Synthesis of highly pure poly (vinylacetate) by one- step controlled radical polymerization in the presence of cobalt catalyst using cross linked suspended polyvinyl acetate particles

Subject Areas :

محمد علی سمسارزاده ¹ (استاد مهندسی پلیمر، گروه مهندسی پلیمر، دانشکده مهندسی شیمی، دانشگاه تربیت مدرس، تهران، ایران)
علیرضا سبزواری ² (دانشجوی دکتری مهندسی پلیمر، گروه مهندسی پلیمر، دانشکده مهندسی شیمی، دانشگاه تربیت مدرس، تهران، ایران)
سیده محبوبه رضوی ³ (دانشجوی دکتری مهندسی پلیمر، گروه مهندسی پلیمر، دانشکده مهندسی شیمی، دانشگاه تربیت مدرس، تهران، ایران)

Received: 2018-03-12 Accepted : 2018-08-12 Published : 2018-08-23

Keywords: Cobalt-mediated radical polymerization, Poly )vinyl acetate(, Catalyst adsorption–desorption, Alumina column, Cross linked suspended polyvinyl acetate,

Abstract :

One of the main drawbacks in organometallic-mediated radical polymerization techniques is a high amount of catalyst residual in the polymer product, which results in deep colors in polymer mixture .In this research, cross linked suspended polyvinyl acetate )SPVAc( was used as catalyst adsorbing agent and its release in cobalt-mediated radical polymerization of vinyl acetate. For this purpose, firstly, the adsorption process of cobalt acetylacetonate on these particles and also the thermodynamics of this process were studied. SPVAc particles have the capability of the catalyst adsorption at low temperatures and adsorbed catalyst particles are gradually released by increasing temperature to polymerization reaction temperature. The kinetic studies for vinyl acetate polymerization in the presence of cobalt acetylacetonate adsorbed on the SPVAc particle is compared with cobalt acetylacetonate mediated polymerization of vinyl acetate in the absence of SPVAc particle. The results have proved positive effects of these particles on the rate and kinetic of reaction. Then, radical polymerization of vinyl acetate without the need for purification of polymer was carried out successfully through a single reaction in a column packed with alumina and a layer of adsorbed cobalt acetylacetonate catalyst on the SPVAc particles. In this method, the slow adsorption and desorption of cobalt complex by suspended polyvinyl acetate, were followed by the radical polymerization and the final separation step.

References:

[1] Morin, A.N.; Detrembleur, C.; Jérôme, C.; De Tullio, P.; Poli, R.; Debuigne, A.; Macromolecules 46, 4303-4312, 2013.

[2] Cordella, D.; Kermagoret, A.; Debuigne, A.; Riva, R.L.; German, I.; Isik, M.; Jérome, C.; Mecerreyes, D.; Taton, D.; Detrembleur, C., ACS Macro Letters 3, 1276-1280, 2014.

[3] Poli, R.; Chemistry–A European Journal 21, 6988-7001, 2015.

[4] Semsarzadeh, M.A.; Daronkola, M.R.R.; Iranian Journal of Polymer Science and Technology 22, 197-207, 2009.

[5] Braunecker, W.A.; Matyjaszewski, K.; Progress in Polymer Science 32, 93-146, 2007.

[6]خضری، خضراله؛ مهدوی، حسین؛ نشریه پژوهش‌های کاربردی در شیمی 8 (1)، 13-24، 1393

[7] Zhang, J.; Yi, X.B.; Ju, W.; Fan, H.L.; Wang, Q.C.; Liu, B.X.; Liu, S., Electrochemistry Communications 74, 19-23, 2017.

[8] Fantin, M.; Isse, A.A.; Venzo, A.; Gennaro, A.; Matyjaszewski, K., Journal of the American Chemical Society 138, 7216-7219, 2016.

[9] Matyjaszewski, K.; Xia, J.; Chemical reviews 101, 2921-2990, 2001.

[10] Moad, G.; Polymer International 66, 26-41, 2017.

[11] Khezri, K.; Najafi, M.; Roghani-Mamaqani, H.; Journal of Polymer Research 24, 34-41, 2017.

[12] Lowe, A.B.; McCormick, C.L.; Progress in Polymer Science 32, 283-351, 2007.

[13] St Thomas, C.; Cabello‐Romero, J.N.; Garcia‐Valdez, O.; Jiménez‐Regalado, E.J.; Maldonado‐Textle, H.; Guerrero‐Santos, R.; Journal of Polymer Science Part A: Polymer Chemistry 55, 437-444, 2017.

[14] Abreu, C.M.; Mendonça, P.V.; Serra, A.C.; Noble, B.B.; Guliashvili, T.; Nicolas, J.; Coote, M.L.; Coelho, J.F.; Macromolecules 49, 490-498, 2016.

[15] Hawker, C.J.; Bosman, A.W.; Harth, E.; Chemical Reviews 101, 3661-3688, 2001.

[16] Weiss-Maurin, M.; Cordella, D.; Jérôme, C.; Taton, D.; Detrembleur, C., Polymer Chemistry 7, 2521-2530, 2016.

[17] Ding, D.; Pan, X.; Zhang, Z.; Li, N.; Zhu, J.; Zhu, X., Polymer Chemistry 7, 5258-5264, 2016.

[18] Ito, S.; Munakata, K.; Nakamura, A.; Nozaki, K.; Journal of the American Chemical Society 131, 14606-14607, 2009.

[19] Bryaskova, R.; Detrembleur, C.; Debuigne, A.; Jérôme, R.; Macromolecules 39, 8263-8268, 2006.

[20] Debuigne, A.; Poli, R.; Jérôme, C.; Jérôme, R.; Detrembleur, C.; Progress in Polymer Science 34, 211-239, 2009.

[21] Fischer, H.; Chemical Reviews 101, 3581-3610, 2001.

[22] Matyjaszewski, K.; Sumerlin, B.S.; Tsarevsky, N.V.; “Progress in controlled radical polymerization: mechanisms and techniques”, ACS Publications, 135-263, 2012.

[23] Shen, Y.; Zhu, S.; Pelton, R.; Macromolecular rapid communications 21, 956-959, 2000.

[24] Ydens, I.; Moins, S.; Botteman, F.; Degée, P.; Dubois, P.; e-Polymers 4, 414-420, 2004.

[25] Shen, Y.; Tang, H.; Ding, S.; Progress in polymer science 29, 1053-1078, 2004.

[26] Shen, Y.; Zhu, S.; AIChE journal 48, 2609-2619,2002.

[27] Pavia, D.L.; Lampman, G.M.; Kriz, G.S.; Vyvyan, J.A.; “Introduction to Spectroscopy”, Cengage Learning, USA, 111-178, 2008.

[28] Boparai, H.K.; Joseph, M.; O’Carroll, D.M., Journal of hazardous materials, 186(1), 458-465, 2011.

[29] Siahkamari, M.; Jamali, A.; Sabzevari, A.; Shakeri, A.; Carbohydrate Polymers 157, 1180-1189, 2017.

[30]  تجری، الهه؛ صمدانی لنگرودی، نرگس؛ خلفی، مهناز؛ نشریه پژوهش‌های کاربردی در شیمی 11 (1)، 49-59، 1396

[31] ایروانی، عفت، نشریه پژوهش‌های کاربردی در شیمی 9 (4)، 41-49، 1394.

[32] Wang, L.; Zhang, J.; Zhao, R.; Li, C.; Li, Y.; Zhang, C.; Desalination 254, 68-74, 2010.

[33] Abramian, L.; El-Rassy, H.; Chemical Engineering Journal 150, 403-410, 2009.

[34] Alver, E.; Metin, A.Ü.; Chemical Engineering Journal 200, 59-67, 2012.

[35] Semsarzadeh, M.A.; Abdollahi, M.; Polymer 49, 3060-3069, 2008.

[36] Daronkola, M.R.R.; Semsarzadeh, M.A.; Iranian Journal of Polymer Science and Technology 24, 181-193, 2011.

[37] Semsarzadeh, M. A.; Alamdari, P.; Macromolecular Research 23, 139-144, 2015.

[38] Kaneyoshi, H.; Matyjaszewski, K.; Macromolecules 38, 8163-8169, 2005.

[39] Tunca, U.; Erdogmus, A.; Hizal, G.; Journal of Polymer Science Part A: Polymer Chemistry 39, 2993-2997, 2001.

[40] Zhong, M.; Matyjaszewski, K.; Macromolecules 44, 2668-2677, 2011.

[41] Kermagoret, A.; Jérôme, C.; Detrembleur, C.; Debuigne, A.; European Polymer Journal 62, 312-21, 2015.

[42] Kermagoret, A.; Chau, N.D.; Grignard, B.; Cordella, D.; Debuigne, A.; Jérôme, C.; Detrembleur, C.; Macromolecular rapid communications 37, 539-44, 2016.

[43] Semsarzadeh, M.; Amiri, S.; Azadeh, M.; Bulletin of Materials Science 35, 867-874, 2012.

[44] Semsarzadeh, M.A.; Amiri, S.; Journal of Chemical Sciences 124, 521-527, 2012.

[45] Semsarzadeh, M.A.; Sabzevari, A.; Journal of Polymer Research 24, 177-187, 2017.