Effect of organic solvents on the functionalization of liquid natural rubber by iron salt-mediated chloro-nitro reaction
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https://doi.org/10.54939/1859-1043.j.mst.IPE.2024.40-49Keywords:
Functionalization; Chloro-nitro; Cl-N-LNR.Abstract
This study presents the functionalization process and the effect of organic solvents on the iron salt-mediated chloro-nitro reaction. The product obtained from the reaction is the chloro-nitro compound of liquid natural rubber (Cl-N-LNR). LNR functionalization was achieved by NO2Cl radical formed from iron(III) nitrate nonahydrate and iron(III) chloride in various organic solvents including ethyl acetate (EtOAc), tetrahydrofuran (THF), and dioxane (DOX). Fourier-transform infrared spectroscopy (FT-IR) was used to evaluate the structure of the resulting Cl-N-LNR. The degree of functionalization with the nitro group is 13÷15% mol units of Cl-N-LNR and the efficiency of the chlorine-nitration reaction is 80÷90%. Depending on the type of solvent used for the reaction, the structures of the functionalized chains received are disparate. Notably, the Cl-N-LNR is made in a THF/DOX solvent mixture that exhibited superior properties compared to the other solvents.
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