Novel random copoly(arylene ether-thioether ketone)s based on 2,2-bis(4-mercaptophenyl)propane and 4,4′-dihydroxybiphenyl: Synthesis and properties

European Polymer Journal

Volumn 42, Issue 10, 2006, Pages 2562-2572

  Berti, Corrado ^a   Celli, Annamaria ^a   Marianucci, Elisabetta ^a   Vannini, Micaela ^a  

^a UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

2,2 Bis(4 mercaptophenyl)propane; PEBEK; Random copolymers; Thermal properties; WAXD

Indexed keywords

COPOLYMERIZATION; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS (CHEMICAL); THERMODYNAMIC PROPERTIES; THERMOGRAVIMETRIC ANALYSIS;

2,2-BIS(4-MERCAPTOPHENYL)PROPANE; POLY(ETHER BIPHENYL ETHER KETONE) HOMOPOLYMER (PEBEK); RANDOM COPOLYMERS; WAXD;

COPOLYMERS;

EID: 33748922774     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2006.07.003     Document Type: Article

References (38)

1. Attwood T.E., Dawson P.C., Freeman J.L., Hoy L.R.J., Rose J.B., and Staniland P.A. Synthesis and properties of polyaryletherketones. Polymer 22 8 (1981) 1096-1103
2. Bishop M.T., Karasz F.E., Russo P.S., and Langley K.H. Solubility and properties of a poly(aryl ether ketone) in strong acids. Macromolecules 18 1 (1985) 86-93
3. Wolf P. In: Salamone J.C. (Ed). Polymeric Materials Encyclopedia vol. 7 (1996), CRC Press, NY p. 5544
4. Yoneda H., and Fukawa I. In: Salamone J.C. (Ed). Polymeric Materials Encyclopedia vol. 7 (1996), CRC Press, NY p. 55
5. Dawson P.C., and Blundell D.J. X-ray data for poly(aryl ether ketones). Polymer reports 21 (1980) 577-578
6. Mehmet-Alkan A.A., and Hay J.N. The crystallinity of PEEK composites. Polymer 34 16 (1993) 3529-3531
7. Hergenrother P.M., Jensen B.J., and Havens S.J. Poly(arylene ethers). Polymer 29 2 (1988) 358-369
8. Gardner K.C.H., Hsiao B.S., Matheson Jr. R.R., and Wood B.A. Structure, crystallization and morphology of poly(aryl ether ketone ketone). Polymer 33 (1992) 2483-2495
9. Kricheldorf H.R., and Bier G. New polymer syntheses. II. Preparation of aromatic poly(ether ketone)s from silylated bisphenols. Polymer 25 8 (1984) 1151-1156
10. Risse W., and Sogah D.Y. Synthesis of soluble high molecular weight poly(aryl ether ketones) containing bulky substituents. Macromolecules 23 18 (1990) 4029-4033
11. Rao V.L., Sabeena P.U., Saxena A., Gopalakrishnan C., Krishnan K., Ravindran P.V., et al. Synthesis and properties of poly(aryl ether ether ketone)copolymers with pendant methyl groups. Eur Polym J 40 (2004) 2645-2651
12. Wang Y.-Z., Lin C.-H., Chan B.-W., and Hsieh K.-H. Synthesis and properties of thio-containing poly(ether ether ketone)s. Polym Int 53 (2004) 320-325
13. Ding Y., Hlil A.R., Hay A.S., Tsuchida E., and Miyatake K. Syntheses of semicystalline aromatic poly(thioether thioether ketone)s (PTTK and PTBTK) and their copolymers with ether analogues. Macromolecules 32 (1999) 315-321
14. Lindfors B.E., Mani R.S., MMcGrath J.E., and Mohanty D.K. Heterogeneous hydrolysis of poly(aryl ether ketimines) - an alternative synthetic route to semicrystalline poly(aryl ether ketones). Makromol Chem Rapid Commun 12 6 (1991) 337-345
15. Berti C., Celli A., Marianucci E., and Vannini M. Sulfur-containing polymers. Synthesis and properties of novel poly(arylene thioether)s based on 2,2-bis(4-mercaptophenyl)propane. Eur Polym J 41 (2005) 1812-1820
16. Ding Y., and Hay A.S. Novel synthesis of poly(arylene thioether)s from N,N′-dimethyl-S-carbamate masked arylene dithiols. Polym Preprints 38 2 (1997) 269-270
17. Ding Y., and Hay A.S. Novel synthesis of poly(arylene thioether)s via one-pot polymerization of bis(N,N′-dimethyl-S-carbamate)s with activated dihalo aromatic compounds. Tetrahedron 53 45 (1997) 15237-15246
18. Ding Y., Hlil A.R., and Hay A.S. Novel poly(arylene thioether)s containing the 1,2-dihydro-4-phenyl(2H)phthalazinone moiety. Polym Preprints 38 2 (1997) 187-188
19. Ding Y., and Hay A.S. Synthesis of poly(thioether thioether ketone) (PTTK) starting from hydroquinone. Macromolecules 31 8 (1998) 2690-2692
20. Ding Y., Hlil A.R., and Hay A.S. Poly(arylene ether)s, poly(arylene thioether)s, and poly(arylene sulfone)s derived from a dihydroxy(imidoarylene) monomer. J Polym Sci Part A: Polym Chem 36 8 (1998) 1201-1208
21. Shaikh A.G., and Hay A.S. Synthesis and characterization of soluble, fluorescent poly(arylene ether)s, poly(arylene thioether)s, and poly(arylene sulfone)s containing 1,3,5-triphenylbenzene segments. J Polym Sci Part A: Polym Chem 40 4 (2002) 496-510
22. Bandiera M., Berti C., Manaresi P., Marianucci E., Pilati F., and Poloni M. Sulfur-containing polymers. New polythiocarbonates and polydithiocarbonates based on 4.4′-isopropylidenedibenzenethiol. Makromol Chem 194 (1993) 2453-2461
23. Meng Y., and Hay A.S. Crosslinking of poly(arylene disulfide)s and poly(arylene sulfone)s derived from cyclic(arylene disulfide) oligomers. J Appl Polym Sci 74 13 (1999) 3069-3077
24. Sugioka T., and Hay A.S. Synthesis of novel poly(thioether-naphthalimide)s that utilize hydrazine as the diamine. J Polym Sci Part A: Polym Chem 39 7 (2001) 1040-1050
25. Inouye M., Miyake T., Furusyo H., and Nakazumi H. Molecular recognition of β-ribofuranosides by synthetic polypyridine-macrocyclic receptors. J Am Chem Soc 117 50 (1995) 12416-12425
26. Qiu Z.B., Zhou H.W., Mo Z.S., Zhang H.F., and Wu Z.W. Nonisothermal cold crystallization kinetics of poly(aryl ether diphenyl ether ketone). Polym J 32 (2000) 287-290
27. Salunke A.K., Sharma M., Kute V., and Banerjee S. Synthesis of novel copoly(ether ether ketones): property evaluation and microstructure analysis by NMR. J Appl Polym Sci 96 (2005) 1292-1305
28. Blundell D.J., and Bayon V. The crystal structure of poly(ether ketone) copolymers. Polymer 34 7 (1983) 1354-1360
29. Shibata M., Yosomiya R., Zheng Y.-B., and Ke Y.-C. Molecular structure of some model compounds for poly(aryl ether ketone)s. Macromol Chem Phys 197 (1996) 3297-3308
30. Ling J.X., Zhang W.J., and Wu Z.W. Miscibility of poly(ether ether ketone)/poly(ether diphenyl ether ketone) blends. Polymer 37 18 (1996) 4205-4208
31. Ling J.X., Qiu X.F., Zhang W.J., Mo Z.S., Zhang H.F., and Wu Z.W. Variation in unit cell parameters with crystallization temperature in poly(ether diphenyl ether ketone). Polym J 30 7 (1998) 601-603
32. Zhou H.W., Chen C., Zheng Y., Jiang Z., Zhang W.J., and Wu Z.W. Synthesis and thermal properties of poly(aryl ether ketone)s containing dibenzoylbiphenyl moieties copolymer. Polym Prep 40 1 (1999) 203-204
33. Siracusa V, Gazzano M, Finelli L, Loti N, Munari A. Cocrystallization phenomena in novel poly(diethylene terephthalate-co-thiodiethylene terephthalate) copolyesters. J Polym Sci Part B: Polym Phys, submitted for publication.
34. Keitoku F., Kakimoto M.-A., and Imai Y. Synthesis and properties of aromatic poly(ether sulfone)s and poly(ether ketone)s based on methyl-substituted biphenyl-4,4′-diols. J Polym Sci Part A: Polym, Chem 32 (1994) 317-322
35. Ling X.L., Yu D.H., Zhang W.J., and Wu Z.W. The multiple melting behaviour of immiscible poly(ether ether ketone)/poly(ether diphenyl ether ketone) blend. Polymer 38 14 (1997) 3501-3504
36. Garbauskas M.F. Handbook of polycarbonate sciences and technology (1996), Marcel Dekker, NY p. 293-302
37. Ling J.X., Zhang W.J., and Wu Z.W. The double-melting behavior of poly(ether diphenyl ether ketone). J Polym Sci Part A: Polym Chem 35 (1997) 431-436
38. Berti C., Celli A., and Marianucci E. Sulfur-containing polymers. Aromatic polydithiocarbonates and polythiocarbonates: synthesis and thermal properties. Eur Polym J 38 (2002) 1281-1288