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Synthesis and Properties Investigation of Thiophene-aromatic Polyesters: Potential Alternatives for the 2,5-Furandicarboxylic Acid-based Ones
Chinese Journal of Polymer Science ( IF 4.3 ) Pub Date : 2020-06-12 , DOI: 10.1007/s10118-020-2438-2
Jing-Gang Wang , Xiao-Qin Zhang , Ang Shen , Jin Zhu , Ping-An Song , Hao Wang , Xiao-Qing Liu

In order to explore new substitutes for 2,5-furandicarboxylic acid (FDCA) or poly(ethylene 2,5-furandicarboxylate) (PEF) and try to develop more ideal bio-based polyesters, several thiophene-aromatic polyesters (PETH, PPTH, PBTH, and PHTH) were synthesized from dimethyl thiophene-2,5-dicarboxylate (DMTD) and different diols, including ethylene glycol, 1,3-propanediol, 1,4-butanediol, and 1,6-hexanediol. The chemical structures of obtained polyesters were confirmed by nuclear magnetic resonance spectroscopy (1H-NMR and 13C-NMR). Determined by GPC measurement, their average molecular weight (Mw) varied from 5.22 × 104 g/mol to 7.94 × 104 g/mol with the molar-mass dispersity of 1.50–2.00. Based on the DSC and TGA results, the synthesized polyesters PETH, PPTH, and PBTH displayed comparable or even better thermal properties when compared with their FDCA-based analogues. From PETH to PHTH, their Tg varied from 64.6 °C to −1 ×C while T5% ranged from 409 °C to 380 °C in nitrogen atmosphere. PETH showed elongation at break as high as 378%, tensile strength of 67 MPa, and tensile modulus of 1800 MPa. Meanwhile, the CO2 and O2 barrier of PETH was 12.0 and 6.6 folds higher than those of PET, respectively, and similar to those of PEF. Considering the overall properties, the synthesized thiophene-aromatic polyesters, especially PETH, showed great potential to be used as an excellent bio-based packaging material in the future.



中文翻译:

噻吩-芳族聚酯的合成和性能研究:基于2,5-呋喃二甲酸的聚酯的潜在替代品

为了探索2,5-呋喃二甲酸(FDCA)或聚(2,5-呋喃二甲酸乙烯酯)(PEF)的新替代品,并尝试开发更理想的生物基聚酯,几种噻吩-芳族聚酯(PETH,PPTH, PBTH和PHTH是由噻吩-2,5-二羧酸二甲酯(DMTD)和不同的二醇(包括乙二醇,1,3-丙二醇,1,4-丁二醇和1,6-己二醇)合成的。通过核磁共振波谱(1 H-NMR和13 C-NMR)确认得到的聚酯的化学结构。通过GPC测量确定,它们的平均分子量(M w)从5.22×10 4 g / mol到7.94×10 4g / mol,摩尔质量分散度为1.50–2.00。根据DSC和TGA结果,与基于FDCA的类似物相比,合成聚酯PETH,PPTH和PBTH表现出可比甚至更好的热性能。从PETH到PHTH,在氮气氛中,它们的T g在64.6°C到-1×C之间变化,而T 5%在409°C到380°C之间变化。PETH的断裂伸长率高达378%,拉伸强度为67 MPa,拉伸模量为1800 MPa。同时,CO 2和O 2PETH的屏障分别比PET高12.0倍和6.6倍,与PEF相似。考虑到整体性能,合成的噻吩-芳族聚酯,尤其是PETH,显示出巨大的潜力,将来可以用作优良的生物基包装材料。

更新日期:2020-06-12
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