synthesis and characterization of new thieno[3,2-b]thiophene derivatives合成和表征的新thieno[3、2 b]噻吩衍生物.pdf

Molecules 2012, 17, 12163-12171; doi:10.3390/molecules171012163 OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Characterization of New Thieno[3,2-b]thiophene Derivatives Moawia O. Ahmed 1,*, Wojciech Pisula 2 and Subodh G. Mhaisalkar 3,* 1 Department of Chemistry, Faculty of Science, Taibah University, P.O. Box 30003, Medina Munawarah 41477, Saudi Arabia 2 Max Planck Institute for Polymer Research, Ackermannweg 10, D-55128 Mainz, Germany 3 School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Avenue, 639798 Singapore * Authors to whom correspondence should be addressed; E-Mails: moahmed@.sa (M.O.A.); subodh@.sg (S.G.M.). Received: 12 September 2012; in revised form: 5 October 2012 / Accepted: 12 October 2012 / Published: 16 October 2012 Abstract: Three derivatives of thieno[3,2-b]thiophene end-capped with phenyl units have been synthesized and characterized by MALDI TOF mass spectroscopy, elemental analysis, UV-vis absorption spectroscopy and thermogravimetric analysis (TGA). All compounds were prepared using Pd-catalyzed Stille or Suzuki coupling reactions. Optical measurements and thermal analysis revealed that these compounds are promising candidates for p-type organic semiconductor applications. Keywords: Thieno[3,2-b]thiophene; 2,5-dibromothieno[3,2-b]thiophene; 4-dodecyl- phenylboronic acid; 4-(trifluoromethyl)phenylboronic acid 1. Introduction In recent years, there has been