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5‐(2‐Mercaptoethyl)‐1 H ‐tetrazole: Facile Synthesis and Application for the Preparation of Water Soluble Nanocrystals and Their Gels
Author(s) -
Voitekhovich Sergei V.,
Wolf André,
Guhrenz Chris,
Lyakhov Alexander S.,
Ivashkevich Ludmila S.,
Adam Marion,
Gaponik Nikolai,
Kaskel Stefan,
Eychmüller Alexander
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602980
Subject(s) - tetrazole , aqueous solution , nanocrystal , materials science , ligand (biochemistry) , cycloaddition , photoluminescence , inorganic chemistry , polymer chemistry , combinatorial chemistry , chemistry , organic chemistry , nanotechnology , catalysis , biochemistry , receptor , optoelectronics
A facile method for the preparation of the novel capping ligand 5‐(2‐mercaptoethyl)‐1 H ‐tetrazole for the stabilization of water‐soluble nanocrystals was developed. This effective synthetic procedure is based on the cycloaddition of sodium azide to 3,3′‐dithiobis(propionitrile) followed by the reductive cleavage of a S−S bond with triphenylphosphine. The structure of the synthesized compound was confirmed by single‐crystal X‐ray analysis. A target tetrazole was successfully applied for the direct aqueous synthesis of CdTe and Au nanocrystals. CdTe nanocrystals capped with 5‐(2‐mercaptoethyl)‐1 H ‐tetrazole were found to reveal high photoluminescence efficiencies (up to 77 %). Nanocrystals capped with this tetrazole ligand are able to build 3D structures in a metal‐ion‐assisted gelation process in aqueous solution. Critical point drying of the as‐formed hydrogels allowed the preparation of the corresponding aerogels, while preserving the mesoporous structure.