Sains Malaysiana 52(3)(2023): 805-819

http://doi.org/10.17576/jsm-2023-5203-10

 

Comparison of Performance and Characteristic of Suberate, Azelate and Sebate as PVC Plasticizers

(Perbandingan Prestasi dan Pencirian Suberat, Azelat dan Sebakat sebagai Bahan Pemplastik PVC)

 

NUR HAFIFAH NAHDIRAH JAFRI, NOR HAMIDAH ABU OTHMAN & MOHD. FIRDAUS MOHAMAD YUSOFF*

 

Chemical Science Department, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor Darul Ehsan, Malaysia

 

Received: 8 April 2022/Accepted: 8 January 2023

 

Abstract

Consumer’s health and safety problems that arise from using di (2-ethylhexyl) phthalate (DEHP) as a conventional plasticizer for PVC have led to the study of the production of alternative plasticizers based on dicarboxylate esters. In this study diester plasticizers based on suberic, azelaic and sebacic acid were synthesized with 2-ethylhexanol. PVC blends with these three diesters was conducted by solvent-casting technique. The characteristics of dicarboxylate esters plasticizers, which were judged to have excellent compatibility with PVC proved and evaluated by mechanical, thermal and migration stability test analyses as compared to DEHP. Improved tensile strength, elastic modulus, and elongation at break were observed in plasticized PVC films. Single peak of glass transition showed in all PVC-diester blends had lower range of temperatures, Tg(65.36 °C - 71.90 °C). The first stage of maximum degradation temperature for PVC-D2EHSu, PVC-D2EHAz and PVC-D2EHSe films were recorded at 287.06 °C, 290.83 °C and 281.68 °C, respectively, which exhibited good thermal stability. The good compatibility between synthesized plasticizers and PVC proved that the dicarboxylate plasticizers able to replace DEHP and highly capable to use as either primary or secondary plasticizers in food packaging, medical devices and domestic appliances in polymer industry.

 

Keywords: DEHP; diester plasticizers; polymers; PVC

 

Abstrak

Masalah kesihatan dan keselamatan pengguna yang timbul akibat daripada penggunaan di (2 etilheksil) ptalat (DEHP) sebagai pemplastik konvensional untuk polivinil klorida (PVC) telah membawa kepada kajian penghasilan pemplastik alternatif berasaskan ester dikarboksilat. Dalam kajian ini, bahan pemplastik diester berasaskan asid suberat, azelat dan sebakat telah disintesis dengan 2-etilheksanol. Adunan PVC dengan ketiga-tiga diester ini telah dilakukan dengan menggunakan teknik acuan-pelarut. Pencirian terhadap struktur, sifat mekanikal, terma dan kadar migrasi setiap pemplastik ester dalam PVC menunjukkan hasil yang baik kerana mempunyai keserasian adunan sama seperti DEHP. Ujian mekanikal filem merekodkan nilai kekuatan tegangan, tensil modulus dan panjang terikan pada takat putus yang lebih baik dalam filem PVC-diester. Puncak suhu peralihan kaca tunggal dikesan pada julat suhu yang rendah (65.36 °C - 71.90 °C). Filem PVC-diester ini menunjukkan kestabilan terma yang baik dengan suhu degradasi maksimum pertama dalam filem PVC-D2EHSu, PVC-D2EHAz dan PVC-D2EHSe masing-masing direkodkan pada 287.06 °C, 290.83 °C dan 281.68 °C. Keserasian yang baik antara pemplastik tersintesis dan molekul PVC membuktikan pemplastik diester dapat menggantikan DEHP dan berpotensi tinggi digunakan sebagai pemplastik primer atau sekunder dalam aplikasi pembungkusan makanan, peralatan perubatan dan perkakas rumah dalam sektor industri polimer.

 

Kata kunci: DEHP; pemplastik diester; polimer; PVC

 

REFERENCES

ASTM E2550-17. 2017.Standard Test Method for Thermal Stability by Thermogravimetry. ASTM International, USA, West Conshohocken, PA.

ASTM D638-14. 2016. Standard Practice for Preparation of Metallographic Specimens. ASTM International, USA, West Conshohocken, PA.

ASTM D2199-82. 1999. Standard Test Method for Measurement of Plasticizer Migration from Vinyl Fabrics to Lacquers. ASTM International, USA, West Conshohocken, PA.

ASTM D1239-98. 2006. Standard Test Method for Resistance of Plastic Films to Extraction by Chemicals. ASTM International, USA, West Conshohocken, PA.

Ahmed, W.A., Yousif, E., Al-Mashhadani, M.H., Yarmo, M.A., Salih, N. & Salimon, J. 2021. The effect of long-chain and branched alcohol on lubricity of dodecanedioic acid-based ester. Kemija u industriji 70(1-2): 13-22.

Aigbodion, A.I. & Bakare, I.O. 2005. Rubber seed oil quality assessment and authentication. Journal of the American Oil Chemists’ Society 82(7): 465-469.

Bocqué, M., Voirin, C., Lapinte, V., Caillol, S. & Robin, J.J. 2016. Petro-based and bio-based plasticizers: Chemical structures to plasticizing properties. Journal of Polymer Science, Part A: Polymer Chemistry 54(1): 11-33.

Bouchareb, B. & Benaniba, M.T. 2008. Effects of epoxidized sunflower oil on the mechanical and dynamical analysis of the plasticized poly(vinyl chloride). Journal of Applied Polymer Science 107(6): 3442-3450.

Coltro, L., Pitta, J.B. & Madaleno, E. 2013. Performance evaluation of new plasticizers for stretch PVC films. Polymer Testing 32(2): 272-278.

Czogała, J., Pankalla, E. & Turczyn, R. 2021. Recent attempts in the design of efficient PVC plasticizers with reduced migration. Materials 14(4): 844.

Daniels, P.H. 2009. A brief overview of theories of PVC plasticization and methods used to evaluate PVC-plasticizer interaction. Journal of Vinyl and Additive Technology 15(4): 219-223.

de Andrade Souza, L., Francisquetti, E.L., Dalagnol, R.D., Roman Junior, C., Schanz, M.T.G., Maier, M.E. & Petzhold, C.L. 2021. PVC plasticizer from trimethylolpropane trioleate: synthesis, properties, and application. Polímeros 31(2): 1-10.

Dyer, J.R. 1965. Applications of Absorption Spectroscopy of Organic Compounds. USA: Prentice-Hall.

Erythropel, H. 2016. Evaluation of Maleate, Fumarate, and Succinate Diesters as Potential Green Plasticizers. McGill University.

Faria-Machado, A.F., da Silva, M.A., Vieira, M.G.A. & Beppu, M.M. 2013. Epoxidation of modified natural plasticizer obtained from rice fatty acids and application on polyvinylchloride films. Journal of Applied Polymer Science 127(5): 3543-3549.

Gryglewicz, S. & Oko, F.A. 2005. Dicarboxylic acid esters as components of modern synthetic oils. Industrial Lubrication and Tribology 57(3): 128-132.

Gryglewicz, S., Stankiewicz, M., Oko, F.A. & Surawska, I. 2006. Esters of dicarboxylic acids as additives for lubricating oils. Tribology International 39(6): 560-564.

Jafri, N.H.N., Othman, N.H.A. & Salimon, J. 2018. Optimization of esterification of dicarboxylic acids and 2-ethyl-1-hexanol. AIP Conference Proceedings. p. 020086.

Lindström, A. & Hakkarainen, M. 2006. Environmentally friendly plasticizers for poly(vinyl chloride) - Improved mechanical properties and compatibility by using branched poly(butylene adipate) as a polymeric plasticizer. Journal of Applied Polymer Science 100(3): 2180-2188.

Pavia, D.L., Lampman, G.M., Kriz, G.S. & Vyvyan, J.A. 2014. Introduction to Spectroscopy. 5th ed. United States of America: Cengaged Learning.

Pitchaimari, G., Sarma, K.S.S., Varshney, L. & Vijayakumar, C.T. 2014. Influence of the reactive diluent on electron beam curable funtionalized N-(4-hydroxyl phenyl) maleimide derivatives - Studies on thermal degradation kinetics using model free approach. Thermochimica Acta 597: 8-18.

Rameshkumar, S., Shaiju, P., O’Connor, K.E. & Ramesh Babu, P. 2020. Bio-based and biodegradable      polymers - State-of-the-art, challenges and emerging trends. Current Opinion in Green and Sustainable Chemistry 21: 75-81.

Salimon, J., Ahmed, W.A., Salih, N., Yarmo, M.A. & Derawi, D. 2015. Lubricity and tribological properties of dicarboxylic acid and oleyl alcohol based esters. Sains Malaysiana 44(3): 405-412.

Saunders, K.J. 1973. Polyesters. Organic Polymer Chemistry. Springer Netherlands: Dordrecht.

Schwach, G. & Vert, M. 1999. In vitro and in vivo degradation of lactic acid-based interference screws used in cruciate ligament reconstruction. International Journal of Biological Macromolecules 25(1-3): 283-291.

Wang, Y., Nie, X. & Li, X. 2016. Synthesis and characterization of novel pentaerythritol ester as PVC plasticizer. Journal of Applied Polymer Science 133(47): 1-7.

Wypych, G. 2004. Handbook of Plasticizers. ChemTec Publishing.

Xie, Z., Chen, Y., Wang, C., Liu, Y., Chu, F. & Jin, L. 2014. Effects of bio-based plasticizers on mechanical and thermal properties of PVC/wood flour composites. BioResources 9(4): 7389-7402.

Zhang, Y. & Rempel, C. 2012. Retrogradation and antiplasticization of thermoplastic starch. Thermoplastic Elastomers. InTech.

 

*Corresponding author; email: fir_my@ukm.edu.my

 

 

 

 

 

 

previous