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About This Item
Empirical Formula (Hill Notation):
C14H8N2O2S2
CAS Number:
Molecular Weight:
300.36
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Level
assay
97%
form
solid
SMILES string
O=C1NC(c2cccs2)=C3C(=O)NC(c4cccs4)=C13
InChI
1S/C14H8N2O2S2/c17-13-9-10(12(16-13)8-4-2-6-20-8)14(18)15-11(9)7-3-1-5-19-7/h1-6H,(H,15,18)(H,16,17)
InChI key
YIUHGBNJJRTMIE-UHFFFAOYSA-N
General description
2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione is a diketopyrrolopyrrole (DPP) based copolymer and are used widely in thin-film transistors and solar cell devices. This aromatic polymer has electron withdrawing groups and hence is very useful for the synthesis of narrow band gap donor-acceptor polymers which are used as active semiconductors for organic electronics. They give rise to high power conversion efficiency (PCE) in Organic Photovoltaic (OPV) Cells.
Application
Used in the synthesis of donor-acceptor polymers which are used in polymer field-effect transistors and bulk heterojunction solar cells.
Features and Benefits
Diketopyrrolopyrrole is planar and can accept hydrogen bonds/other electrostatic interactions which results in copolymers that have pi-pi stacking.
signalword
Warning
hcodes
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Influence of Side-Chain on Structural Order and Photophysical Properties in Thiophene Based Diketopyrrolopyrroles: A Systematic Study.
Naik, M. A., Venkatramaiah, N., Kanimozhi, C., & Patil, S.
The Journal of Physical Chemistry C, 116(50), 26128-26137 (2012)
Synthesis and characterization of phenanthrocarbazole-diketopyrrolopyrrole copolymer for high-performance field-effect transistors
Chen, H., Guo, Y., Sun, X., Gao, D., Liu, Y., & Yu, G.
Journal of Polymer Science Part A: Polymer Chemistry, 51(10), 2208-2215 (2013)
David Rais et al.
ChemPlusChem, 85(12), 2689-2703 (2020-12-18)
The singlet fission (SF) process discovered in bis(thienyl)diketopyrrolopyrroles (TDPPs) can boost their potential for photovoltaics (PV). The crystal structures of TDPP analogs carrying n-hexyl, n-butyl, or 2-(adamant-1-yl)ethyl substituents are similar, but contain increasingly slipped stacked neighbor molecules. The observed SF
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 767743-1G | 04061826646700 |
| 767743-5G | 04061832924342 |
