Polymorph dependent linear and nonlinear optical properties of naphthalenyl functionalized fluorenones

Abstract

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Nonlinear Optical Properties and Applications of Fluorenone Molecular Materials

“…The five polymorphs of 1-DNFO and 2-DNFO all exhibit extra-ordinary TPF at different wavelengths: 525, 542, 540, 567, and 561 nm for 1a, 1b, 1g, 2a and 2b, respectively. [96] For 1a and 1b, the 24 nm difference in TPF spectra coincides with that of the linear fluorescence spectra. TPF signals in these two noncentrosymmetric crystals behave differently upon a change of incident polarization.…”

“…By substituting the fluorenone moiety with 1-or 2-naphthalenyl units, Ju et al synthesized 2,7-di(naphthalen-1-yl)-9H-fluoren-9-one (1-DNFO) and 2,7-di(naphthalen-2-yl)-9H-fluoren-9-one (2-DNFO), where the fluorenone core has been extended (Figure 1h,i). [96] Five different crystals were grown out of these two molecules with significantly different morphologies: greenish yellow flake-like crystals (1-DNFO, referred to as 1a phase), brownish yellow needle-like crystals (1-DNFO, 1b phase), brownish yellow prismatic crystals (1-DNFO, 1g phase), orange rod-like crystals (2-DNFO, 2α phase), and yellow sheet-like crystals (2-DNFO, 2b phase). Among the five different crystals, the 1a and 1b phases are organized in noncentrosymmetric structures with orthorhombic Pca2 1 and monoclinic Pc space groups, respectively.…”

“…Given the enormous flexibility in the design and the various modes of crystallization, the future of these fluorenone-based materials indeed looks bright. 50 (at 1350 nm) J.Xu et al, [56] M.Savioni et al [101] 4-DBpFO X.Li et al [104] 1-DNFO 427 553 5511 3.80 7.9 Pca2 1 ; Pc; P2 1 /c C. Ju et al [96] 2-DNFO 445 559 4583 3.30 6.21 Pbca; P2 1 /n C. Ju et al [96] The data of the linear optical properties was measured in solution. The data of the nonlinear optical properties was measured from the crystalline states.…”

“…h) The intermolecular CO⋅⋅⋅H hydrogen bonds attach molecules along the a-axis (view along c-axis) i) CO⋅⋅⋅H attraction induces the molecular chains to pack along the c-axis (view along a-axis). Adapted and reproduced with permission [96]. Copyright 2019, Elsevier.…”

Aggregation Induced Emission and Nonlinear Optical Properties of an Intramolecular Charge-Transfer Compound

“…In recent years, due to the characteristics of high absorption intensity, narrow emission crest and easy modification, small organic molecules featuring electron Donor (D)-Acceptor (A) characteristics have been applied in near-infrared luminescent materials and devices. In our previous work, it was found that the intramolecular charge transfer compounds were assembled into ordered aggregations with a well-defined morphology by the non-covalent weak interactions at the supramolecular level, which could overcome the impact of fluorescence quenching caused by disordered aggregation of materials while also displaying characteristics of an optical waveguide [ 10 , 11 , 12 , 13 , 14 , 15 ]. To further study the intrinsic optical properties of such materials, an intramolecular charge transfer (ICT) compound with nitro-group acting as an electron acceptor and the nitrobenzothiadiazole unit as the electron donor was designed and synthesized.…”