Promoting Efficacy and Environmental Safety of Pesticide Synergists Via Non-Ionic Gemini Surfactants with Short Fluorocarbon Chains

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2022 Oct 14

PMID 36235302

Authors

Ruiguo Wang

Xinxin Xu

Xiaodi Shi

Junjie Kou

Hongjian Song

Yuxiu Liu

Jingjing Zhang

Qingmin Wang

Affiliations

Soon will be listed here.

Abstract

Improving the utilization rate of pesticides is key to achieve a reduction and synergism, and adding appropriate surfactant to pesticide preparation is an effective way to improve pesticide utilization. Fluorinated surfactants have excellent surface activity, thermal and chemical stability, but long-chain linear perfluoroalkyl derivatives are highly toxic, obvious persistence and high bioaccumulation in the environment. Therefore, new strategies for designing fluorinated surfactants which combine excellent surface activity and environmental safety would be useful. In this study, four non-ionic gemini surfactants with short fluorocarbon chains were synthesized. The surface activities of the resulting surfactants were assessed on the basis of equilibrium surface tension, dynamic surface tension, and contact angle. Compared with their monomeric counterparts, the gemini surfactants had markedly lower critical micelle concentrations and higher diffusivities, as well as better wetting abilities. We selected a single-chain surfactant and a gemini surfactant with good surface activities as synergists for the glyphosate water agent. Both surfactants clearly improved the efficacy of the herbicide, but the gemini surfactant had a significantly greater effect than the single-chain surfactant. An acute toxicity test indicated that the gemini surfactant showed slight toxicity to rats.

References

Jahan R, Bodratti A, Tsianou M, Alexandridis P . Biosurfactants, natural alternatives to synthetic surfactants: Physicochemical properties and applications. Adv Colloid Interface Sci. 2019; 275:102061. DOI: 10.1016/j.cis.2019.102061. View

Wehbie M, Kanayo Onyia K, Mahler F, Le Roy A, Deletraz A, Bouchemal I . Maltose-Based Fluorinated Surfactants for Membrane-Protein Extraction and Stabilization. Langmuir. 2021; 37(6):2111-2122. DOI: 10.1021/acs.langmuir.0c03214. View

Kovalchuk N, Trybala A, Starov V, Matar O, Ivanova N . Fluoro- vs hydrocarbon surfactants: why do they differ in wetting performance?. Adv Colloid Interface Sci. 2014; 210:65-71. DOI: 10.1016/j.cis.2014.04.003. View

Sagisaka M, Saito T, Yoshizawa A, Rogers S, Guittard F, Hill C . Water-in-CO Microemulsions Stabilized by Fluorinated Cation-Anion Surfactant Pairs. Langmuir. 2019; 35(9):3445-3454. DOI: 10.1021/acs.langmuir.8b03942. View

Cheng G, Lin K, Ye Y, Jiang H, Ngai T, Ho Y . Photo-Responsive Fluorosurfactant Enabled by Plasmonic Nanoparticles for Light-Driven Droplet Manipulation. ACS Appl Mater Interfaces. 2021; 13(18):21914-21923. DOI: 10.1021/acsami.0c22900. View

Wang Z, Cousins I, Scheringer M, Hungerbuhler K . Fluorinated alternatives to long-chain perfluoroalkyl carboxylic acids (PFCAs), perfluoroalkane sulfonic acids (PFSAs) and their potential precursors. Environ Int. 2014; 60:242-8. DOI: 10.1016/j.envint.2013.08.021. View

Hu X, Pambou E, Gong H, Liao M, Hollowell P, Liu H . How does substrate hydrophobicity affect the morphological features of reconstituted wax films and their interactions with nonionic surfactant and pesticide?. J Colloid Interface Sci. 2020; 575:245-253. DOI: 10.1016/j.jcis.2020.04.043. View

Ma W, Lopez G, Ameduri B, Takahara A . Fluoropolymer Nanoparticles Prepared Using Trifluoropropene Telomer Based Fluorosurfactants. Langmuir. 2020; 36(7):1754-1760. DOI: 10.1021/acs.langmuir.9b03914. View

El Kateb M, Taffin de Givenchy E, Baklouti A, Guittard F . Synthesis and surface properties of semi-fluorinated gemini surfactants with two reactive bromo pendant groups. J Colloid Interface Sci. 2011; 357(1):129-34. DOI: 10.1016/j.jcis.2011.02.003. View

10.

Damak M, Hyder M, Varanasi K . Enhancing droplet deposition through in-situ precipitation. Nat Commun. 2016; 7:12560. PMC: 5013560. DOI: 10.1038/ncomms12560. View

11.

Pablo Villegas J, Moncayo-Riascos I, Galeano-Caro D, Riazi M, Franco C, Cortes F . Functionalization of γ-Alumina and Magnesia Nanoparticles with a Fluorocarbon Surfactant to Promote Ultra-Gas-Wet Surfaces: Experimental and Theoretical Approach. ACS Appl Mater Interfaces. 2020; 12(11):13510-13520. DOI: 10.1021/acsami.9b22383. View

12.

Zhao W, Wang Y . Coacervation with surfactants: From single-chain surfactants to gemini surfactants. Adv Colloid Interface Sci. 2016; 239:199-212. DOI: 10.1016/j.cis.2016.04.005. View

13.

Topping C, Aldrich A, Berny P . Overhaul environmental risk assessment for pesticides. Science. 2020; 367(6476):360-363. DOI: 10.1126/science.aay1144. View

14.

Caillier L, Taffin de Givenchy E, Levy R, Vandenberghe Y, Geribaldi S, Guittard F . Polymerizable semi-fluorinated gemini surfactants designed for antimicrobial materials. J Colloid Interface Sci. 2009; 332(1):201-7. DOI: 10.1016/j.jcis.2008.12.038. View

15.

Hussain S, Adewunmi A, Mahboob A, Murtaza M, Zhou X, Kamal M . Fluorinated surfactants: A review on recent progress on synthesis and oilfield applications. Adv Colloid Interface Sci. 2022; 303:102634. DOI: 10.1016/j.cis.2022.102634. View

16.

Guerrero-Hernandez L, Melendez-Ortiz H, Cortez-Mazatan G, Vaillant-Sanchez S, Peralta-Rodriguez R . Gemini and Bicephalous Surfactants: A Review on Their Synthesis, Micelle Formation, and Uses. Int J Mol Sci. 2022; 23(3). PMC: 8836724. DOI: 10.3390/ijms23031798. View

17.

Debbabi K, Guittard F, Geribaldi S . Novel highly fluorinated sulfamates: synthesis and evaluation of their surfactant properties. J Colloid Interface Sci. 2008; 326(1):235-9. DOI: 10.1016/j.jcis.2008.07.033. View