PPV is a common conjugated polymer with excellent electroluminescence properties that can be manufactured and commercialized â€œas important components in full-color flat panel displaysâ€ (Mikroyannidis 90). As such, in this article we explore the synthesis of SY PPV, a derivative of PPV, using 2-bromo-1, 4-xylelyne diacetate as a precursor element.
In order to understand the process involved in the synthesis of SY PPV, a schematic presentation of the steps involved and their intermediate products are shown below (Scheme 1). Importantly, this process explores an archetypal Suzuki coupling reaction in its initial process to synthesize two analogous compounds including 2-(3-(3â€², 7â€²-dimethyloctyloxy) phenyl)-1, 4-xylylene diacetate (compound 2) and 2-(4- (3â€², 7â€²-dimethyloctyloxy) phenyl)-1, 4-xylylene diacetate (compound 5). The reagent used to spark this reaction is 2-bromo-1, 4-xylelyne diacetate (compound 1) in presence of phenylboric acid. The two compounds (2 and 5) then undergo a reduction process in presence of LiA1H4 to form two other matching products of 2-phenyl-1, 4-xylylenediols denoted as compounds 3 and 6 in the schematic diagram below. A subsequent reaction with SOCl2Â yields other twin monomer compounds (4 and 7). These two monomers plus another monomer- 2-methoxy-5-(2â€²-ethylhexyloxy)-1, 4-bismethychlorobenzene (compound 8) are then subjected to a copolymerization process to yield SY PPV. Of note, the molar feed factor for monomer 8 is always kept at less than 2% to avoid undesirable effect that includes a decrease in electro-luminous (EL) efficiency.
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