Electro-optical liquid crystal display element
First Claim
1. An electro-optical liquid crystal display element, based on an effect from the group consisting of the twisted cell, guest-host, deformation of aligned phase, dynamic scattering, SBE and STN effects, containing a dielectric with at least two liquid-crystalline components, characterized in that, for shortening the switching times, the dielectric contains at least one fluorine-containing compound of the formula I
whereinone of the radicals R1 and R2 is H, F, Cl, Br, --CN, --NCS or an unsubstituted straight-chain alkyl group having 1-15 C atoms, in which one or two CH2 groups can also be replaced by a grouping selected from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C-- and --CH═
CH--, no 2 heteroatoms being directly linked to one another,the other radical R1 or R2 has the formula
space="preserve" listing-type="equation">--X'"'"'--Q'"'"'--Y'"'"'--R.sup.5in whichX'"'"' is --CO--, --O--CO--, --O--, or a single bond,Q'"'"' is alkylene having 2 to 5 C atoms,Y'"'"' is perfluoroalkylene having 2 to 15 C atoms, in which one or more CF2 groups can also be replaced by --CHF-- or --CF═
CF--, andR5 is H, F, or an alkyl group having 1 to 5 C atoms,with the proviso that the group of the formula --X'"'"'--Q'"'"'--Y'"'"'--R5 does not contain more than 15 C atoms in total and contains at least two CF2 groups,A1 and A2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH3 groups and/or CN groups and in which one or two CH groups can also be replaced by N atoms, 1,4-cyclohexylene in which one or two non-adjacent CH2 groups can also be replaced by O atoms and/or S atoms, piperidine-1,4-diyl, 1,4-bicyclo-[2.2.2]octylene, unsubstituted or CN-substituted decahydronaphthalene-2,6-diyl or 1,2,3,4,-tetrahydronaphthalene-2,6-diyl, and A2 is optionally a single bond,m is 0, 1, 2 or 3 andZ1 is --CO--O--, --O--CO--, --OCH2 --, --CH2 O--, --CH2 --CH2 --, substituted ethylene or a single bond,it being possible for the groups A1 to be identical or different and the groups Z1 to be identical or different in the case of m=2 or 3, with the proviso that, in the case of m=0, the sum of the number of C atoms in the two groups R1 and R2 is at least 8.
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Accused Products
Abstract
The invention relates to an electro-optical liquid crystal display element containing a dielectric with at least two liquid-crystalline components, wherein the dielectric, for shortening the switching times, contains at least one fluorine-containing compound of the formula I
R.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --R.sup.2 I
wherein the radicals R1, R2, A1, A2, Z1 and m have the meaning given in claim 1.
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Citations
8 Claims
- 1. An electro-optical liquid crystal display element, based on an effect from the group consisting of the twisted cell, guest-host, deformation of aligned phase, dynamic scattering, SBE and STN effects, containing a dielectric with at least two liquid-crystalline components, characterized in that, for shortening the switching times, the dielectric contains at least one fluorine-containing compound of the formula I
- space="preserve" listing-type="equation">R.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --R.sup.2 I
wherein one of the radicals R1 and R2 is H, F, Cl, Br, --CN, --NCS or an unsubstituted straight-chain alkyl group having 1-15 C atoms, in which one or two CH2 groups can also be replaced by a grouping selected from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C-- and --CH═
CH--, no 2 heteroatoms being directly linked to one another,the other radical R1 or R2 has the formula
space="preserve" listing-type="equation">--X'"'"'--Q'"'"'--Y'"'"'--R.sup.5in which X'"'"' is --CO--, --O--CO--, --O--, or a single bond, Q'"'"' is alkylene having 2 to 5 C atoms, Y'"'"' is perfluoroalkylene having 2 to 15 C atoms, in which one or more CF2 groups can also be replaced by --CHF-- or --CF═
CF--, andR5 is H, F, or an alkyl group having 1 to 5 C atoms, with the proviso that the group of the formula --X'"'"'--Q'"'"'--Y'"'"'--R5 does not contain more than 15 C atoms in total and contains at least two CF2 groups, A1 and A2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH3 groups and/or CN groups and in which one or two CH groups can also be replaced by N atoms, 1,4-cyclohexylene in which one or two non-adjacent CH2 groups can also be replaced by O atoms and/or S atoms, piperidine-1,4-diyl, 1,4-bicyclo-[2.2.2]octylene, unsubstituted or CN-substituted decahydronaphthalene-2,6-diyl or 1,2,3,4,-tetrahydronaphthalene-2,6-diyl, and A2 is optionally a single bond, m is 0, 1, 2 or 3 and Z1 is --CO--O--, --O--CO--, --OCH2 --, --CH2 O--, --CH2 --CH2 --, substituted ethylene or a single bond, it being possible for the groups A1 to be identical or different and the groups Z1 to be identical or different in the case of m=2 or 3, with the proviso that, in the case of m=0, the sum of the number of C atoms in the two groups R1 and R2 is at least 8. - View Dependent Claims (2, 3)
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4. A fluorine-containing compound of the formula:
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R1 --(A1 --Z1)m --A2 --R2 I wherein one of the radicals R1 and R2 is F, Cl, Br, --CN, --NCS, or a straight-chain alkyl group having 1-5 C atoms, in which one or two CH2 groups can also be replaced by a grouping selected from the group comprising --O-- and --CH═
CH--, no two oxygen atoms being directly linked to one another,the other radical R1 or R2 is of the formula
space="preserve" listing-type="equation">--X'"'"'--Q'"'"'--Y'"'"'--R.sup.5in which X'"'"' is --CO--O--, --O--CO--, --O--, or a single bond, Q'"'"' is alkylene having 2-5 C atoms, Y'"'"' is perfluoroalkylene having 2-15 C atoms, and R5 is H or F, with the proviso that the group of the formula --X'"'"'--Q'"'"'--Y'"'"'--R5 does not contain more than 15 C atoms in total, A1 and A2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F atoms and in which one or two CH groups can also be replaced by N atoms, 1,4-cyclohexylene in which one or two non-adjacent CH2 groups can also be replaced by O atoms, m is 1, 2, or 3, and Z1 is [--CO--O--, --O--CO--, --OCH2 --, --CH2 O--,] --CH2 --CH2 --, or a single bond, it being possible for the groups A1 to be identical or different and the groups Z1 to be identical or different in the case of m=2 or 3. - View Dependent Claims (5)
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6. A fluorine-containing compound of the formula:
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space="preserve" listing-type="equation">R.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --R.sup.2 Iwherein one of the radicals R1 and R2 is a straight-chain alkyl group having 1-15 C atoms, in which one or two CH2 groups can also be replaced by --O--, no two oxygen atoms being directly linked to one another, the other radical R1 or R2 is of the formula
space="preserve" listing-type="equation">--X'"'"'--Q'"'"'--Y'"'"'--R.sup.5in which X'"'"' is --CO--O--, --O--, or a single bond, Q'"'"' is alkylene having 2-5 C atoms, Y'"'"' is perfluoroalkylene having 2-15 C atoms, and R5 is H or F, with the proviso that the group of the formula --X'"'"'--Q'"'"'--Y'"'"'--R5 does not contain more than 15 C atoms in total, A1 and A2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one F atom and in which one or two CH groups can also be replaced by N atoms or 1,4-cyclohexylene, m is 1 or 2, and Z1 is a single bond, it being possible for the groups A1 and Z1 to be identical or different in the case of m=2. - View Dependent Claims (7)
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- 8. An electro-optical liquid crystal element, based on an effect from the group consisting of the twisted cell, guest-host, deformation of aligned phase, dynamic scattering, SBE and STN effects, containing a dielectric with at least two liquid-crystalline components, characterized in that, for shortening the switching times, the dielectric contains at least one fluorine-containing compound of the formula I
- space="preserve" listing-type="equation">R.sup.1 --(A.sup.1 --Z.sup.1).sub.m --A.sup.2 --R.sup.2 I
wherein one of the radicals R1 and R2 is H, F, Cl, Br, --CN, --NCS or an unsubstituted or substituted straight-chain alkyl group having 1-15 C atoms, in which one or two CH2 groups can also be replaced by a grouping selected from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --CH--halogen--, --CHCN--, --CCH3 CN--, --C.tbd.C-- and --CH═
CH--, no 2 heteroatoms being directly linked to one another,the other radical R1 or R2 is --OCF2 CF2 H or --CF2 CF2 H, and A1 and A2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F and/or Cl atoms and/or CH3 groups and/or CN groups and in which one or two CH groups can also be replaced by N atoms, 1,4-cyclohexylene in which one or two non-adjacent CH2 groups can also be replaced by O atoms and/or S atoms, piperidine-1,4-diyl, 1,4-bicyclo-[2.2.2]octylene, unsubstituted or CN-substituted decahydronaphthalene-2,6-diyl or 1,2,3,4,-tetrahydronaphthalene-2,6-diyl, and A2 is a single bond, m is 0, 1, 2 or 3 and Z1 is --CO--O--, --O--CO--, --OCH2 --, --CH2 --CH2 --, substituted ethylene or a single bond, it being possible for the groups A1 to be identical or different and for the groups Z1 to be identical or different in the case of m=2 or 3.
Specification
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- Resources
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Current AssigneeMerck Patent GmbH (Merck & Co., Inc.)
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Original AssigneeMerck Patent GmbH (Merck & Co., Inc.)
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InventorsKurmeier, Hans A., Poetsch, Eike, Weber, Georg, Eidenschink, Rudolf, Wachtler, Andreas
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Primary Examiner(s)Stoll, Robert L.
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Assistant Examiner(s)Harris, C.
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Application NumberUS07/294,630Time in Patent Office1,551 DaysField of Search350/350 S, 570/129, 570/131, 570/129, 252/299.61, 252/299.62, 252/299.63, 252/299.64, 252/299.66, 252/299.67, 252/299.6, 252/299.01US Class Current252/299.6CPC Class CodesC09K 19/3001 Cyclohexane ringsC09K 19/3469 Pyrimidine with a specific ...
