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Reaction of “unreactive” silicone: synthesis of long-chain alkyl fluorosilicone via a simple siloxane equilibration process

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Abstract

Long-chain alkyl silicone is a type of modified silicones that finds potential applications in various areas. Long-chain alkyl fluorosilicone (LCAFS) can be considered as a modified long-chain alkyl silicone as it synergistically combines the properties of long-chain alkyl silicone and novel fluorosilicone. As far as we know, reports on the synthesis of LCAFS are rare. In this report, a facile method to synthesize LCAFS was explored. It was found that silicone bearing novel C30-45 alkyls and trifluoropropyl pendent groups, namely (C30-45 alkyl) methylsiloxane/trifluoropropylmethylsiloxane copolymer (TF-AMS), could be synthesized via a simple siloxane equilibration process between silanol-terminated polytrifluoropropylmethylsiloxane and (C30-45 alkyl)methyl silicone, a commercially available silicone that is generally considered as unreactive. The chemical structure of TF-AMS was characterized unambiguously by FTIR, NMR, GPC and DSC. The thermal stabilities of TF-AMS were investigated by TGA. Based on our experimental results, a plausible mechanism for the synthesis of TF-AMS was proposed.

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A novel long-chain alkyl fluorosilicone was synthesized via a simple yet efficient siloxane equilibration process.

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Acknowledgements

The authors thank the financial supports from the National Natural Science Foundation of China (Grant No. 21704009) and Department of Education of Liaoning (Grant No. 2017J041). YJ Zhang and XP Li express special thanks to Shifu Weng and Yizhuang Xu from Peking University for whose book titled Fourier Transform Infrared Spectroscopy Analysis (Third Edition, Chemical Industrial Press, Beijing, 2017, In Chinese) is always the main reference in FTIR assignments during our research.

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Correspondence to Yongjie Zhang.

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Zhang, Y., Fan, M. & Li, X. Reaction of “unreactive” silicone: synthesis of long-chain alkyl fluorosilicone via a simple siloxane equilibration process. Polym. Bull. 77, 2855–2871 (2020). https://doi.org/10.1007/s00289-019-02883-z

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