Tailoring Optical Properties of π‐Conjugated Statistical Co‐Oligomers Composed of 3‐Pentylthiophene and 3‐[(E)‐2‐(1‐Naphthyl)­vinyl]thiophene through the Monomer Ratio in the Main Chain

Abstract

Synthesis and characterization of π-conjugated homo-and co-oligomers based on thiophene substituted in position 3 by pentyl (3PT) and naphthylvinyl (NVT) side groups are presented. The resultant co-oligomers have statistical structure and the proportion of monomers can be fully controlled by the composition of the reaction mixture. The approach here offers a facile way to synthesis of materials with tunable optoelectrical properties that is an alternative for complicated organometallic synthesis involving water and oxygen sensitive Sn, Pd, or Mg compounds. The UV-vis absorption and fl uorescence emission spectra depend on and can be easily tuned by the [3PT]:[NVT] monomer molar ratio. Combination of these two monomers has a strong synergistic effect on the color of the fl uorescence emission that varies in a broad range, from orange to blue color. X-ray diffraction, calorimetric, and materials display electrical properties characteristic for organic semiconductors.

Polythiophene with ionophore substituent in the side chain

“…4 × 10 −6 S m −1 ). For comparison, π‐conjugated compounds of 3‐pentylthiophene and 3‐[(E)−2‐(1‐naphthyl)‐vinyl]thiophene have conductivities of the order of 10 −10 S m −1 . Table include the respective data of dc‐conductivity (σ dc ) determined for all materials studied in this work.…”