Synthesis of poly(o‐cresol) by oxidative coupling polymerization of o‐cresol

Abstract

The oxidative coupling polymerization of o‐cresol was investigated using various 2‐substituted pyridine/CuCl catalysts under an oxygen atmosphere, in which 2‐phenylpyridine/CuCl and 2‐(p‐tolyl)pyridine/CuCl catalysts yielded poly(o‐cresol)s with higher regioselectivity for 1,4‐coupling. These polymerizations produced branched and crosslinked polymers in the later stages of polymerization. These polymers showed good thermal properties, such as 5% weight loss temperatures of up to 406 °C and glass transition temperatures of up to 151 °C. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 878–884

Bio-oils from vacuum ablative pyrolysis of torrefied tobacco residues

“…Since a signicant portion of products produced in the 450 C heavy oil contained aliphatic OH or ketone functional groups, these products can be formed from the decomposing biomass at lower temperatures, as compared to nicotine, cresols, and other possible alkane containing products, which form from the torreed biomass at higher pyrolysis temperatures. The N-CH 3 proton peaks from nicotine 48 and the R-CH 3 peak for cresol 49 are present in the aliphatic OH and ketone region and even with the signicant increase in concentration at 600 C, the total proton area% drastically declines. This shows that a signicant portion of the change is resulting from a change in product distribution of the unknown products and the low concentration known products.…”

Enzyme-inspired catalysts with high activity and selectivity for oxidative polymerization of 2-phenylphenol

“…2 On the other hand, it is inherently difficult to control the coupling selectivity in the polymerization of 2-and/or 6-unsubstituted phenols (ArOH). Various catalysts for the regioselective polymerization of 2-methylphenol have been the most studied, such as copper complexes with 2,6-dimethylpyridine, 3,4 poly(4-vinylpyridine), 5 2-arylpyridines, 6 a mesoporous silica-supported ethylenediamine, 7 and a triazacyclononane. 8 Among them, only the enzyme-model catalyst, i.e.…”