An In situ Forming Hydrogel Based on Photo-Induced Hydrogen Bonding
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DOI 10.1007/s13233-020-8153-6
www.springer.com/13233 pISSN 1598-5032 eISSN 2092-7673
An In situ Forming Hydrogel Based on Photo-Induced Hydrogen Bonding Jingyan Zhang*,1,2 Shifeng Wang1 Zeren Zhao1 Dong Si1 Haiou Zhou1 Mingdi Yang1 Xianbiao Wang1
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School of Materials and Chemical Engineering, Anhui Jianzhu University, Hefei, Anhui 230022, P. R. China CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at the Microscale, iChem (Collaborative Innovation Center of Chemistry for Energy Materials), Department of Polymer Science and Engineering, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China Received April 15, 2020 / Revised August 7, 2020 / Accepted August 8, 2020
Abstract: Stimulus-induced in situ forming hydrogels possess the characteristics of easy management and minimal invasiveness via simple injection at target sites with a liquid and easy forming bulk gels. In the present study, a photoreactive monomer, N'-(2-nitrobenzyl)-N-acryloyl glycinamide (NBNAGA) was introduced to modify polyacrylamide (PAM) hydrogel preparation with stimuli responsiveness. Firstly, poly(acrylamide-co-N'-(2-nitrobenzyl)-N-acryloyl glycinamide), P(AM-co-NBNAGA), copolymer solution was prepared via reversible addition fragmentation chain transfer (RAFT) polymerization using the monomers mixture of AM, NBNAGA, and N,N'methylene bis-acrylamide (BIS). The obtained polymer solution with viscous, transparent, and flowable appearance contained weak single hydrogen bonding and slight chemical crosslinking in a microscopic perspective. Secondly, without further purification, after irradiation using UV light at 365 nm, poly(acrylamide-co-N-acryloyl glycinamide) (P(AM-co-NAGA)) hydrogel conveniently in situ formed due to the cleavage of o-nitrobenzyl groups and the corresponding emergency of dual hydrogen bonding among “uncaged” dual amide moieties. P(AM-co-NAGA) hydrogel depicted both favorable temperature sensitivity and self-healing properties, then the heating induced in vitro release profiles of doxorubicin (DOX) was analyzed. Keywords: photoreactive, dual hydrogen bonding, in situ forming hydrogel.
1. Introduction For the past decade, in situ forming hydrogels have become a central issue for their various applications including drug delivery, cell encapsulation, tissue repair, and wound dressing.1-8 Traditionally, the flowable matrices of these materials could be introduced to the target sites, such as tissue, organ, cavity, or wound, in a minimally invasive manner prior to gelation, which possessed much more advantages over those with fixed shapes before implantation, e.g. convenient operation, resembling biology, as an ideal candidate for the controlled drug release matrix. Generally, several possible mechanisms should be responsible for the in situ hydrogel formation, for instance, chemical crosslinking, electrostatic interaction, hydrophobic association, host-guest interaction, and hydrogen bonding, etc.9-14 He and Lu group reported a sprayable in sit
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