Microwave synthesis and thermal properties of polyacrylate derivatives containing itaconic anhydride moieties

Chemistry Central Journal

Volumn 6, Issue 1, 2012, Pages

  Osman, Sameh M ^a   El Newehy, Mohamed H ^a,b   Al Deyab, Salem S ^a   El Faham, Ayman ^a,c  

^a KING SAUD UNIVERSITY   (Saudi Arabia)

^b Tanta University   (Egypt)

^c Alexandria University Faculty Of Science   (Egypt)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84864569028     PISSN: None     EISSN: 1752153X     Source Type: Journal    
DOI: 10.1186/1752-153X-6-85     Document Type: Article

References (48)

1. Lidstrom P, Tierney J, Wathey B, Westman J. Microwave-assisted organic synthesis a review. Tetrahedron 2001, 57:9225-9283.
2. Perrux L, Loupy AA. Tentative realization of microwave effects in organic synthesis according to the reaction medium and mechanistic consideration. Tetrahedron 2001, 57:9199-9223.
3. Caddick S. Microwave-assisted organic-reactions. Tetrahedron 1995, 51:10403-10432.
4. Matloobi M, Kappe CO. Microwave synthesis in high-throughput environments. Moving from automated sequential to microtiter plate formats. Chim. Oggi. 2007, 2007(25):26-31.
5. Mallakpour S, Rafiee Z. Application of microwave-assisted reactions in step-growth polymerization: A review. Iran. Poly. J. 2008, 17:907-935.
6. Adam D. Out of the kitchen. Nature 2003, 421:571-572. 10.1038/421571a, 12571563.
7. Loupy A. Solvent-free microwave organic synthesis as an efficient procedure for green chemistry. Chimie. 2004, 7:103-112.
8. Lerestif JM, Toupet L, Sun-bandhit S, Tonnard F, Bazureau JP, Hamelin J. A new route to 2-oxazolines, bis-oxazolines, and 2-imidazoline-5-ones from imidates using solvent-free cycloadditions: Synthesis, chemical properties, and PM3 MO calculations. Tetrahedron 1997, 53:6351-6364.
9. Varma RS, Dahiya R, Kumar S. Clay catalyzed synthesis of imines and enamines under solvent-free conditions using microwave irradiation. Tetrahedron Lett. 1997, 38:2039-2042.
10. Varma RS. Clay and clay-supported reagents in organic synthesis. Tetrahedron 2002, 58:1235-1255.
11. Karah N. Synthesis and primary cytotoxicity evaluation of new 5-nitroindole-2,3-dione derivatives. Eur. J. Med. Chem. 2002, 37:909-918. 10.1016/S0223-5234(02)01416-2, 12446050.
12. Kidwai M. Dry media reactions. Pure Appl. Chem 2001, 73:147-151.
13. Raval JP, Desai KR. Synthesis and antimicrobial activity of new triazolopyridinyl phenothiazines. Arkivoc 2005, xiii:21-28.
14. Raval JP, Desai KG, Desai KR. Neat reaction technology for the synthesis of 4-oxothiazolidines derived from 2-SHBenzothiazole and antimicrobial screening of some synthesized 4-thiazolidinones. J. Iranian Chem. Soc. 2006, 3:233-241.
15. Raval JP, Desai JT, Desai CK, Desai KR. A comparative study of microwave assisted and conventional synthesis of 2,3-dihydro-2-aryl-4-[4-(2-oxo-2H-chromen-3-yl)-1,3-thiazol-2-ylamino]-1,5-benzothiazepines and its antimicrobial activity. Arkivoc 2008, xii:233-244.
16. Raval JP, Desai KR. A comparative study of microwave assisted and conventional Synthesis of novel 2-(4-diethylamino-2-hydroxyphenyl)-3-substituted-thiazolidin-4-one derivatives. Chemija. 2009, 20:101-108.
17. Raval JP, Patel HV, Patel PS, Patel NH, Desai KR. A rapid, convenient microwave assisted and conventional synthesis of novel azetidin-2-one derivatives as potent antimicrobial agents. Asian J. Res. Chem. 2009, 2:171-177.
18. Al-Hazimi HM, El-Faham A, Ghazzali M, Al-Farhan K. Microwave irradiation: A facile, scalable and convenient method for synthesis of N-phthaloylamino acids. Arab. J. Chem. 2012, 5:285-289.
19. Ghazzali M, El-Faham A, Abd-Megeed A, Al-Farhan K. Microwave-assisted synthesis, structural elucidation and biological assessment of 2-(2-acetamidophenyl)-2-oxo-N-phenyl acetamide and N-(2-(2-oxo-2(phenylamino)acetyl)phenyl)-propionamide derivatives. J. Mol. Str. 2012, 1013:163-167.
20. Jullien H, Valot H. Polyurethane curing by a pulsed microwave field. Polymer 1985, 26:506-510.
21. Silinski B, Kuzmycz C, Gourdenne A. Synthesis under microwaves (2.45 GHz) of polyurethane polymers-I. Model study from diisocyanate and polyethertriol prepolymers. Eur. Polym. J 1987, 23:273-277.
22. Imai Y, Nemoto H, Watanabe S, Kakimoto MA. A new facile and rapid synthesis of aliphatic polyamides by microwave assisted polycondensation of ω-amino acids and nylon salts. Polym. J. 1996, 28:256-260.
23. Liu Y, Sun XD, Xie XQ, Scola DA. Kinetics of the crosslinking reaction of a bisnadimide model compound in thermal and microwave cure processes. J. Polym. Sci., Part A, Polym. Chem. 1998, 36:2653-2665.
24. Wallach JA. Biodegradable polymers derived from renewable resources: highly branched copolymers of itaconic anhydride. Polym. Sci 2000, University of Connecticut, Storrs CT.
25. Meier MAR, Metzger JO, Schubert US. Plant oil renewable resources as green alternatives in polymer science. Chem. Soc. Rev. 2007, 36:1788-17802. 10.1039/b703294c, 18213986.
26. Papanu VD. Amide-imide derivatives of homopolymers of itaconic anhydride having antitumor activity. application: EP 1983, 18. USA: Monsanto Co.
27. Milovanovic MB, Trifunovic SS, Katsikas L, Popovic IG. Preparation and modification of itaconic anhydride-methyl methacrylate copolymers. J. Serb. Chem. Soc. 2007, 72(12):1507-1514.
28. Cismaru L, Hamaide T, Popa M. Itaconic anhydride based amphiphilic copolymers: synthesis, characterization and stabilization of carboxyl functionalized. PEGylated nanoparticles. Eur. Polym. J. 2007, 43:4843-4851.
29. Shang S, Huang SJ, Weiss RA. Synthesis and characterization of itaconic anhydride and stearyl methacrylate copolymers. Polymer 2009, xxx:1-9.
30. Erbil C, Terlan B, Akdemir O, Gokceoren AT. Monomer reactivity ratios of N-isopropylacrylamide-itaconic acid copolymers at low and high conversions. Eur. Polym. J. 2009, 45:1728-1737.
31. Mormann W, Ferbitz J. Copolymers from tert-butyl methacrylate and itaconic anhydride-reactivity ratios and polymer analogous reactions. Eur. Polym. J. 2003, 39:489-496.
32. Kun RC, Soykan C, Delibas A. Study of free-radical copolymerization of itaconic acid/2-acrylamido-2-methyl-1-propanesulfonic acid and their metal chelates. Eur. Polym. J. 2006, 42:625-637.
33. Bajaj P, Paliwal DK, Gupta AK. Acrylonitrile-acrylic acids copolymers I synthesis and characterization. J. Appl. Polym. Sci. 1993, 49:823-833.
34. Xue W, Champ S, Huglin MB. Observations on some copolymerisations involving N-isopropylacrylamide. Polymer 2000, 41:7575-7581.
35. Cowie JMG, McEwen IJ, Yule DJ. The influence of solvent on the apparent reactivity ratios in free radical copolymerisation reactions between itaconic acid and 2-hydroxyethyl acrylate. Eur. Polym. J. 2000, 36:1795-1803.
36. Uyani{dotless}k N, Erbil C. Monomer reactivity ratios of itaconic acid and acrylamide copolymers determined by using potentiometric titration method. Eur. Polym. J. 2000, 36:2651-2654.
37. Erbil C, Ozdemir S, Uyani{dotless}k N. Determination of the monomer reactivity ratios for copolymerization of itaconic acid and acrylamide by conductometric titration method. Polymer 2000, 41:1391-1394.
38. Virtanen J, Tenhu H. Studies on copolymerization of N-isopropylacrylamide and glycidyl methacrylate. J. Polym. Sci. Pol. Chem. 2001, 39:3716-3725.
39. Devasia R, Nair CPR, Ninan KN. Copolymerization of acrylonitrile with itaconic acid in dimethylformamide: effect of triethylamine. Eur. Polym. J. 2003, 39:537-544.
40. Patel MV, Dolia MB, Patel JN, Patel RM. Synthesis and characterization of novel acrylic copolymers: determination of monomer reactivity ratios and biological activity. React. Funct. Polym. 2005, 65:195-204.
41. Pekel N, S_ahiner N, Guven O, Ri{dotless}zaev ZMO. Synthesis and characterization of N-vinylimidazole-ethyl methacrylate copolymers and determination of monomer reactivity ratios. Eur. Polym. J. 2001, 37:2443-2451.
42. Save NS, Jassal M, Agrawal AK. Stimuli sensitive copolymer poly (N-tert-butylacrylamide-ran-acrylamide): synthesis and characterization. J. Appl. Polym. Sci. 2005, 95:672-680.
43. Oishi T. Polymerizations and copolymerizations of N-(4-substituted phenyl)itaconimides. Polym. J. 1980, 12:719-727.
44. Urzua M, Opazo A, Gargallo L, Radić D. Poly(N-1-alkylitaconamic acids) /poly(N-vinyl-2-pyrrolidone) blends. Polym. Bull. 1998, 40:63-67.
45. Shang S, Huang SJ, Weiss RA. Synthesis and characterization of itaconic anhydride and stearyl methacrylate copolymers. Polymer 2009, 50:3119-3127.
46. Ehrenstein GW, Riedel G, Trawiel P. Thermal analysis of plastics: Theory and practice. Hanser Gardner Publications 2004, ISBN-13:9781569903629.
47. Krušić KM, Džunuzović E, Trifunović S, Filipović J. Polyacrylamide and poly(itaconic acid) complexes. Eur. Polym. J. 2004, 40:793-798.
48. Fellows CM. Preliminary observations on the copolymerisation of acceptor monomer:donor monomer systems under microwave irradiation. Central Eur J Chem 2005, 3:40-52.