scholarly journals Organocatalyzed closed-loop chemical recycling of thermo-compressed films of poly(ethylene furanoate)

2021 ◽  
Author(s):  
Elena Gabirondo ◽  
Beatriz Melendez-Rodriguez ◽  
Carmen Arnal ◽  
Jose M. Lagaron ◽  
Antxon Martínez de Ilarduya ◽  
...  

Poly(ethylene furanoate) (PEF) films were first produced using thermo-compression. Thereafter, the chemical recyclability was demonstrated in the presence of a thermally stable organocatalyst followed by its repolymerization.

2020 ◽  
Author(s):  
Megan Mohadjer Beromi ◽  
C. Rose Kennedy ◽  
Jarod M. Younker ◽  
Alex E. Carpenter ◽  
Sarah J. Mattler ◽  
...  

Closed-loop recycling offers the opportunity to help mitigate plastic waste through reversible polymer construction and deconstruction. While examples of the chemical recycling polymers are known, few have been applied to materials derived from abundant commodity olefinic monomers that are the building blocks of ubiquitous plastic resins. Here we describe a [2+2] cycloaddition oligomerization of 1,3-butadiene to yield a previously unrealized telechelic microstructure of (1,n’-divinyl)oligocyclobutane. This material is thermally stable, has stereoregular segments arising from chain-end control, and exhibits high crystallinity even at low molecular weight. Exposure of the oligocyclobutane to vacuum in the presence of the pyridine(diimine) iron precatalyst used to synthesize it resulted in deoligomerization to generate pristine butadiene, demonstrating a rare example of closed-loop chemical recycling of an oligomeric material derived from a commodity hydrocarbon feedstock.


2020 ◽  
Author(s):  
Elena Gabirondo ◽  
Beatriz Melendez-Rodriguez ◽  
Carmen Arnal ◽  
Jose M. Lagaron ◽  
Antxon Martínez de Ilarduya ◽  
...  

<p>Monomers derived from renewable feedstocks have emerged as a novel sustainable alternative to petrochemical polymers. One of the biomass derived polymers that is recently gaining attention for food packaging applications is poly(ethylene furanoate) (PEF). However, PEF is not biodegradable and its end-of-life options must be considered in order to avoid contributing to the accumulation of plastic waste. In this paper, after analyzing the suitability of PEF for packaging applications using an industrially relevant film-processing method, the chemical glycolysis of PEF was investigated using a thermally stable acid-base organocatalyst. After succesfully deconstructing the PEF films into bis(2-hydroxyethyl)-furan-2,5-dicarboxylate (BHEF), the obtained BHEF was used to resynthesize PEF using the same organocatalyst to sucessfully generate a biopolymer with similar chemical and thermal properties to virgin PEF following a closed-loop cycle according to the Circular Economy principles.</p>


2020 ◽  
Author(s):  
Elena Gabirondo ◽  
Beatriz Melendez-Rodriguez ◽  
Carmen Arnal ◽  
Jose M. Lagaron ◽  
Antxon Martínez de Ilarduya ◽  
...  

<p>Monomers derived from renewable feedstocks have emerged as a novel sustainable alternative to petrochemical polymers. One of the biomass derived polymers that is recently gaining attention for food packaging applications is poly(ethylene furanoate) (PEF). However, PEF is not biodegradable and its end-of-life options must be considered in order to avoid contributing to the accumulation of plastic waste. In this paper, after analyzing the suitability of PEF for packaging applications using an industrially relevant film-processing method, the chemical glycolysis of PEF was investigated using a thermally stable acid-base organocatalyst. After succesfully deconstructing the PEF films into bis(2-hydroxyethyl)-furan-2,5-dicarboxylate (BHEF), the obtained BHEF was used to resynthesize PEF using the same organocatalyst to sucessfully generate a biopolymer with similar chemical and thermal properties to virgin PEF following a closed-loop cycle according to the Circular Economy principles.</p>


2020 ◽  
Author(s):  
Megan Mohadjer Beromi ◽  
C. Rose Kennedy ◽  
Jarod M. Younker ◽  
Alex E. Carpenter ◽  
Sarah J. Mattler ◽  
...  

Closed-loop recycling offers the opportunity to help mitigate plastic waste through reversible polymer construction and deconstruction. While examples of the chemical recycling polymers are known, few have been applied to materials derived from abundant commodity olefinic monomers that are the building blocks of ubiquitous plastic resins. Here we describe a [2+2] cycloaddition oligomerization of 1,3-butadiene to yield a previously unrealized telechelic microstructure of (1,n’-divinyl)oligocyclobutane. This material is thermally stable, has stereoregular segments arising from chain-end control, and exhibits high crystallinity even at low molecular weight. Exposure of the oligocyclobutane to vacuum in the presence of the pyridine(diimine) iron precatalyst used to synthesize it resulted in deoligomerization to generate pristine butadiene, demonstrating a rare example of closed-loop chemical recycling of an oligomeric material derived from a commodity hydrocarbon feedstock.


2018 ◽  
Vol 89 (4) ◽  
pp. 572-579 ◽  
Author(s):  
Jing Lu ◽  
Mengjuan Li ◽  
Yanyan Li ◽  
Xiaoqiang Li ◽  
Qiang Gao ◽  
...  

This work aimed at effective chemical recycling of waste poly(ethylene terephthalate) (PET) fabrics into water-soluble polyester (WSP). For this, PET fabric waste was depolymerized using excess ethylene glycol (EG) in the presence of zinc acetate as catalyst. The glycolysis product of PET, bis(2-hydroxyethyl) terephthalate (BHET) was then used to synthesize WSP by a three-step method, that is, transesterification, esterification and polycondensation. The structures of BHET and WSP were identified by Fourier transform infrared spectra. Sizing performances of WSP were studied, and it was found that the surface tension of WSP size (57 mN/m, 22℃, 0.5% of weight) was lower than common sizes, the viscosity of WSP size was 1–2 mPa·S (95℃, 6% of weight) and the viscosity stability was larger than 90% at this temperature. The mixture of WSP and starch showed stronger adhesion to polyester–cotton roving and polyester roving than onefold starch. K/ S values of fibers before sizing and after desizing showed a slightly difference, which indicated that WSP would not influence the color of yarns when used as the sizing agent.


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