JPH10292262A - Antimicrobial fiber - Google Patents

Antimicrobial fiber

Info

Publication number
JPH10292262A
JPH10292262A JP9099137A JP9913797A JPH10292262A JP H10292262 A JPH10292262 A JP H10292262A JP 9099137 A JP9099137 A JP 9099137A JP 9913797 A JP9913797 A JP 9913797A JP H10292262 A JPH10292262 A JP H10292262A
Authority
JP
Japan
Prior art keywords
fiber
quaternary ammonium
ammonium salt
antibacterial
acid
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
JP9099137A
Other languages
Japanese (ja)
Other versions
JP3949773B2 (en
Inventor
Hiroaki Onishi
宏明 大西
Hiroshi Hosokawa
宏 細川
Seizo Oishi
清三 大石
Yoshihiro Nishihara
良浩 西原
Masako Iwamoto
昌子 岩本
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.)
Mitsubishi Rayon Co Ltd
Original Assignee
Mitsubishi Rayon 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 Mitsubishi Rayon Co Ltd filed Critical Mitsubishi Rayon Co Ltd
Priority to JP09913797A priority Critical patent/JP3949773B2/en
Publication of JPH10292262A publication Critical patent/JPH10292262A/en
Application granted granted Critical
Publication of JP3949773B2 publication Critical patent/JP3949773B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To obtain an antimicrobial fiber without causing rusting problems by applying a quaternary ammonium salt containing an organic acid anion as a counter anion to fibers in an oiling step after spinning and drawing. SOLUTION: This antimicrobial fiber comprises a quaternary ammonium salt containing an organic acid anion as a counter anion. The antimicrobial fiber is obtained by adding and mixing the quaternary ammonium salt, represented by the formula [R1 R2 (CH3 )2 N]<+> (R1 and R2 are each an 8-18C alkyl) and containing an organic acid anion such as a carboxylate as the counter anion, e.g. didecyldimethylammonium adipate as an antimicrobial agent into an oil agent composition and applying the resultant composition to fibers in an oiling step after wet spinning an acrylonitrile-based polymer and drawing the obtained fibers. The antimicrobial agent is applied in an amount of >=0.05 and <=5.0 wt.% based on the fibers thereto.

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、衣料、インテリア
および資材用途等として用いることのできる抗菌性アク
リル繊維およびその製造方法に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antibacterial acrylic fiber that can be used for clothing, interior and material applications, and a method for producing the same.

【0002】[0002]

【従来の技術】抗菌性繊維は、雑菌の増殖を抑制し、不
快な異臭の発生を防止する目的で近年広く使用されてお
り、衣料用、幼児、老人向け繊維製品として、また最近
では健康と快適を強く求める消費者ニーズを受け、一般
消費者向け製品として市中に広く流通している。
2. Description of the Related Art Antibacterial fibers have been widely used in recent years for the purpose of suppressing the growth of various bacteria and preventing the generation of unpleasant off-flavors. In response to consumer needs for greater comfort, it is widely distributed throughout the city as a product for general consumers.

【0003】このような抗菌性繊維には、種々の抗菌剤
が用いられており、繊維製品への抗菌剤の複合処理方法
も様々である。例えば、抗菌剤としては、銀−ゼオライ
ト系を代表とする無機金属系物質を用いる技術(特開平
5−272008号公報等)、銅化合物または銅や亜鉛
などの金属微粉末を繊維中に添加する方法(特開昭55
−115440号公報等)、4級アンモニウム塩の誘導
体を用いる方法(特開昭59−130371号公報)、
トリクロロカルバニリド等のハロジアリル尿素化合物を
用いる方法(特開平2−259169号公報)、その他
の化合物としてサイアベンダゾール系化合物(特開昭6
1−616号公報)、フェノール系化合物(特開昭60
−252713号公報等)、脂肪酸エステル系化合物を
用いる方法(特開昭63−6173号公報等)などが知
られている。
[0003] Various antibacterial agents are used in such antibacterial fibers, and there are various methods of compounding antibacterial agents into textile products. For example, as an antibacterial agent, a technique using an inorganic metal material represented by silver-zeolite (JP-A-5-272008, etc.), or a copper compound or a metal fine powder such as copper or zinc is added to the fiber. Method (Japanese Unexamined Patent Publication No.
JP-A-115440), a method using a quaternary ammonium salt derivative (JP-A-59-130371),
A method using a halodiallyl urea compound such as trichlorocarbanilide (JP-A-2-259169), and a thiabendazole-based compound as another compound (JP-A-6-259).
No. 1-616), phenolic compounds (JP-A-60 / 1985)
JP-A-252713) and a method using a fatty acid ester compound (JP-A-63-6173) are known.

【0004】[0004]

【発明が解決しようとする課題】ところが、上記従来技
術のうち、銀、銅化合物を複合化した繊維は、晒し処理
を行うと銀、銅化合物が変性し抗菌性が失われるという
問題があった。
However, among the above-mentioned prior arts, there is a problem that the fiber composited with silver and copper compounds undergoes a bleaching treatment, whereby the silver and copper compounds are denatured and the antibacterial property is lost. .

【0005】これに対し、四級アンモニウム塩の誘導体
を用いた繊維は多くの細菌に対して効果があり、抗菌繊
維製品に好適に用いられる。しかしながら、四級アンモ
ニウム塩のカウンターアニオンとして、通常、塩素イオ
ンが用いられることから、紡糸装置、紡績装置、染色装
置及び編み機等に錆が生じるといった問題があった。
[0005] On the other hand, fibers using derivatives of quaternary ammonium salts are effective against many bacteria and are suitably used for antibacterial fiber products. However, since chlorine ions are usually used as the counter anion of the quaternary ammonium salt, there is a problem that rust is generated in a spinning device, a spinning device, a dyeing device, a knitting machine, and the like.

【0006】本発明は、四級アンモニウム塩を用いた場
合の上記課題を解決し、紡糸、紡績装置等の錆の発生等
の問題のない、優れた抗菌効果を有する抗菌繊維を提供
するものである。
The present invention solves the above-mentioned problems when a quaternary ammonium salt is used, and provides an antibacterial fiber having an excellent antibacterial effect without causing problems such as rusting in spinning and spinning devices. is there.

【0007】[0007]

【課題を解決するための手段】上記課題を解決する本発
明の抗菌性繊維は、有機酸アニオンをカウンターアニオ
ンとする第四級アンモニウム塩を含有することを特徴と
する。
The antimicrobial fiber of the present invention which solves the above-mentioned problems is characterized by containing a quaternary ammonium salt having an organic acid anion as a counter anion.

【0008】本発明の抗菌性繊維は、四級アンモニウム
塩のカウンターアニオンとして塩素イオンを用いないた
め、紡糸装置、紡績装置、染色装置及び編み機等の錆の
発生を防止しつつ優れた抗菌効果を発揮する。
Since the antibacterial fiber of the present invention does not use chloride ions as the counter anion of the quaternary ammonium salt, it has an excellent antibacterial effect while preventing the generation of rust in spinning devices, spinning devices, dyeing devices and knitting machines. Demonstrate.

【0009】[0009]

【発明の実施の形態】本発明における繊維とは、アクリ
ル繊維、綿、レーヨン、ウール、麻、絹、ポリエステル
等の繊維をいう。このうち、アクリル繊維が好ましく、
特に、アクリロニトリルを50重量%以上含有するアク
リロニトリル系重合体が好ましい。アクリロニトリル量
を上記範囲とすることにより、染色鮮明性、発色性に優
れ、熱特性その他の物性の良好な繊維を得ることができ
る。
BEST MODE FOR CARRYING OUT THE INVENTION The fiber in the present invention refers to fiber such as acrylic fiber, cotton, rayon, wool, hemp, silk, polyester and the like. Of these, acrylic fibers are preferred,
In particular, an acrylonitrile-based polymer containing 50% by weight or more of acrylonitrile is preferable. By setting the acrylonitrile content in the above range, it is possible to obtain a fiber having excellent dye clarity and coloring, and having good thermal properties and other physical properties.

【0010】上記アクリロニトリル系重合体は、アクリ
ロニトリルおよびこれと重合可能な不飽和単量体からな
る。このような不飽和単量体として、例えばアクリル
酸、メタクリル酸、若しくはこれらのアルキルエステル
類、酢酸ビニル、アクリルアミド、塩化ビニル、さらに
目的によってはビニルベンゼンスルホン酸ソーダ、メタ
リルスルホン酸ソーダ、アクリルアミドメチルプロパン
スルホン酸ソーダ等のイオン性不飽和単量体を用いるこ
とができる。
The acrylonitrile polymer comprises acrylonitrile and an unsaturated monomer polymerizable therewith. Such unsaturated monomers include, for example, acrylic acid, methacrylic acid, or alkyl esters thereof, vinyl acetate, acrylamide, vinyl chloride, and, depending on the purpose, sodium vinylbenzene sulfonate, sodium methallyl sulfonate, and acrylamidomethyl. An ionic unsaturated monomer such as sodium propanesulfonate can be used.

【0011】本発明の抗菌性繊維は、カウンターアニオ
ンに有機酸アニオンを用いた第四級アンモニウム塩を含
有する。有機酸アニオンとしては種々のものが用いられ
るが、特にカルボキシレートが好ましい。すなわち、前
記有機酸がR−(COOH) n で示される(Rはアルキ
ル基、アリール基等及びその誘導体、nは1〜5を示
す。)ものが好ましい。このような有機酸として、例え
ば酢酸、乳酸、プロピオン酸、酪酸、吉草酸、ステアリ
ン酸、シュウ酸、マロン酸、コハク酸、グルコン酸、グ
ルタル酸、アジピン酸、アクリル酸、マレイン酸、フマ
ル酸、グリコール酸、安息香酸、フタル酸、サリチル
酸、没食子酸等が挙げられる。
[0011] The antibacterial fiber of the present invention may be a counter anio.
Containing quaternary ammonium salts using organic acid anions
Have. Various organic acid anions are used.
However, carboxylate is particularly preferred. That is, before
The organic acid is R- (COOH) n (R is an alk
And an aryl group and derivatives thereof, and n represents 1 to 5.
You. ) Are preferred. As such an organic acid, for example,
Acetic acid, lactic acid, propionic acid, butyric acid, valeric acid, steariic acid
Acid, oxalic acid, malonic acid, succinic acid, gluconic acid,
Rutaric acid, adipic acid, acrylic acid, maleic acid, fuma
Luic acid, glycolic acid, benzoic acid, phthalic acid, salicyl
Acids, gallic acid and the like.

【0012】本発明における第四級アンモニウム塩の繊
維に対する含有量は、十分な抗菌性能を得るために0.
05重量%以上とすることが好ましい。また、アクリル
繊維を用いた場合、そのすぐれた染色性を損なわずに紡
績工程における第四級アンモニウム塩の脱落を防いで良
好な操業性を得るためには、5.0重量%以下とするこ
とが好ましい。
In the present invention, the content of the quaternary ammonium salt with respect to the fiber is preferably 0.1 to obtain sufficient antibacterial performance.
It is preferably at least 05% by weight. Further, when acrylic fiber is used, the content should be 5.0% by weight or less in order to prevent the quaternary ammonium salt from dropping off in the spinning process and obtain good operability without impairing the excellent dyeability. Is preferred.

【0013】本発明における第四級アンモニウムのカチ
オン部はどのようなものでも良いが、下記一般式[1]
で示される構造のものが好ましい。 [R12(CH32N]+ [1] (上記一般式[1]において、R1とR2は同一であって
も異なっていてもよく、いずれも炭素数8〜18のアル
キル基である。) 本発明の抗菌性繊維を紡績糸、布帛、不織布等の繊維複
合体として用いる場合、抗菌性を得るためには20重量
%以上混合されていることが好ましい。本発明の抗菌性
繊維と混合する繊維としては、使用目的に合わせて選択
すれば良く、特に限定されないが、通常のアクリル繊
維、綿、レーヨン、ウール、麻、絹、ポリエステル等公
知の繊維が挙げられる。
The cation moiety of the quaternary ammonium in the present invention may be of any kind, but is represented by the following general formula [1]:
The structure shown by the following is preferred. [R 1 R 2 (CH 3 ) 2 N] + [1] (In the general formula [1], R 1 and R 2 may be the same or different, and each of them has 8 to 18 carbon atoms. When the antibacterial fiber of the present invention is used as a fiber composite such as a spun yarn, a cloth, or a nonwoven fabric, it is preferably mixed in an amount of 20% by weight or more in order to obtain antibacterial properties. The fiber to be mixed with the antibacterial fiber of the present invention may be selected according to the purpose of use, and is not particularly limited. Examples thereof include known fibers such as ordinary acrylic fiber, cotton, rayon, wool, hemp, silk, and polyester. Can be

【0014】次に本発明の抗菌性繊維の製造方法につい
て説明する。
Next, a method for producing the antibacterial fiber of the present invention will be described.

【0015】本発明において、四級アンモニウム塩は、
繊維製造工程中において工程油剤と共に繊維に付着さ
せる、紡糸原液にあらかじめ添加しておく、洗浄槽
で繊維に付着させる、繊維製品とした後に表面に塗布
する、といった方法により付与することができる。この
うち、繊維製造工程中で工程油剤と共に付着させる方法
が望ましい。四級アンモニウム塩の繊維に対する定着率
が良好だからである。紡糸原液に添加する方法や洗浄槽
で付着させる方法では後の紡糸工程において四級アンモ
ニウム塩が脱落することがあり、また、繊維製品に塗布
する方法では、洗濯等を行ったときに四級アンモニウム
塩が脱落し、抗菌性能が低下することがある。
In the present invention, the quaternary ammonium salt is
It can be applied by a method such as attaching to the fiber together with the process oil during the fiber production process, adding to the spinning dope in advance, attaching to the fiber in a washing tank, or applying to the surface after forming the fiber product. Of these, a method of attaching the oil together with a process oil in the fiber production process is desirable. This is because the fixing rate of the quaternary ammonium salt to the fiber is good. The quaternary ammonium salt may fall off in the subsequent spinning process in the method of adding to the spinning solution or attaching it in the washing tank, and in the method of applying to textiles, the quaternary ammonium salt may be used when washing etc. Salt may fall off and the antibacterial performance may decrease.

【0016】以下、アクリル繊維を例に取って本発明を
説明する。上述したアクリロニトリル系重合体を溶解
し、紡糸する溶剤としては、上記重合体が紡糸可能な濃
度に溶解すれば良く、特に限定されないが、ジメチルア
セトアミド、ジメチルホルムアミド、ジメチルスルホキ
シド等の有機溶剤、硝酸、ロダン塩ソーダ、塩化亜鉛等
の無機物の濃厚水溶液等が挙げられる。後述する乾燥緻
密化前のアクリル繊維糸条のミクロボイド形成に有利な
ことから、ジメチルアセトアミド、ジメチルホルムアミ
ド、ジメチルスルホキシド等の有機溶剤が好適に用いら
れる。
Hereinafter, the present invention will be described using acrylic fibers as an example. The solvent for dissolving the above-mentioned acrylonitrile-based polymer and spinning is not particularly limited as long as the polymer is dissolved in a concentration at which the polymer can be spun, and organic solvents such as dimethylacetamide, dimethylformamide and dimethylsulfoxide, nitric acid, and the like are used. Examples thereof include concentrated aqueous solutions of inorganic substances such as rodane salt soda and zinc chloride. Organic solvents such as dimethylacetamide, dimethylformamide, and dimethylsulfoxide are preferably used because they are advantageous in forming microvoids in the acrylic fiber yarn before drying and densification described below.

【0017】本発明においては、乾燥緻密化する前の凝
固糸、洗浄糸、延伸糸と呼ばれる段階のアクリル繊維に
四級アンモニウム塩を付与することが好ましい。後加
工、洗濯等の使用環境で四級アンモニウム塩の脱落、抗
菌性能の失活を抑制する上で有効だからである。本発明
のアクリル繊維に付与された四級アンモニウム塩の多く
は、乾燥緻密化する前のアクリル繊維糸条の表面に空い
たミクロボイドや不完全な繊維組織中に取り込まれるこ
とにより脱落、失活が抑制され、抗菌防臭性が持続する
ものである。
In the present invention, it is preferable to add a quaternary ammonium salt to the acrylic fiber in a stage called a coagulated yarn, a washed yarn, or a drawn yarn before being dried and densified. This is because it is effective in suppressing the falling off of the quaternary ammonium salt and the deactivation of the antibacterial performance in use environments such as post-processing and washing. Many of the quaternary ammonium salts imparted to the acrylic fiber of the present invention fall off and become inactivated by being incorporated into microvoids and incomplete fiber structures vacated on the surface of the acrylic fiber yarn before being dried and densified. It is controlled and the antibacterial and deodorant properties are maintained.

【0018】乾燥緻密化前の糸条を処理する、第四級ア
ンモニウム塩の溶液からなる槽は、アクリル繊維の工程
油剤処理槽と独立に設けることもできるし、工程油剤処
理槽と兼ねることも可能である。製造工程が簡略化でき
ることから、例えば、キトサンと第四級アンモニウム塩
を含む界面活性剤との混合溶液槽として共通化すること
が好ましい。
A tank made of a solution of a quaternary ammonium salt for treating the yarn before drying and densification can be provided independently of the processing oil treatment tank for acrylic fiber, or can also serve as the processing oil treatment tank. It is possible. Since the production process can be simplified, for example, it is preferable to use a common solution tank for mixing chitosan and a surfactant containing a quaternary ammonium salt.

【0019】[0019]

【実施例】以下の実施例により、本発明を更に具体的に
説明する。 (第四級アンモニウム塩含有量の測定法)アクリル繊維
をDMSO−d6 中に4重量%となるように溶解し、1
H−NMRを測定し、アクリロニトリル系重合体由来の
ピークと第四級アンモニウム塩由来のピークの面積比か
ら繊維中の含有量を求めた。
The present invention will be described more specifically with reference to the following examples. (Quaternary ammonium salt content measuring method) was dissolved at a 4 wt% of acrylic fibers in DMSO-d 6, 1
H-NMR was measured, and the content in the fiber was determined from the area ratio of the peak derived from the acrylonitrile polymer to the peak derived from the quaternary ammonium salt.

【0020】(発錆性テスト)得られた原綿100gを
200ccのビーカーに詰めた中に、ホーラーピンと呼
ばれる鉄製の針を10本入れ、35℃70%の恒温恒湿
器に1週間放置後、ホーラーピンの発錆の度合いを下記
のように評価し、4級以上を合格とした。 1級:発錆極大 2級:発錆大 3級:発錆小 4級:発錆極小 5級:発錆なし (重合体の還元粘度)アクリロニトリル系重合体の還元
粘度ηredは、アクリロニトリル系重合体をジメチル
ホルムアミドに0.5重量%となるよう溶解した重合体
溶液の粘度を25℃においてキャノンフェンスケ粘度計
を用いて測定した。
(Rusting test) While 100 g of the obtained raw cotton was packed in a 200 cc beaker, 10 iron needles called holer pins were put into the beaker, and left for one week in a thermo-hygrostat at 35 ° C. and 70%. The degree of rusting of the holer pin was evaluated as described below, and a grade of 4 or higher was accepted. First grade: Maximum rusting Second grade: Large rusting Third grade: Small rusting Fourth: Very small rusting Fifth grade: No rusting (Reduced viscosity of polymer) Reduced viscosity ηred of acrylonitrile polymer is acrylonitrile weight The viscosity of the polymer solution obtained by dissolving the union in dimethylformamide so as to be 0.5% by weight was measured at 25 ° C. using a Cannon-Fenske viscometer.

【0021】(抗菌性能測定)繊維製品衛生加工協議会
で定めた菌数測定法により、黄色ブドウ状球菌による菌
数増減値差を求めた。菌数増減値差1.6以上をもって
抗菌性有効とした。尚、洗濯方法は同協議会で定めた方
法に従った。
(Measurement of antibacterial performance) The difference in the increase and decrease in the number of bacteria caused by Staphylococcus aureus was determined by the method of measuring the number of bacteria specified by the Textile Sanitary Processing Council. An antibacterial activity was defined as having a difference in the number of bacterial cells of 1.6 or more. In addition, the washing method followed the method determined by the council.

【0022】(実施例1)水系懸濁重合法により還元粘
度1.96のアクリロニトリル系重合体(アクリロニト
リル/酢酸ビニル=93/7重量比)を得た。これをジ
メチルアセトアミドに共重合体濃度が25%重量となる
ように溶解し紡糸原液とした。
Example 1 An acrylonitrile polymer having a reduced viscosity of 1.96 (acrylonitrile / vinyl acetate = 93/7 weight ratio) was obtained by an aqueous suspension polymerization method. This was dissolved in dimethylacetamide so that the copolymer concentration became 25% by weight to obtain a spinning stock solution.

【0023】この紡糸原液を40℃、30重量%ジメチ
ルアセトアミド水溶液を満たした紡糸浴中に湿式紡糸
し、沸水中で溶剤を洗浄しながら5倍延伸を施した後、
界面活性剤としてポリオキシエチレン(重合度200)
を0.3重量%、第四級アンモニウム塩としてジデシル
ジメチルアンモニウムアジペートを0.35重量%分散
した工程油剤の油浴中に導いた。その後、繊維重量に対
する付着水分量が100%となるように脱水し、150
℃の熱ローラーで乾燥緻密化を行った。
This spinning solution is wet-spun in a spinning bath filled with a 30% by weight aqueous solution of dimethylacetamide at 40 ° C., stretched 5 times while washing the solvent in boiling water, and
Polyoxyethylene as surfactant (degree of polymerization 200)
Was introduced into an oil bath of a process oil in which 0.3% by weight and 0.35% by weight of didecyldimethylammonium adipate as a quaternary ammonium salt were dispersed. After that, dehydration was performed so that the amount of water adhering to the weight of the fiber became 100%.
Drying and densification were carried out with a hot roller at a temperature of ° C.

【0024】さらに2.5kg/cm2 の加圧スチーム
の中で緩和処理を行い、単繊維繊度3dのアクリル繊維
を得た。本繊維中の付着第四級アンモニウム塩量を前記
の方法で測定したところ0.33重量%であった。
Further, relaxation treatment was performed in steam of 2.5 kg / cm 2 to obtain an acrylic fiber having a single fiber fineness of 3d. The amount of the attached quaternary ammonium salt in the fiber was measured by the above-mentioned method and found to be 0.33% by weight.

【0025】この繊維の発錆テストの結果は、4級であ
った。
The result of the rust test of this fiber was grade 4.

【0026】またこの繊維を51mm長にカットし、紡
績糸を作製した。この紡績糸50g、染料(保土ヶ谷化
学株式会社カチロンblue KGLH)0.25g、
酢酸1g、酢酸ナトリウム0.25gを純水1000g
中に添加し100℃まで昇温し、その温度℃で30分保
持した後、水洗、脱水、乾燥した。染色後の紡績糸に対
し肉眼判定で発色鮮明性を評価したところ、アクリル繊
維の優れた発色性は損なわれていなかった。また抗菌性
を評価した結果、洗濯前3.5、洗濯10回後2.8で
あった。
This fiber was cut into a length of 51 mm to produce a spun yarn. 50 g of this spun yarn, 0.25 g of dye (Hodogaya Chemical Co., Ltd., Katilon blue KGLH),
1 g of acetic acid, 0.25 g of sodium acetate and 1000 g of pure water
The mixture was heated to 100 ° C., kept at that temperature for 30 minutes, washed with water, dehydrated and dried. When the spun yarn after dyeing was evaluated for color vividness by the naked eye judgment, the excellent color developability of the acrylic fiber was not impaired. As a result of evaluating the antibacterial properties, it was 3.5 before washing and 2.8 after washing 10 times.

【0027】(実施例2)4級アンモニウム塩としてジ
デシルジメチルアンモニウムグルコネートを用い、槽中
の4級アンモニウム塩濃度を1.0重量%としたこと以
外は実施例1と同様にして、アクリル繊維を得た。繊維
中の第四級アンモニウム塩の含有量は0.87重量%で
あった。この繊維の発錆テストの結果は、4級であっ
た。また、実施例1と同様に紡績糸の抗菌性を測定した
ところ、洗濯前3.2、洗濯10回後3.1であった。
また、アクリル繊維の優れた発色性は損なわれていなか
った。
Example 2 An acrylic resin was prepared in the same manner as in Example 1 except that didecyldimethylammonium gluconate was used as the quaternary ammonium salt and the concentration of the quaternary ammonium salt in the tank was set to 1.0% by weight. Fiber was obtained. The content of the quaternary ammonium salt in the fiber was 0.87% by weight. The result of the rust test of this fiber was grade 4. Further, the antibacterial property of the spun yarn was measured in the same manner as in Example 1, and it was 3.2 before washing and 3.1 after 10 times of washing.
Further, the excellent color developing properties of the acrylic fiber were not impaired.

【0028】(比較例1)四級アンモニウム塩として塩
化ジデシルジメチルアンモニウムを用いたこと以外は実
施例1と同様にしてアクリル繊維を得た。繊維中の第四
級アンモニウム塩の含有量は0.32重量%であった。
この繊維の発錆テストの結果は、1級であった。なお、
アクリル繊維の優れた発色性は損なわれていなかった。
Comparative Example 1 An acrylic fiber was obtained in the same manner as in Example 1 except that didecyldimethylammonium chloride was used as the quaternary ammonium salt. The content of the quaternary ammonium salt in the fiber was 0.32% by weight.
The result of the rust test of this fiber was first grade. In addition,
The excellent color developability of the acrylic fiber was not impaired.

【0029】(比較例2)油浴中のジデシルジメチルア
ンモニウムアジペートの濃度を0.03重量%としたこ
と以外は実施例1と同様にしてアクリル繊維を得た。本
繊維中の付着第四級アンモニウム塩量は0.02重量%
であった。この繊維の発錆テストの結果は、5級であっ
た。実施例1と同様に紡績糸を作成し、抗菌性を評価し
た結果、洗濯前で0.3、洗濯10回後で0.2であっ
た。なお、アクリル繊維の優れた発色性は損なわれてい
なかった。
Comparative Example 2 An acrylic fiber was obtained in the same manner as in Example 1 except that the concentration of didecyldimethylammonium adipate in the oil bath was 0.03% by weight. The amount of quaternary ammonium salt attached to the fiber is 0.02% by weight
Met. The result of the rust test of this fiber was grade 5. A spun yarn was prepared in the same manner as in Example 1, and the antibacterial property was evaluated. As a result, the value was 0.3 before washing and 0.2 after 10 times of washing. In addition, the excellent color developability of the acrylic fiber was not impaired.

【0030】(比較例3)油浴中のジデシルジメチルア
ンモニウムアジペートの濃度を7.0重量%としたこと
以外は実施例1と同様にしてアクリル繊維を得た。本繊
維中の付着第四級アンモニウム塩量は6.7重量%であ
った。この繊維の発錆テストの結果は、4級であった。
実施例1と同様に紡績糸を作成しようとしたが、ロール
への繊維の付着が多大で紡績糸は得られなかった。
Comparative Example 3 An acrylic fiber was obtained in the same manner as in Example 1 except that the concentration of didecyldimethylammonium adipate in the oil bath was 7.0% by weight. The amount of the attached quaternary ammonium salt in the fiber was 6.7% by weight. The result of the rust test of this fiber was grade 4.
An attempt was made to produce a spun yarn in the same manner as in Example 1. However, the spliced yarn was not obtained because the amount of fibers attached to the roll was so great.

【0031】(実施例3)実施例1で得られたアクリル
繊維30%と綿70%を混合して紡績糸を作製した。実
施例1と同じ条件でカチオン染色した後、洗濯前、洗濯
10回後の抗菌性を評価したところ、それぞれ2.8と
1.9であった。また、アクリル繊維の優れた発色性は
損なわれていなかった。
Example 3 A spun yarn was prepared by mixing 30% of the acrylic fiber obtained in Example 1 with 70% of cotton. After cationic dyeing under the same conditions as in Example 1, the antibacterial properties before and after washing 10 times were evaluated, and were 2.8 and 1.9, respectively. Further, the excellent color developing properties of the acrylic fiber were not impaired.

【0032】[0032]

【発明の効果】以上説明したように、本発明によれば、
紡糸、紡績装置等の錆の発生等の問題がなく、かつ、優
れた抗菌効果を有する抗菌繊維が提供される。本発明の
抗菌繊維は、抗菌防臭繊維製品に求められるあらゆる細
菌に対して抗菌効果を有し、また、その効果は繊維の染
色、晒等の後加工や洗濯、アイロンなど繊維製品が使用
環境で受ける処理がなされても低下しない。
As described above, according to the present invention,
Provided is an antibacterial fiber having no problem such as generation of rust in a spinning or spinning device and having an excellent antibacterial effect. The antibacterial fiber of the present invention has an antibacterial effect against all kinds of bacteria required for antibacterial and deodorant fiber products. It does not decrease even if the receiving process is performed.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 西原 良浩 広島県大竹市御幸町20番1号 三菱レイヨ ン株式会社大竹事業所内 (72)発明者 岩本 昌子 広島県大竹市御幸町20番1号 三菱レイヨ ン株式会社中央技術研究所内 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Yoshihiro Nishihara 20-1 Miyukicho, Otake City, Hiroshima Prefecture Mitsubishi Rayon Co., Ltd. Otake Works (72) Inventor Masako Iwamoto 201-1 Miyukicho, Otake City, Hiroshima Prefecture Mitsubishi Rayon Co., Ltd.

Claims (5)

【特許請求の範囲】[Claims] 【請求項1】 有機酸アニオンをカウンターアニオンと
する第四級アンモニウム塩を含有することを特徴とする
抗菌性繊維。
1. An antimicrobial fiber comprising a quaternary ammonium salt having an organic acid anion as a counter anion.
【請求項2】 前記第四級アンモニウム塩の含有量が、
繊維に対し0.05重量%以上5.0重量%以下である
請求項1に記載の抗菌性繊維。
2. The content of the quaternary ammonium salt is as follows:
The antibacterial fiber according to claim 1, wherein the content is 0.05% by weight or more and 5.0% by weight or less based on the fiber.
【請求項3】 前記有機酸アニオンがカルボキシレート
である請求項1または2に記載の抗菌性繊維。
3. The antibacterial fiber according to claim 1, wherein the organic acid anion is carboxylate.
【請求項4】 前記第四級アンモニウム塩が下記一般式
[1]で表されるカチオンを含む請求項1乃至3いずれ
かに記載の抗菌性繊維。 [R12(CH32N]+ [1] (上記一般式[1]において、R1とR2は同一であって
も異なっていてもよく、いずれも炭素数8〜18のアル
キル基である。)
4. The antibacterial fiber according to claim 1, wherein the quaternary ammonium salt contains a cation represented by the following general formula [1]. [R 1 R 2 (CH 3 ) 2 N] + [1] (In the general formula [1], R 1 and R 2 may be the same or different, and each of them has 8 to 18 carbon atoms. It is an alkyl group.)
【請求項5】 前記繊維がアクリル繊維である請求項1
乃至4いずれかに記載の抗菌性繊維。
5. The fiber according to claim 1, wherein the fiber is an acrylic fiber.
5. The antibacterial fiber according to any one of items 1 to 4.
JP09913797A 1997-04-16 1997-04-16 Antibacterial fiber Expired - Lifetime JP3949773B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP09913797A JP3949773B2 (en) 1997-04-16 1997-04-16 Antibacterial fiber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP09913797A JP3949773B2 (en) 1997-04-16 1997-04-16 Antibacterial fiber

Publications (2)

Publication Number Publication Date
JPH10292262A true JPH10292262A (en) 1998-11-04
JP3949773B2 JP3949773B2 (en) 2007-07-25

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ID=14239340

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Application Number Title Priority Date Filing Date
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Country Status (1)

Country Link
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8640649B2 (en) 2003-06-20 2014-02-04 Uni-Charm Corporation Liquid-absorbing sheet for animal litter box

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023190761A1 (en) * 2022-03-30 2023-10-05 株式会社カネカ Antibacterial polyacrylonitrile-based synthetic fiber, method for producing same, and headdress product

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8640649B2 (en) 2003-06-20 2014-02-04 Uni-Charm Corporation Liquid-absorbing sheet for animal litter box

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