表面活性剂-纳米颗粒相互作用与智能体系的构建(Ⅰ)——开关性或刺激-响应性表面活性剂与智能表面活性剂体系
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摘要
表面活性剂是重要的化工产品之一,在日化产品、工业技术、高新技术以及生命科学等众多领域中有着重要的应用。如何对表面活性剂的结构、功能及性质进行调控以及使表面活性剂能够循环利用是当前表面活性剂领域的研究热点,而开关性或刺激-响应性表面活性剂正是解决这些问题的钥匙。本讲座介绍了开关性或刺激-响应性表面活性剂的基础知识,主要包括响应基团和触发机制的种类,重点介绍了pH、CO_2/N_2、光、氧化-还原、磁以及温度等6大类开关性或刺激-响应性表面活性剂。
Surfactants are one of the important chemical products, which have important applications in the fields of daily chemicals, industry, high technology and life science. It is a hot research topic to control the structure,function and properties of surfactants and to realize their cycle utilization, whereas switchable or stimuliresponsive surfactants have given a key to solve these problems. In this lecture, the fundamental knowledge of switchable or stimuli-responsive surfactants and relative smart systems have been introduced, focusing on various responsive groups and triggers including pH, CO_2/N_2, light, redox, magnetism and temperature.
Surfactants are one of the important chemical products, which have important applications in the fields of daily chemicals, industry, high technology and life science. It is a hot research topic to control the structure,function and properties of surfactants and to realize their cycle utilization, whereas switchable or stimuliresponsive surfactants have given a key to solve these problems. In this lecture, the fundamental knowledge of switchable or stimuli-responsive surfactants and relative smart systems have been introduced, focusing on various responsive groups and triggers including pH, CO_2/N_2, light, redox, magnetism and temperature.
引文
[1]Cui zhenggang.Fundamentals of surfactants,colloids and interface chemistry[M].Beijing:Chemical Industry Press,2013.
[2]Rosen M J,Kunjappu J T.Surfactants and interfacial phenomena[M].4th.Hoboken,New Jersey:John Wiley&Sons,Inc.,2012.
[3]Dexter A F,Malcolm A S,Middelberg A P J.Reversible active switching of the mechanical properties of a peptide film at a fluidfluid interface[J].Nature Mater,2006,5(6):502-506.
[4]Balasuriya T S,Dagastine R R.Interaction forces between bubbles in the presence of novel responsive peptide surfactant[J].Langmuir,2012,28(50):17230-17237.
[5]Tsubone K,Ogawa T,Mimura K.Surface and aqueous properties of anionic gemini surfactants having dialkyl amide,carboxyl,and carboxylate groups[J].Journal of Surfactants&Detergents,2003,6(1):39-46.
[6]Terashima M,Fukushima M,Tanaka S.Influence of pH on the surface activity of humic acid:micelle-like aggregate formation and interfacial adsorption[J].Colloids&Surfaces A Physicochemical&Engineering Aspects,2004,247:77-83.
[7]Wang W,Lu W,Jiang L.Influence of pH on the aggregation morphology of a novel surfactant with single hydrocarbon chain and multi-amine headgroups[J].The Journal of Physical Chemistry B,2008,112(5):1409-1413.
[8]Dharaiya N,Bahadur P.Phenol induced growth in Triton X-100 micelles:Effect of pH and phenols’hydrophobicity[J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,2012,410:81-90.
[9]Brinchi L,Germani R,Di Profio P,et al.Viscoelastic solutions formed by worm-like micelles of amine oxide surfactant[J].Journal of Colloid and Interface Science,2010,346(1):100-106.
[10]Li X F,Yang Y,Eastoe J,et al.Rich self-assembly behavior from a simple amphiphile[J].Chemphyschem,2010,11(14):3074-3077.
[11]Yang Y,Dong J F,Li X F.Micelle to vesicle transitions of N-dodecyl-1,ω-diaminoalkanes:effects of pH,temperature and salt[J].Journal of Colloid&Interface Science,2012,380(1):83-89.
[12]Lu H S,Shi Q P,Wang B G,et al.Spherical-to-wormlike micelle transition in a pseudogemini surfactant system with two types of effective p H-responsive groups[J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,2016,494:74-80.
[13]Liu Y,Jessop P G,Cunningham M,et al.Switchable surfactants[J].Science,2006,313(5789):958-960.
[14]Zhang Q,Yu G,Wang W,et al.Preparation of CO2/N2-triggered reversibly coagulatable and redispersible polyacrylate latexes by emulsion polymerization using a polymeric surfactant[J].Macromolecular Rapid Communications,2012,33(10):916-921.
[15]Tian S,Long J,He S.Reversible solubilization of typical polycyclic aromatic hydrocarbons(pah)by a gas switchable surfactant[J].Journal of Surfactants and Detergents,2015,18(1):1-7.
[16]Zhou M,Wang G,Xu Y,et al.Synthesis and performance evaluation of CO2/N2 switchable tertiary amine gemini surfactant[J].Journal of Surfactants and Detergents,2017,20(25):1-7.
[17]Ding Y,Chen S,Xu H,et al.Reversible dispersion of single-walled carbon nanotubes based on a CO2-responsive dispersant[J].Langmuir,2010,26:16667-16671.
[18]Yan Q,Zhou R,Fu C,et al.CO2-responsive polymeric vesicles with“breathing”feature[J].Angew.Chem.Int.Ed.,2011,50:4923-4927.
[19]Mihara M,Jessop P,Cunningham M.Redispersible polymer colloids using carbon dioxide as an external trigger[J].Macromol.,2011,44:3688-3693.
[20]Qiao W H,Zheng Z B,Shi Q Z.Synthesis and properties of a series of CO2 switchable surfactants with imidazoline group[J].J.Surf.Det.,2012,15:533-539.
[21]Zhang Q,Yu G,Wang W J,et al.Preparation of N2/CO2 triggered reversibly coagulatable and redispersible latexes by emulsion polymerization of styrene with a reactive switchable surfactant[J].Langmuir,2012,28:5940-5946.
[22]Jiang J Z,Zhu Y,Cui Z G,et al.Switchable Pickering emulsions stabilized by silica nanoparticles hydrophobized in situ with a switchable surfactant[J].Angewandte Chemie International Edition,2013,52(47):12373-12376.
[23]Liang C,Liu Q,Xu Z.Surfactant-free switchable emulsions using CO2-responsive particles[J].Applied Materials&Interfaces,2014,6(9):6898-6904.
[24]Lee H Y,Diehn K K,Sun K,et al.Reversible photorheological fluids based on spiropyran-doped reverse micelles[J].Journal of the American Chemical Society,2011,133(22):8461-8463.
[25]Jiang J Z,Ma Y,Cui Z,et al.Pickering emulsions responsive to CO2/N2and light dual stimuli at ambient temperature[J].Langmuir,2016,32(34):8668-8675.
[26]Lei L,Xie D H,Song B L,et al.Photoresponsive foams generated by a rigid surfactant derived from dehydroabietic acid[J].Langmuir,2017,33(32):7908-7916.
[27]Tu Y,Ye Z C,Lian C,et al.UV-responsive behavior of multistate and multiscale self-assemblies constructed by Gemini surfactant12-3-12·2Br-and trans-o-methoxy-cinnamate[J].Langmuir,2018,34(43):12990-12999.
[28]Saji T,Hoshino K,Aoyagui S.Reversible formation and disruption of micelles by control of the redox state of the head group[J].Journal of the American Chemical Society,1985,107(24):6865-6868.
[29]Tsuchiya K,Orihara Y,Kondo Y,et al.Control of viscoelasticity using redox reaction[J].Journal of the American Chemical Society,2004,126(39):12282-12283.
[30]Ma N,Xu H,An L,et al.Radiation-sensitive diselenide block copolymer micellar aggregates:toward the combination of radiotherapy and chemotherapy[J].Langmuir,2011,27(10):5874-5878.
[31]Yan Q,Feng A C,Zhang H J,et al.Redox-switchable supramolecular polymers for responsive self-healing nanofibers in water[J].Polymer Chemistry,2013,4(4):1216-1220.
[32]Brown P,Bushmelev A,Butts C P,et al.Magnetic control over liquid surface properties with responsive surfactants[J].Angewandte Chemie International Edition,2012,51(10):2414-2416.
[33]Lam S,Blanco E,Smoukov S K,et al.Magnetically responsive Pickering foams[J].J.Am.Chem.Soc.,2011,133:13856-13859.
[34]Rahman M M,Chehimi M M,Fessi H,et al.Highly temperature responsive core-shell magnetic particles:synthesis,characterization and colloidal properties[J].J.Colloid Interface Sci.,2011,360:556-564.
[35]Tsuji S,Kawaguchi H.Thermosensitive Pickering emulsion stabilized by poly(N-isopropylacrylamide)-carrying particles[J].Langmuir,2008,24(7):3300-3305.
[36]Zoppe J O,Venditti R A,Rojas O J.Pickering emulsions stabilized by cellulose nanocrystals grafted with thermo-responsive polymer brushes[J].J.Colloid Interface Sci.,2012,369(1):202-209.
[37]Chu Z L,Feng Y J.Thermo-switchable surfactant gel[J].Chemical Communications,2011,47(25):7191-7193.
[38]Wang B G,Lei L,Zheng C C,et al.pH and temperature-responsive wormlike micelles formed by single amine oxide surfactant[J].Journal of Dispersion Science and Technology,2018,39(4):539-547.
[39]Hahn M E,Gianneschi N C.Enzyme-directed assembly and manipulation of organic nanomaterials[J].Chemical Communications,2011,47(43):11814.
[40]Ulijn R V.Enzyme-responsive materials:a new class of smart biomaterials[J].Journal of Materials Chemistry,2006,16(23):2217.
[41]Amir R J,Zhong S,Pochan D J,et al.Enzymatically triggered selfassembly of block copolymers[J].Journal of the American Chemical Society,2009,131(39):13949-13951.
[42]Woodcock J W,Jiang X,Wright R A E,et al.Enzyme-induced formation of thermoreversible micellar gels from aqueous solutions of multiresponsive hydrophilic aba triblock copolymers[J].Macromolecules,2011,44(14):5764-5775.
[43]Xing Y,Wang C,Han P,et al.Acetylcholinesterase responsive polymeric supra-amphiphiles for controlled self-assembly and disassembly[J].Langmuir,2012,28(14):6032-6036.
[44]Morimoto N,Ogino N,Narita T,et al.Enzyme-responsive molecular assembly system with amylose-primer surfactants[J].Journal of the American Chemical Society,2007,129(3):458-459.
[45]Kawamura A,Hata Y,Miyata T,et al.Synthesis of glucose-responsive bioconjugated gel particles using surfactant-free emulsion polymerization[J].Colloids and Surfaces B:Biointerfaces,2012,99:74-81.
[2]Rosen M J,Kunjappu J T.Surfactants and interfacial phenomena[M].4th.Hoboken,New Jersey:John Wiley&Sons,Inc.,2012.
[3]Dexter A F,Malcolm A S,Middelberg A P J.Reversible active switching of the mechanical properties of a peptide film at a fluidfluid interface[J].Nature Mater,2006,5(6):502-506.
[4]Balasuriya T S,Dagastine R R.Interaction forces between bubbles in the presence of novel responsive peptide surfactant[J].Langmuir,2012,28(50):17230-17237.
[5]Tsubone K,Ogawa T,Mimura K.Surface and aqueous properties of anionic gemini surfactants having dialkyl amide,carboxyl,and carboxylate groups[J].Journal of Surfactants&Detergents,2003,6(1):39-46.
[6]Terashima M,Fukushima M,Tanaka S.Influence of pH on the surface activity of humic acid:micelle-like aggregate formation and interfacial adsorption[J].Colloids&Surfaces A Physicochemical&Engineering Aspects,2004,247:77-83.
[7]Wang W,Lu W,Jiang L.Influence of pH on the aggregation morphology of a novel surfactant with single hydrocarbon chain and multi-amine headgroups[J].The Journal of Physical Chemistry B,2008,112(5):1409-1413.
[8]Dharaiya N,Bahadur P.Phenol induced growth in Triton X-100 micelles:Effect of pH and phenols’hydrophobicity[J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,2012,410:81-90.
[9]Brinchi L,Germani R,Di Profio P,et al.Viscoelastic solutions formed by worm-like micelles of amine oxide surfactant[J].Journal of Colloid and Interface Science,2010,346(1):100-106.
[10]Li X F,Yang Y,Eastoe J,et al.Rich self-assembly behavior from a simple amphiphile[J].Chemphyschem,2010,11(14):3074-3077.
[11]Yang Y,Dong J F,Li X F.Micelle to vesicle transitions of N-dodecyl-1,ω-diaminoalkanes:effects of pH,temperature and salt[J].Journal of Colloid&Interface Science,2012,380(1):83-89.
[12]Lu H S,Shi Q P,Wang B G,et al.Spherical-to-wormlike micelle transition in a pseudogemini surfactant system with two types of effective p H-responsive groups[J].Colloids and Surfaces A:Physicochemical and Engineering Aspects,2016,494:74-80.
[13]Liu Y,Jessop P G,Cunningham M,et al.Switchable surfactants[J].Science,2006,313(5789):958-960.
[14]Zhang Q,Yu G,Wang W,et al.Preparation of CO2/N2-triggered reversibly coagulatable and redispersible polyacrylate latexes by emulsion polymerization using a polymeric surfactant[J].Macromolecular Rapid Communications,2012,33(10):916-921.
[15]Tian S,Long J,He S.Reversible solubilization of typical polycyclic aromatic hydrocarbons(pah)by a gas switchable surfactant[J].Journal of Surfactants and Detergents,2015,18(1):1-7.
[16]Zhou M,Wang G,Xu Y,et al.Synthesis and performance evaluation of CO2/N2 switchable tertiary amine gemini surfactant[J].Journal of Surfactants and Detergents,2017,20(25):1-7.
[17]Ding Y,Chen S,Xu H,et al.Reversible dispersion of single-walled carbon nanotubes based on a CO2-responsive dispersant[J].Langmuir,2010,26:16667-16671.
[18]Yan Q,Zhou R,Fu C,et al.CO2-responsive polymeric vesicles with“breathing”feature[J].Angew.Chem.Int.Ed.,2011,50:4923-4927.
[19]Mihara M,Jessop P,Cunningham M.Redispersible polymer colloids using carbon dioxide as an external trigger[J].Macromol.,2011,44:3688-3693.
[20]Qiao W H,Zheng Z B,Shi Q Z.Synthesis and properties of a series of CO2 switchable surfactants with imidazoline group[J].J.Surf.Det.,2012,15:533-539.
[21]Zhang Q,Yu G,Wang W J,et al.Preparation of N2/CO2 triggered reversibly coagulatable and redispersible latexes by emulsion polymerization of styrene with a reactive switchable surfactant[J].Langmuir,2012,28:5940-5946.
[22]Jiang J Z,Zhu Y,Cui Z G,et al.Switchable Pickering emulsions stabilized by silica nanoparticles hydrophobized in situ with a switchable surfactant[J].Angewandte Chemie International Edition,2013,52(47):12373-12376.
[23]Liang C,Liu Q,Xu Z.Surfactant-free switchable emulsions using CO2-responsive particles[J].Applied Materials&Interfaces,2014,6(9):6898-6904.
[24]Lee H Y,Diehn K K,Sun K,et al.Reversible photorheological fluids based on spiropyran-doped reverse micelles[J].Journal of the American Chemical Society,2011,133(22):8461-8463.
[25]Jiang J Z,Ma Y,Cui Z,et al.Pickering emulsions responsive to CO2/N2and light dual stimuli at ambient temperature[J].Langmuir,2016,32(34):8668-8675.
[26]Lei L,Xie D H,Song B L,et al.Photoresponsive foams generated by a rigid surfactant derived from dehydroabietic acid[J].Langmuir,2017,33(32):7908-7916.
[27]Tu Y,Ye Z C,Lian C,et al.UV-responsive behavior of multistate and multiscale self-assemblies constructed by Gemini surfactant12-3-12·2Br-and trans-o-methoxy-cinnamate[J].Langmuir,2018,34(43):12990-12999.
[28]Saji T,Hoshino K,Aoyagui S.Reversible formation and disruption of micelles by control of the redox state of the head group[J].Journal of the American Chemical Society,1985,107(24):6865-6868.
[29]Tsuchiya K,Orihara Y,Kondo Y,et al.Control of viscoelasticity using redox reaction[J].Journal of the American Chemical Society,2004,126(39):12282-12283.
[30]Ma N,Xu H,An L,et al.Radiation-sensitive diselenide block copolymer micellar aggregates:toward the combination of radiotherapy and chemotherapy[J].Langmuir,2011,27(10):5874-5878.
[31]Yan Q,Feng A C,Zhang H J,et al.Redox-switchable supramolecular polymers for responsive self-healing nanofibers in water[J].Polymer Chemistry,2013,4(4):1216-1220.
[32]Brown P,Bushmelev A,Butts C P,et al.Magnetic control over liquid surface properties with responsive surfactants[J].Angewandte Chemie International Edition,2012,51(10):2414-2416.
[33]Lam S,Blanco E,Smoukov S K,et al.Magnetically responsive Pickering foams[J].J.Am.Chem.Soc.,2011,133:13856-13859.
[34]Rahman M M,Chehimi M M,Fessi H,et al.Highly temperature responsive core-shell magnetic particles:synthesis,characterization and colloidal properties[J].J.Colloid Interface Sci.,2011,360:556-564.
[35]Tsuji S,Kawaguchi H.Thermosensitive Pickering emulsion stabilized by poly(N-isopropylacrylamide)-carrying particles[J].Langmuir,2008,24(7):3300-3305.
[36]Zoppe J O,Venditti R A,Rojas O J.Pickering emulsions stabilized by cellulose nanocrystals grafted with thermo-responsive polymer brushes[J].J.Colloid Interface Sci.,2012,369(1):202-209.
[37]Chu Z L,Feng Y J.Thermo-switchable surfactant gel[J].Chemical Communications,2011,47(25):7191-7193.
[38]Wang B G,Lei L,Zheng C C,et al.pH and temperature-responsive wormlike micelles formed by single amine oxide surfactant[J].Journal of Dispersion Science and Technology,2018,39(4):539-547.
[39]Hahn M E,Gianneschi N C.Enzyme-directed assembly and manipulation of organic nanomaterials[J].Chemical Communications,2011,47(43):11814.
[40]Ulijn R V.Enzyme-responsive materials:a new class of smart biomaterials[J].Journal of Materials Chemistry,2006,16(23):2217.
[41]Amir R J,Zhong S,Pochan D J,et al.Enzymatically triggered selfassembly of block copolymers[J].Journal of the American Chemical Society,2009,131(39):13949-13951.
[42]Woodcock J W,Jiang X,Wright R A E,et al.Enzyme-induced formation of thermoreversible micellar gels from aqueous solutions of multiresponsive hydrophilic aba triblock copolymers[J].Macromolecules,2011,44(14):5764-5775.
[43]Xing Y,Wang C,Han P,et al.Acetylcholinesterase responsive polymeric supra-amphiphiles for controlled self-assembly and disassembly[J].Langmuir,2012,28(14):6032-6036.
[44]Morimoto N,Ogino N,Narita T,et al.Enzyme-responsive molecular assembly system with amylose-primer surfactants[J].Journal of the American Chemical Society,2007,129(3):458-459.
[45]Kawamura A,Hata Y,Miyata T,et al.Synthesis of glucose-responsive bioconjugated gel particles using surfactant-free emulsion polymerization[J].Colloids and Surfaces B:Biointerfaces,2012,99:74-81.