Feasibility of Solid-State Postpolymerization on Fossil- and Bio-Based Poly(butylene succinate) Including Polymer Upcycling Routes

Papaspyrides, Constantine; Vouyiouka, Stamatina; Georgousopoulou, Ioanna-Nektaria; Marinković, Siniša; Estrine, Boris; Joly, Catherine; Dole, Patrice

doi:10.1021/acs.iecr.6b00588

Cited by 13 publications

(6 citation statements)

References 73 publications

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“… a Determined by the second heating scan at 10 min −1 . b The crystallinity ( χ c ) of copolymers were calculated by χnormalc=normalΔHnormalm/normalΔHnormalmnormalo×100%, and normalΔHnormalmnormalo is the melting enthalpy of 100% crystalline PBS, which is assumed to be 110.5 J g −1 [38]. c Decomposition temperature of copolymers at weight loss of 5%. d Decomposition temperature of copolymers at weight loss of 50%.…”

Section: Resultsmentioning

confidence: 99%

Poly(butylene succinate- co -salicylic acid) copolymers and their effect on promoting plant growth

et al. 2019

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Biodegradable random copolymers were successfully synthesized by melt polycondensation of poly(butylene succinate) (PBS) and salicylic acid (SA). The obtained copolymers were characterized by proton nuclear magnetic resonance spectroscopy. The effect of different SA contents on the properties of copolymers was investigated by universal testing machine, thermogravimetric analyser, differential scanning calorimetry and X-ray diffraction analysis. The results showed that the copolymers with 0.5% SA contents exhibited excellent elastic modulus (1413.0 MPa) and tensile strength (192.8 MPa), and similar thermal decomposition temperature (≈320°C) compared with pure PBS. By molecular docking simulations, it was proved that the degradability of copolymers was more effective than that of pure PBS with a binding energy of −5.77 kcal mol −1 . PBS copolymers with a small amount of SA were not only biodegradable but could stimulate the growth of green vegetables. So biodegradable copolymers can be used over a wide range as they are environmentally friendly.

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Section: Resultsmentioning

confidence: 99%

Poly(butylene succinate- co -salicylic acid) copolymers and their effect on promoting plant growth

et al. 2019

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“…The aim was to produce copolyesters with comparable molecular weights to be able to compare the enzymatic hydrolysis of the different polyesters. The slightly lower molecular weight of the polyester-containing butanediol could be due to unwanted side reactions, as discussed for poly(butylene succinate) (PBS) [ 34 ]. A possible solution to overcome this could have been to synthesize the polyester with a modified procedure for the esterification method to get a higher molecular weight [ 2 ].…”

Section: Resultsmentioning

confidence: 99%

Polyol Structure and Ionic Moieties Influence the Hydrolytic Stability and Enzymatic Hydrolysis of Bio-Based 2,5-Furandicarboxylic Acid (FDCA) Copolyesters

et al. 2017

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A series of copolyesters based on furanic acid and sulfonated isophthalic acid with various polyols were synthetized and their susceptibility to enzymatic hydrolysis by cutinase 1 from Thermobifida cellulosilytica (Thc_Cut1) investigated. All copolyesters consisted of 30 mol % 5-sulfoisophthalate units (NaSIP) and 70 mol % 2,5-furandicarboxylic acid (FDCA), while the polyol component was varied, including 1,2-ethanediol, 1,4-butanediol, 1,8-octanediol, diethylene glycol, triethylene glycol, or tetraethylene glycol. The composition of the copolyesters was confirmed by 1 H-NMR and the number average molecular weight (M n ) was determined by GPC to range from 2630 to 8030 g/mol. A DSC analysis revealed glass-transition temperatures (T g ) from 84 to 6 • C, which were decreasing with increasing diol chain length. The crystallinity was below 1% for all polyesters. The hydrolytic stability increased with the chain length of the alkyl diol unit, while it was generally higher for the ether diol units. Thc_Cut1 was able to hydrolyze all of the copolyesters containing alkyl diols ranging from two to eight carbon chain lengths, while the highest activities were detected for the shorter chain lengths with an amount of 13.6 ± 0.7 mM FDCA released after 72 h of incubation at 50 • C. Faster hydrolysis was observed when replacing an alkyl diol by ether diols, as indicated, e.g., by a fivefold higher release of FDCA for triethylene glycol when compared to 1,8-octanediol. A positive influence of introducing ionic phthalic acid was observed while the enzyme preferentially cleaved ester bonds associated to the non-charged building blocks.

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“…The latter serves in avoiding unnecessary and harmful exposure of the material at high temperatures. On the other hand, polycondensation processes, mainly on polyesters, are under investigation, based on the same approach: the reaction occurs in steps at increasing temperatures [ 60 ].…”

Section: Resultsmentioning

confidence: 99%

New Aspects on the Direct Solid State Polycondensation (DSSP) of Aliphatic Nylon Salts: The Case of Hexamethylene Diammonium Dodecanoate

et al. 2021

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The direct solid state polymerization (DSSP) of hexamethylene diammonium dodecanoate (PA 612 salt) was investigated for two different salt grades, fossil-based and bio-based. Aliphatic polyamide salts (such as PA 612 salt) are highly susceptible to solid melt transition (SMT) phenomena, which restrain the industrial application of DSSP. To that end, emphasis was given on reactor design, being the critical parameter influencing byproduct diffusion, amine loss and inherent DSSP kinetics. Experiments took place both at the microscale and the laboratory scale, in which two different reactors were tested in terms of bypassing SMT phenomena. The new reactor designed here proved quite successful in maintaining the solid state during the reaction. Scouting experiments were conducted in order to assess the effect of critical parameters and determine appropriate reaction conditions. Fossil-based PA 612 products proved to have a better end-group imbalance in comparison to bio-based ones, which is critical in terms of achieving high molecular weight. Finally, a real DSSP process was demonstrated, starting from PA 612 salt crystals and ending with PA 612 particles.

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Feasibility of Solid-State Postpolymerization on Fossil- and Bio-Based Poly(butylene succinate) Including Polymer Upcycling Routes

Cited by 13 publications

References 73 publications

Poly(butylene succinate- co -salicylic acid) copolymers and their effect on promoting plant growth

Poly(butylene succinate- co -salicylic acid) copolymers and their effect on promoting plant growth

Polyol Structure and Ionic Moieties Influence the Hydrolytic Stability and Enzymatic Hydrolysis of Bio-Based 2,5-Furandicarboxylic Acid (FDCA) Copolyesters

New Aspects on the Direct Solid State Polycondensation (DSSP) of Aliphatic Nylon Salts: The Case of Hexamethylene Diammonium Dodecanoate

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