TY - JOUR
T1 - Modification of nonlinear optical dyes for dye sensitized solar cells
T2 - A new use for a familiar acceptor
AU - Patel, Dinesh G.
AU - Bastianon, Nick M.
AU - Tongwa, Paul
AU - Leger, Janelle M.
AU - Timofeeva, Tatiana V.
AU - Bartholomew, Glenn P.
PY - 2011/3/28
Y1 - 2011/3/28
N2 - The chemistry of electron deficient π-acceptors offers unique challenges in the rational design and synthesis of organic dyes for use in solar cells. We have synthesized 2-cyano-2-(3-cyano-4-((E)-4-(dibutylamino)styryl)-5,5- dimethylfuran-2(5H)-ylidene)ethanoic acid (2), a dye containing an carboxylated version of the strongly electron withdrawing TCF group by way of stepwise synthesis and isolation of 2,5-dihydro-2-imino-4,5,5-trimethylfuran-3- carbonitrile (5), previously only available as an intermediate available via microwave chemistry. We use this dye to sensitize nanocrystalline TiO 2 in order to examine its efficacy in dye-sensitized solar cells. Crystal structures of an intermediate and the final dye are presented and the isomerization about the terminal alkene is discussed in addition to preliminary solar cell data.
AB - The chemistry of electron deficient π-acceptors offers unique challenges in the rational design and synthesis of organic dyes for use in solar cells. We have synthesized 2-cyano-2-(3-cyano-4-((E)-4-(dibutylamino)styryl)-5,5- dimethylfuran-2(5H)-ylidene)ethanoic acid (2), a dye containing an carboxylated version of the strongly electron withdrawing TCF group by way of stepwise synthesis and isolation of 2,5-dihydro-2-imino-4,5,5-trimethylfuran-3- carbonitrile (5), previously only available as an intermediate available via microwave chemistry. We use this dye to sensitize nanocrystalline TiO 2 in order to examine its efficacy in dye-sensitized solar cells. Crystal structures of an intermediate and the final dye are presented and the isomerization about the terminal alkene is discussed in addition to preliminary solar cell data.
UR - http://www.scopus.com/inward/record.url?scp=79952600569&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=79952600569&partnerID=8YFLogxK
U2 - 10.1039/c0jm03774e
DO - 10.1039/c0jm03774e
M3 - Article
AN - SCOPUS:79952600569
SN - 0959-9428
VL - 21
SP - 4242
EP - 4250
JO - Journal of Materials Chemistry
JF - Journal of Materials Chemistry
IS - 12
ER -