CN110643198A - Disperse blue dye composition - Google Patents

Disperse blue dye composition Download PDF

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Publication number
CN110643198A
CN110643198A CN201910989833.8A CN201910989833A CN110643198A CN 110643198 A CN110643198 A CN 110643198A CN 201910989833 A CN201910989833 A CN 201910989833A CN 110643198 A CN110643198 A CN 110643198A
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component
disperse blue
dye composition
blue dye
formula
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CN110643198B (en
Inventor
邱晓兰
张彬
陈晓峰
权容寿
黄亚静
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SHANGHAI BESTON COLOR TECHNOLOGY Co Ltd
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SHANGHAI BESTON COLOR TECHNOLOGY Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0079Azoic dyestuff preparations
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The embodiment of the invention discloses a disperse blue dye composition, which belongs to the technical field of dyes and comprises 15-30 wt% of a component A, 3-20 wt% of a component B, 2-25 wt% of a component C, 8-35 wt% of a component D and 5-20 wt% of a component E. After the components of the disperse blue dye composition are compounded, the disperse blue dye composition has the characteristics of excellent rubbing fastness, sublimation fastness, soaping fastness, good dye uptake, wide pH range and the like, is expected to be used as a substitute of disperse blue 56, and has wide application prospect.

Description

Disperse blue dye composition
Technical Field
The embodiment of the invention relates to the technical field of dyes, and particularly relates to a disperse blue dye composition.
Background
Disperse blue 56, chemical name 1, 5-dihydroxy-4, 8-diaminoanthraquinone bromide, trade name disperse blue 2BLN or disperse blue E4R, a dark blue powder of formula C15H13BrN2O4Relative molecular weight 365.18.
Disperse blue 56 belongs to a low-temperature anthraquinone structure disperse dye, is an important disperse dye recognized in the world, is a main raw material of one of three primary colors in a compounding process, is bright in color, can resist weak alkali in dyeing and printing, has good light fastness, and is widely applied to dyeing of terylene and blended fabrics thereof.
However, in the using process, the disperse blue 56 has the defects that the disperse blue cannot overcome the dye, the dyeing rate of the dye is low, the dyeing fastness is not ideal, the environmental pollution is large, and the cost is high.
Therefore, it is important to develop a disperse dye composition capable of replacing disperse blue 56.
Disclosure of Invention
Therefore, the embodiment of the invention provides a disperse blue dye composition, which has the advantages of bright color, wide pH range, high dye uptake, washing resistance, friction resistance and sublimation fastness, excellent compatibility, suitability for industrial production, less pollution, low cost and capability of replacing disperse blue 56.
In order to achieve the above object, the embodiments of the present invention provide the following technical solutions:
a disperse blue dye composition comprises a component A with a weight percentage of 15-30%, a component B with a weight percentage of 3-20%, a component C with a weight percentage of 2-25%, a component D with a weight percentage of 8-35% and a component E with a weight percentage of 5-20%;
the component A is a compound shown as a formula (I),
Figure BDA0002237896070000021
the component B is a compound shown as a formula (II) or a mixture comprising two or more compounds shown as the formula (II),
Figure BDA0002237896070000022
wherein, X1Is nitro, cyano or halogen, the halogen includes fluorine, chlorine,The bromine and the iodine are added into the mixture,
R1is C1~C4Alkyl groups such as methyl, ethyl, n-propyl, n-butyl, isobutyl and the like, preferably R1Is a methyl group or an ethyl group,
R2is C1~C4Alkyl groups such as methyl, ethyl, n-propyl, n-butyl, isobutyl and the like, preferably R2Is an ethyl group or an n-propyl group,
R3is C1~C4Alkyl or phenyl substituted C1~C4An alkyl group;
further preferably, component B is a compound represented by the formulae (II-1) to (II-5):
Figure BDA0002237896070000023
Figure BDA0002237896070000031
the component C is a compound shown as a formula (III),
Figure BDA0002237896070000032
the component D is a compound shown as a formula (IV),
Figure BDA0002237896070000041
the component E is a compound shown as a formula (V),
further, the disperse blue dye composition comprises 17-25 wt% of a component A, 5-15 wt% of a component B, 5-17 wt% of a component C, 10-25 wt% of a component D and 7-15 wt% of a component E.
Further, the disperse blue dye composition comprises 25 weight percent of component A, 6 weight percent of component B, 10 weight percent of component C, 16 weight percent of component D and 10 weight percent of component E.
Further, the disperse blue dye composition also comprises an auxiliary agent. The auxiliary agent comprises a dispersing agent, a dispersing agent and other surfactants which are commonly used for dispersing dye in compounding. The preferable auxiliary agent comprises at least one or more of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate and lignosulfonate.
Further, the auxiliary agent comprises one or more than two of a dispersant MF, a dispersant NNO, a dispersant 85A, a dispersing agent CNF, sodium lignosulfonate MN-M and sodium lignosulfonate 85A.
The disperse blue dye composition is prepared by the following steps: uniformly mixing the component A, the component B, the component C, the component D and the component E according to the proportion, then adding the auxiliary agent and water, and grinding and dispersing by using a sand mill or a grinding machine to obtain the disperse blue dye composition.
Preferably, after the grinding and dispersing step, spray drying is further performed, wherein the spray drying process conditions are as follows: the inlet temperature is 120-130 ℃, the outlet temperature is 50-60 ℃, and the disperse blue dye composition with the particle size of 0.1-1 mu m is obtained after drying.
The disperse blue dye composition can be used for dyeing hydrophobic materials (such as polyester or blended fabrics thereof) according to a conventional method in the industry, such as a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be used for direct printing.
Some dyes on the market can replace disperse blue 56 dye compositions at present, the compatibility of the dyes is relatively large, when the composite dye is used for dyeing, because the affinity of each dye and fibers is relatively large, the dyes with high affinity compete for more dye bases, the adsorbed dyes are more, the concentration difference with the inside of the fibers is large, the diffusion is fast, the dyeing speed is fast, the dyes with low affinity compete for less dye bases, the dye adsorption is less, the concentration with the inside is small, and the dyeing is slow, so the dyeing rates of various dyes are greatly different, the color is easy to generate, the color light of a product is influenced, and the rubbing fastness, the washing fastness and the perspiration fastness of the dyes are relatively poor.
The embodiment of the invention has the following advantages:
the disperse blue dye composition disclosed by the embodiment of the invention is compounded with various components, so that dyed fabrics are bright in color and luster, have excellent rubbing fastness, sublimation fastness, soaping fastness and good dye uptake, have a wide pH range, are expected to be used as substitutes of disperse blue 56, and have wide application prospects.
Detailed Description
The present invention is described in terms of particular embodiments, other advantages and features of the invention will become apparent to those skilled in the art from the following disclosure, and it is to be understood that the described embodiments are merely exemplary of the invention and that it is not intended to limit the invention to the particular embodiments disclosed. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The components A, B, C, D, E represented by the formulae (I), (II), (III), (IV) and (V) can be conveniently synthesized in a manner known to those skilled in the art, and commercially available products can also be used. Unless otherwise specified, the percentages in the following examples are by weight.
Example 1
Based on the mass of the disperse blue dye composition, 25% of component A, 6% of component B, 10% of component C, 16% of component D, 10% of component E and 33% of auxiliary agent are prepared, wherein the component B comprises a compound shown in a formula (II-1), a compound shown in a formula (II-3) and a compound shown in a formula (II-5) in a mass ratio of 2:3:5, the auxiliary agent comprises a dispersing agent MF and a dispersing agent 85A in a weight ratio of 3:7, the component A, the component B, the component C, the component D, the component E and the auxiliary agent are uniformly mixed, water is added for pulping and mixing, a grinder is used for dispersing, spray drying is used, and the process conditions of spray drying are as follows: the inlet temperature is 126 ℃, the outlet temperature is 52 ℃, and a finished product with the grain diameter of 0.6 mu m is obtained after drying.
The raw materials and the mixture ratio of the examples 1 to 9 are shown in Table 1.
Example 2
In the disperse blue dye composition of the embodiment, the component B is a compound shown in a formula (II-1), and the auxiliary agent is composed of a dispersant MF and sodium lignosulfonate MN-M in a weight ratio of 3: 7.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 128 ℃, the outlet temperature is 56 ℃, and a finished product with the grain diameter of 0.5 mu m is obtained after drying.
Example 3
The disperse blue dye composition of the embodiment comprises a component B and an auxiliary agent, wherein the component B comprises a compound shown in a formula (II-3) and a compound shown in a formula (II-4) in a weight ratio of 4:6, and the auxiliary agent comprises a dispersant NNO and a dispersant 85A in a weight ratio of 4: 6.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 123 ℃, the outlet temperature is 51 ℃, and a finished product with the grain diameter of 0.3 mu m is obtained after drying.
Example 4
The disperse blue dye composition of the embodiment comprises a component B and an auxiliary agent, wherein the component B comprises a compound shown in a formula (II-1) and a compound shown in a formula (II-5) according to a weight ratio of 4:6, and the auxiliary agent is a dispersing agent CNF.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 120 ℃, the outlet temperature is 51 ℃, and a finished product with the grain diameter of 0.3 mu m is obtained after drying.
Example 5
The disperse blue dye composition of the embodiment comprises a component B and an auxiliary agent, wherein the component B comprises a compound shown in a formula (II-1) and a compound shown in a formula (II-4) according to a weight ratio of 3:7, and the auxiliary agent is sodium lignosulfonate MN-M.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 126 ℃, the outlet temperature is 55 ℃, and a finished product with the grain diameter of 0.6 mu m is obtained after drying.
Example 6
The disperse blue dye composition of the embodiment comprises a component B and an auxiliary agent, wherein the component B comprises a compound shown in a formula (II-1) and a compound shown in a formula (II-3) according to a weight ratio of 3:7, and the auxiliary agent is a dispersing agent CNF.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 124 ℃, the outlet temperature is 58 ℃, and a finished product with the grain diameter of 0.5 mu m is obtained after drying.
Example 7
The disperse blue dye composition of the embodiment comprises a component B and an auxiliary agent, wherein the component B comprises a compound shown in a formula (II-2) and a compound shown in a formula (II-3) in a weight ratio of 4:6, and the auxiliary agent comprises a dispersant MF and sodium lignosulfonate 85A in a weight ratio of 3: 7.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 128 ℃, the outlet temperature is 56 ℃, and a finished product with the grain diameter of 0.6 mu m is obtained after drying.
Example 8
The disperse blue dye composition of the embodiment, wherein the component B comprises the compound represented by the formula (II-3) and the compound represented by the formula (II-4) in a weight ratio of 4: 6.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 123 ℃, the outlet temperature is 53 ℃, and a finished product with the grain diameter of 0.4 mu m is obtained after drying.
Example 9
The disperse blue dye composition of the embodiment comprises a component B and an auxiliary agent, wherein the component B comprises a compound shown in a formula (II-3) and a compound shown in a formula (II-5) in a weight ratio of 2:3, and the auxiliary agent comprises a dispersant MF and sodium lignosulfonate 85A in a weight ratio of 4: 6.
The preparation method is different from the example 1 in that the process conditions of the spray drying are as follows: the inlet temperature is 127 ℃, the outlet temperature is 57 ℃, and a finished product with the grain diameter of 0.7 mu m is obtained after drying.
Table 1 shows the raw materials and the proportions of the components in examples 1 to 9.
TABLE 1
Figure BDA0002237896070000081
Comparative example 1
Referring to the content of example 1 of the grant No. CN102660143B, 23.5g of commercially available disperse blue 2BLM, 25g of disperse blue 366#, 0.6g of disperse blue 183:1#, 0.9g of disperse blue 165#, and 180g of dispersing agent NNO were mixed with water, ground and dispersed by a sand mill, and then spray-dried to obtain a final product with a particle size of 0.5 μm.
Comparative example 2
Referring to the content of example 1 of the grant No. CN102229756B, 73g of commercially available disperse blue 2BLM, 25g (disperse blue 165# and disperse blue 183:1#), 2g of disperse yellow 54# and 60g of dispersant NNO were mixed with water, ground and dispersed by a sand mill, and then spray-dried to obtain a final product having a particle size of 0.6. mu.m.
Comparative example 3
Referring to the content described in example 1 of the publication No. CN1312227C, 13g of C.I. disperse blue 56 crude dye, 12g of crude dye represented by the formula (IV) in the patent, 18g of crude dye represented by the formula (V) in the patent, 7g of crude dye represented by the formula (VI) in the patent, and 65g of dispersant Reax 83A were milled and dispersed with a mill together with 140 g of water, followed by spray drying to obtain a finished product having a particle size of 0.8. mu.m.
Comparative example 4
Referring to the disclosure of example 1 of publication No. CN109486239A, 38.58g of disperse blue 183:1, 10.8g of disperse blue 165:1, 0.33g of disperse yellow 163, 0.62g of disperse yellow 124, 40g of dispersing agent NNO and 60g of dispersing agent MF were mixed with 100g of water, ground and dispersed by a sand mill, and then spray-dried to obtain a final product having a particle size of 0.7. mu.m.
Performance testing
The dye compositions prepared in the above examples 1 to 9 and comparative examples 1 to 4 were subjected to performance tests, the test methods were as follows:
taking 0.5g of dye composition, dispersing in 200ml of water, sucking 10ml of the dye composition, mixing with 80ml of water, adjusting the pH value to 4.5-5.0 by using acetic acid, putting 2.5g of polyester fiber for dyeing, raising the temperature from room temperature to 130 ℃ in 40 minutes, keeping the temperature for 40 minutes, cooling to 60 ℃, starting sampling, then washing, rinsing and drying to obtain dyed fabric, and respectively measuring the washing fastness, the light fastness, the rubbing fastness and the perspiration fastness of the dyed fabric by adopting standard AATCC 61-2013, AATCC 16-2004, AATCC8-2013 and AATCC 15-2002.
Taking 0.5g of dye composition, dispersing in 200ml of water, sucking 10ml of the dye composition, mixing with 80ml of water, respectively adding pH values of 3.0, 5.0, 7.0 and 8.0, putting 2.5g of polyester fiber for dyeing, raising the temperature from room temperature to 130 ℃ in 40 minutes, preserving the temperature for 40 minutes, cooling to 60 ℃, starting sampling, then washing, rinsing and drying to obtain dyed fabrics, respectively using a Color Tools instrument to dye the fabrics, testing the concentration change of the dyed fabrics, and determining the change value of the pH value in different ranges.
Taking 0.5g of dye composition, dispersing in 200ml of water, sucking 10ml of the dye composition, mixing with 80ml of water, adjusting the pH value to 4.5-5.0 by using acetic acid, putting 2.5g of polyester fiber for dyeing, raising the temperature from room temperature to 130 ℃ in 40 minutes, preserving the temperature for 40 minutes, cooling to 60 ℃, starting sampling, then washing, rinsing and drying to obtain dyed fabric, and testing the concentration change of the dyed fabric by using a Color Tools instrument.
The test results of each index are shown in Table 2
TABLE 2
Figure BDA0002237896070000101
Compared with the dye composition of the comparative example, the dye composition of the example of the invention is bright in color (bright blue), has good dye uptake and wide pH range, and has more excellent fastness.
Although the invention has been described in detail above with reference to a general description and specific examples, it will be apparent to one skilled in the art that modifications or improvements may be made thereto based on the invention. Accordingly, such modifications and improvements are intended to be within the scope of the invention as claimed.

Claims (6)

1. The disperse blue dye composition is characterized by comprising 15-30 wt% of a component A, 3-20 wt% of a component B, 2-25 wt% of a component C, 8-35 wt% of a component D and 5-20 wt% of a component E;
the component A is a compound shown as a formula (I),
the component B is a compound shown as a formula (II) or a mixture comprising two or more compounds shown as the formula (II),
Figure FDA0002237896060000012
wherein, X1Is nitro, cyano or halogen,
R1is C1~C4An alkyl group, a carboxyl group,
R2is C1~C4An alkyl group, a carboxyl group,
R3is C1~C4Alkyl or phenyl substituted C1~C4An alkyl group;
the component C is a compound shown as a formula (III),
the component D is a compound shown as a formula (IV),
Figure FDA0002237896060000021
the component E is a compound shown as a formula (V),
Figure FDA0002237896060000022
2. the disperse blue dye composition according to claim 1, wherein the disperse blue dye composition comprises 17 to 25 weight percent of component A, 5 to 15 weight percent of component B, 5 to 17 weight percent of component C, 10 to 25 weight percent of component D and 7 to 15 weight percent of component E.
3. The disperse blue dye composition according to claim 1, wherein the disperse blue dye composition comprises 25 wt% of component a, 6 wt% of component B, 10 wt% of component C, 16 wt% of component D and 10 wt% of component E.
4. A disperse blue dye composition according to any of claims 1 to 3, characterized in that it further comprises auxiliaries.
5. The disperse blue dye composition according to claim 4, wherein the auxiliary agent comprises at least one or more of a naphthalene sulfonic acid formaldehyde condensate, an alkyl naphthalene sulfonic acid formaldehyde condensate, and a lignosulfonate.
6. The disperse blue dye composition according to claim 5, wherein the auxiliary agent comprises one or more of a dispersant MF, a dispersant NNO, a dispersant 85A, a dispersing agent CNF, sodium lignosulfonate MN-M, and sodium lignosulfonate 85A.
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60173061A (en) * 1984-02-20 1985-09-06 Mitsubishi Chem Ind Ltd Triazine dye for polybutylene terephthalate fiber
CN1640944A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Dispersed blue dye composition
CN105733302A (en) * 2014-12-10 2016-07-06 上海安诺其集团股份有限公司 Preparation method of blue disperse dye composition
CN106049091A (en) * 2016-07-22 2016-10-26 沈阳化工研究院有限公司 Dye paste composition for dye and pigment integrated dyeing and printing
CN108329716A (en) * 2017-09-30 2018-07-27 浙江龙盛集团股份有限公司 A kind of disperse dye composition and dye preparations

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60173061A (en) * 1984-02-20 1985-09-06 Mitsubishi Chem Ind Ltd Triazine dye for polybutylene terephthalate fiber
CN1640944A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Dispersed blue dye composition
CN105733302A (en) * 2014-12-10 2016-07-06 上海安诺其集团股份有限公司 Preparation method of blue disperse dye composition
CN106049091A (en) * 2016-07-22 2016-10-26 沈阳化工研究院有限公司 Dye paste composition for dye and pigment integrated dyeing and printing
CN108329716A (en) * 2017-09-30 2018-07-27 浙江龙盛集团股份有限公司 A kind of disperse dye composition and dye preparations

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