Gemini型双季铵盐阳离子表面活性剂的合成及应用研究进展
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摘要
Gemini(双子)型双季铵盐阳离子表面活性剂以其独特的结构而具有良好的表面活性、较低的临界胶束浓度(CMC)等优良的物理性能。以间隔基团的不同综述了Gemini型双季铵盐阳离子表面活性剂的合成路线,并简要的介绍了Gemini型双季铵盐阳离子表面活性剂在杀菌、金属缓蚀、煤沥青润湿、乳化及作为基因和药物载体方面的应用,为Gemini型双季铵盐阳离子表面活性剂的后续研究提供了参考。并指出要重视其合成条件的优化,以降低生产成本,扩大Gemini型双季铵盐阳离子表面活性剂的应用范围。
Gemini-type double quaternary ammonium cationic surfactant has excellent physical properties such as good surface activity and low critical micelle concentration( CMC).The synthetic routes of Gemini-type double quaternary ammonium cationic surfactant are reviewed in terms of spacer groups. Gemini-type double quaternary ammonium cationic surfactant was briefly described for sterilization,metal corrosion inhibition,and coal bitumen wetting.Emulsification and its application as a gene and drug carrier provide a reference for subsequent investigation of Gemini-type double quaternary ammonium cationic surfactant. It also pointed out that it is necessary to pay attention to the optimization of the synthesis conditions,and to reduce the production cost.It is possible to use Gemini-type double quaternary ammonium cationic surfactant in real life.
Gemini-type double quaternary ammonium cationic surfactant has excellent physical properties such as good surface activity and low critical micelle concentration( CMC).The synthetic routes of Gemini-type double quaternary ammonium cationic surfactant are reviewed in terms of spacer groups. Gemini-type double quaternary ammonium cationic surfactant was briefly described for sterilization,metal corrosion inhibition,and coal bitumen wetting.Emulsification and its application as a gene and drug carrier provide a reference for subsequent investigation of Gemini-type double quaternary ammonium cationic surfactant. It also pointed out that it is necessary to pay attention to the optimization of the synthesis conditions,and to reduce the production cost.It is possible to use Gemini-type double quaternary ammonium cationic surfactant in real life.
引文
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[22]卫婉英,饶才骏,夏衍,等.烯基联接链、杂环头基季铵盐Gemini表面活性剂的合成及性质[J].武汉大学学报(理学版),2017,63(3):219-226.
[23]高晓荣,崔勇,赵晓霞,等.羟基和酯基型Gemini双季铵盐表面活性剂在煤沥青表面的润湿特性[J].化工学报,2017,68(1):230-237.
[24]陈瑞兰,郑成,林璟,等.酯基Gemini季铵盐阳离子表面活性剂的研究进展[J].化工进展,2013,32(11):2 707-2 712.
[25]张光华,秦松,黄凤萍,等.系列反应型阳离子Gemini表面活性剂的合成及性能[J].化工进展,2015,34(11):4 030-4 034.
[26]FAN H,MENG L,WANG Y,et al.Superior thermal stability gel emulsion produced by low concentration Gemini surfactant[J]. Colloids Surf.,A,2011,384(1/3):194-199.
[27]MARTNEZ-NEGRO M,BARRAN-BERDON A L,AICART-RAMOS C,et al. Transfection of plasmid DNA by nanocarriers containing a gemini cationic lipid with an aromatic spacer or its monomeric counterpart[J].Colloids Surf.,B,2018,161:519-527.
[28]ALEA-REYES M E,GONZALEZ A,CALPENA A C,et al. Gemini pyridinium amphiphiles for the synthesis and stabilization of gold nanoparticles for drug delivery[J].J.Colloid Inter.Sci.,2017,502:172-183.
[2]CHEN J,QIAO M,GAO N,et al.Sulfonic gemini surfactants:synthesis,properties and applications as novel air entraining agents for concrete[J].Colloids Surf.,A,2017,522:593-600.
[3]EL-SAID W A,MOHARRAM A S,HUSSEIN E M,et al.Design,synthesis,anticorrosion efficiency,and applications of novel gemini surfactants for preparation of smallsized hollow spheres mesoporous silica nanoparticles[J].Mater.Chem.Phys.,2018,211:123-136.
[4]孙莉,张强,李春义,等.双子季铵盐的静态合成及表征[J].化学试剂,2015,37(10):913-915.
[5]ZHANG S,YU J,WU J,et al.Micellization parameters of six gemini quaternary ammonium surfactants from measurements of conductivity and surface tension[J].J.Chem.Eng.Data,2014,59(9):2 891-2 900.
[6]DAI C,FANG S,HU M,et al.Synthesis,surface adsorption and micelle formation of a class of morpholinium gemini surfactants[J]. J. Ind. Eng. Chem.,2017,54:226-233.
[7]SHAKIL H S M,KAMAL M S.Effect of large spacer on surface activity,thermal,and rheological properties of novel amido-amine cationic gemini surfactants[J]. J. Mol.Liq.,2017,242:1 131-1 137.
[8]BHAT I A,ROY B,KABIRUD D.Synthesis and biophysical analysis of a novel gemini surfactant with lysozyme:industrial perspective[J]. J. Ind. Eng. Chem.,2018,63:348-358.
[9]吴亚,李凡,徐甜莉,等.新Gemini季铵盐表面活性剂的合成与抑制CO2腐蚀性能[J].化学试剂,2015,37(9):795-798.
[10]XU D,NI X,ZHANG C,et al.Synthesis and properties of biodegradable cationic gemini surfactants with diester and flexible spacers[J]. J. Mol. Liq.,2017,240:542-548.
[11]TEHRANI-BAGHA A R.Cationic gemini surfactant with cleavable spacer:emulsion stability[J]. Colloids Surf.,A,2016,508:79-84.
[12]BAO Y,GUO J,MA J,et al.Physicochemical and antimicrobial activities of cationic gemini surfactants with polyether siloxane linked group[J]. J. Mol. Liq.,2017,242:8-15.
[13]丁寒卫,薛永强,崔子祥,等.一种多头基有机硅季铵盐的合成及其性能[J].化工进展,2014,33(2):479-482.
[14]曾湘楚,李小瑞.双子季铵盐表面活性剂的制备及性能研究[J].应用化工,2017,46(2):221-224.
[15]CHANG H,CUI Y,WANG Y,et al. Wettability and adsorption of PTFE and paraffin surfaces by aqueous solutions of biquaternary ammonium salt Gemini surfactants with hydroxyl[J].Colloids Surf.,A,2016,506:416-424.
[16]KACZEREWSKA O,BRYCKI B,RIBOSA I,et al. Cationic gemini surfactants containing an O-substituted spacer and hydroxyethyl moiety in the polar heads:selfassembly,biodegradability and aquatic toxicity[J]. J.Ind.Eng.Chem.,2018,59:141-148.
[17]ZHONG W,DONG C,LIUY R,et al. Controllable synthesis and antimicrobial activities of acrylate polymers containing quaternary ammonium salts[J]. React. Funct.Polym.,2017,121:110-118.
[18]TALEB K,MOHAMED-BENKADA M,BENHAMED N,et al. Benzene ring containing cationic gemini surfactants:synthesis,surface properties and antibacterial activity[J].J.Mol.Liq.,2017,241:81-90.
[19]KACZEREWSKA O,LEIVA-GARCIA R,AKID R,et al.Efficiency of cationic gemini surfactants with 3-azamethylpentamethylene spacer as corrosion inhibitors for stainless steel in hydrochloric acid[J]. J. Mol. Liq.,2017,247:6-13.
[20]KACZEREWSKA O,LEIVA-GARCIA R,AKID R,et al.Effectiveness of O-bridged cationic gemini surfactants as corrosion inhibitors for stainless steel in 3 M HCl:experimental and theoretical studies[J]. J. Mol. Liq.,2018,249:1 113-1 124.
[21]ABD-ELAAL A A,SHABAN S M,TAWFIK S M.Three Gemini cationic surfactants based on polyethylene glycol as effective corrosion inhibitor for mild steel in acidic environment[J]. J. Assoc. Arab Univ. Basic Appl. Sci.,2018,24(1):54-65.
[22]卫婉英,饶才骏,夏衍,等.烯基联接链、杂环头基季铵盐Gemini表面活性剂的合成及性质[J].武汉大学学报(理学版),2017,63(3):219-226.
[23]高晓荣,崔勇,赵晓霞,等.羟基和酯基型Gemini双季铵盐表面活性剂在煤沥青表面的润湿特性[J].化工学报,2017,68(1):230-237.
[24]陈瑞兰,郑成,林璟,等.酯基Gemini季铵盐阳离子表面活性剂的研究进展[J].化工进展,2013,32(11):2 707-2 712.
[25]张光华,秦松,黄凤萍,等.系列反应型阳离子Gemini表面活性剂的合成及性能[J].化工进展,2015,34(11):4 030-4 034.
[26]FAN H,MENG L,WANG Y,et al.Superior thermal stability gel emulsion produced by low concentration Gemini surfactant[J]. Colloids Surf.,A,2011,384(1/3):194-199.
[27]MARTNEZ-NEGRO M,BARRAN-BERDON A L,AICART-RAMOS C,et al. Transfection of plasmid DNA by nanocarriers containing a gemini cationic lipid with an aromatic spacer or its monomeric counterpart[J].Colloids Surf.,B,2018,161:519-527.
[28]ALEA-REYES M E,GONZALEZ A,CALPENA A C,et al. Gemini pyridinium amphiphiles for the synthesis and stabilization of gold nanoparticles for drug delivery[J].J.Colloid Inter.Sci.,2017,502:172-183.