CN112341599A - Ultraviolet-curing matte resin and preparation method thereof - Google Patents
Ultraviolet-curing matte resin and preparation method thereof Download PDFInfo
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- CN112341599A CN112341599A CN202011348027.1A CN202011348027A CN112341599A CN 112341599 A CN112341599 A CN 112341599A CN 202011348027 A CN202011348027 A CN 202011348027A CN 112341599 A CN112341599 A CN 112341599A
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- 239000011347 resin Substances 0.000 title claims abstract description 47
- 229920005989 resin Polymers 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 229920005906 polyester polyol Polymers 0.000 claims abstract description 25
- 239000000843 powder Substances 0.000 claims abstract description 24
- 239000000178 monomer Substances 0.000 claims abstract description 21
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000005442 diisocyanate group Chemical group 0.000 claims abstract description 11
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 7
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 7
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 5
- 239000003112 inhibitor Substances 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 41
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 17
- 238000010438 heat treatment Methods 0.000 claims description 16
- 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
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 10
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 10
- 239000006185 dispersion Substances 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 6
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 6
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 3
- 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 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 3
- -1 hydroxyl acrylic ester Chemical class 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000000576 coating method Methods 0.000 abstract description 10
- 239000011248 coating agent Substances 0.000 abstract description 9
- 229920003002 synthetic resin Polymers 0.000 abstract description 6
- 239000000057 synthetic resin Substances 0.000 abstract description 6
- 239000000376 reactant Substances 0.000 abstract description 4
- 239000002270 dispersing agent Substances 0.000 description 14
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 7
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 7
- 150000002009 diols Chemical class 0.000 description 7
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 7
- 229920000728 polyester Polymers 0.000 description 7
- 239000003973 paint Substances 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004925 Acrylic resin Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 238000007766 curtain coating Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical class C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 2
- 238000007761 roller coating Methods 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004134 energy conservation Methods 0.000 description 1
- 238000005516 engineering process Methods 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
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000007787 solid Substances 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
- C08G18/673—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen containing two or more acrylate or alkylacrylate ester groups
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- 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
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
Abstract
The invention provides ultraviolet curing matte resin which comprises the following components in parts by weight: 60-80 parts of polyester polyol, 10-20 parts of diisocyanate, 0-0.1 part of polymerization inhibitor, 0-0.1 part of antioxidant, 0-0.1 part of catalyst and 10-30 parts of hydroxyl acrylate. The ultraviolet light curing matte resin is synthesized by using polyester polyol, diisocyanate and hydroxyl acrylate as main reactants, the double bond density of the synthetic resin is reduced by using large molecular weight polyester polyol, and the matte powder is suspended on the surface of a coating by using a monomer, so that the gloss is reduced on two aspects, and the synthesized resin has excellent matte performance. The invention also provides a preparation method of the ultraviolet curing matte resin.
Description
Technical Field
The invention relates to the technical field of paint production, in particular to ultraviolet curing matte 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 recent years, for the use purpose and the environmental demand, the furniture decorated by the matte coating is popular with the consumers because the furniture can reduce the light pollution and meet the modern aesthetic requirements. The coating with the matte performance is generally obtained by adding matte powder on the basis of an ultraviolet curing coating. This coating is a low gloss coating, and the paint film obtained by curing it has a soft, not strong, and therefore soft appearance.
Chinese patent with publication number CN107936818A discloses an ultraviolet-curing solvent-free spray-coating matte finish paint, which comprises the following components in percentage by weight: 5-25% of nine-functional-group hyperbranched polyurethane acrylate resin, 5-20% of modified epoxy acrylate resin, 10.8-26% of auxiliary agent, 3-6% of photoinitiator and 30-60% of UV reactive diluent. The matte finish paint of the patent provides high reaction rate by introducing nine-functional group hyperbranched polyurethane, and improves weather resistance by matching with modified epoxy acrylate resin. Obviously, the nine-functional hyperbranched polyurethane used in the method needs an additional preparation process, and the gloss is outstanding after curing, so that the matte performance of the polyurethane is still to be verified.
Therefore, how to provide a resin which can be cured by ultraviolet light and has matte 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-cured matte resin, which uses polyester polyol, diisocyanate and hydroxyl acrylate as main reactants to synthesize an ultraviolet light-curable matte resin, reduces the double bond density of the synthetic resin by using large molecular weight polyester polyol, suspends matte powder on the surface of a coating by using a monomer, reduces gloss in two aspects, and enables the synthetic resin to have excellent matte performance. The invention also provides a preparation method of the ultraviolet curing matte resin.
In order to achieve the purpose, the invention provides the following technical scheme:
the ultraviolet curing matte resin comprises the following components in parts by weight:
according to the further description of the technical scheme of the invention, the molecular weight of the polyester polyol resin is 2000-5000.
According to a further description as an embodiment of the present invention, the diisocyanate is at least one of isophorone diisocyanate, toluene diisocyanate, or diphenylmethane diisocyanate.
According to a further description as the technical solution of the present invention, the antioxidant is at least one of 2, 6-di-tert-butylphenol, hydroquinone or triphenyl phosphite.
According to a further elaboration as a solution according to the invention, the catalyst is dibutyltin dilaurate.
According to a further description as an embodiment of the present invention, the hydroxy acrylate is at least one of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, or pentaerythritol triacrylate.
The invention also provides a preparation method of the ultraviolet curing matte resin, which comprises the following steps:
s1, sequentially adding diisocyanate, a catalyst, a polymerization inhibitor and an antioxidant into a reaction kettle in parts by weight, and heating to 40-50 ℃;
s2, dripping polyester polyol into the reaction kettle, stirring, and slowly heating to 55-65 ℃;
s3, after the polyester polyol is completely dripped, keeping the temperature of the reaction kettle at 60-65 ℃, detecting after 1 hour to determine whether the NCO% is reduced to a half of an initial value, and continuing to preserve heat if the NCO% is too high;
s4, dropwise adding part of the uniformly mixed hydroxyl acrylate, and controlling the temperature of the reaction kettle to slowly rise but not to exceed 90 ℃;
s5, preserving heat at 85-88 ℃, measuring NCO% after 0.5h, adding the rest hydroxyl acrylic ester when the NCO% is less than or equal to 0.5%, continuing preserving heat at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
s6, turning the kettle, adding the monomers and the matte powder in proportion, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Further, in S4, the dropping operation of the hydroxyacrylate was completed within 30 min.
Based on the technical scheme, the invention has the following technical effects:
(1) according to the ultraviolet-curing matte resin provided by the invention, polyester polyol, diisocyanate and hydroxyl acrylate are used as main reactants to synthesize the ultraviolet-curing matte resin, the double bond density of the synthetic resin is reduced by using large molecular weight polyester polyol, and the matte powder is suspended on the surface of a coating by using a monomer, so that the gloss is reduced on two aspects, and the synthetic resin has excellent matte performance.
(2) The preparation method of the ultraviolet curing matte resin provided by the invention is simple to operate, can prepare the ultraviolet curing matte resin with better comprehensive performance by optimizing components and adopting a temperature programming process, can be used in the fields of spraying, roller coating, curtain coating and the like, has low price and can achieve good matte effect, and the gloss can be reduced to about 5 ℃ only by adding 3-5 points of matte powder.
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 matte resin comprises the following components in parts by weight:
the molecular weight of the polyester polyol resin is 2000-5000.
The diisocyanate is at least one of isophorone diisocyanate, toluene diisocyanate or diphenylmethane diisocyanate.
The antioxidant is at least one of 2, 6-di-tert-butylphenol, hydroquinone or triphenyl phosphite.
The catalyst is dibutyltin dilaurate.
The hydroxy acrylate is at least one of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate or pentaerythritol triacrylate.
The preparation method of the ultraviolet curing matte resin comprises the following steps:
s1, sequentially adding diisocyanate, a catalyst, a polymerization inhibitor and an antioxidant into a reaction kettle in parts by weight, and heating to 40-50 ℃;
s2, dripping polyester polyol into the reaction kettle, stirring, and slowly heating to 55-65 ℃;
s3, after the polyester polyol is completely dripped, keeping the temperature of the reaction kettle at 60-65 ℃, detecting whether the NCO% is reduced to a half of an initial value after 1 hour, and continuing to keep the temperature if the NCO% is too high;
s4, dropwise adding part of the uniformly mixed hydroxyl acrylate, and controlling the temperature of the reaction kettle to slowly rise but not to exceed 90 ℃;
s5, preserving heat at 85-88 ℃, measuring NCO% after 0.5h, adding the rest hydroxyl acrylic ester when the NCO% is less than or equal to 0.5%, continuing preserving heat at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
s6, turning the kettle, adding the monomers and the matte powder in proportion, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
In S4, the dropping operation of the hydroxyacrylate was completed within 30 min.
Example 2
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): putting 222.3g of isophorone diisocyanate, 0.15g of dibutyltin dilaurate, 0.3g of p-hydroxyanisole and 0.1g of 2, 6-di-tert-butyl-4-methylphenol into a reaction kettle in sequence, and heating to 40-50 ℃;
step 2): dripping 1000g of polyester diol with molecular weight of 2000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Example 3
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): 250.24g of diphenylmethane diisocyanate, 0.15g of dibutyltin dilaurate, 0.3g of p-hydroxyanisole and 0.1g of 2, 6-di-tert-butyl-4-methylphenol are sequentially added into a reaction kettle, and the temperature is raised to 40-50 ℃;
step 2): dripping 1000g of polyester diol with molecular weight of 2000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Example 4
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): 174.16g of toluene diisocyanate, 0.15g of dibutyltin dilaurate, 0.3g of p-hydroxyanisole and 0.1g of 2, 6-di-tert-butyl-4-methylphenol are sequentially added into a reaction kettle, and the temperature is raised to 40-50 ℃;
step 2): dripping 1000g of polyester diol with molecular weight of 2000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Example 5
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): putting 222.3g of isophorone diisocyanate, 0.2g of dibutyltin dilaurate, 0.25g of p-hydroxyanisole and 0.13g of 2, 6-di-tert-butyl-4-methylphenol into a reaction kettle in sequence, and heating to 40-50 ℃;
step 2): dropping 2000g of polyester diol with the molecular weight of 4000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Example 6
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): 250.24g of diphenylmethane diisocyanate, 0.15g of dibutyltin dilaurate, 0.3g of p-hydroxyanisole and 0.1g of 2, 6-di-tert-butyl-4-methylphenol are sequentially added into a reaction kettle, and the temperature is raised to 40-50 ℃;
step 2): dropping 2000g of polyester diol with the molecular weight of 4000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Example 7
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): 174.16g of toluene diisocyanate, 0.15g of dibutyltin dilaurate, 0.3g of p-hydroxyanisole and 0.1g of 2, 6-di-tert-butyl-4-methylphenol are sequentially added into a reaction kettle, and the temperature is raised to 40-50 ℃;
step 2): dropping 2000g of polyester diol with the molecular weight of 4000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Example 8
An ultraviolet light curing matte resin is prepared according to the following steps:
step 1): putting 222.3g of isophorone diisocyanate, 0.15g of dibutyltin dilaurate, 0.3g of p-hydroxyanisole and 0.1g of 2, 6-di-tert-butyl-4-methylphenol into a reaction kettle in sequence, and heating to 40-50 ℃;
step 2): dripping 1000g of polyester diol with molecular weight of 2000 into a reaction kettle, stirring, and slowly heating to 65 ℃;
step 3): after the polyester polyol is dripped, the temperature of the reaction kettle is kept at 60-65 ℃, after 1 hour, the NCO% is detected to determine whether to be reduced to a half of an initial value, and if the NCO% is too high, the temperature is kept continuously;
step 4): dripping 117g of pentaerythritol triacrylate and 87g of hydroxyethyl acrylate which are uniformly mixed, finishing dripping within 30min, and controlling the temperature of a reaction kettle to slowly rise but not exceed 90 ℃;
step 5): keeping the temperature at 85-88 ℃, after 0.5h, when the NCO% is measured and the NCO% is less than or equal to 0.5%, adding the rest 20g of hydroxyethyl acrylate, keeping the temperature at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
step 6): and (3) transferring to a kettle, using the monomer, the matte powder and the dispersant BYK2008 according to the proportion of 10-30% of the monomer, 3-10% of the matte powder and 0.1-2% of the dispersant, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
Comparative example 1
Conventional uv curable matte resins.
The uv curable matte resins of examples 2 to 8, and the conventional uv curable matte resin of comparative example 1 were examined. The test results are shown in Table 1.
Table 1 test table for the properties of the uv curable matte resins of examples 2 to 8, and the conventional uv curable matte resin of comparative example 1
As can be seen from the test results in table 1, the uv curable matte resins provided in examples 2 to 8, which are synthesized by using polyester polyol, diisocyanate and hydroxy acrylate as main reactants, have uv curable matte resins, reduce the double bond density of the synthetic resins by using large molecular weight polyester polyol, suspend the matte powder on the surface of the coating layer by using monomers, and reduce gloss in two aspects, so that the synthesized resins have excellent matte properties. The ultraviolet-curable matte resin can be applied to the fields of spraying, roller coating, curtain coating and the like, has low price and good matte effect, and can reduce the gloss to about 5 degrees only by adding 3-5 points of matte powder. 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)
1. The ultraviolet light curing matte resin is characterized by comprising the following components in parts by weight:
2. the ultraviolet-curable matte resin according to claim 1, wherein the polyester polyol resin has a molecular weight of 2000-5000.
3. The UV-curable matte resin according to claim 1, wherein the diisocyanate is at least one of isophorone diisocyanate, toluene diisocyanate or diphenylmethane diisocyanate.
4. The uv-curable matte resin according to claim 1, wherein the antioxidant is at least one of 2, 6-di-tert-butylphenol, hydroquinone or triphenyl phosphite.
5. The uv-curable matte resin according to claim 1, wherein the catalyst is dibutyltin dilaurate.
6. The uv-curable matte resin according to claim 1, wherein the hydroxy acrylate is at least one of hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate or pentaerythritol triacrylate.
7. The preparation method of the ultraviolet light curing matte resin as claimed in any one of claims 1 to 6, which is characterized by comprising the following steps:
s1, sequentially adding diisocyanate, a catalyst, a polymerization inhibitor and an antioxidant into a reaction kettle in parts by weight, and heating to 40-50 ℃;
s2, dripping polyester polyol into the reaction kettle, stirring, and slowly heating to 55-65 ℃;
s3, after the polyester polyol is completely dripped, keeping the temperature of the reaction kettle at 60-65 ℃, detecting after 1 hour to determine whether the NCO% is reduced to a half of an initial value, and continuing to preserve heat if the NCO% is too high;
s4, dropwise adding part of the uniformly mixed hydroxyl acrylate, and controlling the temperature of the reaction kettle to slowly rise but not to exceed 90 ℃;
s5, preserving heat at 85-88 ℃, measuring NCO% after 0.5h, adding the rest hydroxyl acrylic ester when the NCO% is less than or equal to 0.5%, continuing preserving heat at 85-88 ℃ for 1h, confirming that the NCO% is less than or equal to 0.1%, and cooling;
s6, turning the kettle, adding the monomers and the matte powder in proportion, and dispersing for 30min at 2500rpm by using a high-speed dispersion machine.
8. The production method according to claim 1, wherein the dropping of the hydroxyacrylate in S4 is completed within 30 min.
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| CN115569089A (en) * | 2022-11-09 | 2023-01-06 | 郑州圣莱特空心微珠新材料有限公司 | Matte nail polish gel and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007284480A (en) * | 2006-04-12 | 2007-11-01 | Kansai Paint Co Ltd | Two-pack type water-based coating composition |
| CN105694651A (en) * | 2014-11-28 | 2016-06-22 | 合众（佛山）化工有限公司 | A preparing method of water-based self-crosslinking acrylic acid modified polyurethane matte resin |
| CN106833357A (en) * | 2017-01-16 | 2017-06-13 | 哈尔滨工业大学无锡新材料研究院 | A kind of ultraviolet light cured burnished paint and preparation method thereof |
-
2020
- 2020-11-26 CN CN202011348027.1A patent/CN112341599A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007284480A (en) * | 2006-04-12 | 2007-11-01 | Kansai Paint Co Ltd | Two-pack type water-based coating composition |
| CN105694651A (en) * | 2014-11-28 | 2016-06-22 | 合众（佛山）化工有限公司 | A preparing method of water-based self-crosslinking acrylic acid modified polyurethane matte resin |
| CN106833357A (en) * | 2017-01-16 | 2017-06-13 | 哈尔滨工业大学无锡新材料研究院 | A kind of ultraviolet light cured burnished paint and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115569089A (en) * | 2022-11-09 | 2023-01-06 | 郑州圣莱特空心微珠新材料有限公司 | Matte nail polish gel and preparation method thereof |
| CN115569089B (en) * | 2022-11-09 | 2024-03-19 | 郑州圣莱特空心微珠新材料有限公司 | Matte nail polish adhesive and preparation method thereof |
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