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Erschienen in: Polymer Bulletin 4/2017

20.07.2016 | Original Paper

Cure kinetics of cyanate ester resin using microencapsulated dibutyltin dilaurate as catalyst

verfasst von: Yi Zhang, Li Yuan, Feng Chen, Aijuan Gu, Guozheng Liang

Erschienen in: Polymer Bulletin | Ausgabe 4/2017

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Abstract

Dibutyltin dilaurate (DBTDL) catalyst-filled microcapsules (MCs) were used to catalyze the reaction of thermosetting cyanate ester (CE) resins. Dynamic differential scanning calorimetry (DSC) experiments were performed at multiple heating rates (β) to investigate the effects of the MC content (0.125, 0.25, and 0.5 %) on the cure kinetics of CE resins. The kinetic parameters of CE/MC systems, including activation energy (E a), preexponential factor (A), and reaction order (n), were analyzed using the Flynn–Wall–Ozawa method, Kissinger method, Crane method, Ozawa isoconversional method, and Coats–Redfern method. The results indicate that, as the MC content increases, the reaction temperature of CE/MC system gradually shifts to low temperature owing to the increase of the DBTDL catalyst released from MCs under heating conditions. Compared to the unencapsulated DBTDL, the encapsulated DBTDL can decrease the E a, A, and the reaction rate constant of CE resins due to the gradual release of DBTDL from MCs and the homogeneous dispersion of the released DBTDL in CE resins. The E a, A, and the reaction rate constant of CE/MC systems are effectively adjusted by the MC content and heating process. The reaction orders for all CE/MC systems are close to 1. The reaction model of CE/MCs is considered as a two-dimensional nucleation (A 2).

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Literatur
1.
Zurück zum Zitat Nair CPR, Mathew D, Ninan KN (2001) Cyanate ester resins, recent development. Adv Polym Sci 155:1–99CrossRef Nair CPR, Mathew D, Ninan KN (2001) Cyanate ester resins, recent development. Adv Polym Sci 155:1–99CrossRef
2.
Zurück zum Zitat Dodiuk H, Sydney G (2013) Handbook of thermoset plastics, 3rd edn. William Andrew Publishing, New York Dodiuk H, Sydney G (2013) Handbook of thermoset plastics, 3rd edn. William Andrew Publishing, New York
3.
Zurück zum Zitat Marella VV, Throckmorton JA, Palmese GR (2014) Hydrolytic degradation of highly crosslinked polyaromatic cyanate ester resins. Polym Degrad Stabil 104:104–111CrossRef Marella VV, Throckmorton JA, Palmese GR (2014) Hydrolytic degradation of highly crosslinked polyaromatic cyanate ester resins. Polym Degrad Stabil 104:104–111CrossRef
4.
Zurück zum Zitat Fink JK (2013) Reactive polymers fundamentals and applications: a concise guide to industrial polymers, 2nd edn. William Andrew Publishing, New York Fink JK (2013) Reactive polymers fundamentals and applications: a concise guide to industrial polymers, 2nd edn. William Andrew Publishing, New York
5.
Zurück zum Zitat Bauer A, Thunga M, Obusek K, Akinc M, Kessler MR (2013) Bisphenol E cyanate ester as a novel resin for repairing BMI/carbon fiber composites: influence of cure temperature on adhesive bond strength. Polymer 54:3994–4002CrossRef Bauer A, Thunga M, Obusek K, Akinc M, Kessler MR (2013) Bisphenol E cyanate ester as a novel resin for repairing BMI/carbon fiber composites: influence of cure temperature on adhesive bond strength. Polymer 54:3994–4002CrossRef
6.
Zurück zum Zitat Pradhan S, Brahmbhatt P, Sudha JD, Unnikrishnan J (2011) Influence of manganese acetyl acetonate on the cure-kinetic parameters of cyanate ester-epoxy blend systems in fusion relevant magnets winding packs. J Therm Anal Calorim 105:301–311CrossRef Pradhan S, Brahmbhatt P, Sudha JD, Unnikrishnan J (2011) Influence of manganese acetyl acetonate on the cure-kinetic parameters of cyanate ester-epoxy blend systems in fusion relevant magnets winding packs. J Therm Anal Calorim 105:301–311CrossRef
7.
Zurück zum Zitat Gómez CM, Recalde IB, Mondragon I (2005) Kinetic parameters of a cyanate ester resin catalyzed with different proportions of nonylphenol and cobalt acetylacetonate catalyst. Eur Polym J 41:2734–2741CrossRef Gómez CM, Recalde IB, Mondragon I (2005) Kinetic parameters of a cyanate ester resin catalyzed with different proportions of nonylphenol and cobalt acetylacetonate catalyst. Eur Polym J 41:2734–2741CrossRef
8.
Zurück zum Zitat Mathew D, Nair CPR, Krishnan K, Ninan KN (1999) Catalysis of the cure reaction of bisphenol A dicyanate. A DSC study. J Polym Sci Polym Chem 37:1102–1114CrossRef Mathew D, Nair CPR, Krishnan K, Ninan KN (1999) Catalysis of the cure reaction of bisphenol A dicyanate. A DSC study. J Polym Sci Polym Chem 37:1102–1114CrossRef
9.
Zurück zum Zitat Li WF, Liang GZ, Xin WL (2004) Triazine reaction of cyanate ester resins systems catalyzed by organic tin compound: kinetics and mechanism. Polym Inter 53:869–876CrossRef Li WF, Liang GZ, Xin WL (2004) Triazine reaction of cyanate ester resins systems catalyzed by organic tin compound: kinetics and mechanism. Polym Inter 53:869–876CrossRef
10.
Zurück zum Zitat Gursen S, Yildirim S, Deligoz H (2013) Preparation, characterization and dielectric properties of polycyanurate films cyclotrimerized in the presence of different catalysts. Polym Eng Sci 53:662–670CrossRef Gursen S, Yildirim S, Deligoz H (2013) Preparation, characterization and dielectric properties of polycyanurate films cyclotrimerized in the presence of different catalysts. Polym Eng Sci 53:662–670CrossRef
11.
Zurück zum Zitat Deyrai Y, Zydowicz N, Cassagnau P (2004) Polymer crosslinking controlled by release of catalyst encapsulated in polycarbonate micro-spheres. Polymer 45:6123–6131CrossRef Deyrai Y, Zydowicz N, Cassagnau P (2004) Polymer crosslinking controlled by release of catalyst encapsulated in polycarbonate micro-spheres. Polymer 45:6123–6131CrossRef
12.
Zurück zum Zitat Willingh GV, Abbo HS, Titinchi SJJ (2014) Selective oxidation reactions over tri- and tetradentate oxovanadium(IV) complexes encapsulated in zeolite-Y. Catal Today 227:96–104CrossRef Willingh GV, Abbo HS, Titinchi SJJ (2014) Selective oxidation reactions over tri- and tetradentate oxovanadium(IV) complexes encapsulated in zeolite-Y. Catal Today 227:96–104CrossRef
13.
Zurück zum Zitat Aranishi K, Zhu QL, Xu Q (2014) Dendrimer-encapsulated cobalt nanoparticles as high-performance catalysts for the hydrolysis of ammonia borane. Chem Cat Chem 6:1375–1379 Aranishi K, Zhu QL, Xu Q (2014) Dendrimer-encapsulated cobalt nanoparticles as high-performance catalysts for the hydrolysis of ammonia borane. Chem Cat Chem 6:1375–1379
14.
Zurück zum Zitat Yuan L, Chen F, Gu AJ, Liang GZ, Lin C, Huang SD, Nutt S, Chen GQ, Gao YM (2014) Synthesis of poly(urea-formaldehyde) encapsulated dibutyltin dilaurate through the self-catalysis of core materials. Polym Bull 71:261–273CrossRef Yuan L, Chen F, Gu AJ, Liang GZ, Lin C, Huang SD, Nutt S, Chen GQ, Gao YM (2014) Synthesis of poly(urea-formaldehyde) encapsulated dibutyltin dilaurate through the self-catalysis of core materials. Polym Bull 71:261–273CrossRef
15.
Zurück zum Zitat Chen F, Yuan L, Gu AJ, Lin C, Liang GZ (2013) Low-temperature cure high-performance cyanate ester resins/microencapsulated catalyst systems. Polym Eng Sci 53:1871–1877CrossRef Chen F, Yuan L, Gu AJ, Lin C, Liang GZ (2013) Low-temperature cure high-performance cyanate ester resins/microencapsulated catalyst systems. Polym Eng Sci 53:1871–1877CrossRef
16.
Zurück zum Zitat Zeng XL, Yu SH, Sun R (2013) Effect of functionalized multiwall carbon nanotubes on the curing kinetics and reaction mechanism of bismaleimide-triazine. J Therm Anal Calorim 114:387–395CrossRef Zeng XL, Yu SH, Sun R (2013) Effect of functionalized multiwall carbon nanotubes on the curing kinetics and reaction mechanism of bismaleimide-triazine. J Therm Anal Calorim 114:387–395CrossRef
17.
Zurück zum Zitat Ghumara RY, Adroja PP, Parsania PH (2013) Synthesis, characterization, and dynamic DSC curing kinetics of novel epoxy resin of 2,4,6-tris(4-hydroxyphenyl)-1-3-5-triazine. J Therm Anal Calorim 114:873–881CrossRef Ghumara RY, Adroja PP, Parsania PH (2013) Synthesis, characterization, and dynamic DSC curing kinetics of novel epoxy resin of 2,4,6-tris(4-hydroxyphenyl)-1-3-5-triazine. J Therm Anal Calorim 114:873–881CrossRef
18.
Zurück zum Zitat Yin HY, Jin H, Wang CS, Sun YF, Yuan ZR, Xie HF, Wang ZL, Cheng RS (2014) Thermal, damping, and mechanical properties of thermosetting epoxy-modified asphalts. J Therm Anal Calorim 115:1073–1080CrossRef Yin HY, Jin H, Wang CS, Sun YF, Yuan ZR, Xie HF, Wang ZL, Cheng RS (2014) Thermal, damping, and mechanical properties of thermosetting epoxy-modified asphalts. J Therm Anal Calorim 115:1073–1080CrossRef
19.
Zurück zum Zitat Xu Q, Jin C, Griffin G (2014) Fire safety evaluation of expanded polystyrene foam by multi-scale methods. J Therm Anal Calorim 115:1651–1660CrossRef Xu Q, Jin C, Griffin G (2014) Fire safety evaluation of expanded polystyrene foam by multi-scale methods. J Therm Anal Calorim 115:1651–1660CrossRef
20.
Zurück zum Zitat Ledeti I, Fulias A, Vlase G (2013) Thermal behaviour and kinetic study of some triazoles as potential anti-inflammatory agents. J Therm Anal Calorim 114:1295–1305CrossRef Ledeti I, Fulias A, Vlase G (2013) Thermal behaviour and kinetic study of some triazoles as potential anti-inflammatory agents. J Therm Anal Calorim 114:1295–1305CrossRef
21.
Zurück zum Zitat Wu GM, Kong ZW, Chen CF, Chen J, Huo SP, Jiang JC (2013) Kinetics of the crosslinking reaction of nonionic polyol dispersion from terpene-maleic ester-type epoxy resin. J Therm Anal Calorim 111:735–741CrossRef Wu GM, Kong ZW, Chen CF, Chen J, Huo SP, Jiang JC (2013) Kinetics of the crosslinking reaction of nonionic polyol dispersion from terpene-maleic ester-type epoxy resin. J Therm Anal Calorim 111:735–741CrossRef
22.
Zurück zum Zitat Li C, Liu MH, Liu ZY, Qing ML, Wang G (2014) DSC and curing kinetics of epoxy resin using cyclohexanediol diglycidyl ether as active diluents. J Therm Anal Calorim 116:411–416CrossRef Li C, Liu MH, Liu ZY, Qing ML, Wang G (2014) DSC and curing kinetics of epoxy resin using cyclohexanediol diglycidyl ether as active diluents. J Therm Anal Calorim 116:411–416CrossRef
23.
Zurück zum Zitat Supriya N, Catherine KB, Rajeev R (2013) DSC-TG studies on kinetics of curing and thermal decomposition of epoxy-ether amine systems. J Therm Anal Calorim 112:201–208CrossRef Supriya N, Catherine KB, Rajeev R (2013) DSC-TG studies on kinetics of curing and thermal decomposition of epoxy-ether amine systems. J Therm Anal Calorim 112:201–208CrossRef
24.
Zurück zum Zitat Liu Y, Wang J, Xu SA (2014) Synthesis and curing kinetics of cardanol-based curing agents for epoxy resin by in situ depolymerization of paraformaldehyde. J Polym Sci Pol Chem 52:472–480CrossRef Liu Y, Wang J, Xu SA (2014) Synthesis and curing kinetics of cardanol-based curing agents for epoxy resin by in situ depolymerization of paraformaldehyde. J Polym Sci Pol Chem 52:472–480CrossRef
25.
Zurück zum Zitat Zabihi O, Aghaie M, Zare K (2013) Study on a novel thermoset nanocomposite form DGEBA-cycloaliphatic diamine and metal nanoparticles. J Therm Anal Calorim 111:703–710CrossRef Zabihi O, Aghaie M, Zare K (2013) Study on a novel thermoset nanocomposite form DGEBA-cycloaliphatic diamine and metal nanoparticles. J Therm Anal Calorim 111:703–710CrossRef
26.
Zurück zum Zitat Crane LW, Dynes PJ, Kaelble DH (1973) Analysis of curing kinetics in polymer composites. J Polym Sci Polym Lett Ed 11:533–534CrossRef Crane LW, Dynes PJ, Kaelble DH (1973) Analysis of curing kinetics in polymer composites. J Polym Sci Polym Lett Ed 11:533–534CrossRef
27.
Zurück zum Zitat Yoo MJ, Kim SH, Park SD, Lee WS, Sun JW, Choi JH, Nahm S (2010) Investigation of curing kinetic of various cycloaliphatic epoxy resins using dynamic thermal analysis. Eur Polym J 6:1158–1162CrossRef Yoo MJ, Kim SH, Park SD, Lee WS, Sun JW, Choi JH, Nahm S (2010) Investigation of curing kinetic of various cycloaliphatic epoxy resins using dynamic thermal analysis. Eur Polym J 6:1158–1162CrossRef
28.
Zurück zum Zitat Dohare C, Mehta N (2012) Iso-conversional kinetic study of non-isothermal crystallization in glassy Se98Ag2 alloy. J Therm Anal Calorim 109:247–253CrossRef Dohare C, Mehta N (2012) Iso-conversional kinetic study of non-isothermal crystallization in glassy Se98Ag2 alloy. J Therm Anal Calorim 109:247–253CrossRef
29.
Zurück zum Zitat Frizzo CP, Villetti MA, Tier AZ, Gindri IM, Buriol L, Rosa FA, Claramunt RM, Sanz D, Martins MAP (2013) Structural and thermodynamic properties of new pyrazolo [3,4-d]pyridazinones. Thermochim Acta 574:63–72CrossRef Frizzo CP, Villetti MA, Tier AZ, Gindri IM, Buriol L, Rosa FA, Claramunt RM, Sanz D, Martins MAP (2013) Structural and thermodynamic properties of new pyrazolo [3,4-d]pyridazinones. Thermochim Acta 574:63–72CrossRef
30.
Zurück zum Zitat Orava J, Greer AL (2015) Kissinger method applied to the crystallization of glass-forming liquids: regimes revealed by ultra-fast-heating calorimetry. Thermochim Acta 603:63–68CrossRef Orava J, Greer AL (2015) Kissinger method applied to the crystallization of glass-forming liquids: regimes revealed by ultra-fast-heating calorimetry. Thermochim Acta 603:63–68CrossRef
31.
Zurück zum Zitat Papageorgiou DG, Papageorgiou GZ, Bikiaris DN, Chrissafis K (2013) Crystallization and melting of propylene-ethylene random copolymers. Homogeneous nucleation and beta-nucleating agents. Eur Polym J. 49:1577–1590CrossRef Papageorgiou DG, Papageorgiou GZ, Bikiaris DN, Chrissafis K (2013) Crystallization and melting of propylene-ethylene random copolymers. Homogeneous nucleation and beta-nucleating agents. Eur Polym J. 49:1577–1590CrossRef
32.
Zurück zum Zitat Wang J, Zhao H (2015) Thermogravimetric analysis of rubber glove pyrolysis by different iso-conversional methods. Waste Biomass Valori 6:527–533CrossRef Wang J, Zhao H (2015) Thermogravimetric analysis of rubber glove pyrolysis by different iso-conversional methods. Waste Biomass Valori 6:527–533CrossRef
33.
Zurück zum Zitat Pilawka R, Maka H (2014) Kinetics of thermal decomposition of isocyanate-epoxy materials crosslinked in the presence of 1-ethylimidazole accelerator. Polimery 59:409–415CrossRef Pilawka R, Maka H (2014) Kinetics of thermal decomposition of isocyanate-epoxy materials crosslinked in the presence of 1-ethylimidazole accelerator. Polimery 59:409–415CrossRef
34.
Zurück zum Zitat Arora S, Aneja DK, Kumar M, Sharma C, Prakash O (2013) Thermal studies of some biological active oxadiazoles non-isothermal kinetic study of potent antibacterial 2-(4-chlorophenyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole. J Therm Anal Calorim 111:17–25CrossRef Arora S, Aneja DK, Kumar M, Sharma C, Prakash O (2013) Thermal studies of some biological active oxadiazoles non-isothermal kinetic study of potent antibacterial 2-(4-chlorophenyl)-5-(thiophen-2-yl)-1,3,4-oxadiazole. J Therm Anal Calorim 111:17–25CrossRef
35.
Zurück zum Zitat Prime RB, Sacher E (1972) Kinetics of epoxy cure: 2. The system bisphenol-A diglycidyl ether/polyamide. Polymer 13:455–458CrossRef Prime RB, Sacher E (1972) Kinetics of epoxy cure: 2. The system bisphenol-A diglycidyl ether/polyamide. Polymer 13:455–458CrossRef
36.
Zurück zum Zitat Mourão MB, Nascimento RC, Takano C (1991) Kinetic compensation effect on the arbothermic reduction of iron oxides. Thermochim Acta 183:125–136CrossRef Mourão MB, Nascimento RC, Takano C (1991) Kinetic compensation effect on the arbothermic reduction of iron oxides. Thermochim Acta 183:125–136CrossRef
37.
Zurück zum Zitat Garn PD (1975) An examination of the kinetic compensation effect. J Therm Anal 7:475–478CrossRef Garn PD (1975) An examination of the kinetic compensation effect. J Therm Anal 7:475–478CrossRef
38.
Zurück zum Zitat Muraleedharan K, Kripa S (2014) DSC kinetics of the thermal decomposition of copper(II) oxalate by isoconversional and maximum rate (peak) methods. J Therm Anal Calorim 115:1969–1978CrossRef Muraleedharan K, Kripa S (2014) DSC kinetics of the thermal decomposition of copper(II) oxalate by isoconversional and maximum rate (peak) methods. J Therm Anal Calorim 115:1969–1978CrossRef
39.
Zurück zum Zitat Khawam A, Flanagan DR (2006) Solid-state kinetic models: basics and mathematical fundamentals. J Phys Chem B 110:17315–17328CrossRef Khawam A, Flanagan DR (2006) Solid-state kinetic models: basics and mathematical fundamentals. J Phys Chem B 110:17315–17328CrossRef
40.
Zurück zum Zitat Ono M, Tozuk Y, Oguchi T, Yamamoto K (2001) Effects of dehydration temperature on moisture absorption and dissolution behaviour of theophylline. Chem Pharm Bull 49:1526–1530CrossRef Ono M, Tozuk Y, Oguchi T, Yamamoto K (2001) Effects of dehydration temperature on moisture absorption and dissolution behaviour of theophylline. Chem Pharm Bull 49:1526–1530CrossRef
41.
Zurück zum Zitat Chen DTY (1975) Effect of heating rate on activation energies derived by a dynamic kinetic method. J Therm Anal Calorim 7:61–64CrossRef Chen DTY (1975) Effect of heating rate on activation energies derived by a dynamic kinetic method. J Therm Anal Calorim 7:61–64CrossRef
42.
Zurück zum Zitat Zhang TL, Hu RZ, Li FP (1994) A method to determine the non-isothermal kinetic parameters and select the most probable mechanism function using a single non-isothermal DSC curve. Thermochimi Acta 244:177–184CrossRef Zhang TL, Hu RZ, Li FP (1994) A method to determine the non-isothermal kinetic parameters and select the most probable mechanism function using a single non-isothermal DSC curve. Thermochimi Acta 244:177–184CrossRef
Metadaten
Titel
Cure kinetics of cyanate ester resin using microencapsulated dibutyltin dilaurate as catalyst
verfasst von
Yi Zhang
Li Yuan
Feng Chen
Aijuan Gu
Guozheng Liang
Publikationsdatum
20.07.2016
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 4/2017
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-016-1760-x

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