JPH03234872A - Preparation of anti-stain fiber - Google Patents

Preparation of anti-stain fiber

Info

Publication number
JPH03234872A
JPH03234872A JP2028827A JP2882790A JPH03234872A JP H03234872 A JPH03234872 A JP H03234872A JP 2028827 A JP2028827 A JP 2028827A JP 2882790 A JP2882790 A JP 2882790A JP H03234872 A JPH03234872 A JP H03234872A
Authority
JP
Japan
Prior art keywords
fiber
polyester
stain
oil
fluorine
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
Application number
JP2028827A
Other languages
Japanese (ja)
Inventor
Hiroyuki Sakai
宏幸 酒井
Kiichiro Yoshimura
吉村 喜一郎
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.)
TAKAMATSU YUSHI KK
Original Assignee
TAKAMATSU YUSHI 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 TAKAMATSU YUSHI KK filed Critical TAKAMATSU YUSHI KK
Priority to JP2028827A priority Critical patent/JPH03234872A/en
Publication of JPH03234872A publication Critical patent/JPH03234872A/en
Pending legal-status Critical Current

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  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

PURPOSE:To prepare a stain-proof fiber simultaneously having a water and oil-repelling property resistant to washing and an excellent stain-removing property by subjecting a fiber to a two step treatment comprising adhering a polyester copolymer to the fiber and subsequently adhering a fluorine- containing compound to the first treated fiber. CONSTITUTION:A polyester copolymer is adhered to a fiber product such as polyester fibers, woven or knitted fabric thereof ornon-woven fabric thereof in a solution by a method comprising padding-drying treatments, and a known fluoro compound is subsequently adhered to the fiber product by the same method to provide a strain-proof fiber product having an excellent strain- removing property and further having a durable water and oil-repelling property. The copolymer is e.g. a polyester copolymer prepared by copolymerizing a polyalkylene glycol with a polyester segment comprising a dicarboxylic add and a glycol.

Description

【発明の詳細な説明】 〔産業上の利用分野 〕 本発明は防汚性繊維の製造方法に関するものである。[Detailed description of the invention] [Industrial application field] The present invention relates to a method for producing stain-resistant fibers.

〔従来の技術 〕[Conventional technology]

カーペラ1〜、テーブルクロス、スポーツ着なと繊維製
品を液体汚れや乾燥汚れから守るには、含フッ素化合物
で表面処理する方法が最も有効であることは知られてい
る。
It is known that surface treatment with a fluorine-containing compound is the most effective way to protect fiber products such as carpellers, tablecloths, and sportswear from liquid stains and dry stains.

しかし、通常繊維製品の抗水、抗油付与剤として用いら
れるフッ素化合物て処理されたものは、−度汚れがけ着
すると除去することは殆ど不可能であった。
However, when treated with a fluorine compound, which is normally used as a water and oil resistant agent for textile products, it was almost impossible to remove stains once they were deposited on them.

最近では、4発水、机油性と共に汚れ除去性を兼ね備え
たフッ素系化合物も上布されているが、効果の耐洗濯性
が不充分であるなど問題点が多い。
Recently, fluorine-based compounds that have both water repellency, machine oil resistance, and stain removal properties have been used on fabrics, but there are many problems such as insufficient washing resistance.

〔発明が解決しようとする課題 〕[Problem to be solved by the invention]

本発明者らは、これらの実情に鑑み、撓水、抗油性と共
に汚れ除去性を耐久性良く繊維製品に付与することを目
的に鋭意検討を重ねた結果、特定のポリエステル共重合
体と含フッ素化合物の組み合わせによって目的の効果が
得られることが判明した。
In view of these circumstances, the inventors of the present invention have conducted intensive studies with the aim of imparting water repellency, oil resistance, and stain removal properties to textile products with good durability. It has been found that the desired effect can be achieved by combining compounds.

〔課題を解決するための手段 〕[Means to solve the problem]

本発明防汚性繊維の製造方法は、ポリエステル共重合体
を繊維に固着させた後、含フッ素化合物の固着処理を行
うことを特徴とするものである。
The method for producing stain-resistant fibers of the present invention is characterized in that after a polyester copolymer is fixed to fibers, a fluorine-containing compound is fixed thereon.

本発明においてポリエステル共重合体とは、ジカルボン
酸成分とグリコール成分とからなるポリエステルセグメ
ントにポリアルキレングリコールを共重合せしめてなる
ポリエステル共重合体である。
In the present invention, the polyester copolymer is a polyester copolymer obtained by copolymerizing polyalkylene glycol with a polyester segment consisting of a dicarboxylic acid component and a glycol component.

ジカルボン酸成分としては、テレフタル酸及びイソフタ
ル酸又はそれらのエステル形成性誘導体てあり、グリコ
ール成分としては、エチレングリコール又は14−ブタ
ンジオールである。
The dicarboxylic acid component is terephthalic acid and isophthalic acid or ester-forming derivatives thereof, and the glycol component is ethylene glycol or 14-butanediol.

これらからなるポリエステルセグメントに分子量が80
0〜3,000のポリエチレングリコールを共重合して
なるポリエステルエーテル共重合体が代表的なものであ
る。特にこれらの生成ポリマーの分子量か20,000
以上であるものが好ましい。
The polyester segment consisting of these has a molecular weight of 80
A typical example is a polyester ether copolymer obtained by copolymerizing 0 to 3,000 polyethylene glycols. In particular, the molecular weight of these produced polymers is 20,000.
The above is preferable.

本発明において含フッ素化合物とは、通常繊維製品の抗
水、抗油付与剤として用いられるフッ素系化合物を意味
するが、下記一般式で表される重合性化音物からの重合
体が好適である。
In the present invention, the fluorine-containing compound refers to a fluorine-containing compound that is normally used as a water- and oil-resistant imparting agent for textile products, but a polymer made from a polymerizable compound represented by the following general formula is preferred. be.

CH2= Cl(○○(2R+           
(5CH2= CI(CH200CR+       
 (6CH2−CI4 OR4(7 CH2= CHCH2OR+           (
8CH2= Ci(CORす            
      (9CH□−CHCH2COR,(1,0
)(ここて、R1は水素又は、メチル基を、R2は炭素
原子数1〜10のアルキレン基、シクロアルキレン基、
アリレーン基又はアラルキレン基を、R3は水素原子又
は炭素数1〜10の炭化水素基を、R4は炭素原子1〜
17の炭化水素基を、R3はその炭素原子上の水素原子
の一部又は全部をフッ素原子で置換した炭素原子数5〜
30のフルオロアルキル基を示す。
CH2= Cl(○○(2R+
(5CH2= CI(CH200CR+
(6CH2-CI4 OR4(7 CH2= CHCH2OR+ (
8CH2= Ci(COR)
(9CH□-CHCH2COR, (1,0
) (Here, R1 is hydrogen or a methyl group, R2 is an alkylene group having 1 to 10 carbon atoms, a cycloalkylene group,
arylene group or aralkylene group, R3 is a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms, and R4 is 1 to 1 carbon atoms.
17 hydrocarbon group, R3 has 5 to 5 carbon atoms, with some or all of the hydrogen atoms on the carbon atoms substituted with fluorine atoms.
30 fluoroalkyl groups are shown.

又、R2−R4の炭素原子上の水素原子は一部又は全部
がフッ素原子又は塩素原子で置換されていてもよい。) 又、これらの重合体は繊維上に形成される皮膜の抗水性
、抗油性、柔軟性、耐久性なとのバラン4 スをとるため、又汚れ除去性をイ」す、するために他の
成分を添加共重合したものてあってもよい。
Furthermore, some or all of the hydrogen atoms on the carbon atoms of R2 to R4 may be substituted with fluorine atoms or chlorine atoms. ) These polymers are also used to balance the water resistance, oil resistance, flexibility, and durability of the film formed on the fibers, and to improve stain removability. It is also possible to add and copolymerize the following components.

本発明におけるポリエステル共重合体の繊維への固着方
法としては特に限定されるものてはなく、ポリエステル
共重合体の乳化分散溶液を作成し、任意に希釈したちの
ての液中処理、パラドル乾燥処理、スプレー−乾燥処理
等任意てよい。又乾燥後、1508C以上ての熱処理す
ることが好ましい 本発明における含フッ素化合物の繊維への固着方法もポ
リエステル共重合体の固着方法と同様、特に限定される
ものてはない。
The method of fixing the polyester copolymer to the fibers in the present invention is not particularly limited, and may include preparing an emulsified dispersion solution of the polyester copolymer, diluting it as desired, and then immediately processing it in a liquid or drying it in a parasol. Any treatment such as spray-drying treatment may be used. Further, the method of fixing the fluorine-containing compound to the fibers in the present invention, which is preferably heat-treated at 1508 C or higher after drying, is also not particularly limited, similar to the method of fixing the polyester copolymer.

本発明の対象となる繊維は、特に限定されるものではな
いか、ポリエステルのような合成繊維の単独又は混用繊
維、複合繊維、これらからなる糸状、綿状、編織物、不
織布、縫製品などに対して効果かある。。
The fibers to which the present invention is applied are not particularly limited, and may include synthetic fibers such as polyester alone or mixed fibers, composite fibers, thread-like, cotton-like, knitted fabrics, non-woven fabrics, sewn products, etc. It has some effect on it. .

〔作用 〕[Effect]

本発明は、ポリエステル共重合体を液中処理、パット〜
乾燥処理等の方法で繊維に固着した後に含フッ素化合物
を同様の方法で固着することによって良好な抗水、抗油
と汚れ除去性を兼ね備えた防汚性繊維を得ることがてき
る。
The present invention involves processing polyester copolymers in liquid, putting
By fixing the fluorine-containing compound to the fibers by a method such as drying, and then fixing the fluorine-containing compound by a similar method, it is possible to obtain stain-resistant fibers that have good water resistance, oil resistance, and stain removability.

これは2段階処理することにより、前処理されたポリエ
ステル共重合体が持つ汚れ除去性と、後処理された含フ
ッ素化合物が持つ抗水、撓油性の両性能が低下すること
なく付与されるためである。
This is because the two-step treatment provides both the stain removal properties of the pre-treated polyester copolymer and the water and oil repellency properties of the post-treated fluorine-containing compound without deteriorating. It is.

又、ポリエステル共重合体を前処理することにより、ポ
リエステル繊維等の疎水性繊維に吸水性が付与され、後
に処理される含フッ素化合物が繊維の細部にまで浸透し
やすくなり、含フッ素化合物か繊維内部にまで均一に付
着する手助けをすると考えられる。この効果により性能
の耐洗濯性が向上する。
In addition, by pre-treating the polyester copolymer, water absorbency is imparted to hydrophobic fibers such as polyester fibers, and the fluorine-containing compound treated later can easily penetrate into the fine details of the fibers. It is thought that this helps the particles adhere evenly to the inside. This effect improves the washing resistance performance.

〔発明の効果 〕〔Effect of the invention 〕

本発明は、ポリエステル共重合体と含フッ素化合物を2
段階処理することにより、耐洗濯性のある抗水性、溌油
性及び汚れ除去性を兼ね備えた防汚性繊維を得ることが
できる。
The present invention combines a polyester copolymer and a fluorine-containing compound into two
By carrying out the stepwise treatment, it is possible to obtain stain-resistant fibers that have washing resistance, water resistance, oil repellency, and stain removability.

〔実施例 〕〔Example 〕

実施例] ポリエステル100%加工糸織物を表−1に示すような
処理剤の組み合わせて処理し、試験布を得な。試験布の
性能評価結果については表−2に示す。
Example] A 100% polyester textured yarn fabric was treated with a combination of treatment agents as shown in Table 1 to obtain a test cloth. The performance evaluation results of the test fabrics are shown in Table-2.

表−1 前処理及び後処理の加工条件は、いずれもパラドルマン
グル脱水(絞り率70 % B&、100°Cて3分間
乾燥し、]80°Cて1分間の熱処理を行った。
Table 1 The processing conditions for pre-treatment and post-treatment were Parador Mangle dehydration (squeezing ratio 70% B&, drying at 100°C for 3 minutes, followed by heat treatment at 80°C for 1 minute).

、ト1 ポリエステル共重合体の水分散物(高松油脂(
株)製) *2ポリエステル共重合体の水分散物(高松油脂(株〉
製) *3無機塩系触媒(高松油脂(株)製)*4 フッ素系
抗水抗油剤(高松油脂(株)製)1・5  フッ素系抗
水抗油SR剤(高松油脂(株)製)実施例2 ポリエステル100%加工糸織物に対して、下記の条件
にて前処理を行った後、T Kガード505の10%水
溶液てパッドし、マングル脱水(絞り率70%)後、1
.OO’Cて3分間の乾燥を行い、その後1.800C
て1分間の熱処理を行って試験布を得た。
, T1 Aqueous dispersion of polyester copolymer (Takamatsu Oil (
*2 Aqueous dispersion of polyester copolymer (manufactured by Takamatsu Yushi Co., Ltd.)
*3 Inorganic salt catalyst (manufactured by Takamatsu Yushi Co., Ltd.) *4 Fluorine-based water/oil resistant agent (manufactured by Takamatsu Yushi Co., Ltd.) 1, 5 Fluorine-based water/oil resistant SR agent (manufactured by Takamatsu Yushi Co., Ltd.) ) Example 2 A 100% polyester textured yarn fabric was pretreated under the following conditions, padded with a 10% aqueous solution of T K Guard 505, and after mangle dehydration (squeezing ratio 70%),
.. Dry at OO'C for 3 minutes, then at 1.800C.
A test cloth was obtained by heat treatment for 1 minute.

試験布の性能評価結果については表−2に示す。The performance evaluation results of the test fabrics are shown in Table-2.

又前処理のみのものを比較品とした。In addition, a product with only pretreatment was used as a comparative product.

(前処理条件) D 1anix B lue K B−F S    
2%ou+fニューレベリン RD−1,O*5 0.
5g/ff酢酸(90%)         0.5c
c/β5R−10005%oIIIf 浴比            120 130°Cて20分間染色処理を行っfS後、ハイドロ
 1g/l、ソータ灰2g/り、浴比1.20て還元洗
浄を行い、水洗、脱水(絞り率70%)し、100°C
で3分間の乾燥後、180°Cで1分間の熱処理を行っ
た。
(Pre-treatment conditions) D 1anix Blue K B-F S
2%ou+f Neurevelin RD-1,O*5 0.
5g/ff Acetic acid (90%) 0.5c
c/β5R-10005%oIIIf Bath ratio 120 After dyeing at 130°C for 20 minutes, reduction cleaning was performed using hydro 1g/l, sorter ash 2g/litre, bath ratio 1.20, washing with water, dehydration (squeezing) 70%) and 100°C
After drying for 3 minutes at , heat treatment was performed at 180°C for 1 minute.

*5 ポリエステル用分散均染剤(高松油脂(株)製)
実施例3 ポリエステル100%綿(5dx 50 mm)を5R
−1000の5り/β(浴比 110)の溶液に130
°Cて20分浸漬後、水洗、遠心脱水(絞り率30%〉
し、100°Cて5分間の乾燥処理を行った。その後、
TKガード 505の100g/lの溶液に常温て]0
分間の浸漬処理を行い、遠心脱水(絞り率30%)し、
100°Cて5分間の乾燥後、180°Cで1分間の熱
処理を行って試験綿を得た。
*5 Dispersion leveling agent for polyester (manufactured by Takamatsu Yushi Co., Ltd.)
Example 3 5R polyester 100% cotton (5dx 50mm)
-130 in a solution of 5/β (bath ratio 110) of 1000
After soaking at °C for 20 minutes, washing with water and centrifugal dehydration (squeezing ratio 30%)
Then, a drying process was performed at 100°C for 5 minutes. after that,
Add 100g/l solution of TK Guard 505 at room temperature]0
After soaking for 1 minute, centrifugal dehydration (squeezing ratio 30%),
After drying at 100°C for 5 minutes, a heat treatment was performed at 180°C for 1 minute to obtain test cotton.

試験綿の性能評価結果に−)いては表−2に示ず。The performance evaluation results of the test cotton are not shown in Table 2.

又前処理のみのものを比較品とした。In addition, a product with only pretreatment was used as a comparative product.

表−2 性能評価方法 抗水性 実施例(1)(2)については、JIST、、
−1079、A法(スプレー法)実施例(3)について
は、綿2gを丸めて常温水に落下し、水面下に沈むまて の時間(秒)を測定 抗油性 3M社法 実施例(3)については、綿を平らにならした状態で測
定 汚れ除去性・ダーティオイル(エンジン廃油)の一定量
(ピペッI・で2滴)を付着し、室温で一夜放置後、家
庭洗濯し、その脱 落度合を9段階て測定 1・はとんど落ちてない。
Table-2 Performance evaluation method Water resistance For Examples (1) and (2), JIST,
-1079, A method (spray method) Example (3): 2g of cotton is rolled up and dropped into room temperature water, and the time (seconds) it takes for it to sink below the water surface is measured.Oil-resistant 3M company method Example (3) ), measure stain removability by applying a certain amount (2 drops with a pipette I) of dirty oil (waste engine oil) to a flat piece of cotton, leaving it at room temperature overnight, then washing it at home to see if it comes off. Measured in 9 levels, 1. has not dropped at all.

1〜2・・1〜2割程度落ちている。1-2... It has fallen by about 1-20%.

2・3割程度落ちている。It has fallen by about 2.3%.

2〜3・・・4割程度落ちている。It has fallen by about 2-3...40%.

3・ 5割程度落ちている。3. It has fallen by about 50%.

3〜4・・・6割程度落ちている。3-4... It's down about 60%.

4・7割程度落ちている。It has fallen by about 4.7%.

4〜5・・・8〜9割程度落ちている。4-5... It's down about 8-90%.

5・・完全に落ちている。5. Completely fallen.

Claims (1)

【特許請求の範囲】[Claims] ポリエステル共重合体を繊維に固着させた後、含フッ素
化合物の固着処理を行うことを特徴とする防汚性繊維の
製造方法。
A method for producing stain-resistant fibers, which comprises fixing a polyester copolymer to fibers and then subjecting the fibers to fixation treatment with a fluorine-containing compound.
JP2028827A 1990-02-08 1990-02-08 Preparation of anti-stain fiber Pending JPH03234872A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2028827A JPH03234872A (en) 1990-02-08 1990-02-08 Preparation of anti-stain fiber

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2028827A JPH03234872A (en) 1990-02-08 1990-02-08 Preparation of anti-stain fiber

Publications (1)

Publication Number Publication Date
JPH03234872A true JPH03234872A (en) 1991-10-18

Family

ID=12259225

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2028827A Pending JPH03234872A (en) 1990-02-08 1990-02-08 Preparation of anti-stain fiber

Country Status (1)

Country Link
JP (1) JPH03234872A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011047085A (en) * 2009-08-28 2011-03-10 Suminoe Textile Co Ltd Facing material for vehicle seat with high antistaining performance, and method for producing the facing material
RU2469141C2 (en) * 2008-08-22 2012-12-10 Сэнт-Гобэн Перформанс Пластикс Корпорейшн Item for polymericfluorine coating and method of its manufacturing

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2469141C2 (en) * 2008-08-22 2012-12-10 Сэнт-Гобэн Перформанс Пластикс Корпорейшн Item for polymericfluorine coating and method of its manufacturing
JP2011047085A (en) * 2009-08-28 2011-03-10 Suminoe Textile Co Ltd Facing material for vehicle seat with high antistaining performance, and method for producing the facing material

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