Chiral substituents, polythiophenes

A large number of optically active polythiophenes have been prepared through the chemical polymerization of monomers bearing chiral substituents covalently bound... 

Some progress has also been achieved in the use of chiral polymer films at electrodes. Conductive polythiophenes containing optically active substituents in the 3-positions were prepared by electropolymerization of suitable monomers without apparent lc s of optical activity The polymer of exhibits distinct... 

Polythiophenes with substituents other than alkyl groups at the 3 position have been prepared by the polymerization of substituted monomers. Many of these polymers have been substituted alkylthiophenes (8) where example side chains are (R =) —C6H5 (86—89), —OCH3 (68), —NHC(0) (CFF)10CFF (68), and —0S02(CH2)3CH3 (90). Chiral side chains have also been employed (91,92). Poly(3-alkoxythiophenes) (9) (93—95) and poly(3-alkylthiothiophenes) (10) (95—98) have been prepared by both chemical and electrochemical methods. 

Chiral conjugate polymers such as polythiophenes with an optically active substituent in the 3 position have been studied for use in optoelectronic devices, sensors, and catalysis (Nilsson et al., 2004). These materials show activity based on their chiral behaviors, which can be influenced by solvent or temperature. Flelical biomolecules can be used to induce chirality in optically inactive polythiophenes (Ewbank et al., 2001). Nilsson et al. (2004) extended this to use a positively charged random-coil peptide conjugated with a... 

Recently, optically active polythiophenes, incorporating as ring substituents chiral selectors such as (R)-(-)- and CS )-(+)-/V-(3,5-dinitrobcnzoyl)-a-phcnylglycinc used in Pirkle-type stationary phases, have been synthesized.167 These may have potential in enantioselective analysis of chiral chemicals using high performance liquid chromatography (HPLC). 

Nilsson, K.P.R., J.D.M. Olsson, P. Konradsson, and O. Inganas. 2004. Enantiomeric substituents determine the chirality of luminescent conjugated polythiophenes. Macromolecules 37 (17) 6316-6321. 

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