C–H⋯O (ether) hydrogen bonding along the (110) direction in polyglycolic acid studied by infrared spectroscopy, wide-angle X-ray diffraction, quantum chemical calculations and natural bond orbital calculations

Abstract

Polyglycolic acid (PGA), a biodegradable polyester with a simple molecular structure, shows an abnormally high melting point of 220 °C which is the highest among biopolyesters.

Bioresorbable and degradable behaviors of PGA: Current state and future prospects

“…It was concluded that the two CF 3 groups present on HFIP significantly enhances its ionizing power, brønsted acidity, and hydrogen bond donating (HBD) ability, while its nucleophilicity and hydrogen bond accepting (HBA) ability are significantly receded accordingly. In concordance with these analytical findings, Sato et al [122] have reported that there are physical interactions in PGA molecules through weak intermolecular hydrogen bonding between the hydrogen atom of the CH 2 linkage and the oxygen atom of the C O C ether linkage.…”

The Blending of Poly(glycolic acid) with Polycaprolactone and Poly(l-lactide): Promising Combinations

“…The latter unique feature, which affects the PGA properties, was studied in detail. Indeed, by using different characterization techniques, Sato et al [ 9 ] demonstrated that the intermolecular interactions in PGA chains influence the achievable structure, which results in a high melting temperature. Moreover, it was reported that in the crystalline structure, the hydrogen bonds between the oxygen atoms of the ester group and the hydrogen atoms of CH 2 are weak [ 10 ].…”

Poly(glycolic acid) (PGA): a versatile building block expanding high performance and sustainable bioplastic applications

“…73 Using infrared (IR), Raman spectroscopy, wide-angle X-ray diffraction (WAXD), differential scanning calorimetry (DSC), quantum chemical calculations and natural bonding orbital (NBO) calculations, Sato et al reported that the intermolecular interactions in PGA chains affects the high-order structure and results in a uniquely high melting point. 74 In a different study, Terahertz (THz) spectroscopy, a two-dimensional correlation (2D-COS) of WAXD profiles along with IR spectroscopy was performed on isothermal crystallization of PGA to probe the higher-order conformation, crystalline structure, and intermolecular interactions. At the same time, the development of crystals occurred in PGA.…”