Light emitting and electrical properties of pure amorphous thin films of organic compounds containing 2-tert-butyl-6-methyl-4H-pyran-4-ylidene

Popova, Santa; Pudžs, Kaspars; Latvels, Janis; Vembris, Aivars

doi:10.1016/j.optmat.2013.10.025

Cited by 7 publications

(3 citation statements)

References 19 publications

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“…Previously we have demonstrated original DCM derivatives with attached bulky trityloxyethyl groups [26,27]. Such group incorporation contributes in the chromophore separation thus reducing intermolecular interaction.…”

Section: Introductionmentioning

confidence: 99%

Stimulated emission and optical properties of pyranyliden fragment containing compounds in PVK matrix

Vembris

Zariņš

Kokars

2017

Optics & Laser Technology

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Organic solid state lasers are thoughtfully investigated due to their potential applications in communication, sensors, biomedicine, etc. Low amplified spontaneous emission (ASE) excitation threshold value is essential for further use of the material in devices. Intramolecular interaction limits high molecule density load in the matrix. It is the case of the wellknown red light emitting laser dye-4-(dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran (DCM). The lowest ASE threshold value of the mentioned laser dye could be obtained within the concentration range between 2 and 4 wt%. At higher concentration threshold energy drastically increases. In this work optical and ASE properties of three original DCM derivatives in poly(N-vinylcarbazole) (PVK) at various concentrations will be discussed. One of the derivatives is modified DCM dye in which the methyl substituents in the electron donor part have been replaced with bulky trityloxyethyl groups (DWK-1). These sterically significant functional groups do not influence electron transitions in the dye but prevent aggregation of the molecules. The chemical structure of the second investigated compound is similar to DWK-1 where the methyl group is replaced with the tert-butyl substituent (DWK-1TB). The third derivative (DWK-2) consists of two N,N-di(trityloxyethyl)amino electron donor groups. All results were compared with DCM:PVK system. Photoluminescence quantum yield (PLQY) is up to ten times larger for DWK-1TB with respect to DCM systems. Bulky trytiloxyethyl groups prevent aggregation of the molecules thus decreasing interaction between dyes and amount of non-radiative decays. The red shift of the photoluminescence and amplified spontaneous emission at higher concentrations were observed due to the solid state solvation effect. The increase of the investigated dye density in the matrix with a smaller reduction in PLQY resulted in low ASE threshold energy. The lowest threshold value was obtained around 21 J/cm 2 (2.1 kW/cm 2) in DWK-1TB:PVK films.

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Section: Introductionmentioning

confidence: 99%

Stimulated emission and optical properties of pyranyliden fragment containing compounds in PVK matrix

Vembris

Zariņš

Kokars

2017

Optics & Laser Technology

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“…2-(2-(tert-Butyl)-6-methyl-4H-pyran-4-ylidene)malononitrile is a well-known electron-acceptor that was extensively used for the design of light-emitting materials for OLEDs [225,226]. In this field, the most popular compound is undoubtedly 4-(dicyanomethylene)-2-tert-butyl-6-(1,1,7,7-tetramethyljulolidin-4-yl-vinyl)-4H-pyran (DCJTB, PP67) which is a red fluorescent singlet emitter.…”

Section: Pyran-based Dyesmentioning

confidence: 99%

Recent advances on push–pull organic dyes as visible light photoinitiators of polymerization

Pigot

Noirbent

Brunel

et al. 2020

European Polymer Journal

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HAL is a multidisciplinary open access archive for the deposit and dissemination of scientific research documents, whether they are published or not. The documents may come from teaching and research institutions in France or abroad, or from public or private research centers. L'archive ouverte pluridisciplinaire HAL, est destinée au dépôt et à la diffusion de documents scientifiques de niveau recherche, publiés ou non, émanant des établissements d'enseignement et de recherche français ou étrangers, des laboratoires publics ou privés.

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“…In this case, the formation of ASE peak depends on both absorption coefficient and optical gain. ASE peak could forms only on those PL spectral band parts, where optical gain is bigger than absorption coefficient 11 . The area of the photoluminescence and absorption spectral bands overlap decreases with increasing concentration of the dye molecule in the polymer matrix.…”

Section: Amplified Spontaneous Emissionmentioning

confidence: 99%

Investigation of photoluminescence and amplified spontaneous emission properties of cyanoacetic acid derivative (KTB) in PVK amorphous thin films

Perveņecka

Vembris

Zariņš

et al. 2018

Organic Electronics and Photonics: Fundamentals and Devices

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In this work photoluminescence and amplified spontaneous emission properties of new original 2-cyanoacetic acid derivative mixed in polyvinyl carbazole (PVK) matrix at different concentration were investigated. Ethyl 2-(2-(4-(bis(2-(trityloxy)ethyl)amino)styryl)-6-tert-butyl-4H-pyran-4-ylidene)-2-cyanoacetate (KTB) is recently synthesised nonsymmetric red light emitting laser dye, that in previous experiments with neat thin films showed low amplified spontaneous emission (ASE) threshold value. Based on PVK high refractive index it has been used as a polymer to ensure good planar waveguide structure. According to the previous experiments luminescence quenching is expected in neat amorphous thin films which reduces photoluminescence quantum yield and increases ASE excitation threshold energy. It could be overcome by doping the laser active molecules in polymer matrix. The lowest threshold value of ASE was achieved at 20wt% of KTB molecules in PVK matrix. Ability to significantly decrease intermolecular interactions and excitation threshold energy of investigated compound in the host-guest systems makes KTB promising to be used as a laser dye in preparation of organic solid state lasers.

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Light emitting and electrical properties of pure amorphous thin films of organic compounds containing 2-tert-butyl-6-methyl-4H-pyran-4-ylidene

Cited by 7 publications

References 19 publications

Stimulated emission and optical properties of pyranyliden fragment containing compounds in PVK matrix

Stimulated emission and optical properties of pyranyliden fragment containing compounds in PVK matrix

Recent advances on push–pull organic dyes as visible light photoinitiators of polymerization

Investigation of photoluminescence and amplified spontaneous emission properties of cyanoacetic acid derivative (KTB) in PVK amorphous thin films

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