Direct C-H arylation polymerization was one of the methods for the preparation of conjugated polymers. Unlike other palladium-catalyzed cross-coupling reactions, this reaction can form C-C bond between an arene and an aryl halide, circumventing the preparation through organometallic intermediates. The reaction provided convenience, and decreasing steps for synthesis of conjugated polymers. In this work, several monomers for polymer synthesis were made. For example, 1,4-dibromo-2,5-bis(octyloxy)benzene (DBOB) was prepared in 37 %yield from substitution of octyl bromide and 2,5-dibromobenzene- 1,4-diol. Compounds 3,4-ethylenedioxythiophene-methanol (EDTM) (6.3 %yield) and 3,4- ethylenedioxythiophene-methyl tert-butyldimethyl silyl ether (EDTM-TBS) (3.5 %yield) were also prepared through 5 and 6 synthetic steps, respectively. Then, using direct C-H arylation polymerization, three new conjugated copolymers were synthesized from DBOB and three thiophene derivatives: EDOT, EDTM, and EDTM-TBS. The last pair gave the highest amount of copolymer up to 68.5 %yield. Analysis from several techniques showed that the product from the last pair was an alternating copolymer with approximate molecular mass of 2798 and λmax = 417 nm in UV-Visible absorption.
