Experimental determination of octanol-water partition coefficient (KOW) of 39 liquid crystal monomers (LCMs) by use of the shake-flask method. (January 2022)

• Record Type: Journal Article
• Authors: Zhu, Ming; Su, Huijun; Bao, Yurong; Li, Jianhua; Su, Guanyong
• Is Part Of: Chemosphere. Volume 287:Part 4(2022)
• Publication Date: 2022-01
• Subjects: Liquid crystal monomers (LCMs) -- Octanol-water partition coefficient (KOW) -- Quantitative structure activity relationship (QSAR) -- Bioaccumulation; Pollution -- Periodicals; Pollution -- Physiological effect -- Periodicals; Environmental sciences -- Periodicals; Atmospheric chemistry -- Periodicals; 551.511
• DOI: 10.1016/j.chemosphere.2021.132407
• Languages: English
• ISSNs: 0045-6535

Abstract

Abstract: Liquid crystal monomers (LCMs) were recently proposed as persistent, bioaccumulative, and toxic substances; however, there is a dearth of information regarding their experimental octanol-water partition coefficients ( K OW ). In the present study, we determined the experimental K OW values of these 39 LCMs by use of a classic shake-flask method. We observed that experimental K OW values of LCMs largely varied depending on their specific structures, and the Log transformed K OW generally fall in the range of 4.94–7.62. The experimental K OW values were further compared with those predicted by Estimation Programs Interface (EPI) Suite software. Interestingly, we observed that experimental and estimated Log K OW values were generally comparable for LCMs containing two benzene or cyclohexane rings; however, the estimated values gradually deviated from the experimental ones as the number of benzene or cyclohexane rings of LCM structures increased. Based on the experimental Log K OW values of 39 LCMs, we established a quantitative structure activity relationship (QSAR) model for predicting Log K OW values of other LCMs, for which authentic standards are not available. Adjusted square of determination coefficient (R 2 ) of the developed model is 0.810, indicating its goodness-of-fit for estimation of Log K OW values of other substances with similar backbone structures. Overall, our present study provides the first insight on experimental Log K OW values of LCMs, and suggests that LCMs are inclined to accumulative in the fatty tissue of organisms in the aqueous environments. Graphical abstract: Image 1 Highlights: Liquid crystal monomers (LCMs) were recently proposed as P&B&T substances. Experimental Log K OW values of 39 LCMs were determined by use of the Shake-flask Method. Log K OW values of 39 LCMs generally fall in the range of 4.94–7.62. Large differences were observed between experimental and estimated Log K OW values. We established a QSAR model for predicting experimental Log K OW values of LCMs.