Faculty of Chemistry, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 8, 61-614, Poznań, Poland.
Centre for Advanced Technologies, Adam Mickiewicz University in Poznań, Uniwersytetu Poznańskiego 10, 61-614, Poznań, Poland.
Chempluschem. 2022 Jun;87(6):e202200099. doi: 10.1002/cplu.202200099. Epub 2022 Jun 7.
This article presents the synthesis of new derivatives of octa(3-thiopropyl)silsesquioxane (SSQ-8SH) via thiol-ene reaction with simple olefins bearing alkyl groups as well as methoxysilyl, substituted aryl or fluoroalkyl groups. All products were characterized by H NMR, C NMR, Si NMR, FTIR, GPC, MALDI-TOF-MS, as well as thermal analysis (TGA) to confirm their structures, purity and thermal stability, and finally give some insight into their thermal degradation pathway. In some of the structures obtained, the T values take place at high temperatures and are close to 230 °C. The thiol-ene reaction allowed to obtain 7 new compounds with high yield (>92 %), no by-products and in a relatively short time (24 h). All products are characterized by high conversion >99 %. New derivatives can find potential use as modifiers of plastics to improve their certain properties for example hydrophobicity or thermo-oxidative stability.
本文通过简单烯烃与含烷基、甲氧基硅基、取代芳基或氟烷基的烯烃的硫醇-烯反应,合成了新型八(3-巯丙基)倍半硅氧烷(SSQ-8SH)衍生物。所有产物均通过 1 H NMR、 13 C NMR、 29 Si NMR、FTIR、GPC、MALDI-TOF-MS 以及热分析(TGA)进行了表征,以确认其结构、纯度和热稳定性,并最终深入了解其热降解途径。在所得到的一些结构中,T 值发生在高温下,接近 230°C。硫醇-烯反应能够以高产率(>92%)、无副产物和相对较短的时间(24 小时)获得 7 种新化合物。所有产物的转化率均>99%。新型衍生物可作为塑料的改性剂,以提高其某些性能,例如疏水性或热氧化稳定性。