Experimental and theoretical studies of electronic transition dipole moments of methyl benzoate derivatives

Józefowicz, Marek; Heldt, J.

doi:10.1016/j.jlumin.2011.10.024

Cited by 13 publications

(5 citation statements)

References 42 publications

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“…In the case of meta and para-MA, herein referred to as m-and p-MA (structures shown in Figure 3(a) For m-MA, two λ pu were studied: 325 nm (the S 1 origin [187]) and 300 nm (higher energy S 1 excitation). For p-MA, the S 1 and S 2 states were in close proximity [186], and the calculated oscillator strength for the S 1 ← S 0 transition was much lower than S 2 ← S 0 transition. As such, 292 nm was chosen as λ pu , a wavelength close to the S 1 origin that would not induce S 2 excitation.…”

Section: Gas-phase Spectroscopy Studiesmentioning

confidence: 89%

Applications of ultrafast spectroscopy to sunscreen development, from first principles to complex mixtures

Holt

Stavros

2019

International Reviews in Physical Chemistry

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Section: Gas-phase Spectroscopy Studiesmentioning

confidence: 89%

Applications of ultrafast spectroscopy to sunscreen development, from first principles to complex mixtures

Holt

Stavros

2019

International Reviews in Physical Chemistry

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“…In previous reports [ 28 , 29 , 30 , 31 , 32 ], we have shown that the long-wavelength absorption band of the studied fluorophores in neat solvents consists of two electronic transitions

and

of different character: ππ* and charge-transfer (CT). Moreover, it is well established that molecule II dissolved in some media besides the locally-excited (LE) fluorescence exhibits the long-wavelength emission from the excited-state intramolecular proton transfer (ESIPT) state [ 28 , 29 , 30 , 31 , 32 ]. In Figure 1 B,C, the long-wavelength absorption and fluorescence spectra of BSA in the phosphate buffer are compared with those of I and II .…”

Section: Resultsmentioning

confidence: 96%

“…We have recently undertaken spectroscopic investigations of the some methyl benzoate derivatives which, on the one hand, are interesting from the spectroscopic point of view (they are capable of exhibiting Twisted Intramolecular Charge Transfer- and/or Excited State Intramolecular Proton Transfer-type behaviour) and, conversely, they have potential in applications e.g., TICT and ESIPT fluorescence probes, metal ion sensors, active materials in dry xerographic toners or lasing medium in proton transfer lasers [ 28 , 29 , 30 , 31 , 32 ]. Our scientific attention has been focused not only on the description of the TICT and ESIPT processes of organic molecules in different organic solvents and heterogeneous systems, but also in aqueous solution in the presence of the supramolecular compounds (α-, β- and γ-cyclodextrins, cucurbit[7]uril) [ 33 , 34 , 35 , 36 , 37 ].…”

Section: Introductionmentioning

confidence: 99%

Insight into Molecular Interactions of Two Methyl Benzoate Derivatives with Bovine Serum Albumin

Baranowska

Mońka

Bojarski

et al. 2021

IJMS

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The nature and mechanisms of interaction between two selected methyl benzoate derivatives (methyl o-methoxy p-methylaminobenzoate–I and methyl o-hydroxy p-methylaminobenzoate–II) and model transport protein bovine serum albumin (BSA) was studied using steady-state and time-resolved spectroscopic techniques. In order to understand the role of Trp residue of BSA in the I-BSA and II-BSA interaction, the effect of free Trp amino acid on the both emission modes (LE–locally excited (I and II) and ESIPT–excited state intramolecular proton transfer (II)) was investigated as well. Experimental results show that the investigated interactions (with both BSA and Trp) are mostly conditioned by the ground and excited state complex formation processes. Both molecules form stable complexes with BSA and Trp (with 1:1 stoichiometry) in the ground and excited states. The binding constants were in the order of 104 M−1. The absorption- and fluorescence-titration experiments along with the time-resolved fluorescence measurements show that the binding of the I and II causes fluorescence quenching of BSA through the static mechanism, revealing a 1:1 interaction. The magnitude and the sign of the thermodynamic parameters, ΔH, ΔS, and ΔG, determined from van’t Hoff relationship, confirm the predominance of the hydrogen-bonding interactions for the binding phenomenon. To improve and complete knowledge of methyl benzoate derivative-protein interactions in relation to supramolecular solvation dynamics, the time-dependent fluorescence Stokes’ shifts, represented by the normalized spectral response function c(t), was studied. Our studies reveal that the solvation dynamics that occurs in subpicosecond time scale in neat solvents of different polarities is slowed down significantly when the organic molecule is transferred to BSA cavity.

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“…In 2009, Devizis et al 58 observed experimentally that the fluorescence intensity change in organic emitting materials has a close relationship with the change of the transition dipole moment. This moment has also been found to play an important role in small molecule OLEDs, 59,60 in absorption and emission processes of charge transfer states at the organic-organic interface, 61 and in poly(9-vinylcarbazole) OLED devices. 62 Moreover, Marciniak et al 63 have observed through transient absorption measurements that the rapid decay of emission in microcrystalline pentacene film is caused by a strongly-reduced transition dipole to the ground state.…”

Section: Resultsmentioning

confidence: 99%

Time-Dependent Spectra during Radiative Decay of Singlet Excitons in Conjugated Polymers

Chen¹,

Jiang²,

Li³

et al. 2015

ECS J. Solid State Sci. Technol.

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Excited states in a conjugated polymer are associated with excitation, relaxation, diffusion and decay processes, and their dynamical properties can be used to fabricate polymeric optoelectronic devices with higher efficiency. Although the timescale of excitonic radiative decay has been narrowed less than a nanosecond, the nonadiabatic mechanism presented in this article is able to provide a detailed depiction of the fluorescence dynamics with respect to singlet exciton decay and the evolution of the dipole moment. Simultaneously, it is found that the lifetime of the singlet exciton ranges from around 500 picoseconds to one nanosecond, which is in line with recent experimental observations on polymers such as benzothiadiazole and thiophene.Over several decades, since the growing demand for innovative functional devices in light of the global energy crisis, organic semiconducting materials have been favorably utilized to fabricate organic light emitting diodes (OLEDs), 1-5 organic solar cells (OSCs), 6-11 organic field effect transistors (OFETs), 12-14 and other promising devices. Given that the fabrication of these devices is based on excited states, researchers have to overcome the major challenge as to how to precisely describe and utilize the dynamical processes of excited states in organic semiconductors, including the processes of excitation, relaxation, formation, decay and interactions among different excited-state species. [15][16][17][18][19][20] With respect to dynamical processes of the singlet exciton, experimental research has relied on ultrafast spectroscopy to clarify the optoelectronic properties of conjugated polymer materials, such as poly(p-phenylenevinylene) (PPV) and its derivatives, 21-24 poly(thienylenevinylene) (PTV), 25 poly(dioctylfluorene) and its derivatives, 26,27 and poly (3-hexylthiophene)(P3HT) and its derivatives, 28,29 Especially, based on ultrafast pump-probe transient absorption (TA) spectroscopy in P3HT/PCBM([6,6]-phenyl-C61-butyric acid methyl ester) blends, the exciton decay timescale is shown to be around 0.9 ns. 30 For exciton relaxation in pristine PCDTBT, the lifetime of the exciton even can be broadened, ranging from 500 fs to a nanosecond. 31 Also, both in solution and solid film of P3HT-OH, the singlet exciton decay time is hundreds of picoseconds. 32,33 Recent temperature-independent absorption experiments have demonstrated that the lifetime of an exciton is just a reflection of the intrinsic physical properties of low-dimensional excitons rather than extrinsic disturbances, such as photoluminescence measurements. 34 Thus, in this article, we are presented with the task of how to accurately analyze the exciton's radiative decay in a quasi-one-dimensional conjugated polymer.Thus, after an exciton is formed in a polymer conductor, the description of its decay becomes an important step to understand the whole dynamical process of excited states. Therefore, we move our concentration to one-dimensional semiconductors, such as hole-doped single-walled carbon nanotubes, whe...

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Experimental and theoretical studies of electronic transition dipole moments of methyl benzoate derivatives

Cited by 13 publications

References 42 publications

Applications of ultrafast spectroscopy to sunscreen development, from first principles to complex mixtures

Applications of ultrafast spectroscopy to sunscreen development, from first principles to complex mixtures

Insight into Molecular Interactions of Two Methyl Benzoate Derivatives with Bovine Serum Albumin

Time-Dependent Spectra during Radiative Decay of Singlet Excitons in Conjugated Polymers

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