US 11,739,265 B2
Aromatic isothiocyanates
Constanze Brocke, Gross-Gerau (DE); Dmitry Ushakov, Muenster (DE); Katharina Linke, Rodgau (DE); Dagmar Klass, Darmstadt (DE); and Carsten Fritzsch, Darmstadt (DE)
Assigned to Merck Patent GmbH, Darmstadt (DE)
Appl. No. 17/637,511
Filed by Merck Patent GmbH, Darmstadt (DE)
PCT Filed Aug. 27, 2020, PCT No. PCT/EP2020/073944
§ 371(c)(1), (2) Date Feb. 23, 2022,
PCT Pub. No. WO2021/037962, PCT Pub. Date Mar. 4, 2021.
Claims priority of application No. 19193976 (EP), filed on Aug. 28, 2019.
Prior Publication US 2022/0306938 A1, Sep. 29, 2022
Int. Cl. G02F 1/1333 (2006.01); C09K 19/04 (2006.01); C07C 331/28 (2006.01); C07D 309/04 (2006.01); C07D 319/06 (2006.01); C09K 19/12 (2006.01); C09K 19/18 (2006.01); C09K 19/30 (2006.01); C09K 19/34 (2006.01)
CPC C09K 19/0403 (2013.01) [C07C 331/28 (2013.01); C07D 309/04 (2013.01); C07D 319/06 (2013.01); C09K 19/12 (2013.01); C09K 19/18 (2013.01); C09K 19/3003 (2013.01); C09K 19/3048 (2013.01); C09K 19/3098 (2013.01); C09K 19/3402 (2013.01); C09K 2019/0407 (2013.01); C09K 2019/0444 (2013.01); C09K 2019/122 (2013.01); C09K 2019/123 (2013.01); C09K 2019/181 (2013.01); C09K 2019/183 (2013.01); C09K 2019/3016 (2013.01); C09K 2019/3056 (2013.01); C09K 2019/3422 (2013.01); C09K 2219/11 (2013.01)] 20 Claims
 
1. A compound of formula U

OG Complex Work Unit Chemistry
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

OG Complex Work Unit Chemistry
 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

OG Complex Work Unit Chemistry
 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.