Thermal Properties of Acylated Low Molecular Weight Chitosans. | [Journal of Chemical Society of Pakistan • 2019]

Author(s):

1. Shu Xian Tiew: Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia

2. Misni Misran: Department of Chemistry, Faculty of Science, University of Malaya, 50603 Kuala Lumpur, Malaysia

Abstract:

Summary: Acylated low molecular weight chitosans (LChA) were prepared from nucleophilic acylation of chitosan using acid anhydrides of short and medium chain length (4 - 10) to study the response of applied heat as a function of acyl chain length. Thermogravimetric analysis (TGA) revealed the decomposition of LChA consisted of glucosamine and acyl-glucosamine units around 141 - 151°C to 400 - 410°C. Both TGA and differential scanning calorimetry (DSC) analyses indicated that the introduction of acyl groups disrupted the hydrogen bonding of chitosan, the effect was more prominent as the degree of substitution and chain length of LChA increased. Grafting of acyl chains lowered the kinematic viscosity of LChA as the disruption of hydrogen bonding led to decreased hydrodynamic volume. Field emission scanning electron micrographs showed that LChA with longer chains having larger particle size due to bigger occupancy volume of acyl chains during spray drying.

Page(s): 207-218

DOI: DOI not available

Published: Journal: Journal of Chemical Society of Pakistan, Volume: 41, Issue: 2, Year: 2019

Keywords:

Keywords are not available for this article.

References:

[1] V. K.Mourya,N. N.Inamdar, 2008., 68 -

[2] M. Larsson, W. C. Huang, M. H. Hsiao, Y. J. Wang, M. Nyden, S. H. Chiou and D. M. Liu, Biomedical Applications and Colloidal Properties of Amphiphilically Modified Chitosan Hybrids, Prog. Polym. Sci., 38, 1307 (2013).

[3] R.Mandke,J.Singh,Weight Chitosan, 2012.Effect of Acyl Chain Length and Unsaturation on Physicochemical Properties and Transfection Efficiency of NAcyl-Substituted Low-Molecular-,J Pharm Sci 101 -

[4] F.Croisier,C.Jerome, 2013.Chitosan-Based Biomaterials for Tissue Engineering, 49 -

[5] R. C. F.Cheung,Ng , J. H.,Wong and W. Y.,Chan, 2015.,Chitosan: An Update on Potential Biomedical and Pharmaceutical Applications 13 -

[6] Z.Liu,Y.Jiao,Y.Wang,C.Zhou,Z.Zhang, 2008.Polysaccharides-Based Nanoparticles as Drug Delivery Systems,Adv. Drug Del. Rev. 60 -

[7] W.Wang,A. M. McConaghy , L.,Tetley and I. F.,Uchegbu, 2001.,the Size of Palmitoyl Glycol Chitosan Polymeric Vesicles Langmuir 17 -

[8] D.Li,X.Wang,Y.Guo,H.Huang,R.Sun, 2012.Preparation of Long-Chain Fatty Acyl-Grafted Chitosan in an Ionic Liquid and Their SelfAssembled Micelles in Water,J. Macromol. Sci. B 51 -

[9] L.Martin,C. G.Wilson,F.Koosha,L.Tetley,A. I.Gray,S.Senel,I. F.Uchegbu,J.Control, 2002.The Release of Model Macromolecules may be Controlled by the Hydrophobicity of Palmitoyl Glycol Chitosan Hydrogels, 80 -

[10] V.Tangpasuthadol,N.Pongchaisirikul,V. P.Hoven, 2003.,Surface Modification of Chitosan Films. Effects of Hydrophobicity on Protein Adsorption, Carbohydr. Res. 338 -

[11] A.Neamnark,R.Rujiravanit,P.Supaphol, 2006., 66 -

[12] S. X.Tiew,M.Misran, 2017.,Physicochemical Properties of Acylated Low Molecular Weight Chitosans, Int. J. Polym. Mat. Polym 1 -

[13] J. Ahmed , In Food and Biological Materials, Glass Transition and Phase,Transitions, 2017., 281 -

[14] F. A. A.Tirkistani, 1998.Thermal Analysis of Some Chitosan Schiff Bases, Polym, 60 -

[15] X.Qu,A.Wirsen,A. C.Albertsson, 2000.Effect of Lactic/Glycolic Acid Side Chains on the Thermal Degradation Kinetics of Chitosan Derivatives, 41 -

[16] P.Katugampola,C.Winstead, 2014.Rheological Behavior and Thermal Stability of Palmitoyl Chitosan Varying the Degree of Substitution, Int,J. Pharm. Sci. Invent 3 -

[17] C. Chen , S.,Tao , X.,Qiu , X.,Ren and S.,Hu,Long-Alkane-Chain Modified, 2013.-phthaloyl Chitosan Membranes with Controlled Permeability, Carbohydr, 91 -

[18] C. Y. Choi , S. B.,Kim , P. K.,Pak , D. I.,Yoo and Y. S.,Chung, 2007.Effect of N-Acylation on Structure and Properties of Chitosan Fibers, Carbohydr, 68 -

[19] C. Le Tien , M.,Lacroix , P.,Ispas-Szabo and M. A.,Mateescu,N-acylatedChitosan,J.Control, 2003.Hydrophobic Matrices for Controlled Drug Release, 93 1 -13

[20] S. X.Tiew,M.Misran, 2017.Encapsulation of Salicylic Acid in Acylated Low Molecular Weight Chitosan for Sustained Release Topical Application,J. Appl. Polym. Sci. 45273 -

[21] Y.Zhang,X.Zhang,R.Ding,J.Zhang, 2011.Determination of the Degree of Deacetylation of Chitosan by Potentiometric Titration Preceded by Enzymatic Pretreatment, Carbohydr, 83 -

[22] R.Czechowska-Biskup,D.Jarosinska,B.Rokita,P.Ulanski,J. M.Rosiak, 2012.Determination of Degree of Deacetylation of Chitosan-Comarison of Methods, Prog, 17 -

[23] El-Hefian , E. S.,Elgannoudi , A.,Mainal,A. H.Yahaya,Chem, 2010.Characterization of Chitosan in Acetic Acid: Rheological and Thermal Studies, Turk, 34 -

[24] L. S.Guinesi,E. T. G.Cavalheiro, 2006.The Use of DSC curves to Determine the Acetylation Degree of Chitin/Chitosan Samples,Thermochimica Acta 444 -

[25] El-Hefian , M. M.,Nasef and A. H.,Yahaya,Thermal , Mechanical, and Surface,Properties , E-J.,Chem, 2012.Part 2, 9 -

[26] M. Zeng , Z.,Fang and C.,Xu,J.Membr, 2004.Effect of Compatibility on the Structure of the Microporous Membrane Prepared by Selective Dissolution of Chitosan/Synthetic Polymer Blend Membrane, 230 -

[27] T. H.Young,C. H.Yao,W. Y.Chiu, 1999.Properties of the Poly(vinyl alcohol)/Chitosan Blend and Its Effect on the Culture of Fibroblast in vitro, 20 -

[28] F. S.Kittur,K. V.Harish Prashanth,K. UdayaSankar,R. N.Tharanathan, 2002.Characterization of Chitin, Chitosan and Their Carboxymethyl Derivatives by Differential Scanning Calorimetry, Carbohydr, 49 -

[29] H.Zhang,S.Yang,J.Fang,Y.Deng,D.Wang,Y.Zhao, 2014.Optimization of the Fermentation Conditions of Rhizopus Japonicus M193 for the Production of Chitin Deacetylase and Chitosan, Carbohydr, 101 -

[30] M. Rinaudo , R.,Auzely , C., 2005.Vallin and I. Mullagaliev, Specific Interactions in Modified Chitosan Systems, 6 -

[31] Y. Y.Li,X. G.Chen,C. S.Liu,D. S.Cha,H. J.Park,C. M.Lee,J. Agr. FoodChem, 2007.Effect of the Molecular Mass and Degree of Substitution of Oleoylchitosan on the Structure, Rheological Properties, 55 -

[32] Z.Zhang,X.Wang,M.Zhao,H.Qi, 2014.OAcetylation of Low-Molecular-Weight Polysaccharide from Enteromorpha Linza with Antioxidant Activity, Int,J. Biol. Macromol 69 -

[33] M. A. Torres , M. M.,Beppu and E. J.,Arruda,Braz J Food Technol, 2006.Viscous and Viscoelastic Properties of Chitosan Solutions and Gels, 9 -

[34] D. P.Chattopadhyay,M. S.Inamdar,ArticleID, 2010.7 pg,Int. J. Polym. Sci. -

[35] N.Seetapan,K.,A.Sirivat, 2006.Linear Viscoelasticity of Thermoassociative Chitosan-g-poly(Nisopropylacrylamide) Polymer, 45 -

[36] A.Gharsallaoui,G.Roudaut,O.Chambin,A.Voilley,R.Saurel, 2007.Applications of SprayDrying in Microencapsulation of Food Ingredients: An Overview, Food Res,Int. 40 -

[37] P.He,S. S.Davis,L.Illum,Int. J.Pharm, 1999., 187 -

[38] R.Harris,E.Lecumberri,I.Mateos-Aparicio,M.Mengibar,A.Heras, 2011.Microspheres for the Encapsulation of Natural Antioxidants Extracted from Ilex Paraguariensis, Carbohydr, 84 -

Citations

Downloads

Views