CN106905908A - A kind of liquid crystal sealing agent composition - Google Patents
A kind of liquid crystal sealing agent composition Download PDFInfo
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- CN106905908A CN106905908A CN201710128310.5A CN201710128310A CN106905908A CN 106905908 A CN106905908 A CN 106905908A CN 201710128310 A CN201710128310 A CN 201710128310A CN 106905908 A CN106905908 A CN 106905908A
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/34—Monomers containing two or more unsaturated aliphatic radicals
- C08F212/36—Divinylbenzene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/504—Amines containing an atom other than nitrogen belonging to the amine group, carbon and hydrogen
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1341—Filling or closing of cells
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- Sealing Material Composition (AREA)
Abstract
The invention discloses a kind of liquid crystal sealing agent composition, including epoxy resin, curing agent, filler and silane coupler, wherein curing agent is modified dicyandiamine, needed compared with higher than 170 DEG C with used liquid crystal sealing agent composition, liquid crystal sealing agent composition of the invention is i.e. curable at a temperature of≤150 DEG C.Filler is the polymer microballoon of crosslinking high, and compared with inorganic filler, this filler well easily disperses with epoxy resin compatibility, and uniform particle diameter avoids the influence of liquid crystal box thickness ununiformity one its service life.The adhesive strength after the bad phenomenon such as liquid crystal display device sealing position bubble-free or uneven lines, and solidification, water-fast reliability and pliability are solidified by the composition of liquid crystal sealing agent of the invention in addition very excellent.
Description
Technical field
The invention belongs to chemical field, more particularly to a kind of liquid crystal sealing agent composition.
Background technology
During liquid crystal sealing agent is mainly used in liquid crystal completion method manufacture liquid crystal display cells, by upper and lower two panels with electricity
The glass of pole and oriented layer is bonded together, and glass zygosity few to liquid crystal pollution is good, and will not generation unit gap inequality
Even curable resin constituent.
Liquid crystal sealing agent mainly has two major classes：Thermosetting and ultraviolet curing type.Thermohardening type sealant is main by epoxy
The other components such as resin, curing agent and filler, mostly one pack system, the curing agent of selection for latent curing agent such as：Anhydrides, acyl
Hydrazine and dicyandiamide class etc..Dicyandiamide class is cheap relative to preceding two classes curing agent, and production is easy, can greatly reduce into
This.But when making curing agent using dicyandiamide, solidification temperature is (more more than 170 DEG C) high, high energy consumption, liquid crystal positioning orientating film is influenceed
Performance, the poor compatibility of dicyandiamide and epoxy resin in addition, easily there is bubble in sealing position in liquid crystal display after encapsulation
Or uneven lines.The above mentioned problem that curing agent brings is done to solve dicyandiamide, researcher does to the modified of dicyandiamide
Many research, such as 2009 yellow sage plums et al. exist《Chinese adhesive》On report " modified dicyandiamine derivative epoxy consolidate
The preparation of agent and performance study ", Chinese patent 200610172606.9 is also reported using phenyl amines modified dicyandiamine conduct
The curing agent of liquid crystal sealing agent, but this production of chemicals complex process, pollution environment are serious, and in patent also not to solidification after
Liquid crystal sealing agent physical and mechanical properties and reliability illustrate.Also have been reported that and use epoxy pronane modification dicyandiamide, but it is modified double
Cyanamide color is presented sepia, is not suitable for making liquid crystal sealing agent curing agent, easily makes sealant outward appearance that brownish red is presented, and influences it
The production application in liquid crystal display device
Liquid crystal sealing agent should also possess in the application good screen printability, suitable initial bonding force, table high
The operational characteristic such as face tension force, good thixotropy, suitable rheological characteristic, pollution-free to liquid crystal cell.Should also have good thing in addition
Reason mechanical performance and heat resistance, to meet above-mentioned performance, need in the encapsulant add substantial amounts of inorganic filler, such as titanium dioxide
Silicon, alundum (Al2O3) and calcium carbonate etc., inorganic filler are added in the mechanical property and technique that can improve sealant to a certain degree
Characteristic, but due to inorganic filler and the poor compatibility of epoxy resin, dispersion is difficult in system, there is group in system after hardening
Poly- phenomenon occurs and then produces stress concentration influence sealant to the adhesive property of base material, is on the other hand acted on by humidity, rolls into a ball
Poly- particle is dissolved in liquid crystal the service life that influence liquid crystal is polluted on liquid crystal cell.To solve the above problems, silane idol is used
Connection agent is modified to inorganic filler, but the particle diameter of modified filler is difficult to control, and the thickness to liquid crystal cell is impacted.
The content of the invention
The purpose of the present invention is directed to the defect of prior art, there is provided a kind of liquid crystal sealing agent composition.
To achieve these goals, the present invention uses following technical scheme：A kind of liquid crystal sealing agent composition, including：Ring
Oxygen tree fat, curing agent, filler and silane coupler；Wherein described curing agent is modified dicyandiamine compound.
Further, the formula of modified dicyandiamine compound is formula 1：
Wherein R is halogen, phenoxy group, the alkoxy that carbon number is 1~6.
Further, modified dicyandiamine compound is prepared from using following steps：It is 1 by mol ratio:1~1.5 it is double
Cyanamide andIt is dissolved in solvent dimethylformamide, heating, distillation, filtering is stopped after being reacted 3 hours at 90~120 DEG C
Modified dicyandiamine is obtained with after drying, reaction equation is：
Wherein R is halogen, phenoxy group, the alkoxy that carbon number is 1~6.
Further, epoxy resin is the bisphenol A type epoxy resin represented by formula 2：
N in formula 1 is 0~2, and the epoxide equivalent of the bisphenol A type epoxy resin is 185~192, the viscosity at 25 DEG C
It is 1000~16000/mPas.
Further, epoxy resin and the mass ratio of curing agent are 100：(1~100).
Further, filler is cross-linked polymer microsphere high, the uniform particle diameter of the cross-linked polymer microsphere high, average grain
Footpath is 1~5 μm, and CV values are less than 3%, and the epoxy resin is 100 with the mass ratio of filler：(1~100).
Further, cross-linked polymer microsphere is prepared from using following steps：
(1) preparation of seed microballoon：By a certain proportion of styrene, azobisisobutyronitrile, polyvinylpyrrolidone, anhydrous
Water-bath is heated to 70 DEG C during ethanol adds there-necked flask, stirring reaction 24 hours, is separated with high-speed centrifuge, with ethanol and
The mixture cleaning lower floor microballoon of water is multiple.The seed particle of 1 μm of particle diameter can be obtained；
(2) preparation of monodisperse polymer micro-sphere：By 1 μm of seed microballoon, monomer divinylbenzene, detergent alkylate sulphur
The emulsion that acid sodium aqueous solution is made adds there-necked flask, and constant temperature stirring is swelling 12 hours, and it is 1% to add dissolved with mass fraction
Swelling 12 hours of the monomer emulsions of BPO, point liquid removal sweller；Poly-vinyl alcohol solution and dodecyl are added under the conditions of 70 DEG C
Benzene sulfonate aqueous solution, stirring reaction 12 hours, centrifugation, vacuum drying is obtained monodisperse polymer micro-sphere.
Further, diluent is also included in composition, epoxy resin is with the mass ratio of diluent, silane coupler
100：(1~40)：(0.1~20).
Further, diluent is butyl glycol ether, diethylene glycol monoethyl ether acetic acid esters, diethylene glycol monomethyl ether or the third two
One or more mixture in alcohol methyl ether acetate.
Further, silane coupler is gamma-aminopropyl-triethoxy-silane, γ-(2,3- the third oxygen of epoxy) propyl group front three
TMOS or γ-(methacryloxypropyl) propyl trimethoxy silicane.
Liquid crystal sealing agent composition, including epoxy resin, curing agent, filler and silane coupler, can also be comprising dilution
Agent.Wherein curing agent is modified dicyandiamine compound.
Modified dicyandiamine compound, formula is formula 1：
Wherein R is halogen, phenoxy group, the alkoxy that carbon number is 1~6.
Modified dicyandiamine compound is prepared and gone out using following steps：It is 1 by mol ratio:1~1.5 (ratio preferably 1:1.1~
1:1.3) dicyandiamide andIt is dissolved in solvent dimethylformamide, stops adding after being reacted 3 hours at 90~120 DEG C
Heat, modified dicyandiamine is obtained after distilling, filter and drying, and reaction equation is：
Wherein R is halogen, phenoxy group, the alkoxy that carbon number is 1~6.Carbon number is that 1~6 alkoxy can be with
It is：CH3CH2CH2CH2O-, CH2=CHCH2O-,Deng.Halogen is imported by dicyandiamide cure system
The groups such as element, phenoxy group, making the flexibility or rigidity of strand strengthens, so that the liquid crystal sealing agent pliability or heat-resisting after solidification
Property increase, on the other hand have the generation of hydroxyl in the reaction, reduce its intermiscibility to liquid crystal, so as to dissolution can be suppressed
Into liquid crystal.
In the composition of liquid crystal sealing agent, on the basis of the epoxy resin of 100 mass parts, required curing agent is 1~100
Mass parts.Preferably 4~80 parts, more preferably 10~40 parts.
Contain filler, silane coupler, diluent in liquid crystal sealing agent.On the basis of the epoxy resin of 100 mass parts, fill out
The content of material is 1~100 mass parts, preferably 10~80 mass parts；The content of silane coupler is 0.1~20 part, preferably 0.5
~10 mass parts；The content of diluent is 1~40 mass parts, preferably 5~30 mass parts.
Filler is organic filler, liquid crystal sealing agent composition kind comprising 1~100 mass parts average grain diameter for 5 μm with
Under monodisperse polymer micro-sphere.It is main to be prepared using following steps：
(1) preparation of seed microballoon：By a certain proportion of styrene, azobisisobutyronitrile, polyvinylpyrrolidone, anhydrous
Water-bath is heated to 70 DEG C during ethanol etc. adds there-necked flask, and stirring reaction 24 hours is separated with high-speed centrifuge, uses ethanol
It is multiple lower floor's microballoon to be cleaned with the mixture of water.The seed particle of 1 μm of particle diameter can be obtained.
(2) preparation of the monodisperse polymer micro-sphere of different-grain diameter：By 1 μm of seed microballoon, monomer (divinylbenzene
DVB the emulsion that), sodium dodecyl benzene sulfonate aqueous solution is made adds there-necked flask, and constant temperature stirring is swelling 12 hours.Add dissolved with
Mass fraction is swelling 12 hours of the monomer emulsions of 1% BPO, point liquid removal sweller.Polyethylene is added under the conditions of 70 DEG C
Alcoholic solution and sodium dodecyl benzene sulfonate aqueous solution, stirring reaction 12 hours, centrifugation, vacuum drying are obtained different-grain diameter
Monodisperse polymer micro-sphere.
Coupling agent plays a part of to improve bonding force in liquid crystal sealing agent and improves water resistance, more using conventional silane
Coupling agent, preferably gamma-aminopropyl-triethoxy-silane, γ-(2,3- the third oxygen of epoxy) propyl trimethoxy silicane (KBM-403)
Or γ-(methacryloxypropyl) propyl trimethoxy silicane.
Diluent plays reduction viscosity in liquid crystal sealing agent, improves screen printability, is commonly used using in liquid crystal sealing agent
One or more compound, preferably butyl glycol ether, diethylene glycol monoethyl ether acetic acid in them such as esters, ethers, ketone
It is a kind of several in ester, diethylene glycol monomethyl ether and propylene glycol methyl ether acetate.
Compared with the liquid crystal sealing agent composition of existing use inorganic filler, the present invention is micro- only with the polymer of crosslinking high
Ball is used as filler, intermiscibility, good dispersion with epoxy resin, it is to avoid occur inorganic filler in dispersion the phenomenon reunited and
Occur in storage, liquid crystal sealing agent composition is printed continuation and be improved；The polymer microballoon of height crosslinking simultaneously
CV values it is small, the homogeneous phenomenon that box thickness ununiformity one will not occur of size；And sealing liquid crystal composition solidification after solvent resistance,
Reliability and pliability are greatly improved, and this is its cold and hot contraction because epoxy resin and polymer microballoon are organic matters
Rate is approached.
The modified dicyandiamine that simultaneously prepared by the present invention has been grafted the suction such as alkoxy of halogen, phenoxy group or carbon number 1-6
Electron group, so that modified dicyandiamine many two active primary amine groups and secondary amine on molecular structure so that modified double cyanogen
Amine activity increase, activation energy reduction, the intermiscibility with epoxy is good.With the existing liquid crystal sealing agent group that curing agent is made of dicyandiamide
Compound needs to be compared higher than 170 DEG C, and liquid crystal sealing agent composition of the invention is i.e. curable at a temperature of less than 150 DEG C,
And liquid crystal sealing agent composition solidification liquid crystal display device sealing position bubble-free or uneven lines etc. of the invention are bad
Phenomenon, the adhesive strength, pliability after solidification is good, and the solidfied material of this curing system is water-fast compared with dicyandiamide cure system can
It is greatly improved by property.
Brief description of the drawings
Fig. 1 is 4 μm of scanning electron microscope (SEM) photographs of the polymer microballoon of crosslinking high of embodiment particle diameter.
Fig. 2 is 4 μm of scanning electron microscope (SEM) photographs of silicon powder of particle diameter.
Fig. 3 is 4 μm of grain size distributions of the polymer microballoon of crosslinking high of embodiment particle diameter.
Fig. 4 is 5 μm of grain size distributions of silicon powder of particle diameter.
Specific embodiment
With reference to specific embodiment, the present invention is described further.
The synthesis of modified dicyandiamine：Respectively by 84g dicyandiamides (Guangzhou Xin Xi chemical metallurgies Co., Ltd) and 105g epoxies
Chloropropane (chemical pure, Solution on Chemical Reagents in Shanghai company of Chinese Medicine group) is dissolved in 250 milliliters of DMF (chemical pure, Chinese Medicine groups
Solution on Chemical Reagents in Shanghai company) in solvent medium, reaction stops heating, distillation, filtering and is obtained final product after drying after 3 hours at 90 DEG C
To modified dicyandiamine.
The preparation of the monodisperse polymer micro-sphere that 1 μm of particle diameter：By 100g styrene (Chinese Medicine group Solution on Chemical Reagents in Shanghai
Company), 3g azobisisobutyronitriles (Solution on Chemical Reagents in Shanghai company of Chinese Medicine group), 20g polyvinylpyrrolidone (Chinese Medicines
Solution on Chemical Reagents in Shanghai company of group), absolute ethyl alcohol etc. be added in 500ml there-necked flasks, stir to homogeneous, be passed through nitrogen deoxygenation
10 minutes, to 70 DEG C, rotating speed of agitator was maintained at 60rpm to heating water bath, reacts 24 hours, sample supercentrifuge 5000
Rev/min, centrifugation in 20 minutes cleans lower floor's microballoon multiple with the mixture of second alcohol and water.The seed of 1 μm or so of particle diameter can be obtained
Particulate.
The preparation of the monodisperse polymer micro-sphere that 2 μm of particle diameter：The seed microballoon of 50g1 μm for disperseing, 400g monomers
The emulsion that (divinylbenzene 55%DVB) (Dan Hua groups), 6L sodium dodecyl benzene sulfonate aqueous solutions are made adds there-necked flask, permanent
Temperature stirring is swelling 12 hours.Add swelling 12 hours dissolved with the monomer emulsions of the BPO that mass fraction is 1%, point liquid removal is molten
Swollen dose.Poly-vinyl alcohol solution and sodium dodecyl benzene sulfonate aqueous solution, stirring reaction 12 hours, centrifugation are added under the conditions of 70 DEG C
Separate, vacuum drying is obtained 2 μm of monodisperse polymer micro-sphere.
The preparation of the monodisperse polymer micro-sphere that 3 μm of particle diameter：The seed microballoon of 50g1 μm for disperseing, 1350g monomers
The emulsion that (divinylbenzene DVB), 20L sodium dodecyl benzene sulfonate aqueous solutions are made adds there-necked flask, constant temperature stirring swelling 12
Hour.Add swelling 12 hours dissolved with the monomer emulsions of the BPO that mass fraction is 1%, point liquid removal sweller.In 70 DEG C of bars
Poly-vinyl alcohol solution and sodium dodecyl benzene sulfonate aqueous solution are added under part, stirring reaction 12 hours, centrifugation, vacuum is done
It is dry, 3 μm of monodisperse polymer micro-sphere is obtained.
The preparation of the monodisperse polymer micro-sphere that 4 μm of particle diameter：The seed microballoon of 50g1 μm for disperseing, 3200g monomers
The emulsion that (divinylbenzene DVB), 48L sodium dodecyl benzene sulfonate aqueous solutions are made adds there-necked flask, constant temperature stirring swelling 12
Hour.Add swelling 12 hours dissolved with the monomer emulsions of the BPO that mass fraction is 1%, point liquid removal sweller.In 70 DEG C of bars
Poly-vinyl alcohol solution and sodium dodecyl benzene sulfonate aqueous solution are added under part, stirring reaction 12 hours, centrifugation, vacuum is done
It is dry, 4 μm of monodisperse polymer micro-sphere is obtained.
The preparation of the monodisperse polymer micro-sphere that 5 μm of particle diameter：The seed microballoon of 50g1 μm for disperseing, 6250g monomers
The emulsion that (divinylbenzene DVB), 94mL sodium dodecyl benzene sulfonate aqueous solutions are made adds there-necked flask, constant temperature stirring swelling 12
Hour.Add swelling 12 hours dissolved with the monomer emulsions of the BPO that mass fraction is 1%, point liquid removal sweller.In 70 DEG C of bars
Poly-vinyl alcohol solution and sodium dodecyl benzene sulfonate aqueous solution are added under part, stirring reaction 12 hours, centrifugation, vacuum is done
It is dry, 5 μm of monodisperse polymer micro-sphere is obtained.
Embodiment 1
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition 1.
Embodiment 2
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition 2.
Embodiment 3
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition 3.
Embodiment 4
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition 4.
Embodiment 5
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition 5.
Comparative example 1
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition pair
Ratio 1.
Comparative example 2
Raw material：
Above-mentioned epoxy resin silane coupler and diluent are stirred, filler and modified dicyandiamine stirring point is then added
Dissipate, then being ground 3 times on three-roll grinder (Shanghai Shi He mechanical ＆ electronic equipment corporation, Ltds) must obtain liquid crystal sealing agent composition pair
Ratio 2.
Fig. 1 is 4 μm of scanning electron microscope (SEM) photographs of the polymer microballoon of crosslinking high of embodiment particle diameter.Fig. 2 is 4 μm of silicon powders of particle diameter
Scanning electron microscope (SEM) photograph.Fig. 3 is 4 μm of grain size distributions of the polymer microballoon of crosslinking high of embodiment particle diameter.Fig. 4 is that 4 μm of silicon of particle diameter are micro-
The grain size distribution of powder.
By above-described embodiment and comparative example, obtained liquid crystal sealing agent composition passes through screen-printing deposition glass table respectively
Face, by preliminary drying, laminating, hot-press solidifying (in 1kg/cm2Pressure it is lower 150 DEG C solidification 2 hours), cutting, irrigation crystal, leveling, envelope
Mouth obtains LCDs.LCDs obtained in liquid crystal sealing agent composition is positioned over the band backflow for adding deionized water
In the double glazing jacket reactor (Shanghai Han Nuo Instrument Ltd.) of condenser, oil bath is heated at reflux to 100 DEG C, its result
It is shown in Table 1.
Table 1
The above, is only presently preferred embodiments of the present invention, and any type of limitation is not done to the present invention.It is every
According to any simple modification, equivalent variations and modification that technology of the invention and method are substantially made to above example, still
Belong in the range of technology of the invention and method scheme.
Claims (10)
1. a kind of liquid crystal sealing agent composition, it is characterised in that including：Epoxy resin, curing agent, filler and silane coupler；Its
Described in curing agent be modified dicyandiamine compound.
2. liquid crystal sealing agent composition according to claim 1, it is characterised in that：The modified dicyandiamine compound it is logical
Formula is formula 1：
Wherein R is halogen, phenoxy group, the alkoxy that carbon number is 1~6.
3. liquid crystal sealing agent composition according to claim 2, it is characterised in that：The modified dicyandiamine compound is used
Following steps are prepared from：It is 1 by mol ratio:1~1.5 dicyandiamide andIt is dissolved in solvent dimethylformamide,
Stop heating after being reacted 3 hours at 90~120 DEG C, modified dicyandiamine, reaction equation are obtained after distilling, filter and drying
For：
Wherein R is halogen, phenoxy group, the alkoxy that carbon number is 1~6.
4. liquid crystal sealing agent composition according to claim 1, it is characterised in that：The epoxy resin is by 2 tables of formula
Show bisphenol A type epoxy resin：
N in formula 1 is 0~2, and the epoxide equivalent of the bisphenol A type epoxy resin is 185~192, and the viscosity at 25 DEG C is
1000~16000/mPas.
5. liquid crystal sealing agent composition according to claim 4, it is characterised in that：The matter of the epoxy resin and curing agent
Amount is than being 100：(1~100).
6. liquid crystal sealing agent composition according to claim 1, it is characterised in that：Described filler is that cross-linked polymer high is micro-
Ball, the uniform particle diameter of the cross-linked polymer microsphere high, average grain diameter be 1~5 μm, CV values be less than 3%, the epoxy resin and
The mass ratio of filler is 100：(1~100).
7. liquid crystal sealing agent composition according to claim 6, it is characterised in that：The cross-linked polymer microsphere high is used
Following steps are prepared from：
(1) preparation of seed microballoon：By a certain proportion of styrene, azobisisobutyronitrile, polyvinylpyrrolidone, absolute ethyl alcohol
Water-bath is heated to 70 DEG C in adding there-necked flask, and stirring reaction 24 hours is separated, with second alcohol and water with high-speed centrifuge
Mixture cleaning lower floor microballoon is multiple.The seed particle of 1 μm of particle diameter can be obtained；
(2) preparation of monodisperse polymer micro-sphere：By 1 μm of seed microballoon, monomer divinylbenzene, neopelex
The emulsion that the aqueous solution is made adds there-necked flask, and constant temperature stirring is swelling 12 hours, adds dissolved with the BPO that mass fraction is 1%
Swelling 12 hours of monomer emulsions, point liquid removal sweller；Poly-vinyl alcohol solution and detergent alkylate sulphur are added under the conditions of 70 DEG C
Acid sodium aqueous solution, stirring reaction 12 hours, centrifugation, vacuum drying is obtained monodisperse polymer micro-sphere.
8. liquid crystal sealing agent composition according to claim 1, it is characterised in that：Also comprising dilution in the composition
Agent, epoxy resin is 100 with the mass ratio of diluent, silane coupler：(1~40)：(0.1~20).
9. liquid crystal sealing agent composition according to claim 9, it is characterised in that：The diluent be butyl glycol ether,
One or more mixing in diethylene glycol monoethyl ether acetic acid esters, diethylene glycol monomethyl ether or propylene glycol methyl ether acetate
Thing.
10. liquid crystal sealing agent composition according to claim 9, it is characterised in that：The silane coupler is γ-ammonia third
Ethyl triethoxy silicane alkane, γ-(oxygen of 2,3- epoxies third) propyl trimethoxy silicane or γ-(methacryloxypropyl) propyl group trimethoxy
Base silane.
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| CN201710128310.5A CN106905908A (en) | 2017-03-06 | 2017-03-06 | A kind of liquid crystal sealing agent composition |
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| CN201710128310.5A CN106905908A (en) | 2017-03-06 | 2017-03-06 | A kind of liquid crystal sealing agent composition |
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| CN201710128310.5A Pending CN106905908A (en) | 2017-03-06 | 2017-03-06 | A kind of liquid crystal sealing agent composition |
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| CN107189743A (en) * | 2017-07-11 | 2017-09-22 | 镇江爱邦电子科技有限公司 | A kind of modified liquid crystal sealing agent composition |
| CN109384886A (en) * | 2017-08-02 | 2019-02-26 | 镇江爱邦电子科技有限公司 | A kind of high cross-linking supports microballoon of New type LCD frame adhesive |
| CN113881017A (en) * | 2021-11-18 | 2022-01-04 | 宁夏锦华化工有限公司 | Production method of ultra-fine dicyandiamide |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107189743A (en) * | 2017-07-11 | 2017-09-22 | 镇江爱邦电子科技有限公司 | A kind of modified liquid crystal sealing agent composition |
| CN109384886A (en) * | 2017-08-02 | 2019-02-26 | 镇江爱邦电子科技有限公司 | A kind of high cross-linking supports microballoon of New type LCD frame adhesive |
| CN113881017A (en) * | 2021-11-18 | 2022-01-04 | 宁夏锦华化工有限公司 | Production method of ultra-fine dicyandiamide |
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Application publication date: 20170630 |