IP Library Granted Patent US 10,450,333
Granted Patent B2
US 10,450,333 · App. 16/276,907 · Granted Oct 22, 2019

Guanidine-functionalized particles and methods of making and using

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Quick Facts
Patent No.
US 10,450,333
App. No.
16/276,907
Granted
Oct 22, 2019
Kind
B2
Abstract

Guanidine-functionalized particles and methods of making and using such particles.

Claims (34)

1. A guanidine-functionalized silica gel particle, comprising:

a silica gel particle comprising at least one ligand comprising a guanidine group, the ligand comprising the formula —O n Si—S m -G,

where —O is an oxygen atom that is covalently bonded to the surface of the silica gel particle,

n is 1, 2 or 3,

S is a spacer group comprising a backbone with m atoms,

m is 2-16, inclusive,

G is a guanidine group of the formula NH—C(NH)—NH 2 ,

wherein the guanidine group is charged and comprises an associated counterion and wherein the counterion does not comprise a halogen,

and wherein the silica gel particle comprises a particle size of about 25-100 microns and a pore size of about 60-2000 Angstroms.

2. The particle of claim 1 wherein all m atoms of the backbone of the spacer group S are carbon atoms.

3. The particle of claim 2 wherein m=3.

4. The particle of claim 1 wherein the spacer group S comprises a secondary amine.

5. The particle of claim 1 wherein the guanidine group is the reaction product of a primary amine and O-methylisourea hemisulfate.

6. The particle of claim 1 wherein the ligand is the reaction product of one or more hydroxyl groups of the silica particle with one or more reactive groups of a silane coupling agent moiety of the ligand.

7. The particle of claim 1 wherein the counterion that is associated with the guanidine group is a sulfate ion.

8. The particle of claim 1 wherein the counterion that is associated with the guanidine group is a bisulfate ion.

9. The particle of claim 1 wherein the counterion that is associated with the guanidine group is a hydroxide ion.

10. The particle of claim 1 wherein residual hydroxyl groups are present on the surface of the particle.

11. The particle of claim 1 wherein each ligand has only a single guanidine group.

12. The particle of claim 1 wherein the guanidine group-containing ligands are the only ligands present on the particle.

13. A fluid-purification device comprising a plurality of guanidine-functionalized silica gel particles, each guanidine-functionalized silica gel particle comprising at least one ligand comprising a guanidine group, the ligand comprising the formula —O n Si—S m -G,

where —O is an oxygen atom that is covalently bonded to the surface of the silica gel particle,

n is 1, 2 or 3,

S is a spacer group comprising a backbone with m atoms,

m is 2-16, inclusive,

G is a guanidine group of the formula NH—C(NH)—NH 2 ,

wherein the guanidine group is charged and comprises an associated counterion that does not comprise a halogen,

and wherein the guanidine-functionalized silica gel particles are entrapped within a container that is configured to accept a fluid to be purified and to allow a purified fluid to be removed therefrom.

14. The fluid-purification device of claim 13 wherein the guanidine group is the reaction product of a primary amine and O-methylisourea hemisulfate.

15. The fluid-purification device of claim 13 wherein the silica gel particles comprise a particle size of about 25-100 microns and a pore size of about 60-2000 Angstroms.

16. The fluid-purification device of claim 13 wherein the ligand is the reaction product of one or more hydroxyl groups of the silica particle with one or more reactive groups of a silane coupling agent moiety of the ligand.

17. The fluid-purification device of claim 13 wherein the counterion that is associated with the guanidine group is a sulfate ion.

18. The fluid-purification device of claim 13 wherein the counterion that is associated with the guanidine group is a bisulfate ion.

19. The fluid-purification device of claim 13 wherein the counterion that is associated with the guanidine group is a hydroxide ion.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: 3M INNOVATIVE PROPERTIES COMPANY
To: SOLVENTUM INTELLECTUAL PROPERTIES COMPANY
Reel/Frame 066430/0295 →