5 ',5 ''-(9,10-Bis((4-hexylphenyl)ethynyl) anthracene-2,6-diyl)bis(5-hexyl-2,2 '-bithiophene) as an Organic Semiconductor and its Application to Thin Film Transistors

Abstract

New anthracene-containing conjugated molecules have been synthesized through Stille coupling reaction. 2,6-Dibromo-9,10-bis(4-hexylphenyl) ethynyl) anthracene and 2,6-dibromo-9,10-bis(phenylethynyl) anthracene were reacted with tributyl (5'-hexyl-2,2'-bithiophen-5-yl) stannane to yield 5',5"-(9,10-bis(phenylethynyl) anthracene-2,6-diyl) bis(5-hexyl-2,2'-bithiophene), 1 and 5',5"-(9,10-bis((4-hexyl phenyl) ethynyl) anthracene-2,6-diyl) bis(5-hexyl-2,20-bithiophene), 2. The molecule, 2 only exhibit good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the molecule, 2 were evaluated in organic thin film transistors (OTFTs). The molecule, 2 exhibits charge carrier mobilities-as high as 5.3 x 10(-3) cm(2) V-1 s(-1) (I-ON/I-OFF=2.43 x 10(5)) without thermal annealing process.