We explored and compared several synthetic methods of grafting silica with strong (alkyltriphenylphosphonium, tetralkylammonium, propylpyridinium and dialkylimidazolium) and weak (gamma-aminopropyl, gamma-(N-imidazolyl)propyl) anion-exchanging groups starting with commercially available chloroalkyl- and gamma-aminopropylsilanes. Structure of the intermediate and final materials was investigated by elemental analysis, titration, C-13, Si-29, P-31 MAS NMR, DRIFT, and TPD MS. The derivatives of alkyltriphenylphosphonium, propylpyridinium and dialkylimidazolium cation can be prepared with satisfactory quaternisation yields (ca. 30-100%) via the nucleophilic substitution of gamma-chloropropyl groups either in the silane or in chloropropylsilica, resulting in bonded phases with moderate densities: 0.2-1.0 group nm(-2) (onium salts) and 0.2-1.5 group nm(-2) (amines). Parallel one-pot end-capping/hydrophobization can be done if a mixture of target silane with end-capping reagent or gamma-chloropropylsilane is used. The grafted layer is highly stable at the level of Si-C bonds and decomposes at ca. 400 degrees C, while the onium functions begin to decompose at ca. 250 degrees C, lowering the thermal stability of materials. Thus, anion-exchanging silicas can be envisaged for the use as catalyst supports at moderate temperatures. (c) 2006 Elsevier Inc. All rights reserved.