Skip to main content
Log in

Features of the Effect of Organochlorine Compounds on Polymerization of Olefins and Dienes in the Presence of Ziegler–Natta Catalysts

  • REVIEW
  • Published:
Polymer Science, Series B Aims and scope Submit manuscript

Abstract

The publications of domestic and foreign researchers devoted to studies of Ziegler–Natta catalytic systems based on neodymium, vanadium, and titanium modified with organochlorine compounds and used in the synthesis of polyolefins and polydienes are scrutinized. The relevant patent literature has been explored, and the main development trends in the field of metal complex catalysis using organochlorine compounds have been analyzed. The advantages and disadvantages of such catalytic systems are considered in comparison with classical unmodified catalysts, in which alkylaluminum chlorides are used as a source of chlorine. The authors analyzed in detail published data on the role of the chlorine atom as a ligand in active sites for the polymerization of olefins and dienes. The role of mono- and polychlorinated organic compounds in neodymium, vanadium, and titanium–magnesium catalytic systems has been revealed and described.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.
Fig. 5.
Fig. 6.
Fig. 7.
Fig. 8.

Similar content being viewed by others

REFERENCES

  1. D. W. Sauter, M. Taoufik, and C. Boisson, Polymers 9 (6), 185 (2017).

    PubMed  PubMed Central  Google Scholar 

  2. D. Jubinville, E. Esmizadeh, S. Saikrishnan, C. Tzoganakis, and T. Mekonnen, Sust. Mater. Technol. 25, e00188 (2020).

  3. G. Ricci and G. Leone, Polyolefins J. 1 (1), 43 (2014).

  4. G. Ricci, G. Pampaloni, A. Sommazzi, and F. Masi, Macromolecules 54 (13), 5879 (2021).

    CAS  Google Scholar 

  5. B. A. Dolgoplosk and E. I. Tinyakova, Vysokomol. Soedin., Ser. A 36 (10), 1653 (1994).

    CAS  Google Scholar 

  6. Ziegler Catalysts: Recent Scientific Innovations and Technological Improvements, Ed. by G. Fink, R. Mülhaupt, and H. H. Brintzinger (Springer, New York, 1995).

    Google Scholar 

  7. K. Ziegler, H. Gellert, E. Holzkamp, and G. Wilke, Brennstoffe 35, 321 (1954).

    CAS  Google Scholar 

  8. K. Ziegler, J. Pet. Refin. 34 (8), 111 (1955).

    Google Scholar 

  9. K. Ziegler, E. Holzkamp, H. Breil, and H. Martin, Angew. Chem. 67, 426 (1955).

    CAS  Google Scholar 

  10. G. Natta and P. Corradini, Rend. Accad. Naz. Lincei VIII 19 (5), 239 (1955).

    Google Scholar 

  11. G. Natta and P. Corradini, J. Polym. Sci. 20, 251 (1956).

    CAS  Google Scholar 

  12. G. Natta, J. Polym. Sci. 26, 120 (1957).

    CAS  Google Scholar 

  13. G. Natta, P. Corradini, and L. Porri, Rend. Accad. Naz. Lincei VIII 20, 728 (1956).

    CAS  Google Scholar 

  14. G. Natta, Rubber Plast. Age 38, 495 (1957).

    CAS  Google Scholar 

  15. G. Natta, L. Porri, A. Mazzei, and D. Morero, Chim. Ind. (Milano) 41 (5), 398 (1959).

    CAS  Google Scholar 

  16. M. C. Baier, M. A. Zuideveld, and S. Mecking, Angew. Chem. Int. Ed. Engl. 53 (37), 9722 (2014).

    CAS  PubMed  Google Scholar 

  17. M. Stürzel, S. Mihan, and R. Mülhaupt, Chem. Rev. 116 (3), 1398 (2016).

    PubMed  Google Scholar 

  18. M. M. Stalzer, M. Delferro, and T. J. Marks, Catal. Lett. 145, 3 (2015).

    CAS  Google Scholar 

  19. A. S. Mohite, Y. D. Rajpurkar, and A. P. More, Polym. Bull. 79, 1309 (2021).

    Google Scholar 

  20. G. Zanchin and G. Leone, Prog. Polym. Sci. 113, 101342 (2021).

  21. J. Kumawat and V. K. Gupta, Polym. Chem. 11 (38), 6107 (2020).

    CAS  Google Scholar 

  22. Yu. B. Monakov, N. G. Marina, and Z. M. Sabirov, Vysokomol. Soedin., Ser. A 36 (10), 1680 (1994).

    CAS  Google Scholar 

  23. The Stereo Rubbers, Ed. by W. Saltman (Wiley–Interscience, New York, 1977).

    Google Scholar 

  24. T. Taniike and M. Terano, Adv. Polym. Sci., No. 257, 81 (2013).

  25. H. Trischler, T. Höchfurtner, M. Ruff, and C. Paulik, Kinet. Catal. 54 (5), 559 (2013).

    CAS  Google Scholar 

  26. I. Salakhov, I. Akhmetov, and V. Kozlov, Polymer Science, Ser. B 53 (7–8), 385 (2011).

    CAS  Google Scholar 

  27. I. E. Nifant’ev, I. I. Salakhov, and P. V. Ivchenko, Molecules 27 (21), 7164 (2022).

    PubMed  PubMed Central  Google Scholar 

  28. G. Yu, W. Chen, and Y. Wang, Kexue Tongbao 28 (7), 408 (1983).

    CAS  Google Scholar 

  29. G. Yu, W. Chen, and Y. Wang, Kexue Tongbao 29 (3), 421 (1984).

    CAS  Google Scholar 

  30. H. Qian, G. Yu, and W. Chen, Gaofenzi Tongxun, No. 3, 226 (1984).

  31. W. Chen, S. Xiao, Y. Wang, and G. Yu, Kexue Tongbao 29 (7), 892 (1984).

    CAS  Google Scholar 

  32. I. N. Markevich, O. K. Sharaev, E. I. Tinyakova, and B. A. Dolgoplosk, Kristallografiya 268 (4), 892 (1983).

    CAS  Google Scholar 

  33. V. A. Yakovlev, E. L. Vollershtein, L. S. Cherezova, E. I. Tinyakova, and B. A. Dolgoplosk, Dokl. Akad. Nauk SSSR 268 (6), 1422 (1983).

    CAS  Google Scholar 

  34. G. A. Gailyunas, R. Kh. Biktimirov, R. M. Khairullina, N. G. Marina, Yu. B. Monakov, and G. A. Tolstikov, Dokl. Akad. Nauk SSSR 295 (6), 1385 (1987).

    Google Scholar 

  35. G. A. Gailyunas, R. Kh. Biktimirov, and I. G. Savel’eva, Chemistry and Physical Chemistry of Macromolecular Compounds (Inst. Khimii Bashkirskogo Filiala AN SSSR, Ufa, 1987) [in Russian].

    Google Scholar 

  36. Z. Shen, J. Ouyang, F. Wang, F. Hu, F. Yu, and B. Qian, J. Polym. Sci., Part A: Polym. Chem. 18 (12), 3345 (1980).

    Google Scholar 

  37. Z. Shen and J. Ouyang, Handbook on the Physics and Chemistry of Rare Earths, Ed. by K. A. Gschneidner, Jr. and L. Eyring (Elsevier, Amsterdam, 1987), Vol. 9, P. 295.

    Google Scholar 

  38. J. Yang, J. Hu, S. Feng, E. Pan, D. Xie, C. Zhong, J. Ouyang, Sci. Sin. 23 (6), 734 (1980).

    CAS  Google Scholar 

  39. M. C. Gallazzi, F. Bianchi, L. Depero, and M. Zocchi, Polymer 29 (8), 1516 (1988).

    CAS  Google Scholar 

  40. A. Mazzei, Macromol. Chem. 182 (4), 61 (1981).

    Google Scholar 

  41. E. Ceausescu, M. Dimonie, V. Fieroiu, G. Hubca, V. Gruber, E. Badea, V. Vladulescu, A. Verestoi, H. Iovu, and I. Vasile, Rev. Roum. Chim. 34 (1), 5 (1989).

    CAS  Google Scholar 

  42. A. A. Sanyagin and V. A. Kormer, Dokl. Akad. Nauk SSSR 283 (5), 1209 (1985).

    CAS  Google Scholar 

  43. Yu. B. Monakov and G. A. Tolstikov, Catalytic Polymerization of 1,3-Dienes (Nauka, Moscow, 1990) [in Russian].

    Google Scholar 

  44. M. Throckmorton and R. Mournighan, US Patent No. 3794604 (1974).

  45. M. C. Throckmorton, Kautsch. Gummi Kunstst. 22 (6), 293 (1969).

    CAS  Google Scholar 

  46. DE Patent No. 2011543, Chem. Abstr. 13981y (1971).

  47. FR Patent No. 2399447 (1979).

  48. DE Patent No. 2833721, Chem. Abstr. 169316b (1979).

  49. R. P. Quirk and A. M. Kells, Polym. Int. 49 (7), 751 (2000).

    CAS  Google Scholar 

  50. Y. Liao, X. Lin, and S. Zhang, CN Patent No. 85101899 (1986).

  51. C. Yang, Y. Zheng, and F. Wang, Hecheng Xiangjiao Gongue 10 (6), 409 (1987).

    CAS  Google Scholar 

  52. Y. Liao, S. Zhang, and X. Liu, Yingyong Huaxue 4 (1), 13 (1987).

  53. Y. Liao, S. Zhang, and X. Liu, Yingyong Huaxue 5 (2), 34 (1988).

  54. E. Pan, C. Zhong, D. Xie, and J. Ouyang, Huaxue Xuebao 40 (4), 301 (1982).

    CAS  Google Scholar 

  55. L. Friebe, O. Nuyken, and W. Obrecht, Neodymium Based Ziegler Catalysts: Fundamental Chemistry, Ed. by O. Nuyken, (Springer, Munich, 2006).

    Google Scholar 

  56. L. Friebe, O. Nuyken, H. Windisch, and W. Obrecht, Macromol. Chem. Phys., No. 203, 1055 (2002).

  57. J. Witte, Angew. Makromol. Chem., No. 94, 119 (1981).

  58. L. Friebe, H. Windisch, O. Nuyken, and W. Obrecht, Macromol. Sci., Pure Appl. Chem. 41, 245 (2004).

    Google Scholar 

  59. L. Friebe, J. M. Muller, O. Nuyken, and W. Obrecht, J. Macromol. Sci., Pure Appl. Chem. 43, 11 (2006).

    CAS  Google Scholar 

  60. G. M. Chernenko, V. A. Yakovlev, E. I. Tinyakova, and B. A. Dolgoplosk, Vysokomol. Soedin., Ser. B 31 (8), 637 (1989).

    CAS  Google Scholar 

  61. W. Dong, K. Endo, and T. Masuda, Macromol. Chem. Phys., No. 204, 104 (2003).

  62. D. K. Jenkins, Polymer 26 (1), 152 (1985).

    CAS  Google Scholar 

  63. V. A. Kormer, S. V. Bubnova, B. T. Drozdov, L.  F.  Shelokhneva, and N. F. Kovalev, RU Patent No. 2206577 (2003).

  64. Q. Zhang, X. Ni, and Z. Shen, Macromol. Sci., Pure Appl. Chem. 41, 39 (2004).

    Google Scholar 

  65. Q. Zhang, X. Ni, and Z. Shen, Polym. Int., No. 51, 208 (2002).

  66. N. R. Gil’mutdinov, V. N. Silant’ev, V. R. Latfullin, A. T. Amirkhanov, et al., RU Patent No. 2268894 (2006).

  67. I. G. Akhmetov, N. K. Makhiyanov, I. I. Salakhov, and A. S. Khachaturov, Kauch. Rezina, No. 5, 2 (2007).

  68. T. Knauf and W. Braubach, EP Patent No. 095952 (2001).

  69. T. Knauf and W. Braubach, Chem. Abstr. 134 (312297) (2001).

  70. Y. C. Jang, K. H. Kwag, and P. S. Kim, KR Patent No. 2000032230 (2020).

  71. Y. C. Jang, K. H. Kwag, and P. S. Kim, Chem. Abstr. 136 (341170) (2002).

  72. T. Sone, I. Hattori, D. Yamazaki, and K. Nonaka, EP Patent No. 1099710 (2001).

  73. T. Sone, I. Hattori, D. Yamazaki, and K. Nonaka, Chem. Abstr. 134 (354405) (2001).

  74. Y. Ishino, S. Nakayama, Y. Mori, and I. Hattori, US Patent No. 6391990 (2003).

  75. Y. Ishino, S. Nakayama, Y. Mori, and I. Hattori, Chem. Abstr. 133 (151837) (2000).

  76. D. J. Wilson, J. Polym. Sci., Part A: Polym. Chem. 33, 2505 (1995).

    CAS  Google Scholar 

  77. Yu. B. Monakov, Ya. Kh. Bieshev, A. A. Berg, and S. R. Rafikov, Dokl. Akad. Nauk SSSR 234 (5), 1125 (1977).

    CAS  Google Scholar 

  78. S. R. Rafikov, Yu. B. Monakov, Ya. Kh. Bieshev, I. F. Valitova, Yu. I. Murinov, G. A. Tolstikov, and Yu. I. Nikitin, Dokl. Akad. Nauk SSSR 229 (5), 1174 (1976).

    CAS  Google Scholar 

  79. A. Shokri, S. Talebi, and M. Salami-Kalajahi, Polym. Bull. 77, 5245 (2020).

    CAS  Google Scholar 

  80. F. Wang, H. Liu, W. Zheng, J. Guo, C. Zhang, L. Zhao, H. Zhang, Y. Hu, C. Bai, and X. Zhang, Polymer 54, 6716 (2013).

    CAS  Google Scholar 

  81. R. P. Quirk, R. P. Kells, K. Yunlu, and J. P. Cuif, Polymer, 41, 5903 (2000).

    CAS  Google Scholar 

  82. I. L. Mello and F. M. B. Coutinho, J. Appl. Polym. Sci. 112, 1496 (2009).

    CAS  Google Scholar 

  83. G. V. Manuiko, I. I. Salakhov, G. A. Aminova, I. G. Akhmetov, G. S. Dyakonov, V. V. Bronskaya, and E. V. Demidova, Theor. Found. Chem. Eng. 44 (2), 139 (2010).

    CAS  Google Scholar 

  84. R. Taube, Metallorganic Catalysts for Synthesis and Polymerization, Ed. by W. Kaminsky (Springer, Berlin, 1999).

    Google Scholar 

  85. O. G. Avdeeva, I. N. Markevich, O. K. Sharaev, G. N. Bondarenko, E. I. Tinyakova, and B. A. Dolgoplosk, Dokl. Akad. Nauk SSSR 286 (3), 641 (1986).

    CAS  Google Scholar 

  86. Yu. B. Monakov, Z. M. Sabirov, N. V. Duvakina, E. A. Glukhov, O. A. Ponomareva, and L. V. Spirikhin, Polymer Science, Ser. A 43 (2), 91 (2001).

    Google Scholar 

  87. Yu. B. Monakov, N. G. Marina, and Z. M. Sabirov, Vysokomol. Soedin., Ser. A 36 (3), 378 (1994).

    CAS  Google Scholar 

  88. S. B. Gol’shtein, V. A. Yakovlev, G. N. Bondarenko, Yu. P. Yampol’skii, and B. A. Dolgoplosk, Dokl. Akad. Nauk SSSR 289 (3), 657 (1986).

    Google Scholar 

  89. E. L. Vollershtein, N. N. Glebova, S. B. Gol’shtein, E. N. Zavadovskaya, O. K. Sharaev, V. A. Yakovlev, E. I. Tinyakova, and B. A. Dolgoplosk, Dokl. Akad. Nauk SSSR 249 (4), 860 (1979).

    Google Scholar 

  90. I. G. Akhmetov, V. G. Kozlov, I. I. Salakhov, A. G. Sakhabutdinov, and G. S. D’yakonov, Int. Polym. Sci. Technol. 37 (3), 1 (2010).

    Google Scholar 

  91. I. I. Salakhov, Candidate’s Dissertation in Engineering (Kazan, 2009).

  92. R. D. de León, F. S. Corral, F. J. Enriquez-Medrano, G. B. Ibarra, P. L. Martínez, F. H. Gámez, H. R. López-Gonzalez, and L. F. R. de Valle, Int. J. Polym. Sci. 2016, 9841896 (2016).

  93. V. L. Zolotarev, B. A. Markov and T. A. Yartseva, Int. Polym. Sci. Technol. 40 (11), 17 (2013).

    Google Scholar 

  94. V. I. Aksenov, S. S. Galibeev, R. V. Ashirov, I. N. Tikhomirova, Yu. M. Kazakov, D. A. Maksimov, and V. F. Kablov, Coordination Polymerization of Butadiene-1,3 on Various Catalytic Systems (Tomskii Politekhnicheskii. Univ., Tomsk, 2011) [in Russian].

    Google Scholar 

  95. H. Hagen, J. Boersma, and G. van Koten, Chem. Soc. Rev. 31 (6), 357 (2002).

    CAS  PubMed  Google Scholar 

  96. J.-Q. Wu and Y.-S. Li, Coord. Chem. Rev. 255 (19–20), 2303 (2011).

    CAS  Google Scholar 

  97. C. Redshaw, Dalton Trans. 39 (24), 5595 (2010).

    CAS  PubMed  Google Scholar 

  98. K. Nomura and S. Zhang, Chem. Rev. 111 (3), 2342 (2011).

    CAS  PubMed  Google Scholar 

  99. A. Zambelli, I. Sessa, F. Grisi, R. Fusco, and P. Accomazzi, Macromol. Rapid Commun. 22 (5), 297 (2001).

    CAS  Google Scholar 

  100. I. E. Soshnikov, N. V. Semikolenova, A. A. Shubin, K. P. Bryliakov, V. A. Zakharov, C. Redshaw, and E. P. Talsi, Organometallics 28 (23), 6714 (2009).

    CAS  Google Scholar 

  101. N. M. Bravaya, E. E. Faingol’d, E. R. Badamshina, and E. A. Sanginov, Polymer Science, Ser. C 62 (1), 1 (2020).

    Google Scholar 

  102. N. M. Chirkov, P. E. Matkovskii, and F. S. D’yachkovskii, Polymerization on Complex Catalysts (Khimiya, Moscow, 1976) [in Russian].

    Google Scholar 

  103. H. X. Zhang, Y. M. Hu, C. Y. Zhang, D. H. Lee, K. B. Yoon, and X. Q. Zhang, Catal. Commun. 83, 39 (2016).

    CAS  Google Scholar 

  104. F. J. Karol, S. C. Kao, and K. J. Cann, J. Polym. Sci., Part A: Polym. Chem. 31, 2541 (1993).

    CAS  Google Scholar 

  105. E. Adisson, A. Deffieux, M. Fontanille, and K. Bujadoux, J. Polym. Sci., Part A: Polym. Chem. 32, 1033 (1994).

    CAS  Google Scholar 

  106. L. D’Agnillo, J. B. P. Soares, and G. H. J. van Doremaele, Macromol. Mater. Eng. 290, 256 (2005).

    Google Scholar 

  107. M. K. Reinking, P. D. Bauer, and J. W. Seyler, Appl. Catal., A 189, 23 (1999).

  108. M. van Duin, G. van Doremaele, and N. van der Aar, Rubber World 258, 20 (2018).

    Google Scholar 

  109. A. Gumboldt, J. Helberg, and G. Schleitzer, Makromol. Chem. 101, 229 (1967).

    CAS  Google Scholar 

  110. D. L. Christman, J. Polym. Sci., Part A: Polym. Chem. 10, 471 (1972).

    CAS  Google Scholar 

  111. G. J. Maric and Ph. J. Mornet, Rev. Gen. Caoutch. Plast. 48 (10), 1016 (1971).

    Google Scholar 

  112. G. H. Zohuri, M. Vakili, R. Jamjah, S. Ahmadjo, and M. Nekomanesh, Rubber Chem. Technol. 78, 682 (2005).

    CAS  Google Scholar 

  113. G. Evens, E. Pijpers, and R. Seevens, EP Patent No. 0044119 (1985).

  114. G. van Doremaele and J. Hazen, in Proceedings of the First American Symposium on Chemical Reaction Engineering (NASCRE1) (Houston, 2001).

  115. G. G. Evens, E. M. J. Pijpers, and R. H. M. Seevens, Transition Metal Catalyzed Polymerizations, Ed. by R. Quirk, (Cambridge Univ. Press, Cambridge, 1988).

    Google Scholar 

  116. X. Hao, C. Zhang, L. Li, H. Zhang, Y. Hu, D. Hao, and X. Zhang, Polymers 9 (8), 325 (2017).

    PubMed  PubMed Central  Google Scholar 

  117. I. Salakhov, E. Tkacheva, V. Kozlov, D. Galanina, and A. Sakhabutdinov, RSC Adv. 11, 20916 (2021).

    CAS  PubMed  PubMed Central  Google Scholar 

  118. C. Cozewith and G. ver Strate, Macromolecules 4 (4), 482 (1971).

    CAS  Google Scholar 

  119. M. Fineman and S. D. Ross, J. Polym. Sci. 5, 259 (1950).

    Google Scholar 

  120. V. N. Karasev and K. S. Minsker, Polym. Sci. USSR 13, 1652 (1971).

    Google Scholar 

  121. Yu. B. Podol’nyi, G. V. Solov’eva, and Yu. G. Kamenev, Vysokomol. Soedin., Ser. A 16 (12), 2767 (1974).

    Google Scholar 

  122. F. R. Mayo and F. M. Lewis, J. Am. Chem. Soc. 66, 1594 (1944).

    CAS  Google Scholar 

  123. R. Bhargava, S. Q. Wang, and J. Koenig, Advances in Polymer Science, vol. 163: Liquid Chromatography / FTIR Microspectroscopy / Microwave Assisted Synthesis (Springer, Berlin, 2003).

  124. T. B. Mikenas, V. A. Zakharov, V. E. Nikitin, L. G. Echevskaya, and M. A. Matsko, Russ. J. Appl. Chem. 83, 2210 (2010).

    CAS  Google Scholar 

  125. T. B. Mikenas, E. I. Koshevoy, S. V. Cherepanova, and V. A. Zakharov, J. Polym. Sci., Part A: Polym. Chem. 54, 2558 (2016).

    Google Scholar 

  126. N. Bahri-Laleh, H. Arabi, S. Mehdipor-Ataei, M. Nekoomanesh-Haghighi, G. Zohuri, M. Seifali, and Z. Akbari, J. Appl. Polym. Sci. 123, 2526 (2012).

    CAS  Google Scholar 

  127. S. Abedi, N. Majdabadi-Farahani, M. Daftari-Besheli, and H. Ghasempour, F. Azadi, Polym. Bull. 72, 2377 (2015).

    CAS  Google Scholar 

  128. M. Rośario Ribeiro, A. Deffieux, M. Fontanille, and M. F. Portela, Macromol. Chem. Phys. 196, 3833 (1995).

    Google Scholar 

  129. R. Spitz, V. Pasquet, M. Patin, and A. Guyot, Ziegler Catalysts, Ed. by G. Fink, R. Mülhaupt, and H. H. Brintzinger (Springer, Berlin, 1995).

    Google Scholar 

  130. L. N. Winslow, US Patent No. 5534472 (1996).

  131. H. K. Luo, R. G. Tang, H. Yang, Q. F. Zhao, and J. Y. An, Appl. Catal., A 203 (2), 269 (2000).

  132. D. K. Farrer, US Patent No. 6646073 (2003).

  133. N. Bahri-Laleh, M. S. Abbas-Abadi, M. N. Haghighi, Z. Akbari, R. T. Mohammad, and S. H. Mirjahanmardi, J. Appl. Polym. Sci. 117 (3), 1780 (2010).

    CAS  Google Scholar 

  134. S. Abedi, F. Azadi, M. Daftari-Besheli, N. Majdabadi-Farahani, and A. Safinejad, J. Appl. Polym. Sci. 131, 40189 (2014).

    Google Scholar 

  135. M. S. Abbas-Abadi, Des. Monom. Polym. 20, 524 (2017).

    Google Scholar 

  136. Y. Gholami, M. Abdouss, S. Abedi, F. Azadi, P. Baniani, and M. Arsalanfar, Bull. Chem. React. Eng. Catal. 13, 412 (2018).

    CAS  Google Scholar 

  137. M. S. Abbas-Abadi, R. Rashedi, A. Sepahi, A. Farhadi, M. Biglarkhani, Iran. Polym. J. 29, 659 (2020).

    CAS  Google Scholar 

  138. H. Bazgir, M. S. Abbas-Abadi, M. N. Haghighi, M. R. R. Darounkola, and Z. Issaabadi, J. Polym. Res. 28, 301 (2021).

    CAS  Google Scholar 

  139. D. L. Beran, K. J. Cann, and R. J. Jorgensen, EP Patent No. 120501 (1984).

  140. F. J. Karol, WO Patent No. 88 02377 (1988).

  141. J. W. Nicoletti, K. J. Cann, and F. J. Karol, EP Patent No. 286001 (1988).

  142. K. J. Cann, F. J. Karol, and K. H. Lee, US Patent No. 4892853.

  143. K. J. Cann, Polym. Mater. Sci. Eng. 64, 106 (1991).

    CAS  Google Scholar 

  144. K. J. Cann, J. W. Nicoletti, and F. J. Karol, US Patent No. 5442018.

  145. N. Bahri-Laleh, A. Correa, Sh. Mehdipour-Ataei, H. Arabi, M. N. Haghighi, G. Zohuri, and L. Cavallo, Macromolecules 44 (4), 778 (2011).

    CAS  Google Scholar 

  146. A. V. Kryzhanovskii and S. S. Ivanchev, Vysokomol. Soedin., Ser. A 32 (7), 1383 (1990).

    CAS  Google Scholar 

  147. A. V. Kryzhanovskii, P. S. Zakharov, N. V. Bogdanov-Kat’kov, A. A. Polyakov, and S. S. Ivanchev, Plast. Massy, No. 4, 20 (1988).

  148. R. Geyer, J. R. Jambeck, and K. L. Law, Sci. Adv. 3, e1700782 (2017).

  149. P. Gupta, G. L. Wilkes, A. M. Sukhadia, R. K. Krishnaswamy, M. J. Lamborn, S. M. Wharry, C. C. Tso, P. J. DesLauriers, T. Mansfield, and F. L. Beyer, Polymer 46, 8819 (2005).

    CAS  Google Scholar 

  150. W. Meng, H. Li, J. Li, and B. Chen, J. Korean Chem. Soc. 55 (4), 673 (2011).

    CAS  Google Scholar 

  151. I. I. Salakhov, T. B. Mikenas, V. A. Zakharov, V. G. Kozlov, M. A. Matsko, and T. N. Suslova, Int. J. Mol. Sci. 23, 10335 (2022).

    CAS  PubMed  PubMed Central  Google Scholar 

  152. I. I. Salakhov, A. G. Sakhabutdinov, A. Z. Batyrshin., N. M. Shaidullin, R. G. Borodin, V. N. Mikhailov, V. V. Nazarov, T. M. Khakimova, V. L. Volkov, and T. N. Suslova, RU Patent No. 2759723 (2021).

  153. T. B. Mikenas, A. A. Tregubov, V. A. Zakharov, L. G. Echevskaya, and M. A. Matsko, Polimery 53, 353 (2008).

    CAS  Google Scholar 

Download references

Funding

This research was supported by TIPS RAS State Plan.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to I. I. Salakhov.

Additional information

Translated by S. Zatonsky

The paper was prepared for the issue dedicated to the anniversary of Academician Yu.B. Monakov.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Salakhov, I.I., Kozlov, V.G., Sosnovskaya, L.B. et al. Features of the Effect of Organochlorine Compounds on Polymerization of Olefins and Dienes in the Presence of Ziegler–Natta Catalysts. Polym. Sci. Ser. B 65, 79–102 (2023). https://doi.org/10.1134/S156009042370080X

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S156009042370080X

Navigation