Material, preparation method thereof and application of material in pigment of water-based ink

Abstract

The invention belongs to the field of polymer material synthesis and functionalization application, and relates to a material, a preparation method thereof and application of the material in water-based ink pigment. The material is prepared from a reaction substance containing isophorone diisocyanate, polyethylene glycol, a chain extender, an end-capping reagent and a neutralizer, and the material is used as a sulfonated copper phthalocyanine coating material to be applied to preparation of water-based ink pigments. According to the method, the material is organically combined with sulfonated copper phthalocyanine, the limitation problems that sulfonated copper phthalocyanine in a water-based system is poor in self-dispersity, poor in cohesiveness, poor in hydrophilicity and prone to agglomeration and precipitation are solved, and when the modified sulfonated copper phthalocyanine pigment is applied to preparation of water-based ink pigments, the modified sulfonated copper phthalocyanine pigment has good ink outlet stability and color uniformity. The structural formula of the material is as follows: # imgabs0 #

Description

Technical Field

[0001] The invention belongs to the field of polymer material synthesis and functional application, and relates to a material and a preparation method thereof and application of the material in pigments of water-based inks. Background Art

[0002] Ink is an indispensable raw material in the printing process. It is mainly divided into two types: water-based and oil-based. Although oil-based ink is more accurate in color matching, it contains organic solvents in its composition, which causes serious pollution to the environment. The environmental protection characteristics of water-based ink have made it increasingly concerned by people. Unlike traditional oil-based ink, water-based ink does not contain volatile organic solvents and is non-flammable, non-toxic and odorless. These characteristics make water-based ink have less impact on the environment during the printing process, and ink is gradually becoming water-based. However, the performance and stability of water-based ink still need to be further improved, and the selection of binders and pigments plays a key role in the final performance of water-based ink.

[0003] As an important organic pigment, copper phthalocyanine is widely used in various inks due to its excellent tinting power, light and heat resistance, and chemical stability. However, the application of traditional copper phthalocyanine in water-based inks has certain limitations, such as poor dispersibility, easy agglomeration, and poor stability. The introduction of sulfonated copper phthalocyanine with hydrophilic sulfonic acid groups can improve the water solubility and dispersibility of the pigment to a certain extent, thereby improving its application performance in water-based inks. Therefore, in the preparation of water-based inks, sulfonated copper phthalocyanine is the main compound for preparing blue pigments among the three primary colors. The molecular structure of sulfonated copper phthalocyanine is shown in the figure below:

[0004]

[0005] However, in the water-based system, the sulfonated copper phthalocyanine pigment has poor self-dispersibility, poor adhesion, and poor hydrophilicity, and the problem of easy agglomeration and precipitation has not been fundamentally solved, resulting in poor ink stability and color uniformity of the sulfonated copper phthalocyanine pigment. Modification measures are needed to further improve the performance of water-based inks. Summary of the invention

[0006] Problems existing in the prior art: Although the introduction of sulfonic acid groups into copper phthalocyanine molecules can improve their water solubility, in aqueous systems, the sulfonated copper phthalocyanine pigment has poor self-dispersibility, poor adhesion, and poor hydrophilicity, and the problem of easy agglomeration and precipitation has not been fundamentally solved, resulting in poor ink stability and poor color uniformity of the sulfonated copper phthalocyanine pigment.

[0007] In view of the above problems, the present invention provides a material and a preparation method thereof and application of the material in pigments of water-based inks.

[0008] Specifically, the present invention provides the following technical solutions:

[0009] In a first aspect, the present invention provides a material, characterized in that the structural formula of the material is as follows:

[0010]

[0011] n is an integer from 4 to 24.

[0012] Preferably, it is prepared by a method comprising the following steps: preparing it by a reaction material containing isophorone diisocyanate, polyethylene glycol, a chain extender, a capping agent and a neutralizing agent.

[0013] Preferably, the molar ratio of isophorone diisocyanate, polyethylene glycol, chain extender, end-capping agent and neutralizing agent is 2-3:0.8-1.2:0.5-0.9:1-1.8:0.5-0.9.

[0014] Preferably, the average molecular weight of the polyethylene glycol is 200 to 1000; more preferably, the average molecular weight of the polyethylene glycol is 400.

[0015] Preferably, the chain extender is one or more of N-methyldiethanolamine, 2,2-dihydroxymethylpropionic acid and 2,2-dihydroxymethylbutyric acid; preferably, the chain extender is N-methyldiethanolamine.

[0016] Preferably, the end-capping agent is one of methyl ethyl ketone oxime, caprolactam and phenol; preferably, the end-capping agent is methyl ethyl ketone oxime.

[0017] In a second aspect, the present invention provides a method for preparing the material, comprising the following steps: preparing the material through a reaction substance containing isophorone diisocyanate, polyethylene glycol, a chain extender, a capping agent and a neutralizing agent.

[0018] Preferably, the method for preparing the material specifically comprises the following steps:

[0019] (1) reacting isophorone diisocyanate and polyethylene glycol to obtain a system containing a waterborne polyurethane prepolymer;

[0020] (2) adding a chain extender to the system containing the waterborne polyurethane prepolymer obtained in step (1) and continuing the reaction to obtain a system containing a long chain of waterborne polyurethane;

[0021] (3) adding a capping agent to the system containing the long chain of waterborne polyurethane obtained in step (2) to react and complete the capping;

[0022] (4) Cooling the end-capped system obtained in step (3), and then adding a neutralizing agent to react to obtain a waterborne polyurethane, i.e., a material.

[0023] Preferably, the reaction temperature in step (1), and / or step (2), and / or step (3) is 80-90°C, and / or the reaction temperature in step (4) is 35-45°C.

[0024] Preferably, the reaction time in step (1) and / or step (2) is 1 to 1.5 h, and / or the reaction time in step (3) is 1 to 2 h, and / or the reaction time in step (4) is 0.5-1.0 h.

[0025] Preferably, the cooling temperature is to 35-45°C.

[0026] In a third aspect, the present invention provides a material prepared by the preparation method.

[0027] Preferably, the material is used as a carrier in the preparation of a pigment for water-based ink; preferably, the material is used as a carrier in the preparation of a sulfonated copper phthalocyanine pigment for water-based ink, and more preferably, the carrier is a coating material.

[0028] In a fourth aspect, the present invention provides a sulfonated copper phthalocyanine pigment for water-based ink, which contains the material and sulfonated copper phthalocyanine.

[0029] Preferably, the mass ratio of the material to sulfonated copper phthalocyanine is 14 to 18:1.

[0030] Preferably, the sulfonated copper phthalocyanine molecule contains one or more sulfonic acid groups.

[0031] Preferably, the sulfonated copper phthalocyanine molecule contains greater than or equal to 1 and less than or equal to 4 sulfonic acid groups; more preferably, the sulfonated copper phthalocyanine contains 2 sulfonic acid groups.

[0032] In a fifth aspect, the present invention provides a method for preparing the sulfonated copper phthalocyanine pigment for water-based ink, comprising the following steps: mixing raw materials containing sulfonated copper phthalocyanine and the material to obtain the sulfonated copper phthalocyanine pigment for water-based ink.

[0033] Preferably, the method for preparing the sulfonated copper phthalocyanine pigment for water-based ink further comprises the following steps: rotary evaporating, emulsifying and mixing the mixed raw materials to obtain the sulfonated copper phthalocyanine pigment for water-based ink;

[0034] Preferably, the rotary evaporation temperature is: 25-45°C;

[0035] Preferably, the mixing speed is 1500-3000 rpm, and / or the mixing time is 10-30 min.

[0036] Preferably, the sulfonated copper phthalocyanine pigment for water-based ink prepared according to the sulfonated copper phthalocyanine pigment for water-based ink or the preparation method has a particle size of 0.5-5 μm.

[0037] The beneficial effect of the present invention is that the present invention obtains a modified sulfonated copper phthalocyanine pigment by mixing water-based polyurethane (i.e., coating material) and sulfonated copper phthalocyanine. After the water-based polyurethane and sulfonated copper phthalocyanine are mixed, the surface of the sulfonated copper phthalocyanine is coated by the water-based polyurethane, and the coated sulfonated copper phthalocyanine has good dispersibility, adhesion, and hydrophilicity in the water-based system, and is not easy to agglomerate and precipitate, so that the modified sulfonated copper phthalocyanine pigment obtained by the present invention has good ink discharge stability and color uniformity when applied to water-based ink. BRIEF DESCRIPTION OF THE DRAWINGS

[0038] Figure 1 This is a result diagram of the structural characterization of the coating material obtained in Example 1 using Fourier transform infrared spectroscopy.

[0039] Figure 2 This is a result diagram of the thermal stability performance characterization of the coating material obtained in Example 1 using a thermogravimetric analyzer.

[0040] Figure 3 This is a graph showing the results of the particle size performance test of the sulfonated copper phthalocyanine pigment for water-based ink obtained in Example 1.

[0041] Figure 4 This is a printed image obtained by printing with the sulfonated copper phthalocyanine pigment obtained in Example 1 in an aqueous ink.

[0042] Figure 5 The chemical structure diagram of the material of the present invention. DETAILED DESCRIPTION

[0043] In order to better understand the above technical solution, the technical solution of the present invention is clearly and completely explained in conjunction with the specific implementation method below. It should be noted that the content in the specific implementation method is only a specific implementation and explanation of the technical solution of the present invention, and should not be understood as limiting the scope of protection of the present invention.

[0044] In some specific embodiments, the present invention provides a material having the following structural formula:

[0045]

[0046] n is an integer from 4 to 24.

[0047] In some specific embodiments, n in the structural formula of the material is an integer of 4-24. Preferably, n in the structural formula of the material may be 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23 or 24, or an integer within a numerical range formed by any two of the above specific values ​​as endpoints.

[0048] In some specific embodiments, the material is prepared by a method comprising the following steps: preparing the material by reacting a reaction substance containing isophorone diisocyanate, polyethylene glycol, a chain extender, a capping agent and a neutralizing agent.

[0049] Among them, the role of isophorone diisocyanate is to provide isocyanate groups, which react with the hydroxyl groups on polyethylene glycol and the chain extender to form carbamate groups.

[0050] The role of polyethylene glycol is to provide hydroxyl groups to react with isocyanate, while also providing hydrogen bonds and discrete interactions to improve the mechanical and thermal properties of polyurethane.

[0051] The role of the chain extender is to further extend the polyurethane chain and introduce hydrophilic groups.

[0052] The function of the end-capping agent is to react with the isocyanate group at the end of the polyurethane chain.

[0053] The function of the neutralizer is to neutralize with the chain extender to form salt and improve the water content of the polyurethane.

[0054] In some specific embodiments, the present invention provides a sulfonated copper phthalocyanine pigment for water-based ink, which contains the material and sulfonated copper phthalocyanine; preferably, the sulfonated copper phthalocyanine has a substitution base of 1.

[0055] In order to better understand the technical solution of the present invention, the technical solution of the present invention is described in detail below in conjunction with specific embodiments.

[0056] Unless otherwise specified, the various reagents / instruments used in the examples of the present invention are conventional commercially available products. The sources of information on the experimental reagents and experimental instruments used in the present invention are shown in Table 1:

[0057] Table 1 Reagent / Instrument Information

[0058]

[0059]

[0060] Example 1

[0061] The sulfonated copper phthalocyanine pigment for water-based ink provided in Example 1 comprises: 6 g of coating material,

[0062] Sulfonated copper phthalocyanine 0.375 g;

[0063] Among them, the structural formula of the coating material is as follows:

[0064]

[0065] n is an integer of 8-9.

[0066] The sulfonated copper phthalocyanine pigment for water-based ink is prepared by the following steps:

[0067] (1) 2.78 g (12.5 mmol) of isophorone diisocyanate, 2.00 g (5.0 mmol) of polyethylene glycol and 5 mL of acetone were uniformly mixed, and then the mixture was added to a three-necked flask with a stirring device, and reacted at 85° C. for 1 hour to generate a waterborne polyurethane prepolymer, thereby obtaining a system containing a waterborne polyurethane prepolymer.

[0068] Among them, one mouth of the three-necked flask with a stirring device was sealed with a rubber stopper so that reactants could be added into the flask during the reaction. The flask was connected to a reflux device and sealed, and vacuumed and filled with nitrogen for 3 cycles.

[0069] (2) A mixed solution of 0.417 g (3.5 mmol) of N-methyldiethanolamine and 5 mL of acetone was added to a system containing an aqueous polyurethane prepolymer through a syringe, and the mixture was reacted at 85° C. for 1 hour to generate an aqueous polyurethane long chain, thereby obtaining a system containing an aqueous polyurethane long chain.

[0070] (3) 0.610 g (7.0 mmol) of methyl ethyl ketone oxime and 0.5 mL of acetone were added to the system containing the long chain of waterborne polyurethane and reacted at 85° C. for 1 hour to complete the end-capping.

[0071] (4) The blocked system obtained in step (3) was cooled to 40° C., and then 0.210 g (3.5 mmol) of glacial acetic acid was added thereto, reacted at 40° C. for 0.5 hour, and then cooled to room temperature to obtain a waterborne polyurethane, i.e., a coating material.

[0072] (5) The coated material obtained in step (4) was mixed with sulfonated copper phthalocyanine at a mass ratio of 16:1, and then the acetone in the mixture was removed by rotary evaporation at 35° C., and then water was added for emulsification and mixed at 2000 rpm for 20 minutes to obtain a sulfonated copper phthalocyanine pigment for water-based ink.

[0073] Example 2

[0074] The sulfonated copper phthalocyanine pigment for water-based ink provided in Example 2 comprises: 12 g of coating material and 0.75 g of sulfonated copper phthalocyanine;

[0075] Among them, the structural formula of the coating material is as follows:

[0076]

[0077] n is an integer of 8-9.

[0078] The sulfonated copper phthalocyanine pigment for water-based ink is prepared by the following steps:

[0079] (1) 5.56 g (25.0 mmol) of isophorone diisocyanate and 4.00 g (10.0 mmol) of polyethylene glycol were uniformly mixed with 10 mL of acetone, and then the mixture was added to a three-necked flask with a stirring device, and reacted at 85° C. for 1 hour to generate a waterborne polyurethane prepolymer, thereby obtaining a system containing a waterborne polyurethane prepolymer.

[0080] Among them, one mouth of the three-necked flask with a stirring device was sealed with a rubber stopper so that reactants could be added into the flask during the reaction. The flask was connected to a reflux device and sealed, and vacuumed and filled with nitrogen for 3 cycles.

[0081] (2) 1.04 g (7.0 mmol) of 2,2-dimethylolbutyric acid was added to the system containing the waterborne polyurethane prepolymer, and the mixture was reacted at 85° C. for 1 hour to generate a waterborne polyurethane long chain, thereby obtaining a system containing a waterborne polyurethane long chain.

[0082] (3) 1.220 g (14.0 mmol) of methyl ethyl ketone oxime and 1.0 mL of acetone were added to the system containing the long chain of waterborne polyurethane and reacted at 85° C. for 1 hour to complete the end-capping.

[0083] (4) The blocked system obtained in step (3) was cooled to 40° C., and then 0.708 g (7.0 mmol) of triethylamine was added thereto. The mixture was reacted at 40° C. for 0.5 hour and then cooled to room temperature to obtain a waterborne polyurethane, i.e., a coating material.

[0084] (5) The coated material obtained in step (4) was mixed with sulfonated copper phthalocyanine at a mass ratio of 16:1, and then the acetone in the mixture was removed by rotary evaporation at 35° C., and then water was added for emulsification and mixed at 2000 rpm for 20 minutes to obtain a sulfonated copper phthalocyanine pigment for water-based ink.

[0085] Example 3

[0086] The sulfonated copper phthalocyanine pigment for water-based ink provided in Example 3 comprises: 6 g of coating material,

[0087] Sulfonated copper phthalocyanine 0.375 g;

[0088] Among them, the structural formula of the coating material is as follows:

[0089]

[0090] n is an integer of 8-9.

[0091] The sulfonated copper phthalocyanine pigment for water-based ink is prepared by the following steps:

[0092] (1) 2.78 g (12.5 mmol) of isophorone diisocyanate, 1.60 g (4.0 mmol) of polyethylene glycol and 5 mL of acetone were uniformly mixed, and then the mixture was added to a three-necked flask with a stirring device, and reacted at 85° C. for 1 hour to generate a waterborne polyurethane prepolymer, thereby obtaining a system containing a waterborne polyurethane prepolymer.

[0093] Among them, one mouth of the three-necked flask with a stirring device was sealed with a rubber stopper so that reactants could be added into the flask during the reaction. The flask was connected to a reflux device and sealed, and vacuumed and filled with nitrogen for 3 cycles.

[0094] (2) A mixed solution of 0.298 g (2.5 mmol) of N-methyldiethanolamine and 5 mL of acetone was added to a system containing an aqueous polyurethane prepolymer through a syringe, and the mixture was reacted at 85° C. for 1 hour to generate an aqueous polyurethane long chain, thereby obtaining a system containing an aqueous polyurethane long chain.

[0095] (3) 0.436 g (5.0 mmol) of methyl ethyl ketone oxime and 0.5 mL of acetone were added to the system containing the long chain of waterborne polyurethane and reacted at 85° C. for 1 hour to complete the end-capping.

[0096] (4) The blocked system obtained in step (3) was cooled to 40° C., and then 0.150 g (2.5 mmol) of glacial acetic acid was added thereto, reacted at 40° C. for 0.5 hour, and then cooled to room temperature to obtain a waterborne polyurethane, i.e., a coating material.

[0097] (5) The coated material obtained in step (4) was mixed with sulfonated copper phthalocyanine at a mass ratio of 16:1, and then the acetone in the mixture was removed by rotary evaporation at 35° C., and then water was added for emulsification and mixed at 2000 rpm for 20 minutes to obtain a sulfonated copper phthalocyanine pigment for water-based ink.

[0098] Example 4

[0099] The sulfonated copper phthalocyanine pigment for water-based ink provided in Example 4 comprises: 6 g of coating material and 0.375 g of sulfonated copper phthalocyanine;

[0100] Among them, the structural formula of the coating material is as follows:

[0101]

[0102] n is an integer of 8-9.

[0103] The sulfonated copper phthalocyanine pigment for water-based ink is prepared by the following steps:

[0104] (1) 2.78 g (12.5 mmol) of isophorone diisocyanate, 2.00 g (5.0 mmol) of polyethylene glycol and 5 mL of acetone were uniformly mixed, and then the mixture was added to a three-necked flask with a stirring device, and reacted at 85° C. for 1 hour to generate a waterborne polyurethane prepolymer, thereby obtaining a system containing a waterborne polyurethane prepolymer.

[0105] Among them, one mouth of the three-necked flask with a stirring device was sealed with a rubber stopper so that reactants could be added into the flask during the reaction. The flask was connected to a reflux device and sealed, and vacuumed and filled with nitrogen for 3 cycles.

[0106] (2) A mixed solution of 0.447 g (3.75 mmol) of N-methyldiethanolamine and 5 mL of acetone was added to a system containing an aqueous polyurethane prepolymer through a syringe, and the mixture was reacted at 85° C. for 1 hour to generate an aqueous polyurethane long chain, thereby obtaining a system containing an aqueous polyurethane long chain.

[0107] (3) 0.581 g (6.67 mmol) of methyl ethyl ketone oxime and 0.5 mL of acetone were added to the system containing the long chain of aqueous polyurethane and reacted at 85° C. for 1 hour to complete the end-capping.

[0108] (4) The blocked system obtained in step (3) was cooled to 40° C., and then 0.200 g (3.33 mmol) of glacial acetic acid was added thereto. The mixture was reacted at 40° C. for 0.5 hour and then cooled to room temperature to obtain a waterborne polyurethane, i.e., a coating material.

[0109] (5) The coated material obtained in step (4) was mixed with sulfonated copper phthalocyanine at a mass ratio of 16:1, and then the acetone in the mixture was removed by rotary evaporation at 35° C., and then water was added for emulsification and mixed at 2000 rpm for 20 minutes to obtain a sulfonated copper phthalocyanine pigment for water-based ink.

[0110] Example 5

[0111] The sulfonated copper phthalocyanine pigment for water-based ink provided in Example 5 comprises: 6 g of coating material,

[0112] Sulfonated copper phthalocyanine 0.429 g;

[0113] Among them, the structural formula of the coating material is as follows:

[0114]

[0115] n is an integer of 8-9.

[0116] The sulfonated copper phthalocyanine pigment for water-based ink is prepared by the following steps:

[0117] (1) 2.78 g (12.5 mmol) of isophorone diisocyanate, 2.00 g (5.0 mmol) of polyethylene glycol and 5 mL of acetone were uniformly mixed, and then the mixture was added to a three-necked flask with a stirring device, and reacted at 85° C. for 1 hour to generate a waterborne polyurethane prepolymer, thereby obtaining a system containing a waterborne polyurethane prepolymer.

[0118] Among them, one mouth of the three-necked flask with a stirring device was sealed with a rubber stopper so that reactants could be added into the flask during the reaction. The flask was connected to a reflux device and sealed, and vacuumed and filled with nitrogen for 3 cycles.

[0119] (2) A mixed solution of 0.417 g (3.5 mmol) of N-methyldiethanolamine and 5 mL of acetone was added to a system containing an aqueous polyurethane prepolymer through a syringe, and the mixture was reacted at 85° C. for 1 hour to generate an aqueous polyurethane long chain, thereby obtaining a system containing an aqueous polyurethane long chain.

[0120] (3) 0.610 g (7.0 mmol) of methyl ethyl ketone oxime and 0.5 mL of acetone were added to the system containing the long chain of waterborne polyurethane and reacted at 85° C. for 1 hour to complete the end-capping.

[0121] (4) The blocked system obtained in step (3) was cooled to 40° C., and then 0.210 g (3.5 mmol) of glacial acetic acid was added thereto, reacted at 40° C. for 0.5 hour, and then cooled to room temperature to obtain a waterborne polyurethane, i.e., a coating material.

[0122] (5) The coated material obtained in step (4) was mixed with sulfonated copper phthalocyanine at a mass ratio of 14:1, and then the acetone in the mixture was removed by rotary evaporation at 35° C., and then water was added for emulsification and mixed at 2000 rpm for 20 minutes to obtain a sulfonated copper phthalocyanine pigment for water-based ink.

[0123] Example 6

[0124] The sulfonated copper phthalocyanine pigment for water-based ink provided in Example 6 comprises: 6 g of coating material,

[0125] Sulfonated copper phthalocyanine 0.333 g;

[0126] Among them, the structural formula of the coating material is as follows:

[0127]

[0128] n is an integer of 8-9.

[0129] The sulfonated copper phthalocyanine pigment for water-based ink is prepared by the following steps:

[0130] (1) 2.78 g (12.5 mmol) of isophorone diisocyanate, 2.00 g (5.0 mmol) of polyethylene glycol and 5 mL of acetone were uniformly mixed, and then the mixture was added to a three-necked flask with a stirring device, and reacted at 85° C. for 1 hour to generate a waterborne polyurethane prepolymer, thereby obtaining a system containing a waterborne polyurethane prepolymer.

[0131] Among them, one mouth of the three-necked flask with a stirring device was sealed with a rubber stopper so that reactants could be added into the flask during the reaction. The flask was connected to a reflux device and sealed, and vacuumed and filled with nitrogen for 3 cycles.

[0132] (2) A mixed solution of 0.417 g (3.5 mmol) of N-methyldiethanolamine and 5 mL of acetone was added to a system containing an aqueous polyurethane prepolymer through a syringe, and the mixture was reacted at 85° C. for 1 hour to generate an aqueous polyurethane long chain, thereby obtaining a system containing an aqueous polyurethane long chain.

[0133] (3) 0.610 g (7.0 mmol) of methyl ethyl ketone oxime and 0.5 mL of acetone were added to the system containing the long chain of waterborne polyurethane and reacted at 85° C. for 1 hour to complete the end-capping.

[0134] (4) The blocked system obtained in step (3) was cooled to 40° C., and then 0.210 g (3.5 mmol) of glacial acetic acid was added thereto, reacted at 40° C. for 0.5 hour, and then cooled to room temperature to obtain a waterborne polyurethane, i.e., a coating material.

[0135] (5) The coated material obtained in step (4) was mixed with sulfonated copper phthalocyanine at a mass ratio of 18:1, and then the acetone in the mixture was removed by rotary evaporation at 35° C., and then water was added for emulsification and mixed at 2000 rpm for 20 minutes to obtain a sulfonated copper phthalocyanine pigment for water-based ink.

[0136] Structural characterization of coating materials

[0137] Structural characterization of coating materials: The coating materials obtained in Example 1 were characterized by Fourier transform infrared spectroscopy and thermogravimetric analysis, respectively. Figure 1 and Figure 2 shown.

[0138] like Figure 1 As shown, Figure 1 This is a result diagram of the structural characterization of the coating material obtained in Example 1 using Fourier transform infrared spectroscopy. Figure 1 3318cm -1 The characteristic absorption peak of the urethane bond and the nitrogen-hydrogen bond in urea is 2948 cm -1 、2901cm -1 and 2873cm -1 is the stretching vibration of the carbon-hydrogen bond in polyethylene glycol and isophorone diisocyanate, 1708 cm -1 Corresponding to the stretching vibration of carbon-oxygen double bond, 1510 cm -1 Corresponding to the stretching vibration of carbon-hydrogen bond and nitrogen-hydrogen bond, 1461cm -1 is the bending vibration of the methylene carbon-hydrogen bond in the polyol, 1304 cm -1 The absorption of the amide bond association state is 1237 cm -1 and 1100cm -1 Corresponding to the stretching vibration of the ether bond, 1047 cm -1 Stretching vibration of amide bond, 2270 cm -1 There is no isocyanate anywhere, proving that the polyurethane coating material is successfully synthesized.

[0139] like Figure 2 As shown, Figure 2 The figure is the result of using a thermogravimetric analyzer to characterize the thermal stability of the coating material obtained in Example 1. Figure 2 It can be seen that the 5% thermal weight loss temperature of the synthesized coating material is 196.1°C.

[0140] Technical effect evaluation

[0141] Particle size performance test: The sulfonated copper phthalocyanine pigment for water-based ink obtained in Example 1 was tested for particle size performance using a dynamic light scattering instrument. The results are as follows: Figure 3 shown.

[0142] like Figure 3 As shown, Figure 3 This is the result graph of the particle size performance test of the sulfonated copper phthalocyanine pigment for water-based ink obtained in Example 1. It can be seen from the figure that the particle size distribution of the sulfonated copper phthalocyanine pigment system for water-based ink is uniform and there is no agglomeration and precipitation phenomenon. The results show that the coating material has a good coating effect on the sulfonated copper phthalocyanine.

[0143] Application Examples

[0144] The sulfonated copper phthalocyanine pigment for water-based ink obtained in Example 1 was selected and printed on commercially available A4 paper using a screen printing plate to determine ink stability and color uniformity. The results are as follows: Figure 4 shown.

[0145] like Figure 4 As shown, Figure 4The printed image is obtained by printing with the sulfonated copper phthalocyanine pigment in water-based ink obtained in Example 1. The results show that the modified sulfonated copper phthalocyanine pigment has good ink stability and color uniformity when applied to water-based ink.

[0146] The above embodiments are only for further explanation and understanding of the technical solution of the present invention, and are not limitations of the present invention. Any non-prominent substantial features and non-significant improvements made by those skilled in the art on this basis should fall within the scope of protection of the present invention.

Claims

1. A material, characterized in that The structural formula of the material is as follows: n is an integer from 4 to 24.

2. The material according to claim 1, characterized in that The invention is prepared by a method comprising the following steps: preparing the product by reaction materials containing isophorone diisocyanate, polyethylene glycol, a chain extender, a capping agent and a neutralizing agent.

3. The material according to claim 1 or 2, characterized in that The molar ratio of isophorone diisocyanate, polyethylene glycol, chain extender, end-capping agent and neutralizing agent is 2-3:0.8-1.2:0.5-0.9:1-1.8:0.5-0.

9.

4. The material according to any one of claims 1 to 3, characterized in that The average molecular weight of the polyethylene glycol is 200 to 1000; preferably, the average molecular weight of the polyethylene glycol is 400.

5. The material according to any one of claims 1 to 4, characterized in that The chain extender is one or more of N-methyldiethanolamine, 2,2-dihydroxymethylpropionic acid and 2,2-dihydroxymethylbutyric acid; preferably, the chain extender is N-methyldiethanolamine.

6. The material according to any one of claims 1 to 5, characterized in that The end-capping agent is one of methyl ethyl ketone oxime, caprolactam and phenol; preferably, the end-capping agent is methyl ethyl ketone oxime.

7. A method for preparing the material according to any one of claims 1 to 6, characterized in that: The method comprises the following steps: preparing the material through reaction substances containing isophorone diisocyanate, polyethylene glycol, a chain extender, a capping agent and a neutralizing agent.

8. The preparation method according to claim 7, characterized in that: The specific steps include: (1) reacting isophorone diisocyanate and polyethylene glycol to obtain a system containing a waterborne polyurethane prepolymer; (2) adding a chain extender to the system containing the waterborne polyurethane prepolymer obtained in step (1) and continuing the reaction to obtain a system containing a long chain of waterborne polyurethane; (3) adding a capping agent to the system containing the long chain of waterborne polyurethane obtained in step (2) to react and complete the capping; (4) Cooling the end-capped system obtained in step (3), and then adding a neutralizing agent to react to obtain a waterborne polyurethane, i.e., the material.

9. The preparation method according to claim 8, characterized in that: The reaction temperature in step (1), and / or step (2), and / or step (3) is 80-90°C, and / or the reaction temperature in step (4) is 35-45°C.

10. The preparation method according to claim 8, characterized in that: The reaction time in step (1) and / or step (2) is 1 to 1.5 h, and / or the reaction time in step (3) is 1 to 2 h, and / or the reaction time in step (4) is 0.5-1.0 h.

11. The preparation method according to claim 8, characterized in that: Cool the temperature to 35-45°C.

12. A material, characterized in that It is prepared by the preparation method described in any one of claims 7 to 11.

13. Use of the material described in any one of claims 1 to 6 or claim 12 as a carrier in the preparation of a pigment for water-based ink; preferably, use of the material as a carrier in the preparation of a sulfonated copper phthalocyanine pigment for water-based ink, more preferably the carrier is a coating material.

14. A sulfonated copper phthalocyanine pigment for water-based ink, characterized in that: Contains the material according to any one of claims 1 to 6 or claim 12 and sulfonated copper phthalocyanine.

15. The sulfonated copper phthalocyanine pigment according to claim 14, characterized in that The mass ratio of the material to sulfonated copper phthalocyanine is 14-18:

1.

16. The sulfonated copper phthalocyanine pigment according to claim 14 or 15, characterized in that The sulfonated copper phthalocyanine molecule contains one or more sulfonic acid groups.

17. The sulfonated copper phthalocyanine pigment according to any one of claims 14 to 16, characterized in that The sulfonated copper phthalocyanine molecule contains 1 or more and 4 or less sulfonic acid groups; preferably, the sulfonated copper phthalocyanine contains 2 sulfonic acid groups.

18. A method for preparing a sulfonated copper phthalocyanine pigment for water-based ink according to any one of claims 14 to 17, characterized in that: The method comprises the following steps: mixing raw materials containing sulfonated copper phthalocyanine and the material described in any one of claims 1 to 6 or described in claim 12 to obtain sulfonated copper phthalocyanine pigment for water-based ink.

19. The preparation method according to claim 18, characterized in that: The method also includes the following steps: rotary evaporating, emulsifying and mixing the mixed raw materials to obtain a sulfonated copper phthalocyanine pigment for water-based ink; Preferably, the rotary evaporation temperature is: 25-45°C; Preferably, the mixing speed is 1500-3000 rpm, and / or the mixing time is 10-30 min.

20. The sulfonated copper phthalocyanine pigment for water-based ink prepared according to any one of claims 14 to 17 or the preparation method according to claim 18 or 19, characterized in that: The particle size is 0.5-5μm.

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