Design and synthesis of sulfobetainic diketopyrrolopyrrole (DPP) laser dyes

IF 2.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY New Journal of Chemistry Pub Date : 2012-09-04 DOI:10.1039/C2NJ40569E

Soumyaditya Mula, Delphine Hablot, Krishna K. Jagtap, Elodie Heyer and Raymond Ziessel

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引用次数: 22

Abstract

We have devised new diketopyrrolopyrrole dyes soluble in polar solvents. The colors of the dyes have been changed by substituting the 3,6-phenyl residues for thiophene groups. The solubility in polar solvents has been improved by alkylation of a dimethylaminopropyne fragment with a 1,3-sultone giving rise to sulfobetaine moieties. These dyes exhibit strong and broad absorption in the visible range (488 nm for the phenyl-DPP and 578 nm for the thiophene-DPP) and intense fluorescence at, respectively, 554 nm (Φ_F 0.36) and 609 nm (Φ_F 0.19). The phenyl-DPP dye exhibits a maximum broad band lasing efficiency of 14.6% and a maximum narrow band lasing efficiency of 9.5% with a wide tunable range (554 nm to 616 nm) on excitation with a second harmonic of a Q-switched Nd:YAG (532 nm) laser in MeOH/H₂O. The lasing efficiency remains unaffected for hours. The thiophene-DPP dye does not show any lasing action.

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巯基二酮吡咯(DPP)激光染料的设计与合成

我们设计了一种可溶于极性溶剂的新型双酮吡咯染料。通过将3,6-苯基残基取代噻吩基团，染料的颜色发生了变化。在极性溶剂中的溶解度通过二甲氨基丙炔片段与1,3-磺胺酮的烷基化反应得到了磺胺甜菜碱部分。这些染料在可见光范围内(苯基- dpp为488 nm，噻吩- dpp为578 nm)具有强而宽的吸收，荧光强度分别为554 nm (ΦF 0.36)和609 nm (ΦF 0.19)。苯基dpp染料在MeOH/H2O中受调q Nd:YAG (532 nm)激光二次谐波激发时，最大宽带激光效率为14.6%，最大窄带激光效率为9.5%，可调谐范围为554 ~ 616 nm。激光效率在数小时内不受影响。噻吩- dpp染料不表现出任何激光作用。

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