Methods for the purification of cucurbituril

Patent metadata

Field	Value
Publication number	US-9227980-B2
Application number	US-201013518661-A
Country	US
Kind code	B2
Filing date	Dec 23, 2010
Priority date	Dec 23, 2009
Publication date	Jan 5, 2016
Grant date	Jan 5, 2016

Abstract

A method for purifying a cucurbituril from a mixture. The method includes the step of forming a complex between the cucurbituril and a cucurbituril guest. The complex has altered physical and/or chemical properties to the cucurbituril which allow the complex to be separated from at least one other component of the mixture. The mixture includes the cucurbituril, the other component and a solvent.

First claim

The invention claimed is:

1. A method for the purifying a cucurbituril from a mixture, the method comprising the steps of:
providing a mixture comprising the cucurbituril and at least one other component in a solvent;
introducing to the mixture a cucurbituril guest or guests, thereby to form a guest-host complex between the guest or guests and the cucurbituril;
separating the guest-host complex from at least one component of the mixture thereby to purify the cucurbituril from the other component,
wherein the cucurbituril guest or guests comprises a cationic organic nitrogen heterocycle, and the other component is another cucurbituril.

2. The method of claim 1 , wherein the cucurbituril is cucurbit[7]uril.

3. The method of claim 1 , wherein the other component is cucurbit[5]uril.

4. The method of claim 1 , wherein the cucurbituril is cucurbit[6]uril or cucurbit[8]uril.

5. The method of claim 4 , wherein
the other component is cucurbit[8]uril, where the cucurbituril is cucurbit[6]uril, or
the other component is cucurbit[6]uril, where the cucurbituril is cucurbit[8]uril.

6. The method of claim 1 , wherein the separating step includes a step of ion exchange.

7. The method of claim 6 , wherein the cationic organic nitrogen heterocycle comprises a group selected from the list consisting of:
imidazolium moiety;
pyridinium moiety;
quinolinium moiety;
pyrimidinium moiety;
pyrrolium moiety; and
quaternary pyrrolidine moiety.

8. The method of claim 7 , wherein the cationic organic nitrogen heterocycle comprises an imidazolium moiety.

9. The method of claim 8 , wherein the cucurbituril guest or guests is a 1-alkyl-3-alkylimidazolium salt, wherein each alkyl group is independently optionally substituted.

10. The method of claim 8 , wherein the cucurbituril guest or guests is a 1-alkyl-3-methylimidazolium salt, wherein the 1-alkyl group is independently optionally substituted.

11. The method of claim 8 , wherein the cacurbituril guest or guests is a 1-ethyl-3-methylimidazolium salt, a 1-butyl-3-methylimidazolium salt, or a 1-naphthalenylmethyl-3-methylimidazolium salt.

12. The method of claim 1 wherein the mixture is an aqueous mixture.

13. The method of claim 1 further comprising the step of decomplexing the separated guest-host complex, and purifying the cucurbituril from the cucurbituril guest or guests.

Assignees

• Scherman Oren Alexander
• Jiao Dezhi
• Zhao Nan
• Cambridge Entpr Ltd

Inventors

• Scherman Oren Alexander
• Jiao Dezhi
• Zhao Nan

Classifications

• C07D487/22 Primary

  in which the condensed system contains four or more hetero rings · CPC title