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Hydrophobic Covalent Patterns on Cellulose Paper through Photothiol-X Ligations

[Image: see text] In the current study, we introduce photothiol-X chemistry as a powerful method to create hydrophobic patterns covalently grafted to the surface of cellulose paper. The general strategy builds on the use of a cellulose-based molecular printboard featuring disulfide functions which u...

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Detalles Bibliográficos
Autores principales: Bretel, Guillaume, Rull-Barrull, Jordi, Nongbe, Medy C., Terrier, Jean-Philippe, Le Grognec, Erwan, Felpin, François-Xavier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644802/
https://www.ncbi.nlm.nih.gov/pubmed/31459049
http://dx.doi.org/10.1021/acsomega.8b01317
Descripción
Sumario:[Image: see text] In the current study, we introduce photothiol-X chemistry as a powerful method to create hydrophobic patterns covalently grafted to the surface of cellulose paper. The general strategy builds on the use of a cellulose-based molecular printboard featuring disulfide functions which upon spatiocontrolled light irradiation at 365 nm allows robust photothiol-X ligations with hydrophobic moieties. A screening of structurally diverse molecular architectures as hydrophobic coating was conducted, and the most impressive result obtained with cholesterol moieties allows the creation of spatially well-resolved hydrophobic patterns with a contact angle of 140.8°. Our discoveries are supported by in-depth characterization studies using Fourier transform infrared spectroscopy, X-ray photoelectron spectrometry, and scanning electron microscopy analyses.