JPS593588B2 - Antistatic treatment agent for synthetic fibers - Google Patents

Antistatic treatment agent for synthetic fibers

Info

Publication number
JPS593588B2
JPS593588B2 JP15431276A JP15431276A JPS593588B2 JP S593588 B2 JPS593588 B2 JP S593588B2 JP 15431276 A JP15431276 A JP 15431276A JP 15431276 A JP15431276 A JP 15431276A JP S593588 B2 JPS593588 B2 JP S593588B2
Authority
JP
Japan
Prior art keywords
polymer
parts
synthetic fibers
treatment agent
repeating unit
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
JP15431276A
Other languages
Japanese (ja)
Other versions
JPS5378400A (en
Inventor
孝三 仙石
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.)
TOKAI SEIYU KOGYO KK
Original Assignee
TOKAI SEIYU KOGYO KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by TOKAI SEIYU KOGYO KK filed Critical TOKAI SEIYU KOGYO KK
Priority to JP15431276A priority Critical patent/JPS593588B2/en
Publication of JPS5378400A publication Critical patent/JPS5378400A/en
Publication of JPS593588B2 publication Critical patent/JPS593588B2/en
Expired legal-status Critical Current

Links

Landscapes

  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

【発明の詳細な説明】 本発明は合成繊維の帯電防止用処理剤に関する−15も
ので、その目的は、合成繊維製品等に対し浸漬処理する
ことにより、耐久性のある優れた帯電防止性を付与せし
める処理剤を提供することにある。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an antistatic treatment agent for synthetic fibers, and its purpose is to provide durable and excellent antistatic properties to synthetic fiber products by dipping them. An object of the present invention is to provide a processing agent that can be applied.

合成繊維よりなる繊維製品例えば編物、織物、その他の
製品類は、一般的に静電気を著積し易くこのような性質
が使用上種々の障害をもたらす場合が多い。
Fiber products made of synthetic fibers, such as knitted fabrics, woven fabrics, and other products, generally tend to accumulate a significant amount of static electricity, and this property often causes various problems in use.

従来よりこのような障害を改良するために種々の方法が
提案されているが、一般にその処理操作が複雑であつた
り、また例えば第一級アルコールの硫酸エステルアルカ
リ中和物とカチオン系高分子化合物を主体とする処理剤
を用いる方法などが知られているが、その効果の持続性
が悪く、或は製品の性質に好ましくない影響を及ぼす。
例えば風合の硬化、染色物の変褪色、摩擦堅牢度の低下
−洗濯による他繊維への汚染等を生ずるなどの欠点があ
り、また皮膚障害を伴うなどのこと米←もあつて、実用
に供し得るものは実際には極めて少いのが現状である。
本発明者はこのような現状に鑑み、鋭意研究の結果、簡
単な浸漬処理操作により、かつ被処理物に対し前記のよ
うな好ましくない影響を与えることなく、優れた耐久性
を有し、しかも高度の帯電防止性を付与し得る処理剤を
見出し本発明を完成した。
Various methods have been proposed in the past to improve these problems, but the processing operations are generally complicated and, for example, the use of alkali neutralized primary alcohol sulfate esters and cationic polymer compounds has been proposed. Although methods using processing agents mainly composed of are known, their effects are not long-lasting or have an unfavorable effect on the properties of the product.
For example, it has drawbacks such as hardening of the texture, discoloration of dyed products, and decrease in fastness to abrasion - contamination of other fibers when washed.Also, it is accompanied by skin damage, so it is not practical. At present, there is actually very little that can be provided.
In view of the current situation, the inventors of the present invention have conducted extensive research and found that a simple immersion treatment process can be used, which does not have the above-mentioned unfavorable effects on the object to be treated, has excellent durability, and has excellent durability. The present invention was completed by discovering a processing agent that can provide a high degree of antistatic property.

すなわち本発明要旨は、 α−オレフイン硫酸エステルと、下記式(社)で示され
るβ(メタアクリルオキシエチル)−ジエチル(又はジ
メチル)メチルアンモニウムメトサルフエートの重合体
(繰返し単位n =100〜300)又はアクリル酸ア
ミドから誘導された次式53)又はIC)で示される化
合物(いずれも繰返し単位n=100〜300)(但し
X=ハロゲン) とのコンプレツクス(錯化合物)を非イオン活性剤で分
散するか、又は機械的に微粒子に分散せしめたことを特
徴とする帯電防止剤であり、これを用い合成高分子化合
物よりなる繊維物質すなわち繊維製品を処理することに
よつて容易に耐久性に優れた帯電防止性を付与すること
ができるものである。
That is, the gist of the present invention is that a polymer of α-olefin sulfate and β(methacryloxyethyl)-diethyl (or dimethyl) methylammonium methosulfate represented by the following formula (repeating unit n = 100 to 300) ) or a compound represented by the following formula 53) or IC) derived from acrylamide (all repeating units n = 100 to 300) (where X = halogen) as a nonionic activator. It is an antistatic agent that is characterized by being dispersed in a chemical or mechanically dispersed into fine particles, and can be used to easily improve the durability of textile materials, i.e., textile products made of synthetic polymer compounds. It is capable of imparting excellent antistatic properties to.

本発明において用いられるα−オレフイン硫酸エステル
は、その原料であるα−オレフインが最近石油化学の進
歩によつてワツクスクラツキングおよびチーグラー法の
低皐合法により廉価に製造されるようになつた高純度の
エチレンを原料としており、最近は研究も急速に発達し
たもので大量的に製造することができる。
The α-olefin sulfate used in the present invention is a high-quality α-olefin that has recently become inexpensively produced by wax cracking and the Ziegler method due to advancements in petrochemistry. It uses pure ethylene as a raw material, and research has progressed rapidly in recent years, making it possible to produce it in large quantities.

式中Rは炭素数16〜28のアルキル基で、この単一物
及び混合物を示す。
In the formula, R is an alkyl group having 16 to 28 carbon atoms, and represents a single substance or a mixture thereof.

α−オレフインを濃硫酸で直接硫酸化によつて生成する
第二級アルキル硫酸エステルは、天然の高級アルコール
硫酸エステルおよび合成アルコールの高級アルコール硫
酸エステルに比較して合成繊維に対する浸透力が優れて
いる。
Secondary alkyl sulfate esters produced by direct sulfation of α-olefins with concentrated sulfuric acid have superior penetration power into synthetic fibers compared to natural higher alcohol sulfate esters and higher alcohol sulfate esters of synthetic alcohols. .

この性質によつて、α−オレフイン硫酸エステル(有)
とカチオン系高分子化合物(4)又は03)又は(C)
とによるコンプレツクス(錯化合物)を用いてなる本発
明による帯電防止剤は、繊維中によく浸透吸着せしめる
ことを助長する作用がある。本発明におけるカチオン系
高分子化合物(4)又は(自)又は(C)と、α−オレ
フイン硫酸エステル(1))は、常温においては錯化合
物を形成し、合成繊維とゆるやかに結合しているのみで
あるが、1000C以上になるとカチオン系高分子化合
物は繊維中に拡散する。
Due to this property, α-olefin sulfate ester
and cationic polymer compound (4) or 03) or (C)
The antistatic agent of the present invention, which uses a complex (complex compound), has the effect of promoting good penetration and adsorption into fibers. The cationic polymer compound (4) or (self) or (C) and the α-olefin sulfate (1) in the present invention form a complex compound at room temperature and are loosely bonded to the synthetic fiber. However, when the temperature exceeds 1000C, the cationic polymer compound diffuses into the fiber.

又特にα−オレフイ7硫酸エステルは繊維中に浸透する
力が、天然のアルコールおよび合成第一級アルコールの
硫酸エステル塩と比較し、格段に優れている。この優れ
ていることは帯電防止剤の耐久性に優れていることで判
定することができる。このことは前記α−オレフイン硫
酸エステルと(4)又は(自)又は(C)のカチオン系
高分子化合物が繊維中で強固に結合して不溶性となるも
のと推定される。
In particular, α-olefin 7-sulfate ester has a much better ability to penetrate into fibers than sulfate ester salts of natural alcohols and synthetic primary alcohols. This superiority can be judged by the excellent durability of the antistatic agent. It is presumed that this is because the α-olefin sulfate ester and the cationic polymer compound (4), (auto), or (C) are strongly bonded in the fiber and become insoluble.

これは本発明による錯化合物の乾固物が冷水及び熱湯に
も不溶性であることから理解できる。従つて本発明の処
理剤により処理を行うに当つては、浸漬後被処理物を約
100℃ないしそれ以上に加熱乾燥することが肝要であ
る。以下実施例により本発明について具体的代表例を説
明する実施例においては、ポリエステル繊維編物、ポリ
アクリロニトリル繊維編物およびポリアクリロニトリル
繊維製毛布についての例をあげたが、その他合成高分子
物質からなる繊維製品についても同様に適用でき、耐久
性のある帯電防止性を付与できることは勿論である。
This can be understood from the fact that the dried complex compound according to the present invention is insoluble even in cold water and hot water. Therefore, when treating with the treatment agent of the present invention, it is important to heat and dry the object to be treated at about 100° C. or higher after immersion. In the following examples for explaining specific representative examples of the present invention, examples are given of polyester fiber knitted fabrics, polyacrylonitrile fiber knitted fabrics, and polyacrylonitrile fiber blankets, but other textile products made of synthetic polymer substances are given. It goes without saying that it can be applied in the same way and that durable antistatic properties can be imparted.

なお、実施例では全てRがCl6のアルキル基をもつα
−オレフイン硫酸エステル塩を用いた。
In addition, in all examples, R has an alkyl group of Cl6
- Olefin sulfate salt was used.

実施例 1α−オレフイン硫酸エステル10部とβ(メ
タアクリルオキシエチル)−ジエチルメチルアンモニウ
ムメトサルフエートの重合体135部〔ブルツクフイー
ルド式回転粘度計による25%水溶液の粘度は13,0
00cps(20るC)〕、n−オクチルアルコ〜ール
10部、テレピン油3部をそれぞれ混合し水酸化ナトリ
ウムで中和後水で全量が100部になるように調整した
のち、ボールミルで微粒子に分散せしめたのち、これの
1%および2%水溶液に被処理物(ポリエステル繊維編
物)を常温で1分間浸漬し、マングルで絞り率80%に
絞り、1000Cで10分間予備乾燥したのち、180
℃で1分間熱処理を行つた。
Example 1 135 parts of a polymer of 10 parts of α-olefin sulfate and β(methacryloxyethyl)-diethylmethylammonium methosulfate [viscosity of a 25% aqueous solution measured by a Bruckfield rotational viscometer was 13.0
00 cps (20 C)], 10 parts of n-octyl alcohol, and 3 parts of turpentine oil, neutralized with sodium hydroxide, adjusted to a total volume of 100 parts with water, and milled into fine particles using a ball mill. After dispersing it in 1% and 2% aqueous solutions, the object to be treated (polyester fiber knitted fabric) was immersed at room temperature for 1 minute, squeezed with a mangle to a squeezing rate of 80%, pre-dried at 1000C for 10 minutes, and then
Heat treatment was performed at ℃ for 1 minute.

本加工で得られた編物は、第1表のような良好なる耐久
性のある帯電防止性を示した。又、未処理物と比較し、
風合の変化及び摩擦堅牢度の低下は認められなかつた。
またカチオン系高分子化合物であるβ(メタアクリルオ
キシエチル)−ジエチルメチルアンモニウムメトサルフ
エートの重合体げ)及びこの重合体と高級アルコール(
炭素数12)硫酸エステル塩とによる分散体(0)と実
施例1による帯電防止剤(ハ)、α−オレフイン硫酸エ
ステルナトリウム塩(ニ)、の各1%水溶液に被処理物
(ポリアクリロニトリル繊維編物)を常温で1分間浸漬
し、マングルで絞り率80%に絞り100℃で10分間
乾燥しその制電効果を比較し、次表に示す。
The knitted fabric obtained by this process exhibited good and durable antistatic properties as shown in Table 1. Also, compared to untreated material,
No change in texture or decrease in abrasion fastness was observed.
In addition, a polymer of β (methacryloxyethyl)-diethylmethylammonium methosulfate, which is a cationic polymer compound, and a polymer of this polymer and a higher alcohol (
The material to be treated (polyacrylonitrile fiber The knitted fabrics) were soaked for 1 minute at room temperature, squeezed with a mangle to a squeezing rate of 80%, dried at 100°C for 10 minutes, and the antistatic effects were compared and are shown in the following table.

この結果より本発明の帯電防止剤(ハ)の制電効果は洗
濯に耐えかつ耐久性を具有するものであることが判る。
This result shows that the antistatic effect of the antistatic agent (c) of the present invention is resistant to washing and has durability.

実施例 2 α−オレフインを硫酸エステル化後、ただちに飽和食塩
水中に投入し、塩析したα−オレフイン硫酸エステル5
部と、β(メタアクリルオキシエチル)ジエチルメチル
アンモニウムメトサルフエートの重合体10部、2−エ
チルヘキシルアルコール10部、テレピン油5部をそれ
ぞれ混合し、水酸化ナトリウムで中和後水で全量が10
0部になるように調整したのち実施例1と同様にボール
ミルで微粒子に分散せしめたのち、これの1%および2
%水溶液に被処理物(ポリアクリロニトリル繊維編物)
を常温で30秒間浸漬し、マングルで絞り率95%に絞
り100℃で10分間乾燥した。
Example 2 After sulfuric acid esterification of α-olefin, the α-olefin sulfate 5 was immediately poured into saturated saline and salted out.
and 10 parts of a polymer of β (methacryloxyethyl) diethylmethylammonium methosulfate, 10 parts of 2-ethylhexyl alcohol, and 5 parts of turpentine oil, and after neutralizing with sodium hydroxide, the total amount was reduced to 10 parts with water.
After adjusting the amount to 0 parts and dispersing it into fine particles using a ball mill in the same manner as in Example 1, 1% and 2 parts of the
% aqueous solution to be treated (polyacrylonitrile fiber knitted fabric)
was immersed for 30 seconds at room temperature, squeezed with a mangle to a squeezing rate of 95%, and dried at 100°C for 10 minutes.

得られた処理物は良好な風合のものとなつた。その帯電
防止性は第2表に示す。実施例 3 α−オレフイン硫酸エステル10部とアクリル酸アミド
誘導体のポリマー(3)12部〔ブルツクフイールド式
回転粘度計による25%水溶液の粘度は11,000c
ps(2『C)〕、非イオン活性剤(ツイーン20〔ア
トラス パウダー社製〕)3部、テレピン油5部をそれ
ぞれ混合し、水酸化ナトリウムで中和後、水で全量が1
00部になるように調整したのち、アジタ一でよく分散
せしめたのち、これの1%及び2%水溶液に被処理物(
ポリアクリロニトリル繊維毛布)を常温で1分間浸漬し
マングルで絞り率75%に絞り、100℃で15分間乾
燥した。
The obtained treated product had a good texture. Its antistatic properties are shown in Table 2. Example 3 10 parts of α-olefin sulfate ester and 12 parts of polymer (3) of acrylamide derivative [viscosity of 25% aqueous solution measured by a Bruckfield rotational viscometer was 11,000 c
ps (2'C)], 3 parts of a nonionic surfactant (Tween 20 [manufactured by Atlas Powder Co.]), and 5 parts of turpentine oil, neutralized with sodium hydroxide, and then reduced to 1 with water.
After adjusting the amount to 0.00 parts and dispersing it well in an agitator, the material to be treated (
A polyacrylonitrile fiber blanket) was immersed at room temperature for 1 minute, squeezed with a mangle to a squeezing rate of 75%, and dried at 100°C for 15 minutes.

得られた処理物は実施例2と同様、良好な風合となり、
摩擦堅牢度の低下も認められなかつた。ポリマー(B1
α−オレフイン硫酸エステル塩(実施例1で用いた)各
2%水溶液も同じように処理した。この帯電防止性は第
3表に示す。実施例 4α−オレフイン硫酸エステル6
.4部と式(C)で示されるアクリル酸アミド誘導体の
ポリマー(ハロゲンはCl)11.6部〔ブルツクフイ
ールド式回転粘度計による25%水溶液の粘度は14.
000cps(20℃)〕、イソプロピルアルコール8
.6部、テレピン油44部をそれぞれ混合し、水酸化ナ
トリウムで中和後、水で全量が100部になるように調
整したのち実施例1のように分散せしめた。
The obtained treated product had a good texture as in Example 2,
No decrease in fastness to rubbing was observed. Polymer (B1
Each 2% aqueous solution of α-olefin sulfate ester salt (used in Example 1) was treated in the same manner. This antistatic property is shown in Table 3. Example 4 α-olefin sulfate 6
.. 4 parts and 11.6 parts of a polymer of an acrylamide derivative represented by formula (C) (halogen is Cl) [viscosity of a 25% aqueous solution measured by a Bruckfield rotational viscometer is 14.
000cps (20℃)], isopropyl alcohol 8
.. After neutralizing with sodium hydroxide, the total amount was adjusted to 100 parts with water, and then dispersed as in Example 1.

これの1%及び2%水溶液に被処理物(ポリアクリロニ
トリルリアクリル系繊維織物)を常温で1分間浸漬し、
マングルで絞り率゛70%に絞り100℃で10分間乾
燥した。比較として式(C)の重合物、及び実施例1で
比較したα−オレフイン硫酸エステル塩の各2%水溶液
も同様に処理した。その帯電防止効果は第4表に示す。
The object to be treated (polyacrylonitrile lyacrylic fiber fabric) was immersed in 1% and 2% aqueous solutions of this for 1 minute at room temperature,
It was squeezed with a mangle to a squeezing rate of 70% and dried at 100°C for 10 minutes. For comparison, 2% aqueous solutions of the polymer of formula (C) and the α-olefin sulfate salt compared in Example 1 were also treated in the same manner. Its antistatic effect is shown in Table 4.

なお、摩擦帯電圧は室温20℃、相対温度65%の雰囲
気中において、京大化研式ロータリースタチツクテスタ
一(興亜商会製)を用いて測定し摩擦対象布は綿布(金
布3号)を使用した値である。
The frictional charging voltage was measured using a Kyoto University Chemical Research Rotary Static Tester (manufactured by Koa Shokai) in an atmosphere with a room temperature of 20°C and a relative temperature of 65%, and the fabric to be rubbed was cotton fabric (Kinfu No. 3). This is the value using .

Claims (1)

【特許請求の範囲】 1 α−オレフィン硫酸エステルと、下記式(A)で示
されるβ(メタアクリルオキシエチル)−ジエチル(ま
たはジメチル)メチルアンモニウムメトサルフェートの
重合物▲数式、化学式、表等があります▼(A)(但し
、繰返し単位n=100〜300)又はアクリル酸アミ
ドから誘導された次式(B)又は(C)で示される重合
物▲数式、化学式、表等があります▼(B)(又はnC
_2H_5SO^−_4) (但し繰返し単位n=100〜300) ▲数式、化学式、表等があります▼(C)(但し、繰返
単位n=100〜300X=ハロゲン)とのコンプレッ
クス(錯化合物)を、非イオン活性剤で分散せしめるか
、または機械的に微粒子に分散せしめたことを特徴とす
る合成繊維の帯電防止用処理剤。
[Claims] 1. Polymer of α-olefin sulfate ester and β (methacryloxyethyl)-diethyl (or dimethyl) methylammonium methosulfate represented by the following formula (A) ▲ A polymer whose mathematical formula, chemical formula, table, etc. Yes ▼ (A) (however, repeating unit n = 100 to 300) or a polymer derived from acrylamide and represented by the following formula (B) or (C) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (B ) (or nC
_2H_5SO^-_4) (However, repeating unit n = 100 to 300) ▲There are mathematical formulas, chemical formulas, tables, etc. ▼ (C) (However, repeating unit n = 100 to 300X = halogen) Complex (complex compound) A treatment agent for preventing static electricity on synthetic fibers, characterized in that it is dispersed with a nonionic activator or mechanically dispersed into fine particles.
JP15431276A 1976-12-23 1976-12-23 Antistatic treatment agent for synthetic fibers Expired JPS593588B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15431276A JPS593588B2 (en) 1976-12-23 1976-12-23 Antistatic treatment agent for synthetic fibers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15431276A JPS593588B2 (en) 1976-12-23 1976-12-23 Antistatic treatment agent for synthetic fibers

Publications (2)

Publication Number Publication Date
JPS5378400A JPS5378400A (en) 1978-07-11
JPS593588B2 true JPS593588B2 (en) 1984-01-25

Family

ID=15581355

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15431276A Expired JPS593588B2 (en) 1976-12-23 1976-12-23 Antistatic treatment agent for synthetic fibers

Country Status (1)

Country Link
JP (1) JPS593588B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005298560A (en) * 2004-04-07 2005-10-27 Daiwa Kagaku Kogyo Kk Antistatic agent and antistatic treatment method

Also Published As

Publication number Publication date
JPS5378400A (en) 1978-07-11

Similar Documents

Publication Publication Date Title
EP0656048B1 (en) Liquid softener composition
US5602225A (en) Process for imparting oil- and water-repellency to textile fibres, skin, leather and the like
DE2226925B2 (en) DIMENSIONS FOR PRE-WASH TREATMENT OF TEXTILES
US4851140A (en) Aqueous liquid fabric treatment preparation
JPH07145560A (en) Finishing agent composition for fibers
US2847385A (en) Detergent-soil suspending composition containing carboxymethyl dextran
US3105500A (en) Soil retaining finish for textiles
JP3426432B2 (en) Fiber softening agent and method for softening fibers and fiber products
EP1521881B1 (en) Fiber treatment agent composition
JP3749221B2 (en) Textile treatment agent
JPS6014146B2 (en) fiber softening composition
US2746941A (en) Method of applying nylon finish to garments
JPS6010147B2 (en) Sewing property improving agent for knitted fabrics and method for producing the same
JPH0718578A (en) Textile processing goods
US2925639A (en) Method of fulling and scouring wool
JPH0247362A (en) Soft-finishing agent
JP2763648B2 (en) Soft finish
JPS5951625B2 (en) fiber treatment agent
KR950012688B1 (en) Household Softener Composition
JPS6039717B2 (en) Laundry liquid cleaning composition
JPS5930965A (en) Base agent for softener
JP3235935B2 (en) Liquid softener composition
JPH0333271A (en) Softening, finishing agent for dress
JP2843113B2 (en) Liquid soft finish
JP2970975B2 (en) Soft finish