Methods of forming aromatic containing compounds
Methods that include acylating an aromatic containing compound by reacting the aromatic containing compound with an anhydride containing compound to form an acylated aromatic containing compound.
1. A method comprising:
acylating a furan containing compound by reacting the furan containing compound with an anhydride containing compound comprising a six (6) to 26 carbon alkyl chain to form an acylated furan containing compound.
2. The method according to claim 1 further comprising subjecting the acylated furan compound to hydrogenation to replace the ketone functionality with a methylene.
3. The method according to claim 1 further comprising functionalizing the acylated furan containing compound with a hydrophilic moiety.
4. The method according to claim 3 , wherein the functionalization occurs via sulfonation.
5. The method according to claim 1 further comprising subjecting the acylated furan containing compound to a cycloaddition reaction.
6. The method according to claim 5 , wherein the cycloaddition is a diels-alder reaction.
7. The method according to claim 6 , wherein the cycloaddition occurs by reacting the acylated furan containing compound with ethylene (C 2 H 4 ).
8. The method according to claim 1 further comprising adding an alkyl group to the group added via acylation of the furan containing compound.
9. The method according to claim 8 , wherein the alkyl group is added to the group added via acylation before hydrogenation to replace the ketone group with a methylene group.
10. The method according to claim 9 , wherein adding the alkyl group to the group added via acylation is done by an aldol-condensation.
11. The method according to claim 3 , wherein the functionalization of the acylated furan containing compound occurs after hydrogenation of the acylated aromatic compound, or before hydrogenation of the acylated aromatic compound.
12. The method according to claim 5 , wherein the cycloaddition occurs after hydrogenation of the acylated furan compound, or before hydrogenation of the acylated aromatic compound.
13. The method according to claim 5 , wherein the cycloaddition occurs after functionalization of the acylated furan compound, or before functionalization of the acylated aromatic compound.
14. The method according to claim 1 , wherein the acylated furan containing compound has previously been functionalized with a hydrophilic moiety.
15. The method according to claim 1 , wherein the anhydride that acylates the furan containing compound is formed by reacting a fatty acid and a precursor anhydride.
16. The method according to claim 15 , wherein the reaction of the fatty acid and the precursor anhydride takes place in the same reaction vessel as does the acylation of the furan containing compound.
17. A method comprising:
acylating a furan containing compound by reacting the furan containing compound with an anhydride containing compound comprising a six (6) to 26 carbon alkyl chain to form an acylated furan containing compound;
subjecting the acylated furan containing compound to a cycloaddition reaction;
adding an alkyl group to the group added via acylation of the furan containing compound;
hydrogenating the acylated compound to replace a ketone group with a methylene group; and
functionalizing the acylated aromatic containing compound with a hydrophilic moiety.
18. The method according to claim 17 , wherein the anhydride that acylates the furan containing compound is formed by reacting a fatty acid and a precursor anhydride.
19. The method according to claim 18 , wherein the reaction of the fatty acid and the precursor anhydride takes place in the same reaction vessel as does the acylation of the furan containing compound.
20. The method according to claim 1 , wherein the furan containing compound is