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We have studied the creation of amorphous molecular materials that readily form uniform, stable amorphous glasses above room temperature and their structures, reactions, properties, and applications [1]. They have found successful application as materials for use in organic light-emitting diodes (OLEDs) [1-4]. We have reported that the novel class of amorphous molecular materials containing oligothiophenes of varying conjugation length, BMA-nT (n l4), functions as emitting materials for use in OLEDs and that the emission color can be tuned by varying the conjugation length of the oligothiophene moiety [5-8]. It is expected that the fluorescence quantum yield of this class of materials can be improved by replacing the sulfur atom in the oligothiophene moiety with other lighter atoms to reduce the internal heavy atom effect that facilitates intersystem crossing. We report here a new amorphous molecular material containing both the thiophene and furan moieties, 2,5-Bis(2-{4-[bis(4-methylphenyl)amino] phenyl}thiophen-5-yl)furan (BMA TFT). The new compound, BMA-TFT, was synthesized by the Pd-catalyzed Suzuki coupling reaction of 2,5-dibromofuran with (2{4-[bis(4-methylphenyl)amino]phenyl }thiophen-5-yl ) boromc acid in tetrahydrofuran (THF). 2-{4-[Bis (4-methy1phen4)amino]phen4}thiophene yyw s prepared by the Ni-catalyzed Cnrignard coupling reaction of 4-[bis(4-methylphenyl)amino]phenyl magnesium bromide with 2-bromothiophene in ether. BMA-TFT was purified by silica-gel column chromatography using toluene/n-hexane (1:3) as an eluent, followed by recrystallization from THFlcyclohexane, and identified by various spectroscopic methods, mass spectrometry, and elemental analysis [9]. It was found that BMA-TFT exhibits a higher fluorescence quantum yield (cI than BMA-3T. The electronic absorption and fluorescence spectra of BMA TFT in THE solution, which are blue shifted relative to those of BMA 3T (absorption: at 440nm (log E = 4.86); fluorescence: at 516 nm (ct f= 0.18)) [5], show bands with L at 435nm (log c = 4.39) and 493nm (cIf= 0.35), respectively. Like BMA 3T, BMA TFT was found to form a uniform, stable amorphous glass on cooling from the melt sample, as evidenced by differential scanning calonmetry (DSC), X-ray diffraction, and polarized microscopy. Fig. 1 shows DSC curves of BMA TFT. When the crystalline sample of BMATFT was heated, an endothermic peak due to melting was observed at 118 °C. When the melt sample was cooled on standing in air, it formed a transparent, stable amorphous glass via a supercooled liquid state. When the glass sample was again heated, glass transition temperature (Tg) was observed at around 93 °C. The Tg of BMA TFT is almost the same as that of BMA 3T.

Development of a New Emitting Amorphous Molecular Material, 2,5-Bis(2-{4-[bis(4-methylphenyl)amino]phenyl}thiophen-5-yl)furan.