Liquid-crystal substances
专利摘要:
Tricyclic cyclohexanecarboxylic acids or cyclohexyl esters of the formula <IMAGE> in which R<1> = CnH2n+1, where n = 1 to 9, R<2> = CnH2n+1-, CnH2n+1O-, CnH2n+1COO-, CnH2n+1 OCOO-, where n = 1 to 9, -CN, -Cl, -Br or -C2H4CN, X = <IMAGE>, R<3> = H, -CH3, -C2H5, -Cl, -Br, -CN or -CH2CN, R<4> = CnH2n+1- or CnH2n+1O-, where n = 0 to 9. As liquid-crystalline substances and/or as essential constituents of mixtures, these compounds have high chemical and thermal stability, no inherent colour, relatively high clearing points at the same time as sufficiently low melting points, and low viscosity values. The liquid crystals can be used both for the production of opto-electronic components and as an orienting (aligning) medium in spectroscopy and in gas chromatography. 公开号:SU920062A1 申请号:SU787770079 申请日:1978-01-23 公开日:1982-04-15 发明作者:Ханз-Еахим Деутшер;Херманн Шуберт;Дитрих Демус;Хорст Крессе;Кристина Зейдел 申请人:Феб Верк Фюр Фернзеэлектроник (Инопредприятие); IPC主号:
专利说明:
(54) LIQUID CRYSTALLINE SUBSTANCES The invention relates to the use of liquid crystal nematic substances in electro-optical devices for modulating transmitted or feeding light, as well as for reproducing numbers, signs and images, 5 as well as an orientation medium for spectroscopy and gas chromatography. It is known that nematic crystals in electric fields can change orientation and can be used to fabricate 10 electro-optical devices 1. Liquid crystals are used as an orienting medium in spectroscopy in the visible region of the spectrum and in the UV region. resonance, 15 as well as in gas chromatography 2. There are a large number of liquid crystal nematic substances, or classes of substances, that are used in electro-optical devices. In electro-optical devices, multiply substituted beisoic acid 3 feiyl esters, such as hydroquinone bis-benzoates or 4G.25 phenyl ester of beisoyloxy acid, are used. However, they are characterized by undesirably high viscosity, which is the reason for the long turn-on and turn-off time of electro-optical devices, especially at low temperatures. Other compounds have an undesirably low brightening point or a melting point too high. Hence the requirement to create new substances that have a low melting point and a high clarification point, low viscosity, as well as a high value of positive dielectric anisotropy and for a specific field of application have more suitable properties than previously known substances. Therefore, either new classes of compounds with such properties are sought, or various mixtures are made, or known liquid crystal substances are modified. When modifying, it is impossible to predict the properties of the resultant compound, since they do not behave themselves additively. It is impossible to predict in general the alable point, just as in many cases the influence of new substitutions on the point of clarification and viscosity. 3920 The purpose of the invention is the use of new liquid-crystalline substances with high chemical and thermal stability, a rather high point of clarification with a rather low melting point, as well as a low viscosity value and not having their own color in the visible region of the spectrum, in electro-optical devices for modulating passing or feed light, as well as the reproduction of numbers, signs and images, and in addition, as an orienting medium for spectroscopy and gas chromatography. Delivered by the fact that compounds of the general formula are used as new liquid-crystalline substances. By adding dyes in quotations, up to 5 mixtures can be colored and used for electro-optical devices G1 based on the guesthost effect. Example 1 Connection with X-S is obtained by reaction of 4-n-alkyl-chloro-hexane chlorides with substituted 4-hydroxybenzoic acid phenyl esters according to scheme Е / нУ d - d 1-ОН- (5У 00- / ОУ and tant npuve / E dnH n4-3 c% / 7-l-3 l -d H2n4r; pNgp-tsO-, pNagt OO-, SpNgp OSOOp7 i-3nCH, -ciT, -Gg5-with gN4SK j 5: - cioo- / Oy , -С1Нз, -СгН5- il, -Вг) -еНгС К. CH С пНгп + 10 - / 7 0-9 which can also be used in a mixture with other liquid chrysanthemums in part 1 {dye dyes. Substances have high chemical and thermal stability, a high clarification point with a rather low luias point, as well as a low viscosity value and do not have their own color in the visible region of the spectrum. By producing mixtures, especially eutectic, the melting point is further lowered, and with an almost unchanged clarification current, the range of operating temperatures is significantly expanded. The transition temperature of the proposed substances is given in tab. 1-3. s / HVcioo YO / 00 1 3 Conversion takes place in pyridine at room temperature; purification of the substances is achieved by repeated recrystallization from methanol. Example 2. Compounds with X-OCC- / H are obtained by reaction of 4-n-alkylcyclohexane chlorides with dibasic hydroquinones. according to the scheme 592006, a cell) a threshold voltage of 4 V / 50 Hz is detected, complete reorientation is reached at 8 V / 50 Hz. Example 5. To substance 57, 17 s of methyl red is added and an oriented preparation with a lying search layer is obtained. When radiating a polarized light. typical absorption bands are detected. methyl red, if the plane of light polarization is parallel to the direction of the oriented structure of the nematic layer. There is no absorption if the polarization of light is located perpendicularly to the direction of the oriented structure of the nematic layer. This proof of the dichroism of methyl red dye is based on the {gented inclusion of dye molecules according to the orientation of the nematic matrix. Since the proposed substances have no absorption in the visible region of the spectrum, they can be successfully used for spectroscopy in this region of the spectrum. Using an electric field (5 V / 50 Hz) in an electro-optical device, the initially superimposed layer is oriented and a color change from red to pale pink is achieved. Table 1 C. and O-C1 41 ScN, 188 77-78 (70) monotropic transformation (59), (70) monotropic transformations (i-0 - Datum2 52 C H, 6 P 53 C, H, 54 GN - k 9 55 five E-CH 4q (, And ,, 0 Continued table. 2 4P GN 53 122 73 186 83 181 69 - 70 190 Table 3 200 82 72
权利要求:
Claims (3) [1] 1. M. Tobias, International Handbook of Liquid Cristal Displais 1975-1978 Ovum I td. [2] London, 1976. 40 2. G. Meier, E. Sachmann, JG Grabmaier, Application of Liqiud Cristals Springer-Ver1ag, Berlin — Heidelberg — New — Walk. 1975. [3] 3. DD — PS 86269, R. Steinstrasser Z. Na — turforsch, 1972, 276, 774 i 45 4. DD — PS 108022 and DD-PS 108023. Angw. Chem, 1972, 84.636.
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同族专利:
公开号 | 公开日 DE2752975C2|1985-07-18| CH639064A5|1983-10-31| GB1596011A|1981-08-19| DE2752975A1|1978-08-17| JPS6160113B2|1986-12-19| DD138473A3|1979-11-07| JPS53113284A|1978-10-03|
引用文献:
公开号 | 申请日 | 公开日 | 申请人 | 专利标题 WO1986002925A1|1984-11-14|1986-05-22|Nauchno-Issledovatelsky Institut Prikladnykh Fizic|LIQUID CRYSTAL 4-n-PENTYL-PHENYL ETHERS OF 4'- BENZOIN ACIDS| US5648021A|1994-01-17|1997-07-15|Hoechst Aktiengesellschaft|Phenanthrene derivatives and their use in liquid-crystalline mixtures| US4113647A|1976-08-13|1978-09-12|The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland|Liquid crystalline materials| JPS6332835B2|1977-12-16|1988-07-01|Hitachi Seisakusho Kk| DE2800553A1|1978-01-07|1979-07-12|Merck Patent Gmbh|CYCLOHEXAN DERIVATIVES| JPS5941983B2|1978-02-17|1984-10-11|Dainippon Ink & Chemicals| FR2419966B1|1978-03-17|1981-08-14|Thomson Csf| US4293434A|1978-08-08|1981-10-06|VEB Werk fur Fernsehelektronik Berlin im VEB Kombinat Mikroelektronik|Liquid crystal compounds| US4279770A|1978-09-20|1981-07-21|Chisso Corporation|Liquid crystal 2,3-dicyano-hydroquinone derivatives| EP0019665B2|1979-05-28|1987-12-16|MERCK PATENT GmbH|Liquid-crystal compositions| DE2933563A1|1979-07-18|1981-02-05|Bbc Brown Boveri & Cie|ANISOTROPE CONNECTIONS WITH NEGATIVE DK ANISOTROPY| US4309304A|1979-11-01|1982-01-05|Exxon Research & Engineering Co.|Liquid crystal compositions for multiplexed displays| US4328116A|1979-11-01|1982-05-04|Minnesota Mining And Manufacturing Company|Liquid crystal compositions for multiplexed displays| US4290905A|1979-12-26|1981-09-22|Kabushiki Kaisha Suwa Seikosha|Ester compound| JPS6321717B2|1980-06-06|1988-05-09|Hitachi Ltd| CH647230A5|1981-06-18|1985-01-15|Hoffmann La Roche|Phenyl esters, and the use thereof as components of liquid-crystalline mixtures| DE3221577A1|1981-06-25|1983-06-16|VEB Werk für Fernsehelektronik im VEB Kombinat Mikroelektronik, DDR 1160 Berlin|NEMATIC LIQUID CRYSTALS AND METHOD FOR PRODUCING THE SAME| US5252252A|1983-09-10|1993-10-12|Merck Patent Gesellschaft Mit Beschraenkter Haftung|Anisotropic compounds and liquid crystal mixtures| DE3332692C2|1983-09-10|1991-01-24|Merck Patent Gmbh, 6100 Darmstadt, De| EP0247466B1|1986-05-22|1993-11-24|F. Hoffmann-La Roche Ag|Liquid-crystal derivatives of phenyl benzoate| US5082589A|1986-05-22|1992-01-21|Hoffmann-La Roche Inc.|Liquid crystalline esters| DE4423098A1|1994-07-01|1996-01-04|Hoechst Ag|Use of conjugated compounds containing pyrimidine groups as electroluminescent materials| KR101677764B1|2009-04-21|2016-11-18|스미또모 가가꾸 가부시끼가이샤|Compound|
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申请号 | 申请日 | 专利标题 DD19733177A|DD138473A3|1977-02-11|1977-02-11|CRYSTALLINE-LIQUID SUBSTANCES| 相关专利
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