Synthesis of a novel building block for the preparation of multi-chromophoric sensitizers for panchromatic dye-sensitized solar cells

Watson, Brian L.; Moore, Thomas A.; Moore, Ana L.; Gust, Devens

doi:10.1016/j.dyepig.2016.09.037

Synthesis of a novel building block for the preparation of multi-chromophoric sensitizers for panchromatic dye-sensitized solar cells

Journal Article · Fri Sep 23 00:00:00 EDT 2016 · Dyes and Pigments

DOI:https://doi.org/10.1016/j.dyepig.2016.09.037· OSTI ID:1429466

Watson, Brian L. ^[1]; Moore, Thomas A. ^[2]; Moore, Ana L. ^[2]; Gust, Devens ^[2]

Arizona State University, Tempe, AZ (United States); Arizona State University
Arizona State University, Tempe, AZ (United States)

For this study, a simple 3-step synthesis of a novel pyrazine-containing heteroaromatic building block for use as a scaffold for producing multi-chromophoric sensitizers for use in dye sensitized solar cells has been developed. This moiety features two esterified carboxylic acid groups whose hydrolysis provides moieties for anchoring to nanoparticulate metal oxides and two bromine atoms that facilitate attachment of chromophores via palladium mediated cross-coupling methods. The utility of the building block for the synthesis of complex dye motifs is demonstrated by the preparation of a novel panchromatic dye featuring a BODIPY chromophore and a strongly electron donating porphyrin chromophore using both Suzuki and copper-free Sonogashira cross-coupling methods. The building block could be used either to attach two different or identical dye moieties to the metal oxide, or to attach an electron injection dye plus an auxiliary absorber, photoprotective agent, secondary redox moiety, etc.

View Accepted Manuscript (DOE)

Research Organization:: Arizona State University, Tempe, AZ (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES). Chemical Sciences, Geosciences & Biosciences Division

Grant/Contract Number:: FG02-03ER15393; SC0001016

OSTI ID:: 1429466

Alternate ID(s):: OSTI ID: 1359016

Journal Information:: Dyes and Pigments, Journal Name: Dyes and Pigments Journal Issue: C Vol. 136; ISSN 0143-7208

Publisher:: ElsevierCopyright Statement

Country of Publication:: United States

Language:: English

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14 SOLAR ENERGY
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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Synthesis of a novel building block for the preparation of multi-chromophoric sensitizers for panchromatic dye-sensitized solar cells

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References (23)

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