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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光催化过程中具有活性氧化物质的氟化液晶单体解毒的分子结构。


氟化液晶单体（LCM）开始作为新的持久性有机污染物出现。在此，氟化LCM 1,2,3-三氟-5-[3-(3-丙基环己基)环己基]苯(TPrCB)、1,2-二氟-4-[反式-4-(反式)的结构-反应性关系-4-丙基环己基)环己基]苯 (DPrCB), 4-[(反式,反式)-4'-(3-丁烯-1-基)[1,1'-双环己基]-4-基]-1,2研究了光催化产生的氧化物质对二氟苯（BBDB）和1-[4-（4-乙基环己基）环己基]-4（三氟甲氧基）苯（ECTB）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主要由负静电势（ESP）区域组成，易受h+、·OH和·O2 -的亲电攻击，而ECTB主要由正静电势区域组成，易受h+、·OH和·O2 -的亲核攻击。 •OH和•O2 -。 BBDB、DPrCB和TPrCB的解毒过程包括碳键断裂和苯环开环。然而，ECTB的甲氧基降低了苯环上的亲核反应性，导致解毒效率较慢。这些发现可能有助于开发基于结构-反应关系的 LCM 治疗技术。