Synthesis and characterization of novel optically active poly(ether-urethane)s modified by copoly(amide-imide) segments based on amino acid through diisocyanate route: Influence of reaction parameters

Iranian Polymer Journal (English Edition)

Volumn 15, Issue 1, 2006, Pages 79-90

  Mallakpour, Shadpour ^a   Rafiemanzelat, Fatemeh ^a  

^a ISFAHAN UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

Dlisocyanate route; Optically active poly(ether urethane)s; POE; PPG; PTHF; Thermally stable polymers

Indexed keywords

AMINO ACIDS; POLYETHYLENE GLYCOLS; POLYURETHANES; SYNTHESIS (CHEMICAL); VISCOSITY;

DLISOCYANATE ROUTE; OPTICALLY ACTIVE POLY(ETHER-URETHANE)S; POE; PPG; PTHF; THERMALLY STABLE POLYMERS;

POLYETHERS;

EID: 33644926149     PISSN: 10261265     EISSN: 10261265     Source Type: Journal    
DOI: None     Document Type: Review

References (37)

1. Chen W., Frisch K.C., Wong S., Advance in Urethane Science and Technology; Frisch K.C., Klempner D. (Eds); Technomic; Lancaster, 11, Ch. 3 (1992).
2. Saunders J.H., Frisch K.C., Polyurethane; Chemistry. Part I, New York: InterScience, Ch. 6 (1962).
3. Legge N.R., Holden E., Schroeder H.E., Thermoplastic Elastomers. Meckel W., Goyert W., Wider W. (Eds). Munich: Hanser, Ch. 2 (1987).
4. Sanchez-Aduar M.S., Papon E., Villenave J.J., Properties of thermoplastic polyurethane elastomers chemically modified by resin, J. Appl. Polym. Sci., 82, 3402-3408 (2001).
5. Zha L., Wu M., Yang J., Hydrogen bonding and morphological structure of segmented polyurethanes based on hydroquinone- bis (p-hydroxyethyl)ether as a chain extender, J. Appl. Polym. Sci., 73, 2895-2902 (1999).
6. Yang C.P., Lin J.H., Hsiao S.H., Synthesis and properties of aliphatic-aromatic poly(amide-imide)s from sulfonyldianilines and N,N′-bis(ω-carboxyalkyl)pyromellitimides, J. Polym. Sci., Part A: Polym. Chem., 29, 1175-1182 (1991).
7. Harris R.F., Habermann C.E., Speciality polyurethane soft segments. III. Synthesis and characterization of N-iso-propyl polyether polyamine oligomers containing backbone urea or amide moieties, J. Appl. Polym. Sci., 46, 1561-1572 (1991).
8. Woo E.J., Farber G., Farris R.J., Lillya P.C., Chien J.C.W., Structure-property relationships in thermoplastic elastomers: segmented polyether-polyurethanes, Poylm. Eng. Sci., 25, 834-840 (1985).
9. Sanchez-Aduar M.S., Papon E., Villenave J.J., Influence of the synthesis conditions on the properties of thermoplastic polyurethane elastomers, J. Appl. Polym. Sci., 76, 1590-1595(2000).
10. Sanchez-Aduar M.S., Papon E., Villenave J., Influence of the prepolymerization on the properties of thermoplastic polyurethane elastomers. Part 1. Prepolymer characterization, J. Appl. Polym. Sci., 76, 1596-1601 (2000).
11. Sanchez-Aduar M.S., Papon E., Villenave J., Influence of the prepolymerization on the properties of thermoplastic polyurethane elastomers (Part II). Relationship between the prepolymer and polyurethane properties, J. Appl. Polym. Sci., 76, 1602-1607 (2000).
12. Ahn T.O., Choi I.S., Thermal and mechanical properties of poly(ether urethane)modified by copolyamide segments, Macromol. Chem. Phys., 195, 2559-2567 (1994).
13. Yeganeh H., Barikani M., Noei Khodabadi F., Synthesis and properties of novel thermoplastic poly(urethaneimide)s, Eur. Polym, J., 36, 2207-2211 (2000).
14. Sendijavic A., Sendijavic V., Frisch K.C., Synthesis and properties of urethune modified polyimides, J. Polym. Sci. Part A: Polym. Chem., 28, 3603-3615 (1990).
15. Takekoshi T., Advances in Polymer Science; Polyimides. Springer-Verlag, Ch. 1 (1990).
16. Wilson D., Stenzenberger H.D., Hergenrother P.M., Polyimides. Glasgow, New York: Blackie, Ch. 3 (1990).
17. Ghosh M.K., Mittal K.L., Polyimides: Fundamentals and Application; Marcel & Dekker: New York, 49-70 (1996).
18. Lin J.H., Yang C.P., New Poly amide lmides XVII Synthesis, preparation and properties of poly amide imides derived from 3,3′-bis-4,4′- aminophenoxy phenyl phthalimidine and various bis-trimellitimides, J. Polym. Sci. Part A: Polym. Chem., 34, 747-754 (1996).
19. Avella N., Maglio G., Palumbo R., One-pot synthesis of poly(amide-imide)s derived from trimellitic acid monoesters and multiring aromatic diamines, J. Polym. Sci. Part A: Polym. Chem., 34, 1219-1227 (1996).
20. Wang T.L., Huang F.J., Synthesis and properties of poly(amide-imide- urethane) thermoplastic elastomers, Polym. Int., 46, 280-284 (1998).
21. Imai Y, Kajiyama M., Kajiyama M., Improved synthesis of polyether-aramide multi-block copolymer by direct polycondesation, Polym. J., 17, 1173-1178 (1985).
22. Imai Y., Kajiyama M., Ogata S., Kakimoto M., Synthesis and properties of multi-block copolymers based on poly(oxyethylene)s and aromatic polyamides, Polym. J., 16, 267-272 (1984).
23. Otsuki T., Kakimoto M., Imai Y., Synthesis and properties of multi-block copolymers based on polyoxyethylene and polyamides by diisocyanate method, J. Appl. Polym. Sci., 40, 1433-1443 (1990).
24. Onder K.B., Andrews P.S., Thermoplastic copolyamides from 4,4′- methylene bis(phenyl isocyanate), Polym. Prepr. (Div Polym. Chem. Am. Chem. Soc.), 21, 132-133 (1980).
25. Mallakpour S.E., Hajipour A.R., Roohipour Fard R., Direct polycondensation of N-trimellitylimido-L-leucine with aromatic diamines, Eur. Polym. J., 36, 2455-2462 (2000).
26. Lozinskaya E.I., Shaplov A.S., Vygodskii Y.S., Direct polycondensation in ionic liquids, Eur. Polym. J., 40, 2065-2075 (2004).
27. Hsiao S.H., Chang Y.H., New soluble aromatic polyamides containing ether linkages and laterally attached p-terphenyls, Eur. Polym. J., 40, 1749-1757 (2004).
28. Otsuki T., Kakimoto M., Imai Y., Synthesis and properties of poly(dimethylsiloxane)-urea multi-block copolymer diisocyanate method, J. Appl. Polym. Sci., 24, 347-355 (1992).
29. Murata H., Sanda F., Endo T., Synthesis and radical polymerization of a novel acrylamide having an α-helical peptide structure in the side chain, J. Polym. Sci. Part A: Polym. Chem., 36, 1679-1682 (1998).
30. Sanda F., Endo T., Synthesis and cationic polymerization of a novel optically active vinyl ether with L-proline structure, Macromol. Chem. Phys., 198, 1209-1216 (1997).
31. Methenitis C., Morcellet J., Morcellet M., Polymers with amino acids in their side chain: conformation of poly(N-methacryloyl-methionine), J. Polym. Sci. Part A: Polym. Chem., 33, 2233-2239 (1995).
32. Murata H., Sanda F., Endo T., Synthesis and radical polymerization behavior of methacrylamides having peptide moieties: Effect of the methylene chain introduced between the methacrylamide and peptide moieties on the polymerizability and polymer structure, Macromolecules, 30, 2902-2906 (1997).
33. Mallakpour S.E., Hajipour A.R., Khoee S., Sheikholeslami B., A new method for producing optically active polybutadiene, Polym. Int., 47, 193-197 (1998).
34. Mallakpour S.E., Hajipour A.R., Zamanlou M.R., Synthesis of optically active poly(amide-imide)s derived from N,N-(4,4-carbonyldiphthaloyl)-bis-L- leucine diacid chloride and aromatic diamines by microwave radiation, J. Polym. Sci., Part A: Polym. Chem., 22, 177-186 (2002).
35. Mallakpour S., Kowsari E., Synthesis and properties of organosoluble and optically active poly(amide-imide)s based on epicolon ansd (+)-(S)-valine under microwave irradiation, Iran. Polym. J., 14, 81-90 (2005).
36. Mallakpour S., Shahmohammadi M.H., Synthesis of new optically active poly(amide-imide)s derived from N,N′-(pyromellitoyl)-bis-S-valine diacide chloride and aromatic diamines under microwave irradiation and classical heating, Iran. Polym. J., 14, 473-483 (2005).
37. Mallakpour S.E., Hajipour A.R., Vahabi R., Synthesis and characterization of novel poly(aimde-imide)s based on bis(p-amidobenzoic acid)-N- trimellitylimido-L-leucine, J. Appl. Polym. Sci., 84, 35-43 (2002).