CN110746791A - Disperse orange dye composition, disperse orange dye, preparation method and application thereof, and colored product - Google Patents
Disperse orange dye composition, disperse orange dye, preparation method and application thereof, and colored product Download PDFInfo
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- CN110746791A CN110746791A CN201911035083.7A CN201911035083A CN110746791A CN 110746791 A CN110746791 A CN 110746791A CN 201911035083 A CN201911035083 A CN 201911035083A CN 110746791 A CN110746791 A CN 110746791A
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- disperse orange
- orange dye
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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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
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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
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- 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
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- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention provides a disperse orange dye composition, a disperse orange dye, a preparation method and application thereof and a colored product. The disperse orange dye composition comprises, by mass, 1% -99% of disperse orange A and 1% -99% of disperse violet B. The disperse orange dye comprises the disperse orange dye composition. The preparation method of the disperse orange dye comprises the following steps: and mixing the disperse orange dye composition, an auxiliary agent and water, and then carrying out granulation to obtain the disperse orange dye. The disperse orange dye is used for dyeing and printing synthetic fibers and blended materials thereof. And (3) a colored article dyed or printed with the disperse orange dye. The application provides a disperse orange dye composition and disperse orange dyestuff, compatibility is fabulous, dyeing pH value is wide, sublimation washing fastness is excellent, and is more environmental protection than disperse orange 30 or orange 61 product, gives the look volume and is the traditional product 2 times of market, with deep dyeing raffinate COD low after dyeing, can directly replace traditional product, the price/performance ratio is fabulous.
Description
Technical Field
The invention relates to the field of dyes, in particular to a disperse orange dye composition, a disperse orange dye, a preparation method and application thereof and a colored product.
Background
The conventional disperse orange dye is dominated by disperse orange 30 or orange 61 in the market, and is a single-color product: the orange product has excellent fastness such as disperse orange 30 and the like, has good performance, and is an orange product used for a long time.
However, the environmental protection index of the dispersed orange 30 is limited, the chlorobenzene and the polychlorophenol products seriously exceed the standard, the return phenomenon is generated for a plurality of times in the use of the market, and simultaneously, the price of the raw materials of the orange 61 continuously rises due to the limitation of bromine resources, the market supply is tense, and the cost is higher.
In addition, a large number of disperse oranges are compounded with red and yellow by the disperse orange 288 or orange 25 and the like in the current market, but the color light, the performance, the environmental protection index and the cost performance are all regret and cannot meet the market requirement, so that the users expect that the disperse orange dye with high cost performance meets the market requirement.
In view of this, the present application is specifically made.
Disclosure of Invention
The invention aims to provide a disperse orange dye composition, a disperse orange dye, a preparation method and application thereof and a colored product, so as to solve the problems.
In order to achieve the above purpose, the invention adopts the following technical scheme:
a disperse orange dye composition comprises 1-99% of disperse orange A and 1-99% of disperse violet B in percentage by mass;
the structural formula of the dispersed orange A is as follows:
the disperse violet B comprises disperse violet B1And/or disperse violet B2Said disperse violet B1The structural formula of (A) is:
said disperse Violet B2The structural formula of (A) is:
preferably, the disperse orange dye composition further comprises one or two of compounds C, and the structural formula of the compound C is:
wherein X is H or Cl;
preferably, the compound C accounts for 5-40% of the total mass of the disperse orange dye composition.
Alternatively, the proportion of the compound C to the total mass of the disperse orange dye composition may be any value between 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40% and 5% to 40%.
A disperse orange dye comprises the disperse orange dye composition.
Preferably, the disperse orange dye further comprises an auxiliary agent and water;
preferably, the auxiliary agent comprises one or more of naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate;
preferably, the mass ratio of the auxiliary agent to the disperse orange dye composition is 1.2-6.0: 1.
alternatively, the mass ratio of the auxiliary agent to the disperse orange dye composition may be 1.2: 1. 1.5: 1. 2.0: 1. 2.5: 1. 3.0: 1. 3.5: 1. 4.0: 1. 4.5: 1. 5.0: 1. 5.5: 1. 6.0: 1 is 1.2-6.0: 1.
preferably, the disperse orange dye comprises the following components in percentage by mass:
the dispersing agent comprises, by weight, 30-35% of dispersing orange A, 0.5-5% of dispersing purple B, 1-12% of compound C, 10-67.5% of an auxiliary agent and 1-55% of water.
Optionally, in the disperse orange dye, the proportion of the disperse orange a may be any one value between 30%, 31%, 32%, 33%, 34%, 35% and 30% to 35% by mass; the proportion of disperse violet B may be any value between 0.5%, 1.0%, 1.5%, 2.0%, 2.5%, 3.0%, 3.5%, 4.0%, 4.5%, 5.0% and 0.5-5%; the proportion of compound C may be any value between 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10%, 11%, 12% and 1% -12%; the proportion of the auxiliary agent can be any value between 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 67.5% and 5% -67.5%; the percentage of water may be any value between 1%, 5%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%, and 1% -55%.
Preferably, the disperse orange dye is a liquid dye, and comprises the following components in percentage by mass:
10% -45% of the disperse orange dye composition, 10% -40% of the auxiliary agent and 50% -60% of water.
Alternatively, in the liquid dye, the proportion of the dispersed orange dye composition may be any value between 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45% and 10% to 45% by mass, the proportion of the auxiliary agent may be any value between 10%, 15%, 20%, 25%, 30%, 35%, 40% and 10% to 40% by mass, and the proportion of the water may be any value between 50%, 51%, 52%, 53%, 54%, 55%, 56%, 57%, 58%, 59%, 60% and 50% to 60% by mass.
Preferably, the disperse orange dye is a solid dye, and comprises the following components in percentage by mass:
35-45% of the disperse orange dye composition, 45-55% of the auxiliary agent and 1-10% of water.
Alternatively, in the solid dye, the proportion of the dispersed orange dye composition may be 35%, 36%, 37%, 38%, 39%, 40%, 41%, 42%, 43%, 44%, 45% and any value between 35% and 45% by mass, the proportion of the auxiliary agent may be 45%, 46%, 47%, 48%, 49%, 50%, 51%, 52%, 53%, 54%, 55% and any value between 45% and 55%, and the proportion of the water may be 1%, 2%, 3%, 4%, 5%, 6%, 7%, 8%, 9%, 10% and any value between 1% and 10%.
A preparation method of the disperse orange dye comprises the following steps:
mixing the disperse orange dye composition, an auxiliary agent and water, and then carrying out granulation to obtain the disperse orange dye;
preferably, the granulation is followed by a spray drying process.
The application of the disperse orange dye is used for dyeing and printing synthetic fibers and blended materials thereof.
A colored article dyed or printed with said disperse orange dye;
preferably, the fibers of the colored article comprise polyester fibers.
Compared with the prior art, the invention has the beneficial effects that at least:
1. the disperse orange dye composition and the disperse orange dye are compounded by adopting the disperse orange A and the disperse violet B, have a composite synergistic effect, are more environment-friendly in the production and use processes, high in cost performance, good in sublimation and washing fastness, good in promotion performance and compatibility, low in metamerism index and wide in application;
2. the preparation method of the disperse orange dye is simple to operate and low in cost;
3. the application provides a coloring product, the color fastness is good, the color is stable, the sexual valence relative altitude.
Detailed Description
The terms as used herein:
"prepared from … …" is synonymous with "comprising". The terms "comprises," "comprising," "includes," "including," "has," "having," "contains," "containing," or any other variation thereof, as used herein, are intended to cover a non-exclusive inclusion. For example, a composition, process, method, article, or apparatus that comprises a list of elements is not necessarily limited to only those elements but may include other elements not expressly listed or inherent to such composition, process, method, article, or apparatus.
The conjunction "consisting of … …" excludes any unspecified elements, steps or components. If used in a claim, the phrase is intended to claim as closed, meaning that it does not contain materials other than those described, except for the conventional impurities associated therewith. When the phrase "consisting of … …" appears in a clause of the subject matter of the claims rather than immediately after the subject matter, it defines only the elements described in the clause; other elements are not excluded from the claims as a whole.
When an amount, concentration, or other value or parameter is expressed as a range, preferred range, or as a range of upper preferable values and lower preferable values, this is to be understood as specifically disclosing all ranges formed from any pair of any upper range limit or preferred value and any lower range limit or preferred value, regardless of whether ranges are separately disclosed. For example, when the range "1 ~ 5" is disclosed, the ranges described should be construed to include the ranges "1 ~ 4", "1 ~ 3", "1 ~ 2 and 4 ~ 5", "1 ~ 3 and 5", and the like. When a range of values is described herein, unless otherwise stated, the range is intended to include the endpoints thereof and all integers and fractions within the range.
In these examples, the parts and percentages are by mass unless otherwise indicated.
"part by mass" means a basic unit of measure indicating a mass ratio of a plurality of components, and 1 part may represent any unit mass, for example, 1g or 2.689 g. If we say that the part by mass of the component A is a part by mass and the part by mass of the component B is B part by mass, the ratio of the part by mass of the component A to the part by mass of the component B is a: b. alternatively, the mass of the A component is aK and the mass of the B component is bK (K is an arbitrary number, and represents a multiple factor). It is unmistakable that, unlike the parts by mass, the sum of the parts by mass of all the components is not limited to 100 parts.
"and/or" is used to indicate that one or both of the illustrated conditions may occur, e.g., a and/or B includes (a and B) and (a or B).
Embodiments of the present invention will be described in detail below with reference to specific examples, but those skilled in the art will appreciate that the following examples are only illustrative of the present invention and should not be construed as limiting the scope of the present invention. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
It is to be noted that the compounds of the present invention may be conveniently prepared in a manner well known to those skilled in the art. For example, diazotization and coupling reactions using the starting materials to give the respective components, and commercial dyes are also commercially available. The dispersed orange a, the dispersed violet B and the compound C used in the embodiment of the present application are all produced by the blejiaxin dye chemical company limited.
The structural formula of dispersed orange A is:
disperse Violet B1The structural formula of (A) is:
disperse Violet B2The structural formula of (A) is:
the structural general formula of the compound C is as follows:
wherein X is H or Cl.
Example 1
Disperse orange A (32 g) and disperse violet B (2.20 g)10.50g of disperse Violet B2And 9.2g of compound C (X is chlorine) are prepared and compounded to obtain the disperse orange dye composition.
Then, the disperse orange dye composition is mixed with 66.1g of dispersant MF and a proper amount of water, sand milling and dispersion are carried out by a sand mill, and finally spray drying is carried out to obtain the disperse orange dye.
Example 2
Disperse orange A (22 g) and disperse violet B (4.3 g)1And 10.7g of compound C (X is hydrogen) are prepared, and the disperse orange dye composition is obtained by compounding.
Then mixing the disperse orange dye composition with 66g of a mixture of dispersing agents NNO and MF and a proper amount of water, carrying out sand grinding dispersion by using a sand mill, and finally carrying out spray drying to obtain the disperse orange dye.
Example 3
Preparing 30g of disperse orange A, 2.45g of disperse violet B2 and 8.6g of disperse yellow C (X is chlorine), and compounding to obtain the disperse orange dye composition.
Then the composition is mixed with 59.95 dispersants MF for pulping, sand grinding is carried out by a sand mill, and finally spray drying is carried out to obtain the disperse orange dye.
Example 4
Preparing 23g of disperse orange A, 4.8g of disperse violet B1 and 9.86g of disperse yellow C (X is chlorine), and compounding to obtain the disperse orange dye composition.
Then mixing the disperse orange dye composition with 62.34g of dispersant MF, sodium lignin sulfonate and a proper amount of water, pulping, sanding by a sand mill and drying. Obtaining the disperse orange dye.
Example 5
A dye composition was obtained according to the dye composition formulation of example 1, and then the composition was mixed with 18g of dispersant MF and 44g of water, beaten, sanded, and qualified to prepare a liquid disperse orange dye.
Comparative example 1
31.3g of commercially available orange 30, 38.7g of dispersant MF and 30g of water were mixed, and the mixture was dispersed by sand milling using a sand mill, and finally spray-dried to obtain a dispersed orange dye.
Statistical analysis is carried out on the disperse orange dyes obtained in the example 1, the example 2 and the comparative example 1, and under the same dyeing intensity, the price of the disperse orange dye provided by the application is 75-80% of the price of the commercially available disperse orange 30. In addition, the dyeing intensity of the disperse orange dye provided by the application is 200%, the dyeing intensity of the commercially available disperse orange 30 is 100%, and compared with the dyeing intensity of the commercially available disperse orange 30, the COD of the residual liquid after dyeing by the disperse orange dye provided by the application is reduced by about half, the environmental protection index of the product is qualified, and the cost performance advantage is obvious.
Preparing disperse orange dyes prepared in example 1, example 2 and comparative example 1 into disperse dye suspensions with the mass percent concentration of 1% by using water respectively, sucking 20mL of the disperse dye suspensions and 80mL of water to mix, adjusting the pH of a dye bath from 4.5 to 5.5 by using acetic acid, then raising the temperature to 60 ℃, simultaneously putting 2g of polyester fibers into the disperse orange dyes respectively to carry out high-temperature high-pressure dyeing, raising the temperature to 130 ℃ within 35 minutes, keeping the temperature for 45 minutes, cooling to 80 ℃, sampling, observing a cloth sample, and measuring the sublimation fastness by using GB/T5718; the color fastness to washing and water is determined by AATCC61-2007 and GB/T5713, the rubbing fastness is determined by GB/T3920, and the determination results are shown in the table 1:
TABLE 1 fastness, COD and residue test results
Meanwhile, the compatibility, the lifting power, the pH value range and the dye uptake curve are measured by referring to GB/T2400, GB/T2397, GB/T2403 and GB/T23976, and the measurement results are shown in Table 2:
table 2 compatibility, lifting power and dye uptake curve testing
| Suitability for dyeing | Compatibility of medicines | Lifting power | Dye uptake curve |
| Example 1 | A | A | A |
| Example 2 | A | A | A |
| Example 3 | A | A | A |
| Example 4 | A | A | A |
| Example 5 | A | A | A |
| Comparative example 1 | B | B | A |
As can be seen from tables 1 and 2 above, the properties of the disperse orange dye provided by the present application are improved or equivalent to those of the commercially available disperse orange 30.
To further demonstrate the advantages of the disperse orange dyes provided herein, alternative experiments were performed as follows:
the usual recipe for disperse brown is as follows:
304.40 wt% of dispersed orange;
disperse Red GS 1.05 wt%.
The solid disperse orange dye obtained in example 1 is used for replacing the disperse orange 30 in the formula, and the specific formula is as follows:
2.2 wt% of the solid article of example 1 (200%);
disperse Red GS (200%) 1.02 wt%.
The dye after replacement is subjected to dyeing test, the test result Da is-0.03, Db is 0.01, Dc is-0.02, DE is 0.12, the metamerism index is 0.15, the color fastness of the replacement formula is higher than that of the traditional formula of disperse orange 30 by more than half, and the phenomenon of lamp jump is avoided.
Therefore, the disperse orange dye in the dyeing formula can directly replace the conventional disperse orange 30 product, and can obtain the same coloring effect and similar or better performance. Compared with the disperse orange 30 of the comparative example 1, the disperse orange dye provided by the application has the advantages of similar color light, better or consistent dyeing performance, extremely high cost performance, low three-waste discharge and obvious environment-friendly index advantages.
The application provides a disperse orange dye composition and disperse orange dye, through compound synergistic effect, environmental protection more, the price/performance ratio is better, characteristics of sublimation, washing fastness high, promotion good, the compatibility is good, not jump the lamp (metamerism index is low), is called the environmental protection type orange disperse dye that the price/performance ratio is extremely high.
Finally, it should be noted that: the above embodiments are only used to illustrate the technical solution of the present invention, and not to limit the same; while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention.
Furthermore, those skilled in the art will appreciate that while some embodiments herein include some features included in other embodiments, rather than other features, combinations of features of different embodiments are meant to be within the scope of the invention and form different embodiments. For example, in the claims above, any of the claimed embodiments may be used in any combination. The information disclosed in this background section is only for enhancement of understanding of the general background of the invention and should not be taken as an acknowledgement or any form of suggestion that this information forms the prior art already known to a person skilled in the art.
Claims (10)
1. A disperse orange dye composition is characterized by comprising 1-99% of disperse orange A and 1-99% of disperse violet B in percentage by mass;
the structural formula of the dispersed orange A is as follows:
the disperse violet B comprises disperse violet B1And/or disperse violet B2Said disperse violet B1The structural formula of (A) is:
said disperse Violet B2The structural formula of (A) is:
2. the disperse orange dye composition according to claim 1, further comprising one or two of compounds C, wherein the compound C has a general structural formula:
wherein X is H or Cl;
preferably, the compound C accounts for 5-40% of the total mass of the disperse orange dye composition.
3. A disperse orange dye comprising the disperse orange dye composition of claim 1 or 2.
4. The disperse orange dye according to claim 3, further comprising an auxiliary agent and water;
preferably, the auxiliary agent comprises one or more of naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate;
preferably, the mass ratio of the auxiliary agent to the disperse orange dye composition is 1.2-6.0: 1.
5. the disperse orange dye according to claim 4, comprising, in mass percent:
the dispersing agent comprises, by weight, 30-35% of dispersing orange A, 0.5-5% of dispersing purple B, 1-12% of compound C, 10-67.5% of an auxiliary agent and 1-55% of water.
6. The disperse orange dye according to claim 4, wherein the disperse orange dye is a liquid dye comprising, in mass percent:
10% -45% of the disperse orange dye composition, 10% -40% of the auxiliary agent and 50% -60% of water.
7. The disperse orange dye according to claim 4, wherein the disperse orange dye is a solid dye comprising, in mass percent:
35-45% of the disperse orange dye composition, 45-55% of the auxiliary agent and 1-10% of water.
8. A method for preparing a disperse orange dye according to any one of claims 3 to 7, comprising:
mixing the disperse orange dye composition, an auxiliary agent and water, and then carrying out granulation to obtain the disperse orange dye;
preferably, the granulation is followed by a spray drying process.
9. Use of a disperse orange dye according to any one of claims 3 to 7 for dyeing and printing synthetic fibers and blends thereof.
10. A colored article obtained by dyeing or printing with the disperse orange dye according to any one of claims 3 to 7;
preferably, the fibers of the colored article comprise polyester fibers.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114989634A (en) * | 2022-07-05 | 2022-09-02 | 绍兴金绿洲新材料科技有限公司 | Disperse orange dye mixture |
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