Synthesis of platinum-containing oligomers utilizing ADMET chemistry and polycondensation of a bisimide with α,ω-dibromoalkanes: examination of triplet-triplet annihilation upconversion

Acyclic diene metathesis (ADMET) chemistry is a powerful tool for synthesizing both polymers and oligomers containing functional groups placed precisely in the main chain. The present paper describes the ADMET oligomerization of bisolefin monomer 1 bearing a platinum (Pt)-acetylide complex moiety using Grubbs catalysis resulting in the corresponding Pt-containing oligomer, oligo(1). The analogous oligomers, oligo(2-3a), oligo(2-3b) and oligo(2-3c) were also synthesized by the polycondensation of bisimide monomer 2 bearing a Pt-acetylide complex moiety with alpha,omega-dibromoalkanes, 1,6-dibromohexane (3a), 1,8-dibromooctane (3b) and 1,12-dibromododecane (3c). Solutions of these oligomers phosphoresced under N2, while not doing so under air. These oligomers served as sensitizers of triplet-triplet annihilation upconversion with 9,10-diphenylanthracene as an emitter. Pt-containing oligomers synthesized by ADMET oligomerization and polycondensation phosphoresced under N2, while did not under air. They served as sensitizers of triplet-triplet annihilation upconversion with 9,10-diphenylanthracene as an emitter.