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Furan-2,5- and Furan-2,3-dicarboxylate Esters Derived from Marine Biomass as Plasticizers for Poly(vinyl chloride).
ACS Omega ( IF 3.7 ) Pub Date : 2019-12-31 , DOI: 10.1021/acsomega.9b02448 TanPhat Nguyen 1, 2 , Yong Jin Kim 1, 2 , Seok-Kyu Park 1, 3 , Kwan-Young Lee 3 , Ji-Won Park 4 , Jin Ku Cho 1, 2 , Seunghan Shin 1, 2
ACS Omega ( IF 3.7 ) Pub Date : 2019-12-31 , DOI: 10.1021/acsomega.9b02448 TanPhat Nguyen 1, 2 , Yong Jin Kim 1, 2 , Seok-Kyu Park 1, 3 , Kwan-Young Lee 3 , Ji-Won Park 4 , Jin Ku Cho 1, 2 , Seunghan Shin 1, 2
Affiliation
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Esters of furan dicarboxylic acids (DAFs) were synthesized by a one-pot reaction between marine biomass-derived galactaric acid and bioalcohol under solvent-free conditions and were fully characterized. The catalyst amount could be reduced without loss of reaction yields using p-xylene as the material separation agent. Also, a possible mechanism was proposed for the first time. Then the properties of four DAFs as plasticizers on the poly(vinyl chloride) (PVC) matrix were investigated. The experimental results showed that DAFs exhibit competitive efficiencies of plasticization when compared to the most commercialized plasticizer, DOP. It was found that the combination of DAFs and PVC produced homogeneous smooth-surface films, indicating miscibility between them. ATR-FTIR depicted the upshift of carbonyl absorption bands after mixing with the PVC matrix, with a magnitude of at most 18-21 cm-1. TGA, DSC, and UTM data illustrated equivalent plasticization efficiencies. Due to their small molecular weights, the investigated DAFs are more volatile. However, due to bearing an oxygen atom in the aromatic furan ring, the degree of polarization of DAFs was boosted and helped inhibit leaching into the surrounding media. In brief, these synthetic compounds have promising feasibility as biobased plasticizers. Moreover, another interesting point is that the properties of furan-2,3-dicarboxylic acid derivatives were studied for the first time and herein reported.
中文翻译：
源自海洋生物质的呋喃-2,5-和呋喃-2,3-二甲酸酯作为聚氯乙烯的增塑剂。
在无溶剂条件下，通过海洋生物质衍生的半乳糖二酸和生物醇之间的一锅反应合成了呋喃二羧酸酯（DAF），并进行了充分表征。使用对二甲苯作为物质分离剂可以减少催化剂用量而不损失反应产率。此外，还首次提出了一种可能的机制。然后研究了四种 DAF 作为聚氯乙烯 (PVC) 基体增塑剂的性能。实验结果表明，与最商业化的增塑剂 DOP 相比，DAF 表现出具有竞争力的增塑效率。结果发现，DAF 和 PVC 的组合产生了均匀的光滑表面薄膜，表明它们之间具有混溶性。 ATR-FTIR 描述了与 PVC 基质混合后羰基吸收带的上移，幅度最多为 18-21 cm-1。 TGA、DSC 和 UTM 数据表明了等效的塑化效率。由于 DAF 的分子量较小，因此所研究的 DAF 更容易挥发。然而，由于芳香呋喃环上带有氧原子，DAF 的极化程度提高，有助于抑制浸出到周围介质中。简而言之，这些合成化合物作为生物基增塑剂具有良好的可行性。此外，另一个有趣的点是首次研究并报道了呋喃-2,3-二羧酸衍生物的性质。
更新日期：2020-01-14
中文翻译：
源自海洋生物质的呋喃-2,5-和呋喃-2,3-二甲酸酯作为聚氯乙烯的增塑剂。
在无溶剂条件下，通过海洋生物质衍生的半乳糖二酸和生物醇之间的一锅反应合成了呋喃二羧酸酯（DAF），并进行了充分表征。使用对二甲苯作为物质分离剂可以减少催化剂用量而不损失反应产率。此外，还首次提出了一种可能的机制。然后研究了四种 DAF 作为聚氯乙烯 (PVC) 基体增塑剂的性能。实验结果表明，与最商业化的增塑剂 DOP 相比，DAF 表现出具有竞争力的增塑效率。结果发现，DAF 和 PVC 的组合产生了均匀的光滑表面薄膜，表明它们之间具有混溶性。 ATR-FTIR 描述了与 PVC 基质混合后羰基吸收带的上移，幅度最多为 18-21 cm-1。 TGA、DSC 和 UTM 数据表明了等效的塑化效率。由于 DAF 的分子量较小，因此所研究的 DAF 更容易挥发。然而，由于芳香呋喃环上带有氧原子，DAF 的极化程度提高，有助于抑制浸出到周围介质中。简而言之，这些合成化合物作为生物基增塑剂具有良好的可行性。此外，另一个有趣的点是首次研究并报道了呋喃-2,3-二羧酸衍生物的性质。
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