1. Green and Rapid Hydrothermal Crystallization and Synthesis of Fully Conjugated Aromatic Compounds
- Author
-
Miriam M. Unterlass, Florian Glöcklhofer, M. Josef Taublaender, and Martina Marchetti-Deschmann
- Subjects
Green chemistry ,ORGANIC SEMICONDUCTORS ,Materials science ,Chemistry, Multidisciplinary ,Conjugated system ,010402 general chemistry ,01 natural sciences ,Catalysis ,Hydrothermal circulation ,law.invention ,chemistry.chemical_compound ,carbonyl dyes ,law ,Diamine ,Perinone ,Hydrothermal synthesis ,Crystallization ,carbonyl dyes, crystalline materials, fused heterocycles, green chemistry, hydrothermal synthesis ,Naphthalene ,POLYIMIDES ,PERYLENE ,Science & Technology ,HIGH-TEMPERATURE WATER ,PACKING ,010405 organic chemistry ,green chemistry ,DERIVATIVES ,Organic Chemistry ,General Chemistry ,BENZIMIDAZOLE ,Combinatorial chemistry ,crystalline materials ,0104 chemical sciences ,Chemistry ,hydrothermal synthesis ,chemistry ,ddc:540 ,Physical Sciences ,PERINONE PIGMENTS ,fused heterocycles ,03 Chemical Sciences - Abstract
Highly fused, fully conjugated aromatic compounds are interesting candidates for organic electronics. With higher crystallinity their electronic properties improve. It is shown here that the crystallization of three archetypes of such molecules-pentacenetetrone, indigo, and perinone-can be achieved hydrothermally. Given their molecular structure, this is a truly startling finding. In addition, it is demonstrated that perinone can also be synthesized in solely high-temperature water from the starting compounds naphthalene bisanhydride and o-phenylene diamine without the need for co-solvents or catalysts. The transformation can be drastically accelerated by the application of microwave irradiation. This is the first report on the hydrothermal generation of two fused heterocycles. published
- Published
- 2018