CN108806991B - Anthocyanin modification method for dye-sensitized solar cell - Google Patents
Anthocyanin modification method for dye-sensitized solar cell Download PDFInfo
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- CN108806991B CN108806991B CN201810810279.8A CN201810810279A CN108806991B CN 108806991 B CN108806991 B CN 108806991B CN 201810810279 A CN201810810279 A CN 201810810279A CN 108806991 B CN108806991 B CN 108806991B
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- anthocyanin
- dye
- sensitized solar
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- pigment
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- 229930002877 anthocyanin Natural products 0.000 title claims abstract description 44
- 235000010208 anthocyanin Nutrition 0.000 title claims abstract description 44
- 239000004410 anthocyanin Substances 0.000 title claims abstract description 44
- 150000004636 anthocyanins Chemical class 0.000 title claims abstract description 44
- 238000002715 modification method Methods 0.000 title description 6
- 239000012286 potassium permanganate Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 13
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000002378 acidificating effect Effects 0.000 claims abstract description 8
- 238000001179 sorption measurement Methods 0.000 claims abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 26
- 239000000049 pigment Substances 0.000 claims description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 239000003208 petroleum Substances 0.000 claims description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000000605 extraction Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 abstract description 4
- 238000002360 preparation method Methods 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000003607 modifier Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 22
- 239000000975 dye Substances 0.000 description 9
- 239000012153 distilled water Substances 0.000 description 5
- 229930182559 Natural dye Natural products 0.000 description 4
- 239000000978 natural dye Substances 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- 244000017020 Ipomoea batatas Species 0.000 description 3
- 235000002678 Ipomoea batatas Nutrition 0.000 description 3
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- 239000000979 synthetic dye Substances 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 235000004976 Solanum vernei Nutrition 0.000 description 1
- 241000352057 Solanum vernei Species 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 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
- 229910021421 monocrystalline silicon Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/20—Light-sensitive devices
- H01G9/2059—Light-sensitive devices comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/542—Dye sensitized solar cells
Landscapes
- Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Hybrid Cells (AREA)
Abstract
The invention relates to an anthocyanin modifier for a dye-sensitized solar cellA strong oxidation reaction is carried out on anthocyanin by potassium permanganate under an acidic condition to strongly oxidize primary alcohol hydroxyl into carboxyl so as to improve the anthocyanin in TiO2The amount of adsorption on the film. The invention provides a method for strongly oxidizing anthocyanin for a dye-sensitized solar cell for the first time, has the advantages of improving the adsorption quantity of dye and further improving the photoelectric property of the dye-sensitized solar cell, and has the characteristics of simple and easy preparation method, easy control of reaction, rich raw materials and the like.
Description
Technical Field
The invention relates to an anthocyanin modification method for a dye-sensitized solar cell, and belongs to the technical field of preparation of solar cell materials.
Background
Dye-sensitized solar cells (DSC), also known as Gratzel cells, are a new type of high efficiency solar cells invented by the team of professor M.Gratzel in Rosemory Federal Engineering (EPFL) in 1991. The battery is simple in manufacturing process, can be made into a bendable and colorful battery, and can be used for building outer walls and decoration. The theoretical conversion efficiency of DSC is very high, and can reach 33 percent, which exceeds the theoretical conversion efficiency of monocrystalline silicon-based solar cells. For the above reasons, DSC is considered as a powerful competitor and substitute for conventional silicon-based batteries, and attracts more and more research enthusiasm in the global academic and industrial circles.
A dye-sensitized solar cell (DSC) is a cell for simulating photosynthesis of plants to perform photoelectric conversion, wherein a dye sensitizer is one of key components of the DSC and is adsorbed on nano-porous TiO2On a film with absorption of sunlightPhotoelectrons, and injecting the photoelectrons into the TiO2A function in the conduction band of (c). The dye sensitizer used for DSC needs to have good absorption performance to sunlight, and can be mixed with TiO2Chemisorbed groups (e.g. hydroxyl, carboxyl, phosphate, etc.) to TiO2Electron injection, and relatively good stability. Nearly thousands of dyes have been synthesized, of which the bipyridyl complex with ruthenium has the best photoelectric properties, but the cost is high, and the synthesis is difficult, so that the large-scale use of the bipyridyl complex with ruthenium is limited to a certain extent.
The natural dye sensitizer is directly extracted from plants, the process for obtaining the dye is relatively simple, the production cost is lower, and the natural dye sensitizer is environment-friendly, but the natural dye sensitizer has certain defects as the dye sensitizer of DSC, so that the dye sensitizer is applied to TiO2The adsorption amount on the film is not high, and the photoelectric conversion efficiency is not high.
Disclosure of Invention
The invention aims to solve the problem that the existing anthocyanin sensitizer is applied to TiO2The adsorption capacity on the film is not high, and a method for modifying natural anthocyanin is provided, so that the performance of the anthocyanin-sensitized solar cell is improved.
The technical scheme adopted by the invention for solving the technical problems is as follows:
the method for modifying the anthocyanin for the dye-sensitized solar cell comprises the steps of carrying out strong oxidation reaction on the anthocyanin by using potassium permanganate under an acidic condition, and strongly oxidizing primary alcohol hydroxyl in the anthocyanin into carboxyl so as to improve the anthocyanin in TiO2The amount of adsorption on the film.
An anthocyanin modification method for a dye-sensitized solar cell, comprising the steps of:
1) preparing potassium permanganate solution and calibrating to obtain KMnO4The concentration of (A) is as follows:
C(KMnO4)＝0.0210mol/L；
2) distilled water is used as a solvent, and the concentration of the prepared anthocyanin is as follows: 0.2 g/L;
3) preparing 0.01mol/L hydrochloric acid solution;
4) preparing 0.01mol/L sodium hydroxide solution;
5) taking 10ml of the potassium permanganate solution prepared in the step 1), adding 5ml of the hydrochloric acid solution prepared in the step 3), and stirring on a magnetic stirrer at the rotating speed of 300 revolutions per minute;
6) taking 10ml of anthocyanin solution, slowly adding the anthocyanin solution into the stirring acidic potassium permanganate solution in the step 5), and reacting for 45min at room temperature to complete a strong oxidation reaction;
7) after the reaction is finished, pouring all the products obtained in the step 6) into a centrifugal tube for low-speed centrifugal separation, and separating pigments from manganese dioxide precipitate;
8) adding 5ml of sodium hydroxide solution into the pigment obtained in the step 7);
9) extracting the pigment obtained in the step 8) for 2-3 times by using organic solvent petroleum ether to obtain the pigment;
10) and (3) carrying out reduced pressure rotary concentration on the pigment obtained in the step 9), and removing the solvent to obtain the anthocyanin after strong oxidation.
And 7, when the pigment and the manganese dioxide are subjected to centrifugal separation, the centrifugal rotating speed is 4000 r/min.
In the step 9, when the petroleum ether and the distilled water are extracted, a small amount of extraction method is adopted for multiple times, the petroleum ether and the pigment solution are firstly vibrated and mixed for 5-10 minutes according to the volume ratio of 1:3, then the mixture is kept stand for layering, a water system layer is collected, and the petroleum ether can be used for multiple times of extraction until the petroleum ether phase is colorless.
In the step 10, the extracted pigment is subjected to low-temperature concentration under vacuum, the vacuum degree is 7000pa, the temperature is 25-45 ℃, and the pigment is concentrated until the volume is not changed.
The anthocyanin which needs to be strongly oxidized is a plant anthocyanin which contains primary alcohol hydroxyl in a molecular structure, such as purple potato pigment, and the molecular structural formula of the anthocyanin is as follows:
the primary alcoholic hydroxyl in the molecule is strongly oxidized by the strong oxidation reaction of potassium permanganate under the acidic conditionFor carboxyl, increasing anthocyanin in TiO2The adsorption amount on the film improves the performance of the anthocyanin-sensitized solar cell. The photoelectric conversion efficiency of the cell is improved, and the strong oxidation process has the advantages of simplicity, easy control and the like, and has better market development prospect.
Compared with the prior art, the anthocyanin modification method for the dye-sensitized solar cell provided by the invention has the following beneficial effects: the invention provides a method for strongly oxidizing anthocyanin for a dye-sensitized solar cell for the first time, and compared with the existing natural dye sensitizer, the method has the advantages of improving the adsorption quantity of dye and further improving the photoelectric property of the dye-sensitized solar cell. Compared with the existing synthetic dye, the synthetic dye has the characteristics of simple and feasible preparation method, easy control of reaction, rich raw materials and the like.
Detailed Description
The following describes a technical scheme of the method for strongly oxidizing anthocyanin for dye-sensitized solar cells according to the invention with reference to examples.
Example 1
An anthocyanin modification method for a dye-sensitized solar cell, comprising the steps of:
1) preparing potassium permanganate solution and calibrating to obtain KMnO4The concentration of (A) is as follows:
C(KMnO4)＝0.0210mol/L；
2) distilled water is used as a solvent, and the concentration of the prepared anthocyanin is as follows: 0.2 g/L; the anthocyanin is purple sweet potato pigment.
3) Distilled water is used as a solvent to prepare 0.01mol/L hydrochloric acid solution;
4) preparing 0.01mol/L sodium hydroxide solution by using distilled water as a solvent;
5) taking 10ml of the potassium permanganate solution prepared in the step 1), adding 5ml of the hydrochloric acid solution prepared in the step 3), and stirring on a magnetic stirrer at the rotating speed of 300 revolutions per minute.
6) And (3) slowly adding 10ml of 0.2g/L purple sweet potato pigment solution into the stirring acidic potassium permanganate solution in the step 5), and reacting at room temperature for 45min to complete the strong oxidation reaction.
7) And (3) after the reaction is finished, pouring all the products obtained in the step 6) into a centrifugal tube for low-speed centrifugal separation, and separating the pigment from the manganese dioxide precipitate. The centrifugal speed is 4000 r/min.
8) 5ml of sodium hydroxide solution is added to the pigment obtained in step 7).
9) Extracting the pigment obtained in the step 8) for 2-3 times by using organic solvent petroleum ether to obtain the strongly oxidized purple sweet potato. Adopting a small amount of multiple extraction method, firstly shaking and mixing petroleum ether and pigment solution according to the volume ratio of 1:3 for 5-10 minutes, then standing until layering, collecting a water system layer, and performing multiple extraction by using the petroleum ether until the petroleum ether phase is colorless.
10) Carrying out reduced pressure rotary concentration on the pigment obtained in the step 9), wherein the vacuum degree is 7000pa, the temperature is 25-45 ℃, and the pigment is concentrated until the volume is not changed. And removing the solvent to obtain the anthocyanin after strong oxidation.
And assembling the sensitized solar cell by using the anthocyanin after strong oxidation, and testing the photoelectric property. Preparing a battery: adding TiO into the mixture2Soaking the film in dye at room temperature for 24 hr, washing with absolute alcohol to remove excessive dye on the film surface to obtain photo-anode, and fixing the photo-anode and counter electrode with flat clamp to assemble the cell with sandwich structure.
Finally, the above embodiments are only for illustrating the technical solutions of the present invention and not for limiting, although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions may be made to the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention, and all of them should be covered in the claims of the present invention.
Claims (5)
1. The method for modifying the anthocyanin for the dye-sensitized solar cell is characterized in that the anthocyanin is subjected to strong oxidation reaction by potassium permanganate under an acidic condition, and primary alcohol hydroxyl in the anthocyanin is strongly oxidized into carboxyl so as to improve the effect of the anthocyanin on TiO2The amount of adsorption on the film;
the concentrations of the solutions used were:
KMnO4the concentration of (A) is as follows: c (KMnO)4)＝0.0210mol/L；
The concentration of anthocyanins is: 0.2 g/L;
the concentration of the hydrochloric acid solution is: 0.01 mol/L;
the concentration of the sodium hydroxide solution was: 0.01 mol/L;
comprises the following steps of:
(1) mixing 10mL of potassium permanganate solution with 5mL of hydrochloric acid solution to obtain an acidic potassium permanganate solution, and stirring with a magnetic stirrer at the rotating speed of 300 revolutions per minute;
(2) taking 10mL of anthocyanin solution, slowly adding the anthocyanin solution into the stirring acidic potassium permanganate solution, and carrying out strong oxidation reaction at room temperature;
(3) after the reaction is finished, pouring all the products into a centrifugal tube for low-speed centrifugal separation, and separating pigments from manganese dioxide precipitates;
(4) adding 5mL of sodium hydroxide solution into the pigment obtained in the previous step to obtain a pigment solution;
(5) extracting the pigment solution by using an organic solvent petroleum ether to obtain a pigment;
(6) and carrying out reduced pressure rotary concentration on the obtained pigment, and removing the solvent to obtain the anthocyanin after strong oxidation.
2. The method for modifying anthocyanin for dye-sensitized solar cells according to claim 1, wherein the low-speed centrifugal separation is performed in the step (3), and the centrifugal rotation speed is 4000 r/min.
3. The method for modifying anthocyanin for dye-sensitized solar cells according to claim 1, wherein a small amount of extraction is performed for multiple times in the extraction in step (5), petroleum ether and pigment solution are mixed by shaking for 5-10 minutes according to a volume ratio of 1:3, then the mixture is kept standing until the mixture is layered, a water system layer is collected, and extraction is performed for multiple times by using petroleum ether until the petroleum ether phase is colorless.
4. The method for modifying anthocyanin in dye-sensitized solar cell according to claim 1, wherein the step (6) is performed by rotary concentration under reduced pressure, wherein the degree of vacuum is 7000pa, the temperature is 25-45 ℃, and the concentration is performed until the volume is not changed.
5. The method for modifying anthocyanin for dye-sensitized solar cells according to any one of claims 1 to 4, wherein the anthocyanin is a plant anthocyanin which contains a primary alcohol hydroxyl group in a molecular structure.
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| CN108806991B true CN108806991B (en) | 2020-01-07 |
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| CN112371123B (en) * | 2020-11-27 | 2022-05-17 | 嘉兴学院 | Supported silver-doped manganese dioxide catalyst and preparation method and application thereof |
| CN114388273B (en) * | 2022-01-07 | 2022-10-14 | 青海大学 | Preparation method and application of anthocyanin-sensitized P5FIN/ITO nano composite material |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102076862A (en) * | 2008-04-30 | 2011-05-25 | 希乐克公司 | Cellulosic and lignocellulosic material structural materials and methods and systems for making these materials by radiation |
| CN102408744A (en) * | 2011-08-10 | 2012-04-11 | 中北大学 | Photosensitive fuel for dye-sensitized solar cell and preparation method thereof |
| DE102016116154A1 (en) * | 2016-08-30 | 2018-03-01 | Dechema-Forschungsinstitut | Flow battery |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102076862A (en) * | 2008-04-30 | 2011-05-25 | 希乐克公司 | Cellulosic and lignocellulosic material structural materials and methods and systems for making these materials by radiation |
| CN102408744A (en) * | 2011-08-10 | 2012-04-11 | 中北大学 | Photosensitive fuel for dye-sensitized solar cell and preparation method thereof |
| DE102016116154A1 (en) * | 2016-08-30 | 2018-03-01 | Dechema-Forschungsinstitut | Flow battery |
Non-Patent Citations (1)
| Title |
|---|
| 酰化紫薯色素敏化太阳能电池的性能研究;杨桂军等;《光电子.激光》;20171015;正文第1061-1066页 * |
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