Synthesis, characterization, and properties of a novel polyhedral oligomeric octamethyldiphenylsulfonylsilsesquioxane

Abstract

A novel polyhedral oligomeric octamethyldiphenylsulfonylsilsesquioxane (OMDPSS) was synthesized from octaphenylsilsesquioxane and benzenesulfonyl chloride via a Friedel-Crafts reaction in high yield. OMDPSS was characterized by Fourier transform infrared spectroscopy, 1 H NMR, 13 C NMR, and 29 Si NMR spectroscopy, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS), wide-angle X-ray diffraction, differential scanning calorimetry, and elemental analysis, and found to be an amorphous polyhedral oligomeric silsesquioxane with a (RSiO 3/2 ) 8 structure. OMDPSS exhibited good solubility in commonly used solvents and superior thermal stability according to thermogravimetric analysis. Its initial thermal decomposition temperature (T d5% ) was found to be 401°C in air and 428°C in nitrogen.

Synthesis of Sulfonated Phenylsilsesquioxanes Guided by Machine Learning

“…Octaphenylsilsesquioxane (OPS) is an important member of the polyhedral oligomeric phenylsilsesquioxane (POSS) family, which has attracted much attention due to its excellent thermal stability properties. − However, the chemical inertness and low solubility in most organic solvents of OPS restrict its broader application. , Over the last two decades, OPS modified by a variety of groups has been reported, such as nitrated octa­(phenyl)­silsesquioxane (NO 2 -OPS), , aminated octa­(phenyl)­silsesquioxane (NH 2 -OPS), , octadiphenylsulfonylsilsesquioxane (ODPSS), octamethyldiphenylsulfonylsilsesquioxane (OMDPSS), , and polycarboxyl octaphenylsilsesquioxanes . ODPSS and OMDPSS improved the solubility of OPS by 400 and 3000 times in dichloromethane, respectively.…”