CN113999565B - Ultraviolet curable high refractive index printing ink and material layer - Google Patents

Ultraviolet curable high refractive index printing ink and material layer Download PDF

Info

Publication number
CN113999565B
CN113999565B CN202111508670.0A CN202111508670A CN113999565B CN 113999565 B CN113999565 B CN 113999565B CN 202111508670 A CN202111508670 A CN 202111508670A CN 113999565 B CN113999565 B CN 113999565B
Authority
CN
China
Prior art keywords
parts
ink
refractive index
photo
difunctional
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202111508670.0A
Other languages
Chinese (zh)
Other versions
CN113999565A (en
Inventor
吴朝新
李露瑶
何鑫
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Xi'an Smovy New Materials Co ltd
Original Assignee
Xi'an Smovy New Materials Co ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Xi'an Smovy New Materials Co ltd filed Critical Xi'an Smovy New Materials Co ltd
Priority to CN202111508670.0A priority Critical patent/CN113999565B/en
Publication of CN113999565A publication Critical patent/CN113999565A/en
Application granted granted Critical
Publication of CN113999565B publication Critical patent/CN113999565B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/10Printing inks based on artificial resins
    • C09D11/101Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • 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
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

The invention belongs to the technical field of organic materials, and relates to ultraviolet-curable high-refractive-index ink and a material layer. The ink comprises the following components in parts by weight: 10 to 60 parts of difunctional photo-curable monomer, 20 to 80 parts of monofunctional photo-curable monomer and 0.1 to 10 parts of photo-crosslinking initiator. All the components are pure organic systems, no nano metal oxide is added, and the refractive index, viscosity, curing rate, light transmittance and the like of the ink are regulated by adjusting the contents of the three components, namely the difunctional photo-curable monomer, the monofunctional photo-curable monomer and the photo-crosslinking initiator. Wherein, the difunctional photo-curable monomer adopts at least one structure in the general formulas (2) to (12), which can effectively improve the refractive index of the ink and lead the ink to form a film uniformly; due to the obvious steric hindrance effect of the self structure, the volume shrinkage caused by solidification can be effectively reduced.

Description

Ultraviolet curable high refractive index printing ink and material layer
Technical Field
The invention belongs to the technical field of organic materials, relates to a high-refractive-index organic material, and particularly relates to ultraviolet-curable high-refractive-index ink and a material layer.
Background
The ultraviolet curable ink has the advantages of high curing rate, wear resistance, no solvent pollution and the like, has been rapidly developed in recent years, and is a polymer material which has optical properties similar to those of optical parts and good bonding properties when being applied as optical adhesive. The adhesive can bond two or more optical parts into an optical component capable of meeting the optical design requirement, such as an optical filter, a polaroid and other optical polarizing elements, and can also be used for coating adhesives on optical fibers. Many high-end optical field glues have higher requirements on the optical properties: colorless and transparent; the light transmittance in a specified light wave band is required to reach more than 90 percent; the refractive index of the cured glue layer is close to that of the bonded optical element.
At present, the refractive index of the photo-curing ink sold in the market is low and is generally between 1.48 and 1.51, and the refractive index of the optical lens and the optical fiber coating adhesive is at least more than 1.54. The high refractive index ink with the refractive index of more than 1.60 in the existing market is mostly realized by adding nano metal oxide, but has the problems of high process cost, high technical difficulty, poor product performance such as material toughness, poor optical performance and the like; the viscosity of the ink formula system is high and is mostly 100-1000 cPs, the process performance is poor, and the ink is difficult to process.
Disclosure of Invention
The invention aims to overcome the defects of the prior art, provides ultraviolet curable high refractive index ink and a material layer, and solves the problems of low refractive index, poor mechanical, optical and technical performances and the like of the conventional high-end optical element, optical fiber coating and optical electronic element glue.
The aim of the invention is realized by the following technical scheme:
in one aspect, the invention provides ultraviolet light curable high refractive index ink, which comprises the following components in parts by weight: 10 to 60 parts of difunctional photo-curable monomer, 20 to 80 parts of monofunctional photo-curable monomer and 0.1 to 10 parts of photo-crosslinking initiator; wherein the structure of the difunctional photocurable monomer is shown in the following general formula (1):
in the general formula (1), R1 and R2 are independent single bonds; a substituted or unsubstituted C1 to C20 alkylene group; substituted or unsubstituted C1 to C30 alkyleneoxy; a substituted or unsubstituted C6 to C30 arylene group; a substituted or unsubstituted C7 to C30 arylalkylene group;
r3, R4, R5, R6 are each independently hydrogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C1 to C30 alkoxy.
Further, the difunctional photocurable monomer is at least one of the general formulas (2) to (12):
in the general formula (2), m+n=2 or 3 or 4.
Further, the difunctional photocurable monomer has a molecular weight of 200 to 2000 g/mol.
Further, the monofunctional photocurable monomer is at least one of (meth) acrylate or allyl (meth) acrylate; alternatively, the monofunctional photocurable monomer is at least one of (meth) acrylate and at least one of allyl (meth) acrylate.
Further, the photoinitiator is one or more of oxazine, acetophenone, benzophenone, thioxanthone, benzoin, phosphorus-containing and oxime ester initiators.
Further, the ink specifically comprises the following components in parts by weight: 20-50 parts of difunctional photo-curable monomer, 30-50 parts of monofunctional photo-curable monomer and 0.5-8 parts of photo-crosslinking initiator.
On the other hand, the invention also provides a high refractive index material layer, which is formed by ultraviolet irradiation after the ink is adhered in any one mode of flash evaporation, ink-jet printing, deposition, screen printing, rotary coating or doctor blade coating, wherein the refractive index of the high refractive index material layer is not less than 1.60, the light curing rate is 90% -96%, and the light transmittance is 96% -98%.
Compared with the prior art, the technical scheme provided by the invention has the following beneficial effects: the refractive index, viscosity, curing rate, light transmittance and the like of the ink are adjusted by adjusting the contents of three components of the difunctional photo-curable monomer, the monofunctional photo-curable monomer and the photo-crosslinking initiator; specifically, the difunctional photo-curable monomer adopts the structure of the general formula (1), so that the refractive index of the ink can be effectively improved and the ink can be uniformly formed into a film; the self structure of the difunctional photo-curable monomer has obvious steric hindrance effect, so that the volume shrinkage caused by curing can be effectively reduced.
In addition, the difunctional photocurable monomer with the molecular weight in the range of 200-2000g/mol is selected so that the ink has good inkjet printing or spin coating performance; the monofunctional photo-curable monomer and the difunctional photo-curable monomer are respectively silicon-free monohydric alcohol or polyalcohol (methyl) acrylic ester monomer, and the material has higher curing rate, light transmittance and lower viscosity at normal temperature, so that the viscosity, the curing rate and the like of the ink can be effectively regulated.
In conclusion, the ultraviolet curable high-refractive-index ink provided by the invention has the advantages that all components are pure organic systems, no nano metal oxide is added, the viscosity is controllable by adjusting the content of each component, and the viscosity is smaller than that of most high-refractive-index inks on the market; the reaction process has no solvent volatilization, the curing speed is high, the processing is simple, the optical performance (such as refractive index and light transmittance) of the cured organic film is excellent, and the solid refractive index can reach more than 1.60.
Detailed Description
Reference will now be made in detail to the exemplary embodiments, examples of which are not intended to represent all embodiments consistent with the invention. Rather, they are merely examples of products consistent with aspects of the invention that are set forth in the following claims. The present invention will be described in further detail with reference to examples for better understanding of the technical aspects of the present invention by those skilled in the art.
In one aspect, the invention provides ultraviolet light curable high refractive index ink, which comprises the following components in parts by weight: 10 to 60 parts of difunctional photo-curable monomer, 20 to 80 parts of monofunctional photo-curable monomer and 0.1 to 10 parts of photo-crosslinking initiator; wherein the structure of the difunctional photocurable monomer is shown in the following general formula (1):
in the general formula (1), R1 and R2 are independent single bonds; a substituted or unsubstituted C1 to C20 alkylene group; substituted or unsubstituted C1 to C30 alkyleneoxy; a substituted or unsubstituted C6 to C30 arylene group; a substituted or unsubstituted C7 to C30 arylalkylene group;
r3, R4, R5, R6 are each independently hydrogen, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C1 to C30 alkoxy.
Further, the difunctional photocurable monomer is at least one of the general formulas (2) to (12):
in the general formula (2), m+n=2 or 3 or 4.
Further, the difunctional photocurable monomer has a molecular weight of 200 to 2000 g/mol.
Further, the monofunctional photocurable monomer is a (meth) acrylate and/or an allyl (meth) acrylate. Specifically, monofunctional photocurable monomers are classified into alkyl acrylates, hydroxy (meth) acrylates, (meth) acrylates having a cyclic structure or a benzene ring, vinyl monomers, and the like, according to the difference in structure.
Further, the photoinitiator is one or more of oxazine, acetophenone, benzophenone, thioxanthone, benzoin, phosphorus-containing and oxime ester initiators.
Preferably, the high refractive index ink specifically comprises the following components in parts by weight: 20-50 parts of difunctional photo-curable monomer, 30-50 parts of monofunctional photo-curable monomer and 0.5-8 parts of photo-crosslinking initiator.
Here, it is emphasized that "monofunctional" monomer refers to a monomer containing one photocurable functionality; "difunctional" monomer refers to a monomer containing two photocurable functionalities.
On the other hand, the invention also provides a high refractive index material layer, which is formed by ultraviolet irradiation after the ink is adhered in any one mode of flash evaporation, ink-jet printing, deposition, screen printing, rotary coating or doctor blade coating, wherein the refractive index is not less than 1.60, the light curing rate is 90-96%, and the light transmittance is 96-98%.
For the purpose of making the objects, technical solutions and advantages of the embodiments of the present invention more apparent, the technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is apparent that the described embodiments are some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The present example provides an ultraviolet curable high refractive index ink, designated as ink (one), having a liquid refractive index of 1.57014 and a viscosity of 25.61cPs, using the following components in parts by weight:
(A) Difunctional photocurable monomers: 40 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 40 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 20 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
Adding 40 parts of (A), 40 parts of (B1), 20 parts of (B2) and 5 parts of (C) into a brown glass bottle, mixing for 2 hours at room temperature under shaking, and filtering to obtain ink (I); then the ink (I) is coated on the surface of the ITO substrate by means of ink-jet printing to form a sample with the size of 10cm multiplied by 10 mu m (length multiplied by width multiplied by thickness), and then the sample is processed by 100mW/cm 2 UV curing 10% by weight of the UV curing equipmentThe ink was cured for 30 seconds to finally form an optical film having a refractive index of 1.61012.
The performance of the high refractive index optical film in this example was evaluated as follows:
photo-curing rate: the ink was measured at 1635cm using FT-IR (Nicolet iS50, thermo-Fisher) with a cured high refractive index optical film -1 (C=C) and 1720cm -1 Absorption peak intensity near (c=o).
The photo-curing rate is as follows: photo-curing rate (%) = |1- (F/S) |x100; wherein F is 1635cm of the cured optical film with high refractive index -1 The intensity of the nearby absorption peak and the absorption peak at 1720cm -1 A ratio of nearby absorption peak intensities; s is 1635cm of ink -1 The intensity of the nearby absorption peak and the absorption peak at 1720cm -1 The ratio of the intensities of the absorption peaks in the vicinity.
Transmittance: forming a sample from the ink by inkjet printing, and subsequently forming a photo-cured film by ultraviolet curing; the transmittance of the cured film in the visible light range of 400 to 700nm was measured by an ultraviolet spectrophotometer.
Viscosity: and (3) using a rotary viscometer, controlling the temperature in a water bath to be 25 ℃, measuring 7mL of a liquid sample to be measured, selecting a proper rotor (TL 5), adjusting a proper rotating speed, testing for about 20 minutes, stopping testing after data is stable, and recording data.
Refractive index: the sample to be measured is placed on the working surface of the refractor of the Abbe refractometer. If the sample to be measured is liquid, 1-2 drops of liquid sample can be sucked by a clean suction pipe and placed on the working surface of the prism, and then the upper light inlet prism is covered; if the sample is a solid, the solid must have a polished flat surface and a transparent liquid (e.g., bromonaphthalene) having a refractive index higher than that of the solid sample is dropped 1-2 drops onto the underlying refractive prism working surface to replace the solid sample. And testing after adjusting the testing parameters, and recording data.
Example 2
The present example provides an ultraviolet curable high refractive index ink, designated as ink (two), having a liquid refractive index of 1.56963 and a viscosity of 24.88cPs, comprising the following components in parts by weight:
(A) Difunctional photocurable monomers: 40 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 20 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 40 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
Adding 40 parts of (A), 20 parts of (B1), 40 parts of (B2) and 5 parts of (C) into a brown glass bottle, mixing for 2 hours at room temperature under shaking, and filtering to obtain ink (II); then the ink (II) is coated on the surface of the ITO substrate by means of ink-jet printing to form a sample with the size of 10cm multiplied by 10 mu m (length multiplied by width multiplied by thickness), and then the sample is processed by 100mW/cm 2 The ink is cured by ultraviolet curing for 10 to 30 seconds by the UV curing equipment, and finally the optical film with the refractive index of 1.60708 is formed.
Example 3
The present example provides an ultraviolet curable high refractive index ink, designated as ink (III), having a liquid refractive index of 1.57010 and a viscosity of 38.86cPs, using the following components in parts by weight:
(A) Difunctional photocurable monomers: 60 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 10 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 30 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
60 parts of (A), 10 parts of (B1), 30 parts of (B2) and 5 parts of (C) are added into a brown glass bottle, mixed for 2 hours at room temperature under shaking, and filtered to obtain ink (III); then the ink (III) was applied by means of ink-jet printing to the ITO substrate surface to form a sample of 10cm 10 μm (length. Times. Width. Times. Thickness), followed by 100mW/cm 2 The ink is cured by ultraviolet curing for 10 to 30 seconds by the UV curing equipment, and finally the optical film with the refractive index of 1.61893 is formed.
Example 4
The present example provides an ultraviolet curable high refractive index ink, designated as Ink (IV), having a liquid refractive index of 1.57123 and a viscosity of 38.93cPs, comprising the following components in parts by weight:
(A) Difunctional photocurable monomers: 60 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 30 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 10 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
60 parts of (A), 30 parts of (B1), 10 parts of (B2) and 5 parts of (C) are added into a brown glass bottle, mixed for 2 hours at room temperature under shaking, and filtered to obtain Ink (IV); then the Ink (IV) is coated on the surface of the ITO substrate by means of ink-jet printing to form a sample with the size of 10cm multiplied by 10 mu m (length multiplied by width multiplied by thickness), and then the sample is processed by 100mW/cm 2 The ink is cured by ultraviolet curing for 10 to 30 seconds by the UV curing equipment, and finally the optical film with the refractive index of 1.62224 is formed.
Example 5
The present example provides an ultraviolet curable high refractive index ink, designated as ink (five), having a liquid refractive index of 1.53598 and a viscosity of 15.81cPs, using the following components in parts by weight:
(A) Difunctional photocurable monomers: 10 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 40 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 20 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
10 parts (A), 40 parts (B1), 20 parts (B2) and 5 parts (C) are added into a brown glass bottle, and after shaking and mixing for 2 hours at room temperature, the ink (five) is obtained by filtration; then the ink (five) was applied by ink-jet printing to the ITO substrate surface to form a sample having a size of 10 cm. Times.10 μm (length. Times.width. Times.thickness), followed by a process of 100mW/cm 2 UV curing for 10-30 s to cure the ink, and finally forming the UV-curable ink with a refractive index of 1.57231An optical film.
Example 6
The present example provides an ultraviolet curable high refractive index ink, designated as ink (six), having a liquid refractive index of 1.53215 and a viscosity of 12.98cPs, which comprises the following components in parts by weight:
(A) Difunctional photocurable monomers: 10 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 20 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 40 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
10 parts (A), 20 parts (B1), 40 parts (B2) and 5 parts (C) are added into a brown glass bottle, and after shaking and mixing for 2 hours at room temperature, the ink (six) is obtained by filtration; then the ink (six) was applied by ink-jet printing to the ITO substrate surface to form a sample having a size of 10 cm. Times.10 μm (length. Times.width. Times.thickness), followed by a process of 100mW/cm 2 The ink is cured by ultraviolet curing for 10 to 30 seconds by the UV curing equipment, and finally the optical film with the refractive index of 1.57012 is formed.
Comparative example 1
The present example provides an ultraviolet curable ink, designated as ink (seven), having a liquid refractive index of 1.41258 and a viscosity of 12.56cPs, using the following components in parts by weight:
(B) Monofunctional photocurable monomer: (B1) 80 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate and 20 parts of (B2) allyl acrylate;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
Adding 80 parts of (B1), 20 parts of B2 and 5 parts of (C) into a brown glass bottle, mixing for 2 hours at room temperature under vibration, and filtering to obtain ink (seventh); then the ink (seventh) was applied by ink-jet printing to the ITO substrate surface to form a sample having a size of 10 cm. Times.10 μm (length. Times.width. Times.thickness), followed by 100mW/cm 2 UV curing for 10-30 s to cure the ink, and finally forming the refractive indexIs 1.43497.
Comparative example 2
The present example provides an ultraviolet curable ink, designated as ink (eight), having a liquid refractive index of 1.41376 and a viscosity of 11.84cPs, using the following components in parts by weight:
(B) Monofunctional photocurable monomer: (B1) 70 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate; (B2) allyl acrylate, 30 parts;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
70 parts of (B1), 30 parts of B2 and 5 parts of (C) are added into a brown glass bottle, mixed for 2 hours at room temperature under vibration, and filtered to obtain ink (eight); then ink (eight) was applied by means of ink-jet printing to the ITO substrate surface to form a sample of 10cm 10 μm (length. Times. Width. Times. Thickness), followed by 100mW/cm 2 The ink is cured by ultraviolet curing for 10 to 30 seconds by the UV curing equipment, and finally the optical film with the refractive index of 1.43576 is formed.
Comparative example 3
The present example provides an ultraviolet curable ink, designated ink (nine), having a liquid refractive index of 1.57599 and a viscosity of 156.28cPs, comprising the following components in parts by weight:
(A) Difunctional photocurable monomers: 80 parts of monomer with a structure of a general formula (4);
(B) Monofunctional photocurable monomer: (B1) 20 parts of 2- (p-isopropyl-phenoxy) -ethyl acrylate;
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
Adding 80 parts of (A), 20 parts of (B1) and 5 parts of (C) into a brown glass bottle, mixing for 2 hours at room temperature under vibration, and filtering to obtain ink (nine); then, ink (nine) was applied on the surface of the ITO substrate by means of ink-jet printing to form a sample having a size of 10cm×10 μm (length×width×thickness), and then the ink was cured by ultraviolet curing with a UV curing apparatus of 100mW/cm2 for 10 to 30 seconds, to finally form an optical film having a refractive index of 1.62433.
Comparative example 4
The present example provides an ultraviolet curable ink, designated as ink (ten), having a liquid refractive index of 1.58014 and a viscosity of 212.75cPs, using the following components in parts by weight:
(A) Difunctional photocurable monomers: 100 parts of monomer with a structure of a general formula (4);
(C) Photo-crosslinking initiator: 5 parts of 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide.
Adding 100 parts of (A) and 5 parts of (C) into a brown glass bottle, mixing for 2 hours at room temperature under vibration, and filtering to obtain ink (ten); then, ink (ten) was applied on the surface of the ITO substrate by means of ink-jet printing to form a sample having a size of 10cm×10 μm (length×width×thickness), and then the ink was cured by ultraviolet curing with a UV curing apparatus of 100mW/cm2 for 10 to 30 seconds, to finally form an optical film having a refractive index of 1.62897.
The photo-curing rate, transmittance, viscosity and refractive index (before and after curing) of the inks prepared in examples 1 to 6 and comparative examples 1 to 4 are shown in the following table by combining the calculation methods in example 1:
from the above examples and comparative examples, substance a (difunctional photocurable monomer) is effective in increasing the refractive index of the ink, which is optimal when the weight part of difunctional photocurable monomer is 60 parts.
In summary, the ultraviolet curable high refractive index ink provided by the invention comprises the following ink components in parts by mass: 10 to 60 parts of difunctional photo-curable monomer, 20 to 80 parts of monofunctional photo-curable monomer and 0.1 to 10 parts of photo-crosslinking initiator. The ink can be adhered in any one of flash evaporation, ink-jet printing, deposition, screen printing, spin coating or doctor blade coating, and then irradiated by ultraviolet light to form a high refractive index material layer; the high refractive index material layer prepared by the ink has high light transmittance, high curing rate, low volume shrinkage and good inkjet printing performance.
The above is only a specific content of the technical solution of the present invention, so that those skilled in the art can understand or implement the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention.
It will be understood that the invention is not limited to what has been described above and that various modifications and changes may be made without departing from the scope thereof. The scope of the invention is limited only by the appended claims.

Claims (4)

1. The ultraviolet light curable high refractive index ink is characterized by comprising the following components in parts by weight: 40-60 parts of difunctional photo-curable monomer, 40-60 parts of monofunctional photo-curable monomer and 0.1-10 parts of photo-crosslinking initiator; the difunctional photocurable monomer is at least one of the general formulas (2) to (4), the general formula (9), the general formula (11) and the general formula (12) and has a molecular weight of 200-2000 g/mol:
in the general formula (2), m+n=2 or 3 or 4;
the monofunctional photocurable monomer is a mixture of 2- (p-isopropylphenyl-phenoxy) -ethyl acrylate and allyl acrylate.
2. The uv curable high refractive index ink according to claim 1, wherein the photo-crosslinking initiator is one or more of oxazine, acetophenone, benzophenone, thioxanthone, benzoin, phosphorus-containing, oxime ester initiators.
3. A high refractive index material layer, wherein the ink according to any one of claims 1 to 2 is formed by ultraviolet irradiation after being attached by any one of inkjet printing, screen printing, spin coating or doctor blade coating.
4. A high refractive index material layer according to claim 3, wherein the refractive index of the high refractive index material is not less than 1.60, the light curing rate is 90% to 96%, and the light transmittance is 96% to 98%.
CN202111508670.0A 2021-12-10 2021-12-10 Ultraviolet curable high refractive index printing ink and material layer Active CN113999565B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202111508670.0A CN113999565B (en) 2021-12-10 2021-12-10 Ultraviolet curable high refractive index printing ink and material layer

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202111508670.0A CN113999565B (en) 2021-12-10 2021-12-10 Ultraviolet curable high refractive index printing ink and material layer

Publications (2)

Publication Number Publication Date
CN113999565A CN113999565A (en) 2022-02-01
CN113999565B true CN113999565B (en) 2023-10-20

Family

ID=79931864

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202111508670.0A Active CN113999565B (en) 2021-12-10 2021-12-10 Ultraviolet curable high refractive index printing ink and material layer

Country Status (1)

Country Link
CN (1) CN113999565B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115044244B (en) * 2022-06-02 2023-09-19 西安思摩威新材料有限公司 Low-curing-shrinkage ink composition for packaging and preparation method thereof
CN115260835A (en) * 2022-08-11 2022-11-01 西安思摩威新材料有限公司 High-refractive-index ink based on symmetric thioamide structure and preparation method thereof
CN115260834A (en) * 2022-08-11 2022-11-01 西安思摩威新材料有限公司 Sulfur-containing high-refractive-index ink composition and preparation method thereof
CN115386025B (en) * 2022-09-16 2023-11-03 西安交通大学 Sulfur-containing resin and preparation method of high-refractive-index composite material with sulfur-containing resin as substrate

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013185040A (en) * 2012-03-07 2013-09-19 Jnc Corp Photocuring inkjet ink
CN103555153A (en) * 2013-09-27 2014-02-05 上海维凯化学品有限公司 Brightening film paint composition
CN103881028A (en) * 2014-04-01 2014-06-25 张家港康得新光电材料有限公司 Abrasion-proof optical material, preparation method and application of optical material
CN104059402A (en) * 2014-03-04 2014-09-24 王蕾蕾 Photopolymerizaiton-typed photosensitive high-molecular material, preparation method and application thereof
CN110121538A (en) * 2016-12-29 2019-08-13 3M创新有限公司 Curable high refractive index ink composition and the product prepared by ink composition
CN112812596A (en) * 2020-12-31 2021-05-18 上海飞凯光电材料股份有限公司 Brightness enhancement film coating and application thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200934821A (en) * 2008-02-04 2009-08-16 Efun Technology Co Ltd Monomer composition for preparing brightness enhancement film and application thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2013185040A (en) * 2012-03-07 2013-09-19 Jnc Corp Photocuring inkjet ink
CN103555153A (en) * 2013-09-27 2014-02-05 上海维凯化学品有限公司 Brightening film paint composition
CN104059402A (en) * 2014-03-04 2014-09-24 王蕾蕾 Photopolymerizaiton-typed photosensitive high-molecular material, preparation method and application thereof
CN103881028A (en) * 2014-04-01 2014-06-25 张家港康得新光电材料有限公司 Abrasion-proof optical material, preparation method and application of optical material
CN110121538A (en) * 2016-12-29 2019-08-13 3M创新有限公司 Curable high refractive index ink composition and the product prepared by ink composition
CN112812596A (en) * 2020-12-31 2021-05-18 上海飞凯光电材料股份有限公司 Brightness enhancement film coating and application thereof

Also Published As

Publication number Publication date
CN113999565A (en) 2022-02-01

Similar Documents

Publication Publication Date Title
CN113999565B (en) Ultraviolet curable high refractive index printing ink and material layer
JP3026680B2 (en) Copolymer having photopolymerizable group, composition containing the copolymer, and method for forming cladding of optical fiber using the composition
CN102965067B (en) Ultraviolet-curing liquid-state optical cement
CN102282227B (en) Coating composition
TWI488910B (en) Photocurable resin composition, method of fabricating optical film using the same, and optical film including the same
CN101928541A (en) UV curable adhesive
CN102504701B (en) Ultraviolet-curable organic/inorganic nano-composited abrasion-resistant transparent coating material and preparation method thereof
KR20080075787A (en) Antiglare coating composition, antiglare film and method for manufacturing the same
EP0069133A1 (en) Photo setting composition for coating substrates with an abrasion-resistant transparent or translucent film.
CN104520337A (en) Liquid optical adhesive compositions
CN105802517A (en) UV glue for optical lens and preparation method
CN109716172A (en) High refractive index nano compound
CN103031106A (en) Photocureable adhesion agent for bonding capacitive touch screen and preparation method of photocureable adhesion agent
CN115305017A (en) High-refractive-index optical organic glue composition and preparation method and use method thereof
CN110079208A (en) A kind of composition and a kind of brightness enhancement film and its application
CN102372887A (en) Thermally curing resin composition for protective film
CN110144140A (en) Suitable for the cured mixing photocuring ink jet ink composition of LED light and mixing machine
TW202116938A (en) Curable ink composition, cured material and nanocomposite
CN1616523B (en) Organometallic polymer material and process for preparing the same
CN109722198A (en) Brightness enhancement film glue
JP6042972B2 (en) Coating composition
CN111944077B (en) High-refractive-index photosensitive resin and preparation method thereof
JP4439017B2 (en) Curable resin composition for molded body, molded body and method for producing the same
JP2016160284A (en) Photocurable resin composition and method for producing the same
JP5596920B2 (en) Paint for forming transparent film and substrate with transparent film

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant