Synthesis and copolymerization reactions of p‐acryloyloxybenzoic acid with organotin monomers

Abstract

p‐Acryloyloxybenzoic acid (PAB) was prepared by the reaction of p‐hydroxybenzoic acid and acryloyl chloride in the presence of triethylamine. Triphenyltin acrylate (TPTA), triphenyltin methacrylate (TPTMA), p‐acryloyloxytriphenyltin benzoate (TPTB) and triphenyltin itaconate (TPTI) monomers were prepared by the reactions of acrylic, methacrylic, p‐acryloyloxybenzoic and itaconic acids, respectively, with triphenyltin hydroxide in the presence of dicyclohexylcarbodiimide (DCCI) as a dehydrating agent. Binary copolymerizations of PAB with TPTA, TPTMA, TPTB and TPTI were performed in dimethylformamide (DMF) using 1 mol% azobisisobutyronitrile (AIBN) as initiator at 65 °C. The structures of the monomers and copolymers were investigated by IR and 1H NMR spectrometry. The composition of the copolymers was determined by tin analysis. Copolymerization parameters for each system were calculated by both the Fineman–Ross and Kelen–Tüdös methods. The monomer reactivity ratios for the four systems studied, PAB‐TPTA, PAB‐TPTMA, PAB‐TPTB and PAB‐TPTI, were found to be r1 = 0.468, r2 = 2.096; r1 = 0.435, r2 = 2.292; r1 = 0.449, r2 = 2.225 and r1 = 0.416, r2 = 4.526, respectively. The average Q and e values for the prepared organotin monomers were calculated. Copyright © 2004 Society of Chemical Industry

Evaluation of Surface Active Properties and Voltammetric Characterizations of Some New Anionic Copolymer Surfactants

“…Sulfation of Copolymers: The typical procedure illustrated by El-Sawy et al, [24] was followed to afforded [(PSA 2 ), (PSA 4 ) and (PSA 6 )] a-c as anionic copolymeric surfactants respectively (Scheme 1). The structure of the obtained copolymers was confirmed via spectral data.…”

“…Copolymerization reactions: [23,24] The copolymers of M 1 with M 2,4 and M 6 were obtained by the solution copolymerization technique. The predetermined amounts of the monomers (M 1 and M 2,4 and M 6 ) were placed in polymerization tubes and diluted with dimethylformamide (DMF).…”

Synthesis and Evaluation of Anionic Copolymeric Surfactant as Dispersing Agent for Some Heterocyclic Azo-Dyes

“…[14,15] Oxypropenoxylation of Maleic Acid: Interaction of maleic acid, propylene oxide and triethylamine as catalyst was conducted at 60 C for about 8 hours as described by El-Sawy. [16] Copolymerization Reactions: Binary copolymers from M1 with Mm2, Mm4, Mm6, and=or Mm8 were obtained by solution polymerization in DMF (1.5 mol=l) at 65 C, in the presence of 1 mol% AIBN based on total monomer, according to the method previously described [17,18] . The predetermined amounts of the monomers (M 1 and Mm 2 , Mm 4 , Mm 6 , and=or Mm 8 ) were placed in polymerization tubes and diluted with dimethylformamide (DMF).…”

Synthesis and Evaluation of a Novel Series of Nonionic Surfactants Derived From Itaconic Acid Esters as Biodegradable Corrosion Inhibitors for Aluminum in Acidic Medium.

“…then sealed and thermo stated at 65 0 c for about 17-30hr depending on the monomer pairs and composition .The copolymer were obtained by repreciptation from petroleum ether (40-60 0 ) and finally vacuum at 60 0 c.Then the product polymer was cooled and neutralized with Sodium hydroxide solution (Azab, 2005).Scheme 1 shows the chemical structures of the synthesized compounds.…”

“…The specimens were dipped in 100ml of the corrosive solution at30 o c for a period of four hours .The experiments were carried out on triplicate specimens in the present and absence of surfactant and the average corrosion rate and inhibitor efficiency were calculated using equation (4,5) .…”