CN111100421A - Method for preparing polymer dispersed liquid crystal film based on epoxy-mercaptan heat curing system - Google Patents
Method for preparing polymer dispersed liquid crystal film based on epoxy-mercaptan heat curing system Download PDFInfo
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- CN111100421A CN111100421A CN201811267487.4A CN201811267487A CN111100421A CN 111100421 A CN111100421 A CN 111100421A CN 201811267487 A CN201811267487 A CN 201811267487A CN 111100421 A CN111100421 A CN 111100421A
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- 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
- C08G59/20—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 epoxy compounds used
- C08G59/32—Epoxy compounds containing three or more epoxy groups
- C08G59/38—Epoxy compounds containing three or more epoxy groups together with di-epoxy compounds
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- 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
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- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
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- C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
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Abstract
The invention discloses a method for preparing a polymer dispersed liquid crystal film based on an epoxy-mercaptan thermosetting system, which comprises the following steps: nematic liquid crystal E8, thermal polymerization monomer trimethylolpropane triglycidyl ether and bisphenol A diglycidyl ether, and mercaptan curing agent polythiol
3-800 parts of accelerant 2,4, 6-tri (dimethylamino methyl) phenol are evenly mixed and then clamped in the middle of a conductive substrate to form a film layer, and the film layer is heated at the temperatureCuring for 2-24 hours at 45-90 ℃ to prepare the polymer dispersed liquid crystal film. The proportion of the added materials is as follows: the nematic liquid crystal, the thermal polymerization monomer, the mercaptan curing agent polythiol and the accelerator respectively account for 35-50%, 25-32.5% and 0.01-2% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the mercaptan curing agent. The polymerization monomer used in the invention has low cost, and the prepared polymer dispersed liquid crystal film is not easy to yellow, has low driving voltage (the saturation voltage is within 36V of safe voltage), high contrast and strong adhesive force.
Description
Technical Field
The invention belongs to the technical field of Liquid crystal application, and provides a method for preparing a Polymer Dispersed Liquid Crystal (PDLC) film material based on an epoxy-mercaptan thermosetting system, wherein the prepared film material can be widely applied to researches of Liquid crystal display, intelligent glass and related fields thereof.
Background
The Polymer Dispersed Liquid Crystal (PDLC) is a novel electro-optic display material, and micron-sized liquid crystal microdroplets are uniformly dispersed in a transparent high molecular network by a physical and chemical method to obtain a film material with an electro-optic response function. Under the action of an electric field, the PDLC film can switch between two different optical states of scattering and transmission: the PDLC film can be switched to a transparent state by applying an electric field and can be restored to a scattering state by removing the electric field. Because the PDLC has the advantages of simple process (such as no need of a polarizing film, an orientation layer, a box sealing process and the like), high brightness, quick response, capability of being prepared into large-area flexible display in any shape, low power consumption and the like, the PDLC has great application prospect in the aspects of large-size flexible display devices, electric control intelligent glass, nonlinear optical materials, selective light transmission films, holographic films, liquid crystal gratings, optical switches and the like. Meanwhile, the excellent characteristics of the PDLC have attracted wide attention of various researchers, and the research range covers various fields such as phase diagrams, preparation processes, optical models, electro-optical response characteristics and the like. However, with the increasing requirements of people on the performance of display materials, the PDLC thin film has a certain limitation in application due to the defects of slow dynamic response, delayed transmittance under voltage driving, high driving voltage, poor thermal stability and mechanical properties, and the like. Therefore, the current domestic and foreign research on PDLC mainly focuses on reducing the driving voltage, shortening the response time, improving the contrast, and the like. Currently, few PDLC materials are available that achieve these three criteria simultaneously, especially with respect to reducing the driving voltage. Therefore, the development of PDLC with excellent comprehensive performance, especially PDLC thin film materials capable of greatly reducing driving voltage while maintaining high contrast and ultra-fast response time, has been a focus of PDLC thin film material research.
The methods for preparing PDLC films currently include a microcapsule Method (MP), a temperature phase separation method (TIPS), a solvent phase separation method (SIPS) and a polymerization phase separation method (PIPS). From the industrial application point of view, the polymeric phase separation method (PIPS) has the advantages of simple process, easy control, fast curing speed, easy narrow size distribution of liquid crystal droplets and the like, so that the method becomes the best method for preparing the PDLC film at present and is widely applied to industrial production. To date, there are two main types of raw materials for PDLC films prepared using PIPS: the epoxy resin system adopts thermal polymerization to realize phase separation, and the acrylate or methacrylate system adopts ultraviolet light to initiate free radical polymerization to realize phase separation. However, the above two systems still have some problems to be solved.
For acrylate or methacrylate systems that are uv-photo-induced free radical polymerized, acrylate or methacrylate monomers are expensive, although a wide variety of acrylate or methacrylate monomers can be easily modified to obtain polymerized monomers with desired properties, the polymerization rate is fast, and there are also a very large number of free radical photoinitiators available on the market. In addition, the adhesion between the polymer matrix formed by the system and the ITO plastic film is not tight enough, so that the ITO plastic film is easy to crack and fall off. Particularly, the PDLC film prepared by the system has yellowing phenomenon, and the economic benefit of the product is seriously influenced while the performance quality of the product is reduced.
The epoxy resin has the excellent characteristics of easy processing, good chemical stability, small polymerization shrinkage, strong adhesion, acid resistance, alkali resistance, weather resistance and the like, so that the PDLC film prepared by the epoxy resin is superior to PDLC films prepared by other methods in the aspects of adhesion, weather resistance and the like, and has no yellowing phenomenon. In addition, the epoxy resin has low price and small irritation of materials, and the production cost is greatly reduced. Therefore, the PDLC film prepared by the thermal polymerization method of the epoxy resin is widely applied. However, the polymerization temperature of the thermal polymerization epoxy resin PDLC system is too high, so that the production energy consumption is increased, the product cost is greatly increased, and the large-scale production of the product is restricted. And the size of the product is limited due to the restriction of production equipment, so that the application range of the product is limited. These disadvantages severely restrict the wider use of epoxy thermal polymerization for preparing PDLC films.
Disclosure of Invention
In order to solve the above-mentioned disadvantages of the electrically controlled liquid crystal dimming film, the present invention aims to provide a method for preparing a polymer dispersed liquid crystal film based on an epoxy-thiol thermosetting system. The polymerization monomer used in the invention has low cost, and the prepared polymer dispersed liquid crystal film is not easy to yellow, has lower driving voltage (the saturation voltage is within 36V of safe voltage), higher contrast and stronger adhesive force.
In order to achieve the purpose, the invention adopts the technical scheme that:
nematic liquid crystal E8, thermal polymerization monomer trimethylolpropane triglycidyl ether and bisphenol A diglycidyl ether, and mercaptan curing agent polythiol
3-800 parts of accelerator 2,4, 6-tri (dimethylaminomethyl) phenol, uniformly mixing, sandwiching the mixture between conductive substrates to form a film layer, and curing at the temperature of 45-90 ℃ for 2-24 hours to prepare the polymer dispersed liquid crystal film.
The nematic liquid crystal E8 accounts for 35-50% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the thiol curing agent.
The thermal polymerization monomers of trimethylolpropane triglycidyl ether and bisphenol A diglycidyl ether account for 25-32.5% of the total mass of the nematic liquid crystal, the thermal polymerization monomers and the mercaptan curing agent.
The thiol curing agent polythiol
3-800 accounts for 25-32.5% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the mercaptan curing agent.
The accelerator 2,4, 6-tri (dimethylaminomethyl) phenol accounts for 0.01-2% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the mercaptan curing agent.
The conductive substrate is ITO glass or an ITO film.
In order for PDLCs to have a high on-state transmission in the on-state, it is generally required that the refractive index of the polymer matrix matches the ordinary refractive index of the nematic liquid crystal. For this purpose, different epoxy monomers can be selected, or several different epoxy monomers can be mixed according to a certain ratio.
In order to make PDLC have a low off-state transmittance in the off-state and thus achieve high contrast, it is generally required that the size of liquid crystal droplets in the polymer dispersed liquid crystal film is matched with that of visible light. This can be achieved by adjusting the content of the liquid crystal and the curing temperature. In general, the size of liquid crystal droplets tends to increase with the increase of the liquid crystal content and the decrease of the curing temperature, and the off-state transmittance and the contrast can be optimized by adjusting the two in cooperation with each other.
The invention solves the problem of overhigh polymerization temperature. Generally, amine is used as a curing agent when PDLC is prepared, the curing temperature is generally higher (for example, more than 100 ℃, the curing temperature can be different according to the curing agent), and mercaptan used in the method is a low-temperature curing agent, so that the polymerization temperature is lower.
Compared with the prior art, the invention has the beneficial effects that: the polymer dispersed liquid crystal film obtained by the method has the advantages of difficult yellowing, low driving voltage (the saturation voltage is within 36V of safe voltage), high contrast, strong adhesive force and strong practicability.
Drawings
FIG. 1 shows the molecular structures of trimethylolpropane triglycidyl ether, bisphenol A diglycidyl ether, and 2,4, 6-tris (dimethylaminomethyl) phenol;
FIG. 2 is a graph of the electro-optic performance of the PDLC film prepared in the first example;
FIG. 3 is a graph of electro-optic properties of PDLC films prepared in examples two to four;
FIG. 4 is a graph of electro-optic properties of PDLC films prepared in examples five through seven;
fig. 5 is a contrast ratio of PDLC films prepared in examples one to seven.
Detailed Description
Any feature disclosed in this specification may be replaced by alternative features serving equivalent or similar purposes, unless expressly stated otherwise. Unless expressly stated otherwise, each feature is only an example of a generic series of equivalent or similar features. The description is only for the purpose of facilitating understanding of the present invention and should not be construed as specifically limiting the present invention.
The invention is described in further detail below with reference to the figures and the detailed description.
The molecular structures of trimethylolpropane triglycidyl ether, bisphenol A diglycidyl ether, and 2,4, 6-tris (dimethylaminomethyl) phenol used in the following examples are shown in FIG. 1.
The first embodiment is as follows:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 7.50/22.50/30.00/40.00/0.20, and then the liquid is clamped between two plastic films plated with Indium Tin Oxide (ITO) transparent conductive films by a roll-to-roll processing method to form the film. The thickness of which is controlled by glass beads of 20 microns. Then will be thinThe film was cured in an oven at 60 ℃ for 24 hours to complete the preparation. The electro-optical performance and contrast are shown in fig. 2 and 5, the saturation voltage is 11.2V, and the contrast is 243.
Example two:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 6.25/18.75/25.00/50.00/0.20, and then the liquid is clamped between two plastic films plated with Indium Tin Oxide (ITO) transparent conductive films by a roll-to-roll processing method to form the film. The thickness of which is controlled by glass beads of 20 microns. The film was then cured in an oven at 60 ℃ for 24 hours to complete the preparation. The electro-optical performance and contrast are shown in fig. 3 and 5, the saturation voltage is 21.5V, and the contrast is 5.
Example three:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 8.125/24.373/32.50/35.00/0.20, and then the liquid is clamped between two plastic films plated with Indium Tin Oxide (ITO) transparent conductive films by a roll-to-roll processing method to form the film. The thickness of which is controlled by glass beads of 20 microns. The film was then cured in an oven at 60 ℃ for 24 hours to complete the preparation. The electro-optical performance and contrast are shown in fig. 3 and 5, the saturation voltage is 21.5V, and the contrast is 137.
Example four:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 7.50/22.50/30.00/40.00/0.20, and then the liquid is clamped between two plastic films plated with Indium Tin Oxide (ITO) transparent conductive films by a roll-to-roll processing method to form the film. The thickness of which is controlled by glass beads of 20 microns. The film was then cured in an oven at 45 ℃ for 24 hours to complete the preparation. The electro-optical performance and contrast are shown in fig. 3 and 5, the saturation voltage is 7.3V, and the contrast is 5.
Example five:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 7.50/22.50/30.00/40.00/0.20, and then the liquid is clamped between two plastic films plated with Indium Tin Oxide (ITO) transparent conductive films by a roll-to-roll processing method to form the film. The thickness of which is controlled by glass beads of 20 microns. The film was then cured in an oven at 90 ℃ for 24 hours to complete the preparation. The electro-optical performance and contrast are shown in fig. 4 and 5, the saturation voltage is 92.8V, and the contrast is 3.
Example six:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 7.50/22.50/30.00/40.00/0.01, and then the liquid is clamped between two plastic films plated with Indium Tin Oxide (ITO) transparent conductive films by a roll-to-roll processing method to form the film. The thickness of which is controlled by glass beads of 20 microns. The film was then cured in an oven at 60 ℃ for 24 hoursWhen the preparation is finished. The electro-optical performance and contrast are shown in fig. 4 and 5, the saturation voltage is 9.3V, and the contrast is 3.
Example seven:
thermally polymerizing epoxy monomer bisphenol A diglycidyl ether, trimethylolpropane triglycidyl ether and mercaptan curing agent
3-800 parts of nematic liquid crystal E8, and a tertiary amine accelerator 2,4, 6-tris (dimethylaminomethyl) phenol, which are uniformly mixed according to the mass ratio of 7.50/22.50/30.00/40.00/2.00, and then poured into a liquid crystal box with the interval of 20 mu m. The cured product was then cured in an oven at 60 ℃ for 2 hours to complete the preparation. The electro-optical performance and contrast are shown in fig. 4 and 5, the saturation voltage is 85.3V, and the contrast is 386.
The method can be realized by upper and lower limit values and interval values of intervals of process parameters (such as temperature, time and the like), and embodiments are not listed.
Conventional technical knowledge in the art can be used for the details which are not described in the present invention.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention and are not limited. Although the present invention has been described in detail with reference to the embodiments, it will be understood by those skilled in the art that various changes may be made and equivalents may be substituted without departing from the spirit and scope of the invention as defined in the appended claims.
Claims (6)
1. A method for preparing a polymer dispersed liquid crystal film based on an epoxy-thiol thermal curing system, the method comprising the steps of:
nematic liquid crystal E8, thermal polymerization monomer trimethylolpropane triglycidyl ether and bisphenol A diglycidyl ether, and mercaptan curing agent polythiol
3-800 parts of accelerant 2,4, 6-tri (dimethylamino methyl) phenol are evenly mixed and then clampedForming a film layer in the middle of the conductive substrate, and curing at 45-90 ℃ for 2-24 hours to prepare the polymer dispersed liquid crystal film.
2. The method for preparing a polymer dispersed liquid crystal film based on the epoxy-thiol thermal curing system according to claim 1, wherein the nematic liquid crystal E8 is 35-50% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the thiol curing agent.
3. The method for preparing a polymer dispersed liquid crystal film based on an epoxy-thiol thermosetting system according to claim 1, wherein the thermally polymerized monomers trimethylolpropane triglycidyl ether and bisphenol A diglycidyl ether account for 25-32.5% of the total mass of the nematic liquid crystal, the thermally polymerized monomers and the thiol curing agent.
4. The method of claim 1, wherein the thiol curing agent polythiol is a polymer dispersed liquid crystal film prepared by using an epoxy-thiol based thermal curing system
3-800 accounts for 25-32.5% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the mercaptan curing agent.
5. The method for preparing a polymer dispersed liquid crystal film based on the epoxy-thiol thermal curing system according to claim 1, wherein the accelerator 2,4, 6-tris (dimethylaminomethyl) phenol is 0.01-2% of the total mass of the nematic liquid crystal, the thermal polymerization monomer and the thiol curing agent.
6. The method for preparing a polymer dispersed liquid crystal film based on the epoxy-thiol thermosetting system according to claim 1, wherein the conductive substrate is ITO glass or ITO film.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113322045A (en) * | 2021-05-25 | 2021-08-31 | 北京大学 | Polythiol modified polyurethane-polythiourethane bonding material |
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| CN102071031A (en) * | 2010-12-24 | 2011-05-25 | 北京科技大学 | Method for preparing epoxy-based polymer dispersed liquid crystal film material |
| CN107703667A (en) * | 2017-09-29 | 2018-02-16 | 西京学院 | A kind of chromogen bonded polymer dispersed liquid-crystal film and preparation method thereof |
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- 2018-10-29 CN CN201811267487.4A patent/CN111100421A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102071031A (en) * | 2010-12-24 | 2011-05-25 | 北京科技大学 | Method for preparing epoxy-based polymer dispersed liquid crystal film material |
| CN107703667A (en) * | 2017-09-29 | 2018-02-16 | 西京学院 | A kind of chromogen bonded polymer dispersed liquid-crystal film and preparation method thereof |
Non-Patent Citations (1)
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| CN113322045A (en) * | 2021-05-25 | 2021-08-31 | 北京大学 | Polythiol modified polyurethane-polythiourethane bonding material |
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Application publication date: 20200505 |