JP2008007408A - Sterilization composition having lowered tinting property and method for lowering tinting property - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for lowing the tinting property of ortho-phthalaldehyde (abbreviated as OPA) and a sterilization composition containing OPA and exhibiting excellent sterilizing antiseptic effect even in an environment containing a reducing substance. <P>SOLUTION: The sterilization composition contains OPA and an aldehyde compound selected from glyoxylic acid, its salt and methylglyoxal. The method for lowering the tinting property of OPA comprises the addition of the aldehyde compound to OPA. The invention expands the application field of OPA and enables the safe use of OPA. Sterilizing effect can be developed at a reduced addition amount of the aldehyde compound even in the case containing a large amount of reducing substances such as papermaking white water. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

  The present invention relates to a bactericidal composition and a method for reducing dyeing characteristics, and more particularly, to provide a bactericidal composition containing orthophthalaldehyde (hereinafter referred to as OPA) and having reduced dyeing characteristics, and dyeing of OPA The present invention relates to a method for reducing characteristics.

  OPA has not only its excellent bactericidal and antiseptic effect, but also has low volatility and irritation, is virtually odorless and can be safely used without concern about carcinogenicity, and therefore disinfectants and bactericides in the medical field (Patent Document 1) And is used to sterilize, disinfect and sterilize medical devices such as hospitals and nursing homes. Moreover, it is known as a slime control agent for papermaking (Patent Document 2) and is used as an industrial disinfectant. However, OPA forms a Schiff base when it comes into contact with amino acids and proteins, and changes its color to yellow, green or black depending on the type and concentration of amino acids. It also has the property of dyeing black on the surface of clothing such as skin and protein. It disappears in 1 to 2 days depending on the degree of staining. This staining phenomenon can be a measure for confirming improper and insufficient washing of residual proteins and the like in medical instruments, but is generally undesirable for medical workers and is required to be avoided. As an avoidance method, a method using a combination of OPA and isophthalaldehyde (hereinafter referred to as IPA), terephthalaldehyde, or a mixture thereof (Patent Document 3) and a method using various similar compounds of OPA have been proposed.

JP-A-63-3313705 Japanese Patent Laid-Open No. 6-264997 JP 2005-247831 A

  However, in the above-described method and the like, it is difficult to say that the demand for a reduction in dyeing characteristics when using OPA is satisfied, and a method for reducing the dyeing characteristics is desired. In a white water circulating water system in a paper mill, a reducing bleaching agent used in a pulp bleaching process remains, or a reducing substance exists in paper white water or the like made from waste paper pulp or the like. In such a state, there is a tendency that the sterilizing effect of OPA is lowered. In view of such circumstances, an object of the present invention is to provide an OPA-containing sterilizing composition that exhibits an excellent sterilizing and preserving effect even in an environment where a reducing substance is present, together with a method for reducing the staining characteristics of OPA. .

In summary of the present invention:
(1) An antibacterial composition comprising OPA and an aldehyde-based compound selected from glyoxylic acid (hereinafter referred to as GOA), a salt thereof and methylglyoxal (hereinafter referred to as MGA), (2) OPA1 Adding an aldehyde compound selected from GOA, a salt thereof and MGA to the bactericidal composition according to (1), which contains 0.1 to 20 parts by mass of an aldehyde compound with respect to parts by mass, and (3) OPA. A method for reducing the dyeing characteristics of OPA characterized by the above.

  As a result of intensive studies to solve the above-mentioned problems, the present inventor is known as a GOA, a pharmaceutical, and an agrochemical intermediate that are known to be deodorants for OPA because of extremely weak bactericidal activity. It was found that the dyeing characteristics of OPA were reduced by adding an aldehyde-based compound such as MGA, and further the bactericidal effect was enhanced, and the present invention was completed based on this finding.

  According to the present invention, the dyeing characteristics of OPA can be reduced, and the field of use of OPA, which was limited by undesirable dyeing, can be expanded and used safely. Further, even in a scene containing a large amount of a reducing substance such as papermaking white water, it is possible to reduce the environmental load and reduce the cost by exhibiting the sterilizing effect with a smaller addition amount.

The present invention will be specifically described below.
The bactericidal composition of the present invention comprises OPA and at least one of the aldehyde compounds. OPA is also referred to as o-phthalaldehyde, and can be produced by a method of hydrolyzing the corresponding tetrahalogenated xylene, but is already commercially available and easily available. Moreover, MGA also called GOA, 2-oxopropanal, and pyrubinaldehyde is commercially available, and GOA hydrate or 40-50% aqueous solution or MGA 40% aqueous solution can be used. The salt of GOA can be obtained by neutralizing GOA with an alkali metal, alkaline earth metal hydroxide or carbonate.

  When the OPA and the aldehyde compound are used in combination as a bactericidal composition, it is preferable to use both at the same time as a one-part preparation, but they may be used separately. When preparing a one-part preparation, it is usually preferable to dissolve both in a solvent, or use as a water suspension. Furthermore, the bactericidal composition of the present invention can also be prepared as a powder composition by diluting OPA and the aldehyde compound with a solid diluent such as kaolin, clay, calcium carbonate, bentonite, carboxymethyl cellulose and the like. In these preparations, surfactants, rust inhibitors, thickeners, buffering agents, and other auxiliary agents can be blended and used as necessary. Also, other bactericides can be mixed and used.

  Examples of the solvent include water or an organic solvent. Examples of organic solvents include glycols such as ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, dipropylene glycol Glycol ethers such as monomethyl ether, N, N-dimethylacetamide, N-methyl-2-pyrrolidinone, propylene carbonate, γ-butyrolactone, dimethyl sulfoxide, ethyl lactate, dimethyl phthalate, dimethyl maleate, dimethyl adipate, succinic acid Aprotic polar solvents such as dimethyl and dimethyl glutarate, and other alcohols Kind, and the like. These may be used alone or in combination of two or more in consideration of the stability of the liquid agent and the solubility in water. The amount of these solvents is preferably 0.2 to 20 parts by weight, particularly preferably 0.5 to 5 parts by weight, based on 1 part by weight of OPA. In consideration of the solubility of OPA and the dispersibility in water, it can be prepared using a solvent, if necessary, as a solvent.

  As the surfactant, polyoxyethylene polycyclic phenyl ether, polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, higher alcohol ethylene oxide adduct, higher alkylamine adduct, alkylphenol adduct, polyhydric alcohol fatty acid ester adduct , Nonionic surfactants such as propylene oxide copolymers and polyhydric alcohol alkyl esters, cationic surfactants such as aliphatic amine salts and aromatic quaternary ammonium salts, polyoxyethylene alkyl ether carboxylates, alkyl naphthalenes Anionic surfactants such as sulfonates or amphoteric surfactants such as carboxybetaine, aminocarboxylate, and imidazolium betaine can be used, but nonionic surfactants are preferred in terms of formulation stability. There.

  In the present invention, the blending of OPA and the aldehyde compound is preferably 0.1 to 20 parts by weight, particularly preferably 0.5 to 10 parts by weight, based on 1 part by weight of the former. When the amount is less than 0.1 parts by mass, the effect of decreasing the dyeing properties is poor. In addition, when the amount exceeds 20 parts by mass, the effect of lowering the dyeing property in proportion to the amount cannot be obtained, which is not economical.

  Moreover, the bactericidal composition of this invention adjusts pH as needed. The method for adjusting the pH is not particularly limited, but it is possible to use sodium hydroxide, sodium carbonate, or an alkali metal salt of an organic acid such as malic acid, succinic acid, maleic acid or citric acid, such as sodium salt or potassium salt. it can. Moreover, if necessary, a buffering agent that adjusts the pH to an appropriate range can be used. Buffers include potassium dihydrogen phosphate and disodium hydrogen phosphate mixed solution, potassium dihydrogen phosphate and sodium hydroxide mixed solution, citric acid and sodium hydroxide mixed solution, acetic acid and sodium hydroxide mixed solution. Examples thereof include a mixed solution and a mixed solution of citric acid and disodium hydrogen phosphate.

  In the method for reducing the staining characteristics of OPA of the present invention, OPA and the aldehyde-based compound can be added simultaneously or separately and coexisted to reduce the staining characteristics of OPA, but when added separately, The aldehyde compound is preferably added before OPA.

  The sterilizing composition of the present invention is used as a sterilizing and disinfecting agent for medical equipment and facilities, and as an industrial sterilizing agent, for example, white water in paper industry, various industrial cooling water and washing water, heavy oil sludge, metal processing oil It can be used for slime control and sterilization of textile oils, paints, paper coating liquids, latexes, glues and the like.

  Hereinafter, the present invention will be described in more detail with reference to formulation examples and test examples, but the present invention is not limited thereto. In addition, in a formulation example, a part means a mass part.

Formulation Example 1
OPA (5 parts), GOA or MGA (2.5 parts), N, N-dimethylacetamide (30 parts), and distilled water (62.5 parts) are mixed and stirred to obtain a solution.
Formulation Example 2
OPA (5 parts), GOA or MGA (5 parts), N, N-dimethylacetamide (30 parts), and distilled water (60 parts) are mixed and stirred to obtain a solution.
Formulation Example 3
OPA (5 parts), GOA (5 parts), N, N-dimethylacetamide (30 parts), polyoxyethylene polycyclic phenyl ether (0.5 parts) and distilled water (59.5 parts) were mixed and stirred. Obtain a solution.
Formulation Example 4
OPA (5 parts), GOA or MGA (25 parts), N, N-dimethylacetamide (30 parts), and distilled water (40 parts) are mixed and stirred to obtain a solution.
Formulation Example 5
OPA (0.5 part), GOA or MGA (5 parts), N, N-dimethylacetamide (3 parts), and distilled water (91.5 parts) are mixed and stirred to obtain a solution.
Formulation Example 6
40% GOA (6.25 parts) was neutralized by adding 10% aqueous sodium hydroxide solution (14.8 parts) to prepare a GOA sodium salt, and OPA (0.5 parts) was added to distilled water (78.45). Part) is mixed and stirred to obtain a liquid preparation. The pH of this formulation was 10.3.
Formulation Example 7
OPA (0.5 parts) and 40% GOA (6.25 parts) were mixed and dissolved in distilled water (50 parts), and then 10% aqueous sodium hydroxide solution was added to adjust the pH to 7.6 (25 ° C.). Adjust and add phosphate buffer (M / 30 dipotassium hydrogen phosphate, M / 30 potassium dihydrogen phosphate adjusted to pH 7.6) to obtain a solution (100 parts).

Comparative Example 1
OPA (5 parts), N, N-dimethylacetamide (30 parts), and distilled water (65 parts) are mixed and stirred to obtain a solution.
Comparative Example 2
OPA (0.55 parts) is dissolved in distilled water (50 parts) and phosphate buffer (mixed with M / 30 dipotassium hydrogen phosphate and M / 30 potassium dihydrogen phosphate and adjusted to pH 7.6). To obtain a liquid (100 parts).
Comparative Example 3
A solution is obtained by dissolving GOA or MGA (25 parts) in distilled water (75 parts).

Test example 1
Each drug prepared according to the formulation example was diluted with distilled water to make a solution containing OPA 0.05%, and the chicken meat was washed with water, cut into 1 cm intervals and immersed in the solution. After standing at room temperature for 24 hours, coloring of the meat surface was observed. These results are shown in Table 1. IPA is obtained by replacing GOA in Formulation Example 2 and Formulation Example 4 with IPA.

  From Table 1, it can be seen that in the test of Test Example 1, OPA alone is black, but when GOA or MGA is blended, the dyeing properties are lowered. GOA or MGA shows the characteristic of stronger dyeing property deterioration as the blending amount increases, and it can be said that blending in an excessive amount with respect to OPA is preferable for lowering the dyeing property.

Test example 2
The chicken meat was washed with water, cut into pieces, and immersed for 5 minutes in each solution of a preparation example or a comparative example containing OPA 0.55%, and coloring of the meat surface was observed. The results are shown in Table 2.

  From Table 2, it can be seen that even when the pH of the GOA formulation is adjusted to a neutral range, it has a dyeing property lowering effect. Moreover, although the dyeing | staining characteristic falls by mix | blending GOA sodium salt, the direction which adjusted pH to neutrality-acidity can obtain a higher dyeing | staining characteristic reduction effect.

Test example 3
Enterobacter aerogenes precultured in bouillon medium to about 10 ⁷ CFU / ml in a pH 7 phosphate-citrate buffer containing sodium hydrosulfite (hereinafter referred to as HSN) In addition, it was put into an L-shaped tube. A predetermined amount of the chemical solution was added thereto, and the shaking culture was performed at 30 ° C. for 90 minutes. After completion of the culture, the culture solution was diluted 100-fold or 10000-fold with sterilized distilled water and inoculated on a normal agar medium in order to facilitate measurement of the viable cell count. After culturing at 30 ° C. for 72 hours, the viable cell count (CFU / ml) was measured to determine the viable cell count per 1 ml of the buffer solution. The results are shown in Table 3.

  From Table 3, it can be seen that the sterilizing effect of OPA is reduced in the presence of a reducing substance, but by adding GOA or MGA, an excellent sterilizing effect can be obtained even in this state.

Test example 4
10 ml of white water collected from a paper mill was taken into an Erlenmeyer flask, a drug was added to the white water to give an OPA of 5 ppm, cultured at 30 ° C. with shaking, and the viable cell count was measured. The results are shown in Table 4.

  From Table 4, it can be seen that the bactericidal composition of the present invention exhibits an excellent bactericidal effect as an industrial bactericidal agent.

Claims (3)

  A bactericidal composition comprising orthophthalaldehyde and an aldehyde compound selected from glyoxylic acid, a salt thereof and methylglyoxal.   The bactericidal composition according to claim 1, comprising 0.1 to 20 parts by mass of an aldehyde compound with respect to 1 part by mass of orthophthalaldehyde.   A method for reducing the dyeing properties of orthophthalaldehyde, which comprises adding an aldehyde compound selected from glyoxylic acid, a salt thereof and methylglyoxal to orthophthalaldehyde.