Dicyclopentadiene-sourced cycloalkyl tetra-esters as eco-friendly plasticizers for PVC

IF 2.6 4区 化学 Q3 POLYMER SCIENCE
Peng Zhao, Lihua Liang, XiangLian Han, Xuebo Yin, Xue Dong, Peihan Gong, Wenjing Wang
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引用次数: 0

Abstract

To address growing concerns regarding the endocrine-disrupting effects of traditional phthalate plasticizers (PAEs), this study synthesized three novel cycloalkyl tetra-ester compounds (1c, 2d, and 3d) as sustainable alternatives, utilizing readily available dicyclopentadiene (DCPD) as a precursor. PVC formulations incorporating 50 wt % of compound 3d exhibited enhanced tensile strengths (24.5 MPa) and improved thermal stability (T5% = 213.5 °C) compared to dioctyl phthalate (DOP; 22.2 MPa and 191.3 °C, respectively). The optimized molecular geometry suggests that the multi-cyclic and bridged structures, along with the four interlocked alkyl groups of the synthesized compounds, enhance their interactions with polymer chains, thereby increasing resistance to volatilization and ethanol extraction in PVC. However, these structural features also restrict the mobility of the polymer chains, resulting in reduced elongation and a higher glass transition temperature, particularly for the tricyclic compound 3d. All synthesized compounds displayed less than 5% of the estrogen receptor binding affinity of DOP, suggesting negligible endocrine-disrupting effects. These cost-effective, DCPD-derived compounds show promise as eco-friendly alternatives to PAEs, particularly in applications requiring stringent environmental and health standards, such as infant products and food packaging.

以双环戊二烯为原料的环烷基四酯作为环保聚氯乙烯增塑剂
为了解决人们对传统邻苯二甲酸酯增塑剂(PAEs)内分泌干扰效应的日益关注,本研究利用现成的双环戊二烯(DCPD)作为前体,合成了三种新型环烷基四酯化合物(1c, 2d和3d)作为可持续替代品。与邻苯二甲酸二辛酯(DOP;22.2 MPa和191.3℃)。优化后的分子几何结构表明,合成化合物的多环和桥接结构以及四个互锁的烷基基团增强了它们与聚合物链的相互作用,从而提高了PVC中挥发性和抗乙醇萃取性。然而,这些结构特征也限制了聚合物链的迁移性,导致延伸率降低和玻璃化转变温度升高,特别是对于三环化合物3d。所有合成的化合物显示DOP的雌激素受体结合亲和力低于5%,表明内分泌干扰作用可以忽略不计。这些具有成本效益的dcpd衍生化合物有望成为PAEs的环保替代品,特别是在需要严格的环境和健康标准的应用中,例如婴儿产品和食品包装。
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来源期刊
Journal of Polymer Research
Journal of Polymer Research 化学-高分子科学
CiteScore
4.70
自引率
7.10%
发文量
472
审稿时长
3.6 months
期刊介绍: Journal of Polymer Research provides a forum for the prompt publication of articles concerning the fundamental and applied research of polymers. Its great feature lies in the diversity of content which it encompasses, drawing together results from all aspects of polymer science and technology. As polymer research is rapidly growing around the globe, the aim of this journal is to establish itself as a significant information tool not only for the international polymer researchers in academia but also for those working in industry. The scope of the journal covers a wide range of the highly interdisciplinary field of polymer science and technology, including: polymer synthesis; polymer reactions; polymerization kinetics; polymer physics; morphology; structure-property relationships; polymer analysis and characterization; physical and mechanical properties; electrical and optical properties; polymer processing and rheology; application of polymers; supramolecular science of polymers; polymer composites.
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