A screen printing ink resin, its preparation method, and its application in cigarette packaging.

Abstract

This invention discloses a screen printing ink resin and its preparation method, belonging to the field of ink preparation technology. The ink resin comprises the following components: 5-16 parts of acrylic monomer, 20-50 parts of acrylate monomer, 4-14 parts of aliphatic polyurethane acrylate, 0.1-1 parts of initiator, 2-8 parts of emulsifier, 10-50 parts of deionized water, and 0-2 parts of additives. The emulsifier is prepared by nucleophilic substitution reaction of cis-9-octadeceneamine and 1-amino-5-vinylnaphthalene with sodium benzaldehyde-2-sulfonate. Based on existing acrylic / ester resins, this invention optimizes and adjusts the components to obtain an ink resin that cures quickly and has high adhesion and flexibility.

Description

Technical Field

[0001] This invention relates to the field of ink preparation technology, specifically to a screen printing ink resin, its preparation method, and its application in cigarette packaging. Background Technology

[0002] In recent years, my country's printing industry has been striving to transform towards sustainable development, making green printing the main direction of its development. This is especially true in the cigarette packaging printing industry, where, with the increasingly stringent requirements from the Chinese tobacco industry regarding limits on various harmful substances in cigarettes and their packaging, cigarette packaging printing companies are actively seeking green and environmentally friendly printing materials.

[0003] While solvent-based screen printing inks produce sufficiently exquisite printing results, they all contain a large amount of organic solvents. During application, a significant amount of these organic solvents are released, causing environmental pollution and producing an irritating odor, which is detrimental to environmental protection. In contrast, water-based inks use water as the main solvent and are made from water-based polymer emulsions, organic pigments, resins, surfactants, and related additives through chemical processes and physical mixing. Because water replaces 30% to 70% of the toxic organic solvents in traditional inks, the inks no longer contain volatile organic solvents. Therefore, they have no adverse effects on workers' health during the printing process, do not pollute the atmosphere, and eliminate the hazards of flammability and explosion in the workplace, thus improving safety.

[0004] Water-soluble or water-dispersible resins, as binders for water-based inks, affect the ink's viscosity, adhesion, gloss, drying, and printability. Meanwhile, existing water-based screen printing ink resins generally suffer from slow curing speed, weak adhesion, and poor flexibility, resulting in less than ideal performance. Summary of the Invention

[0005] To address the above problems, this invention provides a screen printing ink resin, its preparation method, and its application in cigarette packaging.

[0006] The objective of this invention is achieved through the following technical solution:

[0007] A screen printing ink resin, by weight, comprises the following components: 5-16 parts acrylic monomer, 20-50 parts acrylate monomer, 4-14 parts aliphatic polyurethane acrylate, 0.1-1 part initiator, 2-8 parts emulsifier, 10-50 parts deionized water, and 0-2 parts additives.

[0008] The preparation method of the emulsifier includes the following steps:

[0009] Weigh out cis-9-octadecenamine and 1-amino-5-vinylnaphthalene, respectively, and dissolve them in solvents to obtain cis-9-octadecenamine solution and 1-amino-5-vinylnaphthalene solution. Weigh out sodium benzaldehyde-2-sulfonate and dissolve it in deionized water to obtain sodium benzaldehyde-2-sulfonate solution. Under room temperature and stirring conditions, slowly add the cis-9-octadecenamine solution and the 1-amino-5-vinylnaphthalene solution to the sodium benzaldehyde-2-sulfonate solution simultaneously. After thorough mixing, add sodium bromide to adjust the pH of the mixture to alkaline. Continue stirring and reacting for 10-60 minutes. After the reaction is complete, filter to separate the precipitate. Concentrate the filtrate under reduced pressure to obtain the emulsifier.

[0010] In some preferred embodiments, the acrylate monomer is one or more of methyl acrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, isooctyl acrylate, 4-hydroxybutyl acrylate, lauryl acrylate, octadecyl acrylate, octadecyl methacrylate, tripropylene glycol diacrylate, and trimethylolpropane triacrylate.

[0011] In some preferred embodiments, the initiator is one or more of 1-hydroxy-cyclohexyl-phenyl ketone, methyl benzoyl benzoate, 4-chlorobenzophenone, oligomeric polyfunctional α-hydroxy ketone, and 2-hydroxy-2-methyl-1-phenyl-1-propanone.

[0012] In some preferred embodiments, the additive is one or more of the following: dispersant, leveling agent, stabilizer, softener, preservative, defoamer, pH adjuster, adhesion promoter, antistatic agent, and thickener.

[0013] In some preferred embodiments, the molar concentration of the cis-9-octadeceneamine solution is 0.01-0.1 mol / L, and the molar concentration of the 1-amino-5-vinylnaphthalene solution is 0.01-0.1 mol / L.

[0014] In some preferred embodiments, the molar concentration of the sodium benzaldehyde-2-sulfonate solution is 0.01-0.1 mol / L.

[0015] In some preferred embodiments, the molar ratio of the cis-9-octadeceneamine to the 1-amino-5-vinylnaphthalene, the sodium benzaldehyde-2-sulfonate, and the sodium bromide is 1:(1.8-2.5):(8-11):(0.01-0.05).

[0016] In some preferred embodiments, the pH of the mixture is adjusted to 7.5-10.

[0017] Another object of the present invention is to provide a method for preparing the screen printing ink resin, comprising the following steps:

[0018] S1. Weigh out all raw materials and set aside.

[0019] S2. Place the deionized water and the emulsifier in a high-speed mixer and stir and disperse for 1-60 minutes. Add the remaining raw materials and continue stirring and dispersing for 1-60 minutes to obtain a slurry. Transfer the dispersed slurry to a sand mill or ball mill for grinding and dispersion until the expected dispersion fineness and concentration are achieved. Then filter it through a fine mesh sieve to obtain the final product.

[0020] Another object of the present invention is to provide a method for applying the aforementioned screen printing ink resin, specifically for application on cigarette packs.

[0021] The beneficial effects of this invention are as follows:

[0022] To address the problems of slow curing speed, weak adhesion, and poor flexibility in existing water-based screen printing ink resins, this invention optimizes the composition of existing acrylic / ester resins to produce an ink resin that cures quickly while possessing high adhesion and flexibility. Specifically, this invention introduces aliphatic polyurethane acrylate for copolymerization, introducing a polyurethane segment into the polymer resin to effectively improve the ink resin's flexibility. Furthermore, this invention reacts cis-9-octadeceneamine and 1-amino-5-vinylnaphthalene as raw materials with sodium benzaldehyde-2-sulfonate, linking the hydrophilic sodium sulfonate and the hydrophobic octadecene through imine bonding, which serves as an emulsifier in the ink resin system. Utilizing the dissociation of imine under acidic conditions, the pH of the ink resin is adjusted to acidic during screen printing, disrupting the emulsification stability of the resin system, fully releasing the active monomers within the emulsion microcapsules, reducing the isolation between monomers caused by the emulsion microcapsules, and thus increasing the curing rate. Simultaneously, the acid-hydrolyzed emulsifier can also introduce vinylnaphthalene groups into the polymer resin, further improving ink adhesion. Detailed Implementation

[0023] The present invention will be further described in conjunction with the following embodiments.

[0024] Example 1

[0025] A screen printing ink resin, characterized in that, by weight, it comprises the following components: 10 parts acrylic monomer, 12 parts methyl acrylate, 12 parts butyl acrylate, 7 parts isooctyl acrylate, 3 parts lauryl acrylate, 6 parts tripropylene glycol diacrylate, 8.5 parts aliphatic polyurethane acrylate (CAS No.: 68987-79-1), 0.4 parts initiator, 7.2 parts emulsifier, 30 parts deionized water, and 0.2 parts light stabilizer;

[0026] The initiator is an oligomeric multifunctional α-hydroxy ketone (KIP150) or 2-hydroxy-2-methyl-1-phenyl-1-propanone (DAROCUR 1173);

[0027] The preparation method of the emulsifier includes the following steps:

[0028] cis-9-octadecenamine and 1-amino-5-vinylnaphthalene were weighed and dissolved in ethanol to obtain cis-9-octadecenamine solution and 1-amino-5-vinylnaphthalene solution, respectively. Sodium benzaldehyde-2-sulfonate was weighed and dissolved in deionized water to obtain sodium benzaldehyde-2-sulfonate solution. Under room temperature and stirring conditions, the cis-9-octadecenamine solution and the 1-amino-5-vinylnaphthalene solution were slowly added to the sodium benzaldehyde-2-sulfonate solution simultaneously. After thorough mixing, sodium bromide was added to adjust the pH of the mixture to 8.5. The reaction was continued for 30 minutes. After the reaction was completed, the precipitate was separated by filtration. The filtrate was concentrated under reduced pressure to obtain the emulsifier.

[0029] The molar concentration of the cis-9-octadeceneamine solution is 0.02 mol / L, the molar concentration of the 1-amino-5-vinylnaphthalene solution is 0.02 mol / L, and the molar concentration of the sodium benzaldehyde-2-sulfonate solution is 0.05 mol / L.

[0030] The molar ratio of cis-9-octadeceneamine to 1-amino-5-vinylnaphthalene, sodium benzaldehyde-2-sulfonate, and sodium bromide is 1:2.1:10.5:0.03;

[0031] The solid content of the emulsifier is 86.0 wt%.

[0032] The light stabilizer is a mixture of 7-hydroxy-4-methylcoumarin and 2,4-dihydroxy-benzophenone in a mass ratio of 1:2.

[0033] The preparation method of the screen printing ink resin includes the following steps:

[0034] S1. Weigh out all raw materials and set aside.

[0035] S2. Place the deionized water and the emulsifier in a high-speed mixer and stir and disperse for 10 minutes. Add the remaining raw materials and continue stirring and dispersing for 30 minutes to obtain a slurry. Transfer the dispersed slurry to a sand mill or ball mill for grinding and dispersion, and then filter it through a fine mesh sieve to obtain the final product.

[0036] Comparative Example 1

[0037] A screen printing ink resin, characterized in that, by weight, it comprises the following components: 10 parts acrylic monomer, 12 parts methyl acrylate, 12 parts butyl acrylate, 7 parts isooctyl acrylate, 3 parts lauryl acrylate, 6 parts tripropylene glycol diacrylate, 0.4 parts initiator, 7.2 parts emulsifier, 30 parts deionized water, and 0.2 parts light stabilizer.

[0038] The initiator is an oligomeric multifunctional α-hydroxy ketone (KIP150) or 2-hydroxy-2-methyl-1-phenyl-1-propanone (DAROCUR 1173);

[0039] The preparation method of the emulsifier includes the following steps:

[0040] cis-9-octadecenamine and 1-amino-5-vinylnaphthalene were weighed and dissolved in ethanol to obtain cis-9-octadecenamine solution and 1-amino-5-vinylnaphthalene solution, respectively. Sodium benzaldehyde-2-sulfonate was weighed and dissolved in deionized water to obtain sodium benzaldehyde-2-sulfonate solution. Under room temperature and stirring conditions, the cis-9-octadecenamine solution and the 1-amino-5-vinylnaphthalene solution were slowly added to the sodium benzaldehyde-2-sulfonate solution simultaneously. After thorough mixing, sodium bromide was added to adjust the pH of the mixture to 8.5. The reaction was continued for 30 minutes. After the reaction was completed, the precipitate was separated by filtration. The filtrate was concentrated under reduced pressure to obtain the emulsifier.

[0041] The molar concentration of the cis-9-octadeceneamine solution is 0.02 mol / L, the molar concentration of the 1-amino-5-vinylnaphthalene solution is 0.02 mol / L, and the molar concentration of the sodium benzaldehyde-2-sulfonate solution is 0.05 mol / L.

[0042] The molar ratio of cis-9-octadeceneamine to 1-amino-5-vinylnaphthalene, sodium benzaldehyde-2-sulfonate, and sodium bromide is 1:2.1:10.5:0.03;

[0043] The solid content of the emulsifier is 86.0 wt%.

[0044] The light stabilizer is a mixture of 7-hydroxy-4-methylcoumarin and 2,4-dihydroxy-benzophenone in a mass ratio of 1:2.

[0045] The preparation method of the screen printing ink resin includes the following steps:

[0046] S1. Weigh out all raw materials and set aside.

[0047] S2. Place the deionized water and the emulsifier in a high-speed mixer and stir and disperse for 10 minutes. Add the remaining raw materials and continue stirring and dispersing for 30 minutes to obtain a slurry. Transfer the dispersed slurry to a sand mill or ball mill for grinding and dispersion, and then filter it through a fine mesh sieve to obtain the final product.

[0048] Comparative Example 2

[0049] A screen printing ink resin, characterized in that, by weight, it comprises the following components: 10 parts acrylic monomer, 12 parts methyl acrylate, 12 parts butyl acrylate, 7 parts isooctyl acrylate, 3 parts lauryl acrylate, 6 parts tripropylene glycol diacrylate, 8.5 parts aliphatic polyurethane acrylate (CAS No.: 68987-79-1), 0.4 parts initiator, 7.2 parts emulsifier, 30 parts deionized water, and 0.2 parts light stabilizer;

[0050] The initiator is an oligomeric multifunctional α-hydroxy ketone (KIP150) or 2-hydroxy-2-methyl-1-phenyl-1-propanone (DAROCUR 1173);

[0051] The preparation method of the emulsifier includes the following steps:

[0052] Weigh out cis-9-octadecenamine and dissolve it in ethanol to obtain a cis-9-octadecenamine solution. Weigh out sodium benzaldehyde-2-sulfonate and dissolve it in deionized water to obtain a sodium benzaldehyde-2-sulfonate solution. Under room temperature and stirring conditions, slowly add the cis-9-octadecenamine solution to the sodium benzaldehyde-2-sulfonate solution. After thorough mixing, add sodium bromide to adjust the pH of the mixture to 8.5. Continue stirring for 30 minutes. After the reaction is complete, filter to separate the precipitate. The filtrate is concentrated under reduced pressure to obtain the emulsifier.

[0053] The molar concentration of the cis-9-octadeceneamine solution is 0.02 mol / L; the molar concentration of the sodium benzaldehyde-2-sulfonate solution is 0.05 mol / L.

[0054] The molar ratio of cis-9-octadecenamine to sodium benzaldehyde-2-sulfonate and sodium bromide is 1:10.5:0.03;

[0055] The solid content of the emulsifier is 86.4 wt%.

[0056] The light stabilizer is a mixture of 7-hydroxy-4-methylcoumarin and 2,4-dihydroxy-benzophenone in a mass ratio of 1:2.

[0057] The preparation method of the screen printing ink resin includes the following steps:

[0058] S1. Weigh out all raw materials and set aside.

[0059] S2. Place the deionized water and the emulsifier in a high-speed mixer and stir and disperse for 10 minutes. Add the remaining raw materials and continue stirring and dispersing for 30 minutes to obtain a slurry. Transfer the dispersed slurry to a sand mill or ball mill for grinding and dispersion, and then filter it through a fine mesh sieve to obtain the final product.

[0060] Comparative Example 3

[0061] A screen printing ink resin, characterized in that, by weight, it comprises the following components: 10 parts acrylic monomer, 12 parts methyl acrylate, 12 parts butyl acrylate, 7 parts isooctyl acrylate, 3 parts lauryl acrylate, 6 parts tripropylene glycol diacrylate, 8.5 parts aliphatic polyurethane acrylate (CAS No.: 68987-79-1), 0.4 parts initiator, 7.2 parts emulsifier, 30 parts deionized water, and 0.2 parts light stabilizer;

[0062] The initiator is an oligomeric multifunctional α-hydroxy ketone (KIP150) or 2-hydroxy-2-methyl-1-phenyl-1-propanone (DAROCUR 1173);

[0063] The emulsifier is a mixture of nonylphenol polyoxyethylene ether ammonium sulfate and disodium succinate monoester sulfonate in a mass ratio of 1:1.

[0064] The light stabilizer is a mixture of 7-hydroxy-4-methylcoumarin and 2,4-dihydroxy-benzophenone in a mass ratio of 1:2.

[0065] The preparation method of the screen printing ink resin includes the following steps:

[0066] S1. Weigh out all raw materials and set aside.

[0067] S2. Place the deionized water and the emulsifier in a high-speed mixer and stir and disperse for 10 minutes. Add the remaining raw materials and continue stirring and dispersing for 30 minutes to obtain a slurry. Transfer the dispersed slurry to a sand mill or ball mill for grinding and dispersion, and then filter it through a fine mesh sieve to obtain the final product.

[0068] Example 2

[0069] A screen printing ink resin, characterized in that, by weight, it comprises the following components: 5 parts acrylic monomer, 6 parts methyl acrylate, 5 parts butyl acrylate, 3 parts isooctyl acrylate, 2 parts lauryl acrylate, 4 parts tripropylene glycol diacrylate, 4 parts aliphatic polyurethane acrylate (CAS No.: 68987-79-1), 0.1 parts initiator, 2 parts emulsifier, and 10 parts deionized water;

[0070] The initiator is the same as in Example 1;

[0071] The emulsifier is the same as in Example 1;

[0072] The preparation method of the screen printing ink resin is the same as in Example 1.

[0073] Example 3

[0074] A screen printing ink resin, characterized in that, by weight, it comprises the following components: 16 parts acrylic monomer, 15 parts methyl acrylate, 15 parts butyl acrylate, 8 parts isooctyl acrylate, 5 parts lauryl acrylate, 6 parts tripropylene glycol diacrylate, 14 parts aliphatic polyurethane acrylate (CAS No.: 68987-79-1), 1 part initiator, 8 parts emulsifier, and 50 parts deionized water.

[0075] The initiator is the same as in Example 1;

[0076] The emulsifier is the same as in Example 1;

[0077] The preparation method of the screen printing ink resin is the same as in Example 1.

[0078] Experimental Example

[0079] The water-based inks prepared in Examples 1-3 and Comparative Examples 1-3 were subjected to property tests. Viscosity, fineness, and pH value were tested according to GB / T13217.4-2008, GB / T13217.3-2008, and QB / T 2825-2006 standards, respectively. Viscosity was tested using Zahn 3# and Zahn 2# cups. Initial drying properties were tested according to GB / T 13217.5-2008. Adhesion was tested according to GB / T 13217.7-2023. Flexibility was tested according to GB / T 1731-2020. The test results are shown in the table below.

[0080]

[0081]

[0082] According to the test results of Example 1 and Comparative Example 1, the aliphatic polyurethane acrylate can significantly improve the flexibility of the ink resin; according to the test results of Example 1 and Comparative Example 2, the introduction of 1-amino-5-vinylnaphthalene monomer in the emulsifier improves the adhesion of the ink resin; according to the test results of Example 1 and Comparative Example 3, the emulsifier of the present invention can improve the curing reaction rate, and at the same time, it also has a certain improving effect on flexibility.

[0083] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, and are not intended to limit the scope of protection of the present invention. Although the present invention has been described in detail with reference to preferred embodiments, those skilled in the art should understand that modifications or equivalent substitutions can be made to the technical solutions of the present invention without departing from the essence and scope of the technical solutions of the present invention.

Claims

1. A screen printing ink resin, characterized in that, By weight, it comprises the following components: 5-16 parts acrylic monomer, 20-50 parts acrylate monomer, 4-14 parts aliphatic polyurethane acrylate, 0.1-1 part initiator, 2-8 parts emulsifier, 10-50 parts deionized water, and 0-2 parts additives. The preparation method of the emulsifier includes the following steps: Weigh out cis-9-octadecenamine and 1-amino-5-vinylnaphthalene, respectively, and dissolve them in solvents to obtain cis-9-octadecenamine solution and 1-amino-5-vinylnaphthalene solution. Weigh out sodium benzaldehyde-2-sulfonate and dissolve it in deionized water to obtain sodium benzaldehyde-2-sulfonate solution. Under room temperature and stirring conditions, slowly add the cis-9-octadecenamine solution and the 1-amino-5-vinylnaphthalene solution to the sodium benzaldehyde-2-sulfonate solution simultaneously. After thorough mixing, add sodium bromide to adjust the pH of the mixture to alkaline. Continue stirring and reacting for 10-60 minutes. After the reaction is complete, filter to separate the precipitate. Concentrate the filtrate under reduced pressure to obtain the emulsifier.

2. The screen printing ink resin according to claim 1, characterized in that, The acrylate monomer is one or more of methyl acrylate, methyl methacrylate, butyl acrylate, butyl methacrylate, isooctyl acrylate, 4-hydroxybutyl acrylate, lauryl acrylate, octadecyl acrylate, octadecyl methacrylate, tripropylene glycol diacrylate, and trimethylolpropane triacrylate.

3. The screen printing ink resin according to claim 1, characterized in that, The initiator is one or more of 1-hydroxy-cyclohexyl-phenyl ketone, methyl benzoyl benzoate, 4-chlorobenzophenone, oligomeric polyfunctional α-hydroxy ketone, and 2-hydroxy-2-methyl-1-phenyl-1-propanone.

4. The screen printing ink resin according to claim 1, characterized in that, The additives are one or more of the following: dispersants, leveling agents, stabilizers, softeners, preservatives, defoamers, pH adjusters, adhesion promoters, antistatic agents, and thickeners.

5. The screen printing ink resin according to claim 1, characterized in that, The molar concentration of the cis-9-octadeceneamine solution is 0.01-0.1 mol / L, and the molar concentration of the 1-amino-5-vinylnaphthalene solution is 0.01-0.1 mol / L.

6. The screen printing ink resin according to claim 1, characterized in that, The molar concentration of the sodium benzaldehyde-2-sulfonate solution is 0.01-0.1 mol / L.

7. The screen printing ink resin according to claim 1, characterized in that, The molar ratio of the cis-9-octadeceneamine to the 1-amino-5-vinylnaphthalene, the sodium benzaldehyde-2-sulfonate, and the sodium bromide is 1:(1.8-2.5):(8-11):(0.01-0.05).

8. The screen printing ink resin according to claim 1, characterized in that, The pH of the mixture is adjusted to 7.5-10.

9. A method for preparing a screen printing ink resin according to any one of claims 1-8, characterized in that, Includes the following steps: S1. Weigh out all raw materials and set aside. S2. Place the deionized water and the emulsifier in a high-speed mixer and stir and disperse for 1-60 minutes. Add the remaining raw materials and continue stirring and dispersing for 1-60 minutes to obtain a slurry. Transfer the dispersed slurry to a sand mill or ball mill for grinding and dispersion until the expected dispersion fineness and concentration are achieved. Then filter it through a fine mesh sieve to obtain the final product.

10. The application of a screen printing ink resin according to any one of claims 1-8 on cigarette packs.

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