CN110698433A - Method and equipment for purifying photoinitiator - Google Patents
Method and equipment for purifying photoinitiator Download PDFInfo
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- CN110698433A CN110698433A CN201911170234.XA CN201911170234A CN110698433A CN 110698433 A CN110698433 A CN 110698433A CN 201911170234 A CN201911170234 A CN 201911170234A CN 110698433 A CN110698433 A CN 110698433A
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- photoinitiator
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- tank
- crystallization
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- 238000000034 method Methods 0.000 title claims abstract description 13
- 238000002425 crystallisation Methods 0.000 claims abstract description 35
- 230000008025 crystallization Effects 0.000 claims abstract description 35
- 239000002904 solvent Substances 0.000 claims abstract description 26
- 238000003756 stirring Methods 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 15
- 238000001816 cooling Methods 0.000 claims abstract description 13
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000001035 drying Methods 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 238000000967 suction filtration Methods 0.000 claims abstract description 8
- 230000004580 weight loss Effects 0.000 claims abstract description 8
- PUBNJSZGANKUGX-UHFFFAOYSA-N 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical group C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=C(C)C=C1 PUBNJSZGANKUGX-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000047 product Substances 0.000 claims description 20
- 238000004821 distillation Methods 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 239000002699 waste material Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 238000010992 reflux Methods 0.000 claims description 7
- 238000004090 dissolution Methods 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- 239000003208 petroleum Substances 0.000 claims description 5
- 238000000746 purification Methods 0.000 claims description 5
- 239000012267 brine Substances 0.000 claims description 4
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 claims description 4
- 239000000706 filtrate Substances 0.000 claims description 3
- 238000007789 sealing Methods 0.000 claims description 3
- 238000007599 discharging Methods 0.000 claims description 2
- 238000004321 preservation Methods 0.000 claims description 2
- 239000003999 initiator Substances 0.000 claims 1
- 238000004064 recycling Methods 0.000 abstract description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000001387 anti-histamine Effects 0.000 description 1
- 239000000739 antihistaminic agent Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- -1 molding Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/135—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D2009/0086—Processes or apparatus therefor
Abstract
The invention discloses a method and equipment for purifying a photoinitiator, which comprises the following steps: step one, adding a photoinitiator finished product with the drying weight loss of less than 0.3 percent and the content of 7 min peak of less than 0.2 percent into cyclohexane in an amount which is 3 to 5 times of the weight of the photoinitiator finished product, adding the mixture into a crystallization kettle, heating the mixture to 80 ℃ to dissolve the mixture to obtain a dissolved solution, and stirring and preserving the heat for 1.5 to 3 hours; step two, adding the dissolved solution into a crystallization kettle, naturally cooling for 1 hour, then cooling to below 10 ℃, crystallizing, and performing suction filtration to obtain a purified photoinitiator; the photoinitiator is 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinylphenyl) -1-butanone. The invention adopts different solvents for crystallization, thereby improving the crystallization purity of the photoinitiator, reaching or even exceeding the product requirements, and fully recycling the solvents.
Description
Technical Field
The invention relates to the field of chemical industry, in particular to a method and equipment for purifying a photoinitiator.
Background
Photoinitiators have a wide range of uses, as photoinitiators in photopolymerisable materials, unsaturated resin mouldings and recording materials; the compound is used as a stabilizer in plastics and paint, and can improve the light resistance and heat resistance; in medicine, it is used for preparing antibiotic and antihistaminic medicine. Can be used for preparing coatings, dyes, molding, adhesives, composite fiber materials and the like. But the reaction is slow in the existing photoinitiator synthesis process, the obtained product is impure, specifically, the purity of the product is up to 98% after the petroleum ether is adopted for purification, the purity cannot be improved even if the petroleum ether is repeatedly used for dissolving and crystallizing, but the product is qualified only if the purity of the product is up to more than 98.5%. In addition, the byproducts generated in the reaction are not fully recycled, so that the environmental pollution is easily caused, and the resources are wasted.
Disclosure of Invention
The invention aims to overcome the defects of the prior art, and the invention improves the crystallization purity of the photoinitiator by adopting different solvents for crystallization, reaches or even exceeds the product requirement, and fully recycles the solvent.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
a method for purifying a photoinitiator, comprising the steps of:
step one, adding a photoinitiator finished product with the drying weight loss of less than 0.3 percent and the content of 7 min peak of less than 0.2 percent into cyclohexane in an amount which is 3 to 5 times of the weight of the photoinitiator finished product, adding the mixture into a crystallization kettle, heating the mixture to 80 ℃ to dissolve the mixture to obtain a dissolved solution, and stirring and preserving the heat for 1.5 to 3 hours;
step two, adding the dissolved solution into a crystallization kettle, naturally cooling for 1 hour, then cooling to below 10 ℃ for 3-5 hours, crystallizing, and performing suction filtration to obtain a purified photoinitiator; the photoinitiator is 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinylphenyl) -1-butanone.
The further improvement is that in the first step, stirring and heat preservation are carried out for 2 hours; and adding cyclohexane in an amount which is 4 times the weight of the finished product of the photoinitiator in the second step.
In a further improvement, the finished photoinitiator in the first step is obtained by the following steps: and (3) using petroleum ether to dissolve the prepared photoinitiator (the dissolution temperature is raised to 80 ℃ for dissolution, stirring and preserving the heat for 1.5-3 hours, adding the mixture into a crystallization kettle, cooling to below 10 ℃ for crystallization, carrying out suction filtration, and repeating the steps until a finished photoinitiator product with the drying weight loss of less than 0.3% and the content of less than 0.2% in 7 minutes is obtained.
Further improvement, the method also comprises the following steps:
and adding the filtered filtrate into a distillation kettle, then heating, distilling and recovering cyclohexane to a receiving tank, and sealing a kettle residue barrel in the distillation kettle.
The device for purifying the photoinitiator comprises a crystallization tank, a temperature control pipe and a temperature control device, wherein the crystallization tank comprises an inner shell and an outer shell, and the temperature control pipe is wound in front of the inner shell and the outer shell; the upper end of the temperature control pipe is communicated with a main backflow pipe, and the lower end of the temperature control pipe is communicated with a main water inlet pipe; the return main pipe and the water inlet main pipe are respectively communicated with the low-temperature brine tank to form a loop; the water inlet main pipe is provided with a refrigerator and a first valve, and the return main pipe is provided with a return pump; a feed inlet is formed at the top of the crystallization tank, the bottom of the crystallization tank is communicated with a suction filter through a discharge outlet, the filter is communicated with a distillation tank, and the distillation tank is communicated with the top of the solvent tank through a communicating pipe; the bottom of the solvent tank is communicated with a feed inlet of the crystallizing tank through a solvent pipe; a heat exchanger is arranged between the solvent pipe and the communicating pipe, and a heater and a feeding pump are arranged on the solvent pipe.
The improved pumping filter comprises a hopper, the bottom of the hopper is communicated with a material pipe, a filter screen is fixed at the top of the material pipe, and the middle of the material pipe is communicated with a vacuum pump.
In a further improvement, a raised groove part is convexly arranged in the middle of the material pipe, an inclined plane is formed at the bottom of the raised groove part, and the raised groove part is communicated with the vacuum pump.
The further improvement is that a stirring shaft is installed in the crystallizing tank, the stirring shaft is connected with a rotating device and stirring blades, and the rotating device is a motor.
Further improvement, the retort bottom surface is the inclined plane, and installs electric heater, and retort ground lowest department intercommunication has the waste pipe, installs the waste valve on the waste pipe.
Drawings
FIG. 1 is a schematic structural diagram of the present invention.
Detailed Description
Example 1
A method for purifying a photoinitiator, comprising the steps of:
step one, adding a photoinitiator finished product with the drying weight loss of less than 0.3 percent and the content of 7 min peak of less than 0.2 percent into cyclohexane in an amount which is 3 to 5 times of the weight of the photoinitiator finished product, adding the mixture into a crystallization kettle, heating the mixture to 80 ℃ to dissolve the mixture to obtain a dissolved solution, and stirring and preserving the heat for 1.5 to 3 hours;
step two, adding the dissolved solution into a crystallization kettle, naturally cooling for 1 hour, then cooling to below 10 ℃ for 3-5 hours, crystallizing, and performing suction filtration to obtain a purified photoinitiator; the photoinitiator is 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinylphenyl) -1-butanone.
Stirring, stirring and preserving heat for 2 hours in the first step; and adding cyclohexane in an amount which is 4 times the weight of the finished product of the photoinitiator in the second step.
The photoinitiator finished product in the step one is obtained by the following steps: and (3) using petroleum ether to dissolve the prepared photoinitiator (the dissolution temperature is raised to 80 ℃ for dissolution, stirring and preserving the heat for 1.5-3 hours, adding the mixture into a crystallization kettle, cooling to below 10 ℃ for crystallization, carrying out suction filtration, and repeating the steps until a finished photoinitiator product with the drying weight loss of less than 0.3% and the content of less than 0.2% in 7 minutes is obtained.
The method also comprises the following third step:
and adding the filtered filtrate into a distillation kettle, then heating, distilling and recovering cyclohexane to a receiving tank, and sealing a kettle residue barrel in the distillation kettle. .
The purity of the purified photoinitiator reaches more than 99 percent, and the purity of the product is greatly improved.
The structure of the specific equipment is as follows:
the device for purifying the photoinitiator comprises a crystallization tank 1, a temperature control pipe 4, a temperature control device and a temperature control device, wherein the crystallization tank comprises an inner shell 2 and an outer shell 3, and the temperature control pipe 4 is wound in front of the inner shell 2 and the outer shell 3; the upper end of the temperature control pipe 4 is communicated with a main reflux pipe 5, and the lower end is communicated with a main water inlet pipe 6; the return main pipe 5 and the water inlet main pipe 6 are respectively communicated with a low-temperature brine tank 8 to form a loop; a refrigerator 7 and a first valve 9 are arranged on the water inlet main pipe 6, and a reflux pump 10 is arranged on the reflux main pipe 5; a feed inlet 11 is formed at the top of the crystallization tank 1, the bottom of the crystallization tank is communicated with a suction filter 14 through a discharge outlet 12, the filter 14 is communicated with a distillation tank 15, and the distillation tank 15 is communicated with the top of a solvent tank 19 through a communicating pipe 13; the bottom of the solvent tank 19 is communicated with the feed inlet 11 of the crystallizing tank 1 through a solvent pipe 16; a heat exchanger 17 is installed between the solvent pipe 16 and the communicating pipe 13, and a heater 18 and a feed pump 20 are installed on the solvent pipe 16. The suction filter 14 comprises a hopper 21, the bottom of the hopper 21 is communicated with a material pipe 22, the top of the material pipe 22 is fixed with a filter screen 29, and the middle part is communicated with a vacuum pump 23. The middle part of the material pipe 22 protrudes outwards to form a raised groove part 24, the bottom of the raised groove part 24 is provided with an inclined plane 25, and the raised groove part 24 is communicated with the vacuum pump 23. A stirring shaft 26 is installed in the crystallization tank 1, the stirring shaft 26 is connected with a rotating device 27 and a stirring blade 28, and the rotating device 27 is a motor. The bottom surface of the distillation retort 15 is an inclined surface and is provided with an electric heater 30, the lowest part of the ground of the distillation retort 15 is communicated with a waste pipe 31, and the waste pipe 31 is provided with a waste valve 32.
Adding a finished photoinitiator product with the drying weight loss of less than 0.3 percent and the content of less than 0.2 percent in a 7-minute peak into a crystallization tank, then adding cyclohexane through a solvent pipe 16, wherein the cyclohexane is heated by a heater 18, stirring and preserving heat for 1.5-3 hours, then opening a reflux pump 10, a refrigerator 7 and a first valve 9, cooling brine to-10 ℃, injecting into a temperature control pipe 4 for cooling and crystallization, opening a valve on a discharge port 12 after crystallization, performing suction filtration through a suction filter 14, intercepting crystals on a hopper 21, allowing the solvent to enter a distillation tank, heating the solvent to be steam for purification and absorption, returning the solvent to a solvent tank 19 for recycling, and discharging the residual impurities from a waste pipe 31. If the purification is continued, the solvent in the solvent tank 19 is first preheated by absorbing the residual heat through the connection pipe 13 and the heat exchanger 17, and then heated by the heater, thereby making full use of the residual heat.
The above examples are merely preferred examples and are not intended to limit the embodiments of the present invention.
Claims (9)
1. A method for purifying a photoinitiator, comprising the steps of:
step one, adding a photoinitiator finished product with the drying weight loss of less than 0.3 percent and the content of 7 min peak of less than 0.2 percent into cyclohexane in an amount which is 3 to 5 times of the weight of the photoinitiator finished product, adding the mixture into a crystallization kettle, heating the mixture to 80 ℃ to dissolve the mixture to obtain a dissolved solution, and stirring and preserving the heat for 1.5 to 3 hours;
step two, adding the dissolved solution into a crystallization kettle, naturally cooling for 1 hour, then cooling to below 10 ℃ for 3-5 hours, crystallizing, and performing suction filtration to obtain a purified photoinitiator; the photoinitiator is 2- (4-methylbenzyl) -2- (dimethylamino) -1- (4-morpholinylphenyl) -1-butanone.
2. The method for purifying the photoinitiator according to claim 1, wherein in the first step, stirring and heat preservation are added for 2 hours; and adding cyclohexane in an amount which is 4 times the weight of the finished product of the photoinitiator in the second step.
3. The method for purifying the photoinitiator according to claim 1, wherein the step of obtaining the finished photoinitiator in the step one comprises the following steps: and (3) using petroleum ether to dissolve the prepared photoinitiator (the dissolution temperature is raised to 80 ℃ for dissolution, stirring and preserving the heat for 1.5-3 hours, adding the mixture into a crystallization kettle, cooling to below 10 ℃ for crystallization, carrying out suction filtration, and repeating the steps until a finished photoinitiator product with the drying weight loss of less than 0.3% and the content of less than 0.2% in 7 minutes is obtained.
4. The method for purifying an initiator according to claim 1, further comprising the step of:
and adding the filtered filtrate into a distillation kettle, then heating, distilling and recovering cyclohexane to a receiving tank, and sealing a kettle residue barrel in the distillation kettle.
5. A photoinitiator purification device comprises a crystallization tank (1) and is characterized by comprising an inner shell (2) and an outer shell (3), wherein a temperature control pipe (4) is wound in front of the inner shell (2) and the outer shell (3); the upper end of the temperature control pipe (4) is communicated with a main reflux pipe (5), and the lower end of the temperature control pipe is communicated with a main water inlet pipe (6); the return main pipe (5) and the water inlet main pipe (6) are respectively communicated with a low-temperature brine tank (8) to form a loop; a refrigerator (7) and a first valve (9) are arranged on the water inlet main pipe (6), and a reflux pump (10) is arranged on the reflux main pipe (5); a feeding hole (11) is formed in the top of the crystallization tank (1), the bottom of the crystallization tank is communicated with a suction filter (14) through a discharging hole (12), the filter (14) is communicated with a distillation tank (15), and the distillation tank (15) is communicated with the top of a solvent tank (19) through a communicating pipe (13); the bottom of the solvent tank (19) is communicated with a feed inlet (11) of the crystallization tank (1) through a solvent pipe (16); a heat exchanger (17) is arranged between the solvent pipe (16) and the communicating pipe (13), and a heater (18) and a feeding pump (20) are arranged on the solvent pipe (16).
6. The photoinitiator purification apparatus according to claim 5, wherein the suction filter (14) comprises a hopper (21), the bottom of the hopper (21) is communicated with a material pipe (22), the top of the material pipe (22) is fixed with a filter screen (29), and the middle of the material pipe is communicated with a vacuum pump (23).
7. The apparatus for purifying a photoinitiator according to claim 6, wherein the material pipe (22) has a convex groove portion (24) protruding from the middle thereof, the bottom of the convex groove portion (24) is formed with a slope (25), and the convex groove portion (24) is communicated with the vacuum pump (23).
8. The apparatus for purifying a photoinitiator according to claim 6, wherein a stirring shaft (26) is installed in the crystallization tank (1), the stirring shaft (26) is connected with a rotating device (27) and a stirring blade (28), and the rotating device (27) is a motor.
9. The apparatus for purifying a photoinitiator according to claim 5, wherein the distillation tank (15) is provided with an inclined bottom surface and an electric heater (30), the lowest ground of the distillation tank (15) is communicated with a waste pipe (31), and the waste pipe (31) is provided with a waste valve (32).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911170234.XA CN110698433A (en) | 2019-11-25 | 2019-11-25 | Method and equipment for purifying photoinitiator |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911170234.XA CN110698433A (en) | 2019-11-25 | 2019-11-25 | Method and equipment for purifying photoinitiator |
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| CN110698433A true CN110698433A (en) | 2020-01-17 |
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| CN201911170234.XA Pending CN110698433A (en) | 2019-11-25 | 2019-11-25 | Method and equipment for purifying photoinitiator |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111925401A (en) * | 2020-08-31 | 2020-11-13 | 怀化市恒渝新材料有限公司 | Method for improving clarity of photoinitiator |
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| CN105384707A (en) * | 2014-09-03 | 2016-03-09 | 山东久日化学科技有限公司 | Alpha-amino acetophenone photoinitiator preparation method |
| CN107353214A (en) * | 2017-07-13 | 2017-11-17 | 山东冠森高分子材料科技股份有限公司 | With the directly refined 4,4 ＇ diaminodiphenyl ether techniques of mixed solvent recrystallization |
| CN211226974U (en) * | 2019-11-25 | 2020-08-11 | 怀化市恒渝新材料有限公司 | Photoinitiator purification equipment |
-
2019
- 2019-11-25 CN CN201911170234.XA patent/CN110698433A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1708488A (en) * | 2002-10-28 | 2005-12-14 | 西巴特殊化学品控股有限公司 | Improvement in the storage stability of photoinitiators |
| JP2013170227A (en) * | 2012-02-21 | 2013-09-02 | Fujifilm Corp | Photopolymerizable composition |
| CN105384707A (en) * | 2014-09-03 | 2016-03-09 | 山东久日化学科技有限公司 | Alpha-amino acetophenone photoinitiator preparation method |
| CN204676019U (en) * | 2015-05-25 | 2015-09-30 | 常熟联邦化工股份有限公司 | A kind of solvent treatment system of pyromellitic acid anhydride |
| CN107353214A (en) * | 2017-07-13 | 2017-11-17 | 山东冠森高分子材料科技股份有限公司 | With the directly refined 4,4 ＇ diaminodiphenyl ether techniques of mixed solvent recrystallization |
| CN211226974U (en) * | 2019-11-25 | 2020-08-11 | 怀化市恒渝新材料有限公司 | Photoinitiator purification equipment |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111925401A (en) * | 2020-08-31 | 2020-11-13 | 怀化市恒渝新材料有限公司 | Method for improving clarity of photoinitiator |
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