JPS6260509B2 - - Google Patents
Info
- Publication number
- JPS6260509B2 JPS6260509B2 JP4562084A JP4562084A JPS6260509B2 JP S6260509 B2 JPS6260509 B2 JP S6260509B2 JP 4562084 A JP4562084 A JP 4562084A JP 4562084 A JP4562084 A JP 4562084A JP S6260509 B2 JPS6260509 B2 JP S6260509B2
- Authority
- JP
- Japan
- Prior art keywords
- polymer containing
- fiber material
- polyoxyalkyl
- groups
- anionic
- 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.)
- Expired
Links
- 125000000129 anionic group Chemical group 0.000 claims description 23
- 230000000844 anti-bacterial effect Effects 0.000 claims description 23
- 229920000728 polyester Polymers 0.000 claims description 22
- 229920000642 polymer Polymers 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 19
- 239000002657 fibrous material Substances 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 238000003672 processing method Methods 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000004753 textile Substances 0.000 claims description 8
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 7
- 229920006158 high molecular weight polymer Polymers 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 2
- 239000004744 fabric Substances 0.000 description 16
- 239000000835 fiber Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 241000894006 Bacteria Species 0.000 description 9
- 239000012209 synthetic fiber Substances 0.000 description 7
- 229920002994 synthetic fiber Polymers 0.000 description 7
- 230000003373 anti-fouling effect Effects 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 5
- 230000005764 inhibitory process Effects 0.000 description 5
- 235000019645 odor Nutrition 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 210000004243 sweat Anatomy 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 208000008454 Hyperhidrosis Diseases 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- VYGUBTIWNBFFMQ-UHFFFAOYSA-N [N+](#[C-])N1C(=O)NC=2NC(=O)NC2C1=O Chemical compound [N+](#[C-])N1C(=O)NC=2NC(=O)NC2C1=O VYGUBTIWNBFFMQ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 230000000843 anti-fungal effect Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 150000007514 bases Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000009931 harmful effect Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- BWMISRWJRUSYEX-SZKNIZGXSA-N terbinafine hydrochloride Chemical compound Cl.C1=CC=C2C(CN(C\C=C\C#CC(C)(C)C)C)=CC=CC2=C1 BWMISRWJRUSYEX-SZKNIZGXSA-N 0.000 description 2
- 201000004647 tinea pedis Diseases 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000001877 deodorizing effect Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000035900 sweating Effects 0.000 description 1
- 208000013460 sweaty Diseases 0.000 description 1
- -1 wool Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
技術分野
本発明は、繊維材料に抗菌効果を付与する加工
方法に関し、特に繊維材料に吸水制電防汚性と同
時に耐久性ある抗菌性能を付与せしめることので
きる加工方法に関する。
従来技術
最近になつて、シヤツや肌着、ブラウス、フア
ンデーシヨン類に合成繊維や合繊混紡繊維が多く
使われるようになり、衣類に対する抗菌・防カビ
処理の必要性が増大した。天然繊維や混紡品は、
保水性が大きく、発汗時には乾燥までに時間が長
くかかり、微生物作用の結果臭気を生ずる場合が
ある。一方、合成繊維では、吸水、吸汗性は無い
が、乾燥性は良好である。また、機械的性質に優
れ、耐洗濯性にも強い。従つて、天然繊維と合成
繊維の両者の長所を併せ持つ繊維が理想である。
我々の周囲には、様々な細菌やカビが存在して
いる。高温多湿な環境下では、それらの繁殖が特
に活発になり、水虫に侵されたり、腐敗発酵現象
を起こしたり、不快な臭気を発生したりする。汗
くさい臭いが生ずるのも、細菌の作用による。汗
そのものには臭気は無いのに、皮膚表面の汗や下
着、靴下などに吸収された汗に細菌類が繁殖し
て、臭いの原因となる。微生物による弊害は悪臭
だけでなく、人体および被服類に対して、脆化変
色、伝染性疾患、皮膚炎、水虫等の悪影響を与え
る。これらの微生物による弊害を防ぐ抗菌加工と
して要求される事項は、
(1) 抗菌効果が大きいこと、
(2) 耐久性のあること、
(3) 人体生理機能に影響を及ぼさないこと、
(4) 処理材料を損傷せず、外観を損なわないこ
と、
(5) 処理方法が簡単で加工賃の安価なこと、
などである。
このような抗菌加工製品の普及はいまだに不十
分であり、このような単一機能では商品価値は小
さく、複合化した機能を持つものが消費者の要求
を満たすものと考えられる。また抗菌加工は、ポ
リエステル、ナイロン、アクリル等の合成繊維に
対する適用例が少なく、加工効果に耐久性が出な
いことに加えて、これらの疎水性繊維特有の吸水
性が低い、汚れが脱落し難い、静電気が起き易い
等の欠点があり、これらを容易に機能改質出来な
いことも商品化を妨げる原因である。
繊維材料に抗菌性能を付与する加工方法は、特
に木綿等天然繊維への応用例が多い。例えば、特
開昭57−51874には、下記の如きオルガノシリコ
ン等の４級アンモニウム塩を吸着させたカーペツ
トの製造方法が開示されている。特に、下記のシ
ランカツプリング剤、
は水の存在下における脱メチルアルコール反応に
より架橋して、耐久性ある高分子物質を形成す
る。カチオン性化合物が細菌、カビ類の生育を抑
制することは、古くから知られているが、これら
を単に繊維に付着させただけでは洗濯により脱落
し、その効果は失われる。シリコン化合物の応用
は、その架橋性を利用した耐久性向上に意義があ
る。また、５−クロロ−２−（２，４−ジクロロ
フエノキシ）フエノールを繊維製品の仕上加工の
段階に用い、繊維原糸の内部まで浸透させ、恒久
的殺菌、防カビ、防臭機能を与えることができ
る。また金属イオンの殺菌性を利用するものとし
て、アクリロニトリル系繊維に銅キレートを形成
させ、銅イオンの効果により、防菌、防カビ効果
を付与する方法が知られている。
発明の目的
本発明の目的は、合成繊維材料もしくはその混
紡、混織品に耐久性のある抗菌性を付与し、しか
も同時に耐久性のある制電、吸水、防汚性を付与
するという複合化した機能改質繊維製品を与える
ことのできる加工方法を提供することである。
発明の構成
本発明は、アニオン基を含む高分子重合体を繊
維材料上に固着し、ついでこの繊維材料を下記
〔Ｘ〕もしくは〔Ｙ〕の構造式を有する化合物、
（式中ｎは正の整数を表わす）
の水溶液で処理することを特徴とする繊維材料の
抗菌加工方法を提供する。
発明の構成の具体的説明
アニオン基を含む高分子重合体を繊維材料に固
着するための方法としては、つぎの方法がある。
即ち、
Ａ：ポリオキシアルキル基を含有するポリエステ
ル重合体とポリオキシアルキル基とアニオン基
を含有するポリエステル重合体とにより同浴で
処理する方法、
Ｂ：アニオン基を含有する水溶性反応型ウレタン
樹脂によりパツドキユアー方法を用いて処理す
る方法、
Ｃ：上記Ａの方法により加工処理後、ついで上記
Ｂの方法により加工処理する方法、
である。これら、Ａ〜Ｃの方法でアニオン基を含
む高分子重合体を繊維上に固着した後、構造式
〔Ｘ〕もしくは〔Ｙ〕で示される化合物の水溶液
で処理する。
Ａの加工方法は通常の染色条件下に行うことが
でき、重合体の使用量はそれぞれ0.5owf〜５％
owfである。
Ｂの加工方法は繊維材料をアニオン基を含有す
る水溶性反応型ウレタン樹脂の３〜15％水溶液に
浸し、マングルで絞つた後、120〜180℃で50秒〜
200秒間の処理を行なうものである。
化合物〔Ｘ〕もしくは〔Ｙ〕の加工方法は、上
記Ａ、Ｂ又はＣ処理後、繊維材料を〔Ｘ〕もしく
は〔Ｙ〕の0.5〜20％水溶液に浸漬し、室温乃至
100℃の温度で５分〜１時間処理を行なう。
前述したポリオキシアルキル基とアニオン基を
含むポリエステル重合体は、吸水、防汚性能を付
与する目的のみならず、塩基性化合物〔Ｘ〕もし
くは〔Ｙ〕とのイオン結合を形成させ、耐久性あ
る抗菌性能を発揮させる為のものである。一方、
アニオン基を含まないポリエステル重合体を併用
することについては、吸水、防汚性向上の意味を
持つだけで、なんら抗菌性向上の意味は無い。使
用する２種類のポリエステル重合体の割合やその
使用量に制限は無いが、ただアニオン基を含むポ
リエステル重合体の使用量は〔Ｘ〕もしくは
〔Ｙ〕の結合量に影響する為、この重合体をあま
りに少量で用いるのは好ましくない。
アニオン基を含有する水溶性反応型ウレタン樹
脂は、帯電防止性能を付与する目的のみならず、
塩基性化合物〔Ｘ〕もしくは〔Ｙ〕とのイオン結
合を形成させ、耐久性ある抗菌性能を発揮させる
為のものである。使用するウレタン分子の量に制
限は無いが、その使用量は〔Ｘ〕もしくは〔Ｙ〕
の結合量に影響する為、これをあまりに少量で用
いることは好ましくない。
Ａの処理後さらにＢの処理をした繊維材料は、
使用した重合体及び樹脂の性能をそれぞれ合わせ
もち、秀れた制電、吸水、防汚性を示す。ついで
〔Ｘ〕もしくは〔Ｙ〕との化学結合がなされるこ
とにより上述した制電、吸水、防汚性に加えて耐
久性のある抗菌性を示すようになる。
本発明の対象とする繊維材料は、ポリエステ
ル、ナイロン、アクリル等の合成繊維およびその
混紡もしくは交織品が主体であるが、本発明の方
法を木綿、羊毛、麻等の天然繊維に適用すること
も可能である。また、これらの繊維材料の形態は
織物、編物、その他いかなる形態であつても良
い。
以下、実施例により、本発明を具体的に説明す
る。尚、例中の処理品の性能評価は以下の方法を
用いた。
(1) 抗菌性
黄色ブドウ菌１×108個／mlの濃度のもの
をトリプトソーヤ寒天100mlに0.1mlの比で混
合したものを用意する。
シヤーレに上記の菌10ml（10mlの菌数１×
106個）を入れて薄層培地を作り、その上に
試験繊維材料（３cm×３cm）を置き、冷蔵庫
に２時間保存したのち、37℃で24時間培養
し、抗菌性の有無を調べる。
抗菌性を次のように位置づけ評価する。
５級：布下に透明な阻止帯が形成され、菌の
生育が見られない。
４級：布下に阻止帯があるが、少し透明性に
欠けわずかの菌が生育している。
３級：布下に阻止帯があるが、半不透明で菌
が弱干生育している。
２級：布下に半透明な阻止帯があるが、かな
りにごつており、菌の生育を示す。
１級：布下に阻止帯が無く、菌は生育してい
る。
(2) 摩擦帯電圧
京大化研式ロータリースタテイツクテスター
を用い、20℃、40％R.H.にて綿布と摩擦し、
帯電圧を測定した（JIS 1094−1980 Ｂ法）。
(3) 吸水性
試料を水平に張り、５cmの高さからビユレツ
トより１滴の蒸留水を滴下し、水分が完全に吸
収され、独特の反射光を示さなくなるまでの時
間を測定した。
(4) 防汚性
約15cm×15cmの試料の中心部にＢ重油を１滴
落し、完全に吸収させた後、２時間放置する。
ついでJIS−L0217−103による家庭洗濯を３回
くり返し、自然乾燥し、汚染用グレースケール
にて未加工布と比較判定した。
(5) 洗濯耐久性
JIS−L0217−103法により20回洗濯し、耐久
性を評価した。
実施例 １
ポリエステルポンヂー織物4gを用意し、ポリ
オキシアルキル基を含有するポリエステル重合体
１％owfとポリオキシアルキル基とアニオン基を
含有するポリエステル重合体1.5％owfとをそれぞ
れ精秤し、混合液を130℃×30分処理した。つい
で、化合物〔Ｘ〕の１％ows水溶液に浸漬し、
150℃で30秒間処理した。このものの性能を未処
理布と比較し、評価した。結果を第１表に示す。
TECHNICAL FIELD The present invention relates to a processing method for imparting an antibacterial effect to a textile material, and more particularly to a processing method capable of imparting water absorption, antistatic, antifouling properties and durable antibacterial performance to a textile material. BACKGROUND OF THE INVENTION Recently, synthetic fibers and blended synthetic fibers have come to be widely used in shirts, underwear, blouses, and foundations, and the need for antibacterial and antifungal treatments for clothing has increased. Natural fibers and blended products are
It has a high water retention capacity, takes a long time to dry when sweating, and may produce odor as a result of microbial action. On the other hand, synthetic fibers do not absorb water or sweat, but have good drying properties. It also has excellent mechanical properties and is resistant to washing. Therefore, a fiber that combines the advantages of both natural fibers and synthetic fibers is ideal. Various bacteria and molds exist around us. In hot and humid environments, their reproduction becomes particularly active, causing them to be attacked by athlete's foot, putrefaction and fermentation, and produce unpleasant odors. The sweaty smell is also caused by the action of bacteria. Sweat itself has no odor, but bacteria breeds in the sweat on the surface of the skin and in sweat absorbed by underwear, socks, etc., causing odor. The harmful effects of microorganisms include not only bad odors, but also adverse effects on the human body and clothing, such as brittleness and discoloration, infectious diseases, dermatitis, and athlete's foot. The requirements for antibacterial processing to prevent the harmful effects of these microorganisms are: (1) It should have a large antibacterial effect, (2) It should be durable, (3) It should not affect the physiological functions of the human body, and (4) (5) The processing method is simple and the processing fee is low. The spread of such antibacterial processed products is still insufficient, and products with such a single function have little commercial value, and it is thought that products with multiple functions will satisfy consumer demands. In addition, antibacterial processing is rarely applied to synthetic fibers such as polyester, nylon, and acrylic, and in addition to the lack of durability of the processing effect, these hydrophobic fibers have low water absorption and are difficult to remove dirt from. , they have drawbacks such as the tendency to generate static electricity, and the fact that these cannot be easily modified in function is also a cause of hindering commercialization. Processing methods that impart antibacterial properties to textile materials are often applied to natural fibers such as cotton. For example, Japanese Patent Application Laid-Open No. 57-51874 discloses a method for producing a carpet in which a quaternary ammonium salt such as organosilicon is adsorbed as described below. In particular, the following silane coupling agents, is crosslinked by demethylalcohol reaction in the presence of water to form a durable polymeric material. It has been known for a long time that cationic compounds suppress the growth of bacteria and mold, but if they are simply attached to fibers, they will fall off when washed and their effectiveness will be lost. The application of silicon compounds is significant in improving durability by utilizing their crosslinking properties. In addition, 5-chloro-2-(2,4-dichlorophenoxy)phenol is used in the finishing stage of textile products, allowing it to penetrate deep into the fiber filament, providing permanent sterilization, anti-mold, and deodorizing functions. be able to. Furthermore, as a method that utilizes the bactericidal properties of metal ions, a method is known in which a copper chelate is formed in acrylonitrile-based fibers to impart antibacterial and antifungal effects due to the effects of the copper ions. Purpose of the Invention The purpose of the present invention is to provide a synthetic fiber material or a blended or woven product thereof with durable antibacterial properties, and at the same time with durable antistatic, water absorbing, and antifouling properties. The object of the present invention is to provide a processing method capable of providing functionally modified fiber products. Structure of the Invention The present invention involves fixing a high molecular weight polymer containing an anionic group onto a fiber material, and then converting the fiber material into a compound having the following structural formula [X] or [Y], (In the formula, n represents a positive integer.) Provided is a method for antibacterial processing of textile materials, which is characterized by treating with an aqueous solution of: Detailed Description of the Structure of the Invention As a method for fixing a high molecular weight polymer containing an anionic group to a fiber material, there are the following methods.
That is, A: A method in which a polyester polymer containing a polyoxyalkyl group and a polyester polymer containing a polyoxyalkyl group and an anionic group are treated in the same bath, B: A water-soluble reactive urethane resin containing anionic groups. C: Processing using method A above, and then processing using method B above. After fixing the anionic group-containing polymer onto the fibers by these methods A to C, the fibers are treated with an aqueous solution of a compound represented by the structural formula [X] or [Y]. Processing method A can be carried out under normal dyeing conditions, and the amount of polymer used is 0.5owf to 5%, respectively.
It is owf. Processing method B is to soak the fiber material in a 3-15% aqueous solution of a water-soluble reactive urethane resin containing anionic groups, squeeze it with a mangle, and then heat it at 120-180°C for 50 seconds.
The processing is for 200 seconds. The processing method for compound [X] or [Y] is to immerse the fiber material in a 0.5 to 20% aqueous solution of [X] or [Y] after the above treatment A, B or C, and then heat it at room temperature or
The treatment is carried out at a temperature of 100°C for 5 minutes to 1 hour. The polyester polymer containing the above-mentioned polyoxyalkyl group and anionic group not only has the purpose of imparting water absorption and antifouling properties, but also forms an ionic bond with the basic compound [X] or [Y] and has durability. This is to demonstrate antibacterial performance. on the other hand,
The concomitant use of a polyester polymer that does not contain anionic groups is only meant to improve water absorption and antifouling properties, but does not mean any improvement in antibacterial properties. There are no restrictions on the ratio of the two types of polyester polymers used or the amount used, but since the amount of polyester polymer containing anionic groups used affects the bond amount of [X] or [Y], this polymer It is undesirable to use too small a quantity. Water-soluble reactive urethane resins containing anionic groups are used not only to provide antistatic properties, but also to
This is to form an ionic bond with the basic compound [X] or [Y] and exhibit durable antibacterial performance. There is no limit to the amount of urethane molecules used, but the amount used is [X] or [Y]
It is not preferable to use it in too small a quantity because it will affect the amount of binding. The fibrous material that has been subjected to the treatment of A and then the treatment of B is
The polymer and resin used have excellent anti-static, water-absorbing, and stain-repellent properties. Then, by forming a chemical bond with [X] or [Y], it exhibits durable antibacterial properties in addition to the above-mentioned antistatic, water absorbing, and antifouling properties. The fiber materials targeted by the present invention are mainly synthetic fibers such as polyester, nylon, and acrylic, and their blended or interwoven products, but the method of the present invention can also be applied to natural fibers such as cotton, wool, and hemp. It is possible. Moreover, the form of these fiber materials may be woven fabric, knitted fabric, or any other form. Hereinafter, the present invention will be specifically explained with reference to Examples. The following method was used to evaluate the performance of the treated products in the examples. (1) Antibacterial properties Prepare a mixture of Staphylococcus aureus at a concentration of 1 x 10 8 cells/ml in 100 ml of Trypto Soya agar at a ratio of 0.1 ml. 10ml of the above bacteria in a shear dish (10ml bacteria count 1x
10 6 pieces) to make a thin layer culture medium, place the test fiber material (3cm x 3cm) on top of it, store it in the refrigerator for 2 hours, and then culture it at 37℃ for 24 hours to check for antibacterial properties. Antibacterial properties are positioned and evaluated as follows. Grade 5: A transparent inhibition zone is formed under the cloth, and no bacterial growth is observed. Grade 4: There is an inhibition zone under the cloth, but it lacks transparency and a few bacteria grow. Grade 3: There is an inhibition zone under the cloth, but it is semi-opaque and bacteria are slightly growing. Grade 2: There is a translucent inhibition zone under the cloth, but it is quite rough, indicating bacterial growth. Grade 1: There is no inhibition zone under the cloth, and bacteria are growing. (2) Frictional charging voltage Using a Kyoto University Chemical Research type rotary static tester, rub against cotton cloth at 20℃ and 40%RH.
The charged voltage was measured (JIS 1094-1980 B method). (3) Water absorption A sample was stretched horizontally, one drop of distilled water was dropped from a height of 5 cm from a bottle, and the time until the water was completely absorbed and the sample no longer exhibited a unique reflected light was measured. (4) Antifouling properties Drop one drop of heavy oil B onto the center of a sample measuring approximately 15cm x 15cm, allow it to be completely absorbed, and then leave it for 2 hours.
Then, the cloth was washed at home according to JIS-L0217-103 three times, air-dried, and compared with unprocessed cloth using a gray scale for contamination. (5) Washing durability The product was washed 20 times according to the JIS-L0217-103 method, and its durability was evaluated. Example 1 4 g of polyester Pondy fabric was prepared, and 1% owf of a polyester polymer containing polyoxyalkyl groups and 1.5% owf of a polyester polymer containing polyoxyalkyl groups and anionic groups were each accurately weighed and mixed. The liquid was treated at 130°C for 30 minutes. Then, it was immersed in a 1% ows aqueous solution of compound [X],
It was treated at 150°C for 30 seconds. The performance of this product was compared and evaluated with untreated fabric. The results are shown in Table 1.
【表】
実施例 ２
ポリエステルニツト編物を用意し、アニオン基
を含有する反応型水溶性ウレタン樹脂５％owsイ
ソシアヌール系酸化防止剤0.25％ows、重曹0.008
％owsおよび有機スズ触媒0.3％owsを添加し、よ
く混合した水溶液に浸し、マングルで絞り、150
℃で100秒間処理した。ついで、化合物〔Ｙ〕
（Proxel IB、ICI社）の0.8％ows水溶液に浸漬
し、150℃で45秒間処理した。このものの性能を
未処理布と比較し、評価した。結果を第２表に示
す。[Table] Example 2 A polyester knitted fabric was prepared, and a reactive water-soluble urethane resin containing anionic groups was added at 5% ows, an isocyanuric antioxidant at 0.25% ows, and baking soda at 0.008 ows.
%ows and organotin catalyst 0.3%ows, soaked in well mixed aqueous solution, squeezed with mangle, 150%
℃ for 100 seconds. Then, compound [Y]
(Proxel IB, ICI) was immersed in a 0.8% ows aqueous solution and treated at 150°C for 45 seconds. The performance of this product was compared and evaluated with untreated fabric. The results are shown in Table 2.
【表】
実施例 ３
ポリエステル100％からなる織物を用意し、精
秤する。つぎに、ポリオキシアルキル基を含有す
るポリエステル重合体１％owfとポリオキシアル
キル基とアニオン基を含有するポリエステル重合
体１％owfとをそれぞれ精秤し、CI.Disperse
Blue 79 0.5％owf、酢酸0.3c.c.／、KS−10 0.2
c.c.／を添加した染料液に加える。混合液を130
℃で30分間処理する。ついで、処理した繊維材料
をアニオン基を含有する反応型水溶性ウレタン樹
脂５％ows、イソシアヌール系酸化防止剤0.25％
ows、重曹0.008％owsおよび有機スズ触媒0.3％
owsを添加し、よく撹拌した水溶液に浸し、マン
グルで絞り、150℃で100秒間処理する。つぎに、
処理した繊維材料を化合物〔Ｘ〕の１％ows水溶
液に浸漬し、150℃で30秒間処理した。このもの
の性能を未処理布と比較し評価した。結果を第３
表に示す。[Table] Example 3 A woven fabric made of 100% polyester was prepared and accurately weighed. Next, 1% owf of a polyester polymer containing a polyoxyalkyl group and 1% owf of a polyester polymer containing a polyoxyalkyl group and anionic group were each accurately weighed, and CI.Disperse
Blue 79 0.5%owf, acetic acid 0.3cc/, KS-10 0.2
Add cc/ to the dye solution. Mixed liquid to 130
Process for 30 min at °C. Next, the treated fiber material was treated with 5% ows of a reactive water-soluble urethane resin containing anionic groups and 0.25% isocyanuric antioxidant.
ows, baking soda 0.008% ows and organotin catalyst 0.3%
ows, soaked in a well-stirred aqueous solution, squeezed with a mangle, and treated at 150°C for 100 seconds. next,
The treated fiber material was immersed in a 1% ows aqueous solution of compound [X] and treated at 150°C for 30 seconds. The performance of this product was evaluated in comparison with untreated fabric. 3rd result
Shown in the table.
【表】
実施例 ４
ポリエステル／綿（65／35）からなる織物6g
を用意し、ポリオキシアルキル基を含有するポリ
エステル重合体0.8％owfとポリオキシアルキル基
とアニオン基を含有するポリエステル重合体1.2
％owfとをそれぞれ精秤し、混合液を130℃で30
分間処理した。ついで化合物〔Ｘ〕の２％owf量
を同浴に加え、室温下20分間浸漬処理した。つぎ
に、液を捨て、水洗を５分間行なつた。自然乾燥
後、このものの性能を未処理布と比較し評価し
た。結果を第４表に示す。[Table] Example 4 6g of fabric made of polyester/cotton (65/35)
Prepare 0.8% owf of a polyester polymer containing polyoxyalkyl groups and 1.2% owf of a polyester polymer containing polyoxyalkyl groups and anionic groups.
Weigh each %owf accurately and heat the mixture at 130℃ for 30 minutes.
Processed for minutes. Then, 2% owf of compound [X] was added to the same bath, and immersion treatment was carried out at room temperature for 20 minutes. Next, the liquid was discarded, and water washing was performed for 5 minutes. After air drying, the performance of this material was evaluated in comparison with untreated fabric. The results are shown in Table 4.
Claims (1)
に固着し、ついでこの繊維材料を下記〔Ｘ〕もし
くは〔Ｙ〕の構造式を有する化合物、 （式中、ｎは正の整数を表わす） の水溶液で処理することを特徴とする繊維材料の
抗菌加工方法。 ２ アニオン基を含む高分子重合体を繊維材料上
に固着するに際して、ポリオキシアルキル基を含
有するポリエステル重合体とポリオキシアルキル
基とアニオン基を含有するポリエステル重合体と
により同浴で処理することを特徴とする特許請求
の範囲第１項記載の繊維材料の抗菌加工方法。 ３ アニオン基を含む高分子重合体を繊維材料上
に固着するに際して、アニオン基を含有する水溶
性反応型ウレタン樹脂によりパツドキユアー法を
用いて処理することを特徴とする特許請求の範囲
第１項記載の繊維材料の抗菌加工方法。 ４ アニオン基を含む高分子重合体を繊維材料上
に固着するに際して、ポリオキシアルキル基を含
有するポリエステル重合体とポリオキシアルキル
基とアニオン基を含有するポリエステル重合体と
により同浴で処理し、ついでアニオン基を含有す
る水溶性反応型ウレタン樹脂によりパツドキユア
ー法を用いて処理することを特徴とする特許請求
の範囲第１項記載の繊維材料の抗菌加工方法。[Scope of Claims] 1. A high molecular weight polymer containing an anionic group is fixed onto a fiber material, and then this fiber material is treated with a compound having the following structural formula [X] or [Y], (In the formula, n represents a positive integer.) A method for antibacterial processing of textile materials, characterized by treating with an aqueous solution of: 2. When fixing a high molecular weight polymer containing an anionic group onto a fiber material, treating it with a polyester polymer containing a polyoxyalkyl group and a polyester polymer containing a polyoxyalkyl group and an anionic group in the same bath. A method for antibacterial processing of textile materials according to claim 1, characterized in that: 3. Claim 1, characterized in that when fixing the high molecular weight polymer containing anionic groups onto the fiber material, the process is carried out using a pad cure method with a water-soluble reactive urethane resin containing anionic groups. Antibacterial processing method for textile materials. 4. When fixing the high molecular weight polymer containing anionic groups onto the fiber material, treating with a polyester polymer containing polyoxyalkyl groups and a polyester polymer containing polyoxyalkyl groups and anionic groups in the same bath, 2. The antibacterial processing method for fiber materials according to claim 1, wherein the fiber materials are then treated with a water-soluble reactive urethane resin containing anionic groups using a pad cure method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4562084A JPS60194179A (en) | 1984-03-12 | 1984-03-12 | Anti-bacterial processing of fiber material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4562084A JPS60194179A (en) | 1984-03-12 | 1984-03-12 | Anti-bacterial processing of fiber material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60194179A JPS60194179A (en) | 1985-10-02 |
| JPS6260509B2 true JPS6260509B2 (en) | 1987-12-16 |
Family
ID=12724417
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4562084A Granted JPS60194179A (en) | 1984-03-12 | 1984-03-12 | Anti-bacterial processing of fiber material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60194179A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61245378A (en) * | 1985-04-23 | 1986-10-31 | 東レ株式会社 | Antibacterial polyester fiber |
-
1984
- 1984-03-12 JP JP4562084A patent/JPS60194179A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60194179A (en) | 1985-10-02 |
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