# [17] David (2011) - Stability and structural aspects of diketopyrrolopyrrole pigment and its N-alkyl derivatives
## Come è scritta nella tesi
David, J., Weiter, M., Vala, M., Vyňuchal, J. & Kučerík, J. Stability and structural aspects of diketopyrrolopyrrole pigment and its N-alkyl derivatives. *Dyes Pigments***89**, 137–143 (2011).
## Scheda bibliografica
**Citazione completa:** David, J.; Weiter, M.; Vala, M.; Vyňuchal, J.; Kučerík, J. Stability and structural aspects of diketopyrrolopyrrole pigment and its N-alkyl derivatives. *Dyes and Pigments***2011**, 89 (2), 137-143. https://doi.org/10.1016/j.dyepig.2010.10.001
- **Pubblicato in:** Dyes and Pigments, vol. 89, n. 2, pp. 137-143 (2011)
Il testo completo non è ad accesso aperto e non è stato consultato: sono disponibili solo i metadati e l'abstract riportati sopra. Per approfondire, aprire la fonte dal DOI (o tramite biblioteca/abbonamento).
- **Sez. 1.1.2 Struttura e reattività** (`tesi.md` r. 205): Le particolari proprietà chimico-fisiche dei dichetopirrolopirroli derivano direttamente dal loro sistema biciclico lattamico, un core a otto elettroni π perfettamente planare nel caso del DPP non sostituito. Questa geometria favorisce l'instaurarsi di un fitto network di interazioni intermolecolari. Da un lato, la formazione di legami a idrogeno (0,182 nm)[16] porta alla costituzione di aggregati stabili, limitando drasticamente la solubilità del composto nei solventi organici convenzionali. Dall'altro, l'estesa coniugazione elettronica e la vicinanza spaziale tra i piani molecolari (0,334 nm)[16] provocano un'ottimale sovrapposizione degli orbitali, generando intense interazioni di π-π stacking[17]. Questo si traduce in una grande stabilità termica dei DPP, con un punto di fusione superiore a 350 °C ed una temperatura di degradazione che supera i 500 °C.
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- Mizuguchi Polymorph of 1,4-diketo-3,6-bis-(4’-dipyridyl)-pyrrolo-[3,4-c]pyrrole and their hydrogen bond network: A material for H2 gas sensor Dyes and Pigments 2006 68 47 https://doi.org/10.1016/j.dyepig.2005.01.001
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- Vala Comparative studies of diphenyl-diketo-pyrrolopyrrole derivatives for electroluminescence applications Journal of Fluorescence 2008 18 1181 https://doi.org/10.1007/s10895-008-0370-x
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- Mizuguchi A large bathochromic shift from the solution to the solid state in 1,4-diketo-3,6-diphenyl-pyrrolo-[3,4-c]-pyrrole Berichte der Bunsen-Gesellschaft für Physikalische Chemie 1991 95 1264 https://doi.org/10.1002/bbpc.19910951016
- Mizuguchi Correlation between crystal and electronic structures in diketopyrrolopyrrole pigments as viewed from exciton coupling effects Journal of Physical Chemistry A 2000 104 1817 https://doi.org/10.1021/jp992302x
- Mizuguchi Structures of 3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4-dione and 2,5-dimethyl-3,6-diphenylpyrrolo[3,4-c]pyrrole-1,4-dione Acta Crystallographica 1992 B48 696 https://doi.org/10.1107/S0108768192003033
- Weiter M, Salyk O, Bednář P, Vala M, Navrátil J, Zmeškal O, Vyňuchal J, Luňák Jr. S. Morphology and properties of thin films of diketopyrrolopyrrole derivatives, Materials Science and Engineering: B, submitted for publication.
- Válková The kinetics of thermo-oxidative humic acids degradation studied by isoconversional methods Journal of Thermal Analysis and Calorimetry 2007 89 957 https://doi.org/10.1007/s10973-007-8437-5
- Lehman 1891
- Hauser Polymorphism of a simple organic amide Crystal Growth and Design 2008 8 4428 https://doi.org/10.1021/cg800171h
- Luňák The synthesis, absorption and fluorescence of polar diketo-pyrrolo-pyrroles Dyes and Pigments 2009 82 102 https://doi.org/10.1016/j.dyepig.2008.12.001
- Vala Novel soluble diphenyl-diketo-pyrrolopyrroles. Experimental and theoretical study Dyes and Pigments 2009 89 102
- Hao Some aspects of organic pigments Chemical Society Reviews 1997 26 203 https://doi.org/10.1039/cs9972600203
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## Metriche
- Citata **33** volte (OpenAlex); riferimenti nella fonte: 18
