Cucurbituril-based hydrogels

Patent metadata

Field	Value
Publication number	US-11479644-B2
Application number	US-201716340835-A
Country	US
Kind code	B2
Filing date	Oct 13, 2017
Priority date	Oct 14, 2016
Publication date	Oct 25, 2022
Grant date	Oct 25, 2022

Abstract

The invention provides a polymerizable composition and a hydrogel obtained or obtainable from the polymerizable composition. The polymerizable composition comprises cucurbituril and a first monomer having a guest for the cucurbituril, wherein the total monomer concentration, Cmon, within the polymerizable composition is at least 0.5 M. The composition may be an aqueous composition.

First claim

The invention claimed is:

1. A polymerizable composition comprising cucurbituril and a first monomer having a guest for the cucurbituril, wherein the total monomer concentration, C mon , within the polymerizable composition is from 0.05 M to 2.0 M, and wherein the guest and cucurbituril have an association constant of at least 10 3 M −1 .

2. The polymerizable composition according to claim 1 which is an aqueous polymerizable composition.

3. The polymerizable composition according to claim 1 wherein the cucurbituril is a CB [8] cucurbituril.

4. The polymerizable composition according to claim 1 , wherein at least some of the cucurbituril is in complex with a guest or guests provided within the polymerizable composition.

5. The polymerizable composition according to claim 1 , further comprising a second monomer, which differs from the first monomer, for co-polymerization with the first monomer.

6. The polymerizable composition according to claim 1 , further comprising an additional monomer having a guest for the cucurbituril, which additional monomer differs from the first monomer, and the additional monomer is for co-polymerization with the first monomer.

7. The polymerizable composition according to claim 6 , wherein the guest of the additional monomer is suitable for forming a ternary complex with the cucurbituril and the guest of the first monomer.

8. The polymerizable composition according to claim 1 , further comprising a crosslinking monomer different from the first monomer, for co-polymerization with the first monomer.

9. The polymerizable composition according to claim 1 , further comprising a monomer having a detectable label, for co-polymerization with the first monomer.

10. The polymerizable composition according claim 1 , further comprising an additional polymerizable monomer different from the first monomer, and comprising a cucurbituril group within the additional polymerizable monomer, for co-polymerization with the first monomer.

11. A polymerizable composition comprising cucurbituril and a first monomer having a guest for the cucurbituril, wherein the total monomer concentration, C mon , within the polymerizable composition is at least 0.5 M, and wherein the monomers in the polymerizable composition have carbon-carbon double bonds for reaction in a polymerization reaction.

12. The polymerizable composition according to claim 2 , wherein a monomer has a solubility in water of at least 1 g/L.

13. The polymerizable composition according to claim 1 , further comprising a component for incorporation into a hydrogel.

14. A method for forming a hydrogel, the method comprising the step of polymerizing the polymerizable composition of claim 2 , wherein the hydrogel comprises a network of non-covalently linked polymers.

15. The method according to claim 14 , wherein the polymerization is a light-activated, radical polymerization performed at a temperature in the range 10 to 25° C.

16. A method for forming a polymer, the method comprising the step of polymerizing a polymerizable composition according to claim 1 .

17. The polymerizable composition according to claim 1 , further comprising
a second monomer, which differs from the first monomer, for co-polymerization with the first monomer;
a crosslinking monomer different from the first monomer, for co-polymerization with the first monomer.

18. The polymerizable composition according to claim 17 , further comprising
an additional monomer which differs from the first monomer, having a guest for the cucurbituril, for co-polymerization with the first monomer.

19. The polymerizable composition according claim 17 , further comprising an additional monomer comprising the cucurbituril as a group within the additional monomer, for co-polymerization with the first monomer.

20. A polymerizable composition comprising
cucurbituril,
a first monomer having a guest for the cucurbituril,
an additional monomer having a guest for the cucurbituril, wherein the guest of the additional monomer is suitable for forming a ternary complex with the cucurbituril and the guest of the first monomer, which additional monomer differs from the first monomer, and the additional monomer is for co-polymerization with the first monomer, and
wherein the total monomer concentration, C mon , within the polymerizable composition is from 0.05 M to 2.0 M.

21. A polymerizable composition comprising
cucurbituril,
a first monomer having a guest for the cucurbituril, and
a crosslinking monomer different from the first monomer, for co-polymerization with the first monomer wherein the total monomer concentration, C mon , within the polymerizable composition is from 0.05 M to 2.0 M.

22. The polymerizable composition according to claim 21 , further comprising
a second monomer, which differs from the first monomer, for co-polymerization with the first monomer.

23. The polymerizable composition according to claim 22 , further comprising
an additional monomer which differs from the first monomer, having a guest for the cucurbituril, for co-polymerization with the first monomer.

24. The polymerizable composition according claim 17 , further comprising an additional monomer comprising the cucurbituril as a group within the additional monomer, for co-polymerization with the first monomer.

25. The polymerizable composition of claim 1 , wherein the guest and cucurbituril have an association constant of at least 10 4 M −1 .

Assignees

• Cambridge Entpr Ltd

Inventors

• Scherman Oren
• Liu Ji

Classifications

• A61L27/26

  Mixtures of macromolecular compounds · CPC title

• A61K47/6903

  the form being semi-solid, e.g. an ointment, a gel, a hydrogel or a solidifying gel · CPC title

• A61L24/043

  Mixtures of macromolecular materials · CPC title

• C08J3/075

  Macromolecular gels · CPC title

• C08J2379/04

  Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors · CPC title