WO2022214225A1 - Antimicrobial formulations and preparation thereof - Google Patents

Antimicrobial formulations and preparation thereof Download PDF

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Publication number
WO2022214225A1
WO2022214225A1 PCT/EP2022/025139 EP2022025139W WO2022214225A1 WO 2022214225 A1 WO2022214225 A1 WO 2022214225A1 EP 2022025139 W EP2022025139 W EP 2022025139W WO 2022214225 A1 WO2022214225 A1 WO 2022214225A1
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WO
WIPO (PCT)
Prior art keywords
isopropanol
solution
acid
preparation
antimicrobial
Prior art date
Application number
PCT/EP2022/025139
Other languages
French (fr)
Inventor
Saba YOUSSEF
Falak YOUSSEF
Original Assignee
Invisi Smart Technologies UK Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GBGB2105054.7A external-priority patent/GB202105054D0/en
Priority claimed from GBGB2105055.4A external-priority patent/GB202105055D0/en
Application filed by Invisi Smart Technologies UK Ltd filed Critical Invisi Smart Technologies UK Ltd
Publication of WO2022214225A1 publication Critical patent/WO2022214225A1/en

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/16—Heavy metals; Compounds thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00—Disinfectants; Antimicrobial compounds or mixtures thereof

Definitions

  • This invention relates to antimicrobial formulations and their preparation, and which are desirably effective against all types of bacteria, viruses, fungi and yeast spores.
  • viruses can be effectively combated by the use of virucidal material.
  • virucidal formulations of particular effectiveness can be produced and these can be used to combat the spread of viral infections, when incorporated, for example by impregnation and drying, into carrier materials which are then used in the manufacture of face masks, as well as being particularly effective over a long term if applied to surfaces which can become contaminated by viruses, e.g., by being touched by an infectious person or on which aerosol particles exhaled by such a person can lodge.
  • an antimicrobial preparation which comprises preparing acidified isopropanol, dissolving peroxotitanic acid into the acidified isopropanol, and subsequently diluting the resulting solution with water to produce an aqueous alcoholic solution containing micro particles of peroxotitanic acid.
  • This may then be used to render the fabric used in a protective barrier such as a facemask to act in a virucidal manner, so reducing the spread of infection, or as a coating material on surfaces to destroy viruses which come into contact with the surface in question.
  • Acidification is preferably carried out by hydrochloric acid.
  • the peroxotitanic acid is preferably prepared by substantially the following method:
  • the T1O2 gel forms a cake, filter and wash this cake 3 times.
  • the proportions by weight of the ingredients used in the method are preferably within the following ranges, by weight: isopropanol 15% to 18%, acid 0.05 % to 0.02%, peroxotitanic acid 0.08% to 1.5%, and water 75% to 85%.
  • the liquid formulation when impregnated into a substrate incorporated into a face mask, has substantial virucidal properties.
  • the mode of operation is believed to be a photocatalytic reaction between UV light and peroxotitanic acid releasing free radicals which kill viruses and bacteria and thus the virucidal effect operates best in adequately illuminated environments.
  • it is preferred to incorporate in the formulation finely divided silver preferably via the addition of a very small proportion of silver to the formulation or by precipitation from a silver salt solution, preferably silver nitrate. Precipitation can be caused by the use of an appropriate reducing agent, for example sodium borohydride.
  • a very small quantity didecyldimethylammonium chloride which is an excellent surfactant and this aids to break down the walls of fungi and yeast spores before photocatalytic reaction between UV light and free radicals from peroxotitanic acid starts to kill pathogens.
  • the formulation process may be carried out at room temperature. What is important is to ensure that at each stage of the method the ingredients are thoroughly mixed and that mixing continues throughout the course of the hydrolysis reaction of the peroxotitanic acid and, in cases where the formulation is to include a proportion of silver, the reduction of the silver from a silver nitrate solution.
  • the preferred formulations have the following ingredients in the proportions by weight stated:
  • a method of manufacturing a virucidal cleaning or coating preparation which comprises preparing acidified isopropanol, dissolving titanium isopropoxide into the acidified isopropanol, and subsequently diluting the resulting solution with water and adding small amount of didecyldimethylammonium chloride to produce an aqueous alcoholic solution containing micro particles of titanium isopropoxide.
  • This solution can then be used as a base for an antimicrobial cleaning and decontaminating product for application to potentially contaminated surfaces by any of the usual methods such as swabbing or spraying with electrostatic gun having a specially designed micron level nozzle.
  • Acidification is preferably carried out by hydrochloric acid.
  • the proportions by weight of the ingredients used in the method are preferably within the following ranges, by weight: isopropanol 15% to 18%, acid 0.05 % to 0.02%, titanium isopropoxide 0.08% to 1.5%, and water 75% to 85%.
  • the liquid formulation dispensed in the form of a coating onto a surface has substantial an antimicrobial properties.
  • the mode of operation is believed to be a photocatalytic reaction between UV light and the titanium isopropoxide releasing free radicals which kills viruses and bacteria and thus the virucidal effect operates best in illuminated environments.
  • the formulation may include a fragrancing agent of known type.
  • a typical example of this is the commercially available fragrance called “blue clouds” which should be mixed prior to incorporation in the formulation with an appropriate solubilizer, for example polysorbate 20.
  • the formulation process may be carried out at room temperature. What is important is to ensure that at each stage of the method the ingredients are thoroughly mixed and that mixing continues throughout the course of the hydrolysis reaction of the titanium isopropoxide.
  • the preferred formulations have the following ingredients in the proportions by weight stated:
  • isopropanol 250 ml of isopropanol are placed into a suitable vessel such as a beaker and 7.5 ml of 5N hydrochloric acid added. The mixture is then stirred for ten minutes to ensure the production of a thoroughly mixed acidified isopropanol preparation. 12.5 ml of peroxotitanic acid are then added slowly with continuous mixing.
  • the mixing should be continued until the mixture appears entirely uniform (cloudy white patterns emerge as the peroxotitanic acid is added).
  • the resulting mixture is then added gradually into a container containing 730 ml of distilled water.
  • a container containing 730 ml of distilled water This can be conveniently provided in a beaker or conical flask whereafter the solution is stirred for at least one hour in order to allow the hydrolysis reaction to complete.
  • a stock solution of precipitated silver is produced first by dissolving 4gms of silver nitrate into 100ml of distilled water and 10mg of sodium borohydride are then separately dissolved in 100ml distilled water.
  • the sodium borohydride solution is then added to 700ml of distilled water and stirred to ensure even solution for two minutes, whereafter the silver nitrate solution is added slowly with stirring to the diluted sodium borohydride solution and stirring is continued for at least thirty minutes. . This produces a clear or slightly golden coloured stock solution of precipitated silver.
  • the final formulation is achieved by mixing the precipitated silver stock solution produced as just explained to the T1O2 formulation prepared as above at a ratio of 1 part silver stock solution to 4 parts titanium dioxide preparation, by volume.
  • This final formulation may be incorporated, for example by employing the customary steps of dilution, impregnation and drying, into material such as textile fabric which can then be cut to shape and incorporated in a face mask construction of known type.
  • a particularly preferred method of producing facemasks treated with the formulations according to the invention is to pass a continuous web of flexible material through a humidification chamber into which a fine aerosol of the formulation is introduced, the web then being united with others into a multilayer part-pleated assembly which is then chopped into sections. The ends of each section are then provided in known fashion with elasticated loops for holding the section against the face of a user, covering the nose and mouth with the elasticated loops engaged behind the wearer’s ears.
  • Tests have demonstrated that the virucidal effect of the titanium dioxide/silver materials is retained even after the mask made in this fashion is subject to standard washing or laundering. This long-term virucidal action is of particular value in the case of application of the formulation to surfaces such as on equipment, furniture or parts of buildings. Tests have shown that, for example when applied to tiled, plastic or painted surfaces, the virucidal properties are maintained for many months.
  • This example sets out the procedure for manufacturing a formulation where the sole antimicrobial agent is titanium isopropoxide.
  • the resulting mixture is then added gradually into a container containing 730 ml of distilled water and adding didecyldimethlammonium chloride solution prepared as above.
  • This can be conveniently provided in a beaker or conical flask whereafter the solution is stirred for at least one hour in order to allow the hydrolysis reaction to complete.
  • a mixture of 1.8ml fragrance (blue clouds) and 18ml solubilizer (polysorbate 20) were mixed and that mixture added to the diluted an antimicrobial formulation accompanied by continuous stirring in order to ensure even distribution of the fragrance.
  • the figures and details given in these examples are those for the preparation of formulations in accordance with the invention on a laboratory scale. They may of course be repeated on a considerably larger scale for volume manufacture.

Abstract

Improved virucidal preparations are described based on the use of peroxotitanic acid or titanium isopropoxide. They may be used to impregnate material for example for use in facemasks or used as cleaning or coating preparations. They have a long service life.

Description

ANTIMICROBIAL FORMULATIONS AND PREPARATION THEREOF
This invention relates to antimicrobial formulations and their preparation, and which are desirably effective against all types of bacteria, viruses, fungi and yeast spores.
Particularly with the focus on virus infections following the outbreak of the Covid-19 pandemic, much attention has been directed to the methods of reducing its spread. Although some success has been achieved by the expedients of simple mechanical barriers such as face masks, which act to trap aerosol particles which can be exhaled by those infected with the virus, as well as by reducing the chance of infection by regular and thorough hand washing, these are not always sufficient to prevent the virus spreading.
It is well known that viruses can be effectively combated by the use of virucidal material. We have now found that virucidal formulations of particular effectiveness can be produced and these can be used to combat the spread of viral infections, when incorporated, for example by impregnation and drying, into carrier materials which are then used in the manufacture of face masks, as well as being particularly effective over a long term if applied to surfaces which can become contaminated by viruses, e.g., by being touched by an infectious person or on which aerosol particles exhaled by such a person can lodge.
According to a first feature of the present invention there is provided a method of manufacturing an antimicrobial preparation which comprises preparing acidified isopropanol, dissolving peroxotitanic acid into the acidified isopropanol, and subsequently diluting the resulting solution with water to produce an aqueous alcoholic solution containing micro particles of peroxotitanic acid. This may then be used to render the fabric used in a protective barrier such as a facemask to act in a virucidal manner, so reducing the spread of infection, or as a coating material on surfaces to destroy viruses which come into contact with the surface in question.
Acidification is preferably carried out by hydrochloric acid. The peroxotitanic acid is preferably prepared by substantially the following method:
1. 50ml of TiCU Is slowly added to chilled distilled water under constant stirring on an ice bath (30minutes).
2. Once completely dissolved slowly add aqueous solution of NhUOH (30%) to form hydrated T1O2 gel.
3. Age overnight
4. The T1O2 gel forms a cake, filter and wash this cake 3 times.
5. Add distilled water so that the gel weight is 2%
6. Add H2O2 solution so that T1O2 : H2O2 ratio is 1 :2 and final concentration is 4% H2O2.
7. Constantly stir and heat solution at 70°C for 6 hours until clear peroxotitanic acid solution with T1O2 crystals are formed.
The proportions by weight of the ingredients used in the method are preferably within the following ranges, by weight: isopropanol 15% to 18%, acid 0.05 % to 0.02%, peroxotitanic acid 0.08% to 1.5%, and water 75% to 85%.
We have found that operating in this way the liquid formulation, when impregnated into a substrate incorporated into a face mask, has substantial virucidal properties. The mode of operation is believed to be a photocatalytic reaction between UV light and peroxotitanic acid releasing free radicals which kill viruses and bacteria and thus the virucidal effect operates best in adequately illuminated environments. In order to compensate for any reduced effectiveness of the formulation in low-UV environments, for example in locations not exposed to sunlight, it is preferred to incorporate in the formulation finely divided silver, preferably via the addition of a very small proportion of silver to the formulation or by precipitation from a silver salt solution, preferably silver nitrate. Precipitation can be caused by the use of an appropriate reducing agent, for example sodium borohydride. It is also desirable to add, in the case of such a formulation, a very small quantity didecyldimethylammonium chloride which is an excellent surfactant and this aids to break down the walls of fungi and yeast spores before photocatalytic reaction between UV light and free radicals from peroxotitanic acid starts to kill pathogens. The formulation process may be carried out at room temperature. What is important is to ensure that at each stage of the method the ingredients are thoroughly mixed and that mixing continues throughout the course of the hydrolysis reaction of the peroxotitanic acid and, in cases where the formulation is to include a proportion of silver, the reduction of the silver from a silver nitrate solution.
The preferred formulations have the following ingredients in the proportions by weight stated:
Ingredient CAS No:
% by weight
Isopropanol (IPA) 67-63-0 15 to 18% HC1 acid 30% w/w 7647-01-0 0.08 to 0.12% Peroxotitanic acid 20338-08-3 0.08 to 1.00% Silver nitrate 7761-88-8 0.03 to 0.06%
NaBH4 16940-66-2 0.002% DI Water 7732-18-5 84.66 to 73.63%
Didecyldimethylammonium chloride 7173-51-5 0.03 to 0.05%
It has become clear that the virus can survive on hard surfaces, which can become contaminated by the aerosol exhaled by those infected, and though the potential for spreading infection is limited in time, it is desirable to ensure that surfaces which might harbour the virus are regularly decontaminated. We have now found that virucidal formulations of particular effectiveness can be produced and these can be used to combat the spread of viral infections when used as a cleaning preparation on potentially contaminated surfaces.
According to a second feature of the present invention there is provided a method of manufacturing a virucidal cleaning or coating preparation which comprises preparing acidified isopropanol, dissolving titanium isopropoxide into the acidified isopropanol, and subsequently diluting the resulting solution with water and adding small amount of didecyldimethylammonium chloride to produce an aqueous alcoholic solution containing micro particles of titanium isopropoxide. This solution can then be used as a base for an antimicrobial cleaning and decontaminating product for application to potentially contaminated surfaces by any of the usual methods such as swabbing or spraying with electrostatic gun having a specially designed micron level nozzle.
Acidification is preferably carried out by hydrochloric acid.
The proportions by weight of the ingredients used in the method are preferably within the following ranges, by weight: isopropanol 15% to 18%, acid 0.05 % to 0.02%, titanium isopropoxide 0.08% to 1.5%, and water 75% to 85%.
Didecyldimethylammonium chloride 0.03 to 0.05%
We have found that operating in this way the liquid formulation, dispensed in the form of a coating onto a surface has substantial an antimicrobial properties. The mode of operation is believed to be a photocatalytic reaction between UV light and the titanium isopropoxide releasing free radicals which kills viruses and bacteria and thus the virucidal effect operates best in illuminated environments. If desired, the formulation may include a fragrancing agent of known type. A typical example of this is the commercially available fragrance called “blue clouds” which should be mixed prior to incorporation in the formulation with an appropriate solubilizer, for example polysorbate 20.
The formulation process may be carried out at room temperature. What is important is to ensure that at each stage of the method the ingredients are thoroughly mixed and that mixing continues throughout the course of the hydrolysis reaction of the titanium isopropoxide.
The preferred formulations have the following ingredients in the proportions by weight stated:
Ingredient CAS No: % by weight
Isopropanol (IPA) 67-63-0 15 to 18%
HC1 acid 30% w/w 7647-01-0 0.1 to 0.15% TTIP (Titanium (IV)
13463-67-7 isopropoxide) 0.08 to 1.3%
DI Water 7732-18-5 84.82 to 73.55%
Didecyldimethylammonium
7173-51-5 chloride 0.03 to 0.05%
The invention is illustrated by way of the following examples in which the amounts given are for small-scale or laboratory preparation.
Example 1
250 ml of isopropanol are placed into a suitable vessel such as a beaker and 7.5 ml of 5N hydrochloric acid added. The mixture is then stirred for ten minutes to ensure the production of a thoroughly mixed acidified isopropanol preparation. 12.5 ml of peroxotitanic acid are then added slowly with continuous mixing.
The mixing should be continued until the mixture appears entirely uniform (cloudy white patterns emerge as the peroxotitanic acid is added).
The resulting mixture is then added gradually into a container containing 730 ml of distilled water. This can be conveniently provided in a beaker or conical flask whereafter the solution is stirred for at least one hour in order to allow the hydrolysis reaction to complete.
A stock solution of precipitated silver is produced first by dissolving 4gms of silver nitrate into 100ml of distilled water and 10mg of sodium borohydride are then separately dissolved in 100ml distilled water..
The sodium borohydride solution is then added to 700ml of distilled water and stirred to ensure even solution for two minutes, whereafter the silver nitrate solution is added slowly with stirring to the diluted sodium borohydride solution and stirring is continued for at least thirty minutes. . This produces a clear or slightly golden coloured stock solution of precipitated silver.
The final formulation is achieved by mixing the precipitated silver stock solution produced as just explained to the T1O2 formulation prepared as above at a ratio of 1 part silver stock solution to 4 parts titanium dioxide preparation, by volume.
This final formulation may be incorporated, for example by employing the customary steps of dilution, impregnation and drying, into material such as textile fabric which can then be cut to shape and incorporated in a face mask construction of known type. A particularly preferred method of producing facemasks treated with the formulations according to the invention is to pass a continuous web of flexible material through a humidification chamber into which a fine aerosol of the formulation is introduced, the web then being united with others into a multilayer part-pleated assembly which is then chopped into sections. The ends of each section are then provided in known fashion with elasticated loops for holding the section against the face of a user, covering the nose and mouth with the elasticated loops engaged behind the wearer’s ears. Tests have demonstrated that the virucidal effect of the titanium dioxide/silver materials is retained even after the mask made in this fashion is subject to standard washing or laundering. This long-term virucidal action is of particular value in the case of application of the formulation to surfaces such as on equipment, furniture or parts of buildings. Tests have shown that, for example when applied to tiled, plastic or painted surfaces, the virucidal properties are maintained for many months.
Example 2
This example sets out the procedure for manufacturing a formulation where the sole antimicrobial agent is titanium isopropoxide.
250 ml of isopropanol are placed into a suitable vessel such as a beaker and
7.5 ml of 5N hydrochloric acid added. The mixture is then stirred for ten minutes to ensure the production of a thoroughly mixed acidified isopropanol preparation.
12.5 ml of titanium isopropoxide are then added slowly with continuous mixing. The mixing should be continued until the mixture appears entirely uniform (cloudy white patterns emerge as the titanium isopropoxide is added).
The resulting mixture is then added gradually into a container containing 730 ml of distilled water and adding didecyldimethlammonium chloride solution prepared as above. This can be conveniently provided in a beaker or conical flask whereafter the solution is stirred for at least one hour in order to allow the hydrolysis reaction to complete. A mixture of 1.8ml fragrance (blue clouds) and 18ml solubilizer (polysorbate 20) were mixed and that mixture added to the diluted an antimicrobial formulation accompanied by continuous stirring in order to ensure even distribution of the fragrance. The figures and details given in these examples are those for the preparation of formulations in accordance with the invention on a laboratory scale. They may of course be repeated on a considerably larger scale for volume manufacture.

Claims

Claims
1. A method of manufacturing an antimicrobial preparation which comprises preparing acidified isopropanol, dissolving peroxotitanic acid into the acidified isopropanol, and subsequently diluting the resulting solution with water to produce an aqueous alcoholic solution containing micro particles of peroxotitanic acid.
2. A method according to claim 1 wherein the isopropanol is acidified with hydrochloric acid.
3. A method according to claim 1 or 2 wherein the proportions of the ingredients used in the method are within the following ranges, by weight: isopropanol 15% to 18%, acid 0.05 % to 0.02%, peroxotitanic acid 0.08% to 1.5% water 75% to 85%.
4. A method according to any one of claims 1 to 3 wherein finely divided silver is incorporated into the solution
5. A method according to claim 4 wherein the finely divided silver is produced by way of precipitation from a soluble silver nitrate.
6. A method of manufacturing an antimicrobial cleaning or coating preparation which comprises preparing acidified isopropanol, dissolving titanium isopropoxide into the acidified isopropanol, and subsequently diluting the resulting solution with water to produce an aqueous alcoholic solution containing micro particles of titanium isopropoxide.
7. A method according to claim 6 which includes the step of incorporating a fragrance material into the solution.
8. Antimicrobial preparations made by any one of the methods of claims 1 to 7.
PCT/EP2022/025139 2021-04-08 2022-04-08 Antimicrobial formulations and preparation thereof WO2022214225A1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GBGB2105054.7A GB202105054D0 (en) 2021-04-08 2021-04-08 Virucidal formulations and preparation thereof
GB2105055.4 2021-04-08
GBGB2105055.4A GB202105055D0 (en) 2021-04-08 2021-04-08 Virucidal formulations and preparation thereof
GB2105054.7 2021-04-08

Publications (1)

Publication Number Publication Date
WO2022214225A1 true WO2022214225A1 (en) 2022-10-13

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Country Status (1)

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Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20190099510A1 (en) * 2017-09-29 2019-04-04 Shin-Etsu Chemical Co., Ltd. Deodorizing/antibacterial/antifungal agent, method of preparation thereof, and member having deodorizing/antibacterial/antifungal agent on surface

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20190099510A1 (en) * 2017-09-29 2019-04-04 Shin-Etsu Chemical Co., Ltd. Deodorizing/antibacterial/antifungal agent, method of preparation thereof, and member having deodorizing/antibacterial/antifungal agent on surface

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ZAPATA PAULA A ET AL: "Study of the photodegradation of nanocomposites containing TiO2nanoparticles dispersed in polyethylene and in poly(ethylene-co-octadecene)", POLYMER DEGRADATION AND STABILITY, BARKING, GB, vol. 109, 5 July 2014 (2014-07-05), pages 106 - 114, XP029093482, ISSN: 0141-3910, DOI: 10.1016/J.POLYMDEGRADSTAB.2014.06.020 *

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