JP2001164143A - Disperse dye composition and method of dyeing hydrophobic fiber using the same - Google Patents

Disperse dye composition and method of dyeing hydrophobic fiber using the same

Info

Publication number
JP2001164143A
JP2001164143A JP34439799A JP34439799A JP2001164143A JP 2001164143 A JP2001164143 A JP 2001164143A JP 34439799 A JP34439799 A JP 34439799A JP 34439799 A JP34439799 A JP 34439799A JP 2001164143 A JP2001164143 A JP 2001164143A
Authority
JP
Japan
Prior art keywords
group
parts
formula
dye
dye composition
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
Application number
JP34439799A
Other languages
Japanese (ja)
Inventor
Kiyoto Izutsu
清登 井筒
Yoshiyuki Sato
善之 佐藤
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Kayaku Co Ltd
Original Assignee
Nippon Kayaku Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd
Priority to JP34439799A priority Critical patent/JP2001164143A/en
Publication of JP2001164143A publication Critical patent/JP2001164143A/en
Pending legal-status Critical Current

Links

Abstract

PROBLEM TO BE SOLVED: To obtain products dyed in dark blue or black which excel in a variety of fastness such as fastness to light, fastness to sublimation, and fastness to water after post-processing treatment not only in normal polyester fibers but also in superfine polyester fibers. SOLUTION: Disperse dye compositions comprise dyes represented by formulae (1) and (2) (wherein X1 is a hydrogen atom or a nitro group; R1 is a hydrogen atom, a methyl group, an ethyl group, a propyl group or an allyl group; X2 is a chlorine atom or a bromine atom; Y1 is a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group; R2 is a methyl group or an ethyl group; R3 is a methyl group, an ethyl group, a propyl group or an ally group).

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【0001】[0001]

【発明の属する技術分野】本発明は染料組成物及び染色
法に関する。更に詳しくは本発明は特定構造を有する2
種叉は3種の分散染料を含有する分散染料組成物及びこ
れを用いる疎水性繊維の染色法に関する。
[0001] The present invention relates to a dye composition and a dyeing method. More specifically, the present invention has a specific structure 2
The present invention relates to a disperse dye composition containing three or three kinds of disperse dyes and a method for dyeing hydrophobic fibers using the same.

【0002】[0002]

【従来の技術】疎水性繊維、例えばポリエステル繊維
は、優れた繊維物性により衣料用素材として欠くことの
できないものとなっている。最近、これら疎水性繊維に
おいては、繊維の風合いを改善する為に、繊維の太さを
極細にした極細繊維(マイクロファイバ−と呼ばれてい
る))製品等差別化商品の開発が盛んに行われている。
疎水性繊維、例えばポリエステル繊維を紺色や黒色に染
色するに当たっては、通常分散染料が用いられている
が、単一の染料では黒色が得られ難いため、複数の染料
の配合品(例えば黄、赤及び青染料の配合品)を用いる
方法が行われている。しかしながら、ポリエステル繊
維、特に極細繊維は、その優れた風合いが消費者に受け
入れられて市場が拡大しているが、単位重量当たりの表
面積が通常のポリエステル繊維よりも数倍高いため、光
が繊維表面で全反射することの影響で耐光堅ろう度が劣
り、色調的に深みのある染色物が得られにくい、また多
量の染料が使用されるために諸堅牢度(昇華堅ろう
度)、後加工処理後の堅ろう度(水堅ろう度等)におい
て欠点のない組み合わせがなかなか得られないというの
が現状である。極細繊維と呼ばれる疎水性繊維製品にお
いて、深みのある紺色や黒色の染色物を得るための分散
染料の組成物は幾種かの染料を配合することによる染色
法としてはすでに開示された方法があるが、これら従来
の染料組成物および染色法では、ポリエステル繊維、特
に極細繊維より構成された疎水性繊維では、染色特性と
り分け耐光堅ろう度、昇華堅ろう度、後加工処理後の水
堅ろう度などの諸堅ろう度において満足出来る紺色や黒
色の染色物を与える迄には至っていない。
2. Description of the Related Art Hydrophobic fibers, for example, polyester fibers are indispensable as materials for clothing due to their excellent fiber properties. Recently, in these hydrophobic fibers, in order to improve the texture of the fibers, the development of differentiated products such as ultra-fine fibers (called micro-fibers) having extremely thin fibers has been actively conducted. Have been done.
Disperse dyes are usually used for dyeing hydrophobic fibers such as polyester fibers in dark blue or black. However, since it is difficult to obtain black with a single dye, a compound of a plurality of dyes (eg, yellow, red) is used. And a blue dye). However, polyester fibers, especially microfibers, are gaining market acceptance due to their excellent texture.However, the surface area per unit weight is several times higher than that of ordinary polyester fibers. Light fastness is inferior due to the effect of total reflection, and it is difficult to obtain dyed products with deep color tone. Also, since a large amount of dye is used, various fastnesses (sublimation fastness) and after post-processing At present, it is difficult to obtain a combination having no defect in the fastness of water (such as water fastness). In a hydrophobic fiber product called a microfiber, a disperse dye composition for obtaining a deep dark blue or black dyed product has already been disclosed as a dyeing method by blending several dyes. However, in these conventional dye compositions and dyeing methods, polyester fibers, especially hydrophobic fibers composed of ultrafine fibers, dyeing properties, especially light fastness, sublimation fastness, water fastness after post-processing, etc. It has not yet been possible to give a dark blue or black dyeing which is satisfactory in its fastness.

【0003】[0003]

【発明が解決しようとする課題】ポリエステル繊維の極
細繊維製品に代表される疎水性繊維において耐光堅ろう
度、昇華堅ろう度、後加工処理後の水堅ろう度などの諸
堅ろう度において優れた紺色や黒色の染色物を与える染
料組成物を開発することが望まれている。
Problems to be Solved by the Invention Navy blue or black, which is excellent in light fastness, sublimation fastness, water fastness after post-processing, etc. among hydrophobic fibers represented by polyester fiber ultrafine fiber products. It is desired to develop a dye composition that gives a dyed product.

【0004】[0004]

【課題を解決するための手段】本発明者は前記したよう
な課題を解決すべく鋭意研究を重ねた結果、特定の構造
で示される分散染料を含有する組成物を用いて染色を行
うことにより前記課題が解決されることを見出し、本発
明を完成させたものである。
Means for Solving the Problems The inventor of the present invention has made intensive studies to solve the above-mentioned problems, and as a result, dyeing is carried out by using a composition containing a disperse dye represented by a specific structure. The inventors have found that the above-mentioned problems can be solved, and have completed the present invention.

【0005】即ち、本発明は、 (1)下記式(1)及び式(2)で表される染料を含有
する事を特徴とする分散染料組成物
That is, the present invention provides (1) a disperse dye composition comprising a dye represented by the following formulas (1) and (2):

【0006】[0006]

【化4】 Embedded image

【0007】(式(1)中、X1は水素原子、ニトロ基
を表し、R1は水素原子、メチル基、エチル基、プロピ
ル基、アリル基をそれぞれ表す。)
(In the formula (1), X 1 represents a hydrogen atom or a nitro group, and R 1 represents a hydrogen atom, a methyl group, an ethyl group, a propyl group, or an allyl group.)

【0008】[0008]

【化5】 Embedded image

【0009】(式(2)中、X2は塩素原子、臭素原子
を表し、Y1は水素原子、メトキシ基、エトキシ基又は
メトキシエトキシ基を表し、R2はメチル基、エチル基
を表し、R3はメチル基、エチル基、プロピル基、アリ
ル基をそれぞれ表す。) (2)前項(1)に記載の式(1)及び式(2)で示さ
れる染料と下記式(3)で示される染料を含有すること
を特徴とする分散染料組成物
(In the formula (2), X 2 represents a chlorine atom or a bromine atom, Y 1 represents a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group, R 2 represents a methyl group or an ethyl group, R 3 represents a methyl group, an ethyl group, a propyl group, or an allyl group.) (2) Dyes represented by the formulas (1) and (2) described in the above (1) and a dye represented by the following formula (3). Dye composition characterized by containing a dye to be prepared

【0010】[0010]

【化6】 Embedded image

【0011】(式(3)中、X3は塩素原子又は臭素原
子を表し、Y2は水素原子、メトキシ基、エトキシ基又
はメトキシエトキシ基を表し、R4はメチル基、エチル
基をそれぞれ表す。) (3)前項(1)に記載の式(1)で示される染料を3
0〜90重量%、式(2)で示される染料を10〜70
重量%含有する事を特徴とする分散染料組成物 (4)前項(1)に記載の式(1)で示される染料を3
0〜90重量%、式(2)で示される染料を5〜35重
量%、請求項2に記載の式(3)で示される染料を5〜
35重量%含有する事を特徴とする分散染料組成物 (5)前項(1)、(2)、(3)又は(4)に記載の
分散染料組成物を用いる事を特徴とする疎水性繊維の染
色法 に関する。
(In the formula (3), X 3 represents a chlorine atom or a bromine atom, Y 2 represents a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group, and R 4 represents a methyl group or an ethyl group, respectively. (3) The dye represented by the formula (1) described in the above item (1) is
0 to 90% by weight of the dye represented by the formula (2)
(4) a dye represented by the formula (1) described in (1) above,
0 to 90% by weight, 5 to 35% by weight of the dye represented by the formula (2), 5 to 35% by weight of the dye represented by the formula (3) according to claim 2.
Disperse dye composition characterized by containing 35% by weight (5) Hydrophobic fiber characterized by using the disperse dye composition described in the above (1), (2), (3) or (4) About the staining method.

【0012】[0012]

【発明の実施の形態】以下に、本発明を詳細に説明す
る。本発明においては、式(1)で示される染料に、式
(2)及び更に所望により式(3)の染料を混合して用
いることにより、ポリエステル繊維特に該極細繊維等の
疎水性繊維において、耐光堅牢度、昇華堅牢度、後加工
処理後の水堅牢度等の諸堅牢度が優れた紺色あるいは黒
色の染色物を与えるものである。
DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail. In the present invention, by mixing the dye of the formula (1) with the dye of the formula (2) and, if desired, the dye of the formula (3), the polyester fiber, especially the hydrophobic fiber such as the ultrafine fiber, is used. It gives a dark blue or black dyed article having excellent fastnesses such as light fastness, sublimation fastness and water fastness after post-processing.

【0013】本発明の分散染料組成物を調製するに当た
り使用される染料の割合は、通常式(1)で示される染
料を30〜90重量%、好ましくは40〜80重量%、
式(2)で示される染料を10〜70重量%、好ましく
は20〜60重量%の割合で配合して調製される。ま
た、本発明の分散染料組成物が式(3)で示される染料
を含有する場合には、通常式(1)で示される染料を3
0〜90重量%、好ましくは40〜80重量%、式
(2)で示される染料を5〜35重量%、好ましくは1
0〜30重量%、式(3)で示される染料を5〜35重
量%、好ましくは10〜30重量%の割合で配合して調
製される。また本発明の分散染料組成物を調製するに当
たっては本発明の主旨を損なわない範囲で、例えば色相
の調整などのために前記以外の染料を配合しても構わな
い。
The proportion of the dye used in preparing the disperse dye composition of the present invention is usually 30 to 90% by weight, preferably 40 to 80% by weight of the dye represented by the formula (1).
It is prepared by blending the dye represented by the formula (2) at a ratio of 10 to 70% by weight, preferably 20 to 60% by weight. When the disperse dye composition of the present invention contains the dye represented by the formula (3), the dye represented by the formula (1) is usually used in an amount of 3%.
0 to 90% by weight, preferably 40 to 80% by weight, and 5 to 35% by weight, preferably 1 to 35% by weight of the dye represented by the formula (2).
It is prepared by mixing 0 to 30% by weight of the dye represented by the formula (3) in a ratio of 5 to 35% by weight, preferably 10 to 30% by weight. In preparing the disperse dye composition of the present invention, a dye other than the above may be blended, for example, for adjusting the hue, as long as the gist of the present invention is not impaired.

【0014】本発明で用いられる式(1)で示される染
料の具体例としては、下記式(4)及び(5)
Specific examples of the dye represented by the formula (1) used in the present invention include the following formulas (4) and (5)

【0015】[0015]

【化7】 Embedded image

【0016】等が挙げられ、これらの混合物も使用でき
る。また、前記式(2)で示される染料の具体例として
は、下記式(6)、(7)及び(8)
And mixtures thereof. Specific examples of the dye represented by the formula (2) include the following formulas (6), (7), and (8).

【0017】[0017]

【化8】 Embedded image

【0018】等が挙げられ、これらの混合物も使用でき
る。そして、前記式(3)で示される染料の具体例とし
ては、下記式(9)
And mixtures thereof. As specific examples of the dye represented by the formula (3), the following formula (9)

【0019】[0019]

【化9】 Embedded image

【0020】が挙げられ、これと他の式(3)で示され
る染料との混合物も使用出来る。
A mixture of this with another dye represented by the formula (3) can also be used.

【0021】次に、本発明の染料組成物を調製するに当
たって使用される式(1)、式(2)及び式(3)で示
される染料はいずれも公知であるか、または公知の方法
に準じて容易に得ることができる。例えば式(1)で示
される染料は特開昭49−47680、特開昭63−6
3595に、式(2)で示される染料は特公昭45−1
2035、特公昭57−49583に、式(3)で示さ
れる染料は特開昭57−49583に記載の方法でそれ
ぞれの染料原末を容易に製造できる。
Next, the dyes represented by the formulas (1), (2) and (3) used in preparing the dye composition of the present invention are all known or can be prepared by known methods. It can be easily obtained in accordance with it. For example, dyes represented by the formula (1) are described in JP-A-49-47680 and JP-A-63-6
3595, the dye represented by formula (2) is
2035, JP-B-57-49583, and the dyes represented by the formula (3) can be easily produced by using the method described in JP-A-57-49583.

【0022】本発明の分散染料組成物は式(1)式
(2)および式(3)で示される染料の各原末を混合し
た後、分散剤及び水の存在下に微粒子化サンドグライン
ダ−ミル、らい潰機等の微粒子化の為の機器を用いて微
粒子化処理(通常0.2〜1.0μm程度)を施して本
発明の染料組成物のペ−スト品を得る。又所望なら、ペ
−スト品をスプレイ乾燥法等により乾燥を行って本発明
の染料組成物の乾燥品を得ることが出来る。ここにおい
て分散剤としては、ナフタリンスルホン酸のホルマリン
縮合物、リグニンスルホン酸ソーダ等が使用しうる。又
微粒子化処理を施す時の水は、固形分(染料原末+分散
剤)1に対して1.5重量部程度の割合で使用される。
本発明の染料組成物には必要に応じて、粉塵防止剤、グ
ラニュール化助剤を必要に応じて使用することが出来
る。更に、これらの染料原末毎に前記のような微粒子化
(分散化)処理を施した後、前記したような割合に混合
してもよい。後者にあっては染浴に個々に微粒子化(分
散化)された染料を添加し本発明の染料組成物と同じ組
成を染浴中で形成させてもよい。
The disperse dye composition of the present invention is obtained by mixing the respective powders of the dyes represented by the formulas (1), (2) and (3) and then forming a fine-particle sand grinder in the presence of a dispersant and water. A fine particle treatment (usually about 0.2 to 1.0 μm) is performed using a device for fine particle formation such as a mill or a crusher to obtain a paste of the dye composition of the present invention. If desired, the paste product can be dried by a spray drying method or the like to obtain a dried product of the dye composition of the present invention. Here, as the dispersant, formalin condensate of naphthalenesulfonic acid, sodium ligninsulfonate and the like can be used. Water used in the micronization treatment is used at a ratio of about 1.5 parts by weight with respect to 1 of solid content (dye powder + dispersant).
In the dye composition of the present invention, a dust inhibitor and a granulating aid can be used as necessary. Further, after each of these raw dye powders is subjected to the above-mentioned fine particle dispersing (dispersing) treatment, they may be mixed in the above-described ratio. In the latter case, a dye which has been individually made fine (dispersed) may be added to the dye bath to form the same composition as the dye composition of the present invention in the dye bath.

【0023】次に、本発明の染色法について説明する。
本発明の染色法は本発明の染料組成物を使用する限り、
染色方法については特に制限されるものではなく、通常
の高温高圧下の浸染法、キャリア染色法、捺染法、サ−
モゾル法、パッドスチ−ム法等が採用しうる。高温高圧
下の浸染法浸染法における、染色温度は100℃〜14
0℃、好ましくは110℃〜130℃で染色することが
有利である。また、O−フエニルフエノ−ルやクロロベ
ンゼン等のキャリヤ−の存在下に比較的高温、例えば水
の沸騰状態で染色することもできる。あるいは本発明の
染料組成物の分散液を布にパッティングし、150〜2
30℃、30秒〜1分間の乾燥処理をするいわゆるサ−
モゾ−ル方式での染色も可能である。一方本発明の染料
組成物と天然糊剤(例えばアルギン酸ソ−ダ、デンプ
ン、カゼイン、ゼラチン等)、合成糊剤(例えばポリビ
ニルアルコ−ル、ポリ酢酸ビニル等)、還元防止剤、p
H調整剤、濃染剤等とともに捺染糊を調整し、常法によ
り捺染法による染色を行ってもよい。またトリクロロエ
チレンやパ−クロロエチレンのような有機溶媒を主体と
した染浴から染色することも可能である。(溶剤染色)
これらの染色法において、均染剤や分散剤など通常使用
される染色助剤は必要に応じて適宜使用される。本発明
の分散染料組成物を用いて染色する際の使用量は任意で
あるが、好ましい態様において、例えば3デニールの繊
維の場合は、4〜10%o.w.f(対繊維重量)であ
る。
Next, the dyeing method of the present invention will be described.
As long as the dyeing method of the present invention uses the dye composition of the present invention,
No particular limitation is imposed on the dyeing method, and the dyeing method under ordinary high temperature and high pressure, the carrier dyeing method, the printing method, and the
A mosol method, a pad steam method, or the like can be employed. Dyeing method under high temperature and high pressure In the dyeing method, the dyeing temperature is 100 ° C to 14 ° C.
It is advantageous to dye at 0 ° C., preferably at 110 ° C. to 130 ° C. Dyeing can also be carried out at a relatively high temperature, for example, in the boiling state of water, in the presence of a carrier such as O-phenylphenol or chlorobenzene. Alternatively, the dispersion of the dye composition of the present invention is put on a cloth, and
A so-called server for drying at 30 ° C. for 30 seconds to 1 minute.
Dyeing by the mozole method is also possible. On the other hand, the dye composition of the present invention and a natural paste (eg, sodium alginate, starch, casein, gelatin, etc.), a synthetic paste (eg, polyvinyl alcohol, polyvinyl acetate, etc.), a reducing inhibitor, p
The printing paste may be adjusted together with an H adjuster, a deep dyeing agent, and the like, and dyeing may be performed by a printing method according to a conventional method. It is also possible to dye from a dye bath mainly containing an organic solvent such as trichlorethylene or perchloroethylene. (Solvent dyeing)
In these dyeing methods, commonly used dyeing auxiliaries such as leveling agents and dispersants are appropriately used as needed. The amount used when dyeing with the disperse dye composition of the present invention is arbitrary, but in a preferred embodiment, for example, in the case of 3 denier fiber, 4 to 10% o. w. f (based on fiber weight).

【0024】本発明の染色法が適用される繊維として
は、疎水性繊維が挙げられる。適用しうる疎水性繊維の
具体例としては、ポリエステル繊維、特に極細繊維(マ
イクロファイバ−)といわれる製品を構成する繊維、そ
の他ポリエステル繊維以外の合成繊維が挙げられる。ま
た、上記疎水性繊維の繊維の太さとしては、通常の1.
0〜5.0d(デニール)程度の疎水性繊維や、更には
マイクロファイバー(通常1.0d以下の繊維をマイク
ロファイバーと言う。)を染色する際においても好まし
い染色結果を得られる。マイクロファイバーにおいて好
ましい繊維の太さは0.01〜1.0dである。
The fibers to which the dyeing method of the present invention is applied include hydrophobic fibers. Specific examples of applicable hydrophobic fibers include polyester fibers, particularly fibers constituting a product called microfiber (microfiber), and other synthetic fibers other than polyester fiber. The thickness of the hydrophobic fiber is usually 1.
When dyeing hydrophobic fibers of about 0 to 5.0 d (denier) and further microfibers (fibers of usually 1.0 d or less are referred to as microfibers), favorable dyeing results can be obtained. The preferred fiber thickness of the microfiber is 0.01 to 1.0 d.

【0025】以下、本発明の分散染料組成物が各種堅牢
度を向上させる上で極めて優れている事を示すために、
式(1)及び式(2)の混合物及び式(1)、式(2)
及び式(3)の混合物並びに比較用の分散染料組成物で
通常のポリエステル繊維(3デニール)および、極細ポ
リエステル繊維(0.3デニール)を染色した紺色ある
いは黒色の染色物での堅牢度の比較を行い、その結果を
表1及び表2に示した。
Hereinafter, in order to show that the disperse dye composition of the present invention is extremely excellent in improving various fastnesses,
A mixture of the formulas (1) and (2) and the formulas (1) and (2)
Comparison of the fastness of a mixture of formula (3) and a disperse dye composition for comparison with a dyed dark blue or black dyeing a normal polyester fiber (3 denier) and a fine polyester fiber (0.3 denier). And the results are shown in Tables 1 and 2.

【0026】 表1 通常ポリエステル繊維:3デニールでの堅牢度比較(注4) 耐光(注1) 昇華(注2) 水試験(注3) 比較例1 4−5 3−4 3−4 比較例2 5 4 1−2 比較例3 5 4 2−3 実施例1 6−7 4 4 実施例2 6−7 4 4 実施例3 6−7 4 4 実施例4 5−6 4 4 実施例5 6−7 4 4 実施例6 6−7 4 4Table 1 Normal polyester fiber: Comparison of fastness at 3 deniers (Note 4) Light fastness (Note 1) Sublimation (Note 2) Water test (Note 3) Comparative example 1 4-5 3-4 3-4 Comparative example 25 4 1-2 Comparative example 3 5 4 2-3 Example 1 6-7 44 Example 2 6-7 44 Example 3 6-7 4 4 Example 4 5-6 4 4 Example 5 6 −7 4 4 Example 6 6−7 4 4

【0027】(注1)耐光堅ろう度試験:JIS L0
842(カーボンアーク 40 80時間照射)、変退
色用グレイスケールにて判定 (注2)昇華堅ろう度試験:JIS L0879(18
0℃,30秒)ポリエステル汚染を汚染用グレイスケー
ルにて判定 (注3)水堅ろう度試験 :JIS L0846(37
℃,4時間)絹汚染を汚染用グレイスケールにて判定 尚、上記(注1)〜(注3)の判定基準は下記の通りで
ある。 判定基準 表示記号 5 : 全く差なし 4 : 僅か差がある 3 : やや差がある 2 : 相当差がある 1 : 著しく差がある
(Note 1) Light fastness test: JIS L0
842 (carbon arc 40 80 hours irradiation), judged by gray scale for discoloration and fading (Note 2) Sublimation fastness test: JIS L0879 (18)
(0 ° C, 30 seconds) Judge polyester contamination by gray scale for contamination (Note 3) Water fastness test: JIS L0846 (37
(C, 4 hours) Judgment of silk contamination by gray scale for contamination The criteria for the above (Note 1) to (Note 3) are as follows. Judgment criteria Display symbol 5: No difference 4: Slight difference 3: Slight difference 2: Slight difference 1: Slight difference

【0028】(注4)実施例1〜6及び比較例1〜3で
得られた分散染料組成物8部(8.0%o.w.f(対
繊維重量比))(混合された染料原末30部をナフタリ
ンスルホン酸のホルマリン縮合物70部とサンドグライ
ンダーを用いて微粒子化処理を行い真空乾燥法により乾
燥したもの)に、pH4.5に調整された水を加えて3
000部とした染浴を調製し(浴比:1:30)、ポリ
エステル繊維織物(3デニール)10部を浸漬し、13
0℃で60分間染色した後、染色物を45%の苛性ソー
ダ6部、ハイドロサルファイト6部、サンモールRC−
700(花王(株)製アニオン界面活性剤)3部に水を
加えて全量3000部とした浴で80℃、10分間の還
元洗浄を施し、水洗、乾燥、180℃、30秒のヒート
セット処理をして染色物を得た。
(Note 4) 8 parts (8.0% owf (weight ratio to fiber)) of the disperse dye compositions obtained in Examples 1 to 6 and Comparative Examples 1 to 3 (mixed dyes) 30 parts of the bulk powder were subjected to microparticulation treatment using 70 parts of a formalin condensate of naphthalenesulfonic acid and dried by a vacuum drying method using a sand grinder, and water adjusted to pH 4.5 was added thereto.
000 parts of a dyeing bath was prepared (bath ratio: 1:30), and 10 parts of a polyester fiber fabric (3 denier) was immersed in the dye bath.
After dyeing at 0 ° C. for 60 minutes, the dyed product was treated with 6 parts of 45% caustic soda, 6 parts of hydrosulfite, and Sunmol RC-
700 parts (anionic surfactant manufactured by Kao Corporation) was subjected to reduction washing at 80 ° C. for 10 minutes in a bath prepared by adding water to 3,000 parts by adding water, washing with water, drying and heat setting at 180 ° C. for 30 seconds. To obtain a dyed product.

【0029】 表2 極細ポリエステル繊維:0.3デニールでの堅牢度比較(注5) 耐光(注1) 昇華(注2) 水試験(注3) 比較例1 3−4 3 3 比較例2 4 3−4 1 比較例3 4 3−4 2 実施例1 5−6 3−4 3−4 実施例2 5−6 3−4 3−4 実施例3 5−6 3−4 3−4 実施例4 5 3−4 3−4 実施例5 5−6 3−4 3−4 実施例6 5−6 3−4 3−4Table 2 Ultrafine polyester fiber: Comparison of fastness at 0.3 denier (Note 5) Lightfastness (Note 1) Sublimation (Note 2) Water test (Note 3) Comparative Example 1 3-4 3 3 Comparative Example 2 4 3-4 1 Comparative Example 3 4 3-4 2 Example 1 5-6 3-4 3-4 Example 2 5-6 3-4 3-4 Example 3 5-6 3-4 3-4 Example 4 5 3-4 3-4 Example 5 5-6 3-4 3-4 Example 6 5-6 3-4 3-4

【0030】(注5)実施例1〜6及び比較例1〜3で
得られた分散染料組成物24部(24.0%o.w.f
(対繊維重量比))(混合された染料原末30部をナフ
タリンスルホン酸のホルマリン縮合物70部とサンドグ
ラインダーを用いて微粒子化処理を行い真空乾燥法によ
り乾燥したもの)に、pH4.5に調整された水を加え
て3000部とした染浴を調製し(浴比:1:30)、
極細ポリエステル繊維織物(0.3デニール)10部を
浸漬し、130℃で60分間染色した後、染色物を45
%の苛性ソーダ6部、ハイドロサルファイト6部、サン
モールRC−700を3部に水を加えて全量3000部
とした浴で80℃、10分間の還元洗浄を施し、水洗、
乾燥、180℃、30秒のヒートセット処理をして染色
物を得た。
(Note 5) 24 parts (24.0% owf) of the disperse dye compositions obtained in Examples 1 to 6 and Comparative Examples 1 to 3
(Weight ratio to fiber)) (30 parts of the mixed dye base powder and 70 parts of a formalin condensate of naphthalenesulfonic acid were subjected to micronization treatment using a sand grinder and dried by a vacuum drying method) to pH 4.5. A dye bath was prepared by adding water adjusted to the above to 3000 parts (bath ratio: 1:30).
After immersing 10 parts of ultrafine polyester fiber fabric (0.3 denier) and dyeing at 130 ° C. for 60 minutes,
% Caustic soda, 6 parts of hydrosulfite, and 3 parts of sunmole RC-700, to which 3 parts of water was added to make a total amount of 3000 parts.
After drying and heat setting at 180 ° C. for 30 seconds, a dyed product was obtained.

【0031】表1および表2の結果から明らかなように
式(1)と式(2)の染料を含有する分散染料組成物及
び式(1)と式(2)と式(3)の染料を含有する分散
染料組成物は、通常のポリエステル繊維(3デニール)
および極細ポリエステル繊維(0.3デニール)におけ
る耐光堅ろう度、昇華堅ろう度、水堅ろう度においてい
ずれの堅ろう度項目においても良好な水準である。従来
は水試験が優れる染料組成物は耐光堅ろう度が劣り、ま
た耐光試験、昇華試験が優れる染料組成物は水試験が劣
っていた。これは、比較例1〜3の染料組成物はいずれ
かの堅ろう度項目に弱点が認められることからも確認さ
れる。表1および表2が示す様に本発明の分散染料組成
物は耐光試験、昇華試験、水試験いづれにおいても優れ
ていおり、総合的に堅ろう度が優れることを示してい
る。
As is clear from the results of Tables 1 and 2, the disperse dye compositions containing the dyes of the formulas (1) and (2) and the dyes of the formulas (1), (2) and (3) The disperse dye composition containing is a normal polyester fiber (3 denier)
The light fastness, the sublimation fastness, and the water fastness of the ultrafine polyester fiber (0.3 denier) are all at a good level in the fastness items. Conventionally, a dye composition having an excellent water test had poor light fastness, and a dye composition having an excellent light resistance test and sublimation test had an inferior water test. This is also confirmed from the fact that the dye compositions of Comparative Examples 1 to 3 have weaknesses in any of the fastness items. As shown in Tables 1 and 2, the disperse dye composition of the present invention is excellent in any of the light resistance test, the sublimation test, and the water test, and shows that the fastness is excellent overall.

【0032】[0032]

【実施例】以下、実施例を挙げて本発明を更に具体的に
説明する。なお、実施例中「部」及び「%」はそれぞれ
重量部、重量%を意味する。
EXAMPLES Hereinafter, the present invention will be described more specifically with reference to examples. In the examples, "parts" and "%" mean parts by weight and% by weight, respectively.

【0033】実施例1 式(4)の染料原末24部と式(6)の染料原末6部を
混合した30部をナフタレンスルホン酸のホルマリン縮
合物70部と共に微粒子化処理したのち乾燥し本発明の
染料組成物を得た。この染料組成物8部(3デニールの
場合)または24部(0.3デニールの場合)に、pH
4.5に調整された純水を加えて3000部とした染浴
を調製しポリエステル繊維織物(3デニール糸使用、東
洋紡績製)及び極細ポリエステル繊維織物(0.3デニ
ール糸使用、東洋紡績製)100部を浸漬し、130℃
で6分間染色した後、染色物を45%の苛性ソーダ6
部、ハイドロサルファイト6部、サンモールRC−70
0 3部に水を加えて全量3000部とした浴で80
℃、10分間の還元洗浄を施し、水洗、乾燥して染色物
を得た。染色物の耐光、昇華、水等の諸堅ろう度は3デ
ニール糸使用織物、0.3デニール糸使用織物とも良好
であった。
Example 1 30 parts of a mixture of 24 parts of the bulk of the dye of the formula (4) and 6 parts of the bulk of the dye of the formula (6) were treated with 70 parts of a formalin condensate of naphthalenesulfonic acid into fine particles, and then dried. A dye composition of the present invention was obtained. Add 8 parts (in the case of 3 denier) or 24 parts (in the case of 0.3 denier) of the dye composition to pH
Pure water adjusted to 4.5 was added to prepare a dyeing bath of 3000 parts, and a polyester fiber woven fabric (using 3 denier yarn, manufactured by Toyobo) and an ultrafine polyester fiber woven fabric (using 0.3 denier yarn, manufactured by Toyobo) ) 100 parts soaked at 130 ° C
After dyeing for 6 minutes, the dyed product is treated with 45% caustic soda 6
Parts, hydrosulfite 6 parts, Sunmole RC-70
0 In a bath, add 3 parts of water to make a total of 3000 parts.
The resultant was subjected to reduction washing at 10 ° C. for 10 minutes, washed with water and dried to obtain a dyed product. The lightfastness, sublimation, water and other fastnesses of the dyed product were good for both the fabrics using 3 denier yarn and the fabric using 0.3 denier yarn.

【0034】実施例2 式(4)の染料原末24部と式(6)の染料原末3部と
式(9)の染料の原末3部を混合した30部をナフタレ
ンスルホン酸のホルマリン縮合物70部と共に微粒子化
処理したのち乾燥し本発明の染料組成物を得た。この染
料組成物8部(3デニールの場合)または24部(0.
3デニールの場合)に、pH4.5に調整された純水を
加えて3000部とした染浴を調製しポリエステル繊維
織物(3デニール糸使用、東洋紡績製)及び極細ポリエ
ステル繊維織物(0.3デニール糸使用、東洋紡績製)
100部を浸漬し、130℃で6分間染色した後、染色
物を45%の苛性ソーダ6部、ハイドロサルファイト6
部、サンモールRC−700 3部に水を加えて全量3
000部とした浴で80℃、10分間の還元洗浄を施
し、水洗、乾燥して染色物を得た。染色物の耐光、昇
華、水等の諸堅ろう度は3デニール糸使用織物、0.3
デニール糸使用織物とも良好であった。
Example 2 30 parts of a mixture of 24 parts of the bulk of the dye of the formula (4), 3 parts of the bulk of the dye of the formula (6) and 3 parts of the bulk of the dye of the formula (9) were mixed with 30 parts of formalin of naphthalenesulfonic acid. After the fine particles were treated together with 70 parts of the condensate, they were dried to obtain the dye composition of the present invention. 8 parts (in the case of 3 deniers) or 24 parts (0.
3 deniers), pure water adjusted to pH 4.5 was added to prepare a dyeing bath of 3000 parts, and a polyester fiber woven fabric (using 3 denier yarn, manufactured by Toyobo Co., Ltd.) and an ultrafine polyester fiber woven fabric (0.3 Using denier yarn, manufactured by Toyobo)
100 parts were immersed and dyed at 130 ° C. for 6 minutes, and then the dyed product was treated with 6 parts of 45% caustic soda and hydrosulfite 6
Part, Sunmole RC-700 3 parts, add water to 3 parts
The resultant was subjected to reduction washing at 80 ° C. for 10 minutes in a bath of 000 parts, washed with water and dried to obtain a dyed product. The lightfastness, sublimation, water and other fastnesses of the dyed fabric are 3 denier yarn woven fabric, 0.3
The fabrics using denier yarn were also good.

【0035】実施例3 式(4)の染料原末21.6部と式(7)の染料原末
2.7部と式(9)の染料原末2.7部と下記式(1
0)の染料原末3部を混合した30部をナフタレンスル
ホン酸のホルマリン縮合物70部と共に微粒子化処理し
たのち乾燥し本発明の染料組成物を得た。この染料組成
物8部(3デニールの場合)または24部(0.3デニ
ールの場合)に、pH4.5に調整された純水を加えて
3000部とした染浴を調製しポリエステル繊維織物
(3デニール糸使用、東洋紡績製)及び極細ポリエステ
ル繊維織物(0.3デニール糸使用、東洋紡績製)10
0部を浸漬し、130℃で6分間染色した後、染色物を
45%の苛性ソーダ6部、ハイドロサルファイト6部、
サンモールRC−700 3部に水を加えて全量300
0部とした浴で80℃、10分間の還元洗浄を施し、水
洗、乾燥して染色物を得た。染色物の耐光、昇華、水等
の諸堅ろう度は3デニール糸使用織物、0.3デニール
糸使用織物とも良好であった。
Example 3 21.6 parts of the dye base of the formula (4), 2.7 parts of the dye base of the formula (7), 2.7 parts of the dye base of the formula (9) and the following formula (1)
30 parts obtained by mixing 3 parts of the dye bulk powder of 0) with 70 parts of a formalin condensate of naphthalenesulfonic acid were subjected to fine-particle treatment, followed by drying to obtain a dye composition of the present invention. To 8 parts (in the case of 3 deniers) or 24 parts (in the case of 0.3 deniers) of this dye composition, pure water adjusted to pH 4.5 was added to prepare 3000 parts of a dyeing bath. Using 3 denier yarn, manufactured by Toyobo) and extra-fine polyester fiber fabric (using 0.3 denier yarn, manufactured by Toyobo) 10
0 parts were immersed and dyed at 130 ° C. for 6 minutes, and the dyed product was treated with 6 parts of 45% caustic soda, 6 parts of hydrosulfite,
Add water to 3 parts of Sun Mall RC-700 for a total volume of 300
The resultant was subjected to reduction washing at 80 ° C. for 10 minutes in a bath of 0 parts, washed with water and dried to obtain a dyed product. The lightfastness, sublimation, water and other fastnesses of the dyed product were good for both the fabrics using 3 denier yarn and the fabric using 0.3 denier yarn.

【0036】[0036]

【化10】 Embedded image

【0037】実施例4 式(5)の染料原末24部と式(6)の染料原末3部と
式(9)の染料原末を3部混合した30部をナフタレン
スルホン酸のホルマリン縮合物70部と共に微粒子化処
理したのち乾燥し本発明の染料組成物を得た。この染料
組成物8部(3デニールの場合)または24部(0.3
デニールの場合)に、pH4.5に調整された純水を加
えて3000部とした染浴を調製しポリエステル繊維織
物(3デニール糸使用、東洋紡績製)及び極細ポリエス
テル繊維織物(0.3デニール糸使用、東洋紡績製)1
00部を浸漬し、130℃で6分間染色した後、染色物
を45%の苛性ソーダ6部、ハイドロサルファイト6
部、サンモールRC−7003部に水を加えて全量30
00部とした浴で80℃、10分間の還元洗浄を施し、
水洗、乾燥して染色物を得た。染色物の耐光、昇華、水
等の諸堅ろう度は3デニール糸使用織物、0.3デニー
ル糸使用織物とも良好であった。
Example 4 Formalin condensation of naphthalenesulfonic acid was conducted by mixing 30 parts of a mixture of 24 parts of the bulk powder of the formula (5), 3 parts of the bulk powder of the formula (6) and 3 parts of the bulk powder of the formula (9). The mixture was subjected to a fine particle treatment together with 70 parts of the product, and then dried to obtain a dye composition of the present invention. 8 parts (for 3 deniers) or 24 parts (0.3 parts) of this dye composition
(In the case of denier), pure water adjusted to pH 4.5 was added to prepare a dyeing bath of 3000 parts, and a polyester fiber woven fabric (using 3 denier yarn, manufactured by Toyobo Co., Ltd.) and an ultrafine polyester fiber woven fabric (0.3 denier) Using yarn, manufactured by Toyobo) 1
After immersion in 00 parts and dyeing at 130 ° C. for 6 minutes, the dyed product was treated with 6 parts of 45% caustic soda and hydrosulfite 6
Parts, Sun Mall RC-7003 parts, water is added, and the total amount is 30
Performing reduction washing at 80 ° C. for 10 minutes in a bath containing 00 parts,
After washing with water and drying, a dyed product was obtained. The lightfastness, sublimation, water and other fastnesses of the dyed product were good for both the fabrics using 3 denier yarn and the fabric using 0.3 denier yarn.

【0038】実施例5 式(4)の染料原末24部と式(7)の染料原末3部と
式(9)の染料原末3部を混合した30部をナフタレン
スルホン酸のホルマリン縮合物70部と共に微粒子化処
理したのち乾燥し本発明の染料組成物を得た。この染料
組成物8部(3デニールの場合)または24部(0.3
デニールの場合)に、pH4.5に調整された純水を加
えて3000部とした染浴を調製しポリエステル繊維織
物(3デニール糸使用、東洋紡績製)及び極細ポリエス
テル繊維織物(0.3デニール糸使用、東洋紡績製)1
00部を浸漬し、130℃で6分間染色した後、染色物
を45%の苛性ソーダ6部、ハイドロサルファイト6
部、サンモールRC−7003部に水を加えて全量30
00部とした浴で80℃、10分間の還元洗浄を施し、
水洗、乾燥して染色物を得た。染色物の耐光、昇華、水
等の諸堅ろう度は3デニール糸使用織物、0.3デニー
ル糸使用織物とも良好であった。
Example 5 Formalin condensation of naphthalenesulfonic acid was carried out by mixing 30 parts of a mixture of 24 parts of the bulk powder of the formula (4), 3 parts of the bulk powder of the formula (7) and 3 parts of the bulk powder of the formula (9). The mixture was subjected to a fine particle treatment together with 70 parts of the product, and then dried to obtain a dye composition of the present invention. 8 parts (for 3 deniers) or 24 parts (0.3 parts) of this dye composition
(In the case of denier), pure water adjusted to pH 4.5 was added to prepare a dyeing bath of 3000 parts, and a polyester fiber woven fabric (using 3 denier yarn, manufactured by Toyobo Co., Ltd.) and an ultrafine polyester fiber woven fabric (0.3 denier) Using yarn, manufactured by Toyobo) 1
After immersion in 00 parts and dyeing at 130 ° C. for 6 minutes, the dyed product was treated with 6 parts of 45% caustic soda and hydrosulfite 6
Parts, Sun Mall RC-7003 parts, water is added, and the total amount is 30
Performing reduction washing at 80 ° C. for 10 minutes in a bath containing 00 parts,
After washing with water and drying, a dyed product was obtained. The lightfastness, sublimation, water and other fastnesses of the dyed product were good for both the fabrics using 3 denier yarn and the fabric using 0.3 denier yarn.

【0039】実施例6 式(4)の染料原末24部と式(8)の染料原末3部と
式(9)の染料原末3部を混合した30部をナフタレン
スルホン酸のホルマリン縮合物70部と共に微粒子化処
理したのち乾燥し本発明の染料組成物を得た。この染料
組成物8部(3デニールの場合)または24部(0.3
デニールの場合)に、pH4.5に調整された純水を加
えて3000部とした染浴を調製しポリエステル繊維織
物(3デニール糸使用、東洋紡績製)及び極細ポリエス
テル繊維織物(0.3デニール糸使用、東洋紡績製)1
00部を浸漬し、130℃で6分間染色した後、染色物
を45%の苛性ソーダ6部、ハイドロサルファイト6
部、サンモールRC−7003部に水を加えて全量30
00部とした浴で80℃、10分間の還元洗浄を施し、
水洗、乾燥して染色物を得た。染色物の耐光、昇華、水
等の諸堅ろう度は3デニール糸使用織物、0.3デニー
ル糸使用織物とも良好であった。
Example 6 Formalin condensation of naphthalenesulfonic acid was carried out by mixing 30 parts of a mixture of 24 parts of the bulk powder of the formula (4), 3 parts of the bulk powder of the formula (8) and 3 parts of the bulk powder of the formula (9). The mixture was subjected to a fine particle treatment together with 70 parts of the product, and then dried to obtain a dye composition of the present invention. 8 parts (for 3 deniers) or 24 parts (0.3 parts) of this dye composition
(In the case of denier), pure water adjusted to pH 4.5 was added to prepare a dyeing bath of 3000 parts, and a polyester fiber woven fabric (using 3 denier yarn, manufactured by Toyobo Co., Ltd.) and an ultrafine polyester fiber woven fabric (0.3 denier) Using yarn, manufactured by Toyobo) 1
After immersion in 00 parts and dyeing at 130 ° C. for 6 minutes, the dyed product was treated with 6 parts of 45% caustic soda and hydrosulfite 6
Parts, Sun Mall RC-7003 parts, water is added, and the total amount is 30
Performing reduction washing at 80 ° C. for 10 minutes in a bath containing 00 parts,
After washing with water and drying, a dyed product was obtained. The lightfastness, sublimation, water and other fastnesses of the dyed product were good for both the fabrics using 3 denier yarn and the fabric using 0.3 denier yarn.

【0040】比較例1〜3 下記式(11)、(12)及び(13)の染料原末を用
いて表3のような組成の比較用分散染料組成物を実施例
と同様な方法で調製し、実施例1と同様な方法でポリエ
ステル繊維織物(3デニール)及び極細ポリエステル繊
維織物(0.3デニール)を染色し、染色物を得て、各
種堅牢度を測定した。
Comparative Examples 1 to 3 Comparative disperse dye compositions having the compositions shown in Table 3 were prepared in the same manner as in the Examples using the raw dye powders of the following formulas (11), (12) and (13). Then, the polyester fiber woven fabric (3 denier) and the ultrafine polyester fiber woven fabric (0.3 denier) were dyed in the same manner as in Example 1 to obtain a dyed product, and various fastnesses were measured.

【0041】 表3:比較例1〜3(表中、染料原末の使用量は重量部で表す。) 式(11) 式(12) 式(13) 比較例1 50 50 − 比較例2 − 40 60 比較例3 25 50 25Table 3: Comparative Examples 1 to 3 (In the table, the used amount of the bulk dye is expressed in parts by weight.) Formula (11) Formula (12) Formula (13) Comparative Example 1 50 50-Comparative Example 2- 40 60 Comparative Example 3 25 50 25

【0042】[0042]

【化11】 Embedded image

【0043】[0043]

【発明の効果】本発明の染料組成物を用いた染色法によ
り、通常のポリエステル繊維だけではなく、極細ポリエ
ステル繊維においても諸堅ろう度が良好で、欠点のない
紺色、黒色の染色物を得ることができる。
According to the dyeing method using the dye composition of the present invention, not only ordinary polyester fibers but also ultrafine polyester fibers can be dyed in a dark blue or black color having good fastness and free from defects. Can be.

Claims (5)

【特許請求の範囲】[Claims] 【請求項1】下記式(1)及び式(2)で表される染料
を含有する事を特徴とする分散染料組成物。 【化1】 (式(1)中、X1は水素原子、ニトロ基を表し、R1
水素原子、メチル基、エチル基、プロピル基、アリル基
をそれぞれ表す。) 【化2】 (式(2)中、X2は塩素原子、臭素原子を表し、Y1
水素原子、メトキシ基、エトキシ基又はメトキシエトキ
シ基を表し、R2はメチル基、エチル基を表し、R3はメ
チル基、エチル基、プロピル基、アリル基をそれぞれ表
す。)
1. A disperse dye composition comprising the dyes represented by the following formulas (1) and (2). Embedded image (In the formula (1), X 1 represents a hydrogen atom or a nitro group, and R 1 represents a hydrogen atom, a methyl group, an ethyl group, a propyl group, or an allyl group.) (In the formula (2), X 2 represents a chlorine atom or a bromine atom, Y 1 represents a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group, R 2 represents a methyl group or an ethyl group, and R 3 represents Represents a methyl group, an ethyl group, a propyl group, and an allyl group, respectively.)
【請求項2】請求項1に記載の式(1)及び式(2)で
示される染料と下記式(3)で示される染料を含有する
ことを特徴とする分散染料組成物。 【化3】 (式(3)中、X3は塩素原子又は臭素原子を表し、Y2
は水素原子、メトキシ基、エトキシ基又はメトキシエト
キシ基を表し、R4はメチル基、エチル基をそれぞれ表
す。)
2. A disperse dye composition comprising the dyes represented by the formulas (1) and (2) according to claim 1 and the dyes represented by the following formula (3). Embedded image (In the formula (3), X 3 represents a chlorine atom or a bromine atom, Y 2
Represents a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group, and R 4 represents a methyl group or an ethyl group, respectively. )
【請求項3】請求項1に記載の式(1)で示される染料
を30〜90重量%、式(2)で示される染料を10〜
70重量%含有する事を特徴とする分散染料組成物。
3. The dye of the formula (1) according to claim 1 is contained in an amount of 30 to 90% by weight, and the dye of the formula (2) is added in an amount of 10 to 90% by weight.
A disperse dye composition comprising 70% by weight.
【請求項4】請求項1に記載の式(1)で示される染料
を30〜90重量%、式(2)で示される染料を5〜3
5重量%、請求項2に記載の式(3)で示される染料を
5〜35重量%含有する事を特徴とする分散染料組成
物。
4. A dye represented by the formula (1) according to claim 1 in an amount of 30 to 90% by weight, and a dye represented by the formula (2) in an amount of 5 to 3%.
A disperse dye composition comprising 5% by weight of the dye represented by the formula (3) according to claim 2 and 5 to 35% by weight.
【請求項5】請求項1、請求項2、請求項3又は請求項
4に記載の分散染料組成物を用いる事を特徴とする疎水
性繊維の染色法。
5. A method for dyeing hydrophobic fibers, comprising using the disperse dye composition according to claim 1, 2, 3, or 4.
JP34439799A 1999-12-03 1999-12-03 Disperse dye composition and method of dyeing hydrophobic fiber using the same Pending JP2001164143A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP34439799A JP2001164143A (en) 1999-12-03 1999-12-03 Disperse dye composition and method of dyeing hydrophobic fiber using the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP34439799A JP2001164143A (en) 1999-12-03 1999-12-03 Disperse dye composition and method of dyeing hydrophobic fiber using the same

Publications (1)

Publication Number Publication Date
JP2001164143A true JP2001164143A (en) 2001-06-19

Family

ID=18368942

Family Applications (1)

Application Number Title Priority Date Filing Date
JP34439799A Pending JP2001164143A (en) 1999-12-03 1999-12-03 Disperse dye composition and method of dyeing hydrophobic fiber using the same

Country Status (1)

Country Link
JP (1) JP2001164143A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102732061A (en) * 2012-06-18 2012-10-17 绍兴奇彩化工有限公司 Blue disperse dye compound
CN102964873A (en) * 2012-11-26 2013-03-13 江苏德旺化工工业有限公司 Disperse green dye
CN106928745A (en) * 2017-01-26 2017-07-07 浙江龙盛化工研究有限公司 The bright blue dye composition of one kind dispersion, dye composite and its application

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102732061A (en) * 2012-06-18 2012-10-17 绍兴奇彩化工有限公司 Blue disperse dye compound
CN102964873A (en) * 2012-11-26 2013-03-13 江苏德旺化工工业有限公司 Disperse green dye
CN106928745A (en) * 2017-01-26 2017-07-07 浙江龙盛化工研究有限公司 The bright blue dye composition of one kind dispersion, dye composite and its application
CN106928745B (en) * 2017-01-26 2019-12-24 浙江龙盛化工研究有限公司 Disperse turquoise blue dye compound, dye composition and application thereof

Similar Documents

Publication Publication Date Title
JP4617914B2 (en) Red disperse dye composition and application to hydrophobic fiber materials
JP2009108151A (en) Disperse dye composition and dyeing/printing method
KR100338371B1 (en) Dye composition and method for dyeing hydrophobic fiber with the same
JP3835852B2 (en) Disperse dye composition and method for dyeing hydrophobic fiber material using the same
KR0168851B1 (en) Disperse dye mixture and dyeing method employing it
JP2006193574A (en) Disperse dye composition, and application to hydrophobic fiber material
JP2006219617A (en) Disperse dye composition and method for coloring hydrophobic fiber material
JP2001164143A (en) Disperse dye composition and method of dyeing hydrophobic fiber using the same
JP3217009B2 (en) Disperse dye composition and method for dyeing hydrophobic fiber material using the same
JP4617997B2 (en) Disperse dye composition and application to hydrophobic fiber material
JP3335484B2 (en) Orange disperse dye composition and method for dyeing hydrophobic fiber material using the same
JP3310471B2 (en) Red disperse dye composition and method for dyeing hydrophobic fiber material using the same
JPH07258574A (en) Dye composition and method of dyeing hydrophobic fiber therewith
JP3311170B2 (en) Orange disperse dye composition and method for dyeing hydrophobic fiber material using the same
JP3310470B2 (en) Red disperse dye composition and method for dyeing hydrophobic fiber material using the same
JP3389283B2 (en) Disperse dye composition
JP3746342B2 (en) Disperse dye composition and method for dyeing hydrophobic fibers using the same
JP4278197B2 (en) Disperse dye mixture
JP4483476B2 (en) Disperse dye composition
JP4224146B2 (en) Disperse dye mixture
JPH10330641A (en) Dye composition and dyeing of hydrophobic fiber using the same
JP2006219616A (en) Disperse dye composition and its application to hydrophobic fiber material
JP4070158B2 (en) Dye composition and method for dyeing hydrophobic fibers using the same
JP2767564B2 (en) Dye composition and method for dyeing hydrophobic fiber material using the same
JPH1121465A (en) Disperse dye composition

Legal Events

Date Code Title Description
R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20071020

Year of fee payment: 7

FPAY Renewal fee payment (prs date is renewal date of database)

Year of fee payment: 8

Free format text: PAYMENT UNTIL: 20081020

LAPS Cancellation because of no payment of annual fees