CN110642829A - Photoelectric material containing thiophene ring and preparation method thereof - Google Patents
Photoelectric material containing thiophene ring and preparation method thereof Download PDFInfo
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- 239000000463 material Substances 0.000 title claims abstract description 54
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 40
- 239000002994 raw material Substances 0.000 claims abstract description 22
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 claims description 30
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 30
- 239000013067 intermediate product Substances 0.000 claims description 15
- 239000003960 organic solvent Substances 0.000 claims description 15
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000007800 oxidant agent Substances 0.000 claims description 10
- 230000001590 oxidative effect Effects 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims description 10
- 239000000047 product Substances 0.000 claims description 7
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 5
- 239000012295 chemical reaction liquid Substances 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- QWXYZCJEXYQNEI-OSZHWHEXSA-N intermediate I Chemical compound COC(=O)[C@@]1(C=O)[C@H]2CC=[N+](C\C2=C\C)CCc2c1[nH]c1ccccc21 QWXYZCJEXYQNEI-OSZHWHEXSA-N 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- 239000012046 mixed solvent Substances 0.000 claims description 5
- 239000012074 organic phase Substances 0.000 claims description 5
- 238000004321 preservation Methods 0.000 claims description 5
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 5
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 3
- LHOWRPZTCLUDOI-UHFFFAOYSA-K iron(3+);triperchlorate Chemical compound [Fe+3].[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O.[O-]Cl(=O)(=O)=O LHOWRPZTCLUDOI-UHFFFAOYSA-K 0.000 claims description 3
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 5
- 238000011161 development Methods 0.000 abstract description 3
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 230000002776 aggregation Effects 0.000 abstract description 2
- 238000004220 aggregation Methods 0.000 abstract description 2
- 238000000354 decomposition reaction Methods 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract description 2
- 230000009477 glass transition Effects 0.000 abstract description 2
- 230000004044 response Effects 0.000 abstract description 2
- 230000035939 shock Effects 0.000 abstract description 2
- 230000003595 spectral effect Effects 0.000 abstract description 2
- 230000009471 action Effects 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- 230000008569 process Effects 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000003245 coal Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000005669 field effect Effects 0.000 description 1
- MBAKFIZHTUAVJN-UHFFFAOYSA-I hexafluoroantimony(1-);hydron Chemical compound F.F[Sb](F)(F)(F)F MBAKFIZHTUAVJN-UHFFFAOYSA-I 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000010248 power generation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/08—Hydrogen atoms or radicals containing only hydrogen and carbon atoms
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- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms
- C07F9/655345—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having sulfur atoms, with or without selenium or tellurium atoms, as the only ring hetero atoms the sulfur atom being part of a five-membered ring
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
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- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
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- H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
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Abstract
The invention relates to the field of solar energy, in particular to a photoelectric material containing thiophene rings and a preparation method thereof, wherein the structure of the organic photoelectric material prepared by the invention contains the thiophene rings, and the thiophene rings are five-membered ring structures, so that the organic photoelectric material accords with the shock rule, has moderate energy band gap, wider spectral response, better thermal stability and environmental stability, and has excellent photoelectric property, high conversion efficiency and low manufacturing cost, and is superior to the prior common OLED device; the invention also provides a preparation method of the organic photoelectric material, which is simple, has easily obtained raw materials and can meet the requirement of industrial development. The organic photoelectric material has good application effect in OLED luminescent devices and good industrialization prospect; the product of the invention has asymmetric whole molecules, thereby destroying the crystallinity of the molecules, avoiding the aggregation among the molecules, having good film forming property, and improving the thermal stability, glass transition temperature and decomposition temperature of the material.
Description
Technical Field
The invention relates to the field of solar energy, in particular to a photoelectric material containing a thiophene ring and a preparation method thereof.
Background
The world economy is based on fossil energy sources such as coal, oil and natural gas, but the non-renewable fossil energy sources are continuously exhausted. Since the 21 st century, the global energy problem and the accompanying problems of environmental pollution and climate warming have been increasingly highlighted and intensified. Solar energy is considered to be one of the most promising renewable energy sources due to its outstanding advantages of widespread and extensive distribution, large resource quantity, no pollution, cleanness, safety, and convenient acquisition, so research related to photoelectric materials is receiving more and more attention in recent years.
Due to the limitation of the limited source, high price, complex preparation process, high cost and other factors of the inorganic photoelectric material, more and more researches are focused on the organic photoelectric material. Organic photoelectric materials are organic materials with photoelectric conversion functions, are usually organic molecules with large pi conjugated bonds, and are widely applied to photoelectric devices such as OLEDs (organic light emitting diodes), OFETs (field effect transistors) and OSCs (solar cells). The inorganic material has the advantages of wide material source, various properties, various varieties, easy processing, light weight, low cost, safety, environmental protection, simple manufacturing process, light product weight, large-area flexible preparation and the like which cannot be compared with the traditional inorganic material. Meanwhile, the LED lamp can be widely applied to various fields such as buildings, illumination, power generation and the like, and has important development and application prospects, so that a plurality of research institutions, enterprises and the like at home and abroad pay considerable attention and investment.
Among a large number of organic photoelectric materials, an organic photoelectric material containing a sulfur atom exhibits very good charge transport properties, and is one of the most valuable and potentially advantageous materials. The organic photoelectric material containing sulfur atoms generally introduces the sulfur atoms in the form of thiophene rings, and the thiophene rings are very similar to benzene rings, also have six pi electrons and are electron-rich aromatic heterocycles. Due to the influence of combined action of red shift of sulfur atoms, reduction of aromaticity and increase of pi superposition between thiophene units, the micromolecules have higher second-order polarizability and have a plurality of good photoelectric properties.
The photoelectric material containing thiophene ring on the market is often used on photoelectric devices, but the photoelectric property is not ideal, the conversion efficiency is low, and the manufacturing cost is high.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides the photoelectric material containing the thiophene ring, which has the advantages of ideal photoelectric property, high conversion rate efficiency, low manufacturing cost and the like.
In order to achieve the purpose, the invention is realized by the following technical scheme:
the structural formula of the photoelectric material containing the thiophene ring is as follows:
wherein R1 and R2 are each independently any one of the following groups:
r3 is isopropyl or tert-butyl.
Preferably, the structural formula of the organic photoelectric material is as follows:
preferably, the preparation method of the photoelectric material containing the thiophene ring comprises the following steps:
a. adding the raw materials into an organic solvent, reducing the temperature to-65 ℃, adding n-butyllithium n-hexane solution into the organic solvent, and reacting for 1.5-2.2h under heat preservation to obtain a reaction system containing an intermediate for later use;
the structural formula of the raw material I is as follows:
the structural formula of the intermediate I is as follows:
b. adding the reaction system of the intermediate in the step a into carbon tetrachloride, and then adding R1 and R2 substituent raw materials into R1 and R2, wherein the molar ratio of the intermediate to the R1 to the R2 substituent raw materials is 1: 1.15-1.23: 1.36-1.42; the reaction temperature is from room temperature to reflux, the reaction time is 12-13h, after the reaction, the reaction liquid is cooled to 28 ℃, and distillation is carried out, so as to obtain an intermediate product;
the structural formula of the intermediate product is:
c. and c, dissolving the intermediate product in the step b into a mixed solvent of chloroform and methyl cyanide, and adding an oxidant in a molar ratio of 1: 6.5-9.6, refluxing the reaction mixture at 30 ℃ for 36-44h, washing the reaction solution after reaction, drying the separated organic phase by using anhydrous sodium sulfate, and removing the solvent to obtain the finished product of the organic photoelectric material.
The structural formula of the photoelectric material is as follows:
preferably, the organic solvent in step b is tetrahydrofuran solution.
Preferably, the n-butyllithium n-hexane solution in the step b is a 2mol/L n-butyllithium n-hexane solution.
Preferably, the washing time of the reaction solution in the step c is 8-12 h.
Preferably, the oxidant in step c is one of ferric trichloride, ferric perchlorate and hexafluoro antimonate.
Has the advantages that:
1. the organic photoelectric material prepared by the invention contains a thiophene ring in the structure, and the thiophene ring is a five-membered ring structure, so that the organic photoelectric material conforms to the shock rule, has a moderate energy band gap, a wider spectral response, better thermal stability and environmental stability, excellent photoelectric property, high conversion efficiency and low manufacturing cost, and is superior to the conventional common OLED device.
2. The invention also provides a preparation method of the organic photoelectric material, which is simple, has easily obtained raw materials and can meet the requirement of industrial development. The organic photoelectric material has good application effect in OLED luminescent devices and good industrialization prospect.
3. The product of the invention has asymmetric whole molecules, thereby destroying the crystallinity of the molecules, avoiding the aggregation among the molecules, having good film forming property, and improving the thermal stability, glass transition temperature and decomposition temperature of the material.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are some embodiments of the present invention, but not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1:
the structural formula of the photoelectric material containing the thiophene ring is as follows:
wherein R1 and R2 are each independently any one of the following groups:
r3 is isopropyl or tert-butyl.
The organic photoelectric material has a structural formula as follows:
the preparation method of the photoelectric material containing the thiophene ring comprises the following steps:
a. adding the raw materials into an organic solvent, reducing the temperature to-65 ℃, adding n-butyllithium n-hexane solution into the organic solvent, and reacting for 1.5 hours under the condition of heat preservation to obtain a reaction system containing an intermediate for later use;
the structural formula of the raw material I is as follows:
the structural formula of the intermediate I is as follows:
b. adding the reaction system of the intermediate in the step a into carbon tetrachloride, and then adding R1 and R2 substituent raw materials into R1 and R2, wherein the molar ratio of the intermediate to the R1 to the R2 substituent raw materials is 1: 1.15: 1.42; the reaction temperature is from room temperature to reflux, the reaction time is 12 hours, after the reaction, the reaction liquid is cooled to 28 ℃, and distillation is carried out, so as to obtain an intermediate product;
the structural formula of the intermediate product is:
c. and c, dissolving the intermediate product in the step b into a mixed solvent of chloroform and methyl cyanide, and adding an oxidant in a molar ratio of 1: 8.4, refluxing the reaction mixture at the temperature of 30 ℃ for 36 hours, washing the reaction solution after the reaction, drying the separated organic phase by using anhydrous sodium sulfate, and removing the solvent to obtain the finished product of the organic photoelectric material.
The structural formula of the photoelectric material is as follows:
and c, selecting a tetrahydrofuran solution as the organic solvent in the step b.
And b, selecting a 2mol/L n-butyllithium n-hexane solution as the n-butyllithium n-hexane solution in the step b.
And c, washing the reaction solution in the step c for 8 hours.
And (c) selecting ferric trichloride as the oxidant in the step.
Example 2:
the structural formula of the photoelectric material containing the thiophene ring is as follows:
wherein R1 and R2 are each independently any one of the following groups:
r3 is isopropyl or tert-butyl.
The organic photoelectric material has a structural formula as follows:
the preparation method of the photoelectric material containing the thiophene ring comprises the following steps:
a. adding the raw materials into an organic solvent, reducing the temperature to-65 ℃, adding n-butyllithium n-hexane solution into the organic solvent, and reacting for 1.9 hours under the condition of heat preservation to obtain a reaction system containing an intermediate for later use;
the structural formula of the raw material I is as follows:
the structural formula of the intermediate I is as follows:
b. adding the reaction system of the intermediate in the step a into carbon tetrachloride, and then adding R1 and R2 substituent raw materials into R1 and R2, wherein the molar ratio of the intermediate to the R1 to the R2 substituent raw materials is 1: 1.18: 1.36; the reaction temperature is from room temperature to reflux, the reaction time is 12.5h, after the reaction, the reaction liquid is cooled to 28 ℃, and distillation is carried out, so as to obtain an intermediate product;
the structural formula of the intermediate product is:
c. and c, dissolving the intermediate product in the step b into a mixed solvent of chloroform and methyl cyanide, and adding an oxidant in a molar ratio of 1: 6.5, refluxing the reaction mixture at 30 ℃ for 40h, washing the reaction solution after the reaction, drying the separated organic phase by using anhydrous sodium sulfate, and removing the solvent to obtain the finished product of the organic photoelectric material.
The structural formula of the photoelectric material is as follows:
and c, selecting a tetrahydrofuran solution as the organic solvent in the step b.
And b, selecting a 2mol/L n-butyllithium n-hexane solution as the n-butyllithium n-hexane solution in the step b.
The washing time of the reaction solution in the step c is 8 h.
And (c) selecting iron perchlorate as the oxidant in the step (c).
Example 3:
the structural formula of the photoelectric material containing the thiophene ring is as follows:
wherein R1 and R2 are each independently any one of the following groups:
r3 is isopropyl or tert-butyl.
The organic photoelectric material has a structural formula as follows:
the preparation method of the photoelectric material containing the thiophene ring comprises the following steps:
a. adding the raw materials into an organic solvent, reducing the temperature to-65 ℃, adding n-butyllithium n-hexane solution into the organic solvent, and reacting for 2.2 hours under the condition of heat preservation to obtain a reaction system containing an intermediate for later use;
the structural formula of the raw material I is as follows:
the structural formula of the intermediate I is as follows:
b. adding the reaction system of the intermediate in the step a into carbon tetrachloride, and then adding R1 and R2 substituent raw materials into R1 and R2, wherein the molar ratio of the intermediate to the R1 to the R2 substituent raw materials is 1: 1.23: 1.39; the reaction temperature is from room temperature to reflux, the reaction time is 13h, after the reaction, the reaction liquid is cooled to 28 ℃, and distillation is carried out, so as to obtain an intermediate product;
the structural formula of the intermediate product is:
c. and c, dissolving the intermediate product in the step b into a mixed solvent of chloroform and methyl cyanide, and adding an oxidant in a molar ratio of 1: 9.6, refluxing the reaction mixture at 30 ℃ for 40h, washing the reaction solution after the reaction, drying the separated organic phase by using anhydrous sodium sulfate, and removing the solvent to obtain the finished product of the organic photoelectric material.
The structural formula of the photoelectric material is as follows:
and c, selecting a tetrahydrofuran solution as the organic solvent in the step b.
And b, selecting a 2mol/L n-butyllithium n-hexane solution as the n-butyllithium n-hexane solution in the step b.
And c, washing the reaction solution in the step c for 8-12 h.
And (c) selecting the hexafluoro antimonic acid nitrate as the oxidant in the step c.
It is noted that, herein, relational terms such as first and second, and the like may be used solely to distinguish one entity or action from another entity or action without necessarily requiring or implying any actual such relationship or order between such entities or actions. Also, the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus. Without further limitation, an element defined by the phrase "comprising an … …" does not exclude the presence of other identical elements in a process, method, article, or apparatus that comprises the element.
The above examples are only intended to illustrate the technical solution of the present invention, but not to limit it; although the present invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some technical features may be equivalently replaced; and such modifications or substitutions do not depart from the spirit and scope of the corresponding technical solutions of the embodiments of the present invention.
Claims (7)
1. The photoelectric material containing the thiophene ring is characterized by having the following structural formula:
wherein, R1 and R2 are each independently any one of the following groups:
r3 is isopropyl or tert-butyl.
2. The organic photoelectric material according to claim 1, having a structural formula of:
3. the photovoltaic material according to claim 1, wherein the preparation method comprises the following steps:
a. adding the raw materials into an organic solvent, reducing the temperature to-65 ℃, adding n-butyllithium n-hexane solution into the organic solvent, and reacting for 1.5-2.2h under heat preservation to obtain a reaction system containing an intermediate for later use;
the structural formula of the raw material I is as follows:
the structural formula of the intermediate I is as follows:
b. adding the reaction system of the intermediate in the step a into carbon tetrachloride, and then adding R1 and R2 substituent raw materials into R1 and R2, wherein the molar ratio of the intermediate to the R1 and R2 substituent raw materials is 1: 1.15-1.23: 1.36-1.42; the reaction temperature is from room temperature to reflux, the reaction time is 12-13h, after the reaction, the reaction liquid is cooled to 28 ℃, and distillation is carried out, so as to obtain an intermediate product;
the structural formula of the intermediate product is:
c. and c, dissolving the intermediate product in the step b into a mixed solvent of chloroform and methyl cyanide, and adding an oxidant in a molar ratio of 1: 6.5-9.6, refluxing the reaction mixture at 30 ℃ for 36-44h, washing the reaction solution after reaction, drying the separated organic phase by using anhydrous sodium sulfate, and removing the solvent to obtain the finished product of the organic photoelectric material.
The structural formula of the photoelectric material is as follows:
4. the method for preparing a thiophene ring-containing photoelectric material according to claim 3, wherein: and the organic solvent in the step b is tetrahydrofuran solution.
5. The method for preparing a thiophene ring-containing photoelectric material according to claim 3, wherein: and b, selecting a 2mol/L n-butyllithium n-hexane solution as the n-butyllithium n-hexane solution in the step b.
6. The method for preparing a thiophene ring-containing photoelectric material according to claim 3, wherein: and c, washing the reaction solution in the step c for 8-12 h.
7. The method for preparing a thiophene ring-containing photoelectric material according to claim 3, wherein: and the oxidant in the step c is one of ferric trichloride, ferric perchlorate and hexafluoro antimonate nitrate.
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