US 12,410,198 B2
Derivatives of pyrrolopyrrole cyanines and uses thereof
Fabrice Odobel, Nantes (FR); Yann Pellegrin, Orvault (FR); Thibaut Baron, Nantes (FR); Denis Jacquemin, Nantes (FR); Fréderic Sauvage, Orival (FR); and Waad Naim, Amiens (FR)
Assigned to CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, Paris (FR); NANTES UNIVERSITÉ, Nantes (FR); and UNIVERSITE DE PICARDIE JULES VERNE, Amiens (FR)
Appl. No. 18/259,567
Filed by CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, Paris (FR); NANTES UNIVERSITE, Nantes (FR); and UNIVERSITE DE PICARDIE JULES VERNE, AMIENS (FR)
PCT Filed Dec. 21, 2021, PCT No. PCT/EP2021/086964
§ 371(c)(1), (2) Date Jun. 27, 2023,
PCT Pub. No. WO2022/144228, PCT Pub. Date Jul. 7, 2022.
Claims priority of application No. 20306699 (EP), filed on Dec. 28, 2020.
Prior Publication US 2024/0083923 A1, Mar. 14, 2024
Int. Cl. H01B 1/00 (2006.01); B01J 21/06 (2006.01); B01J 31/38 (2006.01); B01J 35/00 (2006.01); B01J 35/39 (2024.01); C07F 5/02 (2006.01); C09B 23/01 (2006.01); H01B 1/12 (2006.01); H01G 9/00 (2006.01); H01G 9/20 (2006.01); H10K 85/30 (2023.01); H10K 85/60 (2023.01)
CPC C07F 5/02 (2013.01) [B01J 21/063 (2013.01); B01J 31/38 (2013.01); B01J 35/19 (2024.01); B01J 35/39 (2024.01); C07F 5/027 (2013.01); C09B 23/0075 (2013.01); H01B 1/121 (2013.01); H01G 9/2059 (2013.01); H01G 9/2063 (2013.01); H10K 85/322 (2023.02); H10K 85/658 (2023.02)] 13 Claims
OG exemplary drawing
 
1. A compound having the following formula (I):

OG Complex Work Unit Chemistry
wherein:
Ar is selected from the group consisting of:
a phenyl group; and
a phenyl group substituted with at least one substituent L selected from the group consisting of:
(C1-C16)alkyl groups;
(C1-C16)alkoxy groups; and
(C1-C16)thioalkyl groups;
Y is selected from the group consisting of:
a phenylene radical; and
a thiophenylene radical;
a furanylene radical; and
W is a phenyl group comprising at least one substituent Z,
wherein Z is selected from the group consisting of:
(C1-C12)alkyl groups;
(C1-C12)alkoxy groups; and
di((C1-C12)alkyl)amino groups;
R1 is H;
R2 is an anchoring group selected from the group consisting of:
a —COOH group;
a —C(═O)—NH(OH) group;
a —CH═C(CN)(COOH) group; and
a —PO3H2 group;
R3 is selected from the group consisting of:
H;
an anchoring group selected from the group consisting of:
a —COOH group;
a —C(═O)—NH(OH) group;
a —CH═C(CN)(COOH) group; and
a —PO3H2 group;
(C1-C16)alkyl groups;
(C1-C16)alkoxy groups;
(C1-C16)thioalkyl groups; and
a group having the following formula (III):

OG Complex Work Unit Chemistry
wherein R5 and R6, identical or different, are selected from the group consisting of:
(C1-C16)alkyl groups;
a group having the following formula (IV):

OG Complex Work Unit Chemistry
R7 being a (C1-C16)alkyl group;
a group having the following formula (V):

OG Complex Work Unit Chemistry
Ra being a (C1-C16)alkyl group;
a group having the following formula (VI):

OG Complex Work Unit Chemistry
R9 being a (C1-C16)alkyl group;
a group having the following formula (III-1):

OG Complex Work Unit Chemistry
wherein R′5 and R′6, identical or different, are a group having the following formula (VI-1):

OG Complex Work Unit Chemistry
R′9 being a (C1-C16)alkyl group;
R4 is selected from the group consisting of:
H;
(C1-C16)alkyl groups;
(C1-C16)alkoxy groups;
(C1-C16)thioalkyl groups; and
a group having the following formula (VII):

OG Complex Work Unit Chemistry
wherein R10 and R11, identical or different, are selected from the group consisting of:
(C1-C16)alkyl groups;
a group having the following formula (VIII):

OG Complex Work Unit Chemistry
R12 being a (C1-C16)alkyl group;
a group having the following formula (IX):

OG Complex Work Unit Chemistry
R13 being a (C1-C16)alkyl group;
a group having the following formula (X):

OG Complex Work Unit Chemistry
R14 being a (C1-C16)alkyl group.