The invention discloses an azulene isoindigo derivative as well as a preparation method and application thereof. The azulene isoindigo derivative has a large-pi conjugated system, a reversible oxidation-reduction property, an adjustable dissolution-promoting alkyl chain and a reversible proton response property; in addition, the azulene isoindigo derivative can also be polymerized to form a novel organic functional material; and besides, the azulene isoindigo derivative has a plurality of chemical active sites, different sites can be modified and connected, the preparation method is simple, raw materials are cheap and easy to obtain, and the purity of a target compound is high.