Li Yao, Tang Xinyu, Yang Pujiang, Zhang Yuhui, Liu Jinhe
College of Chemistry and Chemical Engineering, China University of Petroleum, Qingdao 266580, China.
Molecules. 2024 Sep 3;29(17):4166. doi: 10.3390/molecules29174166.
Surfactants are hailed as "industrial monosodium glutamate", and are widely used as emulsifiers, demulsifiers, water treatment agents, etc., in the petroleum industry. However, due to the unidirectivity of conventional surfactants, the difficulty in demulsifying petroleum emulsions generated after emulsification with such surfactants increases sharply. Therefore, it is of great significance and application value to design and develop a novel switchable surfactant for oil exploitation. In this study, a CO-switchable Gemini surfactant of ,'-dimethyl-,'-didodecyl butylene diamine (DMDBA) was synthesized from 1, 4-dibromobutane, dodecylamine, formic acid, and formaldehyde. Then, the synthesized surfactant was structurally characterized by infrared (IR) spectroscopy, hydrogen nuclear magnetic resonance (H NMR) spectroscopy, and electrospray ionization mass spectrometry (ESI-MS); the changes in conductivity and Zeta potential of DMDBA before and after CO/N injection were also studied. The results show that DMDBA had a good CO response and cycle reversibility. The critical micelle concentration (CMC) of cationic surfactant obtained from DMDBA by injecting CO was 1.45 × 10 mol/L, the surface tension at CMC was 33.4 mN·m, and the contact angle with paraffin was less than 90°, indicating that it had a good surface activity and wettability. In addition, the kinetic law of the process of producing surfactant by injecting CO was studied, and it was found that the process was a second-order reaction. The influence of temperature and gas velocity on the reaction dynamics was explored. The calculated values from the equation were in good agreement with the measured values, with a correlation coefficient greater than 0.9950. The activation energy measured during the formation of surfactant was = 91.16 kJ/mol.
表面活性剂被誉为“工业味精”,在石油工业中广泛用作乳化剂、破乳剂、水处理剂等。然而,由于传统表面活性剂的单向性,使用此类表面活性剂乳化后产生的石油乳液破乳难度急剧增加。因此,设计和开发一种用于石油开采的新型可切换表面活性剂具有重要的意义和应用价值。在本研究中,以1,4 - 二溴丁烷、十二胺、甲酸和甲醛为原料合成了一种CO - 可切换的双子表面活性剂N,N'-二甲基 - N,N'-二(十二烷基)丁二胺(DMDBA)。然后,通过红外(IR)光谱、氢核磁共振(H NMR)光谱和电喷雾电离质谱(ESI - MS)对合成的表面活性剂进行结构表征;还研究了DMDBA在注入CO/N前后的电导率和Zeta电位变化。结果表明,DMDBA具有良好的CO响应和循环可逆性。通过注入CO从DMDBA获得的阳离子表面活性剂的临界胶束浓度(CMC)为1.45×10⁻³mol/L,CMC时的表面张力为33.4 mN·m,与石蜡的接触角小于90°,表明其具有良好的表面活性和润湿性。此外,研究了注入CO制备表面活性剂过程的动力学规律,发现该过程为二级反应。探讨了温度和气体流速对反应动力学的影响。由方程计算得到的值与测量值吻合良好,相关系数大于0.9950。表面活性剂形成过程中测得的活化能Eₐ = 91.16 kJ/mol。