JPH0967781A - Dye composition and dyeing using the same - Google Patents
Dye composition and dyeing using the sameInfo
- Publication number
- JPH0967781A JPH0967781A JP7239066A JP23906695A JPH0967781A JP H0967781 A JPH0967781 A JP H0967781A JP 7239066 A JP7239066 A JP 7239066A JP 23906695 A JP23906695 A JP 23906695A JP H0967781 A JPH0967781 A JP H0967781A
- Authority
- JP
- Japan
- Prior art keywords
- black
- fiber material
- dyeing
- dye composition
- dye
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0034—Mixtures of two or more pigments or dyes of the same type
- C09B67/0038—Mixtures of anthraquinones
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/32—Material containing basic nitrogen containing amide groups leather skins
- D06P3/3206—Material containing basic nitrogen containing amide groups leather skins using acid dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、染料組成物及びそ
れを用いる染色法に関する。更に詳しくは、ポリアミド
繊維材料、ポリウレタン繊維材料及び皮革等を各種光源
下で色調が安定した黒色に染色する方法に関する。TECHNICAL FIELD The present invention relates to a dye composition and a dyeing method using the same. More specifically, the present invention relates to a method for dyeing a polyamide fiber material, a polyurethane fiber material, leather, etc. into a black color having a stable color tone under various light sources.
【０００２】[0002]
【従来の技術】黒色系金属錯塩酸性染料でポリアミド繊
維材料、ポリウレタン繊維材料又は皮革を黒色に染色す
る際、染色物の色調ができるだけ深い緑味黒色であるこ
とが尊ばれ、いわゆる「カラスの濡れ羽色」といわれる
濃黒色を求めて、黒色系金属錯塩酸性染料に黄色系酸性
染料及び／又は青色系酸性染料を配合する方法等種々の
検討が行われてきた。しかし、これ等の方法を用いて染
色加工した衣料用素材、例えば礼装用衣料やパンティス
トッキングでも各種の光源下で安定した色調が得られ
ず、光源のちがいによる色調変化（色ずれ）がおこる
（演色性を有する）現象の改善が不十分である。例えば
デパート、商店での蛍光灯下での黒色とホテルや結婚式
場等で多用されるスポットライト（タングステン電球に
よる場合が多い）下での黒色と、更には太陽光線下での
黒色が異なって見えるといった現象を生じる。2. Description of the Related Art When dyeing a polyamide fiber material, a polyurethane fiber material or leather with a black metal complex hydrochloric acid dye to black, it is important that the color tone of the dyed product is a deep greenish black color, so-called "wetting of crows". In order to obtain a deep black color called "feather color", various studies have been conducted such as a method of blending a black acid complex dye with a yellow acid dye and / or a blue acid dye. However, even with a clothing material dyed using these methods, for example, clothing for apparel or pantyhose, a stable color tone cannot be obtained under various light sources, and a color tone change (color shift) occurs due to a difference in light source ( The phenomenon of having a color rendering property) is not sufficiently improved. For example, the black color under fluorescent lights in department stores and shops and the black color under spotlights (often using tungsten light bulbs) often used in hotels and wedding halls and the black color under the sunlight appear different. Such a phenomenon occurs.
【０００３】[0003]
【発明が解決しようとする課題】上記したような演色性
を改善し、ポリアミド繊維材料、ポリウレタン繊維材料
又は皮革等を黒色に染色した場合、各種光源下で安定し
た深味のある黒色である染色物を与える酸性染料の開発
が強く望まれている。When a polyamide fiber material, a polyurethane fiber material, leather or the like is dyed in black with improved color rendering properties as described above, a dyed product which is stable and deep black under various light sources. There is a strong demand for the development of acid dyes that give
【０００４】[0004]
【課題を解決するための手段】本発明者等は前記した課
題を解決すべく鋭意研究を行った結果、本発明に至った
ものである。Means for Solving the Problems The present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, have reached the present invention.
【０００５】即ち、本発明は （１）黒色系金属錯塩酸性染料と６５０〜８００ｎｍ
（水溶液中での測定値）に最大吸収波長を有する化合物
を含有することを特徴とする染料組成物 （２）前記（１）において６５０〜８００ｎｍに最大吸
収波長を有する化合物が式（１）That is, the present invention is: (1) Black metal complex hydrochloric acid dye and 650 to 800 nm
Dye composition containing a compound having a maximum absorption wavelength in (measured value in an aqueous solution) (2) In the above (1), the compound having a maximum absorption wavelength at 650 to 800 nm is represented by the formula (1).
【０００６】[0006]
【化２】 Embedded image
【０００７】（式中、Ｘは水素原子又はヒドロキシ基
を、Ｙは置換基を有してもよい芳香族アミン残基をそれ
ぞれ表わす。）で示される化合物の一種以上である前記
（１）記載の染料組成物 （３）前記（２）において、式（１）で示される化合物
の含有率が１〜３０重量％である前記（２）記載の染料
組成物 （４）前記（１）、（２）又は（３）のいずれかに記載
の染料組成物を用いることを特徴とする繊維材料又は皮
革の染色法 （５）前記（４）において、繊維材料がポリアミド繊維
材料、ポリウレタン繊維材料又はこれらを含有する繊維
材料である前記（４）記載の染色法 に関する。(1) One or more compounds represented by the formula (wherein X represents a hydrogen atom or a hydroxy group and Y represents an aromatic amine residue which may have a substituent). (3) The dye composition according to the above (2), wherein the content of the compound represented by the formula (1) in the above (2) is 1 to 30% by weight. (4) The above (1), ( (2) A method for dyeing a fiber material or leather, characterized in that the dye composition according to any one of (2) and (3) is used. (5) In the above (4), the fiber material is a polyamide fiber material, a polyurethane fiber material or these. The present invention relates to the dyeing method according to (4) above, which is a fiber material containing
【０００８】[0008]
【発明の実施の形態】本発明を詳細に説明する。本発明
で使用する黒色系金属錯塩酸性染料としては、モノア
ゾ、ジスアゾ又はポリアゾ染料及びアゾメチン染料の金
属錯塩がいずれも使用可能で、金属錯塩型としては１：
１型及び１：２型のいずれでもかまわないが、１：２型
の方が好ましい。錯塩を形成せしめる金属としては重金
属、例えば銅、ニッケル、鉄、ケイ素、コバルト、クロ
ム、チタン又はアルミニウム等が使用可能であるが、特
にクロムが好ましい。使用しうる黒色系金属錯塩染料の
具体例としては、例えば、C.I.Acid Black ５１、５
２、５８、６０、６２、６３、６４、９９、１０７、１
０８、１１２、１１５、１１８、１１９、１２１、１２
２、１３１、１３２、１３９、１４０、１５５、１５６
及び１５８等があげられる。DETAILED DESCRIPTION OF THE INVENTION The present invention will be described in detail. As the black metal complex hydrochloric acid dye used in the present invention, any of metal complex salts of monoazo, disazo or polyazo dyes and azomethine dyes can be used, and the metal complex salt type is 1:
Either type 1 or type 1: 2 may be used, but type 1: 2 is preferred. Heavy metals such as copper, nickel, iron, silicon, cobalt, chromium, titanium or aluminum can be used as the metal forming the complex salt, and chromium is particularly preferable. Specific examples of black metal complex salt dyes that can be used include CI Acid Black 51, 5
2, 58, 60, 62, 63, 64, 99, 107, 1
08, 112, 115, 118, 119, 121, 12
2, 131, 132, 139, 140, 155, 156
And 158 and the like.
【０００９】本発明で使用する６５０〜８００ｎｍに最
大吸収波長を有する化合物としてはその水溶液中での最
大吸収波長が６５０〜８００ｎｍにあるものは何れも使
用可能であるが、好ましいものとして、式（１）As the compound having the maximum absorption wavelength in the range of 650 to 800 nm used in the present invention, any compound having a maximum absorption wavelength in the aqueous solution of 650 to 800 nm can be used. 1)
【００１０】[0010]
【化３】 Embedded image
【００１１】（式中、Ｘは水素原子又はヒドロキシ基
を、Ｙは置換基を有してもよい芳香族アミン残基をそれ
ぞれ表わす。）で示される化合物があげられる。前記式
（１）において、置換基を有する芳香族アミンの例とし
ては炭素数１〜１２のアルキル基、クロル原子、ブロム
原子、スルホン酸基又はシクロヘキシル基で置換されて
いるアニリンが挙げられ、その具体例としては例えば下
記式に示すものがあげられる。なお、下記式においてス
ルホン酸基は遊離酸の形で示した。(Wherein, X represents a hydrogen atom or a hydroxy group, and Y represents an aromatic amine residue which may have a substituent). In the above formula (1), examples of the aromatic amine having a substituent include aniline substituted with an alkyl group having 1 to 12 carbon atoms, a chloro atom, a bromine atom, a sulfonic acid group or a cyclohexyl group. Specific examples include those represented by the following formula. In the formula below, the sulfonic acid group is shown in the form of free acid.
【００１２】[0012]
【化４】 Embedded image
【００１３】前記式（１）で示される化合物は、例えば
次の様にして得られる。式（２）The compound represented by the above formula (1) is obtained, for example, as follows. Equation (2)
【００１４】[0014]
【化５】 Embedded image
【００１５】（式（２）中、Ｘは式（１）におけるのと
同じ意味を表わす）で示される化合物又はそのリューコ
体とＹ−ＮＨ2 （Ｙは式（１）におけるのと同じ意味を
表わす。但し、スルホン酸基を除く。）で示される化合
物とを、ヒ酸及び／又は硼酸の存在下、例えば９５〜１
３０℃で反応後（この時、必要ならアルコール等の溶媒
を用いてもよい）、アルコールを加えて生成物をろ過、
乾燥する。更にこの乾燥物を発煙硫酸を含む硫酸中でス
ルホン化し、分離、乾燥すれば式（１）で示される化合
物が得られる。この様にして得られる式（１）の化合物
は、遊離酸の形で又はその塩の形で存在し、本発明では
これらのアルカリ金属塩、アルカリ土類金属塩、アルキ
ルアミン塩、アルカノールアミン塩、特にナトリウム
塩、カリウム塩、リチウム塩として使用するのが好まし
い。(Wherein X represents the same meaning as in formula (1)) or a leuco compound thereof and Y--NH 2 (Y has the same meaning as in formula (1)). (Wherein a sulfonic acid group is excluded)) in the presence of arsenic acid and / or boric acid, for example, 95 to 1
After the reaction at 30 ° C. (at this time, a solvent such as alcohol may be used if necessary), alcohol is added and the product is filtered,
dry. Further, the dried product is sulfonated in sulfuric acid containing fuming sulfuric acid, separated and dried to obtain a compound represented by the formula (1). The compound of formula (1) thus obtained is present in the form of a free acid or a salt thereof, and in the present invention, an alkali metal salt, an alkaline earth metal salt, an alkylamine salt, an alkanolamine salt thereof. It is particularly preferable to use it as a sodium salt, potassium salt or lithium salt.
【００１６】本発明の染料組成物は黒色系金属錯塩酸性
染料と式（１）で示される化合物を乾燥状で必要により
粉砕しながら混合することにより得られる。本発明の染
料組成物はケ−キ状又は液状で混合してもよい。黒色系
金属錯塩酸性染料及び式（１）の化合物の使用割合は乾
燥状態換算で前者が９９〜７０重量％、好ましくは９７
〜８０重量％、更に好ましくは９５〜９０重量％、又後
者が１〜３０重量％、好ましくは３〜２０％、更に好ま
しくは５〜１０％の割合で配合して調製される。又本発
明の染料組成物を調製するに当たっては本発明の趣旨を
損なわない範囲で、例えば色相の調整等の為に上記以外
の化合物又は染料を配合しても構わない。The dye composition of the present invention can be obtained by mixing the black metal complex hydrochloric acid dye and the compound represented by the formula (1) in a dry state while optionally pulverizing. The dye composition of the present invention may be mixed in the form of a cake or liquid. The ratio of the black metal complex hydrochloric acid dye and the compound of the formula (1) used is 99 to 70% by weight, preferably 97, in terms of the dry state.
-80% by weight, more preferably 95-90% by weight, and the latter is prepared in a proportion of 1-30% by weight, preferably 3-20%, more preferably 5-10%. In preparing the dye composition of the present invention, compounds or dyes other than those described above may be added for the purpose of adjusting the hue, for example, within a range not impairing the gist of the present invention.
【００１７】本発明の染料組成物は羊毛、絹の様な天然
ポリアミド繊維材料、ナイロン６、ナイロン６６の様な
合成ポリアミド繊維材料、ポタウレタン繊維材料、又は
これ等を含む繊維材料、更に天然及び／又は合成ポリア
ミド繊維材料及び／又はポリウレタン繊維材料の混紡交
織品及び皮革等をそれ自体公知の染色法、例えは浸染、
連続染色又は捺染する方法等によって、各種光源下で安
定した深味のある色調で、優れた堅牢度を有する黒色に
染色することが出来る。The dye composition of the present invention comprises a natural polyamide fiber material such as wool and silk, a synthetic polyamide fiber material such as nylon 6 and nylon 66, a polyurethane fiber material, or a fiber material containing them, and further natural and / or Or, a synthetic polyamide fiber material and / or a polyurethane fiber material mixed-spun mixed woven article, leather, etc. are dyed by a method known per se, for example, dip dyeing,
By a method such as continuous dyeing or printing, it is possible to dye black with a stable deep color tone under various light sources and with excellent fastness.
【００１８】[0018]
【実施例】以下実施例により本発明を更に詳細に説明す
るが、本発明はこれ等の実施例に限定されるものではな
い。なお、実施例中「部」及び「％」はそれぞれ重量
部、重量％を意味し、各式中のスルホン酸基は遊離の形
で表わす。The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples. In the examples, "parts" and "%" mean parts by weight and% by weight, respectively, and the sulfonic acid group in each formula is expressed in a free form.
【００１９】実施例１ 式（３）で示される化合物Example 1 Compound represented by formula (3)
【００２０】[0020]
【化６】 [Chemical 6]
【００２１】５部、黒色系金属錯塩酸性染料としてのKa
yakalan Black 2RL （C.I.Acid Black155、日本化薬
（株）製）９５部を均一に配合し、計１００部の本発明
の黒色の染料組成物を得た。この染料組成物０．２部、
酢酸（９９％）０．０５部及び水１００部から成る染浴
を調製し、この染浴にナイロン６ジャージ５部を入れ、
攪拌しながら昇温し、３０分間で９５℃とした。このト
ップ温度で６０分間染色した。染色後は水洗、乾燥して
黒色の染色物を得た。この染色物の演色性は極めて小さ
いものであった。（表１参照）5 parts, Ka as a black metal complex hydrochloric acid dye
95 parts of yakalan Black 2RL (CIAcid Black155, manufactured by Nippon Kayaku Co., Ltd.) were uniformly mixed to obtain a total of 100 parts of the black dye composition of the present invention. 0.2 parts of this dye composition,
Prepare a dyebath consisting of 0.05 part acetic acid (99%) and 100 parts water and add 5 parts nylon 6 jersey to the dyebath.
The temperature was raised with stirring and the temperature was adjusted to 95 ° C. for 30 minutes. Dye for 60 minutes at this top temperature. After dyeing, the product was washed with water and dried to obtain a black dyed product. The color rendering of this dyed product was extremely small. (See Table 1)
【００２２】実施例２ 前記式（３）で示される化合物１０部、黒色系金属錯塩
酸性染料としてのKayakalan Black 2RL ９０部を均一に
配合し、計１００部の本発明の黒色の染料組成物を得
た。この染料組成物を用いて、実施例１と同様な方法で
染色を実施して黒色の染色物を得た。この染色物の演色
性は極めて小さいものであった。（表１参照）Example 2 10 parts of the compound represented by the above formula (3) and 90 parts of Kayakalan Black 2RL as a black metal complex hydrochloric acid dye were uniformly blended to obtain a total of 100 parts of the black dye composition of the present invention. Obtained. Using this dye composition, dyeing was carried out in the same manner as in Example 1 to obtain a black dyed product. The color rendering of this dyed product was extremely small. (See Table 1)
【００２３】実施例３ 式（３）で示される化合物１５部、黒色系金属錯塩酸性
染料としてのKayakalan Black 2RL ８５部を均一に配合
し、計１００部の本発明の黒色の染料組成物を得た。こ
の染料組成物につき実施例１と同様な方法で染色を実施
して黒色の染色物を得た。この染色物の演色性は極めて
小さいものであった。（表１参照）Example 3 15 parts of the compound represented by the formula (3) and 85 parts of Kayakalan Black 2RL as a black metal complex hydrochloric acid dye were uniformly mixed to obtain a total of 100 parts of the black dye composition of the present invention. It was This dye composition was dyed in the same manner as in Example 1 to obtain a black dyed product. The color rendering of this dyed product was extremely small. (See Table 1)
【００２４】比較例１ 実施例１において黒色系金属錯塩酸性染料Kayakalan Bl
ack 2RL のみを０．２部用いるほかは、実施例１と同様
な方法で染色を実施して黒色の染色物を得た。得られた
染色物の演色性は極めて大きいものであった。（表１参
照）Comparative Example 1 Kayakalan Bl, a black metal complex hydrochloric acid dye in Example 1
Dyeing was performed in the same manner as in Example 1 except that only 0.2 part of ack 2RL was used to obtain a black dyed product. The color rendering of the obtained dyed product was extremely large. (See Table 1)
【００２５】比較例２ 黄色染料としてKayanol Milling Yellow 5GW（C.I.Acid
Yellow 127 、日本化薬（株）製）５部、青色染料とし
てKayanol Cyanine 6B（C.I.Acid Blue 83、日本化薬
（株）製、最大吸収波長：590nm)５部、黒色系金属錯塩
酸性染料としてKayakalan Black 2RL ９０部を均一に配
合し、計１００部の黒色の染料組成物を得た。実施例１
と同様な方法で染色を実施して黒色の染色物を得た。得
られた染色物の演色性はかなり大きいものであった。
（表１参照）Comparative Example 2 Kayanol Milling Yellow 5GW (CIAcid
Yellow 127, Nippon Kayaku Co., Ltd. 5 parts, blue dye Kayanol Cyanine 6B (CIAcid Blue 83, Nippon Kayaku Co., Ltd., maximum absorption wavelength: 590 nm) 5 parts, black metal complex hydrochloric acid dye Kayakalan 90 parts of Black 2RL was uniformly mixed to obtain a total of 100 parts of a black dye composition. Example 1
Dyeing was carried out in the same manner as above to obtain a black dyed product. The color rendering of the obtained dyed product was quite large.
(See Table 1)
【００２６】[0026]
【表１】 表１ 演色性試験（注１） 染色物 演色性の判定結果 実施例１の染色物 ４ 実施例２の染色物 ４−５ 実施例３の染色物 ４−５ 比較例１の染色物 １−２Ｒ 比較例２の染色物 ２−３Ｒ[Table 1] Table 1 Color rendering test (Note 1) Dyeing product Color rendering determination result Dyeing product of Example 4 Dyeing product of Example 2 4-5 Dyeing product of Example 3 4-5 Dyeing of Comparative Example 1 Product 1-2R Dyeed product of Comparative Example 2-3R
【００２７】（注１）演色性試験はＪＩＳで定めるＤ65
標準光源照射下における色調を基準として色温度５５０
０Ｋの市販のタングステンランプ（ナショナルレフラン
プＰＲＦ−５００Ｗ、松下電器産業（株）製）の下での
色調の変化度合を、ＪＩＳ変褪色用グレースケール判定
級ＪＩＳ．Ｌ−０８０４を用い視感判定した。結果の表
示方法：等級１〜５級で表示する。１級（著しく変色）
〜５級（全く変色なし）、実用上４級で殆ど問題ない。
記号のＲは変褪色の色調が赤味になるという意味であ
る。(Note 1) The color rendering test is D 65 specified by JIS.
Color temperature 550 based on color tone under standard light source
The degree of change in color tone under a commercially available tungsten lamp of 0K (National Reflex Lamp PRF-500W, manufactured by Matsushita Electric Industrial Co., Ltd.) is determined by JIS. Visual evaluation was performed using L-0804. Display method of results: Display in grades 1 to 5. Grade 1 (remarkably discolored)
Grade 5 (no discoloration at all), practically grade 4 with almost no problem.
The symbol R means that the color tone of the fading color becomes reddish.
【００２８】実施例４ 実施例２と同様に配合して得られた黒色の染料組成物
０．１６部、酢酸（９９％）０．０３部及び水１００部
から成る染浴を調製し、この染浴に羊毛モスリン５部を
入れ、攪拌しながら昇温し３０分間で９５℃とした。こ
のトップ温度で６０分間染色した。染色後は水洗、乾燥
して黒色の染色物を得た。この染色物の演色性は極めて
小さいものであった。（表２参照）Example 4 A dyebath containing 0.16 part of a black dye composition obtained in the same manner as in Example 2 and 0.03 part of acetic acid (99%) and 100 parts of water was prepared. 5 parts of wool muslin was put in the dyeing bath, and the temperature was raised with stirring to 95 ° C. for 30 minutes. Dye for 60 minutes at this top temperature. After dyeing, the product was washed with water and dried to obtain a black dyed product. The color rendering of this dyed product was extremely small. (See Table 2)
【００２９】比較例３ 実施例４において黒色系金属錯塩酸性染料としてKayaka
lan Black 2RL ０．１６部のみを用いる他は、実施例４
と同様な方法で染色を実施して黒色の染色物を得た。こ
の染色物の演色性は極めて大きいものであった（表２参
照）。Comparative Example 3 Kayaka as a black metal complex hydrochloric acid dye in Example 4
Example 4 except using only 0.16 parts of lan Black 2RL
Dyeing was carried out in the same manner as above to obtain a black dyed product. The color rendering of this dyed product was extremely high (see Table 2).
【００３０】[0030]
【表２】 表２ 演色性試験 染色物 演色性の判定結果 実施例４の染色物 ４−５ 比較例３の染色物 ２Ｒ[Table 2] Table 2 Color rendering test Dyeing product Color rendering determination result Dyeing product of Example 4 4-5 Dyeing product of Comparative Example 3 2R
【００３１】実施例５ 実施例２と同様に配合して得られた黒色の染料組成物
０．２５部、酢酸（９９％）０．０５部及び水１００部
から成る染浴を調製し、この染浴に絹羽二重５部を入
れ、攪拌しながら昇温し３０分間で９０℃とした。この
トップ温度で４５分間染色した。染色後は水洗、乾燥し
て黒色の染色物を得た。得られた染色物の演色性は極め
て小さいものであった。（表３参照）Example 5 A dyebath is prepared which comprises 0.25 parts of a black dye composition obtained in the same manner as in Example 2, 0.05 part of acetic acid (99%) and 100 parts of water. 5 parts of silk feather double was put in the dyeing bath, and the temperature was raised with stirring to 90 ° C. for 30 minutes. Dye at this top temperature for 45 minutes. After dyeing, the product was washed with water and dried to obtain a black dyed product. The color rendering of the obtained dyed product was extremely small. (See Table 3)
【００３２】比較例４ 実施例５において黒色系金属錯塩酸性染料としてKayaka
lan Black 2RL ０．２５部のみを用いるほかは、実施例
５と同様な方法で染色を実施して黒色の染色物を得た。
この染色物は演色性が極めて大きいものであった（表３
参照）。Comparative Example 4 Kayaka was used as the black metal complex hydrochloric acid dye in Example 5.
Dyeing was performed in the same manner as in Example 5 except that only 0.25 part of lan Black 2RL was used to obtain a black dyed product.
This dyed product had extremely large color rendering properties (Table 3).
reference).
【００３３】[0033]
【表３】 表３ 演色性試験 染色物 演色性の判定結果 実施例５の染色物 ４−５ 比較例４の染色物 １−２Ｒ[Table 3] Table 3 Color rendering test Dyeing results Color rendering determination results Dyeing of Example 5 4-5 Dyeing of Comparative Example 4 1-2R
【００３４】実施例６ 実施例２と同様に配合して得られた黒色の染料組成物
０．３部、アンモニア水（２８％）０．１部及び水１０
０部から成る染浴を調製し、この染浴を５５℃に調整し
た。この染浴にクロムなめしを実施した後中和処理した
豚スエード革をウエット重量で１０部入れ、攪拌しなが
ら６０分間染色し、更に、蟻酸（８５％）０．０５部を
入れ１０分間染色した。染色後は水洗、乾燥して黒色の
染色物を得た。この染色物の演色性は極めて小さいもの
であった。（表４参照）Example 6 0.3 part of a black dye composition obtained by blending in the same manner as in Example 2, 0.1 part of ammonia water (28%) and 10 parts of water.
A dyebath consisting of 0 parts was prepared and the dyebath was adjusted to 55.degree. 10 parts by weight of pig suede leather neutralized after chrome tanning was added to this dyeing bath by wet weight, dyed for 60 minutes while stirring, and 0.05 part of formic acid (85%) was added and dyed for 10 minutes. . After dyeing, the product was washed with water and dried to obtain a black dyed product. The color rendering of this dyed product was extremely small. (See Table 4)
【００３５】比較例５ 実施例６において、黒色系金属錯塩酸性染料としてKaya
kalan Black 2RL ０．３部のみを用いる他は、実施例６
と同様な方法で染色を実施して黒色の染色物をえた。こ
の染色物は演色性が極めて大きいものであった。（表４
参照）Comparative Example 5 In Example 6, Kaya was used as the black metal complex hydrochloric acid dye.
Example 6 except using only 0.3 parts of kalan Black 2RL
Dyeing was carried out in the same manner as in the above to obtain a black dyed product. This dyed product had an extremely large color rendering property. (Table 4
reference)
【００３６】[0036]
【表４】 表４ 演色性試験 染色物 演色性の判定結果 実施例６の染色物 ４−５ 比較例５の染色物 ２Ｒ[Table 4] Table 4 Color rendering test Dyeing product Judgment result of color rendering Dyeing product of Example 4-5 Dyeing product of Comparative Example 5 2R
【００３７】実施例７〜１７ 実施例１において，１，４−ジ（２−スルホ−４−ブチ
ルアニリノ）−５，８−ジヒドロキシアントラキノン及
びC.I.Acid Black 155の代わりに、それぞれ下表第２欄
の化合物〔式（１）の化合物〕及び下表第３欄の化合物
（黒色系金属錯塩酸性染料）を用い、下表第４欄の割合
（第２欄の化合物：第３欄の化合物）で配合する以外は
実施例１と同様な方法で配合して本発明の染料組成物を
得た。これらの染料組成物を用いて実施例１と同様にナ
イロン６ジャージを染色して下表第５欄に示す色調の染
色物を得た。Examples 7 to 17 In place of 1,4-di (2-sulfo-4-butylanilino) -5,8-dihydroxyanthraquinone and CI Acid Black 155 in Example 1, the compounds shown in the second column of the following table, respectively. [Compound of Formula (1)] and the compound in the third column in the following table (black metal complex hydrochloric acid dye) are used in the proportions in the fourth column in the following table (compound in the second column: compound in the third column). A dye composition of the present invention was obtained by blending in the same manner as in Example 1 except for the above. Nylon 6 jersey was dyed using these dye compositions in the same manner as in Example 1 to obtain a dyed product having the color tone shown in the fifth column of the following table.
【００３８】[0038]
【表５】 [Table 5]
【００３９】[0039]
【表６】 [Table 6]
【００４０】実施例１８〜２０ 実施例６において１，４−ジ（２−スルホ−４−ブチル
アニリノ）−５，８−ジヒドロキシアントラキノン及び
C.I.Acid Black 155の代わりに、それぞれ下表第２欄の
化合物〔式（１）の化合物〕及び下表第３欄の化合物
（黒色系金属錯塩酸性染料）を用い、下表第４欄の割合
（第２欄の化合物：第３欄の化合物）で配合する以外は
実施例６と同様な方法で配合して、本発明の染料組成物
を得た。この染料組成物を用いて実施例６と同様に豚ス
エード革を染色して下表第５欄に示す色調の染色物を得
た。Examples 18 to 20 In Example 6, 1,4-di (2-sulfo-4-butylanilino) -5,8-dihydroxyanthraquinone and
Instead of CIAcid Black 155, the compound in the second column of the following table [compound of formula (1)] and the compound in the third column of the following table (black metal complex hydrochloric acid dye) were used, and the ratio in the fourth column of the following table ( Compounds in the second column: compounds in the third column) were added in the same manner as in Example 6 to obtain a dye composition of the present invention. Pig suede leather was dyed using this dye composition in the same manner as in Example 6 to obtain a dyed product having the color tone shown in the fifth column of the following table.
【００４１】[0041]
【表７】 [Table 7]
【００４２】[0042]
【発明の効果】ポリアミド繊維、ポリウレタン繊維又は
皮革を染色して得た黒色染色物の色調が、各種光源下で
安定した深味のある濃黒色である酸性染料組成物が得ら
れた。EFFECTS OF THE INVENTION An acid dye composition having a deep dark black color which is stable under various light sources and which has a color tone of a black dyed product obtained by dyeing polyamide fiber, polyurethane fiber or leather is obtained.
Claims (5)
ｎｍ（水溶液中での測定値）に最大吸収波長を有する化
合物を含有することを特徴とする染料組成物。1. A black metal complex hydrochloric acid dye and 650 to 800
A dye composition comprising a compound having a maximum absorption wavelength in nm (measured value in an aqueous solution).
最大吸収波長を有する化合物が式（１） 【化１】 （式中、Ｘは水素原子又はヒドロキシ基を、Ｙは置換基
を有してもよい芳香族アミン残基をそれぞれ表わす。）
で示される化合物の一種以上である請求項１記載の染料
組成物。2. The compound according to claim 1, which has a maximum absorption wavelength at 650 to 800 nm, is represented by the formula (1): (In the formula, X represents a hydrogen atom or a hydroxy group, and Y represents an aromatic amine residue which may have a substituent.)
The dye composition according to claim 1, which is one or more of the compounds represented by:
合物の含有率が１〜３０重量％である請求項２記載の染
料組成物。3. The dye composition according to claim 2, wherein the content of the compound represented by the formula (1) is 1 to 30% by weight.
いることを特徴とする繊維材料又は皮革の染色法。4. A method for dyeing a textile material or leather, which comprises using the dye composition according to claim 1, 2 or 3.
繊維材料、ポリウレタン繊維材料又はこれらを含有する
繊維材料である請求項４記載の染色法。5. The dyeing method according to claim 4, wherein the fiber material is a polyamide fiber material, a polyurethane fiber material or a fiber material containing them.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23906695A JP3664413B2 (en) | 1995-08-25 | 1995-08-25 | Dye composition and dyeing method using the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23906695A JP3664413B2 (en) | 1995-08-25 | 1995-08-25 | Dye composition and dyeing method using the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0967781A true JPH0967781A (en) | 1997-03-11 |
| JP3664413B2 JP3664413B2 (en) | 2005-06-29 |
Family
ID=17039358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23906695A Expired - Fee Related JP3664413B2 (en) | 1995-08-25 | 1995-08-25 | Dye composition and dyeing method using the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3664413B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011001651A (en) * | 2009-06-18 | 2011-01-06 | Asahi Kasei Fibers Corp | Dyed product of blended yarns or fabric of polyamide fiber, cellulose fiber, and polyurethane fiber |
| CN106501991A (en) * | 2016-12-02 | 2017-03-15 | 深圳市华星光电技术有限公司 | Black matrix", the curing of display panels frame adhesive and display panels |
-
1995
- 1995-08-25 JP JP23906695A patent/JP3664413B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011001651A (en) * | 2009-06-18 | 2011-01-06 | Asahi Kasei Fibers Corp | Dyed product of blended yarns or fabric of polyamide fiber, cellulose fiber, and polyurethane fiber |
| CN106501991A (en) * | 2016-12-02 | 2017-03-15 | 深圳市华星光电技术有限公司 | Black matrix", the curing of display panels frame adhesive and display panels |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3664413B2 (en) | 2005-06-29 |
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