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Self-assembling Non-conjugated Poly(amide-imide) into Thermoresponsive Nanovesicles with Unexpected Red fluorescence for Bioimaging
摘要： Non-conjugated red fluorescent polymers have been increasingly studied to improve the biocompatibility and penetration depth over conventional fluorescent materials. However, the accessibility of such polymers remains challenging due to the scarcity of non-conjugated fluorophores and lacking relevant mechanism of red-shifted fluorescence. Herein, we discovered that the combination of hydrogen bonding and π-π stacking interactions provides non-conjugated poly(amide-imide) with a large bathochromic shift (> 100 nm) from blue-green fluorescence to red emission. The amphiphilic PEGylated poly(amide-imide) derived from in-situ PEGylation self-assembled into nanovesicles in water, which isolated the aminosuccinimide fluorophore from the solvents and suppressed the hydrogen bonds formation between aminosuccinimide fluorophores and water. Therefore, the fluorescence of PEGylated poly(amide-imide) in water was soundly retained. Furthermore, the strong hydrogen bonding and hydrophobic interactions with water provided PEGylated poly(amide-imide) with a reversible thermoresponsiveness and presented a concentration-dependent behavior. Finally, accompanied with the excellent biostability and photostability, PEGylated poly(amide-imide) exhibited as a good candidate for cell imaging.
关键词： poly(amide-imide),red-shifted fluorescence,self-assembly,bioimaging,nanovesicles
更新于2025-11-14 17:04:02
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Photophysical Properties of Phthalimide and Pyromellitic Diimide Tethered Imidazolium Nitrophenolate Salts
摘要： Structural aspects of the salt of 2-(3-(1H-imidazol-1-yl)propyl) isoindoline-1,3-dione (L1) with 2,4,6-trinitrophenol as well as the salts of N,N’-bis(3-imidazol-1-yl-propyl)-pyromelliticdiimide (L2) with 2,4-dinitrophenol (H24dnp) and 2,4,6-trinitrophenol (H246tnp) are reported along with the solid and solution studies on the photophysical properties of these salts. The fluorescence emission of the L1 and L2 are quenched by H24dnp and H246tnp both in solid and in solution. In solution the L1 has comparable binding constant with H24dnp and H246tnp but the relative ability to quench the fluorescence emission of L1 by H24dnp is less than the quenching abilities of the H246tnp. These two nitrophenols independently do not distinguish the L1 from L2 but the extent of quenching caused independently by the H24dnp or H246tnp on L1 or L2 make them easily distinguishable. Addition of water quenches the fluorescence emission of L1 and L2; but the addition of water to solution of the nitrophenolate salts result in the recovery of fluorescence emissions from the quenched states. The salts in solid state have short emission life-times. The PET effect prominently caused by mineral acids on L1 or L2 is not observed in the nitrophenolate salts. In solid state the O-π interactions contributed to stacking of the aromatic in the 2,4,6-trinitrophenolate salt of L2, hence it is non-fluorescent.
关键词： Binding of imidazole,Charge-assisted hydrogen bonds,Fluorescence,Cyclic imide,Nitrophenol derivatives
更新于2025-09-23 15:23:52
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Optical, thermal and gas separation properties of acetate-containing copoly(ether-imide)s based on 6FDA and fluorenyl diamines
摘要： The diamine, 9,9-bis[4-(4-amino-3-hydroxylphenoxy)phenyl]fluorene (BAHPPF) was synthesized by the modified two-step method. Then, a series of acetate-containing copoly(ether-imide)s were prepared by the copolymerization of BAHPPF, 9,9-bis(4-aminophenyl)fluorene (BAF) and 2,20-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA) followed by chemical imidization. The structures and properties of the BAHPPF and copoly(ether-imide)s were characterized by nuclear magnetic resonance spectrometer (NMR), Fourier transform infrared spectrometer (FTIR), X-ray diffractometer (XRD), differential scanning calorimeter (DSC), thermogravimetric analyzer (TGA), ultraviolet-visible spectrophotometer (UV-VIS), and tensile testing. Single gas permeation performances of these copoly(ether-imide)s were also studied for five representative gases of interest including H2, O2, N2, CO2, and CH4. The experimental results showed that the copoly(ether-imide)s showed excellent optical properties with high light transmittance above 80.2% at 450 nm. The glass transition temperature of these copolymers were higher than 333°C. Their tensile strength and Young’s module also increased, and the elongation decreased with the decrease of BAHPPF. High gas permeabilities of copoly(ether-imide)s were obtained, and the ideal selectivity of CO2/CH4 was improved due to the introduction of acetate group and flexible ether linkage. These copoly(ether-imide)s could be applied to the field of optics and gas separation.
关键词： gas separation,acetate-containing,Copoly(ether-imide)s,thermal properties,light-colored and transparent
更新于2025-09-23 15:22:29
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Naphthalene imide dimer as interface engineering material: An efficient strategy for achieving high-performance perovskite solar cells
摘要： How to design and synthesize interfacial engineered materials that have efficient surface passivation and electron extraction properties is an important problem in the field of optoelectronic materials. Herein, a simple naphthalene imide dimer, namely 2FBT2NDI, is developed by Stille coupling reaction with a high yield, and it is used as interface engineering for inverted perovskite solar cells (PSC). Owing to the existence of intermolecular interactions between MAPbI3 and the 2FBT2NDI layer, the introduction of the interfacial layer can passivate the surface defects of perovskite film and improve interface contact. In addition, 2FBT2NDI exhibits suitable energy levels and high electron mobility because of its large linear conjugated skeleton containing two fluorine atoms, which are beneficial for electron extraction for efficient PSCs. Employing 2FBT2NDI as an interfacial layer, inverted PSCs show a maximum power conversion efficiency of 20.1%, which is over 14% higher than that of the control devices without interfacial layer (17.1%). These results highlight that the naphthalene imide dimer can potentially be used as a commercializable interfacial material for achieving high-performance PSCs.
关键词： electron extraction,perovskite solar cell,naphthalene imide,surface passivation,interface engineering
更新于2025-09-23 15:19:57
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Dithiazolylthienothiophene Bisimide-Based ??-Conjugated Polymers: Improved Synthesis and Application to Organic Photovoltaics as P-Type Semiconductor
摘要： Dithiazolylthienothiophene bisimide (TzBI) is a promising building unit for donor-acceptor π-conjugated polymers due to its strong electron-deficiency and high coplanarity. We previously reported a TzBI-based π-conjugated polymer functioned as n-type semiconductor in organic photovoltaic cells. However, a critical subject was that the molecular weight of the polymer was not sufficiently high. It is also important to investigate the possibility of TzBI-based polymers as the p-type semiconductor. In this study, we show that a new synthetic approach gave a new TzBI-based polymer with an improved molecular weight relative to the previously reported polymer. Further, having a co-building unit with a more electron-rich nature, the polymer functioned as p-type semiconductor in organic photovoltaic cells when the PC61BM was used as n-type material. This study shows that TzBI is a versatile building unit for π-conjugated polymers that can be used in organic electronic devices.
关键词： Imide,π-Conjugated polymers,Organic photovoltaics
更新于2025-09-23 15:19:57
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Molecular designing of naphthalene diimide based fullerene-free small organic solar cell - Acceptors with high photovoltaic performance by density functional theory
摘要： With the help of computational chemistry tools, three non-fullerene acceptors, which are 2-methylene-malononitrile (M-1), 2-(3-methyl-5-methylene-2-thioxothiazolidin-4-ylidene) malononitrile (M-2) and 1-methyl-5-methylene-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (M-3), are designed with naphthalene diimide (NDI) central unit. Their different photovoltaic and optoelectronic properties like absorption spectrum, electrons density, solubility strength, reorganization energies, % ETC from donor to acceptor part, excitation energies, oscillating strength, morphology and crystallinity of device for constructing the thin film bulk hetro junction devices were computed at the WB97XD/6-31 G (d, p) level of density functional theory (DFT). Expected open circuit voltages of designed molecules are high as 4.05 eV to 4.49 eV, which are significantly larger than that of the previously reported 3-methyl-5-methylene-2-thioxothiazolidin-4-one (R) with the value of 3.60 eV at the zero current level. Charge carrier mobilities of designed molecules are high due to having low re-organization energies varying from 0.0163 eV to 0.0280 eV for electron and 0.0160 eV to 0.0190 eV for hole, strong absorption properties between the 420 nm to 550 nm in chloroform and 400 nm to 540 nm in gas phase conditions, respectively.
关键词： opto-electronic properties,non-fullerene acceptors,theoretical calculations,dipole moment,organic solar cells,naphthalene di-imide
更新于2025-09-19 17:13:59
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Through-space charge transfer in luminophore based on phenyl-linked carbazole- and phthalimide moieties utilized in cyan-emitting OLEDs
摘要： Two new carbazole-containing aromatic imides were synthesized by three-step synthetic pathway with the moderate yields up to 76%. The compounds were investigated theoretically. TD-DFT computational studies revealed low singlet-triplet energy di?erences. The compounds were found to have relatively high thermal stability with 5% mass loss temperatures in the range of 280–310 °C. Phthalimide-based compound exhibited aggregation-induced emission enhancement and thermally activated delayed ?uorescence with photo-luminescence quantum e?ciency of 20% in the solid state. Structure-properties relationship of this compound was investigated and it was found that charge-transfer through space mechanism is responsible for the emission. Series of green-emitting doped and non-doped electroluminescent devices were fabricated based on the carbazole-phthalimide derivative were fabricated to reveal best-performing mCP-doped device demonstrating maximum external quantum e?ciency of 2.4% with current e?ciency of 6.6 cd/A and power e?ciency of 4.0 lm/W with maximum brightness of 8300 cd/m2.
关键词： Cyan-emitting OLED,Aromatic imide,Through-space charge transfer,Aggregation-induced emission enhancement,Thermally activated delayed ?uorescence
更新于2025-09-12 10:27:22
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Low Dielectric Poly(imide siloxane) Films Enabled by a Well-Defined Disiloxane-Linked Alkyl Diamine
摘要： This paper presents an e?cient pathway to achieve the dielectric constant as low as 2.48 @ 25 °C, 1 MHz for nonporous poly(imide siloxane) ?lms with mechanical and thermal robustness. A symmetric disiloxane-linked alkyl diamine, bis(aminopropyl)tetramethyldisiloxane (BATMS) with a well-de?ned molecular formula NH2CH2CH2CH2Si-(CH3)2OSi(CH3)2CH2CH2CH2NH2, has been used to controllably reduce the dielectric constant of the polymer ?lms by adjusting the loading of BATMS. The thermal stability of all the polymer ?lms remains robust with T5 and T10 no less than 458 and 472 °C, respectively, while the glass-transition temperature decreases with increasing incorporation of ?exible disiloxane-alkyl segments into a polymer backbone. There exists a consistent regularity between the thermal, optical, and dielectric properties with the loading amount of BATMS in the polymer ?lms, inferring that the disiloxane-alkyl segments are homogeneously distributed in the polymer backbone. Charge-transfer complex inhibition of polymer ?lms by disiloxane segments has been revealed by an enlarged d-spacing in wide-angle X-ray di?raction spectra and a blue shift in ?lm ?uorescence emission spectra. The combined low dielectric constant, robust mechanical and thermal stability, and improved hydrophobicity make the series of BATMS-resulting poly(imide siloxane) ?lms promising candidates for sophisticated ?exible microelectronic application.
关键词： BATMS,dielectric constant,thermal stability,poly(imide siloxane),charge-transfer complex
更新于2025-09-12 10:27:22
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A novel poly(triazine imide) hollow tube/ZnO heterojunction for tetracycline hydrochloride degradation under visible light irradiation
摘要： A novel poly(triazine imide) hollow tube (PTI)/ZnO heterojunction was prepared by a molten salts method. The photocatalyst was characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), UV–vis diffuse reflectance spectroscopy (DRS) and photoluminescence (PL) spectroscopy, respectively. The results showed the ZnO nanoparticles were successfully coupled into the PTI hollow tube to form PTI/ZnO heterojunction. The degradation of tetracycline hydrochloride (TC) under visible light irradiation was used to evaluate the activity of photocatalyst. The PTI/ZnO-6 wt% heterojunction exhibits the highest photocatalytic activity, which can degrade almost all TC within 90 min. The kinetic constant of degradation reaction with PTI/ZnO-6 wt% heterojunction (0.034 min?1) is about 5 times as high as that of the PTI (0.0070 min?1). A possible photocatalytic mechanism for heterojunction according to the energy-band theory was proposed.
关键词： ZnO,Tetracycline hydrochloride,Visible light photocatalytic,Poly(triazine imide),Hollow tube
更新于2025-09-10 09:29:36
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Imide‐Functionalized Polymer Semiconductors
摘要： Imide-functionalized p-conjugated polymer semiconductors have received a great deal of interest owing to their unique physicochemical properties and optoelectronic characteristics, including excellent solubility, highly planar backbones, widely tunable band gaps and energy levels of frontier molecular orbitals, and good film morphology. The organic electronics community has witnessed rapid expansion of the materials library and remarkable improvement in device performance recently. This review summarizes the development of imide-functionalized polymer semiconductors as well as their device performance in organic thin-film transistors and polymer solar cells, mainly achieved in the past three years. The materials mainly cover naphthalene diimide, perylene diimide, and bithiophene imide, and other imide-based polymer semiconductors are also discussed. The perspective offers our insights for developing new imide-functionalized building blocks and polymer semiconductors with optimized optoelectronic properties. We hope that this review will generate more research interest in the community to realize further improved device performance by developing new imide-functionalized polymer semiconductors.
关键词： organic thin-film transistors,imide-functionalized polymers,organic semiconductors,solar cells
更新于2025-09-04 15:30:14