US 11,834,599 B2
Aromatic isothiocyanates
Constanze Brocke, Darmstadt (DE); Dmitry Ushakov, Darmstadt (DE); Dagmar Klass, Darmstadt (DE); and Carsten Fritzsch, Darmstadt (DE)
Assigned to Merck Patent GmbH, Darsmstadt (DE)
Appl. No. 17/783,865
Filed by Merck Patent GmbH, Darmstadt (DE)
PCT Filed Dec. 8, 2020, PCT No. PCT/EP2020/085026
§ 371(c)(1), (2) Date Jun. 9, 2022,
PCT Pub. No. WO2021/116080, PCT Pub. Date Jun. 17, 2021.
Claims priority of application No. 19214643 (EP), filed on Dec. 10, 2019.
Prior Publication US 2023/0104326 A1, Apr. 6, 2023
Int. Cl. G02F 1/1333 (2006.01); C09K 19/30 (2006.01); C09K 19/04 (2006.01); C09K 19/12 (2006.01); C09K 19/18 (2006.01)
CPC C09K 19/3098 (2013.01) [C09K 19/3059 (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 2019/3063 (2013.01); C09K 2219/11 (2013.01)] 16 Claims
 
1. A compound of formula C

OG Complex Work Unit Chemistry
in which
RC 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 denotes 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,
ZC1, ZC2 identically or differently, denote —CH═CH—, —CF═CF—, —CH═CF—,
—CF═CH—, —C≡C— or a single bond,
X denotes Cl or F,
Y denotes H, Cl, F, alkyl or alkoxy each having 1 to 6 C atoms,
t is 0, 1 or 2, and

OG Complex Work Unit Chemistry
denote a radical selected from the following groups:
a) 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,
b) the group consisting of trans-1,4-cyclohexylene, 1,4-cyclohexenylene, bicyclo[1.1.1]-pentane-1,3-diyl, 4,4′-bicyclohexylene, bicyclo[2.2.2]octane-1,4-diyl or 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 or selenophene-2,5-diyl, each of which may also be mono- or polysubstituted by L, and
L on each occurrence, identically or differently, denotes F, Cl, CN, SCN, SF5 or straight-chain, in each case optionally fluorinated, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, 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.