Kasetaite Sigita, De la Flor Silvia, Serra Angels, Ostrauskaite Jolita
Department of Polymer Chemistry and Technology, Kaunas University of Technology, Radvilenu rd. 19, 50254 Kaunas, Lithuania.
Department of Mechanical Engineering, Universitat Rovira i Virgili, C/Països Catalans 26, 43007 Tarragona, Spain.
Polymers (Basel). 2018 Apr 14;10(4):439. doi: 10.3390/polym10040439.
The effect of the chemical structure and functionality of three structurally different thiols on the cross-linking of acrylated epoxidized soybean oil and on the properties of the resulting polymers was investigated in this study. 1,3-Benzenedithiol, pentaerythritol tetra(3-mercaptopropionate), and an hexathiol synthesized from squalene were used in the cross-linking of acrylated epoxidized soybean oil by thiol⁻Michael addition reaction. The reactivity of thiols determined from calorimetric curves followed the order: 1,3-benzenedithiol > pentaerythritol tetra(3-mercaptopropionate) > hexathiolated squalene. Thermal and mechanical properties and the swelling in different solvents of the cross-linked polymers were studied. The cross-linked polymer obtained from 1,3-benzenedithiol showed the highest swelling values in chloroform and toluene. The cross-linked polymer with pentaerythritol tetra(3-mercaptopropionate) fragments showed the best mechanical performance (highest mechanical strength and Young's modulus) and thermal stability. The cross-linked polymers from hexathiolated squalene showed the highest glass transition temperature.
本研究考察了三种结构不同的硫醇的化学结构和官能团对丙烯酸化环氧大豆油交联反应以及所得聚合物性能的影响。1,3 - 苯二硫醇、季戊四醇四(3 - 巯基丙酸酯)和由角鲨烯合成的六硫醇用于通过硫醇 - 迈克尔加成反应使丙烯酸化环氧大豆油交联。由量热曲线确定的硫醇反应活性顺序为:1,3 - 苯二硫醇>季戊四醇四(3 - 巯基丙酸酯)>六硫醇化角鲨烯。研究了交联聚合物的热性能、力学性能以及在不同溶剂中的溶胀情况。由1,3 - 苯二硫醇得到的交联聚合物在氯仿和甲苯中的溶胀值最高。含有季戊四醇四(3 - 巯基丙酸酯)片段的交联聚合物表现出最佳的力学性能(最高的机械强度和杨氏模量)和热稳定性。由六硫醇化角鲨烯得到的交联聚合物具有最高的玻璃化转变温度。