Synthesis of carbonyl-functionalized mercaptosilsesquioxane

Commercially available and inexpensive potassium carbonate (K<sub>2</sub>CO<sub>3</sub>) has been applied to the hydrothiolation of mercaptopropylisobutyl POSS (SQ-SH) with α,β-unsaturated carbonyl compounds of different types. This innovative approach has been proved to be effective for a wide range of substrates, leading to novel classes of functionalized SQ-based materials in yields exceeding 90% under ambient temperature, air and transition metal-free conditions. Additionally, the proposed synthetic strategy has been used for the modification of chalcones, the compounds with significant medicinal and synthetic potential. As a result, twelve new mercapto-modified nanomaterials containing carbonyl groups were obtained and comprehensively characterized by spectroscopic methods and mass analysis. The selected product of great practical application was studied in terms of its thermal properties.

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Publication Details

Journal
Scientific Reports
Published
2025-08-11
DOI
https://doi.org/10.1038/s41598-025-14360-x
Primary Topic
Silicone and Siloxane Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of carbonyl-functionalized mercaptosilsesquioxane

Patrycja Żak, Kamil Hanek
Scientific Reports
Silicone and Siloxane Chemistry
article

Synthesis of carbonyl-functionalized mercaptosilsesquioxane

Patrycja Żak, Kamil Hanek
article en

Abstract

Commercially available and inexpensive potassium carbonate (K<sub>2</sub>CO<sub>3</sub>) has been applied to the hydrothiolation of mercaptopropylisobutyl POSS (SQ-SH) with α,β-unsaturated carbonyl compounds of different types. This innovative approach has been proved to be effective for a wide range of substrates, leading to novel classes of functionalized SQ-based materials in yields exceeding 90% under ambient temperature, air and transition metal-free conditions. Additionally, the proposed synthetic strategy has been used for the modification of chalcones, the compounds with significant medicinal and synthetic potential. As a result, twelve new mercapto-modified nanomaterials containing carbonyl groups were obtained and comprehensively characterized by spectroscopic methods and mass analysis. The selected product of great practical application was studied in terms of its thermal properties.

Scientific ReportsVol. 15(1)
Adam Mickiewicz University in Poznań (PL)
Narodowe Centrum Nauki
Openalex Percentile: Top 85%
Silicone and Siloxane Chemistry
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