JPH10251981A - Improvement in color fastness to light of meta-based aramid fibrous structure - Google Patents
Improvement in color fastness to light of meta-based aramid fibrous structureInfo
- Publication number
- JPH10251981A JPH10251981A JP9048988A JP4898897A JPH10251981A JP H10251981 A JPH10251981 A JP H10251981A JP 9048988 A JP9048988 A JP 9048988A JP 4898897 A JP4898897 A JP 4898897A JP H10251981 A JPH10251981 A JP H10251981A
- Authority
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- Prior art keywords
- meta
- aramid fiber
- dye
- fiber structure
- dyeing
- Prior art date
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- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、メタ系アラミド繊
維よりなる繊維構造物の耐光改良方法に関するものであ
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for improving light resistance of a fibrous structure comprising meta-aramid fibers.
【０００２】[0002]
【従来の技術】アラミド繊維とくにメタ系アラミド（ポ
リメタフェニレンイソフタラミド系）繊維は、剛直な分
子構造と高い結晶性のために耐熱性、耐炎性、耐薬品
性、強力な耐放射線性、電気特性等に優れた性質を有し
ている。ところが、カチオン染料等で染色されたメタ系
アラミド繊維は特に短時間の光照射により変色する。な
かでも、最近流行の紫等の配合鮮明色ほど退色が目立ち
やすい傾向があり、通常のカチオン染料で染色しただけ
の布帛では到底市場のニ−ズには応えられない。即ち、
耐光堅牢性が極めて不良で、そのことが用途拡大の阻害
第一要因となっている。そこで、アラミドポリマ−は光
照射時間と共に褐色化するので、黄色系の光退色性着色
剤を練り込んで光照射と共に見掛け上淡色化し、全体で
耐光堅牢性が向上すると言われているものの色相が黄色
系以外はその効果が小さく、問題は依然として解決され
ていない（特開平２−２２９２８１号公報）。2. Description of the Related Art Aramid fibers, especially meta-aramid (polymetaphenylene isophthalamide) fibers, have a rigid molecular structure and high crystallinity, and have heat resistance, flame resistance, chemical resistance, strong radiation resistance, It has excellent electrical properties. However, meta-aramid fibers dyed with a cationic dye or the like are discolored particularly by short-time light irradiation. Above all, the fading tends to be more conspicuous as the color of a compound such as purple, which has become popular recently, and a fabric simply dyed with an ordinary cationic dye cannot meet the needs of the market at all. That is,
The light fastness is extremely poor, which is the primary factor inhibiting the expansion of applications. Therefore, the color of the aramid polymer becomes brown with light irradiation time, so that it is kneaded with a yellow photobleachable colorant and apparently becomes lighter with light irradiation, and the hue of the lightfastness is said to be improved as a whole. Except for the yellow type, the effect is small and the problem has not been solved yet (JP-A-2-229281).
【０００３】また、合成繊維に紫外線吸収剤や酸化防止
剤等の耐光改良剤を吸着させる方法が提案されているが
（特開昭６０−２５２７８５号公報）、該耐光改良剤は
大きな分子構造を有するために繊維内部への拡散が不十
分であり、剤の脱落が起こりやすいという問題が有る。
また、カチオン染料およびカチオン型繊維金属含有フタ
ロシアニンを併用した耐光堅牢度に優れたカチオン可染
性合成繊維が提案されており、その実施例中には１７０
℃で染色することが提案されているが（特開平５−２５
４０２０号公報）、染色温度が高く、染料分解が起こる
可能性もあり染料選定が必要となる上、耐光堅牢性が低
下し、色相に制限があるという問題がある。A method has been proposed in which a synthetic fiber is made to adsorb a light-improving agent such as an ultraviolet absorber or an antioxidant (Japanese Patent Application Laid-Open No. 60-252785). However, the light-improving agent has a large molecular structure. Therefore, there is a problem that diffusion into the interior of the fiber is insufficient, and the agent tends to fall off.
In addition, a cationic dyeable synthetic fiber having excellent light fastness using a cationic dye and a cationic fiber metal-containing phthalocyanine in combination has been proposed.
It has been proposed that dyeing be carried out at a temperature of.
No. 4020), there is a problem that the dyeing temperature is high and there is a possibility that the dye is decomposed, so that the selection of the dye is required, the light fastness is lowered, and the hue is limited.
【０００４】[0004]
【発明が解決しようとする課題】本発明の目的は、上記
従来技術の有する問題点を解消し、多様な色相に染色さ
れ、かつ耐光堅牢性に優れたメタ系アラミド繊維構造物
の耐光改良方法を提供することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide a method for improving the light fastness of a meta-aramid fiber structure which is solved in the prior art and which is dyed in various hues and which is excellent in light fastness. Is to provide.
【０００５】[0005]
【発明を解決するための手段】本発明者らの研究によれ
ば、前記本発明の目的は、下記式（１）で示す易染剤お
よび下記式（２）で示す紫外線吸収剤および下記式
（３）で示す難燃剤を含むメタ系アラミド繊維よりなる
繊維構造物を下記式（４）を有する色素母体の分子量が
１０００以上のカチオン型遷移金属含有フタロシアニン
色素を含む染浴液で１００℃以上１５０℃以下の温度で
染色することを特徴とするメタ系アラミド繊維構造物の
耐光改良方法によって達成されることが見出された。According to the study of the present inventors, the object of the present invention is to provide an easy dyeing agent represented by the following formula (1), an ultraviolet absorber represented by the following formula (2), and an ultraviolet absorbing agent represented by the following formula (2). A fibrous structure comprising a meta-aramid fiber containing a flame retardant represented by (3) in a dye bath containing a cationic transition metal-containing phthalocyanine dye having a molecular weight of 1000 or more and a dye matrix having the following formula (4) of 100 ° C. or more: It has been found that this can be achieved by a method for improving light resistance of a meta-aramid fiber structure, which is characterized by dyeing at a temperature of 150 ° C. or less.
【０００６】[0006]
【化２】 Embedded image
【０００７】［式中Ｍは銅、ニッケル、鉄またはクロム
を示し、Ｒ′はオニウム残基を示し、Ｒ′の置換個数は
１〜４個である。］[Wherein M represents copper, nickel, iron or chromium, R 'represents an onium residue, and the number of substitutions of R' is 1 to 4. ]
【０００８】本発明におけるメタ系アラミド繊維とは、
ポリメタフェニレンイソフタラミド（例えば、帝人
（株）製コ−ネックス（登録商標名））またはそれを主
成分とする共重合体繊維等を好ましいものとして挙げる
ことができる。[0008] The meta-aramid fiber in the present invention is:
Polymetaphenylene isophthalamide (for example, Conex (registered trademark) manufactured by Teijin Limited) or a copolymer fiber containing the same as a main component is preferred.
【０００９】メタ系アラミド繊維よりなる繊維構造物と
は、メタ系アラミド繊維を含む例えば、織物、編物、紡
績糸、ロ−プ等に例示されるような繊維構造体を挙げる
ことができる。ポリエステル繊維、パラ系アラミド繊維
あるいは他の合成繊維や天然繊維等との混紡、交織、交
編等により得られた繊維構造物であっても構わない。こ
の際、メタ系アラミド繊維の重量含有量は少なくとも５
０重量％以上が好ましい。５０重量％以下だとメタ系ア
ラミド繊維のもつ優れた耐熱性、耐炎性が十分発揮され
ない。The fibrous structure composed of meta-aramid fibers includes, for example, a fibrous structure containing meta-aramid fibers as exemplified by a woven fabric, a knitted fabric, a spun yarn, a rope and the like. The fiber structure may be a polyester fiber, para-aramid fiber, or a fiber structure obtained by blending, weaving, knitting or the like with other synthetic fibers or natural fibers. At this time, the weight content of the meta-aramid fiber is at least 5
0% by weight or more is preferred. If it is less than 50% by weight, the excellent heat resistance and flame resistance of the meta-aramid fiber will not be sufficiently exhibited.
【００１０】アラミド繊維中には、前記式（１）の易染
剤、式（２）の紫外線吸収剤および式（３）の難燃剤が
配合され、これらの配合量はアラミドに対して、（１）
易染剤は３〜２５重量％、好ましくは５〜２０重量％で
あり、（２）紫外線吸収剤は１〜１０重量％、好ましく
は１〜６重量％であり、（３）難燃剤は１〜１５重量
％、好ましくは２〜１０重量％である。In the aramid fiber, an easy dye of the above formula (1), an ultraviolet absorber of the formula (2) and a flame retardant of the formula (3) are compounded. 1)
The easy dye is 3 to 25% by weight, preferably 5 to 20% by weight, (2) the UV absorber is 1 to 10% by weight, preferably 1 to 6% by weight, and (3) the flame retardant is 1 to 10% by weight. -15% by weight, preferably 2-10% by weight.
【００１１】さらに、アラミド繊維中には、本発明の目
的を損なわない範囲内で安定剤、酸化防止剤、他の難燃
剤、帯電防止剤、蛍光増白剤、触媒、着色剤、無機微粒
子等を添加したものでもよい。アラミド繊維の形状はフ
ィラメント、ウ−リ−加工糸、紡績糸を問わない。カチ
オン型繊維金属含有フタロシアニン色素とは、通常、金
属フタロシアニンとして塗料を中心に用いられている
が、極めて大きな分子量であるため、光を照射しても色
素が分解しづらく、色相維持の耐久性に優れている。し
かしながら、このような顔料型金属フタロシアニンは水
不溶性であり、浴中での分散性が極めて悪く熱が少しか
かると分散破壊を引き起こし容易に凝集して染むらなど
の問題が起き、実用性が認められない。Further, in the aramid fiber, stabilizers, antioxidants, other flame retardants, antistatic agents, fluorescent brighteners, catalysts, coloring agents, inorganic fine particles, etc. are used as long as the object of the present invention is not impaired. May be added. The shape of the aramid fiber may be a filament, a wool-processed yarn, or a spun yarn. Cationic fiber metal-containing phthalocyanine dyes are usually used mainly in paints as metal phthalocyanines, but because of their extremely large molecular weight, the dyes are less likely to decompose even when irradiated with light, resulting in durability of hue maintenance. Are better. However, such a pigment-type metal phthalocyanine is insoluble in water, has extremely poor dispersibility in a bath, and when a little heat is applied, causes dispersion destruction, causing problems such as easy agglomeration and uneven dyeing. I can't.
【００１２】本発明では、水不溶型の金属フタロシアニ
ンをオニウム塩（例えばテトラメチルイソチオロニウム
塩）にして水可溶型のカチオン型金属含有フタロシアニ
ンとすることにより、従来の温度でも安定に染色するこ
とが可能となる。更に、金属として遷移金属を使用する
ことにより、遷移金属と有機フタロシアニンの間で錯塩
が形成され、蛍光性が消失するために、いわゆる励起寿
命が極端に短くなり、日光に対して堅牢な色素となる。
使用する遷移金属としては銅、ニッケル、鉄またはクロ
ムが挙げられ、特に好ましいのは銅である。In the present invention, the water-insoluble metal phthalocyanine is converted to an onium salt (for example, tetramethylisothiolonium salt) to form a water-soluble cationic metal-containing phthalocyanine, thereby stably dyeing even at a conventional temperature. It becomes possible. Furthermore, by using a transition metal as a metal, a complex salt is formed between the transition metal and the organic phthalocyanine, and the fluorescence disappears. Become.
The transition metals used include copper, nickel, iron or chromium, with copper being particularly preferred.
【００１３】カチオン染料とは水に可溶性で、塩基性を
示す基を有する水溶性染料をいい、アクリル繊維、天然
繊維あるいはカチオン可染型ポリエステル繊維等の染色
に多く用いられており、ジおよびトリアクリルメタン
系、キノンイミン（アジン、オキサジン、チアジン）
系、キサンテン系、メチン系（ポリメチン、アザメチ
ン）、複素環アゾ系（チアゾ−ルアゾ、トリアゾ−ルア
ゾ、ベンゾチアゾ−ルアゾ）、アントラキノン系があ
る。また、最近は塩基性基を封鎖することにより分散型
にしたカチオン染料もあるが、両者とも用いることがで
きる。染色は１００℃以上１５０℃以下、好ましくは１
１０℃以上１３０℃未満の温度で行なうのが適当であ
る。The cationic dye is a water-soluble dye having a basic group which is soluble in water and is widely used for dyeing acrylic fibers, natural fibers or cationic dyeable polyester fibers. Acrylic methane, quinone imine (azine, oxazine, thiazine)
System, xanthene system, methine system (polymethine, azamethine), heterocyclic azo system (thiazoluazo, triazoluazo, benzothiazoluazo) and anthraquinone system. In addition, recently, there is a cationic dye which is made into a dispersion type by blocking a basic group, but both can be used. Dyeing is performed at a temperature of 100 ° C. or more and 150 ° C. or less, preferably 1
It is appropriate to carry out at a temperature of 10 ° C. or more and less than 130 ° C.
【００１４】[0014]
【実施例】以下実施例を掲げて本発明を詳述する。実施
例中％とあるのは、特に断らない限り重量％を意味す
る。また以下の実施例および比較例中、染色性および耐
光堅牢性は下記測定方法に従って評価した。 （１）染色性の評価 染色性の評価は、マクベス カラ−アイ（Ｍａｃｂｅｔ
ｈ（登録商標名）ＣＯＬＯＲ−ＥＹＥ（登録商標名））
モデルＭ−２０２０ＰＬを用いて行った。見掛けの色の
濃さは、Ｋ／Ｓ値で表現したが、これは染色された試料
の最大吸収波長における反射率（Ｒ）から、下記に示す
ク−ベルカムンク（Ｋｕｂｅｌｋａ−Ｍｕｎｋ）の式よ
り求められるものである。The present invention will be described in detail with reference to the following examples. In the examples, “%” means “% by weight” unless otherwise specified. In the following Examples and Comparative Examples, dyeability and light fastness were evaluated according to the following measurement methods. (1) Evaluation of Dyeability Evaluation of the dyeability was performed by Macbeth Color Eye (Macbet).
h (registered trademark name) COLOR-EYE (registered trademark name))
This was performed using Model M-2020PL. The apparent color density was expressed by the K / S value, which was obtained from the reflectance (R) at the maximum absorption wavelength of the stained sample according to the following Kubelka-Munk equation. It is something that can be done.
【００１５】Ｋ／Ｓ＝（１−Ｒ2）／２Ｒ、この値が大
きい程、色は濃いことを示す。K / S = (1−R 2 ) / 2R, the larger the value, the deeper the color.
【００１６】（２）耐光堅牢性の評価 耐光堅牢性の評価は、フェ−ドオメ−タ−にて６３℃×
４０Ｈｒ照射し（ＪＩＳＬ０８４２０７１）、マクベス
カラ−アイ（Ｍａｃｂｅｔｈ（登録商標名）ＣＯＬＯ
Ｒ−ＥＹＥ（登録商標名））モデルＭ−２０２０ＰＬを
用いて、耐光変色度を光源Ｄ６５１０度視野で原布と光
照射布の拡散反射率を測定して、通常の演算処理で明度
指数Ｌ＊値、クロマティクネス指数ａ＊、ｂ＊値を算出
し、ＪＩＳ Ｚ８７３０−１９８０（色素表示法）に従
って、ΔＥ＊値を次式より求めた。(2) Evaluation of light fastness The light fastness was evaluated by a fadeometer at 63 ° C. ×
Irradiation for 40 hours (JIS L0842071), Macbeth (registered trademark) COLO
Using R-EYE (registered trademark) model M-2020PL, the light discoloration resistance was measured by measuring the diffuse reflectance of the original cloth and the light-irradiated cloth in a field of view of a light source D6510 degrees, and the lightness index L * was obtained by a normal operation. The values and the chromaticness indices a * and b * were calculated, and the ΔE * value was determined from the following equation according to JIS Z8730-1980 (dye indication method).
【００１７】ΔＥ＊＝ＳＱＲ（（ΔＬ＊）2＋（Δａ
＊）2＋（Δｂ＊）2）ΔE * = SQR ((ΔL *) 2 + (Δa
*) 2 + (Δb *) 2 )
【００１８】ΔＥ＊値が１０以下であれば、光照射によ
る変退色が小さく、実用展開可能である。When the ΔE * value is 10 or less, discoloration and fading due to light irradiation are small, and practical development is possible.
【００１９】実施例１ 下記式（１）の易染剤１３.０％、式（２）の紫外線吸
収剤３.０％および式（３）の難燃剤５.０％を含むコー
ネックス（帝人株式会社製 登録商標；ポリメタフェニ
レンイソフタラミド１００％）繊維（短繊維）を用い、
縦４２本／ｉｎ. 緯４６本／ｉｎ.で平織物を得た。Example 1 Conex (Teijin) containing 13.0% of an easy dye of the formula (1), 3.0% of an ultraviolet absorber of the formula (2) and 5.0% of a flame retardant of the formula (3) Registered trademark; Polymetaphenylene isophthalamide 100%) fiber (short fiber)
A plain fabric was obtained at a length of 42 lines / in. And a weft of 46 lines / in.
【００２０】[0020]
【化３】 Embedded image
【００２１】該織物をスコアロ−ル４００（花王製）で
１ｇ／１、８０℃で２０分間精錬した。水洗、乾燥した
のち、１９０℃で１分間プレ・セットした。次いで、下
記染浴で常温から２℃／分の速度で昇温し、１２９℃で
６０分間染色処理した。 ・染料（下記） ６％ｏｗｆ ・カチオン型遷移金属フタロシアニン色素（下記） １０％ｏｗｆ ・酢酸ソ−ダ ２０ｇ／ｌ ・酢酸（９９％） ５ｇ／ｌ ・硝酸ソ−ダ ２５ｇ／ｌ 浴比 １：３０染料（カチオン染料）： Ａ／Ｃ Ｂｌｕｅ ＢＲＬＨ
（保土谷化学工業製）（C.I.Basic Blue 54）カチオン型遷移金属フタロシアニン色素： Ａｌｃｉａｎ
Ｂｌｕｅ（Ｋｏｄａｋ製）（色素母体の分子量１３０
０、遷移金属は銅使用）The woven fabric was refined with a score roll 400 (manufactured by Kao) at 1 g / 1 at 80 ° C. for 20 minutes. After washing with water and drying, it was pre-set at 190 ° C. for 1 minute. Then, the temperature was raised from room temperature at a rate of 2 ° C./min in the following dye bath, and dyeing treatment was performed at 129 ° C. for 60 minutes. Dye (below) 6% owf Cationic transition metal phthalocyanine dye (below) 10% owf Sodium acetate 20 g / l Acetic acid (99%) 5 g / l Sodium nitrate 25 g / l Bath ratio 1: 30 dye (cationic dye): A / C Blue BRLH
(CIBasic Blue 54) cationic transition metal phthalocyanine dye: (Alcian)
Blue (manufactured by Kodak) (Molecular weight of pigment matrix 130
0, use copper for transition metal)
【００２２】次いで、染色された試料を下記洗浄浴で８
０℃、２０分間還元洗浄した。 ・ＮａＯＨ（フレ−ク） ２ｇ／ｌ ・ハイドロサルファイト ２ｇ／ｌ ・アミラジンＤ ２ｇ／ｌ （非イオン活性剤 第一工業製薬製）還元洗浄後、充分
水洗して乾燥、ファイナル・セット（１８０℃×１分
間）した。Next, the stained sample was washed in the following washing bath for 8 hours.
Reduction washing was performed at 0 ° C. for 20 minutes.・ NaOH (flake) 2 g / l ・ Hydrosulfite 2 g / l ・ Amilazine D 2 g / l (Non-ionic activator manufactured by Daiichi Kogyo Pharmaceutical Co.) X 1 minute).
【００２３】実施例２ 実施例１と同じ布帛を用い、該布帛を染色処理の際の染
料をＡ／Ｃ Ｂｌｕｅ５ＧＨ（C.I.Basic Blue 3）とし
た以外は、同様に処理し評価した。Example 2 The same fabric as in Example 1 was used and evaluated in the same manner except that A / C Blue 5GH (CIBasic Blue 3) was used as a dye for dyeing the fabric.
【００２４】実施例３ 実施例１と同じ布帛を用い、該布帛を染色処理の際のフ
タロシアニン色素を市販用Ｃａｔａｓｏｌ Ｔｕｒｑｉ
ｓｅ Ｋ−ＲＬ（Ｃｒａｒｉａｎｔ：旧Ｓａｎｄｏｚ
製）とした以外は、同様に処理し評価した。Example 3 The same fabric as in Example 1 was used, and the phthalocyanine dye used in the dyeing treatment of the fabric was replaced with commercially available Catasol Turqi.
se K-RL (Crariant: Former Sandoz)
) Was treated and evaluated in the same manner as above.
【００２５】実施例４ 実施例１と同じ布帛を用い、該布帛を染色処理の際のフ
タロシアニン色素を市販用Ｍｅｔｈｉｃ Ｔｕｒｑｉｓ
ｅ Ｐ（Ｚｅｎｅｋａ：旧ＩＣＩ製）とした以外は、同
様に処理し評価した。Example 4 The same fabric as in Example 1 was used, and the phthalocyanine dye used for dyeing the fabric was replaced with a commercially available Methic Turqis.
Except for eP (Zeneka: formerly manufactured by ICI), the same treatment and evaluation were performed.
【００２６】比較例１ 実施例１と同じ布帛を用い、該布帛を染色処理の際のフ
タロシアニン色素を入れなかった以外は、同様に処理し
評価した。Comparative Example 1 The same fabric as in Example 1 was used and evaluated in the same manner except that the phthalocyanine dye was not added during the dyeing treatment.
【００２７】比較例２ コ−ネックス（登録商標名）１００％［式（１）、
（２）および（３）の化合物を含まない］メタ系アラミ
ド繊維を用い、実施例１と同様に処理し評価した。結果
を下記表１に示す。Comparative Example 2 Conex (registered trademark) 100% [Formula (1)
(Containing no compounds of (2) and (3)]] The meta-aramid fiber was treated and evaluated in the same manner as in Example 1. The results are shown in Table 1 below.
【００２８】[0028]
【表１】 [Table 1]
【００２９】[0029]
【発明の効果】本発明によれば、多様な色相に染色さ
れ、しかも耐光堅牢性の優れたメタ系アラミド繊維構造
物の製造方法が提供される。According to the present invention, there is provided a method for producing a meta-aramid fiber structure dyed in various hues and having excellent light fastness.
Claims (5)
（２）で示す紫外線吸収剤および下記式（３）で示す難
燃剤を含むメタ系アラミド繊維よりなる繊維構造物を下
記式（４）を有する色素母体の分子量が１０００以上の
カチオン型遷移金属含有フタロシアニン色素を含む染浴
液で１００℃以上１５０℃以下の温度で染色することを
特徴とするメタ系アラミド繊維構造物の耐光改良方法。 【化１】 ［式中Ｍは銅、ニッケル、鉄またはクロムを示し、Ｒ′
はオニウム残基を示し、Ｒ′の置換個数は１〜４個であ
る。］1. A fiber structure comprising a meta-aramid fiber containing an easy dyeing agent represented by the following formula (1), an ultraviolet absorber represented by the following formula (2), and a flame retardant represented by the following formula (3): Light resistance of a meta-aramid fiber structure characterized by dyeing at a temperature of 100 ° C. or more and 150 ° C. or less with a dye bath containing a cationic transition metal-containing phthalocyanine dye having a molecular weight of 1000 or more having a dye matrix having (4). Improvement method. Embedded image [Wherein M represents copper, nickel, iron or chromium;
Represents an onium residue, and the substituted number of R 'is 1 to 4. ]
あることを特徴とする請求項１記載のメタ系アラミド繊
維構造物の耐光改良方法。2. The method for improving light resistance of a meta-aramid fiber structure according to claim 1, wherein the dyeing temperature is 110 ° C. or higher and lower than 130 ° C.
る請求項１または２記載のメタ系アラミド繊維構造物の
耐光改良方法。3. The method for improving light resistance of a meta-aramid fiber structure according to claim 1, wherein M in the formula (4) is copper.
５０重量％のメタ系アラミド繊維を含んでいる請求項
１、２または３記載のメタ系アラミド繊維構造物の耐光
改良方法。4. The method for improving light resistance of a meta-aramid fiber structure according to claim 1, wherein the meta-aramid fiber structure contains at least 50% by weight of the meta-aramid fiber structure.
する請求項１、２、３または４記載のメタ系アラミド繊
維構造物の耐光改良方法。5. The method for improving light resistance of a meta-aramid fiber structure according to claim 1, wherein the dye is a cationic dye.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9048988A JPH10251981A (en) | 1997-03-04 | 1997-03-04 | Improvement in color fastness to light of meta-based aramid fibrous structure |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9048988A JPH10251981A (en) | 1997-03-04 | 1997-03-04 | Improvement in color fastness to light of meta-based aramid fibrous structure |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH10251981A true JPH10251981A (en) | 1998-09-22 |
Family
ID=12818621
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9048988A Withdrawn JPH10251981A (en) | 1997-03-04 | 1997-03-04 | Improvement in color fastness to light of meta-based aramid fibrous structure |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH10251981A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008102822A1 (en) | 2007-02-20 | 2008-08-28 | Fujifilm Corporation | Polymer material containing ultraviolet absorbent |
| WO2008123504A1 (en) | 2007-03-30 | 2008-10-16 | Fujifilm Corporation | Ultraviolet ray absorber composition |
| WO2009022736A1 (en) | 2007-08-16 | 2009-02-19 | Fujifilm Corporation | Heterocyclic compound, ultraviolet ray absorbent, and composition comprising the ultraviolet ray absorbent |
| WO2009123142A1 (en) | 2008-03-31 | 2009-10-08 | 富士フイルム株式会社 | Ultraviolet absorbent compositions |
| WO2009123141A1 (en) | 2008-03-31 | 2009-10-08 | 富士フイルム株式会社 | Ultraviolet absorbent compositions |
| WO2009136624A1 (en) | 2008-05-09 | 2009-11-12 | 富士フイルム株式会社 | Ultraviolet absorbent composition |
| WO2018101016A1 (en) * | 2016-11-30 | 2018-06-07 | 株式会社クラレ | Dyed leather-form sheet and fiber structure |
| CN117265686A (en) * | 2023-11-22 | 2023-12-22 | 泰和新材集团股份有限公司 | Oxidation-resistant meta-aramid fiber and preparation method thereof |
-
1997
- 1997-03-04 JP JP9048988A patent/JPH10251981A/en not_active Withdrawn
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008102822A1 (en) | 2007-02-20 | 2008-08-28 | Fujifilm Corporation | Polymer material containing ultraviolet absorbent |
| WO2008123504A1 (en) | 2007-03-30 | 2008-10-16 | Fujifilm Corporation | Ultraviolet ray absorber composition |
| WO2009022736A1 (en) | 2007-08-16 | 2009-02-19 | Fujifilm Corporation | Heterocyclic compound, ultraviolet ray absorbent, and composition comprising the ultraviolet ray absorbent |
| WO2009123142A1 (en) | 2008-03-31 | 2009-10-08 | 富士フイルム株式会社 | Ultraviolet absorbent compositions |
| WO2009123141A1 (en) | 2008-03-31 | 2009-10-08 | 富士フイルム株式会社 | Ultraviolet absorbent compositions |
| WO2009136624A1 (en) | 2008-05-09 | 2009-11-12 | 富士フイルム株式会社 | Ultraviolet absorbent composition |
| WO2018101016A1 (en) * | 2016-11-30 | 2018-06-07 | 株式会社クラレ | Dyed leather-form sheet and fiber structure |
| US11339531B2 (en) | 2016-11-30 | 2022-05-24 | Kuraray Co., Ltd. | Dyed leather-like sheet and fiber structure |
| CN117265686A (en) * | 2023-11-22 | 2023-12-22 | 泰和新材集团股份有限公司 | Oxidation-resistant meta-aramid fiber and preparation method thereof |
| CN117265686B (en) * | 2023-11-22 | 2024-02-13 | 泰和新材集团股份有限公司 | Oxidation-resistant meta-aramid fiber and preparation method thereof |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A300 | Withdrawal of application because of no request for examination |
Free format text: JAPANESE INTERMEDIATE CODE: A300 Effective date: 20040511 |