Creating new building blocks for donor–acceptor conjugated systems is an important task for continued development of materials for organic electronics.
The ability to incorporate diverse
monomeric building blocks enables
the development of advanced polymeric materials possessing a wide
range of properties that suits them for myriad applications. Herein,
that synthetic toolbox is expanded through the first report of purine-based
copolymers in which purines are incorporated directly into the polymer
main chain. Stille cross-coupling of dibromopurine monomers with benzodithiophene
(BDT) comonomers is used to generate these “poly(purine)s”,
and variations in the substitution pattern of the purine monomer and
BDT side-chains provides insight into the role of monomer design on
their resultant thermal and photophysical properties. Specifically,
thermal analyses show that poly(purine)s exhibit high thermal stability
and high glass transition temperatures depending on the BDT side-chain
substituents and substitution pattern of the purine-derived comonomer.
Furthermore, optical properties measured via UV–vis and fluorescence
spectroscopies show dependence on monomer substitution pattern. These
findings demonstrate the viability of synthesizing poly(purine)s via
metal-catalyzed cross-coupling reactions and highlight the potential
to tailor poly(purine) properties via simple alterations of comonomers.
Porphyrin-terminated P3HTs represent an example of molecular engineering, where π-stacking interactions with the porphyrin enhance fullerene miscibility in BHJ blends.
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