Synthesis and characterization of novel fully aliphatic polyimidosiloxanes based on alicyclic or adamantyl diamines

Abstract

A series of fully aliphatic polyimidosiloxanes (APISiO) were prepared by poly(addition/condensation) reaction of bicyclo [2,2,2] oct‐7‐ene‐2,3,5,6‐tetracarboxylic dianhydride or cyclobutane‐1,2,3,4‐tetracarboxylic dianhydride and varying compositions of 1,3‐bis (3‐amino propyl)‐tetra methyl disiloxane and rigid adamantyl diamines (1,3‐diaminoadamantane or 3,3′‐diamino‐1,1′‐diadamantane) or flexible alicyclic diamines (4,4′‐methylene bis(cyclohexylamine) or 4,4′‐methylene bis(2‐methylcyclohexylamine)). High temperature one‐step synthesis in m‐cresol was employed to obtain APISiOs with intrinsic viscosity in the range of 0.28–0.59 dL/g. The final materials were characterized by 1H and 13C NMR, 29Si‐MAS‐NMR and IR spectroscopic analysis, thermogravimetric and differential scanning calorimetric analysis, and wide angle X‐ray diffractometry. UV–visible spectra revealed the optical behavior of the polyimides. It was found that the APISiOs containing appropriate ratio of adamantyl moieties together with flexible aliphatic siloxane groups exhibit good thermal and mechanical stabilities, solubility, fair transparency, and low dielectric constant (2.4–2.7). © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 5254–5270, 2006

Preparation of robust, flexible, transparent films from partially aliphatic copolyimides

“…29 Generally, as the degree of backbone flexibility increases and/or as the degree of intermolecular interactions decreases the polymer solubility increases. Because DAn and CPDA are rigid while BTDA is relatively flexible, the degree of backbone flexibility of the polyimides would decrease with increasing content of DAn or CPDA unit.…”

Synthesis, characterization, and properties of petroleum-based methacrylate polymers derived from tricyclodecane for microelectronics and optoelectronics applications

“…The dielectric constants of PADMA, PTCDMA, and P(ADMA-co-TCDMA) were 2.18, 2.19 and 2.23, respectively, all of which were lower than that of PMMA (3.44). The lower dielectric constants of PADMA, PTCDMA and P(ADMA-co-TCDMA) 21 were attributed to the fact that adamantane and tricyclodecane are fully-aliphatic hydrocarbons, and thus lead to low hydrophobicity and polarity [33]. It was observed that the dielectric constant of P(ADMA-co-TCDMA) was slightly higher than those of PADMA and PTCDMA.…”

Nanoporous thin films of fully alicyclic polyimides

“…Polyimide structure modification has extensively been studied for this purpose. Typical methods of the chemical modification involve the incorporation of fluorine substituents, 2,4-6 alicyclic structures, [7][8][9][10][11][12][13][14][15] and other bulky groups. 16 On the other hand, the introduction of nanopores into a polyimide film has been reported to be an effective way to lower its dielectric constant.…”