Concise synthesis of 3-alkylthieno[3,2-b]thiophenes; building blocks for organic electronic and optoelectronic materials

Ilhan K. T., Topal S., EROĞLU M. S., Öztürk T.

RSC ADVANCES, vol.9, no.66, pp.38407-38413, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 9 Issue: 66
  • Publication Date: 2019
  • Doi Number: 10.1039/c9ra08023f
  • Journal Name: RSC ADVANCES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.38407-38413
  • Istanbul Technical University Affiliated: Yes


Four step synthesis of 3-alkylthieno[3,2-b]thiophenes in the literature was reduced to two steps in good yields, through the preparation of the mono ketone, i.e. 1-(thiophene-3-ylthio)alkan-2-one, from 3-bromothiophene and ring formation reaction. This convenient method provides an easy access with good yields to the preparation of 3-alkylthieno[3,2-b]thiophenes, which are important materials for organic electronic and optoelectronic applications. SEM, AFM and contact angle (CA) analyses of their electropolymers on indium tin oxide (ITO) indicated that as the alkyl chains became longer, the polymers provide a more hydrophobic layer with CA up to 107 degrees.