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1,3-Diaryl-β-diketone Organic Crystals with Red Amplified Spontaneous Emission.
Chempluschem 2016; 81(12):1320-1325C

Abstract

In this study, 1-[4-(dimethylamino)phenyl]-3-(1-hydroxynaphthalen-2-yl)propane-1,3-dione (DPHND) was designed and synthesized to construct red-emissive organic solids. Although DPHND was weakly yellow fluorescent in organic solvents, its emission intensity showed a significant enhancement when a relatively large amount of poor solvent was added, and displayed typical aggregation-induced enhanced emission (AIEE). Notably, the crystals formed by a solution-diffusion approach showed bright red fluorescence (λem =621 nm), which was greatly redshifted by about 60 nm compared with that in solution. Molecules in crystals took a planar conformation and formed a herringbone packing structure, which effectively avoided π⋅⋅⋅π interactions, and hence contributed to the enhancement of the fluorescent quantum yield. The fluorescence spectrum of the long striplike crystals of DPHND gradually narrowed accompanied by a dramatic enhancement of the intensity when the pump energy of the laser beam was increased (355 nm), which indicated that these red-emissive crystals displayed typical amplified spontaneous emission (ASE). In addition, DPHND with an extended π-conjugated structure clearly improved its thermostability compared with the previously reported analogues, which may pave the way for its application in future electrically driven organic solid-state lasers.

Authors+Show Affiliations

State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, 130012, P. R. China.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31964069

Citation

Tang, Baolei, et al. "1,3-Diaryl-β-diketone Organic Crystals With Red Amplified Spontaneous Emission." ChemPlusChem, vol. 81, no. 12, 2016, pp. 1320-1325.
Tang B, Zhang H, Cheng X, et al. 1,3-Diaryl-β-diketone Organic Crystals with Red Amplified Spontaneous Emission. Chempluschem. 2016;81(12):1320-1325.
Tang, B., Zhang, H., Cheng, X., Ye, K., & Zhang, H. (2016). 1,3-Diaryl-β-diketone Organic Crystals with Red Amplified Spontaneous Emission. ChemPlusChem, 81(12), pp. 1320-1325. doi:10.1002/cplu.201600451.
Tang B, et al. 1,3-Diaryl-β-diketone Organic Crystals With Red Amplified Spontaneous Emission. Chempluschem. 2016;81(12):1320-1325. PubMed PMID: 31964069.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - 1,3-Diaryl-β-diketone Organic Crystals with Red Amplified Spontaneous Emission. AU - Tang,Baolei, AU - Zhang,Houyu, AU - Cheng,Xiao, AU - Ye,Kaiqi, AU - Zhang,Hongyu, Y1 - 2016/09/28/ PY - 2016/08/31/received PY - 2020/1/23/entrez KW - X-ray diffraction KW - fluorescence KW - ketones KW - luminescence KW - molecular structure SP - 1320 EP - 1325 JF - ChemPlusChem JO - Chempluschem VL - 81 IS - 12 N2 - In this study, 1-[4-(dimethylamino)phenyl]-3-(1-hydroxynaphthalen-2-yl)propane-1,3-dione (DPHND) was designed and synthesized to construct red-emissive organic solids. Although DPHND was weakly yellow fluorescent in organic solvents, its emission intensity showed a significant enhancement when a relatively large amount of poor solvent was added, and displayed typical aggregation-induced enhanced emission (AIEE). Notably, the crystals formed by a solution-diffusion approach showed bright red fluorescence (λem =621 nm), which was greatly redshifted by about 60 nm compared with that in solution. Molecules in crystals took a planar conformation and formed a herringbone packing structure, which effectively avoided π⋅⋅⋅π interactions, and hence contributed to the enhancement of the fluorescent quantum yield. The fluorescence spectrum of the long striplike crystals of DPHND gradually narrowed accompanied by a dramatic enhancement of the intensity when the pump energy of the laser beam was increased (355 nm), which indicated that these red-emissive crystals displayed typical amplified spontaneous emission (ASE). In addition, DPHND with an extended π-conjugated structure clearly improved its thermostability compared with the previously reported analogues, which may pave the way for its application in future electrically driven organic solid-state lasers. SN - 2192-6506 UR - https://www.unboundmedicine.com/medline/citation/31964069/1,3-Diaryl-β-diketone_Organic_Crystals_with_Red_Amplified_Spontaneous_Emission L2 - https://doi.org/10.1002/cplu.201600451 DB - PRIME DP - Unbound Medicine ER -