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Unique Organic Ring Compounds Combine to Form Smart Materials with Tunable Visual Attributes

Azulene is an aromatic molecule with a rare, deep-blue color that sets it apart from other organic compounds. Recognized for over 500 years as a natural pigment, azulene's unusual color results from an electronic interplay between the two main structural components, fused five- and seven-membered conjugated carbon rings. Recently, scientists have begun to exploit azulene's optical abilities by incorporating it into materials such as liquid crystals and conductive polymers.

Now, Jianwei Xu, Chaobin He and co-workers from the A*STAR Institute of Materials Research and Engineering, in collaboration with researchers from Nanyang Technological University in Singapore, have combined azulene with a polycyclic organic molecule called fluorene to produce a series of polymers that can change color on demand using either a chemical or electronic stimulus1. This discovery may usher in a new generation of ‘smart' materials, such as windows that can change from clear to opaque with the flick of a switch.

Fluorene, composed of two benzene rings fused onto a pentagonal hydrocarbon, has well-known fluorescent properties. According to Xu, the research team chose to combine this molecule with azulene because both units lie in the same physical plane after binding; this geometry ensures strong molecule-to-molecule interactions. Furthermore, fluorene can be easily modified so that it becomes soluble in organic solvents or water—an essential feature for processing and manufacturing.

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