Organic dye for a dye-sensitized solar cell

Patent metadata

Field	Value
Publication number	US-9257236-B2
Application number	US-201314396212-A
Country	US
Kind code	B2
Filing date	Apr 19, 2013
Priority date	Apr 23, 2012
Publication date	Feb 9, 2016
Grant date	Feb 9, 2016

Abstract

Organic dye for a dye-sensitized solar cell (DSSC) comprising at least one electron-acceptor unit and at least one π-conjugated unit. Said organic dye is particularly useful in a dye-sensitized photoelectric transformation element which, in its turn, can be used in a dye-sensitized solar cell (DSSC).

First claim

The invention claimed is:

1. Organic dye having general formula (I):
X-(T) n -Y-(T) n -Z  (I)

wherein:
X and Z, equal to or different from each other, represent a hydrogen atom; or are selected from the following groups: a —COOH group, a carboxycyanovinylene group having formula (II) or (III):

wherein R 2 and R 3 , equal to or different from each other, represent an hydrogen atom, or are selected from C 1 -C 16 alkyl groups linear or branched; with the provision that at least one of X and Z is not an hydrogen atom;
T represents a 2,5-thienylene group having general formula (IV):

wherein R 4 and R 5 , equal to or different from each other, represent an hydrogen atom; or are selected from: C 4 -C 20 alkyl groups, linear or branched, saturated or unsaturated, optionally containing heteroatoms, C 4 -C 12 cycloalkyl groups, optionally substituted, C 4 -C 11 heterocyclic groups, optionally substituted, C 3 -C 20 trialkylsilyl groups; with the provision that at least one of R 4 and R 5 is not an hydrogen atom;
n is an integer ranging from 2 to 7;
Y represents a divalent organic aromatic or heteroaromatic group having electron-donor properties selected from the group consisting of the following groups having general formulae (V), (VI), (VII), (IX), (X), (XI), (XII), (XIII), (XIV), (XV), (XVI), (XVII), (XVIII), (XIX):

wherein R 6 , R 9 and R 10 , equal to or different from each other, represent an hydrogen atom; or are selected from: C 1 -C 30 alkyl groups, linear or branched, saturated or unsaturated, C 4 -C 12 cycloalkyl groups optionally substituted; said Y groups being optionally substituted with one or more group selected from C 1 -C 30 alkyl groups, linear or branched, saturated or unsaturated, C 4 -C 12 cycloalkyl groups optionally substituted.

2. Organic dye according to claim 1 , wherein in said general formula (I):
X is a hydrogen atom;
Z is a carboxycyanovinylene group having formula (II):

T represents a 2,5-thienylene group having general formula (IV):

 wherein R 4 is a hydrogen atom and R 5 is a n-hexyl group or a n-octyl group;
n is 3;
Y is a divalent heteroaromatic group having general formula (V) or (VI):

3. Dye-sensitized photoelectric transformation element comprising at least one organic dye having general formula (I) according to claim 1 , said dye-sensitized photoelectric transformation element being supported on oxide semiconductor particles.

4. Dye-sensitized solar cell comprising the dye-sensitized photoelectric transformation element according to claim 3 .

5. Organic dye according to claim 1 , wherein in said general formula (I):
X is a hydrogen atom;
Z is a carboxycyanovinylene group having formula (II):

T represents a 2,5-thienylene group having general formula (IV):

 wherein R 4 is a hydrogen atom and R 5 is a n-hexyl group or a n-octyl group;
n is 3;
Y is a divalent heteroaromatic group having general formula (V) or (VI):

Assignees

• Eni Spa
• Centre Nat Rech Scient

Inventors

• Biagini Paolo
• Demeter Dora
• Leriche Philippe
• Pellegrino Andrea
• Roncali Jean
• Schimperna Giuliana

Classifications

• C07D333/08

  Hydrogen atoms or radicals containing only hydrogen and carbon atoms · CPC title

• H01L51/0068

  Electricity · mapped topic

• Y02E10/549

  Organic PV cells · CPC title

• H01L51/0067

  Electricity · mapped topic

• Y02E10/542

  Dye sensitized solar cells · CPC title