JP2005036071A - Disperse dye mixture suitable for dyeing polylactic acid fiber - Google Patents
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Abstract
Description
【０００１】
【発明の属する技術分野】
本発明は、ポリ乳酸及び乳酸を主成分とする他の成分との共重合体からなるポリ乳酸系繊維を含有する繊維を染色するための分散染料に関する。特に、ポリ乳酸系繊維を黒色や紺色など濃色に、色調・演色性等良好に染色することができる分散染料に関するものである。
【０００２】
【従来の技術】
ポリ乳酸系樹脂は植物由来の炭水化物を原料とする非石油系樹脂であり、なおかつ自然環境中で水と炭酸ガスに分解されることにより生態系での循環が可能となるため、資源の再利用が容易で、脱石油化を実現する環境に優しい素材である。また、他の脂肪族ポリエステル等の生分解性樹脂に比べ、高い融点やガラス転移点を有し、強度も汎用的なポリエステル並みに高いことから、実用繊維として今後の普及が期待されている。用途としてはフィルム、シート、スパンボンド、樹脂および繊維として、産業用資材、インテリア・生活資材や衣料用繊維等への使用が考えられており、繊維メーカー各社が本格展開に向け開発を加速している。
新素材が衣料用途繊維やインテリア向け繊維として普及するためには、彩りを添えるための染色法の確立が鍵を握る。ポリ乳酸系繊維の染色には一般的に分散染料が用いられるが、現在普及している分散染料の多くはポリ乳酸系繊維に対する染着性（吸尽性）が低い。また通常のポリエステル繊維を染色した場合と比べ、反射スペクトルが短波長側にシフトするため色調の変化をもたらす。このような理由から望み通りの色調に染色することが容易ではなく再現性や演色性も悪い。特に濃色である紺色や黒色等を表現するのは非常に困難である。この問題を染色加工方法によって解決しようとする試みはなされている（例えば、特許文献１、２参照。）。しかし既存の分散染料でポリ乳酸系繊維を紺色や黒色に染色できるものはほとんど見当ら無いのが実状であり染料の開発が待たれている。
【０００３】
【特許文献１】
特開平８−３１１７８１号公報
【特許文献２】
特開２００３−４９３７４号公報
【０００４】
【発明が解決しようとする課題】
本発明は上記実状に鑑み、このポリ乳酸系繊維を良好に染色することのできる、特に衣類用途として使用量の多い黒色や紺色の濃色染色物を得ることが可能となる新規分散染料を提供するものである。
【０００５】
【課題を解決するための手段】
本発明者等は、ポリ乳酸系繊維に対する吸尽性や各種堅牢度に比較的優れた染料色素を特定しこれらを組み合わせることによって、ポリ乳酸系繊維を良好に、特に黒色や紺色などの濃色に染色することが可能となることを見出し、本発明を完成した。
すなわち本発明の要旨は、下記構造式〔１〕および／または下記構造式〔２〕で示される色素化合物、並びに下記構造式〔３〕および／または下記構造式〔４〕で示される色素化合物を含むことを特徴とする分散染料混合物、更にこれら分散染料混合物に加え、下記構造式〔５〕で示される化合物を含むことを特徴とする分散染料混合物に存する。
【０００６】
【化６】
［式中、Ｘ１およびＸ２はそれぞれクロル原子またはブロム原子を表わし、Ｒ１はメチル基またはエチル基を表わし、Ｒ２は水素原子またはメチル基を表わす。］
【０００８】
【化７】
［式中、Ｘ３およびＸ４はそれぞれクロル原子またはブロム原子を表わし、Ｒ３およびＲ４はそれぞれメチル基またはエチル基を表わし、Ｒ５は水素原子またはメチル基を表わす。］
【００１０】
【化８】
［式中、Ｒ６はメチル基またはエチル基を表わす。］
【００１２】
【化９】
［式中、Ｒ７は水素原子またはメトキシ基を表わし、Ｒ８およびＲ９はそれぞれアセチルオキシ基またはメトキシカルボニル基を表わす。］
【００１４】
【化１０】
［式中Ｒ１０は、メトキシプロピル基、エトキシプロピル基もしくはメトキシエトキシプロピル基を表わす。］
【００１６】
【発明の実施の形態】
以下、本発明を詳細に記述する。本発明においては、黄色系色素化合物である式〔１〕および／または式〔２〕で示される化合物、並びに青色系色素化合物である式〔３〕および／または式〔４〕で示される化合物の組み合わせによって、染料混合物、特に黒色または紺色の染料を構成する。また希望する色調・演色性を得るために、これに加え式〔５〕で示される青色系色素化合物や、下記構造式〔６〕で示される赤色系色素化合物、下記構造式〔７〕で示される黄色系色素化合物などの他の色素化合物を少量加えることも可能である。
【００１７】
【化１１】
［式中、Ｘ５はシアノ基またはクロル原子を表わし、Ｒ１１およびＲ１２はそれぞれアセチルオキシ基またはメトキシカルボニル基を表わす。］
【００１９】
【化１２】
〔式中、Ｒ１３は、Ｃ１〜Ｃ４直鎖もしくは分岐鎖アルコキシ基またはＣ１〜Ｃ３アルコキシアルコキシ基で置換されても良いＣ１〜Ｃ １０の直鎖もしくは分岐鎖アルキル基を表わし、Ｒ１４およびＲ１５は互いに独立に、水素原子、ハロゲン原子、ニトロ基、Ｃ１〜Ｃ３アルコキシ基またはＣ１〜Ｃ３アルキル基もしくはフェニル基で置換されても良いスルホニルオキシ基、またはＣ１〜Ｃ３アルコキシ基、Ｃ１〜Ｃ３アルコキシＣ１〜Ｃ３アルコキシＣ１〜Ｃ３アルコキシ基、フェノキシ基もしくはフェノキシＣ１〜Ｃ３アルコキシ基で置換されていても良いカルボニル基を表わす。〕
本発明の染料を用いてポリ乳酸系繊維を染色するには、前記構造式〔１〕〜〔５〕で示される色素化合物が水に不溶ないし難溶であるので、常法により分散剤としてナフタレンスルホン酸とホルムアルデヒドとの縮合物、高級アルコ−ル硫酸エステル、高級アルキルベンゼンスルホン酸塩等を使用して水性媒質中に微粒子化して分散させた染色浴または捺染糊を調製し、浸染または捺染により行なうことができる。特に浸染染色法が好ましい。浸染の場合、高温染色法、キャリヤー染色法、サーモゾル染色法などの通常の染色処理法を適用すれば、ポリ乳酸系繊維ないしはその混紡品に良好な染色を施すことができる。ポリ乳酸系繊維はポリエステル繊維と比べ熱やアルカリ条件に弱いため、染色は１１０℃程度にて３０分程度、染色液のｐＨは４．０〜４．５で実施することが望ましい。
【００２１】
【実施例】
実施例１
色素化合物として下記構造式〔１−１〕で示される色素化合物のみを含有する分散染料、同じく下記構造式〔３−１〕で示される色素化合物のみを含有する分散染料、同じく下記構造式〔４−１〕で示される色素化合物のみを含有する分散染料を、色素化合物量換算にてそれぞれ４５重量％、２８重量％および２７重量％になるように計り取った後、十分に混合し黒色分散染料混合物を得た。
この分散染料を、ポリ乳酸系繊維５ｇに対してＪＩＳ Ｌ ０８０８に規定された標準染色濃度１／１Ｎ程度の染色物が得られる量だけ計り取り、染色助剤および酢酸／酢酸ナトリウムｐＨ緩衝液（ｐＨ４．５）を加え、脱塩水にて合計１００ｍＬになるように分散させ調製した染色浴に、ユニチカファイバー株式会社製ポリ乳酸系繊維「テラマック」生地５ｇを浸漬し、１１０℃で３０分保持し染色を行なった。得られた染色物を、ハイドロサルファイトナトリウム２ｇ／Ｌ、炭酸ナトリウム２ｇ／Ｌ、クラリアント社製Ｈｏｓｔａｐａｌ ＬＦＢ Ｃｏｎｃ．１ｇ／Ｌを含む水１５０ｍＬ中にて６５℃で１０分間保持することにより還元洗浄を行なった。これを乾燥後、１４０℃で１分間の熱加工（ヒ−トセット）を行ない、黒色染色物を得た。
得られた染色物は緑みの黒色であり、ＪＩＳ Ｚ ８０２２に規定された標準光源Ａにて観測したところ演色性も少なく良好であった。この染色物の紫外線カーボンアーク灯光に対する染色堅牢度（ＪＩＳ Ｌ ０８４２）による染色物の変退色は４級、洗濯に対する染色堅牢度（ＪＩＳ Ｌ ０８４４）による白布汚染は５級と、ポリ乳酸系繊維の染色物としては比較的良好であった。
【００２２】
実施例２
色素化合物として下記構造式〔１−１〕で示される色素化合物のみを含有する分散染料、同じく下記構造式〔３−１〕で示される色素化合物のみを含有する分散染料、同じく下記構造式〔４−１〕で示される色素化合物のみを含有する分散染料を、色素化合物量換算にてそれぞれ４１重量％、２５重量％および２５重量％になるように計り取った後、これに、下記構造式〔５−１〕と〔５−３〕で示される色素化合物を１対１の割合で含有する分散染料を色素化合物量換算にて９重量％加え十分に混合し、黒色分散染料混合物を得た。
この分散染料を、実施例１と同様の方法にて染色・堅牢度試験を実施したところ、得られた染色物は緑味の黒色であり、演色性は極めて少なく良好であった。また紫外線カーボンアーク灯光に対する染色堅牢度は染色物変退色４級、洗濯に対する染色堅牢度は白布汚染５級と、ポリ乳酸系繊維の染色物としては比較的良好であった。
【００２３】
実施例３から１６
実施例１および２で用いた化合物の組み合わせによる黒色染料混合物に換えて、下記構造式〔１−１〕から〔７−１〕で示される色素化合物を用い、表１および表２に示した組み合わせにより作製した染料混合物を用いて、実施例１と同様の試験を実施した。
結果を表１に示す。実施例３から１２では黒色染料混合物の作製を試みたが、色調および演色性共にいずれも良好な結果が得られた。また実施例１３から１６では紺色染料混合物の作製を試みたが、同様に色調および演色性とも良好であった。また耐光堅牢度および洗濯堅牢度に関してもいずれも良好である。
【００２４】
【表１】
【表２】
【化１３】
【化１４】
【化１５】
実施例１７
色素化合物として前記構造式〔１−１〕で示される色素化合物のみを含有する分散染料、同じく前記構造式〔３−１〕で示される色素化合物のみを含有する分散染料、同じく前記構造式〔４−１〕で示される色素化合物のみを含有する分散染料を、色素化合物量換算にてそれぞれ３１重量％、３２重量％、および２４重量％になるように計り取り、これに、前記構造式〔５−１〕と〔５−３〕で示される色素化合物を１対１の割合で含有する分散染料を色素化合物量換算にて７重量％、および色素化合物として前記構造式〔６−１〕で示される色素化合物のみを含有する分散染料を色素化合物量換算にて６重量％加え十分に混合し、黒色分散染料混合物を得た。
この分散染料を、ポリ乳酸系繊維２．５ｇに対してＪＩＳ Ｌ ０８０８に規定された標準染色濃度１／１Ｎ程度の染色物が得られる量だけ計り取り、染色助剤、酢酸／酢酸ナトリウムｐＨ緩衝液（ｐＨ４．５）を加え、脱塩水にて合計１００ｍＬになるように分散させ調製した染色浴に、ダイスター社製直接染料「Ｓｉｒｉｕｓ Ｂｌａｃｋ ＯＢ−Ｖ」を０．１２ｇ、「Ｓｉｒｉｕｓ Ｓｃａｒｌｅｔ Ｋ−ＣＦ」を０．０１５ｇ、「Ｓｉｒｉｕｓ Ｏｒａｎｇｅ Ｋ−ＣＦ」を０．０１５ｇおよび硫酸ナトリウム１ｇを加えた後、ユニチカファイバー株式会社製ポリ乳酸系繊維と綿の５０％／５０％混紡生地５ｇを浸漬し、１１０℃で３０分保持した後、８０℃まで冷却し２０分保持して染色を行なった。これを水洗、乾燥後、１４０℃で１分間の熱加工（ヒ−トセット）を行ない、黒色染色物を得た。
得られた染色物はポリ乳酸部分も綿部分も深みのある黒色に良好に染まり、ＪＩＳ Ｚ ８０２２に規定された標準光源Ａにて観測したところ演色性も少なく良好であった。
【００３０】
比較例１から６
前記黄色系色素化合物〔１〕および〔２〕の代わりに、下記構造式〔Ａ〕や〔Ｂ〕にて示される黄色系色素化合物を用いた比較例１〜３では、これらの色素化合物のポリ乳酸系繊維に対する染着性が低いために染料が染色液中に残留してしまい、黒色染色物を得ることができなかった。
また前記青色系色素化合物である〔３〕および〔４〕の代わりに下記構造式〔Ｃ〕や〔Ｄ〕にて示される青色系色素化合物を用いた比較例４〜６は、これらの色素のポリ乳酸系繊維に対する染着性が低いために染料が染色液中に残留してしまい、なおかつ反射スペクトルの短波長シフトにより、黒色にはならず演色性も大きくなり、不十分な結果となった。
【００３１】
【化１６】
【表３】
比較例７
既存のポリエステル向け黒色染料であるダイスタ−社製「Ｄｉａｎｉｘ Ｔｕｘｅｄｏ Ｂｌａｃｋ Ｈ ｃｏｎｃ． Ｌｉｑｕｉｄ ０１」を用いて、同様の試験を行なった。この染料を４００ｍｇ秤量し、実施例１と同様の方法にて染色を実施し染色物を得た。
得られた染色物は赤茶色となり、黒色とは程遠い色調を示した。
【００３４】
比較例８
既存のアセテート向け黒色染料であるダイスター社製「Ｍｉｋｅｔｏｎ Ｆａｓｔ Ｂｌａｃｋ Ｚ」を用いて、同様の試験を行なった。この染料を２５０ｍｇ秤量し、実施例１と同様の方法にて染色を実施し染色物を得た。
得られた染色物は一見黒色であったが、ＪＩＳ Ｚ ８７２０に規定される標準光源Ａにて観察すると赤紫色を示し、大きな演色性があることが確認された。
【００３５】
比較例９
既存のポリエステル向け紺色染料であるダイスター社製「Ｄｉａｎｉｘ Ｎａｖｙ Ｓ−２Ｇ ２００％」を用いて、同様の試験を行なった。この染料を１２０ｍｇ秤量し、実施例１と同様の方法にて染色を実施し染色物を得た。
得られた染色物は紺色としては赤味が強く、実用性に乏しい色調となった。
【００３６】
【発明の効果】
本発明の染料混合物を用いることにより、従来染色の困難であったポリ乳酸系繊維を洗濯堅牢度やドライクリ−ニング堅牢度に優れた濃色に染色することができる。[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a disperse dye for dyeing fibers containing polylactic acid-based fibers composed of polylactic acid and copolymers with other components mainly composed of lactic acid. In particular, the present invention relates to a disperse dye capable of dyeing polylactic acid-based fibers in dark colors such as black and amber and in good color tone and color rendering.
[0002]
[Prior art]
Polylactic acid resin is a non-petroleum resin made from plant-derived carbohydrates, and can be recycled in ecosystems by being decomposed into water and carbon dioxide gas in the natural environment. It is an environmentally friendly material that is easy to remove and achieves oil removal. In addition, compared with other biodegradable resins such as aliphatic polyester, it has a high melting point and glass transition point, and its strength is as high as that of a general-purpose polyester. Applications include films, sheets, spunbonds, resins and fibers, which are considered to be used for industrial materials, interior / life materials, clothing fibers, etc., and textile manufacturers are accelerating development for full-scale deployment. Yes.
The establishment of a dyeing method to add color is the key to the spread of new materials as clothing fibers and interior fibers. Disperse dyes are generally used for dyeing polylactic acid fibers, but many of the currently popular disperse dyes have low dyeability (exhaustability) to polylactic acid fibers. In addition, since the reflection spectrum is shifted to the short wavelength side as compared with the case where normal polyester fiber is dyed, the color tone is changed. For these reasons, it is not easy to dye to the desired color tone, and reproducibility and color rendering are poor. In particular, it is very difficult to express dark colors such as dark blue and black. Attempts have been made to solve this problem by a dyeing method (see, for example, Patent Documents 1 and 2). However, there are few existing disperse dyes that can dye polylactic acid fibers in a dark blue or black color, and the development of dyes is awaited.
[0003]
[Patent Document 1]
JP-A-8-311781 [Patent Document 2]
Japanese Patent Laid-Open No. 2003-49374
[Problems to be solved by the invention]
The present invention provides a novel disperse dye that can dye this polylactic acid fiber satisfactorily, and in particular, can be used to obtain a black or amber dark dyed product that is used in large quantities for clothing. To do.
[0005]
[Means for Solving the Problems]
The present inventors specify dye pigments that are relatively excellent in exhaustibility and various fastnesses to polylactic acid fibers and combine them to make polylactic acid fibers good, particularly dark colors such as black and amber. The present invention has been completed.
That is, the gist of the present invention is to provide a dye compound represented by the following structural formula [1] and / or the following structural formula [2], and a dye compound represented by the following structural formula [3] and / or the following structural formula [4]. In addition to these disperse dye mixtures, the disperse dye mixture further contains a compound represented by the following structural formula [5].
[0006]
[Chemical 6]
[Wherein, X 1 and X 2 each represent a chloro atom or a bromine atom, R 1 represents a methyl group or an ethyl group, and R 2 represents a hydrogen atom or a methyl group. ]
[0008]
[Chemical 7]
[Wherein, X 3 and X 4 each represent a chloro atom or a bromine atom, R 3 and R 4 each represent a methyl group or an ethyl group, and R 5 represents a hydrogen atom or a methyl group. ]
[0010]
[Chemical 8]
[Wherein R 6 represents a methyl group or an ethyl group. ]
[0012]
[Chemical 9]
[Wherein R 7 represents a hydrogen atom or a methoxy group, and R 8 and R 9 each represents an acetyloxy group or a methoxycarbonyl group. ]
[0014]
Embedded image
[Wherein R 10 represents a methoxypropyl group, an ethoxypropyl group or a methoxyethoxypropyl group. ]
[0016]
DETAILED DESCRIPTION OF THE INVENTION
Hereinafter, the present invention will be described in detail. In the present invention, the compounds represented by the formula [1] and / or the formula [2] which are yellow dye compounds and the compounds represented by the formula [3] and / or the formula [4] which are blue dye compounds are used. The combination constitutes a dye mixture, in particular a black or amber dye. In addition, in order to obtain a desired color tone and color rendering property, in addition to this, a blue dye compound represented by the formula [5], a red dye compound represented by the following structural formula [6], and the following structural formula [7] It is also possible to add a small amount of another dye compound such as a yellow dye compound.
[0017]
Embedded image
[Wherein, X 5 represents a cyano group or a chloro atom, and R 11 and R 12 each represents an acetyloxy group or a methoxycarbonyl group. ]
[0019]
Embedded image
[Wherein, R 13 represents a C 1 to C 10 linear or branched alkyl group which may be substituted with a C 1 to C 4 linear or branched alkoxy group or a C 1 to C 3 alkoxy alkoxy group. , R 14 and R 15 are independently of each other a hydrogen atom, a halogen atom, a nitro group, a C 1 -C 3 alkoxy group, a C 1 -C 3 alkyl group or a sulfonyloxy group which may be substituted with a phenyl group, or C 1 -C represents a 3 alkoxy groups, C 1 -C 3 alkoxy C 1 -C 3 alkoxy C 1 -C 3 alkoxy group, a phenoxy group or a phenoxy C 1 -C 3 may carbonyl group which may be substituted with an alkoxy group. ]
In order to dye polylactic acid fibers using the dye of the present invention, the pigment compound represented by the structural formulas [1] to [5] is insoluble or hardly soluble in water. Prepare a dyeing bath or printing paste that is finely dispersed in an aqueous medium using a condensate of sulfonic acid and formaldehyde, a higher alcohol sulfate, a higher alkylbenzene sulfonate, and the like, and carry out by dipping or printing. be able to. In particular, the dip dyeing method is preferred. In the case of dip dyeing, if a normal dyeing method such as a high-temperature dyeing method, a carrier dyeing method, or a thermosol dyeing method is applied, the polylactic acid fiber or a blended product thereof can be satisfactorily dyed. Since polylactic acid fibers are weaker in heat and alkaline conditions than polyester fibers, it is desirable to carry out dyeing at about 110 ° C. for about 30 minutes and the pH of the dyeing solution at 4.0 to 4.5.
[0021]
【Example】
Example 1
A disperse dye containing only a dye compound represented by the following structural formula [1-1] as a dye compound, a disperse dye containing only a dye compound represented by the following structural formula [3-1], and the following structural formula [4] -1], the disperse dye containing only the dye compound is measured to be 45% by weight, 28% by weight, and 27% by weight in terms of the amount of the dye compound, respectively, and then mixed thoroughly to obtain a black disperse dye A mixture was obtained.
This disperse dye is weighed in an amount that gives a dyed product having a standard dyeing concentration of about 1/1 N specified in JIS L 0808 for 5 g of polylactic acid fiber, and is used as a dyeing assistant and an acetic acid / sodium acetate pH buffer solution ( pH 4.5) is added, and 5 g of polylactic acid fiber “TERRAMAC” fabric manufactured by Unitika Fiber Co., Ltd. is immersed in a dyeing bath prepared by dispersing in demineralized water to a total of 100 mL, and kept at 110 ° C. for 30 minutes. Staining was performed. The obtained dyed product was hydrosulphite sodium 2 g / L, sodium carbonate 2 g / L, Hostal LFB Conc. Manufactured by Clariant. Reductive washing was carried out by holding at 65 ° C. for 10 minutes in 150 mL of water containing 1 g / L. After drying this, heat processing (heat set) was performed at 140 ° C. for 1 minute to obtain a black dyed product.
The obtained dyed product was greenish black and observed with a standard light source A defined in JIS Z 8022. This dyed product has a discoloration color of the dyed product due to the fastness to dyeing with an ultraviolet carbon arc lamp (JIS L 0842), the fourth grade, and a white fabric stain due to the fastness to dyeing with respect to washing (JIS L 0844) has a fifth grade. The dyed product was relatively good.
[0022]
Example 2
A disperse dye containing only a dye compound represented by the following structural formula [1-1] as a dye compound, a disperse dye containing only a dye compound represented by the following structural formula [3-1], and the following structural formula [4] -1] was measured so that the disperse dye containing only the pigment compound represented by the formula (41) was converted to the amount of the pigment compound to 41% by weight, 25% by weight, and 25% by weight, respectively. 9% by weight of a disperse dye containing the dye compounds represented by 5-1] and [5-3] in a ratio of 1: 1 was added and mixed well to obtain a black disperse dye mixture.
When this disperse dye was subjected to a dyeing / fastness test in the same manner as in Example 1, the dyed product obtained was a greenish black color with very little color rendering. In addition, the fastness to dyeing with respect to ultraviolet carbon arc lamps was 4th grade of dyed dye fading, and the fastness to dyeing with respect to washing was grade 5 with white cloth contamination.
[0023]
Examples 3 to 16
Instead of the black dye mixture by the combination of the compounds used in Examples 1 and 2, the dye compounds represented by the following structural formulas [1-1] to [7-1] were used, and the combinations shown in Tables 1 and 2 The same test as in Example 1 was performed using the dye mixture prepared according to the above.
The results are shown in Table 1. In Examples 3 to 12, an attempt was made to produce a black dye mixture, but good results were obtained in both color tone and color rendering. In Examples 13 to 16, attempts were made to prepare a dark blue dye mixture, but the color tone and color rendering were also good. Further, both light fastness and wash fastness are good.
[0024]
[Table 1]
[Table 2]
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Embedded image
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Example 17
A disperse dye containing only the dye compound represented by the structural formula [1-1] as a dye compound, a disperse dye containing only the dye compound represented by the structural formula [3-1], and the structural formula [4] -1] is measured so that the disperse dye containing only the pigment compound represented by formula (1) is 31% by weight, 32% by weight, and 24% by weight in terms of the amount of the pigment compound, respectively. -1] and a dye compound represented by [5-3] at a ratio of 1: 1, a disperse dye is 7% by weight in terms of the amount of the dye compound, and the dye compound is represented by the structural formula [6-1]. 6% by weight of a disperse dye containing only the dye compound to be converted was added and mixed well to obtain a black disperse dye mixture.
This disperse dye is weighed in such an amount that a dyed product having a standard dyeing density of about 1/1 N as defined in JIS L 0808 is obtained with respect to 2.5 g of polylactic acid fiber, and dyeing assistant, acetic acid / sodium acetate pH buffer Into a dyeing bath prepared by adding a liquid (pH 4.5) and dispersing in demineralized water to a total of 100 mL, 0.12 g of a direct dye “Sirius Black OB-V” manufactured by Dystar and “Sirius Scarlet K-CF” After adding 0.015 g of "Sirius Orange K-CF" and 1 g of sodium sulfate, 5 g of 50% / 50% blended fabric of polylactic acid fiber and cotton manufactured by Unitika Fiber Co., Ltd. is immersed, After holding at 110 ° C. for 30 minutes, the mixture was cooled to 80 ° C. and held for 20 minutes for dyeing. This was washed with water and dried, and then heat-treated (heat set) at 140 ° C. for 1 minute to obtain a black dyed product.
The obtained dyed product was dyed well in a deep black color in both the polylactic acid part and the cotton part, and when observed with the standard light source A defined in JIS Z 8022, the color rendering property was small and good.
[0030]
Comparative Examples 1 to 6
In Comparative Examples 1 to 3 using the yellow dye compounds represented by the following structural formulas [A] and [B] instead of the yellow dye compounds [1] and [2], Since the dyeing property with respect to the lactic acid fiber is low, the dye remains in the dyeing liquid, and a black dyed product cannot be obtained.
Comparative Examples 4 to 6 using blue dye compounds represented by the following structural formulas [C] and [D] in place of the blue dye compounds [3] and [4] Dye remains in the dyeing liquid due to low dyeing property to polylactic acid fiber, and due to the short wavelength shift of the reflection spectrum, the color rendering is not increased, resulting in an insufficient result. .
[0031]
Embedded image
[Table 3]
Comparative Example 7
A similar test was performed using “Dianix Tuxedo Black H conc. Liquid 01” manufactured by Daistar, which is an existing black dye for polyester. 400 mg of this dye was weighed and dyed by the same method as in Example 1 to obtain a dyed product.
The obtained dyed product became reddish brown and showed a color tone far from black.
[0034]
Comparative Example 8
A similar test was performed using “Miketon Fast Black Z” manufactured by Daistar, which is an existing black dye for acetate. 250 mg of this dye was weighed and dyed by the same method as in Example 1 to obtain a dyed product.
The obtained dyed product was black at first glance, but when observed with a standard light source A defined in JIS Z 8720, it showed a reddish purple color and was confirmed to have a large color rendering.
[0035]
Comparative Example 9
The same test was performed using “Dianix Navy S-2G 200%” manufactured by Dystar, which is an existing amber dye for polyester. 120 mg of this dye was weighed and dyed by the same method as in Example 1 to obtain a dyed product.
The dyed product obtained had a strong reddish color as an amber color, resulting in a color with poor practicality.
[0036]
【The invention's effect】
By using the dye mixture of the present invention, it is possible to dye a polylactic acid fiber, which has been difficult to dye conventionally, in a deep color excellent in fastness to washing and fastness to dry cleaning.
Claims (4)
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| WO2006003088A1 (en) * | 2004-06-25 | 2006-01-12 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Disperse dyes for poly(lactic acid) based fibers |
| JP2008063676A (en) * | 2006-09-05 | 2008-03-21 | Unitica Fibers Ltd | Polyester fiber structural product and method for producing the same |
| CN100412139C (en) * | 2006-08-23 | 2008-08-20 | 浙江龙盛集团股份有限公司 | Disperse dye composition |
| CN101265369B (en) * | 2008-05-14 | 2010-06-09 | 浙江汇德隆化工有限公司 | Azo dye composition and application thereof |
| CN102504596A (en) * | 2011-11-15 | 2012-06-20 | 东营安诺其纺织材料有限公司 | Bi-component monoazo disperse blue dye composition |
| CN103044966A (en) * | 2012-12-25 | 2013-04-17 | 浙江闰土股份有限公司 | Dispersed black dye composition, dispersed black dye, and preparation method and application thereof |
| CN103059601A (en) * | 2012-12-25 | 2013-04-24 | 浙江闰土股份有限公司 | Disperse blue dye composition, disperse blue dye, preparation method thereof and application thereof |
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| CN104231670A (en) * | 2014-08-20 | 2014-12-24 | 张家港互益染整有限公司 | Environment-friendly disperse dye |
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| CN105647235A (en) * | 2016-01-20 | 2016-06-08 | 俞杏英 | High dye uptake disperse dye composition and preparation method and application thereof |
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| WO2006003088A1 (en) * | 2004-06-25 | 2006-01-12 | Dystar Textilfarben Gmbh & Co. Deutschland Kg | Disperse dyes for poly(lactic acid) based fibers |
| CN100412139C (en) * | 2006-08-23 | 2008-08-20 | 浙江龙盛集团股份有限公司 | Disperse dye composition |
| JP2008063676A (en) * | 2006-09-05 | 2008-03-21 | Unitica Fibers Ltd | Polyester fiber structural product and method for producing the same |
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| CN103044966A (en) * | 2012-12-25 | 2013-04-17 | 浙江闰土股份有限公司 | Dispersed black dye composition, dispersed black dye, and preparation method and application thereof |
| CN103059601A (en) * | 2012-12-25 | 2013-04-24 | 浙江闰土股份有限公司 | Disperse blue dye composition, disperse blue dye, preparation method thereof and application thereof |
| CN104231670A (en) * | 2014-08-20 | 2014-12-24 | 张家港互益染整有限公司 | Environment-friendly disperse dye |
| CN104212200A (en) * | 2014-08-20 | 2014-12-17 | 张家港互益染整有限公司 | High fastness disperse dye |
| CN105623309A (en) * | 2016-01-20 | 2016-06-01 | 俞杏英 | High-dye-uptake disperse dye composition as well as preparation method and application thereof |
| CN105647235A (en) * | 2016-01-20 | 2016-06-08 | 俞杏英 | High dye uptake disperse dye composition and preparation method and application thereof |
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