Controlled postsynthetic nitration
of NPOF-1, a nanoporous organic
framework constructed by nickel(0)-catalyzed Yamamoto coupling of
1,3,5-tris(4-bromophenyl)benzene, has been performed and is proven
to be a promising route to introduce nitro groups and to convert mesopores
to micropores without compromising surface area. Reduction of the
nitro groups yields aniline-like amine-functionalized NPOF-1-NH2 that has a micropore volume of 0.48 cm3 g–1, which corresponds to 71% of the total pore volume
and a Brunauer–Emmett–Teller surface
area of 1535 m2 g–1. Adequate
basicity of the amine functionalities leads to modest isosteric heats
of adsorption for CO2, which allow for high regenerability.
The unique combination of high surface area, microporous structure,
and amine-functionalized pore walls enables NPOF-1-NH2 to
have remarkable CO2 working capacity values for removal
from landfill gas and flue gas. The performance of NPOF-1-NH2 in CO2 removal ranks among the best by porous organic
materials.
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