Fabrication of Redox-Responsive Degradable Capsule Particles by a Shell-Selective Photoinduced Cross-Linking Approach from Spherical Polymer Particles

Fabrication of Redox-Responsive Degradable Capsule Particles by a Shell-Selective Photoinduced Cross-Linking Approach from Spherical Polymer Particles
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DOI:
10.1002/chem.201702367
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发表时间:
2017-09-18
影响因子:
4.3
通讯作者:
Takeuchi, Toshifumi
Takeuchi, Toshifumi
中科院分区:
化学2区
文献类型:
--
作者:
Kitayama, Yukiya;Takeuchi, Toshifumi

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在本研究中,通过自模板壳层选择性交联策略,成功地开发了一条制备功能性胶囊颗粒的路线,使我们能够直接从均一的球形聚合物颗粒制备壳层交联的中空聚合物颗粒。为了制备氧化还原响应型可降解胶囊粒,合成了一种新型单体,它含有一个光致后交联基(肉桂酰基)和一个氧化还原环境响应性裂解基团(二硫基),即N-肉桂酰基-N-甲基丙烯酰半胺(MCC)。以均一的球形聚(MCC)粒子为原料,采用自模板壳层选择性光致交联法成功制备了氧化还原响应型可降解胶囊粒子。此外,通过使用染料、聚合物前驱体和抗癌试剂的溶剂交换过程,证实了壳层交联型空心粒子的载货能力。此外,通过添加二硫键裂解的还原剂,也证实了胶囊聚合物粒子的氧化还原响应降解性。我们希望,直接从球形聚合物颗粒制备功能胶囊颗粒的有效路线为制备广泛的胶囊颗粒开辟了有效的途径;尤其是,这种技术是健壮的、多产的和简单的,因为不需要额外的牺牲模板颗粒或有毒的溶剂。
In this study, a fabrication route towards functional capsule particles was successfully developed by means of a self-templating shell-selective cross-linking strategy that enables us to prepare shell-cross-linked hollow polymer particles directly from homogeneous spherical polymer particles. To prepare redox-responsive degradable capsule particles, a newly designed monomer bearing a photoinduced post-cross-linking group (cinnamoyl group) and a redox-environment-responsive cleavable group (disulfide group), N-cinnamoyl-N-methyacryloylcystamine (MCC), was synthesized. Redox-responsive degradable capsule particles were successfully prepared from homogeneous spherical poly(MCC)-based particles by a self-templating shell-selective photoinduced cross-linking approach. Moreover, the cargo loading capability of the shell-cross-linked hollow particles was confirmed through a solvent exchange procedure using dyes, polymer precursors and anticancer reagents. Furthermore, redox-responsive degradability of the capsule polymer particles was also confirmed by adding a reducing agent for cleavage of the disulfide linkage. We hope that the efficient fabrication route of functional capsule particles directly from spherical polymer particles opens efficient routes for the fabrication of a wide range of capsule particles; in particular, this technique is robust, productive, and facile because neither additional sacrificial template particles nor toxic solvents are required.