# US 5,702,640 A · High-multiplexed supertwist liquid-crystal display > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,702,640 A - Document ID: US5702640A - Status: Granted - Kind: A - Application number: 08/607,446 - Filed: 1996-02-27 - Granted: 1997-12-30 - Earliest claimed: 1993-11-25 - Assignees: Merck Patent GmbH - Inventors: Michael Junge; Volker Reiffenrath - Web page: https://patentgrep.com/patent/US5702640A ## CPC - C07C 69/753: of polycyclic acids - C07C 255/50: to carbon atoms of non-condensed six-membered aromatic rings - C07C 255/54: containing cyano groups and etherified hydroxy groups bound to the carbon skeleton - C09K 19/0208: {Twisted Nematic (T.N.); Super Twisted Nematic (S.T.N.); Optical Mode Interference (O.M.I.)} - C09K 19/18: the chain containing carbon-to-carbon triple bonds, e.g. tolans - C09K 19/3059: {in which at least two rings are linked by a carbon chain containing carbon to carbon triple bonds} - C09K 19/44: containing compounds with benzene rings directly linked - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE ## Abstract The invention relates to improved high-multiplexed supertwist liquid crystal displays in which each pixel is addressed by orthogonal row waver forms, the improvement wherein the nematic liquid crystal mixture consists essentially of 40-80% by weight of at least three compounds having a tolan-4,4'-diyl structure element. ## Claims ### Claim 1 A high-multiplexed supertwist liquid-crystal display containing two plane-parallel outer plates which, together with a frame, form a cell, a nematic liquid-crystal mixture of positive dielectric anisotropy which is present in the cell, electrode layers with superposed alignment layers on the insides of the outer plates which address each pixel by orthogonal row wave forms. pre-tilt angle between the longitudinal axis of the molecules at the surface of the outer plates and the outer plates of from about 1 degree to 30 degrees, and a twist angle of the liquid-crystal mixture in the cell from alignment layer to alignment layer with a value of between 100.degree. and 600.degree., wherein the nematic liquid-crystal mixture consists essentially of a) 15-50% by weight of a liquid-crystalline component A, which is one or more two- or there-ringed compounds having a dielectric anisotropy of more than +1.5; b) 0-25% by weight of a liquid-crystalline component B, which is one or more two- or three-ringed compounds having a dielectric anisotropy form -1.5 to +1.5; c) 40-80% by weight of a liquid-crystalline component T, which is three or more compounds having a tolan-4,4'-diyl structure element, and d) an optically active component D in such an amount that the ratio between the layer thickness (separation of the plane-parallel outer plates) and the natural pitch of the chiral nematic liquid-crystal mixture is from about 0.2 to 1.3, wherein the nematic liquid crystal mixture has a nematic phase range of at least 60.degree. C., a viscosity of not more than 25 mPas, a birefringence of at least 0.1950 and a dielectric anisotropy of at least +1, the dielectric anisotropies of the compounds and the parameters based on the nematic liquid-crystal mixture being based on a temperature of 20.degree. C., and wherein component T comprises at least three compounds of formula I ##STR42## in which R.sup.1 is alkyl, alkoxy, alkenyl or alkenyloxy with 1 to 8 C atoms, L.sup.1 and L.sup.2 are each independently H or F, R.sup.2 is F, OCF.sub.3, alkyl or alkoxy with 1 to 8 C atoms, Z is a single bond, and p is 0 or 1. ### Claim 2 (depends on 1) A display according to claim 1, wherein component A contains at least one compound of formulae II or III, ##STR43## wherein R is alkyl, alkoxy, alkenyl or alkenyloxy with up to 12 C atoms, ##STR44## are each independently ##STR45## L.sup.3 through L.sup.8 are each independently H or F, Z.sup.1 is --COO--, --CH.sub.2 CH.sub.2 -- or a single bond, Z.sup.2 is --COO--, --CH.sub.2 CH.sub.2 --, --C.tbd.C or a single bond, Q is CF.sub.2, OCF.sub.2, CFH, OCFH or a single bond, Y is F or Cl, m is 1 or 2, and n is 0 or 1. ### Claim 3 (depends on 2) A display according to claim 2, wherein component A contains at least one compound of the formulae IIa to IId: ##STR46## ### Claim 4 (depends on 1) A display according to claim 1, wherein component B contains at least one compound of IV1 to IV7: ##STR47## and R.sup.3 and R.sup.4 are alkyl, alkenyl or alkenyloxy with up to 12 carbon atoms. ### Claim 5 (depends on 1) A display according to claim 1, wherein component B contains at least one compound of IV8 to IV21: ##STR48## in which the 1,4-phenylene groups IV7 to IV17 and IV21 may each, independently of one another, also be mono-or polysubstituted by fluorine. ### Claim 6 (depends on 1) A display according to claim 1, wherein component T contains five or more compounds of Ia to Ie: ##STR49## in which alkyl is n-alkyl with 1 to 8 carbon atoms. ### Claim 7 (depends on 1) A display according to claim 1, wherein component T contains one or two compounds of formula Ia1 ##STR50## in which n and m are each independently 1 or 2. ### Claim 8 (depends on 1) A display according to claim 1, wherein the nematic liquid crystal mixture contains 30-60% by weight of at least one compound of formula Ia ##STR51## in which alkyl is n-alkyl with 1-8 carbon atoms. ### Claim 9 (depends on 2) A display according to claim 2, wherein the nematic liquid crystal mixture contains 15-50% by weight of liquid crystalline compound A, consisting essentially of compounds of formula III, and at least 30-50% by weight of at least one compound of formula I wherein R.sup.2 is F or OCF.sub.3. ### Claim 10 (depends on 1) A display according to claim 1, wherein the liquid crystal mixture has an optical anisotropy An of greater than 0.200. ### Claim 11 A liquid-crystal mixture consisting essentially of a) 15-50% by weight of a liquid-crystalline component A, which is one or more two- or there-ringed compounds having a dielectric anisotropy of more than +1.5; b) 0-25% by weight of a liquid-crystalline component B, which is one or more two- or three-ringed compounds having a dielectric anisotropy form -1.5 to +1.5; c) 40-80% by weight of a liquid-crystalline component T, which is three or more compounds having a tolan-4,4'-diyl structure element, and d) an optically active component D in such an amount that the ratio between the layer thickness (separation of the plane-parallel outer plates) and the natural pitch of the chiral nematic liquid-crystal mixture is from about 0.2 to 1,3, wherein the nematic liquid crystal mixture has a nematic phase range of at least 60.degree. C., a viscosity of not more than 25 mPas, a birefringence of at least 0.1950 and a dielectric anisotropy of at least +1, the dielectric anisotropies of the compounds and the parameters based on the nematic liquid-crystal mixture being based on a temperature of 20.degree. C., and wherein component T comprises at least three compounds of formula I ##STR52## in which R.sup.1 is alkyl, alkoxy, alkenyl or alkenyloxy with 1 to 8 C atoms, L.sup.1 and L.sup.2 are each independently H or F, R.sup.2 is F, OCF.sub.3, alkyl or alkoxy with 1 to 8 C atoms, Z is a single bond, and p is 0 or 1. ### Claim 12 A method for improving the switching times and steepness of STN-displays in which each pixel is addressed by an orthogonal row wave form, comprising including in said display a liquid crystalline mixture containing at least one compound ##STR53## wherein n and m are each independently 1 or 2. ### Claim 13 (depends on 1) A display according to claim 1, comprising 40% to 80% by weigh of at least three compounds of formula I, and 5% to 15% by weight of at least one compound of formula IV6 ##STR54## and R.sup.3 and R.sup.4 are alkyl, alkoxy, alkenyl or alkenyloxy with up to 12 carbon atoms. ### Claim 14 A high-multiplexed supertwist liquid-crystal display containing two plane-parallel outer plates which, together with a frame, form a cell, a nematic liquid-crystal mixture of positive dielectric anisotropy which is present in the cell, electrode layers with superposed alignment layers on the insides of the outer plates which address each pixel by orthogonal row wave forms, pre-tilt angle between the longitudinal axis of the molecules at the surface of the outer plates and the outer plates of from about 1 degree to 30 degrees, and a twist angle of the liquid-crystal mixture in the cell from alignment layer to alignment layer with a value of between 100.degree. and 600.degree., wherein the nematic liquid-crystal mixture consists essentially of a) 15-50% by weight of a liquid-crystalline component A, which is one or more two- or there-ringed compounds having a dielectric anisotropy of more than +1.5; b) 0-25% by weight of a liquid-crystalline component B, which is one or more two- or three-ringed compounds having a dielectric anisotropy form -1.5 to +1.5; c) 42-80% by weight of a liquid-crystalline component T, which is three or more compounds having a tolan-4,4'-diyl structure element, and d) an optically active component D in such an amount that the ratio between the layer thickness (separation of the plane-parallel outer plates) and the natural pitch of the chiral nematic liquid-crystal mixture is from about 0.2 to 1.3, wherein the nematic liquid crystal mixture has a nematic phase range of at least 60.degree. C., a viscosity of not more than 25 mPas, a birefringence of at least 0.1950 and a dielectric anisotropy of at least +1, the dielectric anisotropies of the compounds and the parameters based on the nematic liquid-crystal mixture being based on a temperature of 20.degree. C., wherein component T comprises at least three compounds of formula I ##STR55## in which R.sup.1 is alkyl, alkoxy, alkenyl or alkenyloxy with 1 to 8 C atoms, L.sup.1 and L.sup.2 are each independently H or F, R.sup.2 is F, OCF.sub.3, alkyl or alkoxy with 1 to 8 C atoms, Z is a single bond, and p is 0 or 1, and wherein component B contains at least one compound of IV1 to IV4: ##STR56## in which R.sup.3 and R.sup.4 are alkyl, alkoxy, alkenyl or alkenyloxy with up to 12 carbon atoms, with the proviso that the mixture contains 5% to 15% by weight of at least one compound of formula IV6 ##STR57## ### Claim 15 (depends on 1) A display according to claim 1, wherein in at least one compound of formula I, p is 1. ### Claim 16 (depends on 1) A display according to claim 1, wherein p is 1. ### Claim 17 (depends on 11) A liquid crystal mixture according to claim 11, wherein at least one compound of formula I, p is 1. ### Claim 18 (depends on 11) A liquid crystal mixture according to claim 11, wherein p is 1.