1349683-06-2

Upstream product

• 591771-94-7 2-(4-n-hexylphenyl)thiophene 
• 69272-50-0 1,2-diamine-3,6-dibromobenzene 
• 23703-22-2 1-bromo-4-n-hexylbenzene 
• 15155-41-6 4,7-dibromobenzo[c][1,2,5]thiadiazole 
• 1349683-05-1 4,7-dibromo-1-methyl-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole 
• 1349683-00-6 2-[5-(4-hexylphenyl)thiophen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1349683-02-8 4,7-dibromo-2-(5-phenylthiophen-2-yl)-1H-benzo[d]imidazole 

Relevant academic research and scientific papers

Preparation and acid-responsive photophysical properties of T-shaped π-conjugated molecules containing a benzimidazole junction

T-shaped π-conjugated molecules with an N-methyl-benzimidazole junction have been synthesized and their acid-responsive photophysical properties owing to the change in the π-conjugation system are discussed. T-shaped π-conjugated molecules consist of two orthogonal π-conjugated systems including a phenyl thiophene extended from the 2-position and alkyl phenylenes connected through various π-spacers from the 4,7-positions of the N-methyl-benzimidazole junction. The π-spacers, such as thiophene, ethyne, and ethane, have an effect on the acid response of photophysical properties in terms of changes in conformation, excited-state energy and charge-transfer (CT) characteristics. In particular, the π-conjugated molecule with ethynyl spacers exhibited a marked redshift in the fluorescence spectrum with a large Stokes shift upon the addition of acid, whereas the other molecules showed substantial quenching. The redshift in emission was studied in detail by temperature-dependent fluorescence measurements, which indicated the transition to a CT state over the finite activation energy at the excited state. The change in the frontier molecular orbitals upon acid addition was further discussed by means of DFT calculations.