CN106833020B - Disperse dye composition and application thereof - Google Patents
Disperse dye composition and application thereof Download PDFInfo
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- CN106833020B CN106833020B CN201710052399.1A CN201710052399A CN106833020B CN 106833020 B CN106833020 B CN 106833020B CN 201710052399 A CN201710052399 A CN 201710052399A CN 106833020 B CN106833020 B CN 106833020B
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- 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
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- 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
- D06P3/54—Polyesters using dispersed dyestuffs
Abstract
A disperse dye composition and application thereof relate to a monoazo dye, which comprises the following components: 0 to 50 percent of dye monomer A shown in formula (I), 0.5 to 75 percent of dye monomer B shown in formula (II), 0.5 to 75 percent of dye monomer C shown in formula (III), 0.5 to 75 percent of dye monomer D shown in formula (IV) and 20 to 90 percent of auxiliary agent. The novel disperse dye composition is suitable for dyeing polyester materials, and has the advantages of good dyeing degree, environmental friendliness, very good high-temperature hot-melt dyeing property and excellent fastness property. Such as excellent fastness to sunlight, sublimation and washing.
Description
Technical Field
The invention relates to a monoazo dye.
Background
The disperse dye is a nonionic dye with very low water solubility and very strong hydrophobicity, and is mainly used for dyeing terylene and blended fabrics thereof. It can be divided into 3 types of azo, anthraquinone and heterocyclic according to molecular structure. Azo disperse dyes have the advantages of perfect color spectrum, especially dark color spectrum, high color development strength, easy manufacture, good economy and the like; although the anthraquinone disperse dye has bright color and high light fastness, the color development intensity is lower and the price is higher; the heterocyclic disperse dye has bright color, high color development intensity, good fastness, good deep color effect, high molar extinction coefficient and good dyeing performance.
Since WTO organization is added in the textile industry of China and the limit of textiles is cancelled, the yield of chemical fibers, yarns, cloth, textiles and the like accounts for the first world at present. The global fiber yield accounts for 50%, the demand of the textile industry for dyes is further increased, and in addition, different requirements of people on the dyeing effect of various fabrics are added, and the problem of selecting proper dyes to meet the requirements of customers is a problem to be solved in the front of dye manufacturers. (for example, some medium-high grade fabrics at home and abroad comprise polyester blended fabrics and the like.) the disperse dyes supplied in the current market cannot well meet the printing and dyeing requirements of the textiles.
Disclosure of Invention
Aiming at the defects in the prior art, the invention provides a disperse dye composition and application thereof, and the disperse dye composition has the advantages of high dye-uptake, good washing fastness, excellent light fastness, small heat migration resistance and wider dyeing PH range, and is suitable for multi-fiber fabrics.
In order to solve the technical problems, the invention is solved by the following technical scheme: a disperse dye composition and application thereof are characterized by comprising, by weight, not more than 50% of a dye monomer A shown in a formula (I), 0.5-75% of a dye monomer B shown in a formula (II), 0.5-75% of a dye monomer C shown in a formula (III) and 0.5-75% of a dye monomer D shown in a formula (IV);
Wherein, the dye monomer A is one or more of compounds shown in a formula (I):
r in the formula (I)1、R3H or Br, R2＝O2N or Br and R1、R2、R3＝Cl；
The dye monomer B is one or more of compounds shown in a formula (II):
r in the formula (II)1Either CL or Br, R2＝COCH3Or OCOCH3，R3、R4＝CH2CH3Or CH2CH2CH3Or CH2CH2Or CH2CHCH2Or CH2CH2OCH3Or CH2CH2OCOCH3，R5H or CH3；
The dye monomer C is one or more of compounds shown in a formula (III):
r in the formula (III)1Either CL or Br, R2＝COCH3Or OCOCH3；
The dye monomer D is one or more of compounds shown as a formula (IV):
r in the formula (IV)1、R2H or CL or Br; r3H or CH3；R4＝CH3Or CH2OCOCH3Or CH2CN or
In the above technical solution, preferably, the paint further comprises 20% to 90% of an auxiliary agent by weight percentage, wherein the auxiliary agent comprises one or more of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, and benzyl naphthalene sulfonate formaldehyde condensate.
In the above technical scheme, preferably, the paint further comprises 20% -90% of an auxiliary agent by weight, wherein the auxiliary agent comprises one or more of a naphthalene sulfonic acid formaldehyde condensate, an alkyl naphthalene sulfonic acid formaldehyde condensate and a lignosulfonate.
In the above technical solution, preferably, the alkyl naphthalene sulfonic acid formaldehyde condensate is a methyl naphthalene sulfonic acid formaldehyde condensate.
In the above technical solution, preferably, the lignosulfonate is sodium lignosulfonate.
In the above technical solution, preferably, the dye monomer a has one or more of the following compounds:
in the above technical solution, preferably, the dye monomer B has one or more of the following compounds:
in the above technical solution, preferably, the dye monomer C has one or more of the following compounds:
in the above technical solution, preferably, the dye monomer D has one or more of the following compounds:
in the above technical solution, preferably, the dye includes, by weight, not more than 25% of the dye monomer a, 0.5% to 20% of the dye monomer B, 10% to 40% of the dye monomer C, and 15% to 45% of the dye monomer D.
The components of the invention can be blended into disperse dyes according to the proportion range, the chromatic light of the disperse dyes is between dark blue and dark blue black areas according to the difference of actual components, and the disperse dyes are suitable for polyester materials, dyeing yarns and printing. The dyes of the present invention can be prepared by directly mixing the dye monomer a, the dye monomer B, the dye monomer C and the dye monomer D, or by proportioning the existing disperse dyes, and in general, if the existing disperse dyes are proportioned, the basic disperse dyes are c.i. disperse red 145, c.i. disperse blue 291, c.i. disperse violet 93 and c.i. disperse orange 73. The auxiliaries used in the production process are all auxiliaries for dyes. It can be one of the following or a mixture of two or more of the following in any proportion: naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, and benzyl naphthalene sulfonate formaldehyde condensate. Wherein said naphthalene sulfonic acid formaldehyde condensate such as the diffuser NNO; alkyl naphthalene sulfonic acid formaldehyde condensates such as the dispersant CNF; lignosulfonates such as sodium lignosulfonate.
Compared with the prior art, the dye has high dye-uptake, good washing fastness, excellent light fastness, small heat migration resistance and wider dyeing PH range, and is suitable for multi-fiber fabrics.
Detailed Description
The present invention will be described in further detail with reference to specific embodiments.
The novel disperse dye composition can be prepared by the following method: mixing the dye monomer A, the dye monomer B, the dye monomer C, the dye monomer D, an auxiliary agent, water or other wetting agents in a preset metering ratio, grinding and dispersing by using a grinding machine, and then spray-drying. The dye monomer A, the dye monomer B, the dye monomer C and the dye monomer D can be respectively obtained by using commercially available C.I. disperse red 145 crude dye, C.I. disperse red 153 crude dye, C.I. disperse orange 31 crude dye, C.I. disperse orange 61 crude dye, C.I. disperse orange 73 crude dye, C.I. disperse orange 288 crude dye, C.I. disperse violet 93 crude dye, C.I. disperse blue 79 and C.I. disperse blue 291: 1 crude dye.
The novel disperse dye composition can also be prepared by the following method: firstly, preparing finished dye C.I. disperse red 145 from a dye monomer A and an auxiliary agent, preparing finished dye C.I. disperse blue 291 from a dye monomer B and an auxiliary agent, preparing finished dye C.I. disperse violet 93 from a dye monomer C and an auxiliary agent, and preparing finished dye C.I. disperse orange 73 from a dye monomer D and an auxiliary agent. Then adding water into the finished dye and the auxiliary agent according to a certain proportion, mixing, grinding, dispersing, and then carrying out spray drying; or the four finished dyes and the auxiliary agent can be directly mixed and ground until the four finished dyes are uniformly dispersed. Similarly, the above four dyes may be commercially available c.i. disperse red 145, c.i. disperse blue 291, c.i. disperse violet 93, and c.i. disperse orange 73, respectively.
Example 1: adding 90 g of water into 18 g of dye monomer B, 7.1 g of dye monomer C, 0.8 g of dye monomer D, 16 g of dispersing agent MF, 8.3 g of dispersing agent NN0 and 8.3 g of sodium lignin sulfate, mixing, grinding and dispersing by a grinding machine, and drying by spraying and the like to obtain the disperse dye.
Example 2: 0.5 g of dye monomer A, 16.5 g of dye monomer B, 9 g of dye monomer C, 5.8 g of dye monomer D, 15 g of dispersing agent MF, 9.1 g of dispersing agent CNF and 9.1 g of sodium lignin sulfate are added into 100 g of water to be mixed, and then a grinding machine is used for grinding and dispersing, and spray drying and the like are carried out to obtain the disperse dye.
Example 3: 1.5 g of dye monomer A, 14.5 g of dye monomer B, 8 g of dye monomer C, 9.5 g of dye monomer D, 9.0 g of dispersant MF, 7.0 g of dispersant CNF, 7.0 g of dispersant NNO and 9.0 g of sodium lignin sulfate are added into 98 g of water for blending, and then a grinding machine is used for grinding and dispersing, and spray drying and the like are carried out to obtain the disperse dye.
Example 4: 2 g of dye monomer A, 14 g of dye monomer B, 7 g of dye monomer C, 11.5 g of dye monomer D, 11.0 g of dispersing agent CNF, 11.0 g of dispersing agent NN0 and 11.0 g of sodium lignin sulfate are added into 100 g of water to be mixed, and then a grinding machine is used for grinding and dispersing, and the disperse dye is prepared after drying such as spraying.
Example 5: adding 3 g of dye monomer A, 12 g of dye monomer B, 8 g of dye monomer C, 12.5 g of dye monomer D, 16.5 g of dispersing agent CNF and 16.5 g of sodium lignin sulfate into 100 g of water, mixing, grinding and dispersing by using a grinding machine, and drying by spraying and the like to obtain the disperse dye.
Example 6: the disperse dye is prepared by adding 98 g of water into 10 g of dye monomer B, 9 g of dye monomer C, 13.5 g of dye monomer D, 22 g of dispersing agent MF and 11 g of sodium lignin sulfate, mixing, grinding and dispersing by using a grinding machine, and drying by spraying and the like.
Example 7: adding 98 g of water into 4 g of dye monomer A, 7 g of dye monomer B, 6 g of dye monomer C, 14 g of dye monomer D and 33.4 g of dispersing agent CNF, blending, grinding and dispersing by using a grinder, and drying by spraying and the like to obtain the disperse dye.
Example 8: 5 g of dye monomer A, 8.8 g of dye monomer B, 6.5 g of dye monomer C, 15.5 g of dye monomer D and 33.2 g of sodium lignin sulfate are added into 100 g of water to be mixed, and then a grinding machine is used for grinding and dispersing, and spray drying and the like are carried out to obtain the disperse dye.
Table 1 shows the compounding ratios of examples 1 to 8
According to the measurement data shown in table 1, in examples 1 to 8, the dye monomer a, the dye monomer B, the dye monomer C, the dye monomer D, and the auxiliary agent were mixed with water, and then ground and dispersed with a grinder, followed by spray drying. The auxiliary agent comprises a dispersant MF (methyl naphthalene sulfonic acid formaldehyde condensate), a dispersing agent CNF (benzyl naphthalene sulfonate formaldehyde condensate), a dispersing agent NNO (naphthalene sulfonic acid formaldehyde condensate) and sodium lignosulfonate.
Example 9: 42 g of C.I. disperse orange 73, 24 g of C.I. disperse violet 93, 27.4 g of C.I. disperse blue and 5.6 g of dispersing agent MF are added into 150 g of water to be mixed, and then grinding dispersion is carried out by a grinding machine, and drying such as spraying is carried out to obtain the disperse dye.
Example 10: 1.5 g of C.I. disperse red 145, 43.5 g of C.I. disperse orange 73, 21 g of C.I. disperse violet 93, 30 g of C.I. disperse blue and 4.5 g of dispersing agent CNF are mixed with 150 g of water, ground and dispersed by a grinder, and dried by spraying and the like to obtain the disperse dye.
Example 11: 2 g of C.I. disperse red 145, 38 g of C.I. disperse orange 73, 21 g of C.I. disperse violet 93, 35 g of C.I. disperse blue and 6 g of dispersing agent NN0 are added into 150 g of water for blending, then a grinding machine is used for grinding and dispersing, and the disperse dye is prepared after spray drying and the like.
Example 12: 2.5 g of C.I. disperse red 145, 30 g of C.I. disperse orange 73, 22 g of C.I. disperse violet 93, 41 g of C.I. disperse blue and 7 g of dispersing agent MF are added into 150 g of water to be mixed, and then a grinding machine is used for grinding and dispersing, and spray drying and the like are carried out to obtain the disperse dye.
Example 13: 1 g of C.I. disperse red 145, 23 g of C.I. disperse orange 73, 14 g of C.I. disperse violet 93, 56 g of C.I. disperse blue and 7 g of dispersing agent MF are added into 150 g of water for blending, then a grinding machine is used for grinding and dispersing, and spray drying and the like are carried out to obtain the disperse dye.
Example 14: 0.5 g of C.I. disperse red 145, 20 g of C.I. disperse orange 73, 16 g of C.I. disperse violet 93, 58.5 g of C.I. disperse blue and 5.5 g of dispersing agent CNF are added into 150 g of water to be mixed, and then a grinding machine is used for grinding and dispersing, and spray drying and the like are carried out to obtain the disperse dye.
Example 15: 0.3 g of C.I. disperse red 145, 13 g of C.I. disperse orange 73, 18.5 g of C.I. disperse violet 93, 62.2 g of C.I. disperse blue and 6 g of dispersing agent MF are mixed with 150 g of water, and then the mixture is ground and dispersed by a grinder and dried by spraying and the like to obtain the disperse dye.
Example 16: after 0.1 g of c.i. disperse red 145, 6 g of c.i. disperse orange 73, 21.6 g of c.i. disperse violet 93, 72 g of c.i. disperse blue and 0.4 g of dispersing agent MF are mixed with 150 g of water, they are ground and dispersed by a grinder, and then dried by spraying, etc., to obtain the disperse dye of the present application.
Table 2 shows the compounding ratios of examples 1 to 8
According to the measurement data shown in table 2, in examples 9 to 16, c.i. disperse red 145 (commercial dye, monomer a content of 50%), c.i. disperse blue 291 (commercial dye, monomer B content of 50%), c.i. disperse violet 93 (commercial dye, monomer C content of 50%), c.i. disperse orange 73 (commercial dye, monomer D content of 50%), and an auxiliary agent were blended with water, and then ground and dispersed with a grinder, followed by spray drying. The auxiliary agent comprises a dispersing agent MF (methyl naphthalene sulfonic acid formaldehyde condensate), a dispersing agent CNF (benzyl naphthalene sulfonic acid formaldehyde condensate) and a dispersing agent NN0 (naphthalene sulfonic acid formaldehyde condensate).
0.5 g of the disperse dye of the present application prepared in examples 1 to 16 was dispersed in 500 ml of water, and 20 ml of the disperse dye was taken out and mixed with 60 ml of water. The pH of the bath was adjusted to 5 with acetic acid, the temperature was raised to 70 ℃ and 2 g of polyester/cotton cloth were added for dyeing, the temperature was raised from 70 ℃ to 130 ℃ within 30 minutes, the temperature was maintained for 30 minutes, and sampling was started when the bath was cooled to 90 ℃. A total of 16 sets of dyes to be tested were obtained. The 16 dyes were tested using the national standards GB/T3921-1997, GB/T3920-1997, GB/T8427-1998, GB/T5718-1997 for their fastness to washing, to rubbing, to light and to sublimation respectively.
| Name of the embodiment | Washing-resistant fabric | Friction resistance | Lightfast | Fastness to sublimation (90 ℃ C.) |
| Example 1 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 2 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 3 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 4 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 5 | 4 stage | Grade 4-5 | Grade 6 | 4 to 5 grades |
| Example 6 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 7 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 8 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 9 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 10 | Grade 4 | 4 to 5 grades | Grade 6 | Grade 4-5 |
| Example 11 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 12 | 4 stage | 4 to 5 grades | Grade 6 | Grade 4-5 |
| Example 13 | 4 stage | Grade 4-5 | Grade 6 | 4 to 5 grades |
| Example 14 | 4 stage | 4 to 5 grades | Grade 6 | Grade 4-5 |
| Example 15 | Grade 4 | 4 to 5 grades | Grade 6 | 4 to 5 grades |
| Example 16 | 4 stage | 4 to 5 grades | Grade 6 | 4 to 5 grades |
Table 3 shows the results of the tests of the 16 examples
As can be seen from the third table, the navy blue-black disperse dye has very good washing resistance, friction resistance, light color fastness and sublimation color fastness. Is a dark blue-black disperse dye for high-grade polyester blended fabric.
Claims (4)
1. The disperse dye composition is characterized by comprising a dye monomer A shown in a formula (I), a dye monomer B shown in a formula (II), a dye monomer C shown in a formula (III) and a dye monomer D shown in a formula (IV) and an auxiliary agent in percentage by weight, wherein the dye monomer A is 0-7.25 percent in percentage by weight, the dye monomer B is 10.87-35.96 percent in percentage by weight, the dye monomer C is 6.93-13.85 percent in percentage by weight, the dye monomer D is 1.37-22.46 percent in percentage by weight, and the auxiliary agent is 48.12-55.73 percent in percentage by weight; wherein the dye monomer A has one or more of the following compounds:
the dye monomer B is provided with one or more of the following compounds:
The dye monomer C has one or more of the following compounds:
the dye monomer D has one or more of the following compounds:
2. the disperse dye composition according to claim 1, wherein the auxiliary agent comprises one or more of naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, benzyl naphthalene sulfonate formaldehyde condensate.
3. A disperse dye composition according to claim 2, wherein said alkylnaphthalenesulfonic acid formaldehyde condensate is a methylnaphthalenesulfonic acid formaldehyde condensate.
4. The disperse dye composition according to claim 2, wherein the lignosulfonate salt is sodium lignosulfonate.
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| CN108047762A (en) * | 2017-12-29 | 2018-05-18 | 东营安诺其纺织材料有限公司 | A kind of disperse dyes, disperse dye composition and disperse dyes feedstock composition and its application |
| CN109852100B (en) * | 2019-01-16 | 2020-05-26 | 浙江博澳新材料股份有限公司 | Preparation method and application of disperse dark blue dye |
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| CN102031017A (en) * | 2010-11-16 | 2011-04-27 | 玛德(上虞)染料有限公司 | Disperse dye composition and application thereof |
| CN105038314A (en) * | 2015-07-10 | 2015-11-11 | 浙江迪邦化工有限公司 | Environment-friendly type composite disperse green dye composition and dye |
| CN105111785A (en) * | 2015-07-27 | 2015-12-02 | 杭州吉华江东化工有限公司 | Dark disperse dye composition and applications |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102031017A (en) * | 2010-11-16 | 2011-04-27 | 玛德(上虞)染料有限公司 | Disperse dye composition and application thereof |
| CN105038314A (en) * | 2015-07-10 | 2015-11-11 | 浙江迪邦化工有限公司 | Environment-friendly type composite disperse green dye composition and dye |
| CN105111785A (en) * | 2015-07-27 | 2015-12-02 | 杭州吉华江东化工有限公司 | Dark disperse dye composition and applications |
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