Synthesis of photoactive single-chain folded polymeric nanoparticles via combination of radical polymerization techniques and Menschutkin click chemistry

被引:20
作者
Babaoglu, Secil [1 ]
Balta, Demet Karaca [2 ]
Temel, Gokhan [1 ]
机构
[1] Yalova Univ, Dept Polymer Engn, Fac Engn, TR-77200 Yalova, Turkey
[2] Yildiz Tech Univ, Dept Chem, TR-34220 Istanbul, Turkey
关键词
benzophenone; click chemistry; photoinitiation; polymeric nanoparticle; PHOTOINITIATOR; ACID; BENZOPHENONE; COINITIATOR; ANTHRACENE; OXYGEN; ROUTE; SALTS;
D O I
10.1002/pola.28571
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
This contribution reports that synthesis of polystyrene based photoactive polymeric nanoparticles by radical copolymerization and Menschutkin Chemistry methodology. In the first step, poly(styrene-co-chloromethyl styrene) was achieved by thermally initiated radical copolymerizations and subsequently copolymers were reacted to commercially available Type II photoiniator (Michler's ketone) in dilute condition in order to achieve intramolecular crosslinked polymeric nanoparticles. After the characterization studies, polymeric nanoparticles were used for free radical photopolymerization of methacrylic formulations to determine the initiation efficiency. Upon UV irradiation, resulting polymeric nanoparticle lost its globular structure by releasing benzophenone part and transformed into linear copolymer analogue. (c) 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 1998-2003
引用
收藏
页码:1998 / 2003
页数:6
相关论文
共 42 条
[1]   A Mild and Efficient Approach to Functional Single-Chain Polymeric Nanoparticles via Photoinduced Diels-Alder Ligation [J].
Altintas, Ozcan ;
Willenbacher, Johannes ;
Wuest, Kilian N. R. ;
Oehlenschlaeger, Kim K. ;
Krolla-Sidenstein, Peter ;
Gliemann, Hartmut ;
Barner-Kowollik, Christopher .
MACROMOLECULES, 2013, 46 (20) :8092-8101
[2]   Mechanistic study of photoinitiated free radical polymerization using thioxanthone thioacetic acid as one-component type II photoinitiator [J].
Aydin, M ;
Arsu, N ;
Yagci, Y ;
Jockusch, S ;
Turro, NJ .
MACROMOLECULES, 2005, 38 (10) :4133-4138
[3]   Thioxanthone-anthracene: A new photoinitiator for free radical polymerization in the presence of oxygen [J].
Balta, Demet Karaca ;
Arsu, Nergis ;
Yagci, Yusuf ;
Jockusch, Steffen ;
Turro, Nicholas J. .
MACROMOLECULES, 2007, 40 (12) :4138-4141
[4]   Intramolecular Cross-linking of Polymers Using Difunctional Acetylenes via Click Chemistry [J].
Cengiz, Halime ;
Aydogan, Binnur ;
Ates, Sahin ;
Acikalin, Engin ;
Yagci, Yusuf .
DESIGNED MONOMERS AND POLYMERS, 2011, 14 (01) :69-78
[5]   Thermosensitive nanogels based on dendritic polyglycerol and N-isopropylacrylamide for biomedical applications [J].
Cuggino, Julio C. ;
Alvarez I, Cecilia I. ;
Strumia, Miriam C. ;
Welker, Pia ;
Licha, Kai ;
Steinhilber, Dirk ;
Mutihac, Radu-Cristian ;
Calderon, Marcelo .
SOFT MATTER, 2011, 7 (23) :11259-11266
[6]   Synthesis and characterization of a novel mid-chain macrophotoinitiator of polyacrylonitrile by Ce(IV)/HNO3 redox system [J].
Degirmenci, Mustafa ;
Taskesen, Edip ;
Hicri, Sirin ;
Yilmaz, Hasim .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2008, 46 (16) :5404-5413
[7]   Thioxanthone acetic acid ammonium salts: highly efficient photobase generators based on photodecarboxylation [J].
Dong, Xiaoqing ;
Hu, Peng ;
Zhu, Guigang ;
Li, Zhiquan ;
Liu, Ren ;
Liu, Xiaoya .
RSC ADVANCES, 2015, 5 (66) :53342-53348
[8]   One-Component Thioxanthone Acetic Acid Derivative Photoinitiator for Free Radical Polymerization [J].
Esen, Duygu S. ;
Temel, Gokhan ;
Balta, Demet K. ;
Allonas, Xavier ;
Arsu, Nergis .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2014, 90 (02) :463-469
[9]   Photodegradable and size-tunable single-chain nanoparticles prepared from a single main-chain coumarin-containing polymer precursor [J].
Fan, Weizheng ;
Tong, Xia ;
Yan, Qiang ;
Fu, Shangyi ;
Zhao, Yue .
CHEMICAL COMMUNICATIONS, 2014, 50 (88) :13492-13494
[10]  
Fouassier J.P., 2012, Photoinitiators for Polymer Synthesis: Scope, Reactivity, and Efficiency