The simple methods of synthesis of hardly accessible substituted biphenyl, dibenzothiophene, carbazole and phenanthrene derivatives were elaborated starting from dimethyl 4,4'-biphenyldicarboxylate. The series of new luminophores with extended π-conjugated chains based on combinations of biphenyl, carbazole, dibenzothiophene, phenanthrene fragments and alternating phenyl, vinyl or heterocyclic units were synthesized by the Wittig and the Knoevenagel reactions of corresponding aromatic dialdehydes and different CH-acids or phosphonium salts. Investigation of the effect of various substituents on the luminescent properties has been presented. The new luminophores could be used as emissive or charge transport layers in organic light emitting diodes (OLEDs).
The results of studies on the synthesis of new sulfamides of oxydibenzoic acid containing pharmacophoric fragments of heterocyclic amines of the 2-arylaminopyrimidine series are presented. The sulfamides of 4-(4-carboxyphenyl)-3-sulfobenzoic acid were obtained by acylation of amines of the pyrimidine series with 4,4'-oxydibenzoic acid 2-monosulfochloride. Arylaminopyrimidine diamides of 4,4'-hydroxydibenzoic acid were synthesized in preparative yields of 75-87% by acylation of amines with 4,4'-hydroxydibenzoic acid dichloroanhydride. The reactivity of 4,4'-hydroxybenzoic acid chlorides in the acylation of amines is discussed.
Synthesis of new asymmetric poly-π-conjugated 1-substituted derivaties of 5,5-dioxodibenzothiophene containing 1,2,3-oxadiazole fragment in the main chain of conjugation and cyclic fragments as the central chromophore are synthesized. The preparative yield of the target compounds was achieved using phosphorus (V) oxychloride as a cyclizing agent. The compounds obtained have high melting points and are blue phosphorescent luminophores.
Synthesis of new asymmetric poly-π-conjugated amino derivatives of biphenyl and 3,5-dioxodibenzothiophene containing phenylethyl and fluorophenyl ethenyl fragments in the main chain of conjugation and cyclic fragments as the central chromophore was conducted. Due to the presence of alkylamine substituents, a bathochromic shift (by 15–25 nm) is observed for all the synthesized compounds in comparison with compounds that do not have alkylamine substituents. The compounds obtained are blue phosphorescent luminophores.
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