Synthesis and thermal properties of polythioetherimides derived from 4,4'-[p-thiobis(phenylenesulfanyl)]diphthalic anhydride and various aromatic diamines

High Performance Polymers

Volumn 20, Issue 2, 2008, Pages 221-237

  Liu, Jin Gang ^a,b   Shibasaki, Yuji ^b   Ando, Shinji ^b   Ueda, Mitsuru ^b  

^a INSTITUTE OF CHEMISTRY   (China)

^b TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

High refractive index; Polythioetherimide; Thermal stability; Thioether

Indexed keywords

AMINES; BENZENE; GLASS TRANSITION; REFRACTIVE INDEX; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY;

HIGH REFRACTIVE INDEX; POLYTHIOETHERIMIDE; ROOM TEMPERATURE; THIOETHER;

ETHERS;

EID: 40949140947     PISSN: 09540083     EISSN: 13616412     Source Type: Journal    
DOI: 10.1177/0954008307082508     Document Type: Article

References (29)

1. Hergenrother, P.M. (2003). The Use, Design, Synthesis, and Properties of High Performance/High Temperature Polymers: An Overview, High Perform. Polym., 15: 3-45.
2. Watanabe, Y., Shibasaki, Y., Ando, S. and Ueda, M. (2005). Synthesis and characterization of polyimides with low dielectric constants from aromatic dianhydrides and aromatic diamine containing phenylene ether unit, Polymer, 46: 5903-5908.
3. Chen, B.K., Fang, Y.T. and Cheng, J.R. (2006). Synthesis of Low Dielectric Constant Polyetherimide Films, Macromol. Symp., 242: 34-39.
4. Tanthapanichakoon, W., Hata, M., Nitta, K., Furuuchi, M., and Otani, Y. (2006). Mechanical degradation of filter polymer materials: Polyphenylene sulfide, Polym. Degrad. Stab., 91: 2614-2621.
5. Tanglaw, R., Wilson, A.D., Hiroshi, N., Hideaki, K., Yoshihito, M. and Masanori, N. (2004). PPS-metal adhesion: a density functional theory-based study, Solid State Commu., 132: 405-408.
6. Watanabe, Y., Shibasaki, Y., Ando, S. and Ueda, M. (2006). Synthesis and Characterization of Novel Low-k Polyimides from Aromatic Dianhydrides and Aromatic Diamine Containing Phenylene Ether and Perfluorobiphenyl Units, Polym. J., 38: 79-84.
7. Mei, Z. and Chung, D.D.L. (2000). Effect of heating time below the melting temperature on polyphenylene sulfide adhesive joint development, Inter. J. Adhe. & Adhe., 20: 273-277.
8. Evans, T.L., Williams, F.J., Donahue, P.E. and Grade, M.M. (1984). Synthesis and polymerization of thioether dianhydride, Polym. Prepr., 25: 268-269.
9. Glatz, F.P. and Mulhaupt, R. (1993). Syntheses and properties of soluble poly(arylene thioether imide)s and the corresponding poly(arylene sulfone imide)s, Polym. Bull., 31: 137-143.
10. Mathias, L.J., Cei, G., Johnson, R.A. and Yoneyama, M. (1995). Poly(thioether imide)s via chloro-displacement polymerization, Polym. Bull., 34: 287-294.
11. Ellison, M.M. and Taylor, L.T. (1997). Polyimide adhesives and aluminum, J. Adhesion 60: 39-49.
12. Liu, F., Wang, Z., Yang, H.L., Gao, L.X. and Ding, M.X. (2006). Synthesis of novel maleimide-terminated thioetherimide oligomer and its bulk copolymerization with reactive solvents, Polymer, 47: 937-945.
13. Glatz, F.P., Mulhaupt, R., Schultze, J.D. and Springer, J. (1994). Gas permeabilities and permselectivities of amorphous segmented 6F poly (arylene thioether imide)s and the corresponding poly(arylene sulfone imide)s, J. Membr. Sci., 90: 151-159.
14. Terui, Y. and Ando, S. (2005). Refractive Indices and Thermo-Optic Coefficients of Aromatic Polyimides Containing Sulfur Atoms, J. Photopolym. Sci. Tech., 18: 337-340.
15. Liu, J.G., Nakamura, Y., Shibasaki, Y., Ando, S. and Ueda, M. (2007). Synthesis and Characterization of High Refractive Index Polyimides Derived from 4,4-(p-Phenylenedisulfanyl)dianiline and Various Aromatic Tetracarboxylic Dianhydrides, Polym. J., 39: 543-550.
16. Liu, J.G., Nakamura, Y., Shibasaki, Y., Ando, S. and Ueda, M. (2007). Synthesis and Characterization of Highly Refractive Polyimides from 4,4-Thiobis[(p-phenylenesulfanyl) aniline] and Various Aromatic Tetracarboxylic Dianhydrides, J. Polym. Sci., Part A: Polym. Chem., in press.
17. Liu, J.G., Nakamura, Y., Shibasaki, Y., Ando, S. and Ueda, M. (2007). High Refractive Index Polyimides Derived from 2,7-Bis(4-aminophenylenesulfanyl)- thianthrene and Aromatic Dianhydrides, Macromolecules, 40: 4614-4620.
18. Nakamura, T., Fujii, H., Juni, N. and Tsutsumi, N. (2006). Enhanced Coupling of Light from Organic Electroluminescent Device Using Diffusive Particle Dispersed High Refractive Index Resin Substrate, Opt. Rev., 13: 104-110.
19. Li, X.G., Huang, M.R., Bai, H. and Yang, Y.L. (2002). High-resolution thermogravimetry of polyphenylene sulfide film under four atmospheres, J. Appl. Polym. Sci., 83: 2053-2059.
20. Kuroda, S., Terauchiro, K., Nagomi, K. and Mita, I. (1989). Degradation of aromatic polymers-I. Rates of crosslinking and chain scission during thermal degradation of several soluble aromatic polymers, Europ. Polym. J., 25: 1-7.
21. Augh, L. and Gillespie, Jr. J. W. (2001). Degradation of Continuous Carbon Fiber Reinforced Polyetherimide Composites During Induction Heating, J. Therm. Compos. Mater., 14: 96-115.
22. Tamai, S., Kuroki, T., Shibuya, A. and Yamaguchi, A. (2001). Synthesis and characterization of thermally stable semicrystalline polyimide based on 3,4-oxydianiline and 3,3,4,4-biphenyltetracarboxylic dianhydride, Polymer, 42: 2373-2378.
23. Sanchis, M.J., Diaz-Calleja, R., Jaimes, C., Belana, J., Canadas, J.C., Diego, J.A., Mudarra, M. and Sellares, J. (2004). A relaxational and conductive study on two poly(ether imide)s, Polym. Int., 53: 1368-1377.
24. Tanabe, Y. and Matsuura, S. (2003). Adhesive film for semiconductor, lead frame having the adhesive film for semiconductor and semiconductor device, Japanese Patent 2003119440.
25. Okamoto, K., Furuya, H., Nojiri, H. and Nagano, K. (1997). Wire material coating heat-fusion bonding laminated film, Japanese Patent 09109342.
26. Tsuji, H., Kikuchi, T. and Furuya, H. (2002). Adhesive laminate film for coating accelerator beam tube, Japanese Patent 2002309218.
27. Tamai, S., Yamaguchi, A. and Ohta, M. (1996). Melt processable polyimides and their chemical structures, Polymer, 37: 3683-3692.
28. Atsushi, M. (2006). High-Performance Design of Super-Engineering Plastics (Polyimides), Kobunshi, 55: 874-977 (in Japanese).
29. Ree, M., Nunes, T.L., Czornyj, G. and Volksen, W. (1992). Residual stress behavior of isomeric PMDA-ODA polyimides, Polymer 33: 1228-1236.