Silane mixtures

Patent metadata

Field	Value
Publication number	US-9556360-B2
Application number	US-201113315078-A
Country	US
Kind code	B2
Filing date	Dec 8, 2011
Priority date	Jun 20, 2002
Publication date	Jan 31, 2017
Grant date	Jan 31, 2017

Abstract

Silanation compositions containing a mixture of two or more silanation reagents, where at least one silanation reagent includes a functional group capable of supporting polymer synthesis and at least one silanation reagent includes no functional group capable of supporting polymer synthesis are useful in modulating the active site density and hydrolytic stability of a surface. These compositions are particularly useful in silanating a surface prior to preparation of a polymer array and provide for increased hybridization results.

First claim

The invention claimed is:

1. An array of polymers on a silanated glass or polymer substrate including a silica surface thereon, wherein the silica surface has covalently attached thereto a silanation coating comprising a mixture of a first compound and a second compound, and wherein the first and second compounds are each covalently attached to the silica surface;
the first compound comprising a trialkoxy silyl group and wherein the first compound further includes a reactive functional group capable of supporting polymer synthesis selected from the group consisting of hydroxyl, amino and carboxyl, and wherein the polymers of the array are attached to the silanation coating via the active functional group of the first compound;
the first compound being selected from the group consisting of N-(3-(triethoxysilyl)-propyl)-4-hydroxybutyramide; N,N-bis(2-hydroxyethyl)-3-aminopropyltriethoxysilane; 3-((2-hydroxyethyl)methylamino)propyl-trimethoxysilane, N-(2-hydroxy-ethyl)-N,N-bis(trimethoxy-silylpropyl)-amine; 1,2-bis((2-hydroxyethyl)-(3-trimethoxysilylpropyl)aminoethane; 3-acetoxy-propyltrimethoxysilane; (trimethoxysilyloxy)-(C3-C12-alkyl)-(triethoxysilane); and 3-glycidoxypropyltriethoxysilane; and
the second compound comprising a trialkoxy silyl group and wherein the second compound does not include a reactive functional group of the first compound;
the second compound being selected from the group consisting of 1,2-bis(trimethoxysilyl)-ethane; 1,3-bis(trimethoxysilyl)propane; 1,6-bis(trimethoxysilyl)hexane; 3-(N,N-dimethyl-amino)-propyl-trimethoxysilane; and N,N-bis(3-trimethoxysilylpropyl)-methylamine;
wherein the molar ratio of the first compound to the second compound ranges from about 1 to 50 to 1 to 500;
and wherein the mixture of the first and second compounds in the silanation coating imparts increased hydrolytic stability to the coating.

2. The array of polymers according to claim 1 , wherein the first compound is N-(3-(triethoxysilyl)propyl)-4-hydroxybutyramide.

3. The array of polymers according to claim 1 , wherein the first compound is N,N-bis(2-hydroxyethyl)-3-aminopropyltriethoxysilane.

4. The array of polymers according to claim 1 , wherein the first compound is 3-((2-hydroxyethyl)methylamino)propyltrimethoxysilane.

5. The array of polymers according to claim 1 , wherein the first compound is N-(2-hydroxyethyl)-N,N-bis(trimethoxysilylpropyl)amine.

6. The array of polymers according to claim 1 , wherein the first compound is 1,2-bis((2-hydroxyethyl)(3-trimethoxysilylpropyl)aminoethane.

7. The array of polymers according to claim 1 , wherein the first compound is 3-acetoxypropyltrimethoxysilane.

8. The array of polymers according to claim 1 , wherein the first compound is (trimethoxysilyloxy)-(C3-C12-alkyl)-(triethoxysilane).

9. The array of polymers according to claim 1 , wherein the first compound is 3-glycidoxypropyltriethoxysilane.

10. The array of polymers according to claim 1 , wherein the second compound is 1,2-bis(trimethoxysilyl)ethane.

11. The array of polymers according to claim 1 , wherein the second compound is bis(trimethoxysilyl)propane.

12. The array of polymers according to claim 1 , wherein the second compound is 1,6-bis(trimethoxysilyl) hexane.

13. The array of polymers according to claim 1 , wherein the second compound is 3-(N,N-dimethylamino)propyltrimethoxysilane.

14. The array of polymers according to claim 1 , wherein the second compound is N,N-bis(3-trimethoxysilylpropyl)-methylamine.

15. The array of polymers according to claim 1 , wherein the polymers are nucleic acids.

16. The array of polymers according to claim 1 , wherein the functional group of the first compound capable of supporting polymer synthesis is protected with a protecting group before the polymers of the array are attached to the silanated substrate.

17. The array of polymers according to claim 16 , wherein the protecting group is an acid labile protecting group.

18. The array of polymers according to claim 17 , wherein the protecting group is removed before the polymers of the array are attached to the silanated substrate by activation of a photoacid generator in selected regions of the silica surface by selective application of light having a predetermined wavelength to provide an acid and exposure of the protecting group to the acid.

19. The array of polymers according to claim 1 , wherein the first compound is N-(2-hydroxyethyl)-N,N-bis(trimethoxysilylpropyl)amine and the second compound is 1,2-bis(trimethoxysilyl)ethane.

20. The array of polymers according to claim 1 , wherein the ratio of the second compound to the first compound ranges from about 50 to 1 to 100 to 1.

21. The array of polymers according to claim 20 , wherein the ratio of the second compound to the first compound is about 99 to 1.

22. The array of polymers according to claim 1 , wherein the second compound is 1,2-bis(trimethoxysilyl)ethane and the first compound is bis(2-hydroxyethyl)-3-aminopropyltriethoxy silane.

23. The array of polymers according to claim 22 , wherein the molar ratio of 1,2-bis(trimethoxysilyl)ethane to bis(2-hydroxyethyl)-3-aminopropyltriethoxysilane ranges from about 50 to 1 to 100 to 1.

24. The array of polymers according to claim 23 , wherein the molar ratio of 1,2-bis(trimethoxysilyl)ethane to bis(2-hydroxyethyl)-3-aminopropyltriethoxysilane ratio is about 99 to 1.

25. The array of polymers according to claim 1 , wherein the silanation coating does not comprise a mixture of bis(2-hydroxyethyl)-3-aminopropyltriethoxysilane and 1,2-bis(trimethoxysilyl)ethane.

26. The array of polymers according to claim 1 , wherein the silanation coating does not contain 1,2-bis(trimethoxysilyl)ethane.

27. The array of polymers of claim 1 , further comprising a hexaethylene glycol linker extending from the functional group capable of supporting polymer synthesis to the polymers of the array.

Assignees

• Mcgall Glenn H
• Kuimelis Robert G
• Affymetrix Inc

Inventors

• Mcgall Glenn H
• Kuimelis Robert G

Classifications

• C08G77/26

  nitrogen-containing groups · CPC title

• C09D183/08 Primary

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• B01J2219/00596

  Solid-phase processes · CPC title

• B01J2219/00497

  Features relating to the solid phase supports · CPC title

• B01J2219/00711

  Light-directed synthesis · CPC title