135329-97-4

Basic information

• Product Name: 4,4'-Didodecyl-trans-stilbene
• Synonyms: 4,4'-Didodecyl-trans-stilbene
• CAS NO: 135329-97-4
• Molecular Weight: 516.894
• Mol File: 135329-97-4.mol

Chemical Properties

• CAS DataBase Reference: 4,4'-Didodecyl-trans-stilbene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Didodecyl-trans-stilbene(135329-97-4)
• EPA Substance Registry System: 4,4'-Didodecyl-trans-stilbene(135329-97-4)

Safety Data

• Hazardous Substances Data: 135329-97-4(Hazardous Substances Data)

Upstream product

• 18869-30-2 (E)-4,4'-dibromostilbene 
• 15890-72-9 laurylmagnesium bromide 
• 156-60-5 trans-1,2-dichloroethylene 
• 126930-72-1 1-bromo-4-dodecylbenzene 

Downstream Products

• 327603-59-8 1,2-Dibromo-1,2-bis(4-dodecylphenyl)ethane 
• 327603-95-2 2,5-bis(4-bromophenyl)-3,4-di(4-dodecylphenyl)cyclopenta-2,4-dien-1-one 
• 156733-60-7 1,2-bis-(4-dodecylphenyl)ethane-1,2-dione 
• 217489-65-1 2,3,4,5-tetrakis(4-dodecyl-phenyl)-cyclopentadienone 
• 170698-86-9 4,4'-didodecyl-1,1'-diphenylacetylene 

Relevant articles and documents

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.

Synthesis and Mesomorphic Properties of 4,4'-Di(n-Alkyl)Stilbenes

A new synthetic method to obtain only trans-isomers of 4,4'-di(n-alkyl)stilbenes is reported.It was found that these series of alkyl-substituted stilbenes exhibit two and three mesophases for n = 8, 9 and 10 and n = 11 and 12 respectively.The identification of the liquid crystalline phases has been carried out by miscibilty tests, microscopic observations and X-ray measurements.The present study shows that all mesophases are characterized by a monolayer structure with either a pseudohexagonal (SG) or a herringbone (SH) arrangement of the molecular planes.Keywords: liquid crystal, stilbene, smectic G phase, smectic H phase