Norbornadiene derivative, reverse vulcanized polymer, preparation method of reverse vulcanized polymer, optical device and preparation method of optical device
By using a reverse sulfurized polymer composed of norbornadiene derivatives and sulfur, the problem of transmittance reduction caused by the absorption characteristics of organic groups in infrared transparent polymers is solved, and infrared transparency and glass transition temperature are improved, thus achieving The balance of infrared optical performance and thermal performance.
Patent Information
- Application Number
- CN202411234911.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-09-04
- Publication Date
- 2024-12-27
- Estimated Expiration
- 2044-09-04
AI Technical Summary
The organic groups in the organic structure of existing infrared transparent polymers have significant absorption characteristics in the fingerprint region of the infrared spectrum, resulting in a decrease in the transmittance of the material in the infrared band, affecting the performance of optical performance, and increasing the sulfur content will decrease. The glass transition temperature of the material makes it difficult to balance infrared optical and thermal properties.
Using a reverse sulfurized polymer composed of norbornadiene derivatives and sulfur, the molecular dipole moment is reduced through the highly symmetric molecular structure and rigid ring structure of norbornadiene derivatives, reduce infrared absorption peaks, and increase polymer through sulfur. The sulfur content in the process improves infrared transparency and glass transition temperature.
It achieves high infrared transparency and good mechanical properties, balances infrared optical and thermal properties, and meets application needs in high temperature environments.
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Figure CN119192198A_ABST
Abstract
Description
Technical Field
[0001] The present application relates to the technical field of optical materials, and in particular to a norbornadiene derivative, a reverse vulcanized polymer and a preparation method thereof, an optical device and a preparation method thereof. Background Art
[0002] Infrared transparent polymers are a type of polymer optical materials with good transmittance in the infrared band. They have important application value in the fields of infrared optics, thermal imaging, infrared sensing, etc. However, the organic groups (e.g., CH, CO, etc.) in the organic structure of such materials usually have significant absorption characteristics in the fingerprint region of the infrared spectrum, which leads to a decrease in the transmittance of the material in the infrared band, thereby affecting its optical performance.
[0003] The above contents are only used to assist in understanding the technical solution of the present application and do not constitute an admission that the above contents are prior art. Summary of the invention
[0004] The main purpose of the present application is to provide a norbornane derivative, a reverse vulcanized polymer and a preparation method thereof, an optical device and a preparation method thereof, aiming to improve the infrared transparency of the material.
[0005] To achieve the above-mentioned purpose, an embodiment of the present application provides a norbornadiene derivative, wherein the norbornadiene derivative has a structure shown in formula (1).
[0006]
[0007] In addition, to achieve the above-mentioned purpose, an embodiment of the present application also proposes a reverse vulcanized polymer of a norbornadiene derivative, wherein the reverse vulcanized polymer of a norbornadiene derivative comprises: sulfur and a norbornadiene derivative, wherein the norbornadiene derivative is the norbornadiene derivative as described above.
[0008] In one embodiment, the reverse vulcanized polymer of norbornadiene derivative comprises: 20-80 wt. % sulfur and 20-80 wt. % norbornadiene derivative.
[0009] In addition, to achieve the above-mentioned purpose, the present application also provides a method for preparing a reverse vulcanized polymer of a norbornadiene derivative, which is used to prepare the reverse vulcanized polymer of the norbornadiene derivative as described above, and the method comprises the following steps:
[0010] The sulfur is heated to a melting and ring-opening temperature;
[0011] Add a norbornadiene derivative and mix and react to obtain a norbornadiene derivative reverse vulcanized polymer, wherein the norbornadiene derivative is the norbornadiene derivative described above.
[0012] In one embodiment, the melting ring opening temperature is 155-165°C.
[0013] In one embodiment, the reaction time of the mixing reaction is 5 to 20 minutes.
[0014] In addition, to achieve the above-mentioned purpose, an embodiment of the present application also proposes an optical device, which includes the reverse vulcanized polymer of the norbornadiene derivative as described above, or the reverse vulcanized polymer of the norbornadiene derivative prepared by the method as described above.
[0015] In addition, to achieve the above-mentioned purpose, the embodiment of the present application also provides a method for preparing an optical device, which is used to prepare the optical device as described above, and the method comprises the following steps:
[0016] Provided is a reverse vulcanized polymer of a norbornadiene derivative, wherein the reverse vulcanized polymer of a norbornadiene derivative is the reverse vulcanized polymer of a norbornadiene derivative as described above, or a reverse vulcanized polymer of a norbornadiene derivative prepared by the method as described above;
[0017] The reverse vulcanized polymer of the norbornadiene derivative is placed in a preset mold and subjected to heat pressing to obtain an optical device.
[0018] In one embodiment, the hot pressing temperature of the hot pressing treatment is 150-180°C.
[0019] In one embodiment, the hot pressing time of the hot pressing treatment is 1 to 30 minutes.
[0020] One or more technical solutions proposed in this application have at least the following technical effects: Provide a reverse vulcanized polymer of a norbornadiene derivative, including: a norbornadiene derivative and sulfur, wherein the norbornadiene derivative has a highly symmetrical molecular structure, so that the charge distribution within the molecule tends to be uniform, resulting in a low overall dipole moment; and this low dipole moment reduces the energy difference required for the molecule to produce significant vibrations under infrared light irradiation, so that many vibration modes appear inactive in the infrared spectrum, that is, no obvious absorption peaks are produced. Therefore, the infrared spectrum is relatively simple, with fewer and clear spectral lines, so that the obtained reverse sulfur polymer has high infrared transparency. And by adding sulfur, the content of sulfur with low infrared activity in the polymer is further increased, and the highly reactive double bonds on the rigid ring are transferred through the sulfur-containing heterocycle, thereby reducing the absorption of the polymer molecule in the infrared spectral region and improving the infrared transparency of the material. In addition, norbornane derivatives also have a rigid ring structure and a non-planar spatial structure. Therefore, the glass transition temperature of the material can be increased by limiting the mobility of molecular chain segments and increasing the interaction between molecules. This allows the reverse sulfur polymer to maintain good mechanical properties and shape stability at high temperatures, meeting application requirements in high temperature environments and better balancing the infrared optical properties and thermal properties of the polymer. BRIEF DESCRIPTION OF THE DRAWINGS
[0021] Figure 1 This is a flow chart of a method for preparing a reverse vulcanized polymer of a norbornadiene derivative according to an embodiment of the present application;
[0022] Figure 2 Schematic diagram of the test results of differential scanning calorimeter of Examples 1 to 3 of the present application;
[0023] Figure 3 It is a schematic diagram of the test results of the dynamic thermal mechanical analyzer of Examples 1 to 3 of the present application;
[0024] Figure 4 Schematic diagram of the test results of the transmittance in the mid-wave infrared region of Examples 1 to 3 of the present application;
[0025] Figure 5 Schematic diagram of the test results of the transmittance in the long-wave infrared region of Examples 1 to 3 of the present application;
[0026] Figure 6 It is a schematic diagram of the test results of the transmittance in the mid-wave infrared region and the long-wave infrared region of Example 1 and Comparative Examples 1 and 2 of the present application.
[0027] The realization of the purpose, functional features and advantages of this application will be further explained in conjunction with embodiments and with reference to the accompanying drawings. DETAILED DESCRIPTION
[0028] In order to make the purpose, technical scheme and advantages of the embodiments of the present application clearer, the technical scheme in the embodiments of the present application will be described clearly and completely below. If the specific conditions are not specified in the embodiments, they are carried out according to the conventional conditions or the conditions recommended by the manufacturer. If the manufacturer is not specified for the reagents or instruments used, they are all conventional products that can be purchased commercially.
[0029] Hereinafter, the embodiment of the method for recovering lithium from waste lithium iron phosphate batteries of the present application is specifically disclosed with appropriate reference to the accompanying drawings. However, there may be cases where unnecessary detailed descriptions are omitted. For example, there are cases where detailed descriptions of well-known matters and repeated descriptions of actually the same structures are omitted. This is to avoid the following description from becoming unnecessarily lengthy and to facilitate the understanding of those skilled in the art. In addition, the accompanying drawings and the following description are provided for those skilled in the art to fully understand the present application and are not intended to limit the subject matter described in the claims.
[0030] The "range" disclosed in the present application is defined in the form of a lower limit and an upper limit, and a given range is defined by selecting a lower limit and an upper limit, and the selected lower limit and upper limit define the boundaries of the particular range. The range defined in this way can be inclusive or exclusive of the end values, and can be arbitrarily combined, that is, any lower limit can be combined with any upper limit to form a range. For example, if a range of 60 to 120 and 80 to 110 is listed for a particular parameter, it is understood that a range of 60 to 110 and 80 to 120 is also expected. In addition, if the minimum range values 1 and 2 are listed, and if the maximum range values 3, 4 and 5 are listed, the following ranges can all be expected: 1 to 3, 1 to 4, 1 to 5, 2 to 3, 2 to 4 and 2 to 5. In the present application, unless otherwise specified, the numerical range "a to b" represents an abbreviation of any real number combination between a and b, where a and b are both real numbers. For example, the numerical range "0-5" means that all real numbers between "0-5" are listed in this document, and "0-5" is just an abbreviation of these numerical combinations. In addition, when a parameter is expressed as an integer ≥ 2, it is equivalent to disclosing that the parameter is, for example, an integer of 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, etc.
[0031] Unless otherwise specified, all embodiments and optional embodiments of the present application can be combined with each other to form a new technical solution.
[0032] Unless otherwise specified, all technical features and optional technical features of this application can be combined with each other to form a new technical solution.
[0033] If there is no special explanation, all steps of the present application can be performed sequentially or randomly, preferably sequentially. For example, the method includes steps (a) and (b), which means that the method may include steps (a) and (b) performed sequentially, or may include steps (b) and (a) performed sequentially. For example, the method may further include step (c), which means that step (c) may be added to the method in any order. For example, the method may include steps (a), (b) and (c), or may include steps (a), (c) and (b), or may include steps (c), (a) and (b), etc.
[0034] If there is no special explanation, the "include" and "comprising" mentioned in this application are open-ended or closed-ended. For example, the "include" and "comprising" may mean that other components not listed may also be included or only the listed components may be included or only the listed components may be included.
[0035] If not specifically stated, in this application, the term "or" is inclusive. For example, the phrase "A or B" means "A, B, or both A and B". More specifically, any of the following conditions satisfies the condition "A or B": A is true (or exists) and B is false (or does not exist); A is false (or does not exist) and B is true (or exists); or both A and B are true (or exist).
[0036] In order to make the above-mentioned purposes, features and advantages of the present application more obvious and understandable, the technical solution of the present application is further described below in conjunction with the accompanying drawings and embodiments. However, the present application is not limited to the listed embodiments, and should also include any other known changes within the scope of the rights claimed in the present application.
[0037] The term "one embodiment" or "embodiment" as used herein refers to a specific feature, structure, or characteristic that may be included in at least one implementation of the present application. The term "in one embodiment" that appears in different places in this specification does not necessarily refer to the same embodiment, nor does it refer to a separate or selective embodiment that is mutually exclusive with other embodiments.
[0038] In order to better understand the technical solution of the present application, a detailed description will be given below in conjunction with the accompanying drawings and specific implementation methods.
[0039] In conventional technology, the organic groups (e.g., CH, CO, etc.) in the organic structure of infrared transparent polymers usually have significant absorption characteristics in the fingerprint region of the infrared spectrum, which leads to a decrease in the transmittance of the material in the infrared band, thereby affecting its optical performance. In addition, although the infrared optical performance of the polymer can be improved with the increase of sulfur content in the polymer, the thermal properties of the corresponding material (e.g., glass transition temperature) will decrease accordingly, and it is difficult to balance the two.
[0040] The present application provides a solution, specifically, a reverse vulcanized polymer of a norbornadiene derivative, including: a norbornadiene derivative and sulfur, wherein the norbornadiene derivative has a highly symmetrical molecular structure, so that the charge distribution within the molecule tends to be uniform, resulting in a low overall dipole moment; and this low dipole moment reduces the energy difference required for the molecule to produce significant vibrations under infrared light irradiation, so that many vibration modes appear inactive in the infrared spectrum, that is, no obvious absorption peaks are produced. Therefore, the infrared spectrum is relatively simple, with fewer and clear spectral lines, so that the obtained reverse sulfur polymer has high infrared transparency. And by adding sulfur, the content of sulfur with low infrared activity in the polymer is further increased, and the highly reactive double bonds on the rigid ring are transferred through the sulfur-containing heterocycle, thereby reducing the absorption of the polymer molecule in the infrared spectral region and improving the infrared transparency of the material. In addition, norbornane derivatives also have a rigid ring structure and a non-planar spatial structure. Therefore, the glass transition temperature of the material can be increased by limiting the mobility of molecular chain segments and increasing the interaction between molecules. This allows the reverse sulfur polymer to maintain good mechanical properties and shape stability at high temperatures, meeting application requirements in high temperature environments and better balancing the infrared optical properties and thermal properties of the polymer.
[0041] In a first aspect, an embodiment of the present application provides a norbornadiene derivative having a structure shown in formula (1).
[0042]
[0043] In this embodiment, the norbornadiene derivative (ie, DMMD) has a highly symmetrical molecular structure, so that the charge distribution within the molecule tends to be uniform, resulting in a low overall dipole moment; and this low dipole moment reduces the energy difference required for the molecule to produce significant vibrations under infrared light irradiation, so that many vibration modes appear inactive in the infrared spectrum, that is, no obvious absorption peaks are produced. Therefore, the infrared spectrum is relatively simple, with fewer and clear spectral lines, which is suitable for use as an organic crosslinker for infrared transparent polymers, and the obtained reverse sulfur polymer has high infrared transparency. In addition, the norbornadiene derivative also has a rigid ring structure and a non-planar spatial structure. Among them, the rigid ring structure means that some parts of the molecular chain are difficult to rotate or bend freely due to the constraints of the ring. This rigidity limits the mobility of the molecular chain segments, making it difficult for the segments to reach a state sufficient for large-scale movement at lower temperatures. Therefore, a higher temperature is required to overcome this rigidity and increase the glass transition temperature of the material. The polymer obtained by using the derivative as a crosslinker can also maintain good mechanical properties and shape stability at high temperatures, meeting the application requirements in high temperature environments.
[0044] A second aspect of an embodiment of the present application provides a reverse vulcanized polymer of a norbornadiene derivative, wherein the reverse vulcanized polymer of a norbornadiene derivative (hereinafter referred to as the reverse vulcanized polymer) comprises sulfur and a norbornadiene derivative, wherein the norbornadiene derivative has a structure shown in formula (1).
[0045]
[0046] In the present embodiment, the norbornadiene derivatives contained in the reverse vulcanized polymer have a high sulfur content, that is, most of the chemical bonds in the polymer are composed of sulfur-containing chemical bonds, and these chemical bonds have a low absorptivity within the infrared spectrum, so it is possible to reduce the scattering and absorption of infrared light inside the polymer, thereby improving the transmittance of infrared light. At the same time, the introduction of sulfur elements may also change the molecular arrangement and stacking mode of the polymer, making the polymer structure more orderly and tight, further reducing the scattering of infrared light, and improving infrared transparency. And sulfur is added by reverse vulcanization, which further improves the sulfur content in the polymer, reduces the absorption of polymer molecules in the infrared spectrum region, and improves the infrared transparency of the material. In addition, by reverse vulcanization, a specific soft segment can be introduced into the polymer chain, improving the thermoforming properties of the polymer, making it easier to operate and control in thermoforming processes such as injection molding, blow molding, and extrusion.
[0047] It should be understood that the transmittance of the reverse vulcanized polymer prepared in the embodiment of the present application in the mid-wave infrared region is 42.9-52.6%, the transmittance in the long-wave infrared region is 1.5-5.29%, and the glass transition temperature T g 98.3~119.8℃. Generally speaking, as the sulfur content in the polymer increases, its infrared optical properties can be improved, but the corresponding thermal properties (for example, glass transition temperature) decreases, and it is difficult to balance the two. However, the reverse vulcanized polymer prepared in the embodiment of the present application has a stronger rigidity of the sulfur-containing heterocyclic ring in the cross-linked network than the SS chain, so it can better balance the infrared optical properties and thermal properties of the material.
[0048] Exemplarily, the sulfur includes at least one of powdered sulfur, precipitated sulfur, colloidal sulfur, and liquid sulfur.
[0049] In one feasible embodiment, the reverse vulcanized polymer of norbornadiene derivative comprises: 20 to 80 wt.% sulfur and 20 to 80 wt.% norbornadiene derivative.
[0050] Exemplarily, the reverse vulcanized polymer of the norbornadiene derivative includes: 20wt.%, 25wt.%, 30wt.%, 35wt.%, 40wt.%, 45wt.%, 50wt.%, 55wt.%, 60wt.%, 65wt.%, 70wt.%, 75wt.%, 80wt.%, etc. of sulfur; and also includes: 20wt.%, 25wt.%, 30wt.%, 35wt.%, 40wt.%, 45wt.%, 50wt.%, 55wt.%, 60wt.%, 65wt.%, 70wt.%, 75wt.%, 80wt.%, etc. of the norbornadiene derivative.
[0051] Exemplarily, the reverse vulcanized polymer of a norbornadiene derivative comprises: 50-70 wt. % sulfur and 30-50 wt. % norbornadiene derivative.
[0052] It should be understood that if the amount of sulfur added to the reverse vulcanized polymer is too much, the excess sulfur will promote the cross-linking reaction between the polymer molecular chains, forming too many cross-linking points. Although these cross-linking points enhance the interaction between the polymer molecular chains, they also limit the mobility of the molecular chains, making the polymer macroscopically exhibit too soft characteristics, making it difficult to form. On the contrary, if the amount of sulfur added is too little, a small amount of sulfur cannot fully promote the cross-linking reaction between the polymer molecular chains, resulting in insufficient cross-linking density and weak interaction between the molecular chains. When subjected to external forces, the molecular chains are prone to breakage, causing the polymer to lose its original strength and toughness, showing the characteristics of brittle fracture.
[0053] The third aspect of the present application provides a method for preparing a reverse vulcanized polymer of a norbornadiene derivative, referring to Figure 1 , including the following steps:
[0054] Step S10, heating sulfur to a melting and ring-opening temperature;
[0055] In one feasible embodiment, sulfur is heated to a melting and opening temperature of 155 to 165°C (e.g., 155°C, 156°C, 157°C, 158°C, 159°C, 160°C, 161°C, 162°C, 163°C, 164°C, 165°C, etc.) to turn the sulfur into a yellow liquid, and heating is continued for 5 to 10 minutes (e.g., 5 minutes, 6 minutes, 7 minutes, 8 minutes, 9 minutes, 10 minutes, etc.) to turn the sulfur into an orange liquid.
[0056] Step S20, adding a norbornadiene derivative and mixing and reacting to obtain a norbornadiene derivative reverse vulcanized polymer.
[0057] In one feasible embodiment, when sulfur is heated to form an orange liquid, a norbornadiene derivative is added and stirred evenly, and the reaction is carried out for 5 to 20 minutes (for example, 5 minutes, 6 minutes, 7 minutes, 8 minutes, 9 minutes, 10 minutes, 11 minutes, 12 minutes, 13 minutes, 14 minutes, 15 minutes, 16 minutes, 17 minutes, 18 minutes, 19 minutes, 20 minutes, etc.) to copolymerize the sulfur element with the organic crosslinking agent to obtain a reverse vulcanized polymer of the norbornadiene derivative, wherein the norbornadiene derivative has a structure shown in formula (1).
[0058]
[0059] In one feasible embodiment, the post-curing temperature of the reverse vulcanized polymer of the norbornadiene derivative is 150-180°C; for example, 150°C, 155°C, 160°C, 165°C, 170°C, 175°C, 180°C, etc. The post-curing time is 2-24h; for example, 2h, 4h, 6h, 8h, 10h, 12h, 14h, 16h, 18h, 20h, 22h, 24h, etc. Through the post-curing treatment, the cross-linking reaction inside the polymer is further carried out, the cross-linking density is increased, and the strength, hardness and heat resistance of the polymer are improved.
[0060] A fourth aspect of the present application provides a method for preparing an optical device, comprising the following steps:
[0061] Step A10, providing a reverse vulcanized polymer of a norbornadiene derivative.
[0062] In a feasible embodiment, a reverse vulcanized polymer of a norbornadiene derivative is provided, comprising sulfur and a norbornadiene derivative, wherein the norbornadiene derivative has a structure shown in formula (1).
[0063]
[0064] Step A20, placing the reverse vulcanized polymer of the norbornadiene derivative in a preset mold, and subjecting it to a heat pressing process to obtain an optical device.
[0065] In a feasible embodiment, a reverse vulcanized polymer of a norbornane derivative is placed in a preset mold, subjected to heat pressing treatment, and naturally cooled to obtain an optical device, wherein the temperature of the heat pressing treatment is 150-180°C (for example, 150°C, 155°C, 160°C, 165°C, 170°C, 175°C, 180°C, etc.), and the treatment time is 1-30 min (for example, 1 min, 2 min, 4 min, 6 min, 8 min, 10 min, 12 min, 14 min, 16 min, 18 min, 20 min, 25 min, 30 min, etc.).
[0066] Exemplarily, the optical device may be a window plate, a Fresnel lens, etc.
[0067] Exemplarily, the window piece is manufactured by heat pressing, wherein the thickness of the window piece is 0.2 to 2 mm and the diameter is 50 to 350 mm.
[0068] In order to enable the details and operations of the above embodiments of the present application to be clearly understood by those skilled in the art, and to significantly demonstrate the improved performance of the embodiments of the present application, the above technical solutions are illustrated by means of multiple embodiments below.
[0069] Example 1
[0070] (1) Add 7 g of precipitated sulfur into a test tube and heat it in an oil bath to 160°C to turn it into a bright yellow molten liquid. Continue heating for 5 min to turn it into an orange molten liquid.
[0071] (2) adding 3 g of a norbornadiene derivative powder having a structure represented by formula (1) into a test tube, stirring and mixing evenly, and continuing to heat for 10 min until solidified to obtain a norbornadiene derivative reverse vulcanized polymer (DMMD30);
[0072] (3) DMMD30 was post-cured at 180°C for 30 minutes, cooled to room temperature, placed in a 1 mm window plate mold, hot-pressed at 160°C for 10 minutes, and cooled to room temperature to obtain window plate A.
[0073] Example 2
[0074] (1) Add 6 g of precipitated sulfur into a test tube and heat it in an oil bath to 160°C to turn it into a bright yellow molten liquid. Continue heating for 5 min to turn it into an orange molten liquid.
[0075] (2) adding 4 g of a norbornadiene derivative powder having a structure represented by formula (1) into a test tube, stirring and mixing evenly, and continuing to heat for 10 min until solidified to obtain a norbornadiene derivative reverse vulcanized polymer (DMMD40);
[0076] (3) DMMD40 was post-cured at 180°C for 30 minutes, cooled to room temperature, placed in a 1 mm window plate mold, hot-pressed at 160°C for 10 minutes, and cooled to room temperature to obtain window plate B.
[0077] Example 3
[0078] (1) Add 5 g of precipitated sulfur into a test tube and heat it in an oil bath to 160°C to turn it into a bright yellow molten liquid. Continue heating for 5 min to turn it into an orange molten liquid.
[0079] (2) adding 5 g of a norbornadiene derivative powder having a structure represented by formula (1) into a test tube, stirring and mixing evenly, and continuing to heat for 10 min until solidified to obtain a norbornadiene derivative reverse vulcanized polymer (DMMD50);
[0080] (3) DMMD50 was post-cured at 180°C for 30 minutes, cooled to room temperature, placed in a 1 mm window plate mold, hot-pressed at 160°C for 10 minutes, and cooled to room temperature to obtain window plate C.
[0081] Comparative Example 1
[0082] The experimental steps and process parameters are the same as those of Example 1, except that the added monomer (DIB) has the structure shown in formula (2).
[0083]
[0084] Comparative Example 2
[0085] The experimental steps and process parameters are the same as those of Example 1, except that the added monomer (DVB) has the structure shown in formula (3).
[0086]
[0087] The glass transition temperatures (T g ), the result is as follows Figure 2 As shown. Figure 2 It can be seen that the T of Example 1 g is 95.1°C, and the T g is 107.9°C, and the T g In addition, the glass transition temperature (T g ), the result is as follows Figure 3 As shown. Figure 3 It can be seen that the T of Example 1 g is 98.3°C, and the T g is 114.5°C, and the T g is 119.8℃. Therefore, both test methods show that as the content of norbornadiene derivatives in the polymer increases, the T g Gradually increasing trend.
[0088] Furthermore, the glass transition temperatures (T g ), wherein T of Comparative Example 1 g The T of Comparative Example 2 is 6.3°C.g It is 72.3°C. It can be seen that the polymer prepared in the embodiment of the present application shows the highest T g This may be because the DMMD added in the embodiment of the present application has a rigid core, which improves the rigidity of the polymer chain; at the same time, DMMD has a non-planar spatial structure, which causes the molecular chain to adopt a more twisted arrangement, further increasing the glass transition temperature of the polymer.
[0089] The transmittance of the windows prepared in Examples 1 to 3 in the mid-wave infrared region was tested. The results are as follows: Figure 4 As shown. Figure 4 It can be seen that the transmittance in the mid-wave infrared region of Example 1 is 52.67%, the transmittance in the mid-wave infrared region of Example 2 is 48.03%, and the transmittance in the mid-wave infrared region of Example 3 is 42.99%. The transmittance in the long-wave infrared region of the window sheets prepared in Examples 1 to 3 was tested, and the results are as follows: Figure 5 As shown. Figure 5 It can be seen that the transmittance in the long-wave infrared region of Example 1 is 5.29%, the transmittance in the long-wave infrared region of Example 2 is 2.92%, and the transmittance in the long-wave infrared region of Example 3 is 1.52%.
[0090] The transmittance in the mid-wave infrared region and the long-wave infrared region of the window sheets prepared in Example 1 and Comparative Examples 1 and 2 were tested. The results are as follows: Figure 6 As shown. Figure 6 It can be seen that the window piece prepared in the embodiment of the present application has good infrared transmittance in both the mid-wave infrared region and the long-wave infrared region. In summary, the polymer prepared in the embodiment of the present application and the optical device made of the polymer can well balance the infrared optical performance and thermal performance.
[0091] The above are only preferred embodiments of the present application, and do not limit the scope of the present application. For those skilled in the art, the present application may have various changes and modifications. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present application shall be included in the scope of patent protection of the present application.
Claims
1. A norbornadiene derivative, characterized in that: The norbornadiene derivative has a structure shown in formula (1).
2. A reverse vulcanized polymer of a norbornadiene derivative, characterized in that: The reverse vulcanized polymer of the norbornadiene derivative comprises sulfur and a norbornadiene derivative, wherein the norbornadiene derivative is the norbornadiene derivative as claimed in claim 1.
3. The reverse vulcanized polymer of a norbornadiene derivative according to claim 2, characterized in that: The reverse vulcanized polymer of the norbornadiene derivative comprises: 20 to 80 wt.% of sulfur and 20 to 80 wt.% of the norbornadiene derivative.
4. A method for preparing a reverse vulcanized polymer of a norbornadiene derivative, characterized in that: For preparing the reverse vulcanized polymer of norbornadiene derivative as claimed in claim 2 or 3, the method comprises the following steps: The sulfur is heated to a melting and ring-opening temperature; A norbornadiene derivative is added and mixed for reaction to obtain a norbornadiene derivative reverse vulcanized polymer, wherein the norbornadiene derivative is the norbornadiene derivative as claimed in claim 1.
5. The method according to claim 4, characterized in that The melting ring opening temperature is 155-165°C.
6. The method according to claim 4, characterized in that The reaction time of the mixing reaction is 5 to 20 minutes.
7. An optical device, characterized in that: The optical device comprises the reverse vulcanized polymer of a norbornadiene derivative as claimed in claim 2 or 3, or the reverse vulcanized polymer of a norbornadiene derivative prepared by the method according to any one of claims 4 to 6.
8. A method for preparing an optical device, characterized in that: For preparing the optical device according to claim 7, the method comprises the following steps: Provided is a reverse vulcanized polymer of a norbornadiene derivative, wherein the reverse vulcanized polymer of a norbornadiene derivative is the reverse vulcanized polymer of a norbornadiene derivative as claimed in claim 2 or 3, or a reverse vulcanized polymer of a norbornadiene derivative prepared by the method according to any one of claims 4 to 6; The reverse vulcanized polymer of the norbornadiene derivative is placed in a preset mold and subjected to heat pressing to obtain an optical device.
9. The method according to claim 8, characterized in that The hot pressing temperature of the hot pressing treatment is 150-180°C.
10. The method according to claim 8, characterized in that The hot pressing time of the hot pressing treatment is 1 to 30 minutes.
Citation Information
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