CN104877446B - A kind of ultraviolet hot dual cure glass ink and preparation method thereof - Google Patents
A kind of ultraviolet hot dual cure glass ink and preparation method thereof Download PDFInfo
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- CN104877446B CN104877446B CN201510344639.6A CN201510344639A CN104877446B CN 104877446 B CN104877446 B CN 104877446B CN 201510344639 A CN201510344639 A CN 201510344639A CN 104877446 B CN104877446 B CN 104877446B
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- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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- 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
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09D11/107—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds from unsaturated acids or derivatives thereof
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- 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)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The present invention provides a kind of ultraviolet hot dual cure glass ink, and the glass ink includes the resin containing epoxide group and double bond, urethane acrylate, acrylate reactive monomer, in addition to latent curing agent, light trigger, aided initiating, defoamer, levelling agent, filler, polymerization inhibitor and organic dyestuff, the ink is curing type bloom glossy ink, has excellent adhesive force to all kinds of glass, and with the good characteristic such as water-fast, solvent and grease；With not network blocking and the fireballing characteristic of ultra-violet curing, special society and some fine picture and text of printing, with plentiful, clear, bright and sharp printing effect, while also having high hiding rare.
Description
Technical field
The invention belongs to technical field of ink, more particularly to a kind of ultraviolet-heat dual cure glass ink and its preparation side
Method.
Background technology
Ink product of the prior art typically belongs to high temperature sintering type ink, it is necessary to consume substantial amounts of energy；In addition, very
Multi-product all uses volatile solvent, and environment can be polluted；Although existing water-based ink avoids using volatile solvent,
Environment is more friendly, but water-based ink curing rate is slow, generally requires and can be only achieved higher-strength in a week, and in heat
Solidify link, solidification face is easily contaminated, in the case where needing polychrome chromatography, it is necessary to frequent operation, use very not side
Just；Nowadays ultraviolet curing glass printing ink on the market has the advantages that environmental protection, rapid curing, improves production efficiency, but
It is poor to be that ultraviolet curing glass printing ink has water resistance, it is impossible to applied on the glass surface being had higher requirements to water resistance,
Such as shower house, beverage bottle etc..
The content of the invention
The problem to be solved in the present invention is to be directed to above-mentioned deficiency, improves a kind of ultraviolet-heat dual cure glass ink, to solve
Certainly common ink curing rate is slow and ultraviolet curing glass printing ink adhesive force is low, poor water resistance the problem of.
In order to solve the above technical problems, the technical solution adopted by the present invention is：
A kind of ultraviolet-heat dual cure glass ink, the glass ink include 20-50 parts by weight containing epoxide group and
The resin of double bond, the urethane acrylate of 10-30 parts by weight；The acrylate reactive monomer of 15-40 parts by weight.
Further, the glass ink also includes latent curing agent, light trigger, aided initiating, defoamer, levelling
Agent, filler, polymerization inhibitor and organic dyestuff.
Further, the glass ink also includes the latent curing agent of 2-4 parts by weight, 2-5 parts by weight it is light-initiated
Agent, the aided initiating of 0.5-3 parts by weight, the defoamer of 0.5-2 parts by weight, the levelling agent of 0.5-2 parts by weight, 5-10 parts by weight
Filler, the polymerization inhibitor of 0.02-0.1 parts by weight, the organic dyestuff of 5-10 parts by weight.
Further, the resin containing epoxide group and double bond is by including bisphenol A epoxide resin, Bisphenol F epoxy
What the one or more in resin, aliphatic epoxy resin, novolac epoxy resin were obtained with propylene acid reaction.
Further, the resin (may be simply referred to as half ester) containing epoxide group and double bond is to be prepared via a method which
Arrive：The acrylic acid for containing N, N- dimethyl benzylamines and MEHQ, control are added into any one above-mentioned epoxy resin
100 DEG C or so of temperature, stirring reaction, when the acid number of reaction system is less than 3mgKOH/g, terminates reaction, produced.
Further, the urethane acrylate is aliphatic urethane acrylate or aromatic urethane acrylic acid
One or more in ester, preferably aliphatic urethane acrylate.The urethane acrylate is using known method system
It is standby to obtain, for example, using IPDI (IPDI), hexamethylene-diisocyanate (HDI) or two ring ethyl first
Alkane diisocyanate (HMDI) reacts with PPG, then produces poly- ammonia with hydroxy-ethyl acrylate or hydroxypropyl acrylate reaction
Ester acrylate.
Further, the acrylate reactive monomer is methacrylate, lauryl methacrylate (LA), methyl
Isobornyl acrylate (IBOA), N, N- DMAAs (DMAA), 1,4 butanediol diacrylate (HDDA), methyl
One or more of and a kind of mixture of the acrylate monomer containing epoxide group in acrylic acid.
Further, a kind of acrylate monomer containing epoxide group is GMA
(GMA)。
Further, the latent curing agent is imidazole curing agent, preferably imidazoles, 2-methylimidazole, 2- ethyls-
One or more and the mixture of dicyandiamide in 4-methylimidazole, 2- phenylimidazoles, PN-23, more preferably PN-23 and double cyanogen
The mixture of amine.
Further, the light trigger be but be not limited in the trade mark 1173,184,651,369, BP, TPO, ITX one
Plant or any several.
Specifically, 1173 be 2- hydroxy-2-methyl -1- phenylacetones；184 be 1- hydroxy cyclohexyl phenylketones；651 be α,
α '-dimethyl benzil ketals；BP is benzophenone；TPO is 2,4,6- trimethyl benzoyl diphenyl base phosphorous oxides；ITX is
2- isopropyl thioxanthones.
Further, the polymerization inhibitor is quinhydrones (HQ), 1,4-benzoquinone (PBQ), one kind in BHT
Or it is several.
The present invention also provides the preparation method of any one above-mentioned ultraviolet-heat dual cure glass ink, including following step
Suddenly：
(1) resin of the addition containing epoxide group and double bond, urethane acrylate, part propylene acid esters activated monomer,
Polymerization inhibitor, initiator, aided initiating, filler and organic dyestuff, stir pre-dispersed uniform；
(2) by triple-roller mill of the material by cooling water control, rolled；
(3) latent curing agent is added in material, is stirred, triple-roller mill of the material by cooling water control rolls
System, control fineness is below 10 μm；
(4) ink disperseed is added into defoamer, levelling agent, and remaining acrylate reactive monomer, stirred
Get product.
The present invention has the advantages and positive effects of：
1st, the resin and monomer that the glass ink is used contain epoxide group and double bond, can make photocuring reaction and heat cure
Reaction combines well, makes reaction system homogeneous, curing performance is excellent, and Cohesion reliability is high, saves the energy, the scope of application
Extensively.
2nd, the ink is curing type bloom glossy ink, has excellent adhesive force to all kinds of glass, and with good
The characteristic such as water-fast, solvent and grease.
3rd, the ink has not network blocking and the fireballing characteristic of ultra-violet curing, special society and some fine picture and text of printing,
With plentiful, clear, bright and sharp printing effect, while also having high hiding rare.
4th, production efficiency can be greatly enhanced using the ink, reduces the occupancy of production space, significantly save energy
Source.
Embodiment
Embodiment 1 (Lan Mo)
Each raw material is accurately weighed by following weight, epoxy acrylic half ester 45g, difunctional urethane acrylate 14g,
BHT 0.1g, GMA 20g, 6511.5g, benzophenone 1.5g, 11731.5g,
Titanium dioxide 8g, phthalocyanine blue 6g, open stirring 300-400rpm, pre-dispersed 20 minutes, pass through cooling water control after being uniformly dispersed
Triple-roller mill, is rolled twice.Dicyandiamide 1.5g, PN-230.8g are added, is stirred, three that material is passed through into cooling water control
Roller is ground, and is rolled one time, it is desirable to which fineness is below 10 μm.The ink disperseed is added into organic silicone oil 0.5g and TEGO Foamex
N 0.5g and methacrylate 8g.Moderate-speed mixer 20 minutes, stirs, as finished product.
The preparation method of epoxy acrylic half ester：
200g epoxy resin 618 is added into 500mL three-necked flasks, then mechanical agitation, 100 DEG C of oil bath adds and contain
There are 0.25g N, N- dimethyl benzylamines and 0.25g MEHQs acrylic acid 37g, acid number is measured by sampling every 20min, when
When acid number in reaction system is less than 3mgKOH/g, that is, thinks that esterification is completed, produce epoxy acrylic half ester.By epoxy third
Olefin(e) acid half ester is coated directly on KBr salt pieces, is determined with infrared spectrometer (RFX-65A FTIR), it can be seen that the ring before solidification
There is obvious double bond group characteristic peak (1640cm in the infrared spectrum spectrogram of oxypropylene acid half ester-1,810cm-1) and epoxy radicals
Absworption peak (the 980cm of group-1,910cm-1,771cm-1)。
Embodiment 2 (tusche)
Each raw material is accurately weighed by following weight, epoxy acrylic half ester 40g, trifunctional urethane acrylate 30g,
BHT 0.1g, GMA 18g, 3692g, ITX 0.6g, titanium dioxide 5g, carbon black
5g, opens stirring 300-400rpm, pre-dispersed 20 minutes, by the triple-roller mill of cooling water control after being uniformly dispersed, rolls twice.
Dicyandiamide 2g, PN-230.6g are added, is stirred, triple-roller mill of the material by cooling water control is rolled one time, it is desirable to
Fineness is below 10 μm.The ink disperseed is added into organic silicone oil 0.8g and TEGO Foamex N 0.6g and methacrylic acid
Ester 5g.Moderate-speed mixer 20 minutes, stirs, as finished product.
The preparation method be the same as Example 1 of epoxy acrylic half ester.
The application method of the glass ink of the present invention：L. glass baseplate should be cleaned up to 2. half tones before printing：250 mesh-
420 mesh, ink film thickness：To be advisable less than 10 μm.3.UV lamp power：More than 100W/CM.4. during such as secondary solidification, UV ink is first
Solidify under uv lamps, complete to carry out thermosetting once by drying tunnel again after whole chromatographys.5. thermosetting condition：At a temperature of 160 DEG C
5-15 minutes.7. print multi-laminate additive color, it should be noted that color UV intensities of illumination before weakening, it is to avoid due to preceding color over-curing
The phenomenon for causing rear color additivity poor.8. printing environment temperature is 25 DEG C, ink reaches optimal printing performance.
Pass through the performance of the ultraviolet-heat dual cure glass ink of the following experimental test embodiment of the present invention.
Method of testing：1. printing material：Sheet glass；2. silk-screen printing, the mesh of half tone 300；3. hardening time：UV solidifies 15 seconds
Surface drying (uviol lamp power：More than 100W/CM)；After be heating and curing：160 DEG C are heated 15 minutes.Test result is as shown in the table：
| Project | Test condition | As a result |
| Adhesive force | Cross-hatching, adhesive tape is peeled off, and draws compartment away from 1mm | 100% |
| Hardness | Pencil hardness | >4H |
| Resistant to acetone is tested | The face ball for being soaked with acetone is wiped | 200 times |
| Alkali resistance | The cotton balls of salt solution is soaked with, 300 grams of pressure are wiped 100 times | It is as good as shape |
| Acid resistance | The cotton balls of sulfiting agent is soaked with, is wiped 100 times | It is as good as shape |
| Water resistance | Boiled 200 hours in the boiling water of 100 DEG C of immersion | Do not fall off |
| Grease resistance | (normal temperature) is soaked in salad oil 8 hours | It is as good as shape |
Prepared by the following method by the sample of embodiment and by patent CN200910154787 embodiments (abbreviation comparative example)
Ink, the contrast test of performance has been carried out after solidification：
| Project | The present invention | Comparative example |
| Adhesive force | 100% | 100% |
| Hardness | >4H | 2H |
| Resistant to acetone | 200 times | 100 times |
| Water resistance | 200 hours, do not fall off | 12 hours, come off |
Embodiments of the invention are described in detail above, but the content is only presently preferred embodiments of the present invention,
It is not to be regarded as the practical range for limiting the present invention.Any changes and modifications in accordance with the scope of the present application,
Within the patent covering scope that the present invention all should still be belonged to.
Claims (2)
1. a kind of ultraviolet-heat dual cure glass ink, it is characterised in that：The glass ink include 20-50 parts by weight by double
One or more in phenol A epoxy resin, bisphenol F epoxy resin, aliphatic epoxy resin, novolac epoxy resin are anti-with acrylic acid
The resin containing epoxide group and double bond that should be obtained, the aliphatic urethane acrylate of 10-30 parts by weight；15-40 weight
The GMA of part；The mixture latent curing agent of PN-23 and dicyandiamide also including 2-4 parts by weight,
2-5 parts by weight for the trade mark 1173,184,651,369, BP, TPO, one kind or any several light triggers in ITX, 0.5-3
The aided initiating of parts by weight, the defoamer of 0.5-2 parts by weight, the levelling agent of 0.5-2 parts by weight, the filler of 5-10 parts by weight,
The polymerization inhibitor of 0.02-0.1 parts by weight, the organic dyestuff of 5-10 parts by weight.
2. the preparation method of ultraviolet-heat dual cure glass ink according to claim 1, it is characterised in that including such as
Lower step：
(1) resin containing epoxide group and double bond is added, aliphatic urethane acrylate, part methyl acrylic acid shrinks sweet
Grease, polymerization inhibitor, light trigger, aided initiating, filler and organic dyestuff, stir pre-dispersed uniform；
(2) by triple-roller mill of the material by cooling water control, rolled；
(3) latent curing agent is added in material, is stirred, triple-roller mill of the material by cooling water control is rolled, control
Fineness processed is below 10 μm；
(4) ink disperseed is added into defoamer, levelling agent, and remaining GMA, stirred
Get product.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510344639.6A CN104877446B (en) | 2015-06-19 | 2015-06-19 | A kind of ultraviolet hot dual cure glass ink and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510344639.6A CN104877446B (en) | 2015-06-19 | 2015-06-19 | A kind of ultraviolet hot dual cure glass ink and preparation method thereof |
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| CN104877446A CN104877446A (en) | 2015-09-02 |
| CN104877446B true CN104877446B (en) | 2017-09-08 |
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Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107141881A (en) * | 2017-05-18 | 2017-09-08 | 苏州昭奇凯虹精细化工有限公司 | LED cured printing inks and its preparation, curing for part surface of painting |
| CN107337958B (en) * | 2017-07-27 | 2021-11-30 | 广东印彩科技有限公司 | LED dual-curing water transfer printing novel ink and preparation method thereof |
| CN109777192A (en) * | 2017-11-15 | 2019-05-21 | 洛阳尖端技术研究院 | A kind of UV curable ink and preparation method thereof |
| BR112020022464A2 (en) | 2018-05-10 | 2021-02-09 | Sun Chemical Corporation | actinic radiation curable compositions including semiconductor metal oxide materials |
| CN109294303A (en) * | 2018-09-30 | 2019-02-01 | 无锡卡秀堡辉涂料有限公司 | A kind of ultraviolet-heat dual cure glass coating |
| CN110669377A (en) * | 2019-09-09 | 2020-01-10 | 广州视源电子科技股份有限公司 | Glass printing ink, preparation method and application |
| CN113980501A (en) * | 2021-11-19 | 2022-01-28 | 国网江苏省电力有限公司电力科学研究院 | Photo-induced front-line polymerized graphene super-hydrophobic anticorrosive coating and preparation method thereof |
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| CN102807805B (en) * | 2011-05-31 | 2015-09-30 | 比亚迪股份有限公司 | A kind of ultraviolet cured paint composition and preparation method thereof |
| CN102786839B (en) * | 2012-07-31 | 2014-07-09 | 佛山市三求电子材料有限公司 | Glass protecting ink and preparation method thereof |
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