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Erschienen in: Polymer Bulletin 8/2017

29.12.2016 | Original Paper

Thermal stability and thermal degradation kinetics of bio-based epoxy resins derived from cardanol by thermogravimetric analysis

verfasst von: M. Natarajan, S. C. Murugavel

Erschienen in: Polymer Bulletin | Ausgabe 8/2017

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Abstract

Cardanol is a naturally occurring chemical compound consisting of meta substituted alkyl phenol. Two types of epoxy resins have been synthesized from cardanol. The synthesized epoxy resins have been characterized by FTIR and NMR spectroscopic analyses. The thermal stabilities and kinetics of the thermal degradation of cardanol-based resins were studied by thermogravimetric analysis under a nitrogen atmosphere with heating rates of 5, 10, 15 and 20 °C min−1. The molecular weights of the prepared novolac and epoxidized novolac resins were determined by gel permeation chromatography analysis. There is intense interest in understanding the degradation behavior and properties of cardanol-based epoxy resins. Three model-free methods, Kissinger, Kissinger–Akahira–Sunose (KAS) and Flynn–Wall–Ozawa (FWO), and the model-fitting Coats–Redfern method were employed to identify the kinetic triplet including activation energy, pre-exponential factor and reaction model. It was established that the Coats–Redfern model-fitting method is suitable for determining the kinetic reaction mechanism, but the most probable reaction functions R3 and D3 can be evaluated on the basis of the activation energy value which is nearest to the value of activation energy obtained by the FWO and KAS methods. A kinetic compensation effect was also observed for the above-mentioned bio-based epoxy resins.

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Literatur
1.
Zurück zum Zitat Murthy BGK, Sivasamban MA (1985) Recent trends in CNSL utilization. Acta Hort (ISHS) Acta Hortic 108:201–207 Murthy BGK, Sivasamban MA (1985) Recent trends in CNSL utilization. Acta Hort (ISHS) Acta Hortic 108:201–207
2.
Zurück zum Zitat Mwaikambo LY, Ansell MP (2001) Cure characteristics of alkali catalyzed cashewnut shell liquid formaldehyde resin. J Mater Sci 36:3693–3698CrossRef Mwaikambo LY, Ansell MP (2001) Cure characteristics of alkali catalyzed cashewnut shell liquid formaldehyde resin. J Mater Sci 36:3693–3698CrossRef
3.
Zurück zum Zitat Bisanda ETN, Ogola WO, Tesha JV (2003) Characterisation of tannin resin blends for particleboard applications. Cement Concr Compos 25:593–598CrossRef Bisanda ETN, Ogola WO, Tesha JV (2003) Characterisation of tannin resin blends for particleboard applications. Cement Concr Compos 25:593–598CrossRef
4.
Zurück zum Zitat Biswas BK, Biswas S, Khan M, Chandra Ray B (2009) Preparation and characterization of CNSL modified phenol formaldehyde resin. J Polym Mater 28:7–15 Biswas BK, Biswas S, Khan M, Chandra Ray B (2009) Preparation and characterization of CNSL modified phenol formaldehyde resin. J Polym Mater 28:7–15
5.
Zurück zum Zitat Devi A, Srivatsava D (2007) Studies on the blends of cardanol-based epoxidized novolac type phenolic resin and carboxyl-terminated polybutadiene (CTPB), I. Mat Sci Eng A 458:336–347CrossRef Devi A, Srivatsava D (2007) Studies on the blends of cardanol-based epoxidized novolac type phenolic resin and carboxyl-terminated polybutadiene (CTPB), I. Mat Sci Eng A 458:336–347CrossRef
6.
Zurück zum Zitat Yadav R, Srivatsava D (2010) Blends of cardanol-based epoxidized novolac resin and CTBN for application in surface coating: a study on thermal, mechanical, chemical, and morphological characteristics. J Coat Technol Res 7:557–568CrossRef Yadav R, Srivatsava D (2010) Blends of cardanol-based epoxidized novolac resin and CTBN for application in surface coating: a study on thermal, mechanical, chemical, and morphological characteristics. J Coat Technol Res 7:557–568CrossRef
7.
Zurück zum Zitat Sultania M, Srivatsava D (2011) The effect of CTBN concentrations on the kinetic parameters of decomposition of blends of epoxy resins modified with carboxyl-terminated liquid copolymer. J Polym Environ 19:950–956CrossRef Sultania M, Srivatsava D (2011) The effect of CTBN concentrations on the kinetic parameters of decomposition of blends of epoxy resins modified with carboxyl-terminated liquid copolymer. J Polym Environ 19:950–956CrossRef
8.
Zurück zum Zitat Mythili CV, Malar Retna A, Gopalakrishnan S (2004) Synthesis, mechanical, thermal and chemical properties of polyurethanes based on cardanol. Bull Mater Sci 27:235–241CrossRef Mythili CV, Malar Retna A, Gopalakrishnan S (2004) Synthesis, mechanical, thermal and chemical properties of polyurethanes based on cardanol. Bull Mater Sci 27:235–241CrossRef
9.
Zurück zum Zitat Mythili CV, Malar Retna A, Gopalakrishnan S (2005) Physical, mechanical, and thermal properties of polyurethanes based on hydroxyalkylated cardanol–formaldehyde resins. J Appl Polym Sci 98:284–288CrossRef Mythili CV, Malar Retna A, Gopalakrishnan S (2005) Physical, mechanical, and thermal properties of polyurethanes based on hydroxyalkylated cardanol–formaldehyde resins. J Appl Polym Sci 98:284–288CrossRef
10.
Zurück zum Zitat Manjula S, Pavithran C, Pillai CKS, Kumar VG (1991) Synthesis and mechanical properties of cardanol–formaldehyde (CF) resins and CF-poly(methylmethacrylate) semi-interpenetrating polymer networks. J Mater Sci 26:4001–4007CrossRef Manjula S, Pavithran C, Pillai CKS, Kumar VG (1991) Synthesis and mechanical properties of cardanol–formaldehyde (CF) resins and CF-poly(methylmethacrylate) semi-interpenetrating polymer networks. J Mater Sci 26:4001–4007CrossRef
11.
Zurück zum Zitat Manjula S, Pillai CKS, Kumar VG (1990) Thermal characterization of cardanol–formaldehyde resins and cardanol–formaldehyde/poly(methyl methacrylate) semi-interpenetrating polymer networks. Thermochim Acta 159:255–266CrossRef Manjula S, Pillai CKS, Kumar VG (1990) Thermal characterization of cardanol–formaldehyde resins and cardanol–formaldehyde/poly(methyl methacrylate) semi-interpenetrating polymer networks. Thermochim Acta 159:255–266CrossRef
12.
Zurück zum Zitat Chen YF, Chen ZB, Xiao SY, Liu HB (2008) A novel thermal degradation mechanism of phenol–formaldehyde type resins. Thermochim Acta 47:639–643 Chen YF, Chen ZB, Xiao SY, Liu HB (2008) A novel thermal degradation mechanism of phenol–formaldehyde type resins. Thermochim Acta 47:639–643
13.
Zurück zum Zitat Vyazovkin S, Burnham AK, Criado JM, Pérez-Maqueda LA, Popescu C, Sbirrazzuoli N (2011) ICTAC Kinetics Committee recommendations for performing kinetic computations on thermal analysis data. Thermochim Acta 520:1–19CrossRef Vyazovkin S, Burnham AK, Criado JM, Pérez-Maqueda LA, Popescu C, Sbirrazzuoli N (2011) ICTAC Kinetics Committee recommendations for performing kinetic computations on thermal analysis data. Thermochim Acta 520:1–19CrossRef
14.
Zurück zum Zitat Popescu C (1996) Integral method to analyze the kinetics of heterogeneous reactions under non-isothermal conditions A variant on the Ozawa–Flynn–Wall method. Thermochim Acta 285:309–323CrossRef Popescu C (1996) Integral method to analyze the kinetics of heterogeneous reactions under non-isothermal conditions A variant on the Ozawa–Flynn–Wall method. Thermochim Acta 285:309–323CrossRef
15.
Zurück zum Zitat Çetin NS, Özmen N (2002) Use of organosolv lignin in phenol–formaldehyde resins for particleboard production I. Organosolv lignin modified resins. Int J Adhes Adhes 22:477–480CrossRef Çetin NS, Özmen N (2002) Use of organosolv lignin in phenol–formaldehyde resins for particleboard production I. Organosolv lignin modified resins. Int J Adhes Adhes 22:477–480CrossRef
16.
Zurück zum Zitat Perin DD, Armerigo WLF (1988) Purification of laboratory chemicals. Pergamon, New York Perin DD, Armerigo WLF (1988) Purification of laboratory chemicals. Pergamon, New York
17.
Zurück zum Zitat Sorenson WR, Campbell TW (1968) Preparative methods of polymer chemistry. Wiley-interscience, New York Sorenson WR, Campbell TW (1968) Preparative methods of polymer chemistry. Wiley-interscience, New York
18.
Zurück zum Zitat Gedam PH, Sampathkumaram PS, Sivasamban MA (1972) Examination of the components of cashew nut shell liquid by NMR. Indian J Chem 10:388–391 Gedam PH, Sampathkumaram PS, Sivasamban MA (1972) Examination of the components of cashew nut shell liquid by NMR. Indian J Chem 10:388–391
19.
Zurück zum Zitat Murthy BGK, Sivasamban MA, Agarwal JS (1968) Identification of some naturally occurring alkyl-substituted phenols in cashew-nut shell liquid by chromatographic techniques. J Chromatogr 32:519–528CrossRef Murthy BGK, Sivasamban MA, Agarwal JS (1968) Identification of some naturally occurring alkyl-substituted phenols in cashew-nut shell liquid by chromatographic techniques. J Chromatogr 32:519–528CrossRef
20.
Zurück zum Zitat Lee H, Neville K (1967) Handbook of epoxy resins. McGraw-Hill, New York Lee H, Neville K (1967) Handbook of epoxy resins. McGraw-Hill, New York
21.
Zurück zum Zitat Suresh KI, Kishanprasad VS (2005) Synthesis, structure, and properties of novel polyols from cardanol and developed polyurethanes. Ind Eng Chem Res 44:4504–4512CrossRef Suresh KI, Kishanprasad VS (2005) Synthesis, structure, and properties of novel polyols from cardanol and developed polyurethanes. Ind Eng Chem Res 44:4504–4512CrossRef
22.
Zurück zum Zitat Coats AW, Redfern JP (1964) Kinetic parameters from thermogravimetric data. Nature 201:68–69CrossRef Coats AW, Redfern JP (1964) Kinetic parameters from thermogravimetric data. Nature 201:68–69CrossRef
23.
Zurück zum Zitat Coats AW, Redfern JP (1965) Kinetic parameters from thermogravimetric data. II. J Polym Sci Part B Polym Lett 3:917–920CrossRef Coats AW, Redfern JP (1965) Kinetic parameters from thermogravimetric data. II. J Polym Sci Part B Polym Lett 3:917–920CrossRef
24.
Zurück zum Zitat Doyle CD (1965) Series approximations to the equations of thermogravimetric data. Nature 207:290–291CrossRef Doyle CD (1965) Series approximations to the equations of thermogravimetric data. Nature 207:290–291CrossRef
25.
Zurück zum Zitat Kissinger HE (1956) Variation of peak temperature with heating rate in differential thermal analysis. J Res Natl Bur Stand 57:217–221CrossRef Kissinger HE (1956) Variation of peak temperature with heating rate in differential thermal analysis. J Res Natl Bur Stand 57:217–221CrossRef
26.
Zurück zum Zitat Akahira T, Sunose T (1971) Joint convection of four electrical institutes. Sci Technol 16:22–31 Akahira T, Sunose T (1971) Joint convection of four electrical institutes. Sci Technol 16:22–31
27.
Zurück zum Zitat Flynn J, Wall L (1966) A quick, direct method for the determination of activation energy from thermogravimetric data. J Polym Sci Pol Lett 4:323–328CrossRef Flynn J, Wall L (1966) A quick, direct method for the determination of activation energy from thermogravimetric data. J Polym Sci Pol Lett 4:323–328CrossRef
28.
Zurück zum Zitat Ozawa T (1965) A new method of analyzing thermogravimetric data. Bull Chem Soc Jpn 38:1881–1886CrossRef Ozawa T (1965) A new method of analyzing thermogravimetric data. Bull Chem Soc Jpn 38:1881–1886CrossRef
29.
Zurück zum Zitat Sperling GR (1954) Hydrogen bonding in phenolic resin intermediates. J Am Chem Soc 76:1190–1193CrossRef Sperling GR (1954) Hydrogen bonding in phenolic resin intermediates. J Am Chem Soc 76:1190–1193CrossRef
30.
Zurück zum Zitat Heal GR (2002) Thermogravimetry and derivative Thermogravimetry. In: Haines PJ (ed) Principles of thermal analysis and calorimetry. Royal Society of Chemistry, Cambridge, pp 10–54CrossRef Heal GR (2002) Thermogravimetry and derivative Thermogravimetry. In: Haines PJ (ed) Principles of thermal analysis and calorimetry. Royal Society of Chemistry, Cambridge, pp 10–54CrossRef
31.
Zurück zum Zitat Papadopoulou E, Chrissafis K (2011) Thermal study of phenol–formaldehyde resin modified with cashew nut shell liquid. Thermochim Acta 512:105–109CrossRef Papadopoulou E, Chrissafis K (2011) Thermal study of phenol–formaldehyde resin modified with cashew nut shell liquid. Thermochim Acta 512:105–109CrossRef
32.
Zurück zum Zitat Idris SS, Rahman NA, Ismail K, Alias AB, Rashid ZA, Aris MJ (2010) Investigation on thermochemical behaviour of low rank Malaysian coal, oil palm biomass and their blends during pyrolysis via thermogravimetric analysis (TGA). Bioresour Technol 101:4584–4592CrossRef Idris SS, Rahman NA, Ismail K, Alias AB, Rashid ZA, Aris MJ (2010) Investigation on thermochemical behaviour of low rank Malaysian coal, oil palm biomass and their blends during pyrolysis via thermogravimetric analysis (TGA). Bioresour Technol 101:4584–4592CrossRef
33.
Zurück zum Zitat Lapuerta M, Hernández JJ, Rodrĺguez J (2004) Kinetics of devolatilisation of forestry wastes from thermogravimetric analysis. Biomass Bioenergy 27:385–391CrossRef Lapuerta M, Hernández JJ, Rodrĺguez J (2004) Kinetics of devolatilisation of forestry wastes from thermogravimetric analysis. Biomass Bioenergy 27:385–391CrossRef
34.
Zurück zum Zitat Hamid R, Mostafa R, Faezeh M (2014) The non-isothermal degradation kinetics of St-MMA copolymers. Polym Degrad Stab 99:240–248CrossRef Hamid R, Mostafa R, Faezeh M (2014) The non-isothermal degradation kinetics of St-MMA copolymers. Polym Degrad Stab 99:240–248CrossRef
35.
Zurück zum Zitat Budrugeac P, Homentcovschi D, Segal E (2001) Critical considerations on the isoconversional methods III. On the evaluation of the activation energy from non-isothermal data. J Therm Anal Calorim 66:557–565CrossRef Budrugeac P, Homentcovschi D, Segal E (2001) Critical considerations on the isoconversional methods III. On the evaluation of the activation energy from non-isothermal data. J Therm Anal Calorim 66:557–565CrossRef
Metadaten
Titel
Thermal stability and thermal degradation kinetics of bio-based epoxy resins derived from cardanol by thermogravimetric analysis
verfasst von
M. Natarajan
S. C. Murugavel
Publikationsdatum
29.12.2016
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 8/2017
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-016-1885-y

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