alpha-cyanostilbenen und dessen anwendung in bildwiedergabevorrichtungen |
US4147655A (en) * | 1977-01-14 | 1979-04-03 | Thomson-Csf | Liquid crystals with improved properties and devices using such liquid crystals |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2255776B (en) * | 1990-02-08 | 1993-09-08 | Secr Defence | Liquid crystal cyanoalkanes and cyanoalkenes |
GB9002830D0 (en) * | 1990-02-08 | 1990-04-04 | Secr Defence | L.c.cyanoalkenes & alkenes |
EP1764405A1 (en) * | 2005-09-20 | 2007-03-21 | Rolic AG | Functionalized photoreactive compounds |
-
1972
- 1972-08-18 NL NL7211383A patent/NL7211383A/xx not_active Application Discontinuation
-
1973
- 1973-07-30 DE DE19732338542 patent/DE2338542A1/de not_active Ceased
- 1973-08-15 GB GB3852573A patent/GB1380517A/en not_active Expired
- 1973-08-15 SE SE7311144A patent/SE403473B/xx unknown
- 1973-08-15 CH CH1176973A patent/CH585703A5/xx not_active IP Right Cessation
- 1973-08-15 JP JP9163073A patent/JPS4956959A/ja active Pending
- 1973-08-16 BE BE134655A patent/BE803692A/xx unknown
- 1973-08-17 FR FR7329989A patent/FR2196330B1/fr not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2641861A1 (de) * | 1975-09-25 | 1977-04-07 | Philips Nv | Nematisch fluessigkristallines gemisch von alpha-cyanostilbenen und dessen anwendung in bildwiedergabevorrichtungen |
US4089588A (en) * | 1975-09-25 | 1978-05-16 | U.S. Philips Corporation | Nematic liquid crystalline mixture of α-cyanostilbenes and application thereof in image display devices |
US4147655A (en) * | 1977-01-14 | 1979-04-03 | Thomson-Csf | Liquid crystals with improved properties and devices using such liquid crystals |
Also Published As
Publication number | Publication date |
---|---|
GB1380517A (en) | 1975-01-15 |
FR2196330A1 (enrdf_load_stackoverflow) | 1974-03-15 |
NL7211383A (enrdf_load_stackoverflow) | 1974-02-20 |
JPS4956959A (enrdf_load_stackoverflow) | 1974-06-03 |
BE803692A (fr) | 1974-02-18 |
FR2196330B1 (enrdf_load_stackoverflow) | 1978-05-19 |
CH585703A5 (enrdf_load_stackoverflow) | 1977-03-15 |
SE403473B (sv) | 1978-08-21 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
OD | Request for examination | ||
8131 | Rejection |