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Synthesis and self-assembly of diblock copolymers bearing 2-nitrobenzyl photocleavable side groups

Bibliographic reference Schumers , Jean-Marc ; Bertrand, Olivier ; Fustin, Charles-André ; Gohy, Jean-François. Synthesis and self-assembly of diblock copolymers bearing 2-nitrobenzyl photocleavable side groups. In: Journal of Polymer Science. Part A, Polymer Chemistry, Vol. 50, no. 3, p. 599-608 (2012)
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  1. Park Cheolmin, Yoon Jongseung, Thomas Edwin L., Enabling nanotechnology with self assembled block copolymer patterns, 10.1016/j.polymer.2003.08.011
  2. Gohy Jean-François, Block Copolymer Micelles, Block Copolymers II ISBN:3540269029 p.65-136, 10.1007/12_048
  3. Rapoport Natalya, Physical stimuli-responsive polymeric micelles for anti-cancer drug delivery, 10.1016/j.progpolymsci.2007.05.009
  4. Kim Ho-Cheol, Park Sang-Min, Hinsberg William D., Block Copolymer Based Nanostructures: Materials, Processes, and Applications to Electronics, 10.1021/cr900159v
  5. Rijcken C.J.F., Soga O., Hennink W.E., Nostrum C.F. van, Triggered destabilisation of polymeric micelles and vesicles by changing polymers polarity: An attractive tool for drug delivery, 10.1016/j.jconrel.2007.03.023
  6. Liu Fang, Urban Marek W., Recent advances and challenges in designing stimuli-responsive polymers, 10.1016/j.progpolymsci.2009.10.002
  7. Roy Debashish, Cambre Jennifer N., Sumerlin Brent S., Future perspectives and recent advances in stimuli-responsive materials, 10.1016/j.progpolymsci.2009.10.008
  8. Stuart Martien A. Cohen, Huck Wilhelm T. S., Genzer Jan, Müller Marcus, Ober Christopher, Stamm Manfred, Sukhorukov Gleb B., Szleifer Igal, Tsukruk Vladimir V., Urban Marek, Winnik Françoise, Zauscher Stefan, Luzinov Igor, Minko Sergiy, Emerging applications of stimuli-responsive polymer materials, 10.1038/nmat2614
  9. Dai Hongjun, Li Xiaofeng, Long Yuhua, Wu Junjie, Liang Songmiao, Zhang Xiaoli, Zhao Ning, Xu Jian, Multi-membrane hydrogel fabricated by facile dynamic self-assembly, 10.1039/b821363a
  10. Schumers Jean-Marc, Fustin Charles-André, Gohy Jean-François, Light-Responsive Block Copolymers, 10.1002/marc.201000108
  11. Ercole Francesca, Davis Thomas P., Evans Richard A., Photo-responsive systems and biomaterials: photochromic polymers, light-triggered self-assembly, surface modification, fluorescence modulation and beyond, 10.1039/b9py00300b
  12. Goldbach James T., Russell Thomas P., Penelle Jacques, Synthesis and Thin Film Characterization of Poly(styrene-block-methyl methacrylate) Containing an Anthracene Dimer Photocleavable Junction Point, 10.1021/ma011940m
  13. Kang Minhyuck, Moon Bongjin, Synthesis of Photocleavable Poly(styrene-block-ethylene oxide) and Its Self-Assembly into Nanoporous Thin Films, 10.1021/ma802434g
  14. Katz Joshua S., Zhong Sheng, Ricart Brendon G., Pochan Darrin J., Hammer Daniel A., Burdick Jason A., Modular Synthesis of Biodegradable Diblock Copolymers for Designing Functional Polymersomes, 10.1021/ja910606y
  15. Schumers Jean-Marc, Gohy Jean-François, Fustin Charles-André, A versatile strategy for the synthesis of block copolymers bearing a photocleavable junction, 10.1039/b9py00218a
  16. Cabane Etienne, Malinova Violeta, Meier Wolfgang, Synthesis of Photocleavable Amphiphilic Block Copolymers: Toward the Design of Photosensitive Nanocarriers, 10.1002/macp.201000151
  17. Han Dehui, Tong Xia, Zhao Yue, Fast Photodegradable Block Copolymer Micelles for Burst Release, 10.1021/ma102778d
  18. Yang Hong, Jia Lin, Wang Zhifei, Di-Cicco Aurélie, Lévy Daniel, Keller Patrick, Novel Photolabile Diblock Copolymers Bearing Truxillic Acid Derivative Junctions, 10.1021/ma1016264
  19. Theato Patrick, One is Enough: Influencing Polymer Properties with a Single Chromophoric Unit, 10.1002/anie.201100975
  20. Zhao Hui, Gu Weiyin, Sterner Elizabeth, Russell Thomas P., Coughlin E. Bryan, Theato Patrick, Highly Ordered Nanoporous Thin Films from Photocleavable Block Copolymers, 10.1021/ma201416b
  21. Bertrand Olivier, Schumers Jean-Marc, Kuppan Chandrasekar, Marchand-Brynaert Jacqueline, Fustin Charles-André, Gohy Jean-François, Photo-induced micellization of block copolymers bearing 4,5-dimethoxy-2-nitrobenzyl side groups, 10.1039/c1sm05631j
  22. Wang Guang, Tong Xia, Zhao Yue, Preparation of Azobenzene-Containing Amphiphilic Diblock Copolymers for Light-Responsive Micellar Aggregates, 10.1021/ma048416a
  23. Jiang Jinqiang, Tong Xia, Zhao Yue, A New Design for Light-Breakable Polymer Micelles, 10.1021/ja0521019
  24. Tong Xia, Wang Guang, Soldera Armand, Zhao Yue, How Can Azobenzene Block Copolymer Vesicles Be Dissociated and Reformed by Light?, 10.1021/jp0524274
  25. Jiang Jinqiang, Tong Xia, Morris Denis, Zhao Yue, Toward Photocontrolled Release Using Light-Dissociable Block Copolymer Micelles, 10.1021/ma060142z
  26. Jiang Jinqiang, Qi Bo, Lepage Martin, Zhao Yue, Polymer Micelles Stabilization on Demand through Reversible Photo-Cross-Linking, 10.1021/ma062493j
  27. Lepage Martin, Jiang Jinqiang, Babin Jérôme, Qi Bo, Tremblay Luc, Zhao Yue, MRI observation of the light-induced release of a contrast agent from photo-controllable polymer micelles, 10.1088/0031-9155/52/10/n04
  28. Lee Hyung-il, Wu Wei, Oh Jung Kwon, Mueller Laura, Sherwood Gizelle, Peteanu Linda, Kowalewski Tomasz, Matyjaszewski Krzysztof, Light-Induced Reversible Formation of Polymeric Micelles, 10.1002/anie.200604278
  29. Jiang Xueguang, Lavender Christopher A., Woodcock Jeremiah W., Zhao Bin, Multiple Micellization and Dissociation Transitions of Thermo- and Light-Sensitive Poly(ethylene oxide)-b-poly(ethoxytri(ethylene glycol) acrylate-co-o-nitrobenzyl acrylate) in Water, 10.1021/ma7028105
  30. Yusa Shin-ichi, Sugahara Makoto, Endo Tatsuya, Morishima Yotaro, Preparation and Characterization of a pH-Responsive Nanogel Based on a Photo-Cross-Linked Micelle Formed From Block Copolymers with Controlled Structure, 10.1021/la803878s
  31. Babin Jérôme, Pelletier Maxime, Lepage Martin, Allard Jean-François, Morris Denis, Zhao Yue, A New Two-Photon-Sensitive Block Copolymer Nanocarrier, 10.1002/anie.200900255
  32. Zhao Yi, Tremblay Luc, Zhao Yue, Doubly photoresponsive and water-soluble block copolymers: Synthesis and thermosensitivity, 10.1002/pola.24191
  33. Woodcock Jeremiah W., Wright Roger A. E., Jiang Xueguang, O'Lenick Thomas G., Zhao Bin, Dually responsive aqueous gels from thermo- and light-sensitive hydrophilic ABA triblock copolymers, 10.1039/c000450b
  34. Bertrand Olivier, Gohy Jean-François, Fustin Charles-André, Synthesis of diblock copolymers bearing p-methoxyphenacyl side groups, 10.1039/c1py00194a
  35. Rajasekharan Pillai V. N., Photoremovable Protecting Groups in Organic Synthesis, 10.1055/s-1980-28908
  36. Bochet, J. Chem. Soc., Perkin. Trans., 1, 125 (2002)
  37. Barzynski Helmut, Sänger Dietrich, Zur Photolyse von makromolekularen o-Nitrobenzylderivaten, 10.1002/apmc.1981.050930112
  38. Reichmanis E., Wilkins C. W., Chandross E. A., A novel approach to o‐nitrobenzyl photochemistry for resists, 10.1116/1.571272
  39. Kubota Shigeru, Moriwaki Toshimoto, Ando Torahiko, Fukami Akira, Preparation of positive photoreactive polyimides and their characterization, 10.1002/app.1987.070330528
  40. Kubota Shigeru, Yamawaki Youko, Moriwaki Toshimoto, Eto Shohei, Synthesis and characterization of positive photosensitive polyimide precursors, 10.1002/pen.760291413
  41. Hanson J. E., Reichmanis E., Houlihan F. M., Neenan T. X., Synthesis and evaluation of copolymers of (tert-butoxycarbonyloxy)styrene and (2-nitrobenzyl)styrene sulfonates: single-component chemically amplified deep-UV imaging materials, 10.1021/cm00022a018
  42. Mathew Thomas, Ajayaghosh A., Das Suresh, Kamat Prashant V., George M.V., A new photodegradable polyamide containing o-nitrobenzyl chromophore. Steady state and laser flash photolysis studies, 10.1016/1010-6030(93)85071-f
  43. Ajayaghosh A., George Soney C., George M. V., Novel phototransformation of o-nitrobenzylic polymers to azopolymers, 10.1039/c39940000423
  44. Ajayaghosh A., George M. V., Yamaoka Tsuguo, Photoresists based on a novel photorearrangement of o-nitrobenzylic polymers, 10.1039/jm9940401769
  45. Doh Junsang, Irvine Darrell J., Photogenerated Polyelectrolyte Bilayers from an Aqueous-Processible Photoresist for Multicomponent Protein Patterning, 10.1021/ja048261m
  46. Katz Joshua S., Doh Junsang, Irvine Darrell J., Composition-Tunable Properties of Amphiphilic Comb Copolymers Containing Protected Methacrylic Acid Groups for Multicomponent Protein Patterning, 10.1021/la0523098
  47. Shin Gyo Jic, Jung Jin Chul, Chi Jun Ho, Oh Tae Hwan, Kim Jin Beak, Synthesis and micropatterning properties of a novel base-soluble, positive-working, photosensitive polyimide having ano-nitrobenzyl ether group, 10.1002/pola.21833
  48. Chang Chin-Chuan, Leung Man-kit, Photolithographic Hole-Transport Layer Derived from Electrochemical Deposition of Oligo(5-vinyl-2-nitrobenzyl triphenylamine-4-carboxylate), 10.1021/cm800898u
  49. Zhao Yue, Photocontrollable block copolymer micelles: what can we control?, 10.1039/b819968j
  50. Huddleston Jonathan G., Willauer Heather D., Griffin Scott T., Rogers Robin D., Aqueous Polymeric Solutions as Environmentally Benign Liquid/Liquid Extraction Media, 10.1021/ie980505m
  51. Heerema Louise, Cakali Doga, Roelands Mark, Goetheer Earl, Verdoes Dirk, Keurentjes Jos, Micellar solutions of PEO–PPO–PEO block copolymers for in situ phenol removal from fermentation broth, 10.1016/j.seppur.2010.04.019
  52. Ito Yoshihiro, Ochiai Yasushi, Park Yong Soon, Imanishi Yukio, pH-Sensitive Gating by Conformational Change of a Polypeptide Brush Grafted onto a Porous Polymer Membrane, 10.1021/ja963418z
  53. Ionov Leonid, Minko Sergiy, Stamm Manfred, Gohy Jean-François, Jérôme Robert, Scholl Andreas, Reversible Chemical Patterning on Stimuli-Responsive Polymer Film:  Environment-Responsive Lithography, 10.1021/ja035560n
  54. Huber D. L., Programmed Adsorption and Release of Proteins in a Microfluidic Device, 10.1126/science.1080759
  55. Tokareva Iryna, Minko Sergiy, Fendler Janos H., Hutter Eliza, Nanosensors Based on Responsive Polymer Brushes and Gold Nanoparticle Enhanced Transmission Surface Plasmon Resonance Spectroscopy, 10.1021/ja044575y
  56. Tokarev Igor, Krenek Radim, Burkov Yevgen, Schmeisser Dieter, Sidorenko Alexander, Minko Sergiy, Stamm Manfred, Microphase Separation in Thin Films of Poly(styrene-block-4-vinylpyridine) Copolymer−2-(4‘-Hydroxybenzeneazo)benzoic Acid Assembly, 10.1021/ma048864i
  57. Xu Chen, Fu Xuefeng, Fryd Michael, Xu Song, Wayland Bradford B., Winey Karen I., Composto Russell J., Reversible Stimuli-Responsive Nanostructures Assembled from Amphiphilic Block Copolymers, 10.1021/nl052332d
  58. Peinemann Klaus-Viktor, Abetz Volker, Simon Peter F. W., Asymmetric superstructure formed in a block copolymer via phase separation, 10.1038/nmat2038
  59. Miller Andrew C., Bennett Ryan D., Hammond Paula T., Irvine Darrell J., Cohen Robert E., Functional Nanocavity Arrays via Amphiphilic Block Copolymer Thin Films, 10.1021/ma7019418
  60. Tokarev Ihor, Minko Sergiy, Stimuli-Responsive Porous Hydrogels at Interfaces for Molecular Filtration, Separation, Controlled Release, and Gating in Capsules and Membranes, 10.1002/adma.201000165
  61. Schumers Jean-Marc, Fustin Charles-André, Can Aydin, Hoogenboom Richard, Schubert Ulrich S., Gohy Jean-François, Areo-nitrobenzyl (meth)acrylate monomers polymerizable by controlled-radical polymerization?, 10.1002/pola.23693
  62. Nishikubo Tadatomi, Iizawa Takashi, Takahashi Akira, Shimokawa Tsutomu, Study of photopolymers. XXXIV. Etherification and esterification reactions of polymers with (o, m, or p)-bromomethylnitrobenzene using the DBU method and the photochemical properties of the resulting polymers, 10.1002/pola.1990.080280108
  63. Lin Z.Q., Kim D.H., Wu X.D., Boosahda L., Stone D., LaRose L., Russell T.P., A Rapid Route to Arrays of Nanostructures in Thin Films, 10.1002/1521-4095(20021002)14:19<1373::aid-adma1373>;2-f
  64. Kim S. H., Misner M. J., Xu T., Kimura M., Russell T. P., Highly Oriented and Ordered Arrays from Block Copolymers via Solvent Evaporation, 10.1002/adma.200304906
  65. Bang Joona, Jeong Unyong, Ryu Du Yeol, Russell Thomas P., Hawker Craig J., Block Copolymer Nanolithography: Translation of Molecular Level Control to Nanoscale Patterns, 10.1002/adma.200803302
  66. Phillip William A., Hillmyer Marc A., Cussler E. L., Cylinder Orientation Mechanism in Block Copolymer Thin Films Upon Solvent Evaporation, 10.1021/ma1012946