Synthesis of aliphatic polyimides containing adamantyl units

Aliphatic polyimides containing adamantyl units (APIs) were prepared by the poly(addition/condensation) of a dianhydride bicyclo[2.2.2]octane-2,3,5,6-tetracarboxylic 2,3 : 5,6-dianhydride with a rigid diamine, 1,3-diaminoadamantane or 3,3′-diamino-1,1′-biadamantyl, and a flexible diamine, 4,4′-methylenebis(cyclohexylamine) or 1,4-cyclohexanediamine. One-step polymerizations were conducted at 80–200°C in m-cresol, producing APIs with inherent viscosities up to 0.53 dL g−1. These APIs are soluble in haloalkanes, m-cresol, and sulfuric acid and show high thermal stability and excellent transparency. © 1999 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 37: 3584–3590, 1999

[1]  H. Seino,et al.  Preparation and Properties of Polyisoimides as a Highly Dimensionally Stable Polyimide Precursor with Low Dielectric Constant , 1997 .

[2]  S. Ando,et al.  Coloration of Aromatic Polyimides and Electronic Properties of Their Source Materials , 1997 .

[3]  M. Sanchez,et al.  Polyimides derived from nonaromatic monomers: synthesis, characterization and potential applications , 1996 .

[4]  Y. Chern,et al.  Preparation and properties of polyamides and polyimides derived from 1,3‐diaminoadamantane , 1996 .

[5]  S. Ando,et al.  Polyimides Derived from 2,2'-Bis(trifluoromethyl)-4,4'-diaminobiphenyl. 4. Optical Properties of Fluorinated Polyimides for Optoelectronic Components , 1994 .

[6]  K. Horie,et al.  Polyimides with alicyclic diamines. II. Hydrogen abstraction and photocrosslinking reactions of benzophenone-type polyimides , 1994 .

[7]  Tohru Matsuura,et al.  Polyimides derived from 2,2'-bis(trifluoromethyl)-4,4'-diaminobiphenyl. 3. Property control for polymer blends and copolymerization of fluorinated polyimides , 1993 .

[8]  F. Mercer,et al.  Dielectric and thermal characterization of fluorinated polyimides containing heterocyclic moieties , 1993 .

[9]  T. Matsuura,et al.  Polyimides derived from 2,2'-bis(trifluoromethyl)-4,4'-diaminobiphenyl. 2. Synthesis and characterization of polyimides prepared from fluorinated benzenetetracarboxylic dianhydrides , 1992 .

[10]  Junichi Imaizumi,et al.  Thermal Expansion Behavior of Various Aromatic Polyimides , 1985 .

[11]  H. Reinhardt.  Biadamantane and Some of Its Derivatives , 1962 .