1541809-17-9

Upstream product

• 27318-90-7 1,10-phenanthroline-5,6-dione 
• 1753-75-9 5-bromobenzo[c][1,2,5]thiadiazole 
• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 853914-88-2 11-bromodipyrido[3,2-a:2′,3′-c]phenazine 
• 201802-67-7 4-(diphenylamino)phenyl boronic acid 

Relevant academic research and scientific papers

Tuning the Rainbow: Systematic Modulation of Donor-Acceptor Systems through Donor Substituents and Solvent

A series of donor-acceptor compounds is reported in which the energy of the triarylamine donor is systematically tuned through para substitution with electron-donating methoxy and electron-withdrawing cyano groups. The acceptor units investigated are benzothiadiazole (btd), dipyridophenazine (dppz), and its [ReCl(CO)3(dppz)] complex. The effect of modulating donor energy on the electronic and photophysical properties is investigated using 1H NMR spectroscopy, DFT calculations, electrochemistry, electronic absorption and emission spectroscopies, ground state and resonance Raman spectroscopy, and transient absorption spectroscopy. Qualitative correlations between the donor energy and the properties of interest are obtained using Hammett σ+ constants. Methoxy and cyano groups are shown to destabilize and stabilize, respectively, the frontier molecular orbitals, with the HOMO affected more significantly than the LUMO, narrowing the HOMO-LUMO band gap as the substituent becomes more electron-donating - observable as a bathochromic shift in low-energy charge-transfer absorption bands. Charge-transfer emission bands are also dependent on the electron-donating/withdrawing nature of the substituent, and in combination with the highly solvatochromic nature of charge-transfer states, emission can be tuned to span the entire visible region.

Dipyridine phenazinyl red/orange photothermal excitation delayed fluorescence material as well as synthesis method and application thereof

The invention discloses a dipyridine phenazinyl red/orange photothermal excitation delayed fluorescence material as well as a synthesis method and the application thereof. The invention relates to a fluorescence material as well as the synthesis method an

Intraligand charge-transfer excited states in Re(I) complexes with donor-substituted dipyridophenazine ligands

The donor-acceptor ligands 11-(4-diphenylaminophenyl)dipyrido[3,2-a: 2′,3′-c]phenazine (dppz-PhNPh2) and 11-(4- dimethylaminophenyl)dipyrido[3,2-a:2′,3′-c]phenazine (dppz-PhNMe2), and their rhenium complexes, [Re(CO)3X] (X = Cl-, py, 4-dimethylaminopyridine (dmap)), are reported. Crystal structures of the two ligands were obtained. The optical properties of the ligands and complexes are dominated by intraligand charge transfer (ILCT) transitions from the amine to the dppz moieties with λabs = 463 nm (ε = 13 100 M-1 cm-1) for dppz-PhNMe 2 and with λabs = 457 nm (ε = 16 900 M -1 cm-1) for dppz-PhNPh2. This assignment is supported by CAM-B3LYP TD-DFT calculations. These ligands are strongly emissive in organic solvents and, consistent with the ILCT character, show strong solvatochromic behavior. Lippert-Mataga plots of the data are linear and yield Δμ values of 22 D for dppz-PhNPh2 and 20 D for dppz-PhNMe2. The rhenium(I) complexes are less emissive, and it is possible to measure resonance Raman spectra. These data show relative band intensities that are virtually unchanged from λexc = 351 to 532 nm, consistent with a single dominant transition in the visible region. Resonance Raman excitation profiles are solvent sensitive; these data are modeled using wavepacket theory yielding reorganization energies ranging from 1800 cm-1 in toluene to 6900 cm-1 in CH3CN. The excited state electronic absorption and infrared spectroscopy reveal the presence of dark excited states with nanosecond to microsecond lifetimes that are sensitive to the ancillary ligand on the rhenium. These dark states were assigned as phenazine-based 3ILCT states by time-resolved infrared spectroscopy. Time-resolved infrared spectroscopy shows transient features in which Δν(CO) is approximately -7 cm-1, consistent with a ligand-centered excited state. Evidence for two such states is seen in mid-infrared transient spectra.