Skip to Content
Merck
All Photos(1)

Documents

736015

Sigma-Aldrich

D149 Dye

98% (HPLC)

Synonym(s):

5-[[4-[4-(2,2-Diphenylethenyl)phenyl]-1,2,3-3a,4,8b-hexahydrocyclopent[b]indol-7-yl]methylene]-2-(3-ethyl-4-oxo-2-thioxo-5-thiazolidinylidene)-4-oxo-3-thiazolidineacetic acid, Indoline dye D149, Purple Dye

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C42H35N3O4S3
CAS Number:
786643-20-7
Molecular Weight:
741.94
UNSPSC Code:
12352103
PubChem Substance ID:
329765075
NACRES:
NA.23

Assay

98% (HPLC)

form

solid

mp

284-289 °C

λmax

531 nm

SMILES string

CCN1C(=S)SC(\C1=O)=C2\SC(=C/c3ccc4N(C5CCCC5c4c3)c6ccc(cc6)\C=C(\c7ccccc7)c8ccccc8)\C(=O)N2CC(O)=O

InChI

1S/C42H35N3O4S3/c1-2-43-40(49)38(52-42(43)50)41-44(25-37(46)47)39(48)36(51-41)24-27-18-21-35-33(23-27)31-14-9-15-34(31)45(35)30-19-16-26(17-20-30)22-32(28-10-5-3-6-11-28)29-12-7-4-8-13-29/h3-8,10-13,16-24,31,34H,2,9,14-15,25H2,1H3,(H,46,47)/b36-24-,41-38+

InChI key

OZFUEQNYOBIXTB-SJIUXOFISA-N

General description

D149 Dye is an indoline dye that has an extinction coefficient of 68700 mol-1cm. It has a high conversion efficiency and can be used as a sensitizer.

Application

D149 dye can be used as an organic dye to enhance the absorption of dye sensitized solar cells (DSSCs).
Open-circuit Voltage - Voc(mV) - 708.6
Jsc(mA/cm2) = 14.05
Fill factor − ff − 0.67
Efficiency − η − 6.67

Cell area: 0.25 cm2 (0.5 cm × 0.5 cm)
TiO2 Thickness: 5 μm
FTO glass: AGC Fabritec A11DU80
TiO2: screen printing (Catalysts & Chemicals IND. Co., Ltd.
PST−18NR/400C (4/1 mixture paste)
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 1sun
Counter Electrode: Pt/Cr spatter glass
Dye adsorption: 30 °C/ in 3 hr. (t-BuOH/acetonitrile soln.)
Photosensitive Red-Violet dye having excellent photoelectric conversion efficiency as a metal-free dye.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Coumarin 30 Dye content 99 %

Sigma-Aldrich

546127

Coumarin 30

Organic dye-sensitized ionic liquid based solar cells: remarkable enhancement in performance through molecular design of indoline sensitizers
Kuang D, et al.
Advanced Materials, 120(10), 1949-1953 (2008)
Characterization of solid-state dye-sensitized solar cells utilizing high absorption coefficient metal-free organic dyes
Howie WH, et al.
Journal of the American Chemical Society, 130(4), 1367-1375 (2008)
High-efficiency organic-dye-sensitized solar cells controlled by nanocrystalline-TiO2 electrode thickness
Ito S, et al.
Advanced Materials, 18(9), 1202-1205 (2006)
Tamotsu Horiuchi et al.
Journal of the American Chemical Society, 126(39), 12218-12219 (2004-09-30)
We now report metal-free organic dyes having a new type of indoline structure, which exhibits high efficiencies in dye-sensitized solar cells. The solar energy to current conversion efficiencies with the new indoline dye was 6.51%. Under the same conditions, the
High efficiency of dye-sensitized solar cells based on metal-free indoline dyes
Horiuchi T, et al.
Journal of the American Chemical Society, 126(39), 12218-12219 (2004)
View All Related Papers

Articles

Ruthenium-based dyes for Dye-sensitized Solar Cells

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

Understanding and Successfully Applying Materials for Dye-Sensitized Solar Cells

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service