Abstract
A novel silicone based ester quaternary ammonium salt (Si-QAS) was synthesized by conjugation of γ-chloropropyl methyl dimethoxysilane and distearic ester of methyldiethanolamine. The chemical structure of the Si-QAS was characterized by using FTIR and 1H NMR. Physicochemical properties of the compound were further investigated and the results showed that the critical micelle concentration of the esterquat was 2.36×10-4 mol.L-1, the corresponding surface tension γCMC was 24.25 mN.m-1, and the standard Gibbs free energy of formation for micellization and adsorption were -30.64 kJ.mol-1 and -56.87 kJ.mol-1, respectively. A mathematical model based on the method of response surface was also established to optimize the conditions of the synthesis process. Microwave power was found to have the strongest effect on synthesis progress and the optimal synthesis conditions were microwave power at 600 W for 20.89 min with a solvent amount of 9.24 g.References
Miao ZC, Yang JZ and Wang L. Synthesis of Biodegradable Lauric Acid Ester Quaternary Ammonium Salt Cationic Surfactant and Its Utilization as Calico Softener. Mater Lett 2008; 62: 3450-3452. https://doi.org/10.1016/j.matlet.2008.02.084
Bahmaei M, Badiee F and Kasehgari H. Synthesis, IR, HPLC Analysis and Performances of Palm Fatty Acids and Triethanolamine-Based Esterquats. J Surfactants Deterg 2011; 14:173-177. https://doi.org/10.1007/s11743-010-1218-3
Achouri ME, Alehyen S and Assioui A. Synthesis and Physico-Chemical Studies of Ester-Quat Surfactants in the Series of (Dodecanoyloxy) propyl n-Alkyl Dimethyl Ammonium Bromide. J Surfactants Deterg 2013; 16: 473-485. https://doi.org/10.1007/s11743-013-1455-3
Salman M, Athar M and Shafique U. Microwave Assisted Synthesis of Esterquat for Fabric Softening Applications. J Chem Soc Pak 2012; 34: 415-418.
Li YL, Li QX and Zhi LF. Synthesis, Characterization and Surface-Activity of Hydroxyethyl Group-Containing Quaternary Ammonium Surfactants. J Surfactants Deterg 2011; 14: 529-533. https://doi.org/10.1007/s11743-011-1279-y
Xu Q, Jiang B and Zhan XL. Study on Solvent Effect on Quaternization of γ-chloropropyl Trimethoxy Siloxane. J Chem Eng Chin Uni(China)2007; 21: 640-644.
Zhu XH, Yang C and Chen G. Microwave-Assisted Synthesis of Siloxane Quaternary Ammonium Salts. Acta Sci Nat Uni Sunyatseni(China) 2009; 48: 56-59.
Huang WH, Zheng C and Mao TY. Synthesis and Characterization of Silicone Based Esterquat for Fabric Softening Application. Fine Chem (China) 2012; 12: 1167-1171.
Bezerra MA, Santelli RE and Oliveira EP. Response Surface Methodology (RSM) as A Tool for Optimization in Analytical Chemistry. Talanta 2008; 76: 965-977. https://doi.org/10.1016/j.talanta.2008.05.019
Tan IAW, Ahmad AL and Hameed BH. Optimization of Preparation Conditions for Activated Carbons from Coconut Husk Using Response Surface Methodology. Chem Eng J 2008; 137: 462-470. https://doi.org/10.1016/j.cej.2007.04.031
Wei YL and Zheng C. Microwave Synthesis Optimization, Structure and Properties of CTA J. J Cheml Ind and Eng (China) 2009; 60: 2130-2136.
Huang WH, Zheng C, Mao TY, Lin J, Yu XH, et al. Synthesis and Characterization of Silicone Based Esterquat forFabric Softening Application, Fine Chemicals(China) 2012; 29: 1167-1172.
Mohamed MZ and Mohaned AS. Synthesis and Some Properties of Fluorinated Cationic Surfactants. J Surfactants Deterg 2009; 12: 345-349. https://doi.org/10.1007/s11743-009-1126-6
Chlebicki J, Wegrzyńska J and Wilk KA. Surface-active, Micellar, and Antilectrostatic Properties of Bis-Ammonium Salts. J Colloid Interface Sci 2008; 323: 372-378. https://doi.org/10.1016/j.jcis.2008.04.011
Yin DN, Zheng C and Zhang LP. Synthesis and Characterization of Polyether Modified Trisiloxanes. CIESC Journal 2010; 61: 1565-1570.
Cheng WJ, Zheng C and Mao TY. Microwave Synthesis Technique and Properties of Octadecylmethyldihydroxyethyl Ammonium Bromide. J Chem Ind Eng (China) 2011; 62: 566- 573.
Cheng WJ. Synthesis and Properties of Octadecylmethyldihydroxyethyl Ammonium Bromide. MS Thesis, Guangzhou University, Guangzhou, PR China 2011.
Fu H and Zhang GY. Synthesis and Characterization of Glucosamide-Based Trisiloxane Gemini Surfactants. J Surfactants Deterg 2004; 7 :175-180. https://doi.org/10.1007/s11743-004-0301-2
Murata H1, Koepsel RR, Matyjaszewski K and Russell AJ. Permanent, Non-Leaching Antibacterial Surfaces-2: How High Density Cationic Surfaces Kill Bacterial Cells. Biomaterials 2007; 28: 4870-4879. https://doi.org/10.1016/j.biomaterials.2007.06.012
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
Copyright (c) 2017 Cheng Zheng, Wuhuan Huang, Peng Chen, Taoyan Mao, Jing Lin; Qiming Yu