WO2017052131A1 - Ultraviolet curable and infrared permeable ink composition for inkjet, having enhanced high temperature resistance - Google Patents

Abstract

The present invention relates to an ultraviolet curable and infrared permeable ink composition for an inkjet, having enhanced high temperature resistance, the composition constantly exhibiting infrared transmissivity, surface hardness, and the like by preventing the discoloration and the deformation thereof even if a high-temperature heat treatment is performed during curing, drying, and the like.

Description

UV Curing Infrared Transmission Ink Composition for Inkjet

This application claims the benefit of priority based on Korean Patent Application No. 10-2015-0133084 filed on September 21, 2015 and Korean Patent Application No. 10-2016-0085008 filed on July 05, 2016. All content disclosed in the literature is included as part of this specification.

The present invention relates to an ultraviolet curable infrared ray transmitting ink composition for inkjet having high temperature heat resistance enhanced, and more particularly, even when high temperature heat treatment is performed in a process such as curing and drying, discoloration and deformation do not occur, such as infrared ray transmittance and surface hardness. The present invention relates to an ultraviolet curable infrared ray transmitting ink composition for inkjet, which has been shown to have a high temperature resistance.

For all ages, men and women living in modern times, mobile devices such as smartphones have become a necessity, and the uniqueness and convenience of such mobile devices are being developed differently every day. However, with this growth, there are not many tasks to solve, and research to solve them is continuously conducted. Among these problems, in the process of manufacturing a touch window of a mobile device, after forming bezel and infrared ray (IR) ink of the touch window, a transparent electrode pattern is formed on the screen area of the touch window by a high temperature process. In this case, there is a problem that discoloration, deformation and cracking of the infrared ink occur, and such damage of the infrared ink causes fluctuations in transmittance, making it difficult for the infrared sensor to operate normally.

In order to solve this problem, various attempts have been made in the past. FIG. 1 is a view showing a damaged state (A) of a conventional infrared ink layer and various forms (B, C) of a substrate used to protect an infrared sensor, in which B of FIG. 1 is located on top of the infrared ink layer. A transparent protective layer for protecting is formed, and FIG. 1C shows a state in which the infrared ink layer is manufactured and attached in the form of a tape. Korean Patent Application No. 10-2012-0070482 relates to a touch window and a method of manufacturing the same, and a liquid crystal display device including the same, as shown in FIG. 1B, to protect an infrared coating layer (or infrared ink layer) 30. By forming a transparent protective layer 40 on top of the infrared coating layer 30, by the high temperature process of depositing the electrode, as shown in FIG. 1A, to prevent the infrared ink layer 30 is damaged The contents are disclosed (in addition, 10 is glass and 20 is a bezel).

In addition, Korean Patent Laid-Open Publication No. 10-2013-0063570 relates to a mobile terminal and a method for manufacturing the same, as shown in FIG. 1C, after the infrared ink layer 217 is manufactured in the form of a tape. The present invention discloses a method for preventing discoloration and cracking of the infrared ink layer, which may be attached to the rear surface of the light transmissive window 210 and may occur in the process of depositing an electrode on the rear surface of the window 210. However, these methods have a problem in that an unnecessary process is added to increase the process time and cost, and thus, a method that can compensate for such disadvantages, that is, not only prevents discoloration and deformation of the infrared ink layer, but also process time and requirements. What is needed is a way to minimize costs.

SUMMARY OF THE INVENTION An object of the present invention is to provide a UV-curable infrared transmissive ink composition for inkjets having high temperature and heat resistance, in which discoloration and deformation do not occur even when a high temperature heat treatment is performed in a process such as curing and drying, and the infrared transmittance and surface hardness are constant. It is.

In order to achieve the above object, the present invention, an organic black pigment selected from the group consisting of perylene black or lactam black or a pigment dispersion comprising the organic black pigment; Acrylic monomers having four or more functional groups; Acrylic monomers having three functional groups; Acrylic monomers having two functional groups; Acrylic monomers having one functional group; And a photoinitiator, wherein the transmittance is 80% or more at an infrared wavelength of 800 nm or more, and the change in transmittance is maintained within 1% even after a high temperature heat treatment of 200 ° C. or more. A transmissive ink composition is provided.

In addition, the present invention provides an optical filter formed by using the UV curing infrared ray transmitting ink composition for inkjets having enhanced high temperature heat resistance.

According to the UV-curable infrared ray transmitting ink composition for inkjets having enhanced high temperature heat resistance according to the present invention, even when high temperature heat treatment is performed in the process of curing and drying, discoloration and deformation do not occur, and infrared ray transmittance and surface hardness of the infrared ink layer are constant. There is an advantage that appears.

1 is a view showing the appearance (A) of a conventional infrared ink layer damaged and the various forms (B, C) of the substrate used to protect the infrared sensor.

2 is a view showing an infrared sensor coating layer using the ink composition according to an embodiment of the present invention.

Hereinafter, the present invention will be described in detail.

UV curing infrared ray transmitting ink composition for inkjets having enhanced high temperature heat resistance according to the present invention is an organic black pigment selected from the group consisting of perylene black or lactam black or a pigment dispersion containing the organic black pigment, four or more functional groups Acryl monomer (or polyfunctional acrylic monomer) to have, acrylic monomer (or trifunctional acrylic monomer) having three functional groups, acrylic monomer (or bifunctional acrylic monomer) having two functional groups, acrylic having one functional group A monomer (or monofunctional acrylic monomer) and a photoinitiator are included, and the transmittance is 80% or more at an infrared wavelength of 800 nm or more, and the change in transmittance is maintained within 1% even after a high temperature heat treatment of 200 ° C or more. In addition, the surface hardness of the ink composition according to the present invention is 5H, the adhesion is 5B, it is also excellent in film properties.

The organic black pigment is a colorant for determining the infrared transmittance of the coating layer formed by curing the ink composition according to the present invention, a perylene black pigment or lactam black pigment may be used, Other organic black pigments known in the art, for example, carbon black, aniline black, etc., cannot be used because they block light of all wavelengths (the description thereof will be described in more detail in the following examples). . The content of the organic black pigment in the total ink composition is 1 to 10% by weight, preferably 3 to 7% by weight, more preferably about 5% by weight, and the transmittance of visible light when the content of the pigment is less than 1% by weight. If there is a fear that this may increase, the viscosity of the ink may be excessively high, or the visible light and the infrared transmittance may be low, resulting in deterioration of the function of the infrared sensor.

On the other hand, the pigment dispersion liquid containing the organic black pigment contains a dispersant and a reactive monomer in addition to the organic black pigment, it is possible to obtain pigment particles of a uniform size, compared with the case of using only the organic black pigment, In addition, ink manufacturing time can be shortened. Therefore, although any kind of the said organic black pigment and the pigment dispersion liquid containing an organic black pigment may be used, it is more preferable to use it in the form of the said pigment dispersion liquid.

When the pigment dispersion is used, the content of the pigment dispersion is 10 to 40% by weight, preferably 15 to 35% by weight, more preferably about 25% by weight, based on the total weight of the ink composition. If it is less than 10% by weight relative to the total weight of the ink composition, the visible light transmittance may be increased. If it exceeds 40% by weight, the viscosity of the ink may be too high, making it difficult to apply to the inkjet process, or the visible light and infrared light may be excessively There is a fear that the function of the infrared sensor is lowered.

In addition, when the pigment dispersion is used, the content of the organic black pigment is 3 to 40 parts by weight, preferably 10 to 30 parts by weight, more preferably about 20 parts by weight, based on 100 parts by weight of the pigment dispersion. The content of the dispersant is 2 to 6 parts by weight, preferably 3 to 5 parts by weight, more preferably about 4 parts by weight based on 100 parts by weight of the pigment dispersion, and the content of the reactive monomer is 100 parts by weight of the pigment dispersion. 65 to 85 parts by weight, preferably 70 to 80 parts by weight, more preferably about 76 parts by weight.

The dispersant may be a polymer type, nonionic, anionic or cationic dispersant, and examples thereof include acrylic, polyalkylene glycols and esters thereof, polyoxyalkylene polyhydric alcohols, ester alkylene oxide adducts, alcohols. Alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylic acid esters, carboxylates, alkylamide alkylene oxide adducts and alkylamines; and the like.

The reactive monomer can be used that is generally included in the ultraviolet curable ink composition, but two or three functional groups, for example, 1,6-hexanediol diacrylate (HDDA), Neopentylglycol diacrylate (NPGDA), hydroxypivalic acid neopentylglycol diacrylate (HPNDA), dipropylene glycol diacrylate (DPGDA), tripropylene glycol diacrylate Tripropylene glycol diacrylate (TPGDA), trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate, trimethylenepropane triacrylate, pentaerythritol triacrylate, trimethylene propyl triacrylate, and One kind of propoxylated glycerol triacrylate etc. It is preferable to use poison or 2 or more types mixed.

The acryl monomer (or polyfunctional acryl monomer) having four or more functional groups is a dientaerythritol hexaacrylate (Dipentaerythritol) that causes crosslinking by curing with ultraviolet rays (UV) to increase the film strength of the printed layer. One or more acrylic monomers having four or more functional groups known in the art, such as hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPPA), and pentaerythritol tetraacrylate (PETA), may be used. Meanwhile, examples of the functional group mentioned in the present specification may include acrylate and carboxyl group, but are not limited thereto.

The content of the acrylic monomer having four or more functional groups in the total ink composition is 1 to 30% by weight, preferably 7 to 25% by weight, more preferably about 12% by weight, and the acrylic monomer having four or more functional groups. If the content is less than 1% by weight, there is a concern that the strength of the film may not be sufficient. If the content is more than 30% by weight, the viscosity of the ink may be excessively high, and thus the process may not be able to proceed.

The acryl monomer (or trifunctional acryl monomer) having the three functional groups increases the photopolymerization reaction rate, and is trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate, and trimethylene propane triacryl. One or more acrylic monomers having three or more conventional functional groups known in the art may be used, such as latex, pentaerythritol triacrylate, trimethylene propyl triacrylate and propoxylated glycerol triacrylate.

The content of the acrylic monomer having the three functional groups in the total ink composition is 10 to 40% by weight, preferably 20 to 30% by weight, more preferably about 25% by weight, and the content of the acrylic monomer having the three functional groups. If the content is less than 10% by weight, the curing sensitivity may not be good. If the content is more than 40% by weight, the viscosity of the ink may be excessively high, and thus the process may not be performed.

The acryl monomer (or bifunctional acryl monomer) having the two functional groups is 1,6-hexanediol diacrylate (HDDA) and hydroxy pivalate neopentylglycol as controlling the viscosity of the ink and increasing the reactivity. At least one acrylic monomer having two functional groups known in the art, such as diacrylate (HPNDA), dipropylene glycol diacrylate (DPGDA), and tripropylene glycol diacrylate (TPGDA), can be used.

The content of the acrylic monomer having the two functional groups in the total ink composition is 15 to 40% by weight, preferably 20 to 35% by weight, more preferably about 28% by weight, and the content of the acrylic monomer having the two functional groups. If it is less than 15% by weight, the viscosity of the ink may be difficult to control or its reactivity may be weakened. If it exceeds 40% by weight, it may be difficult to control the viscosity of the ink, and the reactivity may be excessively large. .

The acryl monomer (or monofunctional acryl monomer) having one functional group is a 2-hydroxyethyl acrylate (2-Hydroxyethyl acrylate; 2-) that adjusts the viscosity of the ink and improves the adhesion between the substrate and the printing layer. HEA), 4-Hydroxybutyl Acrylate (4-HBA), hydroxypropyl acrylate (HPA), 2-hydroxyethyl methacrylate (2-HEMA) ) And hydroxypropyl methacrylate (HPMA), such as one or more acrylic monomers having one functional group known in the art can be used, but the 2-hydroxyethyl acrylate having excellent adhesion (2 -HEA) is preferably used alone.

The content of the acrylic monomer having one functional group in the total ink composition is 5 to 30% by weight, preferably 10 to 20% by weight, more preferably about 15% by weight, and the content of the acrylic monomer having one functional group. If it is less than 5% by weight, the viscosity of the ink may be difficult to control or the adhesion between the substrate and the printing layer may be insufficient. If the content is more than 30% by weight, the acrylate monomer content of the bifunctional group or more may decrease, thereby decreasing reactivity. have. In addition, the acryl monomer mentioned above means not only an acrylate but also all the derivative | guide_body in which the substituent was introduce | transduced into acrylate or methacrylate.

The photoinitiator is such that in the curing process by ultraviolet rays, a curing reaction that causes a monomer having an unsaturated double bond contained in the ink to react to form a polymer occurs (initiation). Examples of the photoinitiator include 1- Hydroxy-cyclohexyl-phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl] -2- Methyl-1-propanone, methylbenzoylformate, a-dimethoxy-a-phenylacetophenone, 2-benzoyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl] -1 -Butanone, 2-methyl-1- [4- (methylthio) phenyl] -2- (4-morpholinyl) -1-propanone diphenyl (2,4,6-trimethylbenzoyl) -phosphine Oxide or bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, and the like, but are not necessarily limited thereto. Other commercially available products include Irgacure 184, Irgacure 500, Irgacure 651, Irgacure 369, Irgacure 907, Darocur 1173, DarocurMBF, Irgacure 819, Darocur TPO, Irgacure 907, Esacure KIP 100F, and ITX. Can be used one or more.

The content of the photoinitiator in the total ink composition is 1 to 15% by weight, preferably 5 to 10% by weight, more preferably about 8% by weight, and when the content of the photoinitiator is less than 1% by weight, the curing reaction is It may not be sufficient, and if it exceeds 15% by weight, all may not be dissolved.

On the other hand, the ink composition according to the present invention, if necessary, may further include any one or more of an adhesion promoter, a binder, a polymerization inhibitor and a surfactant. The adhesion enhancer may improve the adhesion between the substrate and the print layer, and when used with the monofunctional acrylic monomer, may maximize the adhesion. As the adhesion promoter, one or more selected from the group consisting of phosphate acrylates such as an alkoxy silane compound and phosphate acrylate may be used. Examples of the alkoxy silane compound include 3-glycidoxypropyl tri Methoxysilane (3-Glycidoxypropyl trimethoxysilane, KBM-403 (Shin-Etsu, USA)), 3-glycidoxypropyl methyldimethoxysilane (KBM-402), 2- (3,4 epoxy Cyclohexyl) ethyltrimethoxysilane (2- (3,4 epoxycyclohexyl) ethyltrimethoxysilane, KBM-303), 3-glycidoxypropyl methyldiethoxysilane (KBE-402), 3-glycidoxy Propyl triethoxysilane (3-Glycidoxypropyl triethoxysilane, KBE-403), 3-methacryloxypropyl trimethoxysilane (3-Methacryloxypropyl trimethoxysilane, KBM-503), etc. can be mentioned, One or more types can be used.

When the adhesion promoter is used, the content may be included in an amount of 1 to 10% by weight, preferably 3 to 7% by weight, and more preferably about 5% by weight, based on the total weight of the ink composition. When the content of the adhesion promoter is less than 1% by weight, the adhesion may be lowered. When the content of the adhesion promoter is more than 10% by weight, the content of the acrylic monomer may be relatively decreased to decrease the reactivity. It may be insignificant.

The binder may be included to control the adhesion and surface hardness of the substrate and the print layer, it is preferable to use an epoxy-based acrylic resin, but can be used without limitation as long as it can control the adhesion and surface hardness of the substrate and the print layer. have. When the binder is used, the content thereof may be included in an amount of 1 to 5% by weight, preferably 1 to 3% by weight, and more preferably about 1% by weight, based on the total weight of the ink composition. If the content of the binder is less than 1% by weight, the adhesion and surface hardness of the substrate and the print layer may not be sufficient. If the content of the binder exceeds 5% by weight, the viscosity of the ink may be so high that it may be difficult to perform the inkjet process.

The polymerization inhibitor is to prevent the curing reaction during the storage of the ink at room temperature, monomethyl ether hydroquinone (MEHQ), benzoquinone, catechol, phenothiazine, N-nitrosophenylhydroxyamine and 2, One or more selected from 2,6,6-tetramethylpiperidine-1-oxyl free radicals and derivatives thereof may be used in an amount of less than 1% by weight of the total ink composition.

The surfactant is to control the surface tension of the ink to facilitate the jetting (jetting) occurs, and also to properly spread the ink on the glass substrate, it can be used in an amount of less than 1% by weight of the total ink composition. The surfactant is preferably a fluorine-based surfactant, and specific examples of the fluorine-based surfactant include F-410, F-430, F-444, F-477, F-553, and F- of DaiNippon Ink & Chemicals (DIC). 554, F-555, F-556, F-557, F-558, F-559, F-560, F-561, F-562, F-563, F-565, F-568, F-569, F-570, F-571, F-572, R-40, R-41, R-43, R-94, RS-55, RS-56, RS-72-K, RS-75, RS-78, RS-90 and the like, but is not limited thereto.

The ultraviolet curing infrared ray transmitting ink composition for inkjets having enhanced high temperature heat resistance according to the present invention is capable of curing (ultraviolet rays) at a light source having a wavelength of 395 nm having an energy of 10,000 mJ / cm ² or less, and is a perylene black or lactam black pigment. By using, even if the high temperature heat treatment after UV curing does not occur deformation, such as discoloration or cracks (crack). Thus, by using the ink composition according to the present invention (i.e., printing at a thickness of 5 mu m to form a coating film), the transmittance is maintained at 80% or more at an infrared wavelength of 800 nm or more (e.g., 850 nm The transmittance is 82%, the transmittance of 940 nm is 83%), and the transmittance of the visible light wavelength region (550 nm) is maintained at 15 to 25%.

On the other hand, the ink composition according to the present invention, as a pattern can be formed by the inkjet method, since it has a viscosity of 1 to 50 cP and a surface tension of 18 to 40 N / m at room temperature (25 ℃), jetting (jetting) Is possible. As such, in the manufacturing process of the touch window, by using the ink according to the present invention capable of ultraviolet curing, by forming a bezel and the coating layer of the infrared sensor unit by inkjet printing, it is possible to reduce the time and cost required for the process. have.

On the other hand, the present invention provides an optical filter formed using the above-described high-temperature heat-resistant enhanced inkjet UV curable infrared transmission ink composition, the optical filter is maintained at 80% or more transmittance at an infrared wavelength of 800 nm or more, Obviously, the transmittance in the visible wavelength range (550 nm) is the same as that of the composition maintained at 15-25%.

In addition, a brief description of a method for manufacturing an IR sensor coating layer such as an optical filter using an ultraviolet curing infrared ray transmitting ink composition for inkjet according to the present invention, wherein the high temperature heat resistance is enhanced, after the inkjet printing with the ink composition, ultraviolet (UV) radiation is applied. (Iii) curing; And ultraviolet (UV) curing by using a UV LED lamp having a wavelength of 395 nm or the like. 2 is a view showing an infrared sensor coating layer using the ink composition according to an embodiment of the present invention. As shown in FIG. 2, the bezel layer 100 is first printed (inkjet) and then UV cured by using the UV curing infrared ray transmitting ink composition for inkjet having high temperature heat resistance enhanced according to the present invention, and then the IR layer 200. ) Can be directly printed (inkjet) and UV cured, thus reducing the process time and cost for IR layer printing in a bezel printing process.

Hereinafter, preferred examples are provided to help the understanding of the present invention, but the following examples are merely illustrative of the present invention, and various changes and modifications within the scope and spirit of the present invention are apparent to those skilled in the art. It is natural that such changes and modifications fall within the scope of the appended claims.

Example 1 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As shown in the following Table 1, based on the total weight of the total ink composition, 5% by weight of perylene black pigment as colorant, 1% by weight of acrylic dispersant, 12% by weight of DPHA as polyfunctional acrylic monomer, 25 wt% TMPTA as trifunctional acrylic monomer, 27.9 wt% HPNDA as bifunctional acrylic monomer, 15 wt% 2-HEA as monofunctional acrylic monomer, 3 wt% Irgacure 819 as photoinitiator, 3 wt% Irgacure 907 And 2 wt% ITX, 1 wt% epoxy binder (PD-7610, Almatex), 5 wt% KBM-403 as adhesion promoter, 0.05 wt% fluorine-based surfactant (RS-75) and 0.05 as polymerization inhibitor After mixing the wt% MEHQ, the mixture was stirred for 6 hours to prepare a UV curable infrared ray transmitting ink composition for inkjet having enhanced high temperature heat resistance. In addition, in Table 1, the content unit of all the components which comprise a composition is weight%.

		Example 1	Example 2
coloring agent	X-55 (dye)
	Perylene black	5
	Lactam black		5
	Carbon black
Dispersant	Acrylic system	One	One
Acrylic monomer	DPHA (multifunctional)	12	12
	TMPTA (trifunctional)	25	25
	HPNDA (bifunctional)	27.9	27.9
	2-HEA (monofunctional)	15	15
bookbinder	Epoxy binder	One	One
Adhesion promoter	KBM-403	5	5
Photoinitiator	Irgacure 819	3	3
	Irgacure 907	3	3
	ITX	2	2
Surfactants	Fluorine	0.05	0.05
Polymerization inhibitor	MEHQ	0.05	0.05

Example 2 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As in the composition shown in Table 1, an ink composition was prepared in the same composition as in Example 1, except that 5% by weight of lactam black pigment was used instead of 5% by weight of perylene black pigment. .

Comparative Example 1 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As shown in Table 2, an ink composition was prepared in the same composition as in Example 1, except that 5 wt% of carbon black pigment was used instead of 5 wt% of perylene black pigment. . In addition, in Table 2, the content unit of all the components which comprise a composition is weight%.

		Comparative Example 1	Comparative Example 2	Comparative Example 3	Comparative Example 4	Comparative Example 5	Comparative Example 6	Comparative Example 7
coloring agent	X-55 (dye)		5
	Perylene black			5	5	5	5	5
	Lactam black
	Carbon black	5
Dispersant	Acrylic system	One		One	One	One	One	One
Acrylic monomer	DPHA	12	12	8	12	12	12	12
	TMPTA	25	25	25	25	25	10
	HPNDA	27.9	28.9	31.9	32.9	28.9	42.9	52.9
	2-HEA	15	15	15	15	15	15	15
bookbinder	Epoxy	One	One	One	One		One	One
Adhesion promoter	KBM-403	5	5	5		5	5	5
Photoinitiator	Irgacure 819	3	3	3	3	3	3	3
	Irgacure 907	3	3	3	3	3	3	3
	ITX	2	2	2	2	2	2	2
Surfactants	Fluorine	0.05	0.05	0.05	0.05	0.05	0.05	0.05
Polymerization inhibitor	MEHQ	0.05	0.05	0.05	0.05	0.05	0.05	0.05

Comparative Example 2 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As shown in Table 2, 5% by weight of X-55 (BASF, Germany), which is a dye, was used instead of 5% by weight of perylene black pigment, and 28.9% by weight of 28.9% by weight of HPNDA, which is a bifunctional acrylic monomer, was used. An ink composition was prepared in the same composition as in Example 1, except that% by weight was used.

Comparative Example 3 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As in the composition shown in Table 2, Example 1, except that 8% by weight of DPHA as a polyfunctional acrylic monomer was used instead of 12% by weight, and 31.9% by weight instead of 27.9% by weight of HPNDA as a bifunctional acrylic monomer, An ink composition was prepared in the same composition as.

Comparative Example 4 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As shown in Table 2, the ink is the same composition as in Example 1, except that HPNDA, which is a bifunctional acrylic monomer, is used in 32.9% by weight instead of 27.9% by weight, and KBM-403, which is an adhesion promoter, is not used. The composition was prepared.

Comparative Example 5 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As in the composition shown in Table 2, an ink composition was prepared in the same composition as in Example 1, except that 28.9 wt% of HPNDA, which is a bifunctional acrylic monomer, was used instead of 27.9 wt%, and no binder was used.

Comparative Example 6 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As in the composition shown in Table 2, Example 1 except that 10% by weight instead of 25% by weight of TMPTA trifunctional acrylic monomer, and 42.9% by weight of HPNDA instead of 27.9% by weight of bifunctional acrylic monomer, An ink composition was prepared in the same composition as.

Comparative Example 7 Preparation of UV Curing Infrared Transmission Ink Composition for Inkjet with High Temperature Heat Resistance

As in the composition shown in Table 2, the ink composition in the same composition as in Example 1, except that 5MP% by weight instead of 27.9% by weight of HPNDA instead of 27.9% by weight without using TMPTA which is a trifunctional acrylic monomer Was prepared.

[Examples 1 to 2 and Comparative Examples 1 to 7] Evaluation of Physical Properties of Specimens Prepared with Ink Composition

The ink compositions prepared in Examples 1 and 2 and Comparative Examples 1 to 7, in a square glass having a width of 50 mm, a length of 50 mm, and a thickness of 0.5 μm, have a thickness of 4 or 5 μm. Specimen was prepared by inkjet printing. Subsequently, UV curing was performed using a UV LED lamp of 395 nm wavelength. The cured specimens were subjected to high temperature heat treatment at 220 ° C. for 1 hour, followed by visible light and infrared transmittance measurement experiments, surface hardness measurement experiments, and adhesion force measurement experiments, and the results are shown in Table 3 below. On the other hand, the infrared transmittance using a UV-VIS Spectrometer, the transmittance of the wavelength of 380 to 1,000 nm was measured, the surface hardness is a pencil hardness tester 1 kg load, scraping angle 45 degrees (°) and speed 3 mm / s conditions It was measured in (standard: ASTM D3363), the adhesion was measured by performing a cross cut test evaluated from 0B to 5B (standard: ASTM D3002, D3359).

	Example 1	Example 2	Comparative Example 1	Comparative Example 2	Comparative Example 3	Comparative Example 4	Comparative Example 5	Comparative Example 6	Comparative Example 7
Transmittance change (550nm) after high temperature heat treatment (220 ℃, 1h)	Within 1%	Within 1%	Infrared wavelength shielding	50% or more (discoloration)	Within 1%	Within 1%	Within 1%	Within 1%	Within 1%
Surface hardness	5H	5H	5H	4H	3H	5H	4H	4H	4H
Adhesion	5B	5B	5B	5B	5B	0B	3B	5B	5B
Hardening sensitivity	○	○	○	○	○	○	○	△	×

From the above Examples 1 and 2, in the case of using the perylene black or lactam black pigment, even if the high temperature heat treatment after UV curing did not change discoloration or cracks, such as change in transmittance is within 1%, surface hardness Is 5H, the adhesion is 5B, it can be seen that the high temperature heat resistance and film properties are excellent, and when printed at a thickness of 5 ㎛ level it can also be seen that excellent curing sensitivity. In addition, the perylene black pigment used in Example 1 and the lactam black pigment used in Example 2 exhibit high transmittance in the infrared region, whereas the carbon black or aniline black pigment blocks light in all infrared region wavelengths. It can be seen that it is applicable to infrared (IR) ink. On the other hand, the ink compositions prepared in Examples 1 and 2, the visible light (550 nm) transmittance of about 20%, infrared (800 nm or more) transmittance of 80% or more, perylene black pigment rather than lactam black pigment The infrared transmittance of was rather high.

In Comparative Example 1, only the perylene black pigment of Example 1 was changed to a carbon black pigment, and it was impossible to apply the IR ink by blocking the wavelength of the infrared region, and Comparative Example 2 had excellent infrared region transmittance instead of the pigment. Although the dye is used, the dye is thermally decomposed during the high temperature heat treatment to cause discoloration, a problem that the visible light transmittance increases by 50% or more. Comparative Example 3 can be seen that the surface hardness was lowered to 3H by reducing the content of DPHA, which is a multifunctional acrylic monomer of Example 1 from 12% by weight to 8% by weight, Comparative Example 4 is in Example 1 By not using the adhesion promoter (or silane coupling agent, KBM-403) used, the adhesion was very low at 0B, and Comparative Example 5 had the surface hardness (4H) and the adhesion (3B) by removing the binder of Example 1. It can be seen that the lower the, and Comparative Examples 6 and 7 to reduce or exclude the content of the TMPTA trifunctional monomer used in Example 1, it can be seen that the curing sensitivity is lowered as the amount of TMPTA is added .

Claims (20)

1. An organic black pigment selected from the group consisting of perylene black or lactam black or a pigment dispersion comprising the organic black pigment;

   Acrylic monomers having four or more functional groups;

   Acrylic monomers having three functional groups;

   Acrylic monomers having two functional groups;

   Acrylic monomers having one functional group; And

   It includes; photoinitiator,

   A transmittance of 80% or more at an infrared wavelength of 800 nm or more, and a change in transmittance is maintained within 1% even after a high temperature heat treatment of 200 ° C. or more, wherein the UV curable infrared ray transmitting ink composition for inkjets having enhanced high temperature heat resistance.
2. The UV curable infrared ray transmitting ink composition for inkjet according to claim 1, wherein the surface composition of the ink composition is 5H and the adhesion force is 5B.
3. The UV curing infrared ray transmitting ink composition for inkjet according to claim 1, wherein the ink composition has a transmittance of 15 to 25% in the visible wavelength range (550 nm).
4. The ultraviolet curing infrared ray transmitting ink composition for inkjet according to claim 1, wherein the content of the organic black pigment is 1 to 10% by weight of the total ink composition.
5. The method of claim 1, wherein the content of the acrylic monomer having four or more functional groups is characterized in that 1 to 30% by weight of the total ink composition, UV curing infrared permeable ink composition for inkjet enhanced high temperature heat resistance.
6. The ultraviolet curing infrared ray transmitting ink composition for inkjet according to claim 1, wherein the content of the acrylic monomer having three functional groups is 10 to 40% by weight of the total ink composition.
7. The ultraviolet curing infrared ray transmitting ink composition for inkjet according to claim 1, wherein the content of the acrylic monomer having two functional groups is 15 to 40% by weight of the total ink composition.
8. The method of claim 1, wherein the content of the acrylic monomer having one functional group is characterized in that 5 to 30% by weight of the total ink composition, UV curing infrared permeable ink composition for inkjet enhanced high temperature heat resistance.
9. The method of claim 1, wherein the content of the photoinitiator is characterized in that 1 to 15% by weight of the total ink composition, UV curing infrared permeable ink composition for inkjet enhanced high temperature heat resistance.
10. The acryl monomer according to claim 1, wherein the acrylic monomer having four or more functional groups is selected from the group consisting of dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPPA) and pentaerythritol tetraacrylate (PETA). Ultraviolet curable infrared ray transmitting ink composition for inkjets, wherein the high temperature heat resistance is enhanced, which is at least one monomer.
11. The acryl monomer having the three functional groups is trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate, trimethylene propane triacrylate, pentaerythritol triacrylate, trimethylene propyl triacryl. At least one monomer selected from the group consisting of latex and propoxylated glycerol triacrylate, UV curable infrared ray transmitting ink composition for inkjets having enhanced high temperature heat resistance.
12. The acryl monomer according to claim 1, wherein the acrylic monomer having two functional groups is 1,6-hexanediol diacrylate (HDDA), hydroxypivalic acid neopentyl glycol diacrylate (HPNDA), dipropylene glycol diacrylate (DPGDA). And at least one monomer selected from the group consisting of tripropylene glycol diacrylate (TPGDA).
13. The acryl monomer according to claim 1, wherein the acryl monomer having one functional group is 2-hydroxyethyl acrylate (2-HEA), 4-hydroxybutyl acrylate (4-HBA), hydroxypropyl acrylate (HPA), UV curable infrared transmission for high temperature heat resistance enhanced inkjet, characterized in that at least one monomer selected from the group consisting of 2-hydroxyethyl methacrylate (2-HEMA) and hydroxypropyl methacrylate (HPMA). Ink composition.
14. The method of claim 1, wherein the photoinitiator is 1-hydroxy-cyclohexyl-phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-1- [4- (2 -Hydroxyethoxy) phenyl] -2-methyl-1-propanone, methylbenzoylformate, a-dimethoxy-a-phenylacetophenone, 2-benzoyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl] -1-butanone, 2-methyl-1- [4- (methylthio) phenyl] -2- (4-morpholinyl) -1-propanone diphenyl (2 High temperature heat resistance, characterized in that one or more mixtures selected from the group consisting of 4,6-trimethylbenzoyl) -phosphine oxide and bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide. This reinforced UV curable infrared transmission ink composition for inkjet.
15. The pigment dispersion according to claim 1, wherein the pigment dispersion is 3 to 40 parts by weight of the organic black pigment, 100 parts by weight of the dispersant to 2 to 6 parts by weight and 100 parts by weight of the pigment dispersion, based on 100 parts by weight of the pigment dispersion. A high-temperature heat-resistant enhanced ink-curable infrared ray transmitting ink composition, comprising 65 to 85 parts by weight of a reactive monomer.
16. The ultraviolet curing infrared ray transmitting ink composition for inkjet according to claim 1, wherein the content of the pigment dispersion is 10 to 40% by weight of the total ink composition.
17. The method of claim 15, wherein the reactive monomer is 1,6-hexanediol diacrylate (HDDA), neopentyl glycol diacrylate (NPGDA), hydroxy pivalic acid neopentyl glycol diacrylate (HPNDA), dipropylene glycol di Acrylate (DPGDA), tripropylene glycol diacrylate (TPGDA), trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate, trimethylenepropane triacrylate, pentaerythritol triacrylate, trimethylene propyl tree A high-temperature heat-resistant enhanced UV curable infrared transmission ink composition for inkjet, characterized in that one or two or more functional groups having two or three functional groups selected from the group consisting of acrylate and propoxylated glycerol triacrylate.
18. The UV curable infrared ray transmitting ink composition for inkjet of claim 1, wherein the ink composition is curable at a light source having a wavelength of 395 nm having an energy of 10,000 mJ / cm ² or less.
19. The high temperature heat resistance of claim 1, wherein the ink composition has a viscosity of 1 to 50 cP and a surface tension of 18 to 40 N / m at room temperature (25 ° C.) to enable jetting with ink jet. This reinforced UV curable infrared transmission ink composition for inkjet.
20. The optical filter formed using the ultraviolet curing infrared ray transmission ink composition for inkjets of Claim 1 with which the high temperature heat resistance was strengthened.

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