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Abstract: Four new well-defined monodisperse linear oligofluorenes with anthracene core An-OFVn (n =1–4) have been synthesized through Heck and Wittig reaction. These conjugated oligomers exhibit good solubility in common organic solvents. It is found that the conjugation length of the oligomers can be extended and the formation of excimers can be suppressed with increasing the number of fluorene–vinylene units linked in the 9,10-positions of anthracene. [Copyright &y& Elsevier]

Abstract: Novel monodisperse linear 3,9-linked oligocarbazoles (OCAs) were prepared stepwise using Ullmann coupling reaction in seal-tubes. The resulting OCAs were soluble in common organic solvents. The UV–vis spectra of OCAs exhibited small red shift and their intensities increased linearly with the increase of the carbazole moieties, suggesting that no intramolecular π-interactions appeared at ⩽8-mer. All the OCAs gave strong fluorescence and it was found that the conjugated degree of linear OCAs would be saturated when the number of carbazole units reaches four. [Copyright &y& Elsevier]

Triphenyl pyrazoline derivative, 1,3-diphenyl-5-{4-[2-(4-(phenylazo)phenoxy)ethyloxy]phenyl}-2-pyrazoline (compound III), was synthesized and its optical properties were studied by UV–VIS and fluorescence spectroscopies. The UV–VIS spectrum showed that the electronic transition bands of azobenzene and triphenyl pyrazoline groups were overlapped at ≈350 nm. The fluorescent emission band appeared at 450 nm, which was located at the range of n–π* transition band of azobenzene. It was found that the fluorescence intensity of pyrazoline moiety could be modulated by irradiation with UV and visible light due to the reversible trans–cis–trans photoisomerization reaction of azobenzene moiety. It indicated that the intramolecular electronic energy transfer from pyrazoline moiety to azobenzene one happened and the degree of energy transfer was determined by the content of cis-isomer of azobenzene moiety. [Copyright &y& Elsevier]

New dimesitylborylthiophene derivative with terminal tetraphenylethene TPETB has been synthesized. It was found that TPETB exhibited aggregation-induced emission behavior and reversible mechanofluorochromism. For instance, the emission intensity of TPETB in THF/H 2 O with water fraction of 90% was ca. 21 times higher than that in THF. In addition, grinding the as-prepared crystal of TPETB the emitting color changed from sky blue to yellowish green. Meanwhile, the ground powder could recover to crystalline structure with sky blue emission when it was exposed to CH 2 Cl 2 vapor. It was suggested that the transformation between crystalline and amorphous states led to the changes of solid emitting colors in response to external mechanical forces. It should be noted that TPETB could detect F − selectively, and the detection limit was 1.67 × 10 −8 mol/L in CH 2 Cl 2 . [ABSTRACT FROM AUTHOR]

Abstract: We report on the synthesis and self-assembly of a new discotic organogelator based on π-conjugated triphenylbenzene with three peripheral chiral substituents. It is found that the introduction of chiral groups to the C 3-symmetric molecule led to a hexagonal columnar chiral stacking of the molecules in a clockwise direction in the organogel fibers. And the fluorescent emission of the gel decreased significantly compared to the monomer state at the same concentration, as a result of the aggregation of the nonplanar triphenylbenzene core in the gel phase. [Copyright &y& Elsevier]

Abstract New D-π-A type quinoline derivatives (CbzVQ and TPAVQ) were synthesized via Knoevenagel condensation reactions. They exhibited reversible high-contrast mechanofluorochromic (MFC) behavior under grinding/fuming treatment. Taking CbzVQ as an example, its fluorescence could be switched from blue to greyish green by grinding the as-synthesized sample into ground powders, and the fluorescence emission was red-shifted from 449 nm (with shoulders at 475 nm and 520 nm) to 578 nm (with shoulders at ca. 450 nm and 500 nm). Such large shift of the maximal emission peak during MFC processes was rare reported. In addition, the casting films of CbzVQ and TPAVQ emitted blue and green light, respectively, which was turned to red rapidly induced by TFA (trifluoroacetic acid) vapor. Moreover, the emission could be recovered stimulated by TEA (triethylamine) vapor, so the quinoline derivatives exhibited reversible fluorescent sensory properties. TPAVQ showed better performance in the detection of TFA vapor than CbzVQ due to the strong electron-donating ability of triphenylamine compared with carbazole. The detection limit and the decay time of TPAVQ towards TFA vapor were 163 ppb and 0.22 s, respectively. Apparently, the D-π-A type quinoline derivatives are candidates as multi-stimuli responsive fluorescent materials. Graphical abstract Image 1 Highlights • New D-π-A type quinoline derivatives bearing carbazole and triphenylamine are synthesized. • Quinoline derivatives show reversible high-contrast mechanofluorochromism. • The shift of the maximal emission for CbzVQ reaches 129 nm during mechanofluorochromic processes. • The emitting color of quinoline derivatives is turn to red from blue or green rapidly stimulated by TFA vapor. [ABSTRACT FROM AUTHOR]

Abstract New carbazole-modified pyrazole derivatives were synthesized. It was found that tert -butylcarbazole derivatives of TCPDP , TCPHP , TCPPM and TCPPF exhibited reversible mechanofluorochromic (MFC) behavior under the treatment of grinding/fuming with CH 2 Cl 2. Particularly, the emission of the as-synthesized crystals of TCPDP was weak and emerged in the ultraviolet region, while the grinding led to significant red-shift of the emission to the visible-light region, accompanied with the significant fluorescence enhancement on account of the formation of J -aggregates. Thus, TCPDP showed intriguing fluorescence switching in visible-light region during MFC processes, which could be easily observed visually. Additionally, TCPDP , TCPHP , TCPPM and TCPPF could form stable organogels in some organic solvents. Notably, the solutions of TCPPM and TCPPF were almost non-emissive, but gelation-induced blue emission was achieved. Thus, the fluorescence could be also turned on due to the AIE (aggregation-induced emission) during the gel formation. Graphical abstract Image 1 Highlights • New carbazole-modified pyrazole derivatives were synthesized. • Tert -butylcarbazole derivatives showed reversible mechanofluorochromism and good gelation abilities. • High-contrast mechanofluorochromism of TCPDP was achieved via fluorescence switching in visible-light region. • Gelation-induced emission of TCPPM and TCPPF was detected. [ABSTRACT FROM AUTHOR]

Abstract: Two new star-shaped difluoroboron β-diketonate complexes (TBC) 3 Ph and (TBF) 3 Ph, in which the terminal groups of triphenylamine functionalized difluoroboron β-diketonates were bridged by carbazole or fluorene to the core of 1,3,5-benzene, have been synthesized. It was found that they gave high molar extinction coefficients, meaning strong light-harvesting ability, and emitted intense yellow light with fluorescence quantum yields (Φ F) of 0.73 and 0.67 for (TBC) 3 Ph and (TBF) 3 Ph, respectively, in toluene as well as red light in solid states with Φ F of 0.36 and 0.27, respectively. The electrochemical behaviors suggested that they had considerably higher electron affinities than tris(8-hydroxyquinoline)aluminum (AlQ3), which indicated that they could be used as electron-transporting materials besides emitting materials. [Copyright &y& Elsevier]