Lipei Fu , Jing Gong , Qingling Liu , Qianli Ma , Minglu Shao , Kaili Liao , Ailian Chang , Tongyu Zhu , Zhangkun Ren , Tao Wang
{"title":"Synthesis and evaluation of CO2 responsive surfactants based on dynamic imine bond","authors":"Lipei Fu , Jing Gong , Qingling Liu , Qianli Ma , Minglu Shao , Kaili Liao , Ailian Chang , Tongyu Zhu , Zhangkun Ren , Tao Wang","doi":"10.1016/j.colsurfa.2024.135820","DOIUrl":null,"url":null,"abstract":"<div><div>In this work, through mixing alkyl primary amines of C<sub>n</sub>H<sub>2n+1</sub>NH<sub>2</sub> (n=6, HA; n=12, DA; n=18, ODA) and disodium 4-formylbenzene-1, 3-disulfonate (DFD) at 1:1 mol ratio, three novel dynamic imine surfactants (DFD-HA, DFD-DA and DFD-ODA) were synthesized. The imine bond was verified by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR). After preparing the emulsion, DFD-DA exhibited superior stability among the three surfactants at lower concentrations (< 20 mM). Subsequently, an emulsifier system (DFD-DA/LHSB) with excellent interfacial activity and emulsification stability was obtained by blending DFD-DA with lauramidopropyl hydroxy sulfobetaine (LHSB). The system effectively reduced the interfacial tension to the order of 10<sup>−2</sup> mN/m. At a total concentration of 5 g/L and mole ratio (DFD-DA: LHSB = 1:2), the emulsion could be stable for more than 60 days. Contact angle measurements substantiated the superior wettability inversion capability of the system, facilitating the formation of oil-in-water emulsions more effectively. Furthermore, this system possesses remarkable CO<sub>2</sub> responsiveness. After CO<sub>2</sub> injection, the emulsion can be completely demulsified within 45 s in a broad mole ratio range. Changing the relative content of DFD-DA and LHSB can also dynamically regulate the demulsification rate of emulsion. In contrast to previous imine surfactants, the system can achieve full demulsification under higher pH conditions (about 6.0), thereby significantly enhancing the response efficiency and alleviating the equipment corrosion. This discovery provides a new approach to tackling the problems associated with surfactant flooding and heavy oil demulsification, holding important implications for enhancing oil recovery (EOR).</div></div>","PeriodicalId":278,"journal":{"name":"Colloids and Surfaces A: Physicochemical and Engineering Aspects","volume":"706 ","pages":"Article 135820"},"PeriodicalIF":4.9000,"publicationDate":"2024-11-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Colloids and Surfaces A: Physicochemical and Engineering Aspects","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0927775724026840","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
In this work, through mixing alkyl primary amines of CnH2n+1NH2 (n=6, HA; n=12, DA; n=18, ODA) and disodium 4-formylbenzene-1, 3-disulfonate (DFD) at 1:1 mol ratio, three novel dynamic imine surfactants (DFD-HA, DFD-DA and DFD-ODA) were synthesized. The imine bond was verified by infrared spectroscopy (IR) and nuclear magnetic resonance (NMR). After preparing the emulsion, DFD-DA exhibited superior stability among the three surfactants at lower concentrations (< 20 mM). Subsequently, an emulsifier system (DFD-DA/LHSB) with excellent interfacial activity and emulsification stability was obtained by blending DFD-DA with lauramidopropyl hydroxy sulfobetaine (LHSB). The system effectively reduced the interfacial tension to the order of 10−2 mN/m. At a total concentration of 5 g/L and mole ratio (DFD-DA: LHSB = 1:2), the emulsion could be stable for more than 60 days. Contact angle measurements substantiated the superior wettability inversion capability of the system, facilitating the formation of oil-in-water emulsions more effectively. Furthermore, this system possesses remarkable CO2 responsiveness. After CO2 injection, the emulsion can be completely demulsified within 45 s in a broad mole ratio range. Changing the relative content of DFD-DA and LHSB can also dynamically regulate the demulsification rate of emulsion. In contrast to previous imine surfactants, the system can achieve full demulsification under higher pH conditions (about 6.0), thereby significantly enhancing the response efficiency and alleviating the equipment corrosion. This discovery provides a new approach to tackling the problems associated with surfactant flooding and heavy oil demulsification, holding important implications for enhancing oil recovery (EOR).
期刊介绍:
Colloids and Surfaces A: Physicochemical and Engineering Aspects is an international journal devoted to the science underlying applications of colloids and interfacial phenomena.
The journal aims at publishing high quality research papers featuring new materials or new insights into the role of colloid and interface science in (for example) food, energy, minerals processing, pharmaceuticals or the environment.