Size-controlled synthesis of soluble-conjugated microporous polymer nanoparticles through sonogashira polycondensation in confined nanoreactors

Abstract

Soluble conjugated polymeric nanoparticles were synthesized through Sonogashira polycondensation between different combinations of multifunctional alkynes and aryl halides in structurally well‐defined mesoporous reactors. The growth of the polymeric nanoparticles was controlled by the spatial confinement of the nanoreactors, giving conjugated polymeric nanoparticles with narrow size distribution centered at 5 nm. All the obtained polymers are freely soluble in common solvents and can be fabricated into thin film. Both of the solution and thin film prepared from these polymeric nanoparticles were highly fluorescent, endowing them potential applications in light emitting and other optoelectronic fields. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016, 54, 2285–2290

Flexible and UV Resistant Films Based on Thiophene‐Substituted Conjugated Microporous Polymers Bearing Alkyl Chains: Tuning of Rigidity into Soft

“…In 2016, Hu and co‐workers reported that soluble conjugated polymeric nanoparticles were synthesized through Sonogashira polycondensation between different combinations of multifunctional alkynes and aryl halides in structurally well‐defined mesoporous reactors. The growth of the polymeric nanoparticles was controlled by the spatial confinement of the nanoreactors, giving conjugated polymeric nanoparticles with narrow size distribution centered at 5 nm . The machine‐shaping of CMPs is feasible by adjusting the solubility of CMPs in the solvent.…”

“…The growth of the polymeric nanoparticles was controlled by the spatial confinement of the nanoreactors, giving conjugated polymeric nanoparticles with narrow size distribution centered at 5 nm. [32] The machineshaping of CMPs is feasible by adjusting the solubility of CMPs in the solvent. Except for these two investigations, the study on synthesis of soluble CMPs has rarely been reported.…”

Ferrocenyl bisoxazoline as an efficient non‐phosphorus ligand for palladium‐catalyzed copper‐free Sonogashira reaction in aqueous solution

“…The coupling of aryl or vinyl halides (or triflate) with terminal alkynes catalyzed by palladium, commonly termed Sonogashira cross‐coupling reactions, has been recognized as one of the most important sp 2 –sp carbon–carbon bond formation reactions in organic synthesis . The resulting internal alkynes or enynes are important intermediates for pharmaceuticals, natural products, biologically active molecules, conducting polymers and optical and liquid‐crystal materials . The most commonly utilized catalytic systems for these reactions include phosphine‐ligated palladium catalysts together with CuI as a co‐catalyst under degassed conditions .…”

Controlled synthesis of soluble conjugated polymeric nanoparticles for fluorescence detection

“…Unfortunately, in most cases, the applicability of the boronic acid systems was restricted due to their limited solubility in aqueous solutions. Recently, our group reported a new method to synthesize sizecontrolled conjugated microporous polymers (CMPs) through polycondensations 25,26 in conned nanoreactor, where the catalysts (palladium nanoparticles) were embedded in mesoporous supports, namely, silica-supported carbon nanomembranes (SS-CNMs). CMPs, a class of amorphous materials possessing three-dimensional networks with their building blocks linked in a p-conjugated fashion, have emerged as an important material platform since 2007.…”