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可持续含叶黄素聚(ε-己内酯):合成、表征及其在绿色润滑剂中的应用。

Sustainable xanthophylls-containing poly(ε-caprolactone)s: synthesis, characterization, and use in green lubricants.

作者信息

Rodríguez-deLeón Eloy, Bah Moustapha, Báez José E, Hernández-Sierra María T, Moreno Karla J, Nuñez-Vilchis Alejandro, Bonilla-Cruz José, Shea Kenneth J

机构信息

Posgrado en Ciencias Químico Biológicas, Faculty of Chemistry, Autonomous University of Queretaro (UAQ) Cerro de Las Campanas Querétaro 76010 Mexico

Department of Chemistry, Division of Natural and Exact Sciences, University of Guanajuato (UG), Campus Guanajuato Noria Alta S/N Guanajuato 36050 Mexico

出版信息

RSC Adv. 2022 Oct 27;12(48):30851-30859. doi: 10.1039/d2ra04502h.

DOI:10.1039/d2ra04502h
PMID:36349044
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9609694/
Abstract

Three xanthophylls [(3,3',6')-lutein (1), (3,3')-zeaxanthin (2), and (3,3')-astaxanthin (3)] were used for the first time as initiators in the ring-opening polymerization (ROP) of ε-caprolactone (CL) catalyzed by tin(ii) 2-ethylhexanoate [Sn(Oct)] for the synthesis of novel sustainable xanthophyll-containing poly(ε-caprolactone)s (xanthophylls-PCL). The obtained polyesters were characterized by H and C NMR, FT-IR, DSC, SEC, and MALDI-TOF MS, and their use as additives in green lubricants was evaluated using a sliding friction test under boundary conditions. Xanthophylls-PCL were obtained with good conversions and with molecular weights determined by SEC to be between 2500 and 10 500 Da. The thermal properties of xanthophyll-polyesters showed a crystalline domain, detected by DSC. Lastly, the green lubricant activity of these polymers was evaluated and the results showed that xanthophylls-PCL could be employed as additives for biodegradable lubricant applications since they have better tribological behavior than current additives, which demonstrates their potential as future commercial materials with interesting eco-friendly properties for diverse applications.

摘要

首次使用三种叶黄素((3,3',6')-叶黄素(1)、(3,3')-玉米黄质(2)和(3,3')-虾青素(3))作为引发剂,在2-乙基己酸锡(II)[Sn(Oct)]催化的ε-己内酯(CL)开环聚合(ROP)反应中,用于合成新型可持续的含叶黄素聚(ε-己内酯)(叶黄素-PCL)。通过氢核磁共振(H NMR)、碳核磁共振(C NMR)、傅里叶变换红外光谱(FT-IR)、差示扫描量热法(DSC)、尺寸排阻色谱法(SEC)和基质辅助激光解吸电离飞行时间质谱(MALDI-TOF MS)对所得聚酯进行了表征,并在边界条件下通过滑动摩擦试验评估了它们作为绿色润滑剂添加剂的用途。叶黄素-PCL的转化率良好,通过SEC测定的分子量在2500至10500 Da之间。DSC检测到叶黄素聚酯的热性能显示出结晶区域。最后,对这些聚合物的绿色润滑活性进行了评估,结果表明叶黄素-PCL可作为可生物降解润滑剂应用的添加剂,因为它们具有比现有添加剂更好的摩擦学性能,这证明了它们作为未来商业材料的潜力,具有有趣的环保特性,可用于多种应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/7a048405dbb4/d2ra04502h-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/d19fe2ca0e36/d2ra04502h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/49e913881d92/d2ra04502h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/cbd75301ef8a/d2ra04502h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/ff2f9aa52604/d2ra04502h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/24f997578bed/d2ra04502h-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/49c6c463c994/d2ra04502h-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/e831ea3edc75/d2ra04502h-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/ef14cac7c777/d2ra04502h-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/7a048405dbb4/d2ra04502h-f7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/d19fe2ca0e36/d2ra04502h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/49e913881d92/d2ra04502h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/cbd75301ef8a/d2ra04502h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/ff2f9aa52604/d2ra04502h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/24f997578bed/d2ra04502h-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/49c6c463c994/d2ra04502h-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/e831ea3edc75/d2ra04502h-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/ef14cac7c777/d2ra04502h-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/bbd8/9609694/7a048405dbb4/d2ra04502h-f7.jpg

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