New Unsaturated Copolyesters: Synthesis and Characterizations

Momen Sayed Abdelaty

Abstract


New series of unsaturated copolyesters based on diarylidenecyclohexanone, were synthesized by the interfacial polycondensation polymerization technique. Aldol condensation reaction in acid media was used for preparation of three kinds of monomers and investigated by FT IR and 1H NMR. The copolymers have been synthetized by the  polymerization of  2,6-bis(4-hydrxybenzylidene) cyclohexanone I, 2,6-bis(3-hydroxybezylidene) cyclohexanone II, or 2,6-bis(4-hydroxy-3-methoxybenzylidene) cyclohexanone III with isophthaloyl, terphthaloyl, adipoyl, sebacoyl and azobenzene 4,4-dicaroxyldichloride.The resulting copolyesters were characterized by FT-IR, 1HNMR. The intrinsic viscosity of these copolyesters was used for the determination of the molecular weight. The thermal stabilities of the prepared copolyesters were evaluated thermogravimeteric analysis (TGA). Differential thermal analysis (DTA) was used for determination of glass temperatures. X–ray analysis showed that polymers have low degree of crystallinity. The morphological properties of some selected copolyesters were detected by SEM. The dielectric and electrical resistance, capacitance, inductance, demonstrating the insulator behaviour of copolymers

Keywords


Copolyesters, unsaturated, synthesis, characterization, diarylidenecyclohexanone, dielectric.

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References


HV. Boeing, “Unsaturated Polyesters: Structure and Properties”, Elsevier Publishing Company, Amsterdam, London, New York, 1964.

B. Parkyn, F. Lamb, BV. “Clitton, “unsaturated polyesters and polyesters plasticizers”. Elsevier, New York, polyesters, 1976.

N. Teramoto, M. Ozeki, I. Fujiwara, M. Shibata, “ Crosslinking and biodegradation of poly(butylene succinate) prepolymers containing itaconic or maleic acid units in the main chain” , J Appl Polym Sci, (95), pp.1473–1480, 2005.

DG. Barrett, TJ. Merkel, JC. Luft, MN. Yousaf, “One-step syntheses of photo-curable polyesters based on a renewable resource”, Macromolecules (43), pp. 9660–9667, 2010.

L. Jasinska, CE. Koning, “Unsaturated, biobased polyesters and their cross-linking via radical copolymerization”, J Polym Sci Pol Chem, (48), pp. 2885–2895, 2010.

Y R. Zhang, S. Spinella, W. Xie, J. Cai, Y. Yang, YZ. Wang, RA. Gross, “Polymeric triglyceride analogs prepared by enzyme-catalyzed condensation polymerization. Eur Polym J (49), pp. 793–803, 2013.

RA. Gross, M. Ganesh, W. Lu, “Enzyme-catalysis breathes new life into polyester condensation polymerizations”, Trends Biotechnol, (28), pp.435–443, 2010.

Y. Jiang, W. Albert, K. Alberda, L. Katja, Enzyme-catalyzed synthesis of unsaturated aliphatic polyesters based on green monomers from renewable resources. Biomolecules, (3), pp. 461-480, 2013.

A. Mahapatro, B. Kalra, A. Kumar, RA. Gross, “ Lipase-catalyzed polycondensations: Effect of substrates and solvent on chain formation, dispersity, and end-group structure”, Biomacromolecules, (4) ,pp. 544–551,2003.

N. Marioara, “Aromatic polyesters with photosensitive side chains: Synthesis, characterization and properties”, J Serb Chem Soc, (81), pp.1–14, 2016.

D. Alsheh, G. Marom “Bromostyrene crosslinked polyesters. IV. The effects of the C-Br bond strength and of synergists on fire retardancy”, J Appl polym sci, (22), pp.3177-3184, 1978.

W. Zaifei, WM. Christopher, SB. Frank “Fluorine-enriched melt-blown fibers from polymer blends of poly(butylene terephthalate) and a fluorinated multiblock copolyester“, Appl Mater Interfaces, (8),pp.754–761,2016.

Triviede, BC, Culbertson BM (1982) Maleic anhydride. Plenum Press, New York, Chap.12

KH. Yoon, AT. Dibenedetto, S. Huang, “Recycling of unsaturated polyester resin using propylene glycol polymer”, J polymer, (38), pp. 2281-2285, 1997.

M. Fouad, R. Abdelkhalek, I. Jalal “New aromatic-aliphatic co-polyesters: Effect of the Structural characteristic on the thermal Properties”, J Mater Environ Sci, (6), pp.1377-1385, 2015

Alessandro P, Enrique HA, Valerio F, Doris R, Georg MG, Lucia G “the Closure of the Cycle: Enzymatic Synthesis and Functionalization of Bio-Based Polyesters”, Trends in Biotechnology, (4), pp. 316–328, 2016.

K. Elayaraja, K, Kishor S, M. Giridhar, “Copolyesters from Soybean Oil for Use as Resorbable”, Biomaterials. Sustainable Chem. Eng (5), pp. 880–891, 2015.

Liu, F. Wang, T. Tan, B., “Chen Lipase-catalyzed synthesis and characterization of polymers by cyclodextrin as support architecture” Carbohydr Polym, (92), pp. 633–640, 2013.

A S. Moyeenuddin, , L P. Kim, F. Alan “Effect of fibre treatments on interfacial shear strength of hemp fibre reinforced polylactide and unsaturated polyester composites”, J Composites: Part A (42), pp. 1189-1196, 2011.

M.A. Motawie, NM. Ahmed, SM. ElMesallamy, EM. Sadak, NG. Kandile, “Unsaturated Polyesters/layered Silicate Nanocomposites: synthesis and Characterization”, Journal of Applied Chemistry (IOSR-JAC) (10), pp. 34-43, 2014.

RJ. Sengwa, S .Sankhla “Characterization of ionic conduction and electrode polarization relaxation oligomers”, Polymer Bulletin, (60), pp. 689-700, 2008.

L. Yao, W. He, S. Zuosen, M. Jingjing, W. Xuesong, Y. Donghang, C, Zhanchen “Novel high- k polymers as dielectric layers for organic thin- film transistors”, Polym Chem (6), 6651-6658, 2015.

T. Kimura, M. Kajiwara “Electrical properties of poly(n-butylamino) (di-allylamino) phosphazene", Journal of Material Science, (11), pp. 2955-2959, 1998.

S. Shekhar, V. Prasad, SV. Subramanyam, “Structural and electrical properties of composites of polymer-iron carbide nanoparticles embedded in car bon”, Materials Science and Engineering B: (133), pp. 108-112, 2006.

GhA. Omed, G M. Jamal, DA. Tahir, SR. Saeed, “Electrical Characterization of Polyester Reinforced by Carbon Black Particles”, International Journal of Applied Physics and Mathematics (2), pp. 101-105, 2011.

K. Bal, VK. KothariIndian “Measurement of dielectric properties of textile materials and their applications”, Journal of Fibre and Textile Research, (34), pp. 191-199, 2009.

MA. Abd-Alla, MM. Kandeel, I A. Kamal, AS. Hammam, “Arylidene Polymers II. Synthesis and Chatracterization of New Polyesters of Diarylidenecyclopentanone”, Journal Macromolecular Science Chemistry A, (27), pp. 523-538, 1990.

M A. Abd-Alla, I A. Kamal “Arylidene Polymers X. Synthesis and Characterization of New Polyesters Containing Symmetrical Bis-Azomethine Groups in the Polymer Backbone”, High Performance Polymers, (2),pp.181-188,1990.

D H. Marrian , P B. Russell , BJF. Hudson , JW. Cornforth , RH. Cornforth, WJ. Dunstan, ML. Tomlinson J Chem Soc, (23), pp. 753-756, 1946.

I A. Kamal, AS. Hammam, SM. Radwan, MA. Abdel-Rahman, “New Unsaturated Copolyesters based on Diarylidenecyclopentanone. Optimum conditions of Synthesis, Characterization and Morphology”, International Journal of Basic & Applied Sciences IJBAS-IJENS11 (4), pp. 14-22, 2011.

MA. Abd-Alla, I A. Kamal, AS. Hammam, “ Arylidene Polymers IV. Synthesis, characterization and morphology of new polyesters of diarylidenecyclohexanone”, High Performance Polymer (3), pp. 223-234, 1989.

HM. Kwaambwa, JW. Good, RW. Hoghes, PA. Raynolds, “Viscosity, molecular weight and concentrations relationships at 298 K of low molecular weight cis-polyisoprene in a good solvent”, Colloid and surfaces A physicochem. Eng Aspects (294), pp. 14-19, 2007.

S. Hina, Y. Zhang, H. Wang “Characterization of polymeric solutions: a brief overview” Rev Adv Mater Sci, (36), pp.165-176, 2014.

M P. Stevens, Polymer Chemistry: An introduction-3th Edition, Oxford University, New York, 1999.

VS. Prasad, KS. Pillai Synthesis and thermal behavior of thermotropic terpolymers based on 8-(3-hydroxyphenyl)octanoic acid, 2,6-naphthalenedicarboxylic acid, and substituted hydroquinones. J of applied polymer science (82), pp. 1021-1029, 2001.

MA. Abd-Alla, MF. El-Zohhry, IA. Kamal, MMA. Mohamed, Arylidene Polymers XVIII. Synthesis and thermal behavior of organometalic Arylidene polymers containing ferrocene derivatives in the main chain. J of Applied Polymer Science (47), pp.323-329, 1993.

R O. Ebewel, B. Raton Polymer Science and Technology (chain flexibility P.111) London New York Washington, D.C, 1996.




DOI: http://dx.doi.org/10.52155/ijpsat.v6.1.195

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