Synthesis and characterization of novel organotin carboxylate maleimide monomers and copolymers

Abstract

Abstract. Two novel tributyltin carboxylate maleimide monomers, tributyltin(maleimido)acetate and tributyltin(4-maleimido)benzoate, were synthesized by condensation reaction of maleimidoacetic acid or 4-maleimidobenzoic acid with bis(tributyltin) oxide. Copolymerization of these monomers with styrene was carried in dioxane at 70°C using asobisisobutyronitrile as free radical initiator. The structures of monomers and copolymers were confirmed by FT-IR (Fourier Transform Infrared), 1 H and 13 C NMR (nuclear magnetic resonance) spectroscopy and elemental analysis. The copolymers were characterized by solubility and thermal analysis.

Synthesis and Characterization of Organotin Containing Copolymers: Reactivity Ratio Studies

“…The percentage of tin was calculated according to the Gilman and Rosenberg method [ 20 ], and subsequently the copolymer composition (f) was determined as shown in Table 7 . The monomers reactivity ratios and the content of the reaction mixture and the copolymer was calculated according to FR method [ 12 , 13 , 14 ] ( Table 8 ). The FR parameters for DBTM and BA ( Table 6 ) were calculated by plotting the relation between F(f-1)/f and F 2 /f.…”

“…Organotin compounds have important applications in several areas and hence they are made industrially on a large scale [ 11 ]. The organotin moiety is attached to the monomers and copolymers via O-Sn and/or N-Sn bonds [ 10 , 11 , 12 , 13 , 14 , 15 ]. Acrylic copolymers with pendant organotin moieties find widespread applications as antifouling agents, [ 10 , 16 ] wood preservatives, [ 10 ] fungicides, pesticides, mosquito larvacides, [ 10 , 17 ] heat and light stabilizers in the manufacture of poly(vinyl chloride).…”

Synthesis and characterization of furfural-functionalized poly(vinyl alcohol) cross-linked with maleimide bearing tributyltin groups

“…The acetalization degree was 25%. 4-Maleimidobenzoic acid, tributyltin (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetate and tributyltin 4- (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ben zoate were prepared according to the method described in the literature [29,30]. ]benzoate, 3 was prepared by the condensation reaction of 3,5-bismaleimidobenzoic acid with TBTO in toluene at reflux.…”

“…The IR spectra (Figure 2) revealed the absorption bands at about 1776 cm -1 attributed to the existence of DA adduct resulted from the chemical reaction between furan and maleimide groups and at 1190 cm -1 assigned to ν C-N-C from cycloadduct [24]. The strong absorption band of the >C=O stretching shifted from 1730 cm -1 (in M5) to 1710-1713 cm -1 (in M(1, 3)) due to the interaction between PVF and maleimide, and new absorption bands appeared at 1556-1589, 1460-1465, 1409 cm -1 for M(1, 3) attributed to the nonpolymeric trialkyltin carboxylate in the solid-state (ν COO asym , ν COO sym) [30].…”

Reactivity Ratios for Organotin Copolymer Systems

“…Moreover, organotin compounds have important applications in several areas and hence they are made industrially on a large scale. The organotin moiety is attached to the monomers and copolymers via O-Sn and/or N-Sn bonds [ 2 , 10 , 11 , 12 , 13 , 14 , 15 ]. Acrylic copolymers with pendant organotin moieties find widespread applications as antifouling agents, wood preservatives, fungicides, pesticides, mosquito larvacides, heat and light stabilizers in the manufacture of poly(vinyl chloride) and biological activities against various species [ 2 , 16 , 17 , 18 ].…”