Synthesis and Properties of a Soluble Polythiophene Derivative with a Urethane Side Chain

Abstract

A solution processible thiophene polymer with a hydrogen-bondforming urethane group in the side chain, viz., poly[2-(3-thienyl)ethanol n-butoxycarbonylmethylurethane] (PURET), has been synthesized. The polymer is soluble in a wide variety of solvents such as chloroform, dimethylsulfoxide, N-methylpyrrolidone, and trifluoroacetic acid among others. Optical quality thick films are obtained by solution casting. The presence of extensive hydrogen bonding is established with the help of temperature-dependent infrared spectroscopy. NMR spectroscopic sthdy indicates the presence of about 33% regio-isomeric defects in the polymer. The polymer forms yellow-colored solutions ( A, , , = 430 nm) in most of the organic solvents, while in trifluoroacetic acid the polymer is oxidized and exhibits an additional band with an absorption maximum at around 780 nm. The conductivity of the polymer is in the order of 1 S/cm.

Synthesis and Characterization of Thiophene-Based Copolymers Containing Urethane and Alkyl Functional Side Chains for Hybrid Bulk Heterojunction Photovoltaic Cell Applications

“…2-(3-Thienyl)ethanol n-butoxycarbonylmethylurethane (URET) and poly(2-(3-thienyl)ethanol n-butoxycarbonylmethylurethane) (PURET) were synthesized using published procedures. 23 The URET monomer containing urethane side chain and 3-hexylthiophene were copolymerized using the chemical dehydrogenation method using anhydrous FeCl 3 and characterized their photovoltaic properties of hybrid bulk heterojunction photovoltaic cells as an electron donor. The monomer feed ratios were adjusted in order to examine the effects of various copolymer compositions on the UV-visible, PL and photovoltaic properties.…”

Strong two-photon-induced fluorescence from a highly soluble polythiophene

“…The fluorescent polymer, poly [2-(3-thienyl) ethanol n-butoxy carbonyl methyl-urethane] (PURET) was synthesized following the procedure reported elsewhere [17]. PURET solution with a concentration of 2.5 × 10 − 5 M (calculated in monomer repeated units) in chloroform was prepared.…”

Mechanism of electroluminescence in dye doped thiophene based conjugated polymer

“…12 1 wt % of polymer solution was prepared by dissolving the PURET in the solvent propylene glycol methyl ether acetate ͑PGMEA͒ and was subsequently filtered through 0.2 m Gelman ͑Teflon͒ filter. The solution was spin coated on precleaned glass slides for absorbance and fluorescence measurements.…”