CN111234662A - Photocurable composition, photocured product and preparation method of substrate coating - Google Patents

Photocurable composition, photocured product and preparation method of substrate coating Download PDF

Info

Publication number
CN111234662A
CN111234662A CN202010205189.3A CN202010205189A CN111234662A CN 111234662 A CN111234662 A CN 111234662A CN 202010205189 A CN202010205189 A CN 202010205189A CN 111234662 A CN111234662 A CN 111234662A
Authority
CN
China
Prior art keywords
parts
photocurable composition
good
sensitizer
coating
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202010205189.3A
Other languages
Chinese (zh)
Inventor
周孟博
张郭
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SHANGHAI JIN DUN INDUSTRIAL Co.,Ltd.
Original Assignee
Ningbo Yegoat New Material Technology Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ningbo Yegoat New Material Technology Co Ltd filed Critical Ningbo Yegoat New Material Technology Co Ltd
Priority to CN202010205189.3A priority Critical patent/CN111234662A/en
Publication of CN111234662A publication Critical patent/CN111234662A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D163/00Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C09D163/10Epoxy resins modified by unsaturated compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/06Unsaturated polyesters having carbon-to-carbon unsaturation
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/14Polyurethanes having carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D4/00Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/08Anti-corrosive paints
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment
    • C08J2323/10Homopolymers or copolymers of propene
    • C08J2323/12Polypropene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02Polyesters derived from dicarboxylic acids and dihydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2463/00Characterised by the use of epoxy resins; Derivatives of epoxy resins
    • C08J2463/10Epoxy resins modified by unsaturated compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2467/00Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2467/06Unsaturated polyesters
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2475/00Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
    • C08J2475/04Polyurethanes
    • C08J2475/14Polyurethanes having carbon-to-carbon unsaturated bonds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)

Abstract

The application relates to the field of materials, in particular to a preparation method of a photocuring composition, a photocuring product and a substrate coating. A photocuring composition is composed of the following components in parts by weight: 60-88 parts of a cation-curable compound, 5-20 parts of an acrylate oligomer, 2-15 parts of an acrylate monomer, 0.3-3 parts of an adhesion promoter, 1-6 parts of a cation photoinitiator and 1-6 parts of a sensitizer. The raw materials of the light-curing composition provided by the embodiment of the application do not contain solvent, and no solvent is discharged. The photocuring composition is mutually assisted by the components in the proportion, so that the cured photocuring composition has the advantages of low shrinkage, good adhesion and good rubbing resistance, and the cured photocuring composition also has the advantages of organic solvent resistance, good wiping performance, and good resistance to boiling in acid and alkali solution and water boiling.

Description

Photocurable composition, photocured product and preparation method of substrate coating
Technical Field
The application relates to the field of materials, in particular to a preparation method of a photocuring composition, a photocuring product and a substrate coating.
Background
The metallic yarn is one of important raw materials in the textile industry; the metallic yarn is formed by coating a protective coating on a PET film roll after vacuum aluminizing, and then forming a wire after wide cutting and fine cutting. The quality of the protective coating directly affects the quality of the metallic yarn fabric, and the protective coating needs to have good adhesion fastness, rubbing resistance and organic solvent resistance. Meanwhile, the metallic yarns need to have the performances of resisting acid-base solution cooking and water cooking.
At present, the metallic yarn products on the market still adopt a solvent type thermosetting double-component coating system, although the use requirements can be met, the problems of high energy consumption and low production efficiency and the serious problem of large organic solvent emission (VOC) exist because the temperature of a coating drying tunnel exceeds 180 ℃ and the drying time is long.
Disclosure of Invention
An object of the embodiments of the present application is to provide a photocurable composition, a photocurable product, and a method for producing a substrate coating, which aim to solve the problem of a large emission amount of organic solvent of the existing photocurable composition.
The first aspect of the present application provides a photocurable composition, which comprises the following components in parts by weight:
60-88 parts of a cation-curable compound, 5-20 parts of an acrylate oligomer, 2-15 parts of an acrylate monomer, 0.3-3 parts of an adhesion promoter, 1-6 parts of a cation photoinitiator and 1-6 parts of a sensitizer.
The raw materials of the light-curing composition provided by the embodiment of the application do not contain solvent, and no solvent is discharged. The photocuring composition is mutually assisted by the components in the proportion, so that the cured photocuring composition has the advantages of low shrinkage, good adhesion and good rubbing resistance, and the cured photocuring composition also has the advantages of organic solvent resistance, good wiping performance, and good resistance to boiling in acid and alkali solution and water boiling.
A second aspect of the present application provides a photo-cured product comprising a substrate and a coating layer cured on the substrate;
the coating is prepared by curing a photocurable composition provided in the first aspect of the present application.
The photocuring composition has the advantages of low shrinkage, good adhesion and good rubbing resistance after being cured, so that the photocuring product provided by the application has the advantages of low shrinkage, good adhesion and good rubbing resistance, and has the performances of organic solvent resistance, good wiping performance, and good resistance to acid-base solution cooking and water boiling.
In a third aspect, the present application provides a method of preparing a coating on a substrate comprising curing a photocurable composition according to the first aspect of the present application on the substrate.
The photo-curing composition of the first aspect of the present application is used for curing on a substrate, which is beneficial to improving the performance of the substrate in resisting organic solvents and acid-base solutions.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present application clearer, the technical solutions of the embodiments of the present application will be clearly and completely described below. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.
The following specifically describes the production methods of the photocurable composition, the photocurable product, and the substrate coating layer of the examples of the present application.
A photocuring composition is composed of the following components in parts by weight:
60-88 parts of a cation-curable compound, 5-20 parts of an acrylate oligomer, 2-15 parts of an acrylate monomer, 0.3-3 parts of an adhesion promoter, 1-6 parts of a cation photoinitiator and 1-6 parts of a sensitizer.
In the embodiment of the application, the photocuring composition does not need to be added with an organic solvent, so that the problem of large emission of the organic solvent is effectively solved.
The cationically curable compound can effectively avoid the problem of oxygen inhibition encountered after curing of the photocurable composition; the 1-6 parts of sensitizer can improve the initiation efficiency and the limit of absorption wavelength of the cationic photoinitiator, so that the curing speed is increased to meet the requirement of industrial production. In addition, the characteristics of low shrinkage and high physicochemical resistance of the cationic system are reasonably matched with the acrylate system, so that the coating after the photocuring composition is cured is protected to have good rubbing resistance and organic solvent wiping resistance; the coating of the photo-curing composition provided by the embodiment of the application after curing has good performance of resisting acid-base solution cooking and resisting water cooking.
Illustratively, in some embodiments herein, the cationically curable compound can be 60, 61, 65, 68, 70, 72, 75, 76, 78, 81, 85, or 88 parts by weight.
Further, the cationically curable compound is selected from at least one of an epoxy compound, an oxetane compound, and a vinyl ether compound.
Cationic photopolymerization was not inhibited by oxygen and there was no oxygen inhibition. The obtained condensate has small shrinkage, good kneading resistance and stronger adhesive force to base materials.
The epoxy compound has a cyclic structure in the chemical structure, and the cyclic structure is opened under the action of a cationic photoinitiator to generate a ring opening reaction. The cationic photopolymerization is easily affected by water vapor, and the epoxy compound has certain resistance to the water vapor and small volume shrinkage.
Alkenyl ethers are among the most active monomers in cationically photocurable monomers, and have the advantages of fast reaction speed, low viscosity, no toxicity, no odor, and the like.
The cationic polymerization reaction system has small volume shrinkage, high adhesion and excellent mechanical performance, and the cationic polymerization reaction system can overcome the influence of oxygen inhibition.
The epoxy compound may be, for example, bisphenol a epoxy, novolac epoxy, or alicyclic epoxy. Examples of the alicyclic epoxy include 3, 4-epoxycyclohexylmethacrylate, 3, 4-epoxycyclohexylmethyl 3, 4-epoxycyclohexylformate, bis ((3, 4-epoxycyclohexyl) methyl) adipate, methyl 3, 4-epoxycyclohexanecarboxylate, dicyclopentadiene epoxide, 1, 2-epoxy-4-vinylcyclohexane, 3, 4-epoxycyclohexylmethylmethacrylate, diglycidyl cyclohexane-1, 2-dicarboxylate, 1, 4-cyclohexanedimethanol bis (3, 4-epoxycyclohexanecarboxylate) ester, and diglycidyl 4, 5-epoxycyclohexane-1, 2-dicarboxylate.
Examples of the oxetane include 3-methoxyoxetane, 3- (benzyloxy) oxetane, 4-hydroxymethyloxetane, methyloxetane-2-carboxylate, and ethyloxetane-3-acetate. Cationically curable compounds with a functionality greater than or equal to 2 are preferred to increase the crosslink density and the corresponding chemical resistance.
Examples of the vinyl ether compound include 1, 4-cyclohexanedimethanol divinyl ether, 1, 4-butanediol divinyl ether, hexanediol divinyl ether, diethylene glycol divinyl ether, triethylene glycol divinyl ether, tetraethylene glycol divinyl ether, dipropylene glycol divinyl ether, butane-1, 4-diol divinyl ether, N-vinylcaprolactam, and N-vinylpyrrolidone.
Further, in some embodiments herein, the epoxy compound is selected to have a functionality of greater than or equal to 2.
Illustratively, the acrylate oligomer may be present in 5, 6, 8, 10, 11, 13, 15, 17, 19, or 20 parts by weight.
In some embodiments herein, the acrylate oligomer is selected from at least one of epoxy acrylates, urethane acrylates, polyester acrylates, and hyperbranched acrylates.
The epoxy acrylate may be selected from CNUVE151, CN2204 of Saedoma, Youxin 6209, G908, G991, etc.
Examples of the urethane acrylate include CN8003, CN890, CN8000, CN8001, and CN968 of Saedoma, and Changxing U204, U202, U110, U095, 6147, and 6150-100.
The polyester acrylate can be selected from CN293, CN704, CN2203 of Sartomer, 6336-100, 6320, 6321-100, 6313-100, 6311-100, etc.;
the hyperbranched acrylic acid ester can be selected from CN2303 and CN2302 of Sartomer, and 6361-100, 6362-100, 6363 and E522 of Yongxing.
Illustratively, in some embodiments, the acrylate oligomer has a functionality of 4 or greater.
In some embodiments, the parts by weight of the acrylate monomer may be 2, 3, 5, 6, 8, 10, 11, 13, or 15 parts.
Illustratively, the acrylate monomer is selected from at least one of trimethylolpropane triacrylate, propoxylated trimethylolpropane triacrylate, pentaerythritol tetraacrylate, dimethylolpropane tetraacrylate, and trimethylolpropane tetraacrylate.
The adhesion promoter can increase the adhesion of the light-cured composition to a substrate.
In some embodiments, the adhesion promoter may be present in 0.3, 0.5, 0.8, 1, 1.1, 1.2, 1.5, 1.7, 1.9, 2.5, 2.8, or 3 parts by weight.
Illustratively, the adhesion promoter is selected from at least one of a phosphate-based adhesion promoter and a modified acid ester-based adhesion promoter.
The adhesion promoter can be selected from SR9050, SR9051, SR9009 and SR9016 of Sartomer company, EB111, EB112, EB1039, EB168 and EB170, and Freon 7151.
In some embodiments, the cationic photoinitiator may be 1,2, 3,4, 5, or 6 parts by weight.
Illustratively, the cationic photoinitiator is selected from at least one of sulfonium salt cationic photoinitiators, iodonium salt cationic photoinitiators and ferrocenium salt cationic photoinitiators.
Sulfonium salt type cationic photoinitiators such as bis 4,4 '-thioethertriphenylsulfonium hexafluoroantimonate, bis 4,4' -thioethertriphenylsulfonium hexafluorophosphate, 4- (phenylthio) phenyldiphenylsulfonium hexafluorophosphate and the like.
Iodonium-based cationic photoinitiators such as 4,4' -dimethyldiphenyliodonium hexafluorophosphate, 4-isobutylphenyl-4 ' -methylphenyliodiiodonium hexafluoroarsenate, 4-isobutylphenyl-4 ' -methylphenyliodonium hexafluoroantimonate and the like.
Ferrocenium salt cationic photoinitiators such as 6-isoferrocenium (II) hexafluorophosphate and the like.
In some embodiments, the weight parts of the sensitizer may be 1,2, 3,4, 5, or 6 parts.
Illustratively, the sensitizer is at least one selected from the group consisting of radical photoinitiator sensitizers, coumarin sensitizers, acridine sensitizers, and anthracene derivative sensitizers.
Examples of the radical photoinitiator sensitizer include α -hydroxyketones, benzoylformates, acylphosphine oxide cleavage type photoinitiators, benzophenones, thioxanthones and anthraquinones hydrogen abstraction type photoinitiators.
Coumarin sensitizer, acridine sensitizer and anthracene derivative sensitizer can widen the photosensitive range of the cationic photoinitiator.
In some embodiments of the present application, the photocurable composition further comprises 0.1-5 parts of an auxiliary agent. The auxiliary agent includes at least one of a defoaming agent and a surface control agent.
Further, the defoaming agent can adjust the foaming performance, and the surface control agent can adjust the flowing/leveling performance of the coating.
CN201210586193.4 is used for the ultraviolet light curing coating combination of the metallic yarn protective layer, and comprises the following components by weight percent:
Figure BDA0002418771010000061
Figure BDA0002418771010000071
it can be seen that it still has 30-73% solvent.
The photocuring composition is mutually assisted by the components in the proportion, so that the cured photocuring composition has the advantages of low shrinkage, good adhesion and good rubbing resistance, and the cured photocuring composition also has the advantages of organic solvent resistance, good wiping performance, and good resistance to boiling in acid and alkali solution and water boiling.
The raw materials of the light-curing composition provided by the embodiment of the application do not contain solvent, and no solvent is discharged. Secondly, the photo-curing composition provided by the embodiment of the application is a solvent-free ultraviolet curing system, does not need drying in a drying tunnel, and is energy-saving, efficient and high in yield.
The present application also provides a photo-cured product comprising a substrate and a coating cured on the substrate; the coating is prepared by curing the photocurable composition provided herein above.
In some embodiments of the present application, the material of the substrate may be, for example, PET, BOPP, or the like.
As mentioned above, the photocuring composition has the advantages of low shrinkage, good adhesion and good rubbing resistance after being cured, so that the photocuring product provided by the application has the advantages of low shrinkage, good adhesion and good rubbing resistance, and has the advantages of organic solvent resistance, good wiping performance, and good resistance to boiling in an acid-alkali solution and boiling in water.
The present application also provides a method of preparing a coating on a substrate comprising curing a photocurable composition according to the first aspect of the present application on a substrate.
The features and properties of the present application are described in further detail below with reference to examples.
Example 1 to example 4
Examples 1 to 4 each provide a photocurable composition. The components of the photocurable composition and their weight percentages are shown in table 1.
TABLE 1 compositions and weight percents of photocurable compositions of examples 1-4%
Figure BDA0002418771010000081
Figure BDA0002418771010000091
Comparative examples 1 to 4
Comparative examples 1 to 4 each provide a photocurable composition. The components of the photocurable composition and their weight percentages are shown in table 2.
Table 2 components and weight percentages of comparative examples 1-4 photocurable compositions%
Figure BDA0002418771010000092
Figure BDA0002418771010000101
Comparative example 5
CN201210586193.4 discloses an ultraviolet light curing coating composition for a metallic yarn protective layer, and embodiments 1 to 4 thereof respectively disclose an ultraviolet light curing coating composition; the ultraviolet curing coating compositions provided in the embodiments 1 to 4 all comprise 30 to 70 percent of solvent.
Test example 1
The examples 1 to 4 and comparative examples 1 to 4 were subjected to the following performance tests:
first, solvent resistance test
The solvent rub resistance assay was performed using the method disclosed in GB/T23989-2009.
The method comprises a method A and a method B, wherein the method A is a manual wiping method, the method B is an instrument wiping method, three drops of acetone and ethanol solvent are dripped on a horizontal plane position sprayed with a paint sample, the paint film is kept in contact for two minutes, a cotton swab is used for wiping the surface for 10 times, and whether the color and the luster of the paint film are changed or not is observed by naked eyes. If the color and the gloss are not changed, the test is regarded as passed.
Second, boil resistance test
The boiling resistance test was carried out using the method disclosed in GB/T1733-93.
And (4) putting the coated product into a pressure cooker, boiling and boiling for 30 minutes. After being taken out, the surface is observed whether obvious shedding and color and gloss change exist, if not, the test is regarded as being passed.
Third, rub resistance test
And cutting the coated product into proper sizes, forcibly rubbing for 10 times by hands, observing whether the surface has obvious shedding, paint falling and gloss change or not, and if not, judging that the test is passed.
Test results for example 1:
the coating amount of the photocurable composition of example 1 is 1 to 2g/m2The thickness of the silver wire is 1-2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, after the silver wire is solidified by a UV lamp, the silver wire is not rolled and is not sticky, the adhesive force is good, the size stability of an aluminized film is good, and the prepared gold and silver wire product can resist being rubbed for 10 times, and can resist acetone, ethanol surface wiping and boiling water boiling for 30 minutes.
Test results for example 2:
the coating amount of the photocurable composition of example 2 is 1 to 2g/m2The thickness of the silver wire is 1-2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, after the silver wire is solidified by a UV lamp, the silver wire is not rolled and is not sticky, the adhesive force is good, the size stability of an aluminized film is good, and the prepared gold and silver wire product can resist being rubbed for 10 times, and can resist acetone, ethanol surface wiping and boiling water boiling for 30 minutes.
Test results for example 3:
the coating amount of the photocurable composition of example 3 is 1 to 2g/m2The thickness of the silver wire is 1-2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, after the silver wire is solidified by a UV lamp, the silver wire is not rolled and is not sticky, the adhesive force is good, the size stability of an aluminized film is good, and the prepared gold and silver wire product can resist being rubbed for 10 times, and can resist acetone, ethanol surface wiping and boiling water boiling for 30 minutes.
Test results for example 4:
the coating amount of the photocurable composition of example 4 is 1 to 2g/m2The thickness is 2 mu m, the coating adaptability to the aluminized PET film with the thickness of 12 mu m is good, the aluminized film is not sticky after being cured by a UV lamp, the adhesive force is good, and the size of the aluminized film is stableThe qualitative is good, and the prepared metallic yarn product can resist rubbing for 10 times, acetone and ethanol for wiping the surface and boiling for 30 minutes.
Test results of comparative example 1:
the coating amount of the photocurable composition of comparative example 1 was 1 to 2g/m2The thickness of the silver wire is 1-2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, after the silver wire is cured by a UV lamp, the surface dryness of the coating is poor, a large amount of waste is generated by reverse adhesion after rolling, the adhesive force is poor, the shrinkage of an aluminizer is serious in size difference, and the prepared gold and silver wire product has poor kneading resistance, poor organic solvent wiping resistance and poor water boiling resistance.
Test results of comparative example 2:
the coating amount of the photocurable composition of comparative example 2 is 1 to 2g/m2The thickness of the silver wire is 2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, after the silver wire is solidified by a UV lamp, the silver wire is not rolled and is not sticky, the adhesive force is good, the aluminized film has good dimensional stability, and the prepared gold and silver wire product has good rubbing resistance, good organic solvent wiping resistance and poor boiling resistance.
Test results of comparative example 3:
the coating amount of the photocurable composition of comparative example 3 is 1 to 2g/m2The thickness of the silver wire is 1-2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, the silver wire is not anti-sticky when being wound after being solidified by a UV lamp, the aluminized film has good dimensional stability but poor adhesive force, and the prepared gold and silver wire product has good performance of resisting wiping by an organic solvent, but poor kneading resistance and poor boiling resistance.
Test results of comparative example 4:
the coating amount of the photocurable composition of comparative example 4 was 1 to 2g/m2The thickness of the silver wire is 1-2 mu m, the coating adaptability to an aluminized PET film with the thickness of 12 mu m is good, after the silver wire is solidified by a UV lamp, the silver wire is not rolled and is not sticky, the adhesive force is good, the aluminized film has good dimensional stability, and the prepared gold and silver wire product has good rubbing resistance, good organic solvent wiping resistance and poor boiling resistance.
From the results of test example 1, it can be seen that: the absence of cationic systems, or the use of adhesion promoters and acrylate oligomers, results in compositions that do not meet all of the requirements and do not provide a protective coating.
In addition, in the application, through the arrangement of the materials and the formula, a solvent is not needed, and the tests of solvent resistance, boiling resistance and kneading resistance are met.
The above description is only a preferred embodiment of the present application and is not intended to limit the present application, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, improvement and the like made within the spirit and principle of the present application shall be included in the protection scope of the present application.

Claims (10)

1. The photocuring composition is characterized by comprising the following components in parts by weight:
60-88 parts of a cation-curable compound, 5-20 parts of an acrylate oligomer, 2-15 parts of an acrylate monomer, 0.3-3 parts of an adhesion promoter, 1-6 parts of a cation photoinitiator and 1-6 parts of a sensitizer.
2. The photocurable composition of claim 1 wherein the cationically curable compound is selected from at least one of an epoxy compound, an oxetane compound, and a vinyl ether compound.
3. The photocurable composition of claim 1 wherein the acrylate oligomer is selected from at least one of epoxy acrylates, urethane acrylates, polyester acrylates, and hyperbranched acrylates.
4. The photocurable composition of claim 1 wherein the acrylate monomer is selected from at least one of trimethylolpropane triacrylate, propoxylated trimethylolpropane triacrylate, pentaerythritol tetraacrylate, dimethylolpropane tetraacrylate and trimethylolpropane tetraacrylate.
5. The photocurable composition of claim 1 wherein the adhesion promoter is selected from at least one of a phosphate ester adhesion promoter and a modified acid ester adhesion promoter.
6. The photocurable composition according to claim 1, wherein the cationic photoinitiator is at least one selected from the group consisting of sulfonium-based cationic photoinitiators, iodonium-based cationic photoinitiators, and ferrocenium-based cationic photoinitiators.
7. The photocurable composition of claim 1 wherein the sensitizer is selected from the group consisting of: at least one of a radical photoinitiator sensitizer, a coumarin sensitizer, an acridine sensitizer and an anthracene derivative sensitizer.
8. The photocurable composition of any one of claims 1-7 further comprising 0.1 to 5 parts of an auxiliary agent;
the auxiliary agent includes at least one of a defoaming agent and a surface control agent.
9. A photocured product comprising a substrate and a coating cured on the substrate;
the coating layer is obtained by curing the photocurable composition according to any one of claims 1-8.
10. A method for producing a coating on a substrate, comprising curing the photocurable composition according to any one of claims 1-8 on the substrate.
CN202010205189.3A 2020-03-20 2020-03-20 Photocurable composition, photocured product and preparation method of substrate coating Pending CN111234662A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010205189.3A CN111234662A (en) 2020-03-20 2020-03-20 Photocurable composition, photocured product and preparation method of substrate coating

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010205189.3A CN111234662A (en) 2020-03-20 2020-03-20 Photocurable composition, photocured product and preparation method of substrate coating

Publications (1)

Publication Number Publication Date
CN111234662A true CN111234662A (en) 2020-06-05

Family

ID=70873743

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010205189.3A Pending CN111234662A (en) 2020-03-20 2020-03-20 Photocurable composition, photocured product and preparation method of substrate coating

Country Status (1)

Country Link
CN (1) CN111234662A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112941922A (en) * 2021-01-29 2021-06-11 广州新莱福新材料股份有限公司 Projection cloth and preparation method thereof
CN113136133A (en) * 2021-05-08 2021-07-20 山东泰特尔新材料科技有限公司 Hybrid UV (ultraviolet) curing composition and preparation method and application thereof
CN114058289A (en) * 2020-08-07 2022-02-18 宁波安特弗新材料科技有限公司 UV visbreaking adhesive and UV visbreaking adhesive tape
CN115851037A (en) * 2022-12-22 2023-03-28 珠海传美讯新材料股份有限公司 Cationic light-cured LED-UV ink and preparation method thereof
CN117126334A (en) * 2023-09-20 2023-11-28 佛山市优唯特新材料有限公司 3D printing photo-curing resin

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108314912A (en) * 2017-01-17 2018-07-24 常州格林感光新材料有限公司 A kind of UVLED Photocurable compositions and its application in floor coatings
CN109988273A (en) * 2019-04-03 2019-07-09 北京石油化工学院 A kind of preparation method of 3D printing long wave ultraviolet light curing resin composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108314912A (en) * 2017-01-17 2018-07-24 常州格林感光新材料有限公司 A kind of UVLED Photocurable compositions and its application in floor coatings
CN109988273A (en) * 2019-04-03 2019-07-09 北京石油化工学院 A kind of preparation method of 3D printing long wave ultraviolet light curing resin composition

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114058289A (en) * 2020-08-07 2022-02-18 宁波安特弗新材料科技有限公司 UV visbreaking adhesive and UV visbreaking adhesive tape
CN112941922A (en) * 2021-01-29 2021-06-11 广州新莱福新材料股份有限公司 Projection cloth and preparation method thereof
CN113136133A (en) * 2021-05-08 2021-07-20 山东泰特尔新材料科技有限公司 Hybrid UV (ultraviolet) curing composition and preparation method and application thereof
CN115851037A (en) * 2022-12-22 2023-03-28 珠海传美讯新材料股份有限公司 Cationic light-cured LED-UV ink and preparation method thereof
CN117126334A (en) * 2023-09-20 2023-11-28 佛山市优唯特新材料有限公司 3D printing photo-curing resin

Similar Documents

Publication Publication Date Title
CN111234662A (en) Photocurable composition, photocured product and preparation method of substrate coating
CN107325237B (en) Free radical-cation hybrid photocuring system and application thereof
JP5156620B2 (en) UV curable resin composition
JP3428187B2 (en) Active energy ray-curable ink composition
CN107011768B (en) A kind of ultra-violet curing dumb light coating gloss oil of high-dirt-resistance
KR20130130096A (en) Photosensitive composition
JPH0841133A (en) Radiation-curable composition
WO2006118532A1 (en) Hybrid radiation curable composition and use thereof
CN107300832B (en) Photo-curing composition and application thereof
WO1997008141A1 (en) Novel sulfonium salt compounds, polymerization initiator, curable composition, and curing method
TWI553408B (en) Nanoimprinting method and resist composition employed in the nanoimprinting method
CN111138290B (en) Aromatic ring-containing benzophenone derivative and preparation method and application thereof
GB2070019A (en) Photopolymerizable epoxide resin compositions
CN110713797B (en) Epoxy grafted rosin, preparation method thereof, composition containing epoxy grafted rosin and application of composition
CN111205203A (en) Benzophenone derivative containing diphenyl carbamate group and preparation and application thereof
CN109880434B (en) Curable composition and use thereof
JP6720648B2 (en) Novel alicyclic epoxy compound and curable composition
JP2016030764A (en) Reactive monomer, and polymerizable composition using the same
CN115710457B (en) Ultraviolet light curing composition and preparation method and application thereof
JP2015174929A (en) Reactive monomer and polymerizable composition using the same
JPH0794519B2 (en) Active energy ray curable resin composition, coating composition and printing ink composition
CN110964382A (en) Pigment dispersion and application thereof in environment-friendly photosensitive composition
JP2006063261A (en) Photosensitive composition
CN112143284B (en) Radiation-curable ink and use thereof
CN111909118B (en) Oxetane compound, photocurable composition, ink and use thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
TA01 Transfer of patent application right

Effective date of registration: 20200618

Address after: 201100, room 9, No. 3599, Lane seven, Xin Xin Road, Shanghai, Minhang District, 601

Applicant after: SHANGHAI JIN DUN INDUSTRIAL Co.,Ltd.

Address before: 315 200 No. 181 Changluo Road, Camel Street, Zhenhai District, Ningbo City, Zhejiang Province

Applicant before: Ningbo yegoat New Material Technology Co.,Ltd.

TA01 Transfer of patent application right