JPH01266277A - Antimicrobial treatment of yarn - Google Patents
Antimicrobial treatment of yarnInfo
- Publication number
- JPH01266277A JPH01266277A JP9449688A JP9449688A JPH01266277A JP H01266277 A JPH01266277 A JP H01266277A JP 9449688 A JP9449688 A JP 9449688A JP 9449688 A JP9449688 A JP 9449688A JP H01266277 A JPH01266277 A JP H01266277A
- Authority
- JP
- Japan
- Prior art keywords
- yarn
- trichlorocarbanilide
- fibers
- antibacterial
- polyhydric alcohol
- 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
Links
- 230000000845 anti-microbial effect Effects 0.000 title abstract 4
- 239000000835 fiber Substances 0.000 claims abstract description 28
- 125000002091 cationic group Chemical group 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 19
- 239000002270 dispersing agent Substances 0.000 claims abstract description 17
- 150000005846 sugar alcohols Polymers 0.000 claims abstract description 13
- 239000006185 dispersion Substances 0.000 claims abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 8
- -1 2-ethylhexyl glycol Chemical compound 0.000 claims abstract description 7
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 claims abstract description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000000129 anionic group Chemical group 0.000 claims abstract description 3
- 230000000844 anti-bacterial effect Effects 0.000 claims description 33
- 229960001325 triclocarban Drugs 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 6
- 238000003672 processing method Methods 0.000 claims 1
- 238000005406 washing Methods 0.000 abstract description 13
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 abstract description 4
- 239000004952 Polyamide Substances 0.000 abstract description 2
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 abstract description 2
- 229920002647 polyamide Polymers 0.000 abstract description 2
- 229920000728 polyester Polymers 0.000 abstract description 2
- 238000004383 yellowing Methods 0.000 abstract description 2
- HGUFODBRKLSHSI-UHFFFAOYSA-N 2,3,7,8-tetrachloro-dibenzo-p-dioxin Chemical compound O1C2=CC(Cl)=C(Cl)C=C2OC2=C1C=C(Cl)C(Cl)=C2 HGUFODBRKLSHSI-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 229920002972 Acrylic fiber Polymers 0.000 description 6
- 239000003242 anti bacterial agent Substances 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 125000001475 halogen functional group Chemical group 0.000 description 5
- 241000191967 Staphylococcus aureus Species 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002013 dioxins Chemical class 0.000 description 3
- 238000004043 dyeing Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- CYDRXTMLKJDRQH-UHFFFAOYSA-N benzododecinium Chemical class CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CYDRXTMLKJDRQH-UHFFFAOYSA-N 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
- KVGZZAHHUNAVKZ-UHFFFAOYSA-N 1,4-Dioxin Chemical compound O1C=COC=C1 KVGZZAHHUNAVKZ-UHFFFAOYSA-N 0.000 description 1
- MZQZXSHFWDHNOW-UHFFFAOYSA-N 1-phenylpropane-1,2-diol Chemical compound CC(O)C(O)C1=CC=CC=C1 MZQZXSHFWDHNOW-UHFFFAOYSA-N 0.000 description 1
- PIORTDHJOLELKR-UHFFFAOYSA-N 2,4-dichloro-1-(4-chlorophenoxy)benzene Chemical class C1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl PIORTDHJOLELKR-UHFFFAOYSA-N 0.000 description 1
- OADIZUFHUPTFAG-UHFFFAOYSA-N 2-[2-(2-ethylhexoxy)ethoxy]ethanol Chemical compound CCCCC(CC)COCCOCCO OADIZUFHUPTFAG-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- UFYLIAWAWMKBIG-UHFFFAOYSA-M [Cl-].C(CCCCCCCCCCCCCCCCC)C(C1=CC=CC=C1)[N+](C)(C)CC1=CC=CC=C1 Chemical compound [Cl-].C(CCCCCCCCCCCCCCCCC)C(C1=CC=CC=C1)[N+](C)(C)CC1=CC=CC=C1 UFYLIAWAWMKBIG-UHFFFAOYSA-M 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- OCBHHZMJRVXXQK-UHFFFAOYSA-M benzyl-dimethyl-tetradecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 OCBHHZMJRVXXQK-UHFFFAOYSA-M 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000003965 capillary gas chromatography Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000000567 combustion gas Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- 229920006239 diacetate fiber Polymers 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000009940 knitting Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000037380 skin damage Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229910052572 stoneware Inorganic materials 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Chemical Or Physical Treatment Of Fibers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、水難溶性である抗菌剤の５ 、４．４′−ト
リクロロカルバニリドを繊維に固着させ、すぐれ之耐久
性のある抗菌性を有する繊維を得る方法に関する。[Detailed Description of the Invention] [Field of Industrial Application] The present invention provides excellent durable antibacterial properties by fixing 5,4,4'-trichlorocarbanilide, which is a poorly water-soluble antibacterial agent, to fibers. The present invention relates to a method for obtaining fibers having the following properties.
従来より病院その他、サニタリー分野での病原菌の感染
防止を目的としたカーペット、マット、シーツ、カーテ
ン、ストン類への抗菌性付与、あるいは靴下、タイツ類
への防臭効果を目的とした抗菌性付与の検討が進められ
ている。Conventionally, we have applied antibacterial properties to carpets, mats, sheets, curtains, and stoneware to prevent pathogen infection in hospitals and other sanitary fields, and to antibacterial properties to socks and tights to prevent deodorization. Discussions are underway.
しかしながら、その抗菌性は持続性に乏しく、加工直後
は優れた効果全発揮するものの、繰り返し洗濯等により
抗菌効果が失われる欠点を有してい友。However, its antibacterial properties are not long-lasting, and although it is fully effective immediately after processing, it has the disadvantage that its antibacterial effects are lost after repeated washing.
更に又特定の抗菌剤を使用した繊維製品は燃焼時に人体
く有害なダイオキシン等の発生があって、実用上極めて
危険で、その安全面からの問題点が指摘され、安全で且
つ耐久性のある抗菌性を有する繊維製品の開発が強く要
望されている。Furthermore, textile products that use specific antibacterial agents generate dioxins that are harmful to the human body when burned, making them extremely dangerous in practice, and safety issues have been pointed out. There is a strong demand for the development of textile products with antibacterial properties.
抗菌性を有する繊維製品で着用中の洗濯にも耐え得る恒
久性を有し、且つ、着用して肌に直接触れても、皮膚障
害を起こさないこと、あるいは、廃棄燃焼等によシ、有
害物質を発生させない安全性を有すること、及び抗菌性
の付与方法が容易で経済的に有利で安価に！Ｊ施出米る
こと、即ち抗菌剤を可及的小量使用しても、所期の効果
を発揮させ得る様に１抗菌剤を効率的に繊維に付着させ
ること、及び繊維への付着方法が容易に行えること、即
ち、工程負荷が少なく、付着処理時間及び手間が少なく
て行えることが望まれる。It is a textile product with antibacterial properties that is durable enough to withstand washing while being worn, and does not cause skin damage even if it comes into direct contact with the skin after being worn, or is non-toxic or harmful due to waste combustion, etc. It is safe because it does not generate any substances, and the method for imparting antibacterial properties is easy, economically advantageous, and inexpensive! In other words, the method of adhering the antibacterial agent to the fibers efficiently and the method of adhering it to the fibers so that the desired effect can be achieved even when using as little antibacterial agent as possible. It is desired that this process be easily performed, that is, that it can be performed with less process load, and less time and effort for adhesion processing.
また抗菌処理を施した繊維製品が非処理品に比較して、
風合上及び表面特性、外観などに差異がないこと。特に
処理した繊維製品が撥水性を持つとか、風合硬化、白変
の黄変等が生じないことが強く望まれる。In addition, textile products treated with antibacterial treatment have a lower
There shall be no difference in texture, surface characteristics, appearance, etc. In particular, it is strongly desired that treated textile products have water repellency, and that they do not suffer from hardening of texture, whitening, yellowing, etc.
本発明者らは、かかる問題点、或いは要望される特性を
兼備した抗菌性繊維製品を得る方法を提供するものであ
る。The present inventors provide a method for obtaining an antibacterial textile product that overcomes these problems or has the desired characteristics.
本発明の要旨は、５．４．４′−） リクロロ力ルバ二
リドと多価アルコール又はその誘導体とカチオン性分散
剤を主成分とする乳化分散水性液を用いて繊維を処理す
ることを特徴とする繊維の抗菌処理法にある。The gist of the present invention is as follows: 5.4.4'-) A fiber is treated using an emulsified dispersion aqueous liquid containing as main components dichlororubanylide, a polyhydric alcohol or its derivative, and a cationic dispersant. There is an antibacterial treatment method for fibers.
本発明で使用する抗菌剤の３．４．４′ −トリクロロ
カルバニリドは優れた抗菌性を有する反面、人体く対す
る薬害が極めて小さく、又燃焼時に発生するガス中にダ
イオキシンの発生も認められず、安全性が非常に高いも
のである。While the antibacterial agent used in the present invention, 3.4.4'-trichlorocarbanilide, has excellent antibacterial properties, it has very little toxicity to the human body, and the generation of dioxin in the gas generated during combustion is also observed. First, it is extremely safe.
即ち抗菌剤で加工された繊維が、家庭洗濯で塩素漂白さ
れ、しかるのちに焼却されたとして、その時の燃焼ガス
中に有害物質が存在するかどうかを木綿１００％に付着
処理し、次亜塩素酸ソーダ液で漂白処理したものを約６
００ｔ：’で燃焼し、その発生ガス番キャピラリーＧＣ
−ＭＳで分析した結果、２．４．４′−トリクロロジフ
ェニールエーテル化合物はダイオキシンと総称される各
質量の領域にピークが確認されるのく対し、本発明で用
いる３、４．４′ −ｉ−リクロロ力ルバニリ、ドのそ
れＫは全くそのピークはなく、ダイオキシンの発生がな
いことを示している。In other words, if fibers treated with antibacterial agents are bleached with chlorine during home washing and then incinerated, the 100% cotton is treated to determine whether harmful substances are present in the combustion gas, and hypochlorite is Approximately 6 times the bleaching treatment with acid soda solution
00t: Capillary GC
-As a result of MS analysis, 2,4,4'-trichlorodiphenyl ether compounds were confirmed to have peaks in various mass regions collectively called dioxins, whereas 3,4,4'- used in the present invention There is no peak of i-lichloride, indicating that no dioxins are generated.
本発明における繊維に耐久性を有する抗菌性を付与する
方法は、３．４．４′−トリクロロカルバニリドと多価
アルコール又はその誘導体とカチオン性分散剤を主成分
とする乳化分散液を用いて繊維を処理する方法であるが
、繊維に耐久性を有する抗菌性を付与するための５．４
．４′ −トリクロロカルバニリドの処理液濃度は０．
０１〜１０％ｏｖｒｆ （対繊維重量）の範囲が好まし
く用いられ、０−０１ Ｘ ｏｖｆ未満の場合には充分
な耐久性を得ることが出来ず、又１０ Ｘ ｏｗｆを越
える場合は、繊維の風合を損なうこと及び加工コストの
面からも好ましくない。The method of imparting durable antibacterial properties to fibers in the present invention uses an emulsified dispersion containing 3.4.4'-trichlorocarbanilide, a polyhydric alcohol or its derivative, and a cationic dispersant as main components. This is a method of treating fibers using 5.4 to give them durable antibacterial properties
．． The concentration of 4'-trichlorocarbanilide in the treatment solution was 0.
A range of 0.01 to 10% ovrf (based on the weight of the fiber) is preferably used; if it is less than 0-01.times.ovrf, sufficient durability cannot be obtained, and if it exceeds 10.times. This is also undesirable from the viewpoints of poor alignment and processing costs.
更に、本発明は３．４．４′ −トリクロロカルバニリ
ドと同時に１多価アルコール又はその誘導体とカチオン
性分散剤を用いる必要がある。Furthermore, the present invention requires the use of a monopolyhydric alcohol or a derivative thereof and a cationic dispersant at the same time as 3.4.4'-trichlorocarbanilide.
多価アルコール又はその誘導体としては３．４゜４′−
トリクロロカルバニリドの溶解剤としての機能と繊維に
対するキャリヤー効果を有している。そして、カチオン
性分散剤は当然のことながら、水に難溶性である５、４
．４′−トリクロロカルバニリドを多価アルコール又は
その誘導体に溶解させて、良好な乳化分散水性液を得る
ために不可欠であって、同時にこのカチオン性分散剤が
、抗菌性を有するものは更に好ましい。3.4゜4'- as a polyhydric alcohol or its derivative
It functions as a solubilizer for trichlorocarbanilide and has a carrier effect on fibers. As a matter of course, cationic dispersants are poorly soluble in water5,4
．． It is essential to dissolve 4'-trichlorocarbanilide in a polyhydric alcohol or its derivative to obtain a good emulsified dispersion aqueous liquid, and at the same time, it is more preferable that this cationic dispersant has antibacterial properties. .
本発明において好ましく用いられる多価アルコール又は
その誘導体はエチレングリコール、ジエチレングリコー
ル、トリエチレンクリコール、プロピレングリコール、
トリメチレングリコール、エチレングリコールジエチル
エーテル、エチレングリコールイソプロピルエーテル、
フェニールグリコール、フェニールエチレンクリコール
、フェニールプロピレンクリコール、エチルへキシルグ
リコール等の化合物を挙げることが出来る。そして、２
−エチルへキシルグリコール、フェニルエチレンクリコ
ールハ浴解剤としての機能ばかりでなく、繊維に対する
キャリヤー効果に優れ、特に好ましく用いられる。Polyhydric alcohols or derivatives thereof preferably used in the present invention include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol,
trimethylene glycol, ethylene glycol diethyl ether, ethylene glycol isopropyl ether,
Examples include compounds such as phenyl glycol, phenyl ethylene glycol, phenyl propylene glycol, and ethylhexyl glycol. And 2
-Ethylhexyl glycol and phenylethylene glycol are particularly preferably used because they not only function as a bath dissolving agent but also have an excellent carrier effect on fibers.
一方、カチオン性分散剤としては同時に抗菌性を有する
ものが特に好ましく用いられ、例えばドデシルトリメチ
ルアンモニウムクロライド、ヘキサデシルトリメチルア
ンモニウムクロライド、オクタデシルトリメチルアンモ
ニウムクロライド等のトリメチル型第４級アンモニウム
塩、ラウリルジメチルベンジルアンモニウムクロライド
、テトラデシルジメチルペンジルアンモニウムクロライ
ド、オクタデシルジメチルベンジルベンジルアンモニウ
ムクロライド等のベンジル型第４級アンモニウム塩を挙
げることが出来る。On the other hand, as the cationic dispersant, those having antibacterial properties are particularly preferably used, such as trimethyl-type quaternary ammonium salts such as dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, and octadecyltrimethylammonium chloride, and lauryldimethylbenzylammonium salts. Examples include benzylic quaternary ammonium salts such as chloride, tetradecyldimethylpenzylammonium chloride, and octadecyldimethylbenzylbenzylammonium chloride.
多価アルコール又はその誘導体とカチオン性分散剤の使
用濃度は、１４．４′ −） ＩＪクロロカルバニＩＪ
ドが乳化分散でき、常温で安定な水性液が作成できる濃
度であればよい。通常、３．４．４′−トリクロロカル
バニリドの濃度に対し、０．５〜１０倍の！１度が好ま
しく、そして多価アルコール又はその誘導体とカチオン
性分散剤の比率は、カチオン性分散剤に対して、０．５
〜５倍の多価アルコール又はその誘導体の濃度が良好で
ある。The concentration of polyhydric alcohol or its derivative and cationic dispersant used is 14.4'-) IJ Chlorocarbani IJ
It is sufficient that the concentration is such that it can be emulsified and dispersed and create an aqueous liquid that is stable at room temperature. Usually 0.5 to 10 times the concentration of 3.4.4'-trichlorocarbanilide! 1 degree is preferred, and the ratio of polyhydric alcohol or its derivative to cationic dispersant is 0.5 to cationic dispersant.
A concentration of ~5 times the polyhydric alcohol or its derivative is good.
例えハ、５．４．４′−トリクロロカルバニリド０．２
Ｘ ｏｗｆ 、多価アルコールの誘導体として２−エ
チルへキシルグリコール０．８％ｏｖｆ 、カチオン性
分散剤として、テトラデシルジメチルペンジルアンモニ
ウムクロライド０．８ Ｘ ｏｗｆ 、からなる乳化分
散水性液に、アクリル繊維を浴比１：５０．９８Ｃで６
０分浸漬処理すると、３、４ 、４′−トリクロロカル
バニリドは０．１７％ｏｖｆ １１維に選択的に吸着し
、この繊維は繰シ返し２０回、家庭電気洗濯機を用いて
洗濯した後でも優れた抗菌性能を有するアクリル繊維が
得られる。Example C, 5.4.4'-trichlorocarbanilide 0.2
Acrylic fibers were added to an emulsified dispersion aqueous liquid consisting of X owf , 0.8% ovf of 2-ethylhexyl glycol as a polyhydric alcohol derivative, and 0.8% ovf of tetradecyldimethylpendylammonium chloride as a cationic dispersant. 6 at a bath ratio of 1:50.98C
After immersion treatment for 0 min, 3,4,4'-trichlorocarbanilide was selectively adsorbed to the 0.17% OVF 11 fibers, and the fibers were washed 20 times using a household electric washing machine. Acrylic fibers with excellent antibacterial performance can be obtained even after treatment.
次に本発明で適用される繊維としてはアニオン性基含有
繊維であることが恒久性の抗菌効果を得る上で好ましく
、特にアクリル繊維、ポリアミド繊維、カチオン染料可
染型ポリエステル繊維、アセテート繊維、セルロース繊
維、羊毛繊維等に好ましく適用される。Next, the fibers to be applied in the present invention are preferably anionic group-containing fibers in order to obtain a permanent antibacterial effect, particularly acrylic fibers, polyamide fibers, cationic dye-dyeable polyester fibers, acetate fibers, and cellulose fibers. It is preferably applied to fibers, wool fibers, etc.
又繊維の形状としては布帛、糸、原綿、トウ状いづれの
形状についても適用される。In addition, the present invention is applicable to any shape of the fiber, such as cloth, thread, raw cotton, or tow.
本発明での処理温度、時間等の条件はカチオン性分散剤
が繊維に吸着する条件を用いる必要があシ、ｍ維の種類
によりかなシ異なるが、通常、温度は４０〜１５０Ｃの
範囲、時間は数１０秒〜数１０分の範囲で可能である。Conditions such as treatment temperature and time in the present invention must be such that the cationic dispersant is adsorbed to the fibers, and vary depending on the type of fiber, but usually the temperature is in the range of 40 to 150C and the time is is possible in the range of several tens of seconds to several tens of minutes.
そして処理方法はスチーム法、スプレーキュア法、染色
加工機による吸尽固着法及び原綿、原糸製造過程におけ
る仕上処理工程での付与加工法が可能である。The treatment method can be a steam method, a spray cure method, an exhaustion fixation method using a dyeing machine, or an application method in a finishing treatment step in the raw cotton or yarn manufacturing process.
以下本発明を実施例によって説明する。 The present invention will be explained below with reference to Examples.
実施例１
アニオン性基含有繊維として、アクリル繊維（２ａＸ５
１ｍ）１００％からなる、２１５２（メートル番手）の
紡績糸を１８Ｇのシンカー編機を用いて、天竺組織の編
地を作成した。この編地に対して以下の第１表のような
条件で抗菌処理を行ない、同表に示す如く抗菌性能を得
た。Example 1 Acrylic fiber (2aX5
A knitted fabric with a jersey texture was created using a 18G sinker knitting machine using a spun yarn of 2152 (meter count) consisting of 100% 1m). This knitted fabric was subjected to antibacterial treatment under the conditions shown in Table 1 below, and antibacterial performance was obtained as shown in the table.
即ち、第１表の抗菌性能結果に示す如く、条件ム１０本
発明法によるものは、家庭洗ｆｉ５回処理後でも黄色ブ
ドウ球菌によるハロー試験で明確な阻止帯（ハロー）で
抗菌性能が確認されるのく対し、カチオン性分散剤がな
いＩ６２の比較例は処理上りでは一応、抗菌性能が關め
られるものの、洗濯を１回すると、その抗菌性は全く認
られず容易に脱落して、全く耐久性がないことがわかっ
た。That is, as shown in the antibacterial performance results in Table 1, the antibacterial performance was confirmed with a clear inhibition zone (halo) in the halo test against Staphylococcus aureus even after 5 home washings using the method of the present invention under condition 10. In contrast, the comparative example of I62, which does not have a cationic dispersant, has some antibacterial properties after treatment, but after one wash, its antibacterial properties are not observed at all and it easily falls off. It turned out to be not durable.
又、５．４．４′−）リクロロ力ルパニリドが０．００
７％ｏｗｆと著しく低濃度であるＡ５の条件は処理上シ
では一応、抗菌性が認められるｔζ洗濯によって容易に
抗菌性が失われている。Also, 5.4.4'-)lichloride lupanilide is 0.00
Under the condition of A5, which has an extremely low concentration of 7% OWF, antibacterial properties are easily lost due to washing at tζ, which is recognized as an antibacterial property in terms of processing.
一方、５．４．４′−トリクロロカルバニリドが著しく
高濃度である４４及びＡ５のカチオン性分散剤並びに多
価アルコール誘導体が各々欠落した条件では、３同根度
の耐洗濯性しかなく実用性にやや劣る。On the other hand, under conditions in which the cationic dispersants of 44 and A5, which have a significantly high concentration of 5.4.4'-trichlorocarbanilide, and the polyhydric alcohol derivatives are missing, the washing resistance is only 3 times the same degree, making it impractical. Slightly inferior to
これに対し、と＜Ｋ４６〜ム９の本発明法によるものは
浴比の影響を殆ど受けることなく本発明の目めとする耐
久性のある抗菌性能を得ることが出来た。On the other hand, the products obtained by the method of the present invention with <K46 to M9 were able to obtain the durable antibacterial performance aimed at by the present invention without being affected by the bath ratio.
実施例２
アクリル繊維（２ａｘｓ１ｎ＋）原ｌｓ１００Ｘからな
る、２／１７（メートル番手）の水廻シマット用原糸を
作Ｆ）、２００１ｍを作成した。Example 2 A 2/17 (meter count) raw thread for mizumashimat was made from acrylic fiber (2axs1n+) raw ls100X F), 2001m.
この總１０ｋ１．を下記染色条件の中に、 ５．４．
４′−トリクロロカルバニリド０．５ Ｎ ｏｖｆ 、
２−エチルへキシルジグリコール２．５％ｏｖｆ及び
ラウリルジメチルベンジルアンモニウムクロライド２．
５％ｏｖｒｆとなるように添加し、咳射式紹染機を用い
て同時に処理した。This total is 10k1. in the following staining conditions, 5.4.
4′-trichlorocarbanilide 0.5 N ovf,
2-Ethylhexyldiglycol 2.5% ovf and lauryldimethylbenzylammonium chloride2.
The mixture was added at a concentration of 5% ovrf and treated simultaneously using a cough shot introduction machine.
先染条件：
カチロンプルーに−ＧＬＨＯ，１％ｏｖｆ（保土谷化学
社製カチオン染料）
酢酸 ０．５ Ｘ ｏｖｆ
力チオゲンＰＡＮ １．０％ｏｖｆ（第一
工業社製カチオン系穣染剤）
浴比 １：２５
温度Ｘ時間 ９８ＣＸ５０分染色、水
洗後通常の柔軟処理を施して乾燥し、パスマットを作成
した。そして、繰返し洗濯２０回後の抗菌性能をマット
の一部を切シ取って黄色ブドウ状球菌によるハローテス
トで評価した所、ハローが確認され、優れた耐久性を有
する抗菌性パスマットを得ることが出来た。Pre-dyeing conditions: Cachilon Plue -GLHO, 1% ovf (cationic dye manufactured by Hodogaya Chemical Co., Ltd.) Acetic acid 0.5 X ovf Power Thiogen PAN 1.0% ovf (cationic staining agent manufactured by Daiichi Kogyo Co., Ltd.) Bath ratio 1 : 25 Temperature x Time 98C x 50 minutes Dyeing, washing with water, normal softening treatment and drying to create a passmat. Then, when the antibacterial performance after repeated washing 20 times was evaluated by cutting out a part of the mat and using a halo test using Staphylococcus aureus, a halo was confirmed, and the antibacterial pass mat with excellent durability was obtained. was completed.
実施例３
ジアセテート繊維１００％の起毛トリコントを下記処理
浴に浸漬し、マングルで絞液しく絞り率９５Ｘ）１０５
ｔ：’の熱風乾燥機で２０分間乾熱処理を行った。Example 3 A raised triconte made of 100% diacetate fiber was immersed in the following treatment bath and squeezed with a mangle to achieve a squeezing rate of 95X) 105
Dry heat treatment was performed for 20 minutes in a hot air dryer at t:'.
−３，４，４′−）リクロロ力ルバニリド １０
Ｉｉ／２フエニールエチレンクリコール ５０
１１／１３テトラデシルジメチルベンジル
アンモニウムクロライド ５０９／１３
浴比 １：５０
温 度 ２５
Ｃ得られた起毛トリコントを家庭洗濯機によシタ０回繰
返し後の抗菌性を黄色ブドウ状球菌によるハロー試験法
テストした結果、生育阻止帯が確認され、耐久性の優れ
た抗菌性を持っていることが確認された。-3,4,4'-)lichlororuvanilide 10
Ii/2 phenyl ethylene glycol 50
11/13 Tetradecyldimethylbenzylammonium chloride 509/13
Bath ratio 1:50 Temperature 25
C The obtained brushed triconte was washed 0 times in a home washing machine and tested for antibacterial properties using the halo test method using Staphylococcus aureus. As a result, a growth inhibition zone was confirmed, indicating that it has excellent antibacterial properties with excellent durability. It was confirmed that there is.
実施例４
アクリル繊維／ナイロン／クールの混紡率が６０ ／
２５ ／ １５ （ｖｉ％）からなる市販のカシアルソ
ックスを、下記処理浴に浸漬し、遠心分離機を用いて脱
水（絞シ率４０Ｘ）１００ｔＺ’で４０分間乾燥した。Example 4 Blend ratio of acrylic fiber/nylon/cool is 60/
Commercially available Casial socks consisting of 25/15 (vi%) were immersed in the following treatment bath and dried using a centrifugal separator at 100 tZ' for 40 minutes at a squeezing rate of 40X.
３．４．４′−トリクロロカルバニリド １
１／２２−エチルヘキシルｙｙ コール
３１／Ａヘキサデシルトリメチルアンモニウムクロライ
ド ３Ｉ／１浴比 １：５０
温度Ｘ時間 ４０ＣＸ５０分得られ
たソックスは着用後に黄色ブドウ状球菌その他の雑菌に
起因する悪臭は全くないもので、洗濯３０回後も同様な
性能を保持してい九特許出願人 三菱レイヨン株式会社3.4.4'-Trichlorocarbanilide 1
1/22-ethylhexylyy col
31/A Hexadecyltrimethylammonium chloride 3I/1 Bath ratio 1:50 Temperature x Time 40C x 50 minutes The resulting socks had no bad odor caused by Staphylococcus aureus or other bacteria after being worn, and even after washing 30 times. Nine patent applicants with similar performance Mitsubishi Rayon Co., Ltd.
Claims (2)
ルコール又はその誘導体とカチオン性分散剤を主成分と
する乳化分散水性液を用いて繊維を処理することを特徴
とする繊維の抗菌処理法。(1) Antibacterial treatment of fibers characterized by treating the fibers using an emulsified dispersion aqueous liquid containing 3.4.4'-trichlorocarbanilide, a polyhydric alcohol or its derivative, and a cationic dispersant as main components. Processing method.
チルヘキシルグリコール又はフェニールエチレングリコ
ールとカチオン性分散剤を主成分とする乳化分散水性液
を用いてアニオン性基含有繊維を処理する第１請求項記
載の繊維の抗菌処理法。(2) The first step of treating the anionic group-containing fiber using an emulsified dispersion aqueous liquid containing 3.4.4'-trichlorocarbanilide, 2-ethylhexyl glycol or phenylethylene glycol, and a cationic dispersant as main components. A method for antibacterial treatment of fibers according to the claims.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9449688A JP2610157B2 (en) | 1988-04-19 | 1988-04-19 | Antibacterial treatment of fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9449688A JP2610157B2 (en) | 1988-04-19 | 1988-04-19 | Antibacterial treatment of fiber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01266277A true JPH01266277A (en) | 1989-10-24 |
| JP2610157B2 JP2610157B2 (en) | 1997-05-14 |
Family
ID=14111913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9449688A Expired - Fee Related JP2610157B2 (en) | 1988-04-19 | 1988-04-19 | Antibacterial treatment of fiber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2610157B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02259169A (en) * | 1988-10-17 | 1990-10-19 | Kanebo Ltd | Antibacterial acrylic synthetic fiber |
| JP2013234408A (en) * | 2012-05-10 | 2013-11-21 | Marusan Mengyo Kk | Cellulose fiber for inner cotton and method for producing the same |
| KR20140107303A (en) * | 2011-12-21 | 2014-09-04 | 클라리언트 인터내셔널 리미티드 | Fluorochemical composition and use thereof |
| CN110042516A (en) * | 2019-03-14 | 2019-07-23 | 宁波三邦超细纤维有限公司 | Coloured Chinese fiber crops composite antibacterial superfine fibre and preparation method thereof |
-
1988
- 1988-04-19 JP JP9449688A patent/JP2610157B2/en not_active Expired - Fee Related
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02259169A (en) * | 1988-10-17 | 1990-10-19 | Kanebo Ltd | Antibacterial acrylic synthetic fiber |
| KR20140107303A (en) * | 2011-12-21 | 2014-09-04 | 클라리언트 인터내셔널 리미티드 | Fluorochemical composition and use thereof |
| JP2015509115A (en) * | 2011-12-21 | 2015-03-26 | クラリアント インターナショナル リミティド | Fluorochemical composition and method of using the same |
| JP2013234408A (en) * | 2012-05-10 | 2013-11-21 | Marusan Mengyo Kk | Cellulose fiber for inner cotton and method for producing the same |
| CN110042516A (en) * | 2019-03-14 | 2019-07-23 | 宁波三邦超细纤维有限公司 | Coloured Chinese fiber crops composite antibacterial superfine fibre and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2610157B2 (en) | 1997-05-14 |
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