JP2750785B2 - Manufacturing method of antibacterial cellulose fiber - Google Patents
Manufacturing method of antibacterial cellulose fiberInfo
- Publication number
- JP2750785B2 JP2750785B2 JP3126994A JP12699491A JP2750785B2 JP 2750785 B2 JP2750785 B2 JP 2750785B2 JP 3126994 A JP3126994 A JP 3126994A JP 12699491 A JP12699491 A JP 12699491A JP 2750785 B2 JP2750785 B2 JP 2750785B2
- Authority
- JP
- Japan
- Prior art keywords
- sodium
- group
- alkyl group
- antibacterial
- general formula
- 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 - Lifetime
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims description 22
- 229920003043 Cellulose fiber Polymers 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 229920000297 Rayon Polymers 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 239000011734 sodium Substances 0.000 claims description 17
- 229910052708 sodium Inorganic materials 0.000 claims description 17
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 238000009987 spinning Methods 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 5
- 125000003107 substituted aryl group Chemical group 0.000 claims description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 150000007522 mineralic acids Chemical group 0.000 claims description 3
- 150000007524 organic acids Chemical group 0.000 claims description 3
- 150000008051 alkyl sulfates Chemical class 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 239000002964 rayon Substances 0.000 description 14
- 238000000034 method Methods 0.000 description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
- 239000000835 fiber Substances 0.000 description 8
- -1 sodium alkyl sulfate Chemical class 0.000 description 7
- 229920002678 cellulose Polymers 0.000 description 6
- 239000001913 cellulose Substances 0.000 description 6
- 238000005406 washing Methods 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 4
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 239000003242 anti bacterial agent Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 3
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 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 3
- 201000004647 tinea pedis Diseases 0.000 description 3
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 3
- 229960001763 zinc sulfate Drugs 0.000 description 3
- 229910000368 zinc sulfate Inorganic materials 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000009991 scouring Methods 0.000 description 2
- KVCGISUBCHHTDD-UHFFFAOYSA-M sodium;4-methylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1 KVCGISUBCHHTDD-UHFFFAOYSA-M 0.000 description 2
- CDOUZKKFHVEKRI-UHFFFAOYSA-N 3-bromo-n-[(prop-2-enoylamino)methyl]propanamide Chemical compound BrCCC(=O)NCNC(=O)C=C CDOUZKKFHVEKRI-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 229920001407 Modal (textile) Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- SPTAJTRODSJRMF-UHFFFAOYSA-N n,n-dimethylheptadecan-1-amine;hydrochloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCC[NH+](C)C SPTAJTRODSJRMF-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000036314 physical performance Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229960000776 sodium tetradecyl sulfate Drugs 0.000 description 1
- 229940048842 sodium xylenesulfonate Drugs 0.000 description 1
- QUCDWLYKDRVKMI-UHFFFAOYSA-M sodium;3,4-dimethylbenzenesulfonate Chemical compound [Na+].CC1=CC=C(S([O-])(=O)=O)C=C1C QUCDWLYKDRVKMI-UHFFFAOYSA-M 0.000 description 1
- DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- AYFACLKQYVTXNS-UHFFFAOYSA-M sodium;tetradecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCS([O-])(=O)=O AYFACLKQYVTXNS-UHFFFAOYSA-M 0.000 description 1
- UPUIQOIQVMNQAP-UHFFFAOYSA-M sodium;tetradecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCOS([O-])(=O)=O UPUIQOIQVMNQAP-UHFFFAOYSA-M 0.000 description 1
- SIXNTGDWLSRMIC-UHFFFAOYSA-N sodium;toluene Chemical compound [Na].CC1=CC=CC=C1 SIXNTGDWLSRMIC-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- HVLUSYMLLVVXGI-USGGBSEESA-M trimethyl-[(z)-octadec-9-enyl]azanium;chloride Chemical compound [Cl-].CCCCCCCC\C=C/CCCCCCCC[N+](C)(C)C HVLUSYMLLVVXGI-USGGBSEESA-M 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
Landscapes
- Artificial Filaments (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は、優れた抗菌性を有する
セルロース繊維の製法に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing cellulose fibers having excellent antibacterial properties.
【０００２】[0002]
【従来技術及び問題点】従来、抗菌性を有するセルロー
ス繊維の製造法は数多く実施されているが、それらの多
くは、抗菌剤の水溶液又は非水溶液に繊維を浸漬し、脱
液、乾燥、キュアリング処理する、いわゆる後加工方法
である。しかし、このような方法で処理したセルロース
繊維及び繊維製品は物理的性能、風合に差が生じたり、
洗濯による抗菌性の低下などがあり、また、処理工程が
複雑であるためコストの面でも多くの問題を有してい
る。一方、前記の後加工方法と異なった方法としては、
原液ドープ中に銅や硫黄を練り込む方法が提案されてい
るが、この方法は、繊維の着色や性能の低下に問題を生
する場合がある。2. Description of the Related Art Hitherto, many processes for producing antibacterial cellulose fibers have been carried out, but most of them are immersed in an aqueous solution or non-aqueous solution of an antibacterial agent, and then drained, dried and cured. This is a so-called post-processing method in which ring processing is performed. However, cellulosic fibers and fiber products treated by such a method may have a difference in physical performance and hand,
There is a decrease in antibacterial properties due to washing and the like, and there are many problems in terms of cost due to the complicated processing steps. On the other hand, as a method different from the post-processing method,
A method of kneading copper or sulfur into a stock solution dope has been proposed, but this method may cause problems in fiber coloring and deterioration in performance.
【０００３】[0003]
【発明の目的】本発明は、従来技術の問題点を解消し、
優れた抗菌性を有するセルロース繊維を製造する方法を
提供しようとするものである。SUMMARY OF THE INVENTION The present invention solves the problems of the prior art,
An object of the present invention is to provide a method for producing a cellulose fiber having excellent antibacterial properties.
【０００４】[0004]
【発明の構成】本発明は下記のとおりである。The present invention is as follows.
【請求項１】 下記一般式1. The following general formula
【化１】 （式中Ｒ１及びＲ２は、同一又は異なりてＣ８〜３０の
アルキル基若しくは同アルケニル基、又は、置換してい
てもよいアリール基若しくは同アルアルキル基を表わ
し、又は、Ｒ１及びＲ２のいずれか１つはＣ１〜４のア
ルキル基を表わす。Ｒ３及びＲ４は、同一又は異なりて
Ｃ１〜４のアルキル基を表わし、Ｘは、ハロゲン原子又
は無機酸若しくは有機酸の陰イオンを表わす。）で示さ
れる第４級アンモニウム塩と、 下記一般式Embedded image (Wherein R 1 and R 2 represent identical or different C 8 ~ 30 alkyl group or the alkenyl group, or an optionally substituted aryl group or the aralkyl group, or, R 1 and R one of 2 represents an alkyl group of C 1 ~ 4 .R 3 and R 4 are the same or different represent an alkyl group of C 1 ~ 4, X is a halogen atom or an inorganic or organic acid A quaternary ammonium salt represented by the following general formula:
【化２】 （式中Ｒは置換していてもよいＣ８〜３０のアルキル
基、アルケニル基を表わす。）のアルキル硫酸ソーダ 下記一般式Embedded image (The alkyl group of the formula in which R is substituted optionally optionally C 8 ~ 30 also represents an alkenyl group.) Alkylsulfate sodium following formula
【化３】 （式中Ｒは置換していてもよいＣ８〜３０のアルキル
基、アルケニル基を表わす。）のアルキルスルホン酸ソ
ーダ 下記一般式Embedded image (The alkyl group of the formula in which R is substituted optionally optionally C 8 ~ 30 also represents an alkenyl group.) Alkyl sodium sulfonate represented by the following general formula
【化４】 （式中Ａｒは置換していてもよいアリール基）のアリー
ルスルホン酸ソーダの３者から選ばれた１種又は２種以
上とをビスコースに混合し、酸性紡糸浴中で紡糸するこ
とを特徴とする抗菌性セルロース繊維の製法。Embedded image (Wherein Ar is an aryl group which may be substituted), wherein one or two or more selected from sodium aryl sulfonates are mixed with viscose and spun in an acidic spinning bath. A method for producing an antibacterial cellulose fiber.
【０００５】本発明で使用する第４級アンモニアム塩は
下記一般式で示されるものである。The quaternary ammonium salt used in the present invention is represented by the following general formula.
【化１】 式中、Ｒ１及びＲ２は、同一又は異なりてＣ８〜３０の
アルキル基、若しくは同アルケニル基、又は、置換して
いてもよいアリール基（好ましくは同フェニル基）若し
くは置換していてもよいアルアルキル基（好ましくは同
ベンジル基）、又はＲ１及びＲ２のいずれか１つはＣ１
〜４のアルキル基である。Ｒ３及びＲ４は、同一又は異
なりてＣ１〜４のアルキル基である。Ｘは、ハロゲン原
子（好ましくはクロル原子又はブロム原子）であり、ま
た、無機酸若しくは有機酸の陰イオン（好ましくは硫酸
又はカルボン酸の陰イオン）である。Embedded image In the formula, R 1 and R 2 are the same or different C 8 to ~ 30 alkyl group, or the alkenyl group, or a substituted aryl group that may be substituted (preferably the phenyl group) or be substituted A good aralkyl group (preferably the same benzyl group), or one of R 1 and R 2 is C 1
To 4 alkyl groups. R 3 and R 4 is an alkyl group of the same or different and C 1 ~ 4. X is a halogen atom (preferably a chloro atom or a bromo atom), and is an anion of an inorganic acid or an organic acid (preferably an anion of sulfuric acid or a carboxylic acid).
【０００６】本発明で使用するアルキル硫酸ソーダは下
記一般式で示されるものである。The sodium alkyl sulfate used in the present invention is represented by the following general formula.
【化２】 本発明で使用するアルキルスルホン酸ソーダは下記一般
式で示されるものである。Embedded image The sodium alkyl sulfonate used in the present invention is represented by the following general formula.
【化３】 これら二つの一般式におけるＲは置換していてもよいＣ
８〜３０のアルキル基又は同アルケニル基である。本発
明で使用するアリールスルホン酸ソーダは下記一般式で
示されるものである。Embedded image R in these two general formulas may be an optionally substituted C
8 to 30 alkyl groups or alkenyl groups. The sodium arylsulfonic acid used in the present invention is represented by the following general formula.
【化４】 この式中Ａｒは置換していてもよいアリール基である。
アルキル硫酸ソーダの例は、ドデシル硫酸ソーダ、テト
ラデシル硫酸ソーダ、ロート油硫酸エステルソーダであ
る。アルキルスルホン酸ソーダの例は、ドデシルスルホ
ン酸ソーダ、テトラデシルスルホン酸ソーダ、ジオクチ
ルスルホコハク酸ソーダである。また、アリールスルホ
ン酸ソーダの例は、トルエンスルホン酸ソーダ、キシレ
ンスルホン酸ソーダ、ナフタレンスルホン酸ソーダであ
る。Embedded image In this formula, Ar is an optionally substituted aryl group.
Examples of sodium alkyl sulfates are sodium dodecyl sulfate, sodium tetradecyl sulfate, and funnel oil sulfate ester soda. Examples of sodium alkyl sulfonates are sodium dodecyl sulfonate, sodium tetradecyl sulfonate, and sodium dioctyl sulfosuccinate. Examples of sodium arylsulfonate include sodium toluenesulfonate, sodium xylenesulfonate, and sodium naphthalenesulfonate.
【０００７】前記第４級アンモニウム塩はアルキル基等
の鎖長により、抗菌力に差があり抗菌力の強いものが望
ましいが、セルロース繊維に練り込むため、抗菌性セル
ロース繊維の製造上、アルキル基等の鎖種、鎖長を選ぶ
必要もある。この観点から特に好ましい第４級アンモニ
ウム塩は、ステアリルトリメチルアンモニウムクロライ
ド、セチルトリメチルアンモニウムクロライド、ジデシ
ルジメチルアンモニウムクロライド、オレイルトリメチ
ルアンモニウムクロライドなどである。The quaternary ammonium salt preferably has a strong antibacterial activity due to a difference in antibacterial activity depending on the chain length of the alkyl group or the like. However, since the quaternary ammonium salt is kneaded into the cellulose fiber, the production of the antibacterial cellulose fiber requires an alkyl group. It is also necessary to select the type of chain and the chain length. Particularly preferred quaternary ammonium salts from this viewpoint include stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, didecyldimethylammonium chloride, oleyltrimethylammonium chloride and the like.
【０００８】好ましいアルキル硫酸ソーダは、ドデシル
硫酸ソーダ、好ましいアルキルスルホン酸ソーダは、ジ
オクチルスルホコハク酸ソーダであり、また、好ましい
アリールスルホン酸ソーダは、トルエンスルホン酸ソー
ダである。A preferred sodium alkyl sulfate is sodium dodecyl sulfate, a preferred sodium alkyl sulfonate is sodium dioctyl sulfosuccinate, and a preferred sodium sodium sulfonate is sodium toluene sulfonate.
【０００９】第４級アンモニウム塩の添加量は、セルロ
ースに対して０．１〜５重量％好ましくは０．３〜３重
量％である。０．１重量％未満の場合効果が十分でな
く、５％重量超の場合コストがかかるばかりでなく、着
色や糸質に悪影響がでてくる。アルキル硫酸ソーダ、ア
ルキルスルホン酸ソーダ、アリールスルホン酸ソーダの
単用量及び併用量は、第４級アンモニウム塩に対し好ま
しくは０．１〜１．２モルの範囲である。本発明による
第４級アンモニウム塩等の添加、練込は、ビスコースザ
ンテートを溶解する時に添加する方法や、ビスコースに
添加して攪拌分散させる方法や、ビスコースの紡糸直前
に混合機で微分散させる方法等があり、いずれの方法を
採用してもよい。第４級アンモニウム塩等を添加混合微
分散させたビスコースは、通常のビスコースレーヨン製
造法にしたがって、硫酸、硫酸ナトリウム、硫酸亜鉛か
らなる酸性紡糸浴中に吐出紡糸し、延伸、精練、乾燥し
て抗菌性セルロース繊維を製造する。本発明は当然のこ
とながら、普通レーヨンばかりでなく、強力レーヨン、
ポリノジック繊維、レーパー繊維にも適用できる。The quaternary ammonium salt is added in an amount of 0.1 to 5% by weight, preferably 0.3 to 3% by weight, based on cellulose. If it is less than 0.1% by weight, the effect is not sufficient, and if it exceeds 5% by weight, not only costs are increased, but also coloring and yarn quality are adversely affected. The single dose and the combined use of sodium alkyl sulfate, sodium alkyl sulfonate and sodium aryl sulfonate are preferably in the range of 0.1 to 1.2 mol based on the quaternary ammonium salt. The addition and kneading of the quaternary ammonium salt or the like according to the present invention can be carried out by adding viscose xanthate when dissolving it, by adding viscose and stirring and dispersing it, or by using a mixer just before spinning viscose. There is a method of finely dispersing, and any method may be adopted. The viscose to which the quaternary ammonium salt or the like has been added and mixed and finely dispersed is discharged and spun into an acidic spinning bath composed of sulfuric acid, sodium sulfate, and zinc sulfate according to a normal viscose rayon production method, and is stretched, scoured, and dried. To produce antimicrobial cellulose fibers. Naturally, the present invention is not only ordinary rayon, but also powerful rayon,
It can also be applied to polynosic fibers and raper fibers.
【００１０】[0010]
【実施例】以下、本発明につき実施例で説明するが、本
発明はこれら実施例のみに限定されるものではなく、本
発明の主旨を逸脱しない範囲において実施態様を適宜変
更することができる。EXAMPLES Hereinafter, the present invention will be described with reference to examples, but the present invention is not limited to these examples, and embodiments can be appropriately modified without departing from the gist of the present invention.
【００１１】[0011]
【実施例１】下記式のヘキサデシルトリメチルアンモニ
ウムクロライドEXAMPLE 1 Hexadecyltrimethylammonium chloride of the following formula
【化５】 とドデシル硫酸ソーダEmbedded image And sodium dodecyl sulfate
【化６】 のそれぞれの水溶液を等モル混合し、５重量％のミルク
状乳濁液を作った。これをセルロース濃度８．５重量
％、アルカリ濃度７．２重量％のビスコース液にセルロ
ースに対してへキサデシルトリメチルアンモニウムクロ
ライドが０．５重量％になるよう混合添加微分散させ
た。このビスコースを常法に従って４５℃の硫酸９８ｇ
／ｌ、硫酸ナトリウム３００ｇ／ｌ、硫酸亜鉛１２ｇ／
ｌからなる紡糸浴中に紡出し延伸、精練、仕上、乾燥し
て抗菌性普通レーヨンを製造した。得られた抗菌性レー
ヨンは表１の如き性質を有していた。Embedded image Were mixed in equimolar amounts to form a 5% by weight milky emulsion. This was mixed and finely dispersed in a viscose solution having a cellulose concentration of 8.5% by weight and an alkali concentration of 7.2% by weight so that hexadecyltrimethylammonium chloride was 0.5% by weight with respect to cellulose. 98 g of sulfuric acid at 45 ° C according to a conventional method
/ L, sodium sulfate 300g / l, zinc sulfate 12g /
and spinning, drawing, scouring, finishing and drying to produce an antibacterial ordinary rayon. The obtained antibacterial rayon had the properties shown in Table 1.
【表１】 [Table 1]
【００１２】[0012]
【実施例２】強力レーヨン用ビスコースに下記式のトル
エンスルホン酸ソーダExample 2 Toluene sodium sulfonate of the following formula was added to viscose for strong rayon.
【化７】 をセルロースに対し０．２重量％水溶液の形で添加混合
し、次いで下記式のオクタデシルトリメチルアンモニウ
ムクロライドEmbedded image Is added to and mixed with cellulose in the form of a 0.2% by weight aqueous solution, and then octadecyltrimethylammonium chloride of the following formula
【化８】 をセルロースに対し０．３５重量％水溶液の形で混合添
加微分散させた。このビスコースを常法に従って４５℃
の硫酸１００ｇ／ｌ、硫酸ナトリウム２５０ｇ／ｌ、硫
酸亜鉛５０ｇ／ｌからなる紡糸浴中に紡出し延伸、精
練、乾燥して抗菌性強力レーヨンを得た。得られた抗菌
性強力レーヨンの物理的性質は、抗菌剤等の混入による
差はほとんどなく、得られた繊維の抗菌性、耐洗濯性、
耐水虫菌性は十分であった。Embedded image Was mixed and finely dispersed in cellulose in the form of a 0.35% by weight aqueous solution. This viscose is kept at 45 ° C according to a standard method.
Was spun into a spinning bath composed of 100 g / l of sulfuric acid, 250 g / l of sodium sulfate, and 50 g / l of zinc sulfate, stretched, scoured, and dried to obtain a strong antibacterial rayon. Physical properties of the obtained antibacterial strong rayon, there is almost no difference due to the mixing of antibacterial agents, etc., the antibacterial properties of the resulting fiber, washing resistance,
Athlete's foot resistance was sufficient.
【００１３】[0013]
【実施例３】下記式のジデシルジメチルアンモニウムク
ロライドExample 3 Didecyldimethylammonium chloride of the following formula
【化９】 とジオクチルスルホコハク酸ソーダEmbedded image And dioctyl sodium sulfosuccinate
【化１０】 をそれぞれの水溶を等モル混合し、５重量％のミルク状
乳濁液を作った。これを普通レーヨンのビスコースにジ
デシルジメチルアンモニウムクロライドとしてセルロー
スに対して０．７重量％添加し混合微分散させた。この
ビスコースを常法に従って紡糸、精煉、乾燥させて抗菌
性レーヨンを得た。この抗菌性レーヨンの物理的性質は
普通レーヨンと差がなかった。抗菌性、耐洗濯性、抗水
虫性は十分であった。この抗菌性レーヨン２に対し普通
レーヨン３の割合で混綿した。このものについて抗菌
性、耐洗濯性、抗水虫性は良好であった。Embedded image Were mixed in equimolar amounts with each other to prepare a 5% by weight milky emulsion. This was added to viscose of ordinary rayon as didecyldimethylammonium chloride in an amount of 0.7% by weight based on cellulose and mixed and finely dispersed. This viscose was spun, refined, and dried according to a conventional method to obtain an antibacterial rayon. The physical properties of this antibacterial rayon were not different from those of ordinary rayon. The antibacterial properties, washing resistance, and athlete's foot resistance were sufficient. This antibacterial rayon 2 was mixed with ordinary rayon 3 in a ratio of cotton. The antibacterial property, washing resistance and athlete's foot resistance of this product were good.
【００１４】[0014]
【発明の効果】本発明法で得られたセルロース繊維は、
実施例において示すように、従来法に比し、抗菌性が優
れている。驚くべきことに、本発明法によると、製造工
程中で繊維が大量の水にさらされるにかかわらず、抗菌
剤が強固に保持されている。本発明法によって得られた
抗菌性セルロース繊維は、抗菌剤の添加量は少なくてす
むため繊維性能、風合等も未添加の普通レーヨン素材と
何ら変わることがなく、良好な紡績性を有している。加
えて、耐洗濯性も十分であり、綿や糸の精練、染色の工
程にも十分耐えるものである。The cellulose fibers obtained by the method of the present invention are:
As shown in Examples, the antibacterial property is superior to the conventional method. Surprisingly, according to the method of the present invention, the antimicrobial agent is firmly retained despite the fact that the fiber is exposed to large amounts of water during the manufacturing process. The antibacterial cellulose fiber obtained by the method of the present invention has a good spinning property without any difference in the fiber performance, feeling, etc. from the non-added ordinary rayon material because the addition amount of the antibacterial agent is small. ing. In addition, it has sufficient washing resistance and can withstand the scouring and dyeing steps of cotton and yarn.
Claims (1)
アルキル基若しくは同アルケニル基、又は、置換してい
てもよいアリール基若しくは同アルアルキル基を表わ
し、又は、Ｒ１及びＲ２のいずれか１つはＣ１〜４のア
ルキル基を表わす。Ｒ３及びＲ４は、同一又は異なりて
Ｃ１〜４のアルキル基を表わし、Ｘは、ハロゲン原子又
は無機酸若しくは有機酸の陰イオンを表わす。）で示さ
れる第４級アンモニウム塩と、 下記一般式 【化２】 （式中Ｒは置換していてもよいＣ８〜３０のアルキル
基、アルケニル基を表わす。）のアルキル硫酸ソーダ 下記一般式 【化３】 （式中Ｒは置換していてもよいＣ８〜３０のアルキル
基、アルケニル基を表わす。）のアルキルスルホン酸ソ
ーダ 下記一般式 【化４】 （式中Ａｒは置換していてもよいアリール基）のアリー
ルスルホン酸ソーダの３者から選ばれた１種又は２種以
上とをビスコースに混合し、酸性紡糸浴中で紡糸するこ
とを特徴とする抗菌性セルロース繊維の製法。[Claim 1] The following general formula: (Wherein R 1 and R 2 represent identical or different C 8 ~ 30 alkyl group or the alkenyl group, or an optionally substituted aryl group or the aralkyl group, or, R 1 and R one of 2 represents an alkyl group of C 1 ~ 4 .R 3 and R 4 are the same or different represent an alkyl group of C 1 ~ 4, X is a halogen atom or an inorganic or organic acid A quaternary ammonium salt represented by the following general formula: (Alkyl group wherein R ~ optionally C 8 be substituted 30 represents an alkenyl group.) Alkylsulfate sodium following general formula ## STR3 ## in (The alkyl group of the formula in which R is substitutable C 8 even if to 30, an alkenyl group.) Alkyl sodium sulfonate represented by the following general formula: 4] of (Wherein Ar is an aryl group which may be substituted), wherein one or two or more selected from sodium aryl sulfonates are mixed with viscose and spun in an acidic spinning bath. A method for producing an antibacterial cellulose fiber.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3126994A JP2750785B2 (en) | 1991-03-12 | 1991-03-12 | Manufacturing method of antibacterial cellulose fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3126994A JP2750785B2 (en) | 1991-03-12 | 1991-03-12 | Manufacturing method of antibacterial cellulose fiber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05339811A JPH05339811A (en) | 1993-12-21 |
| JP2750785B2 true JP2750785B2 (en) | 1998-05-13 |
Family
ID=14949034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3126994A Expired - Lifetime JP2750785B2 (en) | 1991-03-12 | 1991-03-12 | Manufacturing method of antibacterial cellulose fiber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2750785B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000026447A1 (en) * | 1998-10-29 | 2000-05-11 | Ciba Specialty Chemicals Holding Inc. | Incorporation of organic anti-microbials into fibres during a fibre spinning process |
| CN100344823C (en) * | 2005-05-18 | 2007-10-24 | 东华大学 | Textile grafted by quaternary ammonium group and grafting method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04257309A (en) * | 1991-02-08 | 1992-09-11 | Toho Rayon Co Ltd | Production of antifungal cellulose fiber |
-
1991
- 1991-03-12 JP JP3126994A patent/JP2750785B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH05339811A (en) | 1993-12-21 |
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