JPS6249392B2 - - Google Patents

Info

Publication number
JPS6249392B2
JPS6249392B2 JP14163281A JP14163281A JPS6249392B2 JP S6249392 B2 JPS6249392 B2 JP S6249392B2 JP 14163281 A JP14163281 A JP 14163281A JP 14163281 A JP14163281 A JP 14163281A JP S6249392 B2 JPS6249392 B2 JP S6249392B2
Authority
JP
Japan
Prior art keywords
water
oil
treated
oil repellency
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
Application number
JP14163281A
Other languages
Japanese (ja)
Other versions
JPS5846176A (en
Inventor
Kazunari Hayashi
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.)
Teijin Ltd
Original Assignee
Teijin Ltd
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 Teijin Ltd filed Critical Teijin Ltd
Priority to JP14163281A priority Critical patent/JPS5846176A/en
Publication of JPS5846176A publication Critical patent/JPS5846176A/en
Publication of JPS6249392B2 publication Critical patent/JPS6249392B2/ja
Granted legal-status Critical Current

Links

Landscapes

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

Description

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

本発明はポリアミド合成繊維に耐久性の優れた
撥水撥油加工を施す方法に関するものである。 ポリアミド合成繊維は強度、耐摩耗性、染色性
に優れた特長を持つているが、撥水性や撥油性に
乏しく、雨傘、レインコート、スノウウエア、作
業衣、カーペツトなど水や油の付着を嫌う用途に
は、撥水撥油加工をする必要があつた。しかし従
来用いられている加工剤は布帛表面に付着してい
るので、摩擦、揉み、洗濯などを繰り返すうちに
加工剤が脱落する欠点がある。 本発明者は繊維表面に撥水撥油性を持たせ、し
かも化学的に強固に結合して洗濯や摩擦などに耐
える加工法を検討し本発明に到つた。 即ち、本発明はポリアミド合成繊維を多価フエ
ノール化合物で処理した後、フエノール基との反
応性を有するパーフルオロ基含有化合物で処理し
て繊維表面に耐久性ある撥水撥油性を付与せしめ
る加工法である。 本発明で用いるポリアミドは、例えばポリ−ε
−カプラミド、ポリ−ω−ノナミド、ポリ−ω−
ラウリンアミドの如きω−アミノ酸又はω−ラク
タムからのポリアミド、ポリヘキサメチレンアジ
パミド、ポリヘキサメチレンセバカミド、ポリヘ
キサメチレンイソフタラミド、ポリキシリレンア
ジパミドの如きジアミンとジカルボン酸から得ら
れるポリアミド、これらの構成成分の共重合体、
これら各種重合体のポリマーブレンド体等を指
す。 これらポリアミドには必要に応じてつや消し
剤、熱安定剤、紫外線吸引剤、帯電防止剤、蛍光
増白剤、末端封鎖剤などが含まれていても良い。 本発明ではポリアミド合成繊維を先ず多価フエ
ノール化合物で処理する。本発明で用いる多価フ
エノール化合物は、フエノール基を2個以上持つ
た化合物であり、いわゆるフイツクス剤と呼ばれ
る化合物が好適である。例えば次に示すような化
合物が例示される。
The present invention relates to a method of applying a highly durable water- and oil-repellent finish to polyamide synthetic fibers. Polyamide synthetic fibers have excellent strength, abrasion resistance, and dyeability, but they are poor in water and oil repellency, and do not like the adhesion of water or oil to things such as umbrellas, raincoats, snowwear, work clothes, and carpets. For its intended use, it needed to be treated to be water and oil repellent. However, since the conventionally used finishing agents adhere to the surface of the fabric, there is a drawback that the finishing agents fall off during repeated rubbing, kneading, washing, etc. The present inventor has studied a processing method that imparts water and oil repellency to the surface of fibers, while chemically bonding them strongly to withstand washing, friction, etc., and has arrived at the present invention. That is, the present invention provides a processing method in which polyamide synthetic fibers are treated with a polyvalent phenol compound and then treated with a perfluoro group-containing compound that is reactive with phenol groups to impart durable water and oil repellency to the fiber surface. It is. The polyamide used in the present invention is, for example, poly-ε
-capramide, poly-ω-nonamide, poly-ω-
Polyamides from ω-amino acids or ω-lactams such as lauramide, diamines and dicarboxylic acids such as polyhexamethylene adipamide, polyhexamethylene sebacamide, polyhexamethylene isophthalamide, polyxylylene adipamide. polyamides, copolymers of these components,
It refers to polymer blends of these various polymers. These polyamides may contain a matting agent, a heat stabilizer, an ultraviolet absorbing agent, an antistatic agent, a fluorescent whitening agent, a terminal blocking agent, etc., as required. In the present invention, polyamide synthetic fibers are first treated with a polyphenol compound. The polyhydric phenol compound used in the present invention is a compound having two or more phenol groups, and compounds called so-called fixing agents are suitable. For example, the following compounds are exemplified.

【式】【formula】

【式】【formula】

【式】〔nは2〜4 の整数〕 これらの化合物はたとえばPH2〜6の水溶液と
して、0.1〜10%(owf)の濃度で繊維に付与され
る。 ポリアミド合成繊維を多価フエノールで処理し
た後、フエノール基との反応性を有するパーフル
オロ基含有化合物で処理する。フエノール基との
反応性を有する化合物としては例えば次に示すよ
うなものがあげられる。
[Formula] [n is an integer of 2 to 4] These compounds are applied to the fibers at a concentration of 0.1 to 10% (owf), for example, as an aqueous solution with a pH of 2 to 6. After the polyamide synthetic fiber is treated with polyhydric phenol, it is treated with a perfluoro group-containing compound that is reactive with phenol groups. Examples of compounds having reactivity with phenol groups include the following.

【式】【formula】

【式】【formula】

【式】【formula】

【式】【formula】

〔撥水性〕[Water repellency]

次表に示す組成の液滴(直径5ミリメートル)
を試料上に3ケ置き、そのうち2ケ以上が10秒間
試料を濡らさずに液滴の状態を維持したか否かを
観察し、最上級のランクで撥水性を表す。
Droplets with the composition shown in the table below (5 mm in diameter)
Place three droplets on the sample and observe whether two or more of them maintain the state of droplets without wetting the sample for 10 seconds, and the highest rank indicates water repellency.

〔撥油性〕[Oil repellency]

次表に示す組成の液滴(直径5ミリメートル)
を試料上に3ケ置き、そのうち2ケが3分間試料
を濡らさずに液滴の状態を維持したか否かを観察
し、最上級のランク点で撥油性を表わす。
Droplets with the composition shown in the table below (5 mm in diameter)
Three samples were placed on the sample, and two of them were observed to see if they remained in the form of droplets without wetting the sample for 3 minutes, and the highest rank indicates oil repellency.

〔通行テスト〕[Traffic test]

カーペツトあるいは布帛の上を2万人が通行し
た後におけるカーペツトあるいは布帛の撥水性、
撥油性を評価したもの。 実施例 1 ポリεカプロラクタム繊維ブライト1000デニー
ル68フイラメントの捲縮加工染色糸2Kgをチーズ
染色機に入れ、多価フエノールスルホン酸誘導体
(商品名ナイロフイツクスTH、日本染化工業
(株))200gと水25lの溶液を注入して80℃で10分間
循環させた。続いて水を注入して水洗いを行なつ
た後一旦乾燥した。 次にN,N′−ジメチルホルムアミド25lに、ト
リエチルアミン500gとヘキサフルオロプロペン
3量体500gを混合した反応液を染色機に注入し
乾燥チーズに対し常温で1時間循環処理をした。
反応終了後、液を抜き、酢酸酸性水溶液で繊維を
洗い、続いて水洗いの後、チーズを乾燥した。 このように処理した糸条でループパイルカーペ
ツトを作り、撥水撥油性を評価したところ表1に
示すように優れた耐久性を示した。 比較例 1 実施例1と同一の繊維を用い、撥水撥油加工を
することなく、通常の方法でループパイルカーペ
ツトを作つた。このカーペツトに市販のフツ素系
防汚加工剤(アサヒガード730、明成化学工業
(株))を0.8owfスプレー塗布し、130℃で5分間熱
処理をした。 この製品の撥水撥油性は、通行テスト前では実
施例1の製品と同程度の性能を示したが通行テス
ト後は著しく性能が低下した。 評価結果を表1に示す 比較例 2 比較例1と同一の繊維で同一のカーペツトを作
り、防汚加工を全く施さずに評価した。 通行テスト前の製品で撥水撥油性は全く認めら
れなかつた。 評価結果を表1に示す。
Water repellency of carpet or fabric after 20,000 people pass over it;
Evaluation of oil repellency. Example 1 2 kg of crimped dyed yarn of polyε-caprolactam fiber bright 1000 denier 68 filament was put into a cheese dyeing machine, and a polyvalent phenolsulfonic acid derivative (trade name: Niro Fixx TH, manufactured by Nippon Someka Kogyo Co., Ltd.) was put into a cheese dyeing machine.
A solution of 200 g of Co., Ltd. and 25 liters of water was injected and circulated at 80°C for 10 minutes. Subsequently, water was injected to wash it, and then it was once dried. Next, a reaction mixture of 25 liters of N,N'-dimethylformamide, 500 g of triethylamine, and 500 g of hexafluoropropene trimer was poured into the dyeing machine, and the dried cheese was circulated at room temperature for 1 hour.
After the reaction was completed, the liquid was drained, the fibers were washed with an acetic acid aqueous solution, and then washed with water, and then the cheese was dried. A loop pile carpet was made from the yarn treated in this way and evaluated for water and oil repellency, and as shown in Table 1, it showed excellent durability. Comparative Example 1 Using the same fibers as in Example 1, a loop pile carpet was made in a conventional manner without water- and oil-repellent treatment. Commercially available fluorine-based antifouling agents (Asahi Guard 730, Meisei Chemical Industry Co., Ltd.)
Co., Ltd.) was sprayed at 0.8 owf and heat treated at 130°C for 5 minutes. The water and oil repellency of this product showed performance comparable to that of the product of Example 1 before the traffic test, but the performance deteriorated significantly after the traffic test. The evaluation results are shown in Table 1. Comparative Example 2 The same carpet as in Comparative Example 1 was made from the same fibers and evaluated without any antifouling treatment. No water or oil repellency was observed in the product before the road test. The evaluation results are shown in Table 1.

【表】【table】

Claims (1)

【特許請求の範囲】[Claims] 1 ポリアミド合成繊維を多価フエノール化合物
で処理した後、フエノール基との反応性を有する
パーフルオロ基含有化合物で処理することを特徴
とするポリアミド合成繊維の撥水撥油加工方法。
1. A method for water- and oil-repellent processing of polyamide synthetic fibers, which comprises treating polyamide synthetic fibers with a polyvalent phenol compound and then treating them with a perfluoro group-containing compound that is reactive with phenol groups.
JP14163281A 1981-09-10 1981-09-10 Water and oil repellent process of polyamide synthetic fiber Granted JPS5846176A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14163281A JPS5846176A (en) 1981-09-10 1981-09-10 Water and oil repellent process of polyamide synthetic fiber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14163281A JPS5846176A (en) 1981-09-10 1981-09-10 Water and oil repellent process of polyamide synthetic fiber

Publications (2)

Publication Number Publication Date
JPS5846176A JPS5846176A (en) 1983-03-17
JPS6249392B2 true JPS6249392B2 (en) 1987-10-19

Family

ID=15296548

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14163281A Granted JPS5846176A (en) 1981-09-10 1981-09-10 Water and oil repellent process of polyamide synthetic fiber

Country Status (1)

Country Link
JP (1) JPS5846176A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0211558A3 (en) * 1985-07-26 1987-05-27 Biodyne Chemicals, Inc. Process for digesting lignocellulosic material
JPH01306674A (en) * 1988-06-03 1989-12-11 Neos Co Ltd Fluorine-containing phenolic fiber
US5010387A (en) * 1988-11-21 1991-04-23 Honeywell Inc. Solder bonding material

Also Published As

Publication number Publication date
JPS5846176A (en) 1983-03-17

Similar Documents

Publication Publication Date Title
JP2004502884A (en) Woven substrate with improved sustained water repellency and soil release and method of making same
WO1993015254A1 (en) Treatment agent for fiber product, method of treating fiber product, and fiber product treated thereby
US5573553A (en) Method for improving the bleach resistance of dyed textile fiber and product made thereby
US6719810B1 (en) Method for providing protective treatment to nylon fibers
JPH0651946B2 (en) Flameproofing method for cellulose fiber materials
JPS6249392B2 (en)
JPH08226077A (en) Production of antimicrobial fiber or textile product
JP3852156B2 (en) Antifouling synthetic fiber fabric and method for producing the same
JP3828162B2 (en) Process for improving the bleach resistance of dyed textile fibers and products produced thereby
JPS59150175A (en) Production of water and oil repellent fiber
JPH07300772A (en) Method for processing silk fibroin
JPS599271A (en) Water and oil repellent fiber and method
JPH0357227B2 (en)
JP2003105319A (en) Water-absorptive oil-repellent stain-resistant agent, fiber and textile product treated with the agent, method for producing the agent and spray can
JPH09279480A (en) Smoothened polyester fiber and its production
JPH09195182A (en) Production of dyed polyamide fiber product having excellent soil resistance
JP2000192371A (en) Fabric containing cellulosic fiber
JPS60181365A (en) Roduction of polyester cloth
JPH10325075A (en) Antimicrobial fiber material and its production
JPS6125832B2 (en)
JPH0742080A (en) Antistatic and melt-proofing treatment of synthetic fiber fabric
JPH10266078A (en) Simultaneous shrink-resistant and functional processings of structure of animal hair fiber such as wool
JPH0314682A (en) Treatment of woolen textile materials
JPH0532515B2 (en)
JP3757451B2 (en) Kimono