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


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.

SUBMITTER: Bae SY 

PROVIDER: S-EPMC5693943 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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

Bae Seo-Yoon SY   Kim Dongwook D   Shin Dongbin D   Mahmood Javeed J   Jeon In-Yup IY   Jung Sun-Min SM   Shin Sun-Hee SH   Kim Seok-Jin SJ   Park Noejung N   Lah Myoung Soo MS   Baek Jong-Beom JB  

Nature communications 20171117 1


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  ...[more]

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