Nine new quadrupolar chromophores based on diketopyrrolopyrrole were designed and prepared by cross-coupling reactions. The property tuning has been achieved by structural variation of the peripheral substituents (donor) and enlargement of the π-system. Fundamental properties of target molecules were studied by differential scanning calorimetry, electrochemistry, and absorption and emission spectra. Nonlinear optical properties were studied by measuring the third harmonic generation. The experimental data were completed by quantum-chemical calculations and structure-property relationships were elucidated.

Centre of Organic Chemistry Ltd Rybitví 296 Rybitví 53354 Czech Republic

Department of Analytical Chemistry Faculty of Chemical Technology University of Pardubice Studentská 573 Pardubice 53210 Czech Republic

Institute of Optoelectronics and Measuring Systems Faculty of Electrical Engineering Czestochowa University of Technology Armii Krajowej 17 Czestochowa 42 200 Poland

Institute of Organic Chemistry and Technology Faculty of Chemical Technology University of Pardubice Studentská 573 Pardubice 53210 Czech Republic

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