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US 11,561,440 B2Granted
Photoalignment composition for the stabilization of the pre-tilt angle in liquid crystal layers
AssigneeRolic Technologies AG
InventorsJean-Francois Eckert, I. -E. Sophie Blattmann, Yuichiro Yamada, Masato Hoshino, Qian Tang
Life of this patent
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Abstract
The present invention relates to a photoalignment composition for the alignment of liquid crystals and the stabilization of the pre-tilt angle in liquid crystal layers. Further the present invention relates to the liquid crystal alignment film and coating layer prepared from the said composition and the use to fabricate optical and electrooptical elements and devices.
Claims13
A liquid crystal photoalignment composition comprising:
- a photoaligning material that is not a polyimide and/or polyamic acid compound, comprising a photoalignment group selected from the group consisting of:
- cinnamate group, stilbene group, cyanostilbene group, coumarine group, quinolone group, azo group, chalcone group, mono- and di- acetylene groups;
- benzylidenephthalimidine group, benzylideneacetophene group, phenylenediacryloyl group;
- chromone group;
- chromene group and stilbazole group;
- wherein said photoalignment group can be substituted or unsubstituted;
- and
- a polyimide and/or polyamic acid compound, each comprising repeating structural units (Ia) and/or (Ib) and optionally comprising different repeating structural units (IIIa) and/or (IIIb);
- wherein the repeating structural units (Ia) and (Ib) are represented by formulae:
- wherein Q is a tetravalent organic residue of a tetracarboxylic dianhydride which is selected from the group consisting of:
- 1,2,3,4-cyclobutanetetracarboxylic acid dianhydride;
- 1,2,3,4-cyclopentanetetracarboxylic acid dianhydride;
- 2,3,5-tricarboxycyclopentylacetic acid dianhydride;
- tetrahydro-4,8-methanofuro[3,4-d]oxepin-1,3,5,7-tetrone;
- 3-(carboxymethyl)-1,2,4-cyclopentanetricarboxylic acid 1,4:2,3-dianhydride;
- hexahydrofuro[3′,4′:4,5]cyclopenta[1,2-c]pyran-1,3,4,6-tetrone;
- 5-(2,5-dioxotetrahydrofuran-3-yl)-3-methyl-3-cyclohexene-1,2-dicarboxylic acid dianhydride;
- pyromellitic acid dianhydride;
- 4-(2,5-dioxotetrahydrofuran-3-yl)tetrahydronaphthalene-1,2-dicarboxylic acid dianhydride;
- 5-(2,5-dioxotetrahydro-3-furanyl)-5-methyl-3a,4,5,9b-tetrahydronaphtho[1,2-c]furan-1,3-dione;
- 5-(2,5-dioxotetrahydro-3-furanyl)-3a,4,5,9b-tetrahydronaphtho[1,2-c]furan-1,3-dione;
- 5-(2,5-dioxotetrahydro-3-furanyl)-7-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione;
- 4-tert-butyl-6-(2,5-dioxotetrahydro-3-furanyl)-2-benzofuran-1,3-dione;
- 4,4′-(hexafluorneoisopropylidene)diphthalic acid dianhydride;
- bicyclo[2.2.2]oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride;
- and
- tetrahydro-5,9-methano-1H-pyrano[3,4-d]oxepin-1,3,6,8(4H)-tetrone;
- and
- wherein n is ≥1;
- and
- wherein A is a divalent organic residue of a H2N—A—NH2 diamine represented by a compound of formula (IVa), (IVb), (IVc), (VIII), (IX), (XII), (XIII), (XIV), (XV), (XVIIIa) or (XVIIIb):
- wherein X1, X1, X3, X4, X5, X6, X10, X11, X13 and X14 are linking groups which are selected from a single bond, unsubstituted or mono- or poly-substituted C1-C8 alkylene;
- unsubstituted or mono- or poly-substituted phenyl, unsubstituted or mono- or poly-substituted naphthalene;
- unsubstituted or mono- or poly-substituted anthracene, or alkoxy groups;
- and wherein the substituent A of formulae (IVa), (IVb), (IVc), (VIII), (IX), (XII), (XIII) and (XIV) is selected from NH, CH2, O or S;
- and
- wherein repeating structural units (IIIa) and (IIIb) are represented by formulae:
- wherein m is greater than 0;
- and
- wherein Q has the same meaning as defined above;
- and
- wherein Q in the repeating structural units of formula (IIIa) or (IIIb) is the same or different than in the repeating structural units of formula (Ia) or (Ib);
- and
- wherein B is a divalent diamine residue.
41 more elements
Dependencies are inferred from the claim text.