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Synthesis of poly(N-isopropylacrylamide) by ATRP using a fluorescein-based initiator

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Summary

A new fluorescent initiator fluorescein 2-bromoisobutyrate (Flu-Br) was synthesized. The use of Flu-Br as initiator, Me6TREN as ligand and CuCl as catalyst by atom transfer radical polymerization allowed for chain-end fluoresceined poly(N-isopropylacrylamide) (Flu-PNIPAM) in one step. The polymerization reached high conversion (65%) and low polydispersity (PDI) (1.15∼1.28). The linearity plot of the Mn,GPC and Mn,NMR against conversion and the low PDI revealed the well-controlled polymerization by ATRP. In addition, N-isopropylacrylamide (NIPAM) was copolymerized with hydrophilic N,N-dimethylacrylamide (DMAM) using Flu-Br initiator by ATRP. By changing the feed ratio of NIPAM to DMAM, it was very easy to obtain thermo-sensitive fluorescent copolymers with proper lower critical solution temperature (36.0±0.2 °C, 38.0±0.2 °C). The pH dependence on fluorescence intensity of Flu-PNIPAM displayed a similar behavior to the parent fluorescein.

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Authors and Affiliations

  1. Department of Chemistry, Wuhan University, Wuhan, 430072, China

    Xiaoju Lu, Lifen Zhang, Lingzhi Meng & Yunhai Liu

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  1. Xiaoju Lu
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  2. Lifen Zhang
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  3. Lingzhi Meng
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  4. Yunhai Liu
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Correspondence to Lingzhi Meng.

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Lu, X., Zhang, L., Meng, L. et al. Synthesis of poly(N-isopropylacrylamide) by ATRP using a fluorescein-based initiator. Polym. Bull. 59, 195–206 (2007). https://doi.org/10.1007/s00289-007-0754-0

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  • DOI: https://doi.org/10.1007/s00289-007-0754-0

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