Journal of the Chinese Chemical Society p. 1059 - 1064 (2001)
Update date:2022-08-28
Topics:
Maiti
Wang
Cheng
Huang
Chao
A series of N,N,N,N′-tetraaryl(Ar12Ar2 2)-1,1′-biphenyl-4,4′-diamine were synthesized by the Pd(0) catalyzed C-N bond formation methodology. The physical properties, including glass transition temperature (Tg), melting point (Mp) and oxidation potential were measured. For Ar1 = 2-naphthyl and Ar2 = 3-toly (4f) and Ar2 = 3-ethylphenyl(4h), the DSC charts indicate that they have Tg, but no observable Mp. These two compounds are amorphous in solid state. The X-ray powder diffraction pattern of 4f further confirmed that it is truly amorphous throughout the temperature range in which it is solid. Therefore, we have demonstrated that a low molecular weight organic solid can be amorphous. This is an important aspect in the preparation of morphologically stable amorphous thin film. Other compounds with Ar1 = Ph, 1-naphthyl while Ar2 = 3-toly or 3-ethylphenyl are normal compounds with both Tg and Mp when prepared in their glassy state by rapid cooling of their melt. The oxidation potentials for compounds with Ar1 = 1-naphthyl and 2-naphthyl and identical Ar2 are exactly the same. The molecular structural features must be important factors for an organic solid to be in the amorphous state.
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