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US 12,006,463 B2Granted
Polymerizable liquid crystal having a quinoxaline-hydrazone core
AssigneeRolic Technologies AG
InventorsShinnosuke Yamauchi, Fabien Nekelson, Sabrina Chappellet
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Abstract
The invention relates to novel anisotropic compounds of formula (I) as well as liquid crystalline mixtures, films and electro-optical devices comprising the compound.
Claims16
An anisotropic compound of formula (I)
- wherein
- R1, R2 and R3 are independently from each other selected from the group consisting of hydrogen, C1-C12 straight alkyl chain, C3-C12 branched alkyl chain, C3-C12 alkenyl, C1-C12 alkoxy, C3-C12 alkenyloxy, —(CH2)m—C(CH3)3, NO2, CN, COR, —COOR, —OCOR, —CONR′R, —NR′COR, OCOOR, —OCONR′R, —NR′COOR, —F, —Cl, —CF3 and —OCF3;
- in which
- m is an integer between 0 and 12;
- R is selected from the group consisting of hydrogen, an C1-8 alkyl group, an C3-18 alkenyl group, —(CH2)p—C—(CF3)3, CN and unsubstituted or substituted phenyl ring, wherein the substituent of the phenyl ring is selected from the group consisting of C1-C6 straight alkyl chain, or C3-C6 branched alkyl chain, C1-C6 alkoxy, — C—(CH3)3, halogen, —CF3, NO2, CN, COR′″, —COOR′″, —COOR′‘, —CONR″R′″, —NR″COR′″, OCOOR′″, —COONR″R′″, —NR″COOR′″, —F, —Cl, —CF3 and —OCF3;
- in which
- R″ is selected from the group consisting of hydrogen, a lower alkyl group and a lower alkenyl group;
- R′″ is selected from the group consisting of hydrogen, an C1-18 alkyl group and an C3-18 alkenyl group;
- p is an integer between 0 and 12;
- R′ is selected from the group consisting of hydrogen, lower alkyl, lower alkenyl and lower alkoxy;
- n is 0, 1, 2 or 3;
- Y is selected from the group consisting of H, or substituted or unsubstituted alkyl group having 1 to 12 carbon atoms;
- Z is selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, wherein one or more carbon atoms may be replaced by —O—, —COO—, —OCO—, —OOC—, —O(CO)O—, —N—, —NRa—, —CON—, —CO—Rb, —NH—Rc, wherein Ra is a C1-C12 alkyl group, Rb and Rc are independently from each other a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or an organic group having 6 to 30 carbon atoms that includes at least one aromatic ring, or a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms;
- rings C and D are independently from each other selected from the group consisting of phenyl, biphenyl, naphthyl, cycloalkyl, bicycloalkyl,
- with the proviso that at least one of rings C or D contains an aromatic ring;
- ring E is selected from the group consisting of phenyl, biphenyl and naphthyl;
- substituents X1 and X2 are independently from each other selected from the group consisting of hydrogen, C1-C12 substituted or unsubstituted straight alkyl chain, C3-C12 substituted or unsubstituted branched alkyl chain, C3-C12 substituted or unsubstituted straight chain or branched alkenyl chain and C1-C12 alkoxy, wherein one or more carbon atoms may be replaced by —O—, —COO—, —OCO—, —OOC—, —O(CO)O—, —N—, —NR—, —CON—, wherein R is a C1-C12 alkyl group;
- or substituents X1 and X2 independently from each other are represented by the group of formula (II)
- wherein in the group of formula (II), n is an integer between 0 and 24, and one or more carbon atoms may be replaced by —O—, —COO—, —OCO—, —OOC—, —O(CO)O—, —N—, —NR—, —CON—, wherein R is a C1-C12 alkyl group;
- PG in the group of formula (II) represents a polymerisable group selected from the group consisting of CH2═C(Ph)-, CH2═CW—COO—, CH2═CH—COO-Ph-, CH2═CW—CO—NH—, CH2═CH—O—, CH2═CH—OOC—, Ph-CH═CH—, CH2═CH-Ph-, CH2═CH-Ph-O—, R3-Ph-CH═CH—COO—, R3—OOC—CH═CH-Ph-O— and 2-W-epoxyethyl;
- in which W represents H, Cl, Ph or a lower alkyl and R3 represents a lower alkyl with the proviso that when R3 is attached to a phenylene group (-Ph-) it may also represent hydrogen or a lower alkoxy.
18 more elements
Dependencies are inferred from the claim text.