
a.College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi'an 710021, China
b.Ministry of Education Key Laboratory of Material Physics and Chemistry under Extraordinary Conditions and Shaanxi Key Laboratory of Macromolecular Science and Technology, School of Science, Northwestern Polytechnical University, Xi'an 710072, China
c.Department of Pharmacy, Eastern Hepatobiliary Surgery Hospital, The Second Military Medical University, Shanghai 200438, China
Wei Tian, E-mail happytw_3000@nwpu.edu.cn
Scan for full text
Yang Bai, Fang-Yuan Xie, Wei Tian. Controlled Self-assembly of Thermo-responsive Amphiphilic H-shaped Polymer for Adjustable Drug Release. [J]. Chinese Journal of Polymer Science 36(3):406-416(2018)
Yang Bai, Fang-Yuan Xie, Wei Tian. Controlled Self-assembly of Thermo-responsive Amphiphilic H-shaped Polymer for Adjustable Drug Release. [J]. Chinese Journal of Polymer Science 36(3):406-416(2018) DOI: 10.1007/s10118-018-2086-y.
Despite the fact that some progress has been made in the self-assembly of H-shaped polymers, the corresponding self-assemblies that respond to external stimulus and are further utilized to adjust the release of drugs are still deficient. The stimuli-responsive segments with amphiphilic H-shaped structure are generally expected to enhance the controllability of self-assembly process. The synthesis and self-assembly behavior of thermo-responsive amphiphilic H-shaped polymers with poly(ethylene glycol) (PEG), polytetrahydrofuran (PTHF) and poly(,N,-isopropyl acrylamide) (PNIPAM) as building blocks are reported in this paper. The inner architecture structure and size of complex micelles formed by H-shaped self-assemblies were effectively adjusted when the solution temperature was increased above the lower critical solution temperature of PNIPAM segments. Furthermore, it was found that the architecture of self-assemblies underwent a transition from the complex micelles based on primary micelles with hybrid PEG/PNIPAM shells to large complex micelles based on primary micelles with hybrid PTHF/PNIPAM cores and PEG shells during the thermal-induced self-assembly process. The adjustable release rate of doxorubicin (DOX) from the DOX-loaded complex micelles and basic cell experiments further proved the feasibility of these self-assemblies as the thermal-responsive drug delivery system.
H-shaped polymerThermo-responsive polymerAmphiphilic polymerSelf-assemblyDrug release
Y. Y. Liu , Y. B. Zhong , J. K. Nan , W. Tian . Star polymers with both temperature sensitivity and inclusion functionalities . Macromolecules , 2010 . 43 (24 ):10221 -10230 . DOI:10.1021/ma1019973http://doi.org/10.1021/ma1019973.
H. Liu , C. H. Li , H. W. Liu , S. Y. Liu . pH-Responsive supramolecular self-assembly of well-defined zwitterionic ABC miktoarm star terpolymers . Langmuir , 2009 . 25 (8 ):4724 -4734 . DOI:10.1021/la803813rhttp://doi.org/10.1021/la803813r.
X. C. Pang , L. Zhao , M. Akinc , J. K. Kim , Z. Q. Lin . Novel amphiphilic multi-arm, star-like block copolymers as unimolecular micelles . Macromolecules , 2011 . 44 3746 -3752 . DOI:10.1021/ma200594jhttp://doi.org/10.1021/ma200594j.
X. Y. Huang , D. L. Wang , R. J. Dong , C. L. Tu , B. S. Zhu , D. Y. Yan , X. Y. Zhu . Supramolecular ABC miktoarm star terpolymer based on host-guest inclusion complexation . Macromolecules , 2012 . 45 5941 -5947 . DOI:10.1021/ma300693hhttp://doi.org/10.1021/ma300693h.
C. G. Mu , X. D. Fan , W. Tian , Y. Bai , X. Zhou . Miktoarm star polymers with poly(N-isopropylacryamide) or poly(oligo(ethylene glycol) methacrylate) as building blocks:synthesis and comparison of thermally-responsive behaviors . Polym. Chem. , 2012 . 3 (5 ):1137 -1149 . DOI:10.1039/c2py20029ehttp://doi.org/10.1039/c2py20029e.
Y. G. Li , P. J. Shi , an P , Y. C. . Synthesis, characterization, and thermal behavior of H-shaped copolymers prepared by atom transfer radical polymerization . Macromolecules , 2004 . 37 5190 -5195 . DOI:10.1021/ma049676vhttp://doi.org/10.1021/ma049676v.
X. F. Yu , T. F. Shi , G. Zhang , L. J. An . Synthesis of asymmetric H-shaped block copolymer by the combination of atom transfer radical polymerization and living anionic polymerization . Polymer , 2006 . 47 1538 -1546 . DOI:10.1016/j.polymer.2006.01.005http://doi.org/10.1016/j.polymer.2006.01.005.
H. H. Liu , S. X. Li , M. J. Zhang , W. Shao , Y. L. Zhao . Facile synthesis of ABCDE-type H-shaped quintopolymers by combination of ATRP, ROP, and click chemistry and their potential applications as drug carriers . J. Polym. Sci., Part A:Polym. Chem. , 2012 . 50 4705 -4716 . DOI:10.1002/pola.v50.22http://doi.org/10.1002/pola.v50.22.
Z. X. Zhang , X. Liu , F. J. Xu , X. J. Loh , E. T. Kang , K. G. Neoh , J. Li . Pseudo-block copolymer based on star-shaped poly(N-isopropylacylamide) with a β-Cyclodextrin core and guest-bearing PEG:controlling thermoresponsive through supramolecular self-assembly . Macromolecules , 2008 . 41 5967 -5970 . DOI:10.1021/ma8009646http://doi.org/10.1021/ma8009646.
Y. Bai , X. D. Fan , W. Tian , H. Yao , L. H. Zhuo , H. T. Zhang , W. W. Fan , Z. Yang , W. B. Zhang . Synthesis and thermally-triggered self-assembly behaviors of a dumbbellshaped polymer carring β-cyclodextrin at branch points . Polymer , 2013 . 54 3566 -3573 . DOI:10.1016/j.polymer.2013.05.042http://doi.org/10.1016/j.polymer.2013.05.042.
Z. L. Cao , M. J. Chen , Y. Y. Hu , S. L. Dong , J. W. Cui , J. C. Hao . Tunable assembly and disassembly of responsive supramolecular polymer brushes . Polym. Chem. , 2017 . 8 2764 -2772 . DOI:10.1039/C7PY00149Ehttp://doi.org/10.1039/C7PY00149E.
J. Y. Wu , C. Cao . Sliding supramolecular polymer brushes with tunable amphiphilicity:one-step parallel click synthesis and self-assembly . Macromolecules , 2010 . 43 7139 -7146 . DOI:10.1021/ma100956yhttp://doi.org/10.1021/ma100956y.
A. C. Feng , Q. Yan , H. J. Zhang , L. Peng , J. J. Yuan . Electrochemical redox responsive polymeric micelles formed from amphiphilic supramolecular brushes . Chem. Commun. , 2014 . 50 4740 -4742 . DOI:10.1039/c4cc00463ahttp://doi.org/10.1039/c4cc00463a.
O. Roling , A. Mardyukov , J. A. Krings , A. Studer , B. J. Ravoo . Polymer brushes exhibiting versatile supramolecular interactions grown by nitroxide-mediated polymerization and structured via microcontact chemistry . Macromolecules , 2014 . 47 2411 -2419 . DOI:10.1021/ma500043bhttp://doi.org/10.1021/ma500043b.
Y. Y. Xu , S. Bolisetty , M. Ballauff , A. H. E. Müller . Switching the morphologies of cylindrical polycation brushes by ionic and supramolecular inclusion complexes . J. Am. Chem. Soc. , 2009 . 131 1640 -1641 . DOI:10.1021/ja807302jhttp://doi.org/10.1021/ja807302j.
B. Yang , Q. T. Huang , H. H. Liu , Y. L. Zhao , J. Z. Du . Hairy cyclinders based on a coil-comb-coil copolymer . RSC Adv. , 2016 . 6 104911 -104918 . DOI:10.1039/C6RA20862Bhttp://doi.org/10.1039/C6RA20862B.
X. Jiang , M. J. Zhang , S. X. Li , W. Shao , Y. L. Zhao . Facile synthesis and versatile topological transformation of mono-cleavable symmetric starlike terpolymers . Chem. Commun. , 2012 . 48 9906 -9908 . DOI:10.1039/c2cc35275chttp://doi.org/10.1039/c2cc35275c.
C. Gao , D. Y. Yan . Hyperbranched polymers:from synthesis to applications . Prog. Polym. Sci. , 2004 . 29 183 -275 . DOI:10.1016/j.progpolymsci.2003.12.002http://doi.org/10.1016/j.progpolymsci.2003.12.002.
R. J. Dong , Y. Liu , Y. F. Zhou , D. Y. Yan , X. Y. Zhu . Photo-reversible supramolecular hyperbranched polymer based on host-guest interactions . Polym. Chem. , 2011 . 2 2771 -2774 . DOI:10.1039/c1py00426chttp://doi.org/10.1039/c1py00426c.
Z. S. Ge , H. Liu , Y. F. Zhang , S. Y. Liu . Supramolecular thermoresponsive hyperbranched polymers constructed from poly(N-isopropylacrylamide) containing one adamantyl and two β-Cyclodextrin terminal moieties . Macromol. Rapid Commun. , 2012 . 32 68 -73 . http://www.ncbi.nlm.nih.gov/pubmed/15535696http://www.ncbi.nlm.nih.gov/pubmed/15535696, .
Y. Bai , X. D. Fan , W. Tian , T. T. Liu , H. Yao , Z. Yang , H. T. Zhang , W. B. Zhang . Morphology transitions of supramolecular hyperbranched polymers induced by double supramolecular driving forces . Polym. Chem. , 2015 . 6 752 -757 . http://www.rsc.org/suppdata/py/c4/c4py01092b/c4py01092b1.pdfhttp://www.rsc.org/suppdata/py/c4/c4py01092b/c4py01092b1.pdf, .
B. I. Voit , A. Lederer . Hyperbranched and highly branched polymer architectures-synthetic strategies and major characterization aspects . Chem. Rev. , 2009 . 109 5924 -5973 . DOI:10.1021/cr900068qhttp://doi.org/10.1021/cr900068q.
P. Y. Chen , Z. Li . The design of second-order nonlinear optical dendrimers:from "branch only" to "root containing" . Chinese J. Polym. Sci. , 2017 . 35 (7 ):793 -798 . DOI:10.1007/s10118-017-1949-yhttp://doi.org/10.1007/s10118-017-1949-y.
R. J. Dong , Y. F. Zhou , X. Y. Zhu . Supramolecular dendritic polymers:from synthesis to application . Accounts Chem. Res. , 2014 . 47 2006 -2016 . DOI:10.1021/ar500057ehttp://doi.org/10.1021/ar500057e.
M. Munteanu , U. Kolb , H. Ritter . Supramolecular nanocycles comprising β-cyclodextrin-click-ferrocene units:rings of rings of rings . Macromol. Rapid Commun. , 2010 . 31 616 -618 . DOI:10.1002/marc.v31:7http://doi.org/10.1002/marc.v31:7.
Z. S. Ge , Y. M. Zhou , J. Xu , H. W. Liu , D. Y. Chen , S. Y. Liu . High-efficiency preparation of macrocyclic diblock copolymers via selective click reaction in micellar media . J. Am. Chem. Soc. , 2009 . 131 1628 -1629 . DOI:10.1021/ja808772zhttp://doi.org/10.1021/ja808772z.
Z. H. Huang , Y. Y. Zhou , Z. M. Wang , Y. Li , W. Zhang , N. C. Zhou , Z. B. Zhang , X. L. Zhu . Recent advances of CuAAC click reaction in building cyclic polymer . Chinese J. Polym. Sci. , 2017 . 35 (3 ):317 -341 . DOI:10.1007/s10118-017-1902-0http://doi.org/10.1007/s10118-017-1902-0.
S. Sonke , D. A. Tomalia . Dendrimers in biomedical applications-reflections on the field . Adv. Drug Deliv. Rev. , 2005 . 57 2106 -2129 . DOI:10.1016/j.addr.2005.09.018http://doi.org/10.1016/j.addr.2005.09.018.
G. Lapienis . Star-shaped polymers having PEO arms . Prog. Polym. Sci. , 2009 . 34 852 -892 . DOI:10.1016/j.progpolymsci.2009.04.006http://doi.org/10.1016/j.progpolymsci.2009.04.006.
D. Konkolewicz , J. M. Monteiro , S. Perrier . Dendritic and hyperbranched polymers from macromolecular units:elegant approaches to the synthesis of functional polymers . Macromolecules , 2011 . 44 7076 -7087 . http://pubs.acs.org/doi/pdf/10.1021/ma200656h?src=recsyshttp://pubs.acs.org/doi/pdf/10.1021/ma200656h?src=recsys, .
U. Boas , P. M. H. Heegaard . Dentrimers in drug research . Chem. Soc. Rev. , 2004 . 33 43 -63 . DOI:10.1039/b309043bhttp://doi.org/10.1039/b309043b.
X. H. He , X. M. Wu , X. Cai , S. L. Lin , M. R. Xie , X. Y. Zhu , D. Y. Yan . Functionalization of magnetic nanoparticles with dentritic-linear-brush-like triblock copolymers and their drug release properties . Langmuir , 2012 . 28 11938 -11947 . http://pubs.acs.org/doi/abs/10.1021/la302546m?source=chemporthttp://pubs.acs.org/doi/abs/10.1021/la302546m?source=chemport, .
Y. Cong , B. Y. Li , Y. C. Han , Y. G. Li , C. Y. Pan . Self-assembly of H-shaped block copolymers . Macromolecules , 2005 . 38 9836 -9846 . DOI:10.1021/ma0515679http://doi.org/10.1021/ma0515679.
Y. Bai , X. D. Fan , W. Tian , C. G. Mu , Z. Yang , W. W. Fan , H. T. Zhang , W. B. Zhang . Large complex micelles formed from amphiphilic H-shaped terpolymers with adjustable block ratio by ultrasonic vibration . Polymer , 2013 . 54 1734 -1738 . DOI:10.1016/j.polymer.2013.01.054http://doi.org/10.1016/j.polymer.2013.01.054.
G. T. Wang , C. Wang , Z. Q. Wang , X. Zhang . H-shaped supra-amphiphiles based on dynamic covalent bond . Langmuir , 2012 . 28 14567 -14572 . DOI:10.1021/la303272bhttp://doi.org/10.1021/la303272b.
Y. H. Wei , W. H. Huang , B. Y. Li , Y. C. Han , C. Y. Pan . Square lamellar structure having phase-separated microdomain in H-shaped block copolymer thin film . Macromol. Rapid Commun. , 2008 . 29 1378 -1384 . DOI:10.1002/marc.200800210http://doi.org/10.1002/marc.200800210.
A. Yoshida , S. Honda , H. Goto , H. Sugimoto . Synthesis of H-shaped carbon-dioxide-derived poly(propylene carbonate) for topology-based reduction of the glass transition temperature . Polym. Chem. , 2014 . 5 1883 -1890 . DOI:10.1039/C3PY01319Ghttp://doi.org/10.1039/C3PY01319G.
O. Altintas , D. Schulze-Suenninghausen , B. Luy , C. Barner-Kowollik . Facile preparation of supramolecular H-shaped (ter)polymers via multiple hydrogen bonding . ACS Macro Lett. , 2013 . 2 211 -216 . DOI:10.1021/mz400066rhttp://doi.org/10.1021/mz400066r.
W. Z. Yuan , J. C. Zhang , H. Zou , en R , . J . Synthesis, crystalline morphologies, self-Assembly, and properties of H-shaped amphiphilic dually responsive terpolymers . J. Polym. Sci., Part A:Polym. Chem. , 2012 . 50 2541 -2552 . DOI:10.1002/pola.v50.13http://doi.org/10.1002/pola.v50.13.
P. Zou , C. Y. Pan . Multiple vesicle morphologies formed from reactive H-shaped block copolymers . Macromol. Rapid Commun. , 2008 . 29 763 -771 . DOI:10.1002/(ISSN)1521-3927http://doi.org/10.1002/(ISSN)1521-3927.
Q. T. Huang , B. Yang , H. H. Liu , Y. L. Zhao , J. Z. Du . Silkworm cocoons by cylinders self-assembled from H-shaped alternating polymer brushes . Polym. Chem. , 2015 . 6 886 -890 . DOI:10.1039/C4PY01484Ghttp://doi.org/10.1039/C4PY01484G.
B. V. K. J. Schmidt., C. Barner-Kowollik . Supramolecular Xand H-shaped star block copolymers via cyclodextrin-driven supramolecular self-assembly . Polym. Chem. , 2014 . 5 2461 -2472 . DOI:10.1039/c3py01580ghttp://doi.org/10.1039/c3py01580g.
R. Ji , J. Chen , T. Yang , C. C. Song , L. Li , F. S. Du , Z.C. Li . Shell-sheddable, pH-sensitive supramolecular nanoparticles based on ortho ester-modified cyclodextrin and adamantly PEG . Biomacromolecules , 2014 . 15 3531 -3539 . DOI:10.1021/bm500711chttp://doi.org/10.1021/bm500711c.
Z. Tian , M. Wang , A.Y. Zhang , Z. G. Feng . Preparation and evaluation of novel amphiphilic glycopeptide block copolymers as carriers for controlled drug release . Polymer , 2008 . 49 446 -454 . DOI:10.1016/j.polymer.2007.11.048http://doi.org/10.1016/j.polymer.2007.11.048.
C. G. Yao , X. R. Wang , G. H. Liu , J. M. Hu , S. Y. Liu . Distinct morphological transitions of photoreactive and thermoresponsive vesicles for controlled release and nanoreactors . Macromolecules , 2016 . 49 8282 -8295 . DOI:10.1021/acs.macromol.6b01374http://doi.org/10.1021/acs.macromol.6b01374.
A. Gheorghe , A. Matsuno , O. Reiser . Expedient immobilization of TEMPO by copper-catalyzed azide-alkyne . Adv. Synth. Catal. , 2006 . 348 1016 -1020 . DOI:10.1002/(ISSN)1615-4169http://doi.org/10.1002/(ISSN)1615-4169.
H. G. Schild . Poly(N-isopropylacrylamide):experiment, theory and application . Prog. Polym. Sci. , 1992 . 17 163 -249 . DOI:10.1016/0079-6700(92)90023-Rhttp://doi.org/10.1016/0079-6700(92)90023-R.
J. F. Lutz , Ö. Akdemir , A. Hoth . Point by point comparison of two thermosensitive polymers exhibiting a similar LCST:is the age of poly(NIPAM) over? . J. Am. Chem. Soc. , 2006 . 128 13046 -13047 . DOI:10.1021/ja065324nhttp://doi.org/10.1021/ja065324n.
H. Ohashi , Y. Hiraoka , T. Yamaguchi . An autonomous phase transition-complexation/decomplexation polymer system with a molecular recognition property . Macromolecules , 2006 . 39 2614 -2620 . DOI:10.1021/ma052509qhttp://doi.org/10.1021/ma052509q.
S. T. Sun , P. Y. Wu , W. D. Zhang , W. Zhang , X. L. Zhu . Effect of structural constraint on dynamic self-assembly behavior of PNIPAM-based nonlinear multihydrophilic block copolymers . Soft Matter , 2013 . 9 1807 -1816 . DOI:10.1039/C2SM27183Dhttp://doi.org/10.1039/C2SM27183D.
M. Murugesan , M. A. Scibioh , R. Jayakumar . Structural transition of nonionic peptide aggregates in aqueous medium . Langmuir , 1999 . 15 5467 -5473 . DOI:10.1021/la9814079http://doi.org/10.1021/la9814079.
T. T. Liu , W. Tian , Y. L. Song , Y. Bai , P. L. Wei , H. Yao , H. X. Yan . Reversible self-assembly of backbonethermoresponsive long chain hyperbranched poly(N-isopropyl acrylamide) . Polymers , 2016 . 8 33 -47 . DOI:10.3390/polym8020033http://doi.org/10.3390/polym8020033.
0
Views
1
Downloads
6
CSCD
Publicity Resources
Related Articles
Related Author
Related Institution
京公网安备11010802024621