CN111718600A - A kind of disperse turquoise blue dye composition and dye product - Google Patents

Abstract

The invention discloses a disperse turquoise blue dye composition and a dye product. The disperse turquoise blue dye composition comprises 30-75 parts by mass of component A, 20-65 parts by mass of component B and 1-20 parts by mass Component C, the component A is selected from at least one of the compounds represented by the following formula (I), the component B is selected from at least one of the compounds represented by the following formula (II), and the component Part C is selected from one or more of the compounds represented by the following formula (III). The disperse turquoise blue dye product includes the disperse turquoise blue dye composition and an auxiliary agent. When the disperse turquoise blue dye product of the present invention is applied to the dyeing of hydrophobic fiber materials, it has the characteristics of bright shade, sublimation resistance, rubbing resistance and washing fastness.

Description

A kind of disperse turquoise blue dye composition and dye product

1. Technical field

The invention relates to a disperse turquoise blue dye composition and a dye product, in particular to a high fastness disperse turquoise blue dye composition and a dye product suitable for printing and dyeing hydrophobic fiber materials.

2. Background technology

Turquoise blue, a color that is bluer than blue, is a widely used dye and one of the indispensable main colors for color matching such as lake blue and tender green. Because C.I. disperse turquoise blue 60 is seriously stained on spandex fabrics, the disperse turquoise blue dyes for polyester/spandex fabrics currently on the market still have problems such as not bright enough color, poor washing, sublimation and rubbing fastness of dyes. CN102732061A , CN107383936A and other patents provide a disperse turquoise blue dye, but its performance still needs to be further improved to meet changing customer requirements.

3. Content of the Invention

The purpose of the present invention is to provide a disperse turquoise blue dye composition and dye products, which have the characteristics of bright color, excellent sublimation resistance, abrasion resistance and washing fastness when applied to the dyeing of hydrophobic fiber materials, and is especially suitable for color fastness. Dyeing of polyester/spandex stretch fabrics with higher requirements.

The technical scheme adopted in the present invention is:

The present invention provides a disperse turquoise blue dye composition, comprising 30-75 parts by mass of component A, 20-65 parts by mass of component B and 1-20 parts by mass of component C, the component A is selected from At least one of the compounds represented by the following formula (I), the component B is selected from at least one of the compounds represented by the following formula (II), and the component C is selected from the following formula (III) one or more of the compounds;

In formula (I):

R ¹ is H, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy or CF ₃ ; R ² and R ³ are each independently C ₁ -C ₈ alkyl, -(CH ₂ ) _m -OK ¹ , -(CH ₂ ) _n -Ph; wherein Ph is phenyl, K ¹ is selected from C ₁ -C ₄ alkyl groups, and m and n are each independently 2 or 3;

In formula (II):

R ⁴ is C ₁ -C ₄ alkyl or C ₁ -C ₄ alkoxyalkyl;

In formula (III):

R ⁵ is C ₁ -C ₄ alkyl;

R ⁶ is -O(CH ₂ ) _p -R, p is 0-4, R is H or -Ph-K ² , Ph is phenyl, K ² is H or C ₁ -C ₄ alkyl or C ₁ - When C ₄ alkoxy or halogen, and R is H, p is not 0.

In the present invention, the C ₁ -C ₄ alkyl group may be methyl, ethyl, linear or branched propyl, linear or branched butyl. Said C ₁ -C ₄ alkoxy group can be methoxy group, ethoxy group, straight-chain or branched-chain propoxy group, straight-chain or branched-chain butoxy group. The C ₁ -C ₁₈ alkyl group can be methyl, ethyl, linear or branched propyl, linear or branched butyl, linear or branched hexyl, linear or branched Octyl, straight or branched dodecyl, straight or branched octadecyl, and the like. Said halogen can be F, Cl or Br.

Preferably, the component A is selected from one of the following formulas or a mixture of two or more of them in any ratio:

More preferably, component A is at least one of the compounds represented by formula (I-1) and (I-2).

Preferably, the component B is selected from one of the following formulas or a mixture of any ratio:

Preferably, R ⁶ is C ₁ -C ₄ alkoxy or -O(CH ₂ ) _p -Ph-K ² , wherein Ph is phenyl, p is 0 or 1 or 2, and K ² is H or C ₁ - C ₄ alkyl or C ₁ -C ₄ alkoxy or halogen. More preferably -O( _CH2 ) _p -Ph-K2 is -O( ^CH2 _{) p} -Ph-H or -O-Ph-K2, wherein Ph is phenylene, p is ¹ or ² , K2 is C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy or halogen. It is particularly preferred in the present invention that the component C is selected from one of the following formulas or a mixture of two or more of them in any ratio:

It is particularly preferred that component C is at least one of the compounds represented by (III-1), (III-3) to (III-4), and (III-12).

Preferably, in the disperse turquoise blue dye composition, the mass percentage of the component A is 30-75% (preferably 35-75%), and the mass percentage of the component B is 20-65% (preferably 25-65%), the mass percentage of component C is 1-20% (preferably 1-15%).

As a further preference, the disperse turquoise blue dye composition comprises component A, component B and component C, wherein:

Component A is selected from at least one of the compounds represented by formula (I-1) and (I-2);

Component B is selected from at least one of the compounds represented by formula (II-1) and (II-2);

Component C is selected from at least one of compounds represented by formulae (III-1), (III-3) to (III-4) and (III-12).

As a further preference, the disperse turquoise blue dye composition is composed of component A, component B and component C, and the mass percentage of component A is 30-75% (preferably 35-75%). ), the mass percentage of component B is 20-65% (preferably 25-65%), and the mass percentage of component C is 1-20% (preferably 1-15%).

As a further preference, the disperse turquoise blue dye composition is composed of component A, component B and component C, wherein:

Component A is selected from at least one of the compounds represented by formula (I-1) and (I-2);

Component B is selected from at least one of the compounds represented by formula (II-1) and (II-2);

Component C is selected from at least one of compounds represented by formulae (III-1), (III-3) to (III-4) and (III-12).

The mass percentage of component A is 30-75% (preferably 35-75%), the mass percentage of component B is 20-65% (preferably 25-65%), and the mass percentage of component C The mass percentage is 1-20% (preferably 1-15%).

A specific embodiment of the disperse turquoise blue dye composition of the present invention may further comprise at least one of the compounds represented by formula (IV),

In formula (IV):

R ⁷ is -COOC ₂ H ₄ OC ₂ H ₄ OCH ₃ or SO ₂ NHR ⁹ , and R ⁸ and R ⁹ are each independently a C ₁ -C ₁₈ alkyl group.

Preferably, in the disperse turquoise blue dye composition, the mass fraction of the component A is 30-75 parts, the mass fraction of the component B is 20-65 parts, and the component C is 20-65 parts by mass. The parts by mass of 1-19 parts are 1-19 parts, and the total parts by mass of at least one of the components C+ compound (IV) are 2-20 parts.

As a further preference, the mass percentage of the component A is 30-75% (preferably 35-75%), and the mass percentage of the component B is 20-65% (preferably 25-65%) , the mass percentage of component C is 1-19% (preferably 1-15%), and the total mass percentage of at least one of component C + compound (IV) is 2-20% (preferably 2 -15%).

Preferably, the compound (IV) is selected from one of the following formulas or a mixture of two or more of them in any ratio:

More preferably, compound (IV) is at least one of the compounds represented by (IV-1), (IV-2), (IV-6), and (IV-8).

Another specific embodiment of the disperse turquoise blue dye composition of the present invention may further comprise at least one of the compounds represented by formula (V),

In formula (V):

R ¹⁰ is methyl or ethyl.

Preferably, in the disperse turquoise blue dye composition, the mass fraction of the component A is 30-75 parts, the mass fraction of the component B is 20-65 parts, and the component C is 20-65 parts by mass. The parts by mass of 1-19 parts are 1-19 parts, and the total parts by mass of at least one of the components C+ compound (V) are 2-20 parts.

As a further preference, the mass percentage of the component A is 30-75% (preferably 35-75%), and the mass percentage of the component B is 20-65% (preferably 25-65%) , the mass percentage of component C is 1-19% (preferably 1-15%), and the total mass percentage of at least one of component C + compound (V) is 2-20% (preferably 2 -15%).

Preferably, compound (V) is selected from one of the following compounds:

Another specific embodiment of the disperse turquoise blue dye composition of the present invention may further comprise at least one of the compounds represented by formula (IV) and formula (V) to replace some of the compounds in the composition ( III),

In formula (IV):

R ⁷ is -COOC ₂ H ₄ OC ₂ H ₄ OCH ₃ or SO ₂ NHR ⁹ , R ⁸ and R ⁹ are each independently C ₁ -C ₁₈ alkyl; in formula (V):

R ¹⁰ is methyl or ethyl.

Preferably, in the disperse turquoise blue dye composition, the mass fraction of the component A is 30-75 parts, the mass fraction of the component B is 20-65 parts, and the component C is 20-65 parts by mass. The parts by mass of 1-19 parts are 1-19 parts, and the total parts by mass of component C + at least one of compound (IV) and compound (V) are 2-20 parts.

As a further preference, the mass percentage of the component A is 30-75% (preferably 35-75%), and the mass percentage of the component B is 20-65% (preferably 25-65%) , the mass percentage of component C is 1-19% (preferably 1-15%), and the total mass percentage of at least one of component C + compound (IV) and compound (V) is 2-20 % (preferably 2-15%).

Preferably, the compound (IV) is selected from at least one of the compounds (IV-1) to (IV-8), and more preferably the compound (IV) is (IV-1), (IV-2), (IV) -6), at least one of the compounds shown in (IV-8).

Preferably, the compound (V) is selected from at least one of the compounds (V-1) to (V-2).

The disperse turquoise blue dye composition of the present invention is also allowed to add coloring components with a mass percentage content of no more than 5%, preferably no more than 3%, such as adding a trace amount of C.I. Disperse Yellow 54, C.I. Disperse Yellow 64, C.I. Disperse Yellow 119, C.I. Disperse Yellow 143, C.I. Disperse Yellow 182, C.I. Disperse Orange 25, C.I. Disperse Orange 33, C.I. Disperse Orange 61, C.I. Disperse Red 73, C.I. Disperse Red 80, C.I. Disperse Red 145, C.I. Disperse Red 158, etc.

In the above scheme, C.I. refers to the dye index number (COLORINDEX), which is a compilation of international dyes and pigments co-edited and published by the British Society of Dyers (SDC) and the American Association of Textile Chemists and Colorists (AATCC). The "dye part" refers to the dye filter cake (original dye), which does not include any post-finishing auxiliaries, but is allowed to contain a small amount of impurities brought about in the synthesis, which does not affect the performance of the dye. The mass percentage or mass parts are calculated based on the dry amount of the dye filter cake.

It should be emphasized that in the disperse turquoise blue dye compounds of the present invention, the dyes coupled at the ortho-position of the pyridone hydroxyl group usually exist in the form of quinone hydrazones, that is, the dyes of the general formulae (III) and (IV) essentially have the following formulas The quinone hydrazone structure shown in (IIIa) and (IVa), taking into account the writing habit of those skilled in the art, still adopts the writing form of azo body in the content of the invention and the embodiment part, which does not affect the essence of the present invention :

R ⁵ , R ⁶ , R ⁷ , R ⁸ and R ⁹ have the same definitions as in the compounds of formula (III) and (IV) above.

Due to the particularity of the dye industry, it is difficult and unnecessary to make pure products, which usually contain some impurities in the preparation process. The disperse turquoise blue dye composition of the present invention is also allowed to contain a small amount of water and trace amounts when it is made into a finished product. physical impurities.

When the disperse turquoise blue dye composition of the present invention is sold as a commodity or is directly applied to the coloring of textile materials, it is usually necessary to add conventional auxiliaries. Therefore, the present invention also provides a disperse turquoise blue dye product sold as a commodity or directly applied to the coloring of textile materials, including the disperse turquoise blue dye composition and the auxiliary agent, the auxiliary agent and the disperse turquoise blue dye composition. The weight ratio is 0.2 to 5:1. The auxiliary agent is a dispersant, a diffusing agent and other surfactants commonly used in the compounding of disperse dyes, preferably one of the following or a mixture of two or more of them: lignosulfonate (such as sodium lignosulfonate). (Lignin 85A, Lignin 83A)), alkylnaphthalenesulfonic acid formaldehyde condensate (such as methylnaphthalenesulfonic acid formaldehyde condensate (dispersant MF)), naphthalenesulfonic acid formaldehyde condensate (diffusing agent NNO), benzyl Naphthalenesulfonic acid formaldehyde condensate (diffusing agent CNF), Yuanming powder (sodium sulfate), etc.

The disperse turquoise blue dye product of the present invention can be prepared by the following method: after mixing the original dyes contained in the disperse turquoise blue dye composition according to the above-mentioned proportion, in the presence of auxiliary agents and water, use a sand mill or a grinder, etc. In addition, the original dyes contained in the disperse turquoise blue dye composition can be divided into particles by a sand mill or a grinder in the presence of auxiliary agents and water, respectively, and then mixed in the above-mentioned proportions. . The disperse dyed turquoise blue material product of the present invention can be in a liquid state after being ground by a sand mill or a grinder, and can be in a powdery or granular form after being spray-dried.

Preferably, the disperse turquoise blue dye product is composed of the disperse turquoise blue dye composition and an auxiliary agent.

In the present invention, the dye compounds represented by formulae (I), (II), (III), (IV) and (V) can be conveniently synthesized in a manner well known to those skilled in the art, and commercial products can also be used.

The dye products prepared by using the disperse turquoise blue dye composition of the present invention can dye hydrophobic fiber materials such as polyester fibers and polyester/spandex fabrics in a customary manner in the industry, such as by common dip dyeing method or high temperature and high pressure dyeing method. Dyeing can also be used directly for printing. Among them, the common dip dyeing method such as: pretreatment of the hydrophobic fiber material, put it into a dye vat for dip dyeing, after dyeing, washing with cold water to neutrality, wringing, and then reducing cleaning and drying; direct printing such as: dyeing the fabric Pre-dyeing treatment, drying, setting, printing disperse dye paste on the printing machine, steaming, using steaming method to fix the dye on the fabric, and finally washing and tentering.

The disperse turquoise blue dye product provided by the invention is applied to the dyeing of polyester and its blended fabrics, especially the dyeing of polyester and ammonia blended fabrics, and has excellent properties of bright color, rubbing fastness, washing fastness and sublimation fastness. Features.

Four specific implementations

The present invention is further described below in conjunction with specific embodiment, but the protection scope of the present invention is not limited to this:

Example 1:

75 grams of compound of formula (I-2), 20 grams of compound of formula (II-2), 5 grams of compound of formula (III-1), 200 grams of dispersant MF, add 1000 grams of water and mix, grind and disperse, spray Dry to produce a finished product that provides a turquoise blue hue to polyester and its blends.

Example 2:

55 g of formula (I-1) compound, 40 g of formula (II-1) compound, 1 g of formula (III-3) compound, 2 g of formula (IV-1) compound, 2 g of formula (V-1) compound , 200 grams of dispersant MF, mixed with 1000 grams of water, ground and dispersed, spray-dried to obtain the finished product, which can provide polyester and its blended fabrics with a turquoise blue hue.

Examples 3 to 31

According to the method described in Example 1, the difference is that the structure and weight of Component A, Component B, Component C in Table 1 are used, 200 grams of auxiliary agents are added (dispersant MF is 150 grams, sodium lignosulfonate is 50 grams), add 1000 grams of water and mix to make a slurry, grind and disperse, and dry to obtain a finished product. The dye can provide polyester and its blended fabrics with turquoise blue hue with excellent fastness properties.

Table 1

Example 32

Mix 61 g of formula (I-2) compound, 25 g of formula (II-2) compound, 12 g of formula (III-1) compound, 2 g of C.I. Disperse Yellow 64, 250 g of dispersant MF, and 1200 g of water After assembling, grinding, dispersing, and spray drying to obtain a finished product, which can provide a turquoise blue hue of polyester and its blended fabrics.

Example 33

65 g of formula (I-1) compound, 20 g of formula (II-2) compound, 10 g of formula (III-1) compound, 5 g of formula C.I. disperse red 145, 250 g of dispersant MF, plus 1200 g of water After mixing, grinding, dispersing, and spray drying to obtain a finished product, which can provide polyester and its blended fabrics with a turquoise blue hue.

Comparative Example:

Take Example 1 and Example 8 in CN102732061A as Comparative Example 1 and Comparative Example 2.

Take Examples 2 and 5 in CN107383936A as Comparative Examples 3 and 4.

Dyeing example:

Weigh 2 grams of the disperse dyes prepared in Examples 1 to 33 and the dyes of Comparative Examples 1 to 4, respectively, and use conventional high-temperature and high-pressure dyeing methods to treat polyester/ammonia interwoven fabrics. During the treatment process, control the dyeing depth (o.w.f) 4.0%, The bath ratio is 1:25, the pH value of the dyeing bath is 4-5, dyeing at room temperature, heating up to 130°C at 1°C/min, holding for 45 minutes, washing, washing and drying according to the usual method, and heat-setting at 200°C for 30 seconds. Observe the color light of the sample cloth, and use the international standards ISO105-X12, AATCC61-2A, ISO105-P01 to test its color fastness to rubbing, washing and sublimation respectively. The results are shown in Table 2:

It can be seen that, when the turquoise blue disperse dye composition provided by the present invention is applied to the dyeing of polyester/spandex fabrics, after heat setting finishing, the performance is more excellent than the existing disperse turquoise blue dye.

Claims (10)

1. a disperse turquoise blue dye composition, is characterized in that: described disperse turquoise blue dye composition comprises the component A of 30-75 mass parts, the component B of 20-65 mass parts and the 1-20 mass parts Component C, the component A is selected from at least one of the compounds represented by the following formula (I), the component B is selected from at least one of the compounds represented by the following formula (II), and the component C is selected from one or more of the compounds represented by the following formula (III);

In formula (I): R ¹ is H, C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy or CF ₃ ; R ² and R ³ are each independently C ₁ -C ₈ alkyl, -(CH ₂ ) _m -OK ¹ , -(CH ₂ ) _n -Ph; wherein Ph is phenyl, K ¹ is selected from C ₁ -C ₄ alkyl groups, and m and n are each independently 2 or 3; In formula (II): R ⁴ is C ₁ -C ₄ alkyl or C ₁ -C ₄ alkoxyalkyl; In formula (III): R ⁵ is C ₁ -C ₄ alkyl; R ⁶ is -O(CH ₂ ) _p -R, p is an integer selected from 0-4, R is H or -Ph-K ² , Ph is phenyl, K ² is H or C ₁ -C ₄ alkyl or C ₁ -C ₄ alkoxy or halogen, and when R is H, p is not 0. 2 . The disperse turquoise blue dye composition according to claim 1 , wherein: R ⁶ is C ₁ -C ₄ alkoxy or -O(CH ₂ ) _p -Ph-K ² , wherein Ph is phenyl , p is 0 or 1 or 2, K ² is H or C ₁ -C ₄ alkyl or C ₁ -C ₄ alkoxy or halogen. 3. The disperse turquoise blue dye composition according to claim 2, wherein: -O(CH ₂ ) _p -Ph-K ² is -O(CH ₂ ) _p -Ph-H or -O-Ph- K ² , wherein Ph is phenylene, p is 1 or 2, and K ² is C ₁ -C ₄ alkyl, C ₁ -C ₄ alkoxy or halogen. 4. disperse turquoise blue dye composition as claimed in claim 1 is characterized in that: described component C is selected from the mixture of one of following formula or wherein more than two arbitrary ratios:

5. The disperse turquoise blue dye composition according to claim 1, wherein: in the disperse turquoise blue dye composition, the mass percentage of the component A is 30-75% (preferably 35- 75%), the mass percentage of component B is 20-65% (preferably 25-65%), and the mass percentage of component C is 1-20% (preferably 1-15%). 6. The disperse turquoise blue dye composition according to claim 1 or 5, wherein: the described disperse turquoise blue dye composition comprises component A, component B and component C, wherein: Component A is selected from at least one of the compounds represented by formula (I-1) and (I-2); Component B is selected from at least one of the compounds represented by formula (II-1) and (II-2); Component C is selected from at least one of the compounds represented by formulas (III-1), (III-3) to (III-4) and (III-12);

7. The disperse turquoise blue dye composition according to one of claims 1-4, wherein the disperse turquoise blue dye composition further comprises at least one of the compounds shown in formula (IV),

In formula (IV): R ⁷ is -COOC ₂ H ₄ OC ₂ H ₄ OCH ₃ or SO ₂ NHR ⁹ , and R ⁸ and R ⁹ are each independently a C ₁ -C ₁₈ alkyl group. 8. disperse turquoise blue dye composition as claimed in claim 7 is characterized in that: described compound (IV) is selected from the mixture of one of following formula or wherein more than two arbitrary ratios:

9. disperse turquoise blue dye composition as claimed in claim 1 is characterized in that: the compound shown in formula (III), (IV) contains the quinone hydrazone structure shown in following formula (IIIa), (IVa) respectively ,

Wherein, R ⁵ , R ⁶ , R ⁷ , and R ⁸ have the same definitions as in the compounds of the formulae (III) and (IV). 10. A disperse turquoise blue dye product, comprising the disperse turquoise blue dye composition as claimed in claim 1 and an auxiliary, wherein the weight ratio of the auxiliary to the disperse turquoise blue dye composition is 0.2-5:1.