Abstract
The polyadditions of diepoxides with diisocyanates were carried out by use of carbon black having OLi groups, which was introduced by the reaction of oxygen containing groups on carbon black with n-butyllithium (BuLi) as initiator. During the polymerization, poly-2-oxazolidone or polyoxazolidone-isocyanurate formed was grafted onto the carbon black surface depending upon polymerization conditions. The following conditions were most suitable for the preparation of poly-2-oxazolidone-grafted carbon black with a high grafting ratio: (1) the addition of diisocyanate to a mixture of diepoxide and initiator (CB-OLi) in the absence of free BuLi, (2) a polymerization temperature of 180-°C or higher. The grafting ratio of poly-2-oxazolidone was determined to be 50—200%; for instance, the grafting ratio of poly-2-oxazolidone from 2,2-bis[p-(2,3-epoxypropoxy)phenyl]propane and tolylene 2,4-diisocyanate increased with an increase in conversion up to 170%. The carbon black obtained gave a stable colloidal dispersion in N,N-dimethylformamide. The thermogravimetric analysis indicated that poly-2-oxazolidone-grafted carbon black was stable in air up to 300-°C.
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N. Tsubokawa and Y. Sone, Kobunshi Kako, 33, 129 (1984).
N. Tsubokawa, Nippon Gomu Kyokaishi, 58, 306 (1985).
K. Ohkita, N. Tsubokawa, E. Saitoh, M. Noda, and N. Takashina, Carbon, 13, 443 (1975).
K. Ohkita, N. Nakayama, and M. Shimomura, Carbon, 18, 277 (1980).
K. Ohkita, M. Shimomura, and T. Tsujita, Carbon, 16, 155 (1978).
M. Shimomura, Y. Sanada, and K. Ohkita, Carbon, 19, 362 (1981).
N. Tsubokawa, A. Funaki, Y. Hada, and Y. Sone, J. Polym. Sci., Polym. Chem. Ed., 20, 3297 (1982).
N. Tsubokawa, A. Yamada, and Y. Sone, Polym. Bull., 10, 63 (1983).
N. Tsubokawa, J. Polym. Sci., Polym. Chem. Ed., 22, 1515 (1984).
N. Tsubokawa, J. Appl. Polym. Sci., 30, 2041 (1985).
N. Tsubokawa, H. Nunokawa, and Y. Sone, J. Macromol. Sci., Chem., A23, 105 (1986).
N. Tsubokawa, K. Fujiki, and Y. Sone, J. Polym. Sci., Polym. Chem. Ed., in press.
G. P. Speranza and W. J. Peppel, J. Org. Chem., 23, 1922 (1958).
S. R. Sandier, F. Berg, and G. Kitazawa, J. Appl. Polym. Sci., 9, 1994 (1965).
S. R. Sandier, J. Polym. Sci., A-1, 5, 1481 (1967).
J. E. Herweh and W. Y. Whitmore, J. Polym. Sci., A-1, 8, 2756 (1970).
R. R. Dileone, J. Polym. Sci., A-1, 8, 609 (1970).
H. Gilman and A. Haublin, J. Am. Chem. Soc., 66, 1515 (1944).
E. Papirer, V. T. Nguyen, and J. B. Donnet, Carbon, 16, 141 (1978).
K. Ohkita, N. Nakayama, and A. Funaki, Shikizai Kyokaishi, 53, 583 (1980).
N. Tsubokawa, Y. Nagano, and Y. Sone, Polym. Bull., 10, 404 (1983).
Y. Iwakura, N. Nabeya, F. Hayano, and K. Kurita, J. Polym. Sci., A-1, 5, 1865 (1967).
N. Kinjo, S. Numata, T. Koyama, and Y. Katsuya, Polym. J., 14, 505 (1982).
N. Tsubokawa, A. Yamada, and Y. Sone, Kobunshi Ronbunshu, 42, 509 (1985).
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Tsubokawa, N., Koh’e, T., Kumashita, M. et al. Heat Resistant Polymer-Grafted Carbon Black. Grafting of Poly-2-oxazolidones onto Carbon Black during the Polyaddition of Diepoxides with Diisocyanates. Polym J 18, 297–305 (1986). https://doi.org/10.1295/polymj.18.297
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DOI: https://doi.org/10.1295/polymj.18.297