Premium
An investigation into the preparation of poly(1‐methylpyrol‐2‐ylsquaraine) particles
Author(s) -
Lynch Daniel E.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3887
Subject(s) - chemistry , squaric acid , solvent , adsorption , spheres , particle size , porosity , ion , particle (ecology) , nanoparticle , chemical engineering , organic chemistry , physics , oceanography , astronomy , engineering , geology
Poly(1‐methylpyrol‐2‐ylsquaraine) particles can be prepared in a one‐pot reaction by refluxing equimolar amounts of squaric acid (3,4‐dihydroxycyclobut‐3‐ene‐1,2‐dione) and 1‐methylpyrrole in butan‐1‐ol and precipitate from the reaction as porous micrometer‐sized spheres that have potential use as molecular adsorbents in chromatography and sensors, as well as ion batteries. Previous papers that have examined the electrical, photophysical, and adsorption properties of these particles have reported their size and shape, with appropriate proof in the form of electron microscope images but have paid little attention as to the actual limits of the particle size and spherical formation. Thus, a range of experiments have been undertaken to examine the robustness, in terms of reaction variation, of the construction of these spheres. Reaction characteristics such as solvent, sequence in which reactants are added, reaction time, reactant concentration, and mode of reaction agitation have all been examined to determine the optimal conditions for the production of these spheres. Fortuitously, butan‐1‐ol remains the most suitable solvent, but reactant concentration is important to produce uniformly sized spherical particles with minimal interparticle growth.