Detoxification of bisphenol A via sulfur-mediated carbon–carbon σ-bond scission
Detoxification of bisphenol A via sulfur-mediated carbon–carbon σ-bond scission
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通过硫介导的碳-碳-键断裂对双酚A进行解毒
DOI：
10.1039/d2su00138a
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发表时间：
2023
期刊：
影响因子：
--
通讯作者：
Smith, Rhett C.
中科院分区：
文献类型：
--
作者：
Thiounn, Timmy;Karunarathna, Menisha S.;Lauer, Moira K.;Tennyson, Andrew G.;Smith, Rhett C.
通过塑料废物降解产生的双酚A（BPA）的环境污染对人类健康构成重大危害，因为BPA能够与雌激素受体结合，从而引起激素失衡。不幸的是，BPA不能在不破坏C-C σ键的情况下降解为“安全”材料，并且现有的破坏这些键的方法需要使用石油衍生的化学品和对环境有害的金属离子。因此，迫切需要开发新的“绿色”方法来将BPA分解成单芳基化合物，而不使用此类试剂，并且理想地，将那些单芳基化合物转化成可被有效利用而不是作为化学废物丢弃的有价值的材料。在本文中，我们报道了一种新的机理，通过该机理，通过低温回收从含BPA的塑料中获得的O，O′-二甲基双酚A（DMBPA）通过硫裂解进行C-C σ-键断裂，硫裂解是在低于许多热塑料回收技术（例如，<325 °C）。通过硫裂解产生的DMBPA衍生材料的机理分析和微观结构表征阐明了包含单芳基物质的多个亚基。令人印象深刻的是，对可回收有机物的分析显示，>95%的DMBPA已分解为单芳基组分。此外，通过硫裂化（BC 90）生产的DMBPA-硫复合物表现出比典型的波特兰水泥的抗压强度更大的抗压强度（约20 MPa）。因此，这种新的硫裂化方法能够使用更环保的技术破坏BPA废物中的雌激素受体结合成分，同时生产机械坚固的复合材料，代表波特兰水泥的可持续替代品。
Environmental contamination with bisphenol A (BPA), produced via degradation of plastic waste, constitutes a major hazard for human health due to the ability of BPA to bind to estrogen receptors and thereby induce hormonal imbalances. Unfortunately, BPA cannot be degraded to a “safe” material without breaking C–C σ-bonds, and existing methods required to break these bonds employ petroleum-derived chemicals and environmentally-harmful metal ions. Therefore, there is an urgent need to develop new “green” methods to break BPA into monoaryl compounds without the use of such reagents and, ideally, convert those monoaryls into valuable materials that can be productively utilized instead of being discarded as chemical waste. Herein we report a new mechanism by which O,O′-dimethyl bisphenol A (DMBPA), obtained from BPA-containing plastic via low-temperature recycling, undergoes C–C σ-bond cleavage via thiocracking, a reaction with elemental sulfur at temperatures lower than those used in many thermal plastic recycling techniques (e.g., <325 °C). Mechanistic analyses and microstructural characterization of the DMBPA-derived materials produced by thiocracking elucidated multiple subunits comprising monoaryl species. Impressively, analyses of recoverable organics revealed that >95% of DMBPA had been broken down into monoaryl components. Furthermore, the DMBPA–sulfur composite produced by thiocracking (BC90) exhibited compressive strength (∼20 MPa) greater than those of typical Portland cements. Consequently, this new thiocracking method creates the ability to destroy the estrogen receptor-binding components of BPA wastes using greener techniques and, simultaneously, to produce a mechanically-robust composite material that represents a sustainable alternative to Portland cements.
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将农业和能源工业废物结合起来产生可回收、可热修复的元素硫和油酸的共聚物
DOI：
10.1002/pola.29436
发表时间：
2019
期刊：
Journal of Polymer Science Part A: Polymer Chemistry
影响因子：
--
作者：
Smith, Ashlyn D.;Thiounn, Timmy;Lyles, Elliott W.;Kibler, Emily K.;Smith, Rhett C.;Tennyson, Andrew G.
通讯作者：
Tennyson, Andrew G.
影响因子：
7.015
作者：
Griebel, Jared J.;Nguyen, Ngoc A.;Pyun, Jeffrey
通讯作者：
Pyun, Jeffrey
影响因子：
7.1
作者：
Lauer, Moira K.;Estrada-Mendoza, Tatiana A.;Smith, Rhett C.
通讯作者：
Smith, Rhett C.
影响因子：
--
作者：
Ashlyn D. Smith;Andrew G. Tennyson;Rhett C. Smith
通讯作者：
Ashlyn D. Smith;Andrew G. Tennyson;Rhett C. Smith
影响因子：
4.3
作者：
Smith, Jessica A.;Green, Sarah J.;Hasell, Tom
通讯作者：
Hasell, Tom