Two-Photon Absorption at Telecommunications Wavelengths in a Dipolar Chromophore with a Pyrrole Auxiliary Donor and Thiazole Auxiliary Acceptor

Abstract

Three new dipolar chromophores based on a diaklyaminophenyl donor, a pyrrole auxiliary donor, a thiazole auxiliary acceptor, and strong heterocyclic acceptors have been synthesized. For one of these compounds we have measured a very large non-degenerate two-photon cross section of ca. 1500 GM in the near-IR telecommunications range using a pump-probe technique. Calculations indicate the cross section for degenerate two-photon absorption is likely to be ca. 60% of this value.

Squaraine Compounds: Tailored Design and Synthesis towards a Variety of Material Science Applications

“…The behaviour is due to the less efficient electron coupling of the end-capping donating unit and the electron deficient squarilyum core. [22] Buschel and Ajayaghosh prepared derivatives 9 and 10 in order to study their spectroelectrochemical behaviour [23] (Scheme 4, c). Finally Beverina and Pagani prepared the first indolizine-derived squaraine 11 in the context of reactive oxygen species sensitization [24] and squaraine 12 in the context of optical limiting.…”

Zweiphotonenabsorption und das Design von Zweiphotonenfarbstoffen

“…B. 5 [39] und 6, [33] doch in der Regel scheint die 2PA für dipolare Systeme schwächer zu sein als für zentrosymmetrische Farbstoffe derselben Größe und Komplexität. Die Variation der Donor-und Akzeptorsubstituenten ist mittlerweile ein beliebter Weg zu neuen Zweiphotonenfarbstoffen.…”

“…Die Variation der Donor-und Akzeptorsubstituenten ist mittlerweile ein beliebter Weg zu neuen Zweiphotonenfarbstoffen. Marder, [24,[39][40][41] Prasad [37,42,43] und BlanchardDesce [27,[44][45][46][47][48] sowie viele andere Forschergruppen haben auf diesem Gebiet wichtige Beiträge geleistet. Schon einfache Struktur-Eigenschafts-Beziehungen können hierbei helfen, obgleich die einzelnen Faktoren, die die Zweiphotonenabsorption beeinflussen, eng miteinander zusammenhängen.…”

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

“…Maximal TPA cross-section of ca. 1500 GM at 1.44 mm and 1600 GM at 1.3 mm have been reported for dipolar and quadrupolar squarine-type chromophores, respectively, [11,12] whereas nickel (bisdithiolene) complexes [13] and singlet diradical systems [14] exhibit significant s 2 over the entire telecommunication range. On the other hand, numerous fused-, extended-, or organizedporphyrin complexes have been reported with very large TPA crosssections ranging from 10 3 to 10 4 GM.…”

“…This value is close to that of cyanine compounds, [20] and in the same order of magnitude than that of dipolar or quadrupolar derivatives. [11,12] In addition to the high solubility, exceptional thermal stability (T d10 about 360 8C) and the large-scale availability of B 2 allowed us to perform nonlinear transmittance experiments in the telecommunication spectral range. Such experiments were carried out for B 2 in a highly concentrated solution (c ¼ 0.1 mol L…”