Synthesis of oligomeric silsesquioxanes functionalized with (β-carboxyl) ester groups and their use as modifiers of epoxy networks

被引:30
|
作者
dell'Erba, Ignacio E.
Williams, Roberto J. J.
机构
[1] Univ Mar del Plata, Inst Mat Sci & Technol, RA-7600 Mar Del Plata, Argentina
[2] Consejo Nacl Invest Cient & Tecn, RA-7600 Mar Del Plata, Argentina
关键词
silsesquioxanes; poly(silsesquioxanes); COOH-functionalized silsesquioxanes; epoxy-acid reaction; epoxy networks;
D O I
10.1016/j.eurpolymj.2007.04.017
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A silsesquioxane functionalized with (beta-carboxyl)ester groups was synthesized by reacting a silsesquioxane functionalized with secondary hydroxyls with a stoichiometric amount of an acid anhydride. The reaction could be carried out to completion as shown by FTIR spectra and SEC chromatograms. The carboxyl-functionalized silsesquioxane was composed of polyhedra with 8-11 Si atoms, containing two (beta-carboxyl)ester groups per organic branch (from 16 to 22 carboxyl groups per molecule). It was a stable glassy product at room temperature and could be dissolved in a variety of organic solvents. It was used as a modifier of epoxy networks based on diglycidylether of bisphenol A (DGEBA) cured with 4-(dimethylamino)pyridine (DMAP). A complete reaction of epoxy groups was observed in a higher temperature range than in the formulation devoid of the functionalized silsesquioxane. This was explained by the reversible complexation of the tertiary amine with (beta-carboxyl) ester groups. The addition of the silsesquioxane produced a decrease in the crosslink density explained by the presence of transesterification and chain transfer reactions, and a maximum in the elastic modulus measured at room temperature, explained by a combination of variations of cohesive energy density and the magnitude of beta-relaxations. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2759 / 2767
页数:9
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