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US 9,701,905 B2Granted
Liquid-crystalline medium
AssigneeMerck Patent GmbH
InventorsMichael Junge, Andreas Beyer, Ursula Patwal, Peer Kirsch, Susann Beck, Casper Laurens Van Oosten, Felix Fritz Rudolf Schlosser
Life of this patent
Estimating the term…
Abstract
The application relates to a liquid-crystalline medium comprising at least one dichroic dye having a rylene structure which absorbs red light. The application furthermore relates to a device, preferably a device for the regulation of the passage of energy through a light-transmitting area, which contains the liquid-crystalline medium.
Claims21
A liquid-crystalline medium comprising
- at least one dichroic dye F having a rylene structure whose longest-wave absorption maximum is at a wavelength of greater than 600 nm, and which is selected from the group consisting of compounds of formulae (F-I), (F-II), (F-III), (F-IV) and (F-V),
- wherein
- n is 1, 2, 3, 4, 5, 6, 7 or 8,
- ZF1 is, each independently, a single bond, —C(═O)O—, —OC(═O)—, —C(═O)S—, —SC(═O)—, —CF2—, —CF2—CF2—, —CF2O—, —OCF2— or —O—,
- RF1 is, each independently, an alkyl or alkoxy group having 1 to 10 C atoms, or an alkenyl or alkynyl group having 2 to 10 C atoms, or a cycloalkyl group having 3 to 10 C atoms, which are optionally substituted by one or more radicals RFA, or an aryl or heteroaryl group having 6 to 30 aromatic ring atoms, which are optionally substituted by one or more radicals RFA,
- RF2, RF3, RF4, RF5, RF6 are each independently, H, F, Cl, Br, ORFA, OCH2RFA, SRFA, SCH2RFA, C(═O)ORFA, an alkyl or alkoxy group having 1 to 10 C atoms, or an alkenyl or alkynyl group having 2 to 10 C atoms, or a cycloalkyl group having 3 to 10 C atoms, which are optionally substituted by one or more radicals RFA, or an aryl or heteroaryl group having 6 to 30 aromatic ring atoms, which are optionally substituted by one or more radicals RFA, or an aralkyl or heteroaralkyl group having 6 to 30 aromatic ring atoms, which are optionally substituted by one or more radicals RFA, or an aryloxy or heteroaryloxy group having 6 to 30 aromatic ring atoms, which are optionally substituted by one or more radicals RFA,
- RFA is, each independently, F, Cl, Br, —OCF2RFB, —CF2O—RFB, an alkyl or alkoxy group having 1 to 10 C atoms, or an alkenyl or alkynyl group having 2 to 10 C atoms, or a cycloalkyl group having 3 to 10 C atoms, where the said groups are optionally substituted by one or more radicals RFB, or an aryl or heteroaryl group having 6 to 30 aromatic ring atoms, which are optionally substituted by one or more radicals RFB, and
- RFB is, each independently, F or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms;
- and
- one or more compounds of formula (I)
- wherein
- R11 is H, F, Cl, CN, NCS, R1—O—CO—, R1—CO—O—, an alkyl, alkoxy or thioalkoxy group having 1 to 10 C atoms, or an alkenyl, alkenyloxy or thioalkenyloxy group having 2 to 10 C atoms, in which one or more H atoms in the above-mentioned groups are optionally replaced by F, Cl or CN, and in which one or more CH2 groups in the above-mentioned groups are optionally replaced by O, S, —O—CO— or —CO—O—,
- R1 is an alkyl group having 1 to 10 C atoms, in which one or more hydrogen atoms are optionally replaced by F or Cl, and in which one or more CH2 groups are optionally replaced by O or S,
- Z11 is —CO—O—, —O—CO—, —CF2—CF2—, —CF2—O—, —O—CF2—, —CH2—CH2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —C≡C—, —OCH2—, —CH2O—or a single bond,
- A11 is
- and
- X is, each independently, F, Cl, CN or an alkyl, alkoxy or alkylthio group having 1 to 10 C atoms, in which one or more hydrogen atoms in the above-mentioned groups are optionally replaced by F or Cl, and in which one or more CH2 groups in the above-mentioned groups are optionally replaced by O or S.
14 more elements
A liquid-crystalline medium comprising
- at least one dichroic dye F having a rylene structure whose longest-wave absorption maximum is at a wavelength of greater than 600 nm, and which is selected from the group consisting of the following compounds
- and
- one or more compounds of formula (I)
- wherein
- R11 is H, F, Cl, CN, NCS, R1—O—CO—, R1—CO—O—, an alkyl, alkoxy or thioalkoxy group having 1 to 10 C atoms, or an alkenyl, alkenyloxy or thioalkenyloxy group having 2 to 10 C atoms, in which one or more H atoms in the above-mentioned groups are optionally replaced by F, Cl or CN, and in which one or more CH2 groups in the above-mentioned groups are optionally replaced by O, S, —O—CO— or —CO—O—,
- R1 is an alkyl group having 1 to 10 C atoms, in which one or more hydrogen atoms are optionally replaced by F or Cl, and in which one or more CH2 groups are optionally replaced by O or S,
- Z11 is —CO—O—, —O—CO—, —CF2—CF2—, —CF2—O—, —O—CF2—, —CH2—CH2—, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —C≡C—, —OCH2—, —CH2O—or a single bond,
- A11 is
- and
- X is, each independently, F, Cl, CN or an alkyl, alkoxy or alkylthio group having 1 to 10 C atoms, in which one or more hydrogen atoms in the above-mentioned groups are optionally replaced by F or Cl, and in which one or more CH2 groups in the above-mentioned groups are optionally replaced by O or S.
7 more elements
Dependencies are inferred from the claim text.