IP Library Granted Patent US 9,624,384
Granted Patent B2
US 9,624,384 · App. 14/680,689 · Granted Apr 18, 2017

Water stable antimicrobial silanol quaternary ammonium compounds

Inventors: Joseph E. Mason (Belews Creek, NC); Dennis Victor Neigel (Salisbury, NC)
Assignee: IndusCo, Ltd.
C09D5/14A01N33/12A01N55/00
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Quick Facts
Patent No.
US 9,624,384
App. No.
14/680,689
Granted
Apr 18, 2017
Kind
B2
Abstract

A method of stabilizing aqueous solutions of antimicrobial silanol quaternary ammonium compounds (SQACs) from premature polymerization where the stabilizing agent is selected from a list of antimicrobial, naturally occurring, renewable, volatile, liquid phytochemical essential oils that easily form crystal clear microemulsions when water is added to the concentrated SQAC/essential oil mixture. These non-foaming oil-in-water microemulsions have excellent long term storage stability, remain very low in viscosity and do not phase or precipitate for many months. Many essential oils found to be useful in this process are non-toxic food additives having pleasant scents, have low flammability yet are volatile enough to evaporate upon cure down of the SQAC, resulting in a higher concentration of SQAC in the cured, antimicrobial film. Economically shippable concentrations of stabilized SQACs can be further diluted with water to application concentrations without losing any stabilizing properties and remain storage stable at these lower concentrations indefinitely.

Claims (17)

1. A stabilized aqueous solution resistant to premature polymerization comprising:

a mixture formed from a 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound and an orange oil essential oil; and

a balance of demineralized water to a desired aqueous concentration.

2. The stabilized aqueous solution of claim 1 wherein the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound is between about 0.1 wt. % and about 10 wt. % of the mixture.

3. The stabilized aqueous solution of claim 1 wherein the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound is between about 0.1 wt. % and about 1 wt. % of the mixture.

4. The stabilized aqueous solution of claim 1 wherein the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound is greater than about 0.2 wt. % of the mixture.

5. The stabilized aqueous solution of claim 1 wherein the ratio of a weight of the orange oil essential oil to the weight of the the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound is greater than about 0.15.

6. The stabilized aqueous solution of claim 1 wherein the ratio of a weight of the orange oil essential oil to the weight of the the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound is between about 0.2 and about 0.5.

7. The stabilized aqueous solution of claim 1 wherein the ratio of a weight of the orange oil essential oil to the weight of the the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound is about 0.3.

8. A stabilized aqueous solution resistant to premature polymerization comprising:

a mixture formed from an effective amount of a 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound and an orange oil essential oil; and

a balance of demineralized water to a desired aqueous concentration,

wherein the mixture is formed in a reaction medium for mixing the 3-(trihydroxysilyl) propyl-N-octadecyl-N,N-dimethyl ammonium chloride compound and the orange oil essential oil before diluting with the water.

9. The stabilized aqueous solution of claim 8 wherein the reaction medium is a volatile organic reaction medium.

10. The stabilized aqueous solution of claim 9 wherein the volatile organic reaction medium is selected from a group consisting of aliphatic compounds.

11. The stabilized aqueous solution of claim 9 wherein the volatile organic reaction medium is an alcohol.

12. The stabilized aqueous solution of claim 11 wherein the alcohol is methanol.

Assignments (5)
CHANGE OF NAME Recorded Jul 28, 2020
From: INDUSCO, LTD.
To: NOVALENT, LTD.
Reel/Frame 053335/0344 →
SECURITY INTEREST Recorded Jun 29, 2017
From: INDUSCO, LTD
To: BANK OF NEW ZEALAND
Reel/Frame 042867/0730 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2017
From: NEIGEL, DENNIS VICTOR
To: INDUSCO, LTD.
Reel/Frame 041717/0749 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2017
From: NEIGEL, DENNIS VICTOR
To: INDUSCO, LTD.
Reel/Frame 041718/0062 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 8, 2015
From: MASON, JOSEPH E.; NEIGEL, DENNIS VICTOR
To: INDUSCO, INC
Reel/Frame 035850/0639 →
Continuity (1)
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