Poly(lactide)-g-poly(butylene succinate-co-adipate) with High Crystallization Capacity and Migration Resistance

Yang, Xi; Xu, Huan; Odelius, Karin; Hakkarainen, Minna

doi:10.3390/ma9050313

Cited by 28 publications

(37 citation statements)

References 46 publications

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“…Several PLA plasticizers have been designed in previous works with various purposes, for instance for increased migration-resistance [ 24 , 25 , 26 ] or from renewable starting materials [ 24 , 27 , 28 ]. Citrates that can be produced from biobased starting materials, for example acetyl triethyl citrate and triethyl citrate, are recommended by the FDA to be used as plasticizers in food-packaging material [ 29 ].…”

Section: Introductionmentioning

confidence: 99%

Dual-Functioning Antibacterial Eugenol-Derived Plasticizers for Polylactide

2020

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Dual-functioning additives with plasticizing and antibacterial functions were designed by exploiting the natural aromatic compound eugenol and green platform chemical levulinic acid or valeric acid that can be produced from biobased resources. One-pot synthesis methodology was utilized to create three ester-rich plasticizers. The plasticizers were thoroughly characterized by several nuclear magnetic resonance techniques (1H NMR, 13C NMR, 31P NMR, HSQC, COSY, HMBC) and by electrospray ionization-mass spectrometry (ESI-MS) and their performances, as plasticizers for polylactide (PLA), were evaluated. The eugenyl valerate was equipped with a strong capability to depress the glass transition temperature (Tg) of PLA. Incorporating 30 wt% plasticizer led to a reduction of the Tg by 43 °C. This was also reflected by a remarkable change in mechanical properties, illustrated by a strain at break of 560%, almost 110 times the strain for the breaking of neat PLA. The two eugenyl levulinates also led to PLA with significantly increased strain at breaking. The eugenyl levulinates portrayed higher thermal stabilities than eugenyl valerate, both neat and in PLA blends. The different concentrations of phenol, carboxyl and alcohol functional groups in the three plasticizers caused different bactericidal activities. The eugenyl levulinate with the highest phenol-, carboxyl- and alcohol group content significantly inhibited the growth of Staphylococcus aureus and Escherichia coli, while the other two plasticizers could only inhibit the growth of Staphylococcus aureus. Thus, the utilization of eugenol as a building block in plasticizer design for PLA illustrated an interesting potential for production of additives with dual functions, being both plasticizers and antibacterial agents.

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Section: Introductionmentioning

confidence: 99%

Dual-Functioning Antibacterial Eugenol-Derived Plasticizers for Polylactide

2020

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“…This solution is interesting as an important elongation at break is achieved, but other mechanical resistant properties (modulus, strength) are remarkably reduced. Another approach is copolymerization, for example, poly(lactide)- g -poly(butylene succinate- co -adipate) [ 22 ], but it is not a cost-effective solution. The third approach is blending PLA with other polymers to obtain toughened formulations.…”

Section: Introductionmentioning

confidence: 99%

Environmentally Friendly Compatibilizers from Soybean Oil for Ternary Blends of Poly(lactic acid)-PLA, Poly(ε-caprolactone)-PCL and Poly(3-hydroxybutyrate)-PHB

et al. 2017

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Ternary blends of poly(lactic acid) (PLA), poly(3-hydroxybutyrate) (PHB) and poly(ε-caprolactone) (PCL) with a constant weight percentage of 60%, 10% and 30% respectively were compatibilized with soybean oil derivatives epoxidized soybean oil (ESO), maleinized soybean oil (MSO) and acrylated epoxidized soybean oil (AESO). The potential compatibilization effects of the soybean oil-derivatives was characterized in terms of mechanical, thermal and thermomechanical properties. The effects on morphology were studied by field emission scanning electron microscopy (FESEM). All three soybean oil-based compatibilizers led to a noticeable increase in toughness with a remarkable improvement in elongation at break. On the other hand, both the tensile modulus and strength decreased, but in a lower extent to a typical plasticization effect. Although phase separation occurred, all three soybean oil derivatives led somewhat to compatibilization through reaction between terminal hydroxyl groups in all three biopolyesters (PLA, PHB and PCL) and the readily reactive groups in the soybean oil derivatives, that is, epoxy, maleic anhydride and acrylic/epoxy functionalities. In particular, the addition of 5 parts per hundred parts of the blend (phr) of ESO gave the maximum elongation at break while the same amount of MSO and AESO gave the maximum toughness, measured through Charpy’s impact tests. In general, the herein-developed materials widen the potential of ternary PLA formulations by a cost effective blending method with PHB and PCL and compatibilization with vegetable oil-based additives.

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“…Enhancement of ductility and toughness for PLA, particularly based on industrial processing techniques (e.g., extrusion, injection and compression), represents one important goal for material scientists and engineers in the pursuit of high-performance PLA materials 56 . The traditional approach is compounding PLA with flexible plasticizers such as poly(ethylene glycol) 57 58 and high-toughness polymers such as poly[(butylene succinate)- co -adipate] 59 and polyamide 60 . These compounds, however, are basically encountered with dramatic decrease in strength and stiffness and limited promotion of ductility.…”

Section: Discussionmentioning

confidence: 99%

Biomimetic Nanofibrillation in Two-Component Biopolymer Blends with Structural Analogs to Spider Silk

Xie

et al. 2016

Sci Rep

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Despite the enormous potential in bioinspired fabrication of high-strength structure by mimicking the spinning process of spider silk, currently accessible routes (e.g., microfluidic and electrospinning approaches) still have substantial function gaps in providing precision control over the nanofibrillar superstructure, crystalline morphology or molecular orientation. Here the concept of biomimetic nanofibrillation, by copying the spiders’ spinning principles, was conceived to build silk-mimicking hierarchies in two-phase biodegradable blends, strategically involving the stepwise integration of elongational shear and high-pressure shear. Phase separation confined on nanoscale, together with deformation of discrete phases and pre-alignment of polymer chains, was triggered in the elongational shear, conferring the readiness for direct nanofibrillation in the latter shearing stage. The orderly aligned nanofibrils, featuring an ultralow diameter of around 100 nm and the “rigid−soft” system crosslinked by nanocrystal domains like silk protein dopes, were secreted by fine nanochannels. The incorporation of multiscale silk-mimicking structures afforded exceptional combination of strength, ductility and toughness for the nanofibrillar polymer composites. The proposed spider spinning-mimicking strategy, offering the biomimetic function integration unattainable with current approaches, may prompt materials scientists to pursue biopolymer mimics of silk with high performance yet light weight.

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Poly(lactide)-g-poly(butylene succinate-co-adipate) with High Crystallization Capacity and Migration Resistance

Cited by 28 publications

References 46 publications

Dual-Functioning Antibacterial Eugenol-Derived Plasticizers for Polylactide

Dual-Functioning Antibacterial Eugenol-Derived Plasticizers for Polylactide

Environmentally Friendly Compatibilizers from Soybean Oil for Ternary Blends of Poly(lactic acid)-PLA, Poly(ε-caprolactone)-PCL and Poly(3-hydroxybutyrate)-PHB

Biomimetic Nanofibrillation in Two-Component Biopolymer Blends with Structural Analogs to Spider Silk

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