Aromatic polyethers containing phenyl sulfone side groups were prepared using aromatic nucleophilic nitrosubstitution reaction. As starting compounds TNT-derived 3,5-dinitrodiphenyl sulfone and 4,4′-bis-[(3-nitro-5-phenylsulfonyl)phenylsulfonyl]diphenyl sulfone containing functional nitro groups activated with electron-withdrawing phenylsulfone meta-substituents were used. Polymers obtained are soluble in wide range of organic solvents and demonstrate large ‘windows’ between their softening and degradation temperatures.
Cassidy, P.E. (1986). Thermally Stable Polymers. Synthesis and Properties, Marcel Dekker, New York.
2.
Maiti, S. and Mandal, B. ( 1986). Aromatic Polyethers by Nucleophilic Displacement Reactions, Prog. Polym. Sci., 12: 111-153.
3.
Rusanov, A.L. , Sarkisyan, G.B. and Keshtov, M.L. (1999). Poly(arylene oxodes) Based on New Types of Activated Difluoroaromatic Compounds, Polym. Sci. Ser. A, 41: 27-54.
4.
Kaiti, S., Hammelberg, P., Williams, J., Abdellatiff, M. and Fossum, E. ( 2006). Linear Poly(arylene ether)s with Pendant Phenylsulfonyl Groups: Nucleophilic Aromatic Substitution Activated from the Meta Position , Macromolecules, 39: 7909-7914.
5.
Rusanov, A.L. , Komarova, L.G., Likhachev, D.Yu. , Shevelev, S.A. and Tartakovskyi , V.A. (2003). Condensation Monomers and Polymers Based on 2,4,6-Trinitrotoluene, Russ. Chem. Revs., 72: 899-911.
6.
Rusanov, A.L. , Komarova, L.G., Tartakovskyi , V.A. and Shevelev, S.A. (2002). New Condensation Polymers Based on TNT-derivatives, In: Matsumoto, T. (ed.), Recent Progress in Polycondensation , Research Signpost, Trivandrum , 117-151.
7.
Hawker, C.J. and Chu, F. (1996). Hyperbranched Poly(ether ketones): Manipulation of Structure and Physical Properties, Macromolecules, 29: 4370-4380.
8.
Hammelberg, P. and Fossum, E. (2005). Development of an Efficient Route to Hyperbranched Poly(arylene ether sulfone)s, J. Polym. Sci., Polym. Chem., 43: 3178-3187.
9.
Radlmann, E., Schmidt, W. and Nischk, G.E. (1969). Eine neue Synthese von Polyether-Ketonen, Makromol. Chem., 130: 45-54.
10.
Takekoshi, T. (1987). Synthesis of High Performance Aromatic Polymers via Nucleophilic Nitro Displacement Reaction, Polym. J., 19: 191-202.
11.
Rusanov, A.L. and Takekoshi , T. (1991). Reactions Using Nitro-containing Monomers for the Synthesis of Aromatic Polymers, Russ. Chem. Revs., 60: 1449-1472.
12.
Takekoshi, T., Wirth, J.G., Heath, D.R., Kochanovski, J.E., Manello, J.S. and Webber, M.J. (1980). Polymer Synthesis via Aromatic Nitrodisplacement Reaction, J. Polym. Sci., Polym. Chem., 18: 3069-3080.
13.
Carter, K.R. , Kim, S.Y. and Labadie, J.W. (1993). Pendent Trifluoromethyl Poly(aryl ethers), Am. Chem. Soc., Polym. Prepr., 34: 415-416.
14.
Park, S.K. and Kim, S.Y. (1998). Synthesis of Poly(arylene ether ketone)s containing Trifluoromethyl Groups via Nitrodisplacement Reaction , Macromolecules, 31: 3385-3387.
15.
Kim, Y.J. , Chung, L.S. and Kim, S.Y. (2003). Synthesis of Poly(phenylene oxide) Containing Trifluoromethyl Groups via Selective and Sequential Nucleophilic Aromatic Substitution Reaction, Macromolecules, 36: 3809-3811.
16.
Lee, M.S. and Kim, S.Y. (2005). Synthesis of Poly(arylene ether)s Containing Triphenylamine Units via Nitro Displacement Reaction, Macromolecules, 38: 5844-5845.
17.
Serushkina, O.V. , Dutov, M.D., Sapozhnikov, O.Yu. , Ugrak, B.I. and Shevelev, S.A.(2002). Synthesis of Aryl(3,5-dinitrophenyl)-sulfones and-sulfoxides. Transformation of 3,5-Dinitrodiphenyl Sulfone under the Action of O- and S-Nucleophiles, Zh. Org. Chem., 38: 1819-1824.
18.
Bellamy, L. ( 1958). Infra-red Spectra of Complex Molecules, Wiley, New York.
19.
Shevelev, S.A. , Dutov, M.D. and Serushkina , O.V. (1995). Displacement of Nitro Groups in 1,3,5-Trinitrobenzene and 2,4,6-Trinitrotoluene under the Action of Thiophenols and their Heterocyclic Analogous, Bull. Russ. Acad. Sci. Chem., 44: 2528-2529.
20.
Askadskiy, A.A. (2003). Computational Materials Science of Polymers, International Science Publisher Cambridge , Cambridge.
