A new class of rhodamine luminophores: design, syntheses and aggregation-induced emission enhancement

Abstract

A new class of rhodamine luminophores, 3',3''-bis(oxospiroisobenzofuran)-3,7-bis(dialkylamino)benzopyrano-xanthene derivatives (ABPX), have been successfully developed. The emission behavior of ABPX series is directly opposite to the concentration quenching of conventional rhodamine dyes. ABPX series exhibit aggregation-induced emission enhancement (AIEE).

Red‐Light‐Emitting System Based on Aggregation of Donor–Acceptor Derivatives in Polar Aqueous Media

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Fluorescent organic dyes have been widely used as biological materials such as bioprobes and biosensors. [4][5][6][7][8][9][10][11] Normally, the unusual emission can be observed in a water/organic solvent mixed system or in the solid state, in which the aggregation of nonfluorescent or weakly fluorescent dyes enhance the emission efficiency. In particular, red-light emission around 600-650 nm is visible to the naked eye.

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“…[4][5][6][7][8][9][10][11] Normally, the unusual emission can be observed in a water/organic solvent mixed system or in the solid state, in which the aggregation of nonfluorescent or weakly fluorescent dyes enhance the emission efficiency. [4][5][6][7][8][9][10][11] Normally, the unusual emission can be observed in a water/organic solvent mixed system or in the solid state, in which the aggregation of nonfluorescent or weakly fluorescent dyes enhance the emission efficiency.…”

“…The formed aggregates provide a hydrophobic space inside the aggregate structure to restrict the solvation.Recently, a new type of emitting system was found based on the aggregate systems, the so-called aggregation-induced emission and aggregation-induced emission enhancement. [4][5][6][7][8][9][10][11] Normally, the unusual emission can be observed in a water/organic solvent mixed system or in the solid state, in which the aggregation of nonfluorescent or weakly fluorescent dyes enhance the emission efficiency. The unusual emission enhancement is related to the effect of the intramolecular rotation restriction [5,6] and the effect of the intramolecular planarization.…”

New Aminobenzopyranoxanthene‐Based Colorimetric Sensor for Copper(II) Ions with Dual‐Color Signal Detection System

“…[7] In our previous work, the protolytic equilibria of ABPX in various solvents were determined by spectrophotometric measurements and density functional theory calculations. [8] We found that ABPX01 could be categorized into three forms: a colorless species of the spirolactone form ABPX01 0 and two heterochromatic species of the monocationic form ABPX01H…”

Light-Up of Rhodamine Hydrazide to Generate Emissive Initiator for Polymerization and to Afford Photochromic Polypeptide Metal Complex

“…Aggregation is therefore the key of "photo-switching" in the on-off luminescent states. With this regard, the first rhodamine-based luminogen of bisbenzofuran-bisbenzopyrano-xanthene derivative [16] with AIE [17][18][19][20][21][22][23] properties was developed since its inherent rhodamine units can be easily in the confined, aggregated state.…”