JPH04257309A - Production of antifungal cellulose fiber - Google Patents
Production of antifungal cellulose fiberInfo
- Publication number
- JPH04257309A JPH04257309A JP10398591A JP10398591A JPH04257309A JP H04257309 A JPH04257309 A JP H04257309A JP 10398591 A JP10398591 A JP 10398591A JP 10398591 A JP10398591 A JP 10398591A JP H04257309 A JPH04257309 A JP H04257309A
- Authority
- JP
- Japan
- Prior art keywords
- viscose
- cellulose
- ammonium salt
- spinning
- quaternary ammonium
- 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.)
- Pending
Links
- 229920003043 Cellulose fiber Polymers 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 230000000843 anti-fungal effect Effects 0.000 title 1
- 229940121375 antifungal agent Drugs 0.000 title 1
- 229920000297 Rayon Polymers 0.000 claims abstract description 29
- 238000009987 spinning Methods 0.000 claims abstract description 16
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 150000001450 anions Chemical group 0.000 claims abstract description 5
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 150000007522 mineralic acids Chemical class 0.000 claims abstract description 4
- 150000007524 organic acids Chemical class 0.000 claims abstract description 4
- 230000000844 anti-bacterial effect Effects 0.000 claims description 19
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
- 125000003107 substituted aryl group Chemical group 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 abstract description 10
- 239000001913 cellulose Substances 0.000 abstract description 10
- 239000000835 fiber Substances 0.000 abstract description 9
- 238000005406 washing Methods 0.000 abstract description 5
- 239000003513 alkali Substances 0.000 abstract description 4
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 abstract description 2
- 150000003863 ammonium salts Chemical class 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 description 14
- 239000002964 rayon Substances 0.000 description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 239000003242 anti bacterial agent Substances 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000009991 scouring Methods 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- 235000011152 sodium sulphate Nutrition 0.000 description 4
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 4
- 229960001763 zinc sulfate Drugs 0.000 description 4
- 229910000368 zinc sulfate Inorganic materials 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000012266 salt solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 description 1
- 229920001407 Modal (textile) Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000007864 aqueous solution 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
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 229910052801 chlorine Inorganic materials 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
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000463 material Substances 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
- 238000012545 processing Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000004753 textile 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)
Abstract
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造法に関する。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、抗菌剤を有するセルロー
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ず
る場合がある。[Prior Art and Problems] Many methods have been used to produce cellulose fibers containing antibacterial agents, but most of them involve immersing the fibers in an aqueous or non-aqueous solution of the antibacterial agent, followed by dewatering, drying, and curing. This is a so-called post-processing method that performs ring processing. However, cellulose fibers and textile products treated with this method may have differences in physical performance, texture, or
The antibacterial properties deteriorate due to washing, and the treatment process is complicated, so there are many problems in terms of cost. On the other hand, as a method different from the above-mentioned post-processing method, a method has been proposed in which copper or sulfur is kneaded into the dope, but this method may cause problems such as coloring of the fibers and deterioration of 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。[Object of the invention] The present invention solves the problems of the prior art and
The present invention aims to provide a method for producing cellulose fibers having excellent antibacterial properties.
【０００４】0004
【発明の構成】本発明は下記のとおりである。[Structure of the Invention] The present invention is as follows.
【請求項１】 下記一般式[Claim 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Ｃ
１〜４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
維の製造法。[Formula 1] (wherein R1 and R2 are the same or different and represent a C8-30 alkyl group or the same alkenyl group, or an optionally substituted aryl group or the same aralkyl group, or R1 and R2 represents a C1-4 alkyl group.R3 and R4 are the same or different and represent a C1-4 alkyl group.
It represents 1 to 4 alkyl groups, and X represents a halogen atom or an anion of an inorganic acid or an organic acid. 1. A method for producing antibacterial cellulose fibers, which comprises mixing a quaternary ammonium salt shown in ) with viscose and spinning the mixture in an acidic spinning bath.
【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。[Formula 1] In the formula, R1 and R2 are the same or different and are a C8-30 alkyl group, the same alkenyl group, an optionally substituted aryl group (preferably the same phenyl group), or a substituted an aralkyl group (preferably a benzyl group), or one of R1 and R2 is C1
~4 alkyl group. R3 and R4 are the same or different and are C1-4 alkyl groups. X is a halogen atom (preferably a chlorine atom or a bromine atom) and an anion of an inorganic or organic acid (preferably an anion of sulfuric acid or a carboxylic acid).
【０００６】これらの第４級アンモニウム塩はアルキル
基等の鎖種、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 antibacterial activity of these quaternary ammonium salts varies depending on the chain type and chain length of the alkyl group, etc., and those with strong antibacterial activity are desirable, but since they are kneaded into cellulose fibers,
In the production of antibacterial cellulose fibers, chain types such as alkyl groups,
You also need to choose the chain length. Particularly preferable from this point of view, the fourth
Class ammonium salts include stearyltrimethylammonium chloride, cetyltrimethylammonium chloride, didecyldimethylammonium chloride, oleyltrimethylammonium chloride, and the like.
【０００７】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。本発明による第４級アンモ
ニウム塩の添加、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 amount of the quaternary ammonium salt added is 0.1 to 5% by weight, preferably 0.3 to 3% by weight, based on the cellulose. If it is less than 0.1% by weight, the effect will not be sufficient, and if it exceeds 5% by weight, not only will it be costly, but it will also have an adverse effect on coloring and yarn quality. The addition and kneading of the quaternary ammonium salt according to the present invention can be carried out by adding it when dissolving viscose xanthate, by adding it to viscose and stirring and dispersing it, or by adding it to viscose and stirring and dispersing it, or by using a mixer just before spinning the viscose. There are various methods of dispersion, and any of these methods may be used. The viscose in which quaternary ammonium salts have been added and mixed and finely dispersed is spun in an acidic spinning bath consisting of sulfuric acid, sodium sulfate, and zinc sulfate, then stretched, scoured, and dried according to the usual viscose rayon manufacturing method. to produce antibacterial cellulose fibers. Naturally, the present invention is applicable not only to ordinary rayon but also to strong rayon, polynosic fiber, and raper fiber.
【０００８】[0008]
【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] The present invention will be explained below with reference to Examples, but the present invention is not limited to these Examples, and the embodiments can be modified as appropriate without departing from the gist of the present invention.
【０００９】[0009]
【実施例１】下式に示す第４級アンモニウム塩をセルロ
ース濃度８．５重量％、アルカリ濃度７．２重量％のビ
スコースに、セルロースに対して１．８重量％になるよ
うに添加した。得られた第４級アンモニウム塩溶液を混
合、分散させて、ビスコースを得た。[Example 1] A quaternary ammonium salt shown in the following formula was added to viscose with a cellulose concentration of 8.5% by weight and an alkali concentration of 7.2% by weight so that the amount was 1.8% by weight based on the cellulose. . The obtained quaternary ammonium salt solutions were mixed and dispersed to obtain viscose.
【化２】
このビスコースを常法にしたがって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。得られた抗菌性普
通レーヨンは、表１に示す性質を有していた。[Chemical formula 2] 98 g of sulfuric acid at 45°C was prepared using a conventional method.
/l, sodium sulfate 300g/l, zinc sulfate 12g/l
Antibacterial ordinary rayon was produced by spinning, stretching, scouring, finishing, and drying in a spinning bath consisting of 1. The obtained antibacterial ordinary rayon had the properties shown in Table 1.
【表１】[Table 1]
【００１０】0010
【実施例２】下式に示す第４級アンモニウム塩をセルロ
ース濃度７重量％、アルカリ６．５重量％からなる強力
レーヨン用ビスコースのセルロースに対し、２．０重量
％になるように添加した。得られた第４級アンモニウム
塩溶液を混合、分散させてビスコースを得た。[Example 2] A quaternary ammonium salt shown by the following formula was added to cellulose of strong rayon viscose consisting of 7% by weight of cellulose and 6.5% by weight of alkali so that the concentration was 2.0% by weight. . The resulting quaternary ammonium salt solutions were mixed and dispersed to obtain viscose.
【化３】
このビスコースを常法にしたがって４５℃の硫酸１００
ｇ／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、仕上、乾燥
して抗菌性強力レーヨンを得た。得られた抗菌強力レー
ヨンの機械的性質は、抗菌剤混入による差は認められな
かった。得られた繊維の抗菌性及び耐洗濯性は十分であ
った。[Chemical 3] This viscose was mixed with 100% sulfuric acid at 45°C according to a conventional method.
g/l, sodium sulfate 250g/l, zinc sulfate 50g
A strong antibacterial rayon was obtained by spinning, stretching, scouring, finishing and drying in a spinning bath consisting of 1/1. No difference was observed in the mechanical properties of the obtained antibacterial strong rayon due to the addition of antibacterial agents. The antibacterial properties and washing resistance of the obtained fibers were sufficient.
【００１１】[0011]
【実施例３】下式に示す第４級アンモニウム塩をセルロ
ース濃度８．５重量％、アルカリ濃度７．２重量％のビ
スコースにセルロースに対して２．２重量％になるよう
に添加した。得られた第４級アンニモウム塩溶液を混合
、分散させてビスコースを得た。Example 3 A quaternary ammonium salt shown by the following formula was added to viscose having a cellulose concentration of 8.5% by weight and an alkali concentration of 7.2% by weight in an amount of 2.2% by weight based on the cellulose. The resulting quaternary annimonium salt solution was mixed and dispersed to obtain viscose.
【化４】
このビスコースを常法にしたがって４５℃の硫酸１０５
ｇ／ｌ、硫酸ナトリウム２９０ｇ／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。得られた抗菌性普
通レーヨンの機械的性質は普通レーヨンと同等であり、
抗菌性、及び耐洗濯性は十分であった。[Chemical 4] This viscose was mixed with sulfuric acid 105 at 45°C in a conventional manner.
g/l, sodium sulfate 290g/l, zinc sulfate 12g
Antibacterial ordinary rayon was produced by spinning, stretching, scouring, finishing and drying in a spinning bath consisting of 1/1. The mechanical properties of the obtained antibacterial ordinary rayon are equivalent to ordinary rayon,
Antibacterial properties and washing resistance were sufficient.
【００１２】0012
【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
剤が強固に付着している。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。[Effect of the invention] The cellulose fiber obtained by the method of the present invention is
As shown in the examples, the antibacterial property is superior to that of the conventional method. Surprisingly, according to the method of the present invention, the antibacterial agent remains firmly attached even though the fibers are exposed to large amounts of water during the manufacturing process. The antibacterial cellulose fiber obtained by the method of the present invention requires only a small amount of antibacterial agent added, so the fiber performance and texture are no different from ordinary rayon material without additives, and it has good spinnability. ing. In addition, it has sufficient washing resistance and can withstand the scouring and dyeing processes of cotton and thread.
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Ｃ
１〜４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
維の製造法。Claim 1: The following general formula [Formula 1] (wherein R1 and R2 are the same or different and are a C8-30 alkyl group or the same alkenyl group, or an optionally substituted aryl group or the same aralkyl group) or any one of R1 and R2 represents a C1-4 alkyl group.R3 and R4 are the same or different and are C1-4 alkyl group.
It represents 1 to 4 alkyl groups, and X represents a halogen atom or an anion of an inorganic acid or an organic acid. 1. A method for producing antibacterial cellulose fibers, which comprises mixing a quaternary ammonium salt shown in ) with viscose and spinning the mixture in an acidic spinning bath.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10398591A JPH04257309A (en) | 1991-02-08 | 1991-02-08 | Production of antifungal cellulose fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10398591A JPH04257309A (en) | 1991-02-08 | 1991-02-08 | Production of antifungal cellulose fiber |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04257309A true JPH04257309A (en) | 1992-09-11 |
Family
ID=14368608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10398591A Pending JPH04257309A (en) | 1991-02-08 | 1991-02-08 | Production of antifungal cellulose fiber |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04257309A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05339811A (en) * | 1991-03-12 | 1993-12-21 | Toho Rayon Co Ltd | Production of antigerminal cellulose fiber |
-
1991
- 1991-02-08 JP JP10398591A patent/JPH04257309A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05339811A (en) * | 1991-03-12 | 1993-12-21 | Toho Rayon Co Ltd | Production of antigerminal cellulose fiber |
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