Open Access

Synthesis and Characterization of Phosphorous Containing NLO Polymers

A. Muthusamy, amsamysrmv@gmail.com
Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India.
K. Kaliraj, Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India. S. Dineshkumar, Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India. P. Chitra , Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India. S. Anand Department of Chemistry, Sri Ramakrishna Mission Vidyalaya College of Arts and Science, Coimbatore, TN, India.


J. Environ. Nanotechnol., Volume 2, No 4 (2013) pp. 01-05

https://doi.org/10.13074/jent.2013.12.132037

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Abstract

Two diol monomers 2,6-Bis (4-hydroxybenzylidene)cyclohexanone (BHBC) and 2,6-Bis(4-hydroxy-3-methoxy benzylidene)cyclohexanone (BHMBC) were used as monomer for preparing phosphorus NLO containing polyesters. The monomers BHBC and BHMBC were prepared respectively by refluxing 4-hydroxybenzaldehyde and 3-methoxy-4-hydroxy benzaldehyde with cyclohexanone. The polyesters were synthesized by interfacial polycondensation of photosensitive diols with Phenyldichloro phosphate using hexadecyltrimethyl ammonium bromide (HDTMAB) as phase transfer catalyst. Copolymers were also prepared by incorporating Bisphenol-A in the polymer backbone. The synthesized monomers and polymers were characterized by UV-vis, FT-IR, 1H, 13C, 31P-NMR spectroscopic techniques. Thermal properties of the polymers were studied by thermogravimetric analysis and differential scanning Calorimetry under nitrogen atmosphere. The polymers show good SHG efficiency and thus it may be considered as a promising material for NLO application.

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Reference


Arun, A., Reddy , B.S.R. and Rajkumar, M., Polymeric Drug for Antimicrobial Activity Studies: Synthesis and Characterization, J. Bioact. Compat. Polym., 8, 219(2003). 

http://dx.doi.org/10.1177/0883911503035385

Balaji, K. and Murugavel S.C., Synthesis, spectral, and thermal characterization of photosensitive poly(ether-ester)s containing α,β-unsaturated ketone  moieties in the main chain derived from 2,6-bis[4-(3-hydroxypropyloxy)-3-methoxybenzylidene]cyclohexanone, J. Appl. Polym. Sci., 120, 3141-3150(2011) . 

http://dx.doi.org/10.1002/app.33335

Bayer,A., Villiger ,V., Dibenzalaceton und Triphenylmethan. Ein Beitrag zur Farbtheorie, Ber. Dtsch. Chem. Ges., 35, 1189(1902). 

http://dx.doi.org/10.1002/cber.190203501197

Borden, D.G., Design of photocrosslinkable polyesters with specific absorptions, J. Appl. Polym. Sci., 22  239-251(1978). 

http://dx.doi.org/10.1002/app.1978.070220117

Delaviz, Y., Gungor, A., McGrath, J.E. and Gibson, H.W., Soluble phosphine oxide containing aromatic polyamides, Polymer, 34, 210-213(1993). 

http://dx.doi.org/10.1016/0032-3861(93)90308-W

Devia ,C.M., Pappano, N. B. and Debattista N. B., Structure-biological activity relationship of synthetic trihydroxilated chalcones. Rev. Microbiol., 29, 307-310(1998). 

http://dx.doi.org/10.1590/S0001-37141998000400014

Dimnock, J. R., Kumar, P., Nazarali, A. J., Motaganahalli , N. L., Kowalchuk , T. P., Beazely, Wilson , M. A., Quail, J., Allen , E.O.T. and Szydlowski M.J., DeClercq E. and Palzarini, J., Cytotoxic 2,6-bis(arylidene)cyclohexanones and related compounds, Eur. J. Med. Chem., 35 967(2000). 

http://dx.doi.org/10.1016/S0223-5234(00)01173-9

Kemp, W., Organic Spectroscopy, ELBS, Hampshire, III Edn., New Delhi (2003).

Moran P W Condensation Polymers by Interfacial and Solution Methods, Interscience, NewYork, (1965).

Kurtz, S.K., Perry, T.T., A Powder Technique for the Evaluation of Nonlinear Optical Materials, J. Appl. Phys. 39, 3798(1968) .

http://dx.doi.org/10.1063/1.1656857

Morgan ,P. W., “Condensation Polymers by Interfacial and Solution Methods” ï¿½ Wiley Interscience, New York, (1965).

Murugavel, S.C., Swaminathan, C.S. and Kannan, P., Synthesis and characterization of photo-crosslinkable poly(benzylidene phosphoramide ester)s, Polymer, 38  5179-5183(1997). 

http://dx.doi.org/10.1016/S0032-3861(97)00040-2

Perrin D D and Armarigo W L F Purification of Laboratory Chemicals, Pergamon Press, NewYork, (1988).

Reichardt, C., Asharin-Fard, S.,. Blum, A, Eschner M., Mehranpour, A.M., Milart, P., Niem T., Schafer, G.and Wilk, M., Solute/solvent interactions and their empirical determination by means of solvatochromic dyes, Pure and Appl. Chem., 85(12),  2593-2601(1993). 

http://dx.doi.org/10.1351/pac199365122593

Silverstein , R. M. and Webster, F. X., Spectroscopic Identification of Organic   Compounds, John Wiley & Sons, New York, VI Edn., (2003).

Smith, P.J., Dimnock, J.R. and Turner, W.A., Mass Spectrometry of Some Substituted 2-Benzylidenecyclohexanones and 2,6-bis-Benzylidenecyclohexanones, Can. J. Chem, 51, 1458-1470(1973) . 

http://dx.doi.org/10.1139/v73-220

Starks ,C. M. and Liotta, C., Phase transfer catalysis, principles and techniques�, Academic press, New York, (1973).

Tenkovtsev , V., Yakimansky, A.V., Dudkina, M.M., Lukoshkin , V. V., Komber , H., Haussler, L. and Bohme, F., Ionic Complexes of Bis(hydroxyarylidene)alkanones with Strong Polymeric Bases as a New Class of Third-Order Nonlinear Optical Chromophores Macromolecules, 34, 7100(2001). 

http://dx.doi.org/10.1021/ma0020234

Venkateshwaralu, G. and Subramanian, B., Ferroverdin : cation variation and recognition of isomeric tris chelate geometries by iron oxidation states, Proc. Indian Acad. Sci.(Chem.Sci.), 102(1), 195(1990) .

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