Solubility of hydrocarbon oils in alcohols (≤C6) and synthesis of difusel carbonate for degreasing

Matthew C. Davis; Patrick W. Fedick; David V. Lupton; Gregory S. Ostrom; Roxanne Quintana; Josanne-Dee Woodroffe

doi:10.1039/C9RA04220B

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Solubility of hydrocarbon oils in alcohols (≤C₆) and synthesis of difusel carbonate for degreasing†

Matthew C. Davis,

*^a Patrick W. Fedick,

^a David V. Lupton,^a Gregory S. Ostrom,^a Roxanne Quintana^a and Josanne-Dee Woodroffe^a

Author affiliations

* Corresponding authors

^a Chemistry & Materials Division, Naval Air Warfare Center, 1900 North Knox Road, China Lake, California, USA
E-mail: matthew.davis@navy.mil

Abstract

The empirical solubility of hydrocarbon fluids, polyalphaolefin (PAO) and mineral oil, in thirteen small molecular weight alcohols (C₁–C₆) was determined. Butanols, pentanols, and 1-hexanol could dissolve up to PAO-10 and mineral oil. tert-Pentanol and 1-hexanol could also dissolve high-viscosity PAO-150. The dialkyl carbonate of fusel oil (DFC) was synthesized from dimethyl carbonate in 69% yield. DFC had excellent non-polar solubility and could dissolve PAO-150 and several common industrial lubricants. The flash point of DFC was 93 °C, more than twice that of isoamyl alcohol. DFC had net heating value of 30.47 MJ kg⁻¹, nearly double that of dimethyl carbonate. However, its derived cetane number of 22.8 indicates DFC could not be used directly as diesel fuel.

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Article information

DOI: https://doi.org/10.1039/C9RA04220B
Article type: Paper
Submitted: 04 Jun 2019
Accepted: 04 Jul 2019
First published: 24 Jul 2019
This article is Open Access

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RSC Adv., 2019,9, 22891-22899

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Solubility of hydrocarbon oils in alcohols (≤C₆) and synthesis of difusel carbonate for degreasing

M. C. Davis, P. W. Fedick, D. V. Lupton, G. S. Ostrom, R. Quintana and J. Woodroffe, RSC Adv., 2019, 9, 22891 DOI: 10.1039/C9RA04220B

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