Application of benzoate compound in synthesis process of copper phthalocyanine

Abstract

The invention provides an application of a benzoate compound in a synthesis process of copper phthalocyanine, which comprises the following steps: S1, adding 3g of benzoate compound, 310g of 100% phthalic anhydride, 231g of urea and 1500ml of solvent alkylbenzene into a 3000ml three-neck bottle provided with a stirring device, a thermometer and a condenser, uniformly heating to 170 DEG C within 4 hours while stirring, and keeping the temperature for 2 hours; s2, 231 g of urea is added, the temperature is evenly increased to 190 DEG C within one hour, and heat preservation is conducted for 2 hours; s3, adding 61 g of 100% cuprous chloride and 4 g of 100% ammonium molybdate, uniformly heating to 210 DEG C within 5 hours, carrying out heat preservation and stirring reaction for 6 hours, and cooling to 100 DEG C; according to the application of the benzoate compound in the synthesis process of the copper phthalocyanine, a proper amount of the benzoate compound is added in the synthesis process of the copper phthalocyanine, so that the product yield is increased, the consumption of raw materials is reduced, and the emission of three wastes is reduced, and therefore, the production cost is reduced, and the pollution to the environment is reduced.

Description

Technical Field

[0001] This invention relates to the field of copper phthalocyanine production, and more particularly to the application of benzoate compounds in the synthesis of copper phthalocyanine. Background Technology

[0002] Phthalocyanine blue, also known as CuPc or Pigment Blue 15, has the chemical formula C32H16CuN8, CAS number 147-14-8, and a molecular weight of 576.07. It is a blue organic pigment. It appears as bright greenish-blue rod-shaped crystals or powder, is flammable, and exists in two crystal forms, with the medium form being more stable. It has a melting point of 600℃, is insoluble in water, alcohols, and hydrocarbon solvents, but soluble in concentrated sulfuric acid to form an olive-colored solution. Upon dilution, a blue suspension precipitates.

[0003] The synthesis of copper phthalocyanine currently consumes a large amount of raw materials and generates a significant amount of waste, which increases production costs and pollutes the environment.

[0004] Therefore, it is necessary to provide solutions to the above-mentioned technical problems by applying benzoate compounds in the synthesis of copper phthalocyanine. Summary of the Invention

[0005] This invention provides the application of benzoic acid ester compounds in the synthesis of copper phthalocyanine, which solves the problems of high raw material consumption and large emissions of waste in the current copper phthalocyanine synthesis process.

[0006] To solve the above-mentioned technical problems, the present invention provides the application of benzoate compounds in the synthesis of copper phthalocyanine, comprising the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of benzoic acid ester compound, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it at that temperature for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 295 grams of copper phthalocyanine were obtained, with a purity of 90% and a yield of 88%.

[0007] Preferably, the benzoic acid ester compound in step 1 is methyl benzoate, ethyl benzoate, n-propyl benzoate, isopropyl benzoate, n-butyl benzoate, isobutyl benzoate, or tert-butyl benzoate.

[0008] Preferably, an adjusting rod is fixedly installed on the top of the stirring device, and an adjusting device is fixedly installed on the surface of the adjusting rod.

[0009] Preferably, the stirring device includes a controller, a stirring motor, a stirring rod, and two stirring blades. The stirring motor is fixedly installed on the top of the adjusting device, one end of the stirring rod is fixedly installed on the output end of the stirring motor, and the two stirring blades are respectively rotatably connected to both sides of one end of the stirring rod.

[0010] Preferably, the surface of the stirring rod is provided with a folding device, which includes a fixing member, a sliding sleeve, two connecting rods, two moving grooves, and two moving blocks. The fixing member is disposed on the surface of the stirring rod, the sliding sleeve is disposed at one end of the fixing member, one end of each of the two connecting rods is rotatably connected to both sides of one end of the sliding sleeve, the two moving grooves are respectively opened inside the two stirring blades, and the two moving blocks are respectively slidably connected to the inside of the two moving grooves.

[0011] Preferably, the fixing element is a threaded sleeve, which is threadedly connected to the surface of the stirring rod.

[0012] Preferably, the two ends of the connecting rod are rotatably connected to the surfaces of the sliding sleeve and the moving block, respectively.

[0013] Preferably, the surface of the three-necked bottle is provided with a heating device, the top of the heating device is provided with a fixing clip, and a protective pad is fixedly installed on the surface of the fixing clip.

[0014] Preferably, the heating device is provided with a limiting device inside, which is used to limit the distance between the fixing clamp and the heating device.

[0015] Preferably, the limiting device includes a limiting groove, a limiting block, and a limiting pin. The limiting groove is formed inside the heating device, the limiting block is slidably connected to the inside of the limiting groove, and the limiting pin is threadedly connected to the inside of the limiting block.

[0016] Compared with related technologies, the application of benzoate compounds provided by this invention in the synthesis of copper phthalocyanine has the following beneficial effects: This invention provides the application of benzoic acid ester compounds in the synthesis of copper phthalocyanine. By adding an appropriate amount of benzoic acid ester compounds during the synthesis of copper phthalocyanine, the product yield can be improved, raw material consumption can be reduced, and the emission of waste can be reduced, thereby reducing production costs and environmental pollution. Attached Figure Description

[0017] Figure 1A schematic diagram of the structure of a first embodiment of the application of benzoate compounds provided by the present invention in the synthesis of copper phthalocyanine; Figure 2 A schematic diagram of the structure of the ninth embodiment of the application of the benzoate compounds provided by the present invention in the synthesis of copper phthalocyanine; Figure 3 for Figure 2 The enlarged schematic diagram of part A shown below; Figure 4 A schematic diagram of the structure of the tenth embodiment of the application of benzoate compounds provided by the present invention in the synthesis of copper phthalocyanine; Figure 5 for Figure 4 The enlarged schematic diagram of section B is shown below; Figure 6 This is a structural diagram of benzoic acid ester compounds.

[0018] The following are the labels in the diagram: 1. Stirring device, 11. Controller, 12. Stirring motor, 13. Stirring rod, 14. Stirring blade, 2. Adjusting rod, 3. Adjusting device, 4. Sealing sleeve, 5. Three-necked bottle, 6. Folding device, 61. Fixing component, 62. Sliding sleeve, 63. Connecting rod, 64. Moving groove, 65. Moving block, 7. Heating device, 8. Fixing clamp, 9. Protective pad, 10. Limiting device, 101. Limiting groove, 102. Limiting block, 103. Limiting pin. Detailed Implementation

[0019] The present invention will be further described below with reference to the accompanying drawings and embodiments.

[0020] First Embodiment Please refer to the following: Figure 1 ,in, Figure 1 This is a schematic diagram of the structure of a first embodiment of the application of benzoate compounds in the synthesis of copper phthalocyanine provided by the present invention. The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask 5 equipped with a stirring device 1, a thermometer, and a condenser, add 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it warm for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 295 grams of copper phthalocyanine were obtained, with a purity of 90% and a yield of 88%.

[0021] Second Embodiment The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of methyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it warm for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 305 grams of copper phthalocyanine were obtained, with a purity of 92% and a yield of 93%.

[0022] Third Embodiment The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of ethyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it at that temperature for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 300 grams of copper phthalocyanine were obtained with a purity of 92% and a yield of 91.5%.

[0023] Fourth embodiment The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of n-propyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it at that temperature for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 304 grams of copper phthalocyanine were obtained, with a purity of 92% and a yield of 92.7%.

[0024] Fifth Embodiment The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of isopropyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat to 170°C uniformly over 4 hours, then keep warm for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing with water and drying, 305 grams of copper phthalocyanine were obtained, with a content of 91.5% and a yield of 92.5%.

[0025] Sixth Embodiment The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of n-butyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it at that temperature for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 305 grams of copper phthalocyanine were obtained, with a purity of 92% and a yield of 93%.

[0026] Seventh Embodiment The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of isobutyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat to 170°C uniformly over 4 hours, then keep warm for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 305 grams of copper phthalocyanine were obtained, with a purity of 92% and a yield of 93%.

[0027] Eighth embodiment S1: The application of benzoate compounds in the synthesis of copper phthalocyanine includes the following steps: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, 3 g of tert-butyl benzoate, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of alkylbenzene solvent were stirred and heated to 170°C over 4 hours, and then kept at that temperature for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 305 grams of copper phthalocyanine were obtained, with a purity of 92% and a yield of 93%.

[0028] Compared with related technologies, the application of benzoate compounds provided by this invention in the synthesis of copper phthalocyanine has the following beneficial effects: This invention provides the application of benzoic acid ester compounds in the synthesis of copper phthalocyanine. By adding an appropriate amount of benzoic acid ester compounds during the synthesis of copper phthalocyanine, the product yield can be improved, raw material consumption can be reduced, and the emission of waste can be reduced, thereby reducing production costs and environmental pollution.

[0029] Ninth Embodiment Please refer to the following: Figure 2 and Figure 3 Based on the application of benzoate compounds in the synthesis of copper phthalocyanine provided in the first embodiment of this application, the ninth embodiment of this application proposes another application of benzoate compounds in the synthesis of copper phthalocyanine. The ninth embodiment is merely a preferred embodiment of the first embodiment, and its implementation will not affect the separate implementation of the first embodiment.

[0030] Specifically, the application of benzoate compounds in the synthesis of copper phthalocyanine provided in the ninth embodiment of this application differs in that it also includes an adjusting rod 2, which is fixedly installed on the top of the stirring device 1, and an adjusting device 3 is fixedly installed on the surface of the adjusting rod 2.

[0031] The adjusting device 3 includes an adjusting frame and a bolt. The adjusting frame is slidably connected to the surface of the adjusting rod 2, and the bolt is threadedly connected to the inside of the adjusting frame. After the adjusting frame is moved to a suitable height, the bolt is rotated to install the bolt into the inside of the adjusting frame. After one end contacts the surface of the adjusting rod 2, the adjusting frame is limited, thereby adjusting the height of the stirring motor 12.

[0032] The stirring device 1 includes a controller 11, a stirring motor 12, a stirring rod 13, and two stirring blades 14. The stirring motor 12 is fixedly installed on the top of the adjusting device 3. One end of the stirring rod 13 is fixedly installed on the output end of the stirring motor 12. The two stirring blades 14 are respectively rotatably connected to both sides of one end of the stirring rod 13.

[0033] The controller 11 is connected to the stirring motor 12 and is used to control the stirring time, speed and other parameters of the stirring motor 12.

[0034] The surface of the stirring rod 13 is provided with a folding device 6. The folding device 6 includes a fixing member 61, a sliding sleeve 62, two connecting rods 63, two moving grooves 64, and two moving blocks 65. The fixing member 61 is disposed on the surface of the stirring rod 13. The sliding sleeve 62 is disposed at one end of the fixing member 61. One end of each of the two connecting rods 63 is rotatably connected to one side of one end of the sliding sleeve 62. The two moving grooves 64 are respectively opened inside the two stirring blades 14. The two moving blocks 65 are slidably connected to the inside of the two moving grooves 64.

[0035] The fixing member 61 is a threaded sleeve, which is threadedly connected to the surface of the stirring rod 13.

[0036] The surface of the stirring rod 13 is provided with a thread that is compatible with the threaded sleeve. One end of the threaded sleeve is rotatably connected to one end of the sliding sleeve 62, so that the sliding sleeve 62 can be moved by rotating the threaded sleeve.

[0037] The two ends of the connecting rod 63 are rotatably connected to the surfaces of the sliding sleeve 62 and the moving block 65, respectively.

[0038] The working principle of the benzoate compounds provided by this invention in the synthesis of copper phthalocyanine is as follows: In use, when it is necessary to stir the liquid inside the three-necked flask 5, the stirring blade 14 is inserted into the three-necked flask 5, and the fixing member 61 is rotated to move the fixing member 61 downward on the surface of the stirring rod 13, thereby pushing the sliding sleeve 62 downward. At the same time, the two connecting rods 63 push the two stirring blades 14 to move and rotate to one side, and the two moving blocks 65 move inside the two moving slots 64 respectively. When the two stirring blades 14 are rotated to parallel, the stirring motor 12 is started by the controller 11 to drive the stirring rod 13 connected to the two stirring blades 14 to rotate to one side, so as to stir the liquid inside the three-necked flask 5.

[0039] After the stirring is finished, the fixed part 61 is rotated in the opposite direction to drive the sliding sleeve 62 to move upward and reset, thereby causing the two connecting rods 63 to drive the two stirring blades 14 to rotate and reset.

[0040] Compared with related technologies, the application of benzoate compounds provided by this invention in the synthesis of copper phthalocyanine has the following beneficial effects: This invention provides the application of benzoic acid ester compounds in the synthesis of copper phthalocyanine. By using a folding device 6 to fold or unfold the two stirring blades 14, the stirring blades are made longer, which can better stir the liquid in the three-necked flask 5 and increase the stirring effect.

[0041] Tenth Embodiment Please refer to the following: Figure 4 and Figure 5 Based on the application of benzoate compounds in the synthesis of copper phthalocyanine provided in the first embodiment of this application, the tenth embodiment of this application proposes another application of benzoate compounds in the synthesis of copper phthalocyanine. The tenth embodiment is merely a preferred embodiment of the first embodiment, and its implementation will not affect the individual implementation of the first embodiment.

[0042] Specifically, the application of benzoate compounds in the synthesis of copper phthalocyanine provided in the ninth embodiment of this application differs in that it also includes a heating device 7, which is disposed on the surface of the three-necked flask 5. A fixing clip 8 is provided on the top of the heating device 7, and a protective pad 9 is fixedly installed on the surface of the fixing clip 8.

[0043] The heating device 7 is a heating base conventionally used in the prior art for heating the three-necked flask 5.

[0044] The heating device 7 is provided with a limiting device 10 inside, which is used to limit the distance between the fixing clamp 8 and the heating device 7.

[0045] The limiting device 10 includes a limiting groove 101, a limiting block 102, and a limiting pin 103. The limiting groove 101 is formed inside the heating device 7. The limiting block 102 is slidably connected to the inside of the limiting groove 101. The limiting pin 103 is threadedly connected to the inside of the limiting block 102.

[0046] The top of the limiting block 102 is fixedly connected to the bottom of the fixing clamp 8.

[0047] The limiting pin 103 is a bolt. Both the heating device 7 and the limiting block 102 have threaded holes that are compatible with the bolt, which are used to limit the fixing clamp 8 after the bolt is installed into the threaded hole.

[0048] The working principle of the benzoate compounds provided by this invention in the synthesis of copper phthalocyanine is as follows: In use, after inserting the limiting block 102 at the bottom of the fixing clip 8 into the limiting groove 101, the limiting pin 103 is installed into the limiting block 102 to limit the fixing clip 8. Thus, the fixing clip 8, together with the protective pad 9, limits the distance between the heating device 7 and the three-necked bottle 5.

[0049] When disassembling the fixing clip 8, the limiting pin 103 is removed, and the fixing clip 8 is moved upward to separate the limiting block 102 from the limiting groove 101.

[0050] Compared with related technologies, the application of benzoate compounds provided by this invention in the synthesis of copper phthalocyanine has the following beneficial effects: This invention provides the application of benzoic acid ester compounds in the synthesis of copper phthalocyanine. By using a fixing clamp 8 in conjunction with a protective pad 9 and a limiting device 10, the three-necked flask 5 and the heating device 7 are limited, thereby increasing the stability of the three-necked flask 5 when the liquid inside the three-necked flask 5 is stirred.

[0051] The above description is merely an embodiment of the present invention and does not limit the patent scope of the present invention. Any equivalent structural or procedural transformations made based on the content of the present invention specification and drawings, or direct or indirect applications in other related technical fields, are similarly included within the patent protection scope of the present invention.

Claims

1. The application of benzoate compounds in the synthesis of copper phthalocyanine, characterized in that, Includes the following steps: S1: In a 3000 ml three-necked flask equipped with a stirrer, thermometer, and condenser, add 3 g of benzoic acid ester compound, 310 g of 100% phthalic anhydride, 231 g of urea, and 1500 ml of solvent alkylbenzene. Stir and heat the mixture evenly to 170°C over 4 hours, then keep it at that temperature for 2 hours. S2: Add 231 grams of urea, heat evenly to 190℃ over an hour and keep warm for 2 hours; S3: Add 61g of 100% cuprous chloride and 4g of 100% ammonium molybdate, heat to 210℃ uniformly over 5 hours, keep warm and stir for 6 hours, and then cool down to 100℃. S4: Add 50 grams of 30% sodium hydroxide solution, and steam distill to recover the solvent alkylbenzene. After about 5 hours, no solvent flows out, and the distillation is complete. S5: After filtration, washing, and drying, 295 grams of copper phthalocyanine were obtained, with a purity of 90% and a yield of 88%.

2. The application of the benzoate compound according to claim 1 in the synthesis of copper phthalocyanine, characterized in that, The benzoic acid ester compounds in step 1 are methyl benzoate, ethyl benzoate, n-propyl benzoate, isopropyl benzoate, n-butyl benzoate, isobutyl benzoate, and tert-butyl benzoate.

3. The application of the benzoate compound according to claim 1 in the synthesis of copper phthalocyanine, characterized in that, An adjusting rod is fixedly installed on the top of the stirring device, and an adjusting device is fixedly installed on the surface of the adjusting rod.

4. The application of the benzoate compound according to claim 3 in the synthesis of copper phthalocyanine, characterized in that, The stirring device includes a controller, a stirring motor, a stirring rod, and two stirring blades. The stirring motor is fixedly installed on the top of the adjusting device, one end of the stirring rod is fixedly installed on the output end of the stirring motor, and the two stirring blades are respectively rotatably connected to both sides of one end of the stirring rod.

5. The application of the benzoate compound according to claim 4 in the synthesis of copper phthalocyanine, characterized in that, The surface of the stirring rod is provided with a folding device, which includes a fixing member, a sliding sleeve, two connecting rods, two moving grooves, and two moving blocks. The fixing member is disposed on the surface of the stirring rod, the sliding sleeve is disposed at one end of the fixing member, one end of each of the two connecting rods is rotatably connected to both sides of one end of the sliding sleeve, the two moving grooves are respectively opened inside the two stirring blades, and the two moving blocks are respectively slidably connected to the inside of the two moving grooves.

6. The application of the benzoate compound according to claim 5 in the synthesis of copper phthalocyanine, characterized in that, The fixing component is a threaded sleeve, which is threadedly connected to the surface of the stirring rod.

7. The application of the benzoate compound according to claim 5 in the synthesis of copper phthalocyanine, characterized in that, The two ends of the connecting rod are rotatably connected to the surfaces of the sliding sleeve and the moving block, respectively.

8. The application of the benzoate compound according to claim 1 in the synthesis of copper phthalocyanine, characterized in that, The surface of the three-necked bottle is provided with a heating device, the top of the heating device is provided with a fixing clip, and a protective pad is fixedly installed on the surface of the fixing clip.

9. The application of the benzoate compound according to claim 8 in the synthesis of copper phthalocyanine, characterized in that, The heating device is equipped with a limiting device inside, which is used to limit the distance between the fixing clamp and the heating device.

10. The application of the benzoate compound according to claim 9 in the synthesis of copper phthalocyanine, characterized in that, The limiting device includes a limiting groove, a limiting block, and a limiting pin. The limiting groove is formed inside the heating device, the limiting block is slidably connected to the inside of the limiting groove, and the limiting pin is threadedly connected to the inside of the limiting block.

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