Polycyclic-p-terphenyls

Ozonation of benzo[r,s,t]pentaphene (7) followed by oxidative workup led to benzo[r,s,t]pentaphene-5,8-dione (12) (14%), phthalic acid (13) (4%), p-terphenyl-2,2, 3, 2"-tetra-carboxylic acid-2, 3 -anhydride (14) (10%), and 2-(o-car-boxyphenyl)- ,10-phenanthrenedicarboxylic acid anhydride (15) (3%), with a 56% recovery of unreacted 7, Ozonation of pentaphene (11) led to a peroxidic mixture which on oxidative workup led to 2,2 -binaphthyl-3,3 -dicarboxalde-hyde (16) (16%), 2,2 -binaphthyl-3,3 -dicarboxylic acid (17) (16%), and 13 (2%), with a 28% recovery of unreacted 11. A comparison of the reactivity to ozone of carcinogenic polycyclic aromatics benzo c]phenanthrene (1), 7,12-di-methylbenz [a] anthracene (2), 3-methylcholanthrene (3), dibenz[si,]] - (4), and dibenzlsi, ]anthracene (5), benzo Si -pyrene (6) and 7, and the noncarcinogen 11, all determined in our laboratory, leads us to conclude that there is no simple, consistent correlation between carcinogenicity, K-and L-region additivity towards ozone and the Pullmans electronic theory of carcinogenesis. 

Fig. 3 PAHs separation on alkylphosphonate-modified magnesia-zirconia composite (4-6 p.m, 150 mm x 4.6 mm I.D. column). Mobile phase methanol-water (75 25, v/v). 1—Solvent 2— Benzene 3 Toluene 4—Naphthalene 5 Biphenyl 6— Huorene 7 O-terphenyl 8— Af-terphenyl 9—P-terphenyL Source From Retention behavior of some polycyclic aromatic hydrocarbons on alkylphosphonate-modified magnesia-zirconia composite stationary phase for reversed-phase liquid chromatography, in Chin. J. Chromatogr. ...

Fig. 1. Structures of polycyclic compounds, (a) Polychlorinated (brominated) biphenyl (b) Polychlorinated (o-, m-, p-) terphenyl (c) Polychlorinated naphthalene (d) Polychlorinated dibenzofuran...

On the basis of the preceding discussion, we proposed the following formation mechanism of OMCs [166], At OOO C, the products of benzene pyrolysis are known to be polycyclic aromatic hydrocarbon species, such as biphenyl, m-, p-, and o-terphenyls, and anthracene [155]. Such species first adsorb on the pore surfaces of SBA-15. Subsequently, further aromatization and carbonization of the adsorbed species takes place to form the first layer of carbon film [167,168], A layer-by-layer stacking then follows to create stacked graphene sheets. Thns, the favored direction of stacked graphene sheets is parallel to the long axis of the nanorods. Carbon deposition in the pores of the mesoporous silica template will stop when the pore size becomes smaller than the kinetic diameter of the benzene... 

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