Effect of butyl lactate methacrylate content on the properties of acrylic acid copolymers

Abstract

In the present work, the effect of butyl lactate methacrylate (BLM) content on the properties of acrylic acid (AA) copolymers was investigated. The BLM monomer was synthesized by reacting butyl lactate with methacrylic acid through azeotropic distillation method, which was confirmed by Mass spectrometric technique. Copolymers were synthesized by free-radical solution polymerization technique to obtain poly(BLM-co-AA). BLM monomer and copolymers were characterized by Fourier transform infrared (FTIR), 1 H-nuclear magnetic resonance ( 1 H-NMR) and proton decoupled 13 C-NMR spectroscopic techniques. The Finemann-Ross method was used to determine the reactivity ratio of AA and BLM and the values were found to be 0.79 and 0.39, respectively. The wide angle X-ray scattering (WAXS) studies exhibited that the increase in BLM content in copolymers, shifted the amorphous halo from 21.34° to 15.39° and also increased the average molecular interchain spacing (〈R〉) from 5.20 to 7.18 Å, which was calculated from 2θ values of amorphous halo of copolymers. Moisture absorption of polymers followed Fickian absorption. Depending upon the copolymer composition, relative humidity and time, the moisture absorption of copolymers can be tuned to a wide range from 11 to 35% (wt/wt). Glass transition temperature of copolymers decreased from 106 to 72.1°C with increase in BLM content. Copolymers were thermally stable up to 150°C and thereafter exhibited three-step thermal degradation in nitrogen atmosphere. Thermal stability of copolymers can be explained on the basis of 〈R〉 value.

Antimicrobials in Dentistry

“…Therefore, GICs are sensitive to moisture in the early stages of placement and can lose matrix-forming ions in the presence of excessive moisture or desiccation [92]. Different acrylic acid blends and copolymers have been reported not only imbibing anti-inflammatory [93] and antibacterial [94] effects, but can also alter the moisture sensitivity of composites [95] such as GICs. The modified GIC with a mixture of acrylic acid and EgMA resulted in the experimental GICs exhibiting physical and mechanical properties in compliance with ISO standard requirements and is not significantly different than the commercial GIC [96].…”

TG/DSC/FTIR/QMS analysis of environmentally friendly poly(citronellyl methacrylate)-co-poly(benzyl methacrylate) copolymers

“…So far, it is known to use isosorbide to obtain acetylated acrylic and methacrylic isosorbide monomers by the tandem esterification with acetic anhydride and methacrylic anhydride [19][20][21][22] or syringyl methacrylate, creosyl methacrylate [23][24][25], vanillin methacrylate [24][25][26] to prepare bio-based polymeric materials for high-temperature applications. The use of new alkyl lactate monomers (methyl, ethyl, npropyl and n-butyl lactate acrylates) to the preparation of bio-based acrylates is also known [27][28][29][30][31]. The synthesis of fatty acid-based meth(acrylate) monomers prepared in the esterification process of fatty alcohols with different chain lengths and meth(acrylic) acids or meth(acryloyl chlorides) or in the transesterification process of fatty alcohols with different chain lengths and meth(acrylates), e.g., methyl methacrylate is also described [32].…”