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癸二酸二丁酯作为聚氯乙烯增塑剂——经济合成与功能特性

Dibutyl sebacate as PVC ecoplasticizer-economic synthesis and functional properties.

作者信息

Tracz Anna, Boncel Sławomir, Pankalla Ewa, Chrobok Anna

机构信息

Faculty of Chemistry, Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, NanoCarbon Group, Silesian University of Technology, Gliwice 44-100, Poland.

Grupa Azoty Zakłady Azotowe Kędzierzyn S.A., Kędzierzyn-Koźle 47-220, Poland.

出版信息

R Soc Open Sci. 2025 Mar 26;12(3):241984. doi: 10.1098/rsos.241984. eCollection 2025 Mar.

Abstract

One-third of poly(vinyl chloride) (PVC) applications require plasticization to improve flexibility, softness, and processability. Phthalate esters have been widely used but are now restricted due to their toxicity. Di--butyl sebacate (DBS), a safe, biodegradable, and cost-effective aliphatic ester, offers superior operational properties and industrial scalability compared to phthalates. We demonstrate a scalable DBS synthesis achieving approximately 100% yield under optimized conditions (90°C, 15 mol% triethylamine-sulfuric(VI) acid catalyst, 4 : 1 BuOH to sebacic acid ratio, 2 h). Kilogram-scale DBS-plasticized PVC was produced and evaluated for key properties. The DBS-plasticized PVC showed enhanced performance, including minimal plasticizer migration (12.78% after 28 days, per EN ISO 177:2017), high extension (350%), breaking stress of 15.7 MPa, and a Shore A hardness of 80.2. These results outperform conventional phthalates, such as di-2-ethylhexyl terephthalate and di-2-ethylhexyl phthalate. The findings confirm that DBS synthesis is fully scalable and its use results in PVC materials with superior mechanical and leakage properties. This study supports the industrial adoption of DBS as an eco-friendly and effective alternative to replace toxic phthalates in PVC plasticization, promoting safer and more sustainable materials for widespread applications.

摘要

三分之一的聚氯乙烯(PVC)应用需要增塑以提高柔韧性、柔软度和加工性能。邻苯二甲酸酯曾被广泛使用,但由于其毒性现在受到限制。癸二酸二丁酯(DBS)是一种安全、可生物降解且具有成本效益的脂肪族酯,与邻苯二甲酸酯相比,具有卓越的操作性能和工业可扩展性。我们展示了一种可扩展的DBS合成方法,在优化条件下(90°C、15 mol%三乙胺 - 硫酸(VI)酸催化剂、丁醇与癸二酸的比例为4∶1、2小时)产率可达约100%。制备了千克规模的DBS增塑PVC并对其关键性能进行了评估。DBS增塑的PVC表现出增强的性能,包括最小的增塑剂迁移率(按照EN ISO 177:2017标准,28天后为12.78%)、高延伸率(达350%)、15.7 MPa的断裂应力以及80.2的邵氏A硬度。这些结果优于传统的邻苯二甲酸酯,如对苯二甲酸二(2 - 乙基己基)酯和邻苯二甲酸二(2 - 乙基己基)酯。研究结果证实DBS合成完全可扩展,其使用能使PVC材料具有卓越的机械性能和抗渗漏性能。本研究支持在工业上采用DBS作为一种环保且有效的替代品,以取代PVC增塑中有毒的邻苯二甲酸酯,推动更安全、更可持续的材料广泛应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ff20/11937920/f40ff9adba40/rsos.241984.f001.jpg

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