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Synthesis of 3,5-bis(4-bromophenyl)-dithieno[2,3-d;3’,2’- b]thiophene-4,4-dioxide their fluorene copolymers and investigation of their properties



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Synthesis of 3,5-bis(4-bromophenyl)-dithieno[2,3-d;3’,2’- b]thiophene-4,4-dioxide their fluorene copolymers and investigation of their properties

In this thesis study, it is aimed to synthesis of DTT (dithienothiophene) derivative which is electron rich and having an increasing attention as a promising material in many fields. This compound is polymerised via Suzuki Coupling as a result, highly conjugated polymer having a DTT core is obtained.

The procedure begins with thiophene and than after intermediate steps, 1,8-diketone obtained to synthesis the DTT derivative through an exceptional ring closure mechanism. DTT’s have interesting electrochemical and optical properties because of their electron rich structures. They contain three fused thiophene rings where the nonbonding electrons of the sulphur in the middle can easily be oxidized then become flourescent. As a consequence of this property, they take place for labelling and biological systems. As the oxidized compound synthesised, the core of the desired polymer is obtained. To extend the conjugation of the system, the monomer was polymerised with fluorene by using the Suzuki Coupling reaction to gain polymers with different ratios. Additionally, octyls and boron gorups was bound up to fluorene to be able to polymerise in order to perform the method for DTT derivatives. By the method, a polymer having a DTT core with two branches of octylled fluorenes is obtained while the polymerisation was contiuned by the brominated fluorene groups.


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