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773859

Sigma-Aldrich

5-Octylthieno[3,4-c]pyrrole-4,6-dione

98%

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Synonym(s):
TPD-octyl
Empirical Formula (Hill Notation):
C14H19NO2S
CAS Number:
Molecular Weight:
265.37
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

form

powder or crystals

mp

119-126 °C

SMILES string

CCCCCCCCN1C(=O)c2cscc2C1=O

InChI

1S/C14H19NO2S/c1-2-3-4-5-6-7-8-15-13(16)11-9-18-10-12(11)14(15)17/h9-10H,2-8H2,1H3

InChI key

QMNVUZQWXKLEFP-UHFFFAOYSA-N

Application

Monomer for synthesis of polymers for high power conversion efficiency (PCE) organic solar cells and OFETs through direct arylation polycondensation. Inverted bulk heterojunction solar cells based on PolyDTS-TPD:PC70BM blends or PolyDTG-TPD:PC70BM blends achieved average power conversion efficiencies of from 6.6 - 7.3%. (DTS: dithienosilole; DTG: dithienogermole; TPD: thienopyrrolodione)

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Semiconducting polymers prepared by direct arylation polycondensation.
Antonio Facchetti et al.
Angewandte Chemie (International ed. in English), 51(15), 3520-3523 (2012-03-24)
Chad M Amb et al.
Journal of the American Chemical Society, 133(26), 10062-10065 (2011-06-08)
We report the synthesis and bulk heterojunction photovoltaic performance of the first dithienogermole (DTG)-containing conjugated polymer. Stille polycondensation of a distannyl-DTG derivative with 1,3-dibromo-N-octyl-thienopyrrolodione (TPD) results in an alternating copolymer which displays light absorption extending to 735 nm, and a

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