Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 43, Pages 23176-23181Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202109987
Keywords
heteromeric carboxylic acid dimer; hydrogen-bonded crosslinked organic framework; photo-switch; single-crystal to single-crystal transformation
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Funding
- National Science Foundation (NSF) CAREER award [DMR-1844920]
- Beckman Young Investigator Program
- NSF MSN program [CHE-1807428]
- NSF [EPSCoR-1757371]
- American Chemical Society Petroleum Research Fund [58377-DNI10]
- MRI program by the NSF [1919565]
- DOE Office of Science User Facility [DE-AC02-06CH11357, DE-AC02-05CH11231]
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The study introduced heteromeric carboxylic acid dimers to construct a non-interpenetrated hydrogen-bonded crosslinked organic framework, HCOF-101, which was shown through X-ray diffraction analysis to possess large porous channels suitable for hosting a hydrazone photoswitch. Multicycle Z/E-isomerization of the hydrazone within HCOF-101 demonstrated the potential use of HCOF-101 for optical information storage.
The development of large pore single-crystalline covalently linked organic frameworks is critical in revealing the detailed structure-property relationship with substrates. One emergent approach is to photo-crosslink hydrogen-bonded molecular crystals. Introducing complementary hydrogen-bonded carboxylic acid building blocks is promising to construct large pore networks, but these molecules often form interpenetrated networks or non-porous solids. Herein, we introduced heteromeric carboxylic acid dimers to construct a non-interpenetrated molecular crystal. Crosslinking this crystal precursor with dithiols afforded a large pore single-crystalline hydrogen-bonded crosslinked organic framework HCOF-101. X-ray diffraction analysis revealed HCOF-101 as an interlayer connected hexagonal network, which possesses flexible linkages and large porous channels to host a hydrazone photoswitch. Multicycle Z/E-isomerization of the hydrazone took place reversibly within HCOF-101, showcasing the potential use of HCOF-101 for optical information storage.
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