Stable organic field-effect-transistors with high mobilities unaffected by supporting dielectric based on phenylene-bridged thienobenzothiophene

We report on the electrical properties of organic field-effect transistors (OFET) based on a new class of organic semiconductors. The molecules consist of the same thieno[2,3-b][1] benzothiophene building blocks, connected by different pi-bridge spacers (ethylene, phenylene, and fluorophenylene). Molecular orbitals and highest occupied molecular orbital/lowest unoccupied molecular orbital energies were calculated and compared with results from cyclic voltammetric and UV-vis absorption measurements. In order to study the influence of the bridge groups on the molecular arrangement and surface interaction, the transistor performance on a wide range of dielectrics has been investigated in detail. These include as grown SiO2 and Al2O3 and also treated with octadecyltrichrolosilane and octadecylphosphonic acid, as well as Cytop and Parylene C. An extended study of the multitude of combinations of these materials revealed mobilities up to similar to 1 cm(2)/Vs, measured for devices made of the phenylene-bridged compound. Surprisingly, the mobility was quite independent of the supporting gate dielectric. Stability over time has been observed with no degradation after 5 months. By eliminating the hysteresis using Cytop, we were able to show that some of the molecules form films without long-term charge carrier trapping. These are interesting features for practical industrial processing of organic electronics. (C) 2014 AIP Publishing LLC

Synthesis of 1,1-Disubstituted Tetrahydroisoquinolines by Lithiation and Substitution, with in Situ IR Spectroscopy and Configurational Stability Studies.

Lithiation of N-Boc-1-phenyltetrahydroisoquinolines was optimized by in situ IR spectroscopy. The kinetics for rotation of the carbamate group and for the enantiomerization of the organolithium were determined. The organolithium is configurationally stable at low temperature, and the asymmetric synthesis of 1,1-disubstituted tetrahydroisoquinolines can be achieved with high yields and high enantiomer ratios. The chemistry was applied to the preparation of FR115427 and provides a way to recycle the undesired enantiomer in the synthesis of solifenacin