Polymorph Screening of Core-Chlorinated Naphthalene Diimides with Different Fluoroalkyl Side-Chain Lengths
In this work, naphthalenediimide (NDI) derivatives are widely studied for their semiconducting properties and the influence of the side-chain length on the crystal packing is reported, along with the thermal properties of three core-chlorinated NDIs with different fluoroalkyl side-chain lengths (CF<sub>3</sub>-NDI, C<sub>3</sub>F<sub>7</sub>-NDI and C<sub>4</sub>F<sub>9</sub>-NDI). The introduction of fluorinated substituents at the imide nitrogen and addition of strong electron-withdrawing groups at the NDI core are used to improve the NDI derivatives air stability. The new compound, CF<sub>3</sub>-NDI, was deeply analyzed and compared to the well-known C<sub>3</sub>F<sub>7</sub>-NDI and C<sub>4</sub>F<sub>9</sub>-NDI, leading to the discovery and solution of two different crystal phases, form α and solvate form, and a solid solution of CF<sub>3</sub>-NDI and CF<sub>3</sub>-NDI-OH, formed by the decomposition in DMSO.
Authors
- Lucia Maini (ORCID: https://orcid.org/0000-0002-0703-2617)
- Enrico Modena (ORCID: https://orcid.org/0000-0002-8531-1937)
- Marianna Marchini (ORCID: https://orcid.org/0000-0002-9746-2062)
- Inês de Oliveira Martins (ORCID: https://orcid.org/0000-0003-0572-7092)
Institutions
- University of Bologna (IT)
Publication Details
- Journal
- Molecules
- Published
- 2024-09-14
- DOI
- https://doi.org/10.3390/molecules29184376
- Primary Topic
- Inorganic Fluorides and Related Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- European Commission