Optically active aromatic polyimides having axially dissymmetric 1,1′-binaphthalene-2,2′-diyl units

Macromolecules

Volumn 29, Issue 17, 1996, Pages 5758-5759

  Mi, Qiding ^a   Gao, Lianxun ^a   Ding, Mengxian ^a  

^a CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC POLYMERS; GEL PERMEATION CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MACROMOLECULES; MOLECULAR STRUCTURE; MONOMERS; NAPHTHALENE; POLYCONDENSATION; SOLUBILITY;

CHEMICAL IMIDIZATION; DINAPHTHALENEDIYL; THERMAL BEHAVIORS;

POLYIMIDES;

EID: 0030213726     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma9606667     Document Type: Article

References (31)

1. (a) Sroog, C. E. Prog. Polym. Sci. 1991, 16, 561.
2. (b) Wilson, D.; Stenzenberger, H. D.; Hergenrother, P. M. Polyimides; Plenum Press: New York, 1990; Chapter 6-9.
3. (c) Reuter, R.; Franke, H.; Feger, C. Appl. Opt. 1988, 27, 4565.
4. (d) Moylan, C. R.; Twiey, R. J.; Lee, V. Y.; Miller, R. D.; Volksen, W.; Thackara, J. I.; Walsh, C. A. Proc. SPIE-Int. Soc. Opt. Eng, 1994, 2285, 17.
5. (e) Matsuura, T.; Ando, S.; Sasaki, S.; Yamamoto, F. Macromolecules 1994, 27, 6665 and the references therein.
6. (a) Nakano, T.; Okamoto, Y.; Hatada, K. J. Am. Chem. Soc. 1992, 114, 1318.
7. (b) Moore, J. S; Stupp, S. I. J. Am. Chem. Soc. 1992, 114, 3429.
8. (c) Müller, M.; Zentel, R. Macromolecules 1996, 29, 1609.
9. (d) Okamoto, Y.; Nakano, T. Chem. Rev. 1994, 94, 349.
10. (e) Singfield, K. L.; Brown, G. R. Macromolecules 1995, 28, 1290.
11. Mi, Q.-D.; Gao, L.-X.; Ding, M.-X. Submitted for publication in Macromolecules.
12. (a) Overberger, C. G.; Yoshimura, T.; Ohnishi, A.; Gomes, A. S. J. Polym. Sci., Polym. Chem. Ed. 1970, 8, 2275.
13. (b) Overberger, C. G.; Ohnishi, A.; Gomes, A. S. J. Polym. Sci., Polym. Chem. Ed. 1971, 9, 1139.
14. (a) Dixon, W.; Harris, M. M.; Mazengo, R. Z. J. Chem. Soc. B 1971, 775.
15. (b) Puts, R. D.; Sogah, D. Y. Macromolecules 1995, 28, 390.
16. (a) Kyba, E. B.; Koga, K.; Sousa, L. R.; Siegel, M. G.; Cram, D. J. J. Am. Chem. Soc. 1973, 95, 2692.
17. (b) Pincock, R. E.; Johnson, W. M.; Wilson, K. R.; Farmer, J. H. J. Am. Chem. Soc. 1973, 95, 6477.
18. (c) Kyba, E. B.; Gockel, G. W.; Jong, F.; Sousa, L. R.; Siegal, M. G.; Kaplan, L.; Sogar, G. D. Y.; Cram, D. J. J. Org. Chem. 1977, 42, 4173.
19. (a) Schulz, R. C.; Jung, R. H. Makromol. Chem. 1968, 716, 190.
20. (b) Tamai, Y.; Matsuzaka, Y.; Qi, S.; Miyano, S. Bull. Chem. Soc. Jpn. 1991, 64, 2260.
21. 6c,10b
22. (a) Eastmond, G. C.; Paprotny, J. Polymer 1994, 23, 5148.
23. (b) Heath, D. R.; Wirth, J. G. U.S. Patent 3730946, 1973; 3787475, 1974.
24. (c) Takekoshi, T. Polym. J. 1987, 19, 191.
25. 12
26. In the process of recrystallization, a very different crystallization behavior was observed between the optically active tetranitrile derivatives (3R and 3S), dianhydrides (5R and 5S), and their corresponding racemates. Namely, the racemic tetranitrile could be easily crystallized from acetonitrue - methanol, whereas the optical pure tetranitriles were very difficult, and the racemic dianhydride could be easily crystallized from acetic anhydride, while the optical pure dianhydrides were not.
27. 13b 534 °C for 6R and 530 °C for 6S in nitrogen, 520 °C for 6R and 510 °C for 6S in air atmosphere.
28. g was determined by DMA at heating rate 5 °C/min under nitrogen. (b) Temperature at which 5% weight loss was determined by TGA at heating rate 10 °C/min under air or nitrogen.
29. Singfield, K. L.; Brown, G. R. Mocromolecules 1995, 28, 1290 and the references therein.
30. 20 (c 0.5, DMAc) were determined to be +202.8°, +202.4°, +202.6°, +202.2°, and 202.6° as the 5R heated at 250 °C for 0, 24, 48, 72, and 96 h, respectively.
31. Kokayashi, N.; Kokayashi, Y.; Osa, T. J. Am. Chem. Soc. 1993, 115, 10994.