910467-79-7

Usage

Uses

Used in Organic Synthesis:
((4-((4-Fluorophenyl)ethynyl)phenyl)-ethynyl)trimethylsilane is used as a synthetic intermediate for the creation of various organic materials, including polymers and pharmaceuticals. Its ability to introduce functional groups and modify the properties of organic molecules makes it a crucial component in the development of new materials with tailored characteristics.
Used in Chemical Research and Development:
Due to its distinctive structure and properties, ((4-((4-Fluorophenyl)ethynyl)phenyl)-ethynyl)trimethylsilane serves as a valuable tool in chemical research and development. It aids scientists in exploring new reaction pathways, understanding molecular interactions, and advancing the knowledge of organic chemistry.
Used in Pharmaceutical Industry:
((4-((4-Fluorophenyl)ethynyl)phenyl)-ethynyl)trimethylsilane is used as a building block in the pharmaceutical industry for the synthesis of novel drug candidates. Its unique structure allows for the creation of molecules with specific biological activities, potentially leading to the development of new therapeutic agents.
Used in Materials Science:
In the field of materials science, ((4-((4-Fluorophenyl)ethynyl)phenyl)-ethynyl)trimethylsilane is utilized for the development of advanced materials with improved properties. Its incorporation into polymers and other materials can enhance their stability, reactivity, or other desired characteristics, making it an important component in material innovation.

Upstream product

• 766-98-3 1-ethynyl-4-fluorobenzene 
• 134856-58-9 1-iodo-4-(trimethylsilylethynyl)benzene 
• 352-34-1 4-fluoro-1-iodobenzene 

Relevant academic research and scientific papers

Systematic studies on photoluminescence of oligo(arylene-ethynylene)s: Tunability of excited states and derivatization as luminescent labeling probes for proteins

Functionalized oligo(phenylene-ethynylene)s (OPEs) with different conjugation lengths, p-X(C6H4C≡C) nSiMe3 (n = 1-4; X = NH2, NMe2, H) were synthesized by Sonogashira coupling of (phenylene-ethynylene)s and 1-iodo-4-(trimethylsilylethynyl)benzene, followed by desilylation of the p-substituted (trimethylsilylethynyl)benzenes with potassium hydroxide. The photoluminescent properties for the OPE series with different chain lengths and their solvatochromic responses were examined. The absorption maxima were red-shifted with increasing numbers of -(C6H4C≡C)- units (n), and a linear plot of the absorption energy maxima vs. 1/n was obtained for each series. The emission spectra in dichloromethane showed a broad and structureless band, the energies of which (in wavenumbers) also fit linearly with 1/n. Both the absorption and emission wavelength maxima of the NH2- and NMe2-substituted OPEs exhibited significant solvent dependence, whereas the parent OPEs (X = H) showed only minor shifts of the λmax values in different solvents. Substituent effects upon the photoluminescent characteristics of the OPEs and the tunability of the excited states were examined with the p-X(C6H4C≡C) nSiMe3 (n = 2, 3; X = NH2, NMe2, H, SMe, OMe, OH, and F) series. The H- and F-substituted counterparts exhibited high-energy vibronically structured emissions attributed to the 3(ππ*) excited states of the (arylene-ethynylene) backbone. For compounds bearing NH2 and NMe2 groups, a broad red-shifted emission with a remarkable Stokes shift from the respective absorption maximum was observed, which can be assigned to an n → π* transition. The n → π* assignment was supported by MO calculations on the model compounds p-X(C6H4C≡C) 2SiH3 (X = NH2, H). Functionalization of the oligo(arylene-ethynylene)s with the N-hydroxysuccinimidyl (NHS) moiety enabled covalent attachment of the fluorophore to HSA protein molecules. A series of fluorescent labels, namely p-X(C6H4C≡C) n-C6H4NHS, (n = 1, X = NH2, NMe 2, SMe, OMe, OH, F; n = 2, X = NH2, NMe2) and p-Me2NC6H4C≡C(C4H 2S)-C≡CC6H4NHS were synthesized, and their conjugates with HSA (human serum albumin) were characterized by MALDI-TOF mass spectrometry, UV/Vis absorption spectroscopy, and gel electrophoresis. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.