JPH0197277A - Antibacterial fiber product improved in discoloration - Google Patents
Antibacterial fiber product improved in discolorationInfo
- Publication number
- JPH0197277A JPH0197277A JP25326887A JP25326887A JPH0197277A JP H0197277 A JPH0197277 A JP H0197277A JP 25326887 A JP25326887 A JP 25326887A JP 25326887 A JP25326887 A JP 25326887A JP H0197277 A JPH0197277 A JP H0197277A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- quaternary ammonium
- organosilicone
- discoloration
- fiber product
- 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
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 15
- 238000002845 discoloration Methods 0.000 title claims abstract description 11
- 239000000835 fiber Substances 0.000 title abstract description 12
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 14
- 239000002585 base Substances 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 3
- 239000004753 textile Substances 0.000 claims description 9
- -1 NH_4 Inorganic materials 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 2
- 150000003457 sulfones Chemical class 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 abstract description 11
- 238000004383 yellowing Methods 0.000 abstract description 7
- 238000005406 washing Methods 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 2
- 230000014759 maintenance of location Effects 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 239000012209 synthetic fiber Substances 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 239000004744 fabric Substances 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- 230000006866 deterioration Effects 0.000 description 5
- 238000007598 dipping method Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 208000016253 exhaustion Diseases 0.000 description 2
- 230000009931 harmful effect Effects 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229920006221 acetate fiber Polymers 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000001450 anions Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 229920006317 cationic polymer Polymers 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Landscapes
- 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 〕
本発明は抗菌性繊維製品に関するものであり、詳しくは
、蛍光染色物の白皮低下や黄変等の変色を改善すると共
に、耐久性のある抗菌性繊維製品を提供するにある。[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to antibacterial textile products, and more specifically, it improves the discoloration of fluorescent dyed products such as deterioration of white skin and yellowing, and improves the durability. We are committed to providing antibacterial textile products.
〔従来の技術及び解決しようとする問題点〕大気中には
各種のカビ、細菌等の微生物が生息し、繊ta製品や人
体に対しても有害作用を与えており、衣料品、寝装品、
インテリア製品、エクステリヤ製品等の繊維製品、特に
、靴下、肌着、寝装用のシーツ、カバー類等については
、これらに付着した細菌類の生長、繁殖が人体の健康に
とっても有害であることは勿論である。[Conventional technology and problems to be solved] Various types of microorganisms such as mold and bacteria live in the atmosphere and have harmful effects on textile products and the human body.
It goes without saying that the growth and reproduction of bacteria attached to textile products such as interior products and exterior products, especially socks, underwear, bed sheets, covers, etc., is harmful to human health. be.
従来、このような問題点を解決するために、ハロゲン化
フェニール系化合物で処理する方法、第4級アンモニウ
ム塩基含有カチオン界面活性剤で処理する方法、第4級
アンモニウム塩基3有カチオン性ポリマーで処理する方
法、第4級アンモニウム塩基含有オルガノシリコーンで
処理する方法等が知られている。しかし、これら公知の
方法によっても各種の問題点がある。Conventionally, in order to solve these problems, methods of treatment with a halogenated phenyl compound, treatment with a cationic surfactant containing a quaternary ammonium base, and treatment with a cationic polymer having 3 quaternary ammonium bases have been used. A method of treating with an organosilicone containing a quaternary ammonium base, etc. are known. However, these known methods also have various problems.
ハロゲン化フェニール系化合物では、人体に対する毒性
(発ガン性)、第4級アンモニウム塩基含有化合物につ
いては、耐久性、風合に難点があるばかりでなく、繊維
製品の白皮低下や黄変等の変色を生じる等の欠点がある
。Halogenated phenyl compounds are toxic to the human body (carcinogenic), and compounds containing quaternary ammonium bases not only have problems with durability and texture, but also cause problems such as deterioration of white skin and yellowing of textile products. It has drawbacks such as discoloration.
本発明者等は、これらの従来の問題点を解決し、白皮低
下や黄変等の変色を改善した抗菌性繊in製品を提供す
るものである。The present inventors have solved these conventional problems and provided an antibacterial fiber-in product that improves discoloration such as deterioration of white skin and yellowing.
本発明は下記A式で示される第4級アンモニウム塩基を
有するオルガノシリコーンで処理された繊維製品であっ
て、該オルガノシリコーン中の第4級アンモニウムカチ
オンが下記B式によって示されるスルフォン酸又はその
塩によって少なくとも部分的に封鎖されてなることを特
長とする。The present invention is a textile product treated with an organosilicone having a quaternary ammonium base represented by the following formula A, wherein the quaternary ammonium cation in the organosilicone is a sulfonic acid or its salt represented by the following formula B. It is characterized by being at least partially blocked by.
A式
(式中nは16〜20の整数)
B式
%式%
式中R1,R2は水素基又はC3〜C1のアルキル基又
はC1〜C1のアルカノール基を示す。Formula A (in the formula, n is an integer of 16 to 20) Formula B % Formula % In the formula, R1 and R2 represent a hydrogen group, a C3-C1 alkyl group, or a C1-C1 alkanol group.
X バーeCHz+lIl (式中鋤は0又は1〜5
の整数)で示し、YはH,NH,、又はアルカリ金属原
子を示す。X bar eCHz+lIl (in the formula, plow is 0 or 1 to 5
), and Y represents H, NH, or an alkali metal atom.
本発明による繊維製品は、第4級アンモニウム塩基を有
するオルガノシリコーンの優れた抗菌性及び効果の洗濯
耐久性を有し、処理による白皮低下や黄変等の変色が防
止できる等の特長がある。The textile products according to the present invention have the excellent antibacterial properties and washing durability of organosilicone containing quaternary ammonium bases, and have features such as being able to prevent discoloration such as deterioration of white skin and yellowing due to treatment. .
本発明において用いられる第4級アンモニウム塩基を有
するオルガノシリコーンとしては、−fi式(R2)3
S i−Rs NΦ(R<)n(R5)z−nX
G (式中R2はアルコキシ基、ハロゲン原子、アシル
基。The organosilicone having a quaternary ammonium base used in the present invention has the -fi formula (R2)3
S i-Rs NΦ(R<)n(R5)z-nX
G (wherein R2 is an alkoxy group, a halogen atom, or an acyl group.
1個はヒドロキシル基であってもよい。One may be a hydroxyl group.
R1は置換基を有していてもよい炭素原子数が20以下
の2@の炭化水素基又は酸素原子、窒素原子を含有する
炭素原子数が20以下の2価の炭化水素基であってもよ
い。R1 may be a 2@ hydrocarbon group having 20 or less carbon atoms which may have a substituent, or a divalent hydrocarbon group having 20 or less carbon atoms containing an oxygen atom or a nitrogen atom. good.
R1は低級アルキル基、R1は炭素原子数が1〜20の
アルキル基、アルケニル基、環状脂肪族炭化水素基、芳
香族基、又はアルカリル基である。R1 is a lower alkyl group, R1 is an alkyl group having 1 to 20 carbon atoms, an alkenyl group, a cycloaliphatic hydrocarbon group, an aromatic group, or an alkaryl group.
nは1〜3の整数、Xはアニオン、たとえば、塩素原子
、臭素原子等である。)で示されるオルガノシリコーン
が例示される。n is an integer of 1 to 3, and X is an anion, such as a chlorine atom or a bromine atom. ) is exemplified.
更に好ましい化合物としては、 (式中nは16〜20の整数) が例示される。More preferred compounds include: (In the formula, n is an integer from 16 to 20) is exemplified.
上記オルガノシリコーンの付@星は、固形分で繊Itl
i重量に対し、通常0.1〜5重量%であり、好ましく
は0.5〜2重量%である。The asterisks above for organosilicon indicate the solid content.
The amount is usually 0.1 to 5% by weight, preferably 0.5 to 2% by weight, based on the weight of i.
処理方法としては、液中処理、パッド・乾燥処理、スプ
レー・乾燥処理、パッド・スチーム処理等任意でよい、
しかし、液中吸尽処理が特に好都合である。Any treatment method may be used, such as submerged treatment, pad/dry treatment, spray/dry treatment, pad/steam treatment, etc.
However, submerged exhaustion treatment is particularly advantageous.
処理条件は、通常浴比1:3〜100で、常温〜100
°C1好ましくは30°C〜80°Cで20分以上の吸
尽処理を行う。The processing conditions are usually a bath ratio of 1:3 to 100 and a temperature of room temperature to 100.
Exhaustion treatment is preferably carried out at 30°C to 80°C for 20 minutes or more.
本発明においては、A式に示されるオルガノシリコーン
とB式で示されるスルフォン酸又はその塩とmみ合わせ
て処理することが必須条件である。In the present invention, it is essential that the organosilicone represented by formula A and the sulfonic acid or its salt represented by formula B be treated together.
使用するスルフォン酸又はその塩としては、たとえば、
5−ソジウムスルフオビス(β−ヒドロキシエチル)イ
ソフタレート(DEIS)、5−ソジウムスルフォイソ
フタル1l(DHIS)、5−ソジウムスルフオジメチ
ルイソフタレー?−[:DMIS、)等が例示され、単
独又は2種以上の併用であってもよい。Examples of the sulfonic acid or its salt to be used include:
5-Sodium sulfoisophthalate (β-hydroxyethyl) isophthalate (DEIS), 5-sodium sulfoisophthalate 1 l (DHIS), 5-sodium sulfodimethyl isophthalate? -[:DMIS, ), etc., and may be used alone or in combination of two or more types.
B式によって示されるスルフォン酸又はその塩の使用量
は、オルガノシリコーンの持つカチオン基の1部、好ま
しくは全てを封鎖する量である。The amount of sulfonic acid or its salt represented by formula B is such that a portion, preferably all, of the cationic groups of the organosilicone are blocked.
処理法についても浸漬法、パッド決算任意でよい。As for the treatment method, dipping method or pad method may be used.
又本発明において、A式で示されるオルガノシリコーン
とB式で示されるスルフォン酸又はその塩の付与順は任
官であり、浸漬処理法、パッド法等において同浴にて用
いても優れた効果を得ることができる。In addition, in the present invention, the order in which the organosilicone represented by formula A and the sulfonic acid or its salt represented by formula B are applied is determined by the authorities, and excellent effects can be obtained even when they are used in the same bath in the dipping treatment method, pad method, etc. Obtainable.
又、前工程(浸漬法、パッド決算任意)でA式のオルガ
ノシリコーンを処理し、後工程(浸漬法、パッド法等任
意)でB式のスルフォン酸又はその塩を処理する方法、
又この逆であっても優れた効果を得ることができる。Also, a method of treating organosilicone of type A in a pre-process (optional dipping method, pad method, etc.) and treating sulfonic acid or its salt of type B in a post-process (optional dipping method, pad method, etc.),
Further, excellent effects can be obtained even in the reverse case.
本発明の対象となる繊維は、特に限定されるものではな
い、綿、麻、羊毛、絹のような天然繊維、ビスコースレ
ーヨンのような再生繊維、アセテートのような半合成側
Lポリアミド、アクリル、ポリエステル、ポリオレフィ
ンのような合成m維の単独又は混用繊維、複合繊維、こ
れらm維からなる糸状、編織物、不織布、縫製品等が例
示される。又繊維と他の素材との複合製品であってもよ
い。The fibers that are the object of the present invention are not particularly limited, but include natural fibers such as cotton, linen, wool, and silk, recycled fibers such as viscose rayon, semi-synthetic L polyamides such as acetate, and acrylic fibers. Examples include synthetic m-fibers such as polyester and polyolefin alone or in combination, composite fibers, filaments made of these m-fibers, knitted fabrics, non-woven fabrics, and sewn products. It may also be a composite product of fibers and other materials.
本発明はA式で示されるオルガノシリコーンとB式で示
されるスルフォン酸又はその塩との組み合わせで処理す
ることにより、優れた抗菌性を付与すると共に、その効
果の洗濯耐久性を得ることができ、A式で示されるオル
ガノシリコーンを処理することによる白皮低下や黄変等
の変色もB式で示されるスルフォン酸又はその塩を組み
合わせて処理することにより防止することができる。In the present invention, by treating with a combination of organosilicone represented by formula A and sulfonic acid or its salt represented by formula B, it is possible to impart excellent antibacterial properties and to obtain washing durability of the effect. Discoloration such as deterioration of white skin and yellowing caused by treating organosilicone represented by formula A can also be prevented by treating in combination with sulfonic acid or its salt represented by formula B.
〔実施例1 〕
精練、漂白、蛍光染色した綿メリヤスを3%O−fの下
記式で示される第4級アンモニウム塩基含有オルガノシ
リコーン水溶液中に浸漬し、50’Cに昇温し、15分
間処理した後、5−ソジウムスルフォインフタル酸を3
%owf添加し、15分間処理し、脱水後、乾燥して抗
菌加工布を得た。[Example 1] Scoured, bleached, and fluorescently dyed cotton knitted fabric was immersed in a 3% O-f aqueous organosilicone solution containing a quaternary ammonium base represented by the following formula, heated to 50'C, and left for 15 minutes. After treatment, 5-sodium sulfoinphthalic acid was
%owf was added, treated for 15 minutes, dehydrated, and dried to obtain an antibacterial treated cloth.
尚、比較品として、5−ソジウムスルフオイソフタル酸
を添加しない試料も作製した。As a comparative product, a sample to which 5-sodium sulfoisophthalic acid was not added was also prepared.
これら処理布の熱処理による白皮低下及び抗菌性の耐久
性を試験した。These treated fabrics were tested for white skin reduction and antibacterial durability due to heat treatment.
熱処理はスガ試験1ll(株)製の乾熱試験機にて、1
60°Cで2分間屹然処理を行い、加熱部分の変色度き
を評価した。The heat treatment was performed using a dry heat tester manufactured by Suga Testimonial Co., Ltd.
An incubation treatment was performed at 60°C for 2 minutes, and the degree of discoloration of the heated portion was evaluated.
耐久性は処理上がりの試料と家庭洗濯50回後の試料を
JIS−Z・2911−1981のカビ抵抗性試験方法
で抗菌性をテストし評価した。Durability was evaluated by testing the antibacterial properties of treated samples and samples after 50 home washings using the mold resistance test method of JIS-Z 2911-1981.
その結果を表1に示す、5−ソジウムスルフオイソフタ
ル酸を添加しない抗菌加工布は、蛍光染色上がり布く未
加工布)に比較して白皮低下が大きいが、添加した抗菌
加工布は未加工布に比較して〔実施例2 〕
精練、漂白、蛍光染色したウールサージを4fI/1の
下記式で示される第4級アンモニウム塩基含有オルガノ
シリコーン水溶液でパッドし乾燥した。The results are shown in Table 1. The antibacterial treated fabric without the addition of 5-sodium sulfoisophthalic acid has a greater decrease in white skin than the fluorescent dyed fabric (untreated fabric), but the antibacterial treated fabric with the addition of 5-sodium sulfoisophthalic acid Comparison with raw fabric [Example 2] A scoured, bleached, and fluorescently dyed wool serge was padded with an aqueous organosilicone solution containing a quaternary ammonium base having the following formula of 4fI/1 and dried.
ついで4g/lの5−ソジウムスルフオジメチルイソフ
タレートの水溶液でパッドし、乾燥して抗菌加工布を得
た。The cloth was then padded with a 4 g/l aqueous solution of 5-sodium sulfodimethyl isophthalate and dried to obtain an antibacterial treated cloth.
実施例1と同様に160’Cで2分間の乾熱処理を行い
、変色の度合を評価したところ、スルフォン酸で処理し
ない加工布は白皮低下が大きく、処理した加工布はほと
んど白皮の低下は認められなかった。Dry heat treatment was carried out at 160'C for 2 minutes in the same manner as in Example 1, and the degree of discoloration was evaluated.The processed fabrics that were not treated with sulfonic acid showed a large reduction in white skin, while the treated fabrics showed almost no reduction in white skin. was not recognized.
Claims (1)
オルガノシリコーンで処理された繊維製品であつて、該
オルガノシリコーン中の第4級アンモニウムカチオンが
下記B式で示されるスルフォン酸又はその塩によって少
なくとも部分的に封鎖されてなることを特長とする変色
性の改善された抗菌性繊維製品。 A式 ▲数式、化学式、表等があります▼ (式中nは16〜20の整数) B式 ▲数式、化学式、表等があります▼ 式中R_1、R_2は水素基又はC_1〜C_3のアル
キル基又はC_1〜C_3のアルカノール基を示す。 Xは■CH_2■_m(式中mは0又は1〜5の整数)
で示し、YはH、NH_4、又はアルカリ金属原子を示
す。[Scope of Claims] A textile product treated with an organosilicone having a quaternary ammonium base represented by the following formula A, wherein the quaternary ammonium cation in the organosilicone is a sulfone represented by the following formula B. An antibacterial textile product with improved discoloration, characterized by being at least partially blocked by an acid or a salt thereof. Formula A ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, n is an integer from 16 to 20) Formula B ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ In the formula, R_1 and R_2 are hydrogen groups or alkyl groups of C_1 to C_3 Or it represents an alkanol group of C_1 to C_3. X is ■CH_2■_m (in the formula, m is 0 or an integer from 1 to 5)
, and Y represents H, NH_4, or an alkali metal atom.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP25326887A JPH0197277A (en) | 1987-10-07 | 1987-10-07 | Antibacterial fiber product improved in discoloration |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP25326887A JPH0197277A (en) | 1987-10-07 | 1987-10-07 | Antibacterial fiber product improved in discoloration |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0197277A true JPH0197277A (en) | 1989-04-14 |
Family
ID=17248917
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP25326887A Pending JPH0197277A (en) | 1987-10-07 | 1987-10-07 | Antibacterial fiber product improved in discoloration |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0197277A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4908460A (en) * | 1988-01-23 | 1990-03-13 | Daikin Industries Ltd. | Process for purification of 2,2,3,3-tetrafluorooxetane |
US4946972A (en) * | 1988-01-23 | 1990-08-07 | Daikin Industries, Ltd. | Process for distillation of 2,2,3,3-tetrafluorooxetane |
-
1987
- 1987-10-07 JP JP25326887A patent/JPH0197277A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4908460A (en) * | 1988-01-23 | 1990-03-13 | Daikin Industries Ltd. | Process for purification of 2,2,3,3-tetrafluorooxetane |
US4946972A (en) * | 1988-01-23 | 1990-08-07 | Daikin Industries, Ltd. | Process for distillation of 2,2,3,3-tetrafluorooxetane |
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