Polythiophene derivatives

Bao, Z. Lovinger, A. 1999. Soluble regioregular polythiophene derivatives as semiconducting materials for thin film field-effect transistors. Chem. Mater. 11 2607-2612. 

A.-L. Ding, J. Pei, Y.-H. Lai, and W. Huang, Phenylene-functionalized polythiophene derivatives for light-emitting diodes their synthesis, characterization and properties, J. Mater. Chem., 11 3082-3086, 2001. 

T. Ahn and H. Lee, Effects of annealing of polythiophene derivative for polymer light emitting diodes, Appl. Phys. Lett., 80 392-394, 2002. 

Ho H-A, Boissinot M, Bergeron MG, Corbeil G, Dore K, Boudreau D, Leclerc M (2002) Colorimetric and fluorometric detection of nucleic acids using cationic polythiophene derivatives. Angew Chem Int Ed 41 1548-1551... 

Levesque I, Leclerc M (1996) Ionochromic and thermochromic phenomena in a regioregular polythiophene derivative bearing oligo(oxyethylene) side chains. Chem Mater 8 2843-2849... 

Nilsson KPR, Rydberg J, Baltzer L, Inganas O (2003) Self-assembly of synthetic peptides control conformation and optical properties of a zwitterionic polythiophene derivative. Proc Natl Acad Sci 100 10170-10174... 

Optical transitions of CPs can also be induced by switching the net charge of the polymer side chain. By using a zwitter-ionic polythiophene derivative, POWT, Nilsson and co-workers were able to induce different chromic transitions by... 

First, the above-mentioned sensors have major drawbacks, as the detection and recognition event is a function of the nature and characteristics of the side chains, and the side chain functionalization of the CP requires advanced synthesis and extensive purification of numerous monomeric and polymeric derivatives. Second, this generation of sensors primarily employed optical absorption as the source for detection, resulting in lower sensitivity when compared with other sensing systems for biological processes. However, the use of fluorescence detection within these sensing systems could justify continued development. More recent examples include a fluorescent polythiophene derivative with carbohydrate functionalized side chains for the detection of different bacteria [15] and novel synthesis schemes for ligand-functionalization of polythiophenes [16]. 

Nilsson et al. designed an experiment to test the ability of a polymer to directly detect conformational changes within peptide/protein structure [27]. Using the zwitterionic polythiophene derivative, POWT, they succeeded in detecting the distinct conformations of synthetic peptides. The mechanism was concluded to be based on the polymer side chains charged interactions and hydrogen bonding with the proteins. 

Nilsson KPR, Inganas O (2003) Chip and solution detection of DNA hybridization using a luminescent zwitterionic polythiophene derivative. Nat Mater 2 419 124... 

Aslund A, Herland A, Hammarstrdm P, Nilsson KPR, Jonsson BH, Inganas O, Konradsson P (2007) Studies of luminescent conjugated polythiophene derivatives enhanced spectral discrimination of protein conformational states. Bioconjug Chem 18 1860-1868... 

Li C, Numata M, Takeuchi M, Shinkai S (2005) A sensitive colorimetric and fluorescent probe based on a polythiophene derivative for the detection of ATP. Angew Chem Int Ed 44 6371-6374... 

Polythiophene derivatives are being used in FETs. Polypyrrole is being used as microwaveabsorbing stealth screen coatings and in sensing devices. PPV derivatives are being used in the production of electroluminescent displays. 

Figure 3.12. Molecular structure of the amphiphilic polythiophene derivative discussed in the text.

Ho HA, Leclerc M. New colorimetric and fluorometric chemosensor based on a cationic polythiophene derivative for iodide-specific detection. J Am Chem Soc 2003 125 4412-4413. 

Originality Ongoing 6-year investigation in preparing polythiophene derivatives... 

Polythiophene derivatives, (V), were prepared by Towns et al. (4) and used in hole transport layers. 

Fig.5 Possible aggregated form of chiral polythiophene derivatives [48]...

---