- Monomer emission and aggregate emission of an imidazolium macrocycle based on bridged tetraphenylethylene and their quenching by C60
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A novel imidazolium macrocycle based on bridged tetraphenylethylene (TPE) was synthesized. Because it bears the bridged TPE units, this macrocycle not only displays an aggregation-induced emission (AIE) effect but also exhibits monomer emission, which is very rare in AIE compounds. With aggregation of the macrocycle, the aggregate emission increases while the monomer emission decreases. It was found that this imidazolium macrocycle can form a stable 2:1 complex with C60, which gives rise to quenching of both the aggregate emission and the monomer emission. Unexpectedly, the aggregate emission exhibited a higher quenching efficiency than the monomer emission, probably because one adsorbed C60 molecule could affect more macrocycle molecules in the aggregate.
- Wang, Jin-Hua,Feng, Hai-Tao,Luo, Jun,Zheng, Yan-Song
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Read Online
- Switching the emission of di(4-ethoxyphenyl)dibenzofulvene among multiple colors in the solid state
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Luminescent materials exhibiting emission switching in the solid state have drawn much attention though there is still no clear design strategy for such materials. In this letter, we reported the crystallization induced emission enhancement (CIEE) of di(4-ethoxyphenyl)dibenzofulvene (1), and achieved switching its emission among four different colors through modulation of its molecular packing patterns. We have investigated its potential application as optical recording materials. The twisted conformations of CIEE compounds afford morphology dependent emission and facilitate tuning their emission through modulation of molecular packing patterns. Thus we provide a possible design strategy for solid stimulus responsive luminescent materials.
- Li, Chenyu,Luo, Xiaoliang,Zhao, Weijun,Huang, Zhe,Liu, Zhengping,Tong, Bin,Dong, Yongqiang
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Read Online
- Preparation of a fixed-tetraphenylethylene motif bridged ditopic benzo-21-crown-7 and its application for constructing AIE supramolecular polymers
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Benzo-21-crown-7 (B21C7) is one of the most important crown ethers, which not only shows excellent physicochemical properties but also exhibits promising binding capability with dialkylammonium salts. In this paper, we designed and synthesized a fixed-tetraphenylethylene (FTPE) motif bridged ditopic benzo-21-crown-7 molecule (H). The fixed tetraphenylethylene motif endows H with aggregation induced emission (AIE) property. In the presence of a ditopic dialkylammonium salt guest molecule (G), a fluorescent supramolecular polymer with golden luminescent property could be fabricated. This B21C7-based host-guest supramolecular polymer with golden fluorescence may have potential application in dynamic luminescent materials.
- Xiao, Tangxin,Wang, Jie,Shen, Yong,Bao, Cheng,Li, Zheng-Yi,Sun, Xiao-Qiang,Wang, Leyong
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p. 1377 - 1380
(2020/11/12)
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- Molecular tuning of the crystallization-induced emission enhancement of diphenyl-dibenzofulvene luminogens
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The absorption and emission properties of various diphenyl-dibenzofulvene (DP-DBF) derivatives were investigated, and their crystallization-induced emission enhancement (CIEE) performances were found to show a clear correlation with the twist angle around
- Abdollahi, Maryam F.,You, Jian,Wang, Tao,Zhao, Yuming
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supporting information
p. 484 - 487
(2021/01/25)
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- Preparation method of AIE metal organic gel
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The invention relates to a preparation method of an AIE active metal organic material, in particular to a novel dipyridyl compound based on bridging TPE, and the AIE active metal organic material is formed through self-assembly driven by metal coordinatio
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- Preparation and application of solid fluorescent test paper material
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The invention relates to a preparation method of a solid fluorescent test paper material based on bridged tetraphenylethylene, in particular to a synthetic route of the solid fluorescent test paper material. In the method, a structure of an external pyrid
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- Preparation method of water-dispersible fluorescent supramolecular polymer nanospheres
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The invention discloses a preparation method of water-dispersible fluorescent supramolecular polymer nanospheres, and particularly relates to synthesis based on bridged tetraphenyl ethylene double UPymolecules (denoted as a compound M) and preparation of the fluorescent supramolecular polymer nanosphere under the solubilizing action of a surfactant CTAB. The preparation method has the beneficialeffects that the bridged tetraphenyl ethylene is prepared by using the Suzuki coupling reaction, so that the problems of low yield, high three wastes and the like of the McMurry cross-coupling reaction reported in the previous literature are solved, the synthesis difficulty is greatly reduced, the water-dispersible fluorescent supramolecular polymer nanosphere is formed by self-assembling a monomer M through quadruple hydrogen bonds under the solubilizing action of CTAB, and compared with traditional AIE molecules, the defects that the traditional AIE molecules are subjected to fluorescence quenching in a solution and are difficult to apply to an aqueous solution due to hydrophobicity are overcome. The successful preparation of the water-dispersible fluorescent supramolecular polymer nanospheres provides a reference for the application of fluorescent supramolecular materials.
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- Ligand-Free Ru-Catalyzed Direct sp3 C-H Alkylation of Fluorene Using Alcohols
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The sp3 C-H alkylation of 9H-fluorene using alcohol and a Ru catalyst via the borrowing hydrogen concept has been described. This reaction was catalyzed by the [Ru(p-cymene)Cl2]2 complex (3 mol %) and exhibited a broad reaction scope with different alcohols, allowing primary and secondary alcohols to be employed as nonhazardous and greener alkylating agents with the formation of environmentally benign water as a byproduct. A variety of 9H-fluorene underwent selective and exclusive mono-C9-alkylation with primary alcohols in good to excellent isolated yield (26 examples, 50-92% yield), whereas this reaction with secondary alcohols in the absence of any external oxidants furnished the tetrasubstituted alkene as the major product. Furthermore, a base-mediated C-H hydroxylation of the synthesized 9H-fluorene derivatives afforded 9H-hydroxy-functionalized quaternary fluorene derivatives in excellent yield.
- Shaikh, Moseen A.,Agalave, Sandip G.,Ubale, Akash S.,Gnanaprakasam, Boopathy
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p. 2277 - 2290
(2020/02/04)
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- Polymorphism-dependent emission for di(p-methoxylphenyl)dibenzofulvene and analogues: Optical waveguide/amplified spontaneous emission behaviors
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The synthesis and optical investigations of di(p-methoxylphenyl) dibenzofulvene (1) and its analogues 2, 3, 4, 5, 6, and 7 with different lengths of alkoxyl chains are presented. All of these molecules exhibit emission in the solid state. The following in
- Gu, Xinggui,Yao, Jingjing,Zhang, Guanxin,Yan, Yongli,Zhang, Chuang,Peng, Qian,Liao, Qing,Wu, Yishi,Xu, Zhenzhen,Zhao, Yongsheng,Fu, Hongbing,Zhang, Deqing
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p. 4862 - 4872
(2013/02/22)
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- Palladium catalyzed atom-economic synthesis of functionalized 9-(diarylmethylene)-9H-fluorenes using triarylbismuths in one-pot bis-coupling process
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An efficient palladium catalyzed atom-economic synthesis of functionalized 9-(diarylmethylene)-9H-fluorenes has been accomplished in one-pot bis-coupling process using triarylbismuths as organometallic reagents. These bis-couplings in 1 hour short reactio
- Rao, Maddali L.N.,Dasgupta, Priyabrata
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supporting information; experimental part
p. 162 - 165
(2012/01/30)
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- Dications of fluorenylidenes. Relationship between electrochemical oxidation potentials and antiaromaticity in diphenyl-substituted fluorenyl cations
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The antiaromaticity of a series of dications of p-substituted diphenylmethylidene fluorenes was explored using three criteria attributed to aromaticity/antiaromaticity. The relative stability of the dications (energetic criterion) was measured via the red
- Mills, Nancy S.,Benish, Michele A.,Ybarra, Christie
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p. 2003 - 2012
(2007/10/03)
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- Substituent Effects on Electron Spin Distribution and Conformation of Radical Ions obtained from 9-Diphenylmethylenefluorenes
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Nine new substituted 9-diphenylmethylenefluorenes were synthetized.The reductions of the unsubstituted hydrocarbon and eleven substituted derivatives were studied by cyclic voltammetry in dimethylformamide solution.E.s.r. and ENDOR spectra of the radical anions obtained by reduction with alkali metal in tetrahydrofuran were recorded.The electron spin distribution as obtained from experiment was compared with the results of Hueckel-McLachlan calculations.The conformations of the radical anions were determined from the spectra.The ratio of electron spin densities in the fluorene part of the alkene and in the diphenylmethylene group obeys a linear Hammett correlation.A similar study was performed for the radical cations of six of the twelve alkenes.
- Franco, M. Luisa T. M. B.,Herold, Bernardo J.,Evans, Jeffrey C.,Rowlands, Christopher C.
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p. 443 - 450
(2007/10/02)
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- Preparation of sulfines by alkylidenation of sulfur dioxide using α-silyl carbanions
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The synthesis of sulfines 4 from a series of active methylene compounds is described.Deprotonation, followed by silylation, gives the trimethylsilyl compounds 2.Subsequent deprotonation to α-silyl carbanions and treatment with an excess of sulfur dioxide
- Porskamp, P. A. T. W.,Leij, M. van der,Lammerink, B. H. M.,Zwanenburg, B.
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p. 400 - 404
(2007/10/02)
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