Polymorphism and properties of biodegradable poly(1,4‐butylene adipate) tailored using an aliphatic diamide derivative

Abstract

N,N′‐Ethylenebis(12‐hydroxystearamide) (EBH), an aliphatic diamide organic compound with environmental friendliness, was selected as an effective nucleating agent to be incorporated into poly(1,4‐butylene adipate) (PBA) polyester. EBH increased the crystallization temperature, crystallinity, crystal density and thermal stability, and shortened the crystallization time of PBA. EBH slowed down the critical temperature of the PBA α‐crystal, accelerated the β‐to‐α phase transition rate and tailored the polymorphic crystalline structure of the PBA probably via the interfacial interaction and/or crystal lattice matching between PBA and EBH. In the presence of EBH, the degradation rate of PBA decreased. The mechanisms of the nucleation, manipulation of the crystal type, accelerated β‐to‐α phase transition, enhanced thermal stability and decreased enzymatic degradation rate of PBA are proposed and discussed in detail. © 2018 Society of Chemical Industry

Linear Diamides Derivative-Nucleated Biodegradable Poly(ethylene succinate) Polyester: Crystallization Kinetics and Aggregated Structure Manipulated by Hydrogen Bond Interaction

“…It was reported that several multiple amides-containing derivatives as the excellent NAs present outstanding nucleation effect via the hydrogen bond interaction. These NAs not only modulate the polymorphism, tailor mechanical properties, increase melt-crystallization temperature (T c ), crystallization rate, degree of crystallinity (X c ), thermal stability and gas barrier performance, but also induce the crystals to self-assemble into the shish-kebab-like (or cone/needle-like) structures of the isotactic polypropylene (iPP) [28][29][30], poly(L-lactide) (PLLA) [31][32][33][34][35][36][37][38][39][40][41] and poly(1,4-butylene adipate) (PBA) [3,[42][43][44]. Generally, an excellent NA presents a higher T c and melting temperature (T m ) than the polymer matrix because the solidi ed NA crystal can act as the heterogeneous NA on which the molten polymer molecular chains nucleate, before the onset of the crystallization of the polymer [35].…”

Linear Diamides Derivative-Nucleated Biodegradable Poly(ethylene succinate) Polyester: Crystallization Kinetics and Aggregated Structure Manipulated by Hydrogen Bond Interaction

“…It was reported that several multiple amides-containing derivatives as the excellent NAs present outstanding nucleation effect via the hydrogen bond interaction. These NAs not only modulate the polymorphism, tailor mechanical properties, increase melt-crystallization temperature (T c ), crystallization rate, degree of crystallinity (X c ), thermal stability and gas barrier performance, but also induce the crystals to self-assemble into the shish-kebab-like (or cone/needle-like) structures of the isotactic polypropylene (iPP) [28][29][30], poly(L-lactide) (PLLA) [31][32][33][34][35][36][37][38][39][40][41] and poly(1,4-butylene adipate) (PBA) [3,[42][43][44]. Generally, an excellent NA presents a higher T c and melting temperature (T m ) than the polymer matrix because the solidi ed NA crystal can act as the heterogeneous NA on which the molten polymer molecular chains nucleate, before the onset of the crystallization of the polymer [35].…”

Crystallization behavior and physical property of poly( ε ‐caprolactone) tailored by a biocompatible linear diamide nucleating agent

“…N,N'−ethylenebis (12 − hydroxystearamide) (EBH) is a dispersion agent and diluting agent (with T m ≈ 150°C and T c ≈ 130°C) which are significantly higher than those of the PCL, respectively . Its chemical structure is presented in Scheme .…”