CN111218161A - Ink-jet printing ink and preparation method thereof - Google Patents
Ink-jet printing ink and preparation method thereof Download PDFInfo
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- CN111218161A CN111218161A CN202010221556.9A CN202010221556A CN111218161A CN 111218161 A CN111218161 A CN 111218161A CN 202010221556 A CN202010221556 A CN 202010221556A CN 111218161 A CN111218161 A CN 111218161A
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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
- C09D11/30—Inkjet printing inks
- C09D11/36—Inkjet printing inks based on non-aqueous solvents
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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
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
Abstract
The invention discloses an ink-jet printing ink which comprises the following components in parts by weight: 43-53 parts of methacrylate, 2-8 parts of initiator, 14-24 parts of acrylic acid, 24-34 parts of olefin, 2-5 parts of ionic liquid and 0-4 parts of colorant. The preparation method of the ink-jet printing ink comprises the following steps: s1, uniformly mixing 43-53 parts of methacrylate, 14-24 parts of acrylic acid and 24-34 parts of olefin to generate a first mixture; s2, adding 2-8 parts of initiator into the first mixture until the initiator is completely dissolved to generate a second mixture; s3, adding 0-4 parts of a coloring agent and 2-5 parts of an ionic liquid into the second mixture, and uniformly mixing to generate a third mixture; and S4, filtering the third mixture, and collecting filtrate to obtain the ink-jet printing ink. The ink-jet printing ink can enhance the compatibility with a specific inorganic film layer and enhance the leveling property of the ink-jet printing ink.
Description
Technical Field
The invention belongs to the field of ink-jet printing ink, and particularly relates to ink-jet printing ink and a preparation method thereof.
Background
At present, the structure of a thin film encapsulation (abbreviated as TFE) encapsulation film layer of an active matrix organic light emitting diode (or active matrix organic light emitting diode) (abbreviated as AMOLED) is basically a laminated structure of inorganic/organic/inorganic (CVD1/IJP/CVD2), the laminated structure of the TFE encapsulation film layer is more complicated for high-end products, the properties of the film layer are changed due to different products, and the inorganic film layer is not a single-layer film layer structure any more. According to the principle of similar compatibility, the compatibility between the organic film layer and the inorganic film layer is relatively poor, so that the leveling performance of the organic film layer and the inorganic film layer in the ink-jet printing process can be influenced, the product abnormality is caused, and the problems are more prominent when the structure of the inorganic film layer is changed.
For a complicated TFE packaging film layer structure, an inorganic interface layer is usually added between an inorganic film layer (CVD) and an organic film layer (IJP) at present, so that the compatibility between the inorganic film layer and the organic film layer is improved, and then the process parameters of the organic film layer (IJP) are correspondingly adjusted according to the properties of the interface layer, so that the leveling of the ink-jet printing ink on the inorganic film layer is realized. In the current technology, the film properties of CVD change, but inkjet printing inks generally do not change, so the leveling performance of organic films can only be adjusted by adding interface layers and adjusting the inkjet printing ink process parameters.
Disclosure of Invention
The invention aims to provide an ink-jet printing ink for enhancing the leveling performance on different inorganic film layers and reducing the debugging time of the corresponding organic film layer (IJP) when the structure of a TFE packaging film layer is changed
In order to solve the technical problems, the technical scheme provided by the invention is as follows:
an ink-jet printing ink comprises the following components in parts by weight: 43-53 parts of methacrylate, 2-8 parts of initiator, 14-24 parts of acrylic acid, 24-34 parts of olefin, 2-5 parts of ionic liquid and 0-4 parts of colorant.
Furthermore, the cation of the ionic liquid is imidazole cation, and the anion of the ionic liquid is hexafluorophosphate.
Further, the methacrylate is methyl methacrylate.
Further, the methacrylate is ethyl methacrylate.
Further, the initiator is a uv initiator.
Further, the olefin is one or more of alkene with the carbon number more than 4 or fluorine-containing styrene.
Further, the paint also comprises 0.2-10 parts of an auxiliary agent.
The preparation method of the ink-jet printing ink comprises the following steps:
s1, uniformly mixing 43-53 parts of methacrylate, 14-24 parts of acrylic acid and 24-34 parts of olefin to generate a first mixture;
s2, adding 2-8 parts of initiator into the first mixture until the initiator is completely dissolved to generate a second mixture;
s3, adding 0-4 parts of a coloring agent and 2-5 parts of an ionic liquid into the second mixture, and uniformly mixing to generate a third mixture;
and S4, filtering the third mixture, and collecting filtrate to obtain the ink-jet printing ink.
Further, the filtration is a secondary filtration of the third mixture by adopting a microporous membrane; wherein, the first stage filtration adopts a glass fiber membrane with the aperture of 0.6 μm, and the second stage filtration adopts a polypropylene membrane with the aperture of 0.2 μm.
Further, degassing the collected filtrate.
The invention has the beneficial effects that:
the ink for ink-jet printing has simple composition, and does not influence the curing reaction of the ink-jet printing ink, relatively mature production process and equipment change due to the characteristics of non-volatility, low vapor pressure, stable chemical performance and the like of ILs. The ink-jet printing ink can enhance the compatibility with a specific inorganic film layer, enhance the leveling performance of the ink-jet printing ink and prevent the abnormal products caused by overlong leveling time or uneven flow of the ink-jet printing ink. If the modified ink-jet ink material has sufficient compatibility with the inorganic film, we can even reduce the interfacial layer in the inorganic film, and the organic film already has sufficient compatibility.
Drawings
FIG. 1 is a schematic illustration of the anion and cation types of ionic liquids of the present invention;
FIG. 2 is a schematic diagram of the physical cross-linking of ionic liquids of the present invention in a polymer;
FIG. 3 is a schematic representation of another physical cross-linking of ionic liquids of the present invention in a polymer.
Detailed Description
In order to make the technical problems, technical solutions and advantageous effects to be solved by the present invention more clearly apparent, the present invention is further described in detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
The ink-jet printing ink comprises the following components in parts by weight: 43-53 parts of methacrylate, 2-8 parts of initiator, 14-24 parts of acrylic acid, 24-34 parts of olefin, 2-5 parts of ionic liquid and 0-4 parts of colorant.
The ink for ink-jet printing has simple composition, and does not influence the curing reaction of the ink-jet printing ink, relatively mature production process and equipment change due to the characteristics of non-volatility, low vapor pressure, stable chemical performance and the like of ILs. The ink-jet printing ink can enhance the compatibility with a specific inorganic film layer, enhance the leveling performance of the ink-jet printing ink and prevent the abnormal products caused by overlong leveling time or uneven flow of the ink-jet printing ink. If the modified ink-jet ink material has sufficient compatibility with the inorganic film, we can even reduce the interfacial layer in the inorganic film, and the organic film already has sufficient compatibility. The above components are described in further detail below.
The methacrylate in the ink-jet printing ink component of the present invention specifically means a methacrylate not containing a benzene ring structure, and specifically, the methacrylate of the present invention may be an aliphatic methacrylate. The number of conjugated bonds contained in the methacrylate ester is not more than 5, and for example, 5 or more of — C ═ C-, -N ═ N-, -N ═ O-, or-C ═ S-or the like is not contained. Wherein, the aliphatic methacrylate is one or more of monofunctional aliphatic methacrylate. Specifically, the monofunctional aliphatic methacrylate may be isodecyl methacrylate, lauryl methacrylate, ethoxyethyl methacrylate, or the like.
The initiator in the invention is preferably an ultraviolet initiator, and the ultraviolet initiator can be any compound as long as the ultraviolet initiator can generate free radicals under the irradiation of ultraviolet light to induce the polymerization reaction of the ink-jet printing ink.
The initiator may be a hydrogen abstraction type radical initiator such as benzophenone/tertiary amine, thioxanthone preferably ITX (isopropyl thioxanthone), tertiary amine as co-initiator, tertiary amine containing at least one a-H in structure, which is a hydrogen donor of hydrogen abstraction type radical photoinitiator, tertiary amine benzoate, active amine, etc. are preferred in the present invention, tertiary amine benzoate such as N, N-dimethyl ethyl benzoate, N-dimethyl-2-ethylhexyl benzoate, dimethyl ethyl benzoate, etc.; the active amine is tertiary amine with acryloxy, can participate in crosslinking reaction, and commercially available products include a promising reactive tertiary amine co-initiator 6420, Rong's genome 5142, Cyantride's EBECRYL7100 and the like.
The cleavage type radical photoinitiator may be α -hydroxyketones such as those sold under the trade names 1173 (2-hydroxy-2-methyl-1-phenylpropanone), 184 (1-hydroxy-cyclohexylbenzophenone), 2959 (2-hydroxy-2-methyl-1-p-hydroxyethyl ether-phenylpropanone), α -aminoketones such as those sold under the trade names 907 (2-methyl-1- [ 4-methylthiophenyl ] -2-morpholinyl-1-propanone), 369 (2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -1-butanone), acylphosphine oxides such as those sold under the trade names TEPO (2,4, 6-trimethylbenzoyl-ethoxy-phenylphosphine oxide), TPO (2,4, 6-trimethylbenzoyl-diphenylphosphine oxide), 819 (bis (2,4, 6-trimethylbenzoyl) phenylphosphine oxide), oxime esters such as Irgacure OXE 01 and Irgacure OXE 02 of Baff, and the structural formulae are shown by OXE 02.
The olefin is alkene with more than 4 carbon atoms or fluorine-containing styrene.
Ionic Liquids (ILs) are called "room temperature molten salts" and have excellent physicochemical properties, such as non-volatility, strong dissolving capacity, high ionic conductivity, good thermal stability, good chemical stability, strong designability, and the like, so ILs are called "green solvents", and compared with conventional solvents, ILs cause less environmental pollution and have higher recycling rate.
The ionic liquid can be classified into an aprotic type and a proton type according to the type of cations, and the cations of common ILs comprise imidazole cations, pyridine cations, pyrrole cations, quaternary phosphonium salt cations, ammonia cations and the like; typical anions include halogen anions, hexafluorophosphate ions (PF)6-4ˉ) Triflate ([ CF ]3SO3]ˉ) Or bis (trifluoromethanesulfonyl) imide (TFSI), etc., as shown in FIG. 1, the liquid properties of ILs are determined by the choice of the anionic and cationic structures. For example: 1-Ethyl-3-methylimidazolium tetrafluoroborate ([ EMIM ]][BF4]) Is a hydrophilic ionic liquid, however, a 1-ethyl-3-methylimidazolium hexafluorophosphate ([ EMIM) of the same cation][PF6]) The hydrophobic ionic liquid is an aqueous solution consisting of the hydrophobic ionic liquid and water, and can be used for extracting metal ions, organic molecules and the like. By adjusting the structure of the ionic liquid, the absorption capacity for different organic molecules can be changed.
Various properties of the ionic liquid, such as conductivity, hydrophobicity, melting point, viscosity, solubility and the like, can be regulated and controlled by changing a cation or anion structure, for example, ILs with strong hydrogen bond acceptor anions (such as Cl-) can be used for dissolving cellulose and enhancing the processing performance of the cellulose. Since there are many kinds of anions and cations in ILs, ILs with desired performance can be obtained by selecting a specific anion and cation combination, and thus ILs are also called "designable solvents". And ILs can also be used as a solvent for polymerization reaction in the polymer, initiation reaction or transport groups and the like, and whether the ILs participate in chemical reaction can be selected according to the selected anion-cation structure.
Preferably, the cation of the ionic liquid is imidazole cation, and the anion is hexafluorophosphate. The ILs are selected to satisfy the requirement that the selected anions and cations have good compatibility with inorganic film layers, have good compatibility with other materials of the ink-jet printing ink, and do not participate in the curing reaction of the ink-jet printing ink material. We tune the properties of the ink jet printing ink by selecting the structure of the ILs and the ratio of ILs to other materials of the ink jet printing ink. The ILs contain inorganic anions or other structures that can interact with inorganic materials due to physical cross-linking by hydrogen bonding or other interaction between the ILs and the polymer, as shown in fig. 2 and 3.
Further, the colorant is selected from one of self-dispersing nano-scale pigment color pastes of white, red, yellow, blue and black. The self-dispersing nano-scale pigment color paste is adopted as the colorant because the surface of the self-dispersing nano-scale pigment color paste is chemically modified, so that the pigment can be prevented from flocculating and coagulating, and the stability of the ink composition is ensured.
The colorant in the invention is selected from dispersed nano-scale pigment color paste, in particular self-dispersed nano-scale inorganic pigment color paste or self-dispersed nano-scale organic pigment color paste.
Further, the auxiliary agent is selected from one or more of a toughening agent, a defoaming agent, a leveling agent and a stabilizing agent.
Wherein, the flexibilizer can be polycaprolactone trihydric alcohol and polyalcohol products, such as 305T and 205N of Yisheng company, Greatech GT8003 of Gudi company and the like; the type of the defoaming agent is not limited as long as the defoaming agent can eliminate bubbles generated in the filtering and printing processes and avoid the generated bubbles from influencing the printing fluency, for example, the selectable defoaming agents are silicone and polymer defoaming agents BYK-088 and the like of BYK company, modified polysiloxane copolymer solution BYK-1798 and the like, and TEGO Airex 920, TEGO Airex 921 and the like which are high and do not contain silicone defoaming agents; the leveling agent is mainly used for promoting the leveling of the surface of the printing ink and reducing the defects of shrinkage cavity, trace and the like so as to obtain a smooth and flat surface; the leveling agent adopted by the invention can be BYK-333, BYK-371, BYK-377 and the like of Picker company; the stabilizer, i.e. polymerization inhibitor, can prevent the ink from depositing and ensure the stability of the ink in the storage process, and the commonly used stabilizers can be GENORAD 16, GENORAD 18, GENORAD 20, GENORAD22 and the like of the Ruon company.
Example 1
An ink-jet printing ink comprises the following components in parts by weight:
the preparation method of the ink-jet printing ink comprises the following steps:
s1, placing 43 parts of the methacrylate, 24 parts of the acrylic acid and 29 parts of the pentylene into a glass container, and stirring by using a stirrer to obtain a first mixture which is uniformly mixed;
s2, adding 2.8 parts of TPO free radical photoinitiator, 2 parts of 184 free radical photoinitiator, 0.2 part of polycaprolactone triol and 1 part of organic silicon of BYK company into the first mixture, and continuously stirring until the free radical photoinitiator is completely dissolved to obtain a second mixture;
s3, adding 2 parts of ionic liquid with the cation being imidazole and the anion being hexafluorophosphate into the second mixture, and uniformly mixing to generate a third mixture;
s4, adding a glass fiber membrane with the diameter of 0.45 mu m into the third mixture for primary filtration, and then adding a polypropylene membrane with the diameter of 0.22 mu m into the third mixture for secondary filtration to obtain filtrate; and carrying out vacuum filtration for 1 hour under the vacuum degree of 0.1MPa, removing bubbles in the filtrate, and finally obtaining the ink-jet printing ink.
Example 2
An ink-jet printing ink comprises the following components in parts by weight:
the preparation method of the ink-jet printing ink comprises the following steps:
s1, placing 48 parts of the methacrylate, 19 parts of the acrylic acid and 24 parts of the p-fluorostyrene into a glass container, and stirring by using a stirrer to obtain a first mixture which is uniformly mixed;
s2, adding 2 parts of 819 (acylphosphine oxide radical photoinitiator) into the first mixture, and continuing stirring until the radical photoinitiator is completely dissolved to obtain a second mixture;
s3, adding 5 parts of ionic liquid with the cation being imidazole and the anion being hexafluorophosphate into the second mixture, and uniformly mixing to generate a third mixture;
s4, adding a glass fiber membrane with the diameter of 0.6 mu m into the third mixture for primary filtration, and then adding a polypropylene membrane with the diameter of 0.2 mu m into the third mixture for secondary filtration to obtain filtrate; and carrying out vacuum filtration for 1 hour under the vacuum degree of 0.1MPa, removing bubbles in the filtrate, and finally obtaining the ink-jet printing ink.
Example 3
An ink-jet printing ink comprises the following components in parts by weight:
the preparation method of the ink-jet printing ink comprises the following steps:
s1, placing 53 parts of methacrylate, 14 parts of acrylic acid and 34 parts of 5-methyl-3-hexene in a glass container, and stirring by using a stirrer to obtain a first mixture which is uniformly mixed;
s2, adding 8 parts of ultraviolet initiator, 3 parts of Greatech GT8003, 3 parts of TEGO Airex 920 and 4 parts of BYK-333 into the first mixture, and continuing stirring until the ultraviolet initiator is completely dissolved to obtain a second mixture;
s3, adding 3 parts of ionic liquid with the cation being imidazole and the anion being hexafluorophosphate into the second mixture, and uniformly mixing to generate a third mixture;
s4, adding a glass fiber membrane with the diameter of 0.6 mu m into the third mixture for primary filtration, and then adding a polypropylene membrane with the diameter of 0.2 mu m into the third mixture for secondary filtration to obtain filtrate; and carrying out vacuum filtration for 1 hour under the vacuum degree of 0.1MPa, removing bubbles in the filtrate, and finally obtaining the ink-jet printing ink.
The foregoing is only a preferred embodiment of the present invention, and many variations in the detailed description and the application range can be made by those skilled in the art without departing from the spirit of the present invention, and all changes that fall within the protective scope of the invention are therefore considered to be within the scope of the invention.
Claims (10)
1. The ink for ink-jet printing is characterized by comprising the following components in parts by weight: 43-53 parts of methacrylate, 2-8 parts of initiator, 14-24 parts of acrylic acid, 24-34 parts of olefin, 2-5 parts of ionic liquid and 0-4 parts of colorant.
2. The ink jet printing ink of claim 1 wherein the cation of the ionic liquid is an imidazole-based cation and the anion is a hexafluorophosphate salt.
3. An ink jet printing ink as claimed in claim 1 wherein the methacrylate is methyl methacrylate.
4. The ink-jet printing ink of claim 1 wherein the methacrylate is ethyl methacrylate.
5. The ink jet printing ink of claim 1 wherein the initiator is a uv initiator.
6. The ink-jet printing ink of claim 1, wherein the olefin is one or more of an alkene having a carbon number greater than 4 or a fluorostyrene.
7. The ink for ink jet printing according to claim 1, further comprising 0.2 to 10 parts of an auxiliary agent.
8. A method of preparing an ink jet printing ink as claimed in any one of claims 1 to 7, comprising the steps of:
s1, uniformly mixing 43-53 parts of methacrylate, 14-24 parts of acrylic acid and 24-34 parts of olefin to generate a first mixture;
s2, adding 2-8 parts of initiator into the first mixture until the initiator is completely dissolved to generate a second mixture;
s3, adding 0-4 parts of a coloring agent and 2-5 parts of an ionic liquid into the second mixture, and uniformly mixing to generate a third mixture;
and S4, filtering the third mixture, and collecting filtrate to obtain the ink-jet printing ink.
9. The method according to claim 8, wherein the filtration is a secondary filtration of the third mixture using a microporous filtration membrane; wherein, the first stage filtration adopts a glass fiber membrane with the aperture of 0.6 μm, and the second stage filtration adopts a polypropylene membrane with the aperture of 0.2 μm.
10. The method of claim 9, further comprising degassing the collected filtrate.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2023109595A1 (en) * | 2021-12-14 | 2023-06-22 | 深圳先进技术研究院 | Inkjet printable ionic ink, ionic membrane and ionic tactile sensor |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101812153A (en) * | 2010-04-21 | 2010-08-25 | 浙江顺虎德邦涂料有限公司 | Waterborne antibacterial styrene-acrylate emulsion and preparation method thereof |
| CN103403105A (en) * | 2011-03-09 | 2013-11-20 | 马肯依玛士公司 | Ink composition for continuous deflected jet printing |
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2020
- 2020-03-26 CN CN202010221556.9A patent/CN111218161A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101812153A (en) * | 2010-04-21 | 2010-08-25 | 浙江顺虎德邦涂料有限公司 | Waterborne antibacterial styrene-acrylate emulsion and preparation method thereof |
| CN103403105A (en) * | 2011-03-09 | 2013-11-20 | 马肯依玛士公司 | Ink composition for continuous deflected jet printing |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2023109595A1 (en) * | 2021-12-14 | 2023-06-22 | 深圳先进技术研究院 | Inkjet printable ionic ink, ionic membrane and ionic tactile sensor |
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