Furan based compositions and methods of making thereof

A compound selected from one of the following:

• (i) a condensed furan compound selected from the group consisting of 5,5-(ethane-11-dlyl)bis(2-pentylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-methylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-ethylfuran), 5,5′-(hexane-1,1-diyl)bis(2-pentylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-propylfuran), 5,5′-(octane-1,1-diyl)bis(2-pentylfuran), 5,5′-(2-ethylhexane-1,1-diyl)bis(2-pentylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-butylfuran), 5,5′-(decane-1,1-diyl)bis(2-pentylfuran), 5,5′-(2-ethylhexane-1,1-diyl)bis(2-hexylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-pentylfuran), 5,5′-(2-ethylhexane-1,1-diyl)bis(2-heptylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-hexylfuran), 5,5′-(dodecane-1,1-diyl)bis(2-heptylfuran), 5,5′,5″-(butane-1,1,3-triyl)tris(2-pentylfuran), 5,5′-(undecane-2,2-diyl)bis(2-pentylfuran), and 1,1,6,6-tetrakis(5-methylfuran-2-yl) hexane,
• (ii) a condensed saturated furan compound selected from the group consisting of 5,5′-(dodecane-1,1-diyl)bis(2-pentyltetrahydrofuran), 5,5′-(dodecane-1,1-diyl)bis(2-butylltetrahydrofuran), 5,5′-(dodecane-1,1-diyl)bis(2-propyltetrahydrofuran), 5,5′-(dodecane-1,1-diyl)bis(2-ethyltetrahydrofuran), 5,5′-(dodecane-1,1-diyl)bis(2-methyltetrahydrofuran), 5,5′-(dodecane-1,1-diyl)bis(2-heptyltetrahydrofuran), 5,5′-(2-ethylhexane-1,1-diyl)bis(2-pentyltetrahydrofuran), 5,5′-(ethane-1,1-diyl)bis(2-pentyltetrahydrofuran), 5,5′-(2-ethylhexane-1,1-diyl)bis(2-heptyltetrahydrofuran), 5,5′-(2-ethylhexane-1,1-diyl)bis(2-hexyltetrahydrofuran), 5,5′-(octane-1,1-diyl)bis(2-pentyltetrahydrofuran), 5,5′-(decane-1,1-diyl)bis(2-pentyltetrahydrofuran), 5,5′-(hexane-1,1-diyl)bis(2-pentyltetrahydrofuran), and 1-((2S)-5-methyltetrahydrofuran-2-yl)-1,6,6-tris(5-methyltetrahydrofuran-2-yl) hexane, or
• (iii) a condensed furan alkane compound selected from the group consisting of 6-pentylheptadecane, 10-pentylnonadecane, 8-heptylnonadecane, 10-heptylnonadecane, 10-(heptan-3-yl) nonadecane, 10-nonylnonadecane, 11-(heptan-3-yl) henicosane, 10-nonylhenicosane, 12-(heptan-3-yl)tricosane, 12-undecyltricosane, 10-methyl-12-nonylhenicosane, and 10-methyl-10-nonylnonadecane, wherein the compound has a bio-based content in the range of 20 to 100%, according to ASTM-D6866.