CHEMISTRY-A EUROPEAN JOURNAL
·
2023
·Vol. 29
·期 68
·e202302567
·
IF 4.3
Ming Hu,Feng-Ying Ye,Wei Yu,Kang Sheng,Weizhou Wang,Yan-Song Zheng
Graphical New TPE derivatives bearing p -AP groups : Among 5 kinds of crystals of TPE derivative, it is found for the first time that strong intermolecular ArH-pi interactions cause ACQ effect while weak ArH-pi interactions induce AIE phenomenon. The interactions also arouse photochromism, photodeformation and even the first forward rolling movement of crystal by UV light irradiation, providing promising materials in multimode anti-counterfeiting, photo-actuator and light-driven micro-vehicle. Aggregation-induced emission (AIE) and aggregation-caused quenching (ACQ) are two classes of opposite luminescence phenomena. It is almost impossible to show both AIE and ACQ effect simultaneously by the same molecule. However, here we report that a simple TPE derivative TAP-TPE grows into both AIE crystals and ACQ ones. It is found that equatorial, contact distance-longer and weak ArH-π interactions exist in AIE crystals while vertical, contact distance-shorter and strong ArH-π interactions appear in ACQ crystals. Theoretical calculation of electron density on the interaction atoms unveils that ACQ crystals have much larger change in electron density than AIE ones, suggesting that the intermolecular electron transfer aroused by the strong ArH-π hydrogen bonds leads to ACQ phenomenon. This result provides a new insight into the emission mechanism in aggregation state. Interestingly, due to the ArH-pi interactions difference, only one of five kinds of crystals shows rapid photochromism, and can act as multimode anti-counterfeiting materials. Very exceptionally, for the first time we find that the photochromic micrometric rod-like crystal even makes forward rolling movement as it repeatedly bends and straightens by responding to on and off of the ultraviolet light irradiation, displaying potential for photo-actuator and light-driven micro-vehicle.
研究领域:
材料化学
·
光化学
·
分子生物学
✓ 已验证
DOI
PubMed
高影响因子
Polymer Chemistry
·
2020
·Vol. 12
·期 4
·526-533
·
IF 5.342
Huanhuan Ma,Linan Wang,Yachao Liang,Zhe Cui,Peng Fu,Minying Liu,Xiaoguang Qiao,Xinchang Pang
Tetraphenylethylene (TPE)-containing 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl (NH2-TEMPO) and 3-(((2-cyanopropan-2-yl)oxy)(cyclohexyl)amino)-2,2-dimethyl-3-phenylpropanenitrile (Dispolreg 007) were synthesized and utilized to mediate/initiate NMP in both homogeneous and heterogeneous polymerization systems. The introduction of TPE groups decreased the C–O bond dissociation energy (BDE) of NH2-TEMPO-St and led to more efficient NMP with a higher reaction rate, even at lower temperatures. Moreover, for both solution polymerization and miniemulsion polymerization, quantitative information of the polymerization process could be easily acquired with the naked eye without destroying the reaction system, by building the relationship between the increased photoluminescence (PL) intensity of the system and monomer conversion as well as the molecular weight (Mn).
研究领域:
高分子化学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
Journal of Macromolecular Science Part A-Pure and Applied Chemistry
·
2023
·
IF 2.5
Guorong Qiu,Wenshi Ma
The polyimides were prepared by pyromellitic dianhydride (PMDA) or 4,4'-(4,4'-Isopropylidenediphenoxy)diphthalic anhydride (BPADA) as dianhydride monomer and 1,4-bis(4-aminophenoxy)benzene(TPE-Q) or 1,3-bis(4-aminophenoxy)benzene(TPE-R) as diamine monomer. The polyimides were well characterized by FT-IR, thermogravimetric analysis, dynamic thermomechanical analysis, dielectric measurement and tensile test. The flexibility of polyimide molecular chain was judged by the comparison of molecular volumes, molecular length and conformation transition energy through molecular simulations.
研究领域:
材料科学
·
高分子化学
·
介电材料
·
热分析
✓ 已验证
DOI
高影响因子
DYES AND PIGMENTS
·
2017
·
IF 3.473
Liangwei Ma,Chengpeng Li,Qiufeng Liang,Sheng Wang,Derong Cao
We designed and synthesized three new tetraphenylethene (TPE) derivatives ( CZ-TPE , DMA-TPE and TPA-TPE ) modified with different electron rich group (carbazole, N, N -dimethylaniline and triphenylamine segments, respectively) by Knoevenagel condensation reaction. The chemical structures of these compounds are identified by NMR, MS and IR. The absorption and emission of these dyes were investigated by UV-Vis and fluorescence spectroscopy , respectively. The results shown three dyes exhibited evident aggregation-induced emission (AIE) or aggregation-induced emission enhancement (AIEE) properties with wavelength tunable emission. Their emission color can be tuned from green to orange in tetrahydrofuran/H 2 O solutions, from green to red in solid state or pure tetrahydrofuran solutions. In addition, the solution or film of TPA-TPE shown results in distinct fluorescence from “ON” to “Off” observation as well as color change from orange yellow to colorless by naked eyes when the addition of toxic Cl 2 gas, which can be used as an excellent dual chromo- and fluorogenic signal changes that is well suited for monitoring Cl 2 gas in solution, or solid film, conveniently. These results indicate TPA-TPE is a promising candidate chemosensor for the detection of Cl 2 gas.
研究领域:
化学
·
材料科学
·
分析化学
·
环境科学
✓ 已验证
DOI
高影响因子
ACS Applied Materials & Interfaces
·
2018
·
IF 8.097
Ningwei Sun,Kaixin Su,Ziwei Zhou,Ye Yu,Xuzhou Tian,Daming Wang,Xiaogang Zhao,Hongwei Zhou,Chunhai Chen
Electrofluorochromism has attracted great attention due to the intelligence optoelectronic and sensing applications. The intrinsically switchable fluorophores with high solid-state fluorescence are regarded as key for ideal electrofluorochromic materials. Here, we reported an AIE-active polyamide with diphenylamine and tetraphenylethylene units, showing high fluorescence quantum yield up to 69.1% for the solid polymer film and stable electrochemical cycling stability. The polyamide exhibited reversible color and emission switching even in hundreds of cycles, and the fluorescence on/off contrast ratio was determined up to 417, which is the highest value to our knowledge. Furthermore, as the response time is vital for the real-life applications, to speed up the response of electrofluorochromism, a porous polymer film was readily prepared through a facile method, notably exhibiting high fluorescence contrast, long-term stability and obviously improved response, due to the sharply increased surface area. Therefore, the AIE-functionalization combining the porous structure strategy will synergistically and dramatically improve the electrofluorochromic performance, which will also promote their practical applications in the near future.
研究领域:
材料科学
·
光学
✓ 已验证
DOI
PubMed
高影响因子
DYES AND PIGMENTS
·
2023
·
IF 4.5
Jingyu Deng,Ranran Kong,Zhiping Liu,Yuchen Weng,Li-Juan Fan
Epoxy acrylate (EA) is the most widely used prepolymer for an ultraviolet (UV)-curable adhesive. Its colorless and transparent appearance can meet some special application needs, but also bring some problems, such as the position and amount of adhesive cannot be well observed by the naked eye, and so that malposition, shortage, or leakage of adhesive may happen. The UV-curable EA adhesive with UV light-excited fluorescence can be used to locate the adhesive through simple visual observation, but would not interfere with the macroscopic appearance of the glued item under natural light. Here we introduced tetraphenylethylene (TPE), a typic structure having aggregation-induced emission (AIE) effect, into the adhesive system. TPE-modified methacrylate (TPE-MA) monomer was added to UV-curable EA adhesive to participate in the curing process. The concentration of TPE-MA added to the adhesive was optimized to 0.1 % of the amount of EA prepolymer in mol to give blue fluorescence under UV light . By comparing the cured products, we found that the one having TPE-MA to form covalent bonds with other components, has higher fluorescence intensity and better stability than the other one having TPE via simple blending. Finally, tensile lap-shear strength measurement and thermal analysis of the cured products revealed that the addition of a small amount of TPE-MA to the adhesive has no significant effect on the performance of the adhesive. In conclusion, due to the viscosity of the adhesive itself, the intramolecular movement of TPE is restricted even at dilute concentrations, resulting in blue fluorescence. We hope this study can open a new avenue for the preparation of fluorescent adhesives.
研究领域:
材料科学
·
化学工程
✓ 已验证
产品关联
DOI
高影响因子
BIOMACROMOLECULES
·
2024
·
IF 5.5
Xiangyi Liu,Lulu Du,Jia Liu,Yueting Shi,Qipeng Liu,Ying Xu,Yingying Xia,Xiaiting Wang,Dan Ding,Xingyi Li,Deqing Lin
With the advantages of less invasiveness and better shape adaptability, in situ-forming hydrogels are desired biomaterials as scaffolds, drug carriers, and so on. Herein, a negatively charged NaCl-responsive ultrashort peptide sequence (EEH) is reported whose electrostatic repulsion can be reduced through the charge-shielding effect. Under physiological conditions, its AIEgen-capped amphiphile TPE-GEEH of low concentration (1 mg/mL) presents NaCl-triggered morphological transformation from micelle to closely packed fiber with enhanced emission, which can be applied to biosense sodium ion (Na+) with high sensitivity and quick response. At a slightly acidic pH, 10 mg/mL TPE-GEEH undergoes sol–gel transition upon addition of NaCl (100 mM) with improved mechanical properties, which should be useful to develop an in situ-forming hydrogel. Overall, our report provides a simple strategy to construct NaCl-responsive assemblies for potential application in biosensors and drug delivery system.
研究领域:
生物材料
·
分子生物学
·
药物递送系统
✓ 已验证
产品关联
DOI
PubMed
高影响因子
RSC Advances
·
2013
·Vol. 3
·期 21
·7996-8002
·
IF 2.562
Qingkai Qi,Yifei Liu,Xiaofeng Fang,Yumo Zhang,Peng Chen,Yi Wang,Bing Yang,Bin Xu,Wenjing Tian,Sean Xiao-An Zhang
Two methoxy-substituted tetraphenylethylene (TPE) derivatives, tetra(4-methoxyphenyl)ethylene (TMOE) and tetra(3,4-dimethoxyphenyl)ethylene (TDMOE), were synthesized by McMurry reaction in high yields. The nearly centrosymmetric and natural propeller shape of TMOE and TDMOE excluded intermolecular effects, such as H or J-aggregation and π–π stacking, on their AIE (AIEE) and mechanofluorochromic performance. The crystal structures of TMOE and TDMOE, and theoretical calculations proved that their emission colours are determined by single molecular conjugation. These molecules were used to investigate pure conformational effects on molecular emissions. The spectral properties of these molecules in five environments of crystal(s), THF solution, THF–water binary solution, solidified THF and amorphous states, were investigated. The crystalline to amorphous phase transition by grinding resulted in good mechanofluorochromic performances with high quantum yields and distinguishable emission change, which was further explored as anti-counterfeiting inks on banknotes.
研究领域:
有机化学
·
材料科学
✓ 已验证
DOI
高影响因子
Journal of Materials Chemistry C
·
2018
·Vol. 6
·期 8
·2113-2122
·
IF 5.976
Qi Yu,Xing Su,Ting Zhang,Yu-Mo Zhang,Minjie Li,Yifei Liu,Sean Xiao-An Zhang
Non-invasive fluorescent molecular switch is very challenging to achieve in solid state. Here, a new multi-stimulus-responsive fluorescent molecular switch of SPPATPE was prepared by linking spiropyran-photoacid (SPPA) with tetraphenylethene (TPE). The isomerization of SPPATPE can be triggered with either visible light/dark or acid/base in solution. Both ring-closed form (RCF) and ring-open form (ROF) of SPPATPE exhibit aggregation-induced emission (AIE). The RCF SPPATPE aggregates give out a cyan emission, which is assigned as the local excited emission of TPE moiety, while ROF SPPATPE have two forms of aggregation states, which give out two red emissions from intramolecular charge transfer. By selecting a suitable polymer of polyvinyl pyrrolidone (PVP) as the matrix, which gives the molecules a moderate alkaline environment, SPPATPE can exhibit non-invasive light/heat responsive emission switch in the polymer thin film with both good waterproofness and good processibility, which makes this kind of hybrid material potentially applicable in photo sensing, rewritable display, etc.
研究领域:
材料科学
·
光学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF APPLIED POLYMER SCIENCE
·
2017
·Vol. 135
·期 11
·46020
·
IF 1.86
Shan Jiang,Wei Wang,Tianya Huang,Jie Ma,Yonghong Ding,Qiang Yu
Terpolymer poly(α-methylstyrene- co -glycidyl methacrylate- co -4-acryloyl tetraphenylethylene) (PAGT) was synthesized by radical copolymerization using α-methylstyrene, glycidyl methacrylate, and trace fluorescent monomer 4-acryloyl tetraphenylethylene. Thermal decomposition of α-methylstyrene constitutional units in copolymer chains is known to produce macromolecular radicals at temperatures exceeding 90 °C, which may be melt-grafted to polypropylene (PP) without other initiators by means of extrusion. In this study, the PP- g -PAGT microporous material was prepared by casting and stretching. The structure and properties of the PAGT were characterized by Fourier transform infrared spectroscopy, 1 H-nuclear magnetic resonance, and thermogravimetic analysis. The grafting degree and rheological properties proved that the PAGT chains were successfully grafted onto the PP. The uniformity of the PAGT in the PP- g -PAGT was observed using a spectrofluorophotometer. The polarity of the cast membrane was characterized by the water contact angle. The results showed that the PAGT evenly grafted onto the PP, and the polarity and hydrophilicity of the cast membranes were improved. The microporous structure of the separator was observed via scanning electron microscopy. Testing of the performance of the lithium battery showed that the impedance decreased and the ionic conductivity increased with the introduction of PAGT onto PP. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018 , 135 , 46020.
研究领域:
材料科学
·
高分子化学
✓ 已验证
产品关联
DOI
高影响因子
EUROPEAN POLYMER JOURNAL
·
2026
·
IF 6.8
Maosheng Zhang,Lingchen Mao,Suyang Dai,Ni Jiang,Xinggui Gu,Zhihua Gan,Zhenbo Ning
To explore the aggregation behavior of small molecules and macromolecules at different scales, this study employed aggregation-induced emission (AIE) molecule tetraphenylethylene-polyol (TPE-4OH) as a polyol initiator to synthesize four-armed poly( l -lactic acid) (4a-TPE-PLLA) with varied chain lengths. Moreover, comparative studies with pentaerythritol-initiated four-armed PLLA revealed significant mutual regulatory relationships between self-aggregation of TPE groups and PLLA crystallization. Lower glass transition temperatures (48.0°C of 4a-TPE-PLLA-S and 49.4°C of 4a-TPE-PLLA-M) and rheological results indicated that when PLLA chains are short (28 repeating units) or medium (48 repeating units) in length, TPE groups weakened the PLLA interchain interactions and promoted the segmental mobility of of PLLA chains. While longer PLLA chains (78 repeating units) were easier to restrict the conformation of TPE, which showed higher photoluminescence quantum yield (PLQY) values. In-situ polarized microscopy revealed TPE aggregates promoted the nucleation of PLLA. Higher PLQY was observed after 4a-TPE-PLLA crystallization, especially, the PLQY of 4a-TPE-PLLA-M increased from 58.23% to 65.36%. And 4a-TPE-PLLA also showed the potential application of phase separation indicator due to its fluorescence properties. This work provides some insights into the multi-scale aggregation mechanisms of PLLA chains and AIE molecules.
✓ 已验证
产品关联
DOI
高影响因子
CHINESE SCIENCE BULLETIN
·
2013
·Vol. 58
·期 22
·2728-2732
·
IF 1.319
Chen DiDi,Feng Xiao,Gu ShangZhi,Tong Bin,Shi JianBing,Zhi JunGe,Dong YuPing
Tetraphenylethylene (TPE) derivatives have been proved to be typical aggregation-induced emission (AIE) luminogens when they were aggregated in the free three-dimensional space. In order to reveal the effect of the dimensional degree on AIE property of TPEs, we utilized tetra(4-hydroxyphenyl)ethylene (TPE-4OH) and 1,4-benzenediamine diazonium salt (BD) to fabricate the ultra-thin films (TPE-4OH/BD LBL SA film) through layer-by-layer self-assembled technique. The interaction between TPE-4OH and BD in the films was converted from electrostatic force and hydrogen-bond to covalent bonds through photodecomposition of diazonium groups under UV irradiation. Fluorescence emission spectroscopy, UV-Vis absorption spectroscopy and atomic force microscope were carried out to evaluate the relationship between bilayer number and photoluminescence of the TPE-based self-assembled films. The experimental results showed that the TPE-based film with three bilayers only displayed AIE character, whereas the fluorescence of the film became randomly changed if the bilayer number was above three. It is supposed that the fluorescence property of the TPE-4OH/BD LBL SA film with limited molecular length in z -axis and infinite aggregation space in x - and y -axis is dominated by two competitive effects, one is the partial restriction of intramolecular rotation through short intermolecular interactions in cross-linked structure of TPE-4OH/BD, and the other is deactivation of its excited state through unrestricted intramolecular rotations or π-π interactions.
研究领域:
材料科学
·
光学
✓ 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）