Research and Application of Materials Science

Synthesis and Thermotropic of PAMEs Based on 1-Phenethyl-4-Piperidone Moiety

AlkskasISMAIL A., AbayoAMNA A.

Abstract


New poly(azomethine-ether)s PAMEs containing 1-phenethyl-4-piperidone moiety have been synthesized through a solution polymerization of various diformyl-a,w-diphenoxyalkanes, I-IV with 3,5-bis(p-aminobenzylidene)-1-Phenethyl-4-piperidone VI. The structures of these polymers were confirmed using spectroscopic techniques. The inherent viscosities of the resulting polymers were found to range from 0.65 to 0.95 dl/g. The solubility of the PAMEs was estimated, showing good solubility in aprotic solvents. The thermal properties of the PAMEs were also evaluated by DSC technique. Liquid crystalline state of the polymers was observed on polarizing microscope exhibiting nematic phase for most of the synthesized polymers.


Keywords


PAMEs; Piperidone; Thermotropic; Texture observation

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References


Grigoras M, Catanescu CO. Imine oligomers and polymers. J Macromol Sci Part C. Polym Rev. 2004; 44:131–73.

Tanaka H, Shibahara Y, Sato T, Ota T. Preparation and thermal behavior of spin polymers and their precursors based on azomethine mesogens. Eur Polym J. 1993;2:1525–30.

Dutta PK, Jain P, Sen P, Trivedi R, Sen PK, Dutta J. Synthesis and characterization of a novel polyazomethine ether for NLO application. Eur Polym J .2003;39:1007-1011.

Rahman MM, Hussein M A, Aly KI, Asiri AM. Thermally stable hybrid polyarylidene(azomethine-ether)s polymers (PAAP): an ultrasensitive arsenic(III) sensor approach Des Monomers Polym. 2018; 21(1): 82–98.

Sana B, Koyilapu R, Dineshkumar S. High temperature PEMs developed from the blends of Polybenzimidazole and poly(azomethine-ether) Journal of Polymer Research. 2019; 26(2): 55.

Yen H-J, Liou G-S. Novel blue and red electrochromic poly(azomethine ether)s based on electroactive triphenylamine moieties. Organic Electronics. 2010;11: 299–310.

Shukla U, Rao KV, Rakshit AK. Thermotropic liquid-crystalline polymers: synthesis, characterization, and properties of poly(azomethine esters). J Appl Polym Sci. 2003;88:153–60.

Sun S-J, Chang TC, Li CH. Synthesis and properties of thermotropic liquid crystalline poly(azomethine-carbonate)s. Eur Polym J .1993;29:951–955.

Li C H, Chang T C. Synthesis and properties of poly(amide-azomethine- ester). J Polym Sci Chem. 1991;29:361–367.

Tanaka H, Shibahara Y, Sato T, Ota T. Preparation and thermal behavior of spin polymers and their precursors based on azomethine mesogens. Eur Polym J. 1993;2:1525–1530.

Cozan V, Butuc E, Stoleriu A, Rusa M, Rusu M, Ni Y, Ding M. Poly(azomethine sulfones) with thermotropic liquid crystal-line behavior. J. Macromol. Sci., Pure Appl. Chem.1995;A32:1243–1262.

Parks SB, Kim H, Zin WC, Jung, J C. Synthesis and properties of polyazomethines having flexible (n-alkyloxy)methyl side chains. Macromolecules. 1993;26:1627–1632.

Hussein MA, Abdel-Rahman MA, Asiri AM, Alamry KA, Aly KI. Review on: liquid crystalline polyazomethines polymers. Basics, syntheses and characterization. Des Monomers Polym. 2012;15:431–463.

Marin L, CozanV, Bruma M, Grigoras V C. Synthesis and thermal behaviour of new poly(azomethine-ether) . Eur Polym J .2006;42: 1173–1182.

Aly KI, Ahmed R A. Thermotropic liquid crystalline PAMEs containing cycloalkanone moiety in the polymer backbone. Liquid Crystals.2000; 27: 451–458.

Aly KI, Khalaf AA, Alkaskas IA. Thermotropic liquid crystalline PAMEs containing dibenzylidene derivatives in the main chain. Eur Polym J. 2003;39:1035–1044.

Kannan P , Raja S, Sakthivel P, Synthesis and characterization of thermotropic liquid crystalline poly(azomethine ether)s. Polymer.2004;45: 7895–7902

Alkskas IA, El‐Gnidi B Thermotropic LiquidCrystalline Poly(Azomethine‐Ether)s Containing Dibenzylidene Derivatives in the Main Chain. J. Macromol. Sci. – Pure Appl. Chem 2006; 43:1435–1443.

Aldred MP, Vlachos P, Dong D, Kitney SP, Tsoi WC, Neill MO. Heterocyclic reactive mesogens: synthesis, characterisation and mesomorphic behaviour. Liq Cryst. 2005;32:951–965.

Ha, ST, Koh TM, Yeap GY, Lin HC, Lee SL, Win YF, Ong ST. Synthesis and mesomorphic properties of 6-methoxy- and 6-ethoxy-2-(2-hydroxy-4-alkanoyloxybenzylidenamino)benzothiazoles. Mol. Cryst. Liq. Cryst.2010; 528: 10-22.

Aly KI, Abbady MA, Mahgoub SA, Hussein MA. Liquid crystalline polymers. IX. Main chainthermotropic poly (azomethine–ether)s containing thiazole moiety linked with polymethylenespacers. Journal of Express Polymer Letters. 2007;1:197–207.

Kaya İ, Avcı A, Kolcu F, Çulhaoğlu S. Synthesis, characterization, optical, and electrochemical properties of thermal stable novel PAMEs Designed Monomers & Polymers. 2014;17(5): 481-490.

Perrin DD, Armarigo WLF. Purification of laboratory chemicals. 3rd ed. New York: Pergamon Press; 1988.

Demus D, Goodby J, Gray GW, Spiess H-W ,Vill V. Low molecular weight liquid crystals. In: Demus D, editor. Handbook of Liquid Crystals. 1st ed. 2B. Wiley-VCH; Weinheim, Germany: 1998. pp. 10–40.




DOI: https://doi.org/10.33142/rams.v2i2.3172

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