Renewable diamondoid fuels
US-9758737-B1 · Sep 12, 2017 · US
US11097995B1 · US · B1
| Field | Value |
|---|---|
| Publication number | US-11097995-B1 |
| Application number | US-202016876338-A |
| Country | US |
| Kind code | B1 |
| Filing date | May 18, 2020 |
| Priority date | Jul 29, 2019 |
| Publication date | Aug 24, 2021 |
| Grant date | Aug 24, 2021 |
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A method of making fuel including adding alcohol to a reactor with a zinc dihalide salt and heating the reactor to reflux, thereby forming a mixture. Water is removed from the mixture using azeotropic distillation. The mixture is distilled, thereby forming oligo(alkenes)n and residual alcohol. The oligo(alkenes)n are distilled using fractionation, thereby forming a first, a second, a third fraction, and removing the residual alcohol. The first fraction includes oligo(alkenes)n with n ranging from 2 to 4, the second fraction includes oligo(alkenes)n with n ranging from 4 to 8, and the third fraction includes oligo(alkenes)n with n ranging from 8 to 12. The first, second, and third fractions are hydrogenated, thereby forming oligo(alkanes)n. The first fraction includes oligo(alkanes)n with n ranging from 2 to 4, the second fraction includes oligo(alkanes)n with n ranging from 4 to 8, and the third fraction includes oligo(alkanes)n with n ranging from 8 to 12.
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What is claimed is: 1. A method of making a fuel comprising oligo(alkanes) n , comprising: adding an alcohol to a reactor with a zinc dihalide salt and heating the reactor to reflux, thereby forming a mixture comprising water and oligo(alkenes) n ; removing water from the mixture using azeotropic distillation to obtain a water-lean mixture; distilling the water-lean mixture, thereby forming a stream comprising oligo(alkenes) n and residual alcohol, wherein n ranges from 2 to 12; distilling the stream comprising oligo(alkenes) n and the residual alcohol with fractionation, thereby forming a first fraction, a second fraction, a third fraction, and removing the residual alcohol, wherein: the first fraction includes oligo(alkenes) n with n ranging from 2 to 4; the second fraction includes oligo(alkenes) n with n ranging from 4 to 8; and the third fraction includes oligo(alkenes) n with n ranging from 8 to 12; and hydrogenating the first fraction, the second fraction, and the third fraction individually, thereby forming oligo(alkanes) n , wherein: the first fraction includes oligo(alkanes) n with n ranging from 2 to 4; the second fraction includes oligo(alkanes) n with n ranging from 4 to 8; and the third fraction includes oligo(alkanes) n with n ranging from 8 to 12. 2. The method of claim 1 , wherein the alcohol is one or more aliphatic alcohols including carbons ranging from about 3 carbons to 6 carbons. 3. The method of claim 1 , wherein the hydrogenating the first, second, and third fractions of the oligo(alkenes)n includes a catalyst selected from the group consisting of Ni, Pd, Pt, Ru, or combinations thereof. 4. The method of claim 1 , wherein the hydrogenation occurs at a pressure ranging from about 40 psi to about 1000 psi. 5. The method of claim 1 , wherein the oligo(alkanes)n with n ranging from 2 to 4 form a fuel blendstock that is blended with a second fuel selected from the group consisting of JP-8, JP-5, Jet-A, Jet-A1, F-24, Diesel #2, F-76, gasoline and combinations thereof. 6. The method of claim 5 , wherein the oligo(alkanes)n with n ranging from 2 to 4 are present in the fuel blendstock in an amount ranging from about 1% v/v to about 50% v/v based on the total v/v of the fuel blendstock. 7. The method of claim 1 , wherein the oligo(alkanes)n with n ranging from 4 to 8 form a fuel blendstock that is blended with a second fuel selected from the group consisting of JP-8, JP-5, Jet-A, Jet-A1, F-24, Diesel #2, F-76, gasoline and combinations thereof. 8. The method of claim 7 , wherein the oligo(alkanes)n with n ranging from 4 to 8 are present in the fuel blendstock in an amount ranging from about 1% v/v to about 50% v/v based on the total v/v of the fuel blendstock. 9. The method of claim 1 , wherein the oligo(alkanes)n with n from 8 to 12 form a lubricant basestock that is blended with motor oil, soap thickening greases, or hydraulic fluid in an amount ranging from about 1% v/v to about 80% v/v. 10. The method of claim 1 , wherein the zinc dihalide salt is selected from the group consisting of ZnCl 2 , ZnBr 2 , ZnI 2 , Zn ditriflate, and combinations thereof. 11. The method of claim 1 , wherein the zinc dihalide salt is recovered from the mixture or the water-lean mixture and reused in a subsequent reaction to form more fuel. 12. The method of claim 1 , wherein the hydrogenation occurs at a temperature ranging from about 20° C. to about 200° C. 13. The method of claim 1 , wherein the distilling the reaction water-lean mixture produces a yield of the oligo(alkenes)n of about 25 wt %. 14. The method of claim 1 , wherein the alcohol and zinc dihalide is present in a ratio of about 1:1 to about 5:1. 15. The method of claim 1 , wherein the distilling the mixture is performed at a pressure ranging from about 0.1 torr to about 60 torr.
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