Novel Regular Polyimide-graft-Poly(methacrylic acid) Brushes: Synthesis and Possible Applications as Nanocontainers of Cyanoporphyrazine Agents for Photodynamic Therapy

被引:54
作者
Yakimansky, Alexander V. [1 ]
Meleshko, Tamara K. [1 ]
Ilgach, Dmitrii M. [1 ]
Bauman, Maria A. [1 ]
Anan'eva, Tatiana D. [1 ]
Klapshina, Larisa G. [2 ]
Lermontova, Svetlana A. [2 ]
Balalaeva, Irina V. [3 ]
Douglas, William E. [4 ]
机构
[1] Russian Acad Sci, Inst Macromol Cpds, St Petersburg 199004, Russia
[2] Russian Acad Sci, GA Razuvaev Inst Organometall Chem, Nizhnii Novgorod 603600, Russia
[3] Lobachevsky State Univ Nizhny Novgorod, Res Inst Living Syst, Nizhnii Novgorod 603950, Russia
[4] Univ Montpellier 2, CNRS UMR 5253, F-34095 Montpellier 5, France
基金
俄罗斯基础研究基金会;
关键词
amphiphilic copolymers; atom transfer radical polymerization (ATRP); biological applications of polymers; graft copolymers; photodynamic therapy; poly(tert-butylmethacrylate); polyimide macroinitiators; polymer brushes; polymethacrylic acid; CYLINDRICAL BRUSHES; RADICAL POLYMERIZATION; MOLECULAR BRUSHES; SET-LRP; DISPROPORTIONATION; TEMPERATURE; POLYIMIDES; COPOLYMER; LIGAND; SHELL;
D O I
10.1002/pola.26846
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
An approach to the synthesis of new regular graft-copolymers polyimide (PI)-graft-polymethacrylic acid is elaborated, including (1) synthesis of multicenter PI macroinitiators, (2) controlled ATRP of tert-butylmethacrylate on the prepared macroinitiators, and (3) protonolysis of tert-butyl ester groups of side chains of the resulting PI-graft-poly(tert-butylmethacrylate). Experimental conditions for attaining complete conversions of the first and the third stages of the process are determined by means of H-1 NMR and FTIR-spectroscopy. Polymer products of the first and the second stages of the process, as well as poly(tert-butylmethacrylate) side chains cleaved from the PI-graft-poly(tert-butylmethacrylate) copolymers by complete decomposition of the PI backbone under alkaline hydrolysis conditions, are characterized by GPC. The kinetics of poly(tert-butylmethacrylate) chain growth on a PI macroinitiator under ATRP conditions are studied. The results obtained provide evidence for the controlled character of the ATRP process and the regular structure of the synthesized graft-copolymers. It is shown that PI-g-PMAA PI brushes are significantly more efficient intracellular delivery agents for the potential photosensitizer [tetra(4-fluorophenyl)tetracyanoporhyrazine free base] than are the commonly used PEG-micelles. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 4267-4281
引用
收藏
页码:4267 / 4281
页数:15
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