Amphiphilic fluorescent copolymers via one-pot synthesis of RAFT polymerization and multicomponent Biginelli reaction an

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FOCUS ISSUE

BUILDING HIERARCHICAL MATERIALS VIA PARTICLE AGGREGATION

Amphiphilic fluorescent copolymers via one-pot synthesis of RAFT polymerization and multicomponent Biginelli reaction and their cells imaging applications Zengfang Huang1,a), Runze Wang1, Yali Chen1, Xiaobo Liu2, Liucheng Mao3, Jinying Yuan3, Lei Tao3, Yen Wei3, Xiaoyong Zhang4 1 School of Materials & Food Engineering, Zhongshan Institute, University of Electronic Science & Technology of China, Zhongshan 528402, People’s Republic of China; and School of Materials and Energy, University of Electronic Science & Technology of China, Chengdu 610054, People’s Republic of China 2 School of Materials and Energy, University of Electronic Science & Technology of China, Chengdu 610054, People’s Republic of China 3 Department of Chemistry, The Tsinghua Center for Frontier Polymer Research, Tsinghua University, Beijing 100084, People’s Republic of China 4 Department of Chemistry, Nanchang University, Nanchang 330047, People’s Republic of China a) Address all correspondence to this author. e-mail: [email protected]

Received: 23 February 2019; accepted: 18 April 2019

In this contribution, we devoted ourselves to fabricating aggregation-induced emission (AIE) activity copolymers via one-pot combination of RAFT polymerization and Biginelli reaction for the first time. When the feeding ratio of TPB was 33.5%, the molar fraction of TPB was, respectively, about 14.2 and 22.5% in PEG-PTE1 copolymers by two-step strategy and PEG-PTE2 copolymers by one-pot strategy with the similar structure. The Mn of PEGPTE1 increased to 59,300 from 52,800 of PEG-AE presoma with narrow PDI, which was more than Mn of PEGPTE2 with 52,300. As compared with PEG-PTE2, when the feeding ratio of TPB was 48.6%, the molar fraction of TPB increased to 32.6% in PEG-PTE3. In aqueous solution, the as-obtained PEG-PTE2 copolymers can selfassemble into fluorescent organic nanoparticles (FONs) with 100–180 nm spherical morphology, the maximal emission peak of which presented at 460 nm with the obvious AIE phenomenon. Moreover, due to the low toxicity and excellent cell dyeing behavior, the as-prepared PEG-PTE2 copolymers displayed great potential for biomedical applications.

Introduction

Biginelli

Multicomponent reactions (MCRs) include a combination of three or more constituents in a single vessel to fabricate an anticipant product with properties of all the reactant components, which avoided the intricacy separation and purification of complex to attain the purpose of high effect and low cost [1, 2, 3, 4]. Moreover, MCRs have been a fascination as versatile tools for chemists to construct heterocyclic compounds, which would pave a straightforward way to fabricate novel libraries of polymers and might broad study of MCRs in interdisciplinary fields [5]. Currently, owing to the atoms economy, excellent modular, efficient, and environmentally friendly properties [6, 7, 8], a variety of MCRs have been reported such as Mannich reaction, Passerini reaction, Hantzsch reaction, MALI reaction, Biginelli reac