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US 8,895,117 B2Granted
Polymerisable compounds and the use thereof in liquid-crystal media and liquid-crystal displays
AssigneeMerck Patent GmbH
InventorsAxel Jansen, Andreas Taugerbeck, Helmut Haensel, Achim Goetz
Life of this patent
Estimating the term…
Abstract
The present invention relates to polymerisable compounds, to processes and intermediates for the preparation thereof, to the use thereof for optical, electro-optical and electronic purposes, in particular in liquid-crystal (LC) media and LC displays having a polymer-stabilized blue phase, and in LC media for LC displays of the PS or PSA (“polymer sustained” or “polymer sustained alignment”) type, and to LC media and LC displays comprising these compounds.
Claims42
A compound of formula 13
- wherein
- L on each occurrence, identically or differently, denotes F, CI, CN, SCN, SF5 or a straight-chain or branched, in each case optionally fluorinated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms,
- r denotes 0, 1, 2, 3 or 4, and
- n denotes an integer between 1 and 24;
- or a compound of formula 15
- wherein
- L on each occurrence, identically or differently, denotes F, CI, CN, SCN, SF5 or a straight-chain or branched, in each case optionally fluorinated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms,
- r denotes 0, 1, 2, 3 or 4, and
- n denotes an integer between 1 and 24;
- or compound (5)
- or of formula I
- Pa—(Spa)s1-A2-Q1-A1-Q2-A3-(Spb)s2—Pb
- in which
- Pa, Pb each, independently of one another, denote a polymerizable group, wherein at least one of Pa and Pb is a methacrylate group,
- Spa, Spb each, independently of one another, denote a spacer group,
- s1,s2 each, independently of one another, denote 0 or 1,
- Q1, Q2 each, independently of one another, denote —CF2O—or —OCF2—,
- A1denotes
- a) trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4′-bicyclohexylene, in which optionally one or more non-adjacent CH2 groups are replaced by —O— and/or —S—, and in which one or more H atoms are optionally replaced by F,
- b1) 1,3-phenylene, in which optionally one or two CH groups are replaced by N and in which one or more H atoms are optionally replaced by L,
- b2) 1,4-phenylene, in which optionally one or two CH groups are replaced by N and in which one or more H atoms are optionally replaced by L, wherein L is not CF2H or CF3,
- c) tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, tetrahydrofuran-2, 5-diyl, cyclobut-1,3-diyl, piperidine-1,4-diyl, thiophene-2, 5-diyl or selenophene-2,5-diyl, each of which is optionally mono- or polysubstituted by L,
- d) bicyclo[1.1.1] pentane-1,3-diyl, bicyclo[2.2.2] octane-1,4-diyl, spiro[3.3]-heptane -2,6-diyl,
- wherein one or more H atoms are optionally replaced by L, and/or one or more double bonds are optionally replaced by single bonds, and/or one or more CH groups are optionally replaced by N,
- R0, R00 each, independently of one another, denote H, F or a straight-chain or branched alkyl having 1 to 12 C atoms, in which one or more H atoms are optionally replaced by F,
- M denotes —O—, —S—, —CH2—, —CHY1—or —CY1Y2—,
- Y1 and Y2 each, independently of one another, denote H, F, OCF3, CI, CN or a straight-chain or branched alkyl having 1 to 12 C atoms, in which one or more H atoms are optionally replaced by F,
- A2, A3 each, independently of one another, denote
- a) trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4′-bicyclohexylene, in which optionally one or more non-adjacent CH2 groups are replaced by —O—and/or —S—, and in which one or more H atoms are optionally replaced by F,
- b) 1,4-phenylene or 1,3-phenylene, in which optionally one or two CH groups are replaced by N and in which one or more H atoms are optionally replaced by L,
- c) tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, tetrahydrofuran-2,5-diyl, cyclobut-1,3-diyl, piperidine-1,4-diyl, thiophene-2,5-diyl or selenophene-2,5-diyl, each of which is optionally mono- or polysubstituted by L,
- d) a saturated, partially unsaturated or fully unsaturated, and optionally substituted, polycyclic radical having 5 to 20 cyclic C atoms, one or more of which are optionally replaced by heteroatoms,
- and in which
- one or more of A1, A2 and A3 are
- b1) 1,3-phenylene, in which one or two CH groups are optionally replaced by N and in which optionally one or more H atoms are replaced by L,
- or one or more of A2 and A3 are
- d) a saturated, partially unsaturated or fully unsaturated, and optionally substituted, polycyclic radicals having 5 to 20 cyclic C atoms, one or more of which are optionally replaced by heteroatoms,
- or Al is,
- d) bicyclo[1.1.1]pentane-1,3-diyl, bicyclo[2.2.2]octane-1,4diyl, spiro[3.3]heptane-2,6-diyl,
- wherein one or more H atoms are optionally replaced by L, and/or one or more double bonds are optionally replaced by single bonds, and/or one or more CH groups are optionally replaced by N,
- or wherein at least one of the following limitations A) or B) apply
- A) wherein each of Al, A2 and A3 are 1,4-phenylene, in which optionally one or two CH groups are replaced by N and in which one or more H atoms are optionally replaced by L, and wherein L is not CF2H or CF3 for Al,
- B) wherein each of A1, A2 and A3 are 1,4-phenylene, in which one or more H atoms are optionally replaced by L, and wherein L is not CF2H or CF3 for Al,
- L on each occurrence, identically or differently, denotes F, CI, CN, SCN, SF5 or a straight-chain or branched, in each case optionally fluorinated alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms.
41 more elements
Dependencies are inferred from the claim text.