CN115746690A - Water-based UV glass transparent gloss oil - Google Patents

Water-based UV glass transparent gloss oil Download PDF

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CN115746690A
CN115746690A CN202211555289.4A CN202211555289A CN115746690A CN 115746690 A CN115746690 A CN 115746690A CN 202211555289 A CN202211555289 A CN 202211555289A CN 115746690 A CN115746690 A CN 115746690A
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reaction
aqueous
glass transparent
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bottom flask
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CN115746690B (en
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赖俊伟
彭健华
吴勇
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Guangdong Xigui UV Curing Materials Co Ltd
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Guangdong Xigui UV Curing Materials Co Ltd
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Abstract

The invention relates to the technical field of coatings, and particularly relates to water-based UV glass transparent gloss oil. Conventional aqueous UV varnish coatings applied to glass surfaces have poor water resistance. In view of the above problems, the present invention provides an aqueous UV glass transparent varnish, which has a large amount of hydrophobic isobornyl ester structural fragments introduced into a urethane acrylate molecular structure, and is used as a main resin component in an aqueous UV varnish system, thereby significantly improving the water resistance of an aqueous UV varnish coating layer.

Description

Water-based UV glass transparent gloss oil
Technical Field
The invention relates to the technical field of coatings, and particularly relates to water-based UV glass transparent gloss oil.
Background
With the higher and higher environmental protection requirements of society, the water-based UV coating becomes the development trend of the coating field at present. The water is used for replacing an organic solvent, so that the discharge amount of VOC can be obviously reduced, and the pollution and damage to the atmospheric environment are reduced.
However, the aqueous UV coating system usually selects a host resin containing a large amount of hydrophilic groups, so that the resulting aqueous UV varnish coating layer has poor water resistance. Likewise, conventional aqueous UV varnish coatings applied to glass surfaces are also less water resistant. Meanwhile, the surface of the glass is very smooth, and the adhesion of the conventional water-based UV gloss oil coating on the surface of the glass is not good.
According to the invention, experiments show that not only can the water resistance of the water-based UV gloss oil coating be obviously improved, but also the adhesive force of the water-based UV gloss oil on the glass surface can be obviously improved by introducing the isobornyl ester segment and the bisphenol A segment into the molecular structure of the urethane acrylate.
Disclosure of Invention
The problems in the prior art are that: conventional aqueous UV varnish coatings applied to glass surfaces have poor water resistance. Aiming at the problems, the invention provides water-based UV glass transparent gloss oil which comprises the following components in parts by weight:
Figure BDA0003982626510000011
specifically, the preparation method of the modified polyurethane acrylate comprises the following steps:
(1) Adding 20.8g of IBOA, 0.05g of photoinitiator 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask by an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction by FTIR measurement, eliminating the double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product a;
(2) Adding 14.1g of ACMO (ethoxylated bisphenol A dimethacrylate), 0.05g of catalyst 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product b;
(3) Adding 70.8g of polyethylene glycol (600) diacrylate, 0.08g of photoinitiator 1173 and 100mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 18.4g of mercapto anhydrous ethanol into the flask under the protection of nitrogen, stirring and irradiating by using an LED lamp with the wavelength of 365nm, monitoring the reaction by FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product c;
(4) Adding 44.2g of IPDI, 0.04g of catalyst DBTDL and 70mL of THF into a three-hole round-bottom flask, then raising the temperature of a reaction system to 70 ℃, dropwise adding 20.4g of product a, 10.1g of product b and 18.1g of product c into the flask under the protection of nitrogen, stirring for reaction after dropwise adding is completed, monitoring the reaction by FTIR, adding 0.005g of hydroquinone into the reaction system until a hydroxyl absorption peak in the reaction system disappears, continuously dropwise adding PETA, continuing stirring for reaction at 70 ℃ until an isocyanate absorption peak in the reaction system disappears on an FTIR spectrum, finishing the reaction, and finally removing the solvent by rotary evaporation to obtain the modified polyurethane resin.
Specifically, the aqueous UV monomer comprises at least one of PET5EO4A, TMP15EOTA, HEA.
Specifically, the photoinitiator comprises at least one of a photoinitiator 1173, a photoinitiator 2959, and a photoinitiator TPO-L.
Specifically, the wetting agent includes at least one of TEGO Wet 270, TEGO 4200, BYK-UV3500, BYK 349.
Specifically, the defoaming agent comprises at least one of BYK-093, BYK-1781 and BYK-024.
Specifically, the leveling agent includes at least one of BYK333, BYK3456, BYK3455, modesty 457 silicone leveling agents.
Specifically, the thixotropic agent includes at least one of the group consisting of Drojimus Rheolate FX 1010, youxing-Suzu and Polymer materials GmbH WT-305, SG 28.
Specifically, the preparation method of the water-based UV glass transparent gloss oil comprises the following steps: under the condition of keeping out of the sun, the raw materials are mixed and stirred uniformly according to the formula amount to obtain the composition.
Advantageous effects
(1) According to the invention, a large number of hydrophobic isobornyl ester structural fragments are introduced into a molecular structure of urethane acrylate and are used as a main resin component in an aqueous UV gloss oil system, so that the water resistance of the aqueous UV gloss oil coating is obviously improved, probably because a double-ring structure of the hydrophobic isobornyl ester structural fragments forms a laminated structure with high and low dislocation in the coating, the steric hindrance of a hydrophilic group contacting with the outside is increased, and the water resistance of the aqueous UV gloss oil coating is effectively improved;
(2) The bisphenol A structure segment in the molecular structure of the modified urethane acrylate contains two benzene rings, so that the modified urethane acrylate has certain regularity, the coating is more tightly attached to the surface of the glass, and the modified urethane acrylate is very favorable for improving the adhesive force of the aqueous UV gloss oil on the surface of the glass.
Detailed Description
The modified polyurethane acrylate in the following embodiment of the invention is prepared according to the following steps:
(1) Adding 20.8g of IBOA, 0.05g of photoinitiator 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask by an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction by FTIR measurement, eliminating the double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product a;
(2) Adding 14.1g of ACMO, 0.05g of catalyst 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product b;
(3) Adding 70.8g of polyethylene glycol (600) diacrylate, 0.08g of photoinitiator 1173 and 100mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 18.4g of mercaptoethanol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating the double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product c;
(4) Adding 44.2g of IPDI, 0.04g of catalyst DBTDL and 70mL of THF into a three-hole round-bottom flask, then raising the temperature of a reaction system to 70 ℃, dropwise adding 20.4g of product a, 10.1g of product b and 18.1g of product c into the flask under the protection of nitrogen, stirring for reaction after dropwise adding is completed, monitoring the reaction by FTIR, adding 0.005g of hydroquinone into the reaction system until a hydroxyl absorption peak in the reaction system disappears, continuously dropwise adding PETA, continuing stirring for reaction at 70 ℃ until an isocyanate absorption peak in the reaction system disappears on an FTIR spectrum, finishing the reaction, and finally removing the solvent by rotary evaporation to obtain the modified polyurethane resin.
Example 1
The water-based UV glass transparent gloss oil comprises the following components in parts by weight:
Figure BDA0003982626510000041
example 2
The water-based UV glass transparent gloss oil comprises the following components in parts by weight:
Figure BDA0003982626510000042
Figure BDA0003982626510000051
example 3
The water-based UV glass transparent gloss oil comprises the following components in parts by weight:
Figure BDA0003982626510000052
example 4
The water-based UV glass transparent gloss oil comprises the following components in parts by weight:
Figure BDA0003982626510000053
Figure BDA0003982626510000061
example 5
The water-based UV glass transparent gloss oil comprises the following components in parts by weight:
Figure BDA0003982626510000062
comparative example 1 the same as example 1 except that the modified urethane acrylate in comparative example 1 was prepared according to the following procedure:
(1) Adding 20.8g of IBOA, 0.05g of photoinitiator 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating a double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product a;
(2) Adding 70.8g of polyethylene glycol (600) diacrylate, 0.08g of photoinitiator 1173 and 100mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 18.4g of mercaptoethanol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating the double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product b;
(3) Adding 44.2g of IPDI, 0.04g of catalyst DBTDL and 70mL of THF into a three-hole round-bottom flask, then raising the temperature of a reaction system to 70 ℃, dropwise adding 20.4g of product a and 28.2g of product b into the flask under the protection of nitrogen, stirring for reaction after the dropwise addition is completed, monitoring the reaction through FTIR until a hydroxyl absorption peak in the reaction system disappears, adding 0.005g of hydroquinone into the reaction system, continuously dropwise adding PETA, continuing stirring for reaction at 70 ℃ until an isocyanate absorption peak in the reaction system disappears on an FTIR spectrum, ending the reaction, and finally removing the solvent through rotary evaporation to obtain the modified polyurethane resin.
Comparative example 2 the same as example 1 except that the modified urethane acrylate in comparative example 2 was prepared according to the following procedure:
(1) Adding 14.1g of ACMO, 0.05g of catalyst 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask by using an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction by FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product a;
(2) Adding 70.8g of polyethylene glycol (600) diacrylate, 0.08g of photoinitiator 1173 and 100mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 18.4g of mercapto anhydrous ethanol into the flask under the protection of nitrogen, stirring and irradiating by using an LED lamp with the wavelength of 365nm, monitoring the reaction by FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product b;
(4) Adding 44.2g of IPDI, 0.04g of catalyst DBTDL and 70mL of THF into a three-hole round-bottom flask, then raising the temperature of a reaction system to 70 ℃, dropwise adding 15.3g of product a and 23.1g of product b into the flask under the protection of nitrogen, stirring for reaction after dropwise adding is completed, monitoring the reaction through FTIR, adding 0.005g of hydroquinone into the reaction system until a hydroxyl absorption peak in the reaction system disappears, continuously dropwise adding PETA, continuing stirring for reaction at 70 ℃ until an isocyanate absorption peak in the reaction system disappears on an FTIR spectrum, ending the reaction, and finally removing the solvent through rotary evaporation to obtain the modified polyurethane resin.
Comparative example 3 the same as example 1 except that the modified urethane acrylate in comparative example 3 was prepared according to the following procedure: .
(1) Adding 70.8g of polyethylene glycol (600) diacrylate, 0.08g of photoinitiator 1173 and 100mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 18.4g of mercaptoethanol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating the double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product c;
(2) Adding 44.2g of IPDI, 0.04g of catalyst DBTDL and 70mL of THF into a three-hole round-bottom flask, then raising the temperature of a reaction system to 70 ℃, dropwise adding 48.6g of product a into the flask under the protection of nitrogen, stirring for reaction after the dropwise addition is finished, monitoring the reaction by FTIR, adding 0.005g of hydroquinone into the reaction system when a hydroxyl absorption peak in the reaction system disappears, continuously dropwise adding PETA, continuously stirring for reaction at 70 ℃ until an isocyanate absorption peak in the reaction system disappears on an FTIR spectrum, finishing the reaction, and finally removing the solvent by rotary evaporation to obtain the modified polyurethane resin.
And (3) performance testing:
the water-based UV glass transparent varnish coatings obtained in examples 1-5 and comparative examples 1-3 of the invention are respectively coated on the surface of smooth glass with the same specification and size, the smooth glass is dried at 60 ℃ for 6min in an infrared way, the smooth glass is respectively placed under a high-pressure mercury lamp for photocuring, the photocuring thickness is 30 mu m, the water-based UV glass transparent varnish coatings are respectively obtained, then the water-based UV glass transparent varnish coatings obtained in examples 1-5 and comparative examples 1-3 are subjected to related performance tests, and the specific test results are shown in Table 1.
And (3) testing the adhesive force: measured according to GB/T9286-1998.
Boiling test: boiling the mixture in water for 2 hours at 100 ℃, and observing whether the coating has the conditions of no bubbles, falling off, cracking, fogging, color change and the like.
Ethanol resistance test: the cotton cloth was dipped in absolute ethanol, wiped back and forth over the surface of the coating under a pressure of 1 kg, and the number of rubs at the beginning of the coating breakage was recorded.
Hardness: the tests were carried out according to the standard GB/T6739-2006.
TABLE 1
Test item Hardness of Water boiling test Ethanol resistance test Adhesion (grade)
Example 1 2H By passing 90 0
Example 2 3H By passing 100 0
Example 3 H By passing 85 0
Example 4 H By passing 83 0
Example 5 2H By passing 95 0
Comparative example 1 2H By passing 87 1
Comparative example 2 2H Do not pass through 73 0
Comparative example 3 2H Do not pass through 62 2
Although the present invention has been described with reference to the preferred embodiments, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.

Claims (9)

1. The water-based UV glass transparent gloss oil is characterized by comprising the following components in parts by weight:
Figure FDA0003982626500000011
2. the aqueous UV glass transparent varnish according to claim 1, wherein the preparation method of the modified polyurethane acrylate comprises the following steps:
(1) Adding 20.8g of IBOA, 0.05g of photoinitiator 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating a double bond absorption peak in the reactant, and removing the solvent by rotary evaporation to obtain a product a;
(2) Adding 14.1g of ACMO, 0.05g of catalyst 1173 and 70mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 10.8g of 3-mercapto-1, 2-propanediol into the flask under the protection of nitrogen, irradiating the flask with an LED lamp with the wavelength of 365nm while stirring, monitoring the reaction through FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product b;
(3) Adding 70.8g of polyethylene glycol (600) diacrylate, 0.08g of photoinitiator 1173 and 100mL of toluene into a three-hole round-bottom flask, then raising the temperature of the round-bottom flask to 50 ℃, dropwise adding 18.4g of mercapto anhydrous ethanol into the flask under the protection of nitrogen, stirring and irradiating by using an LED lamp with the wavelength of 365nm, monitoring the reaction by FTIR measurement, eliminating a double bond absorption peak in a reactant, and removing the solvent by rotary evaporation to obtain a product c;
(4) Adding 44.2g of IPDI, 0.04g of catalyst DBTDL and 70mL of THF into a three-hole round-bottom flask, then raising the temperature of a reaction system to 70 ℃, dropwise adding 20.4g of product a, 10.1g of product b and 18.1g of product c into the flask under the protection of nitrogen, stirring for reaction after dropwise adding is completed, monitoring the reaction by FTIR, adding 0.005g of hydroquinone into the reaction system until a hydroxyl absorption peak in the reaction system disappears, continuously dropwise adding PETA, continuing stirring for reaction at 70 ℃ until an isocyanate absorption peak in the reaction system disappears on an FTIR spectrum, finishing the reaction, and finally removing the solvent by rotary evaporation to obtain the modified polyurethane resin.
3. The aqueous UV glass clear varnish according to claim 1, wherein the aqueous UV monomer comprises at least one of PET5EO4A, TMP15EOTA, HEA.
4. The aqueous UV glass transparent varnish according to claim 1, wherein the photoinitiator comprises at least one of a photoinitiator 1173, a photoinitiator 2959, and a photoinitiator TPO-L.
5. The aqueous UV glass transparent gloss oil of claim 1, wherein said wetting agent comprises at least one of TEGO Wet 270, TEGO 4200, BYK-UV3500 and BYK 349.
6. The aqueous UV glass transparent varnish according to claim 1, wherein the defoamer comprises at least one of BYK-093, BYK-1781, BYK-024.
7. The aqueous UV glass transparent varnish according to claim 1, wherein the leveling agent comprises at least one of BYK333, BYK3456, BYK3455, modesty 457 silicone leveling agents.
8. The aqueous UV glass transparent gloss oil of claim 1, wherein said thixotropic agent comprises at least one of the class of the Stomus Rheolate FX 1010, the family of the Kyoho WT-305 and SG 28.
9. The aqueous UV glass transparent varnish according to any one of claims 1 to 8, prepared by a method comprising: under the condition of keeping out of the sun, the raw materials are mixed and stirred evenly according to the formula amount to obtain the composition.
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