CN110467827A - A kind of phenothiazines dyestuff and the organism heterojunction photovoltaic cell and preparation method thereof for using the phenothiazines dyestuff - Google Patents
A kind of phenothiazines dyestuff and the organism heterojunction photovoltaic cell and preparation method thereof for using the phenothiazines dyestuff Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- H10K30/20—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising organic-organic junctions, e.g. donor-acceptor junctions
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- H10K71/10—Deposition of organic active material
- H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
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- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
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- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
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- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
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Abstract
The invention proposes a kind of phenothiazines dyestuff and use the organism heterojunction photovoltaic cell and preparation method thereof of the phenothiazines dyestuff, the general formula of molecular structure (I) of phenothiazines dyestuff are as follows:R, Ar therein1、Ar2、Ar3、Ar4Be each independently selected from hydrogen atom,Straight chained alkyl,Branched alkyl,Amide groups,Alkoxy and do not have any one in influential aromatic hydrocarbon group between each other.The present invention in active layer by adulterating phenothiazines dyestuff as the third material, so as to make up active layer to the deficiency of light capture ability using the strong feature of phenothiazines dyestuff absorbing ability, the range of absorption spectrum is expanded, the utilization rate to light is improved, photoelectric current and device power transfer efficiency are effectively improved.
Description
Technical field
The present invention relates to a kind of phenothiazines dyestuff and use the organism heterojunction photovoltaic electricity of the phenothiazines dyestuff
Pond and preparation method thereof belongs to organic electro-optic device technical field.
Background technique
As the fossil energies such as coal, petroleum, natural gas are increasingly short, in order to cope with energy crisis and environmental problem, too
Sun this can clean, the renewable, energy abundant has been to be concerned by more and more people.Photovoltaic cell turns solar energy as a kind of
It is changed to the device of electric energy, obtains development at full speed in recent years.Wherein organic photovoltaic battery (OPV) have it is at low cost, thickness is thin,
Light weight, manufacturing process are simple, can be made into the advantages that large area flexible device, have wide development and application prospect, have become
For one of the study frontier of the most rich vigour and vitality of current new material and new energy field.Currently, living using organic bulk heterojunction
Property layer organic photovoltaic battery efficiency can reach 12%, and use the organic photovoltaic battery efficiency energy of series connection laminated device structure
Enough reach 17%.Shorter exciton diffusion length and lower carrier mobility in organic material determine that light absorption is living
Property layer is relatively thin, and relatively thin light absorption active layer typically results in lower light utilization efficiency, so that being difficult to reach effective charge solution
From and transmission.
In the photovoltaic cells, the utilization efficiency to luminous energy is improved, is the important way for increasing its power output.In order into one
Absorption of the step enhancing OPV active layer to light, currently, ternary system active layer becomes the hot spot of research.With traditional two-element active
Layer is compared, and in addition to identical donor material and acceptor material, the third material of doping is increased in ternary system, is compensated for pair
The disadvantage of light absorption deficiency.Compared with series-connected cell, although the two can increase the absorption of light, ternary system is remained
The characteristics of binary system battery is convenient for preparation.
In view of this, it is necessory to propose a kind of phenothiazines dyestuff and use the organism of the phenothiazines dyestuff different
Matter junction photovoltaic battery and preparation method thereof, to solve the above problems.
Summary of the invention
The purpose of the present invention is to provide a kind of phenothiazines dyestuff and use the organism of the phenothiazines dyestuff different
Matter junction photovoltaic battery and preparation method thereof, to expand the range of absorption spectrum, improve the utilization rate to light and promoted photoelectric current and
Device power transfer efficiency.
To achieve the above object, the invention proposes a kind of phenothiazines dyestuff, the molecule knots of the phenothiazines dyestuff
Structure leads to formula (I) are as follows:
Wherein, R, Ar1、Ar2、Ar3、Ar4Be each independently selected from hydrogen atom,Straight chained alkyl,
Branched alkyl,Amide groups,Alkoxy and do not have influential aromatic hydrocarbon group between each other
In any one.
Optionally, the aromatic hydrocarbon group includes replacing or the benzene of unsubstituted mistake, naphthalene, anthracene, phenanthrene, carbazole, thiophene, furan
It mutters, pyridine and phenthazine group.
Optionally, the R be selected from hydrogen atom,Straight chained alkyl,Branched alkyl,Amide groups,Alkoxy.
Optionally, the R is 2- ethylhexyl;The Ar1、Ar2、Ar3、Ar4For hydrogen atom;The phenothiazines dyestuff
General formula of molecular structure (I) in phenthazine group be attached with carbazole group by ortho position benzene, that is, formed have structural formula
(II) phenothiazines dyestuff (oCBPTZ-b8):
To achieve the above object, the present invention also provides a kind of organism heterojunction photovoltaic cell, including substrate, cathode,
Anode and active layer are doped with aforementioned phenothiazine class dyestuff in the active layer.
Optionally, the anode is made of the higher metal of work function, metal oxide, carbon black or conducting polymer;Institute
Stating cathode is made of the lower metal or metal alloy of work function.
Optionally, it is equipped with cathodic modification that the anode, which is composite anode and/or the cathode equipped with anode modification layer,
The composite cathode of layer.
Optionally, the structure of the organism heterojunction photovoltaic cell, which is positive, sets structure, including sets gradually from the bottom to top
Substrate, anode, active layer and cathode;Alternatively, the structure of the organism heterojunction photovoltaic cell is inverted structure, including by
Under the supreme substrate set gradually, cathode, active layer and anode.
Optionally, the phenothiazines dyestuff ratio adulterated in the active layer is 0.01-5wt%.
To achieve the above object, the present invention also provides a kind of preparation methods of organism heterojunction photovoltaic cell, mainly
The following steps are included:
Step (1) prepares electrode by way of vacuum evaporation or sputtering on substrate;
Step (2) is prepared by the way of vacuum evaporation, spraying, spin coating or printing doped with phenothiazines on the electrode
The active layer of dyestuff;
Step (3) is prepared by way of vacuum evaporation or sputtering to electrode on active layer.
The beneficial effects of the present invention are: the present invention by active layer adulterate phenothiazines dyestuff, so as to utilize pheno
The strong feature of thiazin dyes absorbing ability makes up active layer to the deficiency of light capture ability, has expanded the model of absorption spectrum
It encloses, improves the utilization rate to light, effectively improve photoelectric current and device power transfer efficiency.
Detailed description of the invention
Fig. 1 is the general formula of molecular structure of phenothiazines dyestuff of the present invention and the structure chart of organism heterojunction photovoltaic cell.
Fig. 2 is the light absorption of phenothiazines dyestuff (oCBPTZ-b8) and common organic photovoltaic battery active layer material
Curve comparison figure.
Fig. 3 is in inverted structure device in PTB7:PC70BM system is with phenothiazines dyestuff (oCBPTZ-b8) doping concentration
Voltage-to-current (I-V) curve graph of variation.
Fig. 4 is just to set PTB7-Th:PC in structure devices70BM system is with phenothiazines dyestuff (oCBPTZ-b8) doping concentration
Voltage-to-current (I-V) curve graph of variation.
Specific embodiment
To make the objectives, technical solutions, and advantages of the present invention clearer, right in the following with reference to the drawings and specific embodiments
The present invention is described in detail.
As shown in Figure 1, present invention discloses the phenothiazines dyestuff that molecule general structure is (I),
Wherein, R, Ar1、Ar2、Ar3、Ar4Be each independently selected from hydrogen atom,Straight chained alkyl,
Branched alkyl,Amide groups,Alkoxy and do not have influential aromatic hydrocarbon group between each other
In any one.
Wherein, aromatic hydrocarbon group include replaced or the benzene of unsubstituted mistake, naphthalene, anthracene, phenanthrene, carbazole, thiophene, furans, pyridine,
The groups such as phenthazine;Ar1、Ar2、Ar3、Ar4For hydrogen atom;The R be selected from hydrogen atom,Straight chained alkyl,Branched alkyl,Amide groups,Alkoxy.
Specifically, R is 2- ethylhexyl;Phenthazine group is attached with carbazole group by ortho position benzene, that is, forms tool
There is the phenothiazines dyestuff (oCBPTZ-b8) of structure formula (II):
As shown in Figure 1, the invention also provides a kind of organism heterojunction photovoltaic cell, including substrate, cathode, anode and
Active layer, the ratio for the phenothiazines dyestuff for being doped with aforementioned phenothiazine class dyestuff, and being adulterated in active layer in the active layer
For 0.01-5wt%.
Wherein, the substrate is made of transparent materials such as quartz plate, sheet glass, polystyrene or polyethylene, described
Anode is made by the higher metal of work function, metal oxide, carbon black or conducting polymer;The cathode is lower by work function
Metal or metal alloy constitute.Certainly, the composite anode with anode modification layer also can be set into the anode;The yin
The composite cathode with cathodic modification layer also can be set into pole.That is: can also be arranged between anode and active layer
Anode modification layer, or cathodic modification layer can also be set between cathode and active layer, can according to the actual situation depending on, herein
With no restriction.
Specifically, it is poly- greater than the metal of cathode work function number, metal oxide, carbon black or conduction that work function can be used in anode
Close object etc., such as the higher metal Ag of work function;PEDOT:PSS or MoO can be used in anode modification layer3Deng mainly its conductance
Rate is high, and surface wettability is good, is outstanding anode modification material;Cathodic modification layer is aoxidized usually using the preferable metal of stability
Object such as ZnO, TPBi, BCP, BPhen, LiF, PDINO etc.;The lower metal of work function opposite anode can be used in cathode or metal closes
Gold, such as Al have good film forming and stability, therefore Al can be used as cathode material.
In the present invention, the structure of the organism heterojunction photovoltaic cell, which can be, just sets structure, is also possible to be inverted knot
Structure.When the structure of organism heterojunction photovoltaic cell, which is positive, sets structure, including set gradually from the bottom to top substrate, anode,
Active layer and cathode;When the structure of organism heterojunction photovoltaic cell is inverted structure, including what is set gradually from the bottom to top
Substrate, cathode, active layer and anode.
The invention also provides a kind of preparation methods of organism heterojunction photovoltaic cell, mainly comprise the steps that
Step (1) prepares electrode by way of vacuum evaporation or sputtering on substrate;
Step (2) is prepared by the way of vacuum evaporation, spraying, spin coating or printing doped with phenothiazines on the electrode
The active layer of dyestuff;
Step (3) is prepared by way of vacuum evaporation or sputtering to electrode on active layer.
Certainly, when the structure of organism heterojunction photovoltaic cell, which is positive, sets structure, electrode in step (1) be anode,
In step (3) is cathode to electrode;When the structure of organism heterojunction photovoltaic cell is inverted structure, in step (1)
Electrode is cathode, in step (3) is anode to electrode.
Currently, the active layer of existing photovoltaic cell is made of donor material and acceptor material both materials, and it is of the invention
Organism heterojunction photovoltaic cell active layer on the basis of original is there are two types of material, increase the third material, i.e. this hair
The phenothiazines dyestuff of bright proposition can be made up active layer using the strong feature of phenothiazines dyestuff absorbing ability and capture energy to light
The deficiency of power has expanded the range of absorption spectrum, improves the utilization rate to light, effectively improves photoelectric current and device power turns
Change efficiency.
It below will be to the ultraviolet suction of common donor material and acceptor material and phenothiazines dyestuff (oCBPTZ-b8)
Spectrum is received to be analyzed.
Donor material PTB7 and PTB7-Th, acceptor material PC are taken respectively70BM and phenothiazines dyestuff (oCBPTZ-b8) four
Kind material 1mg is dissolved in the chlorobenzene of 10ml, and solution stirs 6h, so that sufficiently dissolution.Then, 1ml is taken to be used in combination respectively four kinds of solution
Quartz colorimetric utensil loads.It tests UV absorption instrument and uses existing METASH UV-8000S instrument, accurately obtain when test
The absorption spectrum for obtaining four kinds of materials can first measure the absorption spectrum of solvent chlorobenzene as reference.
As shown in Fig. 2, donor material PTB7 and PTB7-Th is in 600-800nm wavelength in absorption spectrum test result figure
Range has strong absorption, acceptor material PC70BM has a strong absorption in 300-400nm wave-length coverage, and phenothiazines dyestuff (oCBPTZ-
B8) there is strong absorption in 400-500nm wave-length coverage.
From absorption spectroanalysis, due to phenothiazines dyestuff (oCBPTZ-b8) strong absorbing wavelength range with it is mutual to receptor
It mends, it is anticipated that this is conducive to improve active layer to the absorbability of light, to promote device performance.
Phenothiazines dyestuff proposed by the present invention is in general organic solvent such as toluene, o-dichlorohenzene, dissolve in chlorobenzene
Property it is preferable, thermal stability is strong, and has suitable energy level (between Donor acceptor), can be formed cascade energy level be conducive to
The transmission of charge can be used as a kind of suitable active layer third component materials.This material 300-500nm wave-length coverage have compared with
Strong absorption can widen active layer to the absorption region of light, reach light utilization efficiency as big as possible, effectively improve photoelectricity and flow into
And promote device efficiency.
Embodiment 1, the inverted structure device of organism heterojunction photovoltaic cell.
Embodiment shows in inverted structure device, phenothiazines dyestuff (oCBPTZ-b8) is entrained in PTB7:
PC70When BM system, with phenothiazines dyestuff (oCBPTZ-b8) doping concentration be 0-5wt% when device short circuit current, open circuit
Voltage, fill factor and power efficiency variation.
The preparation process of inverted structure device are as follows:
(1) organic photovoltaic battery is prepared on the ito glass substrate (square resistance is 15 Ω) cleaned up, by ITO glass
Glass substrate successively uses detergent, acetone, isopropanol and deionized water ultrasonic cleaning 15min, then dries 1h at 80 DEG C, obtains
To substrate;
(2) by substrate ultraviolet irradiation 10min, ZnO is placed in dry air carry out at room temperature spin coating (with
The revolving speed spin coating 60s of 3000rpm), it then places the substrate in dry air and heats 1h at 200 DEG C;
(3) active layer mixed solution is PTB7:PC70BM=1:1.5, solvent are chlorobenzene, adulterate phenothiazines dye in proportion
Expect (oCBPTZ-b8), in 55 DEG C of heating stirring 6h of glove box after dissolution, then use spin coating instrument, takes 100 μ L activity with liquid-transfering gun
Layer solution is added drop-wise on substrate, with the revolving speed spin coating 60s of 1400rpm, to prepare active layer film, is then placed in glove box
2h;
(4) after active layer prepares, MoO is used respectively to anode modification layer and anode3It is deposited with Ag, when vapor deposition is true
Reciprocal of duty cycle is 6 × 10-4Pa, MoO3Purity be 99.99%, evaporation rate isThe purity of Ag is 99.999%, vapor deposition
Rate is
The structure of corresponding inverted structure device is followed successively by glass substrate, ITO, cathodic modification layer ZnO (30nm), active layer
PTB7:oCBPTZ-b8:PC70BM, anode modification layer MoO3(30nm) and anode A g (100nm).
Active layer is by electron donor material PTB7, electron acceptor material PC70BM and phenothiazines dyestuff (oCBPTZ-b8) are mixed
Conjunction is prepared, and wherein the concentration of phenothiazines dyestuff (oCBPTZ-b8) is respectively as follows: 0wt% (device I), 3wt% (device
II), 5wt% (device III).
The effective area (cathode and anode lap) of the device prepared is 0.045cm2, each thickness of vacuum evaporation
Degree is detected with quartz crystal oscillator thickness monitor instrument.It is the illumination of the AM1.5 generated in solar simulator when measurement
Under (100mW/cm2) carry out.Current density voltage curve figure is measured in Keithley 2400.The device prepared
Part does not encapsulate, what all tests were all completed under atmospheric environment.
As shown in the following table 1 and Fig. 3, wherein VocIt is main related with the selection to acceptor material, therefore do not change substantially;FF
Variation less, illustrate that this phenothiazines dyestuff (oCBPTZ-b8), which is added, does not influence the pattern of original active layer, do not influence to
The crystallinity and arrangement mode of receptor;And current density, JscWith battery conversion efficiency PCE at phenothiazines dyestuff (oCBPTZ-b8)
Concentration be 3wt% when have maximum value, numerical value promoted it is more obvious.The reason of promotion, is mainly: widening under the concentration
The range of active layer absorption spectrum improves the size of photoelectric current, to improve battery performance.
This example demonstrated pheno thiophene is introduced in the active layer of the inverted structure device of organism heterojunction photovoltaic cell
Piperazine class dyestuff (oCBPTZ-b8), can greatly improve device performance.
Table 1
Device number | Jsc(mA/cm2) | Voc(V) | FF (%) | PCE (%) |
I | 15.12 | 0.71 | 60 | 6.43 |
II | 18.16 | 0.72 | 56 | 7.30 |
III | 16.84 | 0.73 | 56 | 6.83 |
Embodiment 2, organism heterojunction photovoltaic cell just set structure devices.
Embodiment shows just setting in structure devices, phenothiazines dyestuff (oCBPTZ-b8) is entrained in PTB7-th:
PC70When BM system, with phenothiazines dyestuff (oCBPTZ-b8) doping concentration be 0-5wt% when device short circuit current, open circuit
Voltage, fill factor and power efficiency variation.
Just setting the preparation process of structure devices are as follows:
(1) organic photovoltaic battery is prepared on the ito glass substrate (square resistance is 15 Ω) cleaned up, by ITO glass
Glass substrate successively uses detergent, acetone, isopropanol and deionized water ultrasonic cleaning 15min, then dries 1h at 80 DEG C, obtains
To substrate;
(2) by substrate ultraviolet irradiation 15min, PEDOT:PSS is carried out to spin coating at room temperature (with the revolving speed of 3000rpm
Spin coating 60s), substrate is then placed in glove box at 120 DEG C the 15min that anneals;
(3) active layer mixed solution is PTB7-Th:PC70BM=1:1.5, solvent are chlorobenzene, adulterate phenothiazines in proportion
Then dyestuff (oCBPTZ-b8) uses spin coating instrument in 55 DEG C of heating stirring 6h of glove box after dissolution, take 100 μ L living with liquid-transfering gun
Property layer solution be added drop-wise on substrate, with the revolving speed spin coating 60s of 1400rpm, to prepare active layer film, then glove box place
2h;
(4) after active layer prepares, in the methanol solution of active layer film surface spin coating PDINO, with turning for 3000rpm
Fast spin coating 30s, the method that Al electrode uses vacuum evaporation, vapor deposition are that vacuum degree is 6 × 10-4The purity of Pa, Al are 99.999%,
Evaporation rate is
The corresponding structure for just setting structure devices be followed successively by glass substrate, ITO, anode modification layer PEDOT:PSS (30nm),
Active layer PTB7-th:oCBPTZ-b8:PC70BM, cathodic modification layer PDINO (10nm) and cathode Al (100nm).
Its Anodic is the higher metal of work function such as Al, and cathodic modification layer uses PDINO, anode modification layer PEDOT:
PSS.The cathodic modification layer with a thickness of 10nm, anode modification layer with a thickness of 30-40nm, active layer thickness 150-200nm,
Cathode thickness is 80-120nm.
Active layer is by electron donor material PTB7-Th, electron acceptor material PC70BM and phenothiazines dyestuff (oCBPTZ-
B8 it) is mixed with, wherein the concentration of phenothiazines dyestuff (oCBPTZ-b8) is respectively as follows: 0wt% (device IV), 3wt%
(device V), 5wt% (device VI).
As shown in the following table 2 and Fig. 4, after just setting and being added to phenothiazines dyestuff (oCBPTZ-b8) in structure devices, device
V and device VI current density, JscAlso it is promoted, improves the overall performance of device.
Pass through the absorption curve of analysis chart 2, it can be seen that phenothiazines dyestuff (oCBPTZ-b8) is in 400-500nm wavelength
Range has very strong absorption, compensates for the deficiency absorbed to acceptor material in corresponding region.
Table 2
Device number | Jsc(mA/cm2) | Voc(V) | FF (%) | PCE (%) |
Ⅳ | 16.63 | 0.78 | 61 | 7.90 |
Ⅴ | 16.93 | 0.77 | 63 | 8.33 |
Ⅵ | 17.05 | 0.79 | 62 | 8.31 |
In conclusion the present invention in active layer by adulterating phenothiazines dyestuff as the third material, so as to benefit
Active layer is made up to the deficiency of light capture ability with the strong feature of the phenothiazines dyestuff absorbing ability, has expanded absorption spectrum
Range, improve the utilization rate to light, effectively improve photoelectric current and device power transfer efficiency.
The above examples are only used to illustrate the technical scheme of the present invention and are not limiting, although referring to preferred embodiment to this hair
It is bright to be described in detail, those skilled in the art should understand that, it can modify to technical solution of the present invention
Or equivalent replacement, without departing from the spirit and scope of the technical solution of the present invention.
Claims (10)
1. a kind of phenothiazines dyestuff, it is characterised in that: the general formula of molecular structure (I) of the phenothiazines dyestuff are as follows:
Wherein, R, Ar1、Ar2、Ar3、Ar4Be each independently selected from hydrogen atom,Straight chained alkyl,Branch
Alkyl group,Amide groups,Alkoxy and do not have in influential aromatic hydrocarbon group between each other
Any one.
2. phenothiazines dyestuff according to claim 1, it is characterised in that: the aromatic hydrocarbon group was including replacing or not
Benzene, naphthalene, anthracene, phenanthrene, carbazole, thiophene, furans, pyridine and the phenthazine group replaced.
3. phenothiazines dyestuff according to claim 1, it is characterised in that:
The R be selected from hydrogen atom,Straight chained alkyl,Branched alkyl, Amide groups,Alkoxy.
4. phenothiazines dyestuff according to claim 1, it is characterised in that:
The R is 2- ethylhexyl;The Ar1、Ar2、Ar3、Ar4For hydrogen atom;
Phenthazine group in the general formula of molecular structure (I) of the phenothiazines dyestuff is connected with carbazole group by ortho position benzene
It connects, that is, forms the phenothiazines dyestuff (oCBPTZ-b8) with molecular structure formula (II):
5. a kind of organism heterojunction photovoltaic cell, including substrate, cathode, anode and active layer, it is characterised in that: the activity
Phenothiazines dyestuff described in any one of Claims 1-4 is doped in layer.
6. organism heterojunction photovoltaic cell according to claim 5, it is characterised in that: the anode is higher by work function
Metal, metal oxide, carbon black or conducting polymer constitute;The cathode is by the lower metal or metal alloy of work function
It constitutes.
7. organism heterojunction photovoltaic cell according to claim 5, it is characterised in that: the anode is to repair equipped with anode
The composite anode and/or the cathode for adoring layer are the composite cathode equipped with cathodic modification layer.
8. organism heterojunction photovoltaic cell according to claim 5, it is characterised in that:
The structure of the organism heterojunction photovoltaic cell, which is positive, sets structure, including set gradually from the bottom to top substrate, anode,
Active layer and cathode;
Alternatively, the structure of the organism heterojunction photovoltaic cell be inverted structure, including set gradually from the bottom to top substrate,
Cathode, active layer and anode.
9. organism heterojunction photovoltaic cell according to claim 5, it is characterised in that: the pheno adulterated in the active layer
Thiazin dyes ratio is 0.01-5wt%.
10. a kind of preparation method of organism heterojunction photovoltaic cell, which is characterized in that mainly comprise the steps that
Step (1) prepares electrode by way of vacuum evaporation or sputtering on substrate;
Step (2) is prepared by the way of vacuum evaporation, spraying, spin coating or printing doped with phenothiazines dyestuff on the electrode
Active layer;
Step (3) is prepared by way of vacuum evaporation or sputtering to electrode on active layer.
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