Next-Generation High-Performance Bio-Based Naphthalate Polymers Derived from Malic Acid for Sustainable Food Packaging
Next-Generation High-Performance Bio-Based Naphthalate Polymers Derived from Malic Acid for Sustainable Food Packaging
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DOI:
10.1021/acssuschemeng.1c06726
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发表时间:
2022-02-28
影响因子:
8.4
通讯作者:
Cochran, Eric
中科院分区:
文献类型:
--
作者:
Lee, Ting-Han;Yu, Huangchao;Cochran, Eric
Increasing demand for safe, convenient, and affordable packaging has prompted tremendous growth in singleuse plastics, with attendant increases in carbon dioxide emissions and environmental waste. This study presents a family of engineering polyesters featuring biobased naphthalate rigid segments. The proposed polyesters can serve as an eco-friendly substitute for existing packaging materials, such as poly(ethylene terephthalate) (PET). Bio-PET analogs using 2,7-naphthalate-based rigid segments of dimethyl 1,2,3,4-tetrahydronaphthalene-2,7-dicarboxylate (THN) or dimethyl 2,7-naphthalene dicarboxylate (2,7-N) were synthesized via transesterification with ethylene glycol to the bis-hydroxy ester followed by polycondensation. The proposed bionaphthalate polyesters provide unique performance advantages. In experiments, the glass transition temperature of poly(ethylene THN) was comparable to that of PET (T-g = 67.7 degrees C), and the glass transition temperature of poly(ethylene 2,7-N) was far higher (T-g = 121.8 degrees C). The thermal stability of poly(ethylene 2,7-N) far exceeded that of PET, as evidenced by its char yield of 33.4 wt % at 1000 degrees C. Moreover, the poly(ethylene 2,7-N) also produced 30% less acetaldehyde under typical processing temperatures at 250-300 degrees C. Finally, the oxygen permeability values of these naphthalate-based polymers were less than P-O2 = 0.0034 barrer, which represents a 3-fold improvement over PET (0.0108 barrer). Overall, biobased naphthalate rigid segment polyesters are promising candidates for sustainable packaging materials, particularly those requiring high gas barrier performance.