Royal Society Open Science
·
2018
·Vol. 5
·期 3
·
IF 2.504
Xiaoxiao Zhang,Tingyuan Gong,Hong Chi,Tianduo Li
Size control has been successfully achieved in inorganic materials, but it remains a challenge in polymer nanomaterials due to their polydispersity. Here, we report a facile approach to tailor the diameters of polyurethane (PU) nanoparticles (490 nm, 820 nm and 2.1 µm) via perylene bisimide (PBI) assisted self-assembly. The formed morphologies such as spindle, spherical and core–shell structures depend on the ratio of PBI and polymer concentrations. It is shown that the formation of PU nanoparticles is directed by π–π stacking of PBI and the morphology transition is not only affected by the amount of PBI incorporated, but also influenced by solvent, which controls the initial evaporation balance. Furthermore, the prepared PUs exhibit retained optical stability and enhanced thermal stability. The PUs, designed to have conjugated PBI segments in backbones, were synthesized via ring-opening and condensation reactions. Compared with the neat PU, gel permeation chromatography shows narrower molecular weight distribution. Fluorescence spectra and ultraviolet–visible spectra indicate retained maximum emission wavelength of PBI at 574 nm and 5.2% quantum yields. Thermo-gravimetric analysis and differential scanning calorimetry reveal 79°C higher decomposition temperature and 22°C higher glass transition temperature. This study provides a new way to fabricate well-defined nanostructures of functionalized PUs.
研究领域:
材料科学
·
高分子化学
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产品关联
DOI
PubMed
高影响因子
ACS Applied Materials & Interfaces
·
2023
·
IF 9.5
Bowen Tao,Mi Ouyang,Qiqi Hua,Chenwen Kong,Jinlu Zhang,Weijun Li,Ru Bai,Junlei Liu,Xiaojing Lv,Cheng Zhang
The composite or hybrid of organic and inorganic materials is one of the common ways to improve the properties of photoelectric functional materials. Perylene bisimide (PBI) derivatives, as large π-conjugated organic small molecules, are a class of photoelectric functional materials with excellent performance. However, there were few reports on PBIs in the electrochromic field due to the difficulty of film-forming caused by their generally poor solubility. Here, water-soluble PBI derivatives (PDI-COOH and PCl-COOH) were synthesized. The hybrid films (ZnO@PDI-COOH/PCl-COOH) formed by the coordination bond and π–π stacking were prepared via a simple solution immersion method. Fourier transform infrared spectrometry and X-ray diffraction as well as scanning electron microscopy, and energy-dispersive spectrometry results further confirmed the formation of hybrid films. At the same time, electrochemical and spectroelectrochemical analyses revealed that the films have reversible redox activity and cathodic electrochromic properties, which can change from orange-red to purple. The ZnO@PDI-COOH hybrid film formed by coordination bonds exhibits fast switching times (1.7 s colored time and 2.6 s bleached time), good stability (retain 92.41% contrast after 2400 cycles), a low driving voltage (−0.6–0 V), and a high coloration efficiency (276.14 cm2/C). The corresponding electrochromic devices also have good electrochromic properties. On this basis, a large-area (100 mm × 100 mm) electrochromic display device with fine patterning was fabricated by using the hybrid film, and the device shows excellent reversible electrochromic performance. This idea of constructing organic–inorganic hybrid materials with coordination bonds provides an effective, energy-saving, and green method, which is expected to promote the large-scale and fine production of electrochromic materials.
研究领域:
材料科学
·
光电功能材料
✓ 已验证
产品关联
DOI
PubMed
高影响因子
LANGMUIR
·
2024
·
IF 3.7
Yueji Li,Yuteng Zhang,Xue Liu,Bin Dong,Pan Xu,Bo Song
Heparin is widely used to treat thrombosis because it is an effective anticoagulant. However, excessive use of heparin can lead to an increased risk of bleeding, which makes the quantitative detection of heparin very important. An amphiphilic perylene bisimide molecule (denoted PBI-9) was developed, which presented a near-infrared emission peak at 730 nm when it was aggregated. PBI-9 has been utilized in the detection of heparin, as the pyridine cation in PBI-9 binds strongly to highly sulfated heparin through electrostatic interactions. Charge neutralization triggers the self-assembly of PBI-9, which leads to an emission peak shift from 540 nm to 690 nm, corresponding to monomeric emission to excimer emission. This shift was applied for the detection of heparin. Importantly, the interaction between PBI-9 and heparin is not affected by protamine, resulting in high selectivity and minimal interference. PBI-9 is a promising tool for detecting heparin in clinical settings after excess heparin has been neutralized by protamine.
研究领域:
生物化学
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医学诊断
·
药物分析
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF NANOPARTICLE RESEARCH
·
2017
·Vol. 19
·期 11
·1-13
·
IF 2.02
Cui Junshuo,Zhou Shuxue
Dispersion of graphene with high effectiveness is a great challenging task. In this paper, a series of water-soluble polyamine-functionalized perylene bisimide derivatives (HAPBI) were synthesized and further used as the stabilizer of graphene in water. It was found that the number of amine group strongly determined the water solubility of HAPBI and its effectiveness on stabilizing graphene. With triethylenetetramine-functionalized perylene bisimide (HAPBI-3), high concentration of aqueous graphene dispersion up to 1.0 mg mL −1 was obtained at the weight ratio of HAPBI-3 to graphene even down to 1:3, demonstrating its higher efficiency to the common surfactants, polymer, and other perylene bisimide derivatives reported. Moreover, graphene’s electrical conductivity is less impacted compared with polyvinylpyrrolidone (PVP), particularly favoring for its further application. Careful inspection indicated that HAPBI-3 molecules strongly interacted with graphene in a process of de-assembly of their self-aggregates and subsequently irreversible restacking on graphene sheets.
研究领域:
材料科学
·
化学
✓ 已验证
DOI
高影响因子
DYES AND PIGMENTS
·
2019
·
IF 4.018
Siyu Li,Tao Long,Ying Wang,Xinguo Yang
It is crucial to tune the morphology of aggregates to obtain functional photoelectric properties in perylene bisimide (PBI). The associated properties can be controlled by appropriate molecular design and by tuning the self-assembly conditions. However, many studies only focused on the modification with easily-protonated groups at the bay positions of perylene bisimide, which greatly limited their potential applications. In this work, four PBI derivates bearing tertiary amine groups at the imide positions were synthesized and their self-assembly with different concentrations of hydrochloric acid were performed. The final morphology and the properties of the aggregates were tuned by modifying the charge interaction in addition to π-π stacking and hydrophobic interactions. The evolution of the specific morphology with the acidity of the self-assembly conditions was discussed and the molecular structure was optimized. The photophysical properties of the aggregates were characterized by UV–visible and fluorescence spectroscopy . The shapes of the spectra varied with the molecular structures and the acid concentration. Moreover, the emission spectra of the aggregates experienced a large Stokes shift. The color of the aggregates formed from the three derivates (MDI-PBI, EDI-PBI, and AEP-PBI) changed from red to blue upon protonation. These derivatives may have potential applications in organic photoelectric functional devices where a strict morphology or size is needed. The protonation-dependent morphology, the color change, and the large Stokes shift makes the aggregates potential candidate for fluorescent probes or pH sensors.
研究领域:
材料科学
·
光化学
·
分子设计
✓ 已验证
DOI
高影响因子
RSC Advances
·
2016
·Vol. 6
·期 111
·110329-110336
·
IF 3.289
Xu Xu,Yuqi Li,Zhongqiang Xiong,Jin Yang,Lulu Pan,Yunyun Wu,Chun Wei,Shaorong Lu
3,4,9,10-Perylene tetracarboxylic anhydride (PTCDA) was reacted with tris(hydroxymethyl)methyl aminomethane (THAM) to form the corresponding hydroxylated perylene bisimide (PBI). Different weight ratios of PBI were used as the reactive filler with hexamethylene diisocyanate (HDI) and polycaprolactone (PCL) to prepare shape-memory PBI/polyurethane composites (PSMPs). Thermogravimetric analyses were carried out to identify the thermal properties of the PSMPs. The shape-memory behaviors of the PSMPs were characterized by dynamic mechanical analysis (DMA). It was revealed that the PSMP with 5.5 wt% PBI exhibited good shape-memory properties with high shape-fixity ratios (Rf) above 94% and shape-recovery ratios (Rr) above 97%. Additionally, compared to the samples without PBI, the PSMP with 5.5 wt% PBI showed better tensile properties with an elongation at break (εr) of 932.8% and tensile strength (σm) of 52.76 MPa, which were 333.3% and 18.09 MPa higher than those of the samples without PBI, respectively. Furthermore, a three-element model was proposed to discuss the shape-memory behaviors of the PSMPs. The current work is expected to inform ongoing efforts to develop more efficient methods to study the shape-memory behaviors of polymers and has broad implications for the development of shape-memory polyurethanes for engineering applications.
研究领域:
材料科学
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高分子化学
✓ 已验证
产品关联
DOI
高影响因子
Polymers
·
2021
·Vol. 13
·期 11
·1755
·
IF 4.329
Kang Wei,Haitao Zhang,Jianbo Qu,Jianyong Wang,Yang Bai,Futao Sai
Currently, much attention is given to the functionality and recyclability of waterborne polyurethane (WPU). Herein, ε-caprolactone was used as a chain extender for grafting onto perylene bisimide (PBI) and 1,4-butanediol (BDO) via ring-opening reactions to obtain PBI-PCL and BDO- PCL. Then, two kinds of WPU, namely PBI-WPU (PWPU) and BDO-WPU (BWPU), were fabricated using PBI-PCL/polytetrahydrofuran ether glycol (PTMG) and BDO-PCL/PTMG, respectively, as mixed soft segments. The properties and appearance of PWPU and BWPU emulsions were analyzed in terms of particle size, zeta potential and TEM images, and the results showed that PWPU emulsions had uniform particle size distribution and decent storage stability. AFM and DMA results revealed that PWPU films possessed a more significant degree of microphase separation and a higher glass transition temperature (Tg) than BWPU films. The PWPU films displayed good shape-memory and mechanical properties, with tensile strength up to 58.25 MPa and elongation at break up to 1241.36%. TGA analysis indicated that PWPU films had better thermal stability than BWPU films. More importantly, the PWPU films could be dissolved in a mixed solvent of acetone/ethanol (v/v= 2:1) at room temperature. The dissolved PWPU could be dispersed in deionized water to prepare waterborne polyurethane again. After the recycling process was repeated three times, the recycled PWPU emulsion still exhibited good storage stability. The recycled PWPU films maintained their original thermal and mechanical properties. Comparing the properties of BWPU and PWPU showed that the soft segment structure had important influence on waterborne polyurethane performance. Therefore, PWPU may have great potential applications in making recycling and shape-memory coating or paint.Keywords:perylene bisimide;waterborne polyurethane;polycaprolactone diol;recyclable;shape-memory
研究领域:
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
APPLIED CLAY SCIENCE
·
2020
·
IF 4.605
Lei He,Yu Mao,Pengying Zhang,Tingting Xu,Jing Chen,Mengxin Song,Miao Pan,Lingli Ni
A novel palygorskite (Pal) based fluorescence sensor (Pal-PBS-C 12 ) was developed for the vapor probing of volatile organic compounds. Pal is a naturally occurred fibrous phyllosilicate mineral and it acts as a supporting substrate in the fluorescence sensory material. Perylene-3,4,9,10-tetracarboxylic dianhydride (PBS), playing the role of fluorescence probe, was grafted to Pal. With further introduction of the hydrophobic n-dodecylamine group, the organic affinity of the sensory material was dramatically improved. The PAL-PBS-C 12 material exhibited good sensitivity, photostability, and selectivity in solid-state fluorescence probing performance tests for organic vapors. Different from the traditional sensors, which show fluorescence diminishment upon contact with target molecules, the reported material exhibited fluorescence enhancement after contact with polar organic vapors. The mechanism of the fluorescence enhancement was proposed.
研究领域:
材料科学
·
分析化学
✓ 已验证
DOI
高影响因子
Asian Journal of Organic Chemistry
·
2017
·Vol. 6
·期 11
·1612-1619
·
IF 2.788
Zhengmin Cheng,Feifei Xing,Yue-ling Bai,Yongmei Zhao,Shourong Zhu,Mingxing Li
Graphical A colorful exchange : A neutral, water-soluble, PEG-substituted perylene bisimide (PEPBI) was synthesized and its concentration-, solvent- and temperature-dependent visible and fluorescence spectra were measured. PEPBI exists as a dimer in aqueous solution but can be dispersed as monomers with an anionic surfactant. In organic solvents the monomer predominates. The reduction of PEPBI and the resulting aggregate forms was also investigated. A polyethylene-glycol-functionalized perylene bisimide (PEPBI) was synthesized. Its concentration-, solvent- and temperature-dependent visible spectra were measured and its aggregation states were analyzed. PEPBI exists as an aggregate dimer in aqueous solution or predominantly as a monomer in organic solvents. The anionic surfactant sodium dodecylbenzenesulfonate (SDBS) can disperse PEPBI as a monomer in aqueous solution. The fluorescence of these solutions depends on the concentration of PEPBI and SDBS. The reduction of aggregated PEPBI with Na 2 S is slow and the monoanion radical as well as dianion species are the main forms of monomer. PEPBI exists predominantly as monomers in DMF and reacts with Na 2 S much faster. Interestingly, the anionic radical species exist in H-aggregate form at low PEPBI concentrations and J-aggregation occurs at high concentration. The dianion species is EPR-silent and its color highly depends on its concentration in DMF.
研究领域:
化学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
Nanoscale Research Letters
·
2021
·Vol. 16
·期 1
·1-8
·
IF 4.703
Lv Chunzheng,He Lirong,Tang Jiahong,Yang Feng,Zhang Chuhong
As an important photoconductive hybrid material, perylene/ZnO has attracted tremendous attention for photovoltaic-related applications, but generally faces a great challenge to design molecular level dispersed perylenes/ZnO nanohybrids due to easy phase separation between perylenes and ZnO nanocrystals. In this work, we reported an in-situ reaction method to prepare molecular level dispersed H-aggregates of perylene bisimide/ZnO nanorod hybrids. Surface photovoltage and electric field-induced surface photovoltage spectrum show that the photovoltage intensities of nanorod hybrids increased dramatically for 100 times compared with that of pristine perylene bisimide. The enhancement of photovoltage intensities resulting from two aspects: (1) the photo-generated electrons transfer from perylene bisimide to ZnO nanorod due to the electric field formed on the interface of perylene bisimide/ZnO; (2) the H-aggregates of perylene bisimide in ZnO nanorod composites, which is beneficial for photo-generated charge separation and transportation. The introduction of ordered self-assembly thiol-functionalized perylene-3,4,9,10-tetracarboxylic diimide (T-PTCDI)/ ZnO nanorod composites induces a significant improvement in incident photo-to-electron conversion efficiency. This work provides a novel mentality to boost photo-induced charge transfer efficiency, which brings new inspiration for the preparation of the highly efficient solar cell.
研究领域:
材料科学
·
光电化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
LIQUID CRYSTALS
·
2016
·
IF 2.244
Mingguang Zhu,Hongyu Guo,Fafu Yang,Zusheng Wang
Three novel 1,7-dibrominated cholesterol–perylene liquid crystals 6a, 6b and 6c with different ester-bridging chains were designed and synthesised in yields of 30–40%. Their structures were characterised by FT-IR, 1H NMR and HR-MS spectra. Their mesomorphic behaviours were studied by differential scanning calorimetry (DSC), polarising optical microscopy (POM) and X-ray diffraction (XRD). Compounds 6a, 6b and 6c exhibit hexagonal columnar liquid crystalline phase at room temperature. Their mesomorphic temperature ranges are as wide as 140–162°C. Their fluorescence spectra suggested that they possess good fluorescence properties in solution. The soft ester-bridging chains are more favourable for room-temperature mesophase and high fluorescence than the rigid ester-bridging chain.
研究领域:
有机化学
·
材料科学
·
液晶研究
✓ 已验证
DOI
高影响因子
CHEMICAL ENGINEERING JOURNAL
·
2019
·
IF 8.355
Xiaojing Lv,Lixia Zha,Liang Qian,Xinjia Xu,Qian Bi,Zhiyi Xu,Dominic S. Wright,Cheng Zhang
A water-soluble perylene bisimide derivative of N,N-bis(2-phosphonoethyl)-3,4,9,10-perylenediimide (PPDI) was synthesized by introducing phosphoric acid units. PPDI self-assembled films were prepared controllably on hydroxylated ITO glass through a zirconium-phosphonate approach. There is a linear increase between the film thickness and the number of self-assembly layers. Electrochemical and spectroelectrochemical analysis reveal that the PPDI self-assembled films show excellent reversible redox behavior and cathodic electrochromic character which can be switched from a neutral orange-red color to deep purple color in the reduced state. In particular, the PPDI self-assembled film with 10 layers have good integrated performance in term of reasonable optical contrast (31%), fast switching time (0.75 s) and good cycle stability. A large-scale patterned all-solid-state electrochromic device (50 mm × 60 mm) was fabricated by utilizing PPDI self-assembled film as the electrochromic layer and the device shows obvious reversible electrochromism , which provides a new direction for the production of electrochromic device, like smart-window, sunglasses and electronic tags.
研究领域:
材料科学
·
电化学
✓ 已验证
产品关联
DOI
高影响因子
危险品化学品经营许可证（带存储）