o-Nitrobenzyl Alcohol Derivatives: Opportunities in Polymer and Materials Science

被引：468
|
作者：
Zhao, Hui [2 ]
Sterner, Elizabeth S. [1 ]
Coughlin, E. Bryan [1 ]
Theato, Patrick [2 ,3 ]
机构：
[1] Univ Massachusetts, Dept Polymer Sci & Engn, Amherst, MA 01003 USA
[2] Univ Hamburg, Inst Tech & Macromol Chem, D-20146 Hamburg, Germany
[3] Seoul Natl Univ SNU, World Class Univ WCU Program Chem Convergence C2, Sch Chem & Biol Engn, Coll Engn, Seoul, South Korea
来源：
MACROMOLECULES | 2012年 / 45卷 / 04期
基金：
美国国家科学基金会; 新加坡国家研究基金会;
关键词：
PHOTOLABILE PROTECTING GROUPS; PHOTOCHEMICAL-REACTION MECHANISMS; BLOCK-COPOLYMERS BEARING; UNCAGING CROSS-SECTIONS; PHOTODEGRADABLE HYDROGELS; 2-NITROBENZYL COMPOUNDS; PHOTOCLEAVABLE LINKER; DIBLOCK COPOLYMERS; ORGANIC-SYNTHESIS; LIGHT;
D O I：
10.1021/ma201924h
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
Polymers featuring photolabile groups are the subject of intense research because they allow the alteration of polymer properties simply by irradiation. In particular, the o-nitrobenzyl group (o-NB) is utilized frequently in polymer and materials science. This Perspective pays particular attention to the increasing utilization of this chemical group in polymer chemistry. It covers the use of (i) o-NB-based cross-linkers for photodegradable hydrogels, (ii) o-NB side chain functionalization in (block) copolymers, (iii) o-NB side chain functionalization for thin film patterning, (iv) o-NB for self-assembled monolayers, (v) photocleavable block copolymers, and (vi) photocleavable bioconjugates. We conclude with an outlook on new research directions in this rapidly expanding area.
引用
收藏
页码：1723 / 1736
页数：14
相关论文
共 17 条
  • [1] High Photoreactivity of o-Nitrobenzyl Ligands on Gold
    Daengngam, Chalongrat
    Thotpe, S. Brandon
    Guo, Xi
    Stoianov, Stefan V.
    Santos, Webster L.
    Morris, John R.
    Robinson, Hans D.
    JOURNAL OF PHYSICAL CHEMISTRY C, 2013, 117 (27): : 14165 - 14175
  • [2] o-Nitrobenzyl photoremovable groups with fluorescence uncaging reporting properties
    Abou Nakad, E.
    Bolze, F.
    Specht, A.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (33) : 6115 - 6122
  • [3] Are o-Nitrobenzyl (Meth)acrylate Monomers Polymerizable by Controlled-Radical Polymerization?
    Schumers, Jean-Marc
    Fustin, Charles-Andre
    Can, Aydin
    Hoogenboom, Richard
    Schubert, Ulrich S.
    Gohy, Jean-Francois
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (23) : 6504 - 6513
  • [4] Wavelength-selective cleavage of o-nitrobenzyl and polyheteroaromatic benzyl protecting groups
    Piloto, Ana M.
    Costa, Susana P. G.
    Goncalves, M. Sameiro T.
    TETRAHEDRON, 2014, 70 (03) : 650 - 657
  • [5] Multi-photon patterning of photoactive o-nitrobenzyl ligands bound to gold surfaces
    Magill, Brenden A.
    Guo, Xi
    Peck, Cheryl L.
    Reyes, Roberto L.
    See, Erich M.
    Santos, Webster L.
    Robinson, Hans D.
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2019, 18 (01) : 30 - 44
  • [6] o-Nitrobenzyl Acrylate is Polymerizable by Single Electron Transfer-Living Radical Polymerization
    Soliman, Soliman Mehawed Abdellatif
    Nouvel, Cecile
    Babin, Jerome
    Six, Jean-Luc
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2014, 52 (15) : 2192 - 2201
  • [7] Photoinduced Cleavage and Hydrolysis of o-Nitrobenzyl Linker and Covalent Linker Immobilization in Gelatin Methacryloyl Hydrogels
    Claassen, Christiane
    Claassen, Marc H.
    Gohl, Fabian
    Tovar, Guenter E. M.
    Borchers, Kirsten
    Southan, Alexander
    MACROMOLECULAR BIOSCIENCE, 2018, 18 (09)
  • [8] Approaches for the synthesis of o-nitrobenzyl and coumarin linkers for use in photocleavable biomaterials and bioconjugates and their biomedical applications
    Shen, Wenhao
    Zheng, Jun
    Zhou, Zhansong
    Zhang, Dinglin
    ACTA BIOMATERIALIA, 2020, 115 : 75 - 91
  • [9] Photocleavage of Poly(methyl acrylate) with Centrally Located o-Nitrobenzyl Moiety: Influence of Environment on Kinetics
    Lee, Michele E.
    Gungor, Eda
    Armani, Andrea M.
    MACROMOLECULES, 2015, 48 (24) : 8746 - 8751
  • [10] o-Nitrobenzyl Oxime Ethers Enable Photoinduced Cyclization Reaction to Provide Phenanthridines under Aqueous Conditions
    Okamura, Hidenori
    Iida, Momoka
    Kaneyama, Yui
    Nagatsugi, Fumi
    ORGANIC LETTERS, 2023, 25 (03) : 466 - 470
12