Cargando…

Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex

[Image: see text] The catalyzed methanolysis of end-of-life poly(lactic acid) (PLA) products by an ethylenediamine Zn(II) complex to form biodegradable methyl lactate was studied experimentally at 70, 90, and 110 °C. The PLA samples consisted of typical consumer waste materials, including a cup, a t...

Descripción completa

Detalles Bibliográficos
Autores principales: Román-Ramírez, Luis A., McKeown, Paul, Shah, Chanak, Abraham, Joshua, Jones, Matthew D., Wood, Joseph
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7304880/
https://www.ncbi.nlm.nih.gov/pubmed/32581423
http://dx.doi.org/10.1021/acs.iecr.0c01122
_version_ 1783548348120170496
author Román-Ramírez, Luis A.
McKeown, Paul
Shah, Chanak
Abraham, Joshua
Jones, Matthew D.
Wood, Joseph
author_facet Román-Ramírez, Luis A.
McKeown, Paul
Shah, Chanak
Abraham, Joshua
Jones, Matthew D.
Wood, Joseph
author_sort Román-Ramírez, Luis A.
collection PubMed
description [Image: see text] The catalyzed methanolysis of end-of-life poly(lactic acid) (PLA) products by an ethylenediamine Zn(II) complex to form biodegradable methyl lactate was studied experimentally at 70, 90, and 110 °C. The PLA samples consisted of typical consumer waste materials, including a cup, a toy, and a three-dimensional (3D) printing material. High selectivities and yields (>94%) were possible depending on temperature and reaction time. Additionally, and to develop a predictive kinetic model, kinetic parameters (pre-exponential factor and activation energies) of the PLA transesterification reaction were first obtained from virgin PLA. These parameters were subsequently used to estimate the conversion of PLA, selectivity, and yield of methyl lactate after 1 and 4 h of the reaction, and the results were compared with the experimental values of the end-of-life PLA. Despite the presence of unknown additives in the PLA waste material and uncontrolled particle size, the model was able to predict the overall conversion, selectivity, and yield to an average deviation of 5, 7, and 12%, respectively. A greater agreement between the model and experimental values is observed for the higher temperatures and the longer reaction time. Larger deviations were observed for the PLA toy, which we attribute to the presence of additives, since despite its lower molecular weight, it possessed a higher structural strength.
format Online
Article
Text
id pubmed-7304880
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-73048802020-06-22 Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex Román-Ramírez, Luis A. McKeown, Paul Shah, Chanak Abraham, Joshua Jones, Matthew D. Wood, Joseph Ind Eng Chem Res [Image: see text] The catalyzed methanolysis of end-of-life poly(lactic acid) (PLA) products by an ethylenediamine Zn(II) complex to form biodegradable methyl lactate was studied experimentally at 70, 90, and 110 °C. The PLA samples consisted of typical consumer waste materials, including a cup, a toy, and a three-dimensional (3D) printing material. High selectivities and yields (>94%) were possible depending on temperature and reaction time. Additionally, and to develop a predictive kinetic model, kinetic parameters (pre-exponential factor and activation energies) of the PLA transesterification reaction were first obtained from virgin PLA. These parameters were subsequently used to estimate the conversion of PLA, selectivity, and yield of methyl lactate after 1 and 4 h of the reaction, and the results were compared with the experimental values of the end-of-life PLA. Despite the presence of unknown additives in the PLA waste material and uncontrolled particle size, the model was able to predict the overall conversion, selectivity, and yield to an average deviation of 5, 7, and 12%, respectively. A greater agreement between the model and experimental values is observed for the higher temperatures and the longer reaction time. Larger deviations were observed for the PLA toy, which we attribute to the presence of additives, since despite its lower molecular weight, it possessed a higher structural strength. American Chemical Society 2020-05-01 2020-06-17 /pmc/articles/PMC7304880/ /pubmed/32581423 http://dx.doi.org/10.1021/acs.iecr.0c01122 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Román-Ramírez, Luis A.
McKeown, Paul
Shah, Chanak
Abraham, Joshua
Jones, Matthew D.
Wood, Joseph
Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex
title Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex
title_full Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex
title_fullStr Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex
title_full_unstemmed Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex
title_short Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex
title_sort chemical degradation of end-of-life poly(lactic acid) into methyl lactate by a zn(ii) complex
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7304880/
https://www.ncbi.nlm.nih.gov/pubmed/32581423
http://dx.doi.org/10.1021/acs.iecr.0c01122
work_keys_str_mv AT romanramirezluisa chemicaldegradationofendoflifepolylacticacidintomethyllactatebyazniicomplex
AT mckeownpaul chemicaldegradationofendoflifepolylacticacidintomethyllactatebyazniicomplex
AT shahchanak chemicaldegradationofendoflifepolylacticacidintomethyllactatebyazniicomplex
AT abrahamjoshua chemicaldegradationofendoflifepolylacticacidintomethyllactatebyazniicomplex
AT jonesmatthewd chemicaldegradationofendoflifepolylacticacidintomethyllactatebyazniicomplex
AT woodjoseph chemicaldegradationofendoflifepolylacticacidintomethyllactatebyazniicomplex