Recognizing Functional Groups of MES/APG Mixed Surfactants for Enhanced Solubilization toward Benzo[a]pyrene,Environmental Science & Technology

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Recognizing Functional Groups of MES/APG Mixed Surfactants for Enhanced Solubilization toward Benzo[a]pyrene
Environmental Science & Technology ( IF 10.8 ) Pub Date : 2024-04-04 , DOI: 10.1021/acs.est.3c10633
Liyuan Wu _{1,

2,

3} , Yaxin Liu _{1,

2,

3} , Xin Wang ₄ , Mengrui Li _{1,

2,

3} , Jingya Li _{1,

2,

3} , Xiaoran Zhang _{1,

2,

3} , Dawen Gao _{1,

2,

3} , Haiyan Li _{1,

2,

3}

Affiliation

Benzo[a]pyrene is difficult to remove from soil due to its high octanol/water partition coefficient. The use of mixed surfactants can increase solubility but with the risk of secondary soil contamination, and the compounding mechanism is still unclear. This study introduced a new approach using environmentally friendly fatty acid methyl ester sulfonate (MES) and alkyl polyglucoside (APG) to solubilize benzo[a]pyrene. The best result was obtained when the ratio of MES/APG was 7:1 under 6 g/L total concentration, with an apparent solubility (S_w) of 8.58 mg/L and a molar solubilization ratio (MSR) of 1.31 for benzo[a]pyrene, which is comparable to that of Tween 80 (MSR, 0.95). The mechanism indicates that the hydroxyl groups (−OH) in APG form “O–H···OSO₂^–” hydrogen bonding with the sulfonic acid group (−SO₃^–) of MES, which reduces the electrostatic repulsion between MES molecules, thus facilitating the formation of large and stable micelles. Moreover, the strong solubilizing effect on benzo[a]pyrene should be ascribed to the low polarity of ester groups (−COOCH₃) in MES. Functional groups capable of forming hydrogen bonds and having low polarity are responsible for the enhanced solubilization of benzo[a]pyrene. This understanding helps choose suitable surfactants for the remediation of PAH-contaminated soils.

中文翻译：

识别 MES/APG 混合表面活性剂的官能团以增强对苯并[a]芘的溶解

由于苯并[ a ]芘的辛醇/水分配系数较高，因此很难从土壤中去除。使用混合表面活性剂可以提高溶解度，但存在二次土壤污染的风险，且复配机理尚不清楚。本研究介绍了一种使用环保的脂肪酸甲酯磺酸盐（MES）和烷基多糖苷（APG）溶解苯并[ a ]芘的新方法。当MES/APG比为7:1时，总浓度为6 g/L，苯并[的表观溶解度( S _w )为8.58 mg/L，摩尔增溶比(MSR)为1.31]。 a ]芘，与 Tween 80 相当（MSR，0.95）。机理表明APG中的羟基(−OH)与MES的磺酸基(−SO ₃ ^– )形成“O–H···OSO ₂ ^- ”氢键，降低了MES分子间的静电斥力，从而促进大而稳定的胶束的形成。此外，对苯并[ a ]芘的强增溶作用应归因于MES中酯基(-COOCH ₃ )的低极性。能够形成氢键并具有低极性的官能团负责增强苯并[ a ]芘的溶解。这种理解有助于选择合适的表面活性剂来修复多环芳烃污染的土壤。

更新日期：2024-04-04

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