Allyl Sulfides in Garlic Oil Initiate the Formation of Renewable Adhesives
Allyl Sulfides in Garlic Oil Initiate the Formation of Renewable Adhesives
复制标题
大蒜油中的烯丙基硫引发可再生粘合剂的形成
DOI：
10.1039/d3py00390f
复制
发表时间：
2023
影响因子：
4.6
通讯作者：
Jenkins, Courtney L.
中科院分区：
文献类型：
--
作者：
Sayer, Kyler B.;Miller, Veronica L.;Merrill, Zackery;Davis, Anthony E.;Jenkins, Courtney L.
反向硫化技术的发展为硫基材料的制备提供了一种简单的方法。低成本、易于合成和多种应用导致了该领域的迅速扩展。根据所需的性能，这些多硫化物可以以宽范围的硫含量（20- 90%S）合成。大蒜精油（GEO）由烯丙基硫化物组成，它提供了用可再生单体取代石油副产品硫的机会，以制造具有中等硫含量的材料。使用一锅法、无溶剂合成（与反硫化相当），GEO可以在低至120 °C的温度下聚合，生成可再生粘合剂，在较高温度下反应时间缩短。在这里，我们通过NMR探索了来自各种商业供应商的大蒜油的组成。通过简单的1H NMR分析，GEO中的主要含硫化合物可以通过硫级进行鉴定和区分。这些数据被用来选择大蒜油与不同的组合物，以检查使用溶解度，凝胶渗透色谱法，差示扫描量热法，热重分析以及粘合性能的聚（GEO）的性能的影响。然后使GEO经历不同的反应时间和温度，并通过1H NMR监测聚合度。然后在不同的聚合程度下将聚硫化物作为粘合剂进行评价，以更好地理解反应条件如何影响粘合剂性能。使用最大粘附强度和粘附功的测量来分析聚合物的失效模式和机械性能。这项研究提供了对GEO形成的聚合物的更好理解，为开发可再生的S基材料提供了可行的途径。
The development of inverse vulcanization has provided a simple method to create sulfur-based materials. The low cost, ease of synthesis, and variety of applications has led to a rapid expansion of the field. These polysulfides can be synthesized with a wide range of sulfur contents (20–90% S) depending on the desired properties. Garlic essential oil (GEO) is composed of allyl sulfides, which offers the opportunity to replace sulfur, a petroleum byproduct, with a renewable monomer to make materials with moderate sulfur contents. Using a one-pot, solvent-free synthesis, comparable to inverse vulcanization, GEO can be polymerized to create renewable adhesives at temperatures as low as 120 °C with reaction times decreasing at higher temperatures. Here we have explored the composition of garlic oil from a variety of commercial suppliers by NMR. Through simple 1H NMR analysis, the major sulfur-containing compounds of GEO can be identified and differentiated by sulfur rank. These data were used to select garlic oils with varied compositions to examine the impact on the poly(GEO) properties using solubility, gel permeation chromatography, differential scanning calorimetry, and thermogravimetric analysis as well as adhesive performance. GEO was then subjected to different reaction times and temperatures and the degree of polymerization was monitored by 1H NMR. The polysulfides were then evaluated as adhesives at different extents of polymerization to better understand how the reaction conditions impact adhesive performance. The failure mode and mechanical properties of the polymers were analyzed using measurements of maximum adhesion strength and work of adhesion. This study has provided a better understanding of polymers formed from GEO, providing a viable route to developing renewable, S-based materials.