JPH05321162A - Meta-type aramid fiber dyed with cationic dye - Google Patents
Meta-type aramid fiber dyed with cationic dyeInfo
- Publication number
- JPH05321162A JPH05321162A JP4124757A JP12475792A JPH05321162A JP H05321162 A JPH05321162 A JP H05321162A JP 4124757 A JP4124757 A JP 4124757A JP 12475792 A JP12475792 A JP 12475792A JP H05321162 A JPH05321162 A JP H05321162A
- Authority
- JP
- Japan
- Prior art keywords
- dyeing
- meta
- cationic dye
- dye
- aramid fiber
- 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
Links
Abstract
Description
【0001】[0001]
【産業上の利用分野】カチオン染料と、置換型けい皮酸
とを含有してなることを特徴とするカチオン染色メタ型
アラミド繊維に関する。TECHNICAL FIELD The present invention relates to a cationic dyed meta-aramid fiber characterized by containing a cationic dye and a substituted cinnamic acid.
【0002】[0002]
【従来の技術】ポリメタフェニレンイソフタラミド系
(以下メタ型アラミド系と略す)繊維は高い耐熱性、防
炎性、耐薬品性などに優れた性質を有しているが、分子
鎖が極めて剛直で結晶性が高いため、染色性が極めて困
難であった。従来のメタ型アラミド系繊維の染色方法
は、 (1)アセトフェノン、パラフェニルフェノールなどの
キャリアを多量に使用し、高温・高圧下で染色する方法
(例えば、特開昭58―87376号公報)。 (2)ジメチルホルムアルデヒド、ジメチルスルホキシ
ドなどの溶媒により、室温で前処理した後、染色する方
法(例えば、特開昭52―25178号公報)。 (3)ジメチルスルホキシドなどの溶媒中で加熱染色す
る方法(例えば、特開昭62―268877号公報) などが挙げられる。2. Description of the Related Art Polymetaphenylene isophthalamide fiber (hereinafter abbreviated as meta type aramid fiber) has excellent heat resistance, flame resistance and chemical resistance, but its molecular chain is extremely small. Since it is rigid and has high crystallinity, dyeability was extremely difficult. The conventional method for dyeing meta-aramid fibers is (1) a method of using a large amount of a carrier such as acetophenone or paraphenylphenol and dyeing at high temperature and high pressure (for example, JP-A-58-87376). (2) A method of dyeing after pretreatment at room temperature with a solvent such as dimethylformaldehyde or dimethylsulfoxide (for example, JP-A-52-25178). (3) A method of heating and dyeing in a solvent such as dimethyl sulfoxide (for example, JP-A No. 62-268877).
【0003】しかしながら、 (1)の方法は多量のキャリアを使用するため、染色後
の脱キャリアが困難で、著しく防炎性に悪影響する。 (2)の方法はリング染色になりやすく、本来の色相が
発現しないばかりか、耐光堅牢度も極めて不良である。 (3)の方法は多量の引火性危険物有機溶剤を使用する
ため密閉状の染色装置が必要となるなど現状では生産す
ることができない。However, since the method (1) uses a large amount of carrier, it is difficult to remove the carrier after dyeing, and the flameproofness is significantly adversely affected. In the method (2), ring dyeing is likely to occur, the original hue is not developed, and the light fastness is extremely poor. The method (3) cannot be produced at present because of the use of a large amount of flammable dangerous substances organic solvent, which requires a closed dyeing device.
【0004】また、これらの開示されている方法では、
排水などの面で環境を汚染する方向にあり、環境保護の
立場からは必ずしも充分とは言えない。Also, in these disclosed methods,
It tends to pollute the environment in terms of drainage, etc., which is not always sufficient from the standpoint of environmental protection.
【0005】[0005]
【発明が解決しようとする課題】本発明の目的は、カチ
オン染料を繊維内に拡散し易い有機物質を使って、濃色
にしかも耐光堅牢度良好に染色してなるメタ型アラミド
繊維を提案するものである。DISCLOSURE OF THE INVENTION An object of the present invention is to propose a meta type aramid fiber which is dyed in a dark color and with good light fastness by using an organic substance which easily diffuses a cationic dye into the fiber. It is a thing.
【0006】[0006]
【課題を解決するための手段】ここに本発明は「カチオ
ン染料と置換型けい皮酸を含有してなることを特徴とす
るカチオン可染メタ型アラミド繊維」である。The present invention is a "cationic dyeable meta-aramid fiber characterized by containing a cationic dye and a substituted cinnamic acid".
【0007】本発明におけるメタ型アラミド繊維とはポ
リメタフェニレンイソフタラミド系又はそれを主成分と
する共重合体からなる繊維(例えば、帝人(株)製 コ
ーネックス・登録商標など)である。また、本発明の布
帛は、必要に応じてメタ型アラミド繊維に加えて木綿、
羊毛などの天然繊維、レーヨン、アセテートなどの再生
繊維、及び他の合成繊維との混紡、交織、交編などによ
り使用されても変わらない。カチオン染料とは水に可溶
性で、合成繊維の繊維に用いられる染料をいい、カチオ
ン可染型ポリエステル繊維やアクリル繊維などの染色や
着色に多く使用されている。The meta-aramid fiber in the present invention is a fiber made of polymetaphenylene isophthalamide fiber or a copolymer containing it as a main component (for example, Conex registered trademark manufactured by Teijin Limited). Further, the fabric of the present invention, if necessary, in addition to the meta-aramid fiber, cotton,
It does not change even if it is used by blending with natural fibers such as wool, regenerated fibers such as rayon and acetate, and other synthetic fibers, mixed weaving, and knitting. The cationic dye is a dye that is soluble in water and used for synthetic fiber, and is often used for dyeing or coloring cationic dyeable polyester fiber or acrylic fiber.
【0008】大きくは2つの構造タイプに分類されてい
る。先ず、共役型カチオン染料として、メチン系、ポリ
メチン系、アザメチン系、アゾ系、トリアゾールアゾ
系、チアゾールアゾ系、ベンゾチアゾールアゾ系、トリ
フェニールメタン系などがあり、次に絶縁型カチオン染
料としてはアゾ系、アンスラキノン系などがあるが、本
発明においては、色素母体の分子量が250〜500以
下のものである。また、このカチオン染料の色素母体の
プラスイオンは一つのものである。色素母体の分子量が
500を越えると、水に難溶性になり斑なく染色するこ
とができなくなる。It is roughly classified into two structural types. First, as a conjugated cationic dye, there are methine-based, polymethine-based, azamethine-based, azo-based, triazoleazo-based, thiazoleazo-based, benzothiazoleazo-based, triphenylmethane-based, etc. In the present invention, the dye base has a molecular weight of 250 to 500 or less. Further, the cation base of the cationic dye has only one positive ion. When the molecular weight of the dye base exceeds 500, it becomes poorly soluble in water and it becomes impossible to dye it evenly.
【0009】更に、染料の耐熱分解性は130℃で60
分間処理後の染料残存率が少なくとも90%以上必要で
あることが好ましい。この残存率が90%を割ると色相
の不鮮明化や染色堅牢度に悪影響する。Further, the thermal decomposition resistance of the dye is 60 at 130 ° C.
It is preferable that the residual ratio of the dye after the treatment for at least 90% is required to be at least 90% or more. If the residual rate is less than 90%, the hue becomes unclear and the dyeing fastness is adversely affected.
【0010】次に、染色温度は、110℃以上が必要で
130℃以上が好ましい。染色温度が110℃未満であ
ると充分な染色が行えない。染色温度は、高い程染着性
は高まるが、反面、染料の分解などの問題も発生しはじ
めるので、必ずしも高温にすればよいわけでなく、高く
ても210℃までである。Next, the dyeing temperature is required to be 110 ° C. or higher, preferably 130 ° C. or higher. If the dyeing temperature is less than 110 ° C, sufficient dyeing cannot be performed. The higher the dyeing temperature, the higher the dyeing property, but on the other hand, problems such as dye decomposition start to occur. Therefore, it is not always necessary to raise the temperature to 210 ° C. at the highest.
【0011】一方、染料拡散剤としてのキャリアは置換
型けい皮酸が最適である。この置換型けい皮酸はカチオ
ン染料とのイオン結合が少なく、しかもメタ型アラミド
繊維との相溶性も良好で、カチオン染料の繊維内部への
拡散、吸着をし易くしている。具体的な有機化合物とし
てはけい皮酸、メトキシけい皮酸、アルキルけい皮酸、
ハロゲノけい皮酸などがある。ベンゼン環に置換される
位置はオルソ、メタ、パラのいずれでもよい。特に、最
も好ましい置換型けい皮酸はパラメトキシけい皮酸であ
る。On the other hand, a substituted cinnamic acid is most suitable as a carrier as a dye diffusion agent. This substituted cinnamic acid has few ionic bonds with the cationic dye, and has good compatibility with the meta type aramid fiber, and facilitates diffusion and adsorption of the cationic dye into the fiber. Specific organic compounds include cinnamic acid, methoxycinnamic acid, alkylcinnamic acid,
There are halogenocinnamic acid. The position substituted on the benzene ring may be ortho, meta or para. In particular, the most preferred substituted cinnamic acid is paramethoxycinnamic acid.
【0012】化学式で示すと下記(I)の如くになる。The chemical formula is as shown in (I) below.
【0013】[0013]
【化1】 [Chemical 1]
【0014】繊維中でのかかる有機物質の残存量は染色
後の還元洗浄や熱処理によりほとんど消失するが、最終
50mg/g(繊維重量)以下(ガスクロマトグラフで測
定)である。The residual amount of such an organic substance in the fiber is almost disappeared by reduction washing and heat treatment after dyeing, but the final amount is 50 mg / g (fiber weight) or less (measured by gas chromatograph).
【0015】[0015]
【発明の効果】本発明は、メタ型アラミド繊維に特定分
子量のカチオン染料と極微量の置換型けい皮酸を含有し
てなるもので高発色性大の効果が得られる。この置換型
けい皮酸は染浴への少量の添加量で繊維の内部にある微
細領域中に拡散するから、それと同時に染料が強固に染
着するのである。染色が終われば、繊維の微細構造は元
の緻密な状態に戻るので、染色した染料が簡単に脱落す
ることもなく、高堅牢度となる。INDUSTRIAL APPLICABILITY The present invention comprises a meta-aramid fiber containing a cationic dye having a specific molecular weight and a trace amount of a substitution-type cinnamic acid, and can achieve an effect of high color development. This substitution-type cinnamic acid diffuses into the fine region inside the fiber with a small amount of addition to the dyeing bath, and at the same time, the dye is strongly dyed. When the dyeing is finished, the fine structure of the fiber returns to the original dense state, and the dyed dye does not easily fall off, and the fastness is high.
【0016】次に実施例を挙げて、本発明を詳しく説明
する。実施例にいう評価の方法は下記のとおりである。Next, the present invention will be described in detail with reference to examples. The evaluation methods referred to in the examples are as follows.
【0017】カチオン染着性の評価は、L*値で表現し
たが、これは拡散反射率からJISZ8701に従って
得られる3刺激値X、Y、Zから求められるもので、数
字が小さい程濃く染色されていることを示す。The evaluation of the cation dyeability is expressed by L * value, which is obtained from tristimulus values X, Y and Z obtained according to JIS Z8701 from diffuse reflectance, and the smaller the number, the deeper the dyeing. Indicates that
【0018】[0018]
【実施例1〜2】メタ型アラミド繊維として2デニール
×38mmバイアスカットのスフから得られた紡績糸番手
40/2のコーネックス(登録商標)を用い、普通織機
で経密度113本/インチ、緯密度58本/インチの2
/1ツイルを製織した。得られた織物の目付は220g
/m2 であった。次いで、この織物をスコアロール90
0(非イオン活性剤、花王製)2g/リットル及び炭酸
ナトリウム1g/リットルを含む浴で80℃に昇温し、
30分間精練した後190℃の温度で1分間熱処理し
た。得られた織物を下記染浴で130℃及び170℃で
60分間染色した。 染料 6%owf 酢酸 0.4cc/リットル 芳香族ジカルボン酸エステル 25g/リットル 浴比 1:30Examples 1 and 2 Conex (registered trademark) having a spun yarn count of 40/2 obtained from 2 denier x 38 mm bias cut staple fibers was used as the meta-aramid fiber, and the warp density was 113 yarns / inch on a normal loom. Weft density 58 lines / inch 2
/ 1 twill was woven. The resulting fabric has a basis weight of 220 g
/ M 2 . The fabric is then score rolled 90
0 (non-ionic activator, manufactured by Kao) 2 g / l and sodium carbonate 1 g / l.
After scouring for 30 minutes, heat treatment was performed at a temperature of 190 ° C. for 1 minute. The resulting fabric was dyed in the following dyebath at 130 ° C and 170 ° C for 60 minutes. Dye 6% owf Acetic acid 0.4 cc / liter Aromatic dicarboxylic acid ester 25 g / liter Bath ratio 1:30
【0019】染色された織物を下記条件で、還元洗浄し
て繊維表面に付着しているカチオン染料を除去した。 苛性ソーダ(フレーク) 1g/リットル ハイドロサルファイト 1g/リットル アミラジンD (非イオン活性剤、第一工業製薬) 1g/リットル 80℃、20分間 染料;Estrol Brill. Blue N-3RL 芳香族ジカルボン酸エステル;パラメトキシけい皮酸 還元洗浄後、乾燥して170℃で1分間熱処理した。結
果を表1に示す。The dyed fabric was subjected to reduction washing under the following conditions to remove the cationic dye adhering to the fiber surface. Caustic soda (flakes) 1 g / l Hydrosulfite 1 g / l Amylazine D (nonionic activator, Dai-ichi Kogyo Seiyaku) 1 g / l 80 ° C, 20 minutes Dye; Estrol Brill. Blue N-3RL Aromatic dicarboxylic acid ester; Paramethoxy Cinnamic acid After reduction cleaning, it was dried and heat-treated at 170 ° C. for 1 minute. The results are shown in Table 1.
【0020】[0020]
【比較例1】実施例1において、パラメトキシけい皮酸
を添加しなかったこと以外は全て実施例1と同様に実施
した。結果を表1に示す。Comparative Example 1 The procedure of Example 1 was repeated except that paramethoxycinnamic acid was not added. The results are shown in Table 1.
【0021】[0021]
【比較例2】実施例1のパラメトキシけい皮酸の代わり
に、アセトフェノンを使用した以外は全て実施例1と同
様に実施した。結果を表1に示す。Comparative Example 2 The procedure of Example 1 was repeated except that acetophenone was used instead of paramethoxycinnamic acid of Example 1. The results are shown in Table 1.
【0022】[0022]
【比較例3】実施例1のパラメトキシけい皮酸の代わり
に、ジクロルフェノールを使用した以外は全て実施例1
と同様に実施した。結果を表1に示す。Comparative Example 3 Example 1 was repeated except that dichlorophenol was used in place of paramethoxycinnamic acid of Example 1.
It carried out similarly to. The results are shown in Table 1.
【0023】[0023]
【表1】 [Table 1]
Claims (1)
てなることを特徴とするカチオン染色メタ型アラミド繊
維。1. A cationic dyed meta-aramid fiber comprising a cationic dye and a substituted cinnamic acid.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4124757A JPH05321162A (en) | 1992-05-18 | 1992-05-18 | Meta-type aramid fiber dyed with cationic dye |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4124757A JPH05321162A (en) | 1992-05-18 | 1992-05-18 | Meta-type aramid fiber dyed with cationic dye |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH05321162A true JPH05321162A (en) | 1993-12-07 |
Family
ID=14893367
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4124757A Pending JPH05321162A (en) | 1992-05-18 | 1992-05-18 | Meta-type aramid fiber dyed with cationic dye |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH05321162A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102926225A (en) * | 2012-11-28 | 2013-02-13 | 苏州大学 | One-step dyeing and functional finishing method of textiles |
-
1992
- 1992-05-18 JP JP4124757A patent/JPH05321162A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102926225A (en) * | 2012-11-28 | 2013-02-13 | 苏州大学 | One-step dyeing and functional finishing method of textiles |
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