JPH10273403A - Disinfecting, deodorizing, antibacterial and antifungal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition excellent in activities as a disinfectant, a deodorant, an antibacterial agent and an antifungal agent and durability of the activities by containing a specific alkylamine compound as an effective ingredient. SOLUTION: The objective composition is obtained by containing an alkylamine compound expressed by formula I or formula II [(n) is 1-20 integer]. The composition can be used as a disinfectant for disinfecting inside of hospitals, restaurants, schools, etc., and tools used in them, a deodorizing composition for excreta from pets such as dogs, cats, etc., and humane beings and garbages or an antibacterial and antifungal composition for imparting antimicrobial and antifungal activities to thermoplastic resin moldings. For example, when it is used as a disinfectant, it is preferable to blend 0.01-10 wt.% of the above mentioned composition with 10-90 wt.% of an alcohol and the rest of water. When used as a deodorant composition, it is preferable to use 0.01-10 wt.% of the above-mentioned composition by dissolving in an alcohol, oil, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a disinfecting, deodorizing, antibacterial, and antifungal composition. In more detail, a long-lasting disinfection, deodorization, antibacterial, using a specific alkylamine compound used as a nonionic surfactant as an active ingredient.
The present invention relates to an antifungal composition.

[0002]

2. Description of the Related Art General environmental disinfectants used in hospitals, cafeterias, school rooms and other equipment used therein include TEGO amphoteric surfactants,
Examples include alcohol, formalin, and sodium hypochlorite. TEGO-based amphoteric surfactants are most frequently used, but have problems such as the emergence of resistant bacteria, and have lost their efficacy especially against methicillin-resistant Staphylococcus aureus (MRSA), which has recently become a problem. . Alcohol is one of the most widely used disinfectants, but it has a low boiling point and evaporates in a few seconds, so at least 60
It is not effective for sterilization of E. coli which requires seconds. Formalin has recently become obsolete due to its high toxicity and odor.

In order to deodorize odors caused by pets such as dogs and cats, human urine, garbage, tobacco, etc., deodorization using mechanical devices or using organic or inorganic chemicals as deodorants is widely performed. . Deodorization by mechanical devices
A method of absorbing bad smell with activated carbon, zeolite and the like and further releasing air to the outside and ventilating is mainly employed. Alcohol and chlorine-based chemicals are mainly used as deodorants for organic chemicals, and these usually include Escherichia coli, Staphylococcus epidermidis, Staphylococcus aureus, Micrococcus, urea-degrading bacteria, etc. The deodorizing effect is increased by sterilizing. Also recently, wasabiol,
Deodorizers based on plant components such as hinokiol are also on the market, but they are generally expensive, rapidly evaporate, and lack sustainability as a deodorant.

[0004] The necessity of imparting antibacterial and antifungal properties to plastic molded articles such as films, food containers, toys, stationery, daily necessities and the like has recently become particularly large. That is,
Food poisoning bacteria such as MRSA and Escherichia coli O157, salmonella bacteria, rationella bacteria, tuberculosis bacteria, hospital-acquired bacteria, resistant bacteria, etc. have recently become particularly problematic. It is becoming important to impart moldability. In order to impart antibacterial and antifungal properties to plastic molded products, phenol-based, chlor-based, imidazole-based organic germicides are used,
Many of these have problems such as toxicity and carcinogenicity. For addition to plastic molded products, 200 ° C to 280
It is necessary to withstand high temperatures of ℃ and to have lipophilicity, and no fungicide which satisfies these conditions is found at present.

[0005]

Accordingly, an object of the present invention is to provide a disinfecting composition having excellent durability for disinfecting equipment used in hospitals, cafeterias, rooms such as schools and the like. Is to do. It is a further object of the present invention to provide a deodorizing composition having excellent sustainability for use in pets such as dogs and cats, and offensive odors caused by human waste and garbage. Still another object of the present invention is an antibacterial and antifungal composition used for imparting antibacterial and antifungal properties to a thermoplastic resin molded article, which has excellent affinity for a thermoplastic resin and has an antibacterial activity and an antifungal property. An object of the present invention is to provide an antibacterial and antifungal composition which has a strong mold power and is excellent in sustaining their activity.

[0006]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies with the aim of obtaining a composition that can achieve the above-mentioned object. As a result, an alkylamine compound having one or two oxyethyl groups in the molecule has been obtained. The specific alkylamine compound conventionally used as a nonionic surfactant has excellent activity as a disinfectant, deodorant, antibacterial, and antifungal agent,
It is persistent and has various other excellent properties,
The inventors have found that the above-mentioned objects can be achieved and completed the present invention. That is, the present invention relates to formula (A) or (B)

Embedded image (In the formulas (A) and (B), n represents an integer of 1 to 20) The present invention relates to a disinfecting, deodorizing, antibacterial, and antifungal composition containing an alkylamine compound represented by the formula (1) as an active ingredient.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, an alkylamine compound represented by the formula (A) or (B) is used as an active ingredient. Such compounds have one oxyethyl group in the molecule.
One or two and are used as nonionic surfactants. On the other hand, JP-A-59-101
No. 402 discloses a general formula

Embedded image (Wherein, R represents an alkyl group having 8 to 16 carbon atoms, m and n are each 2 or more, and the sum of m and n is less than 20). Is described. However, the polyoxyethylalkylamine described in JP-A-59-101402 has a polyoxyethylene group as described above, and the alkylamine compound of the present invention having one or two oxyethyl groups. Is clearly different. Also, JP-A-59-10140
In the lower right column of page 2 of JP-A No. 2

Embedded image Wherein the compound is described as a comparative example and its antibacterial activity has not been found.

The alkylamine compound of the formula (A) or (B) of the present invention is preferably one wherein n is an integer of 8 to 16, particularly n is an integer of 10 to 18, and furthermore, n is 12,1.
Those which are 6 or 18 are preferred. As the alkylamine compound, one kind may be used alone, or two or more kinds may be used in combination. When the alkylamine compound is used for disinfection, deodorization, antibacterial and antifungal, it can be used directly as it is, or it can be used together with a commonly used carrier.

In order to use the alkylamine compound of the formula (A) or (B) as a disinfecting composition, 0.01 to 10% by weight of the alkylamine compound and 10 to 9% of the alcohol are used.
A liquid disinfecting composition obtained by mixing 0% by weight and the remaining water is preferred. By using an alcohol in combination, the alkylamine compound of the present invention exhibits a particularly excellent disinfecting effect. Examples of the alcohol include monohydric alcohols such as methanol, ethanol, propanol, and butanol.
Glycols such as methylene glycol, ethylene glycol and propylene glycol; and polyalcohols such as polyethylene glycol and polypropylene glycol. The disinfecting composition of the present invention is used in hospitals, cafeterias,
It can be usually used by spraying it in a room such as a school or in a device.

In order to use the alkylamine compound of the present invention as a deodorant composition, it is preferable to dissolve it in alcohol, oil or the like and use it as a liquid composition in order to exhibit its deodorant effect. As the alcohol, the above-mentioned monohydric alcohols, glycols, polyalcohols and the like are usually used. As the oil, a mineral oil such as liquid paraffin oil is usually used. It is usually used by dissolving an alkylamine compound in these alcohols, oils and the like, further adding water to form an aqueous solution or aqueous dispersion, and spraying these. The amount of the alkylamine compound used in the present invention is usually 0.01 to 10% by weight in the deodorizing composition.
It is the amount to be contained.

The alkylamine compound of the present invention may be used
For use as an antifungal composition, it may be used as it is,
Moreover, you may prepare and use similarly to the above-mentioned disinfection composition and deodorant composition. Further, the antibacterial and antifungal composition of the present invention,
The antibacterial and antifungal properties can be imparted to the molded product by adding to the thermoplastic resin molded product. Examples of the target thermoplastic resin include polyethylene, polypropylene, polyvinyl chloride, polystyrene, polyamide (nylon), polyester, ABS, AS, acrylic, PBT, and polyacetal resin. In order to impart antibacterial and antifungal properties to these thermoplastic resin molded articles, the alkylamine compound of the present invention is actually added to the thermoplastic resin together with the alkylamine compound to form the desired molded article. A molding method is employed. The alkylamine compound is usually used in an amount of 0.01 to 5% by weight based on the thermoplastic resin.

[0012]

The formula (A) or (B) used in the present invention
The alkylamine compound represented by the formula (1) exerts excellent effects as a disinfectant and deodorant, and also has excellent sustainability. When used in combination with alcohol or the like, the effect is further improved. In addition, the alkylamine compound is lipophilic and has heat resistance even at a high temperature of about 250 ° C. Therefore, by kneading it into a thermoplastic resin, the obtained molded article has antibacterial and antifungal properties. Can be granted. Furthermore, the alkylamine compound of the present invention is
It can be used as a preservative for cutting oil and also as a softener.

[0013]

The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the invention thereto. Example 1 (1) Preparation of disinfecting composition C ₁₂ H ₂₅ N (CH ₂ CH ₂ OH) ₂ and C ₁₆ H ₃₃ N (CH
10% by weight of a 6: 4 mixture with ₂ CH ₂ OH) ₂ , 30% by weight of polyethylene glycol and 60% by weight of water were mixed to prepare a disinfecting composition. (2) Effect on Escherichia coli: O157 Escherichia coli: O as a test strain
157 were used. After pre-culturing the test strain, it was adjusted to about 10 ⁸ CFU / ml with sterile physiological saline to prepare a test bacterial solution. The disinfecting composition prepared in (1) was diluted with sterile distilled water to adjust the concentration of the alkylamine compound to 0.05 or less.
By weight, 0.1%, and 0.5% by weight were used as test drugs, 9 ml of the test drug was added with 1 ml of the test bacterial solution, mixed quickly, and allowed to stand. After operating for 30 seconds, 1 minute and 5 minutes respectively, one platinum loop was inserted into TrypticS.
oy Agar (DIFCO), 4 at 35 ° C
Culture was performed for 8 hours. The same operation was performed for sterile physiological saline as a control to confirm the growth of the bacteria. The results are as shown in Table 1.

[0014]

[Table 1]

As is apparent from the results in Table 1, the alkylamine compound of the present invention was obtained from Escherichia coli
li: shows strong antibacterial activity against O157. Example 2 (1) Preparation of antiseptic composition An antiseptic composition was prepared by mixing 0.5 wt% of C ₁₈ H ₃₇ NH (CH ₂ CH ₂ OH), 30 wt% of ethanol and 65 wt% of water. did. (2) Effect on Escherichia coli: O157 Escherichia coli in the same manner as in (2) of Example 1.
E. coli: The effect on O157 was examined. As controls, 30% alcohol consisting of 30% by weight alcohol and 70% by weight of physiological saline and physiological saline were used. The results are as shown in Table 2.

[0016]

[Table 2]

As is clear from the results in Table 2, the alkylamine compound of the present invention exhibits an excellent antibacterial effect. Example 3 The durability of the disinfecting composition of the present invention was examined by the following method. (1) The disinfecting composition prepared in (1) of Example 2 was diluted to use a disinfecting composition containing 0.1% by weight of an alkylamine compound. (2) Experimental environment Place the mattress on the dissection table in the dissection room in the hospital.
An experimental facility was set up with a wooden frame of 0x75x110 (cm) and covered with a transparent tent made of vinyl. Volume: 1.65 m ³ , Total area: 9.05 m ² Size of private room of hospital 400 × 250 × 280 (cm) (3) MRSA bacteria used in experiment MRSA clinical strain of hospital was mixed with liquid medium and mixed into 3 cm square. 0.2 ml of the filter paper was permeated and dried to produce an experimental filter paper. One sheet was inserted into the inside of the mattress cover and the center part of the mattress, and one sheet was attached to the surface of the dissection table, and one sheet was attached to the side of the tent and the ceiling. In addition, standard filter paper (7 × 10 ⁶ strains) was prepared for each method for effect verification. (4) Sterilization method 220 ml of the disinfectant composition of the present invention was sprayed on an experimental filter paper, collected 20 minutes after spraying, and subjected to a test of the sterilization effect. At the same time, the evaluation of sterilization sustainability for seven consecutive days was also performed. (5) Method of verifying bactericidal effect The experimental filter paper was homogenized with 3 ml of sterilized saline, cultured for 24 hours in a mannitol salt medium (a staphylococcal selective separation medium) and a blood agar medium, and cultured for a standard filter paper for verification. As 3+, depending on the number of growing colonies,-, 1+, 2+,
An evaluation was attempted in four stages of 3+. (6) Result When the antiseptic composition of the present invention was sprayed on the culture result 3+ of the standard filter paper, the mattress was placed inside the cover, at the center, on the ceiling, on the side of the tent, on the dissection table, and on the dissection table. The culture result of the test filter paper was Δ in both the double-folded blanket and under the blanket. In addition, in the evaluation of continuous sterilization persistence for 7 days, the culture results of all the test filter papers were １〜 over all of 1 to 7 days.

Example 4 A deodorant composition of the present invention was prepared by the following method, and its disinfecting effect was examined. (1) Sand was put in a box of 50 cm in width, 60 cm in width and 20 cm in depth and 10 cm in thickness. Newspaper was spread over the box to make a cat litter box. 1% by weight of C ₁₈ H ₃₇ NH (CH ₂ CH ₂ OH)
A solution was prepared with 10% by weight of polyethene glycol and 10% by weight of methanol, and then mixed with 80% of water to form a liquid deodorant. A deodorant was sprayed from above the newsprint of the toilet to make the surface slightly wet. 3 after cat piss
The results obtained by measuring the odor at 0 minute, 3 hours and 24 hours with the human nose are shown in Table 3 below.

[0019]

[Table 3]

(2) Put the garbage in the cafeteria from morning to evening into a PE bag (a size of a cement bag), and at about 5 o'clock in the evening, go to a place where a considerably intense smell is generated. A deodorant was sprayed from above about 50 cc. The results were as shown in Table 4 below.

[0021]

[Table 4] _{(3) C 12 H 25 N} (CH 2 CH 2 OH) 2 and C ₁₆ H ₃₃ N
(CH ₂ CH ₂ OH) ₂ in a weight ratio of 6: 4 to 1
By weight, 15% by weight of polyethylene glycol, 30% by weight of ethanol and 54% by weight of water were mixed to prepare a deodorant composition of the present invention. Bedridden sick, 78-year-old female
Immediately after use in urinals and portable toilets, the above deodorant was sprayed and the effect was examined. The results are as shown in Table 5.

[0022]

[Table 5]

Example 5 The antibacterial and antifungal composition of the present invention was added by the following method.
A molded thermoplastic resin and examine its antibacterial properties
Was. (1) Preparation of thermoplastic resin molded article ABS resin (Daicel Chemical Co., Ltd., Sebian V-410)
And C₁₂H_{twenty five}N (CH _TwoCH_TwoOH)_Two3% by weight
After forming the raw material for molding with an extruder, molding by injection molding
I made a piece. (2) Antibacterial activity 1) The following strains were used as test strains. Escherichia coli IFO 3301 (Escherichia coli) Staphylococcus aureus IFO 12732 (yellow
2) Preparation of Test Bacterial Solution Each test strain was incubated at 35 ° C on a normal agar medium (Eiken Chemical Co., Ltd.).
After culturing for 18 to 24 hours, suspend cells in sterile phosphate buffer
Let 10^Five/ Ml. 3) Test operation 1 ml of the test bacterial solution was dropped on the molded piece prepared in (1) above.
After that, it was stored at 25 ° C. 24 hours after storage
Wash out with SCDLP medium [Nippon Pharmaceutical Co., Ltd.]
The number of viable bacteria in the exudate was determined using SCDLP agar medium [Nihon Pharmaceutical Co., Ltd.
Pour plate culture method (35 ° C for 2 days)
Measured. The same test was performed using a plastic plate.
Control. 4) Results The results obtained are as shown in Table 6.

[0024]

[Table 6]

Example 6 A polyacetal resin piece to which the antibacterial and antifungal composition of the present invention was added was prepared by the following method, and its antibacterial activity was examined. (1) Preparation of polyacetal resin pieces Polyacetal resin (polyplastic Duracon M9
0-44) with C ₁₂ H ₂₅ N (CH ₂ CH ₂ OH) ₂ .
3% by weight and 0.5% by weight were respectively formed into molding raw materials by a mixing extruder, and injection molding test pieces were prepared respectively. (2) Antibacterial activity 1) The following strains were used as test strains. Escherichia coli IFO 3301 (Escherichia coli) Staphylococcus aureus IFO 12732 (Staphylococcus aureus) 2) The following medium was used as a test medium. NA medium: Normal agar medium [Eiken Chemical Co., Ltd.] SCDLP medium: SCDLP medium [Nippon Pharmaceutical Co., Ltd.] SCDLP agar medium: SCDLP agar medium [Nippon Pharmaceutical Co., Ltd.] 3) Test procedure Prepared in (1) above Sample [(Sample 1): No drug;
(Specimen 2): 0.3% by weight of drug; (Sample 3): 0.5% by weight of drug] Bacteria solution of Escherichia coli and Staphylococcus aureus were respectively dropped onto (size: 5 cm × 4.5 cm) ( Hereinafter, this is referred to as a “dropping method”). Store this at 25 ° C,
The number of viable bacteria after 24 hours was measured. 4) Results The results obtained are as shown in Table 7.

[0026]

[Table 7]

Example 7 A film molded product was prepared by the following method and its antibacterial
The activity was examined. (1) Preparation of film molded product Medium-low pressure PE (Idemitsu Petrochemical Co., Ltd. HD440H) C₁₈
H₃₇NH (CH_TwoCH _TwoOH)
After kneading with an extruder to create a resin material for molding,
A film molding was made. (2) Antibacterial activity 1) Methicillin-resistant Staphylococcus aureus as test strain
(MRSA) strain was used. 2) Preparation of Test Bacterial Solution Nutrient Agar (Oxoid)
After incubation at 35 ° C for 24 hours, sterile phosphate buffered saline
The cells are suspended in water and the number of bacteria is about 10^Four/ Ml
Prepared as follows. 3) Test operation The film molded product created in the above (1) is about 5 cm x 5 c
m (sample 2):
(Sample 1); 0.3% by weight of drug). For this sample
Bacterial solution was added dropwise and these were stored at 25 ° C for 24 hours.
The number of viable bacteria was determined by mixing using SCDLP agar medium (Nippon Pharmaceutical).
It was measured by a liquid plate culture method (35 ° C., 2 days). Contrast
The same test was performed using a plastic plate as a test. 4) Results The results obtained are as shown in Table 8.

[0028]

[Table 8]

Claims (5)

[Claims] 1. Formula (A) or (B) (In the formulas (A) and (B), n represents an integer of 1 to 20) A disinfecting, deodorizing, antibacterial, and antifungal composition containing an alkylamine compound represented by the formula (1) as an active ingredient. 2. An alkylamine compound of the formula (A) or (B) wherein n is an integer of 8 to 18.
A composition as described. 3. An alkylamine compound of the formula (A) or (B) of 0.01 to 10% by weight and an alcohol of 10 to 9%.
A disinfecting composition comprising 0% by weight and the balance of water. 4. A liquid deodorizing composition comprising an alkylamine compound of the formula (A) or (B) in an amount of 0.1 to 10% by weight. 5. An antibacterial and antifungal thermoplastic resin molded product obtained by adding an alkylamine compound of the formula (A) or (B) to a thermoplastic resin.