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777048

Sigma-Aldrich

2-[(7-{4-[N,N-Bis(4-methylphenyl)amino]phenyl}-2,1,3-benzothiadiazol-4-yl)methylene]propanedinitrile

97% (HPLC)

Synonym(s):

DTDCPB

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About This Item

Empirical Formula (Hill Notation):
C30H21N5S
CAS Number:
1393343-58-2
Molecular Weight:
483.59
MDL number:
MFCD24849728
UNSPSC Code:
12352103
PubChem Substance ID:
329767879
NACRES:
NA.23

assay

97% (HPLC)

form

powder

mp

285-290 °C

λmax

570 nm in dichloromethane

SMILES string

Cc1ccc(cc1)N(c2ccc(C)cc2)c3ccc(cc3)-c4ccc(\C=C(/C#N)C#N)c5nsnc45

InChI

1S/C30H21N5S/c1-20-3-10-25(11-4-20)35(26-12-5-21(2)6-13-26)27-14-7-23(8-15-27)28-16-9-24(17-22(18-31)19-32)29-30(28)34-36-33-29/h3-17H,1-2H3

InChI key

METIWNNPHPBEHP-UHFFFAOYSA-N

General description

2-((7-{4-[N,N-Bis(4-methylphenyl)amino]phenyl}-2,1,3-benzothiadiazol-4-yl)methylene)propanedinitrile (DTDCPB) is a donor-acceptor molecule which can be used in the fabrication of organic electronic devices such as organic solar cells (OSCs) and organic photovoltaics (OPVs).

application

7.9% efficient vapor-deposited organic photovoltaic cells base on a simple bulk heterojunction

A vacuum-deposited organic solar cell employing this novel donor-acceptor-acceptor (D-A-A) donor molecule; DTDCPB; combined with the electron acceptor C60/ C70 achieved a record-high power conversion efficiency (PCE) of 6.8%.
Device structure:
MoO3 (30nm) / DTDCPB (7nm) / DTDCPB:C70 (40nm) / C70 (7nm) / BCP (10nm) / Ag (150nm)
Device performance:
  • JSC = 13.48 mA/cm2
  • VOC = 0.95 V
  • FF = 0.55
  • PCE = 6.8%

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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’.

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7.9% efficient vapor-deposited organic photovoltaic cells based on a simple bulk heterojunction
Yunlong Zou,
Journal of Material Chemistry A, 2, 12397-12402 (2014)
Effect of open-circuit voltage in organic solar cells based on various electron donor materials by inserting molybdenum trioxide anode buffer layer
Ke J, et al.
Solar Energy Materials and Solar Cells, 133(5), 248-254 (2015)
7.9% efficient vapor-deposited organic photovoltaic cells based on a simple bulk heterojunction
Zou Y, et al.
Journal of Material Chemistry A, 2(31), 12397-12402 (2014)
Vacuum-Deposited Small-Molecule Organic Solar Cells with High Power Conversion Efficiencies by Judicious Molecular Design and Device Optimization
Journal of the American Chemical Society, 134 (2012)
High fabrication yield organic tandem photovoltaics combining vacuum- and solution-processed subcells with 15% efficiency.
Xiaozhou C, et al.
Nature Energy, 3(5), 422-427 (2018)
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Articles

Development of Small Molecule Donors for Solution-Processed Organic Solar Cells

Solution-processed organic photovoltaic devices (OPVs) have emerged as a promising clean energy generating technology due to their ease of fabrication, potential to enable low-cost manufacturing via printing or coating techniques, and ability to be incorporated onto light weight, flexible substrates.

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