JPH01284562A - Dye composition for dyeing hydrophobic fiber black and production of hydrophobic fiber dyed black - Google Patents
Dye composition for dyeing hydrophobic fiber black and production of hydrophobic fiber dyed blackInfo
- Publication number
- JPH01284562A JPH01284562A JP11537088A JP11537088A JPH01284562A JP H01284562 A JPH01284562 A JP H01284562A JP 11537088 A JP11537088 A JP 11537088A JP 11537088 A JP11537088 A JP 11537088A JP H01284562 A JPH01284562 A JP H01284562A
- Authority
- JP
- Japan
- Prior art keywords
- black
- dye
- hydrophobic fiber
- dyeing
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000835 fiber Substances 0.000 title claims abstract description 21
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 16
- 238000004043 dyeing Methods 0.000 title claims abstract description 15
- 239000000203 mixture Substances 0.000 title claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims abstract description 16
- 239000000986 disperse dye Substances 0.000 claims abstract description 15
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims description 13
- 238000004040 coloring Methods 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 abstract description 7
- 239000004952 Polyamide Substances 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 229920002647 polyamide Polymers 0.000 abstract description 2
- JSFUMBWFPQSADC-UHFFFAOYSA-N Disperse Blue 1 Chemical class O=C1C2=C(N)C=CC(N)=C2C(=O)C2=C1C(N)=CC=C2N JSFUMBWFPQSADC-UHFFFAOYSA-N 0.000 abstract 1
- 239000001000 anthraquinone dye Substances 0.000 abstract 1
- 239000004744 fabric Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000002657 fibrous material Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 1
- 241000532784 Thelia <leafhopper> Species 0.000 description 1
- FHKPLLOSJHHKNU-INIZCTEOSA-N [(3S)-3-[8-(1-ethyl-5-methylpyrazol-4-yl)-9-methylpurin-6-yl]oxypyrrolidin-1-yl]-(oxan-4-yl)methanone Chemical group C(C)N1N=CC(=C1C)C=1N(C2=NC=NC(=C2N=1)O[C@@H]1CN(CC1)C(=O)C1CCOCC1)C FHKPLLOSJHHKNU-INIZCTEOSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- CIZVQWNPBGYCGK-UHFFFAOYSA-N benzenediazonium Chemical group N#[N+]C1=CC=CC=C1 CIZVQWNPBGYCGK-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は疎水性繊維類の黒色染色用染料組成物および疎
水性繊維類の黒色染色物を製造する方法に関する。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a dye composition for black dyeing of hydrophobic fibers and a method for producing a black dyed product of hydrophobic fibers.
〈従来の技術〉
ポリエステルwt維などの疎水性m維類はフォーマルウ
ェアー等の用途のために黒色に染色されることが多い。<Prior Art> Hydrophobic m fibers such as polyester wt fibers are often dyed black for use in formal wear and the like.
しかし、これらの黒色染色物は絹やウールの黒色染色物
に比べ、光源によって深みがなく赤茶を帯びた色相に見
えるなどの問題が指摘されている。However, it has been pointed out that these black dyed products have problems compared to black dyed silk or wool products, such as a lack of depth and a reddish-brown hue depending on the light source.
このような問題を解決する方法としてカーボンブラック
を含有する原着ポリエステルを布帛とし、これを黒色用
染料で染色し、次いで該布帛を構成する繊維の表面に低
屈折率を有する化合物を付着せしめる方法(特開昭58
−120890号公報)などが知られている。A method to solve this problem is to use a fabric made of spun-dyed polyester containing carbon black, dye it with a black dye, and then attach a compound with a low refractive index to the surface of the fibers that make up the fabric. (Unexamined Japanese Patent Publication No. 58
-120890) and the like are known.
〈発明が解決しようとする課題〉
しかしながら、これらの方法も各種光源下で色調の安定
した深みのある黒色染色物を製造する方法として十分と
は言えず、本発明者らはこのような課題を解決するため
に鋭意検討の結果、本発明を完成するに至った。<Problems to be Solved by the Invention> However, these methods cannot be said to be sufficient as methods for producing deep black dyed products with stable color tone under various light sources, and the present inventors have attempted to solve these problems. As a result of intensive research to solve the problem, we have completed the present invention.
く課題を解決するための手段〉
本発明は、下記一般式(1)
(式中、R,、R2、R,および民は夫々独立に水素原
子またはトリフルオロメチル基、ヒドロキシ基、アルキ
ル基、アルコキシ基もしくはフェノキシ基によって置換
されていてもよいフェニル基を表わす。ただし、R1、
Ra 、Reおよびへのいずれか2つ以上は前記のフェ
ニル基を表わすものとする。)
で示される化合物の少なくとも1種および黒色用分散染
料を含有してなる疎水性繊維類の黒色染色用染料組成物
および前記一般式(I)で示される化合物の少なくとも
1種および黒色用分散染料を用いて着色することを特徴
とする疎水性繊維類の黒色染色物を製造する方法を提供
する。Means for Solving the Problems> The present invention relates to the following general formula (1) (wherein R, R2, R, and R each independently represent a hydrogen atom, a trifluoromethyl group, a hydroxy group, an alkyl group, Represents a phenyl group which may be substituted with an alkoxy group or a phenoxy group.However, R1,
Any two or more of Ra, Re and to represent the above-mentioned phenyl group. ) A dye composition for dyeing hydrophobic fibers black, comprising at least one compound represented by formula (I) and a black disperse dye, and at least one compound represented by the general formula (I) and a black disperse dye. Provided is a method for producing a black dyed product of hydrophobic fibers, which is characterized by coloring using a hydrophobic fiber.
前記一般式(1)においてRい穐、Raまたは八で表わ
されるフェニル基に置換されていてもよいアルキル基、
アルコキシ基としては通常炭素数が1〜4個のアルキル
基、アルコキシ基が好ましい。an alkyl group optionally substituted with a phenyl group represented by R, Ra, or 8 in the general formula (1);
As the alkoxy group, an alkyl group or an alkoxy group having usually 1 to 4 carbon atoms is preferable.
本発明において用いられる前記一般式(I)で示される
化合物の中、好ましい化合物は下式(1)〜これらのう
ち、式(2)および(8)で示される化合物は特に好ま
しいものである。Among the compounds represented by the general formula (I) used in the present invention, preferred compounds are those represented by the following formula (1) to those represented by the formulas (2) and (8).
本発明において前記一般式(I)で示される化合物と併
用することができる黒色用分散染料としては通常黒色用
染料として知られているいずれの分散染料でもよく、ベ
ンゼンアゾ系、ヘテロアゾ系、アントラキノン系、キノ
フタロン系、クマリン系、スチリル系およびメチン系等
の分散染料から任意に1種または2種以上を選定するこ
とができる。In the present invention, the black disperse dye that can be used in combination with the compound represented by the general formula (I) may be any disperse dye commonly known as a black dye, including benzeneazo, heteroazo, anthraquinone, One or more kinds of disperse dyes can be arbitrarily selected from quinophthalone-based, coumarin-based, styryl-based, methine-based disperse dyes, and the like.
本発明の黒色染色用染料組成物における一般式(I)で
示される化合物と黒色用分散染料との配合割合は特に制
限されるものではないが、通常8乃至80:97乃至2
0、好ましくは5乃至50:95乃至50である。The blending ratio of the compound represented by formula (I) and the black disperse dye in the dye composition for black dyeing of the present invention is not particularly limited, but is usually 8 to 80:97 to 2.
0, preferably 5 to 50:95 to 50.
本発明の染料組成物は分散剤、染色助剤など、疎水性繊
維の染色分野で通常用いられる添加剤を含有することが
できる。The dye composition of the present invention may contain additives commonly used in the field of dyeing hydrophobic fibers, such as dispersants and dyeing aids.
本発明における疎水性繊維類とし・では、ポリエステル
、ポリアミド、セルロースアセテートなどの合成または
半合成繊維、それらの混紡交織部およびそれらと綿、羊
毛、絹などの天然繊維との混紡品などが例示される。Examples of hydrophobic fibers in the present invention include synthetic or semi-synthetic fibers such as polyester, polyamide, and cellulose acetate, blends of these fibers, and blends of these fibers with natural fibers such as cotton, wool, and silk. Ru.
これらの疎水性線#類を着色して黒色染色物を製造する
には上記の染料組成物を用い公知の浸染法、捺染法を適
用することができる。浸染(6〕
法は染料組成物を水に分散させた後、必要に応じて添加
剤を加えて染色浴を調製し、lia維材料を浸漬して適
当な熱処理を施して行うことができ、捺染法は染料組成
物の水分散液に糊を加えて調製された色糊で繊維材料に
色柄をつけ、熱空気や蒸気を用いて熱処理を施して実施
することができる。また、ポリエステルなどの合成繊維
の場合は、その合成工程中、たとえば重合時または紡糸
時などに上記の染料組成物または前記一般式(r)で示
される化合物を添加して着色する原液着色を適用し、前
記一般式(I)で示される化合物で原液着色した場合は
その後、黒色用分散染料を用いて上記した浸染法を適用
し着色を行って所望の黒色染色物を得ることができる。In order to produce a black dyed product by coloring these hydrophobic lines, the above-mentioned dye composition can be used and a known dyeing method or printing method can be applied. Dyeing (6) The method can be carried out by dispersing the dye composition in water, adding additives as necessary to prepare a dyeing bath, immersing the lia fiber material, and subjecting it to an appropriate heat treatment. The printing method can be carried out by adding a color pattern to the fiber material using a colored paste prepared by adding glue to an aqueous dispersion of a dye composition, and then heat-treating the fiber material using hot air or steam.Also, polyester, etc. In the case of synthetic fibers of When the compound represented by formula (I) is dyed with a stock solution, the desired black dyed product can be obtained by applying the above-described dyeing method using a black disperse dye.
このようにして各種光源下でも色調の安定した深みのあ
る疎水性繊維類の黒色染色物を得ることができる。In this way, it is possible to obtain a black dyed product of hydrophobic fibers that has a deep and stable color tone even under various light sources.
以下に実施例及び比較例をあげて本発明を具体的に説明
する。The present invention will be specifically explained below with reference to Examples and Comparative Examples.
文中、部は重量部を示す。In the text, parts indicate parts by weight.
実施例1
前記式(2)で示される化合物25部と陰イオン分散剤
としてリアックス86A(ウエストバーコ社製)40部
及び水25部をサンドグラインダーで微粒化分散する。Example 1 25 parts of the compound represented by the above formula (2), 40 parts of Reax 86A (manufactured by West Barco) as an anionic dispersant, and 25 parts of water are atomized and dispersed using a sand grinder.
上記分散液4部、黒色用分散染料としてスミカロンイエ
ローブラウンS−2RL(住人化学社製分散染料、C,
1,ディスバーズオレンジ80)8.2部(純染料分と
して、以下同じ)、スミカロンバイオレットS−4RL
(同上、C,1,ディスバーズバイオレット77)1
.0部、スミカロンネービーブルーS−8G(同上、C
01,デイスパーズブルー801)2.8部およびスミ
カロンレッド5−GG(同上、C,I、ディスバーズレ
ッド185)0.4部ならびにスミボンTF(住人化学
社製染色助剤)8.5部を加え更にpH5バツフアー(
第一リン酸ソーダと第ニリン酸ソーダで調整)液と水を
加え2500部の染色部を投入し、180Cで60分間
染色を行なって黒色の染色布を得t::。4 parts of the above dispersion liquid, Sumikalon Yellow Brown S-2RL (disperse dye manufactured by Sumikagaku Co., Ltd., C,
1. Disbirds Orange 80) 8.2 parts (as pure dye, the same applies hereinafter), Sumikaron Violet S-4RL
(Same as above, C, 1, Disbird's Violet 77) 1
.. 0 copies, Sumikaron Navy Blue S-8G (same as above, C
01, Disperse Blue 801) 2.8 parts, Sumikalon Red 5-GG (same as above, C, I, Disperse Red 185) 0.4 parts, and Sumibon TF (Dyeing aid manufactured by Sumima Kagaku Co., Ltd.) 8.5 parts Add pH 5 buffer (
Add 2,500 parts of the dyeing solution (prepared with sodium monophosphate and sodium diphosphate) and water and dye at 180C for 60 minutes to obtain a black dyed fabric.
得られた染色布の反射率をマクベス2020測色器で測
定した。その結果、得られた染色物は図1のAに示した
ように600 nm以降の反射率が低く、長波長部の光
が吸収されて深みのある黒色であることがわかった。The reflectance of the obtained dyed cloth was measured using a Macbeth 2020 colorimeter. As a result, it was found that the obtained dyed product had a low reflectance after 600 nm, as shown in A in FIG. 1, and had a deep black color because light in the long wavelength region was absorbed.
比較例1
実施例1において前記式(2)で示される化合物の分散
液を含有しない染浴を使用して実施例1と同様な方法で
処理して黒色の染色布を得た。Comparative Example 1 A black dyed fabric was obtained in the same manner as in Example 1 using a dye bath that did not contain the dispersion of the compound represented by formula (2).
実施例1と同様に測定したその反射率は図1のBのよう
に600部m以降の長波長部の反射率が高かった。The reflectance was measured in the same manner as in Example 1, and as shown in B in FIG. 1, the reflectance was high in the long wavelength region after 600 parts m.
実施例2
前記式(8)で示される化合物をポリエステル織編の溶
融紡糸時にポリマー97部に対して8部添加して着色ポ
リエステル繊維100部を得た。Example 2 8 parts of the compound represented by the formula (8) was added to 97 parts of the polymer during melt spinning of polyester woven fabric to obtain 100 parts of colored polyester fiber.
これを実施例1で黒色用分散染料として用いた分散染料
を用い同様の染色法で染色して深みのある黒色染色布を
得た。この染色布を白熱電灯およびキセノン標準白色光
源下で見た場合、同様の深みのある黒色であった。This was dyed by the same dyeing method using the disperse dye used as the black disperse dye in Example 1 to obtain a deep black dyed fabric. The dyed fabric had a similar deep black color when viewed under incandescent light and xenon standard white light sources.
図1は染色布の反射率を示す。図中、縦軸は反射率(至
)を、横軸は波長(nm)を表わし、曲線AおよびBは
夫々実施例1および比較例1で得られた染色布の各波長
番こおける反射率を示す。
(10完)Figure 1 shows the reflectance of dyed fabrics. In the figure, the vertical axis represents the reflectance (to), the horizontal axis represents the wavelength (nm), and curves A and B represent the reflectance at each wavelength of the dyed fabrics obtained in Example 1 and Comparative Example 1, respectively. shows. (10 complete)
Claims (2)
立に水素原子またはトリフルオロメチル基、ヒドロキシ
基、アルキル基、アルコキシ基もしくはフェノキシ基に
よって置換されていてもよいフェニル基を表わす。ただ
し、R_1、R_2、R_3およびR_4のいずれか2
以上は前記のフェニル基を表わすものとする。) で示される化合物の少なくとも1種および黒色用分散染
料を含有してなる疎水性繊維類の黒色染色用染料組成物
。(1) The following general formula (I) ▲Mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, R_1, R_2, R_3, and R_4 are each independently a hydrogen atom, a trifluoromethyl group, a hydroxy group, or an alkyl group. , represents a phenyl group which may be substituted with an alkoxy group or a phenoxy group.However, any 2 of R_1, R_2, R_3 and R_4
The above represents the above-mentioned phenyl group. A dye composition for black dyeing hydrophobic fibers, comprising at least one compound represented by the following formula and a black disperse dye.
物の少なくとも1種および黒色用分散染料を用いて着色
することを特徴とする疎水性繊維類の黒色染色物を製造
する方法。(2) A method for producing a black dyed product of hydrophobic fibers, which comprises coloring using at least one compound represented by the general formula (I) according to claim 1 and a black disperse dye.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11537088A JPH01284562A (en) | 1988-05-12 | 1988-05-12 | Dye composition for dyeing hydrophobic fiber black and production of hydrophobic fiber dyed black |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11537088A JPH01284562A (en) | 1988-05-12 | 1988-05-12 | Dye composition for dyeing hydrophobic fiber black and production of hydrophobic fiber dyed black |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01284562A true JPH01284562A (en) | 1989-11-15 |
Family
ID=14660847
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP11537088A Pending JPH01284562A (en) | 1988-05-12 | 1988-05-12 | Dye composition for dyeing hydrophobic fiber black and production of hydrophobic fiber dyed black |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01284562A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0661352A1 (en) * | 1993-12-21 | 1995-07-05 | DyStar Japan Ltd. | Method for dyeing hydrophobic fibers black and dye useful for the method |
EP0579299B1 (en) * | 1992-07-14 | 1997-01-02 | Agfa-Gevaert N.V. | Black colored dye mixture for use according to thermal dye sublimation transfer |
WO2012081640A1 (en) | 2010-12-17 | 2012-06-21 | 日本化薬株式会社 | Azo compound, ink composition, recording method and colored material |
KR20180061169A (en) | 2015-09-25 | 2018-06-07 | 닛뽄 가야쿠 가부시키가이샤 | Azo compound, ink composition, inkjet recording method and colored article |
-
1988
- 1988-05-12 JP JP11537088A patent/JPH01284562A/en active Pending
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0579299B1 (en) * | 1992-07-14 | 1997-01-02 | Agfa-Gevaert N.V. | Black colored dye mixture for use according to thermal dye sublimation transfer |
EP0661352A1 (en) * | 1993-12-21 | 1995-07-05 | DyStar Japan Ltd. | Method for dyeing hydrophobic fibers black and dye useful for the method |
WO2012081640A1 (en) | 2010-12-17 | 2012-06-21 | 日本化薬株式会社 | Azo compound, ink composition, recording method and colored material |
KR20140019775A (en) | 2010-12-17 | 2014-02-17 | 닛뽄 가야쿠 가부시키가이샤 | Azo compound, ink composition, recording method and colored material |
US8932393B2 (en) | 2010-12-17 | 2015-01-13 | Nippon Kayaku Kabushiki Kaisha | Azo compound, ink composition, recording method and colored material |
KR20180061169A (en) | 2015-09-25 | 2018-06-07 | 닛뽄 가야쿠 가부시키가이샤 | Azo compound, ink composition, inkjet recording method and colored article |
US10323150B2 (en) | 2015-09-25 | 2019-06-18 | Nippon Kayaku Kabushiki Kaisha | Azo compound, ink composition, ink jet recording method, and colored article |
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