Latent pigments, a class of thermosensitive dyes that can be reverted to insoluble pigments via thermal treatment, are a well-established component of high performance inks which find uses in OLEDs and organic solar cells. Their synthesis is challenging due to the thermal sensitivity of the protection group. Cross coupling reactions in micellar environments enable synthesis at room temperature in water as the solvent. In the case of latent pigments, it was found that the use of a 10% by volume co-solvent in combination with a water solution of the cheap surfactant Kolliphor EL provides an excellent environment for Suzuki-Miyaura cross coupling with unprecedented yields and very short reaction times. Remarkably, reactions are insensitive to the atmosphere, affording excellent results both under nitrogen and oxygenated atmosphere

Rooney, M., Mattiello, S., Stara, R., Sanzone, A., Brazzo, P., Sassi, M., et al. (2018). Suzuki-Miyaura cross-coupling of latent pigments in water/toluene emulsion under aerobic atmosphere. DYES AND PIGMENTS, 149, 893-901 [10.1016/j.dyepig.2017.11.044].

Suzuki-Miyaura cross-coupling of latent pigments in water/toluene emulsion under aerobic atmosphere

ROONEY, MYLES
Primo
;
MATTIELLO, SARA;SANZONE, ALESSANDRO;Brazzo, Paolo;Sassi, Mauro;Beverina, Luca
2018

Abstract

Latent pigments, a class of thermosensitive dyes that can be reverted to insoluble pigments via thermal treatment, are a well-established component of high performance inks which find uses in OLEDs and organic solar cells. Their synthesis is challenging due to the thermal sensitivity of the protection group. Cross coupling reactions in micellar environments enable synthesis at room temperature in water as the solvent. In the case of latent pigments, it was found that the use of a 10% by volume co-solvent in combination with a water solution of the cheap surfactant Kolliphor EL provides an excellent environment for Suzuki-Miyaura cross coupling with unprecedented yields and very short reaction times. Remarkably, reactions are insensitive to the atmosphere, affording excellent results both under nitrogen and oxygenated atmosphere
No
Articolo in rivista - Articolo scientifico
Scientifica
Biochemistry; Physical and Theoretical Chemistry; Organic Chemistry
English
893
901
9
Rooney, M., Mattiello, S., Stara, R., Sanzone, A., Brazzo, P., Sassi, M., et al. (2018). Suzuki-Miyaura cross-coupling of latent pigments in water/toluene emulsion under aerobic atmosphere. DYES AND PIGMENTS, 149, 893-901 [10.1016/j.dyepig.2017.11.044].
Rooney, M; Mattiello, S; Stara, R; Sanzone, A; Brazzo, P; Sassi, M; Beverina, L
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/10281/205079
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