PL214531B1 - Disinfectant containing ionic liquids dialkylmethylammonium dodecylbenzensulfonates and process for the preparation of this agent - Google Patents

Description

(21) Filing Number: 391956 (51) Int.Cl.

C11D 1/62 (2006.01) C11D 3/48 (2006.01)

Patent Office of the Republic of Poland (22) Date of filing: July 26, 2010 (54)

Disinfectant

(73) The right holder of the patent: POZNAŃ UNIVERSITY OF TECHNOLOGY, Poznań, PL (43) Application was announced: 30.01.2012 BUP 03/12 (72) Inventor (s): JULIUSZ PERNAK, Poznań, PL MARIUSZ KOT, Poznań, PL (45) The grant of the patent was announced: 30.08.2013 WUP 08/13 (74) Representative: item. stalemate. Barbara Urbańska-Łuczak

PL 214 531 B1

Description of the invention

The subject of the invention is a disinfectant that can be used to disinfect surfaces made of various types of materials.

Quaternary ammonium salts have bactericidal and fungicidal properties due to the positively charged nitrogen atom in the molecule. The strength of the biocidal action is closely related to the length of the carbon chains at the nitrogen atom. Stronger agents with a bactericidal effect, i.e. irreversibly damaging cells and acting on a wide spectrum of microorganisms (gram-positive and gram-negative bacteria, yeast and mold fungi), have chains of 4-18 carbon atoms in the molecule.

The germicide content of commercial disinfectant compositions is very low. This forces the use of compounds with very strong effects, and often aggressive towards the skin. They very often cause skin irritation and sensitization as well as strong degreasing, leading to the degradation of the epidermis structure. The skin tissue in the aquatic environment becomes soft and spongy, and in the absence of contact with water, it hardens and breaks easily. In order to protect the epidermis against the adverse effects of active substances, glycerin of vegetable origin is included in the composition of the disinfectant, which moisturizes the skin, leaving its surface delicate and elastic.

The essence of the invention is a disinfectant, which is a solution of an active agent, which is a protic ionic liquid with an alkylbenzene sulfonic anion of the general formula 1, in which R is an alkyl substituent with a chain length of 4 to 18 carbon atoms, in a solvent selected from the group: water, ethanol , isopropanol, dimethylsulfoxide, the concentration being from 0.01% to 10%.

It is preferred that the composition comprises 1 to 20% vegetable glycerin.

It is also preferred that the composition has aroma substances in an amount from 0.0001 to 0.1% and colorants in an amount from 0.0001 to 0.1%.

Thanks to the use of a disinfectant, the following technical and operational effects were obtained:

• effective and quick removal of bacteria from protected surfaces, • bacteriostatic properties from 0.0001%, and biocidal properties from 0.0002% of the ionic liquid content in the product, • after using the preparation, a hydrophobic microlayer is obtained that protects against the adhesion of dirt and microorganisms, • possibility of securing fabrics and structural plastics (polyurethane sponges), • the surface acquires antistatic properties, • the texture of wood covered with a disinfectant becomes visible, • the possibility of using it on the surface of animal skin, • thanks to the specific properties of ionic liquids and the developed formulation, disinfectants can be used in the temperature range from - 50 ° C to more than 150 ° C.

Table 1 summarizes the MIC and MBC values for the dialkylmethylammonium dodecylbenzene sulfonates tested. The MIC and MBC values were determined by the serial dilution method. The MIC is the minimum concentration that inhibits the growth of microorganisms, while the MBC value is the minimum bactericidal concentration.

In order to increase the usable value, small amounts of fragrances and dyes are added to the active substance solution, allowing the assessment of the uniform application of the preparation on the protected surfaces.

The subject of the invention is a liquid disinfectant, the active agent in which the active agent is an ionic liquid of the general formula I, in which R represents an alkyl substituent with a chain length of 4 to 18 carbon atoms, intended especially for the sterilization of fabrics made of natural and synthetic fibers, as well as metal and glass surfaces. and polymer.

The agent described in the patent application is suitable for decontamination of fabrics made of natural and synthetic fibers. The fluid softens the spinning strands and gives them antistatic properties, which is particularly important when working in the vicinity of extremely flammable and explosive materials. The preparation also allows for the disinfection of surfaces made of metal, natural stone, polymers, and glass, leaving a bactericidal active layer on them for many weeks.

PL 214 531 B1

The ionic liquid of the general formula 1 used in the invention, in which R is an alkyl substituent with a chain length of 4 to 18 carbon atoms, was submitted to the UPRP under the number P-386626 entitled Protic ammonium ionic liquids with an alkylbenzene sulphonate anion and a method for producing protic ammonium ionic liquids with an alkylbenzene sulfonic anion. The entire disclosure of this invention is to be taken as a reference for the present application and is incorporated herein by reference.

The methods of preparing the disinfectant are illustrated by the following examples:

P r z k ł a d 1

Preparation containing 2% of dihexylmethylammonium dodecylbenzenesulfonate in water.

960 g of distilled water was heated to the temperature of 343K, and then 2 g of dihexylmethylammonium dodecylbenzenesulfonate were introduced. The mixture was stirred warm for 5 minutes, and after cooling to room temperature, 38 g of isopropanol was added to obtain the finished formulation. An aqueous formulation was obtained with a small amount of isopropanol as a stabilizer. Thanks to the elimination of the organic solvent, it was possible to use the preparation in confined spaces with poor ventilation and in places particularly exposed to fire (in the presence of burners, stoves and heaters).

P r z k ł a d 2

Preparation containing 0.5% dioctylmethylammonium dodecylbenzenesulfonate in ethanol.

5 g of dioctylmethylammonium dodecylbenzenesulfonate and 700 g of ethanol at a concentration of 96% were introduced into a round bottom flask equipped with a magnetic stirrer. After mixing 33, 300 cm ³ of redistilled water was added. 1000 cm ³ of a sanitizing preparation was obtained, which, after being applied to the target surface, evaporated leaving a film of ionic liquid a few nanometers thick. In addition, the carrier substance multiplies the antimicrobial effect of the ammonium ionic liquid.

P r z k ł a d 3

Preparation containing 1% of didecylmethylammonium dodecylbenzenesulfonate in ethanol with the addition of vegetable glycerin.

₃

Glycerol plant in an amount of 100 cm ³ was heated to a temperature of 303K and introduced with vigorous stirring ₃ 190 cm ³ of distilled water. Simultaneously, in a second vessel a solution of ₃ g of didecylmethylammonium dodecylbenzenesulfonate in 700 cm ^{3 of} ethanol was prepared. After mixing both ₃ solutions, 1000 cm ^{3 of the} preparation was obtained, which, in addition to the biologically active substance, contains ethanol, which increases the effectiveness of action, and glycerin, which improves the absorption of the preparation into natural fibers and the skin. When applying the preparation on the skin, in this case, the protection against drying of the epidermis, as observed for ethanol, was also achieved.

P r z k ł a d 4

Preparation containing 1% dibutylmethylammonium dodecylbenzenesulfonate in isopropanol.

990 g of isopropanol and 0.001 g of the fragrance and 0.0001 g of dye were introduced into a vessel equipped with a reflux condenser. Then 10 g of dibutylmethylammonium dodecylbenzenesulfonate was added and stirred vigorously for 3 minutes. This resulted in a highly effective disinfectant for washing water-repellent surfaces. After removing the contaminants from the protected surface, the rest of the solvent is evaporated, leaving a layer of disinfectant, which increases the penetration effect of this wedge.

P r z k ł a d 5

Preparation containing 2% of dihexylmethylammonium dodecylbenzenesulfonate in an ethanol-water solution.

g dodecylbenzenesulfonate diheksylometyloamoniowego to a vessel containing ₃ propelled by 898 cm ³ heated to a temperature of 313K distilled water. ₃ was added with vigorous stirring

100 cm ^{3 of} ethanol. It was cooled to room temperature, then 0.001 g of rhodamine B as a dye and 0.01 g of butyl acetate as a fragrance were added. The fragrance maintains the long-lasting odor of the disinfected surface, and the color of the surface is evidence of the agent's application.

PL 214 531 B1

T a b e l a 1.

MIC and BMC values for dialkylmethylammonium dodecylbenzene sulphonates.

Test strain Assessment parameter values Ionic liquid * ** *** Micrococcus luteus MIC 8 4 2 MBC 8 4 4 Staphylococcus aureus MIC 125 62 31 MBC 125 125 62 Staphylococcus epidermidis MIC 16 4 1 MBC 16 8 2 Enterococcus faecium MIC 62 31 16 MBC 62 62 31 Moraxella catarhalis MIC 16 16 8 MBC 62 31 31 Escherichia coli MIC 125 16 8 MBC 125 16 16 Bacillus subtilis MIC 16 2 1 MBC 16 2 4 Candida albicans MIC > 500 125 31 MBC > 500 125 62 Rhodetorula rubra MIC > 500 125 31 MBC > 500 250 62

* - dihexylmethylammonium dodecylbenzenesulfonate. ** - dioctylmethylammonium dodecylbenzenesulfonate. *** - didecylmethylammonium dodecylbenzene sulphonate.

Claims (4)

Patent claims A disinfectant, characterized in that it is a solution of the active agent, which is a protic ionic liquid with an alkylbenzene sulfonic anion of the general formula I, in which R is an alkyl substituent with a chain length of 4 to 18 carbon atoms, in a solvent selected from the group: water, ethanol, isopropanol, dimethylsulfoxide, the concentration being from 0.01% to 10%. 2. Disinfectant according to claim 1, The method of claim 1, further comprising from 1 to 20% of vegetable glycerin. 3. The disinfectant according to claim 1, The method of claim 1, additionally containing fragrances in an amount from 0.0001 to 0.1%. 4. The disinfectant according to claim 1, The process of claim 1, further comprising coloring substances in an amount from 0.0001 to 0.1%.