Self-Assembling Conjugated Organic Materials with a Silazane Anchor Group: Synthesis, Self-Organization, and Semiconductor Properties

An efficient synthetic method for the preparation of self-assembling conjugated organic materials with a silazane anchor group based on direct hydrosilylation reaction is reported. A novel organic semiconductor molecule, NH(Si-Und-BTBT-Hex)2, consisting of a polar silazane anchor group linked through undecylenic (Und) aliphatic spacers to conjugated blocks based on benzothieno[3,2-b][1]benzothiophene (BTBT) and solubilizing hexyl (Hex) end groups, was synthesized. Its self-organization on the air-water interface and solid substrates into ultrathin layers obtained by the Langmuir–Schaefer or Langmuir–Blodgett methods was investigated. Monolayer organic field-effect transistors manufactured from NH(Si-Und-BTBT-Hex)2 showed operation in the p-type mode.