CN116656151B - Disperse red dye composition, dye product and application thereof - Google Patents
Disperse red dye composition, dye product and application thereof Download PDFInfo
- Publication number
- CN116656151B CN116656151B CN202310411906.1A CN202310411906A CN116656151B CN 116656151 B CN116656151 B CN 116656151B CN 202310411906 A CN202310411906 A CN 202310411906A CN 116656151 B CN116656151 B CN 116656151B
- Authority
- CN
- China
- Prior art keywords
- component
- disperse red
- red dye
- dye composition
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 title claims abstract description 58
- 239000001044 red dye Substances 0.000 title claims abstract description 55
- 239000000203 mixture Substances 0.000 title claims abstract description 49
- 239000000975 dye Substances 0.000 title abstract description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 23
- 238000004043 dyeing Methods 0.000 claims abstract description 22
- 239000012752 auxiliary agent Substances 0.000 claims abstract description 12
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 9
- 238000007639 printing Methods 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 2
- 238000005406 washing Methods 0.000 abstract description 11
- 239000002657 fibrous material Substances 0.000 abstract description 7
- 238000000859 sublimation Methods 0.000 abstract description 4
- 230000008022 sublimation Effects 0.000 abstract description 4
- 239000004744 fabric Substances 0.000 description 21
- 229920000728 polyester Polymers 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 6
- 239000000986 disperse dye Substances 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229920002334 Spandex Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000010017 direct printing Methods 0.000 description 2
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 238000009998 heat setting Methods 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- -1 methoxy, ethoxy Chemical group 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000007493 shaping process Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000004759 spandex Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- NMDKWAQVRNUKQH-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid formaldehyde Chemical compound C=O.C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)(=O)O NMDKWAQVRNUKQH-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- WQHQCQSAAOGHQP-UHFFFAOYSA-N formaldehyde;2-methylnaphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WQHQCQSAAOGHQP-UHFFFAOYSA-N 0.000 description 1
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
-
- 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
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a disperse red dye composition, a dye product and application thereof. The disperse red dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more of compounds shown in a formula (I), the component B is selected from one or more of compounds shown in a formula (II), and the component C is selected from one or more of compounds shown in a formula (III). The invention provides a disperse red dye product which contains the disperse red dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse red dye composition is 0.2-5:1. The invention also provides application of the disperse red dye product in dyeing or printing of hydrophobic fiber materials, and the disperse red dye product has bright color and excellent fastness of washing resistance, sublimation resistance, friction resistance and the like.
Description
Technical Field
The invention relates to the field of disperse dyes, in particular to a disperse red dye composition, a dye product and application of the dye product in dyeing or printing of hydrophobic fiber materials, particularly polyester and blended fabrics thereof.
Background
In recent years, polyester-polyurethane blended fabrics are popular in the market because of better elasticity, wrinkle resistance, skin affinity and sweat absorption. Meanwhile, the cleaning condition of the blended fabric is not high, and the blended fabric can be cleaned by hand, machine and dry, so that the fabric is not damaged, and the requirements of sportswear and other middle-high-end clothing fabrics are met. At present, the blended fabric has the defects of poor stability and easy fading compared with pure polyester fabric. Therefore, the dye has higher requirements for coloring, wherein the disperse red dye is used as a color species with wider application, namely, can be used for monochromatic application and can be used for the compounding synergy of dark dye varieties. The color fastness of the red monochromatic and compound dye used for the polyester-polyurethane blended fabric in the market is required to be further improved.
Disclosure of Invention
In order to solve the problems, the invention provides a disperse red dye composition, a dye product and application thereof, wherein the dye product is used for dyeing or printing hydrophobic fiber materials, particularly polyester-spandex blended fabrics, and has bright color light and excellent fastness to washing, sublimation, friction and the like.
The technical scheme adopted by the invention is as follows:
in a first aspect, the invention provides a disperse red dye composition, which comprises a component A, a component B and a component C, wherein the component A is selected from one or more of compounds shown in a formula (I), the component B is selected from one or more of compounds shown in a formula (II), the component C is selected from one or more of compounds shown in a formula (III), the mass percentage of the component A is 1-97%, the mass percentage of the component B is 1-97%, and the mass percentage of the component C is 1-97%:
In the above formula (I):
R 1 is hydrogen or alkoxy of C 1～C4;
r 2 is C 1～C4 alkyl;
m is 1 or 2;
In the above formula (II):
R 3、R4 are each independently C 1～C4 alkyl, -R 6OCOR6'、-R7CN、-R8 OCOPh, wherein R 6、R7、R8 are each independently C 1～C4 alkylene, R 6' is C 1～C4 alkyl, ph is phenyl;
R 5 is hydrogen or alkyl of C 1～C4;
In the above formula (III):
r 9、R10 are each independently C 1～C4 alkyl, -R 12OCOR13、-R14CN、-R15 OCOPh, wherein R 12、R14、R15 are each independently C 1～C4 alkylene, R 13 is C 1～C4 alkyl, ph is phenyl;
R 11 is hydrogen or alkyl of C 1～C4.
In the above formulas (I) to (III), the C 1～C4 alkyl group may be methyl, ethyl, straight-chain or branched propyl, straight-chain or branched butyl, the alkoxy group of C 1～C4 may be methoxy, ethoxy, straight-chain or branched propoxy, straight-chain or branched butoxy, and the alkylene group of C 1～C4 may be methylene, ethylene, straight-chain or branched propylene, straight-chain or branched butylene.
Preferably, in the disperse red dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%; more preferably, the mass percentage of the component A is 20-90%, the mass percentage of the component B is 5-75%, and the mass percentage of the component C is 5-75%.
Preferably, the disperse red dye composition disclosed by the invention comprises at least one component A selected from the following formulas (I-1) to (I-7):
further preferably, component A is at least one of the formulae (I-1) and (I-2).
Preferably, the disperse red dye composition disclosed by the invention comprises at least one component B selected from the following formulas (II-1) to (II-5):
Further preferably, component B is at least one of the formulae (II-1) and (II-2).
Preferably, the disperse red dye composition disclosed by the invention comprises at least one component C selected from the following formulas (III-1) to (III-8):
further preferably, component C is at least one of formulas (III-1) to (III-4).
As a still further preference, the disperse red dye composition comprises a component a, a component B and a component C, wherein:
component A is at least one of the formulas (I-1) and (I-2);
the component B is at least one of the formula (II-1) and the formula (II-2);
the component C is at least one of the formulas (III-1) to (III-4);
In the disperse red dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%.
As still further preferred, the disperse red dye composition consists of a component a, a component B and a component C, wherein:
component A is at least one of the formulas (I-1) and (I-2);
the component B is at least one of the formula (II-1) and the formula (II-2);
the component C is at least one of the formulas (III-1) to (III-4);
In the disperse red dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%.
The disperse red dye composition provided by the invention also allows the disperse red dye composition to be further compounded and synergized with other dyes to prepare a new dye variety, for example, C.I. disperse red 183, C.I. disperse red 356 and the like are added, and the addition amount is not more than 20% of the total amount of the dye.
The disperse dye compositions according to the invention, in which the dyes of the formulae (I) to (III) are known dyes, can be synthesized commercially available or by conventional methods, for example by means of customary diazotisation and coupling reactions using the appropriate components known to the person skilled in the art and in the necessary proportions, or by the process or analogous processes described in patent CN108410204A, GB1324235A, JP 62158764A.
The disperse red dye composition of the invention generally requires the addition of conventional auxiliary agents during commercialization or direct application. Thus, in a second aspect, the present invention also provides a disperse red dye preparation which can be directly used as a commodity or directly applied, comprising the disperse red dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse red dye composition is 0.2-5:1. Preferably, the disperse red dye product consists of the disperse red dye composition and an auxiliary agent. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in disperse dye compounding, and is preferably one or a mixture of more than two of the following components: lignosulfonate (lignin 85A, lignin 83A, etc.), alkyl naphthalene sulfonic acid formaldehyde condensate (such as methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF)), naphthalene sulfonic acid formaldehyde condensate (dispersant NNO), benzyl naphthalene sulfonic acid formaldehyde condensate (dispersant CNF), anhydrous sodium sulfate, etc.
The preparation method of the disperse red dye product provided by the invention comprises the following steps: mixing dye monomer compounds (raw dyes) forming the disperse red dye composition according to a proportion, and then carrying out micropellet formation by using a pulverizer such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; alternatively, the dye monomer compounds may be subjected to a fine particle formation treatment by a pulverizer such as a sand mill or a grinding machine in the presence of an auxiliary agent and water, respectively, and then mixed in proportion. The disperse red dye preparation according to the invention is liquid after grinding by a sand mill or a grinding machine, and can be in powder or granule form after spray drying, which is a preparation method known to the person skilled in the art, since 100% removal of moisture is not possible during spray drying, a certain amount of moisture is allowed to exist in the dye preparation even in powder or granule form, preferably not more than 10% of the total weight of the dye preparation.
In addition, when the dye product is applied to dyeing of textile fibers, the technical feature contributing to the improvement of dyeing effect is the components and proportions of the dye composition contained in the product.
In a third aspect, the invention also provides the use of the disperse red dye article in dyeing or printing hydrophobic fibre materials.
The dye product prepared by the dye composition can be used for dyeing hydrophobic fiber materials (such as polyester and blended fabrics thereof, such as polyester/ammonia fabrics) in a manner conventional in industry, such as dyeing by a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be used for direct printing. The common dip dyeing method can be operated as follows: pretreating a hydrophobic fiber material, putting the pretreated hydrophobic fiber material into a dye vat for dip dyeing, washing the dye vat with cold water until the dye vat is neutral, wringing the dye vat to dryness, and then carrying out reduction washing and drying; direct printing may be operated as follows: and (3) carrying out dyeing pretreatment on the fabric, drying, shaping, printing disperse dye color paste on a printing machine, steaming, fixing the color of the dye on the fabric by utilizing a steaming mode, washing with water, and tentering and shaping.
Compared with the prior art, the invention has the beneficial effects that: the disperse red dye composition and the dye product provided by the invention are applied to dyeing or printing of hydrophobic fiber materials, and have the characteristics of bright color, excellent fastness such as water washing resistance, sublimation resistance, friction resistance and the like.
Detailed Description
The invention will be further described with reference to the following specific examples, but the scope of the invention is not limited thereto:
example 1:
40 g of component A composed of a compound of a formula (I-1), 30 g of component B composed of a compound of a formula (II-1), 15g of component C composed of a compound of a formula (III-1) and a compound of a formula (III-2) and 250 g of dispersing agent MF are mixed together by adding 2000 g of water, and then are ground, dispersed and dried to obtain a finished product, wherein the finished product can provide polyester and the red color tone of blended fabrics thereof.
Example 2:
30g of component A consisting of a compound shown in a formula (I-1), 30g of component B consisting of a compound shown in a formula (II-1), 20 g of a compound shown in a formula (III-3) and 20 g of a compound shown in a formula (III-4) and 200 g of sodium lignin sulfonate are mixed with 2000 g of water, and then ground, dispersed and dried to obtain a finished product, wherein the finished product can provide polyester and the red color tone of blended fabrics of the polyester.
Examples 3 to 30
According to the method described in example 1 or 2, except that 200g of an auxiliary agent (150 g of dispersing agent MF and 50 g of sodium lignin sulfonate) and 2000 g of water were added to the composition and weight of the components A to C shown in Table 1, and the mixture was blended to prepare a slurry, and the slurry was ground, dispersed and dried to prepare a finished product, the following dyes were capable of providing polyesters and their blended fabrics with red hues excellent in various fastness properties.
TABLE 1
Example 31
40 G of component A consisting of the compound shown in the formula (I-1), 30 g of component B consisting of the compound shown in the formula (II-1), 20 g of component C consisting of the compound shown in the formula (III-1), 10 g of C.I. disperse red 356 and 250 g of dispersing agent MF are mixed together by adding 2000 g of water, and then are ground, dispersed and dried to obtain a finished product, wherein the finished product can provide polyester and the red color tone of the blended fabric of the polyester.
Dyeing examples:
2g of the disperse red dye prepared in examples 1-30 is weighed respectively, the polyester-spandex knitted fabric is treated by a conventional high-temperature high-pressure dyeing method and a heat setting method, in the treatment process, the dyeing depth (o.w.f) is controlled to be 4.0 percent, the bath ratio is 1:40, the pH value of a dyeing bath is regulated to be 4-5, the dyeing is carried out at room temperature, the temperature is increased to 130 ℃ at 1 ℃/min, the dyeing is carried out for 30min, and the red dyed fabric is obtained by washing, reduction cleaning (flake alkali 2g/L, sodium hydrosulfite 3g/L and 85 ℃ for 20 min), acid washing neutralization (acetic acid 2g/L and 40 ℃ for 15 min), washing and drying and heat setting at 180 ℃ for 30 seconds according to the conventional method. The fastness to rubbing, to sublimation and to washing were measured according to ISO 105-X12, ISO 105-P01, ISO 105-C10, respectively, and the results are shown in Table 2 below.
TABLE 2
Therefore, the disperse red dye composition and the dye product thereof have excellent fastness, particularly excellent washing fastness, and can meet the high-fastness requirement of fabric printing and dyeing.
Claims (10)
1. A disperse red dye composition characterized by: the disperse red dye composition comprises a component A, a component B and a component C, wherein the component A is one or more of compounds shown in a formula (I), the component B is one or more of compounds shown in a formula (II), the component C is one or more of compounds shown in a formula (III), the mass percent of the component A is 1-97%, the mass percent of the component B is 1-97%, and the mass percent of the component C is 1-97%;
In the above formula (I):
R 1 is hydrogen or alkoxy of C 1～C4;
r 2 is C 1～C4 alkyl;
m is 1 or 2;
In the above formula (II):
R 3、R4 are each independently C 1～C4 alkyl, -R 6OCOR6'、-R7CN、-R8 OCOPh, wherein R 6、R7、R8 are each independently C 1～C4 alkylene, R 6' is C 1～C4 alkyl, ph is phenyl;
R 5 is hydrogen or alkyl of C 1～C4;
In the above formula (III):
r 9、R10 are each independently C 1～C4 alkyl, -R 12OCOR13、-R14CN、-R15 OCOPh, wherein R 12、R14、R15 are each independently C 1～C4 alkylene, R 13 is C 1～C4 alkyl, ph is phenyl;
R 11 is hydrogen or alkyl of C 1～C4.
2. The disperse red dye composition of claim 1, wherein: in the disperse red dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%.
3. The disperse red dye composition of claim 2, wherein: in the disperse red dye composition, the mass percentage of the component A is 20-90%, the mass percentage of the component B is 5-75%, and the mass percentage of the component C is 5-75%.
4. A disperse red dye composition according to any one of claims 1 to 3, wherein: the component A is selected from at least one of the following formulas (I-1) to (I-7):
5. a disperse red dye composition according to any one of claims 1 to 3, wherein: the component B is at least one selected from the following formulas (II-1) to (II-5):
6. A disperse red dye composition according to any one of claims 1 to 3, wherein: the component C is at least one selected from the following formulas (III-1) to (III-8):
7. The disperse red dye composition of claim 1, wherein: the disperse red dye composition comprises a component A, a component B and a component C, wherein:
component A is at least one of the formulas (I-1) and (I-2);
the component B is at least one of the formula (II-1) and the formula (II-2);
the component C is at least one of the formulas (III-1) to (III-4);
In the disperse red dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%;
8. the disperse red dye composition of claim 7, wherein: the disperse red dye composition consists of a component A, a component B and a component C, wherein:
component A is at least one of the formula (I-1) or the formula (I-2);
The component B is at least one of the formula (II-1) or the formula (II-2);
the component C is at least one of the formulas (III-1) to (III-4);
In the disperse red dye composition, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%.
9. A disperse red dye article comprising the disperse red dye composition of any one of claims 1-3 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse red dye composition is 0.2-5:1.
10. Use of the disperse red dye article according to claim 9 for dyeing or printing hydrophobic fibre materials.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310411906.1A CN116656151B (en) | 2023-04-18 | 2023-04-18 | Disperse red dye composition, dye product and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310411906.1A CN116656151B (en) | 2023-04-18 | 2023-04-18 | Disperse red dye composition, dye product and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN116656151A CN116656151A (en) | 2023-08-29 |
| CN116656151B true CN116656151B (en) | 2024-08-30 |
Family
ID=87723169
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202310411906.1A Active CN116656151B (en) | 2023-04-18 | 2023-04-18 | Disperse red dye composition, dye product and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN116656151B (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101333343A (en) * | 2008-07-30 | 2008-12-31 | 浙江闰土股份有限公司 | Red disperse dye composition of comprehensive high-fastness series |
| CN101974251A (en) * | 2010-07-30 | 2011-02-16 | 江苏亚邦染料股份有限公司 | Disperse red dye with high washing fastness |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0762258A (en) * | 1993-08-26 | 1995-03-07 | Sumitomo Chem Co Ltd | Red coloring composition containing benzodifuranone and coloring of hydrophobic material using the composition |
| JPH09105082A (en) * | 1995-10-04 | 1997-04-22 | Canon Inc | Ink jet printing and printed product |
| CN1305973C (en) * | 2004-12-28 | 2007-03-21 | 浙江龙盛集团股份有限公司 | Disperse red dye composition |
| CN101983993A (en) * | 2010-07-30 | 2011-03-09 | 江苏亚邦染料股份有限公司 | Dispersed scarlet dye composite with high washing fastness |
| CN104212200A (en) * | 2014-08-20 | 2014-12-17 | 张家港互益染整有限公司 | High fastness disperse dye |
| 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 |
| KR20190096126A (en) * | 2018-02-08 | 2019-08-19 | (주)경인양행 | Disperse dyes composites and methods of dyeing fiber using the same |
| KR20190096125A (en) * | 2018-02-08 | 2019-08-19 | (주)경인양행 | Disperse dyes composites and methods of dyeing fiber using the same |
| CN109535769B (en) * | 2018-12-19 | 2020-08-07 | 浙江龙盛化工研究有限公司 | Disperse red dye composition and dye product |
| CN111117291B (en) * | 2019-03-21 | 2021-09-21 | 浙江龙盛集团股份有限公司 | Disperse red dye composition and dye product |
-
2023
- 2023-04-18 CN CN202310411906.1A patent/CN116656151B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101333343A (en) * | 2008-07-30 | 2008-12-31 | 浙江闰土股份有限公司 | Red disperse dye composition of comprehensive high-fastness series |
| CN101974251A (en) * | 2010-07-30 | 2011-02-16 | 江苏亚邦染料股份有限公司 | Disperse red dye with high washing fastness |
Also Published As
| Publication number | Publication date |
|---|---|
| CN116656151A (en) | 2023-08-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN100503740C (en) | Disperse black dye composition | |
| CN109705618B (en) | Disperse brilliant red dye composition and dye product | |
| CN111718601B (en) | Disperse turquoise blue dye composition and dye product | |
| CN112574595B (en) | Blue-to-black disperse dye composition and dye product | |
| CN107815141A (en) | A kind of disperse blue is to black dye composition and dye preparations | |
| CN110373042B (en) | Dark blue to black disperse dye composition and dye product | |
| CN102372932B (en) | Disperse red dye composition | |
| CN112724707B (en) | Disperse orange dye composition and dye product | |
| CN111484754B (en) | Disperse blue-to-black dye composition and dye product | |
| CN116656151B (en) | Disperse red dye composition, dye product and application thereof | |
| CN112574594B (en) | Disperse yellow-orange dye composition and product thereof | |
| CN112876876B (en) | Disperse yellow-orange dye composition and dye product thereof | |
| KR20040012521A (en) | Non-azo disperse dye mixtures | |
| CN112708286B (en) | Blue-to-black disperse dye composition and dye product | |
| CN111117290B (en) | Disperse red dye composition and dye product | |
| CN107603273A (en) | A kind of disperse yellow dye composition and its product | |
| CN112724704B (en) | Disperse red jade dye composition and dye product | |
| CN109021616B (en) | Disperse yellow dye composition, and product and application thereof | |
| CN104884539B (en) | It is a kind of blue to black disperse dye compound and its application | |
| CN112679985B (en) | Blue-to-black disperse dye composition and dye product | |
| CN118109063A (en) | Disperse red dye composition and dye product | |
| CN115124858B (en) | Disperse orange dye composition and product thereof | |
| CN105348860A (en) | High-fastness blue-to-black color disperse dye composition and dye product | |
| CN113444381B (en) | Disperse deep blue dye composition and dye product | |
| CN116925568B (en) | Disperse turquoise blue dye composition and dye product |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |