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Perylene Diimide-Containing Dynamic Hyper-crosslinked Ionic Porous Organic Polymers: Modulation of Assembly and Gas Storage

Soujanya H. Goudar, Dhiraj Siddhartha Ingle, Rahul Sahu, Srinu Kotha, Sandeep K. Reddy, Deepu J. Babu, Venkata Rao Kotagiri

2023ACS Applied Polymer Materials24 citationsDOI

Abstract

A strategy to synthesize hyper-crosslinked polymers with strong visible-light absorption and abundant ionic sites is discussed. This is achieved in a one-pot reaction via the simultaneous Friedel–Crafts alkylation and quaternization reaction between α,α′-dibromo- p -xylene (DBX) and perylene diimide (PDI) substituted with N, N -dimethyl ethylene to result in hyper-crosslinked ionic polymers (HIPs). These HIPs display good surface areas with strong visible-light absorption (400–650 nm) and dispersibility in polar solvents like water and DMSO. Importantly, our experimental and theoretical studies indicate that PDI-HIPs possess a dynamic network with good uptake of water up to seven times their weight. Notably, PDI in PDI-HIPs is not only responsible for visible-light absorption but also acts as a probe to study their dynamic nature. Moreover, the presence of ultramicropores and CO 2 -philic functional groups in PDI-HIPs renders good CO 2 uptake up to 2.11 mmol/g at 273 K despite their relatively low surface area.

Topics & Concepts

PeryleneDiimidePolymerIonic bondingAbsorption (acoustics)ChemistryPolymer chemistryAdsorptionPorosityXylenePhotochemistryChemical engineeringMaterials scienceOrganic chemistryIonMoleculeComposite materialBenzeneEngineeringCovalent Organic Framework ApplicationsLuminescence and Fluorescent MaterialsMetal-Organic Frameworks: Synthesis and Applications