944353-75-7Relevant academic research and scientific papers
Near-infrared dyes and fluorophores based on diketopyrrolopyrroles
Fischer, Georg M.,Ehlers, Andreas P.,Zumbusch, Andreas,Daltrozzo, Ewald
, p. 3750 - 3753 (2007)
NIRly there: The chromophore of compounds with intramolecular H bonds have been rigidified by substitution of the protons of the N-H...N bridges by BR2 groups (R = F, Ph). This stiffening and the polymethine character of the chromophores afford
RESIN COMPOSITION AND MOLDED ARTICLE
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, (2016/10/11)
The invention contains a resin and a near infrared fluorescent material which is one type or two or more types of compounds selected from General Formulas (I1) to (I4) and has a maximum fluorescence wavelength of 650 nm or longer. In Formulas, Ra and Rb, Rc and Rd, Rh and Ri, and Rj and Rk form rings together with the nitrogen atom to which Ra, Rc, Rh, and Rj are bonded; Re and Rf represent a halogen atom or an oxygen atom; each of Rl, Rm, Rn, and Ro independently represents a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group; Rg, Rr, and Rs represent a hydrogen atom or an electron withdrawing group; and each of Rp and Rq independently represents a hydrogen atom, a halogen atom, a C1-20 alkyl group, a C1-20 alkoxy group, an aryl group, or a heteroaryl group.
Pyrrolopyrrole cyanines: Effect of substituents on optical properties
Fischer, Georg M.,Klein, Matthias K.,Daltrozzo, Ewald,Zumbusch, Andreas
, p. 3421 - 3429 (2011/09/12)
To tune their optical properties, a large variety of pyrrolopyrrole cyanines (PPCys) were synthesized with substitutedheteroaromatics such as quinoline, benzothiazole, and oxazole derivatives as terminal groups. Thus, a broad range of stable, highly fluorescing near-infrared (NIR) dyes with high absorptivities between 690 to 845 nm is accessible. The large number of newly synthesized compounds allows a detailed discussion of the correlation between molecular structure and the optical properties of the first electronic transition. Syntheses and optical properties of pyrrolopyrrole cyanines (PPCys) with different substituents at the terminal heteroaromatic moieties are described. The relationship between molecular structure and optical properties is discussed. By suitable substitution, the absorption and fluorescence maxima of the chromophore can be tuned in a range between 690 and 845 nm. Copyright
Asymmetric PPCys: Strongly fluorescing NIR labels
Fischer, Georg Michael,Juengst, Christian,Isomaeki-Krondahl, Magnus,Gauss, Dominik,Moeller, Heiko Michael,Daltrozzo, Ewald,Zumbusch, Andreas
supporting information; experimental part, p. 5289 - 5291 (2010/10/01)
By a stepwise synthesis strategy biofunctionalized Pyrrolopyrrole Cyanines (PPCy) with an asymmetric substitution pattern were obtained. These exhibit extremely strong and narrowband NIR absorption and fluorescence. Internalization of a peptide bound PPCy is demonstrated using live cell microscopy.
Pyrrolopyrrole cyanine dyes: A new class of near-Infrared dyes and fluorophores
Fischer, Georg M.,Isomaki-Krondahl, Magnus,Gottker-Schnetmann, Inigo,Daltrozzo, Ewald,Zumbusch, Andreas
experimental part, p. 4857 - 4864 (2009/12/08)
Pyrrolopyrrole cyanine (PPCy) dyes are presented as a novel class of near-infrared (NIR) chromophores, which are synthesized in a condensation reaction of diketopyrrolopyr-role with heteroarylacetonitrile compounds. Their optical properties are marked by strong and narrow-band NIR absorptions. Complexation prod-ucts with BF2 and BPh2 show strong NIR fluorescence and hardly any ab-sorption in the visible range. We syn-thesized a series of new PPCys that differ only in the heterocyclic peripheral groups of the chromophore. With this strategy, the absorption spectra can be tuned between 684 and 864 nm, while high fluorescence quantum yields are maintained. The influence of the heterocycle on the optical properties of the dyes is discussed.
