JPH0418001A - Water-soluble composition - Google Patents
Water-soluble compositionInfo
- Publication number
- JPH0418001A JPH0418001A JP2120207A JP12020790A JPH0418001A JP H0418001 A JPH0418001 A JP H0418001A JP 2120207 A JP2120207 A JP 2120207A JP 12020790 A JP12020790 A JP 12020790A JP H0418001 A JPH0418001 A JP H0418001A
- Authority
- JP
- Japan
- Prior art keywords
- water
- soluble
- composition
- soluble composition
- phenolic compound
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 150000002989 phenols Chemical class 0.000 claims abstract description 20
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 16
- 150000003973 alkyl amines Chemical class 0.000 claims abstract description 16
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
- 239000000642 acaricide Substances 0.000 claims abstract description 8
- 239000002781 deodorant agent Substances 0.000 claims abstract description 7
- 239000004480 active ingredient Substances 0.000 claims description 12
- 239000012459 cleaning agent Substances 0.000 claims description 6
- 239000000835 fiber Substances 0.000 claims description 6
- 239000000417 fungicide Substances 0.000 claims description 6
- 230000000855 fungicidal effect Effects 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 11
- 238000002156 mixing Methods 0.000 abstract description 10
- 125000000217 alkyl group Chemical group 0.000 abstract description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 4
- 230000006866 deterioration Effects 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract description 4
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 abstract description 4
- 239000007787 solid Substances 0.000 abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 abstract description 3
- 238000004925 denaturation Methods 0.000 abstract description 3
- 230000036425 denaturation Effects 0.000 abstract description 3
- 238000002845 discoloration Methods 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 3
- 239000011347 resin Substances 0.000 abstract description 3
- 229920005989 resin Polymers 0.000 abstract description 3
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 229960000969 phenyl salicylate Drugs 0.000 abstract description 2
- 230000002070 germicidal effect Effects 0.000 abstract 3
- 238000003287 bathing Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000001939 inductive effect Effects 0.000 abstract 1
- -1 4-chloro-2-phenylmethylxylenol Chemical compound 0.000 description 11
- 239000000645 desinfectant Substances 0.000 description 11
- 230000000844 anti-bacterial effect Effects 0.000 description 7
- 239000002609 medium Substances 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 230000000895 acaricidal effect Effects 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 239000002504 physiological saline solution Substances 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 230000002265 prevention Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 230000007928 solubilization Effects 0.000 description 3
- 238000005063 solubilization Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- IJALWSVNUBBQRA-UHFFFAOYSA-N 4-Isopropyl-3-methylphenol Chemical compound CC(C)C1=CC=C(O)C=C1C IJALWSVNUBBQRA-UHFFFAOYSA-N 0.000 description 2
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 2
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000008213 purified water Substances 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 230000003381 solubilizing effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- HGVPAERCRRHYPS-UHFFFAOYSA-N 2-(3,5-dimethyl-1H-pyrazol-4-yl)-4-phenyl-1H-pyrimidin-6-one Chemical compound CC1=NNC(=C1C1=NC(=CC(=N1)C1=CC=CC=C1)O)C HGVPAERCRRHYPS-UHFFFAOYSA-N 0.000 description 1
- NCKMMSIFQUPKCK-UHFFFAOYSA-N 2-benzyl-4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1CC1=CC=CC=C1 NCKMMSIFQUPKCK-UHFFFAOYSA-N 0.000 description 1
- NEWPHVNFSATQRX-UHFFFAOYSA-N 2-benzylbenzene-1,4-diol Chemical compound OC1=CC=C(O)C(CC=2C=CC=CC=2)=C1 NEWPHVNFSATQRX-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- KPFPEXKMIDAQNO-UHFFFAOYSA-N 3-chloro-2-phenylphenol Chemical compound OC1=CC=CC(Cl)=C1C1=CC=CC=C1 KPFPEXKMIDAQNO-UHFFFAOYSA-N 0.000 description 1
- HWWKEEKUMAZJLL-UHFFFAOYSA-N 4-bromo-2,5-dichlorophenol Chemical compound OC1=CC(Cl)=C(Br)C=C1Cl HWWKEEKUMAZJLL-UHFFFAOYSA-N 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- CMHMMKSPYOOVGI-UHFFFAOYSA-N Isopropylparaben Chemical compound CC(C)OC(=O)C1=CC=C(O)C=C1 CMHMMKSPYOOVGI-UHFFFAOYSA-N 0.000 description 1
- 235000002233 Penicillium roqueforti Nutrition 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- KYPYTERUKNKOLP-UHFFFAOYSA-N Tetrachlorobisphenol A Chemical compound C=1C(Cl)=C(O)C(Cl)=CC=1C(C)(C)C1=CC(Cl)=C(O)C(Cl)=C1 KYPYTERUKNKOLP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000008235 industrial water Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- GYCKQBWUSACYIF-UHFFFAOYSA-N o-hydroxybenzoic acid ethyl ester Natural products CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 description 1
- 239000004306 orthophenyl phenol Substances 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- 229940090668 parachlorophenol Drugs 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000001965 potato dextrose agar Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- ZZPKZRHERLGEKA-UHFFFAOYSA-N resorcinol monoacetate Chemical compound CC(=O)OC1=CC=CC(O)=C1 ZZPKZRHERLGEKA-UHFFFAOYSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は家庭用及び業務用の水溶性組成物及びこれを有
効成分として含有する殺ダニ剤、殺菌剤、消臭剤、繊維
処理剤、清浄剤に関する。Detailed Description of the Invention <Industrial Application Field> The present invention relates to water-soluble compositions for household and commercial use, and acaricides, bactericidal agents, deodorants, fiber treatment agents, and Regarding cleaning agents.
〈従来技術〉
フェノール系殺菌剤は建材用、木材用、塗料及び接着剤
用、プラスチック及びフィルム用、金属加工油用、医薬
品及び化粧品用防菌防黴剤または、各種環境用殺菌剤と
して用いられており、抗菌スペクトルが広く極めて有効
な殺菌剤である。特にクレゾールは抗菌力が強く多くの
医療機関（例えば結核治療病院など）において石鹸とし
て使用されている。また、他のフェノール系殺菌剤の多
くは水難溶性であることより乳剤、油剤あるいは樹脂類
（例えばマンニン油、ウレタン樹脂、ヒマシ油）及び溶
剤に溶解して用いたり、塗料または接着剤に混合された
レバプラスチック及び／又はフィルム等に混入あるいは
表面に塗布したりして各種用途に用いられている。<Prior art> Phenol disinfectants are used as antibacterial and fungicidal agents for building materials, wood, paints and adhesives, plastics and films, metal processing oils, pharmaceuticals and cosmetics, and as disinfectants for various environments. It is a highly effective bactericidal agent with a broad antibacterial spectrum. Cresol in particular has strong antibacterial properties and is used as soap in many medical institutions (for example, tuberculosis treatment hospitals). In addition, many other phenolic fungicides are poorly water-soluble and are used dissolved in emulsions, oils, resins (e.g. mannin oil, urethane resin, castor oil) and solvents, or mixed into paints or adhesives. It is used for various purposes by being mixed into or coated on the surface of lever plastics and/or films.
これら水難溶性フェノール系殺菌剤の水への可溶化方法
としては塩を作ることが知られている。A known method for solubilizing these poorly water-soluble phenolic disinfectants in water is to prepare salts.
一方一般式［１］で示されるアルキルアミンのエチレン
オキサイド付加物は界面活性剤として化粧品の乳化、ゴ
ム・プラスチックの乳化剤、顔料の分散剤、繊維処理剤
、機械類の防黴剤又は潤滑油として用いられている。On the other hand, the ethylene oxide adduct of the alkylamine represented by the general formula [1] can be used as a surfactant for emulsifying cosmetics, as an emulsifying agent for rubber and plastics, as a dispersing agent for pigments, as a textile treatment agent, as a fungicide for machinery, or as a lubricating oil. It is used.
〈発明が解決しようとする問題点〉
しかしながら、水難溶性フェノール系化合物を水ヘ可溶
化方法としての塩を作る場合、一般に水酸化ナトリウム
、水酸化カリウムなどの強アルカリと反応させて作る。<Problems to be Solved by the Invention> However, when making a salt for solubilizing a poorly water-soluble phenolic compound in water, it is generally made by reacting it with a strong alkali such as sodium hydroxide or potassium hydroxide.
このため水難溶性フェノール系化合物の塩は溶媒中に溶
解させると著しいアルカリ性（ｐＨ１０以上）になり、
実際に使用する場合に眼あるいは皮膚に付着すれば有害
であり、金属に対しても劣化を引き起こす原因となるば
かりでなく、目的とする所望の効果が著しく低下すると
同時に、該フェノール系化合物は強アルカリ条件で長期
間保存すると分解及び変色することが知られている。従
って用途も制限され、家庭用では防菌防黴剤または殺菌
剤としてほとんど使用されていない。For this reason, salts of poorly water-soluble phenolic compounds become extremely alkaline (pH 10 or higher) when dissolved in a solvent.
In actual use, if it comes into contact with the eyes or skin, it is harmful, and it not only causes deterioration of metals, but also significantly reduces the desired effect. It is known that it decomposes and changes color when stored in alkaline conditions for a long period of time. Therefore, its uses are limited, and it is hardly used as an antibacterial or fungicide or disinfectant for household use.
そこで発明者らはフェノール系化合物を家庭用あるいは
業務用として防菌防黴剤または殺菌剤、殺ダニ剤等とし
て容易に使用できるよう研究しその結果、水難溶性フェ
ノール系化合物を安定にかつ容易に可溶化した水性活性
剤、つまりアルキルアミンのエチレンオキサイド付加物
を少なくとも１種以上及び水難溶性フェノール系化合物
からなる水溶性組成物を発明するに至った。Therefore, the inventors researched ways to easily use phenolic compounds as antibacterial, fungicidal, fungicide, acaricide, etc. for household or commercial use, and as a result, they were able to stably and easily use phenolic compounds that are poorly water-soluble. We have now invented a water-soluble composition comprising at least one solubilized water-based active agent, that is, an ethylene oxide adduct of an alkylamine, and a poorly water-soluble phenolic compound.
く問題を解決するための手段〉
本発明は
Ｃ式中ＲはＣ６からＣ２□のアルキル基またはアルケニ
ル基、ｍおよびｎは正の整数で、ｍ＋ｎが４から２６を
表す）で示されるアルキルアミンのエチレンオキサイド
付加物を１種又は２種以上及び水難溶性フェノール系化
合物からなる水溶性組成物に係る。The present invention provides an alkylamine represented by the formula C, where R is a C6 to C2□ alkyl group or alkenyl group, m and n are positive integers, and m+n represents 4 to 26. The invention relates to a water-soluble composition comprising one or more ethylene oxide adducts and a poorly water-soluble phenolic compound.
本発明における水難溶性フェノール系化合物としては、
建材用、木材用、塗料及び接着剤用、プラスチック及び
フィルム用、金属加工油用、医薬品及び化粧品用に用い
られているものであれば良く、４−クロロ−２−フェニ
ルメチルキシレノール、オルトヒドロキシ安息香酸、サ
リチル酸フェニル（以下Ａという）、５．５−ジクロロ
２，２゛ −ジヒドロキシフェニルメタン、４−ブロ
モ−２，５−ジクロロフェノール（以下Ｂという）、２
−［３，５−ジメチルピラゾリル］−４−ヒドロキシ−
６−フェニルピリミジン、２，２−チオビス（４−クロ
ロフェノール）、２−イソプロピル−５−メチルフェノ
ール、２、３．４． ６−チトラクロロフエノール、２
，４゜４゛−トリクロロ−２−ヒドロキシ−ジフェニル
エーテル（以下Ｃという）、２，４．６−ドリブロモフ
エノール（以下りという）、バラヒドロキシ安息香酸イ
ソプロピル、バラヒドロキシ安息香酸エチル、バラヒド
ロキシ安息香酸ブチル（以下Ｅという）、バラヒドロキ
シ安息香酸プロピル、パラクロロフェノール、パラクロ
ロメタキシレノール（以下Ｆという）、２，２−チオビ
ス（４，６−ジクロロフェノール）、オルトフェニルフ
ェノール、３−メチル−４−イソプロピルフェノール、
オルトモノクロロフェニルフェノール、バラモノクロロ
フェニルフェノール、レゾルシンモノアセテート、３−
メチル−４−クロロフェノール、２−ベンジル−４−ク
ロロフェノール（以下Ｇという）、 （２，２’ −ジ
ヒドロキシ−５，５°−ジクロロ）−シフエルメタン（
以下Ｈという）、ジデシルジメチルアンモニウムクロラ
イド等が例示できる。The poorly water-soluble phenolic compound in the present invention includes:
Any materials used for building materials, wood, paints and adhesives, plastics and films, metal processing oils, pharmaceuticals and cosmetics are acceptable; 4-chloro-2-phenylmethylxylenol, orthohydroxybenzoin Acid, phenyl salicylate (hereinafter referred to as A), 5,5-dichloro2,2'-dihydroxyphenylmethane, 4-bromo-2,5-dichlorophenol (hereinafter referred to as B), 2
-[3,5-dimethylpyrazolyl]-4-hydroxy-
6-phenylpyrimidine, 2,2-thiobis(4-chlorophenol), 2-isopropyl-5-methylphenol, 2, 3.4. 6-titrachlorophenol, 2
, 4゜4゛-trichloro-2-hydroxy-diphenyl ether (hereinafter referred to as C), 2,4.6-dribromophenol (hereinafter referred to as below), isopropyl hydroxybenzoate, ethyl hydroxybenzoate, hydroxybenzoic acid Butyl (hereinafter referred to as E), propyl parahydroxybenzoate, parachlorophenol, parachloromethaxylenol (hereinafter referred to as F), 2,2-thiobis(4,6-dichlorophenol), orthophenylphenol, 3-methyl-4 -isopropylphenol,
Ortho-monochlorophenylphenol, monochlorophenylphenol, resorcinol monoacetate, 3-
Methyl-4-chlorophenol, 2-benzyl-4-chlorophenol (hereinafter referred to as G), (2,2'-dihydroxy-5,5°-dichloro)-cyfermethane (
(hereinafter referred to as H), didecyldimethylammonium chloride, and the like.
本発明における一般式［１］
で示されるアルキルアミンのエチレンオキサイド付加物
としては、ＲはＣ１からＣ２２のアルキル基またはアル
ケニル基でかつｍおよびｎは正の整数で、ｍ十ｎが４か
ら２６で表されるものであれば良い。しかしながら可溶
化したい水難溶性フェノール系化合物の疎水度によりＲ
およびｍ＋ｎは変化しつる。たとえばパラクロロメタキ
シレノールであればＲはラウリル基（Ｃ，２アルキル基
）でかつｍ十ｎが７であるアルキルアミンのエチレンオ
キサイド付加物（例えば日本油脂製 商品名ナイミーン
Ｌ−２０７）にて安定に可溶化できるが、２，４．４’
−トリクロロ−２° −ヒドロキシジフェニルエーテ
ルにおいては前記のＲはラウリル基（Ｃ，□のアルキル
基）でかっｍ＋ｎが７であるアルキルアミンのエチレン
オキサイド付加物では可溶化できないが、Ｒはステアリ
ル基（Ｃ１，のアルキル基）でかつｍ＋ｎが１０である
アルキルアミンのエチレンオキサイド付加物（例えば日
本油脂製 商品名ナイミーンＳ−２１０）であれば安定
に可溶化できる。これは可溶化したい水工難溶性フェノ
ール系化合物の疎水度に応じてアルキルアミンのエチレ
ンオキサイド付加物のアルキル基の炭素数及びポリオキ
シエチレンの平均重合度であるｍ＋ｎを対応させること
で有利にかつ安定に可溶化でき、これは本発明の１例を
示唆するにすぎない。また、この場合の可溶化とは溶媒
としての水（工業用水、家庭用浄水、精製水、水溶液等
）に対して均一に有効成分を分散、溶解し、かつ長時間
安定な状態（分離しない、沈殿を生じない、有効成分が
変性しない等）に保たれる状態を示す。 本発明におけ
る水溶性組成物の製造及び／又は使用方法は一般式［１
］で示されるアルキルアミンのエチレンオキサイド付加
物および可溶化すべき水難溶性フェノール系化合物をア
ルコール（例えばエタノール、メタノール、イソプロパ
ツール等）中で混合撹拌した後水中へ添加する事でなし
える。場合においては該一般式［１］で示されるアルキ
ルアミンのエチレンオキサイド付加物および該可溶化す
べき水難溶性フェノール系化合物を混合した後、加熱（
４０がら７０℃）しながら混合撹拌したのち水中へ加え
ることでもなし得る。水難溶性フェノール系化合物と一
般式［１］で示されるアルキルアミンのエチレンオキサ
イド付加物の混合割合は水難溶性フェノール系化合物１
モルに対して、一般式［１コで示されるアルキルアミン
のエチレンオキサイド付加物０． ７モル以上有れば良
く、好ましくは０．８から１．５モル、より好ましくは
０．９から１．２モルの割合で使用することが出来る。In the ethylene oxide adduct of the alkylamine represented by the general formula [1] in the present invention, R is a C1 to C22 alkyl group or alkenyl group, m and n are positive integers, and m + n is 4 to 26 It is fine as long as it is expressed as . However, depending on the hydrophobicity of the poorly water-soluble phenolic compound to be solubilized, R
and m+n are variable. For example, in the case of parachlorometaxylenol, R is a lauryl group (C,2 alkyl group), and it is stabilized by an ethylene oxide adduct of an alkylamine with mn=7 (for example, NOF Co., Ltd., trade name Naimeen L-207). It can be solubilized in 2,4.4'
In -trichloro-2°-hydroxydiphenyl ether, R is a lauryl group (C, □ alkyl group) and cannot be solubilized with an ethylene oxide adduct of an alkylamine where m+n is 7, but R is a stearyl group (C1 , alkyl group) and where m+n is 10, an ethylene oxide adduct of an alkylamine (for example, Nymeen S-210, manufactured by NOF Corporation) can be stably solubilized. This can be advantageously achieved by adjusting the number of carbon atoms in the alkyl group of the ethylene oxide adduct of the alkylamine and the average degree of polymerization of polyoxyethylene (m+n) according to the hydrophobicity of the poorly soluble phenolic compound to be solubilized. It can be stably solubilized, which only suggests one example of the invention. In addition, solubilization in this case means dispersing and dissolving the active ingredient uniformly in water as a solvent (industrial water, household purified water, purified water, aqueous solution, etc.) and maintaining it in a stable state for a long time (non-separation, Indicates the state in which the active ingredient is maintained (such as no precipitation or denaturation of the active ingredient). The method for producing and/or using the water-soluble composition in the present invention is based on the general formula [1
This can be achieved by mixing and stirring the ethylene oxide adduct of the alkylamine represented by the formula and the poorly water-soluble phenol compound to be solubilized in an alcohol (for example, ethanol, methanol, isopropanol, etc.), and then adding the mixture to water. In some cases, after mixing the ethylene oxide adduct of the alkylamine represented by the general formula [1] and the poorly water-soluble phenol compound to be solubilized, heating (
This can also be achieved by mixing and stirring at a temperature of 40°C to 70°C and then adding the mixture to water. The mixing ratio of the poorly water-soluble phenol compound and the ethylene oxide adduct of the alkylamine represented by the general formula [1] is 1 part of the poorly water-soluble phenol compound.
Per mole, the ethylene oxide adduct of the alkylamine represented by the general formula [1] is 0. It is sufficient if the amount is 7 moles or more, preferably 0.8 to 1.5 moles, more preferably 0.9 to 1.2 moles.
上記混合割合で水中に配合することで容易に可溶化する
ことができる。実際の使用における水溶性組成物全体に
対する混合割合は必要に応じて異なるが、前記の水難溶
性フェノール系化合物と一般式［１］で示されるアルキ
ルアミンのエチレンオキサイド付加物の混合割合であれ
ば充分に可溶化でき、いずれの方法においても安定な水
溶性組成物が得られる。It can be easily solubilized by blending it in water at the above mixing ratio. The mixing ratio of the entire water-soluble composition in actual use will vary depending on the need, but the mixing ratio of the slightly water-soluble phenolic compound and the ethylene oxide adduct of the alkylamine represented by the general formula [1] is sufficient. A stable water-soluble composition can be obtained by either method.
本発明において、上記水溶性組成物を消臭剤、清浄剤、
浴用殺菌剤、繊維処理剤、環境殺菌剤、殺ダニ剤の有効
成分として用いる場合、該有効成分をそのまま処理を要
求される区域、場所、箇所、部位等に適用することもで
きるが、通常好ましくは、適当な担体その他の配合剤を
用いて適用区域、適用方法等に適した各種の形態、例え
ば、液剤、固剤等に調製して利用される。更に本発明の
水溶性組成物には公知の医薬品、香料、化粧料、着香料
、着色料、酸化防止剤、効力増強剤、忌避剤、殺虫剤、
殺ソ剤等を配合することが出来る。In the present invention, the water-soluble composition may be used as a deodorant, a cleaning agent,
When used as an active ingredient in a bath disinfectant, textile treatment agent, environmental disinfectant, or acaricide, the active ingredient can be applied as it is to the area, place, location, site, etc. that requires treatment, but it is usually preferred. are prepared and used in various forms, such as liquids and solids, suitable for the area of application, method of application, etc., using appropriate carriers and other compounding agents. Furthermore, the water-soluble composition of the present invention may contain known pharmaceuticals, perfumes, cosmetics, fragrances, colorants, antioxidants, potency enhancers, repellents, insecticides,
A insecticide etc. can be added.
本発明において上記水溶性組成物を含有した各製剤中の
水溶性組成物及び適用量は、その剤型や適用方法、適用
場所等に応じて適宜に決定すればよく、限定的ではない
が、通常液剤やエアゾール剤等の形態で用いる場合、水
溶性組成物を１〜８０重量％好ましくは５〜４０重量％
含有させればよく、粉剤等の固剤の形態とする場合１〜
５０重量％好ましくは２〜２０重量％含有させればよく
、その適用量としては、例えば塗布使用の場合、塗布す
べき面積１ｄ当りに有効成分を約０．００１■以上好ま
しくは約０．００１〜０．５■とするのがよく、固剤そ
の他の形態で用いる場合、適用空間１ｒｒｒ当り有効成
分を約１■以上存在させるのが適当である。In the present invention, the water-soluble composition in each preparation containing the above-mentioned water-soluble composition and the amount to be applied may be appropriately determined depending on the dosage form, application method, application location, etc., but are not limited, Usually, when used in the form of a liquid or aerosol, the water-soluble composition should be 1 to 80% by weight, preferably 5 to 40% by weight.
If it is in the form of a solid agent such as a powder, 1-
It is sufficient to contain 50% by weight, preferably 2 to 20% by weight, and the amount to be applied is, for example, in the case of coating, about 0.001 cm or more of the active ingredient per 1 d of area to be coated, preferably about 0.001 It is preferable that the active ingredient be present in the amount of about 1 .mu.m or more per 1 rrr of application space when used in solid form or other forms.
〈作用〉
本発明の水溶性組成物は従来の可溶化方法で作られる水
難溶性フェノール系化合物の水溶液に比べｐＨが低く人
体に対して安全であるばかりでなく、従来より使用され
ている樹脂、金属、木材、繊維などに使用しても劣化を
引き起こすことがない。また、弱アルカリであるため、
フェノール系化合物の変性・変色などを引き起こすこと
もなく、人体用消臭剤（腋臭防止、足臭防止など）、人
体用清浄剤１、繊維処理剤、施行者に対して安全な環境
殺菌剤、あるいは殺ダニ剤、浴用殺菌剤等として優れた
機能を発揮する。<Function> The water-soluble composition of the present invention has a lower pH than an aqueous solution of a poorly water-soluble phenolic compound made by a conventional solubilization method, and is safe for the human body. It does not cause deterioration even when used on metal, wood, fiber, etc. In addition, since it is weakly alkaline,
A deodorant for the human body (prevents armpit odor, foot odor, etc.), a cleansing agent for the human body 1, a textile treatment agent, an environmental disinfectant that is safe for the operator, and does not cause denaturation or discoloration of phenolic compounds. It also exhibits excellent functions as a miticide, bath disinfectant, etc.
〈実施例〉 下記の実施例により本発明を更に詳細に説明する。<Example> The invention will be explained in more detail with the following examples.
しかし下記の実施例は本発明の範囲を制限するものでは
ない。However, the following examples are not intended to limit the scope of the invention.
実施例１〜９
下記の処方により水溶性組成物を得た。これはエタノー
ル５ｃｃ中に下記に記載の各水難溶性フェノール系化合
物１ｇおよび各一般式［１］で示されるアルキルアミン
のエチレンオキサイド付加物当モルを添加し、水で１０
０ｃｃにフィルアップして該水溶性組成物を得た。なお
、下記第１表中の”○”は可溶化できたことを示し、°
′×”は可溶化しえなかったことを示し混合物について
は配合量（ｗ／ｗ％）で記載した。また、水難溶性フェ
ノール系化合物としては、パラクロロメタキシレノール
（Ｆ）２，４゜４′−トリクロロ−２° −ヒドロキシ
ジフェニルエーテル（Ｃ）、バラヒドロキシ安息香酸ブ
チル（Ｅ）、 （２，２°−ジヒドロキシ−５，５゛
−ジクロロ）−ジフェニルメタン（Ｈ）の４種を用い
た。Examples 1 to 9 Water-soluble compositions were obtained according to the following formulations. This is done by adding 1 g of each poorly water-soluble phenolic compound described below and the equivalent mole of an ethylene oxide adduct of each alkylamine represented by the general formula [1] to 5 cc of ethanol, and adding
The water-soluble composition was obtained by filling up to 0 cc. In addition, "○" in Table 1 below indicates that solubilization was achieved, and °
``×'' indicates that the mixture could not be solubilized, and the mixture is described in terms of blending amount (w/w%).In addition, as a poorly water-soluble phenolic compound, parachloromethaxylenol (F) 2.4゜4 Four types were used: '-trichloro-2'-hydroxydiphenyl ether (C), butyl hydroxybenzoate (E), and (2,2'-dihydroxy-5,5'-dichloro)-diphenylmethane (H).
第１表
実施例１０
水難溶性フェノール系化合物であるパラクロロメタキシ
レノール（Ｆ）２，４．４’ −トリクロロ−２°−ヒ
ドロキシジフェニルエーテル（Ｃ）、バラヒドロキシ安
息香酸ブチル（Ｅ）、 （２，２°−ジヒドロキシ−５
，５′−ジクロロ）−ジフェニルメタン（Ｈ）および本
発明水溶性組成物の抗菌作用を調べた。各水難溶性フェ
ノール系化合物は１０ｃｃのエタノールに溶解後、０．
９％食塩水に分散させ（分散はミキサーによる機械的
な方法）、水溶性組成物としては実施例４の物を用い、
次に示す寒天平菌）、
大腸菌（Ｅｓｃｈｅｒｉｃｈｉａ
ｃｏｌｉ：
ａｃｉｌｌｕｓ ５ｕｂｔｉｌｉｓ：以下り細菌）、
黒カビ（Ａｓｐｅｒｇｉｌｌｕｓ ｎｉｇｅｒ：以下
Ａ黴）、青カビ（Ｐｅｎｉｃｉｌｉｕｍ ｃｉｔｒｉ
ｎｕｍ：以下Ｂ黴）の６種を用いた。Table 1 Example 10 Parachloromethaxylenol (F), a poorly water-soluble phenolic compound, 2,4.4'-trichloro-2°-hydroxydiphenyl ether (C), butyl butyl hydroxybenzoate (E), (2, 2°-dihydroxy-5
, 5'-dichloro)-diphenylmethane (H) and the water-soluble composition of the present invention were investigated for their antibacterial effects. Each poorly water-soluble phenolic compound was dissolved in 10 cc of ethanol, and then dissolved in 0.0 ml of ethanol.
Dispersed in 9% saline (dispersion was done mechanically using a mixer), using the water-soluble composition of Example 4,
The following bacteria), Escherichia coli (acillus 5ubtilis),
Black mold (Aspergillus niger: hereinafter referred to as A mold), blue mold (Penicilium citri)
num (hereinafter referred to as B mold) were used.
７℃２日間、またカビ用としてはポテトデキストロース
寒天培地（Ｄｉｆｃｏ社製商品名）で２７℃５日間培養
した。The cells were cultured at 7°C for 2 days, and for fungi, they were cultured at 27°C for 5 days on potato dextrose agar medium (trade name, manufactured by Difco).
剤を得た。obtained the drug.
結果は、下式のアボット補正による死出率（％）求め表
５に示した。The results are shown in Table 5, where the mortality rate (%) was determined by Abbott's correction using the following formula.
−Ｙ
補正死出率（％）＝ Ｘ１００
Ｘ：無処理区の生存虫の百分率
Ｙ：処理区の生存虫の百分率
試験方法（コナヒヨウヒダニ、
ケナガコナダニに
実施例２０
下記処方のものをそれぞれ混合し、本発明の水溶性組成
物を含有した人体用消臭剤を得た。-Y Corrected mortality rate (%) = X100 A deodorant for the human body containing the water-soluble composition of the invention was obtained.
３−メチル−４−イソプロピルフェノール０．５％
２−ベンジル−４−ヒドロキシフェノール０、 ５％
ポリオキシエチレン（１０モル付加）ステアリルアミン
３．７％香料
０． １％水
９５．２％試験方法（足臭防止
効果）
足臭を有する健常人男子８名を対象とし、上記処方の消
臭剤を１日３回ｌｅｅ／回を直接足にスプレーした。3-Methyl-4-isopropylphenol 0.5% 2-benzyl-4-hydroxyphenol 0.5% Polyoxyethylene (10 mole addition) Stearylamine 3.7% Fragrance
0. 1% water
95.2% Test method (foot odor prevention effect) Eight healthy male subjects with foot odor were sprayed directly onto their feet with the above-mentioned deodorant 3 times a day.
スプレーする足をＡ、スプレーしない足をＢとし、下記
の評価基準に基づいて足臭の強さを自己評価した。The feet that were sprayed were designated as A, and the feet that were not sprayed were designated as B, and the strength of the foot odor was self-evaluated based on the following evaluation criteria.
点 数 Ｏ足臭なし
１ 弱い足臭
２ 中程度の足臭
３ 強い足臭
４ 非常に強い足臭
評 価 Ａ＝１．１、Ｂ＝２．８実施例２１
下記処方のものをそれぞれ混合し、本発明の水溶性組成
物を含有した清浄剤を得た。Score O No foot odor 1 Weak foot odor 2 Moderate foot odor 3 Strong foot odor 4 Very strong foot odor Evaluation A = 1.1, B = 2.8 Example 21 The following formulations were mixed respectively. A cleaning agent containing the water-soluble composition of the present invention was obtained.
塩化ベンザルコニウム ０．０５％バラヒ
ドロキシ安息香酸ブチル ０．１５％ポリオキシエ
チレン（１０モル付加）
オイルアミン ０．５０％水
９９．３０％試験
方法
上記清浄剤２−を脱脂綿に浸み込ませ、健常女子１０名
の前腕部を十分に拭いたのち、清拭部位を生理食塩水を
浸み込ませた脱脂綿で拭いた。この脱脂綿を生理食塩水
でよく振とうした後、生理食塩水で適宜希釈し、希釈液
１ｄを５ＣＤＬＰ培地（防腐剤賦活化生菌数測定用培地
二日本製薬製）１５−に混合した。培地は固化後３７℃
にて４８時間培養し、菌数を測定した。得られた結果は
以下のとうりであった。Benzalkonium chloride 0.05% butyl hydroxybenzoate 0.15% polyoxyethylene (10 mole addition) Oil amine 0.50% water
99.30% Test method Absorbent cotton was soaked in the above cleaning agent 2-, and the forearms of 10 healthy women were thoroughly wiped, and the area to be cleaned was wiped with absorbent cotton soaked in physiological saline. . After thoroughly shaking this absorbent cotton with physiological saline, it was appropriately diluted with physiological saline, and the diluted solution 1d was mixed with 5CDLP medium (preservative-activated viable cell count measurement medium Ni Nippon Pharmaceutical Co., Ltd.) 15-. Medium is at 37℃ after solidification.
The cells were cultured for 48 hours and the number of bacteria was measured. The results obtained were as follows.
皮フ１−あたりの菌数
無処理区 ２．８Ｘ１０”個
処理区 ３．５Ｘ１０’個
実施例２２
下記処方のものをそれぞれ混合し、本発明の浴用殺菌剤
を得た。Number of bacteria per skin (untreated area: 2.8 x 10') treated area: 3.5 x 10' (Example 22) The following formulations were mixed to obtain a bath disinfectant of the present invention.
２．４．４°−トリクロロ−２′−ヒドロキシジフェニ
ルエーテル ５％ポリオキシエ
チレン（１５モル付加）ステアリルアミン
１５％水
８０％試験方法
上記殺菌剤２０−を浴槽中の水３００Ｑに溶かした後、
家族４名が使用した。この水を１０日放置したが、水は
清浄であった。2.4.4°-Trichloro-2'-hydroxydiphenyl ether 5% polyoxyethylene (15 mole addition) stearylamine
15% water
80% test method After dissolving the above disinfectant 20- in 300Q of water in a bathtub,
Used by 4 family members. This water was left to stand for 10 days and was clean.
実施例２３
下記処方のものをそれぞれ混合し、本発明繊維処理剤を
得た。Example 23 The following formulations were mixed to obtain a fiber treatment agent of the present invention.
２．４．４’ −トリクロロ−２′−ヒドロキシジフェ
ニルエーテル ０．５％パラクロロ
メタキシレノール ０． ５％ジデシルジメチ
ルアンモニウムクロライド１．０％
ポリオキシエチレン（１０モル付加）ラウリルアミン
３．０％水
９５．０％試験方法
上記実施例２０で得た繊維処理剤３０−を水３０Ｑに溶
かし、布１．５ｋｇを浸漬した後、乾燥し処理布とした
。この処理布の抗菌力評価を評価するために以下の試験
を行った。５×５師の試験布４枚（処理布と無処理布を
各２枚ずつ）を９９０ｍｍシャーレに入れ、オートクレ
ーブにより滅菌したのち、この試験布に、あらかじめハ
ートインフエージョン培地で培養した黄色ブドウ球菌を
生理食塩水で希釈した溶液１−を加え、３７℃にて２４
時間培養した。試験布の繊維質としては、綿とポリエス
テルの２種類を用いた。これらの試験布は生理食塩水に
て振とうし、希釈液１ｗ１を５ＣＤＬＰ培地１５−に混
合した。2.4.4'-Trichloro-2'-hydroxydiphenyl ether 0.5% parachloromethaxylenol 0. 5% Didecyldimethylammonium chloride 1.0% Polyoxyethylene (10 mole addition) Laurylamine
3.0% water
95.0% Test method Fiber treatment agent 30- obtained in Example 20 above was dissolved in 30Q of water, 1.5 kg of cloth was immersed, and then dried to obtain a treated cloth. The following tests were conducted to evaluate the antibacterial activity of this treated fabric. Four 5x5 test cloths (two treated and two untreated cloths) were placed in a 990 mm petri dish and sterilized in an autoclave. Add solution 1- of cocci diluted with physiological saline and incubate at 37℃ for 24 hours.
Cultured for hours. Two types of fibers were used for the test cloth: cotton and polyester. These test cloths were shaken in physiological saline, and diluted solution 1w1 was mixed with 5CDLP medium 15-.
培地は固化後３７℃にて４８時間培養し、菌数を測定し
た。得られた結果は以下のとうりであった。After solidification, the medium was cultured at 37°C for 48 hours, and the number of bacteria was measured. The results obtained were as follows.
〈発明の効果〉
本発明は上記のごとき特定の組成物からなり、ｐＨが低
く人体に安全であるばかりでなく、従来より使用されて
いる樹脂などの各種素材などに使用しても劣化を引き起
こすことがない。また、弱アルカリ性であるため、フェ
ノール系化合物自体の変性変色などを引き起こすことも
なく、人体用消臭剤（腋臭防止１足臭防止など）、清浄
剤、浴用殺菌剤、繊維処理剤、環境殺菌剤あるいは殺ダ
ニ剤としてきわめて有用であるなどの特徴を有する。<Effects of the Invention> The present invention is composed of the above-mentioned specific composition, which not only has a low pH and is safe for the human body, but also causes deterioration when used in various materials such as resins that have been conventionally used. Never. In addition, because it is weakly alkaline, it does not cause degeneration or discoloration of the phenolic compound itself, and can be used as a deodorizer for the human body (armpit odor prevention, foot odor prevention, etc.), cleaning agents, bath disinfectants, textile treatment agents, and environmental sterilizers. It has the characteristics of being extremely useful as an acaricide or acaricide.
特許出願人 アース製薬株式会社Patent applicant Earth Pharmaceutical Co., Ltd.
Claims (1)
ルケニル基、ｍおよびｎは正の整数で、ｍ＋ｎが４から
２６を表す）で示されるアルキルアミンのエチレンオキ
サイド付加物を１種又は２種以上及び水難溶性フェノー
ル系化合物からなる水溶性組成物 ２、請求項１に記載された水溶性組成物を有効成分とし
て含有することを特徴とする殺ダニ剤 ３、請求項１に記載された水溶性組成物を有効成分とし
て含有することを特徴とする殺菌剤 ４、請求項１に記載された水溶性組成物を有効成分とし
て含有することを特徴とする消臭剤 ５、請求項１に記載された水溶性組成物を有効成分とし
て含有することを特徴とする繊維処理剤６、請求項１に
記載された水溶性組成物を有効成分として含有すること
を特徴とする清浄剤[Claims] 1. General formula [1] ▲ Numerical formulas, chemical formulas, tables, etc. A water-soluble composition 2 comprising one or more ethylene oxide adducts of alkylamines represented by (26) and a poorly water-soluble phenolic compound, the water-soluble composition according to claim 1 as an active ingredient. A miticide 3 characterized in that it contains the water-soluble composition according to claim 1, a fungicide 4 characterized in that it contains the water-soluble composition according to claim 1 as an active ingredient, and a water-soluble composition according to claim 1. A deodorant 5 characterized in that it contains as an active ingredient; a fiber treatment agent 6 characterized in that it contains the water-soluble composition according to claim 1 as an active ingredient; A cleaning agent characterized by containing a water-soluble composition as an active ingredient
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2120207A JP2923571B2 (en) | 1990-05-09 | 1990-05-09 | Method for solubilizing poorly water-soluble phenolic compounds, acaricide, etc. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2120207A JP2923571B2 (en) | 1990-05-09 | 1990-05-09 | Method for solubilizing poorly water-soluble phenolic compounds, acaricide, etc. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0418001A true JPH0418001A (en) | 1992-01-22 |
| JP2923571B2 JP2923571B2 (en) | 1999-07-26 |
Family
ID=14780555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2120207A Expired - Fee Related JP2923571B2 (en) | 1990-05-09 | 1990-05-09 | Method for solubilizing poorly water-soluble phenolic compounds, acaricide, etc. |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2923571B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002026036A1 (en) * | 2000-09-29 | 2002-04-04 | Syngenta Limited | Agrochemical composition containing activity-enhancing adjuvants |
| US7238645B1 (en) | 2000-09-18 | 2007-07-03 | Syngenta Crop Protection, Inc. | Pesticide formulations containing phosphate ester surfactant and alkoxylated lignosulfonate |
| WO2010010700A1 (en) * | 2008-07-23 | 2010-01-28 | 花王株式会社 | Method for producing antibacterial agent-containing liquid |
-
1990
- 1990-05-09 JP JP2120207A patent/JP2923571B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7238645B1 (en) | 2000-09-18 | 2007-07-03 | Syngenta Crop Protection, Inc. | Pesticide formulations containing phosphate ester surfactant and alkoxylated lignosulfonate |
| WO2002026036A1 (en) * | 2000-09-29 | 2002-04-04 | Syngenta Limited | Agrochemical composition containing activity-enhancing adjuvants |
| CZ300193B6 (en) * | 2000-09-29 | 2009-03-11 | Syngenta Limited | Agrochemical composition containing efficiency-intensifying adjuvants |
| WO2010010700A1 (en) * | 2008-07-23 | 2010-01-28 | 花王株式会社 | Method for producing antibacterial agent-containing liquid |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2923571B2 (en) | 1999-07-26 |
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