Effects of molecular geometry on the efficiency of intramolecular charge transfer–based luminescence in o-carboranyl-substituted 1H-phenanthro[9,10-d]imidazoles

Author(s):  
Sehee Im ◽  
Chan Hee Ryu ◽  
Mingi Kim ◽  
Dong Kyun You ◽  
Sanghee Yi ◽  
...  

Herein, we compared the optical properties of four compounds with an o-carborane cage linked to 1H-phenanthro[9,10-d]imidazole at the ortho- (oPC), meta- (mPC), or para-position (pPC) of the 2-phenyl ring or...

Crystals ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 467
Author(s):  
Qi Feng ◽  
Wenhui Huan ◽  
Jiali Wang ◽  
Jiadan Lu ◽  
Guowang Diao ◽  
...  

Two novel 1,3,5-trisubstituted pyrazoline derivatives—1-acetyl-3-(4-methoxyphenyl)-5-(6-methoxy-2-naphthyl)-pyrazoline (2a) and 1-(4-nitrophenyl)-3-(4-methoxyphenyl)-5-(6-methoxy-2-naphtyl)-pyrazoline (2b)—were synthesized and their structures were determined by single crystal X-ray crystallography. Both of the two crystals exhibit twisted structures due to the large dihedral angles between the pyrazolinyl ring and the aromatic ring at the 5-position (88.09° for 2a and 71.26° for 2b). The optical–physical properties of the two compounds were investigated. The fluorescent emission of 2b arises from the 1,3-disubstituted pyrazoline chromophores and exhibits a red shift in polar solvents and solid-state, which could be attributed to photo-induced intramolecular charge transfer (ICT) from N1 to C3 in the pyrazoline moiety and the intermolecular interactions within the crystal. The fluorescent emissions of 2a (λmax 358–364 nm) in solvents and solid-state both come from 6-methoxy-2-naphthyl chromophores, which are fairly insensitive to the solvent polarity.


2015 ◽  
Vol 6 (12) ◽  
pp. 2305-2311 ◽  
Author(s):  
Xiaofu Wu ◽  
Haibo Li ◽  
Yuxiang Xu ◽  
Hui Tong ◽  
Lixiang Wang

Efficient tuning of electronic and optical properties of conjugated polymer nanoparticles by intramolecular charge transfer between the core and the terminal groups is demonstrated for the first time.


2014 ◽  
Vol 1033-1034 ◽  
pp. 1109-1113
Author(s):  
Ting Feng Tan ◽  
Bian Peng Wu ◽  
Li Gang Bai ◽  
Yan Xia Li ◽  
Ming Jie Zhang

Asymmetric 2-p-nitrophenyl-5-naphthylmethylene-1,3,4-oxadiazole and 2-p-aminophenyl-5-naphthylmethylene-1,3,4-oxadiazole were synthesized and characterized by IR、1HNMR and MS analysis, and their optical properties were detected using UV-vis absorption spectroscopy and fluorescence spectroscopy. The existence of electron-withdrawing oxadiazole units causes a significant bathochromic shift of the UV absorption maximum. The largest UV-absorption peak of target compounds is in the range of 298-317 nm, and a new emission band at 402 nm is formed. The fluorescence intensity is gradually enhanced, which strengthens the intramolecular charge transfer effect between the electron-withdrawing oxadiazole and electron-donating aniline.


Materials ◽  
2021 ◽  
Vol 14 (8) ◽  
pp. 1909
Author(s):  
Songhua Chen ◽  
Rui Luo ◽  
Xinyue Li ◽  
Meiyun He ◽  
Shanshan Fu ◽  
...  

Intramolecular charge transfer (ICT) compounds have attracted wide attention for their potential applications in optoelectronic materials and devices such as fluorescent sensors, dye-sensitized solar cells, organic light emitting diodes and nonlinear optics. In this work, we have synthesized a new ICT compound, dimethyl-[4-(7-nitro-benzo[1,2,5]thiadiazol-4-yl)-phenyl]-amine (BTN), and have fabricated it into low dimensional micro/nano structures with well-defined morphologies. These self-assembled nanostructures exhibit high efficiency solid state fluorescence via an aggregation induced emission mechanism, which overcomes the defect of fluorescence quenching caused by aggregation in the solid state of traditional luminescent materials. We also explored and studied the nonlinear optical properties of this material through the Z-scan method, and found that this material exhibits large third-order nonlinear absorption and refraction coefficients, which promises applications of the materials in the fields of nonlinear optics and optoelectronics.


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