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US 2015/0267119 A1Published application
Polymerisable compounds and the use thereof in liquid-crystal displays
AssigneeMerck Patent GmbH
InventorsEveline BARON, Julian VOGT, Qiong TONG, Constanze BROCKE, Helga HAAS, Alexander HAHN
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Abstract
The present invention relates to polymerisable compounds, to processes and intermediates for the preparation thereof, to liquid-crystal (LC) media comprising them, and to the use of the polymerisable compounds and LC media for optical, electro-optical and electronic purposes, in particular in LC displays, especially in LC displays of the PSA (“polymer sustained alignment”) type.
Claims20
A compound of formula I
- P1-Sp1-(A1-Z1)n-A2-O-Sp4-CH(Sp2-P2)(Sp3-P3) I
- in which:
- P1, P2, P3 independently of each other denote a polymerisable group,
- Sp1-4 independently of each other denote a spacer group or a single bond,
- A1, A2 independently of each other, and on each occurrence identically or differently, denote an aromatic, heteroaromatic, alicyclic or heterocyclic group having 4 to 25 C atoms, which may also contain fused rings, and which is optionally mono- or polysubstituted by L,
- Z1 denotes, on each occurrence identically or differently, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —(CH2)n—, —CF2CH2—, —CH2CF2—, —(CF2)n—, —CH═CH—, —CF═CF—, —CH═CF—, —CF═CH—, —C≡C—, —CH═CH—CO—O—, —O—CO—CH═CH—, —CH2—CH2—CO—O—, —O—CO—CH2—CH2—, —CR0R000—, or a single bond,
- L denotes P1—, P1-Sp1-, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(═O)N(Rx)2, —C(═O)Y1, —C(═O)Rx, —N(Rx)2, optionally substituted silyl, optionally substituted aryl or heteroaryl having 5 to 20 ring atoms, or straight-chain or branched alkyl having 1 to 25, C atoms, in which one or more non-adjacent CH2 groups may each be replaced, independently of one another, by —C(R00)═C(R000)—, —C≡C—, —N(R00)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and in which one or more H atoms may be replaced by F, Cl, CN, P1— or P1-Sp1-,
- R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,
- Y1 is halogen,
- Rx denotes P1—, P1-Sp1-, H, halogen, straight chain, branched or cyclic alkyl having 1 to 25 C atoms, wherein one or more non-adjacent CH2-groups are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are optionally replaced by F, Cl, P1— or P1-Sp1-, optionally substituted aryl, aryloxy, heteroaryl or heteroaryloxy having 5 to 20 ring atom
- n is 1, 2, 3 or 4.
8 more elements
A compound of formula II
- Pg1-Sp1-(A1-Z1)n-A2-O-Sp4-CH(Sp2-Pg2)(Sp3-Pg3) II
- in which
- Sp1-4 independently of each other denote a spacer group or a single bond,
- A1, A2 independently of each other, and on each occurrence identically or differently, denote an aromatic, heteroaromatic, alicyclic or heterocyclic group having 4 to 25 C atoms, which may also contain fused rings, and which is optionally mono- or polysubstituted by L,
- Z1 denotes, on each occurrence identically or differently, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —(CH2)n—, —CF2CH2—, —CH2CF2—, —(CF2)n—, —CH═CH—, —CF═CF—, —CH═CF—, —CF═CH—, —C≡C—, —CH═CH—CO—O—, —O—CO—CH═CH—, —CH2—CH2—CO—O—, —O—CO—CH2—CH2—, —CR00R000—, or a single bond,
- L denotes P1—, P1-Sp1-, F, Cl, Br, I, —CN, —NO2, —NCO, —NCS, —OCN, —SCN, —C(═O)N(Rx)2, —C(═O)Y1, —C(═O)Rx, —N(Rx)2, optionally substituted silyl, optionally substituted aryl or heteroaryl having 5 to 20 ring atoms, or straight-chain or branched alkyl having 1 to 25, C atoms, in which one or more non-adjacent CH2 groups may each be replaced, independently of one another, by C(R00)═C(R000)—, —C≡C—, —N(R00)—, —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and in which one or more H atoms may be replaced by F, Cl, CN, P1— or P1-Sp1-,
- R00 and R000 each, independently of one another, denote H or alkyl having 1 to 12 C atoms,
- Y1 is halogen,
- Rx denotes P1—, P1-Sp1-, H, halogen, straight chain, branched or cyclic alkyl having 1 to 25 C atoms, wherein one or more non-adjacent CH2-groups are optionally replaced by —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O— in such a manner that O- and/or S-atoms are not directly connected with each other, and wherein one or more H atoms are optionally replaced by F, Cl, P1— or P1-Sp1-, optionally substituted aryl, aryloxy, heteroaryl or heteroaryloxy having 5 to 20 ring atom
- n is 1, 2, 3 or 4
- Pg1, Pg2 and Pg3 denote independently of each other OH, a protected hydroxyl group or a masked hydroxyl group, and
- P1 is a polymerizable group.
9 more elements
Dependencies are inferred from the claim text.