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US 2022/0127532 A1Published application
Polymerisable compounds and the use thereof in liquid-crystal displays
AssigneeMerck Patent GmbH
InventorsHelmut HAENSEL, Qiong TONG, Rocco FORTTE, Edward PLUMMER, Thomas EICHHORN
Life of this patent
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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 polymer sustained alignment (PS, PSA) and self-aligning (SA) type.
Claims24
A compound of formula I
- wherein the individual radicals, independently of each other and on each occurrence identically or differently, have the following meanings
- A1, A2 an alicyclic, heterocyclic, aromatic or heteroaromatic group with 4 to 30 ring atoms, which may also contain fused rings, and is optionally substituted by one or more groups L, R or P-Sp-,
- Z1, Z2 —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —OCH2—, —CH2O—, —SCH2—, —(CH2)n1—, —CF2CH2—, —CH2CF2—, —(CF2)n1—, —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—, —CR0R00—, or a single bond,
- R0, R00 H or alkyl having 1 to 12 C atoms,
- Ra, Rb P-Sp-, R or H, wherein at least one of Ra and Rb denotes P-Sp-,
- Rc, Rd H, straight-chain or branched alkyl with 1 to 12, preferably 1 to 6 C atoms, or straight-chain or branched alkenyl with 2 to 12, preferably 2 to 7 C atoms, wherein one or more H atoms are each optionally replaced by F or Cl,
- R H, F, Cl, —CN, or 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—, —N(R0)—, —Si(R0R00)—, —CH═CH— or —C≡C— 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,
- P a polymerisable group,
- Sp a spacer group that is optionally substituted by one or more groups P, or a single bond,
- L F, Cl, —CN, P, P-Sp-, or 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—, —N(R0)—, —Si(R0R00)—, —CH═CH— or —C≡C— 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 P, P-Sp-, F or Cl,
- a, b 0, 1 or 2,
- r1, r2 0, 1, 2 or 3,
- n1 1, 2, 3 or 4.
10 more elements
17, comprising the steps of providing an LC medium comprising one or more compounds of formula I between the substrates of the display, and polymerising the compounds.
A process for the production of an LC display according to
A compound of formula IN
- one of Ra1 and Rb1 is Pg-Sp- and the other is R or Pg-Sp-, Pg is OH or a protected or masked OH group, and
- A1, A2 an alicyclic, heterocyclic, aromatic or heteroaromatic group with 4 to 30 ring atoms, which may also contain fused rings, and is optionally substituted by one or more groups L,R or P-Sp-,
- Z1, Z2 —O—, —S—, —CO—, —CO—O—, —O—CO—, —O—CO—O—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CF2O—, —OCF2—, —CF2S—, —SCF2—, —(CH2)n1—, —CF2CH2—, —CH2CF2—, —(CF2)n1—, —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—, —CR0R00—, or a single bond,
- R0, R00 H or alkyl having 1 to 12 C atoms,
- Rc, Rd H, straight-chain or branched alkyl with 1 to 12, preferably 1 to 6 C atoms, or straight-chain or branched alkenyl with 2 to 12, preferably 2 to 7 C atoms, wherein one or more H atoms are optionally replaced by F or Cl,
- R H, F, Cl, —CN, or 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—, —N(R0)—, —Si(R0R00)—, —CH═CH— or —C≡C— 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,
- P a polymerisable group,
- Sp a spacer group that is optionally substituted by one or more groups P, or a single bond,
- L F, Cl, —CN, P, P-Sp-, or 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—, —N(R0)—, —Si(R0R00)—, —CH═CH— or —C≡C— 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 P, P-Sp-, F or Cl,
- a, b 0, 1 or 2,
- r1, r2 0, 1, 2 or 3,
8 more elements
Dependencies are inferred from the claim text.