Skip to main content

Photopolymerization and photocrosslinking of polymers

  • Conference paper
  • First Online:
Photochemistry

Part of the book series: Fortschritte der Chemischen Forschung ((TOPCURRCHEM,volume 13/2))

Abstract

It appears that at least three processes can take place when systems containing photopolymerizable monomers or photocrosslinkable polymers are exposed to light. They are photopolymerization, photocrosslinking and photografting. These three processes lead to the formation of networks of crosslinks which provide the rigidity and stability of structure that permit photopolymerization and photocrosslinkable polymers to be of practical importance in image formation. The differences between photopolymerization and the photocrosslinking of polymers for practical applications are not great and lie only in the details of the photocrosslinking mechanism. Photopolymerization could more correctly be termed photoinitiation since the primary act of initiation is the only step which is light dependent. During long irradiation times photografting could occur during the propagation and after the termination steps leading to crosslinking or branching. The presence of two radical species appearing during photocrosslinking of poly(vinyl cinnamate) lends credence to the idea that two processes could be occurring, one due to a radical at the cinnamate unit and the other due to a radical on the polymer chain. The two radical sites would result in photodimerizing-type crosslinking and radical reactions of the backbone chain.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Hoffman, A.: Ann. Chem. 115, 271 (1860).

    Google Scholar 

  2. Murray, A.: U. S. Patent 1,965,710, July 10, 1934.

    Google Scholar 

  3. Delzenne, G.: Ind. Chim. Belge. 24, 739, (1959).

    CAS  Google Scholar 

  4. Oster, G., and N. L. Yang: Chem. Rev. 68, 125 (1968).

    Article  CAS  Google Scholar 

  5. Gersheim, H.: History of Photography, Chapter 5. London: Oxford Press 1966.

    Google Scholar 

  6. Minsk, L. M., J. G. Smith, W. P. VanDeusen, and J. F. Wright: J. Appl. Polymer Sci. 2, 302 (1959).

    Article  CAS  Google Scholar 

  7. Hepher, M.: J. Phot. Sci. 12, 181 (1964).

    CAS  Google Scholar 

  8. Beebe, M. E., A. Murray, and H. V. Herlinger: U. S. Patent 1,587,264, June 1, 1926; U. S. Patent 1,587,273, June 1, 1926; U. S. Patent 1,658,510, Feb. 7, 1928.

    Google Scholar 

  9. Printing plates: L. Plambeck, Jr., U. S. Patent 2,760,863, Aug. 28, 1956; U. S. Patent 2,791,504, May 7, 1957; 5. S. H. Munger, U. S. Patent 2,923,673, Feb. 2, 1960; R. H. Beck, and C. W. Smith, U. S. Patent 3,218,170, Nov. 16, 1965; G. A. Thommes, Can. Patent 760,388, June 6, 1967; H. Wilhelm, H. Henkler, and R. Gehm, Belgian Patent 685,315, Aug. 10, 1966. Image transfer: R. W. Baxendale, G. W. Luckey, and H. C. Yutzy, U. S. Patent 3,346,383, Oct. 10, 1967; A. Thommes, P. Walker and G. W. Michel, Belgian Patent 682,052, June 3, 1966; S. Bauer, Can. Patent 791,655, Aug. 6, 1968; J. R. Celeste, Belgian Patent 685,011, Aug. 3, 1966.

    Google Scholar 

  10. Berkower, L. J., J. Beutel, and P. Walker: Phot. Sci. Eng. 12, 283 (1968).

    CAS  Google Scholar 

  11. Smets, G., W. DeWinter, and G. Delzenne: J. Polymer Sci. 55, 767 (1961).

    Article  CAS  Google Scholar 

  12. Oster, G., and O. Shibata: J. Polymer Sci. 26, 233 (1957).

    Article  CAS  Google Scholar 

  13. Cooper, W., and M. Fielden: J. Polymer Sci. 28, 442 (1958).

    Article  CAS  Google Scholar 

  14. Oster, G.: Brit. Patent 856,884, Dec. 21, 1960.

    Google Scholar 

  15. Tsunoda, M., M. Tanaka, and N. Murata: Kobunshi Kagaku 22, 107 (1965).

    Google Scholar 

  16. Cooper, W., G. Vaughn, S. Miller, and M. Fielden: J. Polymer Sci. 34, 651 (1959).

    Article  CAS  Google Scholar 

  17. Geacintov, N., V. Stannett, E. W. Abramson, and J. J. Hermans: J. Appl. Polymer Sci. 3, 54 (1960).

    Article  Google Scholar 

  18. ---: Makromol. Chem. 36, 52 (1959).

    Article  CAS  Google Scholar 

  19. Needles, H. L.: Polymer Letters 5, 595 (1967).

    Article  CAS  Google Scholar 

  20. -: J. Appl. Polymer Sci. 12, 1557 (1968).

    Article  CAS  Google Scholar 

  21. Dhandraj, J., and J. E. Guillet: J. Polymer Sci., C 23, 433 (1968).

    Google Scholar 

  22. Schonberg, A., G. O. Schenk, and H. O. Neumuller: Preparative Organic Photochemistry. New York: Springer 1968.

    Google Scholar 

  23. Hasegawa, M., and Y. Suzuki: Polymer Letters 5, 815 (1967).

    Google Scholar 

  24. Iguchi, M., H. Nakamishi, and M. Hasegawa: J. Polymer Sci., Pt. A-1 6, 1055 (1968).

    CAS  Google Scholar 

  25. Cohen, M. D., and G. M. J. Schmidt: J. Chem. Soc. 1996 (1964).

    Google Scholar 

  26. Hasegawa, M., F. Suzuki, H. Nakamishi, and Y. Suzuki: Polymer Letters 6, 293 (1968).

    Article  CAS  Google Scholar 

  27. Miura, M., T. Kitami, and K. Nagakubo: Polymer Letters 6, 463 (1968).

    Article  CAS  Google Scholar 

  28. Tazuke, S., and S. Okamura: Regional Technical Conference, Society of Plastic Engineers, p. 98. Nov. 6, 1967, postprints.

    Google Scholar 

  29. --: Polymer Letters 6, 173 (1968).

    Article  CAS  Google Scholar 

  30. -M. Asai, and S. Okamura: J. Polymer Sci. Pt. A-1, 6, 1809 (1968).

    Article  CAS  Google Scholar 

  31. Reynolds, G. A., J. A. VanAllan, and D. G. Borden: U. S. Patent 3,143,423, Aug. 4, 1964.

    Google Scholar 

  32. Allen, C. F. H., and J. A. VanAllan: U. S. Patent 2,566,302, Sept. 4, 1951.

    Google Scholar 

  33. Robertson, E. M., W. P. VanDeusen, and L. M. Minsk: J. Appl. Polymer Sci. 2, 308 (1959).

    Article  CAS  Google Scholar 

  34. Unruh, C. C., and A. C. Smith, Jr.: J. Appl. Polymer Sci. 3, 310 (1960).

    Article  CAS  Google Scholar 

  35. Merrill, S. H., and C. C. Unruh: J. Appl. Polymer Sci. 7, 273 (1963).

    Article  CAS  Google Scholar 

  36. Lyalikov, K. S., et al.: Zh. Nauchn. i Prikl. Fotogr. i Kinematogr. 10, 200 (1965).

    CAS  Google Scholar 

  37. Yashinago, T., N. Kan, and S. Kikuchi: J. Chem. Soc. Japan (Pure Chem. Sec.) 66, 665 (1963).

    Google Scholar 

  38. Leubner, G. W., J. L. R. Williams, and C. C. Unruh: U. S. Patent 2,811,510, Oct. 29, 1957.

    Google Scholar 

  39. -, and C. C. Unruh: U. S. Patent 3,257,664, June 21, 1966.

    Google Scholar 

  40. Robertson, E. M., and W. West: U. S. Patent 2,732,301, Jan. 24, 1956.

    Google Scholar 

  41. Tsuda, M.: J. Polymer Sci., Part A 2, 2907 (1964).

    Article  Google Scholar 

  42. Kichuchi, S., and K. Nakamura: Tech. Reg. Conf. Soc. Plastics Eng., p. 175. Nov. 6, 1967.

    Google Scholar 

  43. Tsuda, M.: J. Soc. Sci. Phot. Japan 28, 7 (1965).

    Google Scholar 

  44. Nakamura, K., and S. Kichuchi: J. Chem. Soc. Japan 87, 930 (1966).

    CAS  Google Scholar 

  45. Leubner, G. W., and C. C. Unruh: U. S. Patent 3,257,664, June 21, 1966.

    Google Scholar 

  46. Curme, H. G., C. C. Natale, and D. J. Kelley: J. Phys. Chem. 71, 767 (1957).

    Article  Google Scholar 

  47. Sonntag, F., and R. Srinivasan: Tech. Reg. Conf. Soc. Plastics Eng., p. 163. Nov. 6, 1957, postprints.

    Google Scholar 

  48. Nakamura, K., T. Sakata, and S. Kikuchi: Bull. Chem. Soc. Japan 41, 1765 (1968).

    CAS  Google Scholar 

  49. Marvel, C. S., and G. H. McCain: J. Am. Chem. Soc. 75, 3272 (1953).

    Article  CAS  Google Scholar 

  50. Buettner, A. V.: J. Phys. Chem. 68, 3253 (1964).

    CAS  Google Scholar 

  51. Rieser, A., and R. Marley: Trans. Raraday Soc. 64, 1806 (1968).

    Article  Google Scholar 

  52. Unruh, C. C.: J. Appl. Polymer Sci. 2, 358 (1959).

    Article  CAS  Google Scholar 

  53. Lutz, R. E., and R. H. Jordan: J. Am. Chem. Soc. 72, 4090 (1950).

    Article  CAS  Google Scholar 

  54. Kuhn, L. P., R. E. Lutz, and C. R. Bauer: J. Am. Chem. Soc. 72, 5058 (1950).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

Copyright information

© 1969 Springer-Verlag

About this paper

Cite this paper

Williams, J.L.R. (1969). Photopolymerization and photocrosslinking of polymers. In: Photochemistry. Fortschritte der Chemischen Forschung, vol 13/2. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0051134

Download citation

  • DOI: https://doi.org/10.1007/BFb0051134

  • Received:

  • Published:

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-04489-5

  • Online ISBN: 978-3-540-35963-0

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics