Epoxidation, hydroxylation, acrylation and urethanation of Linum usitatissimum seed oil and its derivatives

Abstract

Epoxidation, hydroxylation, acrylation and urethanation of Linum usitatissimum seed oil and its derivativesSome preliminary studies on epoxidation, hydroxylation, acrylation and urethanation of Linum usitatissimum seed oil (LO) and its derivatives have been carried out. Epoxidation and hydroxylation were performed in situ using H 2 O 2 and acetic acid to develop epoxidized oil (LOE) and epoxy polyol (EP). EP was modified with synthetic monomers, viz. acrylonitrile (AN) and methylmethacrylate (MMA), in the presence of benzoyl peroxide in an inert environment to develop acrylic grafted epoxy polyols (AEPs). EP and AEPs were further treated with an isocyanate, resulting in the formation of plain and acrylic grafted epoxy polyurethanes (EPU and AEPUs). The mechanism of the reaction as well as the structural aspects of LO, LOE, EP, AEPs, EPU and AEPUs were investigated by 1 H-NMR and 13 C-NMR spectroscopic techniques, which also confirmed the incorporation of the acrylic monomers -AN and MMA -on the EP backbone Spectral analyses further demonstrated that, depending on its structure (substituent), each acrylic monomer follows a different grafting mechanism. Physico-chemical characterization of AEPs and AEPUs was carried out by standard laboratory methods, and thermal analyses were accomplished by TGA and DSC. Physico-mechanical characterization of AEPUs coatings further showed considerable improvement compared to the pristine (EPU) resin, due to the introduction of stiff acrylic moieties. The aforementioned studies as well as the coating characteristics of AEPU confirmed that AN and MMA have been incorporated in the EP backbone. These systems can be safely employed at up to 210-220 7C.

Bio-Renewable Sources for Synthesis of Eco-Friendly Polyurethane Adhesives—Review

“…Large quantity of plants oils are important renewable source to make soaps, surfactants, lubricants, diluents, plasticizers, inks, agrochemicals, composite materials, food industry etc. [43] [44] [45] [46]. The major components of vegetable oils are triglycerides which are esters of glycerol with three long chain fatty acids having varying composition depending on the source of oil [47].…”

Antimicrobial and Thermal Properties of Coating Systems Modified with ZnO Nanoparticle and its Hybrid Forms: (A Review)

“…the composition of their fatty acid profiles) deters them from been used directly in coating formulations hence, the need to modify the seed oils in other to create reactive functional sites. Modified polyols systems prepared through aminolysis, transestrification, hydroformylation, epoxidation, partial glyceride (PG) formation, blown oil are pathways towards creating functional sites for coating systems [8][9][10][11] . Coating systems such as polyesteramides, polyetheramides, polyesteramide-urethanes are synthesized from plant base polyol platforms as exemplified in Scheme 1 8,10 .…”

Synthesis and Characterization of Alumina filled Polyesteramide derived from Jatropha Curcas seed oil

“…Over the past few decades vegetable oils have served as a viable alternative of the petroleum 7,8,9 . The vegetable oils are triglyceride of different saturated and unsaturated fatty acids has been widely used in making different kind of polymeric resins like alkyd, polyester, epoxy, polyesteramides and many others [10][11][12] .…”