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767743

Sigma-Aldrich

2,5-Dihydro-3,6-di-2-thienyl-pyrrolo[3,4-c]pyrrole-1,4-dione

97%

Sinonimo/i:

3,6-Di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione, DPP

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About This Item

Formula empirica (notazione di Hill):
C14H8N2O2S2
Numero CAS:
850583-75-4
Peso molecolare:
300.36
Numero MDL:
MFCD20257907
Codice UNSPSC:
12352103
ID PubChem:
329767335
NACRES:
NA.23

Livello qualitativo

100

Saggio

97%

Forma fisica

solid

Stringa SMILE

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)
YIUHGBNJJRTMIE-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

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.

Applicazioni

Used in the synthesis of donor-acceptor polymers which are used in polymer field-effect transistors and bulk heterojunction solar cells.

Caratteristiche e vantaggi

Diketopyrrolopyrrole is planar and can accept hydrogen bonds/other electrostatic interactions which results in copolymers that have pi-pi stacking.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
MKCJ9520
MKCH6918
MKCF0931
MKCC5312
MKCB9650

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Thieno[3,2-b]thiophene 95%

Sigma-Aldrich

702668

Thieno[3,2-b]thiophene

3,4-Thiophenedicarboxylic acid

Sigma-Aldrich

795577

3,4-Thiophenedicarboxylic acid

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)
Hugo Bronstein et al.
Journal of the American Chemical Society, 133(10), 3272-3275 (2011-02-22)
We report the synthesis and polymerization of a novel thieno[3,2-b]thiophene-diketopyrrolopyrrole-based monomer. Copolymerization with thiophene afforded a polymer with a maximum hole mobility of 1.95 cm(2) V(-1) s(-1), which is the highest mobility from a polymer-based OFET reported to date. Bulk-heterojunction

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Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.