Polyaddition behavior of bis(five- and six-membered cyclic carbonate)s with diamine

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 39, Issue 6, 2001, Pages 860-867

  Tomita, Hidetoshi ^a   Sanda, Fumio ^a   Endo, Takeshi ^b  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b YAMAGATA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVATION ENERGY; ADDITION REACTIONS; AMINES; MOLECULAR WEIGHT; POLYURETHANES; RATE CONSTANTS;

POLYHYDROXYURETHANES;

POLYCARBONATES;

EID: 0035281183     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0518(20010315)39:6<860::AID-POLA1059>3.0.CO;2-2     Document Type: Article

References (16)

1. (a) Bayer, O. Angew Chem 1947, A59, 275;
2. (b) Wright, P.; Cumming, A. P. C. Solid Polyurethane Elastomers; Gordon and Breach Science Publishers: New York, 1969.
3. Ger. Patent 728,981, 1 Nov 12, 1942.
4. Kihara, N.; Endo, T. J Polym Sci Part A: Polym Chem 1993, 31, 2765.
5. Whelan, J. M., Jr.; Hill, M.; Cotter, R. J. U.S. Patent 3,072,613, 1963.
6. Mikheev, V. V.; Svetlakov, N. V.; Sysoev, V. A.; Brus'ko, N. V. Deposited Doc, 1982, SPSTL 41 Khp-D82; Chem Abstr 98, 127745a, 1983.
7. Mikheev, V. V.; Svetlakov, N. V.; Sysoev, V. A.; Brus'ko, N. V. Deposited Doc, 1982, SPSTL 41 Khp-D82; Chem Abstr 98, 127745a, 1983.
8. Rokicki, G.; Czajkowska, J. Polimery 1989, 34(4), 141.
9. Water absorption of polyhydroxyurethanes obtained from bis(cyclic carbonate)s and diamines was 30-35%, whereas that of commercially available polyurethanes was less than 2%.
10. Tomita, H.; Hidaka, H.; Sanda, F.; Endo, T. J Polym Sci Part A: Polym Chem, submitted for publication, 2001.
11. Matsuo, J.; Sanda, F.; Endo, T. Macromol Chem Phys 1998, 199, 97.
12. Kihara, N.; Hara, N.; Endo, T. J Org Chem 1993, 58, 6198.
13. Brønsted, J. N. Chem Rev 1928, 5, 322;
14. (b) Bell, B. P.; Higginson, W. C. E. Proc Roy 1949, A197, 141.
15. Films of polyhydroxyurethanes obtained by the polyaddition of 1a, 1b, or 1d with 2a were too hard, whereas that of 1c with 2a was too soft to handle. However, polymer films obtained from 1a and 2b had appropriate toughness and showed properties cited in ref. 7 (Structure 1).
16. The following are the rate constant (k) values for the reaction of monofunctional cyclic carbonates with hexylamine and benzylamine [data from ref. 7 (Structure 2)].