160347-76-2

Upstream product

• 29558-77-8 4-bromo-4'-hydroxybiphenyl 
• 126747-14-6 4-cyanophenylboronic acid 

Downstream Products

• 1215807-68-3 2,5-dibromo-3-{[(4-(4'-cyano)terphenyloxy)carbonyl]methyl}thiophene 

Relevant academic research and scientific papers

Synthesis of Hydroxy-Substituted p-Terphenyls and some Larger Oligophenylenes via Palladium on Charcoal Catalyzed Suzuki-Miyaura Reaction

A ligand-free heterogeneous palladium on charcoal (Pd/C)-catalyzed Suzuki-Miyaura cross-coupling has been performed. The series of substituted p-terphenyls were prepared in very good yields without exclusion of air and with low catalyst loadings. Moreover, the developed environmentally benign and scalable protocol enables to use electron poor and sterically hindered boronic acids. (Figure presented.).

Synthesis and properties of light-emitting polythiophene derivatives bearing terphenyl mesogenic pendant

A series of polythiophenes containing terphenyl mesogenic side chain at the third position through ester bonding was synthesized by dehalogenative polycondensation. The thiophene monomers 2,5-bromo-3-{[(4-(4'-cyano) terphenyloxy)carbonyl]-methyl]}-thiophene [M(CN)] and 2,5-bromo-3-{[(4-(4'- methoxy)terphenyloxy)-carbonyl]methyl}-thiophene [M(OCH3)] were prepared via Suzuki reation and esterification reactions, in sequence. The structures and properties of the monomers and polymers were characterized and evaluated with nuclear magnetic resonance, infrared spectroscopy, thermogravimetry, differential scanning calorimetry, polarized optical microscopy, ultraviolet spectroscopy, and photoluminescence. All of the polymers were stable, losing little of their weights when heated to 300°C. The polymers showed good solubility and could be dissolved in common solvents such as CHCl3, THF, DMF, etc. The monomers exhibited enantiotropic SmAd phases with a bilayer arrangement in the heating and cooling processes. Due to short spacer methylene ester between the bulk terphenyl mesogenic side chain and rigid polythiophene main chain, the polymers could not exhibit liquid crystallinty at elevated temperature. The existence of the chromophoric terphenyl core endows the polymers with high photoluminescence. When their CH2Cl2 solutions were photoexcited, the polymers emitted a strong UV light about 400nm.

Effects of substitution and terminal groups for liquid-crystallinity enhanced luminescence of disubstituted polyacetylenes carrying chromophoric terphenyl pendants

Liquid-crystalline and light-emitting poly(2-alkyne)s containing terphenyl cores with hexamethyleneoxy spacers, and cyano or n-propoxy tails - [CH3C=C(CH2)6O-terphenyl-R] n -, where R=CN, CH3PA6CN, R=OCH2CH 2CH3, CH3PA6OPr, were synthesized. The effects of the substitution and terminal groups on the properties, especially the mesomorphic and optical properties of the polymers, were investigated. The disubstituted acetylene monomers (CH3A6CN, CH3A6OPr) were prepared through multistep reaction routes and were polymerized by WCl6-Ph4Sn in good yields (up to 82%). All the monomers and CH3PA6CN exhibited the enantiotropic SmA phase with a monolayer arrangement at elevated temperatures, whereas CH3PA6OPr formed a bilayer SmAd packing arrangement. Upon excitation at 330 nm, strong UV and blue emission peaks at 362 and 411 nm were observed in CH3PA6OPr and CH3PA6CN, respectively. The luminescent properties of CH3PA6CN and CH3PA6OPr have been improved by introducing the methyl substituted group, and the quantum yield of the polymer with cyano tail CH3PA6CN (Φ = 74%) was found to be higher than that of CH3PA6OPr (Φ = 60%). Compared to polyacetylene parents, both CH3PA6OPr and CH3PA6CN showed a narrower energy gap. This demonstrated that the electrical conductivities of polyacetylenes could be enhanced by attaching appropriate pendants to the conjugated polyene backbones.

Synthesis and thermal analysis of disubstituted propiolates bearing terphenylene mesogen

Novel disubstituted propiolates bearing chromophoric terphenylene mesogenic groups, namely, 40-cyano- 4-terphenylyl-2-octynate M(CN) and 40-methoxyl-4-terphenylyl- 2-octynate M(OCH3) are synthesized, where the terphenyl groups are connected to the C≡C through ester linkage directly. Using transition-metal catalysts such as the classical MoCl 5- and WCl6-based metathesis catalysts, the polymerization of the M(CN) and M(OCH3) are carried out in a series of different solution, however, did not obtain any products. It suggests that the WCl 6- and MoCl5-based catalysts are poisoned by the polar groups, on the other hand, the bulk terphenyl groups and the long alkyl chain around the C≡C bond might inhibit the reaction. M(CN) displays monotropic nematicity, whereas M(OCH3) exhibits enantiotropic nematicity and smecticity (SmAd) with a bilayer arrangement when cooled and heated. Ultraviolet spectroscopy and photoluminescence measurements also show that the terphenyl groups endow disubstituted propiolates with strong UV light absorption and high photoluminescence. Akademiai Kiado, Budapest, Hungary 2009.