406491-11-0

Upstream product

• 624-38-4 para-diiodobenzene 
• 406491-06-3 N,N-dihexyl-4-ethynylaniline 
• 406491-04-1 4-[4-(dihexylamino)phenyl]-2-methyl-3-butyn-2-ol 
• 638-45-9 1-Iodohexane 
• 540-37-4 p-aminoiodobenzene 
• 689250-82-6 N,N-dihexyl-4-[2-(trimethylsilyl)ethynyl]benzenamine 

Downstream Products

• 944245-10-7 C₃₁H₄₃NSi 
• 944245-12-9 C₇₈H₁₀₄N₂O₂ 

Relevant academic research and scientific papers

Two-photon absorption properties of proquinoidal D-A-D and A-D-A quadrupolar chromophores

We report the synthesis, one- and two-photon absorption spectroscopy, fluorescence, and electrochemical properties of a series of quadrupolar molecules that feature proquinoidal p-aromatic acceptors. These quadrupolar molecules possess either donoracceptor donor (D-A-D) or acceptordonoracceptor (A-D-A) electronic motifs, and feature 4-N,N-dihexylaminophenyl, 4-dodecyloxyphenyl, 4-(N,N-dihexylamino)benzo[c][1,2,5]thiadiazolyl or 2,5-dioctyloxyphenyl electron donor moieties and benzo[c][1,2,5]thiadiazole (BTD) or 6,7-bis(30,70-dimethyloctyl)[1,2,5]thiadiazolo[3,4-g]quinoxaline (TDQ) electron acceptor units. These conjugated structures are highly emissive in nonpolar solvents and exhibit large spectral red-shifts of their respective lowest energy absorption bands relative to analogous reference compounds that incorporate phenylene components in place of BTD and TDQ moieties. BTD-based D-A-D and A-D-A chromophores exhibit increasing fluorescence emission redshifts, and a concomitant decrease of the fluorescence quantum yield (Ff) with increasing solvent polarity; these data indicate that electronic excitation augments benzothiadiazole electron density via an internal charge transfer mechanism. The BTD- and TDQcontaining structures exhibit blue-shifted two-photon absorption (TPA) spectra relative to their corresponding one-photon absorption (OPA) spectra, and display high TPA cross sections (>100 GM) within these spectral windows. D-A-D and A-D-A structures that feature more extensive conjugation within this series of compounds exhibit larger TPA cross sections consistent with computational simulation. Factors governing TPA properties of these quadrupolar chromophores are discussed within the context of a three-state model.

Synthesis, fluorescence, and two-photon absorption of a series of elongated rodlike and banana-shaped quadrupolar fluorophores: A comprehensive study of structure-property relationships

An extensive series of push-push and pull-pull derivatives was prepared from the symmetrical functionalization of an ambivalent core with conjugated rods made from arylene-vinylene or arylene-ethynylene building blocks, bearing different acceptor or donor

Synthesis and photophysical properties of new conjugated fluorophores designed for two-photon-excited fluorescence

(equation presented) Novel elongated push-push fluorophores (e.g., 9) were synthesized by 2-fold Sonogashira or Wittig-Horner reactions. Modulation of the length and topology of the conjugated connectors allows tuning of their photophysical properties. In