JPS6058500A - Light-resistant antibacterial soap - Google Patents

Light-resistant antibacterial soap

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Publication number
JPS6058500A
JPS6058500A JP16731783A JP16731783A JPS6058500A JP S6058500 A JPS6058500 A JP S6058500A JP 16731783 A JP16731783 A JP 16731783A JP 16731783 A JP16731783 A JP 16731783A JP S6058500 A JPS6058500 A JP S6058500A
Authority
JP
Japan
Prior art keywords
soap
parts
light resistance
acid
weight
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
Application number
JP16731783A
Other languages
Japanese (ja)
Other versions
JPH0423680B2 (en
Inventor
浩三 中村
雄一 土屋
健 小野寺
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kanebo Ltd
Original Assignee
Kanebo 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
Application filed by Kanebo Ltd filed Critical Kanebo Ltd
Priority to JP16731783A priority Critical patent/JPS6058500A/en
Publication of JPS6058500A publication Critical patent/JPS6058500A/en
Publication of JPH0423680B2 publication Critical patent/JPH0423680B2/ja
Granted legal-status Critical Current

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Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 本発明は、広範な抗菌作釦を有しかつ耐光性等に優れた
石鹸に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a soap having a wide range of antibacterial properties and excellent light resistance.

2.4.4’−)ジクロロ−2フーハイトロキシジフエ
ニpエーテ、V (1以下、TCHDPEと略記する)
は、グラム陰性菌、ダラム陽性菌、酵母等の微生物に対
し幅ムいヌペクトラムを有し、かつ拵性が低く、皮膚粘
膜に対する刺激が少なりために皮膚や毛シに付着する有
害微生物を抑制する目的で、石鹸をけじめシャンプー、
洗浄剤、化粧トド哨に広い用途か)゛期待され得る抗菌
剤である。しかしながら前記のTCHDPEは単純に石
鹸ベースの中に配合した場合にはその石鹸が日光に曝露
されると濃茶褐色に変色し製品価値を低落せしめるこL
はよく知られている。
2.4.4'-)dichloro-2-hydroxydiphenip ether, V (hereinafter abbreviated as TCHDPE)
has a wide range of nupectrum against microorganisms such as Gram-negative bacteria, Durham-positive bacteria, and yeast, and has low resistance to irritation to the skin and mucous membranes, so it suppresses harmful microorganisms that adhere to the skin and hair. For the purpose of washing, use soap and shampoo,
It is a promising antibacterial agent with wide applications in cleaning agents and cosmetics. However, when the above-mentioned TCHDPE is simply blended into a soap base, the soap turns dark brown when exposed to sunlight, reducing the product value.
is well known.

この点を改良するだめの従来技*、!:t、では、例え
ば芳香族シカ〃ボン酸(またはそのアルカリ金属塩)を
配合する方法(米国特許第3284362号)、遊it
脂肪酸を配合する方法(特公昭47−20629号)、
マロン酸、コハク酸、乳酸、リンゴ酸、酒石酸、マレイ
ン酸、フマ/I/酸、クエン酸等の有機酸を配合する方
払(持分1852−43207号)、jJン酸を配合す
る方&(HtnI]l召55−86900号)等が公知
であるが種々の点で満足し得る方法で1寸ない。
Conventional techniques that cannot be improved on this point*! :t, for example, a method of blending aromatic diabonic acid (or an alkali metal salt thereof) (US Pat. No. 3,284,362),
Method of blending fatty acids (Special Publication No. 47-20629),
Those who combine organic acids such as malonic acid, succinic acid, lactic acid, malic acid, tartaric acid, maleic acid, fuma/I/acid, citric acid (equity number 1852-43207), those who combine jJ acid & ( Although methods such as HtnI] 55-86900) are known, there is no method that is satisfactory in various respects.

体発明者等は、更に優れた製品を得るため如鋭意研究し
た結果、後記特定の1−ヒドロキシエタン−1,1−ジ
ホスホン酸系化合物をリン酸と併用配合する場合は、変
色防止性に顕著な効果を奏することを見出し、本発明を
完成した。
As a result of extensive research in order to obtain even better products, the inventors found that when a specific 1-hydroxyethane-1,1-diphosphonic acid compound described below is combined with phosphoric acid, the discoloration prevention property is remarkable. The present invention was completed based on the discovery that the present invention has the following effects.

ffxbち、本発明i 2.4.4’−トリクロロ−2
7−ハイトロキシフエニμエーテpを含イ1する石鹸に
おいて、1−ヒドロキシエタン−1,1−ジホスホン酸
(以下、HF1DHA々略2.する)、1−ヒトpキシ
エクンー1,1−ジホスホン酸のアルカリ金属垣、アン
モニウム力1、低級アルカノールアミン塩からなる群か
ら選択された1−ヒドロキシエタン−1゜1′−ジホス
ホン酸系化合物(以下、HgDHA系化合物と略記する
)の少なくとも一つと、リン酸が配合されていることを
特徴とする、耐光(qの優れた抗菌性石鹸である。
ffxb, the present invention i 2.4.4'-trichloro-2
In soaps containing 7-hydroxyphenylene ether p, 1-hydroxyethane-1,1-diphosphonic acid (hereinafter referred to as HF1DHA), 1-human p-xyecune-1,1-diphosphonic acid at least one of a 1-hydroxyethane-1゜1'-diphosphonic acid-based compound (hereinafter abbreviated as HgDHA-based compound) selected from the group consisting of alkali metal fences, ammonium salts, and lower alkanolamine salts; It is an antibacterial soap with excellent light resistance (q), characterized by the fact that it contains an acid.

前記のHEDBA系化合物における11F、DMAのア
ルカリ金属塩と[7てけナトリウム鴇、カリウム塩が好
寸しく、低級アルカノ−μアミン塩としては、例えばモ
ノエタノールアミン塩、ジェタノーμγミン塩、トリエ
タノールアミン塩、モノイソプロパツールアミン塩、ジ
イソプロパツールアミンHA1トリイソプロパツールア
ミン塩等が好ましl/−I。
Preferred are the alkali metal salts and potassium salts of 11F and DMA in the HEDBA-based compounds, and examples of the lower alkano-μamine salts include monoethanolamine salts, jetanorμγmine salts, and triethanolamine salts. Salt, monoisopropanol amine salt, diisopropanol amine HA1 triisopropanol amine salt, etc. are preferred l/-I.

前記のHEDHA系化合物は+fII−tたは2種以上
組合せて使用される。その配合量は石鹸製品の種類によ
っても異なるが、一般的には石鹸素地の重量に対して、
[j、03〜50重量%が好まし1ハ。
The above-mentioned HEDHA compounds are used +fII-t or in combination of two or more. The amount added varies depending on the type of soap product, but in general, it is based on the weight of the soap base.
[j, preferably 03 to 50% by weight 1c.

006重景重量満の場合は製品として変色防止(耐光性
)の十分な保鉦ができ々いし、5. O% 31%より
も多いと石鹸製造時に成型性が劣ってくる。
5. If the weight of the product is 006, it will not be possible to provide sufficient protection against discoloration (light resistance) as a product. O% If it is more than 31%, the moldability during soap production will be poor.

また、HEDHA、系化合物と併用するリン酸の配合量
は石鹸素地の重量忙対し006〜5.0重量%が好まし
い。0.03重量%未満の場合は変色防止効果(耐光性
)が低下し、5.0重量%よシも多くなる七石鹸の成型
性がわるくなシやすい。
The amount of phosphoric acid to be used in combination with HEDHA and other compounds is preferably 0.06 to 5.0% by weight based on the weight of the soap base. If the amount is less than 0.03% by weight, the anti-discoloration effect (light resistance) will be reduced, and if the amount exceeds 5.0% by weight, the moldability of the soap will be poor.

抗菌剤の前記T CHD P Eの配合量は石鹸素地の
重量に対して0−05〜5.0重量%である。0.05
重量%よシ少なり場合は、抗菌性石鹸としての十分々抗
菌性を付与できないし、5.0重量%よシも多い場合は
前記のHEDHA系化合物とリン酸の存在下にお込ても
変色しやすい場合がある。
The amount of the antibacterial agent T CHD PE is 0-05 to 5.0% by weight based on the weight of the soap base. 0.05
If it is less than 5.0% by weight, it will not be able to provide sufficient antibacterial properties as an antibacterial soap, and if it is more than 5.0% by weight, even if it is placed in the presence of the above-mentioned HEDHA compound and phosphoric acid. May discolor easily.

前記本発明の抗菌性石鹸は、前記のTCHDPI。The antibacterial soap of the present invention is the above-mentioned TCHDPI.

!(EDHA及びリン酸の他K、必要に応じて殺菌剤(
例えば、3,4.4−トリクロロカμバニリド、イソゾ
ロメチμフェノーμ等)、消炎剤(例えばアラントイン
、グリチルリチン酸ジカリウム、グリチルリチン酸ジア
ンモニウム等)、過脂肪trIJ(例えば、脂肪酸、高
級アルコ−μ、ラノリン、ラノリン誘導体、高級脂肪酸
エステル等)、酸化防止剤(例、tば、トコ7エローμ
、L−アスコルビン酸またはそのエステルあるいけ塩、
BEIA%BIT等)、キレート化剤(例えばエチレン
ジアミンテトラ酢酸またはそのアルカリ金属塩、クエン
酸、酒石酸等)、香料、色素等の公知、慣用の添加剤を
添加使用することもできる。
! (In addition to EDHA and phosphoric acid, K, fungicides as necessary (
For example, 3,4,4-trichlorocarbanilide, isozolomethymuphenol, etc.), anti-inflammatory agents (e.g., allantoin, dipotassium glycyrrhizinate, diammonium glycyrrhizinate, etc.), superfat trIJ (e.g., fatty acids, higher alcohols, lanolin, lanolin derivatives, higher fatty acid esters, etc.), antioxidants (e.g., taba, toco7 yellow μ)
, L-ascorbic acid or its ester or salt,
Known and commonly used additives such as BEIA% BIT, etc.), chelating agents (for example, ethylenediaminetetraacetic acid or its alkali metal salts, citric acid, tartaric acid, etc.), fragrances, and pigments can also be used.

本発明の抗菌性石鹸は、石鹸としての物理的、化学的特
性に何等影響を与えず、皮膚判激もなく、抗菌作用が充
分保持されると共に耐光性を顕著忙向上し得る等、それ
らの作用効果は著しく優れてbる。
The antibacterial soap of the present invention does not affect the physical or chemical properties of soap, does not irritate the skin, sufficiently retains its antibacterial action, and can significantly improve light resistance. The action and effect are extremely excellent.

以下、実施例について説明する。実施例に示17た%と
け重量%、部とは重量部を意味する。
Examples will be described below. % by weight shown in the examples, parts means parts by weight.

また、実施例に示したハンター白皮は、日本重色色差計
(日本亀色株式会社製)にて測定したものでらる@ 実施例1゜ 石鹸素地(牛脂/ヤシ油−30/20)K:二酸化チタ
ン0.1部、香料1.0部を配合した石鹸ベースに前記
のr+、appgD、5部配合し、仁れic後記第1表
に示した各所要量のリン酸と前記のHgDHA照射した
後のハンター白炭と照射前のハンター白炭を測定し、か
つ変色の程度を肉眼で観察した。
In addition, the Hunter White Skin shown in the Examples was measured using a Nippon Heavy Color Difference Meter (manufactured by Nippon Kameiro Co., Ltd.) @ Example 1 Soap base (beef tallow/coconut oil - 30/20) K: Add 5 parts of the above R+, appgD, to a soap base containing 0.1 part of titanium dioxide and 1.0 part of fragrance, and add the required amount of phosphoric acid shown in Table 1 below and the above. Hunter white charcoal after HgDHA irradiation and Hunter white charcoal before irradiation were measured, and the degree of discoloration was observed with the naked eye.

比較のため洗耐光性付与剤を無添加のものも同様に試作
した(AIの試料)0 尚、外観1を肉眼で観察した場合の変色の程度の評価点
け、下記第1表の通りで結果は第2表に示した。第2表
にはハンター白炭の測定結果を示してい 、乙。
For comparison, a sample without the addition of a washing light fastness imparting agent was also produced in the same way (AI sample).The degree of discoloration when observing appearance 1 with the naked eye was evaluated and the results were as shown in Table 1 below. are shown in Table 2. Table 2 shows the measurement results for Hunter white charcoal.

評価点は、下記の通りであるが、標準品としては試着と
同時に試作し、かつ冷暗所に保管しておりた石鹸(未変
色)を使用した。
The evaluation points are as follows, and as a standard product, a soap (unchanged in color) that was made as a prototype at the same time as the try-on and stored in a cool, dark place was used.

評価点および品格は、次のとおりである。The evaluation points and dignity are as follows.

第 1 表 評価点 変色の程度 品格 5 標準品と同等 合 格 4 標準品よりわずかに変色 6 標準品よりかなり変色 不合格 2 標準品より著しく変色 1 耐光性付与剤の無添加と同程度 ・l第 2 表 第2表Qつつ゛さ 実施例2 石鹸素地(牛脂/ヤン油二80/20 )+ 00部に
二酸化チタン0.1部、香料10部を配合した石鹸ベー
ス例、前記TcaDpgO,5部配合し、これに後記、
第6表に示した各所要量のリン酸(!: !(FJHA
のテトラナトリウム塩を加え通常の石鹸製造法に基いて
試作しくA2−A20の試料)、春季晴天時の直射日光
に2日間照射した後、ハンター白炭と照射前のハンター
白炭を測定し、かつ変色の程度を肉眼で観察した。比較
のために耐光性付与剤を無添加のものも同様に試作した
(AIの試料)。
Table 1 Evaluation points Degree of discoloration Grade 5 Same as standard product Pass 4 Slightly discolored compared to standard product 6 Significantly discolored compared to standard product Fail 2 Significantly discolored compared to standard product 1 Same level as without addition of light resistance imparting agent ・l Table 2 Table 2 Q Thinness Example 2 Soap base example in which 0.1 part of titanium dioxide and 10 parts of fragrance were blended with soap base (beef tallow/yang oil 80/20) + 00 parts, the above TcaDpgO, 5 parts Combine this with the following,
Each required amount of phosphoric acid (!: !(FJHA
A sample A2-A20 was prepared as a prototype using the usual soap manufacturing method by adding tetrasodium salt of A2-A20), and after irradiating it for 2 days in direct sunlight on a clear day in spring, Hunter white charcoal and Hunter white charcoal before irradiation were measured. The degree of damage was observed with the naked eye. For comparison, a sample without the addition of a light resistance imparting agent was also produced in the same manner (AI sample).

尚、外観を肉眼でm察した場合の変色程度の評価点及び
ハンター白炭の測定結果li第6表の通りである。
In addition, the evaluation score of the degree of discoloration when observing the appearance with the naked eye and the measurement results of Hunter white charcoal are as shown in Table 6.

評価点は下記の通りであるが、標準品としては試料と同
時に試作し、冷暗所に保管しておいた石鹸(未変色)を
使用した。
The evaluation points are as follows, and as a standard product, a soap (uncolored) that was prepared at the same time as the sample and stored in a cool, dark place was used.

第 6 表 実施例6 石鹸素地(牛脂/ヤシ油−80/20)100部に二酸
化チタン02部、香料10部を配合した石鹸ベースに前
記TCHDPε1.[]部配合し、これにリン酸03部
、agDaAO,5部を加え通常の石鹸製造法に基いて
試作し、春季の晴天時の直射日光に2日問照射した後、
ハンター白瓜を沖1 ’& l、 /ζ。
Table 6 Example 6 The above TCHDPε1. [ ] parts, added 3 parts of phosphoric acid and 5 parts of agDaAO, and made a prototype based on the normal soap manufacturing method. After irradiating it with direct sunlight for 2 days on a sunny day in spring,
Hunter White Melon Oki 1'&l, /ζ.

その結果、照射前の703と比べても674さ変化が少
なく、TCHDPEの配合にもかかわらず耐光性が優れ
てbることが#′4J明した。
As a result, it was found that #'4J had a small change in 674 height compared to 703 before irradiation, and had excellent light resistance despite the TCHDPE content.

実施例4゜ 石鹸素fII8(牛脂/ヤシ油=80/20)100部
に二酸化チタン015部、香料1.0部を配合した石鹸
ベースに前記のrcHDpal、0部配合し、これにリ
ン酸0.1部、HEDHAのテトラナトリウム埒02部
加え、 ≠洛湊各部瞳嗜咲テ通常の石けん製造法に基いて試作し
、春季晴天時の日光に2日間照射した後、ハンター白皮
を測定した。その結果、照射前の71.5と比べても6
78と変化が夕な(、TCFIDpgの配合にもかかわ
らず、耐光性が優れていることが!111明した。
Example 4 0 parts of the above rcHDpal was added to a soap base containing 100 parts of soap base fII8 (beef tallow/coconut oil = 80/20), 015 parts of titanium dioxide, and 1.0 parts of fragrance, and 0 parts of phosphoric acid was added to this soap base. .1 part, 02 parts of HEDHA's tetrasodium were added, ≠Rakuminato each part Hitomi Sasakite was prototyped based on the usual soap manufacturing method, and after irradiating it with sunlight on a clear day in spring for 2 days, Hunter's white skin was measured. . As a result, compared to 71.5 before irradiation, the result was 6.
It was clear that the light resistance was excellent despite the addition of TCFIDpg.

実施例5 石鹸素地(4−脂/ヤシ油=80/20)+ 00部に
二酸化チタン01部、香料10部を配合した石鹸ベース
に1前記のTCHDPEl、0部配合し、これにリン酸
01部、HgDHAのジカリウム塩02部を加え、通常
の石けん製造法に基いて試作し、春季晴天時の日光に2
日間照射した律、ハンター白瓜を測定した。その結果、
照射前の706と比べても671と変化が少な(TCH
DPEの配合にもかかわらず耐光性が優れていることが
rJJ引した。
Example 5 Soap base (4-fat/coconut oil = 80/20) + 00 parts, 01 parts of titanium dioxide, and 10 parts of fragrance were added to the soap base, 0 parts of the above TCHDPE1 were added, and 01 parts of phosphoric acid was added to the soap base. A prototype was made by adding 0.2 parts of dipotassium salt of HgDHA and 0.2 parts of dipotassium salt of HgDHA.
We measured Ritsu and Hunter white melon that were irradiated for days. the result,
There is little change at 671 compared to 706 before irradiation (TCH
rJJ was impressed by the fact that it had excellent light resistance despite the inclusion of DPE.

実施例66 石鹸累坩(牛脂/ヤシ#]=80/21〕)100部に
二酸化チタンO,+S、査料15部を&1合した石鹸ベ
ースに前記TCHDPB O5部配合[7、これにリン
酸0ろUB 、I(F、D HAのテトラアンモニウム
塩06部を加え、通常の石けん製造法に基いて試作し、
春季晴天時の日光に2日1fij照射した後、ハンター
白瓜を測定17た。その結果、照射+1・Iの71,2
と比べても68ろ、!:変化が少なく、T CHD P
εの配合にもかかt、らず耐光性が優几てbることが判
りJした。
Example 66 5 parts of the above TCHDPB O was added to a soap base made by combining 100 parts of soap crucible (beef tallow/coconut #] = 80/21), titanium dioxide O, +S, and 15 parts of pigment. Add 06 parts of tetraammonium salts of 0ROUB, I(F, DHA) and make a prototype based on the usual soap manufacturing method.
Hunter white melon was measured after being irradiated with 1fij of sunlight for 2 days during sunny spring weather. As a result, 71,2 of irradiation +1・I
Even compared to that, it's 68! : Little change, T CHD P
It was found that the light resistance was excellent regardless of the addition of ε.

実施例7 石ffi素地(牛脂/ヤシ油−80/2[+)100部
に二酸化チタン02部、香料10部を配合した石鹸ヘ−
ス(Cjii 2 T CHD P [E O,5部配
合し、これベリン酸06g(!、HEDHAのテトラト
リエタノールアミン塩06部を加え、通常の石けん製I
h法に基いて試作し、春季晴天時の日光に2日向照射し
た移、ハンター0度を)I0定した。その結果、照射M
fiの709と比べても685とy化が少なく、T C
HD Pどの配合にもか力4わらず耐光性が優れている
ことが*J男した。
Example 7 Soap soap containing 100 parts of stone ffi base (beef tallow/coconut oil -80/2 [+), 02 parts of titanium dioxide, and 10 parts of fragrance.
Blend 5 parts of Cjii 2 T CHD P [E O, 06 g of veric acid (!, 06 parts of tetratriethanolamine salt of HEDHA), and mix with ordinary soap-making I.
A prototype was made based on the H method, and the I0 was determined by irradiating it with sunlight on a clear day in spring for two days (Hunter 0 degrees). As a result, irradiation M
Compared to fi's 709, 685 has less y conversion, and T C
*J-man found that all HDP formulations had excellent light resistance regardless of the strength.

Claims (1)

【特許請求の範囲】 (112,4,4’−トリクロロ−2′−ハイドロキシ
ジフェニルエーテ、・しを含有する石鹸において、1−
ヒドIJキシエタン−1,1−ジホスホン酸、1−ヒド
ロキシエタン−1,1−ジホスホン酸の7〜カリ企属塩
、アンモニウム塩、低級ブルカノールアミン塊からなる
群から選択された1−ヒドロキシエタン−1,1−ジホ
スホン酸系化合物の少−/1/とも一つと、リン酸が配
合されて込ることを動機とする、耐光性の優れた抗菌性
石鹸。 f21 前記の1−ヒドロキシエタン−1,1−ジホス
ホン酸系化合物の少なくとも一つが、石鹸素地の止置に
別して006〜5. OWj 量%配合されている、特
許請求の範囲第(1)rE1記載の耐光性の優れた抗菌
性石鹸。 (6)前記のリン酸が、石鹸素地のffi量に対して0
.03〜50重景%配重量れている、特許請求の範囲第
(1)項記載の耐光性の優れた抗菌性石鹸。 (4) 前記の2.4.4−トリクロロ−2−ハイドロ
キシジフェニルエーテルが、石鹸素地の重かに対1、テ
0.05〜5,0重量%配合されている秘rf請求の範
B第(1)項記載の耐光性の優れた抗菌性石鹸。
[Scope of Claims] (112,4,4'-trichloro-2'-hydroxydiphenyl ether, a soap containing 1-
Hydroxyethane-1,1-diphosphonic acid, 7-potassium salts of 1-hydroxyethane-1,1-diphosphonic acid, ammonium salts, and 1-hydroxyethane-1, selected from the group consisting of lower vulcanolamine blocks. An antibacterial soap with excellent light resistance, which is formulated with at least one 1,1-diphosphonic acid compound and phosphoric acid. f21 At least one of the above-mentioned 1-hydroxyethane-1,1-diphosphonic acid compounds is present in 006 to 5. The antibacterial soap with excellent light resistance according to claim (1) rE1, which contains OWj in an amount of %. (6) The amount of phosphoric acid is 0 relative to the amount of ffi in the soap base.
.. The antibacterial soap with excellent light resistance according to claim (1), wherein the antibacterial soap has a weight distribution of 03 to 50%. (4) Secret RF claim B, in which the 2.4.4-trichloro-2-hydroxydiphenyl ether is blended in an amount of 0.05 to 5.0% by weight, based on the weight of the soap base. Antibacterial soap with excellent light resistance as described in item 1).
JP16731783A 1983-09-09 1983-09-09 Light-resistant antibacterial soap Granted JPS6058500A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP16731783A JPS6058500A (en) 1983-09-09 1983-09-09 Light-resistant antibacterial soap

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP16731783A JPS6058500A (en) 1983-09-09 1983-09-09 Light-resistant antibacterial soap

Publications (2)

Publication Number Publication Date
JPS6058500A true JPS6058500A (en) 1985-04-04
JPH0423680B2 JPH0423680B2 (en) 1992-04-22

Family

ID=15847503

Family Applications (1)

Application Number Title Priority Date Filing Date
JP16731783A Granted JPS6058500A (en) 1983-09-09 1983-09-09 Light-resistant antibacterial soap

Country Status (1)

Country Link
JP (1) JPS6058500A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6214320B1 (en) * 1990-10-09 2001-04-10 Colgate-Palmolive Company Oral compositions containing anticalculus and antiplaque agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6214320B1 (en) * 1990-10-09 2001-04-10 Colgate-Palmolive Company Oral compositions containing anticalculus and antiplaque agents

Also Published As

Publication number Publication date
JPH0423680B2 (en) 1992-04-22

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