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Click Addition Reaction of Urethane–Acrylate Resin Using Octa(3-thiopropyl)silsesquioxane Derivatives as Cross-Linking Agents.
- Source :
- Processes; Dec2023, Vol. 11 Issue 12, p3285, 21p
- Publication Year :
- 2023
-
Abstract
- In this work, new partially substituted derivatives of octa(3-thiopropyl)silsesquioxane (SSQ-8SH) were synthesized. The article compares the thiol-ene reaction using two methods: radical mechanism, thermally initiated (AIBN), and in the presence of a photoinitiator (DMPA). Both the crystalline and the oil forms of SSQ-8SH were functionalized. Olefins with nonpolar alkyl groups (hexene, octene, and octadecene) and vinyltrimethoxysilane, allyl glycidyl ether, allyl 2,2,3,3,4,4,5,5-octafluoropentylether, allyl methacrylate, and styrene were used in the reactions, allowing to obtain seven new derivatives. All compounds were characterized using spectroscopic (<superscript>1</superscript>H NMR and <superscript>29</superscript>Si NMR) and spectrometric (MALDI-TOF-MS) methods. The influence of functional groups on the water contact angle value was determined. The functionalization of the compound led to a contact angle value above 95° (SSQ-4SH-4OD). Density measurements and thermogravimetric analysis (TGA) were carried out for all compounds. The highest onset temperature (357.4 °C) and temperature at the maximum mass loss rate (377.3 °C) were observed for SSQ-SH-4OD. The addition of alkyl groups significantly decreased the density of compounds with increasing chain length (1.198 g/cm<superscript>3</superscript>; 1.162 g/cm<superscript>3</superscript>; 1.095 g/cm<superscript>3</superscript> for hexene, octene, and octadecene, respectively). Silsesquioxanes have potential applications in various materials, such as UV-curable resins, allowing to modify, for example, their surface properties. Modification of a commercial photocurable resin with selected derivatives was carried out to determine the impact on physicochemical properties (TGA, WCA). [ABSTRACT FROM AUTHOR]
- Subjects :
- ADDITION reactions
ALKYL group
OCTENE
HEXENE
CONTACT angle
Subjects
Details
- Language :
- English
- ISSN :
- 22279717
- Volume :
- 11
- Issue :
- 12
- Database :
- Complementary Index
- Journal :
- Processes
- Publication Type :
- Academic Journal
- Accession number :
- 174461538
- Full Text :
- https://doi.org/10.3390/pr11123285