Poly Arylene Ether Dielectrics

Three polyarylene ethers having a M 10,500 with dielectric constants of around 2.5 were prepared and used as low k dielectric layers in electronic applications. 

Polyarylene ethers were prepared using the Ullmann ether synthesis and had s in air of at least 310°C. 

The Ullmann ether catalyst was prepared by charging a 50-ml flask with copper(l) chloride (0.61 mmol) and 0.6 ml of quinoline and then stirring at 25°C for 48 hours. A mixture consisting of 9,9-bis(4-hydroxyphenyl)fluorene (2.86 mmol), benzophenone (5 g), and about 3 ml of toluene was charged to a 50-ml three-necked round bottom flask fitted with a distillation apparatus and heated to 60°C. The mixture was treated 

TABLE 1. Summary of physical and dielectric properties of selected poly(arylene ethers) prepared using the Ullmann ether catalyst. 

Additional derivatives of the current invention were prepared by the author [1] in a subsequent investigation. 

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Zhan Y, Yang J, Zhou Y, Yang X, Meng F, Liu X. Nitrile functionalized graphene for poly(arylene ether nitrile) nanocomposite films with enhanced dielectric permittivity. Mater Lett 2012 78 88-91. 

Zou Y, Yang J, Tang H, Zhong J, Zhao R, Liu X. Preparation and dielectric properties of poly(arylene ether nitrile) containing carboxyl groups/carbon nanotubes composites. J Mater Sci Mater Electron 2012 23(1) 206-11. 

Yang W, Yang X, Pu Z, Xu M, Liu X. The properties (rheological, dielectric, and mechanical) and microtopography of spherical fullerene-filled poly(arylene ether nitrile) nanocomposites. J Appl Poiym Sci 2013. 

Cheng L, Han K, Xu K, Gadinski MR, Wang Q. Modular synthesis and dielectric properties of high-performance fluorinated poly(arylene ether-l,3,4-oxadiazole)s. Polym Chem 2013 4(8) 2436-9. 

Ganesh SD, Pai VK, Kariduraganavar MY, Jay anna MB. Fluorinated poly(arylene ether-1,3,4-oxadiazole)s containing a 4-bro-mophenyl pendant group and its phosphonated derivatives synthesis, spectroscopic characterization, thermal and dielectric studies. Polym-Plastics Technol Eng 2013. 

High performance polymer films and coating materials are increasing being required by the electronics industry for use as interlayer dielectrics and as passivation layers. Aromatic polyimides are general the polymers of choice for these applications because of their unique combination of chemical, physical, and mechanical properties (i). Another class of polymers which have been investigated for these applications are the po arylene ether)s that can be prepared by the nucleophilic displacement of activated aromatic dihalides alkali metal bisphenoxides. Heterocycles such as benzoxazoles (2), imidazoles (5), phenylquinoxalines (.4), and 1,2,4-triazoles (5) have been incorporated within poly(arylene ethers) utilizing this thetic procedure. 

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