Substrates and compounds bonded thereto

• US 20070065490A1
• Filed: 12/28/2004
• Published: 03/22/2007
• Est. Priority Date: 12/30/2003
• Status: Abandoned Application

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Young, James, Kipke, Cary, Geahigan, Karen, Schaberg, Mark, Lakshmi, Brinda
• Application Number:
  US10/596,925
• Publication Number:
  US 20070065490A1
• Time in Patent Office: Days
• US Class Current: 424/443
• CPC Class Codes: G01N 33/54353 with ligand attached to the carrier via a chemical coupling agent coatings G01N33/54393

Abstract

Immobilization substrates and tethering compounds compatible with such substrates are described. In one aspect, the invention provides an article comprising: a substrate having a first surface and a second surface; a triazine tethering group affixed to the first surface of the substrate, the triazine tethering group comprising a reaction product of a functional group on the first surface of the substrate with a triazine tethering compound. A method of immobilizing a nucleophile-containing material to a substrate is also described.

Claims

1. An article comprising:

a substrate having a first surface and a second surface;

a triazine tethering group affixed to the first surface of the substrate, the triazine tethering group comprising a reaction product of a functional group on the first surface of the substrate with a triazine tethering compound.

2. The article according to claim 1 wherein the first surface of the substrate comprises diamond-like glass.

3. The article according to claim 2 wherein the diamond-like glass is on a thermally induced phase separated membrane.

4. The article according to claim 3 wherein the thermally induced phase separated membrane comprises a material selected from the group consisting of high density polyethylene, polypropylene, polyvinylidenefluoride, polyethylene-vinyl alcohol copolymer and combinations of two or more of the foregoing.

5. The article according to claim 2 wherein the diamond-like glass is on glass.

6. The article according to claim 1 wherein the first surface of the substrate comprises polyethylene.

7. The article according to claim 6 wherein the polyethylene comprises aminomethylated polyethylene beads.

8. The article according to claim 1 wherein the first surface of the substrate comprises a blown melt fiber membrane comprising material selected from polyester, polypropylene, polyethylene and combinations of two or more of the foregoing.

9. The article according to claim 1 wherein the first surface of the substrate comprises aminomethylated styrene divinylbenzene beads incorporated in a polytetrafluoroethylene membrane.

10. The article according to claim 1, wherein the first surface of the substrate is a metal or a metal oxide selected from the group consisting of gold, silver, titanium, platinum, palladium, aluminum, copper, chromium, iron, cobalt, nickel, zinc, stainless steel, indium tin oxide, and combinations of two or more of the foregoing.

11. The article according to claim 10, wherein the substrate further comprises a support layer supporting the metal.

12. The article according to claim 11, wherein the support layer comprises a polymer.

13. The article according to claim 10, wherein the support layer comprises silicon.

14. The article according to claim 13 further comprising a tie layer between the silicon and the metal.

15. The article according to claim 1 wherein the triazine tethering compound comprises a structure according to Formula I

Wherein X, Y and Z may be the same or different and are radicals or organic or inorganic moieties capable of bonding with a nucleophile-containing material.

16. The article according to claim 15 wherein X, Y, and Z are chlorine.

17. The article according to claim 1 wherein the triazine tethering compound comprises a first triazine moiety and at least one of a monofunctional, difunctional or multifunctional moiety affixed to the first triazine moiety, the tethering group capable of bonding with a nucleophile-containing material.

18. The article according to claim 17 wherein the monofunctional moiety is selected from the group consisting of monofunctional organic alcohols, amines, mercaptans and combinations of two or more of the foregoing.

19. The article according to claim 17 wherein the difunctional moiety is bonded to the first triazine moiety and to a second triazine moiety, the difunctional moiety forming a linking group between the first and second triazine moieties.

20. The article according to claim 19 wherein the difunctional moiety is selected from the group consisting of 4,7,10-trioxa-1,13-tridecanediamine, 1,6-hexanediamine, methyl-oxirane, p-phenylenediamine, 2-aminoethanol, 4,4-thiobisbenzenethiol, dimethyl-1,6-hexanediamine and combinations of two or more of the foregoing.

21. The article according to claim 19 wherein the multifunctional moiety is bonded to the first triazine moiety and to one or more additional triazine moieties, the multifunctional moiety forming a linking group between the first triazine moiety and the one or more additional triazine moieties.

22. The article according to claim 21 wherein the multifunctional moiety is selected from the group consisting of hydrolyzed poly 2-ethyl-2-oxazoline, Bis(hexamethylene)triamine, polyethylenimine, hydroxy substituted esters of polymethacrylates, hydroxy substituted esters of polyacrylates, polyvinyl alcohol and combinations of two or more of the foregoing.

23. A method of immobilizing a nucleophile-containing material to a substrate, the method comprising:

Selecting a triazine tethering compound;

Providing a substrate having a complementary functional group capable of reacting with the triazine tethering compound;

Preparing a substrate-attached triazine tethering group by reacting the triazine tethering compound with the complementary functional group on the substrate resulting in an ionic bond, covalent bond, or combinations thereof; and

Reacting the substrate-attached triazine tethering group with a nucleophile-containing material to tether the nucleophile-containing material to the substrate.

24. The method according to claim 23 wherein the triazine tethering compound is a compound according to Formula I

Wherein X, Y and Z may be the same or different and are radicals or organic or inorganic moieties capable of bonding with a nucleophile-containing material.

25. The method according to claim 24 wherein reacting the triazine tethering compound with the complementary functional group on the substrate comprises reacting at least one of X, Y or Z of a compound of Formula I with the complementary functional group to provide a substrate-attached triazine tethering group.

26. The method according to claim 25 wherein reacting the substrate-attached triazine tethering group with a nucleophile-containing material comprises reacting at least one unreacted group X, Y or Z of the substrate-attached tethering group with a nucleophile-containing material to tether the nucleophile-containing material to the substrate.

27. The method of claim 23, wherein the nucleophile-containing material is an amine-containing analyte, an amino acid, peptide, DNA, RNA, protein, enzyme, organelle, immunoglobulin, or fragment thereof.

28. The method of claim 23, wherein the nucleophile-containing material is an amine-containing material.

29. The method of claim 28, wherein the amine-containing material is an antigen and the antigen is further bound to an antibody.

30. The method of claim 28, wherein the amine-containing material is an immunoglobulin.

31. The method of claim 28, wherein the amine-containing material is further bound to a bacterium.

32. The method of claim 31, wherein the bacterium is selected from the group consisting of gram positive bacteria, gram negative bacteria, and combinations of the foregoing.

33. The method of claim 31, wherein the bacterium is Staphylococcus aureus

34. The method according to claim 23 further comprising reacting the substrate-attached triazine tethering group with a monofunctional, difunctional and/or multifunctional moiety, the monofunctional, difunctional or multifunctional moiety capable of bonding with the nucleophile-containing material to tether the nucleophile-containing material to the substrate.

35. The method according to claim 34 wherein the monofunctional moiety is selected from the group consisting of monofunctional organic alcohols, amines, mercaptans and combinations of two or more of the foregoing.

36. The method according to claim 34 wherein the difunctional moiety is selected from the group consisting of 4,7,10-trioxa-1,13-tridecane diamine, 1,6-hexanediamine, methyl-oxirane, p-phenylenediamine, 2-aminoethanol, 4,4-thiobisbenzenethiol, dimethyl-1,6-hexanediamine and combinations of two or more of the foregoing.

37. The method according to claim 34 wherein the multifunctional moiety is selected from the group consisting of hydrolyzed poly 2-ethyl-2-oxazoline, Bis(hexamethylene)triamine, polyethylenimine, hydroxy substituted esters of polymethacrylates, hydroxy substituted esters of polyacrylates, polyvinyl alcohol and combinations of two or more of the foregoing.