JPH0210270B2 - - Google Patents

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Publication number
JPH0210270B2
JPH0210270B2 JP5105882A JP5105882A JPH0210270B2 JP H0210270 B2 JPH0210270 B2 JP H0210270B2 JP 5105882 A JP5105882 A JP 5105882A JP 5105882 A JP5105882 A JP 5105882A JP H0210270 B2 JPH0210270 B2 JP H0210270B2
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JP
Japan
Prior art keywords
formula
polyester
carbon atoms
alkyl group
hydrogen
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
Application number
JP5105882A
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Japanese (ja)
Other versions
JPS58169569A (en
Inventor
Yoshihiro Kanetani
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SEEREN KK
Original Assignee
SEEREN KK
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Filing date
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Application filed by SEEREN KK filed Critical SEEREN KK
Priority to JP5105882A priority Critical patent/JPS58169569A/en
Publication of JPS58169569A publication Critical patent/JPS58169569A/en
Publication of JPH0210270B2 publication Critical patent/JPH0210270B2/ja
Granted legal-status Critical Current

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Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は、ポリエステル又はポリアミド繊維構
造体の耐久性帯電防止能、吸湿性並びに吸水性を
付与する方法に関するものである。 ポリエステル又はポリアミド繊維共通の欠点と
して、帯電しやすいこと、吸湿性及び吸水性が小
さいことが知られている。 従来、ポリエステル、ポリアミド繊維の後加工
による帯電防止、吸水加工法としては、いわゆる
帯電防止剤や吸湿剤を仕上加工段階において繊維
表面に付着処理させる方法が主に採られてきた
が、耐久性に乏しく2〜3回の洗濯によつて未加
工布と同じ程度まで低下してしまうという、欠点
を有していた。 最近、これら繊維に対して、耐久性帯電防止、
吸湿性を付与する目的で、紡糸段階での改質がな
されるようになつてきたが製糸性低下、糸特性低
下等の欠点があり、まだ完全なものにはいたつて
いないのが現状である。また、これら繊維に各種
の親水性モノマーを施与し、重合固着せしめるい
わゆるグラフト重合にて帯電防止、吸水性等の性
質を改質する方法も知られている。 しかし、これらに使用するモノマー類によつて
は、帯電防止、吸水性の性能、風合の変化、対皺
性低下、着色、染色性低下、並びに堅牢度低下等
が、顕著に表面化してくる場合がある。 本発明は、これらの問題点を解決すべく、改質
剤の単位となるモノマーの分子構造とこれらモノ
マーの組合せ、並びに熱処理方式と、帯電防止
性、吸水性の耐久性、風合、耐皺に、並びに堅牢
度等の低下との関連性について、広範囲に系統的
に研究した結果到達したものである。 すなわち、本発明はポリエステル又はポリアミ
ド繊維構造体に一般式(1) (但し、Xは−O−、−NH−、−CH2−、−SO2
−、
The present invention relates to a method for imparting durable antistatic properties, hygroscopic properties, and water absorbing properties to polyester or polyamide fiber structures. It is known that common disadvantages of polyester or polyamide fibers include that they are easily charged, and that they have low hygroscopicity and water absorption. Conventionally, the main method of post-processing polyester and polyamide fibers to prevent static electricity and to absorb water has been to attach so-called antistatic agents or moisture absorbers to the fiber surface during the finishing process, but this method has not improved durability. It had the disadvantage that it deteriorated to the same level as untreated cloth after 2 to 3 washes. Recently, these fibers have been developed with durable antistatic,
Modifications have been made at the spinning stage to impart hygroscopicity, but there are drawbacks such as reduced spinnability and reduced yarn properties, and the current situation is that it has not yet been perfected. be. Also known is a method of modifying properties such as antistatic properties and water absorbency by applying various hydrophilic monomers to these fibers and polymerizing and fixing them, so-called graft polymerization. However, depending on the monomers used in these products, problems such as antistatic performance, water absorption performance, changes in texture, decrease in wrinkle resistance, coloration, decrease in dyeability, and decrease in fastness become apparent. There are cases. In order to solve these problems, the present invention aims to improve the molecular structure of the monomer that is the unit of the modifier, the combination of these monomers, the heat treatment method, the antistatic property, the durability of water absorption, the texture, and the wrinkle resistance. This was reached as a result of extensive and systematic research into the relationship between this and a decrease in fastness, etc. That is, the present invention provides a polyester or polyamide fiber structure having the general formula (1). (However, X is -O-, -NH-, -CH 2 -, -SO 2
-,

【式】び【Formula】bi

【式】から選ばれた基、 YはA group selected from [formula], Y is

【式】 m、nは0〜30の整数、m>n、m+n=5〜
30、 Zは水素又は炭素数1〜2のアルキル基を示
す)、 及び 一般式(2) (但し、Rは
[Formula] m and n are integers from 0 to 30, m>n, m+n=5 to
30, Z represents hydrogen or an alkyl group having 1 to 2 carbon atoms), and General formula (2) (However, R is

【式】【formula】

【式】又は[Formula] or

【式】 m、nは0〜10の整数、m+n<10、 R1は水素又は炭素数1〜2のアルキル基、 R2はH+、Na+、K+、NH4 +、 R3〜R6は水素又は炭素数1〜2のアルキル基、 R7は水酸基を示す) で表わされるビニルモノマーを含有する処理液あ
るいはこれにさらに化合物(3)として無機性と有機
性の比の値が、0.55〜4.0の一官能性ビニルモノ
マー又は多官能性ビニルモノマーを少なくとも一
種加えた処理液を施与し、次いで熱処理すること
を特徴とするポリエステル又はポリアミド繊維構
造体に耐久性帯電防止能、吸湿及び吸水性を付与
するための改質処理方法である。 本発明によると、ポリエステル又はポリアミド
繊維構造体の耐皺、各種堅牢度等に悪影響を与え
ることなく、耐久性のある帯電防止性、吸湿、吸
水性を容易かつ経済的に付与することが可能とな
る。 本発明において使用されるモノマーについて
は、一般式(1)、一般式(2)で示しているが、各々の
代表例をあげるとすれば化合物(1)群として 化合物(2)群として 等があげられる。 本発明にて所望により使用する一官能性ビニル
モノマーとは、モノマー中に1個のビニル基を有
するものであり、多官能性ビニルモノマーとは、
モノマー中に2個以上のビニル基を有するもので
ある。 無機性と有機性の比とは、藤田(化学の領域、
11、719、1957)によつて提唱された有機概念に
基づくものであり、これによればその数値が零よ
り大きくなるにつれて無機性が強く、すなわち親
水性になることを示し、逆に零に近ずくにつれて
有機性が強く、すなわち親油性になることを示す
概念である。 化合物(3)群としては、加工本来の目的すなわち
吸水、吸湿性を付与するためには、有機性のある
範囲より大きいものは親水性とは全く逆の性質と
なるため、使用をさけなければならないが、これ
に属する代表例と、無機性と有機性の比の数値を
記せば、アクリル酸(2.53)、メタクリル酸
(1.90)等の不飽和酸類、2−ヒドロキシエチル
メタアクリレート(1.35)、グリシジルメタクリ
レート(0.59)、ポリエチレングリコールジメタ
アクリレート(n=1の場合、3.94 n=23の場
合0.94)等の不飽和酸エステル、マレイン酸
(3.8)、イタコン酸(3.0)等の不飽和酸無水物
類、N−メチロールアクリルアミド(3.8)、ジメ
チルアミノエチルメタアクリレート(0.83)、等
の不飽和アミン類、アクリルニトリル(0.9)、メ
タアクリルニトリル(0.72)等の不飽和ニトリル
類、等がある。 本発明による加工処理は、上記モノマーを含む
水溶液又は、水乳化液をポリエステル又はポリア
ミド繊維構造体に施与し、熱処理することによつ
て行われる。 施与手段としては、浸漬法、パツテング法、ス
プレー法等公知の方法を用いる。 熱処理としては、浸漬加熱法、常圧〜高圧加熱
法、高周波加熱法、紫外線光加熱法、乾燥加熱法
等、又はその組合せ法を繊維構造体の違いに応じ
て用いるが、熱処理の効率を高めるために、触媒
を必要に応じて使用することができる。触媒とし
ては有機又は無機の過酸化物類、過硫酸塩類等が
ある。 また、熱処理に必要な温度と時間は、通常30℃
〜200℃の範囲で0.5分〜60分であるが、好ましく
は50℃〜180℃の範囲で1分〜20分である。 モノマー濃度は、水溶液又は水乳化液で5g/
〜200g/の範囲で用いられるが、耐久性帯
電防止、吸水、吸湿性を顕著に出すには、これら
重合物の繊維構造物上の固着、附着量が0.5〜15
重量パーセントの範囲であつて、最も好ましくは
2.0〜8.0重量パーセントの範囲である。一般式(1)
と(2)で示したモノマーの使用量比は特に制限され
ないが、通常化合物(1)を幾分多く用いることが好
ましく、両者の重量比で表わして化合物(1):(2)の
モノマー比が50〜80:50〜20程度が好ましい。化
合物(3)も上記に準ずる量関係で好ましく用いられ
る。ポリエステル又はポリアミド繊維構造体とは
ポリエチレンテレフタレート、ナイロン6、ナイ
ロン66等の繊維を少なくとも必須構成繊維として
含むものをいい、編物、織物、不織布等いづれの
形態のものでもよい。 以下に実施例をあげ、本発明を更に詳しく説明
する。 尚、実施例に示した耐久性、摩擦帯電圧、半減
期、吸水性、吸湿性、耐皺性、それぞれ次の測定
法にて測定した。 耐久性:合成洗剤「ザブ」1g/を含んだ40℃
の湯(浴比1:50)で家庭用洗濯機を用い、10
分間洗濯を行い5分間すすぎを行う。これを洗
濯1回とし、30回迄行う。 摩擦帯電圧:20℃、50%RHの雰囲気において、
京大化研式ロータリースタチツクテスター(興
亜商会製)を用い、綿金巾3号を摩擦布として
測定する。 半減期:20℃、50%RHの雰囲気下において、オ
ネストメーター(穴戸商会製)を用いて測定す
る。 吸水性:20℃、65%RHの雰囲気下において、水
平に張つた試料に、5cm上のビユーレツト先端
から一滴の水を落下せしめ、水滴が拡がり消滅
するまでの時間を測定する。 吸湿性:絶乾布を、20℃、65%RHの雰囲気下に
4時間放置、その雰囲気下で重量測定し、その
重量増分を重量パーセントとして算出する。 耐皺性:20℃、65%RHの雰囲気下で、モンサン
ト法にて測定する。 実施例 1 ポリエステル繊維からなる60番手スパン織物の
染色品を、下記組成のパツド液に浸漬し、マング
ルにてピツクアツプ60%に均一に絞つた。
[Formula] m and n are integers from 0 to 10, m+n<10, R 1 is hydrogen or an alkyl group having 1 to 2 carbon atoms, R 2 is H + , Na + , K + , NH 4 + , R 3 ~ (R 6 is hydrogen or an alkyl group having 1 to 2 carbon atoms, and R 7 is a hydroxyl group. , a treatment solution containing at least one monofunctional vinyl monomer or polyfunctional vinyl monomer of 0.55 to 4.0 is applied to the polyester or polyamide fiber structure, which is then heat-treated to provide durable antistatic ability and moisture absorption. and a modification treatment method for imparting water absorbency. According to the present invention, it is possible to easily and economically impart durable antistatic properties, moisture absorption, and water absorption properties to polyester or polyamide fiber structures without adversely affecting wrinkle resistance, various fastness properties, etc. Become. The monomers used in the present invention are shown in general formula (1) and general formula (2), but representative examples of each are given as compound (1) group. As compound (2) group etc. can be mentioned. The monofunctional vinyl monomer optionally used in the present invention is one that has one vinyl group in the monomer, and the polyfunctional vinyl monomer is one that has one vinyl group in the monomer.
It has two or more vinyl groups in the monomer. Fujita (chemistry field,
11, 719, 1957), and according to this, as the value becomes larger than zero, it becomes more inorganic, that is, more hydrophilic; This is a concept that indicates that the closer you get to it, the more organic it becomes, that is, the more lipophilic it becomes. As for the compound (3) group, for the original purpose of processing, that is, to impart water absorption and hygroscopicity, it is necessary to avoid using compounds larger than a certain range of organicity, as they have properties completely opposite to hydrophilicity. However, typical examples belonging to this category and the ratio of inorganic to organic are unsaturated acids such as acrylic acid (2.53) and methacrylic acid (1.90), 2-hydroxyethyl methacrylate (1.35), Unsaturated acid esters such as glycidyl methacrylate (0.59), polyethylene glycol dimethacrylate (3.94 when n = 1, 0.94 when n = 23), unsaturated acid anhydrides such as maleic acid (3.8), itaconic acid (3.0), etc. unsaturated amines such as N-methylolacrylamide (3.8) and dimethylaminoethyl methacrylate (0.83); unsaturated nitrites such as acrylonitrile (0.9) and methacrylonitrile (0.72); The processing according to the present invention is carried out by applying an aqueous solution or water emulsion containing the above monomer to a polyester or polyamide fiber structure and heat-treating the structure. As the application method, known methods such as dipping, pattening, and spraying are used. For heat treatment, immersion heating method, normal pressure to high pressure heating method, high frequency heating method, ultraviolet light heating method, dry heating method, etc., or a combination thereof is used depending on the fiber structure, but the efficiency of heat treatment is improved. For this reason, a catalyst can be used if necessary. Examples of catalysts include organic or inorganic peroxides and persulfates. In addition, the temperature and time required for heat treatment are usually 30℃.
The heating time is 0.5 minutes to 60 minutes at a temperature of ~200°C, preferably 1 minute to 20 minutes at a temperature of 50°C to 180°C. Monomer concentration is 5g/in aqueous solution or water emulsion.
It is used in the range of ~200g/, but in order to achieve remarkable durability, antistatic properties, water absorption, and hygroscopicity, the amount of adhesion and adhesion of these polymers on the fiber structure must be 0.5 to 15%.
weight percent range, most preferably
It ranges from 2.0 to 8.0 weight percent. General formula (1)
Although the usage ratio of the monomers shown in is preferably about 50-80: 50-20. Compound (3) is also preferably used in the same amount relationship as above. The polyester or polyamide fiber structure refers to one containing fibers such as polyethylene terephthalate, nylon 6, and nylon 66 as at least essential constituent fibers, and may be in any form such as knitted fabric, woven fabric, or nonwoven fabric. The present invention will be explained in more detail with reference to Examples below. The durability, frictional charging voltage, half-life, water absorption, moisture absorption, and wrinkle resistance shown in Examples were each measured using the following measuring methods. Durability: 40℃ containing 1g of synthetic detergent "Zabu"
Using a household washing machine with hot water (bath ratio 1:50),
Wash for 5 minutes and rinse for 5 minutes. This is considered to be one wash, and it can be repeated up to 30 times. Frictional charging voltage: In an atmosphere of 20℃ and 50%RH,
Using a Kyoto University Kaken type rotary static tester (manufactured by Koa Shokai), the measurement was performed using a cotton gold cloth No. 3 as the friction cloth. Half-life: Measured using an honest meter (manufactured by Anato Shokai) in an atmosphere of 20°C and 50% RH. Water absorption: In an atmosphere of 20°C and 65% RH, a drop of water is dropped from the tip of the burette 5 cm above a horizontal sample, and the time taken for the water drop to spread and disappear is measured. Hygroscopicity: Leave the absolutely dry cloth in an atmosphere of 20°C and 65% RH for 4 hours, measure the weight in that atmosphere, and calculate the weight increase as a weight percentage. Wrinkle resistance: Measured using the Monsanto method in an atmosphere of 20°C and 65% RH. Example 1 A dyed 60 count spun fabric made of polyester fibers was immersed in a pad solution having the composition shown below and uniformly squeezed with a mangle to a pick-up of 60%.

【表】 そして、100℃の常圧飽和蒸気中で20分熱処理
を行い、耐久性テスト(洗濯30回)を実施した。 実施例 2 実施例1に示した同じ染色品を、実施例1で用
いたパツド液に浸漬し、実施例1と同条件で絞つ
た布を巻取り、出力7KWの高周波発生器に入れ、
回転させながら10分加熱処理を行い、実施例1と
同条件で耐久性テストを実施した。 実施例 3 実施例1に示した同じ染色品を、下記組成のパ
ツド液に浸漬し、実施例1と同条件で絞つた。
[Table] Then, heat treatment was performed for 20 minutes in normal pressure saturated steam at 100°C, and a durability test (washing 30 times) was conducted. Example 2 The same dyed product shown in Example 1 was immersed in the padding solution used in Example 1, the cloth was wrung out under the same conditions as Example 1, wound up, and placed in a high frequency generator with an output of 7KW.
A durability test was conducted under the same conditions as in Example 1 by heating for 10 minutes while rotating. Example 3 The same dyed product shown in Example 1 was immersed in a pad solution having the following composition and squeezed under the same conditions as Example 1.

【表】 そして、110℃の飽和蒸気中で5分熱処理を行
い、実施例1と同条件で耐久性テストを実施し
た。 比較例 1 本発明の効果を比較するため、実施例1に示し
た同じ染色品を処理することなく、実施例1と同
じ条件で耐久性テストを実施した。 以上の処理を施与して得られた織物の性能を測
定し、表1の結果を得た。
[Table] Then, heat treatment was performed for 5 minutes in saturated steam at 110°C, and a durability test was conducted under the same conditions as in Example 1. Comparative Example 1 In order to compare the effects of the present invention, a durability test was conducted on the same dyed product shown in Example 1 under the same conditions as Example 1 without being treated. The performance of the fabric obtained by applying the above treatment was measured, and the results shown in Table 1 were obtained.

【表】 実施例 4 ポリアミド繊維からなる30dトリコツト編物を
通常の方法にて、精練し、下記組成液をつくり浴
比1:42にて密閉式染色用器を用い、50℃より1
℃/分で100℃まで昇温し、100℃にて30分処理し
たのち廃液、水洗を行つた。
[Table] Example 4 A 30D tricot knitted fabric made of polyamide fibers was scoured in the usual manner to prepare the following composition solution, and dyed at 50°C using a closed dyeing vessel at a bath ratio of 1:42.
The temperature was raised to 100°C at a rate of 100°C/min, and the solution was treated at 100°C for 30 minutes, followed by waste liquid and washing with water.

【表】 そして、次に硫酸水素ナトリウム1.00g/、
過硫酸アンモニウム10%o.w.f.の溶液を浴比1:
42にて注入し、50℃より1℃/分で100℃ま昇温
し、100℃にて30分処理し脱液水洗後、実施例1
と同条件で耐久性テストを実施した。 比較例 2 本発明の効果を比較するため、実施例4に示し
た同じ編物を、実施例4と同条件にて精練し、処
理することなく実施例1と同条件で耐久性テスト
を実施した。 以上の処理を施与して得られた編物の性能を測
定し、表2の結果を得た。
[Table] Then, sodium hydrogen sulfate 1.00g/,
A solution of ammonium persulfate 10% owf in a bath ratio of 1:
Example 1
A durability test was conducted under the same conditions. Comparative Example 2 In order to compare the effects of the present invention, the same knitted fabric shown in Example 4 was refined under the same conditions as Example 4, and a durability test was conducted under the same conditions as Example 1 without treatment. . The performance of the knitted fabric obtained by applying the above treatment was measured, and the results shown in Table 2 were obtained.

【表】【table】

Claims (1)

【特許請求の範囲】 1 ポリエステル又はポリアミド繊維構造体に、
一般式(1) (但し、Xは−O−、−NH−、−CH2−、SO2−、 【式】及び【式】から選ばれた基、 Yは【式】m、 nは0〜30の整数、m>n、m+n=5〜30、 Zは水素又は炭素数1〜2のアルキル基を示
す)、及び一般式(2) (但し、Rは 【式】【式】又は 【式】 m、nは0〜10の整数、m+n<10、R1は水
素又は炭素数1〜2のアルキル基、R2はH+
Na+、K+又はNH4 +、R3〜R6は水素又は炭素数
1〜2のアルキル基、R7は水酸基を示す)で表
わされるビニルモノマーを含有する混合液を施与
し次いで熱処理することを特徴とするポリエステ
ル又はポリアミド繊維構造体に耐久性帯電防止
能、吸湿及び吸水性を付与する方法。
[Claims] 1. A polyester or polyamide fiber structure,
General formula (1) (However, X is a group selected from -O-, -NH-, -CH 2 -, SO 2 -, [Formula] and [Formula], Y is [Formula] m, n is an integer from 0 to 30, m>n, m+n=5-30, Z represents hydrogen or an alkyl group having 1 to 2 carbon atoms), and general formula (2) (However, R is [Formula] [Formula] or [Formula] m, n are integers of 0 to 10, m + n < 10, R 1 is hydrogen or an alkyl group having 1 to 2 carbon atoms, R 2 is H + ,
A mixed solution containing a vinyl monomer represented by Na + , K + or NH 4 + , R 3 to R 6 are hydrogen or an alkyl group having 1 to 2 carbon atoms, and R 7 is a hydroxyl group) is applied and then heat treated. A method for imparting durable antistatic ability, moisture absorption and water absorption properties to a polyester or polyamide fiber structure.
JP5105882A 1982-03-31 1982-03-31 Modification of polyester and polyamide fiber structure Granted JPS58169569A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5105882A JPS58169569A (en) 1982-03-31 1982-03-31 Modification of polyester and polyamide fiber structure

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5105882A JPS58169569A (en) 1982-03-31 1982-03-31 Modification of polyester and polyamide fiber structure

Publications (2)

Publication Number Publication Date
JPS58169569A JPS58169569A (en) 1983-10-06
JPH0210270B2 true JPH0210270B2 (en) 1990-03-07

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
JP5105882A Granted JPS58169569A (en) 1982-03-31 1982-03-31 Modification of polyester and polyamide fiber structure

Country Status (1)

Country Link
JP (1) JPS58169569A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6034673A (en) * 1983-08-05 1985-02-22 東レ株式会社 Treatment of fiber structure

Also Published As

Publication number Publication date
JPS58169569A (en) 1983-10-06

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