CN116179012A - Water-based UV (ultraviolet) ink and preparation method thereof - Google Patents
Water-based UV (ultraviolet) ink and preparation method thereof Download PDFInfo
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- CN116179012A CN116179012A CN202211663491.9A CN202211663491A CN116179012A CN 116179012 A CN116179012 A CN 116179012A CN 202211663491 A CN202211663491 A CN 202211663491A CN 116179012 A CN116179012 A CN 116179012A
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
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- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
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- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
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- C08G18/72—Polyisocyanates or polyisothiocyanates
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- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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- C09D11/00—Inks
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Abstract
The application discloses water-based UV ink and a preparation method thereof, wherein the water-based UV ink comprises the following components in parts by weight: 20 parts of aqueous acrylic polyurethane emulsion, 60-66 parts of pigment, 3-5 parts of dispersing agent, 2-3 parts of flatting agent, 1-1.2 parts of photoinitiator and 70-92 parts of water; the aqueous acrylic polyurethane emulsion is obtained by emulsifying aqueous polyurethane after end capping by acrylic ester. The water-based UV ink obtained by the method has good viscosity and leveling property, and is not easy to cause printing problems such as orange peel, shrinkage cavity and the like.
Description
Technical Field
The application relates to the field of ink, in particular to water-based UV ink and a preparation method thereof.
Background
The traditional ink contains a large amount of benzene and ester substances, so that the traditional ink can cause great damage to the environment and human body in the preparation and use processes.
With the enhancement of environmental awareness, green environmental protection ink becomes a hot spot for research in the ink industry. The water-based UV ink is prepared by replacing a monomer diluent with water, does not contain volatile components, reduces the harm to the environment and human bodies, and is a novel environment-friendly ink.
However, when water is used as a dispersion medium, the surface tension of the ink is large, so that the prepared ink has poor leveling property, wherein the leveling property refers to the property that the ink is uniformly leveled on a printing stock and has enough gloss without pinholes, and if the leveling property of the ink is low, the problems of shrinkage cavity, orange peel and the like of the printing stock can occur in the using process of the ink.
Disclosure of Invention
In order to solve the problem of poor leveling property of water-based UV ink, the application provides water-based UV ink and a preparation method thereof.
In a first aspect, the application provides an aqueous UV ink, which comprises the following components in parts by weight: 20 parts of aqueous acrylic polyurethane emulsion, 60-66 parts of pigment, 3-5 parts of dispersing agent, 2-3 parts of flatting agent, 1-1.2 parts of photoinitiator and 70-92 parts of water;
the aqueous acrylic polyurethane emulsion is obtained by emulsifying aqueous polyurethane after an acrylic ester end-capped segment.
Typically, but not by way of limitation, sodium dodecylbenzene sulfonate is employed as the dispersant.
By adopting the technical scheme, the polyurethane which is dissolved by the organic solvent is replaced by the waterborne polyurethane, so that the pollution to the environment is reduced. The water-based polyurethane is grafted with hydroxyl on acrylic ester through acrylic ester end capping, and double bonds are introduced at the molecular chain end of the water-based polyurethane, so that the water-based polyurethane can be polymerized under the irradiation of ultraviolet light by means of a photoinitiator, thereby completing rapid solidification, improving the initial drying time of water-based UV ink, improving the adhesiveness of the water-based UV ink, and improving the problems of overlong initial drying time and low bonding strength caused by low solid content of the water-based polyurethane; and according to the difference of introducing acrylate groups, various performances of the waterborne polyurethane including leveling property and water resistance can be improved. The preparation process of the aqueous acrylic polyurethane emulsion is carried out by a large amount of stirring, multiple polymerization and emulsification processes, and the ultraviolet curing speed of the ink is very high, so that the problems of uneven component dispersion, bubbles, uneven leveling and the like of the aqueous UV ink are easy to occur, and the addition of the auxiliary agents including the dispersing agent and the leveling agent further improves the wettability, the dispersibility and the leveling property of the aqueous UV ink, and reduces the printing problems of orange peel and the like.
Preferably, the preparation of the aqueous acrylic polyurethane emulsion comprises the following steps:
prepolymerization: taking polyol, distilling under reduced pressure to remove water, adding polyisocyanate and a catalyst, mixing, and reacting to obtain a prepolymer; chain extension reaction: adding a hydrophilic chain extender and a chain extender into the prepolymer, and reacting for 1-2 hours to obtain a water-based prepolymer;
acrylate end capping: adding acrylic ester and acetone into the aqueous prepolymer, uniformly mixing, adding a neutralizing agent, and uniformly stirring to obtain an aqueous acrylic polyurethane prepolymer;
emulsification: deionized water is added into the aqueous acrylic polyurethane prepolymer, and the aqueous acrylic polyurethane emulsion is obtained through stirring and emulsification.
Typically, but not by way of limitation, in the prepolymerization step: the polyol is poly (1, 6-hexanediol adipate) (PHA), the polyisocyanate is isophorone diisocyanate (IPDI), and the catalyst is dibutyl tin dilaurate (DBTDL). In the chain extension reaction step: the hydrophilic chain extender adopts dimethylolpropionic acid (DMPA), and the chain extender adopts 1, 4-butanediol. In the acrylate capping step: the acrylic ester adopts pentaerythritol triacrylate, and the neutralizing agent adopts triethylamine. The mass fraction of the aqueous polyurethane acrylic acid is 30-50%.
By adopting the technical scheme, because polyurethane and water react and release heat and can generate bubbles to influence the leveling property of the water-based ink, the polyol is dehydrated before the polymerization reaction, so that the generation of bubbles is reduced. Because the acrylic ester can form hydrogen bonds with isocyanate to enhance the rigidity of the hard segment micro-area of the aqueous polyurethane, the rigidity of the aqueous polyurethane is enhanced, the surface free energy of the aqueous UV ink is too strong when film forming and curing are carried out due to the too strong rigidity, so that the leveling property of the aqueous UV ink is reduced, the acrylic ester is connected into the aqueous polyurethane in a terminal group mode, and the acrylic ester is not excessively doped into the main chain of the aqueous polyurethane; after the acrylic ester is introduced, the waterborne polyurethane has the photo-curing capability, the acrylic ester can reduce the surface polarity of the waterborne polyurethane, the wettability and the leveling property of the waterborne polyurethane are further enhanced, and the occurrence of printing problems such as shrinkage cavity and the like is reduced.
Preferably, the composition comprises the following components in parts by weight: a pre-polymerized component: 18-24 parts of polyol, 10 parts of polyisocyanate and 0.01-0.02 part of catalyst; components of the chain extension reaction: 2-3 parts of hydrophilic chain extender and 1.2-1.8 parts of chain extender; acrylate end capping: 1.1 to 1.5 parts of acrylic ester, 16 to 24 parts of acetone and 0.02 to 0.06 part of neutralizer.
By adopting the technical scheme, the proportion of each component of the aqueous acrylic polyurethane emulsion is optimized, so that the prepared aqueous UV ink has better performance.
Preferably, the organosilicon is further added in the step of prepolymerization for modification, and the step of prepolymerization is as follows:
taking polyol for dewatering, then adding polyisocyanate, organic silicon and a catalyst for mixing, and reacting to obtain prepolymer; the weight ratio of the polyisocyanate to the organosilicon is 10: (1-1.4).
Typically, but not by way of limitation, the silicone is polydimethylsiloxane,
by adopting the technical scheme, the organic silicon utilizes the amino or hydroxyl contained in the organic silicon to react with isocyanate groups, and the organic silicon is embedded into the main chain of polyurethane in the form of siloxane polyol, namely, the polyol containing siloxane is added into a soft segment micro-area of the polyurethane, so that when the water-based UV ink is used for forming a film, the content of silicon elements accumulated on the surface of the film is increased, a hydrophobic layer is formed on the surface of the film in an enrichment way, the surface free energy of the surface of the film is reduced, and the leveling property of the water-based UV ink is improved; the siloxane with soft segment micro-areas can provide better viscoelastic performance, so that the decrease of adhesiveness of the water-based UV ink caused by improving leveling property is reduced; after the siloxane is introduced, the siloxane can be hydrolyzed to play a role in connection, so that the water-based polyurethane can be embedded into gaps of the material to play a role in anchoring, and the adhesive property of the material is enhanced. The introducing amount of siloxane is optimized to adjust the adhesiveness and the surface free energy of the water-based UV ink, and the leveling property and the mechanical property of the water-based UV ink are further improved.
Preferably, 1, 4-cyclohexanedicarboxylic acid is also added in the prepolymerization step, and the weight ratio of the polyisocyanate to the 1, 4-cyclohexanedicarboxylic acid is 10: (0.8-1.4).
By adopting the technical scheme, six carbons in the 1, 4-cyclohexanedicarboxylic acid structure are not arranged on a plane and have changeable space conformations, so that after the hard segment micro-region of the aqueous polyurethane is introduced, the hard segment micro-region of the aqueous polyurethane can have higher flexibility; the flexible space conformation of the 1, 4-cyclohexanedicarboxylic acid can reduce Van der Waals force and electrostatic adsorption force between groups in a polyurethane hard segment micro-region, further reduce the viscosity of the water-based UV ink and improve the leveling property of the water-based UV ink.
Preferably, 1, 4-cyclohexanedicarboxylic acid and silicone are also added to the prepolymerization step. The pre-polymerization step is as follows: taking polyol for dewatering, then adding polyisocyanate, organic silicon, a catalyst and 1, 4-cyclohexanedicarboxylic acid for mixing, and reacting to obtain prepolymer; the weight ratio of the polyisocyanate to the 1, 4-cyclohexanedicarboxylic acid to the organosilicon is 10: (0.8-1.4): (1-1.4).
By adopting the technical scheme, the organic silicon and the functional monomer have a synergistic effect, so that the prepared aqueous acrylic polyurethane emulsion has better leveling property.
Preferably, an aliphatic straight-chain compound containing amino and hydroxyl is also added in the chain extension reaction, and the weight ratio of the polyisocyanate to the aliphatic straight-chain compound is 20: (0.3-0.9).
By adopting the technical scheme, the hydroxyl and the amino of the aliphatic linear compound can react with the carboxyl, the formed amide bond is more stable, the cohesive energy among molecules is increased, so that the molecular chains are easier to form cohesive rather than move on the surface of the material, and meanwhile, the aliphatic linear compound can introduce longer molecular chains in the soft segment micro-region, so that the mobility and flexibility of the soft segment micro-region are stronger, and the fluidity of the waterborne polyurethane is improved.
Preferably, the aliphatic linear compound containing amino and hydroxyl groups is 2-amino-1-hexanol.
By adopting the technical scheme, the aliphatic straight-chain compound is preferably 2-amino-1-hexanol, so that the chain length of a molecular chain introduced in a soft segment micro-region is moderate, the horizontal fluidity of the waterborne polyurethane is improved, and the influence on adhesion is reduced.
Preferably, the leveling agent is an organosilicon leveling agent.
By adopting the technical scheme, the organic silicon leveling agent can improve the wettability of the water-based UV ink, improve the fluidity of the water-based UV ink, and reduce the printing problems of orange peel, shrinkage cavity and the like; the organosilicon leveling agent contains hydroxyl active groups, can form hydrogen bonds with the active groups on the surface of the attached material, and improves the adhesiveness of the water-based UV ink while the ink has certain leveling property; in the same way, the organic silicon leveling agent can enrich silicon element on the surface of the ink, so that the surface of the ink has uniform surface tension, the surface tension is reduced, and the leveling property of the ink is improved.
In a second aspect, a method for preparing an aqueous UV ink, comprising the steps of:
stirring and mixing pigment, water, dispersing agent, leveling agent, defoaming agent, photoinitiator and aqueous acrylic polyurethane emulsion for 30-40min, grinding to fineness of 5-10um, and continuously stirring for 5-10min to obtain the aqueous UV ink.
Typically, but not by way of limitation, 2-hydroxy-2-methylpropionacetone is employed as the photoinitiator.
By adopting the technical scheme, after the components of the ink are uniformly stirred, the components are further ground, the fineness of the components is regulated, the dispersion effect of the components is improved, and the fluidity and wettability of the components are improved.
In summary, the application has the following beneficial effects:
1. the acrylic ester is introduced in a blocking mode, and the prepared water-based UV ink can be cured by ultraviolet initiation and has good leveling property.
2. The soft segment of the siloxane is introduced into the soft segment micro-region of the water-based polyurethane in an embedding way, so that the water-based UV ink has good adhesiveness and good fluidity.
3. Functional monomers are added in the pre-polymerization and chain extension reaction processes, so that the water-based UV ink has good adhesiveness and good fluidity.
Detailed Description
The present application is described in further detail below with reference to examples.
Preparation of aqueous acrylic polyurethane emulsion
Preparation example 1-1, a preparation method of an aqueous acrylic polyurethane emulsion, comprises the following steps:
prepolymerization: taking 21g of poly (1, 6-hexanediol adipate), introducing nitrogen at 110 ℃ and 0.06MPa, distilling for 1h, then adjusting the temperature to 60 ℃, adding 10g of isophorone diisocyanate, 1.2g of polydimethylsiloxane and 1.1g of 1, 4-cyclohexane dicarboxylic acid, uniformly mixing, and then dropwise adding 0.01g of dibutyltin dilaurate to react for 5h to obtain a prepolymer;
chain extension reaction: adding 2.5g of dimethylolpropionic acid, 1.5g of 1, 4-butanediol and 0.3g of 2-amino-1-hexanol into the prepolymer, and reacting at 80 ℃ for 1.5 hours to obtain an aqueous prepolymer;
acrylate end capping: adding 1.3g of pentaerythritol triacrylate and 20g of acetone into the aqueous prepolymer, uniformly mixing, adjusting the temperature to 70 ℃ for reaction for 5 hours, cooling to 35 ℃, adding 0.04g of triethylamine, stirring for 15 minutes, and distilling under reduced pressure to remove the acetone to obtain the aqueous acrylic polyurethane prepolymer;
emulsification: 40g of aqueous acrylic polyurethane prepolymer is taken, 60g of deionized water is added, and stirring is carried out for 45min, thus obtaining aqueous acrylic polyurethane emulsion.
Preparation examples 1-2, a preparation method of an aqueous acrylic polyurethane emulsion, comprises the following steps:
prepolymerization: taking 24g of poly (1, 6-hexanediol adipate), introducing nitrogen at 100 ℃ and 0.07MPa, distilling for 1.5h, adjusting the temperature to 50 ℃, adding 10g of isophorone diisocyanate, 1.4g of polydimethylsiloxane and 0.8g of 1, 4-cyclohexanedicarboxylic acid, uniformly mixing, and then dropwise adding 0.02g of dibutyltin dilaurate to react for 6h to obtain a prepolymer;
chain extension reaction: adding 3g of dimethylolpropionic acid, 1.2g of 1, 4-butanediol and 0.45g of 2-amino-1-hexanol into the prepolymer, and reacting at 90 ℃ for 1 hour to obtain an aqueous prepolymer;
acrylate end capping: adding 1.5g of pentaerythritol triacrylate and 24g of acetone into the aqueous prepolymer, uniformly mixing, adjusting the temperature to 75 ℃ for reaction for 4 hours, cooling to 37 ℃, adding 0.06g of triethylamine, stirring for 10 minutes, and distilling under reduced pressure to remove the acetone to obtain the aqueous acrylic polyurethane prepolymer;
emulsification: 50g of aqueous acrylic polyurethane prepolymer is taken, 50g of deionized water is added, and stirring is carried out for 50min, thus obtaining aqueous acrylic polyurethane emulsion.
Preparation examples 1-3, a preparation method of an aqueous acrylic polyurethane emulsion, comprises the following steps:
prepolymerization: taking 18g of poly (1, 6-hexanediol adipate), introducing nitrogen at 120 ℃ and 0.06MPa, distilling for 1h, then adjusting the temperature to 70 ℃, adding 10g of isophorone diisocyanate, 1g of polydimethylsiloxane and 1.4g of 1, 4-cyclohexane dicarboxylic acid, uniformly mixing, and then dropwise adding 0.02g of dibutyltin dilaurate to react for 4h to obtain a prepolymer;
chain extension reaction: 2g of dimethylolpropionic acid, 1.8g of 1, 4-butanediol and 0.15g of 2-amino-1-hexanol are added into the prepolymer, and the temperature is adjusted to be 70 ℃ for 2 hours to obtain an aqueous prepolymer;
acrylate end capping: adding 1.1g of pentaerythritol triacrylate and 16g of acetone into the aqueous prepolymer, uniformly mixing, adjusting the temperature to 65 ℃ for reaction for 6 hours, cooling to 30 ℃, adding 0.02g of triethylamine, stirring for 12 minutes, and distilling under reduced pressure to remove the acetone to obtain the aqueous acrylic polyurethane prepolymer;
emulsification: 30g of aqueous acrylic polyurethane prepolymer is taken, 70g of deionized water is added, and stirring is carried out for 40min, thus obtaining aqueous acrylic polyurethane emulsion.
Preparation examples 1-4, a method for preparing an aqueous acrylic polyurethane emulsion, differs from preparation example 1-1 in that the polydimethylsiloxane in the prepolymerization step is replaced with an equivalent amount of 1, 4-cyclohexanedicarboxylic acid.
Preparation examples 1-5, a method for preparing an aqueous acrylic polyurethane emulsion, differs from preparation example 1-1 in that 1, 4-cyclohexanedicarboxylic acid is replaced with an equivalent amount of polydimethylsiloxane in the prepolymerization step.
Preparation examples 1-6, a preparation method of an aqueous acrylic polyurethane emulsion, was different from preparation example 1-1 in that the mass of polydimethylsiloxane in the prepolymerization step was 2g.
Preparation examples 1-7, a preparation method of an aqueous acrylic polyurethane emulsion, was different from preparation example 1-1 in that the mass of polydimethylsiloxane in the prepolymerization step was 0.4g.
Preparation examples 1-8, a preparation method of an aqueous acrylic polyurethane emulsion, was different from preparation example 1-1 in that the mass of 1, 4-cyclohexanedicarboxylic acid in the prepolymerization step was 1.8g.
Preparation examples 1-9, a preparation method of an aqueous acrylic polyurethane emulsion, was different from preparation example 1-1 in that the mass of 1, 4-cyclohexanedicarboxylic acid in the prepolymerization step was 0.4g.
Preparation examples 1-10, a method for preparing an aqueous acrylic polyurethane emulsion, differs from preparation example 1-1 in that the 2-amino-1-hexanol is replaced with an equivalent amount of 1, 4-butanediol.
Preparation examples 1-11 a method for preparing an aqueous acrylic polyurethane emulsion differs from preparation example 1-1 in that the 2-amino-1-hexanol is replaced with an equivalent amount of 2-amino-1-cyclohexanol.
Preparation examples 1-12, a preparation method of aqueous acrylic polyurethane emulsion, is different from preparation example 1-1 in that the aqueous acrylic polyurethane emulsion comprises the following components in parts by weight: a pre-polymerized component: 30 parts of poly (1, 6-hexanediol adipate), 10 parts of isophorone diisocyanate, 0.01 part of dibutyltin dilaurate, 1.3g of polydimethylsiloxane and 1.2g of 1, 4-cyclohexanedicarboxylic acid; components of the chain extension reaction: 5 parts of dimethylolpropionic acid, 2 parts of 1, 4-butanediol and 0.5g of 2-amino-1-hexanol; acrylate end capping: pentaerythritol triacrylate 0.2 parts, acetone 24 parts, triethylamine 0.01 parts.
Preparation examples 1-13, a preparation method of an aqueous acrylic polyurethane emulsion, comprising the following steps: prepolymerization: taking 21g of poly (1, 6-hexanediol adipate), introducing nitrogen at 110 ℃ and 0.06MPa, distilling for 1h, then adjusting the temperature to 60 ℃, adding 10g of isophorone diisocyanate, 1.1g of 1, 4-cyclohexanedicarboxylic acid, uniformly mixing, and then dropwise adding 0.01g of dibutyltin dilaurate for reacting for 5h to obtain a prepolymer;
chain extension reaction: adding 2.5g of dimethylolpropionic acid, 1.5g of 1, 4-butanediol and 0.3g of 2-amino-1-hexanol into the prepolymer, and reacting at 80 ℃ for 1.5 hours to obtain an aqueous prepolymer;
acrylate end capping: adding 1.3g of pentaerythritol triacrylate, 20g of acetone and 1.2g of linear 3-aminopropyl trimethoxysilane into the aqueous prepolymer, uniformly mixing, adjusting the temperature to 70 ℃ for reaction for 5 hours, cooling to 35 ℃, adding 0.04g of triethylamine, stirring for 15 minutes, and distilling under reduced pressure to remove the acetone to obtain the aqueous acrylic polyurethane prepolymer;
emulsification: 40g of aqueous acrylic polyurethane prepolymer is taken, 60g of deionized water is added, and stirring is carried out for 45min, thus obtaining aqueous acrylic polyurethane emulsion. (the preparation method differs from preparation example 1-1 in that the siloxane is incorporated in the polyurethane molecular chain in the form of a blocking agent)
Preparation examples 1-14, a preparation method of an aqueous acrylic polyurethane emulsion, comprising the following steps: prepolymerization: taking 21g of poly (1, 6-hexanediol adipate), introducing nitrogen at 110 ℃ and 0.06MPa, distilling for 1h, adjusting the temperature to 60 ℃, adding 10g of isophorone diisocyanate and 1.1g of 1, 4-cyclohexanedicarboxylic acid, uniformly mixing, and then dropwise adding 0.01g of dibutyltin dilaurate for reacting for 5h to obtain a prepolymer;
chain extension reaction: adding 2.5g of dimethylolpropionic acid, 1.5g of 1, 4-butanediol and 0.3g of 2-amino-1-hexanol into the prepolymer, and reacting at 80 ℃ for 1.5 hours to obtain waterborne polyurethane;
emulsification: mixing 35g of aqueous polyurethane with 5g of acrylic resin, adding 60g of deionized water, and stirring for 45min to obtain aqueous acrylic polyurethane emulsion. (mechanical blending of aqueous polyurethane and acrylic resin to give aqueous acrylic polyurethane emulsion)
Examples
Example 1, a method for preparing an aqueous UV ink, comprising the steps of:
63g of pigment, 81g of water, 4g of sodium dodecyl benzene sulfonate, 2.5g of polyether modified siloxane flatting agent, 1.2g of 2-hydroxy-2-methyl propiophenone and 20g of aqueous acrylic polyurethane emulsion are stirred and mixed for 35min, then ground to the fineness of 8um, and stirred for 8min continuously to obtain the aqueous UV ink.
Wherein the aqueous acrylic polyurethane emulsion is from preparation example 1-1.
Example 2, a method for preparing an aqueous UV ink, comprising the steps of:
66g of pigment, 92g of water, 5g of sodium dodecyl benzene sulfonate, 3g of polyether modified siloxane flatting agent, 1.0g of 2-hydroxy-2-methyl propiophenone and 20g of aqueous acrylic polyurethane emulsion are stirred and mixed for 40min, then ground to the fineness of 10um, and stirred for 8min continuously to obtain the aqueous UV ink.
Wherein the aqueous acrylic polyurethane emulsion is from preparation examples 1-2.
Example 3, a method for preparing an aqueous UV ink, comprising the steps of:
60g of pigment, 70g of water, 3g of sodium dodecyl benzene sulfonate, 2g of polyether modified siloxane flatting agent, 1.1g of 2-hydroxy-2-methyl propiophenone and 20g of aqueous acrylic polyurethane emulsion are stirred and mixed for 30min, then ground to the fineness of 5um, and stirred for 6min continuously to obtain the aqueous UV ink.
Wherein the aqueous acrylic polyurethane emulsion is from preparation examples 1-3.
Example 4 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-4.
Example 5 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-5.
Example 6 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-6.
Example 7 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-7.
Example 8 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-8.
Example 9 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-9.
Example 10 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-10.
Example 11 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-11.
Example 12 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-12.
Example 13 a process for the preparation of an aqueous UV ink differs from example 1 in that the aqueous acrylic polyurethane emulsion is from preparation examples 1-13.
Comparative example
Comparative example 1, an aqueous UV ink, comprising the following preparation steps: 63g of pigment, 81g of water, 4g of sodium dodecyl benzene sulfonate, 2.5g of polyether modified siloxane leveling agent, 1.2g of 2-hydroxy-2-methyl propiophenone and 20g of aqueous acrylic polyurethane emulsion are stirred and mixed for 35min to obtain the aqueous UV ink (i.e. no grinding step is carried out).
Comparative example 2, an aqueous UV ink, differs from example 1 in that the aqueous polyurethane acrylic emulsion was derived from preparation examples 1-14.
Comparative example 3, an aqueous UV ink, the polyether modified silicone leveling agent was replaced with an equivalent amount of sodium dodecylbenzenesulfonate.
Comparative example 4, an aqueous UV ink, was prepared as follows:
step 1, preparing base resin
1.1 Weighing the following components in parts by weight: 30g polytetrahydrofuran diol (PTMG); 13g of isophorone diisocyanate (IPDI); 0.2g of dibutyltin dilaurate (DBTDL); 4.6g dimethylolpropionic acid (DMPA) 9.6g polyethylene glycol (PEG 600), 10.7g Trimethylolpropane (TMP); 19.9g pentaerythritol triacrylate (PETA); 2g of Triethylamine (TEA); 10g of deionized water;
1.2 Adding the polytetrahydrofuran glycol (PTMG) weighed in the step 1.1) into a flask, carrying out vacuum dehydration for 55min at the dehydration temperature of 105 ℃, and cooling after dehydration is finished; slowly adding the isophorone diisocyanate (IPDI) and the dibutyl tin dilaurate (DBTDL) weighed in the step 1.1) into a flask, keeping the temperature at 60 ℃ and reacting for 115min; then the temperature is increased to 75 ℃, and dimethylolpropionic acid (DMPA), polyethylene glycol (PEG 600) and Trimethylolpropane (TMP) weighed in the step 1.1) are sequentially added into a flask to carry out constant temperature reaction for 145min, so as to obtain an-NCO end capped prepolymer 1; cooling to 68 ℃, and adding the pentaerythritol triacrylate (PETA) weighed in the step 1.1) into the flask for end-capping reaction for 175min; cooling to 32 ℃, and adding the Triethylamine (TEA) weighed in the step 1.1) into a flask to react for 18min; and adding the deionized water weighed in the step 1.1) into a flask for dispersion to obtain the UV-curable aqueous polyurethane acrylate, namely the base resin.
Step 2, weighing the following components in parts by weight: 60g of base resin, 1g of photoinitiator, 20g of pigment, 17g of auxiliary agent and 2g of diluent, wherein the auxiliary agent accounts for the total weight percentage of the flexographic printing water-based UV ink: 5.5g of a mixture of a light sensitizer, 2g of a polymerization inhibitor and 9.5g of a light stabilizer.
Wherein the base resin is UV-curable aqueous polyurethane acrylate; photoinitiators TPO and 184 photoinitiators were used as 3:1 weight ratio of the mixture; direct dye g.i. direct black 19; hydroquinone is used as a polymerization inhibitor; the light stabilizer is bis (1, 2, 6-pentamethyl-4-piperidyl) sebacate; the diluent is a mixture of water and ethanol in a weight ratio of 3:2.
And 3, pouring the base resin weighed in the step 2 into a reaction container, slowly adding the photoinitiator and stirring until the base resin is completely dissolved, and thus obtaining the mixed solution.
And step 4, fully mixing the pigment and the diluent weighed in the step 1, then adding the mixture into the mixed solution prepared in the step 2, uniformly stirring, finally adding the auxiliary agent, and fully mixing and stirring to obtain the water-based UV ink.
Performance test
The aqueous UV inks of examples 1-13 and comparative examples 1-4 were subjected to a viscosity test and a leveling test, and each sample was tested 3 times in parallel to obtain the results, and the results are shown in Table 1.
Test 1: the viscosity measurement method is used for testing the viscosity of a sample according to GB/T13217.4-2008 liquid ink viscosity detection method.
Test 2: the horizontal fluidity was measured by the following method: and adding a drop of about 1mL of ink at one end of the glass slide, respectively lifting the glass slide and the table top to form included angles of 30 degrees and 90 degrees, respectively, enabling the ink to flow on the glass slide due to gravity, enabling the flowing distances of the inks with different leveling properties in unit time to be different, and testing the flowing distance of the ink in 5 seconds.
Test 3: and (3) coating water-based UV ink on the flexible printed matter with the area of 30 multiplied by 10cm, and observing orange peel and shrinkage cavity conditions on the surface of a paint film after ultraviolet curing.
TABLE 1 Performance test results
As can be seen from the combination of examples 1-9 and comparative example 4 and the combination of table 1, the amount of the organosilicon and the 1, 4-cyclohexanedicarboxylic acid is controlled to modify the aqueous acrylic polyurethane emulsion, and the prepared aqueous UV ink has better viscosity and leveling property, further reduces the problems of shrinkage cavity and orange peel, and improves the leveling property of the aqueous UV ink because the organosilicon can reduce the surface free energy of film formation of the aqueous UV ink; the siloxane on the molecular chain hydrolyzes to generate reactive groups that bind the ink to the print, resulting in increased ink adhesion. After the 1, 4-cyclohexane dicarboxylic acid is introduced, the Van der Waals force and the electrostatic adsorption force of the molecular chains of the hard segment micro-regions can be reduced, the viscosity is reduced, the leveling property is further reduced, but the excessive addition amount can limit the conformational change of the molecular chains of the hard segment micro-regions, so that the viscosity is improved and the leveling property is reduced; and when the organosilicon and the 1, 4-cyclohexanedicarboxylic acid are used for simultaneously modifying the aqueous acrylic polyurethane emulsion, a certain synergistic effect exists.
As can be seen by combining example 1, examples 10-11 and comparative example 4 and combining Table 1, the addition of 2-amino-1-hexanol in the chain extension stage of the aqueous acrylic polyurethane emulsion in the present application results in a water-based UV ink having better viscosity and leveling properties, and further reduces the problems of shrinkage and orange peel. The reason is that the flexible molecular chain with the molecular chain length always is introduced into the soft segment micro-region, so that the horizontal fluidity of the soft segment micro-region can be improved; the adoption of the cyclic aliphatic compound can influence the conformational change of the molecular structure of the soft segment micro-region, so that the viscosity is improved, and the leveling property is influenced.
As can be seen from the combination of example 1, example 12 and comparative example 4 and table 1, the aqueous UV ink prepared by using the components of the aqueous acrylic polyurethane emulsion of the present application has better viscosity and leveling property, because the molecular weight of the hard segment micro-domain and the soft segment micro-domain of the aqueous acrylic polyurethane, the spatial conformation, the amount of siloxane and the functional group affect the leveling property and viscosity of the aqueous UV ink.
As can be seen from the combination of example 1, example 13 and comparative example 4 and the combination of table 1, the aqueous UV ink prepared by introducing the siloxane into the polyurethane molecular chain in the form of the blocking agent has poor viscosity and poor leveling property. The reason is that the distribution of the siloxane introduced in the form of the blocking agent on the molecular chain is less and uneven and the enrichment ability at the membrane surface is reduced.
As can be seen from the combination of example 1, comparative example 2 and comparative example 4 and the combination of table 1, the aqueous acrylic polyurethane emulsion prepared by mechanically blending the acrylic resin and the aqueous polyurethane has poor viscosity, poor leveling property and relatively serious shrinkage problem, because the acrylic resin is entangled and stuck together only by simple molecular surface force after being blended, the structure is loose, the particle size is large, and the crosslinking between the ultraviolet curing resins can form a sticking phenomenon, the dispersibility of the emulsion itself is reduced, the free energy of the surface forming the film surface is increased, and thus the viscosity is increased and the leveling property is reduced. The aqueous acrylic polyurethane obtained by adopting the copolymerization introduction mode has a more stable and compact structure, and is not easy to generate shrinkage cavity phenomenon.
The present embodiment is merely illustrative of the present application and is not intended to be limiting, and those skilled in the art, after having read the present specification, may make modifications to the present embodiment without creative contribution as required, but is protected by patent laws within the scope of the claims of the present application.
Claims (10)
1. The water-based UV ink is characterized by comprising the following components in parts by weight: 20 parts of aqueous acrylic polyurethane emulsion, 60-66 parts of pigment, 3-5 parts of dispersing agent, 2-3 parts of flatting agent, 1-1.2 parts of photoinitiator and 70-92 parts of water;
the aqueous acrylic polyurethane emulsion is obtained by emulsifying aqueous polyurethane after end capping by acrylic ester.
2. The aqueous UV ink of claim 1 wherein the aqueous acrylic polyurethane emulsion is prepared by the steps of:
prepolymerization: taking polyol, distilling under reduced pressure to remove water, adding polyisocyanate and a catalyst, mixing, and reacting to obtain a prepolymer;
chain extension reaction: adding a hydrophilic chain extender and a chain extender into the prepolymer, and reacting for 1-2 hours to obtain a water-based prepolymer;
acrylate end capping: adding acrylic ester and acetone into the aqueous prepolymer, uniformly mixing, adding a neutralizing agent, and uniformly stirring to obtain an aqueous acrylic polyurethane prepolymer;
emulsification: deionized water is added into the aqueous acrylic polyurethane prepolymer, and the aqueous acrylic polyurethane emulsion is obtained through stirring and emulsification.
3. The water-based UV ink according to claim 2, which is characterized by comprising the following components in parts by weight: a pre-polymerized component: 18-24 parts of polyol, 10 parts of polyisocyanate and 0.01-0.02 part of catalyst; components of the chain extension reaction: 2-3 parts of hydrophilic chain extender and 1.2-1.8 parts of chain extender; acrylate end capping: 1.1 to 1.5 parts of acrylic ester, 16 to 24 parts of acetone and 0.02 to 0.06 part of neutralizer.
4. The water-based UV ink according to claim 2, wherein the silicone is further added for modification in the step of prepolymerization, and the step of prepolymerizing is as follows:
taking polyol for dewatering, then adding polyisocyanate, organic silicon and a catalyst for mixing, and reacting to obtain prepolymer; the weight ratio of the polyisocyanate to the organosilicon is 10: (1-1.4).
5. The aqueous UV ink according to claim 2, wherein 1, 4-cyclohexanedicarboxylic acid is further added in the prepolymerization step, and the weight ratio of the polyisocyanate to the 1, 4-cyclohexanedicarboxylic acid is 10: (0.8-1.4).
6. An aqueous UV ink according to claim 2, wherein 1, 4-cyclohexanedicarboxylic acid and silicone are also added during the pre-polymerization step. The pre-polymerization step is as follows:
taking polyol for dewatering, then adding polyisocyanate, organic silicon, a catalyst and 1, 4-cyclohexanedicarboxylic acid for mixing, and reacting to obtain prepolymer; the weight ratio of the polyisocyanate to the 1, 4-cyclohexanedicarboxylic acid to the organosilicon is 10: (0.8-1.4): (1-1.4).
7. The aqueous UV ink according to claim 2, wherein an aliphatic linear compound containing amino groups and hydroxyl groups is further added in the chain extension reaction, and the weight ratio of the polyisocyanate to the aliphatic linear compound is 20: (0.3-0.9).
8. The water-based UV ink according to claim 7, wherein the aliphatic linear compound having an amino group and a hydroxyl group is 2-amino-1-hexanol.
9. The water-based UV ink according to claim 1, wherein the leveling agent is an organosilicon leveling agent.
10. The method for preparing an aqueous UV ink according to any one of claims 1 to 9, comprising the steps of: stirring and mixing pigment, water, dispersing agent, leveling agent and aqueous acrylic polyurethane emulsion for 30-40min, grinding to fineness of 5-10um, and continuously stirring for 5-10min to obtain the aqueous UV ink.
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