JPH0512471B2 - - Google Patents

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Publication number
JPH0512471B2
JPH0512471B2 JP10384388A JP10384388A JPH0512471B2 JP H0512471 B2 JPH0512471 B2 JP H0512471B2 JP 10384388 A JP10384388 A JP 10384388A JP 10384388 A JP10384388 A JP 10384388A JP H0512471 B2 JPH0512471 B2 JP H0512471B2
Authority
JP
Japan
Prior art keywords
formula
antistatic
water absorption
weight
agent
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 - Lifetime
Application number
JP10384388A
Other languages
Japanese (ja)
Other versions
JPH01280078A (en
Inventor
Kyoshi Aoki
Shunei Takeda
Masahide Kaneko
Megumi Ootsuka
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.)
Kanebo Ltd
Original Assignee
Kanebo 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 Kanebo Ltd filed Critical Kanebo Ltd
Priority to JP10384388A priority Critical patent/JPH01280078A/en
Publication of JPH01280078A publication Critical patent/JPH01280078A/en
Publication of JPH0512471B2 publication Critical patent/JPH0512471B2/ja
Granted legal-status Critical Current

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Description

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

[産業上の利用分野] 本発明は合成繊維構造物の耐久性吸水、帯電防
止処理剤及び該処理剤を用いて合成繊維を処理す
る方法に関する。 [従来の技術] 合成繊維構造物を親水化する加工方法は数多く
提案されているが、得られた吸水、帯電防止性能
が繰返し洗濯やドライクリーニングを行うことに
より失なわれ、耐久性について充分とはいえな
い。又吸水性の耐久性が得られても、その吸水性
能の低下から、低湿度下において帯電防止性能が
不満足である。例えばポリエチレングリコール、
またはポリプロピレングリコールを主鎖とする加
工剤及びアクリル酸、メタクリル酸又はヒドロキ
シアルキルのアクリル酸又はメタクリル酸エステ
ル等を含む浴で処理する方法が提案されている
(特開昭57−106774)。この方法では、洗濯により
吸水帯電防止性が著しく低下し、又染色の摩擦堅
牢度や、縫目滑脱抵抗の低下をまねく。保水性を
与えるために天然多糖類の誘導体を用いた吸水、
吸湿加工方法が提案されている(特開昭61−
70081)。この方法による吸水性は耐久性をも有し
ている。しかし、吸水性能が低く、帯電防止性能
を殆ど有さない。 合成繊維構造物に、洗濯等に対する耐久性を有
する吸水性、帯電防止性を付与することは非常に
困難であり、従来満足すべき処理剤及び処理方法
は存在しなかつた。 [発明が解決しようとする問題点] 本発明の目的は、繰返し洗濯耐久性を有する吸
水性能及び帯電防止性能を同時に合成繊維構造物
に付与する処理剤及び処理方法に提供することに
ある。 [問題点を解決する手段] 本発明は(1)天然多糖類にアルキレンオキサイド
を付加させた天然多糖類誘導体と有機ポリイソシ
アネートとを反応させて得られるイソシアネート
基を有するウレタン化物のイソシアネート基をブ
ロツクされた水溶性又は水分散性で、かつ熱反応
性のブロツク化物; (2) 式: 〔式中、R、R1、R2は1〜18個の炭素原子を
有するアルキル基、−CH2CH2OH、−
CH2CH2CH2OH、又は
[Industrial Application Field] The present invention relates to a durable water absorption and antistatic treatment agent for synthetic fiber structures, and a method for treating synthetic fibers using the treatment agent. [Prior art] Many processing methods have been proposed to make synthetic fiber structures hydrophilic, but the water absorption and antistatic properties obtained are lost due to repeated washing and dry cleaning, and durability is not sufficient. No, no. Furthermore, even if water absorption durability is achieved, the antistatic performance is unsatisfactory under low humidity conditions due to the decrease in water absorption performance. For example, polyethylene glycol,
Alternatively, a method has been proposed in which a bath containing a processing agent having a main chain of polypropylene glycol and an acrylic acid or methacrylic acid ester of acrylic acid, methacrylic acid, or hydroxyalkyl is used (Japanese Patent Application Laid-Open No. 106774/1983). In this method, the water absorption and antistatic properties are significantly reduced by washing, and the abrasion fastness of the dyeing and seam slipping resistance are also reduced. Water absorption using natural polysaccharide derivatives to provide water retention properties,
A moisture absorption processing method has been proposed (Japanese Patent Application Laid-open No. 1983-
70081). The water absorption obtained by this method also has durability. However, it has low water absorption performance and almost no antistatic performance. It is extremely difficult to impart water absorbency and antistatic properties that are durable against washing and the like to synthetic fiber structures, and no satisfactory treatment agent or treatment method has hitherto existed. [Problems to be Solved by the Invention] An object of the present invention is to provide a processing agent and a processing method that simultaneously impart water absorption performance and antistatic performance with repeated washing durability to a synthetic fiber structure. [Means for Solving the Problems] The present invention (1) blocks the isocyanate groups of a urethane compound having isocyanate groups obtained by reacting a natural polysaccharide derivative obtained by adding alkylene oxide to a natural polysaccharide with an organic polyisocyanate. A water-soluble or water-dispersible and thermally reactive blocked product; (2) Formula: [In the formula, R, R 1 and R 2 are alkyl groups having 1 to 18 carbon atoms, -CH 2 CH 2 OH, -
CH 2 CH 2 CH 2 OH, or

【式】 であり、R3は−CH3、−CH2CH3、−
CH2CH2OH、−CH2CH2CH2OH,
[Formula], R 3 is −CH 3 , −CH 2 CH 3 , −
CH 2 CH 2 OH, −CH 2 CH 2 CH 2 OH,

【式】又は[Formula] or

【式】であり、但し、R、R1、 R2、R3のうの少くとも1つはOH基を有してお
り、XはBr、I、Cl、CH3SO4、又は
CH3CH2SO4である〕で表わされるカチオン系
帯電防止剤;及び (3) 式: R4−(R5o−SO3B 〔2〕 〔式中、R4はH2N−,
[Formula], provided that at least one of R, R 1 , R 2 , and R 3 has an OH group, and X is Br, I, Cl, CH 3 SO 4 , or
CH 3 CH 2 SO 4 ]; and formula (3): R 4 −(R 5 ) o −SO 3 B [2] [wherein R 4 is H 2 N− ,

【式】【formula】

【式】又はHO−であり、R5[Formula] or HO−, and R 5 is

〔実施例〕〔Example〕

次に実施例で本発明を詳細に説明する。以下の
実施例においては試験方法は次の通りである。 (1) 吸水性 JIS L−1096 上昇浸透B法(バイレツク
法) (2) 摩擦帯電圧 京大式ロータリースタチツクテスターにより
測定 (3) 滑脱抵抗 JIS L−1096(荷重5Kg) (4) 摩擦堅牢度 JIS L−849 (5) 耐久性 繰返し洗濯 JIS L−0217 103号 (6) 風 合 パネラー10名による触感判定。表記法は下記
の通り。 +=ぬめり ++=ややぬめり +++=シヤリ味感 前記式〔1〕の構造を有する多糖類誘導体とし
ては次のものを用いた。 天然多糖類誘導体化合物:特開昭61−70081号
明細書の合成例1と同様にして得られる。 カチオン系帯電防止剤としては次のものを用い
た。 アニオン系帯電防止剤としては次のものを用い
た。 C−2 HOCH2CH2SO3Na 80重量%水溶液 C−3 H2N SO3Na 金属触媒としては次のものを用いた。 ジブチルチンラウレート 実施例1〜7及び比較例1〜3 慣用の方法で精練、ヒートセツト、染色(ネビ
ー)、洗浄、乾燥された経糸50d/24f(加工糸)/
緯糸50d/24f(加工糸)目付53.4g/m2のポリエ
チレンテレフタレート100%の布を、第1表に示
す組成の処理浴に浸漬し、絞り率100%になる様
にマングルで絞り、120℃で2分間乾燥した後、
150℃で2分間熱処理した。得られた布を20℃、
65%相対湿度の恒温室に24時間放置した後、性能
の測定を行つた。 測定結果は第2表に示す通りである。
Next, the present invention will be explained in detail with reference to Examples. In the following examples, the test method is as follows. (1) Water absorption JIS L-1096 rising penetration B method (Byreck method) (2) Frictional charging voltage Measured using a Kyoto University rotary static tester (3) Sliding resistance JIS L-1096 (load 5Kg) (4) Friction robustness Degree JIS L-849 (5) Durability Repeated washing JIS L-0217 No. 103 (6) Texture Ai Tactile evaluation by 10 panelists. The notation is as follows. +=Slimy ++=Slightly slimy +++=Shiny taste The following polysaccharide derivatives having the structure of formula [1] were used. Natural polysaccharide derivative compound: Obtained in the same manner as Synthesis Example 1 of JP-A-61-70081. The following cationic antistatic agents were used. The following anionic antistatic agent was used. C-2 HOCH 2 CH 2 SO 3 Na 80% by weight aqueous solution C-3 H 2 N SO 3 Na The following was used as the metal catalyst. Dibutyltin laurate Examples 1 to 7 and Comparative Examples 1 to 3 Warp yarns 50d/24f (processed yarn)/scoured, heat set, dyed (navy), washed and dried in a conventional manner.
A cloth made of 100% polyethylene terephthalate with a weft of 50d/24f (processed yarn) having a basis weight of 53.4 g/ m2 is immersed in a treatment bath having the composition shown in Table 1, squeezed with a mangle to achieve a squeezing rate of 100%, and heated at 120°C. After drying for 2 minutes with
Heat treatment was performed at 150°C for 2 minutes. The obtained cloth was heated to 20℃,
The performance was measured after being left in a constant temperature room at 65% relative humidity for 24 hours. The measurement results are shown in Table 2.

【表】 表中の数値は重量%を表わす。残部は水である。
比較例 4 次の組成 2重量% アクリル酸 2重量% ジエチルアミノエチルメタクリレート 1.5重量% トリメチロールプロパントリメタクリレート
0.3重量% 過硫酸アンモニウム 0.3重量% プライサーフA217E 0.2重量% 水 93.7重量% の浴を用いた以外は、実施例1と同様に処理した
布を用いて性能の測定を行つた。測定結果は第2
表に示す通りである。
[Table] The numbers in the table represent weight %. The remainder is water.
Comparative example 4 The following composition 2% by weight Acrylic acid 2% by weight Diethylaminoethyl methacrylate 1.5% by weight Trimethylolpropane trimethacrylate
The performance was measured using a cloth treated in the same manner as in Example 1, except that a bath containing 0.3% by weight of ammonium persulfate, 0.2% by weight of Plysurf A217E, and 93.7% by weight of water was used. The measurement results are the second
As shown in the table.

【表】 [発明の効果] 本発明によれば、多糖類誘導体と帯電防止剤を
一液で用いて加工して、耐洗濯性を有する吸水性
と帯電防止性との両者を高いレベルで両立させる
ことができる。従来の方法においては、一浴処理
を行うと、吸水性能の耐洗濯か帯電防止性能かの
一方が犠牲になることに鑑み、本発明の効果は顕
著である。また従来、カチオン系帯電防止剤とア
ニオン系帯電防止剤の両者を一浴に含めると浴が
不安定になつたが、本発明で用いる特定のカチオ
ン系帯電防止剤と、アニオン系帯電防止剤の組合
せは安定な浴を構成する。 また、本発明によれば摩擦堅牢度を低下させる
ことなく、縫目滑脱抵抗に優れ、風合がしなやか
であり、且つぬめりのない綿と同様な感触が得ら
れるなど従来に見られない驚くほどの効果を合成
繊維構造物に付与することができる。
[Table] [Effects of the Invention] According to the present invention, a polysaccharide derivative and an antistatic agent are processed in one liquid to achieve both water absorption with wash resistance and antistatic properties at a high level. can be done. In the conventional method, when one bath treatment is performed, one of the water absorption performance, washing resistance, and antistatic performance is sacrificed, so the effects of the present invention are remarkable. Furthermore, in the past, when both a cationic antistatic agent and an anionic antistatic agent were included in one bath, the bath became unstable, but the specific cationic antistatic agent used in the present invention and the anionic antistatic agent The combination constitutes a stable bath. Furthermore, according to the present invention, there is no reduction in friction fastness, excellent resistance to seam slipping, a supple texture, and a feel similar to non-slimy cotton, which is surprisingly unprecedented. This effect can be imparted to synthetic fiber structures.

Claims (1)

【特許請求の範囲】 1 (1) 天然多糖類にアルキレンオキサイドを付
加させた天然多糖類誘導体と有機ポリイソシア
ネートとを反応させて得られるイソシアネート
基を有するウレタン化物のイソシアネート基を
ブロツクされた水溶性又は水分散性で、かつ熱
反応性のブロツク化物; (2) 式: 〔式中、R、R1、R2は1〜18個の炭素原子を
有するアルキル基、−CH2CH2OH、−
CH2CH2CH2OH,又は【式】 であり、R3は−CH3、−CH2CH3、−
CH2CH2OH、−CH2CH2CH2OH、
【式】又は 【式】であり、但し、R、R1、 R2、R3のうち少くとも1つはOH基を有してお
り、XはBr、I、Cl、CH3SO4、又は
CH3CH2SO4である〕 で表わされるカチオン系帯電防止剤;及び (3) 式: R4−(R5o−SO3B 〔2〕 〔式中、R4はH2N−、【式】 【式】又はHO−であり、R5が 【式】又は−CH2−であり、nは1 〜3の整数であり、BはH、NH4、Li、K、
又はNaである〕 で表わされるアニオン系帯電防止剤を含み、但し
前記(1)の成分に対して、前記カチオン系帯電防止
剤と前記アニオン系帯電防止剤との合計重量が、
3〜50重量%であり、前記カチオン系帯電防止剤
と前記アニオン系帯電防止剤との重量比が1:9
〜9:1の範囲であることを特徴とする吸水、帯
電防止処理剤。 2 前記カチオン系帯電防止剤とアニオン系帯電
防止剤との比が重量比で2:8〜8:2の範囲で
ある請求項第1項の吸水、帯電防止処理剤。 3 前記カチオン系帯電防止剤とアニオン系帯電
防止剤との比が重量比で約1:1である請求項第
1項の吸水、帯電防止処理剤。 4 前記多糖類が蔗糖、澱粉、又は繊維質である
請求項第1項の吸水、帯電防止処理剤。 5 請求項第1項乃至第4項のいずれか1項に記
載の吸水、帯電防止処理剤を用いて合成繊維構造
物を処理する方法。 6 前記吸水、帯電防止処理剤中の請求項第1項
の(1)において規定する成分の濃度が合成繊維構造
物に対して0.2〜20重量部%である請求項第5項
の方法。 7 請求項第5項又は第6項の方法において、更
に金属触媒を用いることを特徴とする方法。
[Scope of Claims] 1 (1) A water-soluble isocyanate group-blocked urethane compound obtained by reacting a natural polysaccharide derivative obtained by adding alkylene oxide to a natural polysaccharide with an organic polyisocyanate. or a water-dispersible and heat-reactive blocked product; Formula (2): [In the formula, R, R 1 and R 2 are alkyl groups having 1 to 18 carbon atoms, -CH 2 CH 2 OH, -
CH 2 CH 2 CH 2 OH, or [Formula], and R 3 is −CH 3 , −CH 2 CH 3 , −
CH2CH2OH , -CH2CH2CH2OH , _
[Formula] or [Formula], provided that at least one of R, R 1 , R 2 , R 3 has an OH group, and X is Br, I, Cl, CH 3 SO 4 , or
CH 3 CH 2 SO 4 ]; and formula (3): R 4 −(R 5 ) o −SO 3 B [2] [wherein R 4 is H 2 N− , [Formula] [Formula] or HO-, R 5 is [Formula] or -CH 2 -, n is an integer from 1 to 3, B is H, NH 4 , Li, K,
or Na], provided that the total weight of the cationic antistatic agent and the anionic antistatic agent with respect to the component (1) above is
3 to 50% by weight, and the weight ratio of the cationic antistatic agent and the anionic antistatic agent is 1:9.
A water absorption and antistatic treatment agent characterized in that the ratio is in the range of ~9:1. 2. The water absorption and antistatic treatment agent according to claim 1, wherein the ratio of the cationic antistatic agent to the anionic antistatic agent is in the range of 2:8 to 8:2 by weight. 3. The water absorption and antistatic treatment agent according to claim 1, wherein the ratio of the cationic antistatic agent to the anionic antistatic agent is about 1:1 by weight. 4. The water absorption and antistatic treatment agent according to claim 1, wherein the polysaccharide is sucrose, starch, or fiber. 5. A method of treating a synthetic fiber structure using the water absorption and antistatic treatment agent according to any one of claims 1 to 4. 6. The method according to claim 5, wherein the concentration of the component specified in (1) of claim 1 in the water absorption and antistatic treatment agent is 0.2 to 20 parts by weight based on the synthetic fiber structure. 7. The method according to claim 5 or 6, further comprising using a metal catalyst.
JP10384388A 1988-04-28 1988-04-28 Durable water absorbing and antistatic processing agent for synthetic fiber structure and method for processing Granted JPH01280078A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10384388A JPH01280078A (en) 1988-04-28 1988-04-28 Durable water absorbing and antistatic processing agent for synthetic fiber structure and method for processing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10384388A JPH01280078A (en) 1988-04-28 1988-04-28 Durable water absorbing and antistatic processing agent for synthetic fiber structure and method for processing

Publications (2)

Publication Number Publication Date
JPH01280078A JPH01280078A (en) 1989-11-10
JPH0512471B2 true JPH0512471B2 (en) 1993-02-18

Family

ID=14364713

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10384388A Granted JPH01280078A (en) 1988-04-28 1988-04-28 Durable water absorbing and antistatic processing agent for synthetic fiber structure and method for processing

Country Status (1)

Country Link
JP (1) JPH01280078A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6359176B1 (en) 1998-01-13 2002-03-19 Matsumoto Yushi-Seiyaku Co., Ltd. Cationic surfactants, process for producing the same and utilization thereof
CN116217879B (en) * 2023-05-06 2023-07-28 江苏富淼科技股份有限公司 Cationic antistatic agent, preparation method and application

Also Published As

Publication number Publication date
JPH01280078A (en) 1989-11-10

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