Preparation and Properties of Silicon-Modified Polynaphthalimides

Abstract

Silicon-modified polynaphthalimides derived from 1,4,5,8-naphthalenetetracar-boxylic dianhydride, 4,4′-dinaphthalic anhydride and bis(1, 8-dicarboxynaphth-4-yl)dimethyl silane dianhydride and several types of aromatic diamines were prepared and their thermal stability was studied. The monomers of 4, 4′-dinaphthalic anhydride and bis(1, 8-dicarboxynaphth-4-yl)dimethyl silane dianhydride were also synthesized from acenaphthene followed by oxidation. Polyimides obtained were brittle because of the low molecular weight and the rigidity of the polymer structure. Therefore, no good thin films were made from the polyimides (the colour of which was dark brown). The imidization of polynaphthalimide occurred in the temperature range of 100–200 °C which is lower by about 50 °C than that of polypyromellitimide. The polyimides having a naphthalimide structure showed higher thermal decomposition temperature than the polyimides having a pyromellitimide structure derived from pyromellitic dianhydride. However, the decomposition temperature of silicon-modified polynaphthalimides decreased with increasing silicon content in the polyimides.

Get full access to this article

View all access options for this article.

References

[1] Mittal K L (ed) 1984 Polyimides vol 1 (New York: Plenum)

[2] Scola D A and Vontel J H 1989 CHEMTECH February, p 112-112

[3] Jensen R J and Lai J H 1989 Polymers for Electronic Applications ed J H Lai (Boca Raton, FL: CRC) p 33-33

[4] Feger C , Khojasteh M M and Htoo M S (ed) 1993 Advances in Polyimide Science and Technology (Technomic)

[5] Arnord C Jr 1979 J. Polym. Sci. Macromol. Rev. 14 265-265

[6] Loughran G A and Arnold F E 1977 Polym. Preprint 18 831-831

[7] Yamazaki Y and Suzuki T 1973 J. Chem. Soc. Japan. 1973 1029-1029

[8] Yamazaki Y and Suzuki T 1973 J. Chem. Soc. Japan. 1973 1071-1071

[9] Yamazaki Y , Suzuki T and Irie Y 1973 J. Chem. Soc. Japan. 1973 2401-2401

10.

[10] Yamazaki Y , Suzuki T and Ohkubo Y 1973 J. Chem. Soc. Japan. 1973 1033-1033

11.

[11] Yamazaki Y and Suzuki T 1973 J. Chem. Soc. Japan. 1973 1812-1812

12.

[12] Tsutsumi N , Tsuji A , Horie C and Kiyotsukun T 1988 Eur. Polym. J. 24 837-837

13.

[13] Yoon T H , Arnold C A and McGrath J E 1990 35th Int. SAMPE Symp. (Preprint 82)

14.

[14] Okinoshima H 1993 Denshizairyou 66-66

15.

[15] Furukawa N and Yamada Y 1995 J. Adhesion Soc. Japan 31 443-443

16.

[16] Yamada Y , Furukawa N and Kimura Y 1997 Kobunshi Kako 46 50-50

17.

[17] Jones L A and Watson R 1973 Can. J. Chem. 51 1833-1833

18.

[18] Ross S D , Finkelstein M and Petersen R C 1958 J. Am. Chem. Soc. 80 4327-4327

19.

[19] Michell R H 1979 J. Org. Chem. 44 4733-4733

20.

[20] Numata S , Fujisaki K and Kinjo N 1984 Polyimides vol 1, ed K L Mittal (New York: Plenum) p 259-259