Vapochromic Fluorescence Observed for Emitting Amorphous Molecular Materials: Synthesis and Emitting Properties of 3-{4-[Bis(4-methylphenyl)amino]phenylcarbonyl}-6-{4-[bis(4-methylphenyl)amino]phenyl}-3,5-dimethyl-3,4-dihydro-2H-pyran

Abstract

In order to create novel vapochromic fluorescent amorphous molecular materials, title compound (BBMP) was synthesized and its emitting properties in solid states were investigated as well as in solution. It was found that BBMP exhibit solvatochromic fluorescence. BBMP was also found to exhibit fluorescence in solid states, the spectrum depending upon the morphology, and to exhibit mechanochromic fluorescence due to formation of glassy state by grinding the crystalline sample. And finally, BBMP film was found to exhibit vapochromic fluorescence. Two triphenylamine moieties with different structures in a BBMP molecule might play an important role for the difference between emitting properties in solution and in solid states.

Photoinduced Change in Phase-Separated Structure of a Binary Film Composed of 4-[Bis(9,9-dimethylfluoren-2-yl)amino]-4'-nitroazobenzene and Poly(vinyl acetate)

“…We have been studying the creation of low molecular-mass photochromic materials that readily form amorphous glasses above room temperature, that we referred to as photochromic amorphous molecular materials [13][14][15][16][17][18][19].…”

Fluorescence sensor using porous host molecules deposited on filter paper with vapochromic and mechanochromic properties

“…More recently, numerous researchers have developed organic fluorescence reagents equipped with mechanochromism and vapochromism. [13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29] Recently, we reported that N,N 0 -dipyrid-3-yl-1,4,5,8-naphthalenediimide (NDI) linked to two tris(pentafluorophenyl)borane (TPFB) (1) and N,N 0 -bis(2-aminobenzophenone)-1,4,5,8-naphthalenetetracarboxylic diimide (2) formed 2:1 and 1 : 1 complexes, respectively, with toluene as single crystals with fluorescence based on the charge transfer interaction (Fig. 1).…”