Abstract

A new class of NIR absorbing dyes accessed by a cycloaddition-cycloreversion reaction of alkynes with 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane is reported. The photoacoustic effect of the new NIR dyes was systematically studied. The results validated the positive correlation between the molar extinction coefficient and the photoacoustic effect. All of the new NIR dyes showed higher photoacoustic intensities compared to indocyanine green dye, which is the standard organic dye widely used as a photoacoustic contrast agent. Finally, the nano-sized liposomes loaded with the NIR dye showed good stabilities and high photoacoustic intensities, and were utilized to image the cells in agarose gels for a long time. The study guides the future design of NIR dyes for photoacoustic molecular materials with high intensities and displays promising applications in biomedical photoacoustic imaging.

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