The ITO/5T/PCH/Al1 device has a short circuit current of 3.4 mA/cm^2, an open circuit voltage of 2.1 V, fill fact of 27.5 % and photoelectric conversion efficiency of 2.5 %.
Many previous studies have shown that the molecular structures of oligothiophene derivatives including molecular skeleton and alkyl chains have a significant effect on their self-assemblies on the surface.In this work...Many previous studies have shown that the molecular structures of oligothiophene derivatives including molecular skeleton and alkyl chains have a significant effect on their self-assemblies on the surface.In this work, a series of linear oligothiophene derivatives(DCV-n T-Hex, n = 3~11) modified with terminal dicyanovinyls and alkyl chains were adopted to further investigate the different assembly behaviors at liquid-solid interface by scanning tunneling microscopy(STM). Interestingly, via the hydrogen bonding and van der Waals interactions, DCV-3T-Hex formed zigzag and flower structures while DCV-n T-Hex(n = 4~11) formed lamellar structures. Density functional theory(DFT) calculations show that for the most energetically favorable configurations of DCV-n T-Hex, the different distribution of alkyl chains affected intermolecular interactions, and ultimately led to the different assembled structures. The zigzag and flower structures of DCV-3T-Hex had preferential thermodynamic stability compared to other structures of DCV-n T-Hex(n = 4~11). In addition, self-assembled nanostructures of DCV-n T-Hex molecules with even numbers(n = 4, 6, 8, 10) were overall more stable than those with odd numbers(n = 5, 7, 9,11), and the stability of the self-assembled structure was weakened with the extension of the molecular backbone, individually. The orientation of molecular alkyl chains was found to greatly affect the intermolecular interactions and thus leading to various self-assembly structures of DCV-n T-Hex(n = 3~11).展开更多
In this work, a quantum-chemical investigation on the structural and opto-electronic properties of oligo（thiophene-phenylene） （4TP） is carried out. The results are discussed in comparison with the properties of co...In this work, a quantum-chemical investigation on the structural and opto-electronic properties of oligo（thiophene-phenylene） （4TP） is carried out. The results are discussed in comparison with the properties of corresponding oligothiophene （8T） and oligophenylene （8P）. As the opto-electronic properties of this type of conducting polymers are governed by their electronic band gap, we shall also present a comparison among HOMO, LUMO and band gap energies of these three materials.展开更多
For the purpose of developing flexible organic photovoltaic devices, we have fabricated two flexible devices using 5-formyl- 2,2′：5′,2″：5″,2′″-quaterthiophene （4T-CHO）, 5-formyl-2,2′：5′, 2″：5″,2′″：...For the purpose of developing flexible organic photovoltaic devices, we have fabricated two flexible devices using 5-formyl- 2,2′：5′,2″：5″,2′″-quaterthiophene （4T-CHO）, 5-formyl-2,2′：5′, 2″：5″,2′″：5′″,2″″-quinquethiophene （5T-CHO） and 3,4,9,10-perylenetertracarboxylic dianhydride （PTCDA）. The PET-ITO/4T-CHO/PTCDA/A1 device has an open circuit voltage （Voc） of 1.56 V, photoelectric conversion efficiency of 0.77%. The PET-ITO/5T-CHO/PTCDA/A1 device has a Voc of 1.70 V, photoelectric conversion efficiency of 0.84%. The two flexible devices have high Voc （1.56 and 1.70 V）. It is possible that intermolecular hydrogen bonding between -CHO group of nT-CHO and carboxylic dianhydride of PTCDA contributes to enhancing the efficiency by promoting interfacial electron transfer and eliminating the subconducting band trap sites.展开更多
Star-shaped oligothiophenes with hexakis（fluoren-2-yl）benzene （HFB） as cores were designed and synthesized. Grafting thiophene units to HFB results in a bond flattening of the core, and makes the molecules a flipp...Star-shaped oligothiophenes with hexakis（fluoren-2-yl）benzene （HFB） as cores were designed and synthesized. Grafting thiophene units to HFB results in a bond flattening of the core, and makes the molecules a flipping-twist shape. Their thermal, photophysical and electrochemical properties were studied. Highly cross-linked conjugated polymers can be produced by electropolymerization of T1-T3.展开更多
With an aim to develop novel luminescence materials, europium and terbium complexes of 2, 5-(2-thiophene)-pyridine (TPY), 5, 5′-bis(5-(2, 2′-bithiophene))-2, 5-pyridine (B2TPY) and 5, 5′-bis(5-(2, 2′-bithiophene))...With an aim to develop novel luminescence materials, europium and terbium complexes of 2, 5-(2-thiophene)-pyridine (TPY), 5, 5′-bis(5-(2, 2′-bithiophene))-2, 5-pyridine (B2TPY) and 5, 5′-bis(5-(2, 2′-bithiophene))-2, 2′-bipyridine (B2TBPY) were synthesized, and their luminescence properties were studied. The complexes exhibited ligand-sensitized emission, which was typical of Eu(Ⅲ) and Tb(Ⅲ) ions. The excitation spectra of Eu(Ⅲ) and Tb(Ⅲ) complexes with TPY (or B2TPY or B2TBPY) show similar bands as these with the ligands. It suggests that, the excitation energy is absorbed by TPY or B2TPY or B2TBPY, the energy transfers from its excited single state to its triplet state, and finally transfers from the ligands to Eu(Ⅲ) and Tb(Ⅲ) ions. The luminescence of Eu(Ⅲ) and Tb(Ⅲ) ions in the TPY or B2TPY or B2TBPY complexes indicates that the metal ions are efficiently excited by the absorbed energy from excitation of the ligands.展开更多
We have synthesized two photovoltaic molecules（HEX-3TVT-ID and EH-3TVT-ID） based on vinylenebridged oligothiophene applied as donor for the solution-processable bulk-heterojunction organic solar cells（OSCs）. Vinyl...We have synthesized two photovoltaic molecules（HEX-3TVT-ID and EH-3TVT-ID） based on vinylenebridged oligothiophene applied as donor for the solution-processable bulk-heterojunction organic solar cells（OSCs）. Vinylene unit was introduced as π-bridge in the oligothiophenes with 1,3-indenedione as end group and 4,4’-dihexyl-2,2’：5’,2’-terthiophene or 3’,4’-di（octan-3-yl）-2,2’：5’,2’-terthiophene as core,respectively. Due to the different substituent positions of the alkyl group relative to the vinylene unit in the terthiophene, HEX-3TVT-ID and EH-3TVT-ID show different optical and electrochemical properties, corresponding to the photovoltaic performance of the OSCs devices. The power conversion efficiency（PCE） of the OSCs based on a blend of HEX-3TVT-ID and PC71BM（1：0.8, weight ratio, 0.5% CN） reached 2.3%. In comparison, the OSCs based on the blend of EH-3TVT-ID and PC71BM in the weight ratio of 1：1 without the additive show a higher PCE of 2.7%, with a typically high VOC of 0.93 V, under the illumination of AM 1.5, 100 mW cm-2.展开更多
Five novel oligothiophene derivatives end-capped by different functional groups （R=ethoxyl （EtOP3T）, me- thylsulfanyl （MSP3T）, acetyl （AcP3T）, methylsulfonyl （MSO2P3T） and biphenyl （BP3T） groups） were synt...Five novel oligothiophene derivatives end-capped by different functional groups （R=ethoxyl （EtOP3T）, me- thylsulfanyl （MSP3T）, acetyl （AcP3T）, methylsulfonyl （MSO2P3T） and biphenyl （BP3T） groups） were synthe- sized. They were characterized by nuclear magnetic resonance （IH NMR）, mass spectrometry （MS） and Fourier transform Infra-red spectra （IR）. The relationship between end-capping functional groups and optoelectronic prop- erties of them was investigated. It was found that the compound with sulfonyl group in the molecular structure （MSOeP3T） shows the highest oxidation stability （also supported by theoretical calculations） and best thermal sta- bility among the five compounds. The results of scanning electron microscope （SEM） interpret that MSOzP3T dis- plays excellent ability of self-film forming. This reveals that it could be a potential candidate for thin film material. The liquid crystal property of MSO2P3T was characterized by polarized optical microscopy analysis （POM） and X-ray diffraction （XRD）. The results of this paper provide useful information for the design of tailored oligothio- phene derivatives for devices.展开更多
Recently, power conversion efficiencies of organic photovoltaics based on small molecules have been dramatically improved by means of the bulk heterojunction (BHJ) structure. Moreover, to optimize photovoltaic perform...Recently, power conversion efficiencies of organic photovoltaics based on small molecules have been dramatically improved by means of the bulk heterojunction (BHJ) structure. Moreover, to optimize photovoltaic performance, thermal annealing treatments have often been used because of the simplicity of the process. However, the elucidation of effects of thermal annealing treatment on BHJ film structure based on small molecules is still not enough. Here, we report the results of structural analysis with synchrotron radiation of α-sexithiophene:fullerene BHJ films before and after thermal annealing treatment. In particular, the open-circuit voltage was increased to as high as 0.72 V;moreover, the BHJ films based on α-sexithiophene and fullerene were also clearly crystallized by the thermal annealing treatment. In this study, we found that the optimal crystal size existed in BHJ films for high-performance organic photovoltaics.展开更多
For the purpose of developing organic photovoltaic devices with good performance characteristics, we have fabricated two devices using 4T-CHO, 5T-CHO and PTCDA. The ITO/4T-CHO/PTCDA/Al device has a Voc of 2.45 V and p...For the purpose of developing organic photovoltaic devices with good performance characteristics, we have fabricated two devices using 4T-CHO, 5T-CHO and PTCDA. The ITO/4T-CHO/PTCDA/Al device has a Voc of 2.45 V and photoelectric conversion efficiency of 2.76%. The ITO/ST-CHO/PTCDA/Al device has a Voc of 2.1 3V and photoelectric conversion efficiency of 2.90%. The two devices have higher Voc （2.45 and 2.13 V）. It is possible that intennolecular hydrogen bonding between -CHO group of nT-CHO and carboxylic dianhydride of PTCDA contribute to enhance the efficiency by promoting interracial electron transfer and eliminating the subconducting band trap sites.展开更多
A novel method for the preparation of oligothiophene molecular wires is described via a bi-directional solid-phase synthesis. Using an alternating sequence of bromination and Stille coupling reactions, oligomers were ...A novel method for the preparation of oligothiophene molecular wires is described via a bi-directional solid-phase synthesis. Using an alternating sequence of bromination and Stille coupling reactions, oligomers were obtained up to the heptamer in excellent yield and purity.展开更多
The photophysical and electrochemical properties of a family of oligothiophene derivatives in solution were studied. It was found that the cyano and the vinyl group could increase fluorescence yield in solution, while...The photophysical and electrochemical properties of a family of oligothiophene derivatives in solution were studied. It was found that the cyano and the vinyl group could increase fluorescence yield in solution, while the formyl and carboxyl group could decrease energy gap. With increasing the chain length of thiophene ring, the oxidation potential could be decreased.展开更多
In organic solar cells (OSCs), developing high-performing easily synthesized photoactive materials is essential for pursuing cost- effective balance. Herein, we have designed and synthesized a pair of wide-band-gap po...In organic solar cells (OSCs), developing high-performing easily synthesized photoactive materials is essential for pursuing cost- effective balance. Herein, we have designed and synthesized a pair of wide-band-gap polymers (PBDE4T-0F and PBDE4T-2F), using the low synthesis cost dicarboxylic ester-substituted quaterthiophene as the building block. Despite the minor change of molecular structure for polymer PBDE4T-xF, the fluorine substituent in polymer PBDE4T-2F greatly enhances its interchain aggregation. The higher aggregation tendency of ester-modified polymer in solution is beneficial for reducing both the aggregate size and π-π stacking distance of blend film, which contribute to the highly efficient exciton dissociation and symmetric charge transport. An impressive power-conversion efficiency (PCE) of 16.1% is achieved for the PBDE4T-2F:BTP-eC9-based device, while its counterpart only delivers a PCE of 5.8% with distinctly lower short-circuit current density (J_(sc)) and fill factor. Notably, the aggregation effect of donor polymer has also been found to be associated with the energy level shifts, and thus the variation of charge transfer energy and voltage losses for blend system. The results suggest that simultaneously reduced voltage loss and increased J_(sc) can be expected by further finely tuning the aggregation behavior of the ester-modified oligothiophene-based donor polymer.展开更多
基金Ministry of Education of the People＇s Republic of China （Research Funds for Chinese Scholars Returning from Abroad） the Ministry of Science and Technology of the People＇s Republic of China （National Key Program for Basic Research, 2001-CCA03500）+1 种基金 the Natural Science Foundation of Guangdong （No. 04105931） Guangzhou for financial support.
文摘The ITO/5T/PCH/Al1 device has a short circuit current of 3.4 mA/cm^2, an open circuit voltage of 2.1 V, fill fact of 27.5 % and photoelectric conversion efficiency of 2.5 %.
基金financially supported by the National Basic Research Program of China (No. 2017YFA0205000)the National Natural Science Foundation of China (No. 21972031)the Strategic Priority Research Program of Chinese Academy of Sciences (No. XDB36000000)。
文摘Many previous studies have shown that the molecular structures of oligothiophene derivatives including molecular skeleton and alkyl chains have a significant effect on their self-assemblies on the surface.In this work, a series of linear oligothiophene derivatives(DCV-n T-Hex, n = 3~11) modified with terminal dicyanovinyls and alkyl chains were adopted to further investigate the different assembly behaviors at liquid-solid interface by scanning tunneling microscopy(STM). Interestingly, via the hydrogen bonding and van der Waals interactions, DCV-3T-Hex formed zigzag and flower structures while DCV-n T-Hex(n = 4~11) formed lamellar structures. Density functional theory(DFT) calculations show that for the most energetically favorable configurations of DCV-n T-Hex, the different distribution of alkyl chains affected intermolecular interactions, and ultimately led to the different assembled structures. The zigzag and flower structures of DCV-3T-Hex had preferential thermodynamic stability compared to other structures of DCV-n T-Hex(n = 4~11). In addition, self-assembled nanostructures of DCV-n T-Hex molecules with even numbers(n = 4, 6, 8, 10) were overall more stable than those with odd numbers(n = 5, 7, 9,11), and the stability of the self-assembled structure was weakened with the extension of the molecular backbone, individually. The orientation of molecular alkyl chains was found to greatly affect the intermolecular interactions and thus leading to various self-assembly structures of DCV-n T-Hex(n = 3~11).
文摘In this work, a quantum-chemical investigation on the structural and opto-electronic properties of oligo（thiophene-phenylene） （4TP） is carried out. The results are discussed in comparison with the properties of corresponding oligothiophene （8T） and oligophenylene （8P）. As the opto-electronic properties of this type of conducting polymers are governed by their electronic band gap, we shall also present a comparison among HOMO, LUMO and band gap energies of these three materials.
基金supported by the Ministry of Science and Technology of China(National Key Program for Basic Research,No.2001-CCA03500)NSFC(Nos.20674022,20534020,and 20774031)+1 种基金the Natural Science Foundation of Guangdong(Nos.04105931 and 2006A10702003)Guangzhou(No.2004J1-C0041)for financial support.
文摘For the purpose of developing flexible organic photovoltaic devices, we have fabricated two flexible devices using 5-formyl- 2,2′：5′,2″：5″,2′″-quaterthiophene （4T-CHO）, 5-formyl-2,2′：5′, 2″：5″,2′″：5′″,2″″-quinquethiophene （5T-CHO） and 3,4,9,10-perylenetertracarboxylic dianhydride （PTCDA）. The PET-ITO/4T-CHO/PTCDA/A1 device has an open circuit voltage （Voc） of 1.56 V, photoelectric conversion efficiency of 0.77%. The PET-ITO/5T-CHO/PTCDA/A1 device has a Voc of 1.70 V, photoelectric conversion efficiency of 0.84%. The two flexible devices have high Voc （1.56 and 1.70 V）. It is possible that intermolecular hydrogen bonding between -CHO group of nT-CHO and carboxylic dianhydride of PTCDA contributes to enhancing the efficiency by promoting interfacial electron transfer and eliminating the subconducting band trap sites.
基金supported by the National Science Fund for Distinguished Young Scholars of China(No. 51125013)
文摘Star-shaped oligothiophenes with hexakis（fluoren-2-yl）benzene （HFB） as cores were designed and synthesized. Grafting thiophene units to HFB results in a bond flattening of the core, and makes the molecules a flipping-twist shape. Their thermal, photophysical and electrochemical properties were studied. Highly cross-linked conjugated polymers can be produced by electropolymerization of T1-T3.
基金the Natural Science Foundation of China (20674022 ,20774031)the Natural Science Foundation of Guangdong province (B09B2061310)
文摘With an aim to develop novel luminescence materials, europium and terbium complexes of 2, 5-(2-thiophene)-pyridine (TPY), 5, 5′-bis(5-(2, 2′-bithiophene))-2, 5-pyridine (B2TPY) and 5, 5′-bis(5-(2, 2′-bithiophene))-2, 2′-bipyridine (B2TBPY) were synthesized, and their luminescence properties were studied. The complexes exhibited ligand-sensitized emission, which was typical of Eu(Ⅲ) and Tb(Ⅲ) ions. The excitation spectra of Eu(Ⅲ) and Tb(Ⅲ) complexes with TPY (or B2TPY or B2TBPY) show similar bands as these with the ligands. It suggests that, the excitation energy is absorbed by TPY or B2TPY or B2TBPY, the energy transfers from its excited single state to its triplet state, and finally transfers from the ligands to Eu(Ⅲ) and Tb(Ⅲ) ions. The luminescence of Eu(Ⅲ) and Tb(Ⅲ) ions in the TPY or B2TPY or B2TBPY complexes indicates that the metal ions are efficiently excited by the absorbed energy from excitation of the ligands.
基金supported by the National Natural Science Foundation of China (51272033, 51572037, 51603021)333 Project of Jiangsu Province (BRA2017353)the Priority Academic Program Development of Jiangsu Higher Education Institutions and Anhui Provincial Natural Science Foundation (1608085QF156)
文摘We have synthesized two photovoltaic molecules（HEX-3TVT-ID and EH-3TVT-ID） based on vinylenebridged oligothiophene applied as donor for the solution-processable bulk-heterojunction organic solar cells（OSCs）. Vinylene unit was introduced as π-bridge in the oligothiophenes with 1,3-indenedione as end group and 4,4’-dihexyl-2,2’：5’,2’-terthiophene or 3’,4’-di（octan-3-yl）-2,2’：5’,2’-terthiophene as core,respectively. Due to the different substituent positions of the alkyl group relative to the vinylene unit in the terthiophene, HEX-3TVT-ID and EH-3TVT-ID show different optical and electrochemical properties, corresponding to the photovoltaic performance of the OSCs devices. The power conversion efficiency（PCE） of the OSCs based on a blend of HEX-3TVT-ID and PC71BM（1：0.8, weight ratio, 0.5% CN） reached 2.3%. In comparison, the OSCs based on the blend of EH-3TVT-ID and PC71BM in the weight ratio of 1：1 without the additive show a higher PCE of 2.7%, with a typically high VOC of 0.93 V, under the illumination of AM 1.5, 100 mW cm-2.
文摘Five novel oligothiophene derivatives end-capped by different functional groups （R=ethoxyl （EtOP3T）, me- thylsulfanyl （MSP3T）, acetyl （AcP3T）, methylsulfonyl （MSO2P3T） and biphenyl （BP3T） groups） were synthe- sized. They were characterized by nuclear magnetic resonance （IH NMR）, mass spectrometry （MS） and Fourier transform Infra-red spectra （IR）. The relationship between end-capping functional groups and optoelectronic prop- erties of them was investigated. It was found that the compound with sulfonyl group in the molecular structure （MSOeP3T） shows the highest oxidation stability （also supported by theoretical calculations） and best thermal sta- bility among the five compounds. The results of scanning electron microscope （SEM） interpret that MSOzP3T dis- plays excellent ability of self-film forming. This reveals that it could be a potential candidate for thin film material. The liquid crystal property of MSO2P3T was characterized by polarized optical microscopy analysis （POM） and X-ray diffraction （XRD）. The results of this paper provide useful information for the design of tailored oligothio- phene derivatives for devices.
文摘Recently, power conversion efficiencies of organic photovoltaics based on small molecules have been dramatically improved by means of the bulk heterojunction (BHJ) structure. Moreover, to optimize photovoltaic performance, thermal annealing treatments have often been used because of the simplicity of the process. However, the elucidation of effects of thermal annealing treatment on BHJ film structure based on small molecules is still not enough. Here, we report the results of structural analysis with synchrotron radiation of α-sexithiophene:fullerene BHJ films before and after thermal annealing treatment. In particular, the open-circuit voltage was increased to as high as 0.72 V;moreover, the BHJ films based on α-sexithiophene and fullerene were also clearly crystallized by the thermal annealing treatment. In this study, we found that the optimal crystal size existed in BHJ films for high-performance organic photovoltaics.
基金the Ministry of Science and Technology of China （National Key Program for Basic Research, No. 2001-CCA03500） NNSFC （Nos. 20674022 and 20534020）+1 种基金Science Foundation of Guangdong （Nos. 04105931 and 2006A10702003） Guangzhou （No. 2004J1-C0041） for financial support.
文摘For the purpose of developing organic photovoltaic devices with good performance characteristics, we have fabricated two devices using 4T-CHO, 5T-CHO and PTCDA. The ITO/4T-CHO/PTCDA/Al device has a Voc of 2.45 V and photoelectric conversion efficiency of 2.76%. The ITO/ST-CHO/PTCDA/Al device has a Voc of 2.1 3V and photoelectric conversion efficiency of 2.90%. The two devices have higher Voc （2.45 and 2.13 V）. It is possible that intennolecular hydrogen bonding between -CHO group of nT-CHO and carboxylic dianhydride of PTCDA contribute to enhance the efficiency by promoting interracial electron transfer and eliminating the subconducting band trap sites.
文摘A novel method for the preparation of oligothiophene molecular wires is described via a bi-directional solid-phase synthesis. Using an alternating sequence of bromination and Stille coupling reactions, oligomers were obtained up to the heptamer in excellent yield and purity.
基金Project supported by the Ministry of Education of China （Research Funds for Chinese Scholars Returning from Abroad）, the National Key Program for Basic Research （No. 2001-CCA03500） and the Natural Science Foundation of Guangdong （No. 04105931） and Guangzhou （No. 2004J1-C0041）.
文摘The photophysical and electrochemical properties of a family of oligothiophene derivatives in solution were studied. It was found that the cyano and the vinyl group could increase fluorescence yield in solution, while the formyl and carboxyl group could decrease energy gap. With increasing the chain length of thiophene ring, the oxidation potential could be decreased.
基金supported by the National Natural Science Foundation of China(grant nos.51903239,21835006)S.L.also appreciates the Natural Science Foundation of Jiangsu Province(grant no.BK20221317)the startup funding from Nanjing Tech University.
文摘In organic solar cells (OSCs), developing high-performing easily synthesized photoactive materials is essential for pursuing cost- effective balance. Herein, we have designed and synthesized a pair of wide-band-gap polymers (PBDE4T-0F and PBDE4T-2F), using the low synthesis cost dicarboxylic ester-substituted quaterthiophene as the building block. Despite the minor change of molecular structure for polymer PBDE4T-xF, the fluorine substituent in polymer PBDE4T-2F greatly enhances its interchain aggregation. The higher aggregation tendency of ester-modified polymer in solution is beneficial for reducing both the aggregate size and π-π stacking distance of blend film, which contribute to the highly efficient exciton dissociation and symmetric charge transport. An impressive power-conversion efficiency (PCE) of 16.1% is achieved for the PBDE4T-2F:BTP-eC9-based device, while its counterpart only delivers a PCE of 5.8% with distinctly lower short-circuit current density (J_(sc)) and fill factor. Notably, the aggregation effect of donor polymer has also been found to be associated with the energy level shifts, and thus the variation of charge transfer energy and voltage losses for blend system. The results suggest that simultaneously reduced voltage loss and increased J_(sc) can be expected by further finely tuning the aggregation behavior of the ester-modified oligothiophene-based donor polymer.
