JPS58132175A - Fiber treating agent - Google Patents

Fiber treating agent

Info

Publication number
JPS58132175A
JPS58132175A JP1520682A JP1520682A JPS58132175A JP S58132175 A JPS58132175 A JP S58132175A JP 1520682 A JP1520682 A JP 1520682A JP 1520682 A JP1520682 A JP 1520682A JP S58132175 A JPS58132175 A JP S58132175A
Authority
JP
Japan
Prior art keywords
modified pva
copolymer
treatment agent
acrylamide
alkyl group
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.)
Granted
Application number
JP1520682A
Other languages
Japanese (ja)
Other versions
JPS6342034B2 (en
Inventor
森谷 東平
山内 淳之介
誠 白石
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.)
Kuraray Co Ltd
Original Assignee
Kuraray Co 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 Kuraray Co Ltd filed Critical Kuraray Co Ltd
Priority to JP1520682A priority Critical patent/JPS58132175A/en
Publication of JPS58132175A publication Critical patent/JPS58132175A/en
Publication of JPS6342034B2 publication Critical patent/JPS6342034B2/ja
Granted legal-status Critical Current

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Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 従来、各種の繊維製品の硬仕上は尿素・ホルマリン樹脂
中メラミン・ホルマリン臭脂を塗布することか行われて
きたが、かかる樹脂はホルマリン臭を発気する欠点がT
ob好ましく麦い0このためポリビニルアルコール(以
下、PVAという)。
[Detailed Description of the Invention] Conventionally, hard finishing of various textile products has been done by applying melamine/formalin odor fat in urea/formalin resin, but such resins have the disadvantage of emitting formalin odor.
For this reason, polyvinyl alcohol (hereinafter referred to as PVA) is preferred.

アルギン酸ソーダ、Toるいはポリ酢酸ビニル系の水性
分散液等の使用が検討されているが、これらを用いて実
線し六本のは硬直が充分でない上に洗濯によってその硬
度が失われるという歓命的な欠点を有する0これらを耐
水化する方法奄考見られるが充分な性能を付与する耐水
化剤が見出されていないのが現状である。
The use of aqueous dispersions of sodium alginate, toluene, or polyvinyl acetate has been considered, but the hardness of the six solid lines is not sufficient and the hardness is lost when washed. Although there are several ways to make these materials waterproof, the current situation is that no waterproofing agent has been found that provides sufficient performance.

かかる現状に鑑みて、PVA分子鎖中に架橋性を有、す
る基を導入して、耐水化を有する変性PvAt−合成す
ることを検討した結果5分子内に式中1 (ここで、R1は水素原子を九は低級アル中ル基。
In view of the current situation, we investigated the possibility of synthesizing modified PvAt with water resistance by introducing a group having crosslinking properties into the PVA molecular chain. As a result, we found that within 5 molecules, 1 in the formula (where R1 is Nine hydrogen atoms are lower alkyl groups.

RI Fiアルキル基を示している。)で示される共重
合単位を含有する変性PVAが耐水性に優れ、上記の繊
維用処暑剤として顕著な性能を有することを見出し本発
F!Aを完成するに至った。
RI Fi indicates an alkyl group. ) was found to have excellent water resistance and remarkable performance as a heat treatment agent for textiles. I have completed A.

本発明において使用される繊#16履剤を構成する変性
PVAは、ビニルエステル、とりわけ酢酸ヒー ル、!
: 式CHi =CH” −C0NHCHiO−RI(
R”fl水素J[子tたは低級アルキル基、Vはアルキ
ル基)で表わされる単量体、とりわけR1が水素または
メチル基 11が炭素数1〜4のアルキル基でめるN−
アルコキシメチル(メタ)アクリルアミド、jIK好ま
しくFiN−メトキシメチルアクリルアミドまたはN−
n−ブトキシメチルアクリルアミドとをラジカル重合開
始剤を用いて共重合させ、しかる後にこの共重合体のア
ルコール溶液にアルカリ触媒を作用させて共重合体中の
ビニルエステル単位を部分的にあるいは高度にケン化せ
しめ、ビニルアルコール単位とすることにより製造され
る。
The modified PVA constituting the fiber #16 shoe shoe used in the present invention is vinyl ester, especially acetic acid heel!
: Formula CHi=CH”-CONHCHiO-RI(
Monomers represented by R"fl hydrogen J [child t or lower alkyl group, V is an alkyl group], especially N- where R1 is hydrogen or a methyl group and 11 is an alkyl group having 1 to 4 carbon atoms.
Alkoxymethyl(meth)acrylamide, preferably FiN-methoxymethylacrylamide or N-
n-butoxymethylacrylamide is copolymerized using a radical polymerization initiator, and then an alkaline catalyst is applied to the alcohol solution of this copolymer to partially or highly quench the vinyl ester units in the copolymer. It is produced by converting it into vinyl alcohol units.

本発明に用いられる変性PvAt−製造する際に使用し
得るビニルエステルは共重合後ケン化をすればビニルア
ルコールとなることがら任意のビニルエステルで本質的
には同一の効果を有するが経済的にみて酢酸ビニルが好
ましい。
The vinyl ester that can be used in the production of the modified PvAt used in the present invention can be converted into vinyl alcohol by saponification after copolymerization, so any vinyl ester can have essentially the same effect, but economically. Vinyl acetate is preferred.

また、もう一方の共重合成分であるCM2w−CR’−
C0NHCHiO−R”(R’U 水素PK子1 ft
−u低級フル*ル基 R1はアルキル基)で表わされる
単量体の具体的な例はN−メトキシメチルアクリルアイ
ド、N−メトキシメチルメタクリルアイド、N−エトキ
シメチルアクリルアミド、N−エトキシメチルメタクリ
ルアミド、N−n−プロポキシメチルアクリルアイド、
N−n−プロポキシメチルメタクリルアミド、N−イソ
プロポキシメチルアクリルアンド、N−イソプロポキシ
メチルメタクリルアミド、N−n−ブトキシメチルアク
リルアミド、N−n−ブト中ジメチルメタクリルアミド
、N−イノブトキ7メチルアクリルアミド、N−インブ
トキシメチルメタクリルアミド、N −tert−ブト
キシメチルアクリルアミド、N−t@rt−ブトキシメ
チルメタクリルアミドが挙げられ、このうちN−メトキ
シメチルアクリルアきドあるいはN−n−ブトキシメチ
ルアクリルアミ4ドが効果と経済性の点で特に好ましい
。これらの単量体は従来からもよく知られており、例え
ば英国特許955,420号においては酢酸ビニルお゛
よびアクリル酸エステルとの共重合体について示されて
いる。しかしながらN−アルコキシメチル(メタ)アク
リルアミドとビニルエステルとの共重合体をケン化する
ことに、よシ生成した共重合体ケン化物については知ら
れておらず、本発bAK示されているような工業的に重
要な優れた性能を有する繊維処理剤が得られることは全
く知られでいない。
In addition, the other copolymerization component CM2w-CR'-
C0NHCHiO-R"(R'U hydrogen PK child 1 ft
Specific examples of monomers represented by -u lower ful*yl group (R1 is an alkyl group) include N-methoxymethylacrylide, N-methoxymethylmethacrylide, N-ethoxymethylacrylamide, and N-ethoxymethylmethacrylamide. , N-n-propoxymethylacrylide,
N-n-propoxymethylmethacrylamide, N-isopropoxymethylacrylamide, N-isopropoxymethylmethacrylamide, N-n-butoxymethylacrylamide, N-butoxymethylmethacrylamide, N-inobutoxy7methylacrylamide, Examples include N-inbutoxymethylmethacrylamide, N-tert-butoxymethylacrylamide, and N-t@rt-butoxymethylmethacrylamide, among which N-methoxymethylacrylamide or N-n-butoxymethylacrylamide 4 is particularly preferred in terms of effectiveness and economy. These monomers are well known in the art, and copolymers with vinyl acetate and acrylic esters are shown, for example, in British Patent No. 955,420. However, the saponified copolymer product produced by saponifying a copolymer of N-alkoxymethyl (meth)acrylamide and vinyl ester is not known, and the saponified copolymer product as shown in the present bAK It is completely unknown that a fiber treatment agent with industrially important and excellent performance can be obtained.

上述し九N−アルコキシメチル(メタ)アクリルアミド
類とビニルエステルとの共重合体のケン化物及びその具
体的製造法について本発明者等によって開発濱れ、すで
に特願昭56−176024、同56−178594と
して特許出願されているが。
The above-mentioned saponified product of the copolymer of 9N-alkoxymethyl (meth)acrylamides and vinyl ester and a specific method for producing the same have been developed by the present inventors, and have already been filed in Japanese Patent Applications No. 176024/1983 and No. 56-176. A patent application has been filed as No. 178594.

本発明の目的に対して用いられる上記変性PVAとして
は通常N−アルコキシメチル(メタ)アクIJ ルアミ
ド単位の含量が0.05〜10モルチ、ケン化[70七
ル一以上(と)わけ90〜100モル−)とすることが
好ましい。ところで使用するN−アルコキシメチル(メ
タ)アクリルアミドのア′ル中ル基の鎖長が長くなるK
つれて変性度が高い場合および/マエは酢酸ビニル単位
の含量が高い場合に生成した変性PVAの水溶性が低下
する場合があり、水溶性の変性PVAを目的とする場合
は。
The modified PVA used for the purpose of the present invention usually has a content of N-alkoxymethyl (meth)acrylamide units of 0.05 to 10 mol, saponified [707, one or more (and) 90 to It is preferable to set it as 100 mol-). By the way, K increases the chain length of the alkyl group in the N-alkoxymethyl (meth)acrylamide used.
When the degree of modification is high and/or when the content of vinyl acetate units is high, the water solubility of the produced modified PVA may decrease, and when a water-soluble modified PVA is intended.

N−アルコキシメチル(メタ)アクリルアミドの11m
と含量、酢酸ビニル単位の含量を調節する必要がある。
11m of N-alkoxymethyl (meth)acrylamide
and content, it is necessary to adjust the content of vinyl acetate units.

ケン化反応の進行により通常のPvムの場合と同様に白
色のゲルあるいは沈殿物が生成させる方法をとることが
工業上好ましく、これを必要に応じて粉・砕・洗浄・乾
燥することKよって変性PVA共重合体粉末を得ること
ができる。
It is industrially preferable to use a method in which a white gel or precipitate is produced as the saponification reaction progresses, as in the case of ordinary Pvum, and this can be powdered, crushed, washed, and dried as necessary. A modified PVA copolymer powder can be obtained.

本発明の変性PVA系繊維処理剤は水に@解または分散
させ喪後、これに繊維、繊維製品などの基材を含浸、塗
布、噴霧などの方法で付着せしめ。
The modified PVA-based fiber treatment agent of the present invention is dissolved or dispersed in water, and then a base material such as a fiber or textile product is attached thereto by a method such as impregnation, coating, or spraying.

乾燥する方法−で使用される。変性PVAの濃度は1〜
209Gが通常選ばれ、tた塗布量は基材の重量に対し
てl〜30141に好t L<は3〜1s−とする。乾
燥Fi70〜180℃で1〜20分の範囲内で実施する
とよい。
Used in drying methods. The concentration of modified PVA is 1~
209G is usually selected, and the coating amount is preferably l~30141 with respect to the weight of the substrate, and L< is 3~1s. Drying is preferably carried out at a temperature of 70 to 180°C for 1 to 20 minutes.

本発明の変性PVA系繊維処理剤はそのままでも高い性
能を発揮するが、#A液を酸性側にした方が41に効果
が高くなる傾向がある0また。必要に応じて1通常のP
VAあるいはアクリルアミド変性PVA、カルメキシル
基変性PVA、ラクトン環含有変性PVA、スルホン基
変性Pvム、疎水基変性PVA、カチオン基変性PVA
などの変性PvA、Toるいは殿粉、変性殿粉、ポリア
クリルアミド、ポリ酢酸ビニル系水性分散IK、尿素・
ホルマリン樹脂、メラミン・ホルマリン樹脂、アルギン
酸ナトリウム、カルボキシメチルセルロースなどを併用
することも目的によっては効果がある0本発明の繊細処
理剤は、ナイロン、ポリエステル、ポリプロピレン、ポ
リ塩化ビニリデン、レイ旧ン、ビニロン等の合成繊維あ
るいは麻、mなどの天然繊維あるいはこれらの混紡品あ
るいはその布製品、網製品、糸、トワイン、ロープ、ワ
イシャツ、プ2ウス、芯地などの衣料製品の硬仕上げに
広く適用される。また、経糸糖剤としても有用である。
Although the modified PVA fiber treatment agent of the present invention exhibits high performance as it is, it tends to be more effective when the #A solution is made acidic. 1 normal P as required
VA or acrylamide-modified PVA, carmexyl group-modified PVA, lactone ring-containing modified PVA, sulfone group-modified PVA, hydrophobic group-modified PVA, cationic group-modified PVA
Modified PvA, To starch, modified starch, polyacrylamide, polyvinyl acetate aqueous dispersion IK, urea, etc.
The combined use of formalin resin, melamine/formalin resin, sodium alginate, carboxymethyl cellulose, etc. may be effective depending on the purpose. Widely used for hard finishing of synthetic fibers, natural fibers such as linen, m, blends thereof, and clothing products such as cloth products, net products, threads, twines, ropes, shirts, pants, interlinings, etc. . It is also useful as a warp sugar agent.

以下、硬仕上の実施911によシ本発明を更に詳しく説
明する。以下、部または−とあるのは断りのない限り1
量基準である。
The present invention will now be described in more detail with reference to hard finishing implementations 911. Below, unless otherwise specified, ``part'' or ``-'' refers to 1.
It is based on quantity.

実施例I N−メトキシメチルアクリルアミドと酢酸ビニルとの共
重合体をケン化することKより得られた、N−メトキシ
メチルアクリルアミド単位を2モル−含有し、酢酸ビニ
ル単位のケン化度が98,5モル囁、平均重合度が17
50の変性PVAの5貴水浴液に300X300waの
芯地用ポリエステル/綿(65/35 )混紡布を浸漬
し友後、変性PVAが固形分で布の重量の496になる
よう搾液L7た。これを80℃で12分間乾燥させ九。
Example I Saponifying a copolymer of N-methoxymethylacrylamide and vinyl acetate containing 2 mol of N-methoxymethylacrylamide units, with a saponification degree of vinyl acetate units of 98, 5 moles, average degree of polymerization is 17
A polyester/cotton (65/35) blend fabric for interlining of 300 x 300 wa was immersed in a precious water bath solution of 50% modified PVA, and then the liquid was squeezed out so that the solid content of the modified PVA was 496% of the weight of the fabric. This was dried at 80°C for 12 minutes.9.

得られ先芯地布の硬度をカンチレバー法により測定した
。更に、この布を家庭用電気洗濯機にて0.4悌の中性
洗剤、浴比1/25.40℃にて30分間洗濯の後、室
温で乾燥した後硬度を測定した。また、洗濯効果の測定
は洗濯を5回あるいは10回実施した場合について行な
った。結果をtsllllに示す0比較例1.2 実施例1における変性PVAに代えて、変性していない
ケン化[98,5モル囁、平均重合度1750のPVA
(比較例1)るるいはアルギン酸ナトリウム(比較例2
)を使用した以外は実施例1と同じ方法を実施した。結
果を第1表にあわせて示した0 実施例2〜5 実施例1で使用し九変性PVAに代えて、第2表に示す
変性PVAを使用した以外は実施例1と同じ方法で布の
硬度上測定した。結果上第3表に示した。
The hardness of the obtained toe liner fabric was measured by a cantilever method. Furthermore, this cloth was washed for 30 minutes in a household electric washing machine using 0.4 centimeters of a neutral detergent at a bath ratio of 1/25.40° C., dried at room temperature, and then its hardness was measured. Furthermore, the washing effect was measured after washing 5 or 10 times. The results are shown in tsllll 0 Comparative Example 1.2 In place of the modified PVA in Example 1, unmodified saponified PVA [98.5 mols], average degree of polymerization 1750
(Comparative Example 1) Rurui Sodium Alginate (Comparative Example 2)
) was used, but the same method as in Example 1 was carried out. The results are shown in Table 1.0 Examples 2 to 5 Fabric was prepared in the same manner as in Example 1 except that modified PVA shown in Table 2 was used in place of the nine-modified PVA used in Example 1. Measured on hardness. The results are shown in Table 3.

第  2  表 第  3  表Table 2 Table 3

Claims (1)

【特許請求の範囲】 (1)  分子内に下記一般式(1)で示される共重合
単位を含有する変性ポリビニルアルコールを含む繊維処
理剤。 1 (ここで 11は水素原子または低級アルキル基。 g2Fiアルキル基をそれぞれ意味している。)(2)
変性ポリビニルアルコールが、N−メトキシメゾルアク
リルアミドと酢酸ビニルとの共重合体のケン化物である
特許請求の範囲第1項に記載の繊維処理剤。 (8)変性ポリビニルアルコールが、N−n−メトキシ
メゾルアクリルアミドと酢酸ビニルとの共重合体のケン
化物である特許請求の範囲第1項に記載の繊維処理剤。
[Scope of Claims] (1) A fiber treatment agent containing modified polyvinyl alcohol containing a copolymerized unit represented by the following general formula (1) in the molecule. 1 (Here, 11 is a hydrogen atom or a lower alkyl group. Each means a g2Fi alkyl group.) (2)
The fiber treatment agent according to claim 1, wherein the modified polyvinyl alcohol is a saponified product of a copolymer of N-methoxy mesol acrylamide and vinyl acetate. (8) The fiber treatment agent according to claim 1, wherein the modified polyvinyl alcohol is a saponified product of a copolymer of Nn-methoxy mesol acrylamide and vinyl acetate.
JP1520682A 1982-02-01 1982-02-01 Fiber treating agent Granted JPS58132175A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1520682A JPS58132175A (en) 1982-02-01 1982-02-01 Fiber treating agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1520682A JPS58132175A (en) 1982-02-01 1982-02-01 Fiber treating agent

Publications (2)

Publication Number Publication Date
JPS58132175A true JPS58132175A (en) 1983-08-06
JPS6342034B2 JPS6342034B2 (en) 1988-08-19

Family

ID=11882390

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1520682A Granted JPS58132175A (en) 1982-02-01 1982-02-01 Fiber treating agent

Country Status (1)

Country Link
JP (1) JPS58132175A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020075898A1 (en) * 2018-10-08 2020-04-16 네오에스티(주) Golf swing practice apparatus and method, and recording medium

Also Published As

Publication number Publication date
JPS6342034B2 (en) 1988-08-19

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