Synthesis 2009(12): 2019-2024  
DOI: 10.1055/s-0029-1216807
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Functionalization of Polyhedral Oligomeric Silsesquioxane (POSS) via Nucleophilic Substitution

Micha Dutkiewicza, Hieronim Maciejewskia,b, Bogdan Marciniec*a
a Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, Poland
Fax: +48(61)8291508; e-Mail: marcinb@amu.edu.pl;
b Poznan Science & Technology Park, Adam Mickiewicz University Foundation, Rubież 46, 61-612 Poznań, Poland
Further Information

Publication History

Received 29 December 2008
Publication Date:
12 May 2009 (online)

Abstract

Octakis(3-chloropropyl)octasilsesquioxane, obtained recently by a new method, has enabled a highly efficient synthesis of a whole family of cube-like T8 silsesquioxanes by nucleophilic substitution of chlorine atom with appropriate nucleophilic agents. Five functionalized silsesquioxanes, i.e., octakis[3-(methacryloyl­oxy)propyl]-, octakis(3-acetoxypropyl)-, octakis[3-(phenylamino)propyl]-, and octakis[3-(4-methylpiperazin-1-yl)propyl]octa­-silsesquioxane as well as octakis{3-[(2-hydroxyethyl)dimethyl­ammonio]propyl}octasilsesquioxane chloride were synthesized and characterized by spectroscopic methods and elemental analysis.