scholarly journals Synthesis and structure-property studies of organic dyes possessing unique fused thiophene π-spacers

Author(s):  
Maryam Abdinejad

This thesis examines the synthesis of metal-free organic dyes for light-harvesting applications within the DSSC manifold. All DSSC organic dyes possess a similar donor-π-spacer-acceptor (D-π-A) motif. Here, triphenylamine (TPA) is employed as a donor owing to its redox stability and cyanoacetic acid has been utilized as an acceptor due to its electron-withdrawing ability. Thiophenes are ubiquitous in organic materials chemistry owing to their exceptional charge transport behavior, and in this body of work, π-spacers incorporating benzodithiophene and thiophene-quinones have been incorporated into a DSSC dye and their utility explored. Fused thiophene cores are non-innocent π-spacers. Non-innocent, in this context, is defined as π-spacers that incorporate a secondary chromophore or redox active species (benzodithiophene or quinone).

2021 ◽  
Author(s):  
Maryam Abdinejad

This thesis examines the synthesis of metal-free organic dyes for light-harvesting applications within the DSSC manifold. All DSSC organic dyes possess a similar donor-π-spacer-acceptor (D-π-A) motif. Here, triphenylamine (TPA) is employed as a donor owing to its redox stability and cyanoacetic acid has been utilized as an acceptor due to its electron-withdrawing ability. Thiophenes are ubiquitous in organic materials chemistry owing to their exceptional charge transport behavior, and in this body of work, π-spacers incorporating benzodithiophene and thiophene-quinones have been incorporated into a DSSC dye and their utility explored. Fused thiophene cores are non-innocent π-spacers. Non-innocent, in this context, is defined as π-spacers that incorporate a secondary chromophore or redox active species (benzodithiophene or quinone).


2021 ◽  
Author(s):  
Jennifer Huynh

Donor-π-spacer-acceptor architectures are a favourable motif in the design of dyes for light harvesting applications. Organic compounds offer cost-effectiveness and synthetic design versatility, while inorganic compounds possess long term redox stability and wide range for absorption. Uniting both types of molecules allows utilization of these properties. Several projects were undertaken with the theme of a hybrid dye system and study of their redox stability. Chapter 1 gives a brief overview of the inorganic and organic compounds that paved the research in DSSC dyes. Chapter 2 details a review on copper(I) dyes in the literature and preliminary synthesis towards a D-π-A templated copper(I) dye. Chapter 3 looks into the robust potential of novel BODIPY dyes that utilize ferrocene as an electron rich donor. Chapter 4 represents a series of BODIPY-redox active donor dyads, the study of their redox stability provide insight on the decomposition pathway of these conjugates.


Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2260
Author(s):  
Tamara Al-Faouri ◽  
Francis L. Buguis ◽  
Saba Azizi Soldouz ◽  
Olga V. Sarycheva ◽  
Burhan A. Hussein ◽  
...  

A bio-inspired family of organic dyes with bichromic-bipodal architectures were synthesized and tested in dye-sensitized solar cells (DSSC). These dyes are comprised of a D-π-D-A motif with two triphenylamine (TPA) units acting as donors (D) and two cyanoacetic acid acceptors (A) capable of binding to a titania semiconductor. The role of the thiophene π-spacer bridging the two TPA units was examined and the distal TPA (relative to TiO2) was modified with various substituents (-H, -OMe, -SMe, -OHex, -3-thienyl) and contrasted against benchmark L1. It was found that the two TPA donor units could be tuned independently, where π-spacers can tune the proximal TPA and R-substituents can tune the distal TPA. The highest performing DSSCs were those with -SMe, 3-thienyl, and -H substituents, and those with one spacer or no spacers. The donating abilities of R-substituents was important, but their interactions with the electrolyte was more significant in producing high performing DSSCs. The introduction of one π-spacer provided favourable electronic communication within the dye, but more than one was not advantageous.


2014 ◽  
Vol 2014 ◽  
pp. 1-10 ◽  
Author(s):  
Ratna Chauhan ◽  
Reena Kushwaha ◽  
Lal Bahadur

In dye-sensitized solar cells, the photosensitization of TiO2thin film semiconductor was accomplished by using different classes of metal-free (fluorone, triarymethane, azo and thiazine based) organic dyes as photosensitizer. The broad electronic absorption spectra of these dyes have been obtained in the visible region due to the presence of chromophoric groups in these dyes. The contribution of these dyes as light harvesting species is seen from the photocurrent action spectrum of the cell. Here, we report the sensitization activity of these dyes in terms of current-potential curve, open-circuit potential, fill factor, IPCE, and overall solar energy conversion efficiency which have been evaluated under 100 mW/cm2light intensity. The results suggest that dyes based on fluorone and azo groups are promising candidates for high performance, dye-sensitized solar cells because of better anchoring groups (–COOH, –OH, and –SO3-) present in these dyes. Better anchorage of dyes to the surface of TiO2semiconductor helps in charge transfer phenomenon.


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