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
Cochran, Eric
中科院分区:
化学1区
文献类型:
--
作者:
Lee, Ting-Han;Yu, Huangchao;Cochran, Eric

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对安全、方便和经济实惠的包装的需求不断增长,促使一次性塑料的巨大增长,随之而来的是二氧化碳排放和环境废物的增加。这项研究提出了一个家庭的工程聚酯具有生物基萘二甲酸酯刚性段。所提出的聚酯可以作为现有包装材料(如聚对苯二甲酸乙二醇酯(PET))的环保替代品。采用1,2,3,4-四氢萘-2,7-二甲酸二甲酯(THN)或2,7-萘二甲酸二甲酯(2,7-N)的2,7-萘酯基刚性链段,通过与乙二醇的酯交换反应合成双羟基酯,然后缩聚,合成了生物PET类似物。所提出的生物萘二甲酸酯聚酯提供了独特的性能优势。在实验中,聚(乙烯THN)的玻璃化转变温度与PET的玻璃化转变温度相当(T-g = 67.7 ℃),并且聚(乙烯2,7-N)的玻璃化转变温度高得多(T-g = 121.8 ℃)。聚(乙烯2,7-N)的热稳定性远远超过PET的热稳定性,如其在1000 ℃下的33.4wt%的焦炭产率所证明的。此外,聚(乙烯2,7-N)在250-300摄氏度的典型加工温度下也产生少30%的乙醛。最后,这些基于萘二甲酸酯的聚合物的透氧率值小于P-O2 = 0.0034 barrer,这表示比PET(0.0108 barrer)提高了3倍。总的来说,生物基萘二甲酸酯刚性链段聚酯是可持续包装材料的有前途的候选者,特别是那些需要高阻气性能的材料。
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.