Hydrolytic degradation of biobased poly(butylene succinate‐co‐furandicarboxylate) and poly(butylene adipate‐co‐furandicarboxylate) copolyesters under mild conditions

Abstract

It is indispensable to investigate hydrolytic degradation behavior to develop novel (bio)degradable polyesters. Biobased and biodegradable copolyesters poly(butylene adipate-co-butylene furandicarboxylate) (PBAF) and poly(butylene succinate-co-butylene furandicarboxylate) (PBSF) with BF molar fraction (/ BF ) between 40 and 60% were synthesized in this study. The hydrolytic degradation of film samples was conducted in a pH 7.0 PBS buffer solution at 25 8C. Slight mass loss (1-2%) but significant decrease in intrinsic viscosity (35-44%) was observed after 22 weeks. The apparent hydrolytic degradation rate decreased with increasing / BF and initial crystallinity. Meanwhile, PBAFs degraded slightly faster than PBSFs with the same composition. The / BF and crystallinity increased slowly with degradation time, suggesting the aliphatic moiety and the amorphous region are more susceptible to hydrolysis. And high enough tensile properties were retained after hydrolysis degradation, indicating PBAF and PBSF copolyesters are hydrolytically degradable, with tunable hydrolytic degradation rate and good balance between hydrolytic degradability and durability. V C 2016Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 44674.

An Eco-Friendly Method to Get a Bio-Based Dicarboxylic Acid Monomer 2,5-Furandicarboxylic Acid and Its Application in the Synthesis of Poly(hexylene 2,5-furandicarboxylate) (PHF)

“…As a result, the weight loss of PHF-1 (23.0 wt %) was higher than that of PHF-7 (20.9 wt %), and PHF-7 was higher that of PHF-6 (19.8 wt %). When compared with the FDCA-based polyesters that were reported in the published literature [ 47 ], the weight loss of PHFs was obviously higher than that of the reported results, which only were 1, 2, and 10 wt % in the fourth week and 2, 5, and 28 wt % in twenty-second week, respectively, under neutral, pH = 4.0 and pH = 12.0 conditions. It shows in Figure 7 a that the weight loss is not linearly related to acid treatment time, which may be due to the difference in crystalline and amorphous regions [ 48 ].…”

Tuning the Properties of Furandicarboxylic Acid-Based Polyesters with Copolymerization: A Review

“…PEF- co -PES copolymers exhibited weight loss in PhBS/lipase up to 12.5 wt % after 1 month [ 52 ] and PPF- co -PPS lost up to 35% of their mass after 1 month in similar conditions [ 62 ], which could be attributed to their amorphous character in contrast with PEF- co -PES, which possesses some crystallinity. PBF- co -PBS with PBF contents 40–60 mol% lost only 2% of their weight after 21 weeks in PhBS [ 75 ], 1% in acidic conditions, 52% in alkaline conditions, and 90% after 180 days in compost [ 74 ]. As degradation progressed, the percentage of crystallinity of the polymers increased.…”

“…Consequently, some of the first efforts to prepare biodegradable and biobased copolymers with FDCA included adipic acid as a comonomer. Both PEF and PBF have been combined with PEAd and PBAd respectively, in an effort to determine the biodegradability in relation to the physical and mechanical properties [ 50 , 72 , 74 , 75 ]. In the study of Papadopoulos et al, the enzymatic hydrolysis rate of PEF- co -PEAd copolymers was affected more by the comonomer content, rather than crystallinity or Mw [ 50 ].…”

“…PBF- co -PBAd with 10 mol% BF degraded faster than PBAd due to its smaller melting temperature. In the absence of enzymes, they only lost approximately 5% of their initial weight after 22 weeks [ 75 ]. During this time, the intrinsic viscosity of all copolymers decreased exponentially, and the degradation rate slowed down with increasing both the BF content and percentage of crystallinity.…”

“…Polyactive™ is a biodegradable PET- co -PEO copolymer used for drug delivery and tissue engineering that could potentially be replaced by PBF- co -PEG copolymers [ 90 , 91 ]. PBAd- co -PBT, known as Ecoflex ® , can be replaced by PBF- co -PBAd or PBF- co -PBS copolymers [ 72 , 74 , 75 ].…”