WO1998051151A1 - Dispersion aqueuse antimicrobienne - Google Patents

Dispersion aqueuse antimicrobienne Download PDF

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Publication number
WO1998051151A1
WO1998051151A1 PCT/JP1998/002138 JP9802138W WO9851151A1 WO 1998051151 A1 WO1998051151 A1 WO 1998051151A1 JP 9802138 W JP9802138 W JP 9802138W WO 9851151 A1 WO9851151 A1 WO 9851151A1
Authority
WO
WIPO (PCT)
Prior art keywords
dispersion
aqueous
antibacterial agent
mercaptopyridine
metal salt
Prior art date
Application number
PCT/JP1998/002138
Other languages
English (en)
Japanese (ja)
Inventor
Masataka Yamamoto
Masaaki Yoshimaru
Tetsuji Ike
Original Assignee
Yoshitomi Fine Chemicals, 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 JP13493897A external-priority patent/JPH1129403A/ja
Priority claimed from JP13493797A external-priority patent/JPH1129402A/ja
Application filed by Yoshitomi Fine Chemicals, Ltd. filed Critical Yoshitomi Fine Chemicals, Ltd.
Priority to JP54905598A priority Critical patent/JP3459833B2/ja
Publication of WO1998051151A1 publication Critical patent/WO1998051151A1/fr

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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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

Definitions

  • the present invention relates to an aqueous antibacterial agent dispersion, and more particularly, to a frozen aqueous antibacterial agent dispersion of 2-mercaptopyridine-N-oxide metal salt, which loses the properties of the dispersion before freezing even after re-thawing.
  • Aqueous antibacterial agent dispersion with excellent low-temperature storage stability is particularly preferred.
  • Metal salts of 2-mercaptopyridine-N-oxide are useful as fungicides, and zinc salts (hereinafter referred to as “ZPT”) are widely used as antidandruff in shampoos and rinses.
  • aqueous dispersions are generally stable at room temperature, but have the drawbacks that when frozen and then re-thawed, they are agglomerated, resulting in the formation of particulate matter or a significant change in viscosity. Was. Therefore, when transporting or storing the aqueous dispersion, it was necessary to handle it with at least 5 or more.
  • the aqueous dispersion when transported to winter or cold regions, or when stored in winter or cold regions, the aqueous dispersion sometimes freezes because it sometimes falls below freezing. If the frozen dispersion is then thawed at room temperature to use it, the dispersion will agglomerate, settle at the bottom of the container, generate particulate matter, become extremely viscous, and the contents will rise from the container. In some cases, they did not come out and could not be used as a dispersion liquid.
  • ⁇ ⁇ ⁇ is poorly soluble in water, and is formulated in the form of a suspension solid, that is, an aqueous dispersion, in the base of the hair treatment agent. From the viewpoint of stabilization in liquids, attempts have been made to make ⁇ ⁇ ⁇ into fine particles or to add anionic polymer compounds, nonionic polymer compounds, amphoteric polymer compounds, etc. ( 98/02138
  • Japanese Patent Application Laid-Open No. Sho 60-139396 describes a method of adding a polyglycol / polyamine condensation resin, or a polyglycol Z polyamine Z alkylamine or alkyleneamine condensation resin. It has been disclosed. Specifically, according to Example 1 and Example 2 in the specification, when polycoat H (manufactured by Henkel) is added to 2-mercaptopyridine-1N-year-old zinc salt, it is frozen and then re-thawed. No aggregation is described.
  • the above dispersion is a dispersion having a metal salt concentration of 2-mercaptopyridine-N-oxide of about 30% by weight, which is advantageous in terms of transportation as compared with a commercially available ZPT concentration of 50% by weight. Not a way. Furthermore, when the amount of resin added is small, it is ineffective or insufficient when re-thawed after freezing.
  • Japanese Patent Application Publication No. 7-50663 discloses that a plastisol containing a resin and a carrier and a biocide are mixed, heated to a high temperature, and then cooled to obtain a dispersion having excellent storage stability. Gaining body.
  • Japanese Patent Application Publication No. Hei 8-5303458 discloses that a concentrated solution is formed by mixing a biocide and a carrier, and the concentrated solution is heated to a high temperature, then cooled, and stored for storage stability. Excellent mixture is obtained.
  • the present inventors have conducted intensive studies, and as a result, added a polyhydric alcohol and Z or a vinyl polymer to an aqueous dispersion of 2-mercaptopyridine-N-oxide metal salt at room temperature. Even if the dispersion produced by only the simple operation of stirring and stirring at about 15 to about 13 is re-thawed, flocculation occurs, sedimentation occurs at the bottom of the container, and particulate matter 2-mercaptopyridine- ⁇ -oxide with excellent low-temperature storage stability that does not cause dispersion or the viscosity does not significantly increase and the contents do not come out of the container, that is, does not lose the properties of the dispersion before freezing.
  • the present inventors have found that an aqueous antibacterial agent dispersion of a metal salt can be obtained, and have completed the present invention. That is, the present invention is as follows.
  • ⁇ 2> The aqueous antibacterial agent dispersion according to ⁇ 1>, wherein the content of the metal salt of 2_mercaptopyridine-N-oxide is 20 to 60% by weight.
  • 2-Mercaptopyridin-N is selected so that the content of metal salt of 2-mercaptopyridine-N-oxide is 20 to 60% by weight and the content of polyhydric alcohol is 3 to 8% by weight.
  • aqueous antibacterial agent dispersion described in (1) above which is obtained by blending a polyhydric alcohol with an aqueous dispersion of a metal salt of oxide.
  • the aqueous antibacterial agent dispersion of the present invention comprises a metal salt of 2-mercaptopyridine-N-oxide, a polyhydric alcohol as a coagulation inhibitor and a vinyl or vinyl polymer.
  • Examples of the metal in the metal salt of 2-mercaptopyridine-N-oxide used in the present invention include zinc, copper, calcium, magnesium, barium, strontium, cadmium, tin, and zirconium. Among them, zinc, which has been widely used, is preferred.
  • the metal salt of 2-mercaptopyridine-N-oxide is preferably contained in the aqueous antibacterial agent dispersion of the present invention in an amount of 20 to 60% by weight, more preferably 30 to 50% by weight.
  • Examples of the polyhydric alcohol used in the present invention include glycerin, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, and the like. Among them, glycerin is preferable.
  • the polyhydric alcohol is contained in the aqueous antibacterial agent dispersion of the present invention in an amount of preferably 3 to 8% by weight, more preferably 4 to 7% by weight. If the content is less than 3% by weight, the properties of the dispersion before freezing may be lost when frozen and re-thawed. Conversely, if the amount exceeds 8% by weight, the dispersion may undergo phase separation.
  • Examples of the vinyl polymer used in the present invention include polyvinyl pyrrolidone and polyvinyl isobutyl ether having a molecular weight of 10,000 to 40,000, and among them, polyvinyl pyrrolidone is preferable.
  • the vinyl polymer is contained in the aqueous antibacterial agent dispersion of the present invention, preferably in the range of 0.3 to 10.0% by weight, more preferably in the range of 0.5 to 5% by weight. If the content is less than 0.3% by weight, the properties of the dispersion before freezing may be lost when the material is frozen and re-thawed. Conversely, if the amount exceeds 10.0% by weight, the viscosity may increase and the handling may become difficult.
  • an aqueous medium is used as a solvent, and examples thereof include water and a mixed solvent of water and an organic solvent such as ethanol.
  • Preparation of the aqueous antibacterial agent dispersion of the present invention is not particularly limited as long as it contains a 2-mercaptopyridine-N-oxide metal salt, a polyhydric alcohol and a vinyl or vinyl polymer.
  • surfactants and thickeners can be added to the aqueous dispersion of 2-mercaptopyridine-N-oxide metal salt used for preparing the aqueous antibacterial agent dispersion of the present invention.
  • These surfactants and thickeners are preferably the same as those used for shampoos and rinses, and the polyhydric alcohol and / or vinyl polymer used in the present invention are preferably used for these surfactants and thickeners. It can be used in combination with agents and thickeners.
  • surfactant examples include an anionic surfactant, a nonionic surfactant, and an amphoteric surfactant.
  • anionic surfactants include carboxylate type (eg, N-acylaminate), sulfonate type (eg, olefin sulfonate), sulfate type (eg, lauryl sulfate, lauryl sulfate (poly) Oxyethylene) salt).
  • carboxylate type eg, N-acylaminate
  • sulfonate type eg, olefin sulfonate
  • sulfate type eg, lauryl sulfate, lauryl sulfate (poly) Oxyethylene) salt.
  • nonionic surfactant examples include an alkanolamide type (eg, ⁇ -fatty acid alkanolamide) and the like.
  • amphoteric surfactant examples include carboxybetaine type (for example, alkyl betaine) and 2-alkylimidazoline derivatives (for example, 2-alkyl- ⁇ ⁇ ⁇ ⁇ ⁇ -carboxymethyl ⁇ -hydroxyxethylimidazolinium betaine) and the like. .
  • a cationic surfactant for example, an aliphatic quaternary ammonium salt
  • a cationic surfactant for example, an aliphatic quaternary ammonium salt
  • thickener examples include cellulose derivatives (for example, carboxymethyl cellulose, hydroxyshethyl cellulose), polyvinyl alcohol, and natural polysaccharides.
  • Surfactants and thickeners are not limited to those described above.
  • the aqueous antibacterial agent dispersion of the present invention thus obtained has a temperature of about 15 ° C to about 130 ° C. Even if it is frozen at, re-thawing does not cause aggregation, sedimentation at the bottom of the container, generation of particulate matter, remarkable viscosity increase, and contents do not come out of the container, that is, dispersion A dispersion with excellent low-temperature storage stability that does not lose the properties of the liquid before freezing.
  • glycerin 10.0 g was added to 200 g of a commercially available product A, and the mixture was stirred and mixed at room temperature using a stirrer to obtain an aqueous antibacterial agent dispersion.
  • a commercial product A 200 g of Henkel's Polycoat-H81 (50% aqueous solution of polyglycol'polyamine condensation polymer) was added to 2.0 g , and the mixture was stirred and mixed at room temperature using a stirrer to obtain an aqueous antibacterial agent. A dispersion was obtained.
  • Dispersions of Examples 1-3 Dispersions of Comparative Example]. And Dispersions of Commercial Products A and B (Dispersions with a ZPT Concentration of 48% by Weight, Product ZINC 0MADINE by Olin Chemical Co., Ltd.) Each 50 g of the solution was placed in a plastic bottle of 5 Om1 each, sealed with a lid, and frozen and re-thawed under the following two conditions.
  • Condition 1 Starting with an initial temperature of 5, the temperature was lowered over 7 hours and cooled to 110. Then, it was left at ⁇ 10 ° C. for 15 hours. At this time, the dispersion was frozen. Next, the mixture was heated to 5 ° C over 7 hours and re-melted.
  • Condition 2 left for 24 hours in a thermostat at ⁇ 20 ° C. At this time, the dispersion was frozen. This was then re-melted at room temperature.
  • Table 1 shows the results under Condition 1 and Table 2 shows the results under Condition 2.
  • Table 1 Caking Aggregation Phase separation
  • Example 1 None None None Example 2 None None Example 3 None None Comparative Example 1 None None None Commercial product A Yes Some Yes Commercial product B Some Yes Yes a little Caking Aggregation Phase separation
  • the aqueous antibacterial agent dispersion of the present invention did not cause caking, aggregation, or phase separation even after re-thawing after freezing, and was excellent in low-temperature storage stability. It has been found that they exhibit excellent properties.
  • the aqueous antibacterial agent dispersion obtained by the present invention can be used for transportation in cold regions or winter seasons, or when stored in cold regions or winter seasons, even if frozen and re-thawed, causes phase separation, aggregation, It has very advantageous characteristics that it does not cause sedimentation, generation of particulate matter, etc. and does not lose the properties of the dispersion before freezing and has excellent low-temperature storage stability.
  • the present invention is based on Japanese Patent Application No. 125578/1997 filed in Japan, Japanese Patent Application No. 125579/1997, and Japanese Patent Application No. 1349493/1997. And Japanese Patent Application No. 134493/1997, the contents of which are incorporated in full herein.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)

Abstract

L'invention concerne une dispersion aqueuse antimicrobienne à grande stabilité de conservation à froid qui, après congélation et décongélation, garde les propriétés intrinsèques de la dispersion avant la congélation, ladite dispersion étant caractérisée en ce qu'elle contient des sels métalliques de N-oxyde de 2-mercaptopyridine ainsi que des polyols et/ou des polymères vinyliques tenant lieu d'inhibiteur d'agglutination. Même à l'état congelé durant le transport ou la conservation dans des zones froides ou en hiver, et après décongélation, la dispersion garde ses propriétés intrinsèques antérieures à la congélation en tant que dispersion, sans séparation en phases, agglutination, sédimentation, formation de grains, etc., offrant donc une excellente stabilité de conservation à froid. Cette caractéristique rend la dispersion en question très utile.
PCT/JP1998/002138 1997-05-15 1998-05-14 Dispersion aqueuse antimicrobienne WO1998051151A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP54905598A JP3459833B2 (ja) 1997-05-15 1998-05-14 水性抗菌剤分散液

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
JP12579897 1997-05-15
JP9/125798 1997-05-15
JP12579997 1997-05-15
JP9/125799 1997-05-15
JP9/134937 1997-05-26
JP13493897A JPH1129403A (ja) 1997-05-15 1997-05-26 水性抗菌剤分散液
JP13493797A JPH1129402A (ja) 1997-05-15 1997-05-26 水性抗菌剤分散液
JP9/134938 1997-05-26

Publications (1)

Publication Number Publication Date
WO1998051151A1 true WO1998051151A1 (fr) 1998-11-19

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP1998/002138 WO1998051151A1 (fr) 1997-05-15 1998-05-14 Dispersion aqueuse antimicrobienne

Country Status (2)

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JP (1) JP3459833B2 (fr)
WO (1) WO1998051151A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103154149A (zh) 2010-08-19 2013-06-12 株式会社Api 抗菌性分散液

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63297315A (ja) * 1987-05-29 1988-12-05 Kao Corp 抗菌剤組成物および抗菌剤組成物含有毛髪化粧料
JPH0820733A (ja) * 1994-07-07 1996-01-23 Kansai Paint Co Ltd 塗料用抗菌剤分散液

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63297315A (ja) * 1987-05-29 1988-12-05 Kao Corp 抗菌剤組成物および抗菌剤組成物含有毛髪化粧料
JPH0820733A (ja) * 1994-07-07 1996-01-23 Kansai Paint Co Ltd 塗料用抗菌剤分散液

Also Published As

Publication number Publication date
JP3459833B2 (ja) 2003-10-27

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