CN103937284B - A class of phenoxazine dyes and their application in dye-sensitized solar cells - Google Patents

Abstract

The invention discloses a class of phenoxazine dyes and their application in dye-sensitized solar cells. It belongs to the synthesis and application field of pure organic small molecular dyes. The key point is that the chemical structure of the dye is based on phenoxazine as the electron-donating D unit, the head end is triphenylamine with alkoxy or alkane group as the electron-donating D' unit, and the tail end is supported by cyanoacetic acid. The body unit is an electron-withdrawing group. The material has unique photoelectrochemical performance and has good application performance in the field of dye-sensitized solar cells.

Description

A class of phenoxazine dyes and their application in dye-sensitized solar cells

technical field

The invention belongs to the field of synthesis and application of functional dyes, in particular to the synthesis of phenoxazine dyes and their application as energy conversion materials.

Background technique

Since the 20th century, fossil energy sources such as coal, oil and natural gas have provided a large amount of energy around the world, paving the way for the development and innovation of the world. However, excessive consumption of fossil energy has produced a large amount of carbon dioxide, which has brought two major problems to today's society: global warming and energy supply security. In order to solve such problems, the development of renewable new energy has become an irresistible world trend. Solar energy is very abundant on the earth, and it provides about 5.4×10 ²⁴ J of energy to the earth every year, which is equivalent to the energy of 1.5×10 ²¹ kWh. Compared with fossil energy sources, the characteristics of local materials for solar energy save costs for the mining and transportation of solar energy. In particular, solar energy is a sustainable energy source, and its utilization will not cause damage to the environment, and it is one of the most environmentally friendly energy sources. Therefore, as a widely distributed, renewable and non-polluting energy source, how to utilize solar energy in a low-cost and high-efficiency way has become one of the topics of widespread concern to scientists all over the world.

Solar cells are semiconductor devices that convert solar energy into electrical energy based on the principle of photovoltaic effect. Among the current solar cells, monocrystalline silicon solar cells have the highest efficiency and the most mature technology, but due to the scarcity of monocrystalline silicon raw materials and harsh manufacturing processes, they cannot be applied on a large scale. Compared with traditional silicon solar cells, as a new type of photovoltaic technology, it was first proposed by O'Regan and The reported dye-sensitized solar cells (DSCs) are characterized by facile fabrication, high efficiency, and low cost. at present, The research team used the porphyrin dye SM315 as a sensitizer to form a device based on tris((2,2′-bipyridine))cobalt(II/III) redox electrolyte, and obtained the highest achievement in the field of DSC research so far. The photoelectric conversion efficiency is 13.1%, which accelerates the research on the large-scale practical application of DSCs.

Among them, the use of organic dyes gets rid of the previous high-efficiency dye-sensitized solar cells' dependence on noble metal polypyridine ruthenium dyes, which greatly reduces the cost of the cells. Compared with polypyridine ruthenium complex dyes, the choice of organic dyes is more diverse, its raw materials are abundant, its structure is simple and flexible, its preparation cost is low, its photoelectric conversion efficiency is high, and it has a very high development prospect.

In the research of pure organic small molecule dyes, the photoelectric conversion efficiency is usually improved by broadening the spectral absorption, introducing special groups to inhibit electron recombination, and changing the aggregation state of molecules on the semiconductor surface. The currently emerging systems are D-π-A, D-A-π-A, etc. Light-induced intramolecular electron transfer from the D unit to the A unit through the conjugated unit makes photocurrent generation. So far, the triphenylamine dye C219 The photoelectric conversion efficiency is 10.1%, which is the highest level of efficiency for pure organic dye-sensitized solar cells. Because phenoxazine has a strong electron donating ability, it is also suitable for the donor unit in photosensitive dyes. Its non-coplanar conjugated structure can effectively inhibit the aggregation of dyes on the semiconductor surface, and the phenoxazine structure has multiple possibilities. modified site. However, the dye still has the problems of poor spectral response in the near-infrared region and serious charge recombination phenomenon. Therefore, we introduce the electron-donating unit D' with a large space structure of an alkyl chain or alkoxy chain to suppress charge recombination, and introduce a π unit into D' and D-π to adjust the conjugated unit. The torsion angle optimizes the conjugation, broadens the absorption spectrum, and increases the spectral current. It can be seen that there is still a lot of research space for phenoxazine dyes.

Contents of the invention

The object of the present invention is to provide a new class of organic photosensitive dyes, which use phenoxazine as the electron donor D unit, and the head end is the electron donor D' unit of triphenylamine with alkoxy or alkane group, D It is also preferable to introduce π units into the 'units, and then connect to phenoxazine, and connect the cyanoacetic acid electron-withdrawing groups at the tail end through a conjugated group as a bridge, thereby forming an electron push-pull compound. Due to the interaction between the lone pairs of electrons on the nitrogen atom and the oxygen atom and the conjugated system, the excited state of the molecule is more likely to undergo charge transfer, thus producing unique photoelectrochemical properties and having good application performance in dye-sensitized solar cells.

A class of phenoxazine dyes has the following general structural formula (I):

In formula (I), R ₁ is a C1-C8 alkane group;

In formula (I), D' is one of the following two chemical structures

General chemical structure formula 1:

General chemical structure formula 2:

Wherein, R ₂ is any one of C1～C8 alkoxy group and alkane group;

In the formula (I), the π unit is a group formed by thiophene or a thieno heterocycle or a benzo heterocycle;

A unit in formula (I) is a group formed by cyanoacetic acid.

R ₁ is preferably a C5-C8 alkane group.

R ₂ is preferably a C8 alkoxy or alkane group.

The general chemical structure formula of the π unit is one or a combination of the following five chemical structures:

General chemical structure formula 1:

General chemical structure formula 2:

General chemical structure formula 3:

General chemical structure formula 4:

General chemical structure formula 5:

Wherein, R ₃ is any one of C1-C8 alkoxy group and alkane group.

Wherein R ₃ is preferably a C8 alkoxy or alkane group.

Described phenoxazine dye has the structure of formula (II), formula (III) or formula (IV):

Chemical structural formula (II):

Chemical structural formula (III):

Chemical structural formula (IV):

Contrast dye TPAPOZ, its structure is:

The application method of the phenoxazine dye is used as a photosensitive dye in a dye-sensitized solar cell. Specifically, the nanoporous oxide film of the photoanode of the dye solar cell is impregnated with phenoxazine dyes. The material of the nanoporous oxide film is one or more of titanium oxide, zinc oxide and tin oxide mixed arbitrarily. The specific process is to heat-treat the prepared photoanode in the range of 400°C to 500°C for 30 minutes, and then soak it in acetonitrile/tetrahydrofuran (1 :1) In the solution, sensitize for 12-24 hours; after sensitization, wash with acetonitrile and dry it for later use.

The dyestuff of the present invention is to use N-alkylation in advance, single bromination, coupling reaction method to synthesize D', π separately, and then carry out Knoevenagel condensation reaction to form final dyestuff molecule through coupling of each part again. The type of interim coupling reaction is any one of Still coupling and Suzuki coupling.

The dye-sensitized solar cell prepared by the phenoxazine dye described in the general formula (I) is introduced below.

The phenoxazine dye-sensitized solar cell provided by the invention is composed of (1) a transparent substrate, (2) a light-harvesting layer, (3) an electrolyte, and (4) a counter electrode. A light-harvesting layer (2) and an electrolyte (3) are sequentially distributed between the transparent substrate (1) and the counter electrode (4), wherein the transparent substrate layer (1) is conductive glass (FTO/ITO); the light-harvesting layer (2) is composed of (5) a semiconductor nano-titanium dioxide layer (TiO ₂ , with an average particle size between 0-50nm) and (6) a dye layer; the electrolyte layer (3) is an iodine/lithium iodide electrolyte; the The counter electrode (4) is conductive glass plated with Pt; the dye layer (6) is the phenoxazine dye of the present invention.

The transparent substrate of the dye-sensitized solar cell is purchased FTO or ITO, and then two layers of nano- _TiO2 films with different particle sizes are coated on the transparent substrate by screen printing. The thickness of the bottom layer is 7 μm and the particle size is 20 nm. The particle diameter of the upper layer is 400 nm, and the thickness is 5 μm. Heat-treat the prepared photoanode at 500°C for 30 minutes, and then soak it in a solution containing 200 μg per liter of phenoxazine dye and acetonitrile/tetrahydrofuran (1:1) after naturally cooling to 80°C, and sensitize for 12 to 24 hours; after sensitization, use Acetonitrile was washed and dried for use; the phenoxazine dye was the phenoxazine dye prepared in Example 1 or Example 2 or Example 3.

Plating Pt on the pretreated FTO conductive glass substrate as the counter electrode; place the sensitized photoanode upwards on the hot press, cover the TiO ₂ film with a 30 μm thick Surlyn ring, cover the counter electrode, and then Heat sealing at 100° C. for 2 minutes; drop 1 drop of electrolyte on the small hole of the counter electrode, use a diaphragm pump to evacuate the space between the two electrodes so that there are no air bubbles, and then seal it to obtain a dye-sensitized solar cell.

The advantage of the present invention is that a series of phenoxazine dye molecules are provided, and a large space structure is introduced on the phenoxazine unit of the existing phenoxazine dye molecule TPAPOZ, such as: triphenylamine D' with an alkoxy chain or an alkyl chain unit, which enhances the solubility of molecules, inhibits molecular aggregation and charge recombination process, improves the photoelectric properties of phenoxazine dyes, and introduces π units into D' and D-π to adjust the torsion angle between conjugated units to optimize conjugation. The yoke broadens the absorption spectrum, increases the spectral current, and obtains the highest photoelectric conversion efficiency.

Description of drawings

Fig. 1 is the structural representation based on phenoxazine dye-sensitized solar cell of the present invention;

Fig. 2 is the graph of photoelectric conversion efficiency and wavelength of dye-sensitized solar cells prepared by Examples 4-7 of the present invention and comparative dye TPAPOZ;

Fig. 3 is a graph showing the relationship between current and voltage of dye-sensitized solar cells prepared by Examples 4-7 of the present invention and the comparative dye TPAPOZ.

Detailed ways

For ease of understanding, the present invention will be further clearly and detailedly described below in conjunction with specific embodiments.

Example 1:

Synthesis of phenoxazine dye sensitizer with chemical structure formula (II).

A kind of phenoxazine dye sensitizer whose chemical structural formula is (II), its synthetic route is as follows:

Synthesis of intermediate 7:

Add 3.24g of intermediate 2 and 1.5g of intermediate thiophene boric acid aldehyde into the three-necked flask, then add 2.6g of potassium acetate aqueous solution and 50mL of solvent tetrahydrofuran, and add catalyst 0.10g of Pd(PPh ₃ ) ₄ under the protection of Ar ₂ , and the reaction temperature rises to Reflux at 78°C for 24h. After the reaction was completed, the solvent was spin-dried, and the organic phase was extracted with dichloromethane. The organic phase was washed successively with saturated aqueous sodium chloride solution and water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spun off, and product 7 (orange solid, yield 33.8%) was obtained by separation with dichloromethane/petroleum ether (v/v, 1/4).

NMR data of intermediate 7:

¹ H NMR(CDCl ₃ ,400MHz), (TMS,ppm):9.84(s,1H),7.69-7.68(m,1H),7.23-7.21(m,1H),7.13-7.10(m,1H), 6.91-6.88(m,1H),6.80-6.77(m,1H),6.65-6.38(m,4H),3.40(s,1H),1.91-1.88(m,2H),1.55-1.29(m,8H ),0.95-0.87(m,6H).

Synthesis of Intermediate 8:

Add 1g of intermediate 7 and 20mL solvent tetrahydrofuran into the three-necked flask, stir at 0°C in the dark, weigh 0.44g NBS in the dark and dissolve it in 20mL solvent THF, add it dropwise to the three-necked flask through a constant pressure dropping funnel, and drop After completion, the device was moved to room temperature for 12 hours of reaction. After the reaction was complete, the solvent was spun off, the crude product was extracted with dichloromethane, the organic phase was washed with water and dried over anhydrous sodium sulfate. The solvent was spun off, and the intermediate product 8 (yellow solid, yield 48.9%) was obtained by separation with dichloromethane/petroleum ether (v/v, 1/4).

NMR characterization data of intermediate 8:

¹ H NMR(CDCl ₃ ,400MHz),(TMS,ppm):9.86(s,1H),7.71-7.70(d,1H),7.47-7.42(m,2H),7.29-7.26(m,3H), 6.89-6.87(d,1H),6.75-6.72(d,1H),3.45(s,1H),1.91-1.88(m,2H),1.45-1.25(m,8H),0.95-0.87(m,6H ).

Synthesis of Intermediate 9:

Add 1.94g of the intermediate bromoisooctyloxytriphenylamine and 1.27g of bis-linked pinacol-based diboron into the three-necked flask, then add 0.81g of potassium acetate, pour 50mL of THF into it, stir at room temperature, and place it under the protection of Ar ₂ 0.012 _g of catalyst Pd(dppf)Cl2 was added. Rise to 78°C, and react for 24h under the protection of Ar ₂ . After the reaction was completed, the solvent was distilled off under reduced pressure, and the crude product was extracted three times with dichloromethane. The organic phase was washed with water, dried with anhydrous sodium sulfate, and the solvent was spinned off. ) through column separation to obtain intermediate 9 (yellow oil, yield 41%).

NMR data of intermediate 9:

¹ H NMR(CDCl ₃ ,400MHz,ppm):δ=7.61-7.58(d,2H),7.04-7.07(d,4H),6.81-6.84(d,6H),3.81-3.83(t,4H), 1.29-1.73 (m, 42H).

Synthesis of intermediate monomer 10:

Add 0.85g of intermediate 8, 0.44g of intermediate 9, and 0.37g of an aqueous solution of 2M K ₂ CO ₃ into a three-necked flask, add a solvent of 30mL THF, and add a catalyst of 0.031g of Pd(PPh ₃ ) under the protection of Ar _{2 4} . React at 78°C for 24h. After the reaction was completed, the crude product was extracted with dichloromethane, the organic phase was washed with saturated aqueous sodium chloride solution and water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spun off, and intermediate 10 (red oil, yield 76%) was obtained by separation with dichloromethane/petroleum ether (v/v, 1/4).

NMR characterization data of intermediate monomer 10:

¹ H NMR(CDCl ₃ ,400MHz,ppm):δ=9.84(s,H),7.68(d,1H),7.3(d,1H),6.82-7.26(m,18H),3.83-3.81(d, 4H), 0.89-1.4(m, 51H).

Synthesis of phenoxazine dyes of formula (II):

Add 0.62g of intermediate 10 and 0.17g of cyanoacrylic acid into a three-necked flask, add 20mL of solvent chloroform, add 0.47mL of piperidine under stirring, and reflux at 80°C for 12h under the protection of Ar ₂ . After the reaction was completed, it was acidified with 2M hydrochloric acid aqueous solution, the crude product was extracted with chloroform, the organic phase was washed with water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spinned off, and the final dye (dark red powder, yield 89.6%) was isolated with methanol/chloroform (v/v, 1/10). The nuclear magnetic characterization data of the compound of formula (II) structure:

¹ H NMR(CDCl ₃ ,400MHz,ppm):δ=12.56(s,H),8.22(s,H),7.77(s,H),7.50(d,2H),7.30(s,1H),7.14 (d,6H),7.04-7.01(d,3H),6.80(d,6H),6.45(d,2H),3.82(d,4H),0.89-1.4(m,51H)

Example 2:

Synthesis of phenoxazine dye sensitizer with chemical structure formula (III).

A kind of chemical structural formula is the phenoxazine dye sensitizer of (III), and its synthetic route is as follows:

Synthesis of intermediate 11:

2.69g of bromoisooctyloxytriphenylamine and 2.6g of EDOT tributyltin compound were added to the three-necked flask, then 60mL of anhydrous toluene was added, and 0.536g of catalyst Pd(PPh ₃ ) ₄ was added under the protection of N ₂ , at 110 ℃ reaction 16h. After the reaction was completed, the crude product was extracted three times with dichloromethane, the organic phase was washed with water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spun off, and intermediate 7 (yellow oil, yield 30%) was obtained by column separation with dichloromethane/petroleum ether (v/v, 1/25).

NMR characterization data of intermediate 11:

¹ H NMR(CDCl ₃ ,400MHz,ppm):δ=7.501-7.479(d,2H),7.047-7.026(d,4H),6.923-6.903(d,2H),6.822-6.800(d,2H), 6.206 (s, 1H), 4.266-4.236 (m, 4H), 3.816-3.801 (t, 4H), 0.883-1.452 (m, 30H). Synthesis of intermediate 12:

Dissolve 0.76g of intermediate 11 in 10mL of tetrahydrofuran into a three-neck flask, protect with _N2 , add 0.65mL of 2.4M n-butyllithium dropwise with a constant pressure dropping funnel at -78°C, and stir at -78°C After 1 hour, 0.58 g of tributyltin chloride was added, and the temperature was raised to room temperature and stirred for 6 hours. After the reaction was completed, water was added to roughly quench, and the crude product was extracted with dichloromethane, and the organic phase was dried over anhydrous Na ₂ SO ₄ . The solvent was spun off to obtain the crude product of brown oily intermediate selenide, which was directly used in the next reaction. It is roughly estimated that the yield of selenide is 70%. Dissolve 0.629g of selenium in 20mL of toluene as a solvent and pour it into a three-neck flask, add 0.31g of intermediate 8, add 0.075g of catalyst Pd(PPh ₃ ) ₄ under the protection of Ar ₂ Reaction 14h. Extract the crude product with ethyl acetate, wash the organic phase with saturated brine and water, dry the organic phase with saturated sodium sulfate, spin off the solvent, and separate with ethyl acetate/petroleum ether (v/v, 1/10) to obtain the intermediate 12 (red powder, 57% yield).

NMR characterization data of intermediate 12:

¹ H NMR (CDCl ₃ , 400MHz, ppm): δ=9.83 (s, H), 7.68 (d, 2H), 7.27 (s, 2H), 7.22 (d, 4H), 7.11 (d, 2H), 6.91 (d, 2H), 6.60 (d, 2H), 6.50 (d, 2H), 6.47 (d, 2H), 6.45 (d, 2H), 3.44 (t, 4H), 2.43 (d, 4H), 1.83 ( m, 4H), 1.56 (m, 7H), 1.33 (m, 12H), 1.25 (m, 6H), 0.90 (m, 18H).

Synthesis of phenoxazine dyes of formula (III):

Add 0.27g of intermediate 11 and 0.13g of cyanoacrylic acid into a three-necked flask, add 20mL of solvent chloroform, add 0.35mL of piperidine under stirring, and reflux at 80°C for 12h under the protection of Ar ₂ . After the reaction was completed, it was acidified with 2M hydrochloric acid aqueous solution, the crude product was extracted with chloroform, the organic phase was washed with water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spinned off and the final dye (dark red powder, yield 89.5%) was isolated with methanol/chloroform (v/v, 1/10).

The NMR characterization data of the compound of formula (III) structure:

¹ H NMR (CDCl ₃ , 400MH z), (TMS, ppm): δ=12.5 (s, 1H), 8.11 (d, 2H), 7.72 (s, 1H), 7.67 (d, 4H) 7.50 (d, 2H), 7.18(d, 2H), 7.00(d, 2H), 6.76(d, 2H), 6.66(d, 4H), 6.52(d, 2H), 4.22(t, 4H), 3.42(d, 4H ), 2.43 (d, 2H), 1.79 (m, 2H), 1.66 (m, 1H), 1.50 (m, 6H), 1.32 (m, 6H), 1.23 (m, 12H), 0.99 (m, 18).

Example 3:

Synthesis of phenoxazine dye sensitizer with chemical structure formula (IV).

A kind of phenoxazine dye sensitizer whose chemical structural formula is (IV), its synthetic route is as follows:

Synthesis of intermediate 13:

Add 0.38g of intermediate 6 and 20mL of solvent tetrahydrofuran into the three-necked flask, stir at 0°C in the dark, weigh 0.124g of NBS in the dark and dissolve it in 20mL of solvent THF, add it dropwise to the three-necked flask through a constant pressure dropping funnel, and drop After the addition, the device was moved to room temperature for 12 hours. After the reaction was complete, the solvent was spun off, the crude product was extracted with dichloromethane, the organic phase was washed with water and dried over anhydrous sodium sulfate. The solvent was spun off, and the intermediate product 13 (yellow solid, yield 47%) was obtained by separation with dichloromethane/petroleum ether (v/v, 1/4).

NMR characterization data of intermediate monomer 13:

¹ H NMR(CDCl ₃ ,400MHz),(TMS,ppm):δ=9.86(s,1H),7.65(d,1H),7.07(d,1H),6.79(d,1H),6.65(d, 1H), 6.52(s, 2H), 4.41-4.38(t, 4H), 2.12(s, 1H), 0.88-1.25(m, 16H).

Synthesis of Intermediate 14:

Add 0.18g of intermediate 13, 0.18g of intermediate 9, and 0.15g of 2M K ₂ CO ₃ aqueous solution into a three-neck flask, add a solvent of 30mL THF, and add a catalyst of 0.022g of Pd(PPh ₃ ) under the protection of Ar _{2 4} . React at 78°C for 24h. After the reaction was completed, the crude product was extracted with dichloromethane, the organic phase was washed with saturated aqueous sodium chloride solution and water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spun off, and intermediate 10 (red oil, yield 69%) was obtained by separation with dichloromethane/petroleum ether (v/v, 1/4).

NMR characterization data of intermediate monomer 14:

¹ H NMR (CDCl ₃ , 400MH z), (TMS, ppm): δ=12.3 (s, 1H), 8.09 (d, 2H), 7.72 (s, 1H), 7.67 (d, 4H) 7.52 (d, 2H), 7.18(d, 2H), 7.00(d, 2H), 6.74(d, 2H), 6.65(d, 4H), 6.52(d, 2H), 4.22(t, 4H), 3.42(d, 4H ), 2.43 (d, 2H), 1.79 (m, 2H), 1.66 (m, 1H), 1.50 (m, 6H), 1.32 (m, 6H), 1.23 (m, 12H), 0.99 (m, 18).

The synthesis of the phenoxazine dye of formula (IV) structure:

Add 0.12g of intermediate 11 and 0.06g of cyanoacrylic acid into a three-necked flask, add 20mL of solvent chloroform, add 0.16mL of piperidine under stirring, and reflux at 80°C for 12h under the protection of Ar ₂ . After the reaction was completed, it was acidified with 2M hydrochloric acid aqueous solution, the crude product was extracted with chloroform, the organic phase was washed with water, and the organic phase was dried with anhydrous sodium sulfate. The solvent was spinned off and the final dye (dark red powder, 88% yield) was isolated with methanol/chloroform (v/v, 1/10). The nuclear magnetic characterization data of the compound of formula (IV) structure:

¹ H NMR (CDCl ₃ , 400MH z), (TMS, ppm): δ=12.4 (s, 1H), 8.12 (d, 2H), 7.72 (s, 1H), 7.67 (d, 4H) 7.53 (d, 2H), 7.18(d, 2H), 7.00(d, 2H), 6.74(d, 2H), 6.66(d, 4H), 6.52(d, 2H), 4.23(t, 4H), 3.42(d, 4H ), 2.41 (d, 2H), 1.79 (m, 2H), 1.66 (m, 1H), 1.50 (m, 6H), 1.32 (m, 6H), 1.23 (m, 12H), 0.99 (m, 18).

Embodiment 4-6:

The transparent substrate of the dye-sensitized solar cell is purchased FTO or ITO, and then two layers of nano- _TiO2 films with different particle sizes are coated on the transparent substrate by screen printing. The thickness of the bottom layer is 7 μm and the particle size is 20 nm. The particle diameter of the upper layer is 400 nm, and the thickness is 5 μm. Heat-treat the prepared photoanode at 500°C for 30 minutes, and then soak it in a solution containing 200 μg per liter of phenoxazine dye and acetonitrile/tetrahydrofuran (1:1) after naturally cooling to 80°C, and sensitize for 12 to 24 hours; after sensitization, use Acetonitrile was washed and dried for use; the phenoxazine dye was the phenoxazine dye prepared in Example 1 or Example 2 or Example 3.

Plating Pt on the pretreated FTO conductive glass substrate as the counter electrode; place the sensitized photoanode upwards on the hot press, cover the TiO ₂ film with a 30 μm thick Surlyn ring, cover the counter electrode, and then Heat seal at 100°C for 2 minutes; drop 1 drop of electrolyte on the small hole of the counter electrode, use a diaphragm pump to vacuumize the gap between the two electrodes, and then seal it to obtain a dye-sensitized solar cell; the dye-sensitized solar cell The performance results of the battery are shown in Table 1.

Table 1

Claims (4)

1. a Lei phenoxazine dyestuff, is characterized in that, described phenoxazine dyestuff has the structure of formula (II), formula (III) or formula (IV):

Chemical structural formula (II):

Chemical structural formula (III):

Chemical structural formula (IV):

2. the application method of phenoxazine class dyestuff according to claim 1, is characterized in that, use in dye-sensitized solar cells as light-sensitive coloring agent.

3. the application method of phenoxazine class dyestuff according to claim 2, is characterized in that, by the nanoporous oxide thin film dipped You phenoxazine class dyestuff of the light anode of dye solar cell.

4. the application method of phenoxazine dyestuff according to claim 3, is characterized in that, the material of described nanoporous oxide film is titanium oxide, one or more in zinc oxide, stannic oxide mix arbitrarily.