Article

Dithienothiophene (DTT)-based dyes for dye-sensitized solar cells: synthesis of 2,6-dibromo-DTT.

School of Chemistry, Bio21 Institute, University of Melbourne , Parkville, Vic 3010, Australia.
The Journal of Organic Chemistry (Impact Factor: 4.56). 05/2011; 76(10):4088-93. DOI: 10.1021/jo2001484
Source: PubMed

ABSTRACT A one-pot synthesis of 2,6-dibromodithieno[3,2-b;2',3'-d]thiophene (dibromo-DTT, 4) was developed. A key step was bromodecarboxylation of DTT-2,6-dicarboxylic acid, obtained by saponification of the diester 1. The donor-acceptor dye DAHTDTT (13), based on a central 2,6-bis[2'-(3'-hexylthienyl)]dithieno[3,2-b;2',3'-d]thiophene core (9), was prepared and incorporated in a dye-sensitized solar cell (DSC), which exhibited an energy conversion efficiency of 7.3% with V(oc) of 697 mV, J(sc) of 14.4 mA/cm(2), and ff of 0.73 at 1 sun.

0 Bookmarks
 · 
218 Views
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: A series of organic sensitizers based on different configurations such as D-π-A, D-[π]n-A, D-π-[A]n, [D]n-π-A, D-π-A-π-D, D-π-[A]n-π-D and D-[π-A]n-π-D (where n = 1-4) are designed using theoretical methods. The effects of repeating π-linker, donor-acceptor moieties and the substitution of additional donor-acceptor moieties on the optoelectronic properties have been addressed. Our results show that the strength of the acceptor units changes the mono band absorption into dual band absorption in all the considered strategies. We found that repeating π-linker/donor moieties in the D-π-A series enhances the intensity of the absorption and can tune their absorption spectra from UV-to-visible and visible to near IR regions by repeating acceptor units. Also, the present results indicate that the D-π-A-π-D configuration shows improved optical properties than the conventional D-π-A structure. This theoretical study explores the new configurations and design strategies of organic dyes for developing efficient light harvesting devices working in the whole visible and near IR regions.
    Physical chemistry chemical physics : PCCP. 06/2014;
  • [Show abstract] [Hide abstract]
    ABSTRACT: A new benchmark for DSSC performances is set using a novel dye and fabricating a very efficient resonant light-scattering device with a high photocurrent and good stability.
    Advanced Materials 05/2014; · 14.83 Impact Factor
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: Small molecules with dithieno[3,2-b;2',3'-d]thiophene as central building block and octyl cyanoacetate and octyl cyanoacetamide as different terminal building blocks have been designed and synthesized. The amide containing small molecule can form intermolecular hydrogen bonding between N-H…O = C of the amide group. The photovoltaic properties and active layer morphologies of the two molecules in bulk heterojunction solar cells are compared to study the influence of hydrogen bonding on the active layer morphology. New methanofullerene compound containing amide group has also been synthesized and compared with conventional fullerene electron acceptors.
    Scientific reports. 01/2014; 4:5701.

Full-text

Download
6 Downloads
Available from
Oct 1, 2014
Available from