期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 68, 页码 15931-15937出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202001750
关键词
click chemistry; naphthalenediimide; organic– inorganic hybrid composites; self-assembled monolayers; surface immobilization
资金
- JSPS [19K05640]
- Iketani Science and Technology Foundation [0311089-A]
- MEXT NIMS Molecule and Material Synthesis Platform program of NIMS
- Grants-in-Aid for Scientific Research [19K05640] Funding Source: KAKEN
Surface modification of SiO2 using a catalyst-free quantitative reaction between an amine and an ethynyl-pi-extended naphthalenediimide was investigated. A post-reaction method, in which the catalyst-free reaction was performed at the surface after the formation of amino-terminated self-assembled monolayers (SAMs), resulted in dense, uniform modification of the SiO2 surface with the naphthalenediimide molecules. Both X-ray reflectivity and angle-resolved X-ray photoemission spectroscopy showed consistent results for the layer thickness and density. In contrast, a pre-reaction method, in which an amino-silane and the ethynyl-pi-extended naphthalenediimide reacted first and then formed a SAM, afforded a sparse SAM on the SiO2 surface, probably due to the steric hindrance of the naphthalenediimide moieties. The in situ decoration of the SiO2 surface by a catalyst-free quantitative reaction offers a facile route for modifying surface properties with various pi-conjugated molecules suitable for many applications.
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