Tavana, Jalal; Faysal, Atik; Vithanage, Anushka; Gramlich, William M.; Schwartz, Thomas J. published an article in 2022, the title of the article was Pathway to fully-renewable biobased polyesters derived from HMF and phenols.Category: esters-buliding-blocks And the article contains the following content:
Building on previous work where 5-hydroxymethylfurfural (HMF) was selectively functionalized by etherification with phenols, we demonstrated that the oxidized versions of these HMF ethers can be converted to functionalized δ-hexalactones (FDHLs) that can subsequently undergo ring-opening polymerization (ROP) to form polyesters. The key step in FDHL production is Ru-catalyzed selective hydrogenolysis of the C-O bond of functionalized-2-furan carboxylic acids (FFCAs). We found that the combination of a TiO2 support and a polar, aprotic solvent leads to high selectivity toward the lactone product. Under the optimized conditions, we achieved a 60% yield of FDHL at 150°C with 1.5% Ru/TiO2 in 1,4-dioxane using 5-phenoxy-2-furan carboxylic acid as a model reactant. ROP of six-membered lactone monomers bearing either a methoxy (MDHL) or a phenolic (PDHL) pendant group resulted in polymers ranging from 5 to 30 kg mol-1 with narrow dispersity. The polymerizations were carried out at room temperature using di-Ph phosphate (DPP) and triazabicyclodecene (TBD) as organocatalysts. Typical equilibrium polymerization behavior was observed at room temperature, and the reaction was observed to be pseudo-first order with respect to monomer concentration in solution Poly(PDHL) had a significantly higher glass transition temperature (6°C) than unsubstituted poly(valerolactone) due to the presence of the bulky phenolic group off the polymer backbone. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).Category: esters-buliding-blocks
The Article related to hmf phenol renewable biobased polyester preparation rop catalyst, Chemistry of Synthetic High Polymers: Ring-Opening and Other Polymerizations and other aspects.Category: esters-buliding-blocks
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics