Two‐Photon Absorption‐Related Properties of Functionalized BODIPY Dyes in the Infrared Range up to Telecommunication Wavelengths

Abstract

International audienceAza boron-dipyrromethene dyes functionalized by extended donor-π-conjugated moieties present high potentialities for nonlinear applications in the telecommunication spectral range (1300–1500 nm). Their significant two-photon absorption cross-sections (σ2 > 600 GM) over this entire spectral range, combined with their high stability and solubility, allow nonlinear transmission experiments

The effect of heavy atom to two photon absorption properties and intersystem crossing mechanism in aza-boron-dipyrromethene compounds

“…Calculated TPCS values are written in Table 1 Among 5a-d compounds, 5d has the highest TPCS value (610 GM). In the literature, there are only a few studies about TPA properties of aza-BODIPY compounds [41,50,32]. The highest TPCS value was measured about 30 GM at 800 nm wavelength [41].…”

“…It is known that TPA properties are improved upon increasing charge transfer for BODIPY and aza-BODIPY compounds [49][50][51]. Therefore, in an attempt to find out whether charge transfer to triplet state affect TPA properties, we investigated number and position effects of Br atoms on TPA properties by OA Z-scan technique [49].…”

Azadipyrromethenes: from traditional dye chemistry to leading edge applications

“…This has been described for both tetraaryl azadipyrromethene 3, their BF 2 chelates 29 and zinc complexes. 71 aqueous solubility of BF 2 -aza-dipyrromethenes is the introduction of water-solubilizing functional groups via phenolic oxygen(s). Examples of this include bis-and mono-alkyl sulfonic acid derivatives 57 and 58 which are formed by reaction of 29h or 31a with propane-1,3-sultone (Scheme 29).…”

Dihydronaphthalene‐Fused Boron–Dipyrromethene (BODIPY) Dyes: Insight into the Electronic and Conformational Tuning Modes of BODIPY Fluorophores

“…Simple, alkyl-substituted dipyrrin BODIPYs, however, display absorption and emission bands with maxima only in the region of 480-540 nm so that today considerable effort is being made to shift the optical properties to the red. [5,[14][15][16][17][18] Several strategies have been reported to be successful such as the introduction of aryl substituents in the 3,5-and/or 1,7-positions of the BODIPY core (like in compounds 4, [19] 5, [20] 6, [21] 7, [22] 8 [23] and 9; [24] Scheme 2) or electron acceptors in the meso position, [25][26][27] aromatic ring fusion, [28][29][30] extension of the electronic p system by styryl substitution [31][32][33][34][35][36][37][38] or aza-substitution of the meso-carbon atom (like in compounds 7 and 9; Scheme 2).…”