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1.
We demonstrate highly efficient white emission polymer light-emitting diodes (WPLEDs) from multilayer structure formed by solution processed technique, in which alcohol/water-soluble polymer, poly [(9,9-bis(3′-(N,N-dimethylamino)propyl)-2,7-fluorene)-alt-2,7-(9,9-dioctylfluorene)] (PFN) was incorporated as electron-injection layer and Al as cathode. It was found that the device performance was very sensitive to the solvents from solution of which the PFN electron-injection layer was cast. Devices with electron-injection layer cast from methanol solution show degraded performance while the best device performance was obtained when mixed solvent of water and methanol with ratio of 1:3 was used. We attribute the variation in device performance to washing out the electron transport material in the emissive layer due to rinse effect. As a result of alleviative loss of electron transport material in the emissive layer, the optimized device with a peak luminous efficiency of 18.5 cd A?1 for forward-viewing was achieved, which is comparable to that of the device with same emissive layer but with low work-function metal Ba cathode (16.6 cd A?1). White emission color with Commission International de I’Eclairage coordinates of (0.321, 0.345) at current 10 mA cm?2 was observed.  相似文献   

2.
Highly efficient and fully solution‐processed white organic light‐emitting diodes (WOLEDs) based on fluorescent small molecules and a polar conjugated polymer as electron‐injection material are reported. The emitting layer in the WOLEDs is a blend of new blue‐, green‐, and red‐fluorescent small molecules, with a blending ratio of 100:0.4:0.8 (B/G/R) by weight, and a methanol/water soluble conjugated polymerpoly[(9,9‐bis(30‐(N,N‐dimethylamino)propyl)‐2,7‐fluorene)‐alt‐2,7‐(9,9‐dioctylfluorene)] (PFN) acts as the electron‐injection layer (EIL). All the organic layers are spin‐coated from solution. The device exhibits pure white emission with a maximum luminous efficiency of 9.2 cd A?1 and Commission Internationale d'Eclairage Coordinates of (0.35, 0.36). PFN acting as the EIL material plays a key role in the improvement of the device performance when used in solution‐processed small‐molecule WOLEDs.  相似文献   

3.
Thermally activated delayed fluorescence (TADF) emitters have only realized limited performance in solution-processed organic light-emitting diodes (OLEDs) comparing to in evaporation-processed OLEDs. To address this issue, a novel D-D′-A structure, where A is the electron-accepting group, D is the primary electron-donating group and D′ is the secondary electron-donating group, was proposed to develop efficient solution-processable TADF emitters in this work. As the intermediate D′ spacer weakens the direct intramolecular interaction between D and A groups, D-D′-A structure molecules simultaneously possess intramolecular and intermolecular charge-transfer transition channels, suppressing the aggregation-caused quenching induced by solution process. Accordingly, a novel TADF emitter 2-(3,6-bis(9,9-dimethylacridin-10(9H)-yl)-9H-carbazol-9-yl)thianthrene 5,5,10,10-tetraoxide (DMAC-Cz-TTR) was designed and synthesized. In the optimized evaporation- and solution-processed OLEDs, DMAC-Cz-TTR successfully realized similar maximum external quantum efficiencies (EQEs) of 21.1% and 20.6%, respectively. To the best of our knowledge, this is the first TADF emitter realizing nearly equal performance in both evaporation- and solution-processed OLEDs with over 20% EQEs. The outstanding performance of DMAC-Cz-TTR successfully demonstrates the feasibility of the D-D′-A structure to develop efficient solution-processable TADF emitters.  相似文献   

4.
Multi-layer small-molecule blue fluorescent organic light-emitting diode (OLED) is fabricated by blade coating. The emission layer is based on a mixed host of 1-(7-(9,9′-bianthracen-10-yl)-9,9-dioctyl-9H-fluoren-2-yl)pyrene (PT-404) and electron-transport material 2,7-Bis(diphenylphosphoryl)-9,9′ -spirobifluorene (SPPO13), and the blue guest emitter is 4-4′-(1E,1′E)-2,2′-(naphthalene-2,6-diyl)bis(ethane-2,1-diyl)bis(N,N-bis(4-hexyl- Phenyl) aniline) (Blue D). A hole-transport layer of Poly-(9, 9-dioctylfluorenyl-2, 7-diyl)-co-(4, 4-(N-(4-sec-butylphenyl)) diphenylamine) (TFB) is added on top of PEDOT: PSS anode. The electrons are blocked away from TFB by a layer of pure host emission layer of PT-404 between TFB and the mixed –host emission layer. For the device with the electron transport layer of Tris(8-hydroxyquinolinato)aluminum (Alq3) blade-coated over the emission layer the efficiency and lifetime at initial brightness of 500 cd m−2 are 7.5 cd A−1 and 150 h for Alq3/CsF/Al cathode. When the Alq3/CsF/Al is replaced by simply CsF/Al over the mixed-host emission layer the efficiency and lifetime are 6.4 cd A−1 and 300 h (2 times longer than that of the Alq3/CsF/Al cathode). The lifetime depends on the electron-hole balance tuned by the mixed-host blending ratio as well as the electron injection from the cathode. This work shows good stability is possible for all-solution-processed blue OLED.  相似文献   

5.
《Organic Electronics》2007,8(6):773-783
Synthesis of cationic water-soluble polyfluorene derivatives with various side groups, which are used as electron injecting layers in polymer light emitting diodes, is described. Neutral polyfluorene derivatives containing bromo-alkyl terminal groups were synthesized by a palladium catalyzed Suzuki coupling reaction. The bromo-alkyl terminal groups in the neutral polyfluorenes were quaternized by treatment with a trimethyl amine solution. When a high work-function metal such as Ag is used as a cathode in a light emitting diode with an ITO/PEDOT:PSS/MEH-PPV/water-soluble polyfluorene/Ag configuration, effects of these water-soluble polyfluorenes on the device performance were investigated. In the case of poly[(9,9-bis((6′-(N,N,N-trimethylammonium) hexyl)-2,7-fluorene))-alt-(9,9-bis(2-(2-methoxyethoxy)ethyl)-fluorene)] Dibromide (WPF-oxy-F) containing ethylene oxide groups as the electron injecting layer, the electroluminescence efficiency of light emitting devices was significantly enhanced by about two orders of magnitude compared to that of a device without an electron injecting layer because migration of bromide ions via the ethylene oxide side groups led to large space charge. As a result, the injection barrier could be reduced between the emitting layer and Ag cathode resulting high electroluminescence efficiency.  相似文献   

6.
Herein, we report a highly fluorescent material 3,4-bis(4′-(9H-carbazol-9-yl)-[1,1′-biphenyl]-4-yl)-1-hexyl-1H-pyrrole-2,5-dione (Cbz-MI) based on donor-π-acceptor-π-donor (D-π-A-π-D) backbone. We explored maleimide as an acceptor, phenyl as π-conjugated spacer and carbazole as donor. Photophysical properties revealed high photoluminescence quantum yield of 0.84 and 0.72 in solution and doped matrix, respectively. An encouraging external quantum efficiency of 2.5% with emission peak at 550 nm is achieved utilizing Cbz-MI as emitting layer in doped electroluminescent device structure.  相似文献   

7.
Two fluorene-based conjugated polymer electrolyte (CPE) poly[(9,9-bis(6′-(N,N,N-trimethylammonium)hexyl)-2,7-fluorene)-alt-2,7-(9,9-dioctylfluorene)] (PFNBr) and poly[9,9-bis(4′-sulfonatobutyl)fluorene-alt-2,7-(9,9-dioctylfluorene)] sodium salt (PFSO3Na), bearing amine groups and anionic sulfonate groups on side chains respectively, are synthesized and applied as cathode interlayer in polymer solar cells. Both of the hydrophilic CPEs can well modify the interfacial properties and allow ohomic contact between the activelayer and cathode. The opposite charges exert great influence on the effective work function of cathode and interfacial interaction through the orientation of the interfacial dipole at the active layer/metal electrode interface, subsequently influence the resulting device performance. Compared with the cationic PFNBr, PFSO3Na with anionic sulfonate groups can dramatically reduce the work function of Al by accumulation of the polar groups at the PFSO3Na/Al interface to induce more favorable the interfacial dipole. The better energy alignment for electron extraction and transportation at active layer/Al interface is confirmed by a significant enhancement of VOC. The better wettability and morphology of PFSO3Na on the active layer and the more effective motion of sodium counterion further modify the barrier to facilitate electron extraction and transportation. Moreover, 14% and 22% performance enhancement can also be achieved respectively, when PFNBr and PFSO3Na are used as interlayers for low bandgap poly[N-9″-heptadecanyl-2,7-carbazole-alt-5,5-(4′,7′-di-2-thienyl-2′,1′,3′-benzothiadiazole)] (PCDTBT)-based solar cells.  相似文献   

8.
Solution-processed small-molecule white organic light-emitting diodes (WOLEDs) were fabricated with a co-host of hole-transporter 4,4′,4″-Tris(carbazol-9-yl)triphenylamine (TCTA) and electron-transporter 2,7-Bis(diphenylphosphoryl)-9,9'-spirobifluorene (SPPO13). By doping 15 wt% FIrpic or F3Irpic and 0.5 wt% Ir(MDQ)2(acac) in to the TCTA/SPPO13 host, highly efficient white OLEDs have been achieved which exhibit nearly identical emission spectra at different luminance. The F3Irpic and Ir(MDQ)2(acac)-based WOLED shows maximum efficiencies of 40.9 cd/A, 36.7 lm/W and 16.9%, and even high efficiencies of 30.1 cd/A and 12.3% at the practical luminance of 1000 cd/m2, which are among the highest efficiencies of the solution-processed small-molecule WOLEDs. These results demonstrate a convenient way to realize solution-processed WOLEDs with high efficiency and high spectral stability through full small-molecule materials system.  相似文献   

9.
The development of red thermally activated delayed fluorescence (TADF) emitters having excellent optoelectronic properties and satisfactory electroluminescence efficiency is full of challenges due to strict molecular design principles. Two red TADF molecules, 3‐(9,9‐dimethylacridin‐10(9H)‐yl)acenaphtho[1,2‐b]quinoxaline‐9,10‐dicarbonitrile and 3‐(2,7‐dimethyl‐10H‐spiro[acridine‐9,9′‐fluoren]‐10‐yl)acenaphtho[1,2‐b]quinoxaline‐9,10‐dicarbonitrile, are developed by adopting a donor–acceptor molecular architecture bearing an electron‐accepting acenaphtho[1,2‐b]quinoxaline‐9,10‐dicarbonitrile (ANQDC) moiety and a 9,9‐dimethyl‐9,10‐dihydroacridine or 2,7‐dimethyl‐10H‐spiro[acridine‐9,9′‐fluorene] electron donor. The combined effects of rigid and planar D/A moieties and highly steric hindrance between D and A groups endow both molecules with high rigidity to suppress nonradiative decay processes, resulting in high photoluminescence quantum efficiencies (ΦPLs) of up to 95%. Attributed to the linear and planar acceptor motif and rod‐like molecular configuration, both emitters achieve high horizontal ratios of emitting dipole orientation of ≈80%. The organic light‐emitting diodes (OLEDs) based on both emitters exhibit red emissions peaking at ≈615 nm and successfully afford ultrahigh electroluminescence performance with an external quantum efficiency of nearly 28% and a power efficiency of above 50 lm W?1, on par with the state‐of‐the‐art device efficiency for red TADF OLEDs. This presents a feasible design strategy for excellent TADF emitters simultaneously possessing high ΦPLs and horizontally aligned emitting dipoles.  相似文献   

10.
All-solution-processed multilayer blue small molecular organic light-emitting diodes are fabricated by blade coating method. Fluorescent blue host,1-(7-(9,9′-bianthracen-10-yl)- 9,9-dioctyl-9H-fluoren-2-yl)pyrene, and blue dopant, 4,4′-(1E,1′E)-2,2′-(naphthalene-2,6-diyl)bis(ethene-2,1-diyl)bis(N,N-bis(4-hexylphenyl)aniline), are used to achieve good solubility and pinhole-free thin film by solution process. The multilayer device structure with hole/electron transport layer is achieved by blade coating method without the dissolution problem between layers. The efficiency of the all-solution-processed device is 4.8 cd/A at 1200 cd/m2, close to that by thermal deposition in high vacuum chamber. The device performance is optimized with the annealing temperature of TPBi layer at 50 °C.  相似文献   

11.
Two bicarbazole type host materials, 9-(dibenzo [b,d]thiophen-4-yl)-9ʹ-phenyl-9H,9′H-3,3ʹ-bicarbazole (DBTBCz) and 9,9ʹ-bis(dibenzo [b,d]thiophen-4-yl)-9H,9′H-3,3ʹ-bicarbazole (DDBTBCz), were developed as lifetime enhancing host materials for blue phosphorescent organic light-emitting diodes (PhOLEDs). The DBTBCz and DDBTBCz host materials were prepared by substituting one or two dibenzothiophene units to a 3,3ʹ-bicarbazole backbone structure for the purpose of improving thermal stability and rigidity of the host materials for stable operational lifetime. Device characterization of the host materials revealed that the dibenzothiophene modification via 4- position is better than that via 2- position for improved lifetime of blue PhOLEDs.  相似文献   

12.
The realization of fully solution processed multilayer polymer light‐emitting diodes (PLEDs) constitutes the pivotal point to push PLED technology to its full potential. Herein, a fully solution processed triple‐layer PLED realized by combining two different deposition strategies is presented. The approach allows a successive deposition of more than two polymeric layers without extensively redissolving already present layers. For that purpose, a poly(9,9‐dioctyl‐fluorene‐co‐N‐(4‐butylphenyl)‐diphenylamine) (TFB) layer is stabilized by a hard‐bake process as hole transport layer on top of poly(3,4‐ethylenedioxythiophene):poly(styrenesulfonate) (PEDOT:PSS). As emitting layer, a deep blue emitting pyrene‐triphenylamine copolymer is deposited from toluene solution. To complete the device assembly 9,9‐bis(3‐(5′,6′‐bis(4‐(polyethylene glycol)phenyl)‐[1,1′:4′,1″‐terphenyl]‐2′‐yl)propyl)‐9′,9′‐dioctyl‐2,7‐polyfluorene (PEGPF), a novel polyfluorene‐type polymer with polar sidechains, which acts as the electron transport layer, is deposited from methanol in an orthogonal solvent approach. Atomic force microscopy verifies that all deposited layers stay perfectly intact with respect to morphology and layer thickness upon multiple solvent treatments. Photoelectron spectroscopy reveals that the offsets of the respective frontier energy levels at the individual polymer interfaces lead to a charge carrier confinement in the emitting layer, thus enhancing the exciton formation probability in the device stack. The solution processed PLED‐stack exhibits bright blue light emission with a maximum luminance of 16 540 cd m?2 and a maximum device efficiency of 1.42 cd A?1, which denotes a five‐fold increase compared to corresponding single‐layer devices and demonstrates the potential of the presented concept.  相似文献   

13.
We have prepared efficient red organic light-emitting diodes (OLEDs) incorporating 2,7-bis(diphenylphosphoryl)-9-[4-(N,N-diphenylamino)phenyl]-9-phenylfluorene (POAPF) as the host material doped with the osmium phosphor Os(fptz)2(PPh2Me)2 (fptz = 3-trifluoromethyl-5-pyridyl-1,2,4-triazole). POAPF, which possesses bipolar functionalities, can facilitate both hole- and electron-injection from the charge transport layers to provide a balanced charge flux within the emission layer. The peak electroluminescence performance of the device reached as high as 19.9% and 34.5 lm/W – the highest values reported to date for a red phosphorescent OLED. In addition, we fabricated a POAPF-based white light OLED – containing red-[doped with Os(fptz)2(PPh2Me)2] and blue-emitting {doped with iridium(III) bis[(4,6-difluorophenyl)pyridinato-N,C2′] picolinate, FIrpic} layers – that also exhibited satisfactory efficiencies (18.4% and 43.9 lm/W).  相似文献   

14.
In this study, we synthesized three anthracene derivatives featuring carbazole moieties as side groups - 2-tert-butyl-9,10-bis[4-(9-carbazolyl)phenyl]anthracene (Cz9PhAnt), 2-tert-butyl-9,10-bis{4-[3,6-di-tert-butyl-(9-carbazolyl)]phenyl}anthracene (tCz9PhAnt), and 2-tert-butyl-9,10-bis{4′-[3,6-di-tert-butyl-(9-carbazolyl)]biphenyl-4-yl}anthracene (tCz9Ph2Ant) - for use in blue organic light emitting devices (OLEDs). The anthracene derivatives presenting rigid and bulky tert-butyl-substituted carbazole units possessed high glass-transition temperatures (220 °C). Moreover, the three anthracene derivatives exhibited strong blue emissions in solution, with high quantum efficiencies (91%). We studied the electroluminescence (EL) properties of non-doped OLEDs incorporating these anthracene derivatives, with and without a hole-transporting layer (HTL). OLEDs incorporating an HTL provided superior EL performance than did those lacking the HTL. The highest brightness (6821 cd/m2) was that for the tCz9PhAnt-based device; the greatest current efficiency (2.1 cd/A) was that for the tCz9Ph2Ant-based device. The devices based on these carbazole-substituted anthracene derivatives also exhibited high color purity.  相似文献   

15.
A thermally cross-linkable host material, i.e., two vinylbenzyl ether groups containing a carbazole derivative (DV-CBP), was developed for solution-processed multilayer organic light-emitting devices (OLEDs). DV-CBP was thermally cross-linked at styrene end-groups through curing at approximately 180 °C in the absence of a polymerization initiator. This cross-linking reaction rendered the emissive layer insoluble and enabled the subsequent solution deposition of an upper electron-transporting layer. Furthermore, photoluminescence quantum efficiencies of the emissive layer were maintained at greater than 75% throughout the cross-linking reaction. A solution-processed small-molecule electron-transporting layer on top of the cross-linked emissive layer led to lower driving voltages and higher efficiencies in the OLEDs compared to those of a device with a vacuum-deposited Ca electrode on the emissive layer.  相似文献   

16.
《Organic Electronics》2014,15(3):758-774
A series of alcohol-soluble amino-functionalized polyfluorene derivatives (PF-N-S, PF-N-SC8 and PF-N-SOC8) comprising various ratios of dibenzothiophene-S,S-dioxide segments (S/SC8/SOC8) in the main chains, respectively, were synthesized and utilized as cathode interfacial layer (CIL) in polymer light-emitting diodes (PLEDs) and polymer solar cells (PSCs) with high-work-function Al (or Au) electrode. The polymers possess LUMO/HOMO levels at −2.78 to −3.53 eV/−5.69 to −6.32 eV. Multilayer PLEDs and PSCs with device configurations of ITO/PEDOT:PSS (40 nm)/P-PPV or PFO-DBT35:PCBM = 1:2 (80 nm)/CIL (3–15 nm)/Al (or Au) (100 nm) were fabricated. The PF-N-S-10/Al (or Au) cathode PLEDs displayed maximum luminous efficiency of 24.4 cd A−1 (or 11.9 cd A−1), significantly higher than bare Al (or Au) cathode device, exceeding well-known Ba/Al and poly[(9,9-bis(3′-(N,N-dimethylamino)propyl)-2,7-fluorene)-alt-2,7-(9,9-dioctylfluorene)] (PFN)/Al (or PFN/Au) cathode devices. The enhanced open-circuit voltages (Vocs), electron reflux and reduced work functions clarify that the electron injection barrier from the Al (or Au) electrode can be lowered by inserting the polymers as CIL. The resulted PSCs also show device performances exceeding Al and PFN/Al cathode devices. The results indicate that PF-N-S, PF-N-SC8 and PF-N-SOC8 are excellent CIL materials for PLEDs and PSCs with high-work-function Al or Au electrode.  相似文献   

17.
A new series of full hydrocarbons, namely 4,4′‐(9,9′‐(1,3‐phenylene)bis(9H‐fluorene‐9,9‐diyl))bis(N,N‐diphenylaniline) (DTPAFB), N,N′‐(4,4′‐(9,9′‐(1,3‐phenylene)bis(9H‐fluorene‐9,9‐diyl))bis(4,1‐phenylene))bis(N‐phenylnaphthalen‐1‐amine) (DNPAFB), 1,3‐bis(9‐(4‐(9H‐carbazol‐9‐yl)phenyl)‐9H‐fluoren‐9‐yl)benzene, and 1,3‐bis(9‐(4‐(3,6‐di‐tert‐butyl‐9H‐carbazol‐9‐yl)phenyl)‐9H‐fluoren‐9‐yl)benzene, featuring a highly twisted tetrahedral conformation, are designed and synthesized. Organic light‐emitting diodes (OLEDs) comprising DNPAFB and DTPAFB as hole transporting layers and tris(quinolin‐8‐yloxy)aluminum as an emitter are made either by vacuum deposition or by solution processing, and show much higher maximum efficiencies than the commonly used N,N′‐di(naphthalen‐1‐yl)‐N,N′‐diphenylbiphenyl‐4,4′‐diamine device (3.6 cd A?1) of 7.0 cd A?1 and 6.9 cd A?1, respectively. In addition, the solution processed blue phosphorescent OLEDs employing the synthesized materials as hosts and iridium (III) bis[(4,6‐di‐fluorophenyl)‐pyridinato‐N, C2] picolinate (FIrpic) phosphor as an emitter present exciting results. For example, the DTPAFB device exhibits a brightness of 47 902 cd m?2, a maximum luminescent efficiency of 24.3 cd A?1, and a power efficiency of 13.0 lm W?1. These results show that the devices are among the best solution processable blue phosphorescent OLEDs based on small molecules. Moreover, a new approach to constructing solution processable small molecules is proposed based on rigid and bulky fluorene and carbazole moieties combined in a highly twisted configuration, resulting in excellent solubility as well as chemical miscibility, without the need to introduce any solubilizing group such as an alkyl or alkoxy chain.  相似文献   

18.
The design of solution processable multi-layer organic light emitting diodes (OLEDs) is often hampered by the choice of solvents. To avoid the dissolution of the emission layer upon the subsequent deposition of further functional layers, we synthesize and investigate thermo-cleavage in poly[2,7-(3-(9-methyl-9H-fluorene-9-yl)propyl (2-methylhexane-2-yl) carbonate)-alt-4,7-(benzo[c][1,2,5]thiadiazole)] (c-F8BT). Employed in OLEDs, the non-cleaved polymer yields about the same current efficiency as state-of-the-art F8BT. During pyrolysis at 200 °C, the polymer releases its solubility groups, fully maintaining the device efficiency but becoming insoluble. This feature allows to enhance the OLED performance by applying an additional bathophenanthroline hole blocking layer from solution or by incorporating a low-molecular weight electron transport moiety into the affixing polymer matrix.  相似文献   

19.
《Organic Electronics》2003,4(2-3):49-59
A new class of hole-transporting vinyl polymers, poly{4-vinyl-4-[bis(4-tert-butylbiphenyl-4-yl)amino]biphenyl} (PVBAB) and poly{4-vinyl-4-[N,N-bis(9,9-dimethylfluoren-2-yl)amino]biphenyl} (PVFAB), and a new emitting vinyl polymer, poly(2-{4-[4-vinylphenyl(4-methylphenyl)amino]phenyl}-5-dimesitylborylthiophene) (PVPhAMB-1T), were designed and synthesized. These new vinyl polymers form smooth amorphous films with high glass-transition temperatures of ca. 200 °C. PVBAB and PVFAB possess electron-donating properties, and PVPhAMB-1T possesses bipolar character with both electron-donating and accepting properties, exhibiting strong fluorescence in solution and as films. Organic electroluminescent devices using PVBAB or PVFAB as a hole-transport layer and N,N-dimethylquinacridone-doped tris(8-quinolinolato)aluminum as an emitting layer were thermally stable and exhibited very high performance. The use of PVPhAMB-1T as an emitting material also permitted the fabrication of a high-performance, green-emitting organic EL device.  相似文献   

20.
In this work, low-temperature-processed, titanium-oxide-free perovskite solar cells (PSCs) with power conversion efficiency (12.2%) comparable to that of titanium-oxide-based PSCs were fabricated. The fabricated PSCs exhibited a small hysteresis owing to the two-step preparation method employed for perovskite films. A poly [(9,9-bis(3’-(N,N-dimethylamino) propyl)-2,7-fluorene)-alt-2,7-(9,9-dioctylfluorene)] (PFN)-tuned indium-tin-oxide (ITO) electrode was employed as a cathode and phenyl-C61-butyric acid methyl ester (PCBM) was used as an electron transport layer. Owing to the formation of surface dipoles, the work function of the ITO electrode could be tuned from −4.75 eV to −4.12 eV, which is more efficient for electron collection. Our proposed method significantly lowers the PSC processing temperature from 500 °C to 100 °C, which is advantageous for commercialization of PSCs and fabrication of flexible PSCs.  相似文献   

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