Polyhydroxyalkyl derivatives and polyetherols obtained from azacyclic compounds. Part II. Reactions with formaldehyde and alkylene carbonates

J. Lubczak

Published : 2011-06-30

Vol. 56 No. 6 (2011)

Polyhydroxyalkyl derivatives and polyetherols obtained from azacyclic compounds. Part II. Reactions with formaldehyde and alkylene carbonates

J. Lubczak

Abstract

In this part of the paper modification of the method to obtain polyetherols from azacyclic compounds and oxiranes involving an initial hydroxyalkylation of formaldehyde was presented. Hydroxymethyl derivatives of azacyclic compounds were obtained. Very often they were better soluble in organic solvents than the initial compounds, even directly in oxiranes. These derivatives underwent further reaction with oxiranes so that polyetherols were obtained. The method of hydroxyalkylation with an application of ethylene and propylene carbonates was also presented. These carbonates constitute environment friendly solvents and reagents of azacyclic compounds.

Keywords

związki heterocykliczne z atomami azotu ; formaldehyd ; oksirany ; węglany alkilenowe heterocyclic compounds with nitrogen atoms ; ormaldehyde ; oxiranes

Details

References

Statistics

Authors

Download files

PDF

Zasady cytowania

Lubczak, J. (2011). Polyhydroxyalkyl derivatives and polyetherols obtained from azacyclic compounds. Part II. Reactions with formaldehyde and alkylene carbonates. Polimery, 56(6), 452-460. Retrieved from https://ichp.vot.pl/index.php/p/article/view/935

References

Lubczak J.: Polimery 2011, 56, 360.

[2] Pazenko Z. N., Chovnik L. T.: Ukrain. Khim. Zh. 1964, 30, 1957.

[3] Kucharski M., Rokaszewski E.: Chemia Stos. 1974, 18, 451.

[4] Polish Pat. 84 504 (1976).

[5] US Pat. 3 429 825 (1969).

[6] Switz. Pat. 430 202 (1967).

[7] German Pat. 1 133127 (1962).

[8] Polish Pat. 130 709 (1986).

[9] Kucharski M., Lubczak J., Rokaszewski E.: Chemia Stos. 1983, 27, 65.

[10] Ślączka A., Lubczak J.: J. Appl Polym. Sci. 2006, 101, 3468.

[11] Ślączka A., Lubczak J.: J. Appl. Polym Sci. 2007, 106, 4067.

[12] Ślączka A., Lubczak J.: Materials of the 6th International Polymer Seminar, Gliwice 2005, P-027, 1.

[13] Ślączka A., Lubczak J.: J. Appl. Polym. Sci. 2009, 112, 1601.

[14] Ślączka A., Lubczak J.: Polimery 2008, 53, 760.

[15] Kosterna J., Lubczak J.: Heterocycl. Commun. 2008, 14, 199.

[16] Cisek-Cicirko L, Lubczak J.: J. Appl. Polym. Sci. 2000, 77, 2667.

[17] Jpn Pat. 54103 892 (1979).

[18] Lubczak J., Cisek-Cicirko L, Myśliwiec B.: React. Funct. Polym. 2002, 53, 113.

[19] Cisek-Cicirko L, Lubczak J.: J. Appl. Polym. Sci. 2002, 83, 1955.

[20] Cisek-Cicirko L, Lubczak J.: Mer. J. Chem. Kinet. 2005, 37, 464.

[21] Cisek-Cicirko I., Lubczak J.: Inter. J. Chem. Kinet. 2005, 37, 472.

[22] Polish Pat. 335 623 (1999).

[23] Lubczak J., Cisek-Cicirko L: Macromol. Mat. Eng. 2002, 287, 665.

[24] Nowak M., Rostkowska H., Łapiński L., Kwiatkowski J., Leszczyński J.: J. Phys. Chem. 1994, 98, 2813.

[25] Oda R., Baba R.: J. Chem. Soc. 1961, 64, 74.

[26] Cassidy P, Fawcett W., Thomas R.: J. Appl. Polym. Sci. 1981, 26, 3819.

[27] Lubczak J., Zarzyka-Niemiec L: J. Appl. Polym. Sci. 2002, 83, 2858.

[28] Wirpsza Z., Brzeziński J.: „Amino-plasty”, WNT, Warsaw 1970.

[29] Gams A., Widmer G., Fisch N.: Helv. Chim. Acta 1941, 24, 302.

[30] Kitakawa Ch.: J. Chem. Soc. (jap.) 1950, 53,181; CA: (1950) 46 9881.

[31] Kveton R., Hanousek F.: Chem. Listy 1954, 48, 1205.

[32] German Pat. l 054 459 (1959).

[33] LIS Pat. 3 194 294 (1965).

[34] German Pat. 2 335 299 (1974).

[35] LZS Pat. 2 387 547 (1945).

[36] US Pat. 2 457 738 (1948).

[37] US Pat. 2 500 517 (1950).

[38] Duliban J., Galina H., Lubczak J.: Appl. Spectrosc. 1996, 50, 528.

[39] Tomita B.: J. Polym. Sci., Polym. Chem. Ed. 1977, 15, 2347.

[40] Nowak D., Skrowaczewska Z.: Chemia Stos. 1968, 12, No 2A, 295.

[41] Michauld H.: Kunststoffe 1957, 47, 686.

[42] Sato K.: Buli. Chem. Soc. Japan 1967, 40, 724; CA: (1967) 53 270c.

[43] Sato K.: Bull. Chem. Soc. Japan 1967, 40, 2963.

[44] Sato K.: Kogyo Kagaku Kaishi 1969, 72, 1911.

[45] Sato K., Naito T.: Polymer J. 1973, 5, 144.

[46] Sato K., Abe Y., Sugarawa K.: J. Polym. Sci., Polym. Chem. Ed. 1975, 13, 263.

[47] Nair B. R., Francis D. J.: Indian J. Technol. 1984, 22, 197.

[48] Nostke R., Dietrich K., Reinish G., Rafler G.: J. Macromol. Sci. Chem. A1986, 23, 579.

[49] Gupta S.: J. Appl. Polym. Sci. 1986, 31, 2805.

[50] Kumar A., Chandra R.: Polym. Eng. Sci. 1987, 27, 925.

[51] Kumar A.: J. Appl. Polym. Sci. 1987, 34, 1367.

[52] Sato K., Konakahara T., Yoshii T.: Kobunshi Ronbunshu 1988, 45, 113.

[53] Kumar A., Hatigar V.: Macromolecules 1990, 23, 3729.

[54] German Pat. 2 365 752 (1976).

[55] Kucharski M., Lubczak J.: Polimery 1984, 29, 264.

[56] Lubczak J.: Polimery 1987, 32, 314.

[57] Lubczak J.: Indian J. Chem. 1994, 33B, 125

[58] Lubczak J.: Indian]. Chem. 1994, 33B, 651.

[59] Lubczak J.:J. Appl. Polym. Sci. 1997, 65, 2589.

[60] Lubczak J.: React. Funct. Polym. 1998, 38, 51.

[61] Lubczak J., Bukowski W., Nicpoń D.: Polimery 1998, 43, 358.

[62] Lubczak J., Myśliwiec B., Bukowski W.: J. Appl. Polym. Sci. 2000, 76, 824.

[63] Lubczak J., Chmiel E.: Polimery 1990, 35, 194.

[64] Polish Pat. 316 160 (1996).

[65] Kijowska D.: Przem. Chem. 2005, 84, 678.

[66] Clements J. H.: „Reactive Applications of Cyclic Alkylene Carbonates”, Hunstman Petrochemical Corporation, www.hunt-sman.com/performance_products/Media/Reactive_Applications_of_Cyclic_Al-kylene_Carbonates.pdf

[67] Lubczak J.: „Polyetherols obtained from mełamine and alkylene carbonates”, Materials from XI Scientific Conference Modification of Polymers, Duszniki Zdrój 1993, pp. 159-162.

[68] Jpn Pat. 21 912 653 (1990).

[69] Poplewska L, Węglowska E., Lubczak J.: J. Appl. Polym Sci. 2004, 91, 2750.

[70] Lubczak J., Węglowska E.: Intern. J. Chem. Kin. 2009, 41, 512.

[71] Lubczak J., Węglowska E.: Intern. J. Chem. Kin. 2009, 41, 523.

[72] Węglowska E., Lubczak J.: J. Appl. Polym Sci. 2005, 98, 2130.

[73] Lubczak J., unpublished results.

[74] Kosterna J., Lubczak J: J. Appl. Polym. Sci. (submitted).

[75] Lubczak J.: Polimery 2005, 50, 15.

[76] Lubczak J.: J. Appl. Polym. Sci. 2006, 101, 2482.

[77] Lubczak J.: Polimery 2007, 52, 595.

[78] Lubczak R., Duliban J.: React. Funct. Polym. 2002, 52, 127.

[79] Lubczak J., Zarzyka-Niemiec L: Materials of the 6th International Polymer Seminar, Gliwice 2005, P-028, 1.

[80] Zarzyka-Niemiec L, Naróg D., Lubczak J.: J. Appl. Polym. Sci. 2006, 100, 1443.

[81] Zarzyka-Niemiec L: e-Polymers 2007, 25, 1.

[82] Zarzyka-Niemiec I.: Polimery 2008, 53, 30.

[83] Zarzyka-Niemiec L: Polym. Int. 2007, 56, 1499.

[84] LIS Pat. 3 265 668 (1966).

[85] Kucharski M., Kijowska D.:J. Appl. Polym. Sci. 2001, 80, 1776.

[86] Kucharski M., Kijowska D.:J. Appl. Polym. Sci. 2003, 89, 104.

[87] Kijowska D., Kucharski M.: J. Appl. Polym. Sci. 2004, 94, 2302.

Google Scholar

Citing articles via

Statistics

Total abstract views : 71

PDF Downloads : 57