CN108774250A - A kind of starlike organic molecule type n semiconductor material and the preparation method and application thereof based on triphenylamine - Google Patents

A kind of starlike organic molecule type n semiconductor material and the preparation method and application thereof based on triphenylamine Download PDF

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CN108774250A
CN108774250A CN201810530720.7A CN201810530720A CN108774250A CN 108774250 A CN108774250 A CN 108774250A CN 201810530720 A CN201810530720 A CN 201810530720A CN 108774250 A CN108774250 A CN 108774250A
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triphenylamine
starlike
organic
semiconductor material
molecule type
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辛颢
郭世赣
唐成诚
陈建华
闫伟博
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Nanjing Post and Telecommunication University
Nanjing University of Posts and Telecommunications
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Nanjing Post and Telecommunication University
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6576—Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
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    • Y02E10/549—Organic PV cells

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Abstract

The starlike organic molecule type n semiconductor material and the preparation method and application thereof based on triphenylamine that the invention discloses a kind of, it is core based on triphenylamine, dibenzothiophen is bridging, 1, the application of 3- indandiones and its derivative for n-type Organic micromolecular semiconductor material of end group and preparation method thereof and such molecule as acceptor material in organic non-fullerene solar cell.It is disclosed by the invention to have many advantages, such as that solution processable, absorption spectrum are wide, absorptivity is high, excellent heat stability, energy level are appropriate using triphenylamine as the n-type organic small molecular semiconductor of core, it is the non-fullerene acceptor material of ideal organic solar batteries.

Description

A kind of starlike organic molecule type n semiconductor material and its preparation based on triphenylamine Method and application
Technical field
The invention belongs to Material Field, more particularly to one kind based on triphenylamine is core, dibenzothiophen is bridging, 1,3- indanes two Ketone and its derivative are made for n-type Organic micromolecular semiconductor material of end group and the preparation method and application thereof and such molecule For application of the acceptor material in active layer in organic non-fullerene solar cell.
Background technology
Solar energy is inexhaustible cleaning, green energy resource, recently as countries in the world to energy problem Attention, solar cell become the field research hotspot.Compared with traditional inorganic semiconductor solar cell, organic sun Can battery have that at low cost, materials are few, light-weight, manufacture craft is simple, can be prepared into outstanding advantages of flexible device, have wide Wealthy development and application prospect.
Fullerene and its derivative species acceptor material are chronically at leading position in organic solar batteries field, however this Under there are the costs of raw material higher, illumination of class material under unstable, high temperature easily crystallization, visible region absorb weak and be difficult to widen, Lowest unoccupied molecular orbital (LUMO) energy level is relatively low cause battery open circuit voltage low etc. disadvantages, these disadvantages limit it into one Step development.Recent years, non-fullerene acceptor material become the research hotspot in organic solar batteries field gradually.Non- fullerene Acceptor material can be mainly divided into two class of polymer and small molecule according to the difference of molecular structure.Account for Xiao Wei etc. within 20011It takes the lead in It has synthesized and has been based on imido polymeric acceptor material, be 1% using it as the arrival of the cell power conversion efficiency of receptor；By Scientist's is continually striving to, with polymer poly { 2,6- [N, N'- bis- (2- octyldodecyls) naphthalene-Isosorbide-5-Nitrae, 5,8- bis- acyls Asias Amine] -5,5'- (2,2'- bithiophenes) N2200 be receptor device energy conversion efficiency have reached 10.7%2.But different batches There may be larger differences for the molecular weight of the polymer of synthesis and its distribution, and there are later stage separating-purifying difficulty, poor repeatabilities etc. Disadvantage.With polymer phase ratio, small molecule material has specific molecular structure, prepares and purifying technique is simple, therefore is based on having The solar cell of machine small molecule receptor recently becomes one of the research hotspot in the field.2017, national nanosecond science and technology center Fourth dawn project has been combined into a kind of novel narrow band gap indeno Dithiophene (ITIC) micromolecular, using it as the device energy of receptor Amount transfer efficiency reaches 14.1%, this is the peak of the unijunction organic solar batteries transfer efficiency of current document report3。
Triphenylamine has stronger conjugated system, and excellent charge-transporting is cheap and easy to get, unique stereochemical structure itself The dissolubility that material can be improved is widely used in the construction unit of small molecule photovoltaic material4-6.In order to develop this material most Big potentiality, researcher use many methods and modify it, such as：Yuriy etc.7Using union II thiophene as bridging, the third dicyan For end group, modification is carried out to triphenylamine and has synthesized N (Ph-OMe-2T-Rh-Et) 3, and organic solar electricity is prepared using it as donor Pond, efficiency reach 4.3%；Prabha etc. carries out modification to triphenylamine with cyano and naphthalimide and is prepared for SM2, and with it For receptor organic solar batteries efficiency to 6.11%8.Fluorenyl has good conjugated system and flatness, therefore contains fluorenes The material of base usually all has higher charge mobility, and fluorenyl can improve dissolubility by connecting different side-chain radicals, Intermolecular spacing and accumulation mode are adjusted, is widely used in small molecule organic solar batteries9-12.1,3- indandione and its Derivative has very strong electron-withdrawing ability, can form D-A conjugation with electron donating group, reduce band gap, widen absorption light Spectrum improves photoelectric absorption efficiency, is current most outstanding one of end-capping group13-14。
It is core, 1,3- indane two that the present invention, which utilizes the triphenylamine with higher charge mobility and stronger electron donation, Ketone and its derivative are end-capping group, and using the fluorenyl with good conjugacy and flatness as bridging, and design has synthesized one Kind n-type small molecule organic semiconductor material, prepares high efficiency organic solar batteries device.
Bibliography：
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2.Fan,B.；Ying,L.；Zhu,P.；Pan,F.；Liu,F.；Chen,J.；Huang,F.；Cao,Y.,All- Polymer Solar Cells Based on a Conjugated Polymer Containing Siloxane- Functionalized Side Chains with Efficiency over 10%.Advanced Materials 2017, 29(47).
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7.Luponosov,Y.N.；Solodukhin,A.N.；Mannanov,A.L.；Trukhanov,V.A.； Peregudova,S.M.；Pisarev,S.A.； Bakirov,A.V.；Shcherbina,M.A.；Chvalun,S.N.； Paraschuk,D.Y.；Ponomarenko,S.A.,Highly soluble and thermally stable alkyl- free star-shaped D-pi-A oligomer with electron-withdrawing phenyldicyanovinyl groups for organic photovoltaics.Organic Electronics 2017,51,180-189.
8.Gautam,P.；Sharma,R.；Misra,R.；Keshtov,M.L.；Kuklin,S.A.；Sharma,G.D., Donor-acceptor-acceptor (D-A-A)type 1,8-naphthalimides as non-fullerene small molecule acceptors for bulk heterojunction solar cells. Chemical Science 2017,8(3),2017-2024.
9.Fei,Z.；Eisner,F.D.；Jiao,X.；Azzouzi,M.；Rohr,J.A.；Han,Y.；Shahid,M.； Chesman,A.S.R.；Easton,C. D.；McNeill,C.R.；Anthopoulos,T.D.；Nelson,J.；Heeney, M.,An Alkylated Indacenodithieno 3,2-b thiophene-Based Nonfullerene Acceptor with High Crystallinity Exhibiting Single Junction Solar Cell Efficiencies 2018,30 (8) of Greater than 13%with Low Voltage Losses.Advanced Materials
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Invention content
Goal of the invention：In order to overcome the deficiencies in the prior art, the present invention to provide a kind of based on the starlike of triphenylamine Organic molecule type n semiconductor material and the preparation method and application thereof, has that solution processable, absorption spectrum be wide, absorptivity The advantages that height, excellent heat stability, appropriate energy level.
Technical solution：To achieve the above object, the technical solution adopted by the present invention is：
A kind of starlike organic molecule type n semiconductor material based on triphenylamine is core based on triphenylamine, with dibenzothiophen For bridging, with 1,3- indandiones or derivatives thereof for end group, general structure is as follows：
R1、R2For O or
R3For C3~C16Alkyl or C3~C16Alkoxy；
R4For H or F.
It is core based on triphenylamine, dibenzothiophen is bridging, the N-shaped organic small molecular semiconductor system that 1,3- indandiones are end group Preparation Method：
(1) three-[4- (4,4,5,5- tetramethyls-[1,3] dioxy -2- boryls)-phenyl]-amine and bromo- 4, the 4- of 6- are different Octyl -4H- cyclopentadiene (2,1-B；3,4-B') Dithiophene -2- formaldehyde with molar ratio be 1：3~1：9 ratio is added to reaction In container；
(2) it is 1~9 that appropriate tetrahydrofuran or toluene or the volume ratio of chlorobenzene and wet chemical, which is added,：1 mixing is molten Liquid is as solvent；
(3) lead to inert gas and exclude the tetrakis triphenylphosphine palladium catalyst being added after air in reaction vessel, in reflux At a temperature of react 24 to 72 hours；
(4) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column Chromatography purity obtains intermediate D；
(5) reaction equation is shown below：
(6) by intermediate D and 1,3- indandiones or derivatives thereof are with molar ratio for 1：3~9 ratio is added to reaction In container；
(7) it is solvent appropriate chloroform, acetic anhydride or chlorobenzene to be added, and appropriate pyridine is added as catalyst；
(8) it is reacted 24 to 72 hours at a temperature of reflux after air in logical inert gas exclusion reaction vessel；
(9) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column Chromatography purity must be core based on triphenylamine, dibenzothiophen is bridging, the N-shaped organic small molecular semiconductor that 1,3- indandiones are end group Compound；
(10) reaction equation is shown below：
Starlike organic molecule type n semiconductor material based on triphenylamine is in organic non-fullerene solar cell Using, wherein the preparation method of photovoltaic device includes the following steps：
(1) ZnO of one layer of 30nm thickness of spin coating is spare after ITO is cleaned and dried；
(2) the starlike organic molecule acceptor material by this based on triphenylamine and polymer donor material or small molecule donor Material is according to weight ratio 1：The blend solution of 0.5~4 mixing is spun in ZnO cathodic modification layers, prepares the activity of photovoltaic device Layer；The donor material includes but not limited to PTB7-TH；The total concentration of the donor material and acceptor material is 10~50mg/ mL；
(3) MnO of 5nm is deposited under vacuum conditions3Anode is as the metal Ag electrodes of decorative layer and 100nm as electricity The active layer effective area of pole, photovoltaic device is 4-100mm2。
Advantageous effect：A kind of starlike organic molecule type n semiconductor material based on triphenylamine provided by the invention and its Using compared with prior art, having the advantage that：It is disclosed by the invention using triphenylamine as the n-type organic molecule of core half Conductor has many advantages, such as that solution processable, absorption spectrum are wide, absorptivity is high, excellent heat stability, energy level are appropriate, is ideal The non-fullerene acceptor material of organic solar batteries.
Description of the drawings
Fig. 1 is compound structure figure prepared by embodiment；
Fig. 2 is compound hydrogen nuclear magnetic resonance spectrogram spectrum prepared by embodiment；
Fig. 3 is compound carbon-13 nmr spectra collection of illustrative plates prepared by embodiment；
Fig. 4 is compound mass-spectrogram prepared by embodiment；
Fig. 5 is compound cyclic voltammetry curve prepared by embodiment；
Fig. 6 is that ultraviolet-visible light area of the compound of embodiment preparation in dichloromethane solution absorbs light collection of illustrative plates；
Fig. 7 is that the ultraviolet-visible light area of compound solid film prepared by embodiment absorbs light collection of illustrative plates；
Fig. 8 is compound thermogravimetric analysis collection of illustrative plates prepared by embodiment；
Fig. 9 is the J-V curves that embodiment prepares device as acceptor material in light-absorption layer.
Specific implementation mode
The invention discloses be core based on triphenylamine, dibenzothiophen be bridging, 1,3- indandiones and its derivative be end group N-type Organic micromolecular semiconductor material and preparation method thereof and such molecule as acceptor material in organic non-fullerene Application in solar cell.It is disclosed by the invention using triphenylamine as the n-type organic small molecular semiconductor of core have can solution Processing, the advantages that absorption spectrum is wide, absorptivity is high, excellent heat stability, appropriate energy level, be ideal organic solar batteries Non- fullerene acceptor material.
It elaborates below to the embodiment of the present invention, the present embodiment is carried out lower based on the technical solution of the present invention Implement, gives detailed embodiment and specific operating process, but protection scope of the present invention is not limited to following examples.
Embodiment
The embodiment of the present invention utilizes the triphenylamine with higher charge mobility and stronger electron donation for core, and 1,3- Indandione and its derivative are end-capping group, and using with good conjugacy and flatness fluorenyl, as bridging, design synthesizes It is a kind of using triphenylamine as the n-type Organic micromolecular semiconductor material of core, as shown in Figure 1.Nuclear-magnetism, mass spectral characteristi is used in combination The structure of these molecules characterizes its electrochemical properties, use is ultraviolet by its thermal stability of thermogravimetric analysis with cyclic voltammetry Visible spectrophotometer characterizes its photophysical property, with its crystallinity of XRD characterization and accumulation mode.Structure shows this kind of Material solution processable has good light absorptive, high electron mobility, excellent thermal stability.Using these materials as Acceptor material is prepared for organic solar batteries device.
1. the preparation of intermediate D.
(1) is measured by three-[4- (4,4,5,5- tetramethyls-[1,3] dioxy -2- boryls)-phenyl]-amine and 6- bromo- 4,4- Iso-octyl -4H- cyclopentadiene (2,1-B；3,4-B') Dithiophene -2- formaldehyde with molar ratio be 1：3~9 ratio is added to reaction In container；
(2) volume ratio that appropriate tetrahydrofuran and unsaturated carbonate aqueous solutions of potassium is added is 4：1 mixed solution as solvent, A concentration of 0.02mol/L of [4- (4,4,5,5- tetramethyls-[1,3] dioxy -2- boryls)-phenyl]-amine three-in reaction solution；
(3) tetrakis triphenylphosphine palladium (the 6% of reaction equivalent) is added after air in logical inert gas exclusion reaction vessel to urge Agent is reacted 72 hours at a temperature of reflux；
(4) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column Chromatography purity obtains intermediate D；
(5) reaction equation is shown below：
2. the preparation of compound A, B, C.
The preparation of compound A
The R of 1,3- indandione1、R2For O；R4For H.
(1) by intermediate D and 1,3- indandiones are with molar ratio for 1：6 ratio is added in reaction vessel；
(2) it is solvent chloroform to be added, and pyridine (pyridine is added：Chloroform=1：25 volume ratios) as catalysis Agent, a concentration of 0.003mol/L of D in reaction solution；
(3) it is reacted 24 hours at a temperature of reflux after air in logical inert gas exclusion reaction vessel；
(4) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column Chromatography purity obtains compound A；
(5) reaction equation is shown below：
The preparation of compound B
The R of 1,3- indandione1、R2Respectively O andR4For H.
(1) by intermediate D and 1,3- indandione molar ratios are 1：6 ratio is added in reaction vessel；
(2) acetic anhydride solvent is added, a concentration of 0.003mol/L of D in reaction solution；
(3) it is reacted 72 hours at a temperature of reflux after air in logical inert gas exclusion reaction vessel；
(4) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column Chromatography purity obtains compound B；
(5) reaction equation is shown below：
The preparation of compound C
The R of 1,3- indandione1、R2For O；R4For F.
(1) by intermediate D and 1,3- indandiones are with molar ratio for 1：6 ratio is added in reaction vessel；
(2) it is solvent chloroform to be added, and pyridine (pyridine is added：Chloroform=1：25 volume ratios) as catalysis Agent, a concentration of 0.03mol/L of D in reaction solution；
(3) it is reacted 72 hours at a temperature of reflux after air in logical inert gas exclusion reaction vessel；
(4) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column Chromatography purity obtains compound C；
(5) reaction equation is shown below：
3. the making of device
(1) commercially available tin indium oxide (ITO) glass is first cleaned with liquid detergent, then successively with tap water, go from Sub- water, ethyl alcohol, acetone, isopropanol are cleaned by ultrasonic.
(2) ZnO of one layer of 30nm thickness of spin coating is spare after drying ITO.
(3) by compound A, B, C acceptor materials in embodiment respectively with polymer donor material PTB7-Th (weight ratios 1：0.5~4) blend solution (20~30mg/mL) is spun in ZnO cathodic modification layers, prepares the active layer of photovoltaic device.
(4) in vacuum (2*10-4Pa the MnO of 5nm) is deposited under environment3Metal Ag electricity of the anode as decorative layer and 100nm As electrode, the active layer effective area of photovoltaic device is 4mm for pole2。
(5) use the xenon lamp of the Newport 500W of the optical filter equipped with AM1.5 as simulated solar light source, in 100mW/ cm2Photovoltaic performance test is carried out under light intensity, light intensity is calibrated by standard monocrystalline silicon solar cell；J-V curves use Keithley260 is measured.
As shown in Figure 1, compound prepared by embodiment has structure as shown in the figure；
As shown in Fig. 2, compound prepared by embodiment is consistent with expected structure；
As shown in figure 3, compound prepared by embodiment is consistent with expected structure；
As shown in figure 4, compound prepared by embodiment is consistent with expected structure；
As shown in figure 5, the HOMO of compound A, B, C prepared by embodiment are -5.21eV, -5.31eV, -5.3eV；
As shown in fig. 6, compound prepared by embodiment has higher absorptivity；
As shown in fig. 7, the E of compound A, B, C prepared by embodimentgFor 1.83eV, 1.54eV, 1.48eV；
As shown in figure 8, compound prepared by embodiment has higher thermal stability；
As shown in figure 9, the compound prepared using embodiment can be just as the photovoltaic device prepared by active layer acceptor material Often work.
The above is only a preferred embodiment of the present invention, it should be pointed out that：For the ordinary skill people of the art For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered It is considered as protection scope of the present invention.

Claims (10)

1. a kind of starlike organic molecule type n semiconductor material based on triphenylamine, it is characterised in that：It is core based on triphenylamine The heart, using dibenzothiophen as bridging, with 1,3- indandiones or derivatives thereof for end group.
2. the starlike organic molecule type n semiconductor material according to claim 1 based on triphenylamine, it is characterised in that： General structure is as follows：
R1、R2For O or
R3For C3~C16Alkyl or C3~C16Alkoxy；
R4For H or F.
3. the preparation side of the starlike organic molecule type n semiconductor material according to claim 1 or 2 based on triphenylamine Method, it is characterised in that：Include the following steps：
I, intermediate D is prepared
(1) by three-[4- (4,4,5,5- tetramethyls-[1,3] dioxy -2- boryls)-phenyl]-amine and bromo- 4, the 4- iso-octyl-of 6- 4H- cyclopentadiene (2,1-B；3,4-B') Dithiophene -2- formaldehyde with molar ratio be 1：3~1：9 ratio is added to reaction vessel In；
(2) using the mixed solution of tetrahydrofuran or toluene or chlorobenzene and unsaturated carbonate potassium solution as solvent；
(3) lead to inert gas to exclude that tetrakis triphenylphosphine palladium catalyst is added in reaction vessel after air, at a temperature of reflux Reaction 24~72 hours；
(4) organic phase is extracted with dichloromethane, organic phase is obtained by filtration in drying, is spin-dried for filtrate and obtains solid, then is carried by column chromatography It is pure to obtain intermediate D；
II, n-type semiconductor is prepared
(5) by intermediate D and 1,3- indandiones or derivatives thereof are with molar ratio for 1：3~9 ratio is added to reaction vessel In；
(6) using benzotrichloride or acetic anhydride or chlorobenzene as solvent, and pyridine is added as catalyst；
(7) it is reacted 24~72 hours at a temperature of reflux after air in logical inert gas exclusion reaction vessel；
(8) organic phase is extracted with dichloromethane, organic phase obtained by dry, filtering is spin-dried for filtrate and obtains solid, then passes through column chromatography The starlike organic molecule type n semiconductor material product for purifying based on triphenylamine.
4. the preparation method of the starlike organic molecule type n semiconductor material according to claim 3 based on triphenylamine, It is characterized in that：The reaction equation of the step I is：
5. the preparation method of the starlike organic molecule type n semiconductor material according to claim 3 based on triphenylamine, It is characterized in that：In the step I, [4- (4,4,5,5- tetramethyls-[1,3] dioxy -2- boryls)-benzene three-in reaction solution Base]-amine a concentration of 0.001-10mol/L.
6. the preparation method of the starlike organic molecule type n semiconductor material according to claim 3 based on triphenylamine, It is characterized in that：In the step (2), tetrahydrofuran or toluene or the volume ratio of chlorobenzene and unsaturated carbonate potassium solution are 1~9： 1。
7. the preparation method of the starlike organic molecule type n semiconductor material according to claim 3 based on triphenylamine, It is characterized in that：The reaction equation of the step II is：
8. the preparation method of the starlike organic molecule type n semiconductor material according to claim 3 based on triphenylamine, It is characterized in that：In the step II, a concentration of 0.001-10mol/L of the intermediate D in reaction solution.
9. the starlike organic molecule type n semiconductor material according to claim 1 or 2 based on triphenylamine is organic non- Application in fullerene solar cell, it is characterised in that：As acceptor material in light-absorption layer in organic non-fullerene solar energy Application in battery.
10. the starlike organic molecule type n semiconductor material according to claim 9 based on triphenylamine is organic non-lipid Strangle the application in alkene solar cell, it is characterised in that：The preparation method of photovoltaic device includes the following steps：
(1) ZnO of one layer of 30nm thickness of spin coating is spare after ITO is cleaned and dried；
(2) the starlike organic molecule acceptor material by this based on triphenylamine and polymer donor material or small molecule donor material According to weight ratio 1：The blend solution of 0.5~4 mixing is spun in ZnO cathodic modification layers, prepares the active layer of photovoltaic device；Institute It includes but not limited to PTB7-TH to state donor material；The total concentration of the donor material and acceptor material is 10~50mg/mL；
(3) MnO of 5nm is deposited under vacuum conditions3Anode is as the metal Ag electrodes of decorative layer and 100nm as electrode, photovoltaic The active layer effective area of device is 4-100mm2。
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WO2022131236A1 (en) * 2020-12-18 2022-06-23 住友化学株式会社 Compound, composition for electro-optic use, electro-optic film and electro-optic element
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