Synthesis and application of calix[4]arene phosphonato derivative as an effective dispersant of silica in silica-filled rubber compounds
Subject Areas :Nasrin Hamrahjou 1 , saeed taghvaei 2 , Reza Zadmard 3
1 - Ph.D student in Organic Chemistry, Faculty of Chemistry, Islamic Azad University, North Tehran Branch, Tehran, Iran.
2 - Professor of Organic Chemistry, Faculty of Chemistry, Islamic Azad University, North Tehran Branch, Tehran, Iran.
3 - Professor of Organic Chemistry, Chemistry and Chemical Engineering Research Center of Iran, Tehran, Iran.
Keywords: rubber, Silica, Dispersion, Calix[4]arene, Tire tread compound,
Abstract :
In this research, a special new processing aid agent based on calix[4]arene phosphonato derivative (CPD) was synthesized and its effect on silica dispersion within the rubber matrix was investigated. Initially, a reference compound and another compound containing CPD as a processing aid agent, based on SBR/BR and other ingredients were considered. After cure, mechanical tests including tensile strength and elongation at break and scanning electron microscopy (SEM) method were performed. Based on the results of tensile and rheology tests, no significant changes were observed in these properties. SEM images showed that the presence of CPD as a processing aid agent had a significant effect on improving the dispersion of silica in the rubber matrix compared to the reference compound. Therefore, by improving the dispersion of silica, the physical and mechanical properties of the tire tread compound containing CPD were improved and the performance of the tire increased.
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_||_[1] D’Apuzzo, M.; Evangelisti, A.; Nicolosi, V.; Accident Analysis & Prevention 138, 105462, 2020.
[2] Hirata, Y.; Kondo, H.; Ozawa, Y., “Natural rubber (NR) for the tyre industry, Chap. 12” in “Chemistry, manufacture and applications of natural rubber”, Edited by Kohjiya, S. and Ikeda, Y., Woodhead Publishing, U.K., 2014.
[3] Maghami, S.; Dierkes, W.K.; Noordermeer, J.W.M.; Rubber Chemistry and Technology 89, 559-572, 2016.
[4] Thaptong, P.; Boonbumrung, A.; Jittham, P.; Sae-oui, P.; Journal of Polymer Research 26, 1-9, 2019.
[5] Ren, X.; Sancaktar, E.; Journal of Cleaner Production 206, 374-382, 2019.
[6] Thepsuwan, U.; Sae‐oui, P.; Sirisinha, C.; Thaptong, P.; Journal of Applied Polymer Science 136, 46987, 2019.
[7] Sun, J.; Liu, X.; Wang, L.; Shi, X.; Journal of Sol-Gel Science and Technology 85, 213-220, 2018.
[8] Qu, L.; Yu, G.; Xie, X.; Wang, L.; Li, J.; Zhao, Q.; Polymer composites 34, 1575-1582, 2013.
[9] Ko, J.Y.; Prakashan, K.; Kim, J.K.; Journal of Elastomers & Plastics 44, 549-562, 2012.
[10] Dasgupta, S., Agrawal, S.L., Bandyopadhyay, S., Mukhopadhyay, R., Malkani, R.K., Ameta, S.C., Polymer Testing 28, 251-263, 2009.
[11] Xu, H.; Fan, T.; Ye, N.; Wu, W.; Huang, D.; Wang, D.; Wang, Z.; Zhang, L.; Polymers 12, 623, 2020.
[12] Li, J.; Isayev, A.I.; Ren, X.; Soucek, M.D.; Polymer 60, 144-156, 2015.
[13] Seyvet, O.; Navard, P.; Journal of Applied Polymer Science 78, 1130-1133, 2000.
[14] Karak, N.; Gupta, B.; Kautschuk Gummi Kunststoffe 53, 30-34, 2000.
[15] Wang, Y.X.; Wu, Y.P.; Li, W.J.; Zhang, L.Q.; Applied Surface Science 257, 2058-2065, 2011.
[16] Jiao, Y.; Liu, X.; Liu, K.; Industrial Lubrication and Tribology 70(9), 1737-1744, 2018.
[17] Kim, K.J.; VanderKooi, J.; ACS: Rubber Division Meeting, 2001.
[18] Gutsche, C.D.; Accounts of Chemical Research 16, 161-170, 1983.
[19] Sansone, F.; Barboso, S.; Casnati, A.; Sciotto, D.; Ungaro, R.; Tetrahedron Letters 40, 4741-4744, 1999.
[20] Mohamadi, H.; Motiee, F.; Tehrani, M.S.; Taghvaei-Ganjali, S.; Russian Journal of Applied Chemistry 92, 809-816, 2019.
[21] Pekachaki, H.M.; Taghvaei-Ganjali, S.; Motiee, F.; Saber-Tehrani, M.; Rubber Chemistry and Technology 92, 467-480, 2019.
[22] Servati, Z.; Saber-Tehrani, M.; Taghvaei-Ganjali, S.; Zadmard, R.; Journal of Porous Materials 25, 1463-1474, 2018.
[23] Malekzadeh, M.; Nouri, H.; Farahani, M.; Journal of Applied Chemical Researches 3(12), 41-45, 2010.
[24] Gutsche, C.D.; Iqbal, M.; Organic Syntheses 68, 234-234, 2003.
[25] Mohindra Chawla, H.; Srinivas, K.; Indian Journal of Chemistry. Sect. B: Organic Chemistry, Including Medical Chemistry 32, 1162-1164, 1993.
[26] Asfari, Z.; Reinhoudt, D.N.; The Journal of Organic Chemistry 57, 1313-1313, 1992.
[27] Conner, M.; Janout, V.; Regen, S.L.; The Journal of Organic Chemistry 57, 3744-3746, 1992.
[28] Zadmard, R.; Junkers, M.; Schrader, T.; Grawe, T.; Kraft, A.; The Journal of Organic Chemistry 68, 6511-6521, 2003.