1. JCCT
  2. All Volumes and Issues
  3. Volume 10, Number 4s, 2016
  4. Synthesis and properties of oligomers with hydroxy end-groups

Synthesis and properties of oligomers with hydroxy end-groups

JCCT.
2016;
Volume 10, Number 4s
: pp. 587 – 594
https://doi.org/10.23939/chcht10.04si.587
Received: August 28, 2016
Revised: September 18, 2016
Accepted: September 30, 2016
Authors: 

Ostap Ivashkiv, Jacek Namiesnik, Olena Shyshchak, Igor Polyuzhyn and Michael Bratychak

Ostap Ivashkiv-1, Jacek Namiesnik-2, Olena Shyshchak-1, Igor Polyuzhyn-1 and Michael Bratychak-1

  1. Lviv Polytechnic National University, 12, S. Bandera St., 79013 Lviv, Ukraine; mbratychak@gmail.com
  2. Gdansk University of Technology, 11/12 G. Narutowicza St., 80233 Gdansk, Poland

Methods of oligomers (polymers) with hydroxy end-groups obtaining are examined. The synthesis of hydroxy-containing oligomers based on epoxy resins is of special attention. The molecules of mentioned oligomers apart from free primary and secondary hydroxy groups contain epoxy, peroxy, carboxy or acrylic groups.

oligomer
hydroxy end-groups
синтез
functional groups
epoxy resin

[1] Saunders J. and Frish K.: Polyurethanes Chemistry and Technology. Intersci.Publ., NY 1967.
[2] Sonnenschein M.: Polyurethanes: Science, Technology, Markets and Trends. John Wiley & Sons, New Jersey 2015.
[3] Szycher M.: Szycher’S Handbook of Polyurethanes, 2nd edn. CRC Press, Boca Raton 2013.
[4] Ionescu M.: Chemistry and Technology of Polyols for Polyurethanes. Rapra Technology, UK 2005.
[5] Liubartovych S., Morozov Y. and Tretiakov O.: Reaktsionnoe Formirovanie Polyuretanov. Khimiya, Moskva 1990.
[6] Buist J. (Ed.): Kompozitsionnye Materialy na Osnove Polyuretanov. Khimiya, Moskva 1982.
[7] Lipatov Yu., Kercha Yu. and Sergeeva L.: Struktura i Svoistva Polyuretanov. Naukova dumka, Kyiv 1970.
[8] Szycher М.: Szycher's Handbook of Polyurethanes. CRC Press, Boca Raton 2012.
[9] Kercha Yu.: Fizicheskaya Khimiya Polyuretanov. Naukova dumka, Kyiv 1979.
[10] Wright P. and Cumming A.: Solid Polyurethane Elastomers. Maclaren & Sons, London 1969.
[11] Plate N. and Slivinsky E.: Osnovy Khimii i Technologii Monomerov. Nauka, Moskva 2002.
[12] Kercha Yu., Onishchenko Z., Kutianina V et al.: Strukturno-Khimicheskaya Modifikatsia Elastomerov. Naukova dumka, Kyiv 1989.
[13] Gorbatenko V., Zhuravlev E. and Samarai L.: Metody Sinteza i Fiziko-Khimicheskie Svoistva Alkyl-, Aryl- i Heterylizocyanatov. Naukova dumka, Kyiv 1987.
[14] Byrykhin V. and Bakeeva I.: Sintez Oligomerov i Polymerov Polycondensatsionnym Metodom. MITXT im. Lomonosova, Moskva 2008.
[15] Packen A.: Epoksidnye Soedineniya i Epoksidnye Smoly. Goskhimizdat, Leningrad 1962.
[16] Morgan P.: Polycondensatsionnye Processy Sinteza Polymerov. Khimiya, Leningrad 1970.
[17] Lochner U., Chinn H. and Kishi A.: Polyether Polyols for Polyurethanes: Chemical Economics Handbook (688.3000A). IHS Group, Englewood 2012.
[18] Lochner U., Chinn H. and Yamaguchi Y.: Polyester Polyols Chemical Economics Handbook (688.2000A). IHS Group, Englewood 2012.
[19] Blagonravova A. and Nepomniashchiy A.: Lakovye Epoksidnye Smoly. Khimiya, Moskva 1970.
[20] Li X. and Nevill K.: Spravochnoe Rukovodstvo po Epoksidnym Smolam. Energia, Moskva 1973.
[21] Yang J.: Doctoral thesis, Blacksburg, Virginia 1998.
[22] Licari J. and Hughes L. (Eds.): Handbook of Polymer Coatings for Electronics Chemistry, Technology and Applications, 2nd edn. Noyes Publications, New Jersey 1990.
[23] Goodman S. and Aircraft H.: Handbook of Thermoset Plastics, 2nd edn. University of Southern California 1999.
[24] Bratychak M. and Hetmanchuk Yu.: Khimichna Technologia Syntezu Vysokomolecularnykh Spoluk. Vyd-vo Nats. Univ. Lviv. Polytechn., Lviv 2009.
[25] Fink J.: Reactive Polymers Fundamentals and Applications. William Andrew. Inc., Norwich NY 2005.
[26] Jin F.-L., Li X. and Park S.-J.: J. Ind. Eng. Chem., 2015, http://dx.doi.org/10.1016/j.jiec.2015.03.026
[27] Gum W., Riese W. and Ulrich H.: Friedly in Reaction Polymers. Hanser Publishers, NY 1992.
[28] Vakhtina M., Tarakanov O. and Hrenov R.: Vysokomol. Soed. A, 1984, 16, 2598.
[29] Gaylord N.: Polyethers, Polyalkylene Oxides and other Polyethers. Intersci. Publ., NY 1983.
[30] Kouno M., Mizutani K., Nobori T. and Takaki U.: Pat. EP 0763555A2 Japan, Publ. March 19, 1997.
[31] Nobori T., Suzuki T., Kiyono S. et al.: Pat. EP 0791600 A1 Japan, Publ. Aug. 27, 1997.
[32] Yamasaki H., Hara Y., Tamura S. et al.: Pat. EP 0916686A1 Japan, Publ. May 29, 1999.
[33] Takaki U., Nobori T., Izukawa T. and Yamasaki S.: Pat. EP 0897940A2 Japan, Publ. Feb. 24, 1999.
[34] Hayashi T., Funaki K., Shibahara A. et al.: Pat. EP 0950679A2 Japan, Publ. Oct. 20, 1999.
[35] Kubisa P. and Penczek S.: Progr. Polym. Sci., 1999, 24, 1409.
[36] Penczek S. and Kubisa P.: Mechanisms, Catalysis, Structure, Utility. Hanser Publ., Munich 1993.
[37] Penczek S., Sekiguchi H. and Kubisa P.: Activated Monomer Polymerization of Cyclic Monomers [in:] Hatada K. et al (Eds.), Macromolecular Design of Polymeric Materials. Marcel Dekker Inc., NY 1997, 199-223.
[38] Aida T. and Inoue S.: Macromolecules, 1981, 14, 1166.
[39] Inoue S.: Anionic Ring-Opening Polymerization [in:] Inoue S. and Aida T., New Methods for Polymer Synthesis. Plenum Press, NY 1992, 33–66.
[40] Inoue S.: Catalysts for Living and Immortal Polymerization [in:] Inoue S. and Aida T., Ring-Opening Polymerization. Hanser Publishers, Munich 1993, 197–215.
[41] Aida T.: Progr. Polym. Sci., 1994, 19, 469.
[42] Sugimoto H. and Inoue S.: Adv. Polym. Sci., 1999, 146, 39.
[43] Wegener G., Brandt M., Duda L. et al.: Appl. Catal., 2001, 221, 303.
[44] Herrington R. and Hock K.:Flexible Polyurethane Foams. Dow Chemical Company, Midland 1997.
[45] Uryu T., Shimazu H. and Matsuzaki K.: J. Polym. Sci., 1973, 11, 275.
[46] Knopp X., Gladkovsky G. et al.: Vysokomol. Soed. A, 1980, 22, 1788.
[47] Bi Le-Khac: Pat. EP 894108A1EU, Publ. Feb. 03, 1999.
[48] Bi Le-Khac: Pat. US 5693584, Publ. Dec. 02, 1997.
[49] Hoffmann J. and Gupta P.: Pat. US 6482993B1, Publ. Nov. 19, 2002.
[50] Faraj M.: Pat. US6051680A, Publ. Apr. 18, 2000.
[51] Grosch G., Larbig H., Lorenz R. et al.: Pat. US 6441247 B1, Publ. Aug. 27, 2002.
[52] Kim J., Ahn J.-T., Chang Sik Ha et al.: Polymer, 2003, 44, 3417.
[53] Sutinska V., Pajtasova M., Ondrusova D. et al.: J. Therm. Anal. Calorim., 2011, 104, 923.
[54] Gagnon S.: Encyclopedia of Polymer Science and Engineering, Vol. 6. Wiley, New York 1987.
[55] Bailey F. (Jr.). and Koleske J.: Surfactant Science Series. Marcel Dekker, Inc., NY 1991.
[56] Yu G.-E., Heatley F., Booth C. et al.: J. Polym. Science A, 1994, 32, 1131.
[57] Yu G.-E., Heatley F., Booth C. et al.: Eur. Polym. J., 2003, 39, 589.
[58] Yasuda K. Yokoyama Y. and Matsusta S.: Cationic Polymerisation and Related Processes. Academic Press, London 1984.
[59] Ionescu M., Zugravu V., Mihalache I. et al.: New Synthetic Pathways to Polyether Polyols for Rigid Polyurethane Foams [in:] Frisch K. and Klempner D., Advances in Urethane Science and Technology. Technomic Publishers, Lancaster 1998, Vol. 14, 151–218.
[60] Goethals E. (Ed.): Telechelic Polymers, Synthesis and Applications. CRC Press, Boca Raton 1989.
[61] Heinsohn G., Robinson I., Pruckmayr G. and Gilbert W.: Pat. US 4163115 A. Publ Jul. 31, 1979.
[62] Pakuro N., Rogozhina E. and Poliakov D.: Vysokomol. Soed. B, 1987, 29, 201.
[63] Barantsevich E. and Ivanchev S.: Vysokomol. Soed. A, 1983, 25, 2019.
[64] Petrov G. and Lykin A.: Vysokomol. Soed. A, 1978, 20, 1203.
[65] Sparow D. Thorpe D.: Telechelic Polymers: Synthesis and Applications. CRC Press, Boca Raton 1989.
[66] Hope H.: Polyurethane Handbook: Chemistry, Raw Materials, Processing, Applications, Properties. Hanser Publ., Munich 1994.
[67] Valuev V., Dmitrieva T., Shliahter R. et al.: Vysokomol. Soed. A, 1982, 24, 1168.
[68] Boiko V., Grishchenko V. and Iatsymyrskaya T.: Ukr. Khim. Zh., 1982, 48, 415.
[69] Boiko V., Grishchenko V. and Iatsymyrskaya T.: Ukr. Khim. Zh., 1982, 48, 532.
[70] Heitz W.: Telechelics by Free Radical Polymerization Reactions [in:] Heitz W. (Ed.), Telechelic Polymers: Synthesis and Applications. CRC Press, Boca Raton 1989, 61–92.
[71] Shliahter R., Valuev V. and Tsvetkovskiy I.: Zh. Vsesouz.Khim. Obsh. im.Mendeleeva, 1981, 26, 319.
[72] Kartavyh V., Drach V., Barantsevych E. et al.: Vysokomol. Soed. A, 1987, 19, 1226.
[73] Belov I., Savinskyi P. and Shibaev O.: Kauchuk i Rezina, 1981, 2, 32.
[74] Zaripov I., Beresnev V. and Kirpichnikov G.: Vysokomol. Soed. A, 1986, 18, 2228.
[75] Berlin A. and Shutov F.: Penopolymery na Osnove Reaktsionnosposobnykh Oligomerov. Khimiya, Moskva 1978.
[76] Emanuel N. and Knorre D.: Kurs Khimicheskoi Kinetiki. Vysshaya shkola, Moskva 1984.
[77] Reed D.: Urethan. Technol., 2000, 17, 41.
[78] Vonderhagen A.: Pat. WO 200034501A1, Publ. Jun. 15, 2000.
[79] Szycher M.: Szycher’s Handbook of Polyurethanes. CRC Press, Boca Raton 1999.
[80] Chang W., Baranowski T. and Karalis T.: J. Appl. Polym. Sci., 1994, 51, 1077.
[81] Chang W. and Karalis T.: J. Polym. Sci. A, 1993, 31, 493.
[82] Metliakova I. and Shoshtaeva M.: Plast. Massy, 1987, 1, 12.
[83] Filipchenko D., Sedov L. et al.: Plast. Massy, 1985, 8, 11.
[84] Bratychak M., Ivashkiv O. and Astakhova O.: Dopovidi Nats. Acad. Nauk Ukrainy, 2014, 8, 97.
[85] Bratychak M., Ivashkiv O., Astakhova O. et al.: Ukr. Khim. Zh., 2015, 81, 59.
[86] Ivashkiv O., Astakhova O., Shyshchak O. et al.: Chem. Chem. Technol., 2015, 9, 69.
[87] Ivashkiv O., Kubica P., Polyuzhyn I. et al.: Chem. Chem. Technol., 2016, 10, 141.
[88] Ivashkiv O., Namiesnik J., Astakhova O. et al.: Chem. Chem. Technol., 2015, 9, 313.
[89] Bratychak M., Ivashkiv O. and Astakhova O.: Dopovidi Nats. Acad. Nauk Ukrainy, 2015, 5, 119.
[90] Bratychak M., Ivashkiv O., Astakhova O. et al.: 58 Zjazd Naukowy PTChem. Poland, Gdansk 2015, 176.
[91] Ivashkiv O., Brzudziak P., Namiesnik J. et al.: VIII Int. Conf. APGIP-8. Ukraine, Lviv 2016, 165.