- 标题
- 摘要
- 关键词
- 实验方案
- 产品
-
Diketopyrrolopyrrole Bisphosphonate Conjugate: A New Fluorescent Probe for in Vitro Bone Imaging
摘要： We report the synthesis of a conjugate molecule between an unusual red fluorescent diketopyrrolopyrrole (DPP) unit and a bisphosphonate (BP) precursor using the 'Click Chemistry' strategy to target bone tissue and monitor the interaction. After deep investigation, conjugation through a triazole unit between γ-azido rather than β-azido BP and an alkyne functionalized DPP fluorophore group turned out to be the winning strategy. Visualization of the DPP-BP conjugate on osteoclasts as well as the specific anti-resorption activity was successfully demonstrated.
关键词： fluorescent probe,in vitro imaging,osteoporosis,bisphosphonate,diketopyrrolopyrrole
更新于2025-09-23 15:23:52
-
Diketopyrrolopyrrole based small molecular semiconductors containing thiazole units for solution-processed n-channel thin-film transistors
摘要： In this work, three diketopyrrolopyrrole-based conjugated small molecular semiconductors characterized by the combination of a diketopyrrolopyrrole (DPP) central core, thiazole π-conjugated moiety, and dicyanovinyl end group with different alkyl side chain substituents, 2TzDPPA1-2DCV, 2TzDPPA2-2DCV, and 2TzDPPA3-2DCV were synthesized. These small molecules have a similar narrow band gap of about 1.50 eV and deep LUMO energy level at -4.30 eV. Under ambient conditions, electron mobilities of 0.28 cm2 V-1 s-1, 0.13 cm2 V-1 s-1, 0.25 cm2 V-1 s-1 for solution processed thin films of 2TzDPPA1-2DCV, 2TzDPPA2-2DCV, and 2TzDPPA3-2DCV were obtained, due to high crystallinity and well-organized molecular stacking. Compared with the other two materials, thin films of 2TzDPPA1-2DCV enable the best OFET performance with desirable Ion / Ioff rates exceeding of 107, attribute to the coefficient of smoother film morphology and stronger crystallinity. These results reveal that introducing the thiazole unit into the DPP-based conjugated skeleton is conducive to enhance the crystallinity and tailor LUMO energy levels which ensure good performance and excellent stability of these molecules as active materials for n-channel electronic devices.
关键词： small molecules,solution-processed n-channel thin-film transistors,thiazole unit,diketopyrrolopyrrole,air stability
更新于2025-09-23 15:23:52
-
Synthesis and electrochromic properties of electrochromic polymers based on propylenedioxythiophene, diketopyrrolopyrrole and benzodithiophene units
摘要： Two novel soluble polymers, PD-1 and PD-2, were synthesized based on three kinds of monomers, including propylenedioxythiophene (ProDOT), diketopyrrolopyrrole (DPP) and benzodithiophene (BDT), via Stille coupling reaction with the feed ratios (ProDOT:BDT:DPP) of 3:4:1, and 1:2:1, respectively. Wherein, propylenedioxythiophene (ProDOT) and benzodithiophene (BDT) exist as the donor unit, and diketopyrrolopyrrole (DPP) as the acceptor units. Both of the two copolymers were characterized via 1H NMR, FT-IR spectra, X-ray photoelectron spectroscopy (XPS), cyclic voltammetry (CV), spectroelectrochemistry, switching kinetics, colorimetry and thermogravimetric analysis. Electrochemical studies demonstrate that both copolymers have the ability of rapid doping and dedoping and excellent stability. PD-1 displays a brown color in the neutral state, and a light green color in the oxidized state, while PD-2 exhibits gray green color in the neutral state and a transparent light green color in the oxidized state. As the content of the DPP remains constant, the changes in the content of the ProDOT unit can effectively control the color changes of the copolymers without apparent changes in bandgap (Eg) values, and subsequently lead to the fine tune of the other properties of the copolymers, such as optical contrast, response time and coloring efficiency. The Eg values of PD-1 and PD-2 are 1.55 eV and 1.52 eV, respectively. The optical contrasts are 42.36% (1600 nm) for PD-1 and 67.74% (at 1620 nm) for PD-2, both are ideal candidate materials for the fabrication of near infrared devices. They also have moderate optical contrast in the visible region, with fast response time and high coloring efficiency.
关键词： Electrochromic property,Diketopyrrolopyrrole,Propylenedioxythiophene,Benzodithiophene,Soluble copolymer
更新于2025-09-23 15:21:01
-
Theoretical study of new conjugated compounds with a low bandgap for bulk heterojunction solar cells: DFT and TD-DFT study
摘要： Bulk heterojunction solar cells have attracted scientific and economic interest in recent years, and have just been one of the future photovoltaic technologies to produce energy at low cost. To study the electronic and geometric properties of a novel conjugated polymer called r-PTTDPP50, which is formed from a derivative of diketopyrrolopyrrole (DPP), thiophene conjugated side chain and 2, 5-bis (trimethylstannyl) thiophene, functional density theory (DFT) has been used with several methods such as B3LYP, PBEPBE, B3PW91 and mPW1PW91 and the basis set 6-31G (d, p),to obtain the most appropriate method. The absorption properties have been obtained by the CAM-B3LYP method. Then, the functional tests giving the closest result to the experimental ones will be used to propose other structure candidates for applications in the domain of organic electronics. This research has been used to conduct next syntheses to compounds more helpful as active materials in optoelectronic.
关键词： Bulk heterojunction,DFT,solar cells,diketopyrrolopyrrole (DPP),thiophene
更新于2025-09-23 15:21:01
-
Bis(thiena??2a??yl)a??2,1, <scp>3a??benzothiadiazolea??diketopyrrolopyrrole</scp> a??based <scp>acceptora??acceptor</scp> conjugated polymers: Design, synthesis, and the synergistic effect of the substituent on their solar cell properties
摘要： Three acceptor–acceptor conjugated copolymers (TBT-DPP, FTBT-DPP, and HFTBT-DPP) with different substituent groups have been synthesized with palladium-catalyzed Stille coupling condensation polymerization assisted with microwave. Polymer solar cells (PSCs) based on these copolymers as the electron donors and PC71BM as the acceptor have been fabricated. The synergistic effect of the substituent between two fluorine atoms and hexyl alkyl chains in bis(thien-2-yl)-2,1,3-benzothiadiazole fragment on their solar cell properties has been investigated. Both the fluorine atoms and the synergistic effect can improve the solubility of the polymers effectively while the excellent thermal stability properties are still retained. Two fluorine atoms (polymer FTBT-DPP) increased the power conversion efficiency of the PSCs twice compared with TBT-DPP (without substituent). The synergistic effect (polymer HFTBT-DPP) decreased that seriously to zero. Density function theory calculations showed that the conjugation level of the polymer backbone is one of key factors. It demonstrates that the synergistic effect of fluorine atoms and alkyl chains in the same fragment does not always work well in improving the PSCs performance.
关键词： polymer solar cells,diketopyrrolopyrrole polymers,acceptor–acceptor conjugated,bis(thien-2-yl)-2,1,3-benzothiadiazole,synergistic effect
更新于2025-09-23 15:19:57
-
NIR polymers and phototransistors
摘要： A novel bisthiophene-fused diketopyrrolopyrrole unit (4,11-bis(2-octyldodecyl)-7H,14H-thieno[30,20:7,8]indolizino[2,1-a]thieno[3,2-g]indolizine-7,14-dione, BTI) has been designed as an electron acceptor and used to copolymerize with thiophene and bithiophene as electron donors to construct two D–A conjugated polymers, P1 and P2 via Stille coupling, respectively. The two polymers showed excellent thermal stability, broad light absorption and a narrow energy band gap. P1 and P2 were used to fabricate organic field-effect transistors (OFETs) to evaluate their charge transport characteristics. P2 showed much better hole transport performance with a mobility of 0.1 cm2 V?1 s?1. Near-infrared (NIR) phototransistors were also fabricated by using the two polymers blended with PC71BM as the active layer. With illumination of 35 mW cm?2 at a wavelength of 850 nm, the photocurrent/dark-current ratio (P) and photoresponsivity (R) of the phototransistor based on P1/PC71BM were 3.6 × 104 and 270 A W?1, respectively. For P2/PC71BM, P was 2.5 × 104 and R reached 2420 A W?1.
关键词： phototransistors,photoresponsivity,organic field-effect transistors,diketopyrrolopyrrole,NIR polymers,charge transport
更新于2025-09-19 17:15:36
-
Synthesis and Characterization of DPP-Based Conjugated Polymers via Dehydrogenative Direct Alkenylation Polycondensation
摘要： Two π-conjugated polymers were successfully synthesized by polycondensation via dehydrogenative direct alkenylation with Pd(II) catalyst (Pd(OAc)2) without directing groups in an atom- and step-economical and eco-friendly manner. Using the Pd(OAc)2/pyridine catalytic system, C-H activation of the C-5 position on the thiophene moiety of 3,6-di(thiophen-2'-yl)diketopyrrolopyrrole derivative was regioselective and the cross-coupled products were readily formed with trans-configuration. The optical, electrochemical, and thermal properties of the synthesized polymers were studied to investigate their potential applicability to semiconducting materials.
关键词： direct alkenylation,palladium,dehydrogenation,diketopyrrolopyrrole,polycondensation
更新于2025-09-19 17:15:36
-
Enhanced Stability and Performance of Air-Processed Perovskite Solar Cells via Defect Passivation with Thiazole-Bridged Diketopyrrolopyrrole-Based ??-Conjugated Polymer
摘要： Minimization of the defects at grain boundaries and/or the film surface of organic–inorganic halide perovskites becomes increasingly important to produce highly-efficient and long-term stable perovskite solar cells (PeSCs). In this study, we present a promising strategy to enhance the performance and stability of PeSCs by using thiazole-bridged diketopyrrolopyrrole (DPP)-based semiconducting polymer poly{3-(5-([2,2′-bithiophen]-5-yl)thiazol-2-yl)-2,5-bis(2-octyldodecyl)-6-(thiazol-2-yl) pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione} (PTzDPPBTz) as the passivation layer. Our results indicate a large amount of Lewis base functional groups present in PTzDPPBTz can effectively passivate the defects and vacancies created by under-coordinated Pb atoms without significantly altering the microstructure of the perovskite film, enabling the perovskite film to exhibit superior stability while preserving their good optoelectronic properties. Meanwhile, the appropriate energy level of PTzDPPBTz can facilitate efficient charge transfer at the interface. With PTzDPPBTz passivation layer, the devices deliver power conversion efficiency (PCE) up to 20.30% (stabilized PCE = 20.39%) without photocurrent hysteresis, surpassing the efficiency of the devices without passivation layer (PCE = 16.58%). Importantly, PTzDPPBTz passivation layer can also be applicable for air-processed devices prepared under high relative humidity level (72 ± 3%), delivering almost comparable PCE (19.19%) to those obtained for the devices processed under inert atmosphere. To the best of ourknowledge, 19.19% represents the highest PCE ever reported for air-processed PeSCs prepared under the relative humidity exceeding 70%. In addition, the feasibility of using conjugated polymer-based passivation layer for monolithic all-perovskite tandem solar cells is firstly demonstrated, and a remarkably high open-circuit voltage (Voc) of 1.87 V is attained, which is much higher than those of the tandem cells without passivation (1.76 V). More encouragingly, long-term stable devices are demonstrated by simply applying UV-curable epoxy/poly[perfluoro(4- vinyloxy-1-butene)] (CYTOP) bilayer film as the encapsulation layer, rataining ≈65% of their initial PCE after 890 hours of continuous operation in ambient air. Our findings provide a new avenue to improve both the efficiency and stability of air-processed PeSCs via defect passivation.
关键词： efficiency,defect passivation,air-processed,π-conjugated polymer,stability,thiazole-bridged diketopyrrolopyrrole,perovskite solar cells
更新于2025-09-19 17:13:59
-
Synthesis of the diketopyrrolopyrrole/terpyridine substituted carbazole derivative based polythiophenes for photovoltaic cells
摘要： A series of conjugated polythiophenes (PTs) having low band gap energies (PDPP, PDPCz21, PDPCz11), with 2-ethylhexyl-functionalized 2,5-thienyl diketopyrrolopyrrole (TDPP) as the electron acceptor and terpyridine-substituted carbazole (TPCz) as the electron donor, have been synthesized and studied for their applicability in polymer-based photovoltaic cells (PVCs). The thermal stability and solvent solubility of PTs increased upon increasing the content of the TPCz derivative. PVCs were fabricated having the following architecture: indium tin oxide/poly(3,4-ethylenedioxythiophene):polystyrenesulfonate/PT:6,6-phenyl-C71-butyric acid methyl ester (PC71BM)/Ca/Ag. The compatibility between the PT and PC71BM improved upon increasing the TPCz content. The photovoltaic properties of the PDPCz21-based PVCs were superior to those of their PDPP- and PDPCz11-based counterparts.
关键词： electron donor,photovoltaic cells,diketopyrrolopyrrole,electron acceptor,conjugated polythiophenes,terpyridine-substituted carbazole
更新于2025-09-19 17:13:59
-
Theoretical Studies of Photophysical Properties of Da????a??Aa????a??D-Type Diketopyrrolopyrrole-Based Molecules for Organic Light-Emitting Diodes and Organic Solar Cells
摘要： A series of D–π–A diketopyrrolopyrrole(DPP)-based small molecules were designed for organic light-emitting diode(OLEDs) and organic solar cell(OSCs) applications. Applying the PBE0/6-31G(d,p) method, the ground state geometry and relevant electronic properties were investigated. The first excited singlet state geometry and the absorption and fluorescent spectra were simulated at the TD-PBE0/6-31G(d,p) level. The calculated results revealed that the photophysical properties were affected through the introduction of different end groups. Furthermore, the electronic transitions corresponding to absorption and emission exhibited an intramolecular charge transfer feature. Our results suggest that the designed molecules acted not only as luminescent for OLEDs, but also as donor materials in OSCs. Moreover, they can also be used as potential electron transfer materials for OLEDs and OSCs.
关键词： photophysical properties,organic solar cells(OSCs),organic light-emitting diodes(OLEDs),diketopyrrolopyrrole(DPP)-based molecules,Charge transporting property
更新于2025-09-19 17:13:59