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Upstream product

• 128-63-2 1,3,6,8-tetrabromopyrene 
• 768-60-5 4-methoxyphenylacetylen 

Relevant academic research and scientific papers

Synthesis and photophysical properties of pyrene-based light-emitting monomers: Highly pure-blue-fluorescent, cruciform-shaped architectures

A new series of pyrene-based, pure-blue, fluorescent, stable monomers, namely 2,7-di-tert-butyl-4,5,9,10-tetrakis(p-R-phenylethynyl)pyrenes, have been successfully synthesised by Pd/Cu-catalysed Sonogashira coupling in excellent yield. The cruciform-shaped, π-conjugated structures were fully characterised by 1H/13C NMR and IR spectroscopy, mass spectrometry and elemental analysis. As revealed from single-crystal X-ray analysis, there is a herringbone pattern between stacked columns, but the π-π stacking distance of adjacent pyrene units was not especially short at about 5.82 A due to the introduction of the two bulky tBu groups in the pyrene rings at the 2-and 7-positions. The photophysical properties of these monomers were carefully examined in different organic solvents, and these data strongly indicate their promising application as blue-emitting materials in organic light-emitting diodes (OLEDs).

Synthesis and solvatochromic behavior of pyrene derivatives with 4-hydroxyphenyl and 4-hydroxyphenylethynyl groups

1-(4-Methoxyphenyl)pyrene (PyrPhOMe(1)), 1,3,6,8-tetrakis(4-methoxyphenyl) pyrene (PyrPhOMe(4)), 1-(4-methoxyphenylethynyl) pyrene (PyrC≡CPhOMe(1)), 1,3,6,8-tetrakis(4-methoxyphenylethynyl)pyrene (PyrC≡CPhOMe(4)), 1-(4-hydroxyphenylethynyl)pyrene (PyrC≡CPhOH(1)), and 1,3,6,8-tetrakis(4- hydroxyphenylethynyl)pyrene (PyrC≡CPhOH(4)) were synthesized via organometallic complex catalysis. Deprotection of the methoxy groups of PyrPhOMe(1) and PyrPhOMe(4) was conducted by treatment with BBr3. Deprotonation of the OH groups of PyrPhOH(1), PyrPhOH(4), PyrC≡CPhOH(1), and PyrC≡CPhOH(4) through treatment with NaH caused a bathochromic shift in the absorption and photoluminescence (PL) peaks. The bathochromic shift of the deprotonated species increased with the donor number (DN) of the solvents. These observations can be explained as the consequence of intramolecular charge transfer (ICT) from the ONa groups to the pyrene core.