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Learning from the trees: biomimetic crosslinking of silicones by phenolic coupling
Green Chemistry ( IF 9.3 ) Pub Date : 2023-06-14 , DOI: 10.1039/d3gc01282d Angela Yayun Li 1 , Miguel Melendez-Zamudio 1 , Akop Yepremyan 1 , Michael A. Brook 1
Green Chemistry ( IF 9.3 ) Pub Date : 2023-06-14 , DOI: 10.1039/d3gc01282d Angela Yayun Li 1 , Miguel Melendez-Zamudio 1 , Akop Yepremyan 1 , Michael A. Brook 1
Affiliation
Phenolic compounds undergo radical coupling under oxidizing conditions. Silicone oils were modified with eugenol using hydrosilylation to create oils and elastomers that exhibited antioxidant activity due to the presence of phenols, as shown by DPPH and other oxidative assays. At room temperature, phenolic coupling was not observed, as judged by lack of changes in viscosity or formation of gels. By contrast, peroxide oxidants at temperatures above 90 °C led to crosslinked materials whose physical properties (related to crosslink density) correlated with eugenol content, equivalents of peroxide added and reaction time. The product elastomers were also efficient antioxidants, although there was some attenuation of activity in higher crosslinked materials, consistent with diverse radical recombination processes.
中文翻译:
向树木学习:通过酚醛偶联进行有机硅仿生交联
酚类化合物在氧化条件下发生自由基偶联。通过氢化硅烷化作用,用丁子香酚对硅油进行改性,生成油和弹性体,这些油和弹性体由于酚类的存在而表现出抗氧化活性,如 DPPH 和其他氧化测定所示。在室温下,没有观察到酚偶联,这是通过粘度没有变化或凝胶形成来判断的。相比之下,温度高于 90 °C 的过氧化物氧化剂会产生交联材料,其物理性质(与交联密度相关)与丁子香酚含量、添加的过氧化物当量和反应时间相关。该产品弹性体也是有效的抗氧化剂,尽管在较高交联的材料中活性有所减弱,这与不同的自由基重组过程一致。
更新日期:2023-06-14
中文翻译:
向树木学习:通过酚醛偶联进行有机硅仿生交联
酚类化合物在氧化条件下发生自由基偶联。通过氢化硅烷化作用,用丁子香酚对硅油进行改性,生成油和弹性体,这些油和弹性体由于酚类的存在而表现出抗氧化活性,如 DPPH 和其他氧化测定所示。在室温下,没有观察到酚偶联,这是通过粘度没有变化或凝胶形成来判断的。相比之下,温度高于 90 °C 的过氧化物氧化剂会产生交联材料,其物理性质(与交联密度相关)与丁子香酚含量、添加的过氧化物当量和反应时间相关。该产品弹性体也是有效的抗氧化剂,尽管在较高交联的材料中活性有所减弱,这与不同的自由基重组过程一致。