氨基酸型双子表面活性剂的合成与性能研究进展

doi:10.13218/j.cnki.csdc.2015.06.010

摘要/Abstract

摘要： 综述了氨基酸型双子表面活性剂的研究进展;重点介绍了氨基酸型双子表面活性剂的合成方法;详细叙述了3种典型的氨基酸型双子表面活性剂,包括胱氨酸双子表面活性剂、精氨酸双子表面活性剂和赖氨酸双子表面活性剂;最后展望了氨基酸型双子表面活性剂良好的应用前景。

关键词: 双子表面活性剂, 氨基酸型, 研究进展

Abstract: Progress in field of research work with respect to amino acid-based Gemini surfactants was reviewed.The synthesis,properties and applications of amino acid-based Gemini surfactants were summarized.Three typical amino-acid based Gemini surfactants,such as cysteine Gemini surfactants,arginine Gemini surfactants and lysine Gemini surfactants were described in detail.Meanwhile,the development of amino acid-based Gemini surfactants in the future was prospected.

Key words: Gemini surfactant, amino acid-based, research progress

中图分类号:

TQ423

武丽丽. 氨基酸型双子表面活性剂的合成与性能研究进展[J]. 日用化学工业, 2015, 45(6): 342-346.

WU Li-li. Progress in field of research work with respect to amino acid-based Gemini surfactants[J]. China Surfactant Detergent & Cosmetics, 2015, 45(6): 342-346.

参考文献

[1] PÉREZ L,GARCÍA T,RIBOSA I,et al.Biological properties of arginine-based Gemini cationic surfactants [J].Environmental Toxicology and Chemistry,2002,21(6):1279-1285.
[2] VINARDELL M P,BENAVIDES T,MITJANS M,et al.Comparative evaluation of cytotoxicity and phototoxicity of mono and diacylglycerol amino acid-based surfactants [J].Food and Chemical Toxicology,2008,46(12):3837-3841.
[3] CHANDRA N,TYAGI V K.Synthesis,properties and applications of amino acids based surfactants:A review [J].Journal of Dispersion Science and Technology,2013,34(6):800-808.
[4] 周晓璐,王云,张伟雄,等.氨基酸表面活性剂的性能及应用[J].广东化工,2014,41(15):143-146.
[5] PÉREZ L,TORRES J L,MANRESA A,et al.Synthesis,aggregation,and biological properties of a new class of Gemini cationic amphiphilic compounds from arginine,bis (Args) [J].Langmuir,1996,12(22):5296-5301.
[6] KUNIEDA H,MASUDA N G,TSUBONE K.Comparison between phase behavior of anionic dimeric (gemini-type) and monomeric surfactants in water and water-oil [J].Langmuir,2000,16(16):6438-6444.
[7] SHRESTHA R G,NOMURA K,YAMAMOTO M,et al.Peptide-based Gemini amphiphiles:Phase behavior and rheology of wormlike micelles [J].Langmuir,2012,28(44):15472-15481.
[8] 王培义,尹浩,张应军,等.酰胺型Gemini表面活性剂的合成与性能[J].精细化工,2009,26(9):863-866.
[9] 王培义,尹浩,张应军.双十二烷基对苯二甲酰胺丙酸钠的合成与表面活性[J].精细化工,2010,27(7):650-653,666.
[10] 黄智,李成海,梁宇宁,等.N,N′-双月桂酰基乙二胺二乙酸钠的合成[J].精细化工,2001,18(12):688-690.
[11] 黄智,李成海.N,N′-双月桂酰基乙二胺二乙酸钠合成方法的改进[J].精细化工,2002,19(1):1-3.
[12] 毕彩丰,马少华,薛尧森,等.N,N′-双癸酰基乙二胺二乙酸钠的合成与性能研究[J].中国海洋大学学报:自然科学版,2006(3):473-476.
[13] 单翠翠.Gemini型两性表面活性剂的合成及性能研究[D].无锡:江南大学,2008:11-45.
[14] FAN H,HAN F,LIU Z,et al.Active control of surface properties and aggregation behavior in amino acid-based Gemini surfactant systems [J].Journal of Colloid and Interface Science,2008,321(1):227-234.
[15] FAN H,MENG L,WANG Y,et al.Superior thermal stability gel emulsion produced by low concentration Gemini surfactant [J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,2011,384:194-199.
[16] CHANDRA N,TYAGI V K.Studies on SDLC (sodium dilauraminocystine) and SDMC (sodium dimyristaminocystine) Gemini surfactants [J].Journal of Dispersion Science and Technology,2013,35(8):1051-1059.
[17] YOSHIMURA T,SAKATO A,TSUCHIYA K,et al.Adsorption and aggregation properties of amino acid-based N-alkyl cysteine monomeric and dialkyl cystine Gemini surfactants [J].Journal of Colloid and Interface Science,2007,308(2):466-473.
[18] FAUSTINO C M C,CALADO A R T,GARCIA-RIO L.Dimeric and monomeric surfactants derived from sulfur-containing amino acids [J].Journal of Colloid and Interface Science,2010,351(2):472-477.
[19] FAUSTINO C M C,CALADO A R T,GARCIA-RIO L.Gemini surfactant-protein interactions:Effect of pH,temperature,and surfactant stereochemistry [J].Biomacromolecules,2009,10(9):2508-2514.
[20] FAUSTINO C M C,CALADO A R T,GARCIA-RIO L.Interactions between β-cyclodextrin and an amino acid-based anionic Gemini surfactant derived from cysteine [J].Journal of Colloid and Interface Science,2012,367(1):286-292.
[21] FAUSTINO C M C,CALADO A R T,GARCIA-RIO L.Mixed micelle formation between amino acid-based surfactants and phospholipids [J].Journal of Colloid and Interface Science,2011,359(2):493-498.
[22] FAUSTINO C M C,SERAFIM C S,FERREIRA I N,et al.Mixed micelle formation between an amino acid-based anionic Gemini surfactant and Bile salts [J].Industrial & Engineering Chemistry Research,2014,53(24):10112-10118.
[23] FAUSTINO C,SERAFIM C,FERREIRA I,et al.Solubilization power of an amino acid-based Gemini surfactant towards the hydrophobic drug amphotericin B [J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,DOI:10.1016/j.colsurfa.2014.11.039.
[24] PINAZO A,DIZ M,SOLANS C,et al.Synthesis and properties of cationic surfactants containing a disulphide bond [J].Journal of the American Oil Chemists’ Society,1993,70(1):37-42.
[25] PINAZO A,PONS R,PEREZ L,et al.Amino acids as raw material for biocompatible surfactants [J].Industrial & Engineering Chemistry Research,2000,50(9):4805-4817.
[26] PINAZO A,WEN X,PÉREZ L,et al.Aggregation behavior in water of monomeric and Gemini cationic surfactants derived from Arginine [J].Langmuir,1999,15(9):3134-3142.
[27] TORRES J L,PIERA E,INFANTE M R,et al.Purification of non-toxic,biodegradable Arginine-based Gemini surfactants,Bis(Args),by ion exchange chromatography [J].Preparative Biochemistry and Biotechnology,2001,31(3):259-274.
[28] PÉREZ L,PINAZO A,ROSEN M J,et al.Surface activity properties at equilibrium of novel Gemini cationic amphiphilic compounds from Arginine,Bis(Args) [J].Langmuir,1998,14(9):2307-2315.
[29] PÉREZ L,PINAZO A,INFANTE M R,et al.Investigation of the micellization process of single and Gemini surfactants from Arginine by SAXS,NMR self-diffusion,and light scattering [J].The Journal of Physical Chemistry B,2007,111(39):11379-11387.
[30] PINAZO A,PÉREZ L,INFANTE M R,et al.Relation of foam stability to solution and surface properties of Gemini cationic surfactants derived from arginine [J].Colloids and Surfaces,A:Physicochemical and Engineering Aspects,2001,189:225-235.
[31] PIERA E,INFANTE M R,CLAPÉS P.Chemo-enzymatic synthesis of arginine-based Gemini surfactants [J].Biotechnology and Bioengineering,2000,70(3):323-331.
[32] COLOMER A,PINAZO A,MANRESA M A,et al.Cationic surfactants derived from Lysine:Effects of their structure and charge type on antimicrobial and hemolytic activities [J].Journal of Medicinal Chemistry,2000,54(4):989-1002.
[33] COLOMER A,PÉREZ L,PONS R,et al.Mixed monolayer of DPPC and Lysine-based cationic surfactants:An investigation into the antimicrobial activity [J].Langmuir,2013,29(25):7912-7921.
[34] COLOMER A,PINAZO A,GARCÍA M T,et al.pH-sensitive surfactants from Lysine:Assessment of their cytotoxicity and environmental behavior [J].Langmuir,2000,28(14):5900-5912.
[35] LIANG Y,HU Z,CAO D.Surface adsorption and aggregation properties of novel Lysine-based Gemini surfactants [J].Journal of Surfactants and Detergents,2014,17(4):693-701.