JP3260492B2 - Disperse dye mixture - Google Patents
Disperse dye mixtureInfo
- Publication number
- JP3260492B2 JP3260492B2 JP16512893A JP16512893A JP3260492B2 JP 3260492 B2 JP3260492 B2 JP 3260492B2 JP 16512893 A JP16512893 A JP 16512893A JP 16512893 A JP16512893 A JP 16512893A JP 3260492 B2 JP3260492 B2 JP 3260492B2
- Authority
- JP
- Japan
- Prior art keywords
- dye
- fastness
- dyeing
- disperse dye
- formula
- 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.)
- Expired - Lifetime
Links
Classifications
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
【0001】[0001]
【産業上の利用分野】本発明は特に、耐光堅牢度、温度
依存性及び昇華堅牢度に優れ、ポリエステル系繊維を良
好な黄色に染色することができる分散染料に関するもの
である。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a disperse dye which is excellent in light fastness, temperature dependency and sublimation fastness and can dye polyester fibers in a good yellow color.
【0002】[0002]
【従来の技術】自動車用シートの材質としてはポリエス
テル繊維よりなる布が多く使用されているが、近年自動
車内装のファッション化に伴い、シートの色もカラフル
なものが要求されるようになった。しかし、自動車用シ
ートの場合、密閉室内で高温下日光に曝されることが多
いのでシートの色あせが起こりやすく、長時間美しい色
を維持することは難しい。従って自動車シート用のポリ
エステル繊維を染色するための染料としては、耐光堅牢
度,昇華堅牢度及び温度依存性に優れたものを用いるの
が望ましい。2. Description of the Related Art As a material for an automobile seat, a cloth made of polyester fiber is widely used. In recent years, as the interior of automobiles has become fashionable, a colorful seat color has been required. However, in the case of an automotive seat, the seat is often exposed to sunlight under high temperature in a closed room, so that the seat tends to fade, and it is difficult to maintain a beautiful color for a long time. Accordingly, it is desirable to use a dye excellent in light fastness, sublimation fastness and temperature dependency as a dye for dyeing polyester fibers for automobile sheets.
【0003】ところが、従来、耐光堅牢度,昇華堅牢度
及び温度依存性の全てに優れた染料は少なく、自動車シ
ート用の黄色分散染料として満足できるものは見当たら
ない。例えば下記構造式〔A〕で示される染料は英国特
許1105568号明細書により公知であるが、この染
料は耐光堅牢度の面では優れており、自動車シート用の
ポリエステル繊維の染色には一応適用できるものの、温
度依存性が不充分である。However, conventionally, there are few dyes excellent in all of light fastness, sublimation fastness and temperature dependency, and no satisfactory dyes have been found as yellow disperse dyes for automobile sheets. For example, a dye represented by the following structural formula [A] is known from British Patent No. 1105568, but this dye is excellent in light fastness and can be applied to dyeing polyester fibers for automobile sheets. However, the temperature dependency is insufficient.
【0004】[0004]
【化3】 Embedded image
【0005】また下記構造式〔B〕で示される分散染料
(Cl Disperse Yellow 71)も耐
光性堅牢度は優れてはいるものの昇華堅牢度が不充分で
あった。A disperse dye (Cl Disperse Yellow 71) represented by the following structural formula [B] also has excellent light fastness but insufficient sublimation fastness.
【0006】[0006]
【化4】 Embedded image
【0007】また前記構造式〔B〕で示される染料は蛍
光を有しており、コンピューターカラーマッチング
(C.C.Mと略記する)ができないという欠点を有し
ている。すなわちC.C.Mでは透過率を測定し、カラ
ーマッチングを行っており、蛍光を有すると透過率が1
00%を超えてしまうので、結果としてC.C.Mによ
る色合せができない。The dye represented by the structural formula [B] has fluorescence, and has a disadvantage that computer color matching (abbreviated as CCM) cannot be performed. That is, C.I. C. In M, the transmittance is measured and color matching is performed.
As a result, the C.I. C. Color matching with M is not possible.
【0008】[0008]
【発明が解決しようとする課題】本発明者等は上記実情
に鑑み、耐光堅牢度と昇華堅牢度とともに温度依存性に
も優れ、C.C.Mができる、自動車シート用のポリエ
ステル繊維を染色するのに適した黄色系分散染料を提供
することを目的とし種々検討の結果、本発明の特定の染
料混合物が上記目的を達成することを見い出した。In view of the above-mentioned circumstances, the present inventors have excellent light fastness and sublimation fastness as well as temperature dependency. C. As a result of various studies aimed at providing a yellow disperse dye suitable for dyeing polyester fibers for automobile seats, it was found that the specific dye mixture of the present invention achieves the above objects. .
【0009】[0009]
【課題を解決するための手段】本発明者等は上記実情に
鑑み、前示式〔A〕で示される黄色分散染料の優れた耐
光堅牢度を維持しつつ、温度依存性および染着性を向上
させる方法について種々検討を行った結果、前示式
〔A〕の染料と前示式〔B〕の黄色系染料とを混合して
用いると、単独使用の場合に比べて昇華堅牢度を良好な
状態に維持しつつ温度依存性が向上することを見出して
本発明を完成した。SUMMARY OF THE INVENTION In view of the above circumstances, the present inventors have determined that the yellow disperse dye represented by the formula (A) has excellent temperature fastness and good dye fastness while maintaining excellent light fastness. As a result of various investigations on the method of improving, it was found that when the dye of the formula (A) and the yellow dye of the formula (B) are mixed and used, the sublimation fastness is better as compared with the case where the dye is used alone. The inventors have found that the temperature dependency is improved while maintaining the temperature in a proper state, and completed the present invention.
【0010】即ち、本発明の要旨は、85〜50重量%
の前示式〔A〕で示されるアントラキノン系染料に対し
て15〜50重量%の前示式〔B〕で示されるナフタレ
ン系染料を配合してなる分散染料混合物に存する。以
下、本発明を詳細に説明する。本発明においては、前示
式〔A〕と〔B〕とで示される黄色分散染料を混合して
使用するが、その混合割合は構造式〔A〕の染料対構造
式〔B〕の染料で85〜50重量%:15〜50重量
%、好ましくは80〜60重量%:20〜40重量%で
ある。That is, the gist of the present invention is to provide 85 to 50% by weight.
The disperse dye mixture comprises 15 to 50% by weight of the naphthalene dye represented by the formula [B] with respect to the anthraquinone dye represented by the formula [A]. Hereinafter, the present invention will be described in detail. In the present invention, the yellow disperse dyes represented by the formulas (A) and (B) are mixed and used, and the mixing ratio is the dye of the structural formula (A) to the dye of the structural formula (B). 85 to 50% by weight: 15 to 50% by weight, preferably 80 to 60% by weight: 20 to 40% by weight.
【0011】式〔B〕の染料の配合量があまり少ない場
合には、染着量及び温度依存性などの向上効果は小さ
い。又、逆に式〔B〕の染料の配合量があまり多すぎる
場合は昇華堅牢度の向上効果は小さい。本発明では黄色
系成分として、前示式〔A〕及び〔B〕の2種類の分散
染料を併用するものであるが、希望する色調に染色する
ために、青色成分及び赤色成分と配合して使用すること
も可能である。When the amount of the dye of the formula [B] is too small, the effect of improving the amount of dyeing and the temperature dependency is small. Conversely, if the amount of the dye of the formula [B] is too large, the effect of improving the fastness to sublimation is small. In the present invention, two kinds of disperse dyes represented by the formulas (A) and (B) are used in combination as a yellow component. However, in order to dye to a desired color tone, it is blended with a blue component and a red component. It is also possible to use.
【0012】この場合、本発明の染料混合物は透過率が
100%を超すことがなく、C.C.Mによる色合せが
可能である。本発明の染料により染色しうる繊維として
は、通常ポリエチレンテレフタレート、テレフタル酸と
1,4−ビス−(ヒドロキシメチル)シクロヘキサンと
の重縮合物などよりなるポリエステル繊維、あるいは木
綿、絹、羊毛などの天然繊維と上記ポリエステル繊維と
の混紡品、混織品が挙げられる。In this case, the dye mixture according to the invention has a transmittance not exceeding 100% and a C.I. C. Color matching by M is possible. As the fiber which can be dyed by the dye of the present invention, a polyester fiber composed of polyethylene terephthalate, a polycondensate of terephthalic acid and 1,4-bis- (hydroxymethyl) cyclohexane, or a natural fiber such as cotton, silk, and wool is usually used. A blended product or a mixed woven product of the fiber and the polyester fiber is exemplified.
【0013】本発明の染料を用いてポリエステル繊維を
染色するには、前示式〔A〕及び〔B〕で示される染料
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、高級アルコール硫酸エステル、高級アルキルベン
ゼンスルホン酸塩などを使用して水性媒質中に分散させ
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。In dyeing polyester fibers using the dye of the present invention, the dyes represented by the formulas (A) and (B) are insoluble or hardly soluble in water. A dye bath or printing paste dispersed in an aqueous medium using a condensate of naphthalene sulfonic acid and formaldehyde, a higher alcohol sulfate, a higher alkyl benzene sulfonate, or the like is prepared, and can be dyed or printed.
【0014】例えば、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、ポリエステル繊維ないしは、その混紡品
に堅牢度のすぐれた染色を施すことができる。その際、
場合により、染色浴にギ酸、酢酸、リン酸あるいは硫酸
アンモニウムなどの公知の酸性物質を添加すれば、さら
に好結果が得られる。また、染色浴のpHは、通常5.
0〜9.5の範囲に調節するのが好ましい。そして、染
色温度は例えば、120〜140℃程度である。For example, 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, it is possible to dye polyester fibers or a blend thereof with excellent fastness. it can. that time,
In some cases, even better results can be obtained by adding known acidic substances such as formic acid, acetic acid, phosphoric acid or ammonium sulfate to the dyeing bath. The pH of the dyeing bath is usually 5.
It is preferable to adjust it in the range of 0 to 9.5. The dyeing temperature is, for example, about 120 to 140 ° C.
【0015】[0015]
【実施例】次に、本発明を実施例によって更に具体的に
説明するが、本発明は以下の実施例により何等限定され
るものではない。EXAMPLES Next, the present invention will be described more specifically with reference to examples, but the present invention is not limited to the following examples.
【0016】実施例1,2及び比較例1〜3 式〔A〕,式〔B〕で示される染料をそれぞれ単独で、
又は表−1記載の割合で式〔A〕,式〔B〕で示される
染料を混合した。染料混合物1gをナフタレンスルホン
酸ホルムアルデヒド縮合物1gおよび高級アルコール硫
酸エステル2gを含む水3リットルに分散させて調製し
た染色浴に、ポリエステル繊維100gを浸漬し、13
0℃で60分間染色した後、ソーピング、水洗および乾
燥を行なったところ、黄色の染布が得られた。得られた
染布の耐光堅牢度、昇華堅牢度および水堅牢度、ならび
に上記染料の染色時の温度安定性、pH安定性は良好で
あった。Examples 1 and 2 and Comparative Examples 1 to 3 The dyes represented by the formulas [A] and [B] were each used alone.
Alternatively, the dyes represented by the formulas [A] and [B] were mixed at the ratios shown in Table 1. 100 g of polyester fiber was immersed in a dye bath prepared by dispersing 1 g of the dye mixture in 3 liters of water containing 1 g of naphthalenesulfonic acid formaldehyde condensate and 2 g of higher alcohol sulfate, and 13
After dyeing at 0 ° C. for 60 minutes, soaping, washing and drying were carried out, whereby a yellow dyed cloth was obtained. The light fastness, sublimation fastness and water fastness of the obtained dyed fabric, as well as the temperature stability and the pH stability during dyeing of the dye, were good.
【0017】[0017]
【表1】 [Table 1]
【数1】 (2)昇華堅牢度;高温染色に於て、染色濃度1/1N
とした場合の染色布を用いて、JIS L0879−1
968に準じ実施した。 (3)C.C.Mの可又は不可の判定 それぞれの染料をポリエステル布に染着させ反射率カー
ブを測定し、100%以上の値を示すものは不可とし、
そうでないものは可とした。染色濃度1/3N。測定装
置はマクベス2020+を用いた。(Equation 1) (2) Fastness of sublimation; dyeing concentration: 1/1 N in high-temperature dyeing
JIS L0879-1 using the dyed cloth
968. (3) C.I. C. Determination of possible or unacceptable of M Each dye is dyed on a polyester cloth, and the reflectance curve is measured.
Those that are not are accepted. Staining concentration 1 / 3N. The measurement device used was Macbeth 2020+.
【0018】[0018]
【発明の効果】本発明によれば、前示式〔A〕に示され
る染料に式〔B〕で示される染料を配合することによ
り、良好な耐光堅牢度と昇華堅牢度を維持しつつ温度依
存性を式〔A〕の染料単独で使用した場合に比べて大巾
に向上させ、且つC.C.Mが可能な染料を提供するこ
とができる。According to the present invention, by blending the dye represented by the formula [B] with the dye represented by the formula [A], the temperature is maintained while maintaining good light fastness and sublimation fastness. Dependency is greatly improved as compared with the case where the dye of the formula [A] is used alone, and C.I. C. M can provide a possible dye.
【図1】比較例2の染料(構造式B)1/3N濃度で染
色したポリエステル布の反射率曲線を示す図であり、縦
軸は反射率、横軸は波長を示す。FIG. 1 is a view showing a reflectance curve of a polyester cloth dyed at a 1 / 3N concentration of a dye (Structural Formula B) of Comparative Example 2, wherein the vertical axis represents reflectance and the horizontal axis represents wavelength.
【図2】比較例1の染料(構造式A)で前記と同様に測
定した結果を示す。FIG. 2 shows the results of the measurement of the dye of Comparative Example 1 (Structural Formula A) in the same manner as described above.
【図3】実施例2の染料を用いて前記と同様に測定した
結果を示す。FIG. 3 shows the results of measurement using the dye of Example 2 in the same manner as described above.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 昭61−6382(JP,A) 特開 平2−238058(JP,A) 特開 平2−48676(JP,A) 特開 平1−227162(JP,A) 特開 平6−59513(JP,A) 特開 平2−115277(JP,A) 特開 平1−254685(JP,A) 特開 昭61−173256(JP,A) 特開 昭59−80471(JP,A) (58)調査した分野(Int.Cl.7,DB名) C09B 67/22 C09B 67/40 ──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-61-6382 (JP, A) JP-A-2-238058 (JP, A) JP-A-2-48676 (JP, A) JP-A-1- 227162 (JP, A) JP-A-6-59513 (JP, A) JP-A-2-115277 (JP, A) JP-A 1-254685 (JP, A) JP-A-61-173256 (JP, A) JP-A-59-80471 (JP, A) (58) Fields investigated (Int. Cl. 7 , DB name) C09B 67/22 C09B 67/40
Claims (1)
料50〜85重量%及び下記構造式〔B〕で示される黄
色分散染料15〜50重量%を混合してなる分散染料混
合物 【化1】 【化2】 1. A disperse dye mixture obtained by mixing 50 to 85% by weight of a yellow disperse dye represented by the following structural formula [A] and 15 to 50% by weight of a yellow disperse dye represented by the following structural formula [B]. 1) Embedded image
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16512893A JP3260492B2 (en) | 1993-06-10 | 1993-06-10 | Disperse dye mixture |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP16512893A JP3260492B2 (en) | 1993-06-10 | 1993-06-10 | Disperse dye mixture |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH06345989A JPH06345989A (en) | 1994-12-20 |
JP3260492B2 true JP3260492B2 (en) | 2002-02-25 |
Family
ID=15806443
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP16512893A Expired - Lifetime JP3260492B2 (en) | 1993-06-10 | 1993-06-10 | Disperse dye mixture |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3260492B2 (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4493160B2 (en) * | 2000-06-02 | 2010-06-30 | 紀和化学工業株式会社 | High light fast dye composition and dyeing method using the same |
JP2004067933A (en) * | 2002-08-08 | 2004-03-04 | Dystar Japan Ltd | Yellow disperse dye mixture having high light fastness |
JP4449012B2 (en) * | 2003-07-04 | 2010-04-14 | ダイスタージャパン株式会社 | Disperse dye mixture with high light fastness |
US20050155163A1 (en) * | 2004-01-21 | 2005-07-21 | Griffin Bruce O. | Dye mixtures |
JP5851417B2 (en) * | 2010-11-19 | 2016-02-03 | 日本化薬株式会社 | Disperse dye and method for dyeing hydrophobic fiber material using the same |
JP2012246404A (en) * | 2011-05-30 | 2012-12-13 | Nippon Kayaku Co Ltd | Method for producing yellow disperse dye |
WO2013018713A1 (en) * | 2011-08-01 | 2013-02-07 | 日本化薬株式会社 | Disperse dye composition and method for dyeing hydrophobic textile materials using same |
-
1993
- 1993-06-10 JP JP16512893A patent/JP3260492B2/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JPH06345989A (en) | 1994-12-20 |
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