0000000000617434
AUTHOR
Hao Tang
Selective precipitation of alkyl dihalides using a newly synthesized water-soluble bisphosphorylpillar[5]arene
Bisphosphorylpillar[5]arenes ( and ) were synthesized and used to study the host-guest complexation in organic solvents and water. The interactions between the guests and the phosphate of the hosts lead to strong binding towards alkyl dihalides and alkyldiammonium ions. may be used to detect or separate alkyl dihalides in water due to the rapid precipitation of the complex.
Effect of structural engineering of π-spacers on anti-aggregation of D–A–π–A dyes
In this paper, the encapsulated insulated molecular wire (EIMW) and 2′,7′-bis(hexyloxy)spiro[cyclopenta[2,1-b:3,4-b′]dithiophene-4,9′-fluorene] (SPDF) were specifically designed as efficient anti-aggregation π-bridges for two novel D–A–π–A metal-free sensitizers (IBT1 and IBT2). Compared with the reference dye IBT3 with 3,3′-dihexyl-2,2′-bithiophene (DHBT) as an anti-aggregation π-bridge, both the dyes IBT1 with EIMW and IBT2 with SPDF as π-bridges can suppress intermolecular aggregation more efficiently. The π-bridge of SPDF shows the strongest anti-aggregation ability due to the rigid ‘T’ configuration among these dyes. Meanwhile, the π-bridge of EIMW shows better anti-aggregation ability…
Metal-free organic dyes with di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole as a donor for efficient dye-sensitized solar cells: Effect of mono- and bi-anchors on photovoltaic performance
Abstract Four novel metal-free organic dyes WL1a-b and WL2a-b containing di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole (DBTP) as electron donor were synthesized and applied for dye-sensitized solar cells (DSSCs), where DBTP was firstly employed as a donor in the organic dyes. It has been demonstrated that the dyes WL with DBTP as a donor show better photovoltaic performance than the reference dye PTZ with phenothiazine as a donor. In comparison with WL1a-b with one cyanoacrylic acid as mono-anchor, WL2a-b with two cyanoacrylic acids as bi-anchors show a broader light absorption on the TiO2 film and higher molar extinction coefficients in solution, resulting in higher power conversion efficiency. …
Fluorescent-Cavity Host: An Efficient Probe to Study Supramolecular Recognition Mechanisms
Using fluorometry to study the interactions between guests and host cavities is often challenging, especially for hosts with small cavities because the fluorophore may not be close to the binding site. Therefore, it is critical to overcome this hurdle to broaden the applicability of fluorometry in supramolecular chemistry. Herein, we designed a fluorescent-cavity host (H1) by conjugating the binding site of a pillar[5]arene cavity and studied its host-guest recognition mechanism in the cavity. Distinct fluorescent responses of H1 were observed for cyano homologues: the fluorescence was enhanced for succinonitrile but quenched for malononitrile. Such an unusual phenomenon with such subtle di…
Phenothiazine dye featuring encapsulated insulated molecular wire as auxiliary donor for high photovoltage of dye-sensitized solar cells by suppression of aggregation
Abstract Two efficient dye-sensitized solar cells have been fabricated by two novel D–D–π–A phenothiazine-based organic dyes (PH2 and PH3) with an encapsulated insulated molecular wire (EIMW) as an auxiliary donor. The cell sensitized by PH2 with EIMW as an auxiliary donor shows a much higher photovoltage (Voc) relative to the reference dye PH1 without EIMW, because the former dye can inhibit dye aggregation and suppress the charge recombination effectively. The results show that the cell sensitized by PH2 with co-adsorption of chenodeoxycholic acid obtains a high power conversion efficiency, even higher than that of the cell based on N719. Thus, an effective way to increase the photovoltag…
Physical interaction between tip and molecules in scanning force microscopy imaging of adsorbed C 60 and fullerene tubules
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Pillar[5]arene-Diketopyrrolopyrrole Fluorescent Copolymer: A Promising Recognition and Adsorption Material for Adiponitrile by Selective Formation of a Conjugated Polypseudorotaxane
Conjugated pillar[5]arene-diketopyrrolopyrrole copolymer (P1) is synthesized by the copolymerization of a difunctionalized pillar[5]arene and a diketopyrrolopyrrole-based monomer, which shows large extinction coefficients (1.1 × 104 m-1 cm-1 ) at 519 nm and strong emission at 587 nm. P1 exhibits very strong host-guest binding affinity towards adiponitrile but low binding affinity towards 1,4-dihalobutane and 1,4-bis(imidazol-1-yl)butane. Such an enhanced selectivity is first found in the polypseudorotaxane between pillararene and neutral guests in organic solution and is successfully used for the recognition and adsorption of adiponitrile by the formation of a P1-adiponitrile polypseudorota…
An efficient probe for sensing different concentration ranges of glutathione based on AIE-active Schiff base nanoaggregates with distinct reaction mechanism
Abstract A novel tetraphenylethene-diketopyrrolopyrrole Schiff base (TPE-DPP) was synthesized by one-pot protocol. Based on thiol group and acid-base property of glutathione, nanoaggregates of TPE-DPP for sensitive and selective detection of diff ;erent concentration ranges of glutathione by two distinct reaction mechanisms was reported. It showed a turn-on mode of fluorescence signals towards low concentration of GSH by hydrolysis of TPE-DPP, but a ratiometric mode of fluorescence signal was elicited towards high concentration of GSH by addition reaction of thiol with TPE-DPP. What’s more, the probe was successfully utilized for monitoring GSH in living cells.
Conjugating pillararene dye in dye-sensitized solar cells
Summary The improvement of open-circuit voltage (VOC) is a crucial goal to develop efficient dye-sensitized solar cells (DSSCs). Here, conjugating pillar[5]arene dyes (PPI and PPII) are designed, synthesized, and applied in DSSCs. The presence of pillar[5]arene moiety in the dyes inhibits the dye aggregation and charge recombination in the DSSCs, leading to the enhancement of VOC. PPI with a single D-π-A backbone and a pillar[5]arene moiety achieves a VOC of 715 mV, which is much higher than the reference dye (VOC of 674 mV) with the same D-π-A backbone but no pillar[5]arene moiety. PPII with 2 D-π-A backbones also achieves a VOC of 746 mV and a much higher short-circuit photocurrent (JSC) …
Metal-free organic dyes with di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole as an auxiliary donor for efficient dye-sensitized solar cells: Effect of the molecular engineering on the photovoltaic performance
Abstract A series of novel di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole (DBTP)-based organic dyes (WL5-10) with D-D-π-A or D-D-A-π-A configurations are designed and the relationship between the properties and molecular configurations of these organic dyes are studied systematically. WL5,7–8 with D-D-π-A configuration incorporating triphenylamine or phenothiazine as donor and DBTP as auxiliary donor and WL9-10 with D-D-A-π-A configuration incorporating benzothiadiazole as an auxiliary acceptor are synthesized to study the effect of the molecular engineering on the photovoltaic performance. WL5,7–8 exhibit similar absorption spectra and high molar extinction coefficient. Especially, the dye WL5 wi…
Stronger host-guest binding does not necessarily give brighter particles: a case study on polymeric AIEE-tunable and size-tunable supraspheres.
Supraspheres were prepared from a pillar[5]arene-based linear polymer (the host) and several multitopic guests. According to host-guest binding studies in nanosystems, the optical and structural properties (fluorescence capability, density, and particle size) of the nanoparticles were correlated not with the host-guest binding affinities, but with the relative fluorescence quantum yield.
CCDC 1811268: Experimental Crystal Structure Determination
Related Article: Wei Cui, Lingyun Wang, Linxian Xu, Guozhen Zhang, Herbert Meier, Hao Tang, Derong Cao|2018|J.Phys.Chem.Lett.|9|1047|doi:10.1021/acs.jpclett.8b00037