Karthika A M, Thomas Tiju, Augustine Cyril
Department of Chemistry, St. Berchmans College (Autonomous), Mahatma Gandhi University, Kottayam, India.
Department of Metallurgical and Materials Engineering, Indian Institute of Technology Madras, Chennai, India.
J Mol Model. 2024 Jul 3;30(8):244. doi: 10.1007/s00894-024-06045-5.
Phosphite esters, a class of organo-phosphorus compounds, are widely used as non-discolouring antioxidants in many polymeric products. Apart from normal radical scavenging, they prevent the splitting of hydroperoxides (ROOH), one of the initial products of autoxidation, from forming extremely reactive free radicals such as alkoxy (RO.) and hydroxy (.OH) radicals. The inherent molecular properties of antioxidants and the chemistry of their action are essential for researchers working in this field of science. Four organo-phosphorous compounds well-known for their antioxidant activity are selected here for theoretical analysis: Tri(m-methylphenyl) phosphite (m-TMPP), Tri(4-methyl-2,6-di-tert-butylphenyl) phosphite (TMdtBPP), Tri(allylphenyl) phosphite (TAPP) and Tri(mercaptobenzothiazoyl) thiophosphate (TMBTTP). The antioxidant activity exhibited by these compounds is theoretically verified, and the results are consistent with the available experimental data. Such theoretical predictions offer advantages in scientific research, particularly when researchers need to select certain molecules as antioxidants for experiments from a pool of molecular systems.
The chemical computations presented in this report are done in Gaussian 16 program package. The procedure of density functional theory (DFT) with the model chemistry B3LYP/6-31G(d,p) is used to generate computational data. Global reactivity indices, thermochemical data, Fukui functions, molecular electrostatic potential and NMR spectra are computed for the chosen molecular systems from their optimized geometries.
亚磷酸酯是一类有机磷化合物，在许多聚合物产品中被广泛用作不褪色抗氧化剂。除了正常的自由基清除作用外，它们还能防止氢过氧化物（ROOH）（自氧化的初始产物之一）分解形成极具反应性的自由基，如烷氧基（RO·）和羟基（·OH）自由基。抗氧化剂的固有分子性质及其作用化学对于从事该科学领域研究的人员至关重要。这里选择了四种以抗氧化活性而闻名的有机磷化合物进行理论分析：亚磷酸三（间甲基苯基）酯（m-TMPP）、亚磷酸三（4-甲基-2,6-二叔丁基苯基）酯（TMdtBPP）、亚磷酸三（烯丙基苯基）酯（TAPP）和硫代磷酸三（巯基苯并噻唑基）酯（TMBTTP）。从理论上验证了这些化合物表现出的抗氧化活性，结果与现有实验数据一致。这种理论预测在科学研究中具有优势，特别是当研究人员需要从分子体系库中选择某些分子作为抗氧化剂进行实验时。
本报告中进行的化学计算是在高斯16程序包中完成的。使用密度泛函理论（DFT）方法和B3LYP/6-31G(d,p)模型化学来生成计算数据。根据所选分子体系的优化几何结构计算全局反应性指数、热化学数据、福井函数、分子静电势和核磁共振光谱。
