A novel approach to soluble polystyrenes functionalized by tri-n-butyltin carboxylates

Abstract

The methyl esters (5 a and 5 b) of two ω‐(para styryl)alkanoic acids, 3‐p‐styryl propionic and 5‐p‐styryl pentanoic acid, were respectively synthesized from 3‐phenyl propionic acid and 5‐phenyl pentanoic acid in four reaction steps. These esters have been submitted to radical copolymerization with styrene affording the corresponding copolymers. The methyl ester functions were subsequently converted into the tri‐n‐butyltin carboxylates using bis(tributyltin) oxide. This approach by‐passes complications of radical polymerization inhibition due to the presence of tin in the monomers. It also avoids undesired, uncontrolled early stage polymerization of styryl moieties during the hydrolysis of the methyl esters into the corresponding carboxylic acid precursors of the monomeric tin carboxylates. Finally, it reduces significantly the polymerization time. Characterizations of the tin functionalized polymers in solution and solid state by NMR, IR and thermal techniques allow us to conclude that the tin atoms are tetracoordinated.

Spectral analysis andin vitrocytotoxicity profiles of novel organotin(IV) esters of 2-maleimidopropanoic acid

“…. 2 J , 3 J, which also indicated a tetrahedral environment of Sn(IV) [34]. These results clearly recommended a tetrahedral geometry for 1 -4 [35].…”

Soluble Polystyrenes Functionalized by Triorgano[(1-oxoalkyl)oxy]stannanes (=Triorganotin Carboxylates): Synthesis, Structure, and Anion-Recognition Characteristics

“…Such soluble polystyrenes with tributyl[(1-oxoalkyl)oxy]stannane moieties were also synthesized by a novel method [15] that by-passes complications from radical polymerization inhibition due to the presence of Sn in the monomers. It involved an early radical copolymerization of w-(para-styryl)alkanoic acid methyl ester with styrene prior to stannylation, followed by the direct conversion of the methyl ester function of the corresponding copolymer to the associated tributyl-[(1-oxoalkyl)oxy]stannanes by using hexabutyldistannoxane ( bis(tributyltin) oxide; BTBTO).…”

Synthesis and characterization of novel organotin carboxylate maleimide monomers and copolymers

“…Monomer attributed to the nonpolymeric trialkyltin carboxylate in the solid state ( Figure 6) [11,[21][22][23]. A similar behaviour was found in other tin functionalized copolymers [24].…”