Noncovalent functionalization of graphene through physisorption of 1,1-diamino-2,2-dinitroethene: Impacts of and cooperativity between hydrogen bond and π···π interaction.

The rich π-electrons region of graphene enables it to be a good material which can interact with many organic molecules. As a low-sensitivity and high-energy explosive, 1,1-diamino-2,2-dinitroethene and its dimer possess unique characters including hydrogen bonds and π bond which can adsorb on graphene through physisorption. The results suggest that the adsorption energies have a very small difference on the different adsorption sites. Due to the physisorption, the geometrical and electronic properties of 1,1-diamino-2,2-dinitroethene and its dimer vary significantly. The intramolecular as well as intermolecular hydrogen bond strengths are considerably affected due to the π···π interaction of 1,1-diamino-2,2-dinitroethene or its dimer with graphene. The cooperativity between intermolecular hydrogen bonds and π···π interactions is observed which causes wax of intermolecular hydrogen bonds and wane of π···π interactions. The physisorption of 1,1-diamino-2,2-dinitroethene or its dimer also leads to the variation of electronic property of graphene. The physisorptions of 1,1-diamino-2,2-dinitroethene and its dimer on graphene have been investigated theoretically. Image 1 • The physisorptions of 1,1-diamino-2,2-dinitroethene and its dimer on graphene have been investigated theoretically. • The geometrical and electronic properties of 1,1-diamino-2,2-dinitroethene and its dimer vary significantly. • The cooperativity between intermolecular hydrogen bonds and π···π interactions is observed. • The physisorption of 1,1-diamino-2,2-dinitroethene or its dimer modulates the electronic property of graphene. [ABSTRACT FROM AUTHOR]