Norbornadiene derivative, reverse vulcanized polymer and preparation method thereof, optical device and preparation method thereof
By preparing nonbornidine derivatives and sulfur reverse sulfur polymers, the problem of difficult balance of transmittance and thermal properties in infrared transparent polymers is solved, and polymers with high infrared transparency and high glass transition temperature are achieved, which are suitable for optical applications in high temperature environments.
Patent Information
- Application Number
- CN202411234911.0
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2024-09-04
- Publication Date
- 2025-08-26
- Estimated Expiration
- 2044-09-04
AI Technical Summary
The absorption characteristics of organic groups in infrared transparent polymers lead to a decrease in infrared band transmittance, affecting optical performance. At the same time, increasing sulfur content improves infrared optical performance but reducing thermal performance is difficult to balance.
Reverse sulfurized polymers are prepared by norbornadiene derivatives and sulfur. Through the highly symmetrical structure and rigid ring structure of the norbornadiene derivatives, the dipole moment is reduced and highly reactive sulfur elements are introduced to form a crosslinking network to improve infrared transparency and glass transition temperature.
The balance between high infrared transparency and high glass transition temperature is achieved, the polymer absorbs less in the infrared spectrum, transmittance is improved, and good mechanical properties and shape stability are maintained at high temperatures.
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Figure CN119192198B_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 class of optical polymers with excellent transmittance in the infrared band. They exhibit important applications in infrared optics, thermal imaging, infrared sensing, and other fields. However, the organic groups (e.g., CH, CO) in the organic structure of these materials often exhibit significant absorption characteristics in the fingerprint region of the infrared spectrum, resulting in a decrease in the material's transmittance in the infrared band, which in turn affects its optical performance.
[0003] The above content is only used to assist in understanding the technical solution of this application and does not constitute an admission that the above content is prior art. Summary of the Invention
[0004] The main purpose of this application is to provide a norbornadiene 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 having a structure shown in formula (1).
[0006]
[0007] In addition, to achieve the above-mentioned purpose, the 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 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 invention 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. The method comprises the following steps:
[0010] Heating sulfur to its 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 mixing reaction lasts for 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 present application also provides a method for preparing an optical device, which is used to prepare the optical device as described above. The method includes 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 described above, or a reverse-vulcanized polymer of a norbornadiene derivative prepared by the method described above;
[0017] The reverse vulcanized polymer of the norbornadiene derivative is placed in a preset mold and subjected to a heat pressing process to produce 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: providing a reverse-sulfurized polymer of a norbornadiene derivative, comprising: a norbornadiene derivative and sulfur, wherein the norbornadiene derivative has a highly symmetrical molecular structure, which makes the charge distribution within the molecule tend 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, making many vibrational modes appear inactive in the infrared spectrum, that is, not producing obvious absorption peaks. Therefore, the infrared spectrum is relatively simple, with fewer and clear spectral lines, making the prepared reverse sulfur polymer have high infrared transparency. The addition of sulfur further increases the content of sulfur with low infrared activity in the polymer, and the highly reactive double bond on the rigid ring is 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, norbornadiene 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 enables the reverse sulfur polymer to maintain good mechanical properties and shape stability at high temperatures, meeting the 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 the 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 differential scanning calorimeter test results of Examples 1 to 3 of the present application;
[0023] Figure 3 Schematic diagram of the test results of the dynamic 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 transmittance in the long-wave infrared region of Examples 1 to 3 of the present application;
[0026] Figure 6 Schematic diagram of the test results of 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 objectives, 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] To make the purpose, technical solutions and advantages of the examples of the present application clearer, the technical solutions in the examples of the present application will be described clearly and completely below. Where specific conditions are not specified in the examples, conventional conditions or conditions recommended by the manufacturer are used. Where the manufacturer of the reagents or instruments is not specified, they are all conventional products that can be purchased commercially.
[0029] Below, embodiments of the method for recovering lithium from used lithium iron phosphate batteries of the present application are described in detail, with appropriate reference to the accompanying drawings. However, unnecessary detailed descriptions may be omitted. For example, detailed descriptions of well-known matters and repeated descriptions of substantially identical structures may be omitted. This is to avoid unnecessary length in the following description and to facilitate understanding by those skilled in the art. Furthermore, the accompanying drawings and the following description are provided to enable those skilled in the art to fully understand the present application and are not intended to limit the subject matter recited in the claims.
[0030] The "ranges" disclosed herein are defined in terms of lower and upper limits, where a given range is defined by selecting a lower limit and an upper limit, and the selected lower and upper limits define the boundaries of the particular range. Ranges defined in this manner can be inclusive or exclusive of the end values and can be combined arbitrarily, i.e., any lower limit can be combined with any upper limit to form a range. For example, if ranges of 60 to 120 and 80 to 110 are listed for a particular parameter, it is understood that ranges of 60 to 110 and 80 to 120 are also contemplated. Furthermore, if minimum range values of 1 and 2 are listed, and if maximum range values of 3, 4, and 5 are listed, the following ranges are all contemplated: 1 to 3, 1 to 4, 1 to 5, 2 to 3, 2 to 4, and 2 to 5. In this application, unless otherwise indicated, the numerical range "a to b" is a shorthand representation of any combination of real numbers between a and b, where a and b are both real numbers. For example, a numerical range of "0-5" indicates that all real numbers between "0-5" are listed herein, and "0-5" is simply an abbreviation for these numerical combinations. Furthermore, when a parameter is expressed as an integer ≥ 2, this 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] Unless otherwise specified, all steps of the present application may be performed sequentially or randomly, preferably sequentially. For example, the method includes steps (a) and (b), indicating 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), indicating 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] Unless otherwise specified, the terms "include" and "comprising" used in this application may be open-ended or closed-ended. For example, "include" and "comprising" may mean that other components not listed may also be included or that only the listed components are included.
[0035] Unless otherwise specified, the term "or" is used in this application to be inclusive. For example, the phrase "A or B" means "A, B, or both A and B." More specifically, the condition "A or B" is satisfied if any of the following conditions are met: 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] To make the above-mentioned objects, features and advantages of the present application more clearly understood, the technical solutions of the present application are further described below with reference to the accompanying drawings and embodiments. However, the present application is not limited to the embodiments listed, but also includes any other known modifications within the scope of the rights claimed in the present application.
[0037] The term "one embodiment" or "embodiment" herein refers to a specific feature, structure, or characteristic that may be included in at least one implementation of the present application. The phrase "in one embodiment" appearing in various places throughout 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] Conventional techniques often involve significant absorption of organic groups (e.g., CH, CO) within the organic structure of infrared-transparent polymers within the fingerprint region of the infrared spectrum, resulting in a decrease in the material's transmittance in the infrared band, which in turn affects its optical performance. Furthermore, while increasing the sulfur content in the polymer improves its infrared optical performance, this also reduces the material's thermal properties (e.g., glass transition temperature), making it difficult to balance the two.
[0040] The present application provides a solution, specifically, a reverse vulcanized polymer of a norbornadiene derivative, comprising: a norbornadiene derivative and sulfur, wherein the norbornadiene derivative has a highly symmetrical molecular structure, which makes the charge distribution within the molecule tend 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. The addition of sulfur further increases the content of sulfur with low infrared activity in the polymer, 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, norbornadiene 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 enables the reverse sulfur polymer to maintain good mechanical properties and shape stability at high temperatures, meeting the 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 (i.e., DMMD) has a highly symmetrical molecular structure, which makes the charge distribution within the molecule tend 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, 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 segments, making it difficult for the segments to reach a state sufficient for large-scale movement at lower temperatures. Therefore, higher temperatures are 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] The second aspect of the 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 reverse vulcanized polymer) comprises: sulfur and a norbornadiene derivative, wherein the norbornadiene derivative has the structure shown in formula (1).
[0045]
[0046] In the present embodiment, the norbornadiene derivatives included in the reverse vulcanized polymer have a higher 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 lower 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 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. By adding sulfur through reverse vulcanization, the sulfur content in the polymer is further improved, the absorption of polymer molecules in the infrared spectrum region is reduced, and the infrared transparency of the material is improved. 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 The temperature range is: 98.3-119.8°C. Generally speaking, increasing the sulfur content in a polymer improves its infrared optical properties, but the corresponding thermal properties (e.g., glass transition temperature) decrease, making it difficult to balance the two. However, the reverse vulcanized polymer prepared in the examples of this application has a cross-linked network of sulfur-containing heterocycles that is more rigid than the SS chains, thus achieving a better balance between the material's infrared optical and thermal properties.
[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.% of sulfur and 20 to 80 wt.% of norbornadiene derivative.
[0050] Exemplarily, the reverse vulcanized polymer of a norbornadiene derivative includes: 20 wt.%, 25 wt.%, 30 wt.%, 35 wt.%, 40 wt.%, 45 wt.%, 50 wt.%, 55 wt.%, 60 wt.%, 65 wt.%, 70 wt.%, 75 wt.%, 80 wt.%, etc. of sulfur; and also includes: 20 wt.%, 25 wt.%, 30 wt.%, 35 wt.%, 40 wt.%, 45 wt.%, 50 wt.%, 55 wt.%, 60 wt.%, 65 wt.%, 70 wt.%, 75 wt.%, 80 wt.%, etc. of a norbornadiene derivative.
[0051] Illustratively, the norbornadiene derivative reverse vulcanized polymer 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, causing the polymer to exhibit overly soft properties on a macro scale, 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 weaker interaction between the molecular chains. When subjected to external forces, the molecular chains are prone to fracture, causing the polymer to lose its original strength and toughness, exhibiting the characteristics of brittle fracture.
[0053] The third aspect of the present invention 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 ring-opening temperature of 155-165°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 5-10 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 reverse vulcanized polymer of the norbornadiene derivative.
[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 the structure shown in formula (1).
[0058]
[0059] In one embodiment, the post-curing temperature of the reverse-vulcanized norbornadiene derivative polymer 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 2-24 hours, for example, 2 hours, 4 hours, 6 hours, 8 hours, 10 hours, 12 hours, 14 hours, 16 hours, 18 hours, 20 hours, 22 hours, 24 hours, etc. Post-curing further promotes cross-linking reactions within the polymer, increases cross-linking density, and improves the strength, hardness, and heat resistance of the polymer.
[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 one 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 norbornadiene derivative polymer in a preset mold and subjecting it to a hot pressing process to produce an optical device.
[0065] In a feasible embodiment, a reverse vulcanized polymer of a norbornadiene derivative is placed in a preset mold, subjected to hot pressing treatment, and naturally cooled to produce an optical device, wherein the temperature of the hot 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] Illustratively, the optical device may be a window, a Fresnel lens, or the like.
[0067] Exemplarily, the window piece is manufactured by hot 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 make the details and operations of the above embodiments of the present application 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 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 minutes to turn it into an orange molten liquid.
[0071] (2) adding 3 g of a norbornadiene derivative powder having the structure shown in formula (1) to a test tube, stirring and mixing uniformly, 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 mold, hot-pressed at 160°C for 10 minutes, and cooled to room temperature to obtain window 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 minutes to turn it into an orange molten liquid.
[0075] (2) adding 4 g of a norbornadiene derivative powder having the structure shown in formula (1) to a test tube, stirring and mixing uniformly, 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 mold, hot-pressed at 160°C for 10 minutes, and cooled to room temperature to obtain window 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 minutes to turn it into an orange molten liquid.
[0079] (2) adding 5 g of a norbornadiene derivative powder having the structure shown in formula (1) to a test tube, stirring and mixing uniformly, 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, and placed in a 1 mm window mold. It was hot-pressed at 160°C for 10 minutes and cooled to room temperature to obtain window C.
[0081] Comparative Example 1
[0082] The experimental steps and process parameters are the same as those in 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 in 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 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℃.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 examples of the present application has a rigid core, which increases the rigidity of the polymer chain; at the same time, the DMMD has a non-planar spatial structure, which causes the molecular chains 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, and the results were 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 windows 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 windows 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 produced 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 produced in the embodiment of the present application and the optical device produced using the polymer can well balance infrared optical performance and thermal performance.
[0091] The above are only preferred embodiments of the present application and are not intended to limit the scope of the present invention. Those skilled in the art will readily appreciate that various modifications and variations are possible. Any modifications, equivalent substitutions, or improvements made within the spirit and principles of the present application shall be included within the scope of the present invention.
Claims
1. A reverse vulcanized polymer of a norbornadiene derivative, characterized in that: The reverse vulcanized polymer of the norbornadiene derivative is prepared by the following steps: Heating 50-70 wt.% sulfur to a melting ring opening temperature, wherein the melting ring opening temperature is 155-165°C; 30-50 wt.% of a norbornadiene derivative is added and mixed and reacted for 5-20 minutes to obtain a reverse vulcanized polymer of a norbornadiene derivative, wherein the norbornadiene derivative has a structure shown in formula (1): 。 2. An optical device, characterized in that: The optical device comprises the reverse vulcanized polymer of a norbornadiene derivative according to claim 1 .
3. A method for preparing an optical device, characterized in that: For preparing the optical device according to claim 2, 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 according to claim 1; The reverse vulcanized polymer of the norbornadiene derivative is placed in a preset mold and subjected to a heat pressing process to produce an optical device.
4. The method according to claim 3, wherein The hot pressing temperature of the hot pressing treatment is 150-180°C.
5. The method according to claim 3, wherein The hot pressing time of the hot pressing treatment is 1 to 30 minutes.
Citation Information
Patent Citations
Norbornadiene sulfur-containing compound, preparation method and norbornadiene optical material
CN117003765A