Ciba Specialty Chemicals Corporation

David Macdonald Smith

Colin Morton

Abul Iqbal

Iain Frank Fraser

Nicholas James Westwood

Ian Alexander Macpherson

Greig Chisholm

Vincent Ruffieux

Stephen John Coughlin

Simon Martyr

Richard Lewis Riggs

The present invention relates to a process for the preparation of furopyrroles of general formula (I), comprising (a) heating a compound of the formula (II) under microwave irradiation optionally in the presence of an inert solvent, wherein Aand Aare C-Calkyl, C-Calkenyl, C-Calkynyl, C-Ccycloalkyl, CCcycloalkenyl, aryl or heteroaryl, Ais hydrogen, C-Calkyl, cyanomethyl, Ar, &#x2014;CRR&#x2014;(CH)&#x2014;Aror Y&#x2014;R, wherein Rand Rindependently of each other stand for hydrogen or C-Calkyl, or phenyl which can be substitute up to three times with C-Calkyl, Arstands for aryl, C-Ccloalkyl, C-Ccycloalkenyl or heteroaryl, which can be substituted one to three times with C-Calkyl, C-Calkoxy, halogen or phenyl, which can be substituted with C-Calkyl or C-Calkoxy one to three times, and m stands for 0, 1, 2, 3 or 4, R is C-Calkyl, in particular C-Calkyl, aryl, in particular phenyl, or aralkyl, in particular benzyl, which can be substituted one to three times with C-Calkyl, C-Calkoxy, or halogen, Y is &#x2014;C(O)&#x2014;, &#x2014;C(O)O&#x2014;, &#x2014;C(O)NH&#x2014;, &#x2014;SONH&#x2014; or &#x2014;SO&#x2014; and Ris C-Calkyl, Ar, or aralkyl. The furopyrroles of the general formula (I) can be can be obtained in high yield and high purity by the process of the present invention. 

Process for the preparation of furopyrroles

The present invention relates to a process for the preparation of diketopyrrolopyrroles of the formula (I), wherein A1, A2, A3 and A4 are as defined in the description of the present invention, to new diketopyrrolopyrroles of the general formula I obtainable by the process, and the use of the new diketopyrrolopyrroles of the general formula I for the preparation of inks, colorants, pigmented plastics for coatings, non-impact-printing material, color filters, cosmetics, polymeric ink particles, toners, dye lasers and electroluminescent devices, or as fluorescent markers for immunoassays and fluorescent tracers for leak detection of fluids. Furthermore the present invention relates to diketopyrrolopyrrole analogues of the general formula (II), wherein A1, A2 and A3 are defined in the description of the present invention, which are intermediates in the process for the preparation of diketopyrrolopyrroles of the formula I and can be used as crystal growth regulators 

Process for the preparation of diketopyrrolopyrroles

The present invention relates to fluorescent diketopyrrolopyrrole analogues of the general formula (I), wherein Aand Aare C&#x2013;Calkyl, C&#x2013;Calkenyl, C&#x2013;Calkynyl, C&#x2013;Ccycloalkyl, C&#x2013;Ccycloalkenyl, aryl or heteroaryl, Aand Aare independently of each other C&#x2013;Calkyl, Ar, &#x2014;CRR&#x2014;(CH)&#x2014;Ar, or Y&#x2014;R, wherein Rand Rindependently of each other stand for hydrogen or C&#x2013;Calkyl, or phenyl which can be substituted up to three times with C&#x2013;Calkyl, Arstands for aryl, in particular phenyl or 1- or 2-naphthyl, C&#x2013;Ccycloalkyl, in particular cyclohexyl, or heteroaryl, which can be substituted one to three times with C&#x2013;Calkyl, C&#x2013;Calkoxy, halogen or phenyl, which can be substituted with C&#x2013;Calkyl or C&#x2013;Calkoxy one to three times, and m stands for 0, 1, 2, 3 or 4, Y is C(O)&#x2014; or SO&#x2014; and Ris C&#x2013;Calkyl, Ar, or aralkyl and Acan additionally be hydrogen, C&#x2013;Calkyloxycarbonyl, such as tertbutoxycarbonyl, or aralkyloxycarbonyl, such as benzyloxycarbonyl, a process for their preparation and their use for the preparation of inks, colourants, pigmented plastics for coatings, non-impact printing material, colour filters, cosmetics, polymeric ink particles, toners, dye lasers and electroluminescent devices, or as fluorescent markers for immunoassays and fluorescent tracers for leak detection of fluids. The diketopyrrolopyrrole analogues of the general formula I show a high solid state fluorescence

Fluorescent diketopyrrolopyrrole analogues

Azo compounds of formula (I), wherein X stands for halogen, in particular for chlorine, or C-Calkoxy, in particular for methoxy, Y stands for &#x2014;CH&#x2014; or &#x2014;O&#x2014;, Rand R, independently from each other, stand for hydrogen, C-Calkyl, or C-Caryl, which may be substituted up to three times with C-Calkyl, C-Calkoxy or halogen, a process for their preparation and their use as fluorescent compounds, in particular as solid fluorescent compounds, such as for special effect printing, sectrity printing or in the opto-electronic field.

Fluorescent pigments

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Fife, United Kingdom

David Macdonald Smith