Designing green plasticizers: Influence of molecular geometry on biodegradation and plasticization properties
Designing green plasticizers: Influence of molecular geometry on biodegradation and plasticization properties
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DOI：
10.1016/j.chemosphere.2011.10.054
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发表时间：
2012-02-01
期刊：
影响因子：
8.8
通讯作者：
Cooper, David G.
中科院分区：
文献类型：
--
作者：
Erythropel, Hanno C.;Maric, Milan;Cooper, David G.
增塑剂邻苯二甲酸二(2-乙基己基)酯(DEHP)及其代谢物被认为是普遍存在的污染物，对环境和人类健康具有广泛的影响。这项工作考虑了几种结构特征类似于DEHP的替代化合物。这增加了人们对为什么DEHP进入环境后生物降解率如此之低的理解。这些替代化合物是基于马来酸(顺式异构体)、富马酸(反式异构体)和丁二酸(饱和类似物)的2-乙基己基二酯。常见的土壤细菌红球菌的生物降解率被证明依赖于中心单元的结构，该中心单元来自用于制造酯的二元酸。DEHP和顺丁烯二酸的二元酸成分都是顺式取向的，是生物降解最慢的两种。并对增塑性能进行了比较，由于饱和琥珀酸酯降解快，增塑性能好，因此直链醇丁二酸酯是最好的绿色增塑剂。马来酸酯具有良好的塑化性能，但由于具有显著的抗生物降解性，这一点得到了缓解。(C)2011爱思唯尔有限公司。保留所有权利。
The plasticizer di (2-ethylhexyl) phthalate (DEHP) and its metabolites are considered ubiquitous contaminants, which have a range of implications on the environment and human health. This work considered several alternative compounds with structural features similar to DEHP. This added to the understanding of why DEHP is so poorly biodegraded once it enters the environment. These alternative compounds were based on 2-ethylhexyl diesters of maleic acid (cis-isomer), fumaric acid (trans-isomer) and succinic acid (saturated analogue). The rates of biodegradation by the common soil bacterium Rhodococcus rhodocrous were shown to be dependent on the structure of the central unit derived from the diacid used to make the ester. The diacid components of DEHP and the maleate both had a cis orientation and they were the two that were slow to biodegrade. Plasticizing properties were also compared and, because the ester of the saturated succinic acid was degraded quickly and also had good plasticizing properties, it was concluded that the succinic esters of straight chain alcohols would make the best green plasticizers. The maleate ester had excellent plasticizing properties but this is mitigated by a significant resistance to biodegradation. (C) 2011 Elsevier Ltd. All rights reserved.