A rinse-free, alcohol-free dampening solution and its preparation method

Abstract

This invention relates to the field of dampening solution technology and discloses a rinse-free, alcohol-free dampening solution and its preparation method. The invention utilizes the phenolic hydroxyl groups in cashew nut shells to react with cyanuric chloride to obtain intermediate 1. Then, the chlorine atoms in intermediate 1 are used to substitute the amino groups in 5-amino-4-hydroxy-1,3-benzenedisulfonic acid to obtain cashew nut shells containing sodium tetrasulfonate. Butyl acrylate, hexyl methacrylate, and cashew nut shells containing sodium tetrasulfonate are copolymerized under the initiation of azobisisobutyronitrile to obtain a modified acrylate polymeric surfactant. Finally, citric acid, sodium citrate, a polymeric film-forming agent, 1,2-propanediol, and the modified acrylate polymeric surfactant are mixed and stirred evenly to obtain the rinse-free, alcohol-free dampening solution. The acrylate polymeric surfactant prepared by this invention, when applied to the dampening solution, can improve the antibacterial and wetting effects of the dampening solution.

Description

Technical Field

[0001] This invention relates to the field of dampening solution technology, specifically to a rinse-free, alcohol-free dampening solution and its preparation method. Background Technology

[0002] my country is a major printing country, and the printing industry is an important part of the national economy and cultural industry. It is also one of the key industries for the control of volatile organic compound (VOC) pollution. Among the products used in printing, dampening solution is widely used. Damping solution, also known as fountain solution, water tank solution, or water tank solution, contains a dampening agent. Alcohol-based dampening solutions have many advantages, such as good wetting properties, fast evaporation, and good flowability. However, its main component, isopropanol, is toxic and volatile, which not only pollutes the environment but also threatens human health. Therefore, the research on environmentally friendly dampening solutions has become a hot topic for researchers.

[0003] Alcohol-free dampening solutions are environmentally friendly solutions that use non-toxic chemical components to replace alcohol or isopropanol in alcohol-based dampening solutions. Damping solutions are inherently weakly acidic, and microorganisms can exist in the printing press's water tank. The organic matter in the dampening solution can promote microbial growth, which can negatively impact the lifespan of the printing press. Therefore, adding a bactericide to the dampening solution is necessary. However, traditional dampening solutions directly add bactericides. This invention, however, combines a bactericidal substance with a substance with low surface tension and applies it to the dampening solution. This combination not only has bactericidal effects but also reduces surface tension, achieving excellent wetting results. Summary of the Invention

[0004] (a) Technical problems to be solved

[0005] To address the shortcomings of existing technologies, this invention provides a rinse-free, alcohol-free dampening solution and its preparation method. The invention prepares a modified acrylate polymer surfactant with excellent antibacterial and wetting effects. Applying it to the dampening solution can improve the overall performance of the dampening solution.

[0006] (II) Technical Solution

[0007] A rinse-free, alcohol-free dampening solution, the preparation method of which is as follows:

[0008] (1) Add butyl acrylate, hexyl methacrylate, dimethylaminoethyl methacrylate and cashew phenol containing sodium tetrasulfonate to N,N-dimethylformamide solvent, stir and disperse, then add azobisisobutyronitrile, heat to 70-90℃, react for 2-4 hours, and after the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

[0009] (2) Add citric acid and sodium citrate to deionized water and stir evenly. Then add polymer film-forming agent, preservative, 1,2-propanediol, glycerol, modified acrylate polymer surfactant and defoamer and stir evenly to obtain a rinse-free and alcohol-free dampening solution.

[0010] Preferably, in step (1), the mass ratio of butyl acrylate, hexyl methacrylate, dimethylaminoethyl methacrylate, sodium tetrasulfonate cashew phenol, and azobisisobutyronitrile is 100:50-80:30-50:40-80:5-10.

[0011] Preferably, in step (2), the mass ratio of citric acid, sodium citrate, deionized water, polymeric film-forming agent, preservative, 1,2-propanediol, glycerol, modified acrylate polymeric surfactant, and defoamer is 1-3:5-10:100:0.03-0.1:0.005-0.01:3-6:2-4:0.03-0.05:0.02-0.06.

[0012] Preferably, in step (1), the preparation method of sodium tetrasulfonate cashew phenol is as follows:

[0013] S1. Under nitrogen conditions, cashew phenol and aluminum trichloride are added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution of cyanuric chloride is added, the mixture is heated and stirred to react, and then cooled to 20-30℃. Deionized water is added, and the mixture is stirred for 20-40 min. After standing and separating into layers, the organic phase is washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1.

[0014] S2. At room temperature, 5-amino-4-hydroxy-1,3-benzenedisulfonic acid is added to deionized water and stirred to disperse. 5-15% sodium hydroxide solution is added to adjust the pH to 6-7. Then, acetone solution of intermediate 1 is added and stirred to disperse. The temperature is raised to 60-70℃ and refluxed for 2-4 hours. After the reaction is completed, the mixture is filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew phenol containing sodium tetrasulfonate.

[0015] Preferably, in step S1, the molar ratio of cashew phenol, aluminum trichloride, and cyanuric chloride is 0.8-1.2:0.05-0.1:1.

[0016] Preferably, in step S1, the temperature for heating and stirring is 125-140℃, and the time is 2-5 hours.

[0017] Preferably, in step S2, the molar ratio of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid to intermediate 1 is 1.8-2.4:1.

[0018] (iii) Beneficial technical effects

[0019] This invention utilizes the phenolic hydroxyl groups in cashew nut shells to react with cyanuric chloride to obtain intermediate 1. Then, the chlorine atoms in intermediate 1 are used to substitute the amino groups in 5-amino-4-hydroxy-1,3-benzenedisulfonic acid to obtain cashew nut shells containing sodium tetrasulfonate. Butyl acrylate, hexyl methacrylate, and cashew nut shells containing sodium tetrasulfonate are copolymerized under the initiation of azobisisobutyronitrile to obtain a modified acrylate polymeric surfactant. Finally, citric acid, sodium citrate, a polymeric film-forming agent, 1,2-propanediol, and the modified acrylate polymeric surfactant are mixed and stirred evenly to obtain a rinse-free, alcohol-free dampening solution. The 1,2-propanediol used in this invention is a colorless, odorless, and tasteless viscous liquid. 1,2-propanediol possesses the properties of alcoholic hydroxyl groups, which can reduce the surface tension of the liquid, and its mechanism of reducing surface tension is the same as that of ethanol, thus it can effectively replace ethanol.

[0020] The polymeric surfactant prepared by this invention contains a cashew phenol structure, and the cashew phenol contains an alkyl long chain. When microbial cells are present, the alkyl long chain can destroy the cell structure, promote the death of microbial cells, and achieve the purpose of antibacterial activity.

[0021] The polymeric surfactant prepared by this invention contains a large number of polar hydrophilic groups such as sulfonic acid, carboxyl, and hydroxyl groups, which can adsorb onto solid surfaces, reduce the surface energy of the solid surface, and expose lipophilic groups, thus achieving rapid wetting. When the polymeric surfactant prepared by this invention is added to the dampening solution, it can improve the stability of the emulsion, thereby ensuring cleaning activity and achieving the purpose of no rinsing. The acrylate polymeric surfactant prepared by this invention, when applied to the dampening solution, can improve the antibacterial and wetting effects of the dampening solution. Attached Figure Description

[0022] Figure 1 This is the preparation route for sodium tetrasulfonate cashew phenol. Detailed Implementation

[0023] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some, not all, of the embodiments of the present invention. All other embodiments obtained by those skilled in the art based on the embodiments of the present invention without creative effort are within the scope of protection of the present invention. Example 1

[0024] (1) Under nitrogen conditions, 36 mmol of cashew phenol and 3 mmol of aluminum trichloride were added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution containing 30 mmol of cyanuric chloride was added. The temperature was raised to 130°C and stirred for 5 h. The temperature was lowered to 25°C and deionized water was added. The mixture was stirred for 30 min, allowed to stand, and separated into layers. The organic phase was washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1.

[0025] (2) At room temperature, 20 mmol of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid was added to deionized water and stirred to disperse. 10% sodium hydroxide solution was added to adjust the pH to 7. Then, 10 mmol of acetone solution of intermediate 1 was added to disperse and stirred. The temperature was raised to 70°C and refluxed for 4 h. After the reaction was completed, the mixture was filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew phenol containing sodium tetrasulfonate.

[0026] (3) Add 50g of butyl acrylate, 40g of hexyl methacrylate, 20g of dimethylaminoethyl methacrylate and 20g of sodium tetrasulfonate cashew phenol to N,N-dimethylformamide solvent, stir and disperse, then add 5g of azobisisobutyronitrile, heat to 80℃ and react for 4h. After the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

[0027] (4) Add 20g of citric acid and 80g of sodium citrate to 1000g of deionized water and stir evenly. Then add 1g of polyvinylpyrrolidone polymer film-forming agent, 0.1g of isothiazolinone preservative, 50g of 1,2-propanediol, 30g of glycerol, 0.3g of modified acrylate polymer surfactant, and 0.6g of organosilicon defoamer and stir evenly to obtain a rinse-free and alcohol-free dampening solution. Example 2

[0028] (1) Under nitrogen conditions, 30 mmol of cashew phenol and 2 mmol of aluminum trichloride were added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution containing 30 mmol of cyanuric chloride was added to it. The temperature was raised to 140°C and stirred for 4 h. The temperature was lowered to 25°C and deionized water was added to it. The mixture was stirred for 40 min, allowed to stand, and separated into layers. The organic phase was washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1.

[0029] (2) At room temperature, 20 mmol of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid was added to deionized water and stirred to disperse. 15% sodium hydroxide solution was added to adjust the pH to 7. Then, 10 mmol of acetone solution of intermediate 1 was added to disperse and stirred. The temperature was raised to 70°C and refluxed for 2 hours. After the reaction was completed, the mixture was filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew phenol containing sodium tetrasulfonate.

[0030] (3) Add 50g of butyl acrylate, 30g of hexyl methacrylate, 20g of dimethylaminoethyl methacrylate, and 25g of sodium tetrasulfonate-containing cashew phenol to N,N-dimethylformamide solvent, stir and disperse, then add 5g of azobisisobutyronitrile, heat to 80℃ and react for 4h. After the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

[0031] (4) Add 10g of citric acid and 100g of sodium citrate to 1000g of deionized water and stir evenly. Then add 1g of polyvinylpyrrolidone polymer film-forming agent, 0.1g of isothiazolinone preservative, 30g of 1,2-propanediol, 35g of glycerol, 0.3g of modified acrylate polymer surfactant, and 0.6g of organosilicon defoamer and stir evenly to obtain a rinse-free and alcohol-free dampening solution. Example 3

[0032] (1) Under nitrogen conditions, 24 mmol of cashew phenol and 3 mmol of aluminum trichloride were added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution containing 30 mmol of cyanuric chloride was added. The temperature was raised to 130°C and stirred for 5 h. The temperature was lowered to 30°C and deionized water was added. The mixture was stirred for 40 min, allowed to stand, and separated into layers. The organic phase was washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1.

[0033] (2) At room temperature, 24 mmol of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid was added to deionized water and stirred to disperse. 5-15% sodium hydroxide solution was added to adjust the pH to 7, and then 10 mmol of intermediate 1 in acetone solution was added to disperse. The mixture was heated to 65°C and refluxed for 4 hours. After the reaction was completed, the mixture was filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew phenol containing sodium tetrasulfonate.

[0034] (3) Add 50g of butyl acrylate, 40g of hexyl methacrylate, 20g of dimethylaminoethyl methacrylate and 30g of sodium tetrasulfonate cashew phenol to N,N-dimethylformamide solvent, stir and disperse, then add 5g of azobisisobutyronitrile, heat to 80℃ and react for 4h. After the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

[0035] (4) Add 10g of citric acid and 80g of sodium citrate to 1000g of deionized water and stir evenly. Then add 0.3g of polyvinylpyrrolidone polymer film-forming agent, 0.1g of isothiazolinone preservative, 30g of 1,2-propanediol, 40g of glycerol, 0.4g of modified acrylate polymer surfactant, and 0.5g of organosilicon defoamer and stir evenly to obtain a rinse-free and alcohol-free dampening solution. Example 4

[0036] (1) Under nitrogen conditions, 36 mmol of cashew phenol and 2.5 mmol of aluminum trichloride were added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution containing 30 mmol of cyanuric chloride was added. The temperature was raised to 140°C and stirred for 5 h. The temperature was lowered to 25°C and deionized water was added. The mixture was stirred for 40 min, allowed to stand, and separated into layers. The organic phase was washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1.

[0037] (2) At room temperature, 18 mmol of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid was added to deionized water and stirred to disperse. 10% sodium hydroxide solution was added to adjust the pH to 7. Then, 10 mmol of acetone solution of intermediate 1 was added to disperse and stirred. The temperature was raised to 65°C and refluxed for 4 hours. After the reaction was completed, the mixture was filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew phenol containing sodium tetrasulfonate.

[0038] (3) Add 50g of butyl acrylate, 30g of hexyl methacrylate, 25g of dimethylaminoethyl methacrylate and 35g of sodium tetrasulfonate cashew phenol to N,N-dimethylformamide solvent, stir and disperse, then add 4g of azobisisobutyronitrile, heat to 80℃ and react for 4h. After the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

[0039] (4) Add 10g of citric acid and 70g of sodium citrate to 1000g of deionized water and stir evenly. Then add 1g of polyvinylpyrrolidone polymer film-forming agent, 0.1g of isothiazolinone preservative, 50g of 1,2-propanediol, 30g of glycerol, 0.4g of modified acrylate polymer surfactant, and 0.5g of organosilicon defoamer and stir evenly to obtain a rinse-free and alcohol-free dampening solution. Example 5

[0040] (1) Under nitrogen conditions, 36 mmol of cashew phenol and 2 mmol of aluminum trichloride were added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution containing 30 mmol of cyanuric chloride was added. The temperature was raised to 140°C and stirred for 5 h. The temperature was lowered to 25°C and deionized water was added. The mixture was stirred for 30 min, allowed to stand, and separated into layers. The organic phase was washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1.

[0041] (2) At room temperature, 20 mmol of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid was added to deionized water and stirred to disperse. 8% sodium hydroxide solution was added to adjust the pH to 7, and then 10 mmol of intermediate 1 in acetone solution was added. The mixture was stirred to disperse, heated to 70°C, and refluxed for 3 h. After the reaction was completed, the mixture was filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew phenol containing sodium tetrasulfonate.

[0042] (3) Add 50g of butyl acrylate, 35g of hexyl methacrylate, 15g of dimethylaminoethyl methacrylate, and 40g of sodium tetrasulfonate-containing cashew phenol to N,N-dimethylformamide solvent, stir and disperse, then add 5g of azobisisobutyronitrile, heat to 80℃ and react for 4h. After the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

[0043] (4) Add 20g of citric acid and 100g of sodium citrate to 1000g of deionized water and stir evenly. Then add 0.3g of polyvinylpyrrolidone polymer film-forming agent, 0.1g of isothiazolinone preservative, 50g of 1,2-propanediol, 30g of glycerol, 0.5g of modified acrylate polymer surfactant, and 0.5g of organosilicon defoamer and stir evenly to obtain a rinse-free and alcohol-free dampening solution.

[0044] The contact angle of the dampening solution was tested using a drop contact angle meter.

[0045]

[0046] The smaller the contact angle, the better the wetting effect. As can be seen from the table, the dampening solution prepared by this invention has excellent wetting effect.

[0047] The above embodiments are only used to illustrate the technical solutions of the present invention, and are not intended to limit it. Although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art should understand that modifications can still be made to the technical solutions described in the foregoing embodiments, or equivalent substitutions can be made to some of the technical features. Such modifications or substitutions will not cause the essence of the corresponding technical solutions to deviate from the spirit and scope of the technical solutions of the embodiments of the present invention.

Claims

1. A rinse-free, alcohol-free dampening solution, characterized in that... It is made from the following raw materials in parts by weight: 1-3 parts citric acid, 5-10 parts sodium citrate, 100 parts deionized water, 0.03-0.1 parts polymeric film-forming agent, 0.005-0.01 parts preservative, 3-6 parts 1,2-propanediol, 2-4 parts glycerol, 0.03-0.05 parts modified acrylate polymeric surfactant, and 0.02-0.06 parts defoamer; The polymeric film-forming agent is polyvinylpyrrolidone, the defoamer is an organosilicon defoamer, and the preservative is isothiazolinone; The preparation method of the modified acrylate polymeric surfactant is as follows: S1. Under nitrogen conditions, cashew phenol and aluminum trichloride were added to chlorobenzene solvent and stirred to disperse. Then, a chlorobenzene solution of cyanuric chloride was added, and the mixture was heated and stirred to react. The temperature was then lowered to 20-30℃, and deionized water was added. The mixture was stirred for 20-40 min, allowed to stand, and separated into layers. The organic phase was washed with deionized water, distilled under reduced pressure, filtered, and dried to obtain intermediate 1. S2. At room temperature, 5-amino-4-hydroxy-1,3-benzenedisulfonic acid was added to deionized water and stirred to disperse. 5-15% sodium hydroxide solution was added to adjust the pH to 6-7. Then, acetone solution of intermediate 1 was added and stirred to disperse. The temperature was raised to 60-70℃ and refluxed for 2-4 hours. After the reaction was completed, the mixture was filtered, washed with deionized water and acetone in sequence, and dried to obtain cashew nut phenol containing sodium tetrasulfonate. S3. Add butyl acrylate, hexyl methacrylate, dimethylaminoethyl methacrylate, and cashew phenol containing sodium tetrasulfonate to N,N-dimethylformamide solvent, stir and disperse, then add azobisisobutyronitrile, heat to 70-90℃, react for 2-4 hours, and after the reaction is completed, cool to room temperature to obtain modified acrylate polymer surfactant.

2. The rinse-free, alcohol-free dampening solution according to claim 1, characterized in that, In step S1, the molar ratio of cashew phenol, aluminum trichloride, and cyanuric chloride is 0.8-1.2:0.05-0.1:

1.

3. The rinse-free, alcohol-free dampening solution according to claim 1, characterized in that, In step S1, the temperature for heating and stirring is 125-140℃, and the time is 2-5 hours.

4. The rinse-free, alcohol-free dampening solution according to claim 1, characterized in that, In step S2, the molar ratio of 5-amino-4-hydroxy-1,3-benzenedisulfonic acid to intermediate 1 is 1.8-2.4:

1.

5. The no-rinse, alcohol-free dampening solution according to claim 1, characterized in that, In step S3, the mass ratio of butyl acrylate, hexyl methacrylate, dimethylaminoethyl methacrylate, sodium tetrasulfonate cashew phenol, and azobisisobutyronitrile is 100:50-80:30-50:40-80:5-10.

6. A method for preparing the rinse-free, alcohol-free dampening solution as described in claim 1, characterized in that... The preparation method is as follows: citric acid and sodium citrate are added to deionized water and stirred evenly. Then, a polymeric film-forming agent, preservative, 1,2-propanediol, glycerol, modified acrylate polymeric surfactant, and defoamer are added and stirred evenly to obtain a rinse-free and alcohol-free dampening solution.

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