189139-40-0

Upstream product

• 92186-08-8 4-Bromomethyldodecylbenzene 
• 5519-35-7 p-(n-dodecyl)benzyl alcohol 
• 86892-28-6 p-dodecyl ethyl benzoate 
• 112-41-4 1-dodecene 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 15890-72-9 laurylmagnesium bromide 
• 347390-18-5 1,3-bis(4-bromophenyl)-2-propanone ethylene acetal 
• 123-01-3 1-dodecylbenzene 

Downstream Products

• 217489-65-1 2,3,4,5-tetrakis(4-dodecyl-phenyl)-cyclopentadienone 
• 189139-45-5 7,9-Bis(4-dodecylphenyl)-8H-cyclopenta[l]acenaphthylen-8-one 
• 352532-72-0 7,14-Bis[4-dodecylphenyl]acenaphtho[1,2-k]-fluoranthene 
• 373360-43-1 C₉₂H₁₂₀O₂ 

Relevant academic research and scientific papers

Method of preparation of alkylated 1,3-diphenylpropan-2-ones, the components for assembly of graphene nanostructures

Long-chain alkylated 1,3-diphenyl-2-propanones are used in the synthesis of graphene nanostructures (graphene nanoribbons and quantum dots). A reliable procedure to obtain mono- or dialkylated diphenyl-2-propanones in 26 and 38% yields has been proposed. The method includes the dioxolane protection of the keto group in 1,3-di-(4-bromophenyl)-2-propanone, then a palladium-catalyzed cross-coupling reaction of the obtained dioxolane with one-and-a-half- or four-fold excess of dodecyl magnesium bromide that leads to a predominant formation of mono- or dialkylation products respectively, followed by hydrolysis of dioxolanes at the last stage to form the desired diphenyl-2-propanones.

8,9-Didehydrofluoranthenes as building blocks for the synthesis of extended polycyclic aromatic hydrocarbons (PAHs)

(equation presented) The synthesis of phenyl-substituted 8,9-dibromofluoranthene and p-dodecylphenyl-substituted 8,9-fluoranthene anthranilic acid is presented. Their synthetic potential as 8,9-didehydrofluoranthene precursors is demonstrated in combinati

Novel perylene chromophores obtained by a facile oxidative cyclodehydrogenation route

New perylene chromophores, phenyl-substituted diindeno[1,2,3-cd: 1′,2′,3′-lm]perylenes 5a,b and 4,4′,7,7′-tetraphenyldiacenaphtho[1,2- k:1′,2′,k′]diindeno[1,2,3-cd:1′,2′,3′- me]perylenes 22a,b, have been synthesized from substituted fluoranthene derivatives 3 a,b and 4 a,b by means of a surprisingly simple oxidative cyclodehydrogenation reaction. The resulting chromophores, when substituted with alkyl chains at the periphery, show good solubility in organic solvents, and a full characterization of the novel red, green, and blue dyes by field-desorption mass spectrometry, UV/Vis and 1H and 13C NMR spectroscopy becomes possible.

Synthesis and self-assembly of functionalized hexa-peri-hexabenzocoronenes

Monolayers of hexa-alkyl substituted derivatives of hexa-peri-hexabenzocoronene (HBC) 1b have previously been investigated by scanning tunneling microscopy (STM) and scanning tunneling spectroscopy (STS). It is expected that different functional groups (electron donating or withdrawing) connected to the aromatic core will influence the packing pattern and possibly the current-voltage characteristics as well. In order to provide suitable model systems, a new synthetic approach to synthesize functionalized HBC derivatives has been developed. This was accomplished by [4+2]-cycloaddition of suitably bromo-substituted diphenyl-acetylenes and 2,3,4,5-tetraarylcyclo-penta-2,4-dien-1-ones followed by an oxidative cyclodehydrogenation with iron(III) chloride/nitromethane. Using this strategy three different substitution patterns were synthesized: 2-bromo-5,8, 11,14,17-pentadodecylhexa-peri-hexabenzocoronene (2a), 2,5-dibromo-8,11,14,17-pentadodecylhexa-peri-hexabenzocoronene (2b), and 2,11-dibromo-5,8,14,17-pentadodecylhexa-peri-hexabenzocoronene (2c). These bromo-substituted HBC derivatives were subjected to palladium catalyzed coupling reactions to give donor (alkoxy, amino) as well as acceptor (ester, cyano) substituted derivatives. The self-assembly of these new HBC derivatives was studied in the bulk as well as at an interface. DSC, optical microscopy, and X-ray diffraction revealed the existence of columnar mesophases. The bulk structure in the mesophase is largely insensitive to changes of the substitution pattern; however, in situ scanning tunneling microscopy at the solid-fluid interface between an organic solution of the HBC derivative and highly oriented pyrolytic graphite reveals different packing patterns of the first adsorbed monolayer.