IP Library Granted Patent US 9,656,976
Granted Patent B2
US 9,656,976 · App. 14/693,430 · Granted May 23, 2017

Mediator for test sensor

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Quick Facts
Patent No.
US 9,656,976
App. No.
14/693,430
Granted
May 23, 2017
Kind
B2
Abstract

A method of forming a 3-phenylimino-3H-phenothiazine or a 3-phenylimino-3H-phenoxazine mediator includes providing a first reactant including phenothiazine or phenoxazine, providing a first solvent, providing a second reactant and providing a second solvent. The first reactant, first solvent, second reactant and second solvent are combined to form a reactants solution. Sodium persulfate is added to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenothiazine or the 3-phenylimino-3H-phenoxazine mediator.

Claims (50)

1. A composition including 3-phenylimino-3H-phenothiazine mediator formed by a process comprising the acts of:

providing a first reactant including phenothiazine;

providing a first solvent in which the phenothiazine has a desired solubility therein;

providing a second reactant to assist in forming the 3-phenylimino-3H-phenothiazine mediator;

providing a second solvent in which the second reactant has a desired solubility therein;

combining the first reactant, first solvent, second reactant and second solvent to form a third reactant solution;

adding sodium persulfate to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenothiazine mediator; and

after adding the sodium persulfate, further processing the third reactant solution including the 3-phenylimino-3H-phenothiazine mediator so as to isolate the 3-phenylimino-3H-phenothiazine mediator.

2. The composition of claim 1 , wherein the first solvent includes tetrahydrofuran (THF).

3. The composition of claim 1 , wherein the second solvent includes water.

4. The composition of claim 3 , wherein the second solvent further includes sodium hydroxide.

5. The composition of claim 1 wherein combining the first reactant, first solvent, second reactant and second solvent including the acts of combining the first reactant and the first solvent to form a first reactant solution, and combining the second reactant and the second solvent to form a second reactant solution, before the first reactant solution and second reactant solution are combined together to form the third reactant solution.

6. The composition of claim 1 , wherein further processing includes generally removing the second solvent by adding acetronitrile.

7. The composition of claim 1 , wherein further processing includes generally removing the first solvent by adding ethyl acetate.

8. The composition of claim 1 , wherein the second reactant includes aniline 2,5-disulfonic acid.

9. The composition of claim 1 , wherein the further processing includes substantially removing at least the first solvent and second solvent from the second solution so as to isolate the 3-phenylimino-3H-phenothiazine mediator.

10. The composition of claim 1 , wherein the 3-phenylimino-3H-phenothiazine mediator is in the form of a salt.

11. The composition of claim 1 , wherein the 3-phenylimino-3H-phenothiazine mediator has a pH in solution of from about 5 to about 8.

12. The composition of claim 11 , wherein the 3-phenylimino-3H-phenothiazine mediator has a pH in solution of from about 5.5 to about 7.

13. The composition of claim 12 , wherein the 3-phenylimino-3H-phenothiazine mediator has a pH in solution of from about 6 to about 7.

14. The composition of claim 11 , wherein the 3-phenylimino-3H-phenothiazine mediator has a pH of from about 5.5 to about 6.

15. The composition of claim 1 , further including a neutralizing agent.

16. The composition of claim 15 , wherein the neutralizing agent is sodium hydroxide.

17. The composition of claim 15 , wherein the neutralizing agent is sodium bicarbonate.

18. The composition of claim 1 , further including a buffer.

19. A composition including 3-phenylimino-3H-phenoxazine mediator formed by a process comprising the acts of:

providing a first reactant including phenoxazine;

providing a first solvent in which the phenoxazine has a desired solubility therein;

providing a second reactant to assist in forming the 3-phenylimino-3H-phenoxazine mediator;

providing a second solvent in which the second reactant has a desired solubility therein;

combining the first reactant, first solvent, second reactant and second solvent to form a third reactant solution;

adding sodium persulfate to the reactants solution to couple the first and second reactants resulting in a reaction solution including the 3-phenylimino-3H-phenoxazine mediator; and

after adding the sodium persulfate, further processing the third reactant solution including the 3-phenylimino-3H-phenoxazine mediator so as to isolate the 3-phenylimino-3H-phenoxazine mediator.

20. The composition of claim 19 , wherein the first solvent includes tetrahydrofuran (THF).

21. The composition of claim 19 , wherein the second solvent includes water.

22. The composition of claim 21 , wherein the second solvent further includes sodium hydroxide.

23. The composition of claim 19 , wherein combining the first reactant, first solvent, second reactant and second solvent including the acts of combining the first reactant and the first solvent to form a first reactant solution, and combining the second reactant and the second solvent to form a second reactant solution, before the first reactant solution and second reactant solution are combined together to form the third reactant solution.

24. The composition of claim 19 , wherein further processing includes generally removing residual second solvent by adding acetronitrile.

25. The composition of claim 19 , wherein further processing includes generally removing the first solvent by adding ethyl acetate.

26. The composition of claim 19 , wherein the further processing includes substantially removing at least the first solvent and second solvent from the second solution so as to isolate the 3-phenylimino-3H-phenoxazine mediator.

27. The composition of claim 19 , wherein the 3-phenylimino-3H-phenoxazine mediator is in the form of a salt.

28. The composition of claim 19 , wherein the 3-phenylimino-3H-phenoxazine mediator is in the form of an acid.

29. The composition of claim 19 , wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 5 to about 8.

30. The composition of claim 29 , wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 5.5 to about 7.

31. The composition of claim 30 , wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 6 to about 7.

32. The composition of claim 29 , wherein the 3-phenylimino-3H-phenoxazine mediator has a pH in solution of from about 5.5 to about 6.

33. The composition of claim 19 , further including a neutralizing agent.

34. The composition of claim 33 , wherein the neutralizing agent is sodium hydroxide.

35. The composition of claim 33 , wherein the neutralizing agent is sodium bicarbonate.

36. The composition of claim 19 , further including a buffer.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 23, 2016
From: BAYER HEALTHCARE LLC
To: ASCENSIA DIABETES CARE HOLDINGS AG
Reel/Frame 037880/0604 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE STATE NAME PREVIOUSLY RECORDED AT REEL: 035626 FRAME: 0640. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Dec 22, 2015
From: MARFURT, KAREN L.; ARNDT, HENRY C.
To: BAYER HEALTHCARE LLC
Reel/Frame 037359/0344 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 13, 2015
From: MARFURT, KAREN L.; ARNDT, HENRY C.
To: BAYER HEALTHCARE LLC
Reel/Frame 035626/0640 →