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US 2023/0056437 A1Published application
Azo dye
AssigneeMerck Patent GmbH
InventorsPeer KIRSCH, Kerstin ALTENBURG, René LUTZ, Susann GUNST, Michael JUNGE, Ursula PATWAL
Life of this patent
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Abstract
The present invention relates to azo dye of formula I defined in claim 1, to a liquid crystalline medium comprising said azo dye, the use of said medium for optical, electrooptical and electronic purposes, in particular in devices for regulating the passage of energy from an outside space into an inside space, for example in windows. The invention further relates to a device containing the liquid crystalline medium according to the invention.
Claims16
Compound of formula I
- in which
- W11, W12 identically or differently, denote O, S or Se,
- on each occurrence, identically or differently, denotes
- R11, R12, identically or differently, denote H, F, straight-chain or branched alkyl having 1 to 25 C atoms, in which, in addition, one or more non-adjacent CH2 groups may each be replaced, independently of one another, by —C(Rz)═C(Rz)—, —C≡C—, —N(Rz)—, —O—, —S—, —CO—,
- —CO—O—, —O—CO— or —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by F, Cl, Br, I or CN,
- Rz on each occurrence, identically or differently, denotes H, halogen, straight-chain, branched or cyclic alkyl having 1 to 25 C atoms, in which, in addition, one or more non-adjacent CH2 groups may be replaced by —O—, —S—, —CO—, —CO—O—, —O—CO— or —O—CO—O— in such a way that O and/or S atoms are not linked directly to one another, and in which, in addition, one or more H atoms may be replaced by F or Cl,
- A11, A12 each, independently of one another, denote an aryl or heteroaryl group, which may be substituted by one or more radicals L,
- A21, A22 are each, independently of one another, defined like A11 or denote a cyclic alkyl group having 3 to 10 C atoms, in which 1 to 4 CH2 groups may be replaced by O in such a way that no two O atoms are adjacent,
- L on each occurrence, identically or differently, denotes OH, CH2OH, F, Cl, Br, I, —CN, —NO2, SF5, —NCO, —NCS, —OCN, —SCN, —C(═O)N(Rz)2, —C(═O)Rz, —N(Rz)2, optionally substituted silyl, optionally substituted aryl having 6 to 20 C atoms, or straight-chain or branched alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 25 C atoms, in which, in addition, one or more H atoms may be replaced by F or Cl, an aryl or heteroaryl group, which may be substituted by one or more radicals L, and alternatively two adjacent groups L together also denote a straight-chain or branched alkylene group having 2 to 10 C atoms, in which one, several or all H atoms may be replaced by F and in which one or more —CH2CH2— groups can be replaced by —CH═CH—,
- Z10, Z11, Z12 on each occurrence, identically or differently, denote a single bond, —N═N—, —CH═N—, —N═CH—, —N═N(O)—, —N(O)═N—, —CRx1═CRx2—, —(CRx1═CRx2)2—, —C≡C—, —C(═O)—, —CH═CH—C(═O)—, —C(═O)—CH═CH—, —CH═CH—COO— or —OCO—CH═CH—,
- Z21, Z22 on each occurrence, identically or differently, have one of the meanings of Z10 or denote —O—, —S—, —CRy1Ry2—, —CF2O—, —OCF2—, —C(O)—O—, —O—C(O)—, —O—C(O)—O—, —OCH2—, —CH2O—, —SCH2—, —CH2S—, —CF2S—, —SCF2—, —(CH2)n1—, —CF2CH2—, —CH2CF2—, or —(CF2)n1—,
- Rx1, Rx2, independently of one another, denote H, F, Cl, CN or alkyl having 1-12 C atoms,
- Ry1, Ry2 each, independently of one another, denote H or alkyl having 1-12 C atoms,
- Rx11, Rx12,
- Rx13, Rx14 independently of one another, denote H, F, Cl, CN, alkyl, alkenyl, alkoxy or alkenyloxy having 1-12 C atoms,
- r and t, independently of one another, denote 0, 1 or 2,
- s 0 or 1, and
- n1 denotes 1, 2, 3 or 4,
- and wherein one or more of Z10, Z11, Z12, Z21, Z22, denote —N═N—.
16 more elements
Dependencies are inferred from the claim text.