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US 11,225,606 B2Granted
Polymerizable compounds and the use thereof in liquid-crystal displays
AssigneeMerck Patent GmbH
InventorsQiong Tong, Nico Schwebel, Constanze Brocke, Kaja Deing, Julian Vogt, Elisabeth Meyer
Life of this patent
Estimating the term…
Abstract
The present invention relates to polymerizable compounds, to processes and intermediates for the preparation thereof, to liquid-crystal media comprising them, and to the use of the polymerizable compounds and liquid crystalline media for optical, electro-optical and electronic purposes, in particular in liquid crystalline displays, especially in liquid crystalline displays of the polymer sustained alignment type.
Claims16
A compound of formula I
- P-Sp-Ar-R I
- wherein
- Ar is
- which is substituted by at least one group La and optionally substituted by one or more groups L,
- La is an alkoxy group with 1 to 12 C atoms that is straight-chain or branched, with the proviso that La is not fluorinated,
- L is on each occurrence identically or differently F, Cl, —CN, P-Sp-, or straight chain alkyl having 1 to 25 C atoms, or branched or cyclic alkyl having 3 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 each optionally replaced by F or Cl, or L has the meaning of La,
- P is a polymerizable group consisting of acrylate or methacrylate,
- Sp is a spacer group that is a single bond,
- R is P-Sp-, H or has one of the meanings given for L,
- wherein, if Ar is one of Ar1 to Ar3, all groups P that are present in the compound have the same meaning.
7 more elements
A compound of the following formulae
- which is substituted by at least one group La,
- wherein
- L is on each occurrence identically or differently F, Cl, —CN, P-Sp—, or straight chain alkyl having 1 to 25 C atoms, or branched or cyclic alkyl having 3 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 each optionally replaced by F or Cl, or L has the meaning of La,
- La is an alkoxy group with 1 to 12 C atoms that in straight-chain or branched and is optionally fluorinated,
- Sp is a spacer group or a single bond,
- P is a polymerizable group consisting of acrylate or methacrylate,
- r1, r3, r7 are independently of each other 0, 1, 2 or 3,
- r2 is 0, 1, 2, 3 or 4, and
- r4, r5, r6 are independently of each other 0, 1 or 2,
- with r1+r7≥1, r1+r2+r3≥1, r4+r5≥1, r1+r3+r4≥1, R denotes H.
7 more elements
A process for preparing a compound of formula I P-Sp-Ar-R I wherein Ar is
- which is substituted by at least one group La and optionally substituted by one or more groups L,
- La is an alkoxy group with 1 to 12 C atoms that is straight-chain or branched, with the proviso that La is not fluorinated,
- L is on each occurrence identically or differently F, Cl, —CN, P-Sp-, or straight chain alkyl having 1 to 25 C atoms or branched or cyclic alkyl having 3 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 each optionally replaced by F or Cl, or L has the meaning of La,
- P is a polymerizable group consisting of acrylate or methacrylate,
- Sp is a spacer group that is a single bond,
- R is P-Sp-, H or has one of the meanings given for L,
- wherein, if Ar is one of Ar1 to Ar3, all groups P that are present in the compound have the same meaning,
- by esterification of a compound of the formula
- wherein
- L is on each occurrence identically of differently F, Cl, —Cn, P-Sp-, or straight chain alkyl having 1 to 25 C atoms or branched or cyclic alkyl having 3 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 each optionally replaced by F or Cl, or L has the meaning of La,
- Sp is a spacer group or a single bond,
- r1, r3, r7 are independently of each other 0, 1, 2 or 3,
- r2 is 0, 1, 2, 3 or 4,
- r4, r5, r6 are independently of each other 0, 1 or 2,
- with r1+r7≥1, r1+r2+r3≥1, r4+r5≥1, r1+r3+r4≥1, R denotes H or Pg-Sp, and Pg denotes OH, using corresponding acids, acid derivatives, or halogenated compounds containing a group P, in the presence of a dehydrating reagent.
12 more elements
Dependencies are inferred from the claim text.