Fluorescence of the diastereoisomers of 2,4-di(N-carbazolyl)pentane and the two excimers observed in poly(N-vinylcarbazole)

Schryver, F. C. De; Vandendriessche, J.; Toppet, S.; Demeyer, K.; Boens, Noël

doi:10.1021/ma00230a040

Cited by 121 publications

(54 citation statements)

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“…Schryver and Masuhara studied the fluorescence spectra of a model compound, rac-2,4-di(Ncarbazole)pentanes, whose spectrum shows a typical partial-overlap excimer emission. [22,23] Johnson et al [24] assigned the emission peak at 420 nm to the sandwichlike excimer, which is supposed to result from interaction of carbazole groups in a totally eclipsed conformation. Davidson and Ikawa found that the fluorescence emission spectra of unassociated carbazole centre at about 347 nm and about 362 nm.…”

Section: Pp-carbazolementioning

confidence: 99%

Synthesis of Chromophore-Labeled PP by the Borane Approach and their Application in Probing Penetration of Oligomeric PP into PP Particles

Zhao¹,

Pionteck²,

Taesler³

et al. 2001

Macromol. Chem. Phys.

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Section: Pp-carbazolementioning

confidence: 99%

Synthesis of Chromophore-Labeled PP by the Borane Approach and their Application in Probing Penetration of Oligomeric PP into PP Particles

Zhao¹,

Pionteck²,

Taesler³

et al. 2001

Macromol. Chem. Phys.

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“…2 From a configurational viewpoint, it was concluded that the sandwich and second excimers have full and partial overlap between two carbazolyl groups, respectively. In the case of the other substituents, the meso isomer always had a larger intensity ratio of the excimer over the monomer fluorescence, compared to the racemic isomer.…”

Section: Imentioning

confidence: 99%

Absorption Spectra and Dynamics of the Triplet State of Bis[1-(1-pyrenyl)ethyl]ethers

Masuhara

Tanaka

Mataga

et al. 1983

Polym J

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The excimer formation in polymers with pendant aromatic chromophores has been actively investigated.1 The configurational and conformational aspects have been found important in excimer dynamics. 2 -5 The use of diastereoisomeric model compounds of structure I has been quite helpful in understanding the relation between the structure and dynamics of excimers in polyvinyl aromatic compounds. The meso and racemic isomers of 2,4-di(N-carbazolyl)pentane give the sandwich excimer and second excimer, respectively; the latter has a higher energy than the former. 2 From a configurational viewpoint, it was concluded that the sandwich and second excimers have full and partial overlap between two carbazolyl groups, respectively. In the case of the other substituents, the meso isomer always had a larger intensity ratio of the excimer over the monomer fluorescence, compared to the racemic isomer. The meso isomer of bis[l-(1-naphthyl)ethyl]ether has two spectrally different excimers, due to strong steric interaction between the H8 peri-hydrogen and the methyl groups. 6 This interaction is also important in bis[l-(9-anthryl)ethyl]ether. 7 Compared to the above study on singlet excimers, the relation among absorption spectra, dynamics, and geometrical structures of the triplet excimer is still less understood. One method for elucidating this relation is estimating the stabilization and transition energies by an MO calculation and to relate them to geometrical structure. 8 Another approach is measuring the transient absorption spectra of the triplet diastereoisomers. We applied the ns laser photolysis method to carbazolyl and phenanthryl dimer model compounds. 9 • 10 Similar investigations were made for the intramolecular triplet excimers of the naphthalene and phenanthrene systems.U These transient absorption spectral measurements showed that electronic structure and dynamics depend on geometrical structure.In the present work, the transient absorption spectral measurement was extended to dipyrenyl compounds, because pyrene is the most representative aromatic hydrocarbon showing intermolecular singlet excimer formation. 12 The synthesis and purification of meso-and racemic-bis [l-(1-pyrenyl)ethyl]ether (abbreviated as m-BlPyEE and r-BlPyEE, respectively) will be published elsewhere.13 l-Ethylpyrene (EtPy), a monomer model 915

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“…complexes as has been found for cis-M( CO),(pyridine), complexes3 and for polyvinylcarbazole. 4 The carbazole ring is the nitrogen analog of the dibenzophosphole ring. One way to assess whether this overlapping ring geometry is maintained in solution for complexes of DBP is to look for diamagnetic anisotropy effects in the 'H and I3C NMR spectra of these complexes.…”

Section: Introductionmentioning

confidence: 99%

¹H and ¹³C nuclear magnetic resonance of phenyldibenzophosphole and derivatives: Complete assignment using two‐dimensional J‐resolved and shift correlation methods

Nelson¹,

Affandi²,

Gray³

et al. 1987

Magnetic Reson in Chemistry

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Proton and I3C NMR parameters have been determined for phenyldibenzophosphole and its oxide, sulfide, selenide and W(CO), complex from high-resolution one-and two-dimensional (COSY, HETCOR and 2DJ) experiments at 4.7, 7.1 and 9.4 tesla. Assignments of chemical shifts and coupling constants have been made and verified by computer simulation of the proton spectra. The data are discussed in relation to the geometry and electron density at phosphorus and the diamagnetic anisotropy of the W(CO), group.

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Fluorescence of the diastereoisomers of 2,4-di(N-carbazolyl)pentane and the two excimers observed in poly(N-vinylcarbazole)

Cited by 121 publications

References 1 publication

Synthesis of Chromophore-Labeled PP by the Borane Approach and their Application in Probing Penetration of Oligomeric PP into PP Particles

Synthesis of Chromophore-Labeled PP by the Borane Approach and their Application in Probing Penetration of Oligomeric PP into PP Particles

Absorption Spectra and Dynamics of the Triplet State of Bis[1-(1-pyrenyl)ethyl]ethers

¹H and ¹³C nuclear magnetic resonance of phenyldibenzophosphole and derivatives: Complete assignment using two‐dimensional J‐resolved and shift correlation methods

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Fluorescence of the diastereoisomers of 2,4-di(N-carbazolyl)pentane and the two excimers observed in poly(N-vinylcarbazole)

Cited by 121 publications

References 1 publication

Synthesis of Chromophore-Labeled PP by the Borane Approach and their Application in Probing Penetration of Oligomeric PP into PP Particles

Synthesis of Chromophore-Labeled PP by the Borane Approach and their Application in Probing Penetration of Oligomeric PP into PP Particles

Absorption Spectra and Dynamics of the Triplet State of Bis[1-(1-pyrenyl)ethyl]ethers

1H and 13C nuclear magnetic resonance of phenyldibenzophosphole and derivatives: Complete assignment using two‐dimensional J‐resolved and shift correlation methods

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¹H and ¹³C nuclear magnetic resonance of phenyldibenzophosphole and derivatives: Complete assignment using two‐dimensional J‐resolved and shift correlation methods