JP5060359B2 - Industrial disinfectant composition - Google Patents

Description

  The present invention relates to an industrial disinfectant composition. More specifically, the present invention relates to an industrial disinfectant composition comprising an aqueous emulsion containing a specific amine compound and an acid selected from succinic acid and / or n-octanoic acid.

  Conventionally, emulsions, paints, pulp wastewater and other industrial wastewater are used for the purpose of sterilization, fungicides, algae killing, etc., or for the purpose of preventing the growth of bacteria, fungi, algae, etc. on these objects. Various fungicides and fungicides are used. However, these fungicides and fungicides have adverse effects on the human body due to their toxicity, and cause side effects such as causing environmental destruction after being discharged into the natural environment. Especially in the present age when environmental destruction is a major social problem, the seriousness is increasing. For example, conventionally used isothiazolone compounds represented by 5-chloro-2-methyl-4-isothiazolone (Cl-MIT) have a serious side effect of mutagenicity. In addition, bronopol compounds cause sick house and the like because their action depends on the generation of formalin. Cyano compounds generate highly toxic cyanide. Furthermore, some of the fungicides and fungicides other than those mentioned above are not preferred for use in emulsions, paints, industrial wastewater, etc. due to their chemical or physical properties. For example, benzoisothiazoline compounds are insoluble in water and thus suspend but are not emulsified as particles, making it difficult to obtain a stable suspension.

  Under such circumstances, it has been desired to create a bactericidal and fungicidal agent that has less environmental impact and is highly water-soluble or highly dispersible in water.

  Among these conventional fungicides and fungicides, the alkoxyalkylamine compounds exhibit an effective fungicidal and fungicidal action and have no such problems. For example, Patent Document 1 describes that a mixture containing 48% by weight of an alkoxyalkylamine compound 3- (dodecyloxy) propylamine has microbial activity, and Patent Document 2 describes that 3- It has been described that (dodecyloxy) propylamine has activity against marine organisms.

  This alkoxyalkylamine compound is hydrophobic, but a transparent aqueous solution can be obtained by ionizing an amino group by adding an acid. However, when the aqueous solution of the alkoxyalkylamine compound thus obtained is added to and mixed with an object for the purpose of sterilization or the like, the phenomenon of remarkable foaming cannot be avoided. The industrial disinfectant preparation having such foaming property is not foamed evenly when applied because the foaming is remarkable, and the intended effect of the preparation cannot be exhibited. This is extremely inconvenient and unfavorable in appearance, and as a result, there is a problem that the commercial value is remarkably lowered.

U.S. Pat. No. 3,291,683 Japanese Patent Publication No. 60-52727

  An object of the present invention is to provide an industrial disinfectant composition in which foaming does not occur at all when added to an object such as sterilization and mixed.

  The present invention has been made in view of the above problems, and by adding a specific acid to an alkoxy (or alkenyloxy) alkylamine compound and dispersing it in water, it has excellent storage stability and is a layer. It has been found that it becomes an aqueous emulsion that does not cause separation, and it has been found that when this aqueous emulsion is added to an object such as sterilization, an industrial disinfectant composition that does not cause foaming can be obtained. As a result of further research based on these, the present invention was completed.

  That is, the present invention relates to the following industrial disinfectant composition.

(1) General formula:
R—O— (CH ₂ ) ₃ —NH ₂
(Wherein R represents an alkyl group or alkenyl group having 8 to 18 carbon atoms) and an aqueous emulsion containing an acid selected from oxalic acid and / or n-octanoic acid. Industrial disinfectant composition.

  (2) The industrial disinfectant composition according to (1), wherein the acid is succinic acid.

  (3) The industrial disinfectant composition according to (1), wherein the acid is n-octanoic acid.

  (4) The industrial fungicide composition according to the above (1), (2) or (3), wherein R of the amine compound has 10 to 18 carbon atoms.

  (5) The industrial disinfectant composition according to (4) above, wherein the amine compound is 3- (dodecyloxy) propylamine.

  (6) The industrial disinfectant composition according to (1), (2), (3), (4) or (5), wherein the added amount of the amine compound is 1 to 20% by weight.

  (7) The above (1), (2), (3), (4), (5) or (6) containing 0.5 to 2 molar equivalents of succinic acid and / or n-octanoic acid to the amine compound ) Industrial disinfectant composition as described.

  (8) The industrial fungicide composition according to (1), (2), (3), (4), (5), (6) or (7), wherein the industrial fungicide composition is a preservative. object.

  The industrial disinfectant composition of the present invention is an aqueous emulsion that is excellent in storage stability and does not cause layer separation, and this aqueous emulsion is completely free of foaming when added to an object for the purpose of sterilization. Since it does not occur, it can diffuse uniformly into the target body and exert the intended effect of the preparation. Moreover, since there is no inconvenience in use and it does not affect the appearance of the object to be added and mixed, the commercial value is high.

  In the present invention, the term “bactericidal” refers to killing bacteria, bacteria, molds, algae, seaweeds and other marine plants and marine animals, preventing or suppressing their adhesion and reproduction, and their adhesion. In addition to these, it is possible to prevent the target body from being spoiled or degraded in quality, and in addition to these, in industrial wastewater, etc., the generation of toxic substances such as bacteria and the prevention or suppression of odors, etc. Used to include the concept of That is, the concept shown by terms, such as a fungicide, a fungicide, a fungicide, a fungicide, an antiseptic, an algae preventer, is included.

The amine compound used in the present invention has the general formula:
R—O— (CH ₂ ) ₃ —NH ₂
In the formula, R represents an alkyl group or alkenyl group having 8 to 18 carbon atoms, more preferably an alkyl group or alkenyl group having 10 to 18 carbon atoms, and these alkyl groups or alkenyl groups. The group may be linear or branched.

  Specific examples of the linear or branched alkyl group having 8 to 18 carbon atoms include, for example, n-octyl group, isooctyl group, sec-octyl group, tert-octyl group, neooctyl group, 2-ethylhexyl group, n -Nonyl group, isononyl group, sec-nonyl group, tert-nonyl group, neononyl group, n-decyl group, isodecyl group, sec-decyl group, tert-decyl group, neodecyl group, n-undecyl group, isoundecyl group, sec -Undecyl group, tert-undecyl group, neoundecyl group, n-dodecyl group (lauryl group), isododecyl group (lauryl group), sec-dodecyl group (lauryl group), tert-dodecyl group (lauryl group), neododecyl group (lauryl) Group), n-tridecyl group, isotridecyl group, sec-tridecyl group, t rt-tridecyl group, neotridecyl group, n-tetradecyl group (myristyl group), isotetradecyl group (myristyl group), sec-tetradecyl group (myristyl group), tert-tetradecyl group (myristyl group), neotetradecyl group (myristyl group) Group), n-pentadecyl group, isopentadecyl group, sec-pentadecyl group, tert-pentadecyl group, neopentadecyl group, n-hexadecyl group (cetyl group), isohexadecyl group (cetyl group), sec-hexadecyl group (Cetyl group), tert-hexadecyl group (cetyl group), neohexadecyl group (cetyl group), n-heptadecyl group, isoheptadecyl group, sec-heptadecyl group, tert-heptadecyl group, neoheptadecyl group, n-octadecyl group (stearyl group) Group), isoocta Sill group (stearyl group), sec-octadecyl group (stearyl group), tert-octadecyl group (stearyl group), such as neo octadecyl group (stearyl group).

  Specific examples of the linear or branched alkenyl group having 8 to 18 carbon atoms include, for example, n-octenyl group, isooctenyl group, sec-octenyl group, tert-octenyl group, neooctenyl group, n-nonenyl group, and isononenyl. Group, sec-nonenyl group, tert-nonenyl group, neononenyl group, n-decenyl group, isodecenyl group, sec-decenyl group, tert-decenyl group, neodecenyl group, n-undecenyl group, isoundecenyl group, sec-undecenyl group, tert -Undecenyl group, neoundecenyl group, n-dodecenyl group, isododecenyl group, sec-dodecenyl group, tert-dodecenyl group, neododecenyl group, n-tridecenyl group, isotridecenyl group, sec-tridecenyl group, tert-tridecenyl group, neotridecyl group Nyl group, n-tetradecenyl group, isotetradecenyl group, sec-tetradecenyl group, tert-tetradecenyl group, neotetradecenyl group, n-pentadecenyl group, isopentadecenyl group, sec-pentadecenyl group, tert -Pentadecenyl group, neopentadecenyl group, n-hexadecenyl group, isohexadecenyl group, sec-hexadecenyl group, tert-hexadecenyl group, neohexadecenyl group, n-heptadecenyl group, isoheptadecenyl group Group, sec-heptadecenyl group, tert-heptadecenyl group, neoheptadecenyl group, n-octadecenyl group, isooctadecenyl group, sec-octadecenyl group, tert-octadecenyl group, neooctadecenyl group, 9- Octadecenyl group, linoyl group (cis-9, cis-12- Octadecadienyl group) and the like.

  Preferable specific examples of these amine compounds include, for example, 3- (octyloxy) propylamine, 3- (2-ethylhexyloxy) propylamine, 3- (dodecyloxy) propylamine, 3- (octadecyloxy) propylamine, Examples include 3- (octadecenyloxy) propylamine, 3- (octenyloxy) propylamine, 3- (hexadecyloxy) propylamine, and 3- (linoyloxy) propylamine. Of these, 3- (dodecyloxy) propylamine is most preferable.

  The said amine compound is a well-known compound, and can be manufactured by a well-known method or the method according to it. Moreover, a commercial item can also be purchased and obtained.

  In the present invention, succinic acid or n-octanoic acid is used together with this amine compound. These may be used in combination according to the purpose. These acids are used in the free state.

  Succinic acid or n-octanoic acid is preferably used in an amount of 0.5 to 2 molar equivalents, more preferably 0.8 to 1.2 molar equivalents, most preferably about used. When the amount of the acid used is 0.5 molar equivalent or more, the suppression of foaming and the stability of the emulsion are excellent. Further, it is advantageous that the amount of the acid used does not exceed 2 molar equivalents because free acid is less likely to coexist and the balance between the emulsified state and the foaming prevention effect is more suitably maintained.

  The amine compound is preferably used in the range of 1 to 20% by weight of the whole aqueous emulsion, more preferably 2 to 15% by weight, from the viewpoint of sufficiently exerting the intended effect and preventing economical waste. %, Most preferably 5-15% by weight.

  In the present invention, an industrial disinfectant composition containing a stable aqueous emulsion can be obtained by adding and mixing an amine compound and an acid with water at normal temperature and normal pressure.

  The industrial disinfectant composition containing the aqueous emulsion of the present invention may contain a necessary amount of additives such as 2,6-di-t-butyl-4-methylphenol, 2,2 ′, if necessary. -Antioxidants such as methylenebis (4-methyl-6-tert-butylphenol), alkyldiphenylamine, N, N'-di-s-butyl-p-phenylenediamine, 2- (2'-hydroxy-5'-methyl) Phenyl) benzotriazole, 2- (2′-hydroxy-4′-n-octoxyphenyl) benzotriazole, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-n-octoxybenzophenone, phenyl salicylate, p -T-butylphenyl salicylate, 2-ethylhexyl 2-cyano-3,3-diphenyl acrylate, 2-ethoxy-2'-e UV absorbers such as oxalic acid bisanilide, dimethyl-1- (2-hydroxyethyl) -4-hydroxy-2,2,6,6-tetramethylpiperidine polycondensate, polyvinyl alcohol, polyacrylic acid and its salts Thickeners such as PAP auxiliary (for example, isopropyl phosphate), polyethylene, fatty acid metal salts, wax, paraffin, silicone oil, talc and other flow aids, titanium dioxide and other UV scattering agents, organic or inorganic pigments, Colorants such as dyes and other pH adjusting agents may be added.

  In addition to amine compounds, other fungicides such as isothiazolone compounds, nitroalcohol compounds, dithiol compounds, thiophene compounds, haloacetylene compounds, phthalimide compounds, haloalkylthio compounds, pyrithione compounds, phenylurea compounds A compound, a triazine compound, a guanidine compound, a triazole compound, a benzimidazole compound and a quaternary ammonium salt compound can be used in combination. A preparation using only one active ingredient is sometimes called a single agent, whereas a preparation containing a plurality of such active ingredients is sometimes called a combination preparation.

  Examples of the isothiazolone compounds include 2-methyl-4-isothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 5- Chloro-2-n-octyl-4-isothiazolin-3-one, 4-chloro-2-n-octyl-4-isothiazolin-3-one, 4,5-dichloro-2-n-octyl-4-isothiazoline- 3-one, 2-methyl-4,5-trimethylene-4-isothiazolin-3-one, 1,2-benzisothiazolin-3-one, Nn-butyl-1,2-benzisothiazolin-3-one can give.

Examples of nitroalcohol compounds include 2-bromo-2-nitropropane-1,
3-diol, 2,2-dibromo-2-nitro-1-ethanol and the like.

  Examples of the dithiol-based compound include 4,5-dichloro-1,2-dithiol-3-one.

  Examples of the thiophene compound include 3,3,4-trichlorotetrahydrothiophene-1,1-dioxide, 3,3,4,4-tetrachlorotetrahydrothiophene-1,1-dioxide, and the like.

  Examples of the haloacetylene compound include N-butyl-3-iodopropiolic amide, 3-iodo-2-propynylbutylcarbamate, and the like.

  Examples of the phthalimide compound include N-1,1,2,2-tetrachloroethylthio-tetrahydrophthalimide (Captafol), N-trichloromethylthio-tetrahydrophthalimide (Captan), N-dichlorofluoromethylthiophthalimide (Fluorolpet), N- And trichloromethylthiophthalimide (Folpet).

  Examples of the haloalkylthio compounds include N-dimethylaminosulfonyl-N-tolyl-dichlorofluoromethanesulfamide (Tolylfluoride), N-dimethylaminosulfonyl-N-phenyl-dichlorofluoromethanesulfamide (Dichlofluoride) and the like. can give.

  Examples of the pyrithione compounds include sodium pyrithione and zinc pyrithione.

  Examples of the phenylurea compound include 3- (3,4-dichlorophenyl) -1,1-dimethylurea.

  Examples of the triazine compound include 2-methylthio-4-t-butylamino-6-cyclopropylamino-s-triazine.

  Examples of guanidine compounds include 1,6-di- (4'-chlorophenyldiguanide) -hexane, polyhexamethylene biguanidine hydrochloride, and the like.

  Examples of triazole compounds include α- [2- (4-chlorophenyl) ethyl] -α- (1,1-dimethylethyl) -1H-1,2,4-triazole-1-ethanol (common name: tebuconazole). ), 1-[[2- (2,4-dichlorophenyl) -4-n-propyl-1,3-dioxolan-2-yl] methyl] -1H-1,2,4-triazole (common name: propico) Nazole), 1-[[2- (2,4-dichlorophenyl) -1,3-dioxolan-2-yl] methyl] -1H-1,2,4-triazole (common name: azaconazole), α- (4 -Chlorophenyl) -α- (1-cyclopropylethyl) -1H-1,2,4-triazole-1-ethanol (common name: cyproconazole).

  Examples of the benzimidazole compound include methyl-2-benzimidazole carbamate, ethyl-2-benzimidazole carbamate, and 2- (4-thiazolyl) benzimidazole.

  Examples of quaternary ammonium salt compounds include hexadecyltrimethylammonium bromide, hexadecyltrimethylammonium chloride, benzalkonium chloride, di-n-decyl-dimethylammonium chloride, 1-hexadecylpyridinium chloride and the like.

  The industrial disinfectant composition comprising the aqueous emulsion of the present invention can be obtained by adding, mixing, applying or distributing to an emulsion, paint, pulp waste liquid or other industrial waste liquid in advance or at the time of use. However, it is possible to effectively prevent the quality deterioration during the distribution process and the storage process, and to suppress the progress of the quality deterioration or to restore the original state.

  The amount of the industrial bactericide composition containing the aqueous emulsion of the present invention added to the target is an effective compound in the target from the viewpoint of sufficiently exerting the intended effect and preventing economical waste. The content of (that is, the amine compound of the present invention) is generally selected from the range of 10 to 10,000 ppm, preferably 50 to 5000 ppm, and more preferably 100 to 2000 ppm.

  Next, the present invention will be described with reference to examples, but the present invention is not limited to such examples.

Example 1 (Preparation of octanoic acid-containing disinfectant composition)
6.0 g of n-octanoic acid was added to 84.0 g of water, and 10.0 g of 3- (dodecyloxy) propylamine was further added with stirring to obtain an aqueous emulsion.

Example 2 (Preparation of succinic acid-containing disinfectant composition)
3.6 g of succinic acid was added to 86.4 g of water, and 10.0 g of 3- (dodecyloxy) propylamine was further added with stirring to obtain an aqueous emulsion.

Comparative Example 1 (Preparation of acetic acid-containing disinfectant composition)
2.4 g of acetic acid was added to 87.1 g of water, and 10.0 g of 3- (dodecyloxy) propylamine was further added with stirring to obtain a colorless and transparent aqueous composition.

Comparative Examples 2 to 10 (Preparation of other acid-containing fungicidal compositions)
2.4 g of acetic acid of Comparative Example 1 was added to 3.0 g of propionic acid (Comparative Example 2), 3.6 g of butyric acid (Comparative Example 3), 4.2 g of valeric acid (Comparative Example 4), and 7.0 g of decanoic acid (Comparative Example). 5), 8.2 g of lauric acid (Comparative Example 6), 11.6 g of linoleic acid (Comparative Example 7), 4.8 g of maleic acid (Comparative Example 8), 6.8 g of phthalic acid (Comparative Example 9) and citric acid 8 An aqueous composition was obtained in the same manner as in Comparative Example 1 except that the amount was changed to 0.6 g (Comparative Example 10) and the excess or deficiency was adjusted with water so that the total weight was 100.0 g.

  The obtained acid-containing disinfectant composition was evaluated by the following method. The results are shown in Table 1.

(1) Appearance of disinfectant composition The appearance of the obtained aqueous composition was visually evaluated.
Suspension: White suspension Transparent: Colorless transparent Layer separation: Not dissolved or dispersed in water, resulting in layer separation.

(2) Evaluation method of foamability Each sample 0.1g was weighed and put into a 50 ml container containing 10.0 g of water, and then shaken and mixed 20 times. The foaming state after mixing was evaluated by measuring the height of the foam generated in the container (the length from the liquid surface to the top of the foam).
○: The height of bubbles in the container was 5 mm or less (dissipated by standing).
X: The height of the foam in the container was 40 mm or more (the foam was filled in the container and did not disappear after standing).

＊表１中、３−（ドデシルオキシ）プロピルアミンはＤＯＰＡと表記した。
＊＊表１のオクタン酸は、ｎ−オクタン酸である。

* In Table 1, 3- (dodecyloxy) propylamine was expressed as DOPA.
** Octanoic acid in Table 1 is n-octanoic acid.

  As is clear from Table 1, an aqueous emulsion excellent in antifoaming property was obtained only when succinic acid or n-octanoic acid was used as the acid.

  The industrial disinfectant composition comprising the aqueous emulsion of the present invention has a bactericidal effect without causing any foaming by, for example, being added, mixed, applied or distributed in advance or at the time of use in emulsions, paints, etc. Moreover, the quality deterioration of these objects can be effectively prevented.

Claims (8)

General formula:
R—O— (CH ₂ ) ₃ —NH ₂
(Wherein R represents an alkyl group or alkenyl group having 8 to 18 carbon atoms) and an aqueous emulsion containing an acid selected from oxalic acid and / or n-octanoic acid. Industrial disinfectant composition. The industrial disinfectant composition according to claim 1, wherein the acid is succinic acid. The industrial disinfectant composition according to claim 1, wherein the acid is n-octanoic acid. The industrial disinfectant composition according to claim 1, 2 or 3, wherein R of the amine compound has 10 to 18 carbon atoms. The industrial disinfectant composition according to claim 4, wherein the amine compound is 3- (dodecyloxy) propylamine. The industrial disinfectant composition according to claim 1, 2, 3, 4 or 5, wherein the added amount of the amine compound is 1 to 20% by weight. The industrial disinfectant composition according to claim 1, 2, 3, 4, 5 or 6, comprising succinic acid and / or n-octanoic acid in an amount of 0.5 to 2 molar equivalents relative to the amine compound. The industrial disinfectant composition according to claim 1, 2, 3, 4, 5, 6 or 7, wherein the industrial disinfectant composition is a preservative.