CN117930547A - Liquid crystal alignment film, preparation method thereof and display device - Google Patents
Liquid crystal alignment film, preparation method thereof and display device Download PDFInfo
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- CN117930547A CN117930547A CN202311825847.9A CN202311825847A CN117930547A CN 117930547 A CN117930547 A CN 117930547A CN 202311825847 A CN202311825847 A CN 202311825847A CN 117930547 A CN117930547 A CN 117930547A
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Abstract
The application discloses a liquid crystal alignment film, a preparation method thereof and a display device, wherein the liquid crystal alignment film is prepared from the following raw materials: methacrylic acid and methyl methacrylate. The surface of the liquid crystal alignment film has larger polarity, and the larger polarity of the surface can enable liquid crystal molecules to vertically stand up, so that vertical alignment is completed. The carboxyl contained in the liquid crystal alignment film can form stronger van der Waals force with the base material, and can form chemical bonds with the base material and the groups in the liquid crystal film, so that the binding force between the liquid crystal alignment film and the base material and between the liquid crystal alignment film and the liquid crystal film is further enhanced.
Description
Technical Field
The application relates to the technical field of liquid crystal display, in particular to a liquid crystal alignment film, a preparation method thereof and a display device.
Background
In recent years, with the development of display technology, liquid crystal displays (Liquid CRYSTAL DISPLAY, LCD), organic Light Emitting Devices (OLEDs), and the like have been widely used in various electronic devices. In order to improve the optical performance of a display, an optical film such as an optical compensation sheet or a retardation film is generally required. As an optical film, an anisotropic optical film composed of a liquid crystal compound has been rapidly developed in recent years.
On the other hand, in recent years, the functions required for the optical film are becoming higher and higher, and in particular, the requirements for the optical film production and bonding process and the like are becoming higher and higher. At present, in the vertical alignment type optical film, a side chain type liquid crystal polymer or a side chain type compound is generally adopted, however, the cost of the compound is high, the adhesive force between the compound and a substrate and the liquid crystal film is smaller, and the adhesive force requirement of panel manufacturers cannot be met.
Disclosure of Invention
The embodiment of the specification aims to provide a liquid crystal alignment film, a preparation method thereof and a display device, so as to solve the problems that in the conventional vertical alignment type optical film, a side chain type liquid crystal polymer or a side chain type compound has high cost, has small adhesive force with a substrate and a liquid crystal film, and cannot meet the requirement of panel manufacturers on the adhesive force.
In order to achieve the above object, the embodiment of the present specification adopts the following technical solutions:
in a first aspect, a liquid crystal alignment film is provided, the liquid crystal alignment film being prepared from the following raw materials: methacrylic acid and methyl methacrylate.
Optionally, the mass fraction of the methacrylic acid in the total mass of the methacrylic acid and the methyl methacrylate is 30% -95%.
Alternatively, the methacrylic acid has a molecular weight of 30000 to 300000.
Alternatively, the methyl methacrylate has a molecular weight of 30000 to 300000.
Alternatively, the surface energy of the liquid crystal alignment film is 40mN/m to 75mN/m.
Alternatively, the surface energy of the liquid crystal alignment film is 48mN/m to 70mN/m.
Optionally, the liquid crystal alignment film has a water drop angle of 0 ° to 45 °.
Alternatively, the ratio of the polar component to the dispersion component of the surface energy of the liquid crystal alignment film is 0.5 to 1.8.
Alternatively, the ratio of the polar component to the dispersion component of the surface energy of the liquid crystal alignment film is 0.8 to 1.4.
Optionally, the preparation raw materials of the liquid crystal alignment film further comprise a cross-linking agent and a solvent, wherein the cross-linking agent accounts for 5-20% of the total mass of the preparation raw materials of the liquid crystal alignment film, and the solvent accounts for 80-95% of the total mass of the preparation raw materials of the liquid crystal alignment film.
Optionally, the crosslinking agent is a water-soluble crosslinking agent.
Optionally, the cross-linking agent is an auxiliary agent reacting with carboxyl or a functional group reacting with carboxyl; the cross-linking agent is a water-soluble cross-linking agent.
Optionally, the cross-linking agent is one or a combination of more of amino resin, isocyanate curing agent, metal ion cross-linking agent, carbodiimide cross-linking agent, aziridine cross-linking agent and epoxy silane cross-linking agent.
According to another embodiment of the present application, there is provided a method for preparing a liquid crystal alignment film, including the steps of:
(1) Polymerizing methacrylic acid and methyl methacrylate to form a polymer solution, and diluting the polymer solution in a solvent;
(2) Adding a cross-linking agent into the solvent, and uniformly stirring to obtain a prepared mixed solution;
(3) Coating the prepared mixed solution on the surface of a substrate;
(4) And drying the coated substrate to obtain the liquid crystal alignment film.
In a third aspect, a display device is provided, where the display device includes the liquid crystal alignment film provided in the first aspect of the present application or the liquid crystal alignment film prepared in the second aspect of the present application.
The above at least one technical scheme adopted by the embodiment of the application can achieve the following beneficial effects: the specification provides a liquid crystal alignment film, a preparation method thereof and a display device, wherein the surface of the liquid crystal alignment film has larger polarity, and the larger polarity of the surface can enable liquid crystal molecules to vertically stand up, so that vertical alignment is completed. The carboxyl contained in the liquid crystal alignment film can form stronger van der Waals force with the base material, and can form chemical bonds with the base material and the groups in the liquid crystal film, so that the binding force between the liquid crystal alignment film and the base material and between the liquid crystal alignment film and the liquid crystal film is further enhanced.
Drawings
The accompanying drawings, which are included to provide a further understanding of the application and are incorporated in and constitute a part of this specification, illustrate embodiments of the application and together with the description serve to explain the application and do not constitute a limitation on the application. In the drawings:
FIG. 1 is a schematic view showing the structure of an optical compensation film according to example 43 of the present disclosure;
FIG. 2 is a schematic diagram showing the structure of an LCD optical compensation film according to example 44 of the present disclosure;
fig. 3 is a schematic structural diagram of an OLED optical compensation film provided in embodiment 45 of the present disclosure.
Reference numerals illustrate: 1-anisotropic layer, 2-liquid crystal alignment film, 3-substrate, 401-first polarizer layer, 501-first adhesive layer, 102-second phase difference film layer, 502-adhesive layer, 101-first phase difference film layer, 301-first substrate layer, 503-third adhesive layer, 6-OLED layer, 402-second polarizer layer 402, 504-fourth adhesive layer, 302-second substrate layer, 103-third phase difference film layer, 505-fifth adhesive layer, 7-IPS layer 7, 506-sixth adhesive layer, 403-third polarizer layer.
Detailed Description
In order to make the objects, technical solutions and advantages of the present application more apparent, the technical solutions of the present application will be clearly and completely described below with reference to specific embodiments of the present application and corresponding drawings. It will be apparent that the described embodiments are only some, but not all, embodiments of the application. All other embodiments, which can be made by those skilled in the art based on the embodiments of the application without making any inventive effort, are intended to be within the scope of the application.
According to an embodiment of the present application, there is provided a liquid crystal alignment film prepared from raw materials including: methacrylic acid and methyl methacrylate.
The mass fraction of the methacrylic acid accounting for 30% -95% of the total mass of the methacrylic acid and the methyl methacrylate, and the rest is the mass fraction of the methyl methacrylate, namely the mass fraction of the methacrylic acid accounting for the total mass of the methacrylic acid and the methyl methacrylate and the mass fraction of the methyl methacrylate accounting for the total mass of the methacrylic acid and the methyl methacrylate are added to be 100%. Preferably, the methacrylic acid accounts for 50-95% of the total mass of the methacrylic acid and the methyl methacrylate.
The molecular weight of the methacrylic acid is 30000-300000; and/or the methyl methacrylate has a molecular weight of 30000 to 300000. The molecular weight of the methacrylic acid is 30000 to 300000, while the molecular weight of the methyl methacrylate is not limited. The molecular weight of the methyl methacrylate is 30000 to 300000, and the molecular weight of the methacrylic acid is not limited. The molecular weight of the methacrylic acid and the molecular weight of the methyl methacrylate may be both limited to 30000 to 300000.
The liquid crystal alignment film can be used for vertical alignment of liquid crystal, and the surface energy, the water drop angle, the polar component and the dispersion component are obtained through testing by a water drop angle tester. Specifically, the surface energy of the liquid crystal alignment film is 40mN/m-75mN/m, and the surface energy of the liquid crystal alignment film is limited in the numerical range, so that the liquid crystal alignment film solution can be better formed on the liquid crystal alignment film. The surface energy of the liquid crystal alignment film may be 40N/m, 45N/m, 50N/m, 60N/m, 70N/m, 75N/m or any value therebetween. Preferably, the surface energy of the liquid crystal alignment film is 48mN/m to 70mN/m. The water drop angle of the liquid crystal alignment film is 0-45 degrees, and the water drop angle of the liquid crystal alignment film is limited in the numerical range, so that the liquid crystal alignment film can be better coated on a substrate. The water drop angle of the liquid crystal alignment film may be 0 °,1 °,5 °,10 °,20 °, 35 °, 40 °, 45 °, or any value therebetween. The ratio of the polar component and the dispersion component of the surface energy of the liquid crystal alignment film is 0.5-1.8, and the ratio of the polar component and the dispersion component of the surface energy of the liquid crystal alignment film is limited within the numerical range, so that good alignment of the C film can be realized. The ratio of the polar component to the dispersion component of the surface energy of the liquid crystal alignment film may be 0.5, 0.6, 0.9, 1.0, 1.2, 1.4 or any value therebetween. Preferably, the ratio of the polar component to the dispersion component of the surface energy of the liquid crystal alignment film is 0.8 to 1.4.
The preparation raw materials of the liquid crystal alignment film further comprise a cross-linking agent and a solvent, wherein the cross-linking agent accounts for 5-20% of the total mass of the preparation raw materials of the liquid crystal alignment film, and the solvent accounts for 80-95% of the total mass of the preparation raw materials of the liquid crystal alignment film. The preparation raw materials of the liquid crystal alignment film can also comprise a leveling agent, the leveling agent can improve the effect, and the function can be realized without adding the liquid crystal alignment film.
The cross-linking agent is an auxiliary agent capable of reacting with carboxyl or a functional group capable of reacting with carboxyl under the catalysis of a catalyst. The cross-linking agent is a water-soluble cross-linking agent which does not react rapidly with water in water. The crosslinker allows further polymerization of the polymerized film-forming material molecules methacrylic acid and methyl methacrylate.
The crosslinking agent can specifically comprise any one or more of the following crosslinking agents:
(1) Amino resin
The amino resin is used in the material of liquid crystal alignment film to crosslink the film forming material molecule methyl acrylic acid and methyl methacrylate into compound structure with larger molecular weight through chemical reaction. The network is obtained by reacting amino resin molecules with functional groups on film-forming material molecules and simultaneously performing polycondensation reactions with other amino resin molecules. Amino resins readily react with polymers having primary and secondary hydroxyl, carboxyl, and amide groups. The invention can rapidly crosslink with carboxyl by utilizing amino resin, so that resin molecules containing methacrylic acid and methyl methacrylate are crosslinked to form macromolecules, and the solvent resistance and the high temperature resistance of the alignment layer are improved. The amino resin may be one or more of melamine-formaldehyde, benzoguanamine formaldehyde or urea formaldehyde (urea formaldehyde) resins.
(2) Isocyanate curing agent
Isocyanate radical with high activity in isocyanate curing agent may react with carboxyl, hydroxyl, amino, ureido, carbamate and other active hydrogen-containing radical to cross-link to obtain netted polymer. However, since isocyanate reacts with water at a high rate, it is generally not used for aqueous reactions. Blocked isocyanates have been developed to address this problem, which are hydrophilically modified and at the same time blocked for isocyanate groups by steric hindrance. Along with the volatilization of the water solvent, the molecular structure is deformed, and isocyanate radical is released to carry out a crosslinking reaction with active hydrogen in the resin. The isocyanate after the end capping treatment has greatly reduced activity in water and can exist in a single component. Preferably, the isocyanate-based curing agent is a blocked isocyanate-based curing agent.
(3) Metal ion-based crosslinking agent
The metal ion cross-linking agent is a normal temperature cross-linking agent, and the metal ion cross-linking agent reacts with carboxyl on a molecular chain to play a cross-linking role. The metal ion crosslinking agent is usually in the form of ammonia complex ions, and during film formation, as ammonia volatilizes, the metal ions are dissociated from the complex and react with carboxyl groups on the resin to form insoluble salts or complexes, thereby realizing film crosslinking.
(4) Carbodiimide crosslinking agent
The carbodiimides contain an accumulated double bond and can react with hydroxyl groups and carboxyl groups (mainly carboxyl groups) in the resin. Compared with monomer carbodiimide, the carbodiimide polymer has the advantages of high efficiency, low toxicity and the like. At room temperature, monomeric carbodiimides react faster than carbodiimide polymers. The monomeric carbodiimides and carbodiimide polymers may be selected according to the actual needs.
(5) Aziridine crosslinking agents
The aziridine crosslinking agent contains more than two aziridine rings, and a compound with carboxyl can react with the aziridine rings at room temperature to realize crosslinking and curing.
(6) Epoxy silane cross-linking agent
Epoxy silane is generally used as a coupling agent in a small amount, but the epoxy silane is used as a carboxyl cross-linking agent and has outstanding performance, and a coating film crosslinked by the epoxy silane cross-linking agent has the characteristics of good gloss retention, weather resistance, solvent resistance, wear resistance, high hardness and the like. The reaction mechanism is that silanol bond generated by hydrolysis of silicon alkoxy can be crosslinked and solidified to form a macromolecular structure, and meanwhile, epoxy bond in epoxy silane can react with carboxyl to form chemical bond.
According to another embodiment of the present application, there is provided a method for preparing a liquid crystal alignment film, including the steps of:
(1) Polymerizing methacrylic acid and methyl methacrylate to form a polymer solution, diluting the polymer solution in a solvent to a required solid content;
Adding methacrylic acid and methyl methacrylate into a reaction vessel according to a proportion, adding a free radical initiator accounting for 1-3% of the total mass of the methacrylic acid and the methyl methacrylate, controlling the reaction temperature within a range of 60-85 ℃, introducing nitrogen to replace air, and stirring and reacting for 15h to obtain a polymer solution. The liquid crystal alignment film may further include a radical initiator, which may polymerize methacrylic acid and methyl methacrylate to form a polymer solution.
The solvent is preferably a solvent which can be volatilized and dried at 100 ℃ or less, and may be a mixture of water and alcohol or an alcohol, in terms of solubility and stability of the solution. More preferably, the solvent may be one or more of methanol, ethanol, isopropanol, water. The amount of the solvent to be added is not particularly limited as long as the state of coating is not significantly impaired. In the step (1), the polymer is dissolved in a solvent, and the mass percentage of the solvent is 80% to 95%, more preferably 85% to 95%, and particularly preferably 90%.
In dissolving the polymer in the solvent, heating and stirring are preferable in order to uniformly dissolve the polymer. The temperature of the heating and stirring may be adjusted according to the solubility of the polymer in the solvent. From the viewpoint of productivity, it is preferably 15℃to 110℃and more preferably 25℃to 105℃and further preferably 35℃to 100℃and particularly preferably 40℃to 70 ℃.
(2) Adding a cross-linking agent into the solvent, and uniformly stirring to obtain a prepared mixed solution;
A cross-linking agent may be added to the solvent along with a leveling agent.
(3) Coating the prepared mixed solution on the surface of a substrate by using a coating machine;
The substrate may be used to carry a formulated solution. The base material is heat-resistant, so that the performance of the base material is not affected when the prepared solution coated on the surface of the base material is heated and dried.
The substrate can be an organic material such as a glass substrate, a metal substrate, a ceramic substrate, a plastic substrate and the like. In the case where the substrate is an organic material, the substrate may be a cellulose derivative, polyolefin, polyester, polycarbonate, polyacrylate, acrylic resin, polyarylate, polyethersulfone, polyimide, polyphenylene sulfide, polyphenylene oxide, nylon, polystyrene, or the like. Among them, plastic substrates such as polyester, polystyrene, polyacrylate, polyolefin, cellulose derivative, polyarylate, and polycarbonate are preferable, and substrates such as metal, polyethylene terephthalate (PET), and cellulose derivative are more preferable. The shape of the substrate may be a curved surface, in addition to a flat plate. According to actual needs, the substrate can also be provided with an electrode layer, an anti-reflection function, a reflection function and other functional layers.
The prepared solution is applied to the surface of a substrate by a coating method such as an applicator method, a bar coating method, a spin coating method, a roll coating method, a direct gravure coating method, a reverse gravure coating method, a flexographic coating method (flexo coating method), an ink jet method, a die coating method, a cap coating method (cap coating method), a dip coating method, or a slit coating method.
(4) And (3) placing the coated substrate in a blast drying oven at 70-120 ℃ for drying for 60-80 s to obtain the liquid crystal alignment film capable of vertical alignment.
Based on the preparation method of the liquid crystal alignment film provided by the embodiment of the application, the embodiment of the application also provides another preparation mode of the phase difference film, and the preparation method can comprise the following steps:
Step one, coating the prepared mixed solution provided in the embodiment above on a substrate to obtain a non-peelable coating;
Coating a polymerizable phase difference film composition solution on the non-peelable coating layer, and drying to obtain a polymerizable phase difference film composition resin layer;
and step three, irradiating the polymerizable phase difference film composition resin layer, wherein the polymerizable composition resin layer is used for obtaining the phase difference film.
According to another embodiment of the present application, there is provided a display device including the liquid crystal alignment film provided by one embodiment of the present application or the liquid crystal alignment film prepared by another embodiment of the present application. Specifically, the liquid crystal alignment film may be one obtained by peeling from a substrate.
The display device may be a display element or a display. The display device may be an active display device or a passive matrix display device. Further, the display device may be a liquid crystal display device or an OLED display device.
The following describes in detail the technical solutions provided by the embodiments of the present application with reference to the accompanying drawings.
In the examples below, the raw materials used are available from published commercial sources, percentages are by mass, temperatures in degrees celsius (c) and the specific meanings of the other symbols and test conditions are as follows:
Rth represents the optical retardation in the film perpendicular direction, i.e., retardation perpendicular to the surface of the retardation film, and the test equipment was AxoScan. Specifically, rth (λ) = (nz- (nx+ny)/2) ×d was calculated by inputting the average refractive index ((nx+ny+nz)/3) and the film thickness (d (μm)) with AxoScan.
Adhesion performance test the SM600 tape was tested using the hundred method. Pretilt angle and twist angle tests were performed using an AxoScan apparatus. The bending resistance was tested using a bending resistance strength tester.
The raw materials used in the examples include: (1) liquid crystal alignment film raw material: methacrylic acid, methyl methacrylate, azobisisobutyronitrile (AIBN); (2) solvent: ethanol, toluene, cyclohexanone; (3) vertically aligning the polymerizable liquid crystal: polymerizable liquid crystal composition (merck 2296); (4) a substrate: polyethylene terephthalate (PET), cellulose triacetate film (TAC), cyclic olefin polymer film (COP).
Examples 1 to 12:
the polymer materials of the liquid crystal alignment film were prepared according to the compositions and contents of the following table 1 and the following methods.
The preparation method of the polymer raw material of the liquid crystal alignment film comprises the following steps:
The monomers in the table are prepared into mixed solution according to the proportion, and are added into a three-neck flask. After the air was replaced with nitrogen, the temperature was raised. Controlling the temperature to 95 ℃ and reacting for 20 hours. After the reaction was completed, it was cooled to room temperature, and then added dropwise to another vessel in which the solvent cyclohexane was being stirred and stirred for 20 minutes. Filtered and rinsed 3 times with cyclohexane, placed in an oven and dried under vacuum at 40 ℃.
TABLE 1 Polymer raw material composition and content (/ g) of liquid Crystal alignment film
TABLE 2 Polymer molecular weight distribution
| Mp | Mn | Mw | PD | |
| Example 1 | 240000 | 120000 | 220000 | 1.8 |
| Example 2 | 200000 | 90000 | 185000 | 2.1 |
| Example 3 | 177000 | 65000 | 157000 | 2.4 |
| Example 4 | 230000 | 110000 | 210000 | 1.8 |
| Example 5 | 210000 | 85000 | 19000 | 2.0 |
| Example 6 | 180000 | 60000 | 167000 | 2.3 |
| Example 7 | 220000 | 109000 | 200000 | 2.0 |
| Example 8 | 190000 | 70000 | 16000 | 2.2 |
| Example 9 | 160000 | 55000 | 147000 | 2.3 |
| Example 10 | 250000 | 130000 | 230000 | 1.7 |
| Example 11 | 210000 | 85000 | 195000 | 2.2 |
| Example 12 | 180000 | 70000 | 150000 | 2.6 |
Examples 13 to 24:
The preparation method comprises the following steps:
(1) The polymers obtained in examples 1-12 were dissolved in ethanol and heated;
(2) After the polymer is completely dissolved in the first step, cooling to room temperature, adding 5% of SC-A03 (commercial) amino resin into the solution, and uniformly stirring to obtain a prepared solution;
(3) Coating the prepared solution on the surface of a substrate;
(4) And drying the coated substrate to obtain the liquid crystal alignment film.
Table 3 material proportioning table for each example
The surface properties of the liquid crystal alignment films obtained in examples 12 to 24 are shown in Table 4:
TABLE 4 surface Performance data for liquid Crystal alignment films obtained in examples 12-24
The preparation method of the vertical orientation polymerizable liquid crystal film comprises the following steps:
step one, 10g of a commercially available polymerizable liquid crystal composition 2296 (merck supplied) was taken, to which 54g of toluene and 36g of cyclohexanone were added.
Step two, placing the mixed solution in a magnetic stirring water bath kettle with the temperature controlled at 45 ℃, starting stirring, setting the rotating speed to be 100 revolutions per minute, and stirring for 1h;
Step three, the above mixed solution was scraped onto the liquid crystal alignment films prepared in examples 13 to 24 using malt bars (15 #, representing the number of bars, used to control the thickness).
Step four, putting the film prepared in the step three into an oven with the temperature controlled at 70 ℃ and keeping for 60S;
Step five, placing the liquid crystal film well aligned in the step four under a UV (365 nm main wavelength) lamp, introducing nitrogen, and irradiating UV when the nitrogen concentration exceeds 99.95%, wherein the UV energy is 500mj;
the pretilt angle and Rth values of the homeotropic alignment liquid crystal films were tested using an AxoScan apparatus, and the test results are shown in table 5;
TABLE 5 optical data for homeotropic alignment films obtained for alignment films of examples
| Rth | Pretilt angle | |
| Example 13 | 103.2 | 90.2 |
| Example 14 | 118.7 | 90.1 |
| Example 15 | 89.6 | 89.7 |
| Example 16 | 92.7 | 90.1 |
| Example 17 | 113.7 | 90.2 |
| Example 18 | 76.2 | 89.5 |
| Example 19 | 102.1 | 90.0 |
| Example 20 | 121.7 | 90.1 |
| Example 21 | 94.2 | 90.2 |
| Example 22 | 89.4 | 90.2 |
| Example 23 | 102.8 | 89.9 |
| Example 24 | 99.1 | 90.0 |
As can be seen from Table 5, using a polymer having a mass fraction of methyl methacrylate of less than 50% as a liquid crystal alignment film, the polymerizable liquid crystal composition can be formed thereon with a homeotropic alignment, and both the optical and Rth are normal.
The films formed from the polymers on the various substrates were tested for peel force using the hundred method and the test results are shown in table 6.
TABLE 6 optical data for homeotropic alignment films obtained for liquid crystal alignment films of examples 12-24
| PET | TAC | COP | |
| Example 13 | No drop | No drop | ＜3％ |
| Example 14 | No drop | No drop | ＜3％ |
| Example 15 | No drop | No drop | ＜3％ |
| Example 16 | No drop | No drop | ＜3％ |
| Example 17 | No drop | No drop | ＜3％ |
| Example 18 | No drop | No drop | ＜3％ |
| Example 19 | No drop | No drop | ＜3％ |
| Example 20 | No drop | No drop | ＜3％ |
| Example 21 | No drop | No drop | ＜3％ |
| Example 22 | No drop | ＜3％ | ＜3％ |
| Example 23 | No drop | ＜3％ | ＜3％ |
| Example 24 | No drop | ＜3％ | ＜3％ |
As can be seen from table 6, using methyl methacrylate and methacrylic acid polymers as the liquid crystal alignment film, the adhesion to PET and COP substrates was the best, and the results of the decrease in adhesion to TAC substrates at the decrease in methacrylic acid content were seen without dropping in the bragg test.
Examples 25 to 33
The polymer materials of the liquid crystal alignment film were prepared according to the compositions and contents of the following table 7 and the following methods.
The preparation method of the polymer raw material of the liquid crystal alignment film comprises the following steps: the monomers in the table are prepared into mixed solution according to the proportion, and are added into a three-neck flask. After the air was replaced with nitrogen, the temperature was raised. Controlling the temperature to 95 ℃ and reacting for 20 hours. After the reaction was completed, it was cooled to room temperature, and then added dropwise to another vessel in which cyclohexane was being stirred and stirred for 20 minutes. Filtered and rinsed 3 times with cyclohexane, placed in an oven and dried under vacuum at 40 ℃.
TABLE 7 Polymer composition and content of liquid Crystal alignment film (/ g)
| Methacrylic acid | Methyl methacrylate | Ethanol | AIBN | |
| Example 25 | 0 | 10 | 40 | 0.05 |
| Example 26 | 0 | 10 | 40 | 0.10 |
| Example 27 | 0 | 1 | 40 | 0.30 |
| Example 28 | 1 | 9 | 40 | 0.05 |
| Example 29 | 1 | 9 | 40 | 0.10 |
| Example 30 | 1 | 9 | 40 | 0.30 |
| Example 31 | 3 | 7 | 40 | 0.05 |
| Example 32 | 3 | 7 | 40 | 0.10 |
| Example 33 | 3 | 7 | 40 | 0.30 |
TABLE 8 Polymer molecular weight distribution
| Mp | Mn | Mw | PD | |
| Example 25 | 230000 | 110000 | 200000 | 1.8 |
| Example 26 | 210000 | 92000 | 180000 | 2.1 |
| Example 27 | 180000 | 70000 | 160000 | 2.4 |
| Example 28 | 210000 | 100000 | 200000 | 1.8 |
| Example 29 | 190000 | 80000 | 170000 | 2.0 |
| Example 30 | 180000 | 66000 | 165000 | 2.3 |
| Example 31 | 220000 | 110000 | 200000 | 2.0 |
| Example 32 | 170000 | 70000 | 160000 | 2.2 |
| Example 33 | 150000 | 55000 | 130000 | 2.8 |
Examples 34-42 and comparative examples 1-4:
The preparation method comprises the following steps:
(1) The polymers obtained in examples 25 to 33, comparative examples 1 to 2, comparative examples 3 to 4 were dissolved in ethanol and heated;
(2) After the polymer is completely dissolved in the first step, cooling to room temperature, adding 5% of SC-A03 (commercial) amino resin into the solution, and uniformly stirring to obtain a prepared solution;
(3) Coating the prepared solution on the surface of a substrate;
(4) And drying the coated substrate to obtain the liquid crystal alignment film.
TABLE 9 Material proportioning tables of examples 34-24 and comparative examples 1-4
| Polymer numbering | Polymer quality (g) | SC-A03(g) | Ethanol (g) | |
| Example 34 | Example 25 | 5 | 0.25 | 120 |
| Example 35 | Example 26 | 5 | 0.25 | 120 |
| Example 36 | Example 27 | 5 | 0.25 | 120 |
| Example 37 | Example 28 | 5 | 0.25 | 120 |
| Example 38 | Example 29 | 5 | 0.25 | 120 |
| Example 39 | Example 30 | 5 | 0.25 | 120 |
| Example 40 | Example 31 | 5 | 0.25 | 120 |
| Example 41 | Example 32 | 5 | 0.25 | 120 |
| Example 42 | Example 33 | 5 | 0.25 | 120 |
| PVA resin | PVA resin quality (g) | SC-A03(g) | Water (g) | |
| Comparative example 1 | PVA203 | 5 | 0.25 | 120 |
| Comparative example 2 | PVA203 | 5 | 120 | |
| Silane coupling agent | Silane coupling agent mass (g) | SC-A03(g) | Water (g) | |
| Comparative example 3 | Triethoxysiloxane | 5 | 0.25 | 120 |
| Comparative example 4 | Triethoxysiloxane | 5 | 120 |
The properties of the surfaces of the liquid crystal alignment films obtained in examples 34 to 24 and comparative examples 1 to 4 were tested as shown in Table 10:
TABLE 10 surface Performance data for liquid Crystal alignment films obtained in examples 34-24, comparative examples 1-4
The preparation method of the vertical orientation polymerizable liquid crystal film comprises the following steps:
Step one, 10g of polymerizable liquid crystal composition 2296 (merck supplied) was taken, to which 54g of toluene and 36g of cyclohexanone were added.
Step two, placing the mixed solution in a magnetic stirring water bath kettle with the temperature controlled at 45 ℃, starting stirring, setting the rotating speed to be 100 revolutions per minute, and stirring for 1h;
Step three, the above mixed solution was scraped onto the liquid crystal alignment films prepared in examples 34 to 24 and comparative examples 1 to 4 using malt bar (15 #).
Step four, putting the film prepared in the step three into an oven with the temperature controlled at 70 ℃ and keeping for 60S;
Step five, placing the liquid crystal film well aligned in the step four under a UV (365 nm main wavelength) lamp, introducing nitrogen, and irradiating UV when the nitrogen concentration exceeds 99.95%, wherein the UV energy is 500mj;
The pretilt angle and Rth values of the homeotropic alignment liquid crystal films were tested using an AxoScan apparatus, and the test results are shown in table 11;
TABLE 11 optical data for homeotropic alignment films obtained for examples 34-24, comparative examples 1-4 alignment films
As can be seen from Table 11, when a polymer having a mass fraction of methyl methacrylate of more than 70% was used as the alignment film, the homeotropic alignment liquid crystal film had no alignment ability and the homeotropic alignment liquid crystal film was hazed.
The films formed on the different substrates of the polymers were tested for peel force using the hundred method, and the test results are shown in table 12;
TABLE 12 optical data for homeotropic alignment films obtained for the alignment films of examples 34-24, comparative examples 1-4
As can be seen from table 12, using methyl methacrylate and methacrylic acid polymers as alignment films, the adhesion to PET substrates was best, the bragg test showed no drop, and the TAC substrate had slightly worse adhesion, and the COP substrate had worse adhesion, with drop greater than 3% and less than 10%. PVA has poor adhesive force as an alignment film and a substrate, and 100% drops in a hundred-grid test; the silane coupling agent is used as an alignment film, the adhesion force between the alignment film and the vertical alignment liquid crystal film is poor, and 100% of the alignment film falls off in a hundred-lattice test.
Example 43:
A display device is provided, which includes a liquid crystal alignment film or a liquid crystal alignment film prepared. The display device is an optical compensation film, and refer to fig. 1 specifically. The optical film comprises an anisotropic layer 1, a liquid crystal alignment film 2 and a base material 3, wherein the anisotropic layer 1, the liquid crystal alignment film 2 and the base material 3 are sequentially arranged together. The anisotropic layer 1 may be a vertically aligned liquid crystal polymer, and the substrate 3 may be COP or TAC. The anisotropic layer 1 may be used together with the base material 3, or may be used by stacking other anisotropic layers for the purpose of improving display performance.
Example 44:
A display device is provided, which includes a liquid crystal alignment film or a liquid crystal alignment film prepared. The display device is a structure of an LCD optical compensation film for an OLED display compensation film, and refer to fig. 2 specifically. The display device sequentially comprises a first polarizer layer 401, a first adhesive layer 501, a second phase difference film layer 102, a second adhesive layer 502, a first phase difference film layer 101, an alignment film layer 2, a first substrate layer 301, a third adhesive layer 503 and an OLED layer 6. The first polarizer layer 401 may be polyvinyl alcohol (PVA). The first adhesive layer 501, the second adhesive layer 502, and the third adhesive layer 503 may be PSA glue or UV glue. The phase difference film layer 102 may be a horizontally aligned liquid crystal type or a stretching type phase difference film, functioning as a quarter wave plate. The retardation film layer 101 may be a vertical alignment liquid crystal retardation film. The first substrate layer 301 may be made of TAC. The OLED layer 6 may be an organic light emitting device for display. The circular polaroid is formed by combining the polaroid, the phase difference film, the adhesive layer and other structures, and is used for OLED display anti-reflection compensation films.
Example 45:
A display device is provided, which includes a liquid crystal alignment film or a liquid crystal alignment film prepared. The display device is a structure of an OLED optical compensation film for an IPS LCD display compensation film, refer to fig. 3 specifically. The display device sequentially has a second polarizer layer 402, a fourth adhesive layer 504, a second substrate layer 302, a liquid crystal alignment film 2, a third retardation film layer 103, a fifth adhesive layer 505, an IPS layer 7, a sixth adhesive layer 506, and a third polarizer layer 403. The second polarizer layer 402 and the third polarizer layer 403 may be polyvinyl alcohol (PVA). The fourth adhesive layer 504, the fifth adhesive layer 505, and the sixth adhesive layer 506 may be PSA adhesive or UV adhesive. The second substrate layer 302 may be a uniaxially or biaxially stretched COP material, having an in-plane retardation value, and may be used as a retardation film. The third retardation film layer 103 may be a vertically aligned liquid crystal type retardation film. The IPS layer 7 may employ a conventional IPS LCD cell. The IPS compensation film is formed by combining structures such as a polarizing plate, a phase difference film, an adhesive layer and the like and is used for IPS LCD side view angle light leakage and color cast compensation.
It should be noted that the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising one … …" does not exclude the presence of other like elements in a process, method, article or apparatus that comprises the element.
The foregoing is merely exemplary of the present application and is not intended to limit the present application. The above description of embodiments is only for aiding in the understanding of the method of the present application and its core ideas; also, it is within the scope of the present application to be modified by those of ordinary skill in the art in light of the present teachings. Any modification, equivalent replacement, improvement, etc. which come within the spirit and principles of the application are to be included in the scope of the claims of the present application. In view of the foregoing, it will be evident that the present application is not limited thereto, and thus, any modification, equivalent replacement, improvement or the like as come within the spirit of the application is desired to be protected.
Claims (10)
1. The liquid crystal alignment film is characterized by being prepared from the following raw materials: methacrylic acid and methyl methacrylate.
2. The liquid crystal alignment film according to claim 1, wherein the methacrylic acid accounts for 30 to 95% by mass of the total mass of the methacrylic acid and the methyl methacrylate.
3. The liquid crystal alignment film according to claim 1, wherein the molecular weight of the methacrylic acid is 30000 to 300000; and/or the methyl methacrylate has a molecular weight of 30000 to 300000.
4. The liquid crystal alignment film according to claim 1, wherein the surface energy of the liquid crystal alignment film is 40mN/m to 75mN/m; and/or the number of the groups of groups,
The water drop angle of the liquid crystal alignment film is 0-45 degrees; and/or the number of the groups of groups,
The ratio of the polar component to the dispersion component of the surface energy of the liquid crystal alignment film is 0.5-1.8.
5. The liquid crystal alignment film according to claim 1, wherein the surface energy of the liquid crystal alignment film is 48mN/m to 70mN/m, and the ratio of the polar component to the dispersion component of the surface energy of the liquid crystal alignment film is 0.8 to 1.4.
6. The liquid crystal alignment film according to claim 1, wherein the preparation raw materials of the liquid crystal alignment film further comprise a cross-linking agent and a solvent, wherein the cross-linking agent accounts for 5-20% of the total mass of the preparation raw materials of the liquid crystal alignment film, and the solvent accounts for 80-95% of the total mass of the preparation raw materials of the liquid crystal alignment film.
7. The liquid crystal alignment film according to claim 6, wherein the crosslinking agent is a water-soluble crosslinking agent; or (b)
The cross-linking agent is a water-soluble cross-linking agent, and the cross-linking agent is an auxiliary agent reacting with carboxyl or a functional group reacting with carboxyl.
8. The liquid crystal alignment film according to claim 7, wherein the crosslinking agent is one or a combination of more of an amino resin, an isocyanate curing agent, a metal ion crosslinking agent, a carbodiimide crosslinking agent, an aziridine crosslinking agent, and an epoxysilane crosslinking agent.
9. The preparation method of the liquid crystal alignment film is characterized by comprising the following steps of:
(1) Polymerizing methacrylic acid and methyl methacrylate to form a polymer solution, and diluting the polymer solution in a solvent;
(2) Adding a cross-linking agent into the solvent, and uniformly stirring to obtain a prepared mixed solution;
(3) Coating the prepared mixed solution on the surface of a substrate;
(4) And drying the coated substrate to obtain the liquid crystal alignment film.
10. A display device comprising the liquid crystal alignment film provided in any one of claims 1 to 8 or the liquid crystal alignment film prepared in claim 9.
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