High-molecular-weight dye, preparation and purification method thereof and ink-jet ink using high-molecular-weight dye

Abstract

The invention relates to the technical field of large-molecular-weight dyes, and discloses a large-molecular-weight dye, a preparation and purification method thereof and ink-jet ink using the dye. Comprising the following components in percentage by mass: 0.1%-50% of an aromatic compound, 10%-90% of a solvent, 0.01%-5% of a catalyst, 0.1%-10% of an oxidizing agent, 0.1%-5% of a reducing agent, 0.1%-1% of manganese ions, 0.1%-20% of a cross-linking agent and 5%-20% of a functional additive, the functional additive is one or more of a polymer additive, a surface tension regulator, a stabilizer, a surfactant, a solubilizer, a pH regulator or a photosensitizer. The cross-linking agent and one or more functional additives are added into the traditional large-molecular-weight dye, so that the prepared large-molecular-weight dye has more excellent light resistance, durability, stability, flowability and dye solubility.

Description

Technical Field

[0001] The invention relates to the technical field of high molecular weight dyes, in particular to a high molecular weight dye and a preparation and purification method thereof, as well as an inkjet ink using the dye. Background Art

[0002] High-molecular-weight dyes are dyes with relatively high molecular weights, typically composed of multiple repeating units. These dyes exhibit excellent color stability, lightfastness, and durability, making them commonly used in a variety of applications, including inkjet printing, textile dyeing, and plastic coloring. Inkjet printing involves forcing ink droplets through tiny orifices in a printer nozzle and depositing them onto a recording medium. Compared to traditional printing methods, the nozzle does not need to come into contact with the recording medium, making it a "non-contact printing method." Inkjet inks are a crucial component of inkjet printers and directly impact print quality. Inkjet inks generally consist of colorants, solvents, and additives. Based on the solvent system, inkjet inks can be categorized as water-based, oil-based, and organic solvent-based. Based on the colorant used, they can be divided into dye-based and pigment-based inks. Generally, dye-based inks offer vibrant colors and high brightness, but suffer from poor water, light, and atmospheric resistance. Pigment-based inks, on the other hand, offer superior water, light, and atmospheric resistance, but lack the vividness and brightness of dye-based inks. Dye-based inks are mostly used for indoor and photo printing, while pigment-based inks are mostly used for outdoor graphic output. Currently, dye-based inks still dominate the market.

[0003] However, when high molecular weight dyes in the prior art are used in combination with inkjet inks, part of the dye will be affected by light and fade quickly, causing the printed product to gradually lose color vividness when exposed to light, affecting the durability and quality of the printed product. In addition, the dye is not stable enough in the ink and is prone to decomposition, precipitation or aggregation, which can easily lead to problems such as ink head clogging, ink quality degradation and nozzle damage.

[0004] In addition, since the dye-type colorants used in inkjet inks are mostly derived from dyes used in the textile industry, including acid dyes, direct dyes, reactive dyes, and high molecular weight dyes, which contain a large amount of inorganic salts (up to about 30%) and secondary dyes, intermediates and other impurities, these impurities not only reduce the dye strength and solubility, affecting color reproduction, but also easily clog and corrode the nozzles, causing nozzle failure. Therefore, industrial-grade dyes cannot be used directly in inkjet inks and must be purified before use.

[0005] Currently, commonly used purification methods include gel chromatography and solvent extraction, but each purification method can only be used with a single type of substance. If the affinity difference between the selected purification method and the target substance is not large enough, the recovery rate will be reduced and there is a risk of loss or degradation of the target substance. Summary of the Invention

[0006] In response to the deficiencies of the prior art, the present invention provides a high molecular weight dye, a method for preparing and purifying the same, and an inkjet ink using the dye, thereby resolving the problems of the existing high molecular weight dyes, such as low performance, gradual loss of color vividness when the printed matter is exposed to light after use, affecting the durability and quality of the printed matter, and insufficient stability in the ink; and the low adaptability of the existing purification method, resulting in a low recovery rate.

[0007] To achieve the above objectives, the present invention is implemented through the following technical solution: a high molecular weight dye, comprising the following mass percentages: 0.1% to 50% of an aromatic compound, 10% to 90% of a solvent, 0.01% to 5% of a catalyst, 0.1% to 10% of an oxidizing agent, 0.1% to 5% of a reducing agent, 0.1% to 1% of a manganese ion, 0.1% to 20% of a cross-linking agent, and 5% to 20% of a functional additive.

[0008] Preferably, the aromatic compound is selected from a benzene ring, anthracene ring, benzothiophene ring or benzothienobenzophenone ring.

[0009] Preferably, the functional additive is one or more of a polymer additive, a surface tension regulator, a stabilizer, a surfactant, a solubilizer, a pH regulator or a photosensitizer.

[0010] Preferably, the cross-linking agent is selected from dimethyl stearate, polyether glycol or acrylate cross-linking agent.

[0011] A method for preparing and purifying a high molecular weight dye comprises the following steps:

[0012] S1. Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0013] S2. Adding the preparation materials: slowly adding the aromatic compound, solvent, catalyst, oxidant, manganese ion and reducing substance in appropriate mass percentages into the reactor;

[0014] S3. Adding cross-linking agent and functional additives: Add appropriate mass percentage of cross-linking agent and functional additives into the reactor as needed;

[0015] S4, stirring and reacting: sealing the reactor, stirring and reacting under appropriate temperature and time conditions;

[0016] S5, purification: After completing the above reaction, the prepared high molecular weight dye is purified. Preferably, the specific steps of stirring and reacting in step S4 are:

[0017] S4-1. Seal the reactor and ensure it is well sealed;

[0018] S4-2, start the reactor and stir the materials inside to ensure uniform mixing of the reactants;

[0019] S4-3. During the stirring process, the reaction temperature is controlled within an appropriate range;

[0020] S4-4. Control the reaction time to allow the reaction to proceed for a sufficient time to achieve the desired reaction degree.

[0021] Preferably, the stirring speed in step S4-2 is between 200-800 rpm, the reaction temperature in step S4-3 is between 20° C. and 100° C., and the reaction time in step S4-4 is between 4 and 24 h.

[0022] Preferably, the specific steps of purification in step S5 are:

[0023] S5-1. Prepare gel chromatography column: Select a gel material with high separation effect and selectivity and fill it into the column;

[0024] S5-2, sample loading: Load the reaction mixture solution onto the gel chromatography column and control the flow rate to ensure that the sample stays in the column for a sufficient time;

[0025] S5-3, elution: using elution buffer, non-target substances are eluted from the column;

[0026] S5-4, combined solvent extraction: After the elution step, the eluate collected from the column is mixed and shaken with an appropriate organic solvent;

[0027] S5-5, Phase separation: After the mixture is allowed to stand, the organic phase and the aqueous phase will separate into layers. Use a separating funnel to separate the two phases;

[0028] S5-6, washing: repeatedly washing the organic phase to remove residual impurities and dissolved substances in the aqueous phase;

[0029] S5-7, drying: removing water from the organic phase by using anhydrous salts;

[0030] S5-8, concentration: concentrating the organic phase by evaporation to obtain a purified product of the target substance;

[0031] S5-9. Analysis and verification: Analyze and verify the purified product to ensure the effectiveness of purification and the purity of the target product.

[0032] An inkjet ink using a high molecular weight dye comprises the following percentages: 10% to 50% of a high molecular weight dye, 10% to 30% of a pigment, 60% to 80% of a solvent, 1% to 5% of a surface tension regulator, 1% to 5% of a preservative, 1% to 5% of a pH regulator, and 0.1% to 1% of nitrosobisethylenediaminetetraacetic acid.

[0033] The present invention provides a high molecular weight dye, a preparation and purification method thereof, and an inkjet ink using the dye. The invention has the following beneficial effects:

[0034] 1. The present invention adds a cross-linking agent and one or more functional additives to traditional high molecular weight dyes, so that the high molecular weight dyes prepared by the present invention have better light resistance, durability, stability, fluidity and dye solubility.

[0035] 2. The present invention adds manganese ions to a high molecular weight dye and adds nitrosobis(ethylenediaminetetraacetic acid) to an inkjet ink using the dye, so that when the high molecular weight dye and the inkjet ink are mixed, the manganese ions and the nitrosobis(ethylenediaminetetraacetic acid) form multiple coordination bonds to form a more stable complex, thereby improving the stability of the high molecular weight dye and further improving the light resistance, heat resistance and chemical corrosion resistance of the dye. In addition, by forming a stable complex, the solubility and color stability of the high molecular weight dye in the inkjet ink are improved, thereby improving the printing quality and making the printed pattern fuller, clearer and more durable.

[0036] 3. The present invention can improve the solubility of the dye in the solvent by adding manganese ions, promote the mixing and uniform dispersion of the dye and the solvent, and at the same time, the addition of nitrosobisethylenediaminetetraacetic acid to the inkjet ink can improve the stability of the ink, prevent the dye from precipitating and changing the color, and ensure the stability of the dyeing effect during inkjet printing.

[0037] 4. The present invention combines different purification methods and technologies to improve the purification effect, remove impurities, and obtain a purified product of the target substance, thereby effectively improving the recovery rate and purity of the target substance. BRIEF DESCRIPTION OF THE DRAWINGS

[0038] Figure 1 is a flow chart of the present invention;

[0039] Figure 2 Flowchart of the purification method of the present invention. DETAILED DESCRIPTION

[0040] The following will clearly and completely describe the technical solutions in the embodiments of the present invention in conjunction with the drawings in the specification of the present invention. Obviously, the embodiments described are only some embodiments of the present invention, not all embodiments. All other embodiments obtained by ordinary technicians in this field based on the embodiments of the present invention without making any creative efforts shall fall within the scope of protection of the present invention.

[0041] Please see the attached Figure 1 An embodiment of the present invention provides a high molecular weight dye, comprising the following weight percentages: 0.1% to 50% of an aromatic compound, 10% to 90% of a solvent, 0.01% to 5% of a catalyst, 0.1% to 10% of an oxidizing agent, 0.1% to 5% of a reducing agent, 0.1% to 1% of a manganese ion, 0.1% to 20% of a cross-linking agent, and 5% to 20% of a functional additive.

[0042] Specifically, by adding a cross-linking agent and one or more functional additives to a traditional macromolecular dye, the present invention prepares a macromolecular dye with better light resistance, durability, stability, fluidity and dye solubility, and by adding manganese ions to the macromolecular dye and adding nitrosobisethylenediaminetetraacetic acid to the inkjet ink using the dye, so that when the macromolecular dye and the inkjet ink are mixed, the manganese ions and the nitrosobisethylenediaminetetraacetic acid form multiple coordination bonds to form a more stable complex, thereby improving the stability of the macromolecular dye, further improving the light resistance, heat resistance and chemical corrosion resistance of the dye, and by forming a stable complex, improving the solubility and color stability of the macromolecular dye in the inkjet ink, thereby improving the print quality, making the printed pattern fuller, clearer and more durable. By adding manganese ions, the solubility of the dye in the solvent can be improved, promoting the mixing and uniform dispersion of the dye and the solvent, and simultaneously, the addition of nitrosobisethylenediaminetetraacetic acid to the inkjet ink can improve the stability of the ink, prevent the dye from precipitating and changing color, and ensure the stability of the dyeing effect during inkjet printing.

[0043] The aromatic compound is selected from a benzene ring, anthracene ring, benzothiophene ring or benzothienobenzophenone ring.

[0044] The functional additive is one or more of a polymer additive, a surface tension adjuster, a stabilizer, a surfactant, a solubilizer, a pH adjuster or a photosensitizer.

[0045] Specifically, polymer additives can improve the processing properties, mechanical properties, thermal stability, and weather resistance of polymer materials, as well as enhance the strength and toughness of the materials, improve wear resistance, improve heat resistance, and increase the flexibility and ductility of the materials. Surface tension modifiers effectively reduce the surface tension of liquids, helping to enhance wettability and dispersibility. They can improve the permeability and wettability of liquids, improve the dispersibility of pigments and fillers, and promote contact between liquids and solid surfaces. Stabilizers stabilize emulsions or suspensions, preventing precipitation or phase separation, and can extend the shelf life of products, improve product stability, and enhance product appearance and performance. Surfactants can reduce interfacial tension and aid in emulsification, dispersion, wetting, and foaming. They can also improve the stability of emulsions and suspensions, enhance cleaning ability, improve wettability, and promote foam stability. Solubilizers can help dissolve other compounds, increase solubility, improve solution homogeneity, promote solute dissolution, and enhance solution stability. pH modifiers can adjust the pH of a solution to maintain a desired pH, stabilizing the pH of the product, improving product stability and compatibility, and enhancing product efficacy and safety. Photosensitizers undergo a chemical reaction after being exposed to light and are usually used in photosensitive materials or developing materials. They can achieve the development or color change of photosensitive materials and are used for applications such as imaging and printing of photosensitive materials.

[0046] The crosslinking agent is selected from dimethyl stearate, polyether glycol or acrylate crosslinking agent.

[0047] Specifically, dimethyl stearate crosslinker, as a thermosetting resin crosslinker, can react chemically with polymer chains through thermal crosslinking or radiation crosslinking to form a three-dimensional network structure, thereby improving the heat resistance, chemical resistance and mechanical properties of the polymer, improving the strength and rigidity of the product, and increasing the aging resistance and wear resistance of the product. Polyether diol crosslinker: As a polyol crosslinker, it can react with isocyanates and the like to form a crosslinked structure, which has the effects of improving the wear resistance and tear resistance of polyurethane elastomers, improving the flexibility and tensile strength of the product, and increasing the oil resistance and solvent resistance of the product. Acrylate crosslinker, as an active acrylate monomer, can copolymerize with other monomers through free radical polymerization to form a crosslinked structure, which can improve the hardness and wear resistance of the resin, improve the impact resistance and weather resistance of the product, and increase the chemical resistance and high temperature resistance of the product.

[0048] A method for preparing and purifying a high molecular weight dye comprises the following steps:

[0049] S1. Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0050] S2. Adding the preparation materials: slowly adding the aromatic compound, solvent, catalyst, oxidant, manganese ion and reducing substance in appropriate mass percentages into the reactor;

[0051] S3. Adding cross-linking agent and functional additives: Add appropriate mass percentage of cross-linking agent and functional additives into the reactor as needed;

[0052] S4, stirring and reacting: sealing the reactor, stirring and reacting under appropriate temperature and time conditions;

[0053] S5. Purification: After the above reaction is completed, the prepared high molecular weight dye is purified.

[0054] The specific steps of stirring and reacting in step S4 are:

[0055] S4-1. Seal the reactor and ensure it is well sealed;

[0056] S4-2, start the reactor and stir the materials inside to ensure uniform mixing of the reactants;

[0057] S4-3. During the stirring process, the reaction temperature is controlled within an appropriate range;

[0058] S4-4. Control the reaction time to allow the reaction to proceed for a sufficient time to achieve the desired reaction degree.

[0059] In step S4-2, the stirring speed is between 200-800 rpm, in step S4-3, the reaction temperature is between 20° C. and 100° C., and in step S4-4, the reaction time is between 4 and 24 hours.

[0060] Specifically, ensure that the reaction system is carried out in a closed environment to avoid interference from external impurities, ensure the purity and safety of the reaction, promote the mixing and mass transfer of reactants, increase the reaction rate, improve the reaction efficiency, ensure the uniformity and stability of the reaction materials, and control the reaction rate, affect the reaction equilibrium state, adjust the distribution and structure of the product, improve the yield and product quality, avoid unnecessary side reactions and product degradation, and control the reaction time to ensure that the reaction reaches the expected degree and yield, control the molecular weight, structure and functionality of the product, and affect the physical and chemical properties and application performance of the product.

[0061] The specific steps of purification in step S5 are:

[0062] S5-1. Prepare gel chromatography column: Select a gel material with high separation effect and selectivity and fill it into the column;

[0063] Specifically, a separation medium is provided to separate substances through the adsorption / desorption of different components on the gel, thereby achieving the purpose of purification.

[0064] S5-2, sample loading: Load the reaction mixture solution onto the gel chromatography column and control the flow rate to ensure that the sample stays in the column for a sufficient time;

[0065] Specifically, the components in the mixture are separated according to their affinity differences on the gel, so that the different components are gradually separated.

[0066] S5-3, elution: using elution buffer, non-target substances are eluted from the column;

[0067] Specifically, non-target substances are removed so that the target substance is further enriched.

[0068] S5-4, combined solvent extraction: After the elution step, the eluate collected from the column is mixed and shaken with an appropriate organic solvent;

[0069] Specifically, the target substance is transferred from the aqueous phase to the organic phase to achieve enrichment and purification of the target substance.

[0070] S5-5, Phase separation: After the mixture is allowed to stand, the organic phase and the aqueous phase will separate into layers. Use a separating funnel to separate the two phases;

[0071] S5-6, washing: repeatedly washing the organic phase to remove residual impurities and dissolved substances in the aqueous phase;

[0072] S5-7, drying: removing water from the organic phase by using anhydrous salts;

[0073] S5-8, concentration: concentrating the organic phase by evaporation to obtain a purified product of the target substance;

[0074] Specifically, through steps S5-5 to S5-8, residual impurities, moisture and organic solvents are removed to finally obtain a purified target product.

[0075] S5-9. Analysis and verification: Analyze and verify the purified product to ensure the effectiveness of purification and the purity of the target product.

[0076] Specifically, we confirm the purity and purification effect of the target product, ensuring that the final product meets the expected technical requirements and provides guarantees for subsequent applications. By combining different purification methods and technologies, we can improve the purification effect, remove impurities, and obtain the purified product of the target substance, thereby effectively improving the recovery rate and purity of the target substance.

[0077] An inkjet ink using a high molecular weight dye comprises the following percentages: 10% to 50% of a high molecular weight dye, 10% to 30% of a pigment, 60% to 80% of a solvent, 1% to 5% of a surface tension regulator, 1% to 5% of a preservative, 1% to 5% of a pH regulator, and 0.1% to 1% of nitrosobisethylenediaminetetraacetic acid.

[0078] Example 1:

[0079] High molecular weight dye composition:

[0080]

[0081] Preparation and purification method:

[0082] Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0083] Add the preparation materials: 25% benzothiophene ring, 70% toluene, 0.05% platinum catalyst, 5% hydrogen peroxide, 0.5% manganese ion and 2% sodium sulfite are slowly added to the reactor in sequence;

[0084] Adding crosslinking agent and functional additives: Add 15% dimethyl stearate, 2% polymer additive and 1% surface tension regulator into the reactor;

[0085] Stirring and reacting: The reactor was sealed and stirred and reacted at a stirring speed of 200 rpm, a reaction temperature of 30°C, and a reaction time of 8 hours;

[0086] Purification: After the reaction is complete, the high molecular weight dye is purified by gel chromatography, elution, combined solvent extraction, phase separation, washing, drying, and concentration.

[0087] Inkjet ink composition:

[0088]

[0089]

[0090] Example 2:

[0091] High molecular weight dye composition:

[0092]

[0093] Preparation and purification method:

[0094] Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0095] Add the preparation materials: 15% anthracycline, 80% dimethylformamide, 0.1% palladium catalyst, 2% hydrogen peroxide, 0.3% manganese ion and 1% sodium sulfite are slowly added to the reactor in sequence;

[0096] Adding crosslinking agent and functional additives: Add 10% polyether diol, 5% stabilizer and 1% solubilizer into the reactor;

[0097] Stirring and reacting: The reactor was sealed and stirred and reacted at a stirring speed of 400 rpm, a reaction temperature of 60°C, and a reaction time of 12 hours;

[0098] Purification: After the reaction is complete, the high molecular weight dye is purified by gel chromatography, elution, combined solvent extraction, phase separation, washing, drying, and concentration.

[0099] Inkjet ink composition:

[0100]

[0101]

[0102] Example 3:

[0103] High molecular weight dye composition:

[0104]

[0105] Preparation and purification method:

[0106] Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0107] Add the preparation materials: 30% benzene ring, 65% dimethylformamide, 0.05% rhodium catalyst, 1% ammonium persulfate, 0.2% manganese ion and 0.5% sodium sulfite are slowly added to the reactor in sequence;

[0108] Adding crosslinking agent and functional additives: Add 8% acrylate crosslinking agent, 4% surfactant and 0.5% pH adjuster into the reactor;

[0109] Stirring and reacting: The reactor was sealed and stirred and reacted at a stirring speed of 600 rpm, a reaction temperature of 80°C, and a reaction time of 6 hours;

[0110] Purification: After the reaction is complete, the high molecular weight dye is purified by gel chromatography, elution, combined solvent extraction, phase separation, washing, drying, and concentration.

[0111] Inkjet ink composition:

[0112]

[0113]

[0114] Example 4:

[0115] High molecular weight dye composition:

[0116]

[0117] Preparation and purification method:

[0118] Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0119] Add the following materials: 20% benzothienobenzophenone, 70% xylene, 0.03% silver catalyst, 7% potassium permanganate, 0.4% manganese ion and 1.5% sodium sulfite are slowly added to the reactor in sequence;

[0120] Adding crosslinking agent and functional additives: Add 12% polyether diol, 3% solubilizer and 1% photosensitizer into the reactor;

[0121] Stirring and reacting: The reactor was sealed and stirred and reacted at a stirring speed of 300 rpm, a reaction temperature of 40°C, and a reaction time of 10 hours;

[0122] Purification: After the reaction is complete, the high molecular weight dye is purified. The purification steps include gel chromatography, elution, combined solvent extraction, phase separation, washing, drying and concentration.

[0123] Inkjet ink composition:

[0124]

[0125]

[0126] Embodiment 5:

[0127] High molecular weight dye composition:

[0128]

[0129] Preparation and purification method:

[0130] Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor;

[0131] Add the following materials: 10% benzene ring, 85% ethyl acetate, 0.02% copper catalyst, 3% ammonium persulfate, 0.1% manganese ion and 0.5% sodium sulfite are slowly added into the reactor in sequence;

[0132] Adding crosslinking agent and functional additives: Add 5% dimethyl stearate, 1% polymer additive and 0.5% photosensitizer into the reactor;

[0133] Stirring and reacting: The reactor was sealed and stirred and reacted at a stirring speed of 500 rpm, a reaction temperature of 50°C, and a reaction time of 4 hours;

[0134] Purification: After the reaction is complete, the high molecular weight dye is purified. The purification steps include gel chromatography, elution, combined solvent extraction, phase separation, washing, drying and concentration.

[0135] Inkjet ink composition:

[0136]

[0137]

[0138] Test experiment:

[0139] Purpose of the experiment:

[0140] In order to evaluate the properties of the macromolecular dyes prepared in the above five examples, including dyeing effect, light fastness, wash fastness, solvent fastness, heat resistance and alkali resistance.

[0141] Experimental design

[0142] 1. Lightfastness test: Evenly apply the dye solution on the test piece, then expose it to ultraviolet light for a certain period of time (e.g. 24 hours) and observe the color change and fading of the dye.

[0143] 2. Washability test: Print the dye on cotton or other textiles, then wash them multiple times (for example, 10 times) to observe the dye retention.

[0144] 3. Solvent resistance test: Apply the dye on the test piece, then wipe it with different solvents (such as acetone, ethanol, etc.) to observe the stability of the dye.

[0145] 4. Heat resistance test: Print the dye on a test piece and then expose it to high temperature conditions (e.g. 100°C) to observe the stability and color change of the dye.

[0146] 5. Acid and alkali resistance test: Add the dye solution into acidic and alkaline solutions respectively, and observe the stability and color change of the dye.

[0147] The test results can be evaluated based on indicators such as color change, fading degree, and dissolution.

[0148] Test result table:

[0149]

[0150]

[0151] According to the test results, it can be seen that the high molecular weight dyes prepared in different embodiments perform well in various performance indicators.

[0152] Example 1: It exhibits excellent lightfastness, indicating that its color remains stable under prolonged exposure to light, making it suitable for use on materials exposed to sunlight for extended periods. It also exhibits excellent heat resistance, making it suitable for use in high-temperature environments. However, it exhibited slight fading in the washfastness test, indicating potential performance degradation after frequent washing.

[0153] Example 2: The dye performed well in the wash fastness test, indicating that its color remains stable after multiple washes and is suitable for textiles that are frequently washed. However, the dye showed slight fading in light fastness, suggesting that it may not be suitable for applications that are exposed to strong sunlight for a long time.

[0154] Example 3: The dye of Example 3 performed stably in all tests without obvious weaknesses. This indicates that the dye of Example 3 is a dye with good overall performance. It may not perform best in any single test, but has balanced overall performance.

[0155] Example 4: Similar to Example 2, it has good wash fastness but slightly fades in the light fastness test, which indicates that it is suitable for applications that are not frequently exposed to strong light.

[0156] Example 5: Similar to Example 3, it exhibits stable performance across multiple tests with no apparent weaknesses, indicating that this is an all-around good dye.

[0157] The dye of Example 1 performed well in the light fastness test and the heat fastness test, the dye of Example 2 performed excellent in the wash fastness test, and the dye of Example 3 performed stably in all tests.

[0158] In summary, Examples 3 and 5 offer the best performance. They demonstrate excellent stability across all tests, with no significant degradation. This comprehensive stability is highly beneficial for a variety of applications, particularly when dyes need to adapt to changing conditions.

[0159] Comparative experiment:

[0160] Comparative experiment 1: Print quality comparison experiment

[0161] Experimental purpose: To compare the printing quality of the new dye and the high molecular weight dye prepared in the prior art when used in conjunction with inkjet ink.

[0162] Experimental setup:

[0163] New dye: prepared according to the formula of the present invention, used as the experimental group;

[0164] Prior art dyes: A commonly used high molecular weight dye was selected as a comparison group.

[0165] Experimental parameters:

[0166] Ink formulation: New and prior art dyes are each combined with other ingredients in inkjet inks.

[0167] Print parameters:

[0168] Resolution: Select different resolutions (for example, 300dpi and 600dpi).

[0169] Color Saturation: Compare the color saturation of the print results.

[0170] Image clarity: Evaluates the image clarity of the printed results.

[0171] Paper Type: Compare different types of printing paper (for example, glossy and matte).

[0172] Experimental steps:

[0173] 1. Prepare samples of new dyes and existing dyes.

[0174] 2. Each dye is combined with other components of inkjet ink to prepare inkjet ink samples.

[0175] 3. Using the same printer and different types of printing paper, print using inkjet inks containing the new dye and the prior art dye respectively.

[0176] 4. Compare the performance of the two dyes in terms of print quality based on the printing parameters and record your observations.

[0177] Experimental data table:

[0178]

[0179]

[0180] Summary: Under printing parameters such as resolution, color saturation, image clarity and paper type, the experimental group and the control group showed obvious differences in print quality.

[0181] The experimental group using the new dye-based inkjet ink showed better print quality. Specifically, at a resolution of 300 dpi, prints had high color saturation and good image clarity. Print quality was also better when using glossy paper.

[0182] The control group, using inkjet inks with existing dyes, exhibited poor print quality. Specifically, at a resolution of 600 dpi, the prints had moderate color saturation and blurred image clarity. Print quality was also poor when using matte paper.

[0183] In summary, the new dye, when used with inkjet inks, exhibits superior print quality, with higher color saturation, sharpness, and compatibility with glossy paper, resulting in superior printing results compared to existing dyes. These results suggest that the new dye has the potential to become a preferred material for inkjet printing.

[0184] Comparative experiment 2: Light resistance comparison experiment

[0185] Experimental purpose: To compare the light fastness of the new dye and the high molecular weight dye prepared in the prior art when used in conjunction with inkjet ink.

[0186] Experimental setup:

[0187] New dyes: prepared according to the recipe of the above example as the experimental group.

[0188] Prior art dye: A commonly used high molecular weight dye was selected as a comparison group.

[0189] Experimental parameters:

[0190] Ink formulation: New and prior art dyes are each combined with other ingredients in inkjet inks.

[0191] Lighting conditions:

[0192] 1. Light intensity: simulate different light intensities (for example, 1000 lux and 5000 lux).

[0193] 2. Photoperiod: Compare the effects of different photoperiods (e.g. 24 hours and 72 hours).

[0194] Paper Type: Compare different types of printing paper (for example, glossy and matte).

[0195] Experimental steps:

[0196] 1. Prepare samples of new dyes and existing dyes.

[0197] 2. Each dye is combined with other components of inkjet ink to prepare inkjet ink samples.

[0198] 3. Apply inkjet ink samples on different types of printing paper.

[0199] 4. Expose the test piece to conditions simulating different light intensities and durations.

[0200] 5. Observe the color changes and fading of the two dyes and record your observations.

[0201] Experimental data table:

[0202]

[0203] Summary: Under conditions simulating different light intensities and durations, the new dyes showed significant differences in light fastness compared to existing dyes.

[0204] The experimental group's inkjet inks using the new dye showed excellent light fastness, with color retention being excellent when printed on glossy paper under conditions of 1000 lux for 24 hours.

[0205] The control group's inkjet inks using existing dyes showed poor light fastness, with noticeable color fading when printed on matte paper under conditions of 5000 lux for 72 hours.

[0206] In summary, the new dyes, when used with inkjet inks, exhibit superior lightfastness, maintaining their color for extended periods and under conditions of high light intensity. In contrast, existing dyes exhibit poor lightfastness, with colors easily fading due to light exposure.

[0207] These results indicate that the new dye has improved light resistance and can maintain long-lasting bright colors in prints, making it suitable for applications that require long-term display or exposure to light.

[0208] Comparative Experiment 3: Water Fastness Comparative Experiment

[0209] Experimental purpose: To compare the water fastness (water resistance) of the new dye and the high molecular weight dye prepared in the prior art when used in conjunction with inkjet ink.

[0210] Experimental setup:

[0211] New dyes: prepared according to the recipe of the above example as the experimental group.

[0212] Prior art dyes: A commonly used high molecular weight dye was selected as a comparison group.

[0213] Experimental parameters:

[0214] Ink formulation: New and prior art dyes are each combined with other ingredients in inkjet inks.

[0215] Water fastness test method: Use standard test methods for water fastness test, such as ISO105-E01.

[0216] Water fastness level: Based on the test results, evaluate the water fastness level (e.g. 1-5).

[0217] Ink concentration: Compare the water fastness of different concentrations of dye (e.g. 5% and 10%).

[0218] Experimental steps:

[0219] 1. Prepare samples of new dyes and existing dyes.

[0220] 2. Each dye is combined with other components of inkjet ink to prepare inkjet ink samples with different concentrations.

[0221] 3. Using standard test methods, perform water fastness tests on inkjet ink samples of different concentrations.

[0222] 4. Based on the test results, compare the water fastness performance of the two dyes at different concentrations and record the observations.

[0223] Experimental data table:

[0224]

[0225] Summary: In the water fastness test, the new dyes showed differences in water fastness compared to the existing technology dyes.

[0226] The experimental inkjet ink using the new dye showed excellent water fastness. Specifically, when tested using the ISO105-E01 standard test method, the new dye achieved a water fastness rating of 4. At a 5% concentration, the new dye exhibited excellent water resistance.

[0227] The control group's inkjet inks using existing dyes performed poorly in terms of water fastness. Specifically, when tested using the ISO105-E01 standard test method, the existing dyes only achieved a water fastness rating of level 3. At a 10% concentration, the existing dyes exhibited poor water resistance.

[0228] In summary, the new dyes, when used with inkjet inks, perform better in terms of water fastness, have a higher water fastness rating and better water resistance. In contrast, the existing dyes perform worse in terms of water fastness and have poor water resistance.

[0229] These results indicate that the new dyes are suitable for printing applications requiring water resistance, maintaining print stability and color vibrancy when exposed to water or in humid environments.

[0230] While embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that various changes, modifications, substitutions, and variations may be made to these embodiments without departing from the principles and spirit of the invention, and that the scope of the invention is defined by the appended claims and their equivalents.

Claims

1. A high molecular weight dye, characterized in that The invention comprises the following weight percentages: 0.1% to 50% of aromatic compounds, 10% to 90% of solvents, 0.01% to 5% of catalysts, 0.1% to 10% of oxidants, 0.1% to 5% of reducing agents, 0.1% to 1% of manganese ions, 0.1% to 20% of cross-linking agents and 5% to 20% of functional additives.

2. A high molecular weight dye according to claim 1, characterized in that, The aromatic compound is selected from a benzene ring, anthracene ring, benzothiophene ring or benzothienobenzophenone ring.

3. A high molecular weight dye according to claim 1, characterized in that, The functional additive is one or more of a polymer additive, a surface tension regulator, a stabilizer, a surfactant, a solubilizer, a pH regulator or a photosensitizer.

4. A high molecular weight dye according to claim 1, characterized in that, The cross-linking agent is optionally selected from dimethyl stearate, polyether glycol or acrylate cross-linking agent.

5. A method for preparing and purifying a high molecular weight dye, characterized in that: The method for preparing a high molecular weight dye according to any one of claims 1 to 4 comprises the following steps: S1. Preparation: Prepare the materials for preparing high molecular weight dyes and the required reactor; S2. Adding the preparation materials: slowly adding the aromatic compound, solvent, catalyst, oxidant, manganese ion and reducing substance in appropriate mass percentages into the reactor; S3. Adding cross-linking agent and functional additives: Add appropriate mass percentage of cross-linking agent and functional additives into the reactor as needed; S4, stirring and reacting: sealing the reactor, stirring and reacting under appropriate temperature and time conditions; S5. Purification: After the above reaction is completed, the prepared high molecular weight dye is purified.

6. The method for preparing and purifying a high molecular weight dye according to claim 5, wherein: The specific steps of stirring and reacting in the S4 step are: S4-1. Seal the reactor and ensure it is well sealed; S4-2, start the reactor and stir the materials inside to ensure uniform mixing of the reactants; S4-3. During the stirring process, the reaction temperature is controlled within an appropriate range; S4-4. Control the reaction time to allow the reaction to proceed for a sufficient time to achieve the desired reaction degree.

7. The method for preparing and purifying a high molecular weight dye according to claim 6, wherein: The stirring speed in the step S4-2 is between 200-800 rpm, the reaction temperature in the step S4-3 is between 20° C. and 100° C., and the reaction time in the step S4-4 is between 4 and 24 hours.

8. The method for preparing and purifying a high molecular weight dye according to claim 5, wherein: The specific steps of purification in the S5 step are: S5-1. Prepare gel chromatography column: Select a gel material with high separation effect and selectivity and fill it into the column; S5-2, sample loading: Load the reaction mixture solution onto the gel chromatography column and control the flow rate to ensure that the sample stays in the column for a sufficient time; S5-3, elution: using elution buffer, non-target substances are eluted from the column; S5-4, combined solvent extraction: After the elution step, the eluate collected from the column is mixed and shaken with an appropriate organic solvent; S5-5, Phase separation: After the mixture is allowed to stand, the organic phase and the aqueous phase will separate into layers. Use a separating funnel to separate the two phases; S5-6, washing: repeatedly washing the organic phase to remove residual impurities and dissolved substances in the aqueous phase; S5-7, drying: removing water from the organic phase by using anhydrous salts; S5-8, concentration: concentrating the organic phase by evaporation to obtain a purified product of the target substance; S5-9. Analysis and verification: Analyze and verify the purified product to ensure the effectiveness of purification and the purity of the target product.

9. An inkjet ink using a high molecular weight dye, characterized in that A high molecular weight dye according to any one of claims 1 to 4, comprising the following percentages: 10% to 50% of a high molecular weight dye, 10% to 30% of a pigment, 60% to 80% of a solvent, 1% to 5% of a surface tension regulator, 1% to 5% of a preservative, 1% to 5% of a pH regulator, and 0.1% to 1% of nitrosobisethylenediaminetetraacetic acid.

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