Durable, highly hydrophobic modification of cotton fabric with fluorine-free polysiloxanes obtained via hydrosilylation

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ORIGINAL RESEARCH

Durable, highly hydrophobic modification of cotton fabric with fluorine-free polysiloxanes obtained via hydrosilylation and hydrothiolation reactions Marcin Przybylak . Anna Szyman´ska . Hieronim Maciejewski . Katarzyna Makowska

Received: 15 April 2020 / Accepted: 6 July 2020 Ó Springer Nature B.V. 2020

Abstract Cotton fabrics were subjected to modification with fluorine-free polysiloxanes. In the first stage a series of polysiloxanes substituted with alkoxysilyl groups and/or alkyl chains were synthesized. Two methods of functionalization of vinyl group-containing polysiloxanes were used, i.e. hydrosilylation and hydrothiolation. Cotton fabrics were modified via dip-coating technique in solutions of the prepared compounds or by thiol–ene click reaction directly on the surface of cotton. In the first stage of the latter method cotton fabrics were modified by sol–gel technique with 3-mercaptopropyltrimethoxysilane in order to obtain mercapto-functionalized samples. After grafting SH groups on the surface, the fabrics were easily functionalized using

the photoclick thiol–ene reaction with vinyl groups containing polysiloxane or vinyl- and alkyl-groups containing polysiloxane. The hydrophobicity was determined by measuring the water contact angle. Changes in the surface morphology were examined by FTIR spectroscopy and scanning electron microscopy (SEM). The coatings of the modified fabrics were subjected to elemental analysis using SEM–EDS techniques. All modified cotton fabrics showed highly hydrophobic properties. All obtained hydrophobic fabrics were fully resistant to the washing process, which proves the durability of the developed modifications.

Electronic supplementary material The online version of this article (https://doi.org/10.1007/s10570-020-03341-0) contains supplementary material, which is available to authorized users. M. Przybylak (&) A. Szyman´ska H. Maciejewski K. Makowska Poznan´ Science and Technology Park, Adam Mickiewicz University Foundation, Rubie_z 46, 61-612 Poznan, Poland e-mail: [email protected] H. Maciejewski Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznan´skiego 8, 61-614 Poznan, Poland

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Cellulose

Graphic abstract

Keywords Cotton Hydrophobization Click reaction Organosilicone Thiol–ene

Introduction Cotton fabric, due to its great properties, is very interesting for scientific research as well as for industrial applications (Li et al. 2007). Its most important desirable features include softness, warmness, breathability, comfort and low cost (Bea et al. 2009; Gao et al. 2016). Moreover cotton belongs to natural fabrics, made of renewable raw materials and environmentally friendly, which is a crucial issue nowadays (Ismail 2016). Pristine cotton fabrics due to the presence of hydroxyl groups on their surface are also characterized by high polarity and hydrophilic character, therefore their usefulness in many areas may be limited by the poor water and dirt repel

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