Protection Mechanisms of p-Phenylenediamine-type Antiozonants

Rubber Chemistry and Technology

Volumn 71, Issue 4, 1998, Pages 722-729

  Qi, Chen Z E ^a   Wang, Tian Min ^a   Zhang, Xian Man ^b  

^a LANZHOU UNIVERSITY   (China)

^b WESLEYAN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0542399753     PISSN: 00359475     EISSN: None     Source Type: Journal    
DOI: 10.5254/1.3538500     Document Type: Article

References (62)

1. J. Pospisil and P. P. Klemchuk, Ed. "Oxidation and Inhibition in Organic Materials," CRC Press, Inc.; Boca Raton, FL; Vol. I and II, 1990.
2. R. W. Layer and R. P. Lattimer, RUBBER CHEM. TECHNOL. 63, 426 (1990).
3. R. P. Lattimer, C. K. Rhee, and R. W. Layer, in "Kirk-Othmer Encyclopedia of Chemical Technology," J. I. Kroschwitz, Ed., Vol. 3, 4th ed, Wiley, 1992, p. 448.
4. P. S. Bailey, "Ozonation in Organic Chemistry," Vol. I. Academic Press, New York, 1978.
5. P. S. Bailey, "Ozonation in Organic Chemistry," Vol. II, Academic Press, New York, 1982.
6. (a) R. Criegee, Angew. Chem. Int. Engl. Ed. 14, 745 (1975).
7. (b) R. L. Kuczkowski, Acc. Chem. Res. 16, 42 (1983).
8. (a) W. A. Pryor, D. G. Prier and D. F. Church, J. Am. Chem. Soc. 105, 2883 (1983).
9. (b) R. W. Murray and M. M. Morgan, J. Org. Chem. 56, 684 (1991).
10. (c) R. W. Murray and V. Ramachandran, J. Org. Chem. 48, 813 (1983).
11. (d) P. S. Bailey, P. S. Hwang, and C.-Y. Chiang, J. Org. Chem. 50, 231 (1985).
12. (e) P. S. Bailey, J. W. Ward, F. E. Potts, III, Y.-G. Chang, and R. E. Hornish, J. Am. Chem. Soc. 96, 7228 (1974).
13. (f) K. W. Ho, J. Polym. Sci. Part A, 24, 2467 (1986).
14. (a) P. S. Bailey, J. W. Ward, and R. E. Hornish, J. Am. Chem. Soc. 93, 3552 (1971).
15. (b) P. S. Bailey, J. W. Ward, T. P. Carter, Jr. E. Nieh, C. M. Fisher and A. Y. Khashab, J. Am. Chem. Soc. 96, 6136 (1974).
16. (a) L. A. Hull, I. C. Hisatsune and J. Heicklen, J. Am. Chem. Soc. 94, 4856 (1972).
17. (b) I. C. Hisatsune, L. H. Kolopajlo, and J. Heicklen, J. Am. Chem. Soc. 99, 3704 (1977).
18. K. L. Devries and E. R. Simonson, "Ozone Chemistry and Technology. A Review of the Literature 1961-1974," J. S. Murphy and J. R. Orr, Eds., The Franklin Institute Press, 1975, p. 257.
19. E. H. Andrews, "Fracture in Polymers," Elsevier, New York, 1968.
20. (a) M. J. S. Dewar, S. Olivella, and H. S. Rzepa, Chem. Phys. Lett. 47, 80 (1977).
21. (b) T. J. Lee, W. D. Allen, and H. F. Schaefer, J. Chem. Phys. 87, 7062 (1987).
22. (c) J. F. Stanton, W. N. Lipscomb, D. H. Magers, and R. J. Bartlett, J. Chem. Phys. 90, 1077 (1989).
23. G. A. Nangia and S. W. Benson, J. Am. Chem. Soc. 102, 3105 (1980).
24. X.-M. Zhang, unpublished results.
25. (a) J. W. Ochterski, G. A. Petersson, and K. B. Wiberg, J. Am. Chem. Soc. 117, 11299 (1995).
26. (b) X.-M. Zhang, D. Malick, and G. A. Petersson, J. Org. Chem. in press.
27. D. F. McMillen and D. M. Golden, Annu. Rev. Phys. Chem. 33, 493 (1982).
28. (a) X.-M. Zhang and Q. Zhu, J. Org. Chem. 62, 5934 (1997).
29. (b) Zhang, X.-M. "Recent Research Developments in Organic Chemistry," Transworld Research Network, in press.
30. N. Isaacs, "Physical Organic Chemistry," 2nd ed., Longman, Essex, England, 1995, ch. 2.
31. W. R. Wadt and W. A. Goddard, III, J. Am. Chem. Soc. 97, 3004 (1975).
32. D. R. Lide, ed. CRC Handbook of Chemistry and Physics, 76th ed., Boca Raton, 1995-1996, 10-210.
33. S. D. Razumovskii and L. S. Batashova, RUBBER CHEM. TECHNOL. 43, 1340 (1970).
34. G. Berrand and E. Leleu, Rubber World, 192, 32 (1985).
35. O. Lorenz and C. R. Parks, RUBBER CHEM. TECHNOL. 34, 816 (1961).
36. E. H. Andrews and M. Braden, J. Polym. Sci. 55, 787 (1961).
37. (a) C. E. Bradley and A. J. Haagen-Smit, RUBBER CHEM. TECHNOL. 24, 750 (1951).
38. (b) B. S. Biggs, RUBBER CHEM. TECHNOL. 31, 1015 (1958).
39. (a) W. L. Cox, RUBBER CHEM. TECHNOL. 32, 364 (1959).
40. (b) E. R. Erickson, R. A. Berntsen, E. L. Hill, and P. Kusy, RUBBER CHEM. TECHNOL. 32, 1062 (1959).
41. (c) S. D. Razumovskii and L. S. Batashova, RUBBER CHEM. TECHNOL. 43, 1340 (1970).
42. (a) X.-M. Zhang and F. G. Bordwell, J. Org. Chem. 57, 4163 (1992).
43. (b) X.-M. Zhang and F. G. Bordwell, J. Am. Chem. Soc. 114, 9787 (1992).
44. (c) X.-M. Zhang and F. G. Bordwell, J. Am. Chem. Soc. 116, 904 (1994).
45. (d) X.-M. Zhang, J. Chem. Soc. Perkin Trans. 2, 2275 (1993).
46. (e) X.-M. Zhang and F. G. Bordwell, J. Org. Chem. 59, 2809 (1994).
47. (f) X.-M. Zhang and F. G. Bordwell, J. Am. Chem. Soc. 116, 4251 (1994).
48. M. Chanon, M. Rajzmann, and F. Chanon, Tetrahedron 46, 6193 (1990).
49. R. W. Layer, in "Kirk-Othmer Encyclopedia of Chemical Technology," J. I. Kroschwitz, Ed. Vol 2, 4th Ed.; Wiley, 1992, pp. 473-482.
50. J. F. Rabek, Photostabilization of Polymers, Elsevier Applied Science, New York, 1990.
51. K. L. De Vries, RUBBER CHEM. TECHNOL. 48, 445 (1975).
52. F. G. Bordwell and X.-M. Zhang, Acc. Chem. Res. 26, 510 (1993).
53. X.-M. Zhang, J. Org, Chem. 63, 1872 (1998).
54. I. Fridovich, Science 201, 875 (1978).
55. Q. Zhu, X.-M. Zhang, and A. J. Fry, Polym. Degrad. Stab. 57, 43 (1997).
56. (a) F. G. Bordwell, X.-M. Zhang and J.-P. Cheng, J. Org. Chem. 56, 3216 (1991).
57. (b) F. G. Bordwell, X.-M. Zhang and J.-P. Cheng, J. Org. Chem. 58, 6410 (1993).
58. (a) J. L. Eichelberger and J. K. Stille, J. Org. Chem. 36, 1840 (1971).
59. (b) Q. E. Thompson, J. Am. Chem. Soc. 83, 845 (1961).
60. (a) K. J. Humphris and G. Scott, J. Chem. Soc. Perkin II, 826 (1973).
61. (b) R. S. Drago, A. L. M. Mateus, and D. Patton, J. Org. Chem. 61, 5693 (1996).
62. P. P. Klemchuk, in "Oxidation Inhibition in Organic Materials," Vol. I, J. Pospisil and P. P. Klemchuk, Eds. CRC Press Inc. Boca Raton, FL. 1990, p. 18.