CN112409574A - Ultraviolet light curing bright white resin and preparation method thereof - Google Patents
Ultraviolet light curing bright white resin and preparation method thereof Download PDFInfo
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- CN112409574A CN112409574A CN202011331018.1A CN202011331018A CN112409574A CN 112409574 A CN112409574 A CN 112409574A CN 202011331018 A CN202011331018 A CN 202011331018A CN 112409574 A CN112409574 A CN 112409574A
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- 229920005989 resin Polymers 0.000 title claims abstract description 51
- 239000011347 resin Substances 0.000 title claims abstract description 51
- 241001085205 Prenanthella exigua Species 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title abstract description 8
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000003822 epoxy resin Substances 0.000 claims abstract description 17
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 17
- 229920006305 unsaturated polyester Polymers 0.000 claims abstract description 12
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 11
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 10
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 10
- 239000003112 inhibitor Substances 0.000 claims abstract description 10
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 238000010438 heat treatment Methods 0.000 claims description 40
- 238000001816 cooling Methods 0.000 claims description 20
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 18
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 claims description 10
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 10
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 238000007599 discharging Methods 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- 150000008065 acid anhydrides Chemical class 0.000 claims description 9
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 7
- 229940014800 succinic anhydride Drugs 0.000 claims description 7
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 claims description 6
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 6
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 claims description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 5
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 3
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 3
- 238000004383 yellowing Methods 0.000 abstract description 9
- HPILSDOMLLYBQF-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COC(CCC)OCC1CO1 HPILSDOMLLYBQF-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000376 reactant Substances 0.000 abstract description 4
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 7
- 238000000576 coating method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 3
- 239000004925 Acrylic resin Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008199 coating composition Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/14—Polycondensates modified by chemical after-treatment
- C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
- C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
- C08G59/1455—Monocarboxylic acids, anhydrides, halides, or low-molecular-weight esters thereof
-
- C—CHEMISTRY; METALLURGY
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C09D163/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/48—Stabilisers against degradation by oxygen, light or heat
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
- C08K2003/329—Phosphorus containing acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention provides an ultraviolet curing bright white resin which comprises the following components in parts by weight: 50-60 parts of hydroxyl acrylate, 20-30 parts of anhydride, 0-0.2 part of antioxidant, 0-0.1 part of polymerization inhibitor, 15-30 parts of epoxy resin, 0-0.8 part of catalyst and 0-8 parts of unsaturated polyester. The ultraviolet light curing bright white resin is synthesized by using hydroxyl acrylate and epoxy resin as main reactants, and has high double bond density and high hardness and high gloss after being cured by introducing a large amount of polyfunctional hydroxyl acrylate; the epoxy resin adopts 1-4 butanediol diglycidyl ether, and brings the excellent yellowing resistance into molecules, so that the synthesized resin has excellent bright white performance. The invention also provides a preparation method of the ultraviolet curing bright white resin.
Description
Technical Field
The invention relates to the technical field of paint production, in particular to ultraviolet curing bright white resin and a preparation method thereof.
Background
The ultraviolet curing is a process of initiating the polymerization and crosslinking of resin containing active functional groups into insoluble and infusible solid coating films by converting a photoinitiator in a liquid UV material into free radicals or cations under the medium-short wave irradiation of ultraviolet light. The ultraviolet curing technology is widely applied to the fields of coatings, printing ink, adhesives and the like because of the advantages of high efficiency, economy, energy conservation, wide applicability and environmental friendliness.
In the field of coatings, white base paints require not only the resin to have bright white properties, but also high hardness, high gloss, yellowing resistance, and bright white transparency.
Chinese patent with publication number CN103059717A discloses a high leveling property ultraviolet curing coating composition for curtain coating, which comprises the following components in parts by weight: 4-30 parts of low-viscosity acrylate resin, 70-96 parts of monomer, 3-8 parts of photoinitiator, 140-350 parts of solvent and 0.01-1 part of flatting agent. Preferably: 4-20 parts of low-viscosity acrylate resin, 80-96 parts of monomer, 4-6 parts of photoinitiator, 100-250 parts of solvent and 0.05-0.5 part of flatting agent. The viscosity and the adding amount of the resin are controlled, so that the viscosity can be effectively reduced, and the leveling property of the coating is improved. However, the coating composition prepared in the patent still has to be verified in the aspect of bright white performance.
Therefore, how to provide a resin which can be cured by ultraviolet light and has bright white performance is a technical problem to be solved by those skilled in the art.
Disclosure of Invention
In order to solve the above problems in the prior art, the present invention provides an ultraviolet light curing brilliant white resin, which uses hydroxyl acrylate and epoxy resin as main reactants to synthesize an ultraviolet light curable brilliant white resin, wherein the resin has high double bond density by introducing a large amount of polyfunctional hydroxyl acrylate, and has high hardness and high gloss after curing; the epoxy resin adopts 1-4 butanediol diglycidyl ether, and brings the excellent yellowing resistance into molecules, so that the synthesized resin has excellent bright white performance. The invention also provides a preparation method of the ultraviolet curing bright white resin.
In order to achieve the purpose, the invention provides the following technical scheme:
the ultraviolet curing bright white resin comprises the following components in parts by weight:
according to a further description as an embodiment of the present invention, the hydroxy acrylate is at least one of pentaerythritol triacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, or hydroxypropyl methacrylate.
As a further description of the technical solution of the present invention, the acid anhydride is at least one of hexahydrophthalic anhydride or succinic anhydride.
As further description of the technical scheme of the invention, the antioxidant is at least one of hypophosphorous acid, 2, 6-di-tert-butylphenol or phenol.
As a further description of the technical scheme of the invention, the polymerization inhibitor is at least one of p-hydroxyanisole or hydroquinone.
As further described in the technical scheme of the invention, the epoxy resin is 1, 4-butanediol diglycidyl ether, the epoxy resin brings excellent yellowing resistance into molecules, and the synthesized resin has excellent bright white performance.
As further description of the technical scheme of the invention, the catalyst is at least one of triphenylphosphine, triethylamine or benzyltriethylammonium chloride.
The invention also provides a preparation method of the ultraviolet curing bright white resin, which comprises the following steps:
s1, sequentially adding hydroxyl acrylate, acid anhydride, an antioxidant and a polymerization inhibitor into a reaction kettle in parts by weight, heating to 40-50 ℃, and stirring until the hydroxyl acrylate, the acid anhydride, the antioxidant and the polymerization inhibitor are dissolved;
s2, heating to 100 ℃, and preserving heat for 1-2 h;
s3, cooling to 90 ℃, adding epoxy resin, a catalyst and unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
s4, heating to 108-110 ℃ and preserving heat;
s5, measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Based on the technical scheme, the invention has the following technical effects:
(1) the ultraviolet light curing bright white resin provided by the invention uses hydroxyl acrylate and epoxy resin as main reactants to synthesize the ultraviolet light curing bright white resin, and the resin has high double bond density by introducing a large amount of polyfunctional hydroxyl acrylate and has high hardness and high gloss after curing; the epoxy resin adopts 1-4 butanediol diglycidyl ether, and brings the excellent yellowing resistance into molecules, so that the synthesized resin has excellent bright white performance.
(2) The preparation method of the ultraviolet curing bright white resin provided by the invention is simple to operate, and the ultraviolet curing bright white resin containing unsaturated double bonds with better comprehensive performance can be prepared by optimizing components and adopting a temperature programming process.
Detailed Description
In order that the invention may be more fully understood, reference will now be made to the specific embodiments illustrated. The invention provides a preferred embodiment. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used herein in the description of the invention is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention.
Example 1
The ultraviolet curing bright white resin comprises the following components in parts by weight:
the hydroxy acrylate is at least one of pentaerythritol triacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, and hydroxypropyl methacrylate.
The acid anhydride is at least one of hexahydrophthalic anhydride or succinic anhydride.
The antioxidant is at least one of hypophosphorous acid, 2, 6-di-tert-butylphenol or phenol.
The polymerization inhibitor is at least one of p-hydroxyanisole or hydroquinone.
The epoxy resin is 1, 4-butanediol diglycidyl ether, the epoxy resin brings excellent yellowing resistance into molecules, and the synthesized resin has excellent bright white performance.
The catalyst is at least one of triphenylphosphine, triethylamine or benzyltriethylammonium chloride.
The preparation method of the ultraviolet curing bright white resin comprises the following steps:
s1, sequentially adding hydroxyl acrylate, acid anhydride, an antioxidant and a polymerization inhibitor into a reaction kettle in parts by weight, heating to 40-50 ℃, and stirring until the hydroxyl acrylate, the acid anhydride, the antioxidant and the polymerization inhibitor are dissolved;
s2, heating to 100 ℃, and preserving heat for 1-2 h;
s3, cooling to 90 ℃, adding epoxy resin, a catalyst and unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
s4, heating to 108-110 ℃ and preserving heat;
s5, measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Example 2
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): adding 525g of pentaerythritol triacrylate, 39g of hydroxyethyl acrylate, 200g of hexahydrophthalic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle in sequence, heating to 40-50 ℃, and stirring until the mixture is dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 182g of 1, 4-butanediol diglycidyl ether, 4g of triphenylphosphine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
The self-produced unsaturated polyester is high-fullness and yellowing-resistant unsaturated polyester resin.
Example 3
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): sequentially adding 300g of pentaerythritol triacrylate, 200g of hydroxypropyl acrylate, 43.7g of hydroxypropyl acrylate, 200g of succinic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle, heating to 40-50 ℃, and stirring until the components are dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 176g of 1, 4-butanediol diglycidyl ether, 4g of triphenylphosphine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Example 4
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): adding 525g of pentaerythritol triacrylate, 43.7g of hydroxyethyl methacrylate, 200g of hexahydrophthalic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle in sequence, heating to 40-50 ℃, and stirring until the mixture is dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 182g of 1, 4-butanediol diglycidyl ether, 3.5g of triethylamine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Example 5
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): adding 520g of pentaerythritol triacrylate, 48.4g of hydroxypropyl methacrylate, 200g of hexahydrophthalic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle in sequence, heating to 40-50 ℃, and stirring until the mixture is dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 182g of 1, 4-butanediol diglycidyl ether, 4g of triphenylphosphine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Example 6
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): adding 525g of pentaerythritol triacrylate, 39g of hydroxyethyl acrylate, 130g of succinic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle in sequence, heating to 40-50 ℃, and stirring until the components are dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 182g of 1, 4-butanediol diglycidyl ether, 4g of triphenylphosphine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Example 7
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): adding 525g of pentaerythritol triacrylate, 43.7g of hydroxypropyl acrylate, 130g of succinic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle in sequence, heating to 40-50 ℃, and stirring until the mixture is dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 182g of 1, 4-butanediol diglycidyl ether, 4g of triphenylphosphine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Example 8
An ultraviolet light-curable brilliant white resin is prepared according to the following steps:
step 1): adding 525g of pentaerythritol triacrylate, 43.7g of hydroxypropyl methacrylate, 130g of succinic anhydride, 0.5g of 2, 6-di-tert-butylphenol and 0.6g of p-hydroxyphenyl ether into a reaction kettle in sequence, heating to 40-50 ℃, and stirring until the mixture is dissolved;
step 2): heating to 100 ℃ and preserving heat for 1-2 h;
step 3): cooling to 90 ℃, adding 176g of 1, 4-butanediol diglycidyl ether, 4g of triphenylphosphine and 46g of self-produced unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
step 4): heating to 108-110 ℃ and preserving heat;
step 5): and (4) measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Comparative example 1
Conventional uv curable resins.
The uv-curable brilliant white resins of examples 2 to 8, and the conventional uv-curable resin of comparative example 1 were examined. The test results are shown in Table 1.
Table 1 performance test table of uv-curable brilliant white resins of examples 2 to 8 and conventional uv-curable resin of comparative example 1
Detecting items | Appearance of coating film | Yellowing resistance | Gloss of | Adhesion force | Hardness of |
Example 2 | Full of light and bright as mirror | +++ | 103 | 0 | 2H |
Example 3 | Full of light and bright as mirror | +++ | 102 | 0 | 2H |
Example 4 | Full of light and bright as mirror | +++ | 100 | 0 | 2H |
Example 5 | Full of light and bright as mirror | +++ | 100 | 0 | 2H |
Example 6 | Full of light and bright as mirror | +++ | 102 | 0 | 2H |
Example 7 | Full of light and bright as mirror | +++ | 104 | 0 | 2H |
Example 8 | Full of light and bright as mirror | +++ | 99 | 0 | 2H |
Comparative example 1 | Smooth and full of | ++ | 95 | 1 | H |
As can be seen from the test results in table 1, the uv curable brilliant white resins provided in examples 2 to 8, which are synthesized using hydroxy acrylate and epoxy resin as main reactants, have high double bond density by introducing a large amount of multifunctional hydroxy acrylate, and have high hardness and high gloss after curing; the epoxy resin adopts 1-4 butanediol diglycidyl ether, and brings the excellent yellowing resistance into molecules, so that the synthesized resin has excellent bright white performance, and in addition, the resin also has good adhesive force and performance.
The foregoing is merely exemplary and illustrative of the structures of the present invention, which are described in some detail and detail, and are not to be construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications are possible without departing from the inventive concept, and such obvious alternatives fall within the scope of the invention.
Claims (8)
2. the UV-curable brilliant white resin according to claim 1, wherein the hydroxy acrylate is at least one of pentaerythritol triacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate or hydroxypropyl methacrylate.
3. The UV-curable brilliant white resin according to claim 1, wherein the acid anhydride is at least one of hexahydrophthalic anhydride or succinic anhydride.
4. The UV-curable brilliant white resin according to claim 1, wherein the antioxidant is at least one of hypophosphorous acid, 2, 6-di-tert-butylphenol or phenol.
5. The UV-curable brilliant white resin according to claim 1, wherein the polymerization inhibitor is at least one of p-hydroxyanisole or hydroquinone.
6. The UV-curable brilliant white resin according to claim 1, wherein the epoxy resin is 1, 4-butanediol diglycidyl ether.
7. The UV-curable brilliant white resin according to claim 1, wherein the catalyst is at least one of triphenylphosphine, triethylamine or benzyltriethylammonium chloride.
8. A method for preparing the UV-curable brilliant white resin according to any one of claims 1 to 7, characterized in that it is prepared by the following steps:
s1, sequentially adding hydroxyl acrylate, acid anhydride, an antioxidant and a polymerization inhibitor into a reaction kettle in parts by weight, heating to 40-50 ℃, and stirring until the hydroxyl acrylate, the acid anhydride, the antioxidant and the polymerization inhibitor are dissolved;
s2, heating to 100 ℃, and preserving heat for 1-2 h;
s3, cooling to 90 ℃, adding epoxy resin, a catalyst and unsaturated polyester, slowly heating to 95 ℃, and keeping the temperature for 1 h;
s4, heating to 108-110 ℃ and preserving heat;
s5, measuring the acid value, and cooling and discharging when the Av is less than or equal to 4 mgKOH/g.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202011331018.1A CN112409574A (en) | 2020-11-24 | 2020-11-24 | Ultraviolet light curing bright white resin and preparation method thereof |
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CN114891190A (en) * | 2022-05-07 | 2022-08-12 | 上海立邦长润发涂料有限公司 | Ultraviolet-curable low-viscosity polyester and preparation method thereof |
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