Water-stabilized antimicrobial organosilane products, compositions, and methods for using the same

• US 7,732,395 B2
• Filed: 12/14/2009
• Issued: 06/08/2010
• Est. Priority Date: 03/02/2006
• Status: Active Grant

• Current Assignee: Vitec Microgenix Limited
• Original Assignee: Vitec Speciality Chemicals Limited
• Inventors: Moses, Timothy C., McMahon, Robert
• Primary Examiner(s): Boyer; Charles I
• Application Number:
  US12/637,314
• Publication Number:
  US 20100093666A1
• Time in Patent Office: 176 Days
• Field of Search: 510/199, 510/218, 510/238, 510/245, 510/247, 510/253, 510/362, 510/384, 510/432, 510/466, 510/504
• US Class Current: 510/384
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/22 containing ingredients stabilising the active ingredients
• CPC Class Codes: A01N 25/30 characterised by the surfactants
• CPC Class Codes: A01N 31/02 Acyclic compounds
• CPC Class Codes: A01N 33/12 Quaternary ammonium compounds
• CPC Class Codes: A01N 55/00 Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing organo-phosphorus compounds A01N57/00
• CPC Class Codes: D06M 13/463 derived from monoamines
• CPC Class Codes: D06M 13/513 with at least one carbon-silicon bond
• CPC Class Codes: D06M 16/00 Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic

Abstract

The present invention relates to water-stable compositions and compounds formed by mixing an organosilane, optionally having a non-hydrolyzable organic group, but having one or more hydrolyzable groups, and an acidified stabilizing solution prepared from at least one acid, at least one glycol ether, and at least one cationic surfactant, preferably at least one quaternary ammonium salt (QAS), in water. The present invention also relates to methods of treating a substrate by mixing or contacting the substrate with the product, compound, or composition of this invention for a period of time sufficient for treatment of the substrate, methods of antimicrobially treating a food article, methods of antimicrobially coating a fluid container, methods of dyeing and treating a substrate, and methods of antimicrobially coating a latex medical article. The invention also pertains to a treated substrate having adhered thereto the product, compound, or composition of this invention.

Claims

1. A composition comprising:

a) an organosilane of the formula R_nSiX_4-n, where n is an integer from 0 to 3, each R is, independently, a non-hydrolyzable organic group, and each X is, independently, a hydrolyzable group; and

b) an acid stabilizing solution comprising;

i) at least one inorganic acid;

ii) at least one glycol ether comprising diethylene glycol butyl ether, and

iii) at least one cationic surfactant in water, wherein the cationic surfactant is a quaternary ammonium salt having the following structure;

2. The composition according to claim 1, wherein X is hydroxyl, alkoxy, acetoxy, unsubstituted or substituted acyl, or a halogen.

3. The composition according to claim 1, wherein the acidic stabilizing solution comprises exactly one inorganic acid, exactly one glycol ether being diethylene glycol butyl ether, and exactly one cationic surfactant in water.

4. The composition according to claim 1, wherein the inorganic acid is a mineral acid.

5. The composition according to claim 4, wherein the mineral acid is hydrochloric acid.

6. The composition according to claim 1, wherein at least one of R³⁸, R³⁹, R⁴⁰, or R⁴¹ is an alkyl.

7. The composition according to claim 6, wherein the quaternary ammonium salt is an N-alkyl-N,N-Dimethyl-N-Benzyl ammonium chloride.

8. The composition according to claim 1, wherein the pH of the acidic stabilizing solution is between about 2 and about 3.

9. The composition according to claim 8, wherein the pH of the acidic stabilizing solution is about 2.5.

10. The composition according to claim 1, wherein the organosilane comprises from about 0.1 wt % to about 50 wt % of the composition.

11. A method for producing an antimicrobial organosilane composition, comprising:

a) mixing at least one quaternary ammonium salt with at least one glycol ether and water to produce a solution;

b) adding at least one inorganic acid to the solution to acidify the solution; and

c) adding the solution to the organosilane, the organosilane being of the formula R_nSiX_4-n, where n is an integer from 0 to 3, each R is, independently, a non-hydrolyzable organic group, and each X is, independently, a hydrolyzable group;

wherein at least one glycol ether is diethylene glycol butyl ether; and

wherein the quaternary ammonium salt has the following structure;

12. The method according to claim 11, wherein X is hydroxyl, alkoxy, acetoxy, unsubstituted or substituted acyl, or a halogen.

13. The method according to claim 11, wherein at least one of R³⁸, R³⁹, R⁴⁰, or R⁴¹ is an alkyl.

14. The method according to claim 11, comprising:

a) mixing exactly one quaternary ammonium salt with a glycol ether and water to produce a solution; and

b) adding exactly one acid to the solution to acidify the solution.

15. The method according to claim 11, wherein the pH of the solution after acidifying the solution is between about 2 and about 3.

16. The method according to claim 11, wherein the at least one quaternary ammonium salt comprises about 0.1 wt % to about 5 wt % of the solution.

17. The method according to claim 11, wherein the at least one glycol ether comprises about 5 wt % to about 20 wt % of the solution.

18. A composition formed by mixing the following components a) and b):

a) an organosilane of the formula R_nSiX_4-n, where n is an integer from 0 to 3, each R is, independently, a non-hydrolyzable organic group, and each X is, independently, a hydrolyzable group; and

b) an acid stabilizing solution comprising;

i) at least one inorganic acid;

ii) at least one glycol ether comprising diethylene glycol butyl ether, and

iii) at least one cationic surfactant in water, wherein the cationic surfactant is a quaternary ammonium salt having the following structure;

19. The composition according to claim 18, wherein X is hydroxyl, alkoxy, acetoxy, unsubstituted or substituted acyl, or a halogen.

20. The composition according to claim 18, wherein at least one of R³⁸, R³⁹, R⁴⁰, or R⁴¹ is an alkyl.