JPH01160922A - Germicide composition - Google Patents
Germicide compositionInfo
- Publication number
- JPH01160922A JPH01160922A JP62320767A JP32076787A JPH01160922A JP H01160922 A JPH01160922 A JP H01160922A JP 62320767 A JP62320767 A JP 62320767A JP 32076787 A JP32076787 A JP 32076787A JP H01160922 A JPH01160922 A JP H01160922A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- alkyl
- composition according
- long
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 230000002070 germicidal effect Effects 0.000 title abstract 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 229920002125 Sokalan® Polymers 0.000 claims abstract description 27
- 239000004584 polyacrylic acid Substances 0.000 claims abstract description 26
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 12
- -1 alkenyl amine salt Chemical class 0.000 claims abstract description 9
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical class 0.000 claims abstract description 5
- 239000007864 aqueous solution Substances 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 229960002026 pyrithione Drugs 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 40
- 239000000645 desinfectant Substances 0.000 claims description 32
- 230000000855 fungicidal effect Effects 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 239000000417 fungicide Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 150000001602 bicycloalkyls Chemical group 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- 125000002541 furyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 4
- 150000003254 radicals Chemical class 0.000 claims 2
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims 1
- 125000005018 aryl alkenyl group Chemical group 0.000 claims 1
- 150000005840 aryl radicals Chemical class 0.000 claims 1
- 125000005456 glyceride group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 claims 1
- 208000001840 Dandruff Diseases 0.000 abstract description 17
- 210000004761 scalp Anatomy 0.000 abstract description 17
- 150000001298 alcohols Chemical class 0.000 abstract description 6
- 206010000496 acne Diseases 0.000 abstract description 5
- 210000004243 sweat Anatomy 0.000 abstract description 5
- 208000003251 Pruritus Diseases 0.000 abstract description 2
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical compound [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- 230000002035 prolonged effect Effects 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- 239000003899 bactericide agent Substances 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 230000002265 prevention Effects 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 208000002874 Acne Vulgaris Diseases 0.000 description 4
- 230000001954 sterilising effect Effects 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 150000003973 alkyl amines Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000005923 long-lasting effect Effects 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 230000035900 sweating Effects 0.000 description 2
- SNUSZUYTMHKCPM-UHFFFAOYSA-N 1-hydroxypyridin-2-one Chemical compound ON1C=CC=CC1=O SNUSZUYTMHKCPM-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- SZTBMYHIYNGYIA-UHFFFAOYSA-N 2-chloroacrylic acid Chemical compound OC(=O)C(Cl)=C SZTBMYHIYNGYIA-UHFFFAOYSA-N 0.000 description 1
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- SAIKULLUBZKPDA-UHFFFAOYSA-N Bis(2-ethylhexyl) amine Chemical compound CCCCC(CC)CNCC(CC)CCCC SAIKULLUBZKPDA-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000007803 itching Effects 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/006—Antidandruff preparations
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、特に頭髪、頭皮、皮膚用として好適に使用さ
れる殺菌剤組成物に関し、更に詳述すると、発汗等によ
る殺菌剤の流出損失が少なく、従って殺菌剤の効果の持
続性の面で優れ、しかも皮膚等に塗布したときにべたつ
くことがなく、感触の良好な殺菌剤組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a disinfectant composition that is particularly suitable for use on hair, scalp, and skin. The present invention relates to a sterilizing composition which has a low sterilizing effect, has an excellent long-lasting sterilizing effect, is not sticky when applied to the skin, and has a good feel.
殺菌剤は、微生物に由来するフケ、カユミ1頭皮臭、汗
臭、ニキビの防止や皮膚面を殺菌、消毒して衛生を保つ
等の目的で広く使用されており、種々の頭髪・頭皮用、
皮膚用化粧料に配合されている。Disinfectants are widely used for the purpose of preventing dandruff, itching, scalp odor, sweat odor, and acne caused by microorganisms, and for maintaining hygiene by sterilizing and disinfecting the skin surface.
Contained in skin cosmetics.
従来、このように有用な殺菌剤の効果を高めるため、例
えば水不溶性の殺菌剤を水に可溶化して殺菌効果を高め
る方法(特開昭57−209211号、特公昭46−1
9072号)1粒状殺菌剤を微粒化することにより殺菌
効果を高める方法(特公昭61−36725号)、殺菌
剤の結晶形を工夫することにより殺菌効果を高める方法
(特開昭58−208206号)等の種々の提案がなさ
れている。Conventionally, in order to enhance the effectiveness of such useful bactericidal agents, methods have been proposed, such as methods for increasing the bactericidal effect by solubilizing water-insoluble bactericidal agents in water (Japanese Patent Application Laid-Open No. 57-209211, Japanese Patent Publication No. 46-1).
No. 9072) A method of increasing the bactericidal effect by atomizing a granular bactericide (Japanese Patent Publication No. 61-36725), A method of increasing the bactericidal effect by modifying the crystal form of the bactericide (Japanese Patent Publication No. 58-208206) ) and other various proposals have been made.
しかし、従来の殺菌剤は、頭髪、頭皮、皮膚に塗布した
場合、通常の殺菌剤はもちろん、上述したような殺菌剤
の性質を変えたものであっても。However, when applied to the hair, scalp, or skin, conventional disinfectants include not only normal disinfectants but also disinfectants with modified properties such as those mentioned above.
発汗によって皮膚等より流出し、皮膚面等に残留してい
る有効な殺菌剤量が減少してしまうため、殺菌効果の持
続性の点で満足すべきものではなかった・
本発明は上記事情に鑑みなされたもので、発汗等による
殺菌剤の皮膚等への残留量の減少を抑制し、殺菌剤の効
果の持続性を向上させた殺菌剤m酸物を提供することを
目的とする。Since the amount of effective disinfectant remaining on the skin surface decreases due to sweating, the amount of effective disinfectant remaining on the skin surface is not satisfactory in terms of sustainability.The present invention was developed in view of the above circumstances. The object of the present invention is to provide a bactericidal m-acid which suppresses the reduction in the amount of bactericide remaining on the skin due to sweating, etc., and improves the sustainability of the bactericidal effect.
〔問題点を解決するための手段及び作用〕本発明の殺菌
剤組成物は、上記目的を達成するため、ポリアクリル酸
長鎖アルキル又はアルケニルアミン塩と殺菌剤とアルコ
ール類とを併用したものである。[Means and effects for solving the problems] In order to achieve the above object, the disinfectant composition of the present invention is a composition containing a long-chain alkyl or alkenylamine salt of polyacrylic acid, a disinfectant, and an alcohol in combination. be.
本発明においては、基材成分として水不溶性のポリアク
リル酸長鎖アルキルアミン塩又はポリアグリル酸長鎖ア
ルケニルアミン塩を使用し、かっこのポリアクリル酸長
鎖アルキルアミン塩又はポリアクリル酸長鎖アルケニル
アミン塩を膨潤乃至溶解させる溶媒としてアルコール類
を配合するとともに、この水不溶性の基材に殺菌剤を添
加したことにより、殺菌剤が発汗によって基材とともに
皮膚等から流出することが防止され、従って殺菌剤の効
果が長時間持続すると共に、吸湿によるべとつきが生じ
にくく、使用感が良好なものである。In the present invention, a water-insoluble polyacrylic acid long-chain alkylamine salt or a polyacrylic acid long-chain alkenylamine salt is used as a base material component, and the parentheses are a polyacrylic acid long-chain alkylamine salt or a polyacrylic acid long-chain alkenylamine salt. By blending alcohol as a solvent to swell or dissolve the salt and adding a disinfectant to this water-insoluble base material, the disinfectant is prevented from flowing out from the skin together with the base material due to perspiration, and therefore, the disinfectant is effectively sterilized. The effect of the agent lasts for a long time, and it is difficult to become sticky due to moisture absorption, so it feels good when used.
以下、本発明につき更に詳しく説明する。The present invention will be explained in more detail below.
本発明の殺菌剤組成物は、上述したようにポリアクリル
酸長鎖アルキル又はアルケニルアミン塩と殺菌剤とアル
コール類とを含有してなるものである。As described above, the disinfectant composition of the present invention contains a long-chain alkyl or alkenylamine salt of polyacrylic acid, a disinfectant, and an alcohol.
ここで、ポリアクリル酸長鎖アルキルアミン塩又はポリ
アクリル酸長鎖アルケニルアミン塩は架橋型のものを包
含し、具体的にはアクリル酸、メタクリル酸、クロロア
クリル酸、シアノアクリル酸、無水マレイン酸等のカル
ボン酸類の1種又は2種以上をモノマーとして共重合し
たもの或いは上記モノマーと少なくとも炭素原子4個及
び水酸基3個を含む多価アルコールのアルケニルエーテ
ルとを作用させたものなどのポリアクリル酸や架橋型ポ
リアクリル酸を長鎖アルキルアミン又は長鎖アルケニル
アミンによって完全又は部分中和したポリアクリル酸長
鎖アルキル若しくはアルケニルアミン塩又は架橋型ポリ
アクリル酸長鎖アルキル若しくはアルケニルアミン塩を
好適に使用し得る。この場合、ポリアクリル酸又は架橋
型ポリアクリル酸を中和するのに用いる長鎖アルキルア
ミン又は長鎖アルケニルアミンとしては、炭素数8〜2
2のもの、なかでもジー(2−エチルヘキシル)アミン
等の分枝型アルキルアミンを用いることが特に好ましい
。Here, polyacrylic acid long chain alkylamine salts or polyacrylic acid long chain alkenylamine salts include crosslinked ones, and specifically include acrylic acid, methacrylic acid, chloroacrylic acid, cyanoacrylic acid, maleic anhydride. Polyacrylic acids such as copolymerized monomers of one or more carboxylic acids such as, or those made by reacting the above monomers with an alkenyl ether of a polyhydric alcohol containing at least 4 carbon atoms and 3 hydroxyl groups. A polyacrylic acid long-chain alkyl or alkenylamine salt or a cross-linked polyacrylic acid long-chain alkyl or alkenylamine salt obtained by completely or partially neutralizing cross-linked polyacrylic acid with a long-chain alkylamine or long-chain alkenylamine is preferably used. It is possible. In this case, the long-chain alkylamine or long-chain alkenylamine used to neutralize polyacrylic acid or crosslinked polyacrylic acid has 8 to 2 carbon atoms.
It is particularly preferred to use branched alkylamines such as di(2-ethylhexyl)amine.
なお、ポリアクリル酸長鎖アルキル又はアルケニルアミ
ン塩は1種を単独で用いてもよく、2種以上を併用して
もよい。また、その配合量は組成物全体の0.05〜1
0重量%、特に0.5〜3重量%とすることが好ましく
、0.05%未満では本発明の効果を十分に得ることが
できない場合が生じ、10%を超えると塗布後の皮膚が
べたつくことがある。In addition, one type of polyacrylic acid long-chain alkyl or alkenylamine salt may be used alone, or two or more types may be used in combination. In addition, the blending amount is 0.05 to 1 of the total composition.
It is preferably 0% by weight, especially 0.5 to 3% by weight; if it is less than 0.05%, the effect of the present invention may not be sufficiently obtained, and if it exceeds 10%, the skin becomes sticky after application. Sometimes.
なおまた、本発明においては、ポリアクリル酸又は架橋
型ポリアクリル酸を予め長鎖アルキル又はアルケニルア
ミンで中和したものを組成物中に配合するようにしても
よいが、ポリアクリル酸又は架橋型ポリアクリル酸と長
鎖アルキル又はアルケニルアミンとを別々に組成物中に
配合し、組成物中で中和させてポリアクリル酸長鎖アル
キル又はアルケニルアミン塩を生成させるようにしても
よい。Furthermore, in the present invention, polyacrylic acid or cross-linked polyacrylic acid which has been neutralized with a long-chain alkyl or alkenylamine may be blended into the composition, but polyacrylic acid or cross-linked polyacrylic acid The polyacrylic acid and the long-chain alkyl or alkenylamine may be separately blended into a composition and neutralized in the composition to produce the polyacrylic acid long-chain alkyl or alkenylamine salt.
また、殺菌剤の種類は特に制限されないが、下記−船人
(1)又は(II)で表されるピリチオン系化合物、下
記−船人(III)で表される1−ヒドロキシ−2−ピ
リドン、3,4.4’−トリクロロカルバニリド、2,
4.4’−トリクロロ−2′−ヒドロキシジフェニルエ
ーテル及びこれらの塩、下記−船人(IV)で表される
奇数脂肪酸グリセリド又はその誘導体を特に好適に使用
し得る。In addition, the type of fungicide is not particularly limited, but pyrithione compounds represented by the following - Shipin (1) or (II), 1-hydroxy-2-pyridone represented by the following - Shipin (III), 3,4.4'-trichlorocarbanilide, 2,
4.4'-Trichloro-2'-hydroxydiphenyl ether and salts thereof, odd-numbered fatty acid glycerides represented by Shipman (IV) below, or derivatives thereof can be particularly preferably used.
(式中1MはN a HM g又はZnを表し、nはM
の価数に対応する数である。)
〔式中、R1は1〜17個の炭素原子を有するアルキル
基、2〜17個の炭素原子を有するアルケニル基、5〜
8個の炭素原子を有するシクロアルキル基、7〜9個の
炭素原子を有するビシクロアルキル基、アルキルが1〜
4個の炭素原子を有するシクロアルキル−アルキル基(
但し、シクロアルキル残基が1〜4個の炭素原子を有す
るアルキル基によって置換されていてもよい)、アリー
ル基、アルキルが1〜4個の炭素原子を有するアラルキ
ル基、アルケニルが2〜4個の炭素原子を有するアリー
ルアルケニル基、アルキルがそれぞれ1〜4個の炭素原
子を有するアリールオキシアルキル又はアリールメルカ
プトアルキル基、ベンズヒドリル基、アルキルが1〜4
個の炭素原子を有するフェニルスルホニルアルキル基、
フリル又はアルケニルが2〜4個の炭素原子を有するフ
リルアルケニル基を表し、そして上述のアリール残基は
1〜4個の炭素原子を有するアルキル基、1〜4個の炭
素原子を有するアルコキシ基、ニトロ基、シアノ基又は
ハロゲンによってそれぞれ置換されていてもよい。R2
は水素原子又は1〜4個の炭素原子を有するアルキル基
、2〜4個の炭素原子をそれぞれ有するアルケニル又は
アルキニル基、ハロゲン、フェニル基、又はベンジル基
を表す。〕〔式中、Xl、 X2. X、のうち一種以
上が炭素鎖を構成している炭素原子の数が11〜21の
飽和又は不飽和の奇数脂肪酸残基であり、残りは水酸基
又はRCo・0基(Rは炭素数1〜21のアルキル又は
アルケニル基)である。〕
なお、殺菌剤は1種を単独で用いてもよく、2種以上を
併用してもよい。更に、その配合量は組成物全体の0.
01〜0.5重量%、特に0.05〜0.3重量%とす
ることが好ましい。(In the formula, 1M represents N a HM g or Zn, and n is M
is the number corresponding to the valence of . ) [wherein R1 is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, 5 to
cycloalkyl group having 8 carbon atoms, bicycloalkyl group having 7 to 9 carbon atoms, alkyl group having 1 to 9 carbon atoms;
cycloalkyl-alkyl group having 4 carbon atoms (
However, cycloalkyl residues may be substituted with alkyl groups having 1 to 4 carbon atoms), aryl groups, aralkyl groups in which alkyl has 1 to 4 carbon atoms, and alkenyl groups having 2 to 4 carbon atoms. arylalkenyl radicals having 1 to 4 carbon atoms, aryloxyalkyl or arylmercaptoalkyl radicals in which alkyl each has 1 to 4 carbon atoms, benzhydryl radicals, alkyl radicals having 1 to 4 carbon atoms
a phenylsulfonylalkyl group having 4 carbon atoms;
Furyl or alkenyl represents a furylalkenyl group having 2 to 4 carbon atoms, and the above-mentioned aryl residues are alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, Each may be substituted with a nitro group, a cyano group, or a halogen. R2
represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, an alkenyl or alkynyl group each having 2 to 4 carbon atoms, a halogen, a phenyl group, or a benzyl group. ] [In the formula, Xl, X2. One or more of X is a saturated or unsaturated odd-numbered fatty acid residue having 11 to 21 carbon atoms constituting a carbon chain, and the rest are hydroxyl groups or RCo・0 groups (R is a group having 1 to 21 carbon atoms) 21 alkyl or alkenyl group). ] Note that one type of fungicide may be used alone, or two or more types may be used in combination. Furthermore, the blending amount is 0.0% of the total composition.
It is preferably 0.01 to 0.5% by weight, particularly 0.05 to 0.3% by weight.
また、本発明の殺菌剤組成物にはポリアクリル徴長鎖ア
ルキル又はアルケニルアミンを膨潤乃至溶解させる目的
でアルコール類が配合される。この場合、アルコール類
としてはメタノール、エタノール等の一価アルコール、
グリセリン、ジエチレングリコール、プロピレングリコ
ール等の多価アルコールの1種又は2種以上を使用し得
るが、エタノールを用いることが特に好ましい。アルコ
ール類の配合量はアルコール類の種類に応じて種々選定
されるが、通常組成物全体の80〜99重量%、特に9
0〜98重量%とすることが好適である。なお、アルコ
ール類は水溶液として配合することができるが、例えば
エタノールを用いる場合はエタノール水溶液の濃度を6
0重量%以上とすることが望ましく、60重量%未満で
はポリアクリル酸長鎖アルキル又はアルケニルアミン塩
を十分に膨潤、溶解させることができなくなる場合が生
じる。Furthermore, alcohols are added to the disinfectant composition of the present invention for the purpose of swelling or dissolving the polyacrylic long-chain alkyl or alkenylamine. In this case, the alcohols include monohydric alcohols such as methanol and ethanol,
One or more polyhydric alcohols such as glycerin, diethylene glycol, and propylene glycol can be used, but it is particularly preferred to use ethanol. The amount of alcohol to be blended is variously selected depending on the type of alcohol, but it is usually 80 to 99% by weight of the entire composition, especially 9% by weight of the entire composition.
The content is preferably 0 to 98% by weight. Note that alcohols can be blended as an aqueous solution, but for example, when using ethanol, the concentration of the ethanol aqueous solution is 6.
It is desirable that the content be 0% by weight or more; if it is less than 60% by weight, it may become impossible to sufficiently swell and dissolve the long-chain alkyl or alkenylamine salt of polyacrylic acid.
本発明の殺菌剤組成物は頭髪、頭皮用、皮膚用化粧料等
として調製することができるが、この場合組成物中には
上記成分に加えて油分、界面活性剤、保湿剤、紫外線吸
収剤、酸化防止剤、アミノ酸、防腐剤、香料、消炎剤、
生薬、ビタミン類等の薬剤などの他の成分を使用目的、
剤型などに応じて適宜配合し得、これにより任意の製品
を調製することができる。The disinfectant composition of the present invention can be prepared as a cosmetic for hair, scalp, skin, etc. In this case, in addition to the above ingredients, the composition may contain oil, a surfactant, a humectant, and an ultraviolet absorber. , antioxidants, amino acids, preservatives, fragrances, anti-inflammatory agents,
Purpose of use of other ingredients such as crude drugs, vitamins, etc.
They can be blended as appropriate depending on the dosage form, etc., and thereby any product can be prepared.
以上説明したように、本発明の殺菌剤組成物は、発汗等
による殺菌剤の皮膚等からの流出が抑制され、殺菌剤の
効果の持続性に優れていると共に。As explained above, the disinfectant composition of the present invention suppresses the outflow of the disinfectant from the skin due to perspiration, etc., and has excellent sustainability of the disinfectant effect.
皮膚等に塗布した場合にべとつくくことがなく、使用感
が良好なものである。When applied to the skin, it does not become sticky and has a good feeling of use.
次に実施例、比較例を示し、本発明を具体的に説明する
が、本発明は下記の実施例に限定されるものではない。EXAMPLES Next, the present invention will be specifically explained with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples.
上記第1,2表に示す組成の実施例1〜6及び比較例1
〜5の殺菌剤組成物をそれぞれ調製し、下記方法により
実施例1〜3、比較例1,2についてはフケ防止効果及
び塗布した際の感触、実施例4〜6、比較例3〜5につ
いては頭皮臭防止効果及び塗布した際の感触をそれぞれ
評価した。結果を第1,2表に併記する。Examples 1 to 6 and Comparative Example 1 with the compositions shown in Tables 1 and 2 above
~5 disinfectant compositions were prepared, and the anti-dandruff effect and feel when applied for Examples 1 to 3, Comparative Examples 1 and 2, and the feel when applied for Examples 4 to 6 and Comparative Examples 3 to 5 were prepared by the following method. evaluated the scalp odor prevention effect and the feel when applied. The results are also listed in Tables 1 and 2.
ユ欠腹止殖末
毎日運動し、汗をかく機会の多い100人の男性パネラ
−にフケ防止剤、殺菌剤を全く含有しないシャンプーを
用いて2週間洗髪させ、洗髪中止後4日目にフケの程度
を下記の基準に従って評価し、フケが多く認められたパ
ネラ−(評価基準4以上)20人に上記と同一のシャン
プーで1週間洗髪させた後2実施例又は比較例の組成物
を頭髪。A panel of 100 men who exercise every day and sweat a lot were asked to wash their hair for two weeks using a shampoo that did not contain any anti-dandruff agents or bactericides, and dandruff stopped on the fourth day after they stopped washing their hair. The degree of dandruff was evaluated according to the following criteria, and 20 panelists (evaluation standard 4 or higher) who had a lot of dandruff washed their hair with the same shampoo as above for one week, and then applied the composition of Example 2 or Comparative Example to their hair. .
頭皮に5g塗布し、洗髪することなく4日後に下記の基
準に従いフケの程度を評価した。なお、各表におけるフ
ケ防止効果の評価結果は20人のパネラ−についての評
価値の人数平均値である。この数値が低い程フケ防止効
果が高いことを示す。5g of the product was applied to the scalp and the degree of dandruff was evaluated 4 days later without washing the hair according to the following criteria. In addition, the evaluation results of the dandruff prevention effect in each table are the average values of the evaluation values of 20 panelists. The lower this value is, the higher the dandruff prevention effect is.
評価基準 5・・・フケが非常に多い。Evaluation criteria 5...There is a lot of dandruff.
4・・・フケが多い。4...I have a lot of dandruff.
3・・・多少フケがあるい 2・・・フケが少しある。3...I have some dandruff. 2...There is some dandruff.
1・・・フケが殆どない。1... There is almost no dandruff.
O・・・フケが全くない。O... No dandruff at all.
乳皮叉豊止羞米
毎日運動し、汗をかく機会の多い20人の男性パネラ−
に殺菌剤を含有しないシャンプーを用いて洗髪させた後
、実施例又は比較例の組成物を頭髪、頭皮に5g塗布し
、洗髪することなく4日後に下記の基準に従い頭皮臭を
評価した。なお、各表における頭皮臭防止効果の評価結
果は20人のパネラ−についての評価値の人数平均値で
ある。A panel of 20 men who exercise every day and have many opportunities to sweat.
After washing the hair with a shampoo containing no bactericide, 5g of the composition of the example or comparative example was applied to the hair and scalp, and after 4 days without washing the hair, the scalp odor was evaluated according to the following criteria. In addition, the evaluation results of the scalp odor prevention effect in each table are the average values of the evaluation values of 20 panelists.
この数値が低い程頭皮臭防止効果が高いことを示す。The lower this value is, the higher the scalp odor prevention effect is.
詳jlE専 3・・・非常に強い頭皮臭が認められる。Details JlE exclusive 3...Very strong scalp odor is observed.
2・・・強い頭皮臭が認められる。2...Strong scalp odor is observed.
1・・・やや頭皮臭が認められる。1... Slight scalp odor is observed.
0・・・あまり頭皮臭が認められない。0: Not much scalp odor is observed.
1立旦亙星立塵町
実施例、比較例の組成物2gを石けん洗浄後の左前腕内
側の皮膚に塗布し、1時間後に下記の基準に従って感触
を評価した。1. 2 grams of the compositions of Examples and Comparative Examples were applied to the skin on the inside of the left forearm after washing with soap, and after 1 hour, the feel was evaluated according to the following criteria.
1皿五圭 O・・・殆どべたつかない。1 plate Gokei O...Almost not sticky.
O・・・あまりべたつかない。O...It's not very sticky.
Δ・・・ややべたつく。Δ...Slightly sticky.
×・・・べたつく。×...It's sticky.
××・・・かなりべたつく。XX...It's quite sticky.
第1,2表の結果より、本発明の殺菌剤組成物はフケ防
止、頭皮臭防止等の殺菌剤の効果の持続性が優れている
と共に、塗布した際の感触が良好であることが認められ
る。これに対し、比較例の殺菌剤組成物は殺菌剤の効果
の持続性が低く、シかもべたつきがひどく感触的に好ま
しくないものであった。From the results in Tables 1 and 2, it was confirmed that the disinfectant composition of the present invention has excellent long-lasting disinfectant effects such as preventing dandruff and scalp odor, and also has a good feel when applied. It will be done. On the other hand, the bactericidal composition of the comparative example had a low persistence of bactericidal effect and was very sticky and undesirable to the touch.
また、ニキビの多い20人のパネラ−(男性15名、女
性5名)に朝と夜に殺菌剤を含有しない石けんで洗顔し
、洗顔後に左右の一方の顔面に実施例4の組成物、他方
の顔面に比較例3の組成物を各々1g塗布することを4
0日間行なわせたところ、実施例4の組成物を塗布した
側の顔面は比較例3の組成物を塗布した側の顔面に比べ
て明らかにニキビが少なく、本発明の殺菌剤はニキビ防
止にも有効であることが認められた。In addition, a panel of 20 people (15 men and 5 women) with a lot of acne washed their faces with soap that did not contain disinfectants in the morning and at night. 1 g of the composition of Comparative Example 3 was applied to the face of 4 people.
When the test was carried out for 0 days, the side of the face to which the composition of Example 4 was applied had clearly less acne than the face to which the composition of Comparative Example 3 was applied, indicating that the disinfectant of the present invention is effective in preventing acne. was also found to be effective.
出願人 ラ イ オ ン 株式会社 代理人 弁理士 小 島 隆 司Applicant: Laion Co., Ltd. Agent: Patent Attorney Takashi Kojima
Claims (1)
塩と殺菌剤とアルコール類とを含有してなることを特徴
とする殺菌剤組成物。 2、ポリアクリル酸長鎖アルキル又はアルケニルアミン
塩が架橋型のものである特許請求の範囲第1項記載の殺
菌剤組成物。 3、ポリアクリル酸長鎖アルキル又はアルケニルアミン
塩の長鎖アルキル基又はアルケニル基が炭素数8〜22
のものである特許請求の範囲第1項又は第2項記載の殺
菌剤組成物。 4、長鎖アルキル基が分枝型のものである特許請求の範
囲第3項記載の殺菌剤組成物。 5、殺菌剤が下記一般式〔 I 〕及び〔II〕で表される
ピリチオン系化合物、下記一般式〔III〕で表される1
−ヒドロキシ−2−ピリドン、3,4,4’−トリクロ
ロカルバニリド、2,4,4’−トリクロロ−2’−ヒ
ドロキシジフェニルエーテル及びこれらの塩並びに下記
一般式〔IV〕で表される奇数脂肪酸グリセリド及びその
誘導体から選ばれるものである特許請求の範囲第1項乃
至第4項いずれか記載の殺菌剤組成物。 ▲数式、化学式、表等があります▼…〔 I 〕 (式中、MはNa、Mg又はZnを表し、nはMの価数
に対応する数である。) ▲数式、化学式、表等があります▼…〔II〕 ▲数式、化学式、表等があります▼…〔III〕 〔式中、R_1は1〜17個の炭素原子を有するアルキ
ル基、2〜17個の炭素原子を有するアルケニル基、5
〜8個の炭素原子を有するシクロアルキル基、7〜9個
の炭素原子を有するビシクロアルキル基、アルキルが1
〜4個の炭素原子を有するシクロアルキル−アルキル基
(但し、シクロアルキル残基が1〜4個の炭素原子を有
するアルキル基によって置換されていてもよい)、アリ
ール基、アルキルが1〜4個の炭素原子を有するアラル
キル基、アルケニルが2〜4個の炭素原子を有するアリ
ールアルケニル基、アルキルがそれぞれ1〜4個の炭素
原子を有するアリールオキシアルキル又はアリールメル
カプトアルキル基、ベンズヒドリル基、アルキルが1〜
4個の炭素原子を有するフェニルスルホニルアルキル基
、フリル又はアルケニルが2〜4個の炭素原子を有する
フリルアルケニル基を表し、そして上述のアリール残基
は1〜4個の炭素原子を有するアルキル基、1〜4個の
炭素原子を有するアルコキシ基、ニトロ基、シアノ基又
はハロゲンによってそれぞれ置換されていてもよい。R
_2は水素原子又は1〜4個の炭素原子を有するアルキ
ル基、2〜4個の炭素原子をそれぞれ有するアルケニル
又はアルキニル基、ハロゲン、フェニル基、又はベンジ
ル基を表す。〕▲数式、化学式、表等があります▼…〔
IV〕 〔式中、X_1、X_2、X_3のうち一種以上が炭素
鎖を構成している炭素原子の数が11〜21の飽和又は
不飽和の奇数脂肪酸残基であり、残りは水酸基又はRC
O・O基(Rは炭素数1〜21のアルキル又はアルケニ
ル基)である。〕 6、アルコールがエタノールである特許請求の範囲第1
項乃至第5項いずれか記載の殺菌剤組成物。 7、エタノールをエタノール水溶液として配合した特許
請求の範囲第6項記載の殺菌剤組成物。 8、エタノール水溶液のエタノール濃度が60重量%以
上である特許請求の範囲第7項記載の殺菌剤組成物。[Scope of Claims] 1. A disinfectant composition comprising a long-chain alkyl or alkenylamine salt of polyacrylic acid, a disinfectant, and an alcohol. 2. The disinfectant composition according to claim 1, wherein the long-chain alkyl or alkenylamine salt of polyacrylic acid is of a crosslinked type. 3. The long chain alkyl group or alkenyl group of the polyacrylic acid long chain alkyl or alkenylamine salt has 8 to 22 carbon atoms.
The disinfectant composition according to claim 1 or 2, which is a disinfectant composition according to claim 1 or 2. 4. The fungicide composition according to claim 3, wherein the long-chain alkyl group is of a branched type. 5. The fungicide is a pyrithione compound represented by the following general formula [I] and [II], 1 represented by the following general formula [III]
-Hydroxy-2-pyridone, 3,4,4'-trichlorocarbanilide, 2,4,4'-trichloro-2'-hydroxydiphenyl ether and salts thereof, and odd fatty acids represented by the following general formula [IV] The disinfectant composition according to any one of claims 1 to 4, which is selected from glycerides and derivatives thereof. ▲There are mathematical formulas, chemical formulas, tables, etc.▼...[I] (In the formula, M represents Na, Mg, or Zn, and n is a number corresponding to the valence of M.) ▲There are mathematical formulas, chemical formulas, tables, etc. Yes▼... [II] ▲There are mathematical formulas, chemical formulas, tables, etc.▼...[III] [In the formula, R_1 is an alkyl group having 1 to 17 carbon atoms, an alkenyl group having 2 to 17 carbon atoms, 5
cycloalkyl group with ~8 carbon atoms, bicycloalkyl group with 7 to 9 carbon atoms, alkyl is 1
Cycloalkyl-alkyl group having ~4 carbon atoms (however, the cycloalkyl residue may be substituted by an alkyl group having 1 to 4 carbon atoms), aryl group, alkyl group having 1 to 4 carbon atoms an aralkyl group in which the alkenyl has 2 to 4 carbon atoms, an aryloxyalkyl or arylmercaptoalkyl group in which the alkyl each has 1 to 4 carbon atoms, a benzhydryl group, an arylalkenyl group in which the alkyl each has 1 to 4 carbon atoms, ~
a phenylsulfonylalkyl radical with 4 carbon atoms, furyl or alkenyl represents a furylalkenyl radical with 2 to 4 carbon atoms, and the above-mentioned aryl radicals are alkyl radicals with 1 to 4 carbon atoms; Each may be substituted by an alkoxy group having 1 to 4 carbon atoms, a nitro group, a cyano group or a halogen. R
_2 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl or alkynyl group each having 2 to 4 carbon atoms, a halogen, a phenyl group, or a benzyl group. 〕▲There are mathematical formulas, chemical formulas, tables, etc.▼…〔
IV] [In the formula, one or more of X_1, X_2, and
It is an O.O group (R is an alkyl or alkenyl group having 1 to 21 carbon atoms). ] 6. Claim 1 in which the alcohol is ethanol
The fungicidal composition according to any one of items 5 to 5. 7. The disinfectant composition according to claim 6, which contains ethanol as an aqueous ethanol solution. 8. The disinfectant composition according to claim 7, wherein the ethanol concentration of the ethanol aqueous solution is 60% by weight or more.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62320767A JPH01160922A (en) | 1987-12-18 | 1987-12-18 | Germicide composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62320767A JPH01160922A (en) | 1987-12-18 | 1987-12-18 | Germicide composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01160922A true JPH01160922A (en) | 1989-06-23 |
Family
ID=18125030
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62320767A Pending JPH01160922A (en) | 1987-12-18 | 1987-12-18 | Germicide composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01160922A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996029867A3 (en) * | 1995-03-31 | 1996-11-28 | B Eugene Guthery | Fast acting and persistent topical antiseptic |
EP0796170A4 (en) * | 1994-12-05 | 1998-01-07 | Olin Corp | Synergistic antimicrobial composition containing pyrithione and alcohol |
JP2003335704A (en) * | 2002-05-17 | 2003-11-28 | Xantech Pharmaceuticals Inc | Composite composition of antisudorific and antibacterial agent |
-
1987
- 1987-12-18 JP JP62320767A patent/JPH01160922A/en active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0796170A4 (en) * | 1994-12-05 | 1998-01-07 | Olin Corp | Synergistic antimicrobial composition containing pyrithione and alcohol |
WO1996029867A3 (en) * | 1995-03-31 | 1996-11-28 | B Eugene Guthery | Fast acting and persistent topical antiseptic |
AU714655B2 (en) * | 1995-03-31 | 2000-01-06 | B. Eugene Guthery | Fast acting and persistent topical antiseptic |
JP2003335704A (en) * | 2002-05-17 | 2003-11-28 | Xantech Pharmaceuticals Inc | Composite composition of antisudorific and antibacterial agent |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5997893A (en) | Alcohol based anti-microbial compositions with cosmetic appearance | |
US6652842B2 (en) | Deodorant compositions comprising diglycerol | |
PT87807B (en) | PROCESS FOR THE PREPARATION OF DEODORIZING AND ANTIMICROBIAL COMPOSITIONS FOR USE IN COSMETIC OR TOPIC FORMULATIONS | |
EP0907355A1 (en) | Skin wash compositions comprising triclocarban and surfactants | |
JPH069364A (en) | External agent for skin for treatment of acne vulgaris | |
JP2937667B2 (en) | Skin external preparation for acne vulgaris | |
JP4743704B2 (en) | Antibacterial agent for bad odor bacteria, anti-odor agent and external preparation for skin containing the antibacterial agent | |
JPH01160922A (en) | Germicide composition | |
JP2007145750A (en) | Antibacterial agent to osmidrosis bacterium, and osmidrosis-preventing agent and external preparation for skin, containing the antibacterial agent | |
JP2005162636A (en) | Deodorant composition | |
JP4149335B2 (en) | Oral liquid composition and method for producing the same | |
JPH07196463A (en) | Composition for oral cavity | |
JPH04305504A (en) | Viscous microbicide composition | |
EP1040757B1 (en) | Antiseptic/antifungal agent and endermic liniment composition which contains it | |
JP4744732B2 (en) | Washing soap | |
JP3492753B2 (en) | Bath composition | |
JP2001278764A (en) | Transparent solid preparation for inhibiting body odor and method of producing the same | |
JP2003267862A (en) | Sterilizer composition | |
JP2001278728A (en) | Cosmetic | |
JP3575084B2 (en) | Bactericidal disinfectant composition | |
JPH04257514A (en) | Deodorant | |
JP2000281558A (en) | Composition for external use | |
RU2144349C1 (en) | Deodorant | |
JPH10158162A (en) | Liquid composition for antimicrobial agent and therapeutic agent for dermatopathy | |
JP2997781B1 (en) | Ethanol formulation composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20050617 |
|
A131 | Notification of reasons for refusal |
Effective date: 20050621 Free format text: JAPANESE INTERMEDIATE CODE: A131 |
|
A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20050822 |
|
A131 | Notification of reasons for refusal |
Effective date: 20050913 Free format text: JAPANESE INTERMEDIATE CODE: A131 |
|
A521 | Written amendment |
Effective date: 20051107 Free format text: JAPANESE INTERMEDIATE CODE: A523 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20060221 |