Stable polymers from cyclic ketene acetals: Cationic polymerization initiated by acid-washed glassware or acid-washed glass beads

Peter C. Zhu,

Peter C. Zhu

Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762

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Charles U. Pittman Jr.,

Corresponding Author

Charles U. Pittman Jr.

Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762

Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762Search for more papers by this author

Peter C. Zhu,

Peter C. Zhu

Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762

Search for more papers by this author

Charles U. Pittman Jr.,

Corresponding Author

Charles U. Pittman Jr.

Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762

Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762Search for more papers by this author

First published: 30 January 1996

https://doi.org/10.1002/(SICI)1099-0518(19960130)34:2<169::AID-POLA2>3.0.CO;2-P

Citations: 21

Taken, in part, from Ref. 1.

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Abstract

Stable polymers were made by the cationic 1,2-polymerization of cyclic ketene acetals initiated by acid-washed glassware or acid-washed glass beads. Among several reactions possible for the very reactive cyclic ketene acetals, only the corresponding acetals of polyketene were formed. These structures were demonstrated by FTIR, ¹H-NMR, and ¹³C-NMR analyses. © 1996 John Wiley & Sons, Inc.

References and Notes

1 P. C. Zhu, Ph. D. dissertation, Mississippi State University, Mississippi State, MS, 1993.
Google Scholar
2(a) P. R. Johson, H. M. Barnes and S. M. McElvain, J. Am. Chem. Soc., 62, 964 (1940);
10.1021/ja01861a071
CAS Google Scholar
(b) S. M. McElvain and M. J. J. Curry, J. Am. Chem. Soc., 70, 3781 (1948);
10.1021/ja01191a071
CAS PubMed Web of Science® Google Scholar
(c) J. Lal, Polym. Sci., 151, 399 (1959);
10.1002/pol.1959.1204113833
CAS Web of Science® Google Scholar
(d) K. Khemani, S. Askari, and F. Wudl, Macromolecules, 24, 2156 (1991).
10.1021/ma00009a003
CAS Web of Science® Google Scholar
3 P. C. Zhu and C. U. Pittman, Jr., unpublished results.
Google Scholar
4(a) F. Wudl, K. C. Khemani, J. Am. Chem. Soc., 111, 9123, (1989);
10.1021/ja00207a031
CAS Web of Science® Google Scholar
(b) G. A. Olah, E. Zadok, R. Edler, D. H. Adamson, W. Kasha, and S. Prakash. J. Am. Chem. Soc., 111, 9123, (1989).
10.1021/ja00207a031
CAS Web of Science® Google Scholar
5 For the modified preparation of these cyclic ketene acetals, see P. C. Zhu and C. U. Pittman, Jr., submitted to J. Org. Chem.
Google Scholar
6 W. J. Bailey, P. Y. Chen, S. Chen, W. Chaio, T. Endo, B. Gapud, Y. Lin, Z. Nin, C. Pan, S. Shaffer, L. Sidney, S. Wu, N. Yamamoto, N. Yamazakia, and K. Yonezawa. J. Macromol. Sci. Chem. A21 (13&M14), 1611 (1984).
10.1080/00222338408082081
CAS Web of Science® Google Scholar
7 In only one case (that of cationic polymerization of 2-methylene-1,3-dioxepane initiated by acid washed carbon black) was any ring-opening occurred. In this case both 1,2-vinyl polymerization and ring-opening occurred competitively during the growth of individual chains.
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8 E. Pretsh, J. Seibl and W. Simon, in Tables of Spectral Data for Structure Determination of Organic Compounds, 2nd ed., W. Fresenius et al., Eds., Springer-Verlag, New York, 1989, p. C-90.
10.1007/978-3-662-10207-7
Google Scholar
9 A tendency toward ring-opening polymerization (b) in Scheme 2 was only noted for 2-methylene-1,3-dioxepane.
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Volume34, Issue2

30 January 1996

Pages 169-174

Stable polymers from cyclic ketene acetals: Cationic polymerization initiated by acid-washed glassware or acid-washed glass beads

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Stable polymers from cyclic ketene acetals: Cationic polymerization initiated by acid-washed glassware or acid-washed glass beads

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