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745618

Sigma-Aldrich

D205 Dye

95% (HPLC)

Synonym(s):

5-[[4-[4-(2,2-Diphenylethenyl)phenyl]-1,2,3,3a,4,8b-hexahydrocyclopent[b]indol-7-yl]methylene]-2-(3-octyl-4-oxo-2-thioxo-5-thiazolidinylidene)-4-oxo-3-thiazolidineacetic acid, Indoline dye D205, Purple dye

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About This Item

Empirical Formula (Hill Notation):
C48H47N3O4S3
CAS Number:
Molecular Weight:
826.10
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

95% (HPLC)

form

powder

mp

247-252 °C

λmax

531, 392 nm

SMILES string

S=C(N(CCCCCCCC)C/1=O)SC1=C(S/C2=C\C(C=C3)=CC4=C3N(C5=CC=C(C=C(C6=CC=CC=C6)C7=CC=CC=C7)C=C5)C8C4CCC8)/N(CC(O)=O)C2=O

InChI

1S/C48H47N3O4S3/c1-2-3-4-5-6-13-27-49-46(55)44(58-48(49)56)47-50(31-43(52)53)45(54)42(57-47)30-33-23-26-41-39(29-33)37-19-14-20-40(37)51(41)36-24-21-32(22-25-36)28-38(34-15-9-7-10-16-34)35-17-11-8-12-18-35/h7-12,15-18,21-26,28-30,37,40H,2-6,13-14,19-20,27,31H2,1H3,(H,52,53)/b42-30-,47-44+

InChI key

WZGXSNHXTGGEGJ-PHBNZWDISA-N

General description

D205 Dye is an indoline dye widely used as an organic sensitizer that can be coated on metal oxide to improve its efficiency. It is majorly used in the development of high performing energy based devices.

Application

D205 dye is a metal-free organic dye that can be used in dye sensitized solar cells (DSSCs). It can achieve a power conversion efficiency of 9.5%.
Photosensitive Red-Violet dye having excellent photoelectric conversion efficiency as a metal-free dye.

Efficiency of DSSC device - ? > 9.5%
Cell area: 0.25 cm2 (0.5 cm × 0.5 cm)
TiO2 Thickness: 5 μm
TiO2: screen printing
Electrolyte: 0.1 M LiI; 0.05 M I2; 0.6 M Dimethylpropylimidazolium
Iodide; 0.05 M t-Butylpyridine in 3-Methoxypropionitrile
Light source: AM1.5
Counter Electrode: Pt/Cr spatter glass
Dye adsorption: 30 °C/ in 3 hr. (t-BuOH/acetonitrile soln.)

Legal Information

Product of Mitsubishi Paper Mills; Ltd.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Novel near-infrared carboxylated 1, 3-indandione sensitizers for highly efficient flexible dye-sensitized solar cells
Shibayama N, et al.
Chemical Communications (Cambridge, England), 51(64), 12795-12798 (2015)
Li;
Journal of Materials Chemistry, 21(43), 17259-17264 (2011)
Stark spectroscopy of absorption and emission of indoline sensitizers: a correlation with the performance of photovoltaic cells
Ohta N, et al.
The Journal of Physical Chemistry C, 120(46), 26206-26216 (2016)
Enhancement of photovoltaic performances in dye-sensitized solar cells by co-sensitization with metal-free organic dyes
Magne C, et al.
Royal Society of Chemistry Advances, 3(18), 6315-6318 (2013)
Nitroxide radicals as highly reactive redox mediators in dye-sensitized solar cells.
Fumiaki Kato et al.
Angewandte Chemie (International ed. in English), 51(40), 10177-10180 (2012-09-07)

Articles

Dye-sensitized solar cells (DSCs) are 3rd generation solar cells combining the promise of high efficiency with low production costs.

While dye sensitization as the basis for color photography has been accepted for a very long time,1 attempts to use this principle for the conversion of solar light to electricity generally had resulted only in very low photocurrents, below 100 nA/cm

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