US 9,812,658 B2
Porphyrin based sensitizer for dye-sensitized solar cell
Chenyi Yi, Ecublens (CH); Fabrizio Giordano, Lausanne (CH); Shaik Mohammad Zakeeruddin, Bussigny-Lausanne (CH); and Michael Graetzel, St-Sulpice (CH)
Assigned to Ecole Polytechnique Federale de Lausanne (EPFL), Lausanne (CH)
Appl. No. 15/101,975
Filed by Ecole Polytechnique Federale de Lausanne (EPFL), Lausanne (CH)
PCT Filed Dec. 4, 2014, PCT No. PCT/IB2014/066581
§ 371(c)(1), (2) Date Jun. 6, 2016,
PCT Pub. No. WO2015/087210, PCT Pub. Date Jun. 18, 2015.
Claims priority of application No. 13197269 (EP), filed on Dec. 13, 2013.
Prior Publication US 2016/0308150 A1, Oct. 20, 2016
Int. Cl. C07D 487/22 (2006.01); H01L 51/00 (2006.01); C09B 47/00 (2006.01); C07F 3/06 (2006.01); H01G 9/20 (2006.01)
CPC H01L 51/0092 (2013.01) [C07F 3/06 (2013.01); C09B 47/00 (2013.01); H01G 9/2031 (2013.01); H01G 9/2059 (2013.01); H01G 9/2018 (2013.01); Y02E 10/542 (2013.01); Y02E 10/549 (2013.01)] 12 Claims
 
1. A compound of formula (I)

OG Complex Work Unit Drawing
wherein
M is selected from Co, Cu, Fe, Mg, Mn, Ni, Si or Zn or M is two H (hydrogen) substituting two pyrrole moieties constituting the porphyrin core;
A is an acceptor group selected from a moiety according to any one of the formulae (1) to (36) and (103) to (105)

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing
wherein R1-R2, R4-R13, R17-R68 and R137-R141 are substituents independently selected from H, C1-C16 alkyl, C1-C16 alkoxy, C1-C16 thioalkyl, C1-C16 alkoxyalkyl, C4-C16 aryl, C1-C16 arylalkyl or C4-C16 heteroaryl, C4-C16 heteroarylalkyl wherein heteroatoms are selected from O, S, or N;
Anc is an anchoring group selected from a moiety according to any one of formulae (37) to (53)

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing
wherein R69 and R70 are substituents independently selected from H, C1-C16 alkyl, C1-C16 alkoxy, C1-C16 thioalkyl, C1-C16 alkoxyalkyl, C4-C16 aryl, C1-C16 arylalkyl or C4-C16 heteroaryl, C4-C16 heteroarylalkyl wherein heteroatoms are selected from O, S, or N;
L1 and L2 are substituents independently selected from a moiety according to any one of formulae (54) to (65)

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing
wherein R71-R100 are substituents independently selected from H, C1-C16 alkyl, C1-C16 alkoxy, C1-C16 thioalkyl, C1-C16 alkoxyalkyl, C4-C16 aryl, C1-C16 arylalkyl or C4-C16 heteroaryl, C4-C16 heteroarylalkyl wherein heteroatoms are selected from O, S, or N;
Ar1 and Ar2 are donor substituents being selected from a moiety according to any one of formulae (66) to (88)

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing

OG Complex Work Unit Drawing
wherein R101-R136 and R142 are substituents independently selected from H, C1-C16 alkyl, C1-C16 alkoxy, C1-C16 thioalkyl, C1-C16 alkoxyalkyl, C4-C16 aryl, C1-C16 arylalkyl or C4-C16 heteroaryl, C4-C16 heteroarylalkyl wherein heteroatoms are selected from O, S, or N.