1031443-55-6Relevant articles and documents
Two fluorescent 2,6-substituted pyridyl boron-dipyrromethene dyes for selective sensing of cuprous ions
Zhou, Lian,Zhu, Cheng-Cheng,Xue, Yun-Shan,He, Wei-Jiang,Du, Hong-Bin,You, Xiao-Zeng,Li, Yi-Zhi
, p. 355 - 359 (2013)
Two new pyridine-substituted boron-dipyrromethene (BODIPY) dyes have been synthesized via the Suzuki coupling reactions of 2,6-diiodo-1,3,5,7-tetramethyl- 8-methyl-4,4-difluoroboradiazaindacene and respective pyridinylboronic acid. The molecular structures of the two title compounds have been determined by single-crystal X-ray diffraction analyses. The absorption and steady-state fluorescent properties in different solvents were investigated, which showed that the two compounds are highly fluorescent with a relatively small Stokes shift, high fluorescent quantum yields and little solvent dependence, similar to other BODIPY chromophores. The fluorescence of two compounds were highly sensitive towards Cu+, owing to significant interactions between Cu+ and the nitrogen atoms on the pyridine rings.
Monofluorination and Trifluoromethylation of BODIPY Dyes for Prolonged Single-Molecule Detection
Huynh, Anh Minh,Menges, Johannes,Vester, Michael,Dier, Tobias,Huch, Volker,Volmer, Dietrich A.,Jung, Gregor
, p. 433 - 442 (2016)
Electrophilic monofluorination with Selectfluor and nucleophilic trifluoromethylation with the Ruppert-Prakesh reagent of dimethyl-, tetramethyl- and pentamethyl-substituted boron dipyrromethenes (BODIPY) are investigated. Monofluorinated dyes are synthesized with low yields (a hypsochromic shift by up to 17 nm in both absorption and emission, slightly enhanced intersystem crossing, and higher photostability. Further development of soft fluorination and trifluoromethylation methods is therefore highly desired.
BODIPY dyes with β-conjugation and their applications for high-efficiency inverted small molecule solar cells
Lin, Hsin-Yu,Huang, Wei-Ching,Chen, Yung-Chung,Chou, Hsien-Hsin,Hsu, Chih-Yu,Lin, Jiann T.,Lin, Hao-Wu
, p. 8913 - 8915 (2012)
Small molecule BODIPY dyes incorporating conjugated substituents at the β sites have been synthesized. Solution processed inverted bulk heterojunction cells were fabricated from the blends of the dyes and PC 71BM. The cells exhibited very high open-circuit voltages (>0.9 V) and a high conversion efficiency of 3.22% has been achieved.
Fine-Tuning Plasmon-Molecule Interactions in Gold-BODIPY Nanocomposites: The Role of Chemical Structure and Noncovalent Interactions
Kumar, P. P. Praveen,Rahman, Atikur,Goswami, Tanmay,Ghosh, Hirendra N.,Neelakandan, Prakash P.
, p. 87 - 94 (2021)
Strong coupling between localized surface plasmons and molecular absorptions leads to remarkable changes in the photophysical properties of dye-loaded metal nanoparticles. Here, we report supramolecular nanocomposites consisting of BODIPY, tryptophan, and gold nanoparticles, and investigate the effect of structural variations on their photophysical properties. Our results indicate that the photostability and photosensitization properties of the nanocomposites depend on the chemical composition of the BODIPY molecules. The singlet oxygen quantum yield of the nanocomposites NC1 (BODIPY, B1 bearing a single methyl group) and NC3 (BODIPY, B3 with 5 methyl and 2 iodo groups) were 0.46 and 0.42, respectively, which were significantly higher compared to their individual components. Ultrafast spectroscopy studies revealed that the migration of photoexcited BODIPY electrons to the plasmonic photoexcitation allowed electron transfer into the singlet oxygen states, thereby leading to efficient generation of singlet oxygen.
Synthesis, photophysical and concentration-dependent tunable lasing behavior of 2,6-diacetylenyl-functionalized BODIPY dyes
Maity, Apurba,Sarkar, Anirban,Sil, Amit,B. N., Shivakiran Bhaktha,Patra, Sanjib K.
supporting information, p. 2296 - 2308 (2017/03/22)
2,6-Diacetylenyl- and 2,6-bis(arylacetylenyl)-functionalized pentamethyl-difluoroborondipyrromethene (BODIPY) derivatives, namely, PBDP1 and PBDP2-4 (aryl = phenyl, 4-methoxyphenyl, or 4-cyanophenyl), respectively, which exhibit extended π-conjugation, were synthesized and characterized by various spectroscopic methods. Significant bathochromic shifts in both absorption and emission were observed upon modifying the structure of the BODIPY core via the strategy of extending its π-conjugation. The derivatives displayed efficient emission in the yellow-to-red spectral region, with a high fluorescence quantum yield and a relatively large Stokes shift. Under conditions of transverse pumping in a cuvette, PBDP1 and PBDP2 exhibited highly efficient and stable laser activity for up to 180 and 110 minutes of continuous irradiation, respectively. Amplified spontaneous emission (FWHM of ca. 2.5 nm) with an efficiency of 41% and 36% was achieved for PBDP1 and PBDP2, respectively, in toluene, which had tunable ranges of 561 to 580 nm and 602 to 617 nm, respectively, on irradiation with a Q-switched Nd:YAG laser at 532 nm. The lasing properties of PBDP3 and PBDP4, which contain electron-donating (-OMe) and electron-withdrawing (-CN) arylacetylenyl moieties, respectively, were also investigated. A corresponding digold(i) diacetylide organometallic complex, namely, (PPh3)Au-C≡C-BODIPY-C≡C-Au(PPh3) (PBDP5) was also synthesized and characterized to study the effect of Au(i). PBDP5 exhibited phosphorescence in the vis-NIR region centered at 751 nm at 77 K owing to heavy-atom-induced intersystem crossing.
