JPH09136992A - Antifungal composition - Google Patents

Antifungal composition

Info

Publication number
JPH09136992A
JPH09136992A JP7315787A JP31578795A JPH09136992A JP H09136992 A JPH09136992 A JP H09136992A JP 7315787 A JP7315787 A JP 7315787A JP 31578795 A JP31578795 A JP 31578795A JP H09136992 A JPH09136992 A JP H09136992A
Authority
JP
Japan
Prior art keywords
chitosan
silver
antifungal
hinokitiol
antibacterial
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
Application number
JP7315787A
Other languages
Japanese (ja)
Inventor
Kiminori Atsumi
公則 渥美
Hideo Mitsuyama
秀男 光山
Takuma Inami
琢磨 伊波
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.)
Sangi Co Ltd
Original Assignee
Sangi Co 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 Sangi Co Ltd filed Critical Sangi Co Ltd
Priority to JP7315787A priority Critical patent/JPH09136992A/en
Publication of JPH09136992A publication Critical patent/JPH09136992A/en
Pending legal-status Critical Current

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  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

PROBLEM TO BE SOLVED: To obtain an antifungal compsn. capable of preventing discoloration of a fabricated product, high in antifungal power, long in period of persistence of antifungal properties, and capable of securing an deodorant effect for the odor of an additive component itself by adding a specific component to chitosan. SOLUTION: This antifungal compsn. comprises chitosan and hinokitiol as the main components. The concn. of a chitosan soln. to be used is pref. 0.01 to 10%. A hinokitiol concn. of at least 0.01% will suffice. Further addn. of an antifungal metal salt to this compsn. is pref. The antifungal metal salt is pref. selected from among water-soluble salts, examples of which include silver salts such as silver nitrate, silver lactate, silver acetate, silver surfate, and silver perchlorate. The amt. of the antifungal metal salt that may be added ranges from at least 0.2ppm based on the chitosan soln., which is such an amt. that it can exhibit antifungal properties, to 100% based on chitosan, which is the maximum amt. in which it can be contained in chitosan.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明はヒノキチオール、又
はヒノキチオールと金属塩を添加したキトサンを基材と
し、抗菌、防カビを目的として、化粧品、医薬部外品、
スプレー等の用途に有効に使用できる抗菌剤組成物に関
するものである。
TECHNICAL FIELD The present invention is based on hinokitiol or chitosan containing hinokitiol and a metal salt as a base material, and for the purpose of antibacterial and fungicidal treatment, cosmetics, quasi drugs,
The present invention relates to an antibacterial agent composition that can be effectively used in applications such as spraying.

【0002】[0002]

【従来の技術】キトサンはそれ自体に抗菌性があるた
め、繊維、化粧品などに溶液、粉末として添加され抗菌
性を付するために使用されている。しかしその抗菌性は
弱く、製品に十分な抗菌性を付与させる為には多量に使
用しなければならない。他方、抗菌性金属塩は抗菌性が
強く少量の使用で効果が得られるが、担体としてセラミ
ックを用いる事が多く、溶液として用いることができな
い。また、開示されている特願昭54−31598号の
キトサンの殺菌性シート状物質の場合、銀の溶出はキト
サンの表面上に限られ抗菌性の持続性は非常に短く、そ
の上硝酸銀の銀イオンとキトサンの結合キレート結合
は、銀によるシートの変色が顕著で、抗菌性の製品とし
ては、品質上の問題がある。更に、アミノ酸などに銀イ
オンを分散した溶液状の銀系抗菌剤もあるが、臭く変色
し易く、加工製品(例えば、布)に塗布した後乾燥させ
ても再び水にとけるためにその用途が限定される。また
ヒノキチオールを使用した抗菌剤は、ヒノキチオール自
体の臭いが強く、昇華性であり長期間の抗菌性を維持す
ることができない。
2. Description of the Related Art Since chitosan has an antibacterial property by itself, it is added to fibers, cosmetics and the like as a solution or powder and used to impart an antibacterial property. However, its antibacterial property is weak, and it must be used in a large amount in order to impart sufficient antibacterial property to the product. On the other hand, the antibacterial metal salt has a strong antibacterial property and an effect can be obtained by using a small amount thereof, but a ceramic is often used as a carrier and cannot be used as a solution. Further, in the case of the bactericidal sheet material of chitosan disclosed in Japanese Patent Application No. 54-31598, the elution of silver is limited to the surface of chitosan, and the sustainability of antibacterial property is very short. Ion-chitosan bond Chelate bond causes significant discoloration of the sheet due to silver, which is a quality problem for antibacterial products. Furthermore, there are solution-type silver antibacterial agents in which silver ions are dispersed in amino acids and the like, but they tend to discolor odor, and their application is because they dissolve in water again even if they are applied to a processed product (for example, cloth) and then dried. Limited. Further, an antibacterial agent using hinokitiol has a strong odor of hinokitiol itself, is sublimable, and cannot maintain its antibacterial property for a long period of time.

【0003】[0003]

【発明が解決しようとする課題】上述したように、キト
サンは基材として、溶液状にもフイルム状、粉末状にも
なり、幅広い用途への応用が可能であるが、その抗菌性
を利用したい場合には、それ自身の抗菌性が弱い為に多
量に使用しなければならず、その為に製品に要求される
品質に影響を及ぼす場合がある。又品質上の問題が生じ
ない場合でもキトサンは高価である為、どのような製品
にも使用するわけにはいかない。他方、ヒノキチオール
を使用した抗菌剤も、上記したように臭い、抗菌性の持
続性等に問題がある
As described above, chitosan can be used as a base material in a solution form, a film form, or a powder form, and can be applied to a wide range of applications, but it is desired to utilize its antibacterial property. In this case, since the antibacterial property of itself is weak, it must be used in a large amount, which may affect the quality required for the product. Even if quality problems do not occur, chitosan is expensive and cannot be used in any product. On the other hand, antibacterial agents using hinokitiol also have a problem with odor, persistence of antibacterial property, etc. as described above.

【0004】[0004]

【課題を解決するための手段】本発明はキトサンを基材
として用い、これにヒノキチオールを添加することによ
り、加工製品の変色が防止出来、抗菌力が高く、抗菌性
持続期間が延び、更にヒノキチオール自体の臭いの消臭
効果も得られ、更に少量の抗菌性金属を添加する事によ
り、一層抗菌力の強い抗菌剤組成物を提供するものであ
る。使用するキトサンの溶液濃度は0.01〜10%、好
ましくは0.1〜5%が良い。ヒノキチオールの濃度は抗
菌性溶液の使用方法により異なるが、0.01%以上であ
れば良く、キトサン溶液の濃度を考慮した場合、好まし
くは0.02〜0.1%が良い。更に抗菌性金属塩は、水可
溶性塩から選ぶことが好ましい。例えば銀金属塩として
は、硝酸銀、乳酸銀、酢酸銀、硫酸銀、過塩素酸銀等で
あり、他の金属塩もこれらと同様の水溶性金属塩を使用
する事が出来る。抗菌性金属塩の添加量は抗菌性の発現
する量であるキトサン溶液に対して0.2ppm 以上で、キ
トサンに含有させることができる最大量であるキトサン
に対して100%、好ましくはキトサン溶液に対して1
ppm 以上で、キトサンに対して20%が良い。
The present invention uses chitosan as a base material, and by adding hinokitiol to the base material, discoloration of processed products can be prevented, antibacterial activity is high, and antibacterial duration is extended. An antibacterial composition having a stronger antibacterial activity can be provided by obtaining an effect of deodorizing its own odor and further adding a small amount of antibacterial metal. The solution concentration of chitosan used is 0.01 to 10%, preferably 0.1 to 5%. Although the concentration of hinokitiol varies depending on the method of using the antibacterial solution, it may be 0.01% or more, and considering the concentration of the chitosan solution, it is preferably 0.02 to 0.1%. Further, the antibacterial metal salt is preferably selected from water-soluble salts. For example, the silver metal salt is silver nitrate, silver lactate, silver acetate, silver sulfate, silver perchlorate, and the like, and other metal salts may be the same water-soluble metal salts. The amount of the antibacterial metal salt added is 0.2 ppm or more based on the chitosan solution, which is an amount exhibiting antibacterial properties, and 100% based on the maximum amount of chitosan that can be contained in chitosan, and preferably a chitosan solution. To 1
Above ppm, 20% is better than chitosan.

【0005】[0005]

【発明の実施の形態】BEST MODE FOR CARRYING OUT THE INVENTION

【実施例】以下、実施例をあげて本発明を具体的に説明
する。 (実施例1)マロン酸1%溶液100ml中にキトサン1
gを溶解した後、ヒノキチオール800ppm を加えて良
く攪拌する。 (実施例2)濃度4%の水溶性キトサン100ml中に、
ヒノキチオール800ppm を加えて良く攪拌する。 (実施例3)L−リンゴ酸0.5%溶液100ml中にキト
サン0.2gを溶解した後、ヒノキチオール1,000ppm
を加えて良く攪拌する。 (実施例4)クエン酸5%溶液100ml中にキトサン3
gを溶解した後、ヒノキチオール600ppm を加えて良
く攪拌する。 (実施例5)マロン酸0.3%溶液100ml中にキトサン
3gを溶解した後、ヒノキチオール300ppm を加え、
更に乳酸銀を0.55gを加えて良く攪拌する。 (実施例6)L−グルタミン酸1%溶液100ml中にキ
トサン0.1gを溶解した後、ヒノキチオール100ppm
を加え、更に硝酸銀を0.03gを加えて良く攪拌する。 (実施例7)クエン酸3%溶液100ml中にキトサン5
gを溶解した後、ヒノキチオール250ppm を加え、更
に酢酸銀1.55gを加えて良く攪拌する。 (実施例8)マロン酸1%溶液100ml中にキトサン2
gを溶解した後、ヒノキチオール200ppm を加え、更
に硫酸銀0.0001gを加えて良く攪拌する。 (実施例9)乳酸0.5%溶液100ml中にキトサン1g
を溶解した後、ヒノキチオール300ppm を加え、更に
過塩素酸銀0.1gを加えて良く攪拌する。 (比較例1)マロン酸0.5%溶液100ml中にキトサン
0.3gを溶解して良く攪拌する。 (比較例2)ヒノキチオール1,000ppm を水で溶解し
て良く攪拌する。 (比較例3)ヒノキチオール600ppm を水で溶解して
良く攪拌する。 (比較例4)マロン酸1%溶液100ml中にキトサン2
gを溶解した後、硫酸銀0.0001gを加えて良く攪拌
する。
The present invention will be described below in detail with reference to examples. Example 1 Chitosan 1 in 100 ml of 1% malonic acid solution
After dissolving g, add 800 ppm of hinokitiol and stir well. (Example 2) In 100 ml of water-soluble chitosan having a concentration of 4%,
Add 800 ppm of hinokitiol and stir well. (Example 3) After dissolving 0.2 g of chitosan in 100 ml of 0.5% L-malic acid solution, 1,000 ppm of hinokitiol
Add and stir well. Example 4 Chitosan 3 in 100 ml of 5% citric acid solution
After dissolving g, add 600 ppm of hinokitiol and stir well. (Example 5) After dissolving 3 g of chitosan in 100 ml of 0.3% malonic acid solution, 300 ppm of hinokitiol was added,
Further, add 0.55 g of silver lactate and stir well. Example 6 0.1 g of chitosan was dissolved in 100 ml of 1% L-glutamic acid solution, and then 100 ppm of hinokitiol was added.
And then add 0.03 g of silver nitrate and stir well. Example 7 Chitosan 5 in 100 ml of 3% citric acid solution
After dissolving g, 250 ppm of hinokitiol was added, and 1.55 g of silver acetate was added, and the mixture was stirred well. Example 8 Chitosan 2 in 100 ml of 1% malonic acid solution
After dissolving g, 200 ppm of hinokitiol was added, and 0.0001 g of silver sulfate was further added, followed by thorough stirring. (Example 9) 1 g of chitosan in 100 ml of 0.5% lactic acid solution
After dissolving the above, 300 ppm of hinokitiol is added, and 0.1 g of silver perchlorate is further added, followed by thorough stirring. Comparative Example 1 Chitosan was added to 100 ml of a 0.5% malonic acid solution.
Dissolve 0.3 g and stir well. (Comparative Example 2) 1,000 ppm of hinokitiol was dissolved in water and stirred well. (Comparative Example 3) 600 ppm of hinokitiol is dissolved in water and well stirred. Comparative Example 4 Chitosan 2 in 100 ml of 1% malonic acid solution
After dissolving g, 0.0001 g of silver sulfate was added and stirred well.

【0006】(実施例10) 消臭試験 実施例、及び比較例の各サンプル溶液をガラス瓶に入
れ、蓋を開けた直後の臭いを試験者20名に臭いを確認
してもらい、臭いの強度を下記の基準で判断し、その結
果を表−1の(1)に示した。 ヒノキチオール臭を感じない − ヒノキチオール臭が若干する ± ヒノキチオール臭が強くする +
(Example 10) Deodorization test Each sample solution of Examples and Comparative Examples was put in a glass bottle, and the smell immediately after the lid was opened was checked by 20 testers to check the strength of the smell. Judgment was made according to the following criteria, and the result is shown in (1) of Table-1. No hinokitiol odor-Slight hinokitiol odor ± Strong hinokitiol odor +

【0007】(実施例11) 変色試験 実施例、及び比較例の各サンプルを布に付着させた後、
光による曝露での変色試験を行い、一週間後の試験結果
を表−1の(2)に示した。
Example 11 Discoloration Test After each sample of the example and the comparative example was attached to a cloth,
A color change test by exposure to light was carried out, and the test result after one week is shown in (2) of Table-1.

【0008】[0008]

【表1】 [Table 1]

【0009】(実施例12)抗菌試験を行い、結果(M
IC値)を表−2に示す。
(Example 12) An antibacterial test was conducted and the result (M
Table 2 shows the IC value).

【0010】[0010]

【表2】 [Table 2]

【0011】上記試験結果よりヒノキチオールをキトサ
ン溶液に加えることにより、ヒノキチオール臭の低減、
変色の防止、抗菌力の増加が、更に金属塩を添加するこ
とにより一層の抗菌力の増加が認められた。
From the above test results, the addition of hinokitiol to the chitosan solution reduces the odor of hinokitiol,
It was observed that discoloration was prevented and the antibacterial activity was increased, and that the antibacterial activity was further increased by adding a metal salt.

【0012】[0012]

【発明の効果】ヒノキチオール又はヒノキチオールと金
属塩を添加したキトサンを基材とする抗菌剤組成物によ
り抗菌、防カビを目的とする幅広い用途分野に於いて品
質上の問題を生ずることなく、経済性並びに抗菌力に優
れ且つヒノキチオールの臭いのない製品を得ることが出
来る。
The antibacterial agent composition based on hinokitiol or chitosan to which hinokitiol and a metal salt are added is economical without causing quality problems in a wide range of fields for antibacterial and antifungal purposes. In addition, a product having excellent antibacterial activity and no odor of hinokitiol can be obtained.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 FI 技術表示箇所 A01N 65/00 A01N 65/00 A C08K 3/10 C08K 3/10 5/04 5/04 5/098 5/098 ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 6 Identification code Internal reference number FI Technical display area A01N 65/00 A01N 65/00 A C08K 3/10 C08K 3/10 5/04 5/04 5 / 098 5/098

Claims (3)

【特許請求の範囲】[Claims] 【請求項1】 キトサンとヒノキチオールを主成分とす
る抗菌剤組成物。
1. An antibacterial agent composition containing chitosan and hinokitiol as main components.
【請求項2】 キトサンとヒノキチオール及び抗菌性金
属塩を含有することを特徴とする抗菌剤組成物。
2. An antibacterial composition comprising chitosan, hinokitiol and an antibacterial metal salt.
【請求項3】 抗菌性金属塩が、硝酸銀、乳酸銀、酢酸
銀、ギ酸銀、過塩素酸銀からなる群から選ばれた少なく
とも1種であることを特徴とする請求項2記載の抗菌剤
組成物。
3. The antibacterial agent according to claim 2, wherein the antibacterial metal salt is at least one selected from the group consisting of silver nitrate, silver lactate, silver acetate, silver formate, and silver perchlorate. Composition.
JP7315787A 1995-11-10 1995-11-10 Antifungal composition Pending JPH09136992A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP7315787A JPH09136992A (en) 1995-11-10 1995-11-10 Antifungal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7315787A JPH09136992A (en) 1995-11-10 1995-11-10 Antifungal composition

Publications (1)

Publication Number Publication Date
JPH09136992A true JPH09136992A (en) 1997-05-27

Family

ID=18069560

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7315787A Pending JPH09136992A (en) 1995-11-10 1995-11-10 Antifungal composition

Country Status (1)

Country Link
JP (1) JPH09136992A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1026144A1 (en) * 1999-02-03 2000-08-09 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
JP2008037783A (en) * 2006-08-04 2008-02-21 Sumitomo Chemical Co Ltd Composition for controlling plant disease injury
GB2482400A (en) * 2010-07-28 2012-02-01 Syntopix Group Plc Antibacterial formulation containing a tropone and a metal or metal salt
JP2018512448A (en) * 2015-03-16 2018-05-17 キューウェル カンパニー, リミテッド.Qwell C Phytoncide moisturizing liquid composition, hydrogen generating cosmetic spray device containing the same, and method for producing the same
CN113336870A (en) * 2021-05-21 2021-09-03 珠海市自然之旅生物技术有限公司 Tropolone-chitosan derivative and preparation method and application thereof

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1026144A1 (en) * 1999-02-03 2000-08-09 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
US6183748B1 (en) 1999-02-03 2001-02-06 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
US6391347B1 (en) 1999-02-03 2002-05-21 Topics Co., Ltd. Method of manufacturing an aromatic anti-bacterial agent containing hinokitiol
JP2008037783A (en) * 2006-08-04 2008-02-21 Sumitomo Chemical Co Ltd Composition for controlling plant disease injury
GB2482400A (en) * 2010-07-28 2012-02-01 Syntopix Group Plc Antibacterial formulation containing a tropone and a metal or metal salt
JP2018512448A (en) * 2015-03-16 2018-05-17 キューウェル カンパニー, リミテッド.Qwell C Phytoncide moisturizing liquid composition, hydrogen generating cosmetic spray device containing the same, and method for producing the same
CN113336870A (en) * 2021-05-21 2021-09-03 珠海市自然之旅生物技术有限公司 Tropolone-chitosan derivative and preparation method and application thereof
WO2022241973A1 (en) * 2021-05-21 2022-11-24 珠海市自然之旅生物技术有限公司 Tropolone-chitosan derivative, and preparation method therefor and use thereof

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