Control on the Morphology of ABA Amphiphilic Triblock Copolymer Micelles in Dioxane/Water Mixture Solvent
- Corresponding author: Zhi-Da Wang, wangzd@ms.giec.ac.cn Chang-Feng Yan, yancf@ms.giec.ac.cn
Citation:
Yuan Gan, Zhi-Da Wang, Zhuo-Xin Lu, Yan Shi, Hong-Yi Tan, Chang-Feng Yan. Control on the Morphology of ABA Amphiphilic Triblock Copolymer Micelles in Dioxane/Water Mixture Solvent[J]. Chinese Journal of Polymer Science,
;2018, 36(6): 728-735.
doi:
10.1007/s10118-018-2066-2
Reuther J. F., Siriwardane D. A., Campos R., Novak B. M.. Solvent tunable self-assembly of amphiphilic rod-coil block copolymers with chiral, helical polycarbodiimide segments:polymeric nanostructures with variable shapes and sizes[J]. Macromolecules, 2015,48(19):6890-6899. doi: 10.1021/acs.macromol.5b01564
Kim Y., Li W., Shin S., Lee M.. Development of toroidal nanostructures by self-assembly:rational designs and applications[J]. Acc. Chem. Res., 2013,46(12):2888-2897. doi: 10.1021/ar400027c
Qin G. K., Perez P. M., Mills C. E., Olsen B. D.. Effect of ELP sequence and fusion protein design on concentrated solution self-assembly[J]. Biomacromolecules, 2016,17(3):928-934. doi: 10.1021/acs.biomac.5b01604
Choueiri R. M., Galati E., Therien-Aubin H., Klinkova A., Larin E. M., Querejeta-Fernandez A., Han L. L., Xin H. L., Gang O., Zhulina E. B., Rubinstein M., Kumacheva E.. Surface patterning of nanoparticles with polymer patches[J]. Nature, 2016,538(7623):79-83. doi: 10.1038/nature19089
Muraoka K., Chaikittisilp W., Yanaba Y., Yoshikawa T., Okubo T.. Highly nanoporous silicas with pore apertures near the boundary between micro- and mesopores through an orthogonal self-assembly approach[J]. Chem. Commun., 2015,51(53):10718-10721. doi: 10.1039/C5CC02801A
Wang N., Niu W. H., Li L. G., Liu J., Tang Z. H., Zhou W. J., Chen S. W.. Oxygen electroreduction promoted by quasi oxygen vacancies in metal oxide nanoparticles prepared by photoinduced chlorine doping[J]. Chem. Commun., 2015,51(53):10620-10623. doi: 10.1039/C5CC02808F
Jin C., Olsen B. C., Wu N. L. Y., Luber E. J., Buriak J. M.. Sequential nanopatterned block copolymer self-assembly on surfaces[J]. Langmuir, 2016,32(23):5890-5898. doi: 10.1021/acs.langmuir.6b01365
Deng Z. Y., Qian Y. F., Yu Y. Q., Liu G. H., Hu J. M., Zhang G. Y., Liu S. Y.. Engineering intracellular delivery nanocarriers and nanoreactors from oxidation-responsive polymersomes via synchronized Bilayer cross-linking and permeabilizing inside live cells[J]. J. Am. Chem. Soc., 2016,138(33):10452-10466. doi: 10.1021/jacs.6b04115
Ballauff M.. Self-assembly creates 2D materials[J]. Science, 2016,352(6286):656-657. doi: 10.1126/science.aaf4930
Wang K., Jin S. M., Xu J. P., Liang R. J., Khurram S., Xue Z. G., Xie X. L., Lee E. L., Zhu J. T.. Electric-directed assembly of polymer-tethered gold nanorods under cylindrical confinement[J]. ACS Nano, 2016,10(5):4954-4960. doi: 10.1021/acsnano.6b00487
Wang M., Wang K., Wang C., Huang M. J., Hao X. Q., Shen M. Z., Shi G. Q., Zhang Z., Song B., Cisneros A., Song M. P., Xu B. Q., Li X. P.. Self-assembly of concentric hexagons and hierarchical self-assembly of supramolecular metal-organic nanoribbons at the solid/liquid interface[J]. J. Am. Chem. Soc., 2016,138(29):9258-9268. doi: 10.1021/jacs.6b04959
Li X. F., Yang Y., Eastoe J., Dong J. F.. Rich self-assembly behavior from a simple amphiphile[J]. ChemPhysChem, 2010,11(14):3074-3077. doi: 10.1002/cphc.201000500
Wu J. Y., Gao C.. Sliding supramolecular polymer brushes with tunable amphiphilicity:one-step parallel click synthesis and self-assembly[J]. Macromolecules, 2010,43(17):7139-7146. doi: 10.1021/ma100956y
Lindman B.. From surfactant to cellulose and DNA self-assembly.a 50-year journey[J]. Colloid. Polym. Sci., 2016,294(11):1687-1703. doi: 10.1007/s00396-016-3927-2
Hu J. M., Wu T., Zhang G. Y., Liu S. Y.. Efficient synthesis of single gold nanoparticle hybrid amphiphilic triblock copolymers and their controlled self-assembly[J]. J. Am. Chem. Soc., 2012,134(18):7624-7627. doi: 10.1021/ja302019q
Zhang J. W., Li F., Yuan B., Song Q., Wang Z. Q., Zhang X.. Layer-by-layer assembly of Azulene-based supra-amphiphiles:reversible encapsulation of organic molecules in water by charge-transfer interaction[J]. Langmuir, 2013,29(21):6348-6353. doi: 10.1021/la400945u
Wu N. L. Y., Harris K. D., Buriak J. M.. Conversion of bilayers of PS-b-PDMS block copolymer into closely packed, aligned silica nanopatterns[J]. ACS Nano, 2013,7(6):5595-5606. doi: 10.1021/nn401968t
Dalsin S. J., Rions-Maehren T. G., Beam M. D., Bates F. S., Hillmyer M. A., Matsen M. W.. Bottlebrush block polymers:quantitative theory and experiments[J]. ACS Nano, 2015,9(12):12233-12245. doi: 10.1021/acsnano.5b05473
Borisov O. V., Zhulina E. B.. Theory of self-assembly of triblock ter-polymers in selective solvent towards corona-compartmentalized (Janus) micelles[J]. Polymer, 2013,54(8):2043-2048. doi: 10.1016/j.polymer.2013.01.015
Horechyy A., Nandan B., Zafeiropoulos N. E., Formanek P., Oertel U., Bigall N. C., Eychmuller A., Stamm M.. A step-wise approach for dual nanoparticle patterning via block copolymer self-assembly[J]. Adv. Funct. Mater., 2013,23(4):483-490. doi: 10.1002/adfm.201201452
Obeid R., Scholz C.. Synthesis and self-assembly of well-defined poly(amino acid) end-capped poly(ethylene glycol) and poly(2-methyl-2-oxazoline)[J]. Biomacromolecules, 2011,12(10):3797-3804. doi: 10.1021/bm201048x
Zhang J. P., Zou M., Dong J. F., Li X. F.. Synthesis and self-assembly behaviors of well-defined poly(lauryl methacrylate)-block-poly[N-(2-methacryloylxyethyl)pyrrolidon e] copolymers[J]. Colloid. Polym. Sci., 2013,291(11):2653-2662. doi: 10.1007/s00396-013-3020-z
Charleux B., Delaittre G., Rieger J., D'Agosto F.. Polymerization-induced self-assembly:from soluble macromolecules to block copolymer nano-objects in one step[J]. Macromolecules, 2012,45(17):6753-6765. doi: 10.1021/ma300713f
Kim S., Nealey P. F., Bates F. S.. Directed assembly of lamellae forming block copolymer thin films near the order-disorder transition[J]. Nano Lett., 2014,14(1):148-152. doi: 10.1021/nl403628d
Vishnevetskaya N. S., Hildebrand V., Niebuur B. J., Grillo I., Filippov S. K., Laschewsky A., Muller-Buschbaum P., Papadakis C. M.. Aggregation Behavior of Doubly Thermoresponsive polysulfobetaine-b-poly(N-isopropylacrylamide) diblock copolymers[J]. Macromolecules, 2016,49(17):6655-6668. doi: 10.1021/acs.macromol.6b01186
Tripathi B. P., Dubey N. C., Choudhury S., Formanek P., Stamm M.. Ultrathin and switchable nanoporous catalytic membranes of polystyrene-b-poly-4-Vinyl pyridine block copolymer spherical micelles[J]. Adv. Mater. Interfaces, 2015,2(11):1500097-1500108. doi: 10.1002/admi.201500097
Liu X. Y., Wu J., Kim J. S., Eisenberg A.. Self-assembly of mixtures of block copolymers of polystyrene-b-acrylic acid) with random copolymers of polystyrene-co-methacrylic acid)[J]. Langmuir, 2006,22(1):419-424. doi: 10.1021/la0519610
Jia D., Zuo T., Rogers S., Cheng H., Hammouda B., Han C. C.. Re-entrance of poly(N, N-diethylacrylamide) in D2O/d-ethanol mixture at 27 ℃[J]. Macromolecules, 2016,49(14):5152-5159. doi: 10.1021/acs.macromol.6b00785
Liu H., Luo J., Shan W., Guo D., Wang J., Hsu C. H., Huang M., Zhang W., Lotz B., Zhang W. B., Liu T., Yue K. Z. D., Cheng S. Z. D.. Manipulation of self-assembled nanostructure dimensions in molecular Janus particles[J]. ACS Nano, 2016,10(7):6585-6596. doi: 10.1021/acsnano.6b01336
Sun J., Cernoch P., Volkel A., Wei Y. H., Ruokolainen J., Schlaad H.. Aqueous self-assembly of a protein-mimetic ampholytic block copolypeptide[J]. Macromolecules, 2016,49(15):5494-5501. doi: 10.1021/acs.macromol.6b00817
Backes S., Witt M. U., Roeben E., Kuhrts L., Aleed S., Schmidt A. M., von Klitzing R.. Loading of PNIPAM based microgels with CoFe2O4 nanoparticles and their magnetic response in bulk and at surfaces[J]. J. Phys. Chem. B, 2015,119(36):12129-12137. doi: 10.1021/acs.jpcb.5b03778
Morsbach J., Elbert J., Ruttiger C., Winzen S., Frey H., Gallei M.. Polyvinylferrocene-based amphiphilic block copolymers featuring functional junction points for cross-linked micelles[J]. Macromolecules, 2016,49(9):3406-3413. doi: 10.1021/acs.macromol.6b00514
Filippov S. K., Bogomolova A., Kaberov L., Velychkivska N., Starovoytova L., Cernochova Z., Rogers S. E., Lau W. M., Khutoryanskiy V. V., Cook M. T.. Internal nanoparticle structure of temperature-responsive self-assembled PNIPAM-b-PEG-b-PNIPAM triblock copolymers in aqueous solutions:NMR, SANS, and light scattering studies[J]. Langmuir, 2016,32(21):5314-5323. doi: 10.1021/acs.langmuir.6b00284
Lv A., Cui Y., Du F. S., Li Z. C.. Thermally degradable polyesters with tunable degradation temperatures via postpolymerization modification and intramolecular cyclization[J]. Macromolecules, 2016,49(22):8449-8458. doi: 10.1021/acs.macromol.6b01325
Wan Y. M., Liu L. B., Yuan S. S., Sun J., Li Z. B.. pH-Responsive peptide supramolecular hydrogels with antibacterial activity[J]. Langmuir, 2017,33(13):3234-3240. doi: 10.1021/acs.langmuir.6b03986
Zhu Z. Y., Armes S. P., Liu S. Y.. pH-induced micellization kinetics of ABC triblock copolymers measured by stopped-flow light scattering[J]. Macromolecules, 2005,38(23):9803-9812. doi: 10.1021/ma051808c
Zhang L. F., Eisenberg A.. Formation of crew-cut aggregates of various morphologies from amphiphilic block copolymers in solution[J]. Polym. Adv. Technol., 1998,9(10-11):677-699. doi: 10.1002/(ISSN)1099-1581
Vyhnalkova R., Muller A. H. E., Eisenberg A.. Control of corona composition and morphology in aggregates of mixtures of PS-b-PAA and PS-b-P4VP diblock copolymers:effects of pH and block length[J]. Langmuir, 2014,30(17):5031-5040. doi: 10.1021/la500712b
Vyhnalkova R., Muller A. H. E., Eisenberg A.. Control of morphology and corona composition in aggregates of mixtures of PS-b-PAA and PS-b-P4VP diblock copolymers:effects of solvent, water content, and mixture composition[J]. Langmuir, 2014,30(44):13152-13163. doi: 10.1021/la5028527
Kahnamouei F., Zhu K. Z., Lund R., Knudsen K. D., Nystrom B.. Self-assembly of a hydrophobically end-capped charged amphiphilic triblock copolymer:effects of temperature and salinity[J]. RSC Adv., 2015,5(58):46916-46927. doi: 10.1039/C5RA07657A
Wang Y. J., Gao X. D., Xiao Y. L., Zhao Q., Yang J., Yan Y., Huang J. B.. Temperature dependent coordinating self-assembly[J]. Soft Matter, 2015,11(14):2806-2811. doi: 10.1039/C4SM02717E
Zhou Y., Zhou C., He X., Xue X. G., Qian W., Luo S. K., Xia H. G.. Shear-induced self-assembly of linear ABC triblock copolymers in solution:creation of 1D cylindrical micellar structures[J]. RSC Adv., 2016,6(7):5711-5717. doi: 10.1039/C5RA23474C
Cui J., Ma Z. W., Li W., Jiang W.. Self-assembly of diblock copolymers under shear flow:a simulation study by combining the self-consistent field and lattice Boltzmann method[J]. Chem. Phys., 2011,386(1-3):81-87. doi: 10.1016/j.chemphys.2011.06.012
Yu H. Z., Jiang W.. Effect of shear flow on the formation of ring-shaped ABA amphiphilic triblock copolymer micelles[J]. Macromolecules, 2009,42(9):3399-3404. doi: 10.1021/ma900107r
Han Y. Y., Yu H. Z., Du H. B., Jiang W.. Effect of selective solvent addition rate on the pathways for spontaneous vesicle formation of ABA amphiphilic triblock copolymers[J]. J. Am. Chem. Soc., 2010,132(3):1144-1150. doi: 10.1021/ja909379y
Wang Z. D., Jiang W.. Temperature-induced reversible transformation between toroidal and cylindrical assemblies under shear flow[J]. Soft Matter, 2010,6(16):3743-3746. doi: 10.1039/c0sm00310g
Terreau O., Bartels C., Eisenberg A.. Effect of poly(acrylic acid) block length distribution on polystyrene-b-poly(acrylic acid) block copolymer aggregates in solution[J]. 2. A partial phase diagram. Langmuir, 2004,20(3):637-645.
Yu H. Z., Zhu J. T., Jiang W.. Effect of binary block-selective solvents on self-assembly of ABA triblock copolymer in dilute solution[J]. J. Polym. Sci., Part B:Polym. Phys., 2008,46(15):1536-1545. doi: 10.1002/polb.v46:15
Zhang L. F., Eisenberg A.. Thermodynamic vs kinetic aspects in the formation and morphological transitions of crew-cut aggregates produced by self-assembly of polystyrene-b-poly(acrylic acid) block copolymers in dilute solution[J]. Macromolecules, 1999,32(7):2239-2249. doi: 10.1021/ma981039f
Wang Z. D., Sun F. M., Huang S. L., Yan C. F.. From toroidal to rod-like nanostructure, a mechanism study for the reversible morphological control on amphiphilic triblock copolymer micelles[J]. J. Polym. Sci., Part B:Polym. Phys., 2016,54(15):1450-1457. doi: 10.1002/polb.v54.15
Bhargava P., Tu Y. F., Zheng J. X., Xiong H. M., Quirk R. P., Cheng S. Z. D.. Temperature-induced reversible morphological changes of polystyrene-block-poly(ethylene oxide) micelles in solution[J]. J. Am. Chem. Soc., 2007,129(5):1113-1121. doi: 10.1021/ja0653019
Zhu J. T., Liao Y. G., Jiang W.. Ring-shaped morphology of "Crew-Cut" aggregates from ABA amphiphilic triblock copolymer in a dilute solution[J]. Langmuir, 2004,20(9):3809-3812. doi: 10.1021/la0361565
Shen H. W., Eisenberg A.. Morphological phase diagram for a ternary system of block copolymer PS310-b-PAA52/dioxane/H2O[J]. J. Phys. Chem. B, 1999,103(44):9473-9487. doi: 10.1021/jp991365c
Wang Z. D., Gan Y., Yan C. F., Huang Y., Jiang W.. Mechanism study of reversible transition between self-assembly and disassembly of ABC triblock copolymer micelles[J]. Polymer, 2016,90:276-281. doi: 10.1016/j.polymer.2016.03.036
Betthausen E., Drechsler M., Fortsch M., Schacher F. H., Muller A. H. E.. Dual stimuli-responsive multicompartment micelles from triblock terpolymers with tunable hydrophilicity[J]. Soft Matter, 2011,7(19):8880-8891. doi: 10.1039/c1sm05822c
Yadav H. O. S., Shrivastav G., Agarwal M., Chakravarty C.. Effective interactions between nanoparticles:creating temperature-independent solvation environments for self-assembly[J]. J. Chem. Phys., 2016,144(24). doi: 10.1063/1.4954325
Li Z. Y., Liu R., Mai B. Y., Wang W. J., Wu Q., Liang G. D., Gao H. Y., Zhu F. M.. Temperature-induced and crystallization-driven self-assembly of polyethylene-b-poly(ethylene oxide) in solution[J]. Polymer, 2013,54(6):1663-1670. doi: 10.1016/j.polymer.2013.01.044
Zhang L. F., Eisenberg A.. Multiple morphologies and characteristics of "crew-cut" micelle-like aggregates of polystyrene-b-poly(acrylic acid) diblock copolymers in aqueous solutions[J]. J. Am. Chem. Soc., 1996,118(13):3168-3181. doi: 10.1021/ja953709s
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