Generally speaking, the bridge served in D-π-A chromophores with highperformance optical properties should have abundant π electrons and extensive delocalized space, typically represented by azobenzene group . Cyclo [18]carbon (C18) is an all-carboatomic ring formed by sequentially connecting 18 two-coordinated carbon atoms . Due to its novel aesthetic geometry and unique electronic structure, C18 ring aroused great interest in its properties and applications shortly after it was imaged . One of the most impressive electronic features of this molecular ring is that, derived from its special sp-hybridization characteristic, C18 has two scaffolds of πelectron systems oriented out of and in molecular plane . Obviously, the C18 ring satisfies the requirement of having abundant π electrons and extensive electron delocalization. Therefore, it is expected to play an effective role as a π-linker in the construction of D-π-A type optical materials. The first hyperpolarizability of a D-π-A type molecule closely depends on the ability of the electron donor and electron acceptor, and amino (-NH2) and nitro (-NO2), respectively as the most representative electrondonating group and electron-accepting unit, have been widely used in the design and preparation of D-π-A type molecules. According to these, the design of D-π-A chromophores with potentially excellent optical properties by introducing -NH2 and/or -NO2 onto the C18 ring is an interesting topic. However, although the potential of C18 and its derivatives as advanced optical materials has been repeatedly demonstrated , research on D-π-A type C18 derivatives has yet to receive attention.