18512-55-5

Basic information

• Product Name: 9,10-DiethynylAnthracene
• Synonyms: 9,10-DiethynylAnthracene
• CAS NO: 18512-55-5
• Molecular Formula: C₁₈H₁₀
• Molecular Weight: 226.272
• Mol File: 18512-55-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 107 °C
• Boiling Point: 415.4±18.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 9,10-DiethynylAnthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-DiethynylAnthracene(18512-55-5)
• EPA Substance Registry System: 9,10-DiethynylAnthracene(18512-55-5)

Safety Data

• Hazardous Substances Data: 18512-55-5(Hazardous Substances Data)

Usage

General Description

9,10-Diethynylanthracene, also known as 9,10-bis(phenylethynyl)anthracene, is a polycyclic aromatic hydrocarbon composed of anthracene with two ethynyl groups attached at the 9 and 10 positions. It is a yellowish crystalline compound with a high melting point and is insoluble in water. 9,10-Diethynylanthracene is commonly used in organic electronic devices, such as organic light-emitting diodes (OLEDs) and field-effect transistors (OFETs), due to its high electron mobility and efficient charge transport properties. It is also used in the synthesis of organic semiconductors and functional materials for various optoelectronic applications. Additionally, it has potential applications in photovoltaic devices and organic thin-film transistors due to its promising properties in these areas.

Upstream product

• 47031-58-3 9,10-diethynyl-9,10-dihydroanthracene-9,10-diol 
• 17427-47-3 9,10-diethynyl-9,10-dihydro-anthracene-9r,10t-diol 
• 18750-95-3 9,10-bis(trimethylsilyl)ethynylanthracene 
• 349087-25-8 9,9-diethyl-2,7-bis-trimethylsilanylethynyl-9H-fluorene 
• 18499-69-9 4-[10-(3-Hydroxy-3-methyl-but-1-ynyl)-anthracen-9-yl]-2-methyl-but-3-yn-2-ol 
• 2294-79-3 9,9-diethyl-9H-fluorene 
• 145005-98-7 9,9-diethyl-2,7-diiodo-9H-fluorene 
• 523-27-3 9,10-Dibromoanthracene 
• 113705-11-6 9,10-diiodoanthracene 
• 120-12-7 anthracene 
• 862667-06-9 9,10-bis[(triisopropylsilanyl)ethynyl]-anthracene 
• 84-65-1 9,10-phenanthrenequinone 

Downstream Products

• 18499-71-3 9,10-bis-[3-hydroxy-3,3-bis-(4-methoxy-phenyl)-prop-1-ynyl]-anthracene 
• 18499-70-2 9,10-bis[(diphenylhydroxymethyl)ethynyl]anthracene 
• 18522-44-6 9,10-Bis-<(1-hydroxy-cyclohexyl-(1))-ethinyl>-anthracen 
• 103511-51-9 2,7-bis[(2,3,4,5-tetraphenyl)phenyl]-9,10-anthracene 
• 18532-25-7 9,10-bis-[3-hydroxy-3,3-bis-(4-methoxy-phenyl)-propenyl]-anthracene 
• 18499-74-6 9,10-bis-diphenylpropadienylidene-9,10-dihydro-anthracene 
• 18532-24-6 9,10-bis-(3-hydroxy-3,3-diphenyl-cis-propenyl)-anthracene 
• 18628-66-5 9,10-Bis-<3,3-diphenyl-3-hydroxy-propen-(1-trans)-yl>-anthracen 
• 18532-25-7 9,10-Bis-<3,3-bis-(p-methoxy-phenyl)-3-hydroxy-propen-(1-cis)-yl>-anthracen 
• 448901-77-7 trans-[Ph(Et₃P)2Pt-C_.ident.C-anthracene-9,10-diyl-C_.ident.C-Pt(PEt₃)2Ph] 
• 1059193-39-3 9,10-bis(4-diallylethoxysilylphenylethynyl)anthracene 
• 1228689-05-1 9,10-bis(2-methoxyphenylethynyl)anthracene 
• 1196994-37-2 9,10-bis((E)-dimesitylborylethenyl)anthracene 
• 1337923-89-3 C₃₄H₂₆ 

Related news

Synthesis and properties of organosilicon polymers containing 9,10-DiethynylAnthracene (cas 18512-55-5) units with highly hole-transporting properties09/05/2019

Coupling reactions of 9,10-di(lithioethynyl)anthracene with dichloromono-, di-, and trisilanes, Cl(SiR2)mCl (m=1–3) gave polymers composed of alternating 9,10-diethynylanthracene and organosilicon units. With dichlorotetraorganodisilanes, the corresponding dianthracenophanes composed of two 9,1...detailed

Relevant articles and documents

Anthracene derived dinuclear gold(I) diacetylide complexes: Synthesis, photophysical properties and supramolecular interactions

New anthracene derived dinuclear Au(I)-diacetylide complex (1) has been synthesized in which two Au(I) units are attached at 9,10- positions of ethynyl anthracene moiety. 1 exhibits rare non-covalent intermolecular Au?H-C interactions, leading to the formation of a supramolecular 2D-network. Further, to understand the effect of CCAuPPh3 units at different position, complexes (2) and (3) were synthesized, where CCAuPPh3 units are attached to 2,6- and 1,8- positions of anthracene, respectively. The absorption and emission spectra of 1-3 have been studied and surprisingly 1 was found to be highly fluorescent with high quantum yield compared to 2 and 3, this may be due to more perturbation of Au(I) on π system. Complexes 1-3 have been characterized by elemental analysis, NMR and Mass spectroscopy and authenticated by their single-crystal X-ray structures.

Synthesis, characterization, and properties of anthracene-bridged bimetallic ruthenium vinyl complexes [rucl(co)(pme3) 3]2(μ-CH=CH-anthracene-CHdCH)

Four anthracene-based bimetallic ruthenium vinyl complexes, in which two ruthenium units are attached at different positions (the 9,10-, 1,5-, 2,6-, and 1,8-positions) of the anthracene moiety, have been synthesized by treating the appropriate anthracene-based ethynes with [RuHCl(CO)-(PPh3) 3]. These bimetallic complexes have been thoroughly characterized by NMR, X-ray diffraction, and elemental analysis. According to the single-crystal X-ray structures, the 2,6-disubstituted ruthenium vinyl complex has a more planar structure compared with the 9,10-disubstituted complex, possibly because it has less steric hindrance. Furthermore, we have investigated the optical electronic properties of these complexes, such as their UV/vis absorption spectra, fluorescence spectra, and electrochemical properties. The optical electronic results indicated that the 2,6-disubstituted ruthenium vinyl complex displayed the strongest fluorescence emission due to the more planar structure of its organic conjugated bridge, and the electrochemical studies showed that the two ruthenium centers displayed obvious differences in electronic communication when they are located at different positions on the anthracene unit, with the 9,10-and 1,8-disubstituted ruthenium vinyl complexes exhibiting better electronic communication and higher stability of the mixed-valence complex than the 1,5-and 2,6-disubstituted complexes. 2011 American Chemical Society.

The relationship between molecular structure and electronic properties in dicyanovinyl substituted acceptor-donor-acceptor chromophores

In this contribution we describe a combined experimental and theoretical study of the relation between the molecular structure and the electronic properties of conjugated donor-acceptor type chromophores for light-harvesting applications. A series of model systems was synthesized where a central anthracene (electron donor) is connected to dicyanovinyl units (electron acceptor) through a π-conjugated spacer. The study of the redox and optical properties of these chromophores and of reference compounds without dicyanovinyl units allows us correlate the electronic properties to the presence of the electron withdrawing groups and the molecular conformation. Comparison with calculated electronic structure shows that the construction of chromophores that consist of electron donating and accepting units does not always follow the simple rules that are generally used in the design of such molecules. The results show a subtle relation between the charge transfer character and the geometry of the molecules. In some cases this leads to significant contribution of charge transfer excitation to the absorption spectra of some chromophores while such contributions are completely absent in others.

Tris(trifluoromethyl)germylethynyl derivatives of biphenyl and anthracene: Synthesis, structure, and evidence of the intramolecular charge transfer on the germanium center

Symmetrical and unsymmetrical 4,4′-biphenyl, and 9,10-anthracene derivatives with tris(trifluoromethyl)germylethynyl -CC-Ge(CF3)3 substitutes have been prepared, their properties have been studied and compared with those of dimethyl(