Crotonic Acid Production by Pyrolysis and Vapor Fractionation of Mixed Microbial Culture-Based Poly(3-hydroxybutyrate-<i>co</i>-3-hydroxyvalerate)

Elhami, Vahideh; Hempenius, Mark A.; Schuur, Boelo

doi:10.1021/acs.iecr.2c03791

Cited by 6 publications

(5 citation statements)

References 30 publications

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“…The pyrolysis was performed following the procedure reported in our previous paper. 35 Briefly, a certain quantity of the PHBVenriched biomass was separately loaded in the oven and pyrolyzed at around 240 °C under a nitrogen flow rate of 0.15 L min −1 . In the case of using the extracted PHBV, pyrolysis was conducted under a reduced pressure of 50 mbar at 220 °C.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Therefore, it is worthwhile to investigate the purification of CA using the actual mixture. The pyrolysis was performed following the procedure reported in our previous paper . Briefly, a certain quantity of the PHBV-enriched biomass was separately loaded in the oven and pyrolyzed at around 240 °C under a nitrogen flow rate of 0.15 L min –1 .…”

Section: Resultsmentioning

confidence: 99%

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Separation of Crotonic Acid and 2-Pentenoic Acid Obtained by Pyrolysis of Bio-Based Polyhydroxyalkanoates Using a Spinning Band Distillation Column

Elhami

Neuendorf

Kock

et al. 2023

ACS Sustainable Chem. Eng.

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Searching for renewable alternatives to produce platform chemicals, various biomasses have shown great potential as feedstock for value-added chemicals. For instance, biomass obtained by aerobic digestion of wastewater is rich in the copolymer poly(3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV). Pyrolysis of PHBV yields a mixture of crotonic acid (CA) and 2-pentenoic acid (2-PA). Application of CA and 2-PA as bio-based monomers requires purification. Purification by distillation is challenging as the high melting point of CA (72 °C) in combination with the high polymerization potential limits the temperature window for distillation severely. This study has experimentally explored the use of a spinning band distillation column (SBC) under vacuum operation to separate these acids. The thermodynamic feasibility for distillation was first studied by measuring vapor–liquid equilibrium data at relevant pressures of 50 and 100 mbar. The separation in the SBC was accomplished at 50 mbar and 40–110 °C for about 5 h. A successful recovery of CA with a high purity of >98% was achieved using a synthetic mixture of acids with a mass ratio of 80/20 (CA/2-PA). Actual pyrolyzate mixtures obtained by pyrolysis of the biomass and extracted pure PHBV were also fed to the distillation column and resulted in separation of CA with purities of 96 and 93%, respectively.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Separation of Crotonic Acid and 2-Pentenoic Acid Obtained by Pyrolysis of Bio-Based Polyhydroxyalkanoates Using a Spinning Band Distillation Column

Elhami

Neuendorf

Kock

et al. 2023

ACS Sustainable Chem. Eng.

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“…Well-defined P3HB and P3HBV oligomers with an unsaturated end group have also been shown to form at temperatures from 170 to 200 °C, which can be upcycled and used as macromonomers to create block copolymers . Using thermolysis (200 °C) and vapor fractionation, P3HBV was shown to produce CA and trans -2-pentenoic acid in high yield. , The mechanism of P3HBV degradation has been suggested to be similar to that for P3HB . The degradation of P3HB and other polyesters was examined in the presence of metal compounds .…”

Section: Legacy Polyestersmentioning

confidence: 99%

“…194 Using thermolysis (200 °C) and vapor fractionation, P3HBV was shown to produce CA and trans-2-pentenoic acid in high yield. 195,196 The mechanism of P3HBV degradation has been suggested to be similar to that for P3HB. 197 The degradation of P3HB and other polyesters was examined in the presence of metal compounds.…”

Section: Closed-loopmentioning

confidence: 99%

Recyclable and (Bio)degradable Polyesters in a Circular Plastics Economy

Shi,

Quinn,

Diment

et al. 2024

Chem. Rev.

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Polyesters carrying polar main-chain ester linkages exhibit distinct material properties for diverse applications and thus play an important role in today's plastics economy. It is anticipated that they will play an even greater role in tomorrow's circular plastics economy that focuses on sustainability, thanks to the abundant availability of their biosourced building blocks and the presence of the main-chain ester bonds that can be chemically or biologically cleaved on demand by multiple methods and thus bring about more desired end-of-life plastic waste management options. Because of this potential and promise, there have been intense research activities directed at addressing recycling, upcycling or biodegradation of existing legacy polyesters, designing their biorenewable alternatives, and redesigning future polyesters with intrinsic chemical recyclability and tailored performance that can rival today's commodity plastics that are either petroleum based and/or hard to recycle. This review captures these exciting recent developments and outlines future challenges and opportunities. Case studies on the legacy polyesters, poly(lactic acid), poly(3-hydroxyalkanoate)s, poly(ethylene terephthalate), poly(butylene succinate), and poly(butylene-adipate terephthalate), are presented, and emerging chemically recyclable polyesters are comprehensively reviewed.

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“…This occurs due to the presence of microbial communities that preferentially consume the crotonic acid in the blended polymer mixture. As the crotonic acid is consumed, the degradation of the other components is accelerated, leading to the ultimate breakdown of the polymer blend into its constituent components [28].…”

Section: Seawater Degradationmentioning

confidence: 99%

Designing Sustainable Polymer Blends: Tailoring Mechanical Properties and Degradation Behaviour in PHB/PLA/PCL Blends in a Seawater Environment

et al. 2023

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Biodegradable polyesters are a popular choice for both packaging and medical device manufacture owing to their ability to break down into harmless components once they have completed their function. However, commonly used polyesters such as poly(hydroxybutyrate) (PHB), poly(lactic acid) (PLA), and polycaprolactone (PCL), while readily available and have a relatively low price compared to other biodegradable polyesters, do not meet the degradation profiles required for many applications. As such, this study aimed to determine if the mechanical and degradation properties of biodegradable polymers could be tailored by blending different polymers. The seawater degradation mechanisms were evaluated, revealing surface erosion and bulk degradation in the blends. The extent of degradation was found to be dependent on the specific chemical composition of the polymer and the blend ratio, with degradation occurring via hydrolytic, enzymatic, oxidative, or physical pathways. PLA presents the highest tensile strength (67 MPa); the addition of PHB and PCL increased the flexibility of the samples; however, the tensile strength reduced to 25.5 and 18 MPa for the blends 30/50/20 and 50/25/25, respectively. Additionally, PCL presented weight loss of up to 10 wt.% and PHB of up to 6 wt.%; the seawater degradation in the blends occurs by bulk and surface erosion. The blending process facilitated the flexibility of the blends, enabling their use in diverse industrial applications such as medical devices and packaging. The proposed methodology produced biodegradable blends with tailored properties within a seawater environment. Additionally, further tests that fully track the biodegradation process should be put in place; incorporating compatibilizers might promote the miscibility of different polymers, improving their mechanical properties and biodegradability.

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Crotonic Acid Production by Pyrolysis and Vapor Fractionation of Mixed Microbial Culture-Based Poly(3-hydroxybutyrate-co-3-hydroxyvalerate)

Cited by 6 publications

References 30 publications

Separation of Crotonic Acid and 2-Pentenoic Acid Obtained by Pyrolysis of Bio-Based Polyhydroxyalkanoates Using a Spinning Band Distillation Column

Separation of Crotonic Acid and 2-Pentenoic Acid Obtained by Pyrolysis of Bio-Based Polyhydroxyalkanoates Using a Spinning Band Distillation Column

Recyclable and (Bio)degradable Polyesters in a Circular Plastics Economy

Designing Sustainable Polymer Blends: Tailoring Mechanical Properties and Degradation Behaviour in PHB/PLA/PCL Blends in a Seawater Environment

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