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790524

Sigma-Aldrich

2-[7-(4-Diphenylaminophenyl)-2,1,3-benzothiadiazol-4-yl]methylenepropanedinitrile

96%

Sinónimos:

2-((7-(4-(Diphenylamino)phenyl)benzo[c][1,2,5]thiadiazol-4-yl)methylene)malononitrile, DPDCPB

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About This Item

Fórmula empírica (notación de Hill):
C28H17N5S
Número de CAS:
1393343-60-6
Peso molecular:
455.53
MDL number:
MFCD27978257
UNSPSC Code:
12352103
PubChem Substance ID:
329768220
NACRES:
NA.23

assay

96%

form

solid

mp

203-207 °C

λmax

549 nm in dichloromethane

semiconductor properties

P-type

SMILES string

N#CC(C#N)=CC1=CC=C(C2=CC=C(N(C3=CC=CC=C3)C4=CC=CC=C4)C=C2)C5=NSN=C15

InChI

1S/C28H17N5S/c29-18-20(19-30)17-22-13-16-26(28-27(22)31-34-32-28)21-11-14-25(15-12-21)33(23-7-3-1-4-8-23)24-9-5-2-6-10-24/h1-17H

InChI key

FWTUEQONZCDFRW-UHFFFAOYSA-N

Application

A vacuum-deposited organic solar cell employing this novel donor-acceptor-acceptor (D-A-A) donor molecule; DPDCPB; combined with the electron acceptor C60/ C70 achieved a record-high power conversion efficiency (PCE) of 5.6%.

Device structure:
MoO3 (30nm) / DPDCPB (7nm) / DPDCPB:C70 (40nm) / C70 (7nm) / BCP (10nm) / Ag (150nm)

Device performance:
  • JSC = 11.45 mA/cm2
  • VOC = 1.0 V
  • FF = 0.5
  • PCE = 5.6%

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

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Certificados de análisis (COA)

Lot/Batch Number
MKBQ5847V

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Yi-Hong Chen et al.
Journal of the American Chemical Society, 134(33), 13616-13623 (2012-07-27)
Three new tailor-made molecules (DPDCTB, DPDCPB, and DTDCPB) were strategically designed and convergently synthesized as donor materials for small-molecule organic solar cells. These compounds possess a donor-acceptor-acceptor molecular architecture, in which various electron-donating moieties are connected to an electron-withdrawing dicyanovinylene
Li-Yen Lin et al.
Journal of the American Chemical Society, 133(40), 15822-15825 (2011-09-13)
A novel donor-acceptor-acceptor (D-A-A) donor molecule, DTDCTB, in which an electron-donating ditolylaminothienyl moiety and an electron-withdrawing dicyanovinylene moiety are bridged by another electron-accepting 2,1,3-benzothiadiazole block, has been synthesized and characterized. A vacuum-deposited organic solar cell employing DTDCTB combined with the

Artículos

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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