4.6 Article

Functional polysiloxanes: a novel synthesis method and hydrophilic applications

Journal

NEW JOURNAL OF CHEMISTRY
Volume 41, Issue 16, Pages 8546-8553

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7nj01294b

Keywords

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Funding

  1. National Natural Science Foundation of China [21274080, 21502105]
  2. Shandong Special Fund for Independent Innovation and Achievements transformation [2014ZZCX01101]
  3. National Science Foundation of Shandong Province [ZR2015BQ008]

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In this paper, functional dialkoxysilanes, (3-((3-chloropropyl) thio) propyl)methyldimethoxysilane, 3-((3-(dimethoxy( methyl) silyl) propyl) thio) propanoic acid, 3-methoxy-3-methyl-2,11-dioxa-7-thia-3-silatridecan-13-ol, and 3-methoxy-3-methyl-2,11,14,17,20,23,26,29,32-nonaoxa-7-thia-3-silatritriacontane, are first obtained by reacting functional alkenes with 3-(dimethoxy(methyl) silyl)propane-1-thiol in near-quantitative yields using a simple, efficient and photoinitiated thiol-ene click reaction. Then, functional polysiloxanes are synthesized from their corresponding functional dialkoxysilane monomers. This two-step method is a novel and efficient way of synthesizing functional polysiloxanes. The functional polysiloxanes show obvious fluorescence properties, which are assumed to be generated from unconventional chromophores. Furthermore, a series of copolymers (PETHs) with mercaptopropyl and polyether side chains are also obtained. They are successfully used for hydrophilic modification of a poly(styrene-b-butadiene-b-styrene) triblock copolymer. The PETH-based blue-light-emitting silicone elastomer is synthesized first via a thiol-ene click reaction, and it exhibits wonderful hydrophilicity, which may be useful in biomedical fields.

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