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US 11,739,265 B2Granted
Aromatic isothiocyanates
AssigneeMerck Patent GmbH
InventorsConstanze Brocke, Dmitry Ushakov, Katharina Linke, Dagmar Klass, Carsten Fritzsch
Life of this patent
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Abstract
The present invention relates to aromatic isothiocyanates of formula U as defined in claim 1, to liquid-crystalline media comprising one or more compounds of formula U and to high-frequency components comprising these media, especially microwave components for high-frequency devices, such as devices for shifting the phase of microwaves, tunable filters, tunable metamaterial structures, and electronic beam steering antennas, e.g. phased array antennas.
Claims20
A compound of formula U
- in which
- RU denotes H, alkyl or alkoxy having 1 to 12 C atoms, or alkenyl, alkenyloxy or alkoxyalkyl having 2 to 12 C atoms, in which one or more CH2 groups may be replaced by
- or a group RP,
- RP denotes halogen, CN, NCS, RF, RF—O— or RF—S—, wherein RF denotes fluorinated alkyl having 1 to 9 C atoms or fluorinated alkenyl having 2 to 9 C atoms,
- ZU1, ZU2 identically or differently, denote —CH═CH—, —CH═CF—, —CH═CF—, —CF═CH—, —C≡C— or a single bond,
- X1, X2,
- X3 and X4 identically or differently, denote Cl or F,
- t is 0 or 1, and
- identically or differently, denote a radical selected from:
- the group consisting of 1,4-phenylene, 1,4-naphthylene, and 2,6-naphthylene, in which one or two CH groups may be replaced by N and in which one or more H atoms may be replaced by L, wherein tetrafluoro-1,4-phenylene is excluded,
- b) the group consisting of trans-1,4-cyclohexylene, 1,4-cyclo-hexenylene, bicyclo[1.1.1]pentane-1,3-diyl, 4,4′-bicyclohexylene, bicyclo[2.2.2]octane-1,4-diyl, and spiro[3.3]heptane-2,6-diyl, in which one or more non-adjacent CH2 groups may be replaced by —O— and/or —S— and in which one or more H atoms may be replaced by F,
- c) the group consisting of thiophene-2,5-diyl, thieno[3,2-b]thiophene-2,5-diyl, and selenophene-2,5-diyl, each of which may also be mono- or polysubstituted by L,
- L on each occurrence, identically or differently, denotes F, Cl, CN, SCN, SF5 or straight-chain, in each case optionally fluorinated, alkyl, alkoxy, alkylcarbonyl, alkoxy-carbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 1 to 12 C atoms or branched, in each case optionally fluorinated, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, alkylcarbonyloxy or alkoxycarbonyloxy having 3 to 12 C atoms.
10 more elements
A compound selected from the group consisting of compounds 1 to 50
- 1
- 1,2,4,5-Tetrafluoro-3-isothiocyanato-6-[4-(4-
- propylcyclohexyl)phenyl]benzene
- 2
- 1,2,4,5-Tetrafluoro-3-isothiocyanato-6-[4-[4-
- (trifluoromethoxy)phenyl]phenyl]benzene
- 3
- 1-[4-[2-(4-Butylphenyl)ethynyl]phenyl]-2,3,5,6-tetrafluoro-4-
- isothiocyanato-benzene
- 4
- 1,2,4,5-Tetrafluoro-3-isothiocyanato-6-[4-[2-[4-
- (trifluoromethoxy)phenyl]ethynyl]phenyl]benzene
- 5
- 6
- 7
- 8
- 9
- 10
- 11
- 12
- 13
- 14
- 15
- 16
- 17
- 18
- 19
- 20
- 21
- 22
- 23
- 24
- 25
- 25
- 26
- 27
- 28
- 29
- 30
- 31
- 32
- 33
- 34
- 35
- 36
- 37
- 38
- 39
- 40
- 41
- 42
- 43
- 44
- 45
- 46
- 47
- 48
- 49
- 50
- 51
- 52
58 more elements
Dependencies are inferred from the claim text.