Maleinized Hyperbranched Polyol Polyester: Effect of the Content of Maleic Anhydride in the Structural, Thermal and Rheological Properties

Carlos A. Ararat; Winston Quinonez; Edwin A. Murillo

Macromolecular Research, Vol.27, No.7, 693-702, July, 2019

DOI10.1007/s13233-019-7089-1 Export Citation

Maleinized Hyperbranched Polyol Polyester: Effect of the Content of Maleic Anhydride in the Structural, Thermal and Rheological Properties

Carlos A. Ararat, Winston Quinonez¹, and Edwin A. Murillo^†

Carlos A. Ararat, Grupo de Investigación en Materiales Poliméricos (GIMAPOL), Departamento de Química, Universidad Francisco de Paula Santander, Avenida Gran Colombia No. 12E-96 Barrio Colsag, Cúcuta, Colombia
¹Winston Quinones, Group of Organic Natural Product Chemistry, University of Antioquia, Calle 67 No. 53-108, Medellín-Colombia

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The aim of this work is to obtain the material that, in the future, may become a better alternative, as a functionalizing agent, to maleic anhydride (MA), or a crosslinking agent with the least amount of functional groups. To achieve that goal, a hyperbranched polyester polyol (HBP) of the second generation (HBP2G) was modified with MA to obtain HBP2GMA. The effects of the proportion of MA in the structural, thermal, and rheological properties of the HBP2GMAs were evaluated. Furthermore, these properties were compared with those of the HBP2G. A reduction in the intensity of peak corresponding to the OH stretching of HBP2G was observed with the increase in the extent of HBP2G modification by the analysis of the infrared (IR). HBP2GMAs showed a peak at 3030 cm-1 in their IR spectra, which was due to the -CH=CH- stretching of MA. This was further assessed by 1H NMR analysis. The number of MA units grafted into HBP2G was between 4 and 9, indicating a high degree of functionality. All materials possessed viscosity values below 34.94 Pa·s at 110 °C, which were dependent on the grade of the modification percentage (MP) and the molar content of MA grafted into HBP2G. Mass spectrometry analysis demonstrated the formation of products by the esterification reaction between the HBP2G and MA. The thermal stability of the HBP2GMAs determined as the decomposition temperature (Td) was between 258 and 281 °C which was better than that of the HBP2G.

Keywords:hyperbranched polyol polyesters;maleic anhydride;macromonomers;modification;properties

[References]

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Murillo EA, Vallejo PP, Lopez BL, E-Polymers, 10, 1347 (2010)
Murillo EA, Vallejo PP, Sierra L, Lopez BL, J. Appl. Polym. Sci., 112(1), 200 (2009)
Zagar E, Zigon M, Prog. Polym. Sci., 36, 53 (2011)
Zagar E, Zigon M, Podzimek S, Polymer, 47(1), 166 (2006)
Murillo EA, Vallejo PP, Lopez BL, J. Appl. Polym. Sci., 120(6), 3151 (2011)
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Vallejo PP, Lopez BL, Murillo EA, Prog. Org. Coat., 87, 213 (2015)
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Haseebuddin S, Parmar R, Waghoo G, Ghosh SK, Prog. Org. Coat., 64, 446 (2009)
Hsieh TT, Tiu C, Simon GP, Polymer, 42(5), 1931 (2001)
Zagar E, Huskic´ M, Zigon M, Macromol. Chem. Phys., 208, 1379 (2007)
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[Referenced By]

[1] Zhu Y, Liang C, Bo Y, Xu S, J. Polym. Res., 22, 35 (2015)

[2] Saki T, Arab. J. Chem., 8, 191 (2015)

[3] Singh SK, Tambe SP, Samui AB, Raja VS, Kumar D, Prog. Org. Coat., 55, 20 (2006)

[4] Wang S, Wang N, Meng L, Zhao J, Feng Y, Macromol. Res., 79, 96 (2011)

[5] Kumar R, Narayan R, Aminabhavi TM, Raju KVSN, J. Polym. Res., 21, 547 (2014)

[6] Zagar E, Zigon M, J. Chromatogr. A, 1034, 77 (2004)

[7] Murillo EA, Vallejo PP, Lopez BL, E-Polymers, 10, 1347 (2010)

[8] Murillo EA, Vallejo PP, Sierra L, Lopez BL, J. Appl. Polym. Sci., 112(1), 200 (2009)

[9] Zagar E, Zigon M, Prog. Polym. Sci., 36, 53 (2011)

[10] Zagar E, Zigon M, Podzimek S, Polymer, 47(1), 166 (2006)

[11] Murillo EA, Vallejo PP, Lopez BL, J. Appl. Polym. Sci., 120(6), 3151 (2011)

[12] Yang D, Chen Z, Rong X, Zhang H, Qiu F, J. Polym. Res., 21, 331 (2014)

[13] Kutyreva M, Usmanova GS, Ulakhovich N, Kutyreva G, Russ. J. Gen. Chem., 80, 787 (2010)

[14] Ikladious NE, Asaad JN, Rozik NN, Des. Monomers Polym., 12, 469 (2009)

[15] Gataulina AR, Khannanov AA, Malinovskikh OA, Bondar OV, Ulakhovich NA, Kutyreva MP, Russ. J. Gen. Chem., 83, 2269 (2013)

[16] Al-Roomi YM, Hussain KF, J. Appl. Polym. Sci., 102(4), 3404 (2006)

[17] Rzayev ZMO, I. RE. CH. E., 3, 153 (2011)

[18] Manjula D, Dhevi A, Prabu A, Kim H, Pathak M, J. Polym. Res., 21, 503 (2014)

[19] Eren T, Kusefoglu SH, Wool RJ, Appl. Polym. Sci., 90, 197 (2003)

[20] Ararat CA, Murillo EA, Ing. Cienc., 12, 127 (2016)

[21] Nova M, Arevalo Y, Murillo EA, J. Appl. Polym. Sci., 136, 46932 (2019)

[22] Mesias R, Murillo EA, J. Appl. Polym. Sci., 132, 41589 (2015)

[23] Karayannidis GP, Achilias DS, Sideridou ID, Bikiaris DN, Eur. Polym. J., 41, 201 (2005)

[24] Vallejo PP, Lopez BL, Murillo EA, Prog. Org. Coat., 87, 213 (2015)

[25] Dayma N, Jaggi HS, Satapathy BK, Mater. Des., 33, 510 (2012)

[26] Zhang W, Tabei J, Shiotsuki M, Masuda T, Polym. Bull., 57(4), 463 (2006)

[27] Selim MS, Shenashen MA, ELSaeed AEAM, Selimd MM, El-Safty SA, RSC Adv., 7, 21796 (2017)

[28] Vukovic J, Lechner MD, Jovanovic S, J. Serb. Chem. Soc., 72, 1493 (2007)

[29] Haseebuddin S, Parmar R, Waghoo G, Ghosh SK, Prog. Org. Coat., 64, 446 (2009)

[30] Hsieh TT, Tiu C, Simon GP, Polymer, 42(5), 1931 (2001)

[31] Zagar E, Huskic´ M, Zigon M, Macromol. Chem. Phys., 208, 1379 (2007)

[32] Ikladious NE, Mansour SH, Asaad JN, Emira HS, Hi M, Prog. Org. Coat., 89, 252 (2015)

[33] Xu M, Yan X, Cheng R, Yu X, Polym. Int., 50, 1338 (2001)

[34] Alfei S, Castellaro S, Macromol. Res., 25(12), 1172 (2017)

[35] Vukovic´ J, Steinmeier D, Lechner MD, Jovanovic´ S, Bozic B, Polym. Degrad. Stabil., 91, 1903 (2006)

[36] Ishida Y, Yokomachi K, Seino M, Hayakawa T, Kakimoto MA, Macromol. Res., 15(2), 147 (2007)

[37] Rogunova M, Lynch TYS, Pretzer W, Kulzick M, Hiltner A, Baer E, J. Appl. Polym. Sci., 77(6), 1207 (2000)

[38] Malmstrom E, Johansson M, Hult A, Macromol. Chem. Phys., 197, 3199 (1996)