Synthesis of highly thermally stable divanillic acid-derived polyamides and their mechanical properties

Synthesis of highly thermally stable divanillic acid-derived polyamides and their mechanical properties
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DOI:
10.1016/j.polymer.2021.123907
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发表时间:
2021-07
期刊:
影响因子:
4.6
通讯作者:
Kazuma Yagura;Yunfan Zhang;Yukiko Enomoto;T. Iwata
Kazuma Yagura;Yunfan Zhang;Yukiko Enomoto;T. Iwata
中科院分区:
化学2区
文献类型:
--
作者:
Kazuma Yagura;Yunfan Zhang;Yukiko Enomoto;T. Iwata

文献摘要

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以香草酸甲酯为原料,合成了具有不同侧链的二香草酸(DVA)单体(R =-(CH2)n-1-CH3,n = 1,4,8)。这些单体与各种芳族二胺的缩聚产生一系列芳族生物质基聚酰胺,其重均分子量(Mw)在50,000至110,000g/mol范围内。聚酰胺的热重分析(TGA)发现分解温度为378至420 ° C。差示扫描量热法(DSC)和动态力学分析(DMA)显示无定形结构。具有甲基或丁基侧链的聚酰胺表现出221 - 322 ° C的玻璃化转变温度(Tg),这表明高耐热性和热稳定性,而具有辛基侧链的聚酰胺的Tg为约180 ° C。DVA聚酰胺在常用极性有机溶剂中具有良好的溶解性,用二甲基甲酰胺(DMF)溶液制备了它们的流延膜。在Tg以上的温度下制备了一些聚酰胺的热压膜,显示出约63 MPa的最大拉伸强度。
Divanillic acid (DVA)–based monomers with different side-chains (R = -(CH2)n-1-CH3, n = 1, 4, 8) were synthesized from methyl vanillate. Polycondensation of these monomers with various aromatic diamines yielded a series of aromatic biomass-based polyamides with weight-average molecular weights (Mw) ranging from 50,000 to 110,000 g/mol. Thermogravimetric analysis (TGA) of the polyamides found decomposition temperatures ranging from 378 to 420 °C. Differential scanning calorimetry (DSC) and dynamic mechanical analysis (DMA) revealed an amorphous structure. The polyamides with methyl or butyl side chains exhibited a glass transition temperature (Tg) of 221–322 °C, which indicated high heat resistance and thermal stability, while theTgs of the polyamides with octyl side chains were about 180 °C. The DVA polyamides showed good solubility in common polar organic solvents; their cast films were prepared from dimethylformamide (DMF) solution. Thermo-pressed films of some polyamides were prepared at temperatures over theTg, revealing maximum tensile strengths of about 63 MPa.