Fluorinated liquid crystal monomers (LCMs) are begun to emerge as new persistent organic pollutants. Herein, the structure-reactivity relationships of fluorinated LCMs 1,2,3-trifluoro-5-[3-(3-propylcyclohexyl)cyclohexyl]benzene (TPrCB), 1,2-difluoro-4-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]benzene (DPrCB), 4-[(trans,trans)-4'-(3-Buten-1-yl)[1,1'-bicyclohexyl]-4-yl]-1,2-difluoro-benzene (BBDB) and 1-[4-(4-ethylcyclohexyl)cyclohexyl]-4(trifluoromethoxy)benzene (ECTB) subject to photocatalysis-generated oxidation species were investigated. The degradation rate constant of BBDB was 3.0, 2.6, and 6.8 times higher than DPrCB, TPrCB and ECTB, respectively. The results reveal that BBDB, DPrCB and TPrCB had mainly negative electrostatic potential (ESP) regions which were vulnerable to electrophilic attack by h+, •OH and •O2 -, while ECTB was composed of mainly positive ESP regions which were vulnerable to nucleophilic attack by •OH and •O2 -. The detoxification processes of BBDB, DPrCB and TPrCB included carbon bond cleavage and benzene ring opening. However, the methoxy group of ECTB reduced the nucleophilic reactivity on the benzene ring, leading to slower detoxification efficiency. These findings may help to develop LCMs treatment technologies based on structure-reactivity relationships.

中文翻译：

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含氟液晶单体在光催化过程中与活性氧化物质脱毒的分子结构[J].

含氟液晶单体 (LCM) 开始作为新的持久性有机污染物出现。在此，氟化 LCM 1,2,3-trifluoro-5-[3-(3-丙基环己基)环己基]苯 (TPrCB)、1,2-difluoro-4-[trans-4-(trans -4-丙基环己基)环己基]苯 (DPrCB), 4-[(trans,trans)-4'-(3-Buten-1-yl)[1,1'-bicyclohexyl]-4-yl]-1,2研究了-二氟苯 (BBDB) 和 1-[4-(4-乙基环己基)环己基]-4(三氟甲氧基)苯 (ECTB) 受到光催化产生的氧化物质的影响。BBDB 的降解速率常数分别是 DPrCB、TPrCB 和 ECTB 的 3.0、2.6 和 6.8 倍。结果表明，BBDB、DPrCB和TPrCB主要具有负静电电位（ESP）区域，易受到h+、•OH和•O2 - 的亲电攻击，而ECTB主要由正ESP区组成，易受到•OH和•O2-的亲核攻击。BBDB、DPrCB和TPrCB的解毒过程包括碳键断裂和苯开环。然而，ECTB 的甲氧基降低了苯环上的亲核反应性，导致解毒效率降低。这些发现可能有助于开发基于结构-反应性关系的 LCMs 处理技术。