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Abstract

Two different aliphatic anhydrides and three aromatic diamines were selected to prepare polyimides soluble in chloroform and dichloromethane. Five synthetic methods were compared: polycondensation with triphenylphosphate (Higashi method), polycondensation in hot m-cresol and in hot 1,2-dichlorobenzene, polycondensation in bulk or in solution in the presence of acetic anhydride and polycondensation in ionic liquids. The highest molecular weights were obtained in m-cresol and in NN'-bis(n-propyl)imidazolium bromide. The matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectra revealed that the fraction of cyclic polyimides increased with the molecular weight of the entire sample. The identification of high molar mass cycles (detected up to 12 000 Da) was limited by the mass spectrometry, not by the chemical course of the polycondensations.

Keywords

Polyimides polycondensation cyclization ionic liquids MALDI-TOF

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References

[1] Cassidy P E 1982 Thermally Stable Polymers ( New York: Marcel Dekker ) Chapter 5

[2] Sroog C E 1991 Progr Polym. Sci. 16 561-561

[3] Feger C , Khohasteh M M and McGrath J E (eds) 1989 Polyimides-Chemistry, Materials and Characterization ( Amsterdam: Elsevier Publ. )

[4] Dc Abajo J 1992 Handbook of Polymer-Syntheses Kricheldorf H R ed ( New York: Marcel Dekker ) Chapter 15

[5] Kricheldorf H R (ed) 1999 Adv. Polym. Sci. vol 140 and 141

[6] Kricheldorf H R , Rabenstein M , Maskos M and Schmidt M 2001 Macromolecules 34 713-713

[7] Kricheldorf H R , Bohme S , Schwarz G and Schultz C-L 2002 Macromol. Rapid Commun. 23 803-803

[8] Kricheldorf H R , Böhme S and Schwarz G 2001 Macromolecules 34 8879-8879

[9] Kricheldorf H R and Schwarz G 2003 Macromol. Rapid Commun. 24 359-359

10.

[10] Kricheldorf H R , Boöhme S , Schwarz G , Krüger R-P and Schulz G 2001 Macromolecules 34 8886-8886

11.

[11] Stanford J L , Stepto R F T and Waywell P R 1975 J Chem. Soc. Faraday Trans. 71 1308-1308

12.

[12] Gordon M and Temple W B 1972 Makromol. Chem. 152 277-277

13.

[13] Flory P J 1946 Chem. Rev. 39 137-137

14.

[14] Vygodskii Y , Lozinskaya E L and Shaplov A S 2002 Macromol. Rapid Commun. 23 676-676

15.

[15] Li Y-S , Schwarz G and Krichieldorf H R 2000 J. Polym. Sci. Part A Polym. Chem. 38 1630-1630

16.

[16] Yarnazaki N , Higashi F and Kawabata J (ed) 1974 J. Polym. Sci. Polym. Chem. 12 2149-2149

17.

[17] Higashi F, Goto M and Kakinoki H (ed) 1980 J. Polym. Sci. Polym. Chem. 18 1711-1711

18.

[18] Espeso J F , De La Campa J and De Abajo J 2000 J. Polym. Sci. Part A Polym. Chem. 38 1014-1014

Cyclic Polyimides - A Comparison of Synthetic Methods

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