A Modular Approach towards Mesoporous Silica Monoliths with Organically Modified Pore Walls: Nucleophilic Addition, Olefin Metathesis, and Cycloaddition
- We have synthesized mesoporous silica (monoliths) with defined surface chemistry by means of a number of addition reactions: (i) coupling of an isocyanate to a surface-immobilized thiol, (ii) addition of an epoxide to a surface-immobilized thiol, (iii) cross-metathesis between two olefins, and (iv) Huisgen [2+3] cycloaddition of an alkyne-functionalized silica monolith with an azide. Functionalization of the mesopores was observed, but there are significant differences between individual approaches. Isocyanate and epoxide additions lead to high degrees of functionalization, whereas olefin metathesis and [2+3] cycloaddition are less effective. We further show that the efficiency of the modification is about twice as high in mesoporous silica particles than in macroscopic silica monoliths.
| Author details: | Ronald Göbel, Marcus Stoltenberg, Stefan Krehl, Christine Biolley, Regina Rothe, Bernd SchmidtORCiDGND, Peter Hesemann, Andreas TaubertORCiDGND |
|---|---|
| DOI: | https://doi.org/10.1002/ejic.201500638 |
| ISSN: | 1434-1948 |
| ISSN: | 1099-0682 |
| Title of parent work (English): | European journal of inorganic chemistry : a journal of ChemPubSoc Europe |
| Publisher: | Wiley-VCH |
| Place of publishing: | Weinheim |
| Publication type: | Article |
| Language: | English |
| Year of first publication: | 2016 |
| Publication year: | 2016 |
| Release date: | 2020/03/22 |
| Tag: | Click chemistry; Hybrid materials; Mesoporous materials; Nucleophilic addition; Surface chemistry |
| Volume: | 6 |
| Number of pages: | 12 |
| First page: | 2088 |
| Last Page: | 2099 |
| Funding institution: | Potsdam Graduate School; Deutsche Forschungsgemeinschaft (DFG) [TA571-3-1, 7-1]; University of Potsdam; Fonds der Chemischen Industrie; Max Planck Institute of Colloids and Interfaces (Colloid Chemistry Department) |
| Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer review: | Referiert |
