Synthesis and metal complexation of dual-functionalized silsesquioxane nanoparticles by sequential thiol–epoxy click and esterification reactions

Shibasaki, Shun; Sasaki, Yusuke; Nakabayashi, Kazuhiro; Mori, Hideharu

doi:10.1016/j.reactfunctpolym.2016.08.003

Cited by 12 publications

(5 citation statements)

References 71 publications

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“…On this basis, the discussion does not exhaust the entire literature and in particular does not examine surface functionalisations and particulate materials. [17][18][19][20][21][22][23][24][25][26][27][28][29] Furthermore, cross-linked systems are not covered. [30][31][32][33][34] The synthesis of the backbone itself is not discussed and the reader is referred to a number of important publications in this regard.…”

Section: Scope Of the Reviewmentioning

confidence: 99%

Post-polymerization modification reactions of poly(glycidyl methacrylate)s

2017

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Section: Scope Of the Reviewmentioning

confidence: 99%

Post-polymerization modification reactions of poly(glycidyl methacrylate)s

2017

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“…A wide variety of functional groups, such as olefins, acrylates, phenols, fluoroalkyls, halides, amines, sulfhydryls, azides, nitriles, phosphines, carbazoles, imidazolium salts, azobenzenes, cinnamates, etc., can be used for this purpose [4,7]. Some examples of current applications of these functionalized POSS are: phenyl functionalized POSS are promising as gas separation membranes or as surface coatings for electronic or optical devices owing to their excellent thermal stability and electrical insulation [16,17]; vinyl-functionalized POSS can be grafted to or copolymerized with polymers because of the unsaturated groups on the surface [18]; amino-functionalized POSS hybrid composites show high reactivity and oxidation resistance [19,20]; and mercaptofunctionalized POSS can adsorb proteins or metal ions [21,22]. The functionalization of POSS is of great significance for the subsequent design and synthesis of intermediates and materials.…”

Section: Engineering Possmentioning

confidence: 99%

Use of Polyhedral Oligomeric Silsesquioxane (POSS) in Drug Delivery, Photodynamic Therapy and Bioimaging

2021

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Polyhedral oligomeric silsesquioxanes (POSS) have attracted considerable attention in the design of novel organic-inorganic hybrid materials with high performance capabilities. Features such as their well-defined nanoscale structure, chemical tunability, and biocompatibility make POSS an ideal building block to fabricate hybrid materials for biomedical applications. This review highlights recent advances in the application of POSS-based hybrid materials, with particular emphasis on drug delivery, photodynamic therapy and bioimaging. The design and synthesis of POSS-based materials is described, along with the current methods for controlling their chemical functionalization for biomedical applications. We summarize the advantages of using POSS for several drug delivery applications. We also describe the current progress on using POSS-based materials to improve photodynamic therapies. The use of POSS for delivery of contrast agents or as a passivating agent for nanoprobes is also summarized. We envision that POSS-based hybrid materials have great potential for a variety of biomedical applications including drug delivery, photodynamic therapy and bioimaging.

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“…The selection of the thiol-epoxy reaction is motivated by its click feature and wide usage in the construction of functional molecules and polymers [29,30]. Although this reaction has been used to prepare some organosilicon materials [31], such as silsesquioxanebased materials [32][33][34][35][36], silicone/epoxy composites [37,38], and epoxy/silanes hybrid coating [39], exploration in this area is still limited and systematical investigation is rare. Moreover, the nonconventional properties of organosilicon materials constructed by this reaction have still not been studied despite the presence of unique S→Si coordination bonds within the structures.…”

Section: Introductionmentioning

confidence: 99%

Facile Synthesis of Sulfur-Containing Functionalized Disiloxanes with Nonconventional Fluorescence by Thiol–Epoxy Click Reaction

Tang

Feng

Wang

2023

IJMS

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Herein, a series of novel sulfur-containing functionalized disiloxanes based on a low-cost and commercially available material, i.e., 1,3-bis(3-glycidoxypropyl)-1,1,3,3-tetramethyldisiloxane, and various thiol compounds were prepared by thiol–epoxy click reaction. It was found that both lithium hydroxide (LiOH) and tetrabutylammonium fluoride (TBAF) have high catalytic activity after optimizing the reaction condition, and the reaction can be carried out with high yields, excellent regioselectivity, mild reaction condition, and good tolerance of functional groups. These compounds exhibit excellent nonconventional fluorescence due to the formation of coordination bonds between Si atoms and heteroatoms (e.g., S or N) and can emit blue fluorescence upon ultraviolet (UV) irradiation. These results demonstrate that the thiol–epoxy click reaction could promisingly act as an efficient organosilicon synthetic methodology to construct various organosilicon materials with novel structures and functionality, and thus their application scope will be significantly expanded.

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Synthesis and metal complexation of dual-functionalized silsesquioxane nanoparticles by sequential thiol–epoxy click and esterification reactions

Cited by 12 publications

References 71 publications

Post-polymerization modification reactions of poly(glycidyl methacrylate)s

Post-polymerization modification reactions of poly(glycidyl methacrylate)s

Use of Polyhedral Oligomeric Silsesquioxane (POSS) in Drug Delivery, Photodynamic Therapy and Bioimaging

Facile Synthesis of Sulfur-Containing Functionalized Disiloxanes with Nonconventional Fluorescence by Thiol–Epoxy Click Reaction

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