Hostname: page-component-78c5997874-8bhkd Total loading time: 0 Render date: 2024-11-19T08:22:07.974Z Has data issue: false hasContentIssue false
  • English
  • Français

Low Dielectric, Hydrophobic Polyimide Homopolymers and Poly(Siloxane Imide) Segmented Copolymers for Electronic Applications

Published online by Cambridge University Press:  21 February 2011

C. A. Arnold ,
Y. P. Chen ,
D. H. Chen ,
M. E. Rogers  and
J. E. McGrath
C. A. Arnold
Affiliation:
Departments of Chemistry and Science and Technology Center: High Performance Polymeric Adhesives and Composites, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061
Y. P. Chen
Affiliation:
Departments of Chemistry and Science and Technology Center: High Performance Polymeric Adhesives and Composites, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061
D. H. Chen
Affiliation:
Departments of Chemistry and Science and Technology Center: High Performance Polymeric Adhesives and Composites, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061
M. E. Rogers
Affiliation:
Departments of Chemistry and Science and Technology Center: High Performance Polymeric Adhesives and Composites, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061
J. E. McGrath
Affiliation:
Departments of Chemistry and Science and Technology Center: High Performance Polymeric Adhesives and Composites, Virginia Polytechnic Institute and State University, Blacksburg, Virginia 24061
Get access

Abstract

Polyimides generally possess excellent thermal and mechanical properties, making them attractive candidates for high performance applications. To be useful for microelectronic applications, however, these materials must also be good insulators, as well as be readily processable.

The incorporation of flexible polysiloxane segments into the polyimide backbone structure has been shown to yield soluble, processable copolyimides with good thermal and mechanical properties. In addition, the siloxane component imparts a number of other significant benefits for electronic applications. These include reduced water sorption, surface modification, good thermal and ultraviolet stability, and resistance to degradation in oxygen plasma environments. For polar polyimide systems, siloxane incorporation will also reduce the dielectric constant. The use of other less polar, more hydrophobic monomers will consistently yield soluble systems with lower dielectric constants as well.

In this work, a series of high molecular weight, soluble polyimide homopolymers and segmented polysiloxane-polyimide copolymers were synthesized by a solution technique. The solution procedure, conducted at lower temperatures (˜170°C) than the classical bulk thermal imidization (300°C), has been shown to yield polyimides of enhanced solubility. In order to further enhance processability, molecular weight was controlled through the incorporation of monofunctional reagents such as phthalic anhydride and maleic anhydride, yielding nonreactive or potentially reactive endgroups, respectively. A series of maleic anhydride terminated imide oligomers with varying molecular weights were synthesized based upon the hexafluoropropane linked dianhydride and bisaniline diamine. In their oligomeric state, they exhibited enhanced solubility compared with their linear high molecular weight analogue. As these monomers were relatively nonpolar and hydrophobic, they afforded polyimides of low dielectric constant and a low level of water sorption. After thermally crosslinking the endgroups, the advantages of insoluble network systems could be realized. Particular advantages for electronic applications include thermal and dimensional stability over a wide temperature range, good mechanical properties, and chemical resistance. Structure-property characterization, including water sorption, dielectric constants, solubility behavior and thermal/mechanical properties will be reported.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 154: Symposium K – Electronic Packaging Materials Science IV , 1989 , 149
Copyright
Copyright © Materials Research Society 1989

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

1. Mittal, K., (Ed.) “Polyimides: Synthesis, Characterization, and Applications”, Vol.1, 2, Plenum Press, New York (1984).Google Scholar
2. Clair, A. K. St., Clair, T. L. St., ACS Symp. Series 346, Bowden, M. J., Turner, S. R. (Ed.) (1987) 437.Google Scholar
3. Clair, A. K. St., Clair, T. L. St., Winfree, W. P., Polym. Mat.: Sci and Eng., 59(2) (1988) 28.Google Scholar
4. Arnold, C. A., Summers, J. D., Chen, Y. P., Chen, D. H., Graybeal, J. D., McGrath, J. E., SAMPE Symp. No.33 (1988) 960.Google Scholar
5. Arnold, C. A., Summers, J. D., Chen, Y. P., Bott, R. H., Chen, D. and McGrath, J. E., Polymer (London), in press, 1989.Google Scholar
6. Policastro, P. P., Lupinski, J. H., Hernandez, P. K., Polym. Mat.: Sci. and Eng. 59(2) (1988) 209.Google Scholar
7. Davis, G. C., Heath, B. A., Gildenblat, G., in “Polyimides: Synthesis, Characterization, and Applications:, Mittal, K. (Ed.) Vol.2, Plenum Press, New York (1984) 842.Google Scholar
8. McGrath, J.E., Sormani, P.M., Elsbernd, C.S. and Kilic, S., Makromol. Chem., Macromol. Symp. Vol.6 (1986) 67.Google Scholar
9. Summers, J.D., Arnold, C.A., Bott, R.H., Taylor, L.T., Ward, T.C., and McGrath, J.E., Polym Prepr 27(2) (1986) 403.Google Scholar
10. Summers, J.D., Arnold, C.A., Bott, R.H., Taylor, L.T., Ward, T.C., and McGrath, J.E., SAMPE Symposium No.32 (1987) p. 613.Google Scholar