Synthesis, optical, and thermal properties of glassy trityl group containing luminescent derivatives of 2-tert-butyl-6-methyl-4H-pyran-4-one

Zariņš, Elmārs; Siltāne, Karīna; Misiņa, Elīna; Kokars, Valdis; Lazdoviča, Kristīne; Vembris, Aivars; Kampars, Valdis; Muzikante, I.; Rutkis, Mārtiņš

doi:10.1117/12.921996

Cited by 6 publications

(10 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We have synthesized fourteen (14) glassy organic compounds (see Fig.1) similar as reported in [4][5]8 . Obtained glassy organic compounds 1a-f, 2a-d and 3a-d could be grouped in three different classes with similar key molecular fragments: 1) 2,6-Bis-styrylsubstituted derivatives of 4H-pyran-4-ylidene with malononitrile as electron acceptor fragment (1a-f).…”

Section: Investigated Organic Compoundsmentioning

confidence: 95%

“…So far we have synthesized and investigated derivates of 6-methyl-2-styryl-4-pyran-4-ylidene 3,6 , 6-tert-butyl-2-styryl-4-pyran-4-ylidene 4,7 and symmetric 2,6-bis-styryl-4-pyran-4-ylidene 5 . Their photoluminescence spectrum in the solid state is in range from 600 to 800 nm and their glass transition temperature is in range from 100 o C to 160 o C [3][4][5][6][7] . Unfortunately, there were still not enough experimental results to understand the relation between compound organic structures and their thermal and optical properties.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Thermal and optical properties of 4H-pyran-4-ylidene fragment and bis-styryl and triphenyl groups containing derivatives

et al. 2014

Self Cite

View full text Add to dashboard Cite

Small D-π-A type organic molecules with incorporated 4H-pyan-4-ylidene (pyranylidene) fragment in their structures show potential in organic photonics -such as materials for organic light emitting diode application studies and organic solid state lasers. Additional incorporation of bulky triphenyl-groups in their structures gives them the ability to form thin amorphous solid films from volatile non-polar organic solvents. Unfortunately, there is still no clear relation between compound organic structures and their thermal and optical properties. In order to investigate the above mentioned regularities we have synthesized a series of tripheyl-group containing derivates of 2,6-bis-styryl-4H-pyran-4-ylidene with different stryryl-substituents and investigated their physical properties. The thermal decomposition temperatures of the obtained glassy 4H-pyran-4-ylidene compounds are in range from 198 o to 312 o C and depend from electron acceptor and styryl-groups while their glass transition temperatures are in range from 104 o to 132 o C and are mostly influenced by the electron acceptor fragment. The light absorption of synthesized 4H-pyran-4-ylidene compounds in solutions of dichloromethane as well as in their solid state are in range from 400 nm to 550 nm. Their photoluminescence spectra in the solid state (from 600 nm to 800 nm) are red-shifted by approximately 50 nm comparing to their photoluminescence spectra in solutions of dichloromethane (from 550 nm to 750 nm) and mostly depends on the N,N-ditrityloxyethyl-aminostyryl-electron donor substituent, 4H-pyran-4-ylidene π-system and on the electron-acceptor group. Synthesized compounds could be used as potential materials for light amplification.

show abstract

Section: Investigated Organic Compoundsmentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

Thermal and optical properties of 4H-pyran-4-ylidene fragment and bis-styryl and triphenyl groups containing derivatives

et al. 2014

Self Cite

View full text Add to dashboard Cite

show abstract

“…Indandione group is in ZWK-1TB molecule, barbituric acid -JWK-1TB and malononitrile -DWK-1TB. Synthesis of the investigated compounds is described elsewhere [6]. Bulky trityloxyethyl group in the investigated compounds supports formation of amorphous state in thin films from organic solvents.…”

Section: Methodsmentioning

confidence: 99%

“…Successful approach is so called bulk heterojunction solar cell where two materials are mixed together. One of the most popular objects for studies is polymer-fullerene bulk-heterojunction solar cell where poly(3-hexylthiophene) (P3HT) is mixed with [6,6]-phenyl C61-butyric acid methylester (PCBM). This structure typically has efficiency of 3-4% [5].…”

Section: Introductionmentioning

confidence: 99%

Photovoltaic properties of glass forming pyranyliden derivatives in thin films

Gržibovskis

Vembris

Latvels

2013

IOP Conf. Ser.: Mater. Sci. Eng.

View full text Add to dashboard Cite

“…The synthesis and characterizing data can be found in our previously published papers[7,[12][13][14][15][16].…”

mentioning

confidence: 99%

Triphenylmethyl and triphenylsilyl based molecular glasses for photonic applications

Rutkis

Traskovskis

2015

SPIE Proceedings

Self Cite

View full text Add to dashboard Cite

Triphenylmethyl and triphenylsilyl structural fragments can be used to obtain glass forming, solution processable materials from polar chromophore molecules. Large number of compounds has been synthesized taking advantage of this approach, making it possible to identify some structure-property relations. Regarding the non-linear optical (NLO) properties of the given materials it is evident that triphenylmethyl groups help shielding unwanted NLO efficiency limiting dipolar interactions between polar chromophores in solid films. Chromophore stacking is still observed for compounds with large dipole momentum values. The glass transition temperatures of the compounds increase with the molecular weight for the studied material class, reaching values up to 130°C.

show abstract

Synthesis, optical, and thermal properties of glassy trityl group containing luminescent derivatives of 2-tert-butyl-6-methyl-4H-pyran-4-one

Cited by 6 publications

References 12 publications

Thermal and optical properties of 4H-pyran-4-ylidene fragment and bis-styryl and triphenyl groups containing derivatives

Thermal and optical properties of 4H-pyran-4-ylidene fragment and bis-styryl and triphenyl groups containing derivatives

Photovoltaic properties of glass forming pyranyliden derivatives in thin films

Triphenylmethyl and triphenylsilyl based molecular glasses for photonic applications

Contact Info

Product

Resources

About