A trans-cinnamic acid-terminated polyarylate, its preparation method and application
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2024-09-09
- Publication Date
- 2026-08-14
AI Technical Summary
[0004]作为光学树脂,CN 201580023583.2公开了聚碳酸酯树脂组合物,热塑性材料具有较低的收缩率,可以有效实现注塑成型,但是其强度较低,热固性材料具有较好的稳定性,但是收缩率较大,通过本专利制备一种反式肉桂酸封端高折射率光学聚芳酯,该材料可以通过热引发/光引发进一步交联形成热固性材料,兼具热塑性材料的低收缩率与热固性高性能薄膜具有良好的光学、力学性能
[0064]本申请的反式肉桂酸封端高折射率光学聚芳酯薄膜的制备方法,通过含反式肉桂酸封端的方式,在制备热塑聚合物的同时,通过端基交联反应,进一步制备低收缩率、高折射率光学聚酯,该材料在589nm处折射率(nd)可达1.62-1.66,并具有高的可见光透过率≥88%,拉伸强度大于120MPa。
Smart Images

Figure CN119119435B_ABST
Abstract
Description
Technical Field
[0001] This application relates to a trans-cinnamic acid-terminated polyarylate, its preparation method, and its application, belonging to the field of polymer materials. Background Technology
[0002] With the rapid development of modern science and technology such as electronic science and the Internet, the application scope of optical lenses has expanded from the initial products such as film cameras, microscopes, telescopes, and simple medical instruments to many optical imaging fields closely related to human life, such as digital cameras, laptops, mobile phones, security monitoring cameras, vehicle visual systems, smart homes, and aerial drones. The application areas are becoming increasingly extensive.
[0003] Resin lenses are highly favored due to their low manufacturing difficulty, high mass production capability, low cost, and lightweight characteristics, and are currently a hot topic in lens design. The main functions of high-refractive-index optical resins are as follows: 1. Increased refractive index facilitates aberration correction and effectively improves lens performance. 2. High refractive index reduces the height of the optical system, achieving a low total length (TTL) and effectively enabling lens miniaturization and weight reduction.
[0004] As an optical resin, CN 201580023583.2 discloses a polycarbonate resin composition. Thermoplastic materials have low shrinkage rates, which can be effectively injection molded, but their strength is low. Thermosetting materials have good stability, but their shrinkage rates are large. This patent prepares a trans-cinnamic acid-terminated high-refractive-index optical polyarylate. This material can be further cross-linked through thermal initiation / photoinitiation to form a thermosetting material, combining the low shrinkage rate of thermoplastic materials with the high-performance film properties of thermosetting materials, exhibiting excellent optical and mechanical properties. The refractive index is 1.62-1.66, the light transmittance is ≥88%, and the tensile strength is greater than 120 MPa. Summary of the Invention
[0005] This application discloses a method for preparing and applying a trans-cinnamic acid-terminated high-refractive-index optical polyarylate. By using trans-cinnamic acid to end-cap, a low-shrinkage, high-refractive-index optical polyester is prepared simultaneously with the thermoplastic polymer and further prepared through an end-group crosslinking reaction.
[0006] According to a first aspect of this application, a trans-cinnamic acid-terminated polyarylate is provided, the polyarylate having the structure of Formula I:
[0007]
[0008] In Formula I,
[0009] The R is selected from at least one of phenolphthalein, bisphenol fluorene ether, methyl bisphenol fluorene, thymolphthalein, bisphenol fluorene, isoindolineone, and phenolphthalein.
[0010] The value of n is 1 to 1000.
[0011] According to a second aspect of this application, a method for preparing trans-cinnamic acid-terminated polyarylates is provided.
[0012] At least the following steps are included:
[0013] Step I: Disperse the bisphenol monomer and catalyst in an organic solvent to form mixture I;
[0014] Step II: Dissolve the acyl chloride monomer in an organic solvent to form mixture II;
[0015] Step III: Add mixture II obtained in step II to the mixture in step I, and react I to obtain the terminal hydroxyl polymer;
[0016] Step IV: Add reverse cinnamic acid acyl chloride to the polymer obtained in step III, and react II to obtain trans-cinnamic acid-terminated polyarylate.
[0017] Optionally, the diphenol monomer is selected from at least one of phenolphthalein, bisphenol fluorene ether, methyl bisphenol fluorene, thymolphthalein, bisphenol fluorene, isoindolineone, and phenolphthalein.
[0018] The catalyst is selected from at least one of triethylamine, N-methylimidazolium, potassium hydroxide, sodium hydroxide, potassium carbonate, sodium carbonate, sodium bicarbonate, and potassium bicarbonate.
[0019] The acyl chloride monomer is selected from at least one of terephthaloyl chloride, phthaloyl chloride, and biphenyl chloride;
[0020] The organic solvent is selected from at least one of dichloromethane, chloroform, N,N-dimethylformamide, toluene, diphenyl ether, dimethylacetamide, and xylene.
[0021] Optionally, in step III,
[0022] The conditions for reaction I are as follows:
[0023] The temperature of reaction I is 10–220°C;
[0024] The reaction time for reaction I is 4 to XX hours;
[0025] Specifically, when the temperature of reaction I is 200–220°C, reaction I is carried out under a nitrogen atmosphere.
[0026] Optionally, the molar concentration of the bisphenol monomer in the mixture I is 0.075–0.15 mol / L;
[0027] The volume concentration of the catalyst in the mixture I is 0.008–4.15 g / L;
[0028] The molar concentration of the acyl chloride monomer in the mixture II is 0.075–0.14 mol / L;
[0029] The molar ratio of the acyl chloride monomer to the diphenol monomer is 1.02:1 to 0.97:1;
[0030] Optionally, in step IV,
[0031] The molar ratio of trans-cinnamic acid to acyl chloride monomer is 1:1000 to 1:100;
[0032] Optionally, the conditions for reaction II are as follows:
[0033] The reaction time for reaction II is 0.5–48 h;
[0034] The temperature of reaction II is 10–220°C;
[0035] In the case of reaction II, when the temperature is 200-220°C, reaction I is carried out under a nitrogen atmosphere, and an absorbent is also added to the mixture.
[0036] Optionally, the agent is selected from at least one of sodium hydroxide, calcium hydroxide, sodium bicarbonate, potassium bicarbonate, potassium carbonate, and sodium carbonate;
[0037] The concentration of the absorbent is 0.1–2 mol / L;
[0038] Optionally, the absorbent and acyl chloride monomer are in a ratio of 1:1 to 1:1000.
[0039] According to a third aspect of this application, a method for preparing a trans-cinnamic acid-terminated polyarylate film is provided, comprising at least the following steps:
[0040] Step I: Dissolve the trans-cinnamic acid-terminated polyarylate in an organic solvent containing acyl chloride monomer, diphenol monomer, and catalyst, and add a free radical initiator to obtain solution A;
[0041] Step II: Apply solution A obtained in Step I onto the substrate and react to obtain a trans-cinnamic acid-terminated polyarylate film.
[0042] Optionally, in step I, the solid content of the organic solvent is 3-20%;
[0043] The free radical initiator is selected from at least one of azobisisobutyronitrile, azobisisoheptanenitrile, diisopropyl peroxide dicarbonate, dicyclohexyl peroxide dicarbonate, benzoyl peroxide, and lauroyl peroxide.
[0044] Optionally, the molar ratio of the free radical initiator, acyl chloride monomer, and diphenol monomer is 0.001:0.99-1.02:0.99-1.02.
[0045] Optionally, in step II, the substrate is selected from at least one of glass, quartz, indium tin oxide, and silicon wafer;
[0046] Optionally, the reaction conditions are as follows:
[0047] The reaction temperature is 230–240°C;
[0048] The reaction time is 0.5 to 48 hours.
[0049] Optionally, the trans-cinnamic acid-terminated polyarylate film has a refractive index of 1.62 to 1.66 at 589 nm;
[0050] Visible light transmittance: 88-89%;
[0051] The tensile strength is 125–134 MPa.
[0052] The specific structure of the trans-cinnamic acid-terminated high-refractive-index optical polyarylate described in this application is as follows:
[0053]
[0054] The structure of R can be phenolphthalein, bisphenol fluorene ether (BPEF), methyl bisphenol fluorene, thymolphthalein, bisphenol fluorene, isoindolineone, or phenolphthalein containing a cardo ring aromatic bisphenol.
[0055] The preparation process is as follows:
[0056] 1. The polymerization method can be low-temperature solution, high-temperature solution, or interfacial polymerization. Bisphenol is in excess, and trans-cinnamic acid acyl chloride is added for end-capping in the later stage of the polymerization reaction.
[0057] 2. The bisphenol monomer in the polymer structure can be one or more of the R-substituted monomers.
[0058] 3. The catalyst selected during the polymerization process can be one or more of the following: triethylamine, N-methylimidazole, potassium hydroxide, sodium hydroxide, potassium carbonate, sodium carbonate, sodium bicarbonate, and potassium bicarbonate.
[0059] 4. The polymer with terminal hydroxyl groups was further reacted with acyl chloride cinnamic acid to prepare a polymer with terminal cinnamic acid groups.
[0060] 5. A free radical initiator is added to form a cross-linked structure through free radical polymerization. The catalyst for the cross-linking reaction can be azobisisobutyronitrile, azobisisoheptanenitrile, diisopropyl peroxide dicarbonate, dicyclohexyl peroxide dicarbonate, benzoyl peroxide, or lauroyl peroxide. High-performance, high-refractive-index optical thin films are prepared using solution casting.
[0061] In the preparation method 6, the molar ratio of acyl chloride monomer to diphenol monomer is 1.02:1, and the molar ratio of cinnamic acid to acyl chloride monomer is 1:100.
[0062] 7. Reaction conditions for the preparation method, such as temperature, pressure, solid content, etc.
[0063] The beneficial effects that this application can produce include:
[0064] The method for preparing trans-cinnamic acid-terminated high-refractive-index optical polyarylate films disclosed in this application involves preparing a thermoplastic polymer via trans-cinnamic acid end-capping, and simultaneously preparing a low-shrinkage, high-refractive-index optical polyester through an end-group crosslinking reaction. This material exhibits a refractive index (n) at 589 nm. d It can reach 1.62-1.66 and has a high visible light transmittance of ≥88% and a tensile strength of greater than 120MPa. Attached Figure Description
[0065] Figure 1 The 1H NMR spectrum of the trans-cinnamic acid-terminated polyarylate prepared in Example 1 of this application;
[0066] Figure 2 The 1H NMR spectrum of the trans-cinnamic acid-terminated polyarylate prepared in Example 2 of this application;
[0067] Figure 3 This is a gel permeation chromatogram of the trans-cinnamic acid-terminated polyarylate obtained in Example 4 of this application;
[0068] Figure 4 This is a gel permeation chromatogram of the trans-cinnamic acid-terminated polyarylate prepared in Example 6 of this application. Detailed Implementation
[0069] The present application is described in detail below with reference to the embodiments, but the present application is not limited to these embodiments.
[0070] Unless otherwise specified, the raw materials and catalysts used in the embodiments and comparative examples of this application were all purchased commercially.
[0071] The analytical methods used in the embodiments and comparative examples of this application are as follows:
[0072] The molecular structure of the trans-cinnamic acid-terminated polyarylate was analyzed using a JNM-ECZL400S 400MHZ 1H NMR spectrometer.
[0073] The molecular weight of the trans-cinnamic acid-terminated polyarylate was determined using a Waters 2414 gel chromatography instrument.
[0074] The visible light transmittance of the thin film was tested using a Shimadzu UV-2600 UV-Vis spectrophotometer.
[0075] The tensile strength of the film was tested using a universal mechanical testing machine.
[0076] The refractive index of the thin film at 589 nm was measured using an ATAGO DR-M2 Abbe refractometer.
[0077] This patent describes the preparation of polyarylate-based polymers via polycondensation reactions using methods such as interfacial polymerization, low-temperature polymerization, and high-temperature polymerization. During this process, excess bisphenol forms end groups, and cinnamic acid acyl chloride is further added to form cinnamic acid end groups. A catalyst is then added, and a cross-linked structure is prepared via free radical polymerization to form the final product.
[0078] Example 1
[0079] Polyesters were prepared by low-temperature solution polymerization using phenolphthalein and terephthaloyl chloride as raw materials. The preparation process is as follows: Phenolphthalein (3.34 g, 10.5 mmol) and triethylamine (3 mL) were added to 70 mL of dichloromethane in a three-necked flask equipped with a mechanical stirrer, and stirred at 10 °C for about 40 min. 60 mL of a dichloromethane solution containing terephthaloyl chloride (2.03 g, 10 mmol) was slowly added dropwise to the above mixture, gradually increasing the viscosity. The addition was completed in about 30 min. The reaction was continued at 10 °C for 4 h. After 4 h, trans-cinnamicoyl chloride (0.17 g, 1 mmol) was added, and the reaction was continued for another 5 h. The reaction product was precipitated in methanol, and after precipitation, it was dried under vacuum at 60 °C for 12 h. The 1H NMR spectrum of the product is shown below. Figure 1 The characteristic peak at chemical shift 8.1 ppm is on the benzene ring of terephthaloyl chloride, and the characteristic peak at chemical shift 7.7 ppm is on the benzene ring of phenolphthalein lactone ring, indicating the successful preparation of the polyester. 1 g of the product was dissolved in 5 mL of DMF solution, and 0.03 g of azobisisobutyronitrile (AIBN) was added. After removing bubbles, the solution was coated onto a glass substrate and heated under vacuum at 230 °C for 24 hours. The substrate was then peeled off to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589 nm of the film are shown in Table 1.
[0080] Example 2
[0081] Polyester precursors were prepared by low-temperature solution polymerization using bisphenol fluorene and terephthaloyl chloride as raw materials. The preparation process is as follows: Bisphenol fluorene (3.68 g, 10.5 mmol) and triethylamine (3 mL) were added to 60 mL of dichloromethane in a three-necked flask equipped with a mechanical stirrer. The mixture was stirred at 10 °C for approximately 40 min. 50 mL of a dichloromethane solution containing terephthaloyl chloride (2.03 g, 10 mmol) was slowly added dropwise to the above mixture, gradually increasing the viscosity. The addition was completed in approximately 30 min. The reaction was continued at 10 °C for 4 h. After 4 h, trans-cinnamicoyl chloride (0.17 g, 1 mmol) was added, and the reaction was continued for another 5 h. The reaction product was precipitated in methanol, dried under vacuum at 80 °C for 12 h, and the 1H NMR spectrum of the product is shown below. Figure 2 The characteristic peak at chemical shift 8.0 ppm is on the benzene ring of terephthaloyl chloride, and the characteristic peaks at chemical shifts 6.7 ppm and 7.1 ppm are on the benzene ring of bisphenol fluorene, indicating the successful preparation of the polyester. 8 g of the product was dissolved in 40 mL of toluene solution, and 0.03 g of azobisisobutyl cyanide was added. After removing bubbles, the solution was coated onto a quartz substrate and heated under vacuum at 200 °C for 24 hours. The solution was then peeled off from the quartz substrate to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589 nm of the thin film are shown in Table 1.
[0082] Example 3
[0083] Polyesters were prepared by low-temperature solution polymerization using isoindolineone and terephthaloyl chloride as raw materials. The preparation process is as follows: Isoindolineone (4.13 g, 10.5 mmol) and triethylamine (3 mL) were added to 70 mL of chloroform in a three-necked flask equipped with a mechanical stirrer, and stirred at 10 °C for about 40 min. 60 mL of a chloroform solution containing terephthaloyl chloride (2.03 g, 10 mmol) was slowly added dropwise to the above mixture, and the viscosity gradually increased. The addition was completed in about 30 min. The reaction was continued at 10 °C for 4 h. After 4 h, trans-cinnamicoyl chloride (0.085 g, 0.5 mmol) was added, and the reaction was continued for another 5 h. The reaction product was precipitated in methanol, and the precipitate was dried under vacuum at 60 °C for 12 h. 3g of the product was dissolved in 15mL of DMF solution, and benzoyl peroxide (0.03g) was added. After removing the bubbles, the solution was spread on a glass substrate and heated under vacuum at 230℃ for 24 hours. The solution was then peeled off from the glass substrate to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589nm of the thin film are shown in Table 1.
[0084] Example 4
[0085] Polyesters were prepared by high-temperature solution polymerization using bisphenol fluorene ether and terephthaloyl chloride as raw materials and diphenyl ether as solvent. The preparation process is as follows: 70 mL of a diphenyl ether solution containing terephthaloyl chloride (2.03 g, 10 mmol) was slowly added dropwise to a diphenyl ether solution containing bisphenol fluorene ether (3.46 g, 10.5 mmol). A slow nitrogen flow was maintained throughout the reaction as a protective gas. The mixture was stirred at 200 °C for 4 h and refluxed. 2000 mL of sodium hydroxide solution (1 mol / L) was used as an absorbent. After 4 h, trans-cinnamicoyl chloride (0.085 g, 0.5 mmol) was added, and the reaction continued for another 5 h. The reaction product was precipitated in methanol, dried under vacuum at 60 °C for 12 h, and the gel permeation chromatography of the product was shown in the figure. Figure 3 Number average molecular weight 3.5 × 10 4 The g / mol concentration indicates successful preparation of polyester. 0.05 g of the product was dissolved in 5 mL of LMF solution, and benzoyl peroxide (0.03 g) was added. After removing bubbles, the solution was spread onto a glass substrate and heated under vacuum at 230 °C for 24 hours. The substrate was then peeled off to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589 nm of the film are shown in Table 1.
[0086] Example 5
[0087] Polyesters were prepared by high-temperature solution polymerization using isoindolineone and terephthaloyl chloride as raw materials and diphenyl ether as solvent. The preparation process is as follows: 70 mL of a diphenyl ether solution containing terephthaloyl chloride (2.03 g, 10 mmol) was slowly added dropwise to a diphenyl ether solution containing isoindolineone (4.13 g, 10.5 mmol). Throughout the reaction, a slow nitrogen flow was maintained as a protective gas. The mixture was stirred at 220 °C for 4 h and then refluxed. 2000 mL of sodium hydroxide solution (2 mol / L) was used as an absorbent. After 4 h, trans-cinnamicoyl chloride (0.085 g, 0.5 mmol) was added, and the reaction was continued for another 5 h. The reaction product was precipitated in methanol and then dried under vacuum at 60 °C for 12 h. 10g of the product was dissolved in 50ml of LDM solution, and benzoyl peroxide (0.03g) was added. After removing the bubbles, the solution was coated onto a glass substrate and heated under vacuum at 240℃ for 24 hours. The solution was then peeled off from the glass substrate to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589nm of the thin film are shown in Table 1.
[0088] Example 6
[0089] Polyester precursors were prepared by low-temperature solution polymerization using methylbisphenol fluorene and terephthaloyl chloride as raw materials. The preparation process is as follows: Methylbisphenol fluorene (3.73 g, 10.5 mmol) and N-methylimidazole (0.5 g) were added to 60 mL of dichloromethane in a three-necked flask equipped with a mechanical stirrer, and stirred at 10 °C for about 40 min. 50 mL of a dichloromethane solution containing terephthaloyl chloride (2.03 g, 10 mmol) was slowly added dropwise to the above mixture, gradually increasing the viscosity. The addition was completed in about 30 min. The reaction was continued at 10 °C for 4 h. After 4 h, trans-cinnamicoyl chloride (0.34 g, 2 mmol) was added, and the reaction was continued for another 5 h. The reaction product was precipitated in methanol, dried under vacuum at 80 °C for 12 h, and the gel permeation chromatography of the product showed the following results. Figure 4 Number average molecular weight 3.8 × 10 4 The g / mol concentration indicates successful preparation of polyester. 6 g of the product was dissolved in 30 mL of toluene solution, and benzoyl peroxide (0.03 g) was added. After removing bubbles, the solution was coated onto a quartz substrate and heated under vacuum at 200 °C for 24 hours. The coating was then peeled off from the quartz substrate to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589 nm of the film are shown in Table 1.
[0090] Comparative Example 1
[0091] Polyester was prepared by low-temperature solution polymerization using phenolphthalein and terephthaloyl chloride as raw materials. The preparation process is as follows: Phenolphthalein (3.34 g, 10.5 mmol) and triethylamine (3 mL) were added to 70 mL of dichloromethane in a three-necked flask equipped with a mechanical stirrer, and stirred at 10 °C for about 40 min. 60 mL of a dichloromethane solution containing terephthaloyl chloride (1.99 g, 10 mmol) was slowly added dropwise to the above mixture, gradually increasing the viscosity. The addition was completed in about 30 min, and the reaction was continued at 10 °C for 5 h. The reaction product was precipitated in methanol, and then dried under vacuum at 60 °C for 12 h. The product was dissolved in a 20% solids content DMAc solution, and after removing bubbles, the solution was coated onto a glass substrate. The substrate was then heated under vacuum at 230 °C for 24 hours, and then peeled off from the glass substrate to prepare a high-strength, high-refractive-index thin film. The visible light transmittance, tensile strength, and refractive index at 589 nm of the thin film are shown in Table 1.
[0092] Table 1
[0093]
[0094] The above description is merely a few embodiments of this application and is not intended to limit this application in any way. Although this application discloses preferred embodiments as described above, it is not intended to limit this application. Any changes or modifications made by those skilled in the art without departing from the scope of the technical solution of this application using the disclosed technical content are equivalent to equivalent implementation cases and fall within the scope of the technical solution.
Claims
1. A trans-cinnamic acid-terminated polyarylate, characterized in that, The polyarylate has the structure of Formula I: Formula I; In Formula I, R is derived from at least one of phenolphthalein, bisphenol fluorene ether, methyl bisphenol fluorene, thymolphthalein, bisphenol fluorene, isoindolineone, and phenolphthalein. The value of n is 1 to 1000.
2. The method for preparing the trans-cinnamic acid-terminated polyarylate according to claim 1, characterized in that, The method includes at least the following steps: Step I: Disperse the bisphenol monomer and catalyst in an organic solvent to form mixture I; Step II: Dissolve terephthaloyl chloride in an organic solvent to form mixture II; Step III: Add mixture II obtained in step II dropwise into the mixture in step I, and react at 10~220℃ for 0.5~48h to obtain the terminal hydroxyl polymer; Step IV: Add trans-cinnamic acid acyl chloride to the polymer obtained in Step III and react at 10~220℃ for 0.5~48h to obtain trans-cinnamic acid-terminated polyarylate.
3. The method for preparing trans-cinnamic acid-terminated polyarylates according to claim 2, characterized in that, The diphenol monomer is selected from at least one of phenolphthalein, bisphenol fluorene ether, methyl bisphenol fluorene, thymolphthalein, bisphenol fluorene, isoindolineone, and phenolphthalein. The catalyst is selected from at least one of triethylamine, aziridine, potassium hydroxide, sodium hydroxide, potassium carbonate, sodium carbonate, sodium bicarbonate, and potassium bicarbonate. The organic solvent is selected from at least one of dichloromethane, chloroform, N,N-dimethylformamide, toluene, diphenyl ether, dimethylacetamide, and xylene.
4. The method for preparing trans-cinnamic acid-terminated polyarylates according to claim 2, characterized in that, In step III, The reaction is carried out under a nitrogen atmosphere at a reaction temperature of 200~220℃.
5. The method for preparing trans-cinnamic acid-terminated polyarylates according to claim 2, characterized in that, The molar concentration of the bisphenol monomer in mixture I is 0.075~0.15 mol / L; The volume concentration of the catalyst in mixture I is 0.008~4.15 g / L; The molar concentration of terephthaloyl chloride in mixture II is 0.075~0.14 mol / L; The molar ratio of terephthaloyl chloride to bisphenol monomer is 1.02:1 to 0.97:
1.
6. The method for preparing trans-cinnamic acid-terminated polyarylates according to claim 2, characterized in that, In step IV, The molar ratio of trans-cinnamicyl chloride to terephthaloyl chloride is 1:10000 to 1:100; When the reaction temperature is 200~220℃, the reaction is carried out under a nitrogen atmosphere, and an absorbent is also added to the mixture.
7. The method for preparing trans-cinnamic acid-terminated polyarylates according to claim 6, characterized in that, In step IV, The absorbent is selected from at least one of sodium hydroxide, calcium hydroxide, sodium bicarbonate, potassium bicarbonate, potassium carbonate, and sodium carbonate. The concentration of the absorbent is 0.1~2 mol / L.
8. The method for preparing trans-cinnamic acid-terminated polyarylates according to claim 6 or 7, characterized in that, The molar ratio of the absorbent to terephthaloyl chloride is 1:1 to 1:1000.
9. A method for preparing a trans-cinnamic acid-terminated polyarylate film, characterized in that, At least the following steps are included: Step I: Dissolve the trans-cinnamic acid-terminated polyarylate in an organic solvent containing terephthaloyl chloride, bisphenol monomer, and catalyst, and add a free radical initiator to obtain solution A; Step II: Apply solution A obtained in Step I onto the substrate and react to obtain a trans-cinnamic acid-terminated polyarylate film. The trans-cinnamic acid-terminated polyarylate is prepared by the preparation method described in any one of claims 2 to 8.
10. The preparation method according to claim 9, characterized in that, In step I, the solid content of the organic solvent is 3-20%; The free radical initiator is selected from at least one of azobisisobutyronitrile, azobisisoheptanenitrile, diisopropyl peroxide dicarbonate, dicyclohexyl peroxide dicarbonate, benzoyl peroxide, and lauroyl peroxide.
11. The preparation method according to claim 9, characterized in that, The molar ratio of the free radical initiator, terephthaloyl chloride, and bisphenol monomer is 0.001:0.99~1.02:0.99~1.
02.
12. The preparation method according to claim 9, characterized in that, In step II, the substrate is selected from at least one of glass, quartz, indium tin oxide, and silicon wafer.
13. The preparation method according to claim 9, characterized in that, The reaction conditions are as follows: The reaction temperature is 230~240℃; The reaction time is 0.5 to 48 hours.
14. The preparation method according to claim 9, characterized in that, The trans-cinnamic acid-terminated polyarylate film has a refractive index of 1.62~1.66 at 589 nm; Visible light transmittance: 88-89%; The tensile strength is 125~134 MPa.
Citation Information
Patent Citations
Polycarbonate resin composition, and optical material and optical lens each manufactured using same
CN106459572A
Preparation of polyarylates
EP0005858A1
Phenolphthalein polyarylate polymers and alloy compositions thereof
EP0279091A1