CN113185531A - Preparation method of photoinitiator for release film - Google Patents
Preparation method of photoinitiator for release film Download PDFInfo
- Publication number
- CN113185531A CN113185531A CN202110286054.9A CN202110286054A CN113185531A CN 113185531 A CN113185531 A CN 113185531A CN 202110286054 A CN202110286054 A CN 202110286054A CN 113185531 A CN113185531 A CN 113185531A
- Authority
- CN
- China
- Prior art keywords
- organic phase
- photoinitiator
- water
- reaction
- release film
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 60
- 239000012074 organic phase Substances 0.000 claims description 40
- 238000006243 chemical reaction Methods 0.000 claims description 32
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 30
- 238000003756 stirring Methods 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 238000004440 column chromatography Methods 0.000 claims description 20
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 15
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 15
- 239000013067 intermediate product Substances 0.000 claims description 12
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 10
- 239000003208 petroleum Substances 0.000 claims description 10
- 239000012071 phase Substances 0.000 claims description 10
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims description 10
- IGBZCOWXSCWSHO-UHFFFAOYSA-N 1-(5-bromothiophen-2-yl)ethanone Chemical compound CC(=O)C1=CC=C(Br)S1 IGBZCOWXSCWSHO-UHFFFAOYSA-N 0.000 claims description 7
- GKWLILHTTGWKLQ-UHFFFAOYSA-N 2,3-dihydrothieno[3,4-b][1,4]dioxine Chemical compound O1CCOC2=CSC=C21 GKWLILHTTGWKLQ-UHFFFAOYSA-N 0.000 claims description 7
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000012295 chemical reaction liquid Substances 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- 239000012043 crude product Substances 0.000 claims description 5
- 239000005457 ice water Substances 0.000 claims description 5
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 claims description 5
- 235000011056 potassium acetate Nutrition 0.000 claims description 5
- 238000010791 quenching Methods 0.000 claims description 5
- 238000002390 rotary evaporation Methods 0.000 claims description 5
- XHFLOLLMZOTPSM-UHFFFAOYSA-M sodium;hydrogen carbonate;hydrate Chemical class [OH-].[Na+].OC(O)=O XHFLOLLMZOTPSM-UHFFFAOYSA-M 0.000 claims description 5
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 5
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 238000006880 cross-coupling reaction Methods 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 230000002194 synthesizing effect Effects 0.000 claims description 2
- -1 polysiloxane Polymers 0.000 abstract description 10
- 229920001296 polysiloxane Polymers 0.000 abstract description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 5
- 238000000016 photochemical curing Methods 0.000 abstract description 3
- 231100000053 low toxicity Toxicity 0.000 abstract description 2
- 150000003254 radicals Chemical class 0.000 abstract description 2
- 230000035945 sensitivity Effects 0.000 abstract description 2
- 239000002131 composite material Substances 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 description 12
- 238000000576 coating method Methods 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000001723 curing Methods 0.000 description 6
- 238000003851 corona treatment Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 2
- 230000004075 alteration Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a preparation method of a photoinitiator for a release film. The composite material consists of the following raw materials in percentage by weight: 60% -90% of acrylate-based polysiloxane, 10% -40% of hyperbranched polysiloxane and 2% -4% of photoinitiator, wherein the photoinitiator 2- (2-acetylthiophene) -5-acetyl-3, 4-ethylenedioxythiophene with a novel structure, high sensitivity, low toxicity and the like and good comprehensive performance is adopted in the method, and is applied to a free radical photocuring release film, so that the residual adhesion rate of the release film is improved.
Description
Technical Field
The invention relates to a preparation method of a photoinitiator for a release film, which is mainly used in the field of film materials.
Background
The residual adhesion rate of the traditional photocuring release film is not very high, generally about 70-80%, and one of the reasons for low residual adhesion rate of the release film is that the initiation efficiency of the used photoinitiator is not high.
Disclosure of Invention
The invention aims to provide a preparation method of a photoinitiator for a release film.
In order to achieve the purpose, the invention adopts the following technical scheme:
a preparation method of a photoinitiator for a release film comprises the steps of obtaining an intermediate product 2- (2-acetylthiophene) -3, 4-ethylenedioxythiophene through cross coupling of 3, 4-ethylenedioxythiophene and 2-acetyl-5-bromothiophene under the catalysis of palladium, and further synthesizing a final product photoinitiator 2- (2-acetylthiophene) -5-acetyl-3, 4-ethylenedioxythiophene.
The preparation method specifically comprises the following steps:
(1) adding 0.3-0.4mol of potassium acetate and 0.1mol of tetrabutylammonium bromide into a 500ml four-mouth bottle containing 200ml of N, N-dimethylformamide, stirring uniformly, sequentially adding 0.1mol of 3, 4-ethylenedioxythiophene, 0.1mol of 2-acetyl-5-bromothiophene and 0.01mol of catalyst palladium acetate into the reaction solution, and then stirring and reacting for 6 hours at 80 ℃;
(2) cooling the reaction solution to room temperature, pouring the reaction solution into 50ml of water, extracting the reaction solution for 3 times by using 50ml of dichloromethane, washing an organic phase by using water until the pH value is 7, drying the organic phase by using anhydrous sodium sulfate, filtering the dried organic phase, removing the organic phase by rotary evaporation, and finally, further purifying the organic phase by using a column chromatography to obtain an intermediate product S-1;
(3) adding 0.008-0.01mol of intermediate product S-1 into a 250ml four-neck bottle containing 100ml of dichloromethane, stirring uniformly, adding 10ml of dichloromethane solution of 0.01mol of acetic anhydride, stirring uniformly again, adding 50ml of anhydrous acetonitrile solution of 0.008-0.01mol of stannic chloride, stirring at 25 ℃ for reaction for 6h, after the reaction is completed, pouring the reaction liquid into a proper amount of ice water to quench the reaction, after the water phase and the organic phase are layered, removing the water phase, washing the organic phase with saturated sodium bicarbonate water solution and water in sequence, drying with anhydrous sodium sulfate, filtering, and distilling under reduced pressure to remove the organic phase to obtain a crude product;
(4) further purifying by column chromatography.
The developing solvent used in the column chromatography in the step (2) is ethyl acetate and petroleum ether (V: 1: 5), and the developing solvent used in the column chromatography in the step (4) is dichloromethane, ethyl acetate and petroleum ether (V: 20:1: 5).
The invention has the advantages that:
the photoinitiator 2- (2-acetylthiophene) -5-acetyl-3, 4-ethylenedioxythiophene prepared by the method has the characteristics of novel structure, high sensitivity, low toxicity and excellent comprehensive performance, and the residual adhesion rate of the release film is improved by applying the photoinitiator on a free radical photocuring release film.
Drawings
FIG. 1 is a synthetic scheme of the photoinitiator of the present invention, wherein S2 is the photoinitiator of the present invention.
Detailed Description
Example 1
(1) Adding 0.3lmol potassium acetate and 0.1mol tetrabutylammonium bromide into a 500ml four-mouth bottle containing 200ml N, N-dimethylformamide, stirring uniformly, sequentially adding 0.1mol of 3, 4-ethylenedioxythiophene, 0.1mol of 2-acetyl-5-bromothiophene and 0.01mol of catalyst palladium acetate into the reaction solution, and then stirring and reacting for 6h at 80 ℃;
(2) cooling the reaction solution to room temperature, pouring the reaction solution into 50ml of water, extracting the reaction solution for 3 times by using 50ml of dichloromethane, washing an organic phase by using water until the pH value is 7, drying the organic phase by using anhydrous sodium sulfate, filtering the dried organic phase, removing the organic phase by rotary evaporation, and finally, further purifying the organic phase by using a column chromatography to obtain an intermediate product S-1;
(3) adding 0.008mol of intermediate product S-1 into a 250ml four-mouth bottle containing 100ml of dichloromethane, stirring uniformly, adding 10ml of dichloromethane solution of 0.01mol of acetic anhydride, stirring uniformly again, adding 50ml of anhydrous acetonitrile solution of 0.008mol of stannic chloride, stirring for reacting for 6h at 25 ℃, after the reaction is completed, pouring the reaction liquid into a proper amount of ice water to quench the reaction, after the water phase and the organic phase are separated, removing the water phase, washing the organic phase with saturated sodium bicarbonate water solution and water in sequence, drying with anhydrous sodium sulfate, filtering, and distilling under reduced pressure to remove the organic phase to obtain a crude product;
(4) further purifying by column chromatography.
The developing solvent used in the column chromatography in the step (2) is ethyl acetate and V petroleum ether which are 1:5, and the developing solvent used in the column chromatography in the step (4) is dichloromethane, ethyl acetate and V petroleum ether which are 20:1:5
Mixing 70 parts of acrylate-based polysiloxane TEGO RC 902, 30 parts of hyperbranched polysiloxane TEGO RC 711 and 2 parts of photoinitiator S-2, uniformly stirring, pouring into a storage tank provided with a stirrer for coating, threading a PE film on a coating machine, performing coating treatment after corona treatment with a corona value of 38 dyne, introducing nitrogen in the coating treatment process, starting an ultraviolet lamp for curing at 45 ℃, and rolling after curing to obtain the product.
Example 2
(1) Adding 0.4mol of potassium acetate and 0.1mol of tetrabutylammonium bromide into a 500ml four-neck bottle containing 200ml of N, N-dimethylformamide, stirring uniformly, sequentially adding 0.1mol of 3, 4-ethylenedioxythiophene, 0.1mol of 2-acetyl-5-bromothiophene and 0.01mol of catalyst palladium acetate into the reaction solution, and then stirring and reacting for 6 hours at 80 ℃;
(2) cooling the reaction solution to room temperature, pouring the reaction solution into 50ml of water, extracting the reaction solution for 3 times by using 50ml of dichloromethane, washing an organic phase by using water until the pH value is 7, drying the organic phase by using anhydrous sodium sulfate, filtering the dried organic phase, removing the organic phase by rotary evaporation, and finally, further purifying the organic phase by using a column chromatography to obtain an intermediate product S-1;
(3) adding 0.01mol of intermediate product S-1 into a 250ml four-mouth bottle containing 100ml of dichloromethane, stirring uniformly, adding 10ml of dichloromethane solution of 0.01mol of acetic anhydride, stirring uniformly again, adding 50ml of anhydrous acetonitrile solution of 0.01mol of stannic chloride, stirring for reacting for 6 hours at 25 ℃, after the reaction is completed, pouring the reaction liquid into a proper amount of ice water to quench the reaction, after the water phase and the organic phase are separated, removing the water phase, washing the organic phase with saturated sodium bicarbonate water solution and water in sequence, drying with anhydrous sodium sulfate, filtering, and distilling under reduced pressure to remove the organic phase to obtain a crude product;
(4) further purifying by column chromatography.
The developing solvent used in the column chromatography in the step (2) is ethyl acetate and petroleum ether (V: 1: 5), and the developing solvent used in the column chromatography in the step (4) is dichloromethane, ethyl acetate and petroleum ether (V: 20:1: 5).
Mixing 70 parts of acrylate-based polysiloxane TEGO RC 902, 30 parts of hyperbranched polysiloxane TEGO RC 711 and 3 parts of photoinitiator S-2, uniformly stirring, pouring into a storage tank provided with a stirrer for coating, threading a PE film on a coating machine, performing coating treatment after corona treatment with a corona value of 38 dyne, introducing nitrogen in the coating treatment process, starting an ultraviolet lamp for curing at 45 ℃, and rolling after curing to obtain the product.
Example 3
(1) Adding 0.3mol of potassium acetate and 0.1mol of tetrabutylammonium bromide into a 500ml four-neck bottle containing 200ml of N, N-dimethylformamide, stirring uniformly, sequentially adding 0.1mol of 3, 4-ethylenedioxythiophene, 0.1mol of 2-acetyl-5-bromothiophene and 0.01mol of catalyst palladium acetate into the reaction solution, and then stirring and reacting for 6 hours at 80 ℃;
(2) cooling the reaction solution to room temperature, pouring the reaction solution into 50ml of water, extracting the reaction solution for 3 times by using 50ml of dichloromethane, washing an organic phase by using water until the pH value is 7, drying the organic phase by using anhydrous sodium sulfate, filtering the dried organic phase, removing the organic phase by rotary evaporation, and finally, further purifying the organic phase by using a column chromatography to obtain an intermediate product S-1;
(3) adding 0.01mol of intermediate product S-1 into a 250ml four-mouth bottle containing 100ml of dichloromethane, stirring uniformly, adding 10ml of dichloromethane solution of 0.01mol of acetic anhydride, stirring uniformly again, adding 50ml of anhydrous acetonitrile solution of 0.01mol of stannic chloride, stirring for reacting for 6 hours at 25 ℃, after the reaction is completed, pouring the reaction liquid into a proper amount of ice water to quench the reaction, after the water phase and the organic phase are separated, removing the water phase, washing the organic phase with saturated sodium bicarbonate water solution and water in sequence, drying with anhydrous sodium sulfate, filtering, and distilling under reduced pressure to remove the organic phase to obtain a crude product;
(4) further purifying by column chromatography.
The developing solvent used in the column chromatography in the step (2) is ethyl acetate and petroleum ether (V: 1: 5), and the developing solvent used in the column chromatography in the step (4) is dichloromethane, ethyl acetate and petroleum ether (V: 20:1: 5).
Mixing 70 parts of acrylate-based polysiloxane TEGO RC 902, 30 parts of hyperbranched polysiloxane TEGO RC 711 and 4 parts of photoinitiator S-2, uniformly stirring, pouring into a storage tank provided with a stirrer for coating, threading a PE film on a coating machine, performing coating treatment after corona treatment with a corona value of 38 dyne, introducing nitrogen in the coating treatment process, starting an ultraviolet lamp for curing at 45 ℃, and rolling after curing to obtain the product.
The method for testing the release force and the residual adhesion rate comprises the following steps: the method for testing 180-degree peeling force and residual adhesion rate of the release film of the optical functional film according to GB/T25256-2010 is adopted.
The results of the performance tests are shown in the following table:
according to the results of the residual adhesion rate and the peeling force (release force) in the table, we find that when the ratio of the acrylate polysiloxane to the hyperbranched polysiloxane is not changed, the content of the photoinitiator is changed, the residual adhesion rate is improved along with the increase of the content of the photoinitiator, when the content of the photoinitiator is 3%, the residual adhesion rate reaches the maximum value, and then the change is not large, so when the content of the photoinitiator is 3%, the residual adhesion rate of the release film achieves the optimal effect, and the 180-degree peeling force (release force) is relatively small.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (3)
1. The preparation method of the photoinitiator for the release film is characterized in that the preparation method comprises the steps of obtaining an intermediate product 2- (2-acetylthiophene) -3, 4-ethylenedioxythiophene through cross coupling of 3, 4-ethylenedioxythiophene and 2-acetyl-5-bromothiophene under the catalysis of palladium, and further synthesizing a final product photoinitiator 2- (2-acetylthiophene) -5-acetyl-3, 4-ethylenedioxythiophene.
2. The method for preparing the photoinitiator for release film according to claim 1, which comprises the following steps:
(1) adding 0.3-0.4mol of potassium acetate and 0.1mol of tetrabutylammonium bromide into a 500ml four-neck bottle filled with 200ml of N, N-dimethylformamide, stirring uniformly, sequentially adding 0.1mol of 3, 4-ethylenedioxythiophene, 0.1mol of 2-acetyl-5-bromothiophene and 0.01mol of catalyst palladium acetate into the reaction solution, and then stirring and reacting at 80 ℃ for 6 hours;
(2) cooling the reaction solution to room temperature, pouring the reaction solution into 50ml of water, extracting the reaction solution for 3 times by using 50ml of dichloromethane, washing an organic phase by using water until the pH value is 7, drying the organic phase by using anhydrous sodium sulfate, filtering the dried organic phase, removing the organic phase by rotary evaporation, and finally, further purifying the organic phase by using a column chromatography to obtain an intermediate product S-1;
(3) adding 0.008-0.01mol of intermediate product S-1 into a 250ml four-neck bottle containing 100ml of dichloromethane, stirring uniformly, adding 10ml of dichloromethane solution of 0.01mol of acetic anhydride, stirring uniformly again, adding 50ml of anhydrous acetonitrile solution of 0.008-0.01mol of stannic chloride, stirring at 25 ℃ for reaction for 6h, after the reaction is completed, pouring the reaction liquid into a proper amount of ice water to quench the reaction, after the water phase and the organic phase are layered, removing the water phase, washing the organic phase with saturated sodium bicarbonate water solution and water in sequence, drying with anhydrous sodium sulfate, filtering, and distilling under reduced pressure to remove the organic phase to obtain a crude product;
(4) further purifying by column chromatography.
3. The method for preparing a photoinitiator for a release film according to claim 2, wherein the developing solvent used in the column chromatography in step (2) is ethyl acetate/V petroleum ether at a ratio of 1:5, and the developing solvent used in the column chromatography in step (4) is dichloromethane/V ethyl acetate/V petroleum ether at a ratio of 20:1: 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110286054.9A CN113185531A (en) | 2021-03-17 | 2021-03-17 | Preparation method of photoinitiator for release film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110286054.9A CN113185531A (en) | 2021-03-17 | 2021-03-17 | Preparation method of photoinitiator for release film |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113185531A true CN113185531A (en) | 2021-07-30 |
Family
ID=76973377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110286054.9A Pending CN113185531A (en) | 2021-03-17 | 2021-03-17 | Preparation method of photoinitiator for release film |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113185531A (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864326A (en) * | 2017-05-12 | 2018-11-23 | 湖北固润科技股份有限公司 | Photocurable composition and its application |
| CN108864136A (en) * | 2017-05-12 | 2018-11-23 | 湖北固润科技股份有限公司 | 3,4- ethylenedioxy thiophene derivative and its preparation method and application |
-
2021
- 2021-03-17 CN CN202110286054.9A patent/CN113185531A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864326A (en) * | 2017-05-12 | 2018-11-23 | 湖北固润科技股份有限公司 | Photocurable composition and its application |
| CN108864136A (en) * | 2017-05-12 | 2018-11-23 | 湖北固润科技股份有限公司 | 3,4- ethylenedioxy thiophene derivative and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| 庞玉莲 等: "适用于UV-LED光源的新型光引发剂的合成及其性能研究", 《影像科学与光化学》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110330638A (en) | A kind of epoxy terminated dissaving polymer, preparation method and application | |
| WO2021135222A1 (en) | Multifunctional-epoxy-vegetable-oil-based uv-curable prepolymer, preparation method therefor and use thereof | |
| CN104370724A (en) | Fluorenone derivative, preparation method of fluorenone derivative and redox method of synthetic fluorenone | |
| CN110305237B (en) | A kind of chain transfer agent, its preparation method and application | |
| CN113185531A (en) | Preparation method of photoinitiator for release film | |
| CN105367390B (en) | A kind of method for synthesizing pterostilbene and its derivative | |
| CN101648839A (en) | Green synthesis method of bromomethylbiphenyl compound | |
| CN108358806B (en) | Continuous synthesis method of m-acetamidophenol | |
| CN113201295A (en) | Release film with high residual adhesion rate and preparation method thereof | |
| CN105504305B (en) | One kind contains 3（4 pyridines）Coordination polymer of pyrazoles propionic acid and preparation method thereof, purposes | |
| CN105237720A (en) | PUA prepolymer containing double bond/phenolic hydroxyl double UV curing groups, as well as preparation method and application thereof | |
| CN110283301B (en) | A kind of fluorine-containing polyfluorene and preparation method thereof | |
| CN107129714A (en) | A kind of preparation method of soybean oil acrylate type UV-cured resin | |
| CN111154498B (en) | Preparation method of liquid crystal compound containing 1, 5-indan and difluoromethoxy bridge | |
| CN102766116B (en) | Dehydroabietylamine-based epoxy resin and preparation method and application thereof | |
| CN1737080A (en) | Fluorenes oligomer electroluminescent material and its synthesis method | |
| CN113603879A (en) | Novel fluorine-containing hyperbranched polyglycidyl glycerin and preparation method thereof | |
| CN116589618B (en) | Single-component macromolecular photoinitiator and preparation method thereof | |
| CN101844988B (en) | Dimeric fatty acid diamine, preparation method and method for preparing dimeric fatty acid diisocyanate | |
| CN109896977B (en) | Synthetic method of biaryl phenol ester | |
| CN109384909A (en) | Can spinning azobenzene polymer energy storage material and preparation method thereof | |
| CN110577512B (en) | Preparation method of asymmetric structure 5-alkoxy-2, 3' -bithiophene and bromo-derivative | |
| CN112898283B (en) | Synthetic method of tetrahydrothiophene derivatives | |
| CN110002972A (en) | A method of by photocatalysis by lignin depolymerization at aromatic compound | |
| CN110627746A (en) | A kind of castor oil-based quaternary ammonium salt anti-sludge agent and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20210730 |
|
| RJ01 | Rejection of invention patent application after publication |