Abstract
Copolymerized poly(m-phenylene isophthalamide) (co-PMIA) was synthesized by solution polycondensation using m-phenylenediamine and isophthaloyl dichloride and 3,4′-oxydianiline (3,4′-ODA). This paper described the preparation and characterization of the copolymers from various contents 3,4′-ODA to afford co-PMIA with ideal high molecular mass. The copolymer showed excellent thermal stability with the glass transition temperature of 267 °C and the onset decomposition temperature (5% mass loss) of 445 °C. The thermal degradation of co-PMIA was measured with various thermal analytical techniques; the pyrolysis products were obtained and analyzed under air atmosphere. The possible thermal decomposition mechanism of co-PMIA was discussed. The present pyrolysis was investigated using TG under air atmosphere at four different heating rates (5–20 °C min−1). Three different kinetic methods, the iso-conversional Ozawa–Flynn–Wall and Kissinger and Crane methods were applied on TG data of co-PMIA to calculate the kinetic parameters including activation energy, pre-exponential factor and reaction order.
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Islam MT, Aimone F, Ferri A, Rovero G. Use of N-methylformanilide as swelling agent for meta-aramid fibers dyeing: kinetics and equilibrium adsorption of Basic Blue 41. Dyes Pigments. 2015;113(2):554–61.
Trigo-López M, Miguel-Ortega Á, Vallejos S, Muñoz A, Izquierdo D, Colina Á, et al. Intrinsically colored wholly aromatic polyamides (aramids). Dyes Pigments. 2015;122:177–83.
García JM, García FC, Serna F, Peña JLDL. High-performance aromatic polyamides. Prog Polym Sci. 2010;35(5):623–86.
Zhong L, Wang T, Liu L, Du W, Wang S. Ultra-fine SiO2 nanofilament-based PMIA: a double network membrane for efficient filtration of PM particles. Sep Purif Technol. 2018;202:357–64.
Sandra CDS, Fernandes Loguercio L, Silva Corrêa D, Ramos Nunes M, Antônio Villetti M, Irene TSG. Interfacial properties and thermal stability of modified poly(m-phenylene isophthalamide) thin films. Surf Interface Anal. 2013;45(4):837–43.
Horrocks AR. Flame retardant challenges for textiles and fibres: new chemistry versus innovatory solutions. Polym Degrad Stabil. 2011;96(3):377–92.
Trigo-López M, Barrio-Manso JL, Serna F, García FC, García JM. Crosslinked aromatic polyamides: a further step in high-performance materials. Macromol Chem Phys. 2013;214(19):2223–31.
Jadhav JY. Structure, stability and degradation of organosilicon aramids. Polym Degrad Stabil. 1985;13(4):327–36.
Higashihara T, Zhang C, Tsukuda A, Ochi T, Ueda M. Direct synthesis and melt-drawing property of aramids by bulk polycondensation of isophthalic acid with m-phenylenediamine and 3, 4′-oxydianiline. J Appl Polym Sci. 2012;124(5):4398–402.
Chen L, Hu Z, Liu XX, Zhaofeng L. Properties and structures of terephthalyl chloride (TPC) modified meta-aramid copolymers. J Macromol Sci A. 2006;43(11):1741–8.
Yu S, Mizoguchi K, Ueda M. Synthesis of aramids by polycondensation of aromatic dicarboxylic acids with aromatic diamines containing ether linkages. Polym J. 2008;40(8):680–1.
Han SY, Jaung JY. Acid dyeing properties of meta-aramid fiber pretreated with PEO 45-MeDMA derived from [2-(methacryloyloxy)ethyl] trimethylammonium chloride. Fiber Polym. 2009;10(4):461–5.
Preston J, Hofferbert WL. A solvent-dyeing process for aramid fibers. Text Res J. 1979;49(5):283–7.
Nechwatal A, Rossbach V. The carrier effect in the m-aramid fiber/cationic dye/benzyl alcohol system. Text Res J. 1999;69(9):635–41.
Safabakhsh B, Khosravi A, Gharanjig K, Kowsari E, Khorassani M, Tafaghodi S. Synthesis of a novel fluorescent coloured copolymer based on 4-butylthio-1,8-naphthalimide. Color Technol. 2012;128(3):218–22.
Riordan JE, Blair HS. Synthesis and characterization of inherently coloured azo polyamides. Polym. 1979;20(2):196–202.
Fu C, Gu L. Structures and properties of easily dyeable copolyesters and their fibers respectively modified by three kinds of diols. J Appl Polym Sci. 2013;128(6):3964–73.
Wei G, Wang L, Chen G, Gu L. Synthesis and characterization of poly(ethylene-co -trimethylene terephthalate)s. J Appl Polym Sci. 2006;100(2):1511–21.
Derombise G, Van Schoors LV, Davies P. Degradation of Technora aramid fibres in alkaline and neutral environments. Polym Degrad Stabil. 2009;94(10):1615–20.
Villar-Rodil S, MartíNez-Alonso A, Tascón J. Studies on pyrolysis of Nomex polyaramid fibers. J Anal Appl Pyrol. 2001;58(00):105–15.
Villarrodil S, Paredes JI, Martínezalonso A, Tascón JMD. Atomic force microscopy and infrared spectroscopy studies of the thermal degradation of Nomex aramid fibers. Chem Mater. 2012;13(11):4297–304.
Kajiyama M. Preparation and properties of aramid copolymers derived from 3,4′-ODA, 4,4′-ODA,IPC and TPC. J Adhesion. 2006;59(1–4):101–9.
Mishra RK, Mohanty K. Pyrolysis kinetics and thermal behavior of waste sawdust biomass using thermogravimetric analysis. Bioresour Technol. 2017;251:63–74.
Ceylan S, Topçu Y. Pyrolysis kinetics of hazelnut husk using thermogravimetric analysis. Bioresour Technol. 2014;156(4):182–8.
Lopez-Velazquez MA, Santes V, Balmaseda J, Torres-Garcia E. Pyrolysis of orange waste: a thermo-kinetic study. J Anal Appl Pyrol. 2013;99(1):170–7.
Amutio M, Lopez G, Aguado R, Artetxe M, Bilbao J, Olazar M. Kinetic study of lignocellulosic biomass oxidative pyrolysis. Fuel. 2012;95(1):305–11.
Sharma R, Sheth PN, Gujrathi AM. Kinetic modeling and simulation: pyrolysis of Jatropha residue de-oiled cake. Renewe Energ. 2016;86:554–62.
Sadhukhan AK, Gupta P, Saha RK. Modelling of pyrolysis of large wood particles. Bioresour Technol. 2009;100(12):3134–9.
Shi L, Liu Q, Guo X, Wu W, Liu Z. Pyrolysis behavior and bonding information of coal-A TGA study. Fuel Process Technol. 2013;108(6):125–32.
Dong KS, Sang SP, Yong TK, Hwang J, Yu TU. Study of coal pyrolysis by thermo-gravimetric analysis (TGA) and concentration measurements of the evolved species. J Anal Appl Pyrol. 2011;92(1):209–16.
Arora S, Kumar M, Dubey GP. Thermal decomposition kinetics of rice husk: activation energy with dynamic thermogravimetric analysis. J Energy Inst. 2016;82(3):138–43.
Regnier N, Guibe C. Methodology for multistage degradation of polyimide polymer. Polym Degrad Stabil. 1997;55(2):165–72.
Neto HS, Matos JDR. Compatibility and decomposition kinetics studies of prednicarbate alone and associated with glyceryl stearate. J Therm Anal Calorim. 2011;103(1):393–9.
Doyle CD. Series approximations to the equation of thermogravimetric data. Nature. 1965;207(4994):290–1.
Kissinger HE. Reaction kinetics in differential thermal analysis. Anal Chem. 1957;29(11):1702–6.
Skrovanek DJ, Painter PC, Coleman MM. Hydrogen bonding in polymers. 2. Infrared temperature studies of nylon 11. Macromolecules. 1986;19(3):699–705.
Yu S, Zhang C, Higashihara T, Ueda M. Synthesis of aramids by bulk polycondensation of aromatic dicarboxylic acids with 4, 4′-oxydianiline. Polym Chem. 2012;3(8):1978–81.
Chen JC, Liu YT, Leu CM, Liao HY, Lee WC, Lee TM. Synthesis and properties of organosoluble polyimides derived from 2, 2′-dibromo and 2, 2′,6,6′-tetrabromo-4,4′-oxydianilines. J Appl Polym Sci. 2010;117(2):1144–55.
Villar-Rodil S, Paredes JI, Martínez-Alonso A, Tascón J. Combining thermal analysis with other techniques to monitor the decomposition of poly(m-phenylene isophthalamide). J Therm Anal Calorim. 2002;70(1):37–43.
Wu C, You J, Wang X. Thermal decomposition mechanism and kinetics of gemcitabine. J Anal Appl Pyrol. 2018;130:118–26.
Chou WJ, Wang CC, Chen CY. Thermal behaviors of polyimide with plasma-modified carbon nanotubes. Polym Degrad Stabil. 2008;93(3):745–52.
Mckendry P. Energy production from biomass (part 1): overview of biomass. Bioresour Technol. 2002;83(1):37–46.
Aguirresarobe RH, Irusta L, Fernandez-Berridi MJ. Application of TGA/FTIR to the study of the thermal degradation mechanism of silanized poly(ether-urethanes). Polym Degrad Stabil. 2012;97(9):1671–9.
Akhter Z, Bashir MA, Khan MSU. Synthesis, characterization and thermal degradation kinetics of ferrocene-containing aramids. Appl Organomet Chem. 2010;19(7):848–53.
Acknowledgements
This research was supported by “the Fundamental Research Funds for the Central Universities and Graduate Student Innovation Fund of Donghua University (CUSF-DH-D-2019012)”. The authors also thank the Shanghai International S&T Cooperation Fund (16160731302) and the Natural Science Foundation of China (51473031) for their support.
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Li, N., Zhang, X., Yu, J. et al. Kinetic study of copolymerized PMIA with ether moiety under air pyrolysis. J Therm Anal Calorim 140, 283–293 (2020). https://doi.org/10.1007/s10973-019-08809-1
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DOI: https://doi.org/10.1007/s10973-019-08809-1