CN106479328A - A kind of quick-dry type ultraviolet-cured paint - Google Patents

A kind of quick-dry type ultraviolet-cured paint Download PDF

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Publication number
CN106479328A
CN106479328A CN201610975456.9A CN201610975456A CN106479328A CN 106479328 A CN106479328 A CN 106479328A CN 201610975456 A CN201610975456 A CN 201610975456A CN 106479328 A CN106479328 A CN 106479328A
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Prior art keywords
quick
dry type
type ultraviolet
light trigger
cured paint
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CN201610975456.9A
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CN106479328B (en
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徐伟明
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Jiangsu Yang Rui new materials Limited by Share Ltd
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徐伟明
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    • 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
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/46Polymerisation initiated by wave energy or particle radiation
    • C08F2/48Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • 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
    • C09D7/00Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40Additives

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

Abstract

The present invention relates to paint field is and in particular to a kind of quick-dry type ultraviolet-cured paint.A kind of quick-dry type ultraviolet-cured paint, is grouped into by the group of following percetage by weight:Fatty acid modified bisphenol A epoxy acrylate 20 ~ 25%;Two functional aliphatic's polyurethane acrylic resins 17 ~ 30%;Activated monomer 35 ~ 45%;Light trigger 0.5 ~ 1%;Function additive 0.5 ~ 2.5%;And it is supplemented to 100% with diluent.Adopt new light trigger in the present invention, and coordinate corresponding resin and monomer so that having higher condensation content, intensity and adhesive force after photocuring.

Description

A kind of quick-dry type ultraviolet-cured paint
Technical field
The present invention relates to paint field is and in particular to a kind of quick-dry type ultraviolet-cured paint.
Background technology
Ultraviolet light polymerization is that ultraviolet curable resin system occurs polymerization crosslinking under ultraviolet light, forms the height of three-dimensional network Molecular material.UV-curing technology is described as green technology, has the advantages that energy-saving and environmental protection, efficient, multipotency.With the mankind Pay attention to day by day to environmental protection and the progress of science and technology, ultraviolet light polymerization market hastens to develop soon, and UV-curing technology is It is widely used in the fields such as coating, adhesive, ink, Electronic Packaging, Dental Erosion, optical patterning and biological medicine.
In UV-cured resin system, light trigger plays a decisive role to the solidification of performed polymer.It is subject to ultraviolet spoke Penetrate and intensify, produce reactive intermediate, cause performed polymer or monomer reaction, form the macromolecular material with cross-linked structure.But There is serious oxygen inhibition phenomenon, oxygen inhibition refers in radical photopolymerization system in existing UV curing system, by Consume free radical, the phenomenon of impact polyreaction in the presence of oxygen.When Photopolymer System is solidified in atmosphere, empty Oxygen in gas can make photocuring surface can not be fully cured and tacky, has had a strong impact on the overall performance of material after photocuring, Volume contraction big impact adhesive force after particularly solidifying, the problems such as hardness.Conventional light trigger in existing ultraviolet light polymerization, such as 1173 etc., because curing rate is unhappy, more exacerbate the generation of oxygen inhibition phenomenon.
Content of the invention
The technical problem to be solved is by adding new light trigger so that this coating has quickly admittedly The effect changed, the generation of oxygen inhibition in effectively solving prior art.
The technical problem to be solved is achieved by the following technical programs:
A kind of quick-dry type ultraviolet-cured paint, is grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 20 ~ 25%;Two functional aliphatic's polyurethane acrylic resins 17 ~ 30%;Activity Monomer 35 ~ 45%;Light trigger 0.5 ~ 1%;Function additive 0.5 ~ 2.5%;And it is supplemented to 100% with diluent;
Wherein, the chemical formula of described light trigger is (C11H9N3O)(C15H8O5)Cu;C15H8O5For 4,4'- carbonyl dibenzoic acid Root, C11H9N3O is the different niacin amide of N- (pyridin-4-yl).
Further, described light trigger is anorthic system,P-1Space group, cell parameter isa=11.628 (1),b= 9.865 (7),c=14.184 (4),α=81.238 (3),β=83.394 (8),γ=87.195 (2), V=1627.04 (9) Å3.
Further, described activated monomer is methacrylic acid tetrahydro furfuryl ester, NVP and pi-allyl The mixture of glycidyl ether.
Further, described diluent is butyl acetate, ethyl acetate, n-butyl alcohol, at least one in isobutanol.
Further, described function additive levelling agent, at least one in defoamer and wetting dispersing agent.Used by the present invention Function additive add on demand, such as:The levelling agent that levelling agent is commonly used for the art, preferably BYK354;Defoamer is this The defoamer that technical field is commonly used, preferably BYK141;Wetting dispersing agent then adopts high 655 or 710 of enlightening.
Further, this ultraviolet-cured paint is grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 20 ~ 25%;Two functional aliphatic's polyurethane acrylic resins 17 ~ 25%;Methyl Acrylic acid tetrahydro furfuryl ester 10 ~ 15%;NVP 13 ~ 15%;Allyl glycidyl ether 12 ~ 15%;Light trigger 0.5~1%;Function additive 0.5 ~ 2.5%;And it is supplemented to 100% with diluent.
The present invention has the advantages that:
Adopt new light trigger in the present invention, and coordinate corresponding resin and monomer so that having higher after photocuring Condensation content, intensity and adhesive force.And the required emittance of the light-cured resin of present invention radiation is low, can effectively drop Low-energy-efficiency.
Brief description:
Fig. 1 is the coordination structure figure of the light trigger of the present invention.
Fig. 2 is the UV absorption figure of the light trigger of the present invention.
Specific embodiment
With reference to embodiment, the present invention will be described in detail, and embodiment is only the preferred embodiment of the present invention, It is not limitation of the invention.
Light trigger used by the present invention synthesizes as follows:
By 0.2mmol4,4'- carbonyl dibenzoic acid, the different niacin amide of 0.2mmolN- (pyridin-4-yl) and 0.2mmol copper sulfate It is dissolved in the middle of 10mL acetonitrile and the mixed solvent of 5mL water, formation mixed liquor A is stirred at room temperature, then described mixed liquor A is turned Move on in politef autoclave, place it in 180 DEG C of baking ovens and react 48 hours, be down to room with 5 DEG C/h afterwards Temperature is filtrated to get described light trigger.
Wherein, described 4,4'- carbonyl dibenzoic acid English is 4,4'-carbonyldibenzoic acid, and structural formula is such as Shown in lower:
Described N- (pyridin-4-yl) different niacin amide English is N- (pyridin-4-yl) isonicotinamide, and structural formula is such as Shown in lower:
.
Then the light trigger of gained is carried out monocrystalline sign.
The X ray diffracting data of this light trigger is to visit on diffractometer in Bruker Smart Apex CCD face, uses MoKα Radiation (λ=0.71073), is collected with ω scan mode and carries out Lp factor correction, and absorption correction uses SADABS program. Use direct method solution structure, then obtain whole non-hydrogen atom coordinates with difference Fourier method, and it is former to obtain hydrogen with theoretical hydrogenation method Sub- position (C H 1.083), is modified to structure with method of least square.Evaluation work uses SHELXTL program on PC Bag completes.
Parsing understands after tested, and this photoinitiator chemistry formula is (C for chemical formula11H9N3O)(C15H8O5)Cu;Wherein, C15H8O5For 4,4'- carbonyl diurethane benzoate anion, C11H9N3O is the different niacin amide of N- (pyridin-4-yl), and described light trigger is three Oblique system,P-1Space group, cell parameter isa=11.628 (1),b=9.865 (7),c=14.184 (4),α=81.238 (3),β=83.394 (8),γ=87.195 (2), V=1627.04 (9)3., Z=2.
As shown in figure 1, Cu atom takes the pattern of 4 coordinations, wherein each Cu atom divides this light trigger coordination schematic diagram Not it is not coordinated and 2 N of the different niacin amide of 2 N- (pyridin-4-yl) are former with 2 O atom on 2 4,4'- carbonyl dibenzoic acids Son coordination.
Fig. 2 is the uv absorption spectrogram of the light trigger of the present invention, and its maximum absorption wavelength is near 275 nm.
In addition, if no special instructions, following examples are all using the light trigger of above-mentioned synthetic method gained.
Embodiment 1
A kind of ultraviolet-cured paint, is grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 22%;Two functional aliphatic's polyurethane acrylic resins 23%;Methacrylic acid Tetrahydro furfuryl ester 13%;NVP 14%;Allyl glycidyl ether 14%;Light trigger 0.7%;BYK354 0.5%;BYK141 0.5%;Enlightening is high by 710 0.5%;It is supplemented to 100% with isobutanol.
Embodiment 2
A kind of ultraviolet-cured paint, is grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 20%;Two functional aliphatic's polyurethane acrylic resins 24%;Methacrylic acid Tetrahydro furfuryl ester 11%;NVP 15%;Allyl glycidyl ether 15%;Light trigger 1%;BYK354 0.5%; BYK141 0.5%;Enlightening is high by 710 0.5%;It is supplemented to 100% with n-butyl alcohol.
Embodiment 3
A kind of ultraviolet-cured paint, is grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 24%;Two functional aliphatic's polyurethane acrylic resins 18%;Methacrylic acid Tetrahydro furfuryl ester 15%;NVP 13%;Allyl glycidyl ether 12%;Light trigger 0.5%;BYK354 0.5%;BYK141 0.5%;Enlightening is high by 710 0.5%;It is supplemented to 100% with butyl acetate.
Comparative example 1
A kind of ultraviolet-cured paint, is grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 22%;Two functional aliphatic's polyurethane acrylic resins 23%;Methacrylic acid Tetrahydro furfuryl ester 13%;NVP 14%;Allyl glycidyl ether 14%;Benzophenone 0.7%;BYK354 0.5%;BYK141 0.5%;Enlightening is high by 710 0.5%;It is supplemented to 100% with isobutanol.
Performance test
Embodiment is sprayed on plastic rubber substrate respectively, 45 DEG C dry 2 minutes after through ultraviolet light irradiation(Set radiant intensity as 30mW/cm2), then solidified under ultra-violet lamp, hardening time is 1 ~ 1.5 minute, the performance of test cured paint film.
Surface drying time:Light-cured resin is uniformly applied to politef plate surface, set light source power and Expose under time of exposure.The judgement of surface drying:According to GB 1728-1979, cured film is dried the upper a piece of filter of counterweight pressure with 200g Paper, removes counterweight after 30s, overturn cured film, filter paper can freely fall down, that is, think surface drying.
Gel content determining:Take resin quality about 0.5~1.0g after solidification, note quality is m1, with acetone in soxhlet type 36h is extracted, 80 DEG C are dried 4h to constant weight in an oven, and note quality is m in device2.Then the gel content of light-cured resin is(m2/ m1)x100%.
Adhesive force is tested:Draw the positive square lattice of 1 millimeter × 1 millimeter of 100 lattice with drawing lattice device in coating surface, glued with 3M gummed paper In coating surface, 45° angle firmly instant pull-up, have or not at observation scratching edge and come off:It is 5B as come off between 0~5%, 5 It is 4B between~10%, is 3B between 10~20%, be 2B between 20 ~ 30%, be 1B between 30~50%, more than 50% For 0B.
The test of hardness:Requirement according to GB 6739-2006 is tested.
Measurement result is as shown in table 1.
Table 1 the performance test results
Knowable to the data of above example and comparative example, the ultraviolet-cured paint of the present invention introduces new light trigger, should Light trigger has a preferable optical absorption, and not only has ketone group in structure and also have the characteristic of alkalescence so as to conduct Light trigger has higher efficiency.
In order to coordinate the construction featuress of the light trigger of the present invention, the resin that the present invention adopts and monomer are low degree of functionality Compound so that response speed faster, and equally have when relatively low radiant intensity higher condensation content and Intensity, in addition, the amide having on initiator can effectively promote epoxy radicals and other resins, monomer crosslinked, can effectively carry Height, thus effectively improving adhesive force, can be prevented effectively from the generation of oxygen inhibition phenomenon.
Embodiment described above only have expressed embodiments of the present invention, and its description is more concrete and detailed, but can not Therefore it is interpreted as the restriction to the scope of the claims of the present invention, as long as the skill being obtained in the form of equivalent or equivalent transformation Art scheme, all should fall within the scope and spirit of the invention.

Claims (6)

1. a kind of quick-dry type ultraviolet-cured paint is it is characterised in that be grouped into by the group of following percetage by weight:
Fatty acid modified bisphenol A epoxy acrylate 20 ~ 25%;Two functional aliphatic's polyurethane acrylic resins 17 ~ 30%;Activity Monomer 35 ~ 45%;Light trigger 0.5 ~ 1%;Function additive 0.5 ~ 2.5%;And it is supplemented to 100% with diluent;
Wherein, the chemical formula of described light trigger is (C11H9N3O)(C15H8O5)Cu;C15H8O5For 4,4'- carbonyl dibenzoic acid Root, C11H9N3O is the different niacin amide of N- (pyridin-4-yl).
2. a kind of quick-dry type ultraviolet-cured paint according to claim 1 is it is characterised in that described light trigger is oblique for three Crystallographic system,P-1Space group, cell parameter isa=11.628 (1),b=9.865 (7),c=14.184 (4),α=81.238(3) ,β=83.394 (8),γ=87.195 (2), V=1627.04 (9)3.
3. a kind of quick-dry type ultraviolet-cured paint according to claim 1 is it is characterised in that described activated monomer is methyl The mixture of acrylic acid tetrahydro furfuryl ester, NVP and allyl glycidyl ether.
4. a kind of quick-dry type ultraviolet-curing paint according to claim 1 is it is characterised in that described diluent is acetic acid Butyl ester, ethyl acetate, n-butyl alcohol, at least one in isobutanol.
5. a kind of quick-dry type ultraviolet-cured paint according to claim 1 is it is characterised in that described function additive levelling agent, At least one in defoamer and wetting dispersing agent.
6. a kind of quick-dry type ultraviolet-curing paint according to claim 1 ~ 5 Arbitrary Term is it is characterised in that by weighing as follows The group of amount percent is grouped into:
Fatty acid modified bisphenol A epoxy acrylate 20 ~ 25%;Two functional aliphatic's polyurethane acrylic resins 17 ~ 25%;Methyl Acrylic acid tetrahydro furfuryl ester 10 ~ 15%;NVP 13 ~ 15%;Allyl glycidyl ether 12 ~ 15%;Light trigger 0.5~1%;Function additive 0.5 ~ 2.5%;And it is supplemented to 100% with diluent.
CN201610975456.9A 2016-11-07 2016-11-07 A kind of quick-dry type ultraviolet-cured paint Active CN106479328B (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107057332A (en) * 2017-06-12 2017-08-18 深圳永昌和科技有限公司 Good 3D printing Meta Materials of a kind of controllability and preparation method thereof
CN111138966A (en) * 2019-12-20 2020-05-12 江苏乘鹰新材料股份有限公司 Flexible UV (ultraviolet) photocureable coating and preparation method and application thereof
CN113980558A (en) * 2021-12-06 2022-01-28 江苏集萃智能液晶科技有限公司 Coating and coating suitable for PVC (polyvinyl chloride) product and preparation method thereof
CN114672222A (en) * 2020-12-24 2022-06-28 汕头市紫光光电科技有限公司 Scratch-resistant composite UV (ultraviolet) coating capable of automatically eliminating bubbles and preparation process thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102140307A (en) * 2011-05-11 2011-08-03 湖南松井新材料有限公司 Ultraviolet-cured paint
CN102329557A (en) * 2011-08-10 2012-01-25 湖南松井新材料有限公司 Ultraviolet curing paint
CN102391699A (en) * 2011-08-31 2012-03-28 湖南松井新材料有限公司 Ultraviolet light curing paint
CN102863893A (en) * 2012-09-10 2013-01-09 湖南松井新材料有限公司 Ultraviolet curing paint
CN103666223A (en) * 2013-12-12 2014-03-26 段晶晶 Nano-modified ultraviolet curing paint with yellowing resistance

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102140307A (en) * 2011-05-11 2011-08-03 湖南松井新材料有限公司 Ultraviolet-cured paint
CN102329557A (en) * 2011-08-10 2012-01-25 湖南松井新材料有限公司 Ultraviolet curing paint
CN102391699A (en) * 2011-08-31 2012-03-28 湖南松井新材料有限公司 Ultraviolet light curing paint
CN102863893A (en) * 2012-09-10 2013-01-09 湖南松井新材料有限公司 Ultraviolet curing paint
CN103666223A (en) * 2013-12-12 2014-03-26 段晶晶 Nano-modified ultraviolet curing paint with yellowing resistance

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107057332A (en) * 2017-06-12 2017-08-18 深圳永昌和科技有限公司 Good 3D printing Meta Materials of a kind of controllability and preparation method thereof
CN107057332B (en) * 2017-06-12 2020-01-24 深圳永昌和科技有限公司 3D printing metamaterial with good controllability and preparation method thereof
CN111138966A (en) * 2019-12-20 2020-05-12 江苏乘鹰新材料股份有限公司 Flexible UV (ultraviolet) photocureable coating and preparation method and application thereof
CN114672222A (en) * 2020-12-24 2022-06-28 汕头市紫光光电科技有限公司 Scratch-resistant composite UV (ultraviolet) coating capable of automatically eliminating bubbles and preparation process thereof
CN113980558A (en) * 2021-12-06 2022-01-28 江苏集萃智能液晶科技有限公司 Coating and coating suitable for PVC (polyvinyl chloride) product and preparation method thereof

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