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Synthesis of hydroxy silane coupling agent and the silane-terminated polyurethane chain-extended by butanediol

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Abstract

A novel hydroxy silane coupling agent (HO-silane) was synthesized via Michael addition reaction between 2-hydroxyethyl acrylate and 3-mercaptopropyl-trimethoxysilane, which was then used to synthesize the silane-terminated polyurethane (SPU). The silane-terminated polyurethanes, which showed low viscosity due to the end-capping by HO-silane, could be chain-extended by butanediol to enhance the performance of SPU in non-solvent condition. The effects of chain extender, 1,4-butanediol, and NCO/OH molar ratio (R value) on the properties of silane-terminated polyurethane were investigated. The results show that the hydroxy silane coupling agent and the silane-terminated polyurethane that can be moisture-cured at ambient temperature were successfully synthesized. It is found that by introducing the 1,4-butanediol segment into SPU main chain, the viscosity of SPU was increased, but the tack free time of SPU was shortened, and the hardness and tensile strength of the moisture-cured SPU film were enhanced. As the R value increased, the tack free time of the silane-terminated polyurethane was prolonged, and the hardness and the tensile strength of the moisture-cured film were increased, but the elongation at break was decreased. When the amount of 1,4-butanediol was 10 wt% and the R value was 1.3, respectively, silane-terminated polyurethane with viscosity of 51,000 mPa·s (80% solid content) can be obtained. The tensile strength of the moisture-cured film was 1.1 MPa, and the elongation at break was 713.4%, which shows great potential for sealant and coating applications.

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Authors and Affiliations

  1. Jiangsu Key Laboratory of Environmentally Friendly Polymeric Materials, School of Materials Science and Engineering, Changzhou University, Changzhou, 213164, Jiangsu, China

    Quan-chao Chi, Jian Li, Chen-yi Wang & Qiang Ren

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  1. Quan-chao Chi
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  2. Jian Li
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  3. Chen-yi Wang
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  4. Qiang Ren
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Correspondence to Jian Li.

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Chi, Qc., Li, J., Wang, Cy. et al. Synthesis of hydroxy silane coupling agent and the silane-terminated polyurethane chain-extended by butanediol. J Coat Technol Res 19, 1457–1466 (2022). https://doi.org/10.1007/s11998-022-00619-9

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  • DOI: https://doi.org/10.1007/s11998-022-00619-9

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