Forming a three-dimensional porous organic network via solid-state explosion of organic single crystals

Seo-Yoon Bae, Dongwook Kim, Dongbin Shin, Javeed Mahmood, In-Yup Jeon, Sun-Min Jung, Sun-Hee Shin, Seok-Jin Kim, Noejung Park, Myoung Soo Lah and Jong-Beom Baek ()
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Seo-Yoon Bae: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Dongwook Kim: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Dongbin Shin: Department of Physics, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Javeed Mahmood: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
In-Yup Jeon: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Sun-Min Jung: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Sun-Hee Shin: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Seok-Jin Kim: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Noejung Park: Department of Physics, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Myoung Soo Lah: Department of Chemistry, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST
Jong-Beom Baek: School of Energy and Chemical Engineering/Center for Dimension Controllable Organic Frameworks, Ulsan National Institute of Science and Technology (UNIST), 50 UNIST

Nature Communications, 2017, vol. 8, issue 1, 1-7

Abstract: Abstract Solid-state reaction of organic molecules holds a considerable advantage over liquid-phase processes in the manufacturing industry. However, the research progress in exploring this benefit is largely staggering, which leaves few liquid-phase systems to work with. Here, we show a synthetic protocol for the formation of a three-dimensional porous organic network via solid-state explosion of organic single crystals. The explosive reaction is realized by the Bergman reaction (cycloaromatization) of three enediyne groups on 2,3,6,7,14,15-hexaethynyl-9,10-dihydro-9,10-[1,2]benzenoanthracene. The origin of the explosion is systematically studied using single-crystal X-ray diffraction and differential scanning calorimetry, along with high-speed camera and density functional theory calculations. The results suggest that the solid-state explosion is triggered by an abrupt change in lattice energy induced by release of primer molecules in the 2,3,6,7,14,15-hexaethynyl-9,10-dihydro-9,10-[1,2]benzenoanthracene crystal lattice.

Date: 2017
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DOI: 10.1038/s41467-017-01568-3

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