JPH045789B2 - - Google Patents
Info
- Publication number
- JPH045789B2 JPH045789B2 JP58199221A JP19922183A JPH045789B2 JP H045789 B2 JPH045789 B2 JP H045789B2 JP 58199221 A JP58199221 A JP 58199221A JP 19922183 A JP19922183 A JP 19922183A JP H045789 B2 JPH045789 B2 JP H045789B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- monomer
- solution
- present
- bond
- 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
Links
- 238000000034 method Methods 0.000 claims description 28
- 239000000243 solution Substances 0.000 claims description 25
- 239000000178 monomer Substances 0.000 claims description 23
- 239000000835 fiber Substances 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000010521 absorption reaction Methods 0.000 claims description 13
- 239000004952 Polyamide Substances 0.000 claims description 9
- 229920002647 polyamide Polymers 0.000 claims description 9
- 229920006149 polyester-amide block copolymer Polymers 0.000 claims description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 239000000839 emulsion Substances 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000004744 fabric Substances 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 14
- 230000000694 effects Effects 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 239000004202 carbamide Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000004040 coloring Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 230000037303 wrinkles Effects 0.000 description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- -1 methylene methacrylamide Chemical compound 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 2
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000000986 disperse dye Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000000271 synthetic detergent Substances 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 208000012886 Vertigo Diseases 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229960003328 benzoyl peroxide Drugs 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 238000010559 graft polymerization reaction Methods 0.000 description 1
- KNUQMCFQGBKYPW-UHFFFAOYSA-N holamide Natural products O=C1C=CC2(C)C3CCC45CN(C(=O)NC)C(C)C5CCC4C3CCC2=C1 KNUQMCFQGBKYPW-UHFFFAOYSA-N 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- 229940038597 peroxide anti-acne preparations for topical use Drugs 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003377 silicon compounds Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
本発明は、ポリエステル又はポリアミド繊維構
造体に、耐久性のある帯電防止能、吸湿性、吸水
性を付与すると共に、染色布の深色性を向上させ
る方法に関するものである。
具体的には、本発明は、ポリエステル又はポリ
アミド繊維構造体に、一般式
X−Y−R−Y−X
[但しRは
The present invention relates to a method for imparting durable antistatic ability, hygroscopicity, and water absorption to a polyester or polyamide fiber structure, as well as improving the bathochromic properties of dyed fabrics. Specifically, the present invention provides a polyester or polyamide fiber structure having the general formula X-Y-R-Y-X [where R is
【式】【formula】
【式】又は[Formula] or
【式】
(Aは−O−、−NH−、−CH2−、−SO2−、
[Formula] (A is -O-, -NH-, -CH 2 -, -SO 2 -,
【式】又はベンゼン核どお しをつなぐ単なる結合手であり、 Yは−(CH2−CH2O−)4-15であり、Xは [Formula] or simply a bond connecting benzene nuclei, Y is -(CH 2 - CH 2 O-) 4-15 , and X is
【式】【formula】
【式】又は[Formula] or
【式】でありR1は
H又はCH3nは1〜6である〕を有する単量体を
含有する水溶液、有機溶剤溶液又はエマルジヨン
液(該水溶液、有機溶剤溶液又はエマルジヨン液
は、更に無機性と有機性の比が0.55〜4.0である
一官能性、もしくは多官能性不飽和二重結合を有
する単量体を少なくとも一種含有していてもよ
い)を施与し、次で熱処理することにより、耐久
性のある帯電防止能、吸湿性、吸水性を付与する
と共に染色布の染色性を向上させるポリエステル
又はポリアミド繊維構造体の処理方法に関するも
のである。
従来より、ポリエステル又はポリアミド繊維構
造体の共通の欠点として、帯電しやすく、吸湿性
や吸水性が小さいことが知られており、これらの
欠点を補うため、いわゆる帯電防止剤や吸湿剤を
染色もしくは仕上加工段階において、繊維表面に
付着処理させる方法、すなわち後加工による帯電
防止、吸湿、吸水加工法が施こされてきたが、そ
の効果は、耐久性に欠けるものであつた。
ところが最近、これら繊維に対し、紡糸段階に
て耐久性帯電防止、吸湿、吸水性を付与する改質
繊維が考えられたが、製糸性低下、糸特性の低下
等の欠点があり、いまだ完全なものには至つてい
ない。
また、一方これら繊維に対し、各種のラジカル
重合可能な官能基を分子内に持つ親水性単量体を
施与して重合せしめる、いわゆるグラフト重合に
よる耐久性帯電防止、吸湿、吸水性を付与する方
法が脚光をあびるようになつてきた。
しかしながら、これらに使用する単量体によつ
ては、性能の良し悪しの他、風合の変化、着色及
び染色性の低下、又は耐皺性及び堅牢度の低下、
更には単量体溶液をつくる場合の溶解作業及び繊
維表面への均一付与が困難である等、品質上及び
作業性上種々の問題点を有する。
次に、ポリエステル及びポリアミド繊維におけ
るもう一つの欠点として繊維の屈折率が大きいた
め、光が散乱されやすいことがあげられる。
つまり、これらの繊維に鮮明性の乏しい分散染
料を使用した場合、特にポリエステル繊維におい
ては、分散染料のみしか使用できないため重要視
されるが、染色物の色が淡く見える。すなわち深
色化に欠けるという現象がおこる。
これらを改善すべく、屈折率の低い化合物、す
なわちフツ素化合物、シリコン化合物、ウレタン
化合物等を用い繊維表面に付与する方法が提案さ
れ試みられている。
しかし、この方法では、十分な効果をあげる迄
には至つていないのが現状である。
本発明者は、これらの問題点を解決すべく、系
統的に追求し、すでにいくつかの方法を提案した
が、更に鋭意研究を重ねた結果、効果の顕著な本
発明に到達した。
すなわち、本発明は、特定の分子構造を有する
単量体を必須成分とし、所望により他の単量体を
も含有する水溶液、有機溶剤液又はエマルジヨン
液を、ポリエステル又はポリアミド繊維構造体に
付与し、更に熱処理を施こすことで、風合の変
化、着色及び染色性の低下、又は耐皺性及び堅牢
度の低下等を起こすことなく、耐久性のある帯電
防止性、吸湿性、吸水性を付与し、更に深色化を
向上させた。
本発明では、前記一般式で表わされるように親
油構造部Rとして芳香環をもち親油部Yとしてポ
リエチレンオキシド鎖をも持ち、さらに両末端X
に、アマイド結合[formula] and R 1 is H or CH 3 n is 1 to 6]. (which may contain at least one monomer having a monofunctional or polyfunctional unsaturated double bond with a ratio of organic to organic) of 0.55 to 4.0, and then heat-treated. The present invention relates to a method for treating polyester or polyamide fiber structures that imparts durable antistatic properties, hygroscopicity, and water absorption properties, and improves the dyeability of dyed fabrics. Conventionally, it has been known that common drawbacks of polyester or polyamide fiber structures are that they are easily electrostatically charged and have low hygroscopicity and water absorption. At the finishing stage, a method of adhesion treatment to the fiber surface, that is, a post-processing method for antistatic, moisture absorption, and water absorption treatment, has been used, but the effects lacked durability. Recently, however, modified fibers have been considered that impart durable antistatic properties, moisture absorption, and water absorption properties to these fibers during the spinning stage, but these have drawbacks such as reduced spinnability and reduced yarn properties, and are still not fully developed. I haven't reached anything yet. On the other hand, these fibers are given durable antistatic properties, moisture absorption, and water absorption properties through so-called graft polymerization, which is performed by adding and polymerizing hydrophilic monomers having various radically polymerizable functional groups in their molecules. The method is starting to attract attention. However, depending on the monomer used for these, in addition to the performance, changes in texture, decrease in coloring and dyeability, decrease in wrinkle resistance and fastness,
Furthermore, when preparing a monomer solution, it is difficult to dissolve the monomer solution and apply it uniformly to the fiber surface, which causes various problems in terms of quality and workability. Another drawback of polyester and polyamide fibers is that light is easily scattered because the fibers have a large refractive index. In other words, when disperse dyes with poor clarity are used in these fibers, which is important especially in polyester fibers since only disperse dyes can be used, the color of the dyed product will appear pale. In other words, a phenomenon occurs in which deep coloring is lacking. In order to improve these problems, methods have been proposed and attempted in which compounds with low refractive indexes, such as fluorine compounds, silicon compounds, urethane compounds, etc., are applied to the fiber surfaces. However, at present, this method has not achieved sufficient effects. In order to solve these problems, the present inventor has systematically pursued and already proposed several methods, but as a result of further intensive research, he has arrived at the present invention, which has remarkable effects. That is, the present invention applies an aqueous solution, an organic solvent solution, or an emulsion solution containing a monomer having a specific molecular structure as an essential component and optionally containing other monomers to a polyester or polyamide fiber structure. By further applying heat treatment, it has durable antistatic properties, hygroscopicity, and water absorption properties without causing changes in texture, decrease in coloring and dyeability, or decrease in wrinkle resistance and fastness. This further improved deep coloring. In the present invention, as represented by the above general formula, the lipophilic structure R has an aromatic ring, the lipophilic moiety Y has a polyethylene oxide chain, and furthermore, both terminals X
amide bond to
【式】ウレタン結合[Formula] Urethane bond
【式】又は尿素結合[Formula] or urea bond
【式】を介して重合可能な一官能
性不飽和二重結合置換基を有する単量体(A)を含有
する水溶液、有機溶剤溶液又はエマルジヨン液を
ポリエステル又はポリアミド繊維構造体に施与す
ることを本質とする広範囲でしかも容易、且つ経
済的に処理しうる方法を見出し、本発明に至つ
た。
次に、本発明についてさらに詳細に説明する。
上記単量体(A)は適宜の方法で製造される。
たとえば、上記した親水/親油部を有し、両末
端がイソシアネート基である化合物と、イソシア
ネート基と反応して尿素結合、ウレタン結合、ア
マイド結合をつくりうるアクリル誘導体と反応さ
せることができる。また逆の反応を利用すること
もできる。
親水/親油構造部と両端に位置する一官能性不
飽和二重結合を有する構造部とを結ぶ例としては
次のようなものがある。
(1) 尿素結合
末端にイソシアネート基を有する化合物と、
末端にアマイド基を有する化合物間の反応
(2) ウレタン結合
末端にイソシアネート基を有する化合物と、
末端にヒドロキシ基を有する化合物間の反応
(3) アマイド結合
末端にイソシアネート基を有する化合物と、
末端にカルボン酸基を有する化合物間の反応
また、ラジカル重合可能な不飽和二重結合を有
する化合物内に、イソシアネート基やアミド結
合、尿素結合、ウレタン結合を包含するもの、例
えば、Applying an aqueous solution, an organic solvent solution, or an emulsion solution containing a monomer (A) having a monofunctional unsaturated double bond substituent that is polymerizable via [Formula] to a polyester or polyamide fiber structure. The present inventors have discovered a method that can be easily and economically processed over a wide range of conditions, and have arrived at the present invention. Next, the present invention will be explained in more detail. The above monomer (A) is produced by an appropriate method. For example, a compound having the above hydrophilic/oleophilic moiety and having isocyanate groups at both ends can be reacted with an acrylic derivative that can react with the isocyanate group to form a urea bond, urethane bond, or amide bond. It is also possible to use the opposite reaction. Examples of connecting a hydrophilic/oleophilic structure and a structure having monofunctional unsaturated double bonds located at both ends are as follows. (1) Urea bond A compound with an isocyanate group at the end,
Reaction between compounds with an amide group at the end (2) Urethane bond A compound with an isocyanate group at the end,
Reaction between compounds with terminal hydroxy groups (3) Amide bond A compound with an isocyanate group at the end,
Reaction between compounds with terminal carboxylic acid groups In addition, compounds containing an isocyanate group, an amide bond, a urea bond, or a urethane bond in the compound having an unsaturated double bond capable of radical polymerization, such as
【式】【formula】
【式】【formula】
【式】等を使用すれば複数
個の結合が構成可能になり、これらも本発明に包
含される。
末端にアマイド基を有する化合物としては、ア
クリルアマイド、メタクリルアマイド、N,
N′−メチレンビスアクリルアマイド、N,N′−
メチレンメタクリルアマイド、N,N′−メチレ
ンビスエチルアマイド等があげられる。
末端にヒドロキシ基を有する化合物としては、
2−ヒドロキシエチルアクリレート、2−ヒドロ
キシエチルメタクリレート、2−ヒドロキシプロ
ピルメタクリレート、N−メチロールアクリルア
ミド、N−メチロールメタアクリルアミド、アル
キレンオキサイド系化合物のアクリレート又はメ
タクリレート等があげられ、更に、末端にカルボ
ン酸基を有する化合物としては、アクリル酸、メ
タクリル酸等があげられる。
本発明で用いる単量体(A)は上記に例示した方法
で製造されうるが、かくして製造された単量体(A)
の具体例としては次のようなものがある:
本発明では上記単量体(A)と共に、所望により、
無機性と有機性の比の値が0.55〜4.0である一官
能性もしくは多官能性不飽和二重結合を有する単
量体(B)の一種又は二種以上が併用される。
ここで一官能性不飽和二重結合単量体とは、単
量体中に1個のラジカル重合可能な不飽和二重結
合基を有するものであり、多官能性不飽和二重結
合単量体とは、単量体中に2個以上のラジカル重
合可能な不飽和二重結合基を有するものである。
本発明における無機性と有機性との比の値は、
藤田(化学の領域11、179、1957)によつて提唱
された“有機概念”に基ずくものである。
すなわち、その数値が“0”に近づくにつれて
有機性が強く、つまり親油性になることを示す概
念であり、無機性と有機性の比の数値を具体例を
もつて示せば、アクリル酸(2.53)、メタクリル
酸(1.90)等の不飽和酸、2−ヒドロキシエチル
メタクリレート(1.35)、グリシジルメタクリレ
ート(0.59)、エチレングリコールジメタアクリ
レート(3.94)等の不飽和酸エステル類、マレイ
ン酸(3.8)、イタコン酸(3.0)等の不飽和酸無
水物類、N−メチロールアクリルアミド(3.8)、
ジメチルエチルメタクリレート(0.83)等の不飽
和アミン類がある。
次に本発明による加工方法は上記単量体を含む
水溶液、有機溶剤溶液、或いはエマルジヨン液を
ポリエステル又はホリアミド繊維構造体に施与
し、熱処理を施こすものである。
本発明に使用する単量体濃度は、水溶液、有機
溶剤溶液、或いはエマルジヨン液として、5g/
〜200g/の範囲が好ましく、耐久性帯電防
止、吸水性及び吸湿性を顕著に得るには、これら
重合物の繊維構造物上の固着または附着量が0.5
〜15重量パーセントの範囲、特に2.0〜8.0重量パ
ーセントの範囲が好ましい。
単量体溶液を施与する手段は、浸漬法、パツデ
イング法、しごき法、スプレー法等公知の方法を
用いることができ、また熱処理としては、浸漬加
熱法、常圧〜高圧スチーム加熱法、高周波加熱
法、紫外線光加熱法、乾熱加熱法、電子線加熱法
等又はこれらの組合せ法を、繊維構造物の違いに
応じて使用することができる。
処理条件は、温度が30℃〜200℃の範囲、処理
時間が0.05分〜60分の範囲であるが、好ましくは
温度を50℃〜180℃の範囲、処理時間0.5分〜20分
の範囲が最適条件である。
また、熱処理の効率を高めるためには、触媒の
使用が好ましく、有機及び無機の過酸化物類、過
硫酸塩類等を用いることが望ましい。
次に実施例をあげ、本発明を詳しく説明する。
尚、実施例に示した耐久性、摩擦帯電圧、吸水
性、吸湿性、耐皺性、深色性は各々次の測定法を
採用した。
耐久性:合成洗剤“サブ(花王石鹸)1g/を
含む40℃の温湯を用い、家庭用洗濯機にて浴比
1:50で10分間洗濯を行つた後、5分間すすぎ
洗いを行う。
摩擦帯電圧:20℃、50%RHの雰囲気下におい
て、京大化研式ロータリースタチツクテスター
(興亜商会製)を用い、綿布(金布3号)を摩
擦布として測定する。
吸水性:20℃、65%RHの雰囲気下において、水
平に張つた試料に、これより5cm上方に設置し
たビユーレツトの先端から一滴の水を落下せし
め、水滴が拡がり消滅する迄の時間を測定す
る。
吸湿性:乾燥状態にした試料を、20℃、65%RH
の雰囲気下に4時間放置し、その雰囲気下で重
量測定する。この重量増分を、重量パーセント
として算出する。
耐皺性:20℃、65%RHの雰囲気下で、モンサツ
ト法にて測定する。
染色性:コルモーゲン社分光光度計を用い、L値
を測定する。
実施例 1
使用するポリエステル加工糸織物(150d)は
通常の方法で精錬、染色を施こし、黒染品を得
た。
得られた布帛は、重量測定後、組成溶液(1)を用
い、浴比1:30で密閉容器中に浸漬させ、50℃よ
り1分間に1℃の割合で130℃迄昇温させ、その
まま20分間処理した。
次に冷却後、取り出した処理布はソーピング液
(1)を用い80℃で20分間処理した後、重量測定を行
つた。
本発明の効果を検討するため、洗濯30回の耐久
性試験を実施した。
組成溶液(1)
10%o.w.f.
過硫酸アンモニウム 0.5%o.w.f.
ソーピング液(1)
ソーダ灰 3g/
合成洗剤 1g/
実施例 2
実施例(1)と同様の黒染品を使用した。
布帛は、重量測定後、組成溶液(2)を用い、実施
例1と同条件で浸漬し、50℃より1分間に1℃の
割合いで100℃迄昇温させ、そのまま60分間処理
した。
次に冷却後、取り出した処理布は、実施例1と
同条件でソーピング処理を施こし、重量測定を行
つた。
本発明の効果を検討するため、実施例1と同様
に耐久性試験を行つた。
組成溶液(2)
10%o.w.f.
メタクリル酸 3%o.w.f.
トリクロールベンゼン 5%o.w.f.
乳化剤 1%o.w.f.
ベンゾパーオキサイド 0.5%o.w.f.
実施例 3
実施例1と同様の黒染品を使用した。
布帛は、重量測定後、組成溶液(3)に浸漬し、ピ
ツクアツプ80%の条件で、マングルにて均一に絞
つた。
次に処理布は100℃の飽和蒸気中で20分間熱処
理を行つた後、実施例1と同条件でソーピング処
理を施こし、重量測定を行つた。
本発明の効果を検討するため、実施例1と同様
に耐久性試験を行つた。
組成溶液(3)
50g/
2,2′ビス(4メタクリロキシポリエトキシジ
フエニル)プロパン(分子量660) 25g/
過硫酸カリウム 2g/
実施例 4
実施例1と同様の黒染品を使用した。
布帛は重量測定後、組成溶液(4)に浸漬し、実施
例3と同条件で、マングルにて絞つた後、ガラス
棒に巻き取つた。
次に、処理布は出力7kwの高周波発生器に入
れ、回転させながら10分間加熱処理を行い、実施
例1と同条件でソーピング処理を施こし、重量測
定を行つた。
本発明の効果を検討するため、実施例1と同様
に耐久性試験を行つた。
組成溶液(4)
50g/
メタクリル酸 10g/
2−ヒドロキシエチルメタアクリレート
15g/
過硫酸カリウム 2g/
比較例 1
本発明の効果を比較するため、実施例1と同様
の黒染品を使用し、処理することなく、そのまま
実施例1と同様に耐久性試験を行つた。
以上、得られた織物の性能測定値を、表1にま
とめた。その結果はいずれも高性能の布海が得ら
れ、その効果が認められた。[Formula] etc. can be used to construct a plurality of bonds, and these are also included in the present invention. Examples of compounds having an amide group at the terminal include acrylamide, methacrylamide, N,
N'-methylenebisacrylamide, N,N'-
Examples include methylene methacrylamide and N,N'-methylenebisethylamide. As a compound having a hydroxy group at the end,
Examples include 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, N-methylol acrylamide, N-methylol methacrylamide, acrylate or methacrylate of alkylene oxide type compounds, and furthermore, those having a carboxylic acid group at the terminal. Examples of compounds having this include acrylic acid, methacrylic acid, and the like. The monomer (A) used in the present invention can be produced by the method exemplified above, but the monomer (A) produced in this way
Specific examples include the following: In the present invention, in addition to the above monomer (A), if desired,
One or more monomers (B) having a monofunctional or polyfunctional unsaturated double bond having an inorganic to organic ratio of 0.55 to 4.0 are used in combination. Here, a monofunctional unsaturated double bond monomer has one radically polymerizable unsaturated double bond group in the monomer, and a polyfunctional unsaturated double bond monomer is a monomer having one radically polymerizable unsaturated double bond group. A monomer has two or more radically polymerizable unsaturated double bond groups in the monomer. The value of the ratio of inorganic to organic in the present invention is:
It is based on the "organic concept" proposed by Fujita (Chemistry 11, 179, 1957). In other words, it is a concept that indicates that as the value approaches "0", the organicity becomes stronger, that is, it becomes more lipophilic.If the numerical value of the ratio of inorganic to organic is shown with a concrete example, acrylic acid (2.53 ), unsaturated acids such as methacrylic acid (1.90), unsaturated acid esters such as 2-hydroxyethyl methacrylate (1.35), glycidyl methacrylate (0.59), ethylene glycol dimethacrylate (3.94), maleic acid (3.8), Unsaturated acid anhydrides such as itaconic acid (3.0), N-methylolacrylamide (3.8),
There are unsaturated amines such as dimethyl ethyl methacrylate (0.83). Next, the processing method according to the present invention is to apply an aqueous solution, an organic solvent solution, or an emulsion solution containing the above-mentioned monomer to a polyester or holamide fiber structure, and then heat-treat the structure. The concentration of the monomer used in the present invention is 5g/in the form of an aqueous solution, an organic solvent solution, or an emulsion solution.
The range of ~200g/ is preferable, and in order to obtain remarkable durable antistatic properties, water absorbency, and hygroscopicity, the amount of these polymers fixed or adhering to the fiber structure should be 0.5
A range of 15 to 15 weight percent is preferred, especially a range of 2.0 to 8.0 weight percent. As a means for applying the monomer solution, known methods such as an immersion method, a padding method, an ironing method, and a spray method can be used.As for the heat treatment, an immersion heating method, a normal pressure to high pressure steam heating method, and a high frequency heating method can be used. A heating method, an ultraviolet light heating method, a dry heat heating method, an electron beam heating method, or a combination thereof can be used depending on the fiber structure. The processing conditions include a temperature range of 30°C to 200°C and a processing time range of 0.05 to 60 minutes, but preferably a temperature range of 50°C to 180°C and a processing time of 0.5 minutes to 20 minutes. This is the optimal condition. Further, in order to increase the efficiency of heat treatment, it is preferable to use a catalyst, and it is desirable to use organic and inorganic peroxides, persulfates, and the like. Next, the present invention will be explained in detail with reference to Examples. The durability, frictional charging voltage, water absorption, hygroscopicity, wrinkle resistance, and deep color properties shown in Examples were measured using the following methods. Durability: Wash in a domestic washing machine for 10 minutes at a bath ratio of 1:50 using 40°C warm water containing 1 g of synthetic detergent Sub (Kao Soap), then rinse for 5 minutes. Friction. Electrostatic voltage: In an atmosphere of 20℃ and 50% RH, use a Kyoto University Kaken type rotary static tester (manufactured by Koa Shokai) to measure cotton cloth (Kinpu No. 3) as a friction cloth.Water absorption: 20℃ , in an atmosphere of 65% RH, drop a drop of water from the tip of a burette set 5 cm above the horizontal sample onto the sample, and measure the time it takes for the water drop to spread and disappear. Hygroscopicity: Dry. The conditioned sample was heated to 20℃, 65%RH
The sample was left in an atmosphere for 4 hours, and its weight was measured in that atmosphere. This weight increment is calculated as a weight percentage. Wrinkle resistance: Measured using the Monsatu method in an atmosphere of 20°C and 65% RH. Stainability: Measure the L value using a Kollmorgen spectrophotometer. Example 1 The processed polyester yarn fabric (150d) used was refined and dyed in a conventional manner to obtain a black-dyed product. After measuring the weight, the obtained fabric was immersed in a closed container using composition solution (1) at a bath ratio of 1:30, heated from 50°C to 130°C at a rate of 1°C per minute, and left as it was. Treated for 20 minutes. Next, after cooling, the treated cloth taken out is soaked in soaping liquid.
After treatment using (1) at 80°C for 20 minutes, the weight was measured. In order to examine the effects of the present invention, a durability test of 30 washes was conducted. Composition solution (1) 10% owf Ammonium persulfate 0.5% owf Soaping liquid (1) Soda ash 3g/Synthetic detergent 1g/Example 2 The same black-dyed product as in Example (1) was used. After measuring the weight, the fabric was immersed in Composition Solution (2) under the same conditions as in Example 1, heated from 50°C to 100°C at a rate of 1°C per minute, and treated for 60 minutes. Next, after cooling, the treated cloth was taken out and subjected to a soaping treatment under the same conditions as in Example 1, and its weight was measured. In order to examine the effects of the present invention, a durability test was conducted in the same manner as in Example 1. Composition solution (2) 10% owf Methacrylic acid 3% owf Trichlorobenzene 5% owf Emulsifier 1% owf Benzoperoxide 0.5% owf Example 3 The same black-dyed product as in Example 1 was used. After measuring the weight, the fabric was dipped in the composition solution (3) and squeezed uniformly with a mangle under a pick-up condition of 80%. Next, the treated fabric was heat treated in saturated steam at 100°C for 20 minutes, then soaped under the same conditions as in Example 1, and its weight was measured. In order to examine the effects of the present invention, a durability test was conducted in the same manner as in Example 1. Composition solution (3) 50g/2,2'bis(4methacryloxypolyethoxydiphenyl)propane (molecular weight 660) 25g/potassium persulfate 2g/Example 4 The same black-dyed product as in Example 1 was used. After measuring the weight of the fabric, it was dipped in composition solution (4), squeezed with a mangle under the same conditions as in Example 3, and then wound around a glass rod. Next, the treated cloth was placed in a high frequency generator with an output of 7 kW, heated for 10 minutes while rotating, and soaped under the same conditions as in Example 1, followed by weight measurement. In order to examine the effects of the present invention, a durability test was conducted in the same manner as in Example 1. Composition solution (4) 50g/ methacrylic acid 10g/ 2-hydroxyethyl methacrylate
15g/ Potassium Persulfate 2g/ Comparative Example 1 In order to compare the effects of the present invention, the same black-dyed product as in Example 1 was used and a durability test was conducted in the same manner as in Example 1 without any treatment. . The performance measurements of the fabrics obtained above are summarized in Table 1. As a result, high-performance fabrics were obtained in all cases, and their effects were recognized.
【表】
実施例 5
ポリアミド繊維からなる30dトリコツト編物を
用い、通常の方法にて精錬を行つた。
布帛は、重量測定後、組成溶液(5)を用い、浴比
1:42の条件で密閉式染色機中に浸漬し、50℃よ
り1分間に1℃の割合いで100℃迄昇温させ、そ
のまま30分間処理した後、水洗を行つた。
本発明の効果を検討するため、実施例1と同条
件で耐久性試験を行つた。
組成溶液(5)
4%o.w.f.[Table] Example 5 A 30D tricot knitted fabric made of polyamide fibers was refined in a conventional manner. After measuring the weight, the fabric was immersed in a closed dyeing machine using composition solution (5) at a bath ratio of 1:42, and was heated from 50°C to 100°C at a rate of 1°C per minute. After processing for 30 minutes, it was washed with water. In order to examine the effects of the present invention, a durability test was conducted under the same conditions as in Example 1. Composition solution (5) 4%owf
【式】
0.5%o.w.f.
過硫酸アンモニウム 0.5%o.w.f.
以上得られた織物の性能測定値を表2にまとめ
た。その結果は比較例に比べいずれも向上してい
ることが認められた。[Formula] 0.5% owf Ammonium persulfate 0.5% owf The performance measurements of the fabrics obtained are summarized in Table 2. It was recognized that the results were all improved compared to the comparative examples.
Claims (1)
【式】【式】又はベンゼン核どお しをつなぐ単なる結合手であり、 Yは−(CH2−CH2O−)4-15であり、 Xは 【式】 【式】又は 【式】であり R1はH又はCH3であり nは1〜6である〕を有する単量体を含有する
水溶液、有機溶剤液又はエマルジヨン液を施与
し、次で熱処理することを特徴とする耐久性のあ
る帯電防止能、吸湿性、吸水性及び深色性を付与
する繊維構造体の処理方法。 2 該水溶液、有機溶剤液又はエマルジヨン液
が、更に無機性と有機性の比の値が0.55〜4.0で
ある一官能性もしくは多官能性不飽和二重結合を
有する単量体を少なくとも一種含有することを特
徴とする特許請求の範囲第1項に記載の繊維構造
体の処理方法。[Claims] 1 A polyester or polyamide fiber structure, X-Y-R-Y-X [R is [Formula] [Formula] or [Formula] (A is -O-, -NH-, -CH 2 −, −SO 2 −,
[Formula] [Formula] or simply a bond connecting the benzene nuclei, Y is -(CH 2 - CH 2 O-) 4-15 , and X is [Formula] [Formula] or [Formula], R 1 is H or CH 3 , and n is 1 to 6] is applied with an aqueous solution, an organic solvent solution, or an emulsion solution containing A method for treating a fibrous structure that imparts durable antistatic ability, hygroscopicity, water absorption and bathochromic properties, the method comprising heat-treating it by: 2. The aqueous solution, organic solvent solution, or emulsion solution further contains at least one monomer having a monofunctional or polyfunctional unsaturated double bond with an inorganic to organic ratio of 0.55 to 4.0. A method for treating a fibrous structure according to claim 1, characterized in that:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58199221A JPS6094678A (en) | 1983-10-26 | 1983-10-26 | Treatment of fiber structure |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58199221A JPS6094678A (en) | 1983-10-26 | 1983-10-26 | Treatment of fiber structure |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6094678A JPS6094678A (en) | 1985-05-27 |
JPH045789B2 true JPH045789B2 (en) | 1992-02-03 |
Family
ID=16404153
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58199221A Granted JPS6094678A (en) | 1983-10-26 | 1983-10-26 | Treatment of fiber structure |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6094678A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016002939A1 (en) | 2014-07-04 | 2016-01-07 | 富士フイルム株式会社 | Novel compound, coloring composition for dyeing or printing, inkjet ink, method for printing fabric, and dyed or printed fabric |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS584871A (en) * | 1981-06-26 | 1983-01-12 | 東レ株式会社 | Treatment of synthetic fiber |
JPS58220876A (en) * | 1982-06-10 | 1983-12-22 | 東レ株式会社 | Hydrophilicity imparting treatment of polyester fiber |
-
1983
- 1983-10-26 JP JP58199221A patent/JPS6094678A/en active Granted
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS584871A (en) * | 1981-06-26 | 1983-01-12 | 東レ株式会社 | Treatment of synthetic fiber |
JPS58220876A (en) * | 1982-06-10 | 1983-12-22 | 東レ株式会社 | Hydrophilicity imparting treatment of polyester fiber |
Also Published As
Publication number | Publication date |
---|---|
JPS6094678A (en) | 1985-05-27 |
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