JPS59168069A - Dye blend for polyester fiber - Google Patents

Abstract

PURPOSE:To provide a dye blend whose dyeing ability is greatly improved as compared with that of each dye alone and which dyes polyester fiber navy blue, by mixing a dis-azo dye with a monoazo dye. CONSTITUTION:The titled dye blend is obtd. by blending a dis-azo dye of formula I (wherein X is H, Cl, NO2, CF3; Y is CN, alkoxycarbonyl, etc.; Z is H, Cl, CH3, OH etc.; R<1>, R2 are each H, cyclohexyl, aryl, alkyl, etc. or substd. lower alkyl such as hydroxyl, lower alkoxy, halogen, cyano, alkenyloxy or tetrahydrofuryl-substd. lower alkyl) with a monoazo dye of formula II (wherein X<1> is NO2, CN; Y<1> is H, OCH3, etc.; R<5> is H, Cl, CH3 acetylamino, etc.; R<3>, R<4> are each H, aryl, alkyl, etc. or substd. lower alkyl such as hydroxyl, lower alkoxy, halogen, cyano, alkenyloxy or tetrahydrofuryl-substd. lower alkyl).

Description

[Detailed Description of the Invention] The present invention dyes polyester fibers into a navy blue color with excellent color fastness such as light fastness, sublimation fastness, and water fastness. This article relates to blended dyes for polyester fibers with good stability and build-up properties.

The blended dye for polyester fibers of the present invention has the following general formula [
■] [In the formula, or represents a hydrogen atom, a chlorine atom, a nitro group, or a trifluoromethyl group, Y represents a cyano group, an alkoxycarbonyl group, or a carbamoyl group, and 2 represents a hydrogen atom, a chlorine float, a methyl group, or a hydroxyl group. , represents a formyla ε) group or an acylamino group, and R1 and R
2 is a hydrogen atom, a cyclohexyl group, an aryl group, an alkenyl group, an aralkyl group, an alkyl group or a hydroxyl group, a lower alkoxy group, a lower alkoxyalkoxy group,
Lower alkanoyloxy group, formyloxy group, chlorolower alkanoyloxy group, aryloyloxy group, aryloxy group, lower alkoxycarbonyl group, lower alkoxyalkoxycarbonyl group, aralkyloxycarbonyl group, 4. A disazo dye represented by EI [v represents a lower alkyl group polysubstituted with a sulfoxycarbonyloxy group, a halogen atom, a cyan group, an alkenyloxy group, or a tetrahydrofuryl group] and (where xl is a nitro group) or represents a cyan group, Yl
represents a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group, R5 represents a hydrogen atom, a chlorine atom, a methyl group, an acetylamino group or a propionylamino group, R8 and R' represent a hydrogen atom, an ary/l/ group , alkenyl group, cyclohexyl group, aralkyl group, alkyl group or hydroxyl group, lower alkoxy group, lower alkoxyalkoxy group, lower alkanoyloxy group, chlorolower alkanoyloxy group, aryloyloxy group, aryloxy group, lower alkoxycarbonyl M, lower alkoxyalkoxycarbonyl group, aralkyloxycarbonyl group, lower alkoxycarbonyloxy group,
Represents a lower alkyl group substituted with a halogen atom, cyano group, alkenyloxy group or tetrahydrofuryl group. ) This is a blended dye for polyester fibers containing at least -m selected from the monoazo dyes shown in the following formulas.

To explain the invention in detail, the compound represented by the general formula [7) is a novel disazo dye, and the acylamino group represented by 2 in the general formula [1] includes an acetylamino group, a propionylamino group, a chloro Examples include 7 acetylamino groups, 7 benzoylamino groups, a methylsulfonylamino group, a cloppropionylamino group, an ethoxycarbonylamino group, and an ethylaminocarbonylamino M group.

Furthermore, in general formula [I] and general formula [■], R1,
The aryl group represented by R2, R3, and R4 is a phenyl group, )! j group, chlorophenyl group,
-～-“゛(etc.), and alkenyl groups include ary ######-le group, crotyl group, etc., and aralkyl groups include benzyl group, phenethyl group, chlorobenzyl group, etc. Examples of the alkyl group represented by R1, R1, R3 and R4 include methyl group,
Examples include ethyl group, linear or branched propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, and the like. R1.

Examples of the lower alkyl group represented by R2, R3 and R4 include hydroxyl group; methoxy group, ethoxy group,
Lower alkoxy groups such as butoxy groups; lower alkoxyalkoxy groups such as methoxyethoxy and ethoxyethoxy groups; lower alkanoyloxy groups such as acetyloxy and propionyloxy groups; chlorolower alkanoyl such as chloroacetyloxy and chloropropionyloxy groups Oxy group: aryloyloxy group such as benzoylokiki group;
Aryloxy groups such as phenoxy groups; lower alkoxycarbonyl groups such as methoxycarbonyl groups and ethoxycarbonyl groups; lower alkoxyalkoxycarbonyl groups such as methoxyethoxycarbonyl groups and ethoxyethoxycarbonyl groups; aralkyloxycarbonyl groups such as benzyloxycarbonyl groups ; Lower alkoxycarbonyloxy groups such as methoxycarbonyloxy and ethoxycarbonyloxy groups; Examples include substituted lower alkyl groups.

The disazo dye (hereinafter referred to as disazo dye [■]) represented by the general formula [D] is, for example, the following formula [■]! The aniline represented by 2/-NH3 [■] (wherein X is the same as defined above) is diazotized to form the following formula [Iv] (
(wherein, Y is the same as defined above) A monoazo compound represented by the following formula [v] It can be produced by diazotizing a dye and coupling it with a diphenylmethane amine represented by the following general formula [VII] (wherein Z, R1 and R2 are the same as defined above).

The monoazo dye represented by the general formula [■] (hereinafter referred to as monoazo dye [11)] is the
Same gu & -, 2637! , Geta-7F Jr., Tokukai Shoj
&-/315-1 etc.

The disazo dye [■] and the monoazo dye [■] used as the compounding components of the compounded dye of the present invention are each a high-performance dye capable of dyeing polyester fibers in a navy color with good fastness, but the disazo dye [■] ■] and at least one selected from monoazo dye r = +, [n] to dye polyester fibers, the dyeing bath is dramatically improved compared to when each component dye is used individually. It is industrially advantageous because the exhaustion rate is improved and the build-up property is improved, making it easy to obtain dyed products with high density, and unnecessary loss of dye is reduced.

The number of component dyes in the blend is preferably one type, and the blend ratio is preferably about the same amount of each component, but these are not limited depending on the purpose.

The blended dye of the present invention can also be obtained by blending each intermediate during production (diazotization, coupling).

Fibers that can be dyed with the blended dyes of the present invention include polyester fibers such as polyethylene terephthalate and polycondensates of terephthalate/Ig-bis-(hydroxymethyl)cyclohexane, cotton, silk, and wool. Natural products such as

In order to dye polyester fibers using the blended dye of the present invention, since the disazo dye CI) and the monoazo dye [■] are insoluble or sparingly soluble in water, a conventional method is used to dye the polyester fibers as a dispersant. Dyeing or printing can be carried out by preparing a dyeing bath or printing paste in which a condensate of sulfonic acid and formaldehyde, a higher alcohol sulfate, a higher alkylbenzene sulfonate, etc. are dispersed in an aqueous medium. For example, in the case of dip dyeing, by applying ordinary dyeing methods such as tube temperature dyeing, carrier dyeing, thermosol dyeing, etc., it is possible to dye polyester fiber blends with excellent fastness. In this case, even better results can be obtained if, if necessary, an acidic substance such as formic acid, acetic acid, phosphoric acid or ammonium sulfate is added to the dyeing bath.

Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to the following Examples unless the gist of the invention is exceeded.

Examples/~/≦ Disazo dye CI-/E~ [1--2
4t) and monoazo dyes [11-/
] to [11-/, 2:] listed in Table 3 alone or in combination to give a total of 72 Naphthalene Nishiphonic acid-
Polyester fmKOiooy was immersed in a dyeing bath in which it was dispersed in water 31 containing formaldehyde metal shrinkage product/V and higher alcohol sulfate ester 22, and dyed at 130°C for 6θ minutes, then annealed, washed with water, and dried, resulting in a navy blue color. A blue dyed fabric was obtained. Got i,
The light fastness, sublimation fastness and water fastness of dyed fabrics, as well as the dyeing resistance of the above dyes.

The thermal stability and build-up performance were good.

In addition, the dye dyed on the dyed fabric was dissolved and extracted using a dimethylformamide solution of 017% phosphoric acid, and the dye was determined colorimetrically. The dye concentration was calculated and shown in Table 3.

Claims (1)

[Claims] (1) General formula [In the formula, a hydrogen atom, a chlorine atom, a nitro group, or a trifluoromethyl group is represented, Y represents a cyan group, an alkoxycarbonyl group, or a carbamoyl group, and 2 represents a hydrogen atom, a chlorine atom, a methyl represents a chemical group, a hydroxyl group, a formylamino group, or an acylamino group, and R1 and R
2 is a hydrogen atom, a cyclohexyl group, an aryl group, an alkenyl group, an aralkyl group, an alkyl group or a hydroxyl group, a lower alkoxy group, a lower alkoxyalkoxy group,
Lower alkanoyloxy group, formyloxy group, chlorolower alkanoyloxy group, aryloyloxy group, aryloxy group, lower alkoxycarbonyl group, lower aldoxyalkoxycarbonyl group, aralkyloxycarbonyl group, lower alkoxycarbonyloxy group, halogen atom, It represents a lower alkyl group polysubstituted with a cyan group, an alkenyloxy group, or a tetrahydrofuryl group. ] A disazo dye represented by the general formula (wherein, XI represents a nitro group or a cyano group, and Yl
represents a hydrogen atom, a methoxy group, an ethoxy group or a methoxyethoxy group, and R5 represents a hydrogen atom, a chlorine atom, a methyl group, an acetylamino group or a propionylamino group. R3 and R4 are a hydrogen atom, an aryl group, an alkenyl group, a cyclohexyl group, an aralkyl group, an alkyl group or a hydroxyl group, a lower alkoxy group, a lower alkoxyalkoxy group, a lower alkanoyloxy group, a chloro-lower alkanoyloxy group, an aryloyloxy group group, oryloxy group, lower alkoxycarbonyl s, low m alkoxyalkoxycarbonyl group, aralkyloxycarbonyl group, lower alkoxycarbonyloxy group, halogen atom, cyano group, alkenyloxy group or tetrahydrofuryl group, bt-substituted represents a lower alkyl group. ) A blended dye for polyester fibers containing at least one selected from the monoazo dye strength shown in ).