JP2001114610A - Antimicrobial fatty acid compound and method for produsing the same - Google Patents
Antimicrobial fatty acid compound and method for produsing the sameInfo
- Publication number
- JP2001114610A JP2001114610A JP37609899A JP37609899A JP2001114610A JP 2001114610 A JP2001114610 A JP 2001114610A JP 37609899 A JP37609899 A JP 37609899A JP 37609899 A JP37609899 A JP 37609899A JP 2001114610 A JP2001114610 A JP 2001114610A
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- Japan
- Prior art keywords
- fatty acid
- antibacterial
- acid compound
- antimicrobial
- metal component
- 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.)
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、抗菌脂肪酸化合物
およびその製造方法並びに抗菌脂肪酸化合物を含有する
樹脂組成物に関し、更に詳しくは、樹脂組成物、塗料、
繊維などに添加して抗菌性、防黴性、消臭効果を発揮す
る抗菌脂肪酸化合物およびその製造方法並びに抗菌脂肪
酸化合物を含有する樹脂組成物に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antibacterial fatty acid compound, a method for producing the same, and a resin composition containing the antibacterial fatty acid compound.
The present invention relates to an antimicrobial fatty acid compound which exhibits antibacterial properties, antifungal properties and deodorant effects when added to fibers and the like, a method for producing the same, and a resin composition containing the antibacterial fatty acid compound.
【０００２】[0002]
【従来技術】近年、高温多湿のわが国に於いては、細菌
による食中毒等が多発しており、またマンション等の乱
立による居住環境の変化に伴い細菌、黴、悪臭、汚れな
どの生活環境の悪化が社会問題となりつつあることか
ら、これらの環境の清浄化が強くもとめられている。そ
してこのような生活環境を清浄化するために、一例とし
て樹脂組成物に抗菌剤を添加した各種の抗菌製品が市販
されている。使用されている抗菌剤としては、有機系、
無機系、あるいは合成物系、天然物系のものがある。特
に無機系抗菌剤は、安全性、抗菌性の持続などの点から
種々の用途に利用されているが、ゼオライト、シリカゲ
ル、アパタイトなどの粉末に抗菌性金属成分を含有させ
た粉末状物がほとんどである。これら粉末状の抗菌剤を
樹脂組成物に練り込んだ抗菌樹脂製品は該抗菌剤の分散
性が悪く、多量の抗菌剤を添加しないと所望の抗菌効果
が得られず、また、多量の抗菌剤を添加すると樹脂組成
物の透明性や色彩に悪影響を及ぼすなどの問題があっ
た。2. Description of the Related Art In recent years, food poisoning by bacteria has frequently occurred in Japan, which is hot and humid, and the living environment has deteriorated due to bacteria, mold, odor, dirt, etc. due to a change in the living environment due to the disturbance of apartment buildings. As these are becoming a social problem, there is a strong demand for the purification of these environments. In order to purify such a living environment, various antibacterial products obtained by adding an antibacterial agent to a resin composition are commercially available as an example. Antibacterial agents used are organic,
There are inorganic, synthetic, and natural products. In particular, inorganic antibacterial agents are used for various purposes in terms of safety, sustained antibacterial properties, etc., but powders containing antibacterial metal components in powders such as zeolite, silica gel, and apatite are mostly used. It is. Antimicrobial resin products obtained by kneading these powdered antimicrobial agents into a resin composition have poor dispersibility of the antimicrobial agent, and a desired antimicrobial effect cannot be obtained unless a large amount of the antimicrobial agent is added. When added, there was a problem that transparency and color of the resin composition were adversely affected.
【０００３】前述のゼオライト系抗菌剤のような、抗菌
剤が乾燥あるいは焼成粉末である場合には、粒子径が小
さいほど凝集力が強く、一次粒子は小さくても凝集して
数ミクロンの大きさになる。凝集した粉末状態の抗菌剤
を樹脂組成物に添加し混ぜ合わせても、大きな剪断応力
を掛けない限り一次粒子までは粉砕する事が出来ず、樹
脂組成物中での均一な分散は望めない。When the antibacterial agent, such as the above-mentioned zeolite-based antibacterial agent, is a dried or calcined powder, the smaller the particle size, the stronger the cohesive force. become. Even if the aggregated powdered antimicrobial agent is added to the resin composition and mixed, the primary particles cannot be ground unless a large shear stress is applied, and uniform dispersion in the resin composition cannot be expected.
【０００４】一方、本出願人は先に特開平７−３３６１
６号公報において、抗菌性無機酸化物コロイド溶液から
なる抗菌剤を提案した。該抗菌剤は、ある種の樹脂組成
物に対しては、抗菌性無機酸化物が微粒子であるために
少量の添加で高い抗菌性を示し、また、樹脂組成物の透
明性や色彩に悪影響を及ぼすこともなかった。しかし、
該抗菌剤はコロイド溶液であるために樹脂組成物への練
混の際に、樹脂組成物の種類によっては分散媒の水との
なじみが悪く、操作、取扱いが困難な場合があった。[0004] On the other hand, the present applicant has previously described Japanese Patent Application Laid-Open No. 7-3361.
No. 6 proposed an antibacterial agent comprising an antibacterial inorganic oxide colloid solution. The antibacterial agent exhibits high antibacterial properties with respect to a certain kind of resin composition due to the fact that the antibacterial inorganic oxide is fine particles, and has a bad effect on the transparency and color of the resin composition. Had no effect. But,
Since the antibacterial agent is a colloidal solution, the kneading into the resin composition may cause poor compatibility with the water of the dispersion medium depending on the type of the resin composition, which may make the operation and handling difficult.
【０００５】[0005]
【発明が解決しようとする課題】本発明の目的は、取り
扱いが容易で、樹脂組成物、塗料、繊維などに添加した
際に抗菌成分が均一に分散する、特に、樹脂組成物中に
添加、混練した際に抗菌成分が凝集することなく均一に
高分散し、高い抗菌性を示し、かつ、熱変色が少ない樹
脂組成物成型品を製造するのに有用な抗菌脂肪酸化合物
およびその製造方法並びに該抗菌脂肪酸化合物を含有す
る樹脂組成物を提供することにある。SUMMARY OF THE INVENTION An object of the present invention is to easily handle and disperse an antimicrobial component uniformly when added to a resin composition, paint, fiber, etc. An antimicrobial fatty acid compound and a method for producing the same, which are useful for producing a resin composition molded article in which the antibacterial component is uniformly highly dispersed without agglomeration when kneaded, exhibits high antibacterial properties, and has little thermal discoloration, and It is to provide a resin composition containing an antibacterial fatty acid compound.
【０００６】[0006]
【課題を解決するための手段】本発明に係わる抗菌脂肪
酸化合物は、抗菌性金属成分と該抗菌性金属成分以外の
無機酸化物とから構成される平均粒子径５００ｎｍ以下
の微粒子を含有することを特徴とする。The antibacterial fatty acid compound according to the present invention contains fine particles having an average particle diameter of 500 nm or less composed of an antibacterial metal component and an inorganic oxide other than the antibacterial metal component. Features.
【０００７】前記微粒子の含有量は、０．１〜４０重量
％の範囲にあることが好ましい。The content of the fine particles is preferably in the range of 0.1 to 40% by weight.
【０００８】また、本発明に係わる抗菌脂肪酸化合物の
製造方法は、抗菌性金属成分と該抗菌性金属成分以外の
無機酸化物とから構成される平均粒子径５００ｎｍ以下
の微粒子が有機溶媒に分散したコロイド溶液と有機溶媒
に脂肪酸化合物を溶解した溶液を混合した後、有機溶媒
を蒸発させることを特徴とする。In the method for producing an antibacterial fatty acid compound according to the present invention, fine particles having an average particle diameter of 500 nm or less, comprising an antibacterial metal component and an inorganic oxide other than the antibacterial metal component, are dispersed in an organic solvent. After mixing a colloid solution and a solution in which a fatty acid compound is dissolved in an organic solvent, the organic solvent is evaporated.
【０００９】他の本発明に係わる抗菌脂肪酸化合物の製
造方法は、抗菌性金属成分と該抗菌性金属成分以外の無
機酸化物とから構成される平均粒子径５００ｎｍ以下の
微粒子が有機溶媒に分散したコロイド溶液に脂肪酸化合
物を加えて溶解した後、有機溶媒を蒸発させることを特
徴とする。In another method for producing an antibacterial fatty acid compound according to the present invention, fine particles having an average particle diameter of 500 nm or less composed of an antibacterial metal component and an inorganic oxide other than the antibacterial metal component are dispersed in an organic solvent. After the fatty acid compound is added to and dissolved in the colloid solution, the organic solvent is evaporated.
【００１０】また、本発明に係わる樹脂組成物は、前述
の抗菌脂肪酸化合物を含有することを特徴とする。The resin composition according to the present invention is characterized by containing the above-mentioned antibacterial fatty acid compound.
【００１１】[0011]
【発明の実施の形態】以下、本発明の好適な実施形態に
ついて、詳細に説明する。DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Preferred embodiments of the present invention will be described below in detail.
【００１２】本発明での脂肪酸化合物とは、脂肪族モノ
カルボン酸である脂肪酸およびその化合物を言い、飽和
脂肪酸、不飽和脂肪酸およびその化合物である。脂肪酸
としては、通常滑剤として使用される、炭素数１０以
上、好ましくは炭素数１０〜２６、更に好ましくは炭素
数１１〜２０の脂肪酸が例示される。また、脂肪酸の化
合物としては、脂肪酸エステル、脂肪酸アミドなどが例
示される。The fatty acid compound in the present invention refers to a fatty acid which is an aliphatic monocarboxylic acid and a compound thereof, and is a saturated fatty acid, an unsaturated fatty acid and a compound thereof. Examples of the fatty acid include a fatty acid having 10 or more carbon atoms, preferably 10 to 26 carbon atoms, and more preferably 11 to 20 carbon atoms, which is usually used as a lubricant. Examples of the fatty acid compound include fatty acid esters and fatty acid amides.
【００１３】脂肪酸エステルとしては、脂肪族炭素数１
〜９、好ましくは１〜８の脂肪族アルコールと、前述の
脂肪酸との化合物である脂肪族アルコール系脂肪酸エス
テルが好適である。具体的には、モノグリセリンオレエ
ート、ポリグリセリンオレエート、グリセリントリリシ
ノレート、グリセリンアセチルリシノレート、エチルア
セチルリシノレート、プロピレングリコールオレエー
ト、プロピレングリコールラウレート、ペンタエリスリ
トールオレエート、ポリエチレングリコールオレエー
ト、ポリプロピレングリコールオレエート、ポリオキシ
エチレングリセリン、ソルビタンオレエート、ソルビタ
ンラウレート、ポリエチレングリコールソルビタンオレ
エート、ポリエチレングリコールソルビタンラウレー
ト、ポリエチレングリコール、ポリプロピレングリコー
ルなどが例示される。As the fatty acid ester, one having an aliphatic carbon number of 1
Aliphatic alcohol-based fatty acid esters, which are compounds of the above-mentioned fatty acids with the fatty alcohols of 1 to 9, preferably 1 to 8, are suitable. Specifically, monoglycerin oleate, polyglycerin oleate, glycerin triricinoleate, glycerin acetyl ricinoleate, ethyl acetyl ricinoleate, propylene glycol oleate, propylene glycol laurate, pentaerythritol oleate, polyethylene glycol oleate, Examples thereof include polypropylene glycol oleate, polyoxyethylene glycerin, sorbitan oleate, sorbitan laurate, polyethylene glycol sorbitan oleate, polyethylene glycol sorbitan laurate, polyethylene glycol, and polypropylene glycol.
【００１４】また、脂肪酸アミドとしては、ステアリン
酸アミド、パルミチン酸アミド、メチレンビスステアロ
アミド、エチレンビスステアロアミド、オレイン酸アミ
ド、エシル酸アミドなどが例示される。Examples of the fatty acid amide include stearic amide, palmitic amide, methylene bis-stearamide, ethylene bis-stearamide, oleic amide, esyl amide and the like.
【００１５】本発明の抗菌脂肪酸化合物は、前述の脂肪
酸化合物が抗菌性金属成分と該抗菌性金属成分以外の無
機酸化物とから構成される平均粒子径５００ｎｍ以下の
微粒子を含有することを特徴とする。該微粒子の含有量
は、０．１〜４０重量％の範囲にあることが望ましい。
該微粒子の含有量が０．１重量％より少ない場合には、
樹脂組成物などに添加する抗菌脂肪酸化合物の量を多く
しないと所望の抗菌効果が得られないことがある、ま
た、該微粒子の含有量が４０重量％より多い場合には、
抗菌脂肪酸化合物本来の作用が損なわれることがある。
該微粒子の含有量は、好ましくは１〜３０重量％の範囲
にあることが望ましい。The antibacterial fatty acid compound of the present invention is characterized in that the above-mentioned fatty acid compound contains fine particles having an average particle diameter of 500 nm or less composed of an antibacterial metal component and an inorganic oxide other than the antibacterial metal component. I do. The content of the fine particles is desirably in the range of 0.1 to 40% by weight.
When the content of the fine particles is less than 0.1% by weight,
If the amount of the antibacterial fatty acid compound added to the resin composition or the like is not increased, a desired antibacterial effect may not be obtained. In addition, when the content of the fine particles is more than 40% by weight,
The original action of the antimicrobial fatty acid compound may be impaired.
The content of the fine particles is preferably in the range of 1 to 30% by weight.
【００１６】本発明での抗菌性金属成分と該抗菌性金属
成分以外の無機酸化物とから構成される微粒子は、平均
粒子径は５００ｎｍ以下の微粒子（コロイド粒子）であ
る。樹脂組成物など中に抗菌成分を均一に高分散させる
には、添加する抗菌成分含有微粒子の粒子径が小さいほ
ど良い。該微粒子の平均粒子径が５００ｎｍより大きい
場合には、多量の抗菌成分含有微粒子を添加しないと高
い抗菌性が得られず、また、樹脂組成物の透明性や色彩
に悪影響を及ぼすので好ましくない。本発明での抗菌性
金属成分と該抗菌性金属成分以外の無機酸化物とから構
成される微粒子の好ましい平均粒子径は、１〜３００ｎ
ｍの範囲である。The fine particles comprising the antibacterial metal component and an inorganic oxide other than the antibacterial metal component in the present invention are fine particles (colloidal particles) having an average particle diameter of 500 nm or less. In order to uniformly and highly disperse the antimicrobial component in a resin composition or the like, the smaller the particle size of the added antimicrobial component-containing fine particles, the better. When the average particle diameter of the fine particles is larger than 500 nm, high antibacterial properties cannot be obtained unless a large amount of fine particles containing an antibacterial component is added, and the transparency and color of the resin composition are adversely affected. The preferred average particle diameter of the fine particles comprising the antibacterial metal component and an inorganic oxide other than the antibacterial metal component in the present invention is 1 to 300 n.
m.
【００１７】本発明での抗菌性金属成分を含有する無機
酸化物微粒子は、抗菌性金属成分が無機酸化物と混合物
または化合物の形で微粒子を形成するか、あるいは、抗
菌性金属成分が無機酸化物微粒子の表面に結合していて
も良い。前述の無機酸化物微粒子には、単一の無機酸化
物からなる微粒子の他、複合酸化物や水酸化物、あるい
はこれらの混合物からなる物をも含むものとする。単一
酸化物微粒子（コロイド粒子）としては、Ａｌ２Ｏ３、
ＳｉＯ２、ＴｉＯ２、ＺｒＯ２等が例示され、複合酸化
物コロイド粒子としては、ＳｉＯ２・Ａｌ２Ｏ３、Ｔｉ
Ｏ２・Ａｌ２Ｏ３、ＴｉＯ２・ＺｒＯ２・ＳｉＯ２、Ｓ
ｉＯ２・Ａｌ２Ｏ３・ＴｉＯ２、ＳｉＯ２・Ａｌ２Ｏ３
・ＭｇＯ、などを含む無機酸化物コロイド粒子が例示さ
れる。特に、Ａｌ２Ｏ３、ＴｉＯ２、ＺｒＯ２などを含
む無機酸化物コロイド粒子が好適である。In the present invention, the fine particles of the inorganic oxide containing the antibacterial metal component may form fine particles in the form of a mixture or a compound of the antibacterial metal component and the inorganic oxide, or the fine particles of the antibacterial metal component may be an inorganic oxide. It may be bonded to the surface of the substance fine particles. The aforementioned inorganic oxide fine particles include not only fine particles made of a single inorganic oxide, but also those made of a composite oxide, a hydroxide, or a mixture thereof. Single oxide fine particles (colloidal particles) include Al 2 O 3 ,
Examples thereof include SiO 2 , TiO 2 , and ZrO 2 , and the composite oxide colloid particles include SiO 2 .Al 2 O 3 and Ti
O 2 · Al 2 O 3 , TiO 2 · ZrO 2 · SiO 2 , S
TiO 2 · Al 2 O 3 · TiO 2 , SiO 2 · Al 2 O 3
-Inorganic oxide colloid particles containing MgO, etc. are exemplified. In particular, inorganic oxide colloid particles containing Al 2 O 3 , TiO 2 , ZrO 2 and the like are suitable.
【００１８】抗菌性金属成分としては、通常知られてい
るものを用いることができ、例えば、銀、銅、亜鉛、
錫、鉛、等が例示される。特に銀、銅、亜鉛から選択さ
れる一種以上の抗菌性金属成分は、抗菌作用、変色およ
び人体に対する安全性などの観点から好ましい。該微粒
子中の抗菌性金属成分の含有量は、酸化物として０．０
１〜５０ｗｔ％の範囲にあることが望ましい。As the antibacterial metal component, generally known ones can be used. For example, silver, copper, zinc,
Examples include tin, lead, and the like. In particular, one or more antibacterial metal components selected from silver, copper, and zinc are preferable from the viewpoints of antibacterial action, discoloration, and safety for the human body. The content of the antimicrobial metal component in the fine particles is 0.0% as an oxide.
It is desirable to be in the range of 1 to 50 wt%.
【００１９】次に、本発明の抗菌脂肪酸化合物の製造方
法について詳述する。Next, the method for producing the antibacterial fatty acid compound of the present invention will be described in detail.
【００２０】本発明の抗菌脂肪酸化合物の製造方法は、
抗菌性金属成分と該抗菌性金属成分以外の無機酸化物と
から構成される平均粒子径５００ｎｍ以下の微粒子が有
機溶媒に分散したコロイド溶液と有機溶媒に脂肪酸化合
物を溶解した溶液を混合するか、または、該コロイド溶
液に脂肪酸化合物を加えて溶解した後、有機溶媒を蒸発
させることを特徴とする。The method for producing the antibacterial fatty acid compound of the present invention comprises:
The antimicrobial metal component and an inorganic oxide other than the antimicrobial metal component are mixed with a colloid solution in which fine particles having an average particle diameter of 500 nm or less are dispersed in an organic solvent and a solution in which a fatty acid compound is dissolved in the organic solvent, Alternatively, a fatty acid compound is added to and dissolved in the colloid solution, and then the organic solvent is evaporated.
【００２１】本発明での抗菌性金属成分と該抗菌性金属
成分以外の無機酸化物とから構成される平均粒子径５０
０ｎｍ以下の微粒子が有機溶媒に分散したコロイド溶液
は、例えば、特開平６−８０５２７号公報、特開平７−
３３６１６号公報などに記載の方法で製造される。The antibacterial metal component of the present invention and an inorganic oxide other than the antibacterial metal component have an average particle diameter of 50.
A colloidal solution in which fine particles of 0 nm or less are dispersed in an organic solvent is described in, for example, JP-A-6-80527 and JP-A-7-80527.
It is manufactured by the method described in, for example, US Pat.
【００２２】前述のコロイド溶液および脂肪酸化合物溶
解用の有機溶媒としては、通常の有機溶媒が使用可能
で、メチルアルコール、エチルアルコール、プロピルア
ルコール、ブチルアルコールなどのアルコール類、アセ
トン、メチルエチルケトンなどのケトン類、エーテル
類、セミソルブ類、脂肪族炭化水素やトルエン、ベンゼ
ン、キシレンなどの芳香族炭化水素などが例示される。As the above-mentioned organic solvent for dissolving the colloidal solution and the fatty acid compound, ordinary organic solvents can be used, and alcohols such as methyl alcohol, ethyl alcohol, propyl alcohol and butyl alcohol, ketones such as acetone and methyl ethyl ketone. , Ethers, semisolves, aliphatic hydrocarbons and aromatic hydrocarbons such as toluene, benzene and xylene.
【００２３】本発明の方法では、前述のコロイド溶液と
脂肪酸化合物の溶液を混合するか、または、前述のコロ
イド溶液に脂肪酸化合物を加えて溶解した後、有機溶媒
を蒸発させて、抗菌性金属成分と該抗菌性金属成分以外
の無機酸化物とから構成される平均粒子径５００ｎｍ以
下の微粒子を含有する抗菌脂肪酸化合物を得る。有機溶
媒の蒸発は、周知の方法で行うことができる。In the method of the present invention, the above-mentioned colloid solution and a solution of a fatty acid compound are mixed, or a fatty acid compound is added to and dissolved in the above-mentioned colloid solution, and then the organic solvent is evaporated to form an antibacterial metal component. An antibacterial fatty acid compound containing fine particles having an average particle diameter of 500 nm or less, which is composed of an inorganic oxide other than the antibacterial metal component, is obtained. The evaporation of the organic solvent can be performed by a known method.
【００２４】本発明の樹脂組成物は、前述の抗菌脂肪酸
化合物の１種又は２種以上を樹脂組成物、塗料組成物お
よび繊維組成物などを組成する樹脂に添加して得られ
る。添加方法としては、前述の抗菌脂肪酸化合物をその
まま樹脂に添加するか、或いは抗菌脂肪酸化合物を含有
する樹脂マスターバッチを作り、該マスターバッチを樹
脂に添加するなどの通常の方法が採用される。特に、樹
脂組成物の成型性を改善するために使用される滑剤とし
て作用する脂肪酸化合物に前述の微粒子を含有させた本
発明の抗菌脂肪酸化合物は、抗菌成分を樹脂成型物の表
面に露出させることができるので好適である。本発明の
樹脂組成物では、該抗菌脂肪酸化合物を０．１〜３０重
量％、好ましくは０．５〜２０重量％含有することが望
ましい。抗菌脂肪酸化合物が添加される樹脂の種類とし
ては、特に制限はなく、例えば、ポリエチレン系樹脂、
ポリプロピレン系樹脂、ポリスチレン系樹脂、ＡＢＳ系
樹脂、飽和ポリエステル系樹脂、アクリル系樹脂、ポリ
塩化ビニール系樹脂、ポリ塩化ビニリデン系樹脂、フッ
ソ系樹脂、ポリビニールアルコール系樹脂、ポリアミド
系樹脂、ポリアセタール系樹脂、ポリカーボーネート系
樹脂、セルロース系樹脂、フエノール系樹脂、ユリア系
樹脂、メラミン系樹脂、アルキッド系樹脂、エポキシ系
樹脂、ポリウレタン系樹脂、また各種ゴム、エラストマ
ーが挙げられる。The resin composition of the present invention is obtained by adding one or more of the above-mentioned antibacterial fatty acid compounds to a resin constituting a resin composition, a coating composition, a fiber composition, or the like. As an addition method, a usual method such as adding the above-mentioned antibacterial fatty acid compound to the resin as it is, or preparing a resin masterbatch containing the antibacterial fatty acid compound and adding the masterbatch to the resin is adopted. In particular, the antibacterial fatty acid compound of the present invention in which the above-mentioned fine particles are contained in a fatty acid compound acting as a lubricant used for improving the moldability of the resin composition, the antibacterial component is exposed on the surface of the resin molded product. This is preferable because The resin composition of the present invention desirably contains the antimicrobial fatty acid compound in an amount of 0.1 to 30% by weight, preferably 0.5 to 20% by weight. The type of the resin to which the antimicrobial fatty acid compound is added is not particularly limited, and includes, for example, a polyethylene resin,
Polypropylene resin, polystyrene resin, ABS resin, saturated polyester resin, acrylic resin, polyvinyl chloride resin, polyvinylidene chloride resin, fluorine resin, polyvinyl alcohol resin, polyamide resin, polyacetal resin And polycarbonate resins, cellulose resins, phenol resins, urea resins, melamine resins, alkyd resins, epoxy resins, polyurethane resins, and various rubbers and elastomers.
【００２５】前述の抗菌脂肪酸化合物を含有する樹脂組
成物の成型物としては、ゴミ袋、包装用フイルム、農業
用フイルムなどのフイルム製品や繊維の外、各種の成型
製品、例えば、床材，壁材、階段の手摺、浴槽、洗面
台、流し台、便座のような建築材料、バケツ、洗面器、
タッパー、食器類、冷蔵庫内容器、ブラシ、フレーム、
ごみ箱、ちりとりなどの日用雑貨品、ハンドル、シート
等の自動車や車輌の内装品、ヘルメット、家具や玩具製
品、冷蔵庫、洗濯機、掃除機、皿洗い機、エアコン、テ
レビ、魔法瓶、計算機、パソコンなどの家電製品、ボー
ルペン、鉛筆、ノートなどの文房具、不特定多数の人が
手に触れる電話受話器、ベンチや椅子、パチンコ台、乗
り物の吊革などが例示される。Examples of the molded product of the resin composition containing the above-mentioned antibacterial fatty acid compound include film products such as garbage bags, packaging films, agricultural films, and fibers, and various molded products such as flooring and wall. Materials, building materials such as stair railings, bathtubs, washbasins, sinks, toilet seats, buckets, washbasins,
Tupper, tableware, refrigerator inner container, brush, frame,
Everyday miscellaneous goods such as trash cans, dustpans, car and vehicle interiors such as handles and seats, helmets, furniture and toy products, refrigerators, washing machines, vacuum cleaners, dishwashers, air conditioners, TVs, thermos, calculators, personal computers, etc. Household appliances, stationery such as ballpoint pens, pencils, and notebooks, telephone handsets that can be touched by an unspecified number of people, benches and chairs, pachinko machines, and hanging leather for vehicles.
【００２６】また、該抗菌脂肪酸化合物を含有する樹脂
組成物の繊維製品としては、例えば、一般衣料品（ワイ
シャツ、ズボン、ブラウス、セーター、パンツ、パンテ
イストキング、ソックス、ストッキングなど）、身の回
り品（履き物、インソール、手提げ袋、かばん、手袋、
帽子、ハンカチなど）、インテリア用品（カーテン、ブ
ラインド、カーペット、マット、テーブルクロス、トイ
レタリー用品、シートカバーなど）、日用雑貨品（タオ
ル、フキン、モップ、ぬいぐるみ、テント、フイルタ
ー、ブラシ、寝袋など）、寝具類（毛布、敷布、布団、
トルケットなど）、医療関係品（白衣、手術用着衣、マ
スク、おむつ、オムツカバーなど）、介護用品などが挙
げられる。Examples of fiber products of the resin composition containing the antibacterial fatty acid compound include general clothing (shirts, pants, blouses, sweaters, pants, panty kings, socks, stockings, etc.), personal belongings ( Footwear, insoles, handbags, bags, gloves,
Hats, handkerchiefs, etc., interior goods (curtains, blinds, carpets, mats, tablecloths, toiletries, seat covers, etc.), daily miscellaneous goods (towels, chickens, mops, plush toys, tents, filters, brushes, sleeping bags, etc.) , Bedding (blanket, mattress, futon,
Medical supplies (white robes, surgical clothing, masks, diapers, diaper covers, etc.), nursing care products, and the like.
【００２７】本発明の抗菌脂肪酸化合物を含有する塗料
の種類としては、例えば、油性塗料、水性塗料、親水性
塗料、セルロース塗料、合成樹脂塗料、ゴム系塗料など
が挙げられる。また、該塗料が使用された製品として
は、例えば、壁の内装・外装、椅子、テーブル、机、整
理棚、水屋などの家具類、冷蔵庫、掃除機、洗濯機、エ
アコン、テレビ、計算機、パソコンなどの電化製品類、
金属製品（アルミ板、鋼板など）などが挙げられる。Examples of the type of paint containing the antibacterial fatty acid compound of the present invention include oil-based paints, water-based paints, hydrophilic paints, cellulose paints, synthetic resin paints, and rubber-based paints. Products using the paint include, for example, interior and exterior of walls, chairs, tables, desks, storage shelves, furniture such as water stores, refrigerators, vacuum cleaners, washing machines, air conditioners, televisions, calculators, Electrical appliances such as personal computers,
Metal products (aluminum plate, steel plate, etc.) are exemplified.
【００２８】以下に実施例を挙げて本発明を説明する
が、本発明はこれにより限定されるものでない。Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited thereto.
【００２９】製造例１（抗菌性無機酸化物コロイド溶液
の調製） 市販の２０ｗｔ％シリカ・アルミナゾル（触媒化成工業
（株）製：カタロイドーＵＳＢＢ１２０、平均粒子径３
０ｎｍ）を水で希釈してシリカ・アルミナ濃度１．０ｗ
ｔ％のゾル（コロイド溶液）２０００ｇを調製した。一
方、試薬一級の硝酸銀を１．２ｇ採取し、水１１９．８
ｇを加えて希釈し、銀酸化物としての濃度が１．０ｗｔ
％の硝酸銀水溶液を調製した。前記コロイド溶液を６０
℃に加温し、攪拌しながらこれに該硝酸銀水溶液２０ｃ
ｃ／ｍｉｎの速度で添加した。次いで、これを９０℃で
３時間加熱熟成を行った。このコロイド溶液を限外濾過
装置を用いて３０リットルの純水で洗浄し、その後、１
０ｗｔ％に濃縮して、抗菌性銀成分を酸化物として４．
０ｗｔ％含有するシリカ・アルミナコロイド粒子が分散
した抗菌性無機酸化物水性コロイド溶液を調製した。Production Example 1 (Preparation of Colloid Solution of Antibacterial Inorganic Oxide) Commercially available 20 wt% silica-alumina sol (manufactured by Catalyst Chemical Industry Co., Ltd .: Cataloid USBB120, average particle size 3)
0 nm) with water and a silica / alumina concentration of 1.0 w
2000 g of a t% sol (colloidal solution) was prepared. On the other hand, 1.2 g of silver nitrate of the first grade was collected and 119.8 of water was collected.
g and diluted, and the concentration as silver oxide becomes 1.0 wt.
% Silver nitrate aqueous solution was prepared. Add the colloid solution to 60
The silver nitrate aqueous solution 20c
It was added at a rate of c / min. Next, this was heated and aged at 90 ° C. for 3 hours. This colloid solution is washed with 30 liters of pure water using an ultrafiltration device,
3. Concentrated to 0 wt%, and converted the antibacterial silver component into an oxide.
An aqueous antibacterial inorganic oxide colloid solution in which silica-alumina colloid particles containing 0 wt% were dispersed was prepared.
【００３０】前述の抗菌性無機酸化物水性コロイド溶液
を希釈して固形分濃度を３ｗｔ％にしたコロイド溶液５
００ｇ採集し、これにエチルアルコール１３０ｇと固形
分に対し２０ｗｔ％のエチルトリメトキシシラン３ｇを
加え、６５℃で１８時間加熱処理した後、さらにエチル
アルコール１５００ｃｃを添加しながら混合液中の水を
連続的に限外濾過膜装置で溶媒置換して、オルガノコロ
イド溶液を得た。該オルガノコロイド溶液中の残存水分
量は０．８ｗｔ％で、固形分濃度は２．９ｗｔ％であっ
た。A colloid solution 5 in which the above-mentioned aqueous colloid solution of antibacterial inorganic oxide was diluted to a solid concentration of 3 wt%
Then, 130 g of ethyl alcohol and 3 g of 20 wt% ethyltrimethoxysilane with respect to the solid content were added thereto, and after heating at 65 ° C. for 18 hours, water in the mixed solution was continuously added while further adding 1500 cc of ethyl alcohol. The solvent was replaced with an ultrafiltration membrane device to obtain an organocolloid solution. The residual water content in the organocolloid solution was 0.8 wt%, and the solid content concentration was 2.9 wt%.
【００３１】実施例１ 製造例１で得た、酸化物換算で４．０ｗｔ％の銀を含む
シリカ・アルミナ微粒子が分散した固形分濃度２．９ｗ
ｔ％のオルガノコロイド溶液２７２．５ｇと、エチルア
ルコールに溶解した濃度１０ｗｔ％のジグリセリンモノ
オレート溶液２１０．５ｇを混合した。次いで、エバポ
レーターで該混合コロイド溶液を６５℃に加温し、アル
コール分を蒸発させ、抗菌脂肪酸エステルを調製した。
該抗菌脂肪酸エステルをＡＢＳ樹脂（三菱モンサント、
タフレックス）、ＰＰ樹脂（ジェイアロマー、Ｍ１５０
０）のそれぞれの樹脂１０００ｇに対して５ｇ添加し
（０．５ｗｔ％に相当）、次の条件で射出成型機にてプ
レートを作成し試験試料とした。なお、プレート樹脂中
に含まれる酸化銀の量は０．０３１ｗｔ％である。 Example 1 A solid content of 2.9 w in which silica-alumina fine particles containing 4.0% by weight of silver in terms of oxide obtained in Production Example 1 were dispersed.
272.5 g of a t% organocolloid solution and 210.5 g of a 10 wt% diglycerin monooleate solution dissolved in ethyl alcohol were mixed. Next, the mixed colloid solution was heated to 65 ° C. using an evaporator, and the alcohol was evaporated to prepare an antibacterial fatty acid ester.
The antimicrobial fatty acid ester was converted to ABS resin (Mitsubishi Monsanto,
Taflex, PP resin (J-Aroma, M150)
5 g was added to each 1000 g of the resin (0) (corresponding to 0.5 wt%), and a plate was prepared by an injection molding machine under the following conditions to obtain a test sample. The amount of silver oxide contained in the plate resin was 0.031 wt%.
【００３２】実施例２ 実施例１と同様に、製造例１で得た、酸化物換算で４．
０ｗｔ％の銀を含むシリカ・アルミナ微粒子が分散した
固形分濃度２．９ｗｔ％のオルガノコロイド溶液２７
２．５ｇと、エチルアルコールに溶解した濃度１０ｗｔ
％のソルビタンラウレート溶液２１０．５ｇを混合し
た。次いで、エバポレーターで該混合コロイド溶液を６
５℃に加温し、アルコール分を蒸発させ、抗菌脂肪酸エ
ステルを調製した。該抗菌脂肪酸エステルをＡＢＳ樹脂
（三菱モンサント、タフレックス）、ＰＰ樹脂（ジェイ
アロマー、Ｍ１５００）のそれぞれの樹脂１０００ｇに
対して５ｇ添加し（０．５ｗｔ％に相当）、次の条件で
射出成型機にてプレートを作成し試験試料とした。な
お、プレート樹脂中に含まれる酸化銀の量は０．０３１
ｗｔ％である。 Example 2 In the same manner as in Example 1, it was obtained in Production Example 1 in terms of oxide.
Silica-alumina microparticles containing 0 wt% silver dispersed in an organocolloid solution having a solid content concentration of 2.9 wt% 27
2.5g and concentration 10wt dissolved in ethyl alcohol
% Sorbitan laurate solution was mixed. Then, the mixed colloid solution was mixed with an evaporator for 6 hours.
The mixture was heated to 5 ° C., and the alcohol was evaporated to prepare an antibacterial fatty acid ester. 5 g of the antibacterial fatty acid ester was added to 1000 g of each of ABS resin (Mitsubishi Monsanto, Taflex) and PP resin (J-Aroma, M1500) (corresponding to 0.5 wt%), and an injection molding machine was used under the following conditions. A plate was prepared as a test sample. The amount of silver oxide contained in the plate resin was 0.031.
wt%.
【００３３】比較例１ 製造例１で得た、酸化物換算で４．０ｗｔ％の銀を含む
シリカ・アルミナ微粒子が分散した固形分濃度２．９ｗ
ｔ％のオルガノコロイド溶液２７２．５ｇと、エチルア
ルコールに溶解した濃度１０ｗｔ％のゼラチン溶液２１
０．５ｇを混合した。次いで、エバポレーターで該混合
コロイド溶液を６５℃に加温し、アルコール分を蒸発さ
せ、抗菌剤を含有するゼラチンを調製した。該ゼラチン
をＡＢＳ樹脂（三菱モンサント、タフレックス）、ＰＰ
樹脂（ジェイアロマー、Ｍ１５００）のそれぞれの樹脂
１０００ｇに対して５ｇ添加し（０．５ｗｔ％に相
当）、次の条件で射出成型機にてプレートを作成し試験
試料とした。なお、プレート樹脂中に含まれる酸化銀の
量は０．０３１ｗｔ％である。 Comparative Example 1 A silica / alumina fine particle containing 4.0% by weight of silver in terms of oxide obtained in Production Example 1 and having a solid content of 2.9 watts dispersed therein.
272.5 g of a t% organocolloid solution and a 10 wt% gelatin solution 21 dissolved in ethyl alcohol
0.5 g was mixed. Next, the mixed colloid solution was heated to 65 ° C. using an evaporator, and alcohol was evaporated to prepare gelatin containing an antibacterial agent. The gelatin was treated with ABS resin (Mitsubishi Monsanto, Taflex), PP
5 g was added to each 1000 g of the resin (J-Alomer, M1500) (corresponding to 0.5 wt%), and a plate was prepared by an injection molding machine under the following conditions to obtain a test sample. The amount of silver oxide contained in the plate resin was 0.031 wt%.
【００３４】実施例３ 上記樹脂プレート試験試料について、次の抗菌力試験を
行った。大腸菌および黄色葡萄状球菌を生理食塩水中に
懸濁させ、その３０μｌを５ｃｍ×５ｃｍの上記各プレ
ート試料面に滴下し、２８℃で２４時間放置後、生菌数
を測定して、次式により死滅率を求めた。 死滅率（％）＝１００×（初期生菌数−２４時間後の生
菌数）／初期生菌数結果を表１に示す。また、樹脂プレ
ート試料の耐候性、外観の性状についても評価した結果
を表１に示す。耐候性はサンシャインウエザーメーター
で２５０時間暴露後の変色度合いを観察した。樹脂プレ
ートの外観、変色は次の３段階で評価した。 外観 ○：異常なく仕上がり良好 △：肌荒れ、クレーターの発生が認められた ×：異常が発生した 変色 ○：変色なし △：かすかに変色が見られた ×：褐色に変色したExample 3 The following antibacterial activity test was performed on the above resin plate test sample. Escherichia coli and Staphylococcus aureus were suspended in physiological saline, 30 μl of the suspension was dropped on the surface of each plate of 5 cm × 5 cm, left at 28 ° C. for 24 hours, and the number of viable cells was measured. The mortality was determined. Kill ratio (%) = 100 × (initial viable cell count−viable cell count after 24 hours) / initial viable cell count The results are shown in Table 1. Table 1 also shows the results of evaluating the weather resistance and appearance properties of the resin plate sample. For weather resistance, the degree of discoloration after exposure for 250 hours was observed with a sunshine weather meter. The appearance and discoloration of the resin plate were evaluated on the following three levels. Appearance ：: Good finish without abnormalities 荒: Rough skin and occurrence of craters recognized ×: Abnormality occurred Discoloration ：: No discoloration ：: Slight discoloration observed ×: Discolored to brown
【００３５】本発明の抗菌脂肪酸化合物を用いた樹脂加
工製品は、長時間に渡って優れた抗菌性を有し、また、
耐候性に優れ、変色も無く良好な外観を呈していた。The processed resin product using the antibacterial fatty acid compound of the present invention has excellent antibacterial properties over a long period of time,
It had excellent weather resistance and had a good appearance without discoloration.
【００３６】[0036]
【表１】 [Table 1]
【００３７】実施例４ 製造例１で得た、酸化物換算で４．０ｗｔ％の銀を含む
シリカ・アルミナ微粒子が分散した固形分濃度２．９ｗ
ｔ％のオルガノコロイド溶液２７２．５ｇと、エチルア
ルコールに溶解した濃度１０ｗｔ％のジグリセリンモノ
オレート溶液２１０．５ｇを混合した。次いで、エバポ
レーターで該混合コロイド溶液を６５℃に加温し、アル
コール分を蒸発させ、抗菌脂肪酸エステルを調製した。
該抗菌脂肪酸エステルをＰＶＣ樹脂１０００ｇに対して
５ｇ添加し（０．５ｗｔ％に相当）、インフレーション
にてフイルムを作成し試験試料とした。なお、フイルム
中に含まれる酸化銀の量は０．０３１ｗｔ％である。該
抗菌脂肪酸エステルをＰＰ樹脂（ジェイアロマー、Ｍ１
５００）９００ｇに対して１００ｇ添加し（１０ｗｔ％
に相当）、マスターバッチを作製、ＰＰ樹脂、９５０ｇ
に対して、このマスターバッチ、５０ｇを添加し、次の
条件で射出成型機にてプレートを作成し試験試料とし
た。なお、プレート樹脂中に含まれる酸化銀の量は０．
０３１ｗｔ％である。 成型条件：ＰＰ樹脂、 ２６０℃、２分。Example 4 A silica / alumina fine particle containing 4.0 wt% of silver in terms of oxide obtained in Production Example 1 and having a solid content of 2.9 watts dispersed therein.
272.5 g of a t% organocolloid solution and 210.5 g of a 10 wt% diglycerin monooleate solution dissolved in ethyl alcohol were mixed. Next, the mixed colloid solution was heated to 65 ° C. using an evaporator, and the alcohol was evaporated to prepare an antibacterial fatty acid ester.
5 g of the antibacterial fatty acid ester was added to 1000 g of PVC resin (corresponding to 0.5 wt%), and a film was prepared by inflation to obtain a test sample. The amount of silver oxide contained in the film was 0.031 wt%. The antibacterial fatty acid ester was converted to a PP resin (J-Aroma, M1
500) Add 100g to 900g (10wt%
), Prepare a master batch, PP resin, 950 g
Of the master batch was added to the mixture, and a plate was prepared by an injection molding machine under the following conditions to obtain a test sample. Note that the amount of silver oxide contained in the plate resin was 0.1.
031 wt%. Molding conditions: PP resin, 260 ° C, 2 minutes.
【００３８】実施例５ 実施例４で得たフイルム及びプレート試験試料につい
て、次の抗菌力試験を行った。大腸菌および黄色葡萄球
菌を１／５００倍普通ブイヨン培地（肉エキス、１０ｍ
ｇ／Ｌ＋ペプトン、２０ｍｇ／Ｌ＋塩化ナトリウム、１
０ｍｇ／Ｌ）中に懸濁させ、その０．５ｍｌを５ｃｍ×
５ｃｍのフイルム及びプレート試験試料面に接種し、そ
の上に無菌フイルムを被せて蓋をした後、３５℃、相対
湿度９０％以上で２４時間放置後、生菌数を測定して、
次式により増減値差を求めた（抗菌力試験は、抗菌製品
技術協議会、フイルム密着法に準じた。増減値差が２．
０以上で合格）。 増減値差＝Ｌｏｇ（Ｃ／Ｄ） Ｃ：保存２４時間後の無加工試験片の生菌数 Ｄ：保存２４時間後の抗菌加工試験片の生菌数 試験結果を表２に示す。また、各試料について、耐候
性、耐水性について、次の方法で評価した。耐候性試験
は、各試料をサンシャインウエザーメーターで８０時間
暴露後、抗菌力試験と変色度合いの観察を行った。耐水
性試験は、各試料を９０℃の温水に１６時間浸漬後、抗
菌力試験と変色度合いの観察を行った。変色度合いは、
次の３段階で評価した。 変色 ○：変色なし △：かすかに変色が見られた ×：褐色に変色した 評価結果を表２に示す。Example 5 The following antibacterial activity test was performed on the film and the plate test sample obtained in Example 4. Escherichia coli and Staphylococcus aureus are 1/500 times normal broth medium (meat extract, 10m
g / L + peptone, 20 mg / L + sodium chloride, 1
0 mg / L), and 0.5 ml of the suspension is 5 cm ×
After inoculating a 5 cm film and a plate test sample surface, covering the surface with a sterile film and covering the plate, leaving it at 35 ° C. and a relative humidity of 90% or more for 24 hours, the viable cell count was measured.
The difference in the increase / decrease value was determined by the following equation (the antibacterial activity test was based on the antibacterial product technology council and the film adhesion method.
0 or more). Increase / decrease value difference = Log (C / D) C: Viable cell count of unprocessed test specimen 24 hours after storage D: Viable cell count of antibacterial processed test specimen 24 hours after storage The test results are shown in Table 2. Further, each sample was evaluated for weather resistance and water resistance by the following method. In the weather resistance test, each sample was exposed to a sunshine weather meter for 80 hours, and then an antibacterial test and observation of the degree of discoloration were performed. In the water resistance test, each sample was immersed in warm water at 90 ° C. for 16 hours, and then an antibacterial test and observation of the degree of discoloration were performed. The degree of discoloration is
Evaluation was made in the following three stages. Discoloration ：: No discoloration Δ: Slight discoloration was observed X: Discoloration to brown The evaluation results are shown in Table 2.
【００３９】[0039]
【表２】 [Table 2]
【００４０】本発明のフイルムおよびプレートは、優れ
た抗菌性を有し、また、耐候性、耐水性に優れ、変色も
無く良好な外観、風合いを呈していた。The films and plates of the present invention had excellent antibacterial properties, were also excellent in weather resistance and water resistance, exhibited good appearance and texture without discoloration.
【００４１】実施例６ 実施例１と同様に、製造例１で得た、酸化物換算で４．
０ｗｔ％の銀を含むシリカ・アルミナ微粒子が分散した
固形分濃度２．９ｗｔ％のオルガノコロイド溶液２７
２．５ｇと、エチルアルコールに溶解した濃度１０ｗｔ
％のソルビタンラウレート溶液２１０．５ｇを混合し
た。次いで、エバポレーターで該混合コロイド溶液を６
５℃に加温し、アルコール分を蒸発させ、抗菌脂肪酸エ
ステルを調製した。該抗菌脂肪酸エステルをナイロン樹
脂（旭化成製、レオナ）９００ｇに対して１００ｇ添加
し（１０ｗｔ％に相当）、マスターバッチを作製、ナイ
ロン樹脂、９５０ｇに対して、このマスターバッチ、５
０ｇを添加し、次の条件でモノフィラ成型機にて繊維を
作成し試験試料とした。なお、繊維中に含まれる酸化銀
の量は０．０３１ｗｔ％である。 成型条件：ナイロン樹脂、 ２５０℃、１０分。Example 6 In the same manner as in Example 1, it was obtained in Production Example 1 in terms of oxide.
Silica-alumina microparticles containing 0 wt% silver dispersed in an organocolloid solution having a solid content concentration of 2.9 wt% 27
2.5g and concentration 10wt dissolved in ethyl alcohol
% Sorbitan laurate solution was mixed. Then, the mixed colloid solution was mixed with an evaporator for 6 hours.
The mixture was heated to 5 ° C., and the alcohol was evaporated to prepare an antibacterial fatty acid ester. 100 g of the antibacterial fatty acid ester was added to 900 g of nylon resin (manufactured by Asahi Kasei Corporation, Leona) (corresponding to 10 wt%) to prepare a masterbatch.
0 g was added, and a fiber was prepared using a monofilament molding machine under the following conditions to obtain a test sample. The amount of silver oxide contained in the fiber was 0.031 wt%. Molding conditions: nylon resin, 250 ° C, 10 minutes.
【００４２】実施例７ 実施例６で得たナイロン繊維試験試料について、次の抗
菌力試験を行った。肺炎桿菌および黄色葡萄球菌を１／
２０倍ニュートリエント培地（肉エキス１５０ｍｇ／Ｌ
＋ペプトン、２５０ｍｇ／Ｌ）中に懸濁させ、その０．
２ｍｌを試験試料０．４ｇの入った３０ｍＬバイアル瓶
に接種し、３７℃で１８時間放置後、生菌数を測定し
て、次式により殺菌活性値を求めた。（抗菌力試験は、
繊維製品新機能評価協議会、統一試験法に準ずる。殺菌
活性値が０．０以上で制菌加工に合格）。 殺菌活性値＝Ｌｏｇ（Ｃ／Ｄ） Ｃ：接種直後の生菌数 Ｄ：保存１８時間後の抗菌加工試験片の生菌数 試験結果を表３に示す。また、繊維試験試料の耐洗濯性
について、次の方法で評価した。 耐洗濯性試験：試料を、一般制菌加工の洗濯に準じて、
洗濯を１０回繰り返し行った後の試料について、抗菌力
試験と風合いの観察を行った。 風合いの評価 ○：異常なし ×：異常ありExample 7 The following antibacterial activity test was performed on the nylon fiber test sample obtained in Example 6. Klebsiella pneumoniae and Staphylococcus aureus 1 /
20-fold nutrient medium (meat extract 150 mg / L
+ Peptone, 250 mg / L).
2 ml was inoculated into a 30 mL vial containing 0.4 g of the test sample, left standing at 37 ° C. for 18 hours, the viable cell count was measured, and the bactericidal activity value was determined by the following formula. (Antibacterial test is
In accordance with the Textile Product New Function Evaluation Council, the Unified Test Method. The bactericidal activity value is 0.0 or more and the bacteriostatic processing is passed). Bactericidal activity value = Log (C / D) C: Viable count immediately after inoculation D: Viable count of antibacterial processed test piece 18 hours after storage Test results are shown in Table 3. The washing test of the fiber test sample was evaluated by the following method. Washing resistance test: Samples were washed according to general antibacterial washing,
The antibacterial activity test and the observation of the texture were performed on the sample after the washing was repeated 10 times. Evaluation of texture ○: No abnormality ×: Abnormal
【００４３】[0043]
【表３】 [Table 3]
【００４４】本発明の繊維は、優れた抗菌性を有し、ま
た耐洗濯性に優れ、変色も無く良好な風合いを呈してい
た。The fiber of the present invention had excellent antibacterial properties, was excellent in washing resistance, and exhibited a good texture without discoloration.
【００４５】[0045]
【発明の効果】本発明に係る抗菌脂肪酸化合物は、取り
扱いが容易で、樹脂組成物、塗料、繊維などに添加した
際に抗菌成分が均一に分散する、特に、樹脂組成物中に
添加、混練した際に抗菌成分が凝集することなく均一に
高分散し、得られた樹脂加工製品は、高い抗菌性を示
し、かつ、耐候性、耐水性、耐洗濯性に優れ、変色も無
く良好な外観、風合いを呈する。The antimicrobial fatty acid compound according to the present invention is easy to handle and disperses the antimicrobial component evenly when added to a resin composition, a paint, a fiber, etc., particularly, is added and kneaded in the resin composition. The antibacterial component is uniformly dispersed without agglomeration when processed, and the resulting resin processed product exhibits high antibacterial properties, and has excellent weather resistance, water resistance, washing resistance, and good appearance without discoloration , Take on the texture.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ テーマコート゛(参考） Ａ０１Ｎ 59/16 Ａ０１Ｎ 59/16 Ａ Ｚ 59/20 59/20 Ｚ ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI Theme coat ゛ (Reference) A01N 59/16 A01N 59/16 AZ 59/20 59/20 Z
Claims (6)
の無機酸化物とから構成される平均粒子径５００ｎｍ以
下の微粒子を含有することを特徴とする抗菌脂肪酸化合
物。1. An antibacterial fatty acid compound comprising fine particles having an average particle diameter of 500 nm or less composed of an antibacterial metal component and an inorganic oxide other than the antibacterial metal component.
％の範囲にある請求項１記載の抗菌脂肪酸化合物。2. The antibacterial fatty acid compound according to claim 1, wherein the content of the fine particles is in the range of 0.1 to 40% by weight.
の無機酸化物とから構成される平均粒子径５００ｎｍ以
下の微粒子が有機溶媒に分散したコロイド溶液と有機溶
媒に脂肪酸化合物を溶解した溶液を混合した後、有機溶
媒を蒸発させることを特徴とする抗菌脂肪酸化合物の製
造方法。3. A colloid solution in which fine particles having an average particle diameter of 500 nm or less composed of an antibacterial metal component and an inorganic oxide other than the antibacterial metal component are dispersed in an organic solvent, and a solution in which a fatty acid compound is dissolved in the organic solvent. And evaporating the organic solvent after mixing.
の無機酸化物とから構成される平均粒子径５００ｎｍ以
下の微粒子が有機溶媒に分散したコロイド溶液に脂肪酸
化合物を加えて溶解した後、有機溶媒を蒸発させること
を特徴とする抗菌脂肪酸化合物の製造方法。4. A method in which fine particles having an average particle diameter of 500 nm or less composed of an antibacterial metal component and an inorganic oxide other than the antibacterial metal component are dissolved by adding a fatty acid compound to a colloid solution in which an organic solvent is dispersed. A method for producing an antibacterial fatty acid compound, comprising evaporating an organic solvent.
物を含有する樹脂組成物。5. A resin composition containing the antibacterial fatty acid compound according to claim 1 or 2.
あることを特徴とする請求項５記載の樹脂組成物。6. The resin composition according to claim 5, wherein the resin composition is a film or a fiber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP37609899A JP2001114610A (en) | 1999-08-11 | 1999-12-01 | Antimicrobial fatty acid compound and method for produsing the same |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11-259272 | 1999-08-11 | ||
| JP25927299 | 1999-08-11 | ||
| JP37609899A JP2001114610A (en) | 1999-08-11 | 1999-12-01 | Antimicrobial fatty acid compound and method for produsing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2001114610A true JP2001114610A (en) | 2001-04-24 |
Family
ID=26544045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP37609899A Pending JP2001114610A (en) | 1999-08-11 | 1999-12-01 | Antimicrobial fatty acid compound and method for produsing the same |
Country Status (1)
| Country | Link |
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| JP (1) | JP2001114610A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004068003A (en) * | 2002-06-13 | 2004-03-04 | Catalysts & Chem Ind Co Ltd | Method for manufacturing antibacterial/deodorizing polyester resin or antibacterial/deodorizing polyurethane resin |
| WO2020137612A1 (en) * | 2018-12-28 | 2020-07-02 | 富士フイルム株式会社 | Composition, film, film-coated substrate, method for producing film-coated substrate, spray, wet wiper, and antibacterial particles |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6436632A (en) * | 1987-07-31 | 1989-02-07 | Mizusawa Industrial Chem | Filler composition for resin and production thereof |
| JPH03215527A (en) * | 1990-01-19 | 1991-09-20 | Sintokogio Ltd | Masterbatch of particulate inorganic antifungal agent for blending into resin, antifungal resin composition, and their preparation |
| JPH0680527A (en) * | 1992-08-31 | 1994-03-22 | Catalysts & Chem Ind Co Ltd | Antimicrobial agent |
| JPH0733616A (en) * | 1993-07-16 | 1995-02-03 | Catalysts & Chem Ind Co Ltd | Antimicrobial agent |
| JPH0867770A (en) * | 1994-08-30 | 1996-03-12 | Shinagawa Fuel Co Ltd | Antibacterial resin composition for stationary and antibacterial stationary |
-
1999
- 1999-12-01 JP JP37609899A patent/JP2001114610A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6436632A (en) * | 1987-07-31 | 1989-02-07 | Mizusawa Industrial Chem | Filler composition for resin and production thereof |
| JPH03215527A (en) * | 1990-01-19 | 1991-09-20 | Sintokogio Ltd | Masterbatch of particulate inorganic antifungal agent for blending into resin, antifungal resin composition, and their preparation |
| JPH0680527A (en) * | 1992-08-31 | 1994-03-22 | Catalysts & Chem Ind Co Ltd | Antimicrobial agent |
| JPH0733616A (en) * | 1993-07-16 | 1995-02-03 | Catalysts & Chem Ind Co Ltd | Antimicrobial agent |
| JPH0867770A (en) * | 1994-08-30 | 1996-03-12 | Shinagawa Fuel Co Ltd | Antibacterial resin composition for stationary and antibacterial stationary |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004068003A (en) * | 2002-06-13 | 2004-03-04 | Catalysts & Chem Ind Co Ltd | Method for manufacturing antibacterial/deodorizing polyester resin or antibacterial/deodorizing polyurethane resin |
| WO2020137612A1 (en) * | 2018-12-28 | 2020-07-02 | 富士フイルム株式会社 | Composition, film, film-coated substrate, method for producing film-coated substrate, spray, wet wiper, and antibacterial particles |
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