Detection and crystal structure of hydrogenated bipentacene as an intermediate in thermally-induced pentacene oligomerization.

Hiley, Craig, Whitehead, George, Zanella, Marco, Delacotte, Charlene, Manning, Troy and Rosseinsky, Matthew (2018) Detection and crystal structure of hydrogenated bipentacene as an intermediate in thermally-induced pentacene oligomerization. [Data Collection]

Collection description

6,6′,13,13′- tetrahydro-6,6′-bipentacene (HBP), the first intermediate molecule between pentacene and peripentacene and extended pentacene oligomers, is synthesised and crystallographically characterised for the first time. Heating pentacene to 300 ºC under vacuum for 200 hours results in pale golden crystals of HBP and amorphous material containing pentacene oligomers, and is the first experimental evidence that pentacene preferentially dimerises at the 6,6′- position. Continued heating of HBP results in co-crystals of 6,13-dihydrogenated pentacene (HP) and pentacene and further amorphous pentacene oligomers. The amorphous material consists of layered carbonaceous species with a graphenic nature, as determined by Raman spectroscopy and electron microscopy, and shows the importance of HBP as an intermediate to hydrogenated pentacene species and pentacene oligomers. The synthesis of HBP from pentacene could be useful as a starting material in the rational synthesis of peripentacene towards organic electronic devices.

Keywords: pentacene, peripentacene, graphene
Divisions: Faculty of Science and Engineering > School of Physical Sciences
Depositing User: Troy Manning
Date Deposited: 20 Feb 2019 16:23
Last Modified: 20 Feb 2019 16:24
URI: http://datacat.liverpool.ac.uk/id/eprint/445

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