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Organic Amorphous Material N.N.N.N′‐tetraaryl(Ar 1 2 Ar 2 2 )‐1,1′‐biphenyl‐4,4′‐diamine
Author(s) -
Maiti B. C.,
Wang S. Z.,
Cheng C. P.,
Huang D. J.,
Chao C.I.
Publication year - 2001
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200100155
Subject(s) - amorphous solid , biphenyl , chemistry , melting point , diamine , glass transition , crystallography , ion , analytical chemistry (journal) , polymer , polymer chemistry , organic chemistry
A series of N,N,N,N′‐tetraaryl(Ar 1 2 Ar 2 2 )‐1,1′‐biphenyl‐4,4′‐diamine were synthesized by the Pd(0) catalyzed C‐N bond formation methodology. The physical properties, including glass transit ion temperature (Tg), melting point (Mp) and oxidation potential were measured. For Ar 1 = 2‐naphthyl and Ar 2 = 3‐toly ( 4f ) and Ar 2 = 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 pat tern of4f further confirmed that it is truly amorphous through out the temperature range in which it is solid. There fore, we have demonstrated that a low molecular weight organic solid can be amorphous. This is an important aspect in the prep a ration of morphologically stable amorphous thin film. Other compounds with Ar 1 = Ph, 1‐naphthyl while Ar 2 = 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 Ar 1 = 1‐naphthyl and 2‐naphthyl and identical Ar 2 are exactly the same. The molecular structural features must be important factors for an organic solid to be in the amorphous state.