Industrial & Engineering Chemistry Research
Industrial & Engineering Chemistry Research
5 years ago

Efficient Synthesis, Calorimetric and Rheological Studies of Symmetrical Biobased Fatty Ethers

Efficient Synthesis, Calorimetric and Rheological Studies of Symmetrical Biobased Fatty Ethers
Christophe Len, Elisabeth Van Hecke, Jérémie Castello, Remi Nguyen, Isabelle Pezron, Denis Luart
Four linear biobased fatty ethers (di-n-dodecyl, di-n-tetradecyl, di-n-hexadecyl, and di-n-octadecyl ethers) have been synthesized from free fatty alcohols according to a green and simple efficient method. Their melting temperatures, Tm, were studied by using the differential scanning calorimetry (DSC) technique. Ethers showed higher Tm (28–62 °C) than their corresponding alcohols, but the temperature difference between one ether and its alcohol rapidly decreases as the carbon number in the molecules increases. Melting enthalpy, ΔHm, of an ether was approximately twice the ΔHm of its corresponding alkanol. Flow properties were also studied between Tm and 100 °C. Ethers behaved as Newtonian liquids with viscosities from 1.8 to 20 mPa·s. Below 80 and 65 °C, respectively, di-n-dodecyl and di-n-tetradecyl ethers showed lower viscosity than their corresponding alcohol. The temperature–viscosity curves were fitted with an Arrhenius-type relationship. Flow activation energies were significantly lower for the ethers than for the alcohols: around 20 and 28 kJ/mol, respectively.

Publisher URL: http://dx.doi.org/10.1021/acs.iecr.7b01860

DOI: 10.1021/acs.iecr.7b01860

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