Syntheses of Acetophenone Eno1 Ester Polymers and Their Conversion to Poly(phenylacetylenes)

Macromolecules

Volumn 23, Issue 11, 1990, Pages 2885-2894

  Ito, Hiroshi ^a   Ueda, Mitsuru ^a  

^a IBM ALMADEN RESEARCH CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LITHOGRAPHY--APPLICATIONS; NUCLEAR MAGNETIC RESONANCE; PLASTICS FILMS--PHOTOLYSIS; SPECTROSCOPY, INFRARED; THERMOANALYSIS;

ACIDOLYSIS; PACOST; PMP; PPA;

POLYACETYLENES;

EID: 0025429808     PISSN: 00249297     EISSN: 15205835     Source Type: Journal    
DOI: 10.1021/ma00213a012     Document Type: Article

References (55)

1. IBM World Trade Visiting Scientist (1985-1986), Department of Polymer Chemistry, Faculty of Engineering, Yamagata University, Yonezawa, Yamagata 992, Japan.
2. Ito, H.; Wilson, C. G.; Frechet, J. M. J. Dig. Tech. Pap. 1982
3. Symp. VLSI Technol. 1982, 86.
4. Frechet, J. M. J.; Ito, H.; Wilson, C. G. Proc. Microcircuit Eng. 1982, 260.
5. Ito, H.; Wilson, C. G. Tech. Pap. SPE Reg. Tech. Conf. Photopolym. 1982, 331.
6. Ito, H.; Wilson, C. G. In Polymers in Electronics; Davidon, T., Ed.; ACS Symposium Series 242; American Chemical Society: Washington, DC, 1984; p 11.
7. Ito, H. Proc. KTI Microelectro. Sem. 1988, 81 and references therein.
8. Iwayanagi, T.; Ueno, T.; Nonogaki, S.; Ito, H.; Wilson, C. G. In Electronic and Photonic Applications of Polymers; Bowden, M. J., Turner, S. R., Eds.; Advances in Chemistry 218; American Chemical Society: Washington, DC, 1988; p 109 and references therein.
9. These reactions do not require a stoichiometric amount of water and therefore are not hydrolysis.
10. Ito, H.; Wilson, C. G.; Frechet, J. M. J. Proc. SPIE 1987, 771, 24.
11. Ito, H.; Ueda, M. Macromolecules 1988, 21, 1475.
12. Ito, H.; Ueda, M.; Ebina, M. In Polymers in Microlithography; Reichmanis, E., MacDonald, S. A., Iwayanagi, T., Eds.; ACS Symposium Series 412; American Chemical Society: Washington, DC, 1989; p 57.
13. Crivello, J. V. In UV Curing: Science and Technology; Pappas, S. P., Ed.; Technology Marketing Corp.: Stamford, CT, 1978; p 23 and references therein.
14. Houlihan, F. M.; Shugard, A.; Gooden, R.; Reichmanis, E. Macromolecules 1988, 21, 2001.
15. Yamaoka, T.; Nishiki, M.; Koseki, K.; Koshiba, M. Tech. Pap. SPE Reg. Tech. Conf. Photopolym. 1988, 27.
16. Hatada, K.; Kitayama, T.; Danjo, S.; Tsubokura, Y.; Yuki, H.; Morikawa, K.; Aritome, H.; Namba, S. Polym. Bull. 1983, 10, 45.
17. Frechet, J. M. J.; Eichler, E.; Ito, H.; Willson, C. G. Polymer 1983, 24, 995.
18. Ito, T.; Shirakawa, H.; Ikeda, S. J. Polym. Sci., Polym. Chem. Ed. 1974, 12, 11.
19. Masuda, T.; Hasegawa, K.; Higashimura, T. Macromolecules 1974, 7, 728.
20. Edwards, J. H.; Feast, W. J. Polymer 1980, 21, 595.
21. Karasz, F. E.; Capistran, J. D.; Gagnon, D. R.; Lenz, R. W. Mol. Cryst. Liq. Cryst. 1985, 118, 327.
22. Haas, H. C.; Schuler, N. W.; MacDonald, R. B. J. Polym. Sci., Part A-1 1969, 7, 3440.
23. Ueda, M.; Ito, H. J. Polym. Sci., Polym. Chem. Ed. 1988, 26, 89.
24. Ueda, M.; Ito, T.; Ito, H. Macromolecules, following paper in this issue.
25. Ueda, M.; Takahashi, M.; Imai, Y.; Pittman, C. U., Jr. J. Polym. Sci., Polym. Chem. Ed. 1982, 20, 2819.
26. Ueda, M.; Takahashi, M.; Suzuki, T.; Imai, Y.; Pittman, C. U., Jr. J. Polym. Sci., Polym. Chem. Ed. 1983, 20, 1139.
27. Ueda, M.; Takahashi, M.; Imai, Y.; Pittman, C. U., Jr. Macromolecules 1983, 16, 1300.
28. Ueda, M.; Suzuki, T.; Takahashi, M.; Li, Z. B.; Koyama, K.; Pittman, C. U., Jr. Macromolecules 1986, 19, 558.
29. Montheard, J. P.; Camps, M.; Seytre, G.; Guillet, J.; Dubois, C. Angew. Makromol. Chem. 1978, 72, 45.
30. Sahraoui, Z.; David, J.-C.; Camps, M.; Montheard, J.-P.; Vergnaud, J.-M. C. R. Seances Acad. Sci., Ser. C 1978, 683.
31. Montheard, J.-P.; Camps, M.; Kawaye, S.; Pham, Q. T.; Seytre, G. Makromol. Chem. 1982, 183, 1191.
32. Montheard, J.-P.; Camps, M.; Belfkira, A.; Steffan, G.; Lucas, J. M. Polym. Commun. 1984, 25, 337.
33. Montheard, J.-P.; Camps, M.; Belfkira, A.; Chatzopoulos, M.; Granger, R.; Jorat, L.; Noyel, G. Makromol. Chem. 1985, 186, 1519.
34. Vinogradova, S. V.; Salazkin, S. N.; Korshak, V. V.; Chelidze, G. Sh.; Slonimskii, G. L.; Askadskii, A. A.; Mzhelskii, A. I. Vysokomol. Soyedin., Ser. A 1970, A12, 205.
35. Crivello, J. V.; Lam, J. H. W. J. Org. Chem. 1978, 43, 3055.
36. Noyce, D. S.; Pollack, R. M. J. Am. Chem. Soc. 1969, 91, 119.
37. House, H. O.; Crumrine, D. S.; Teranishi, A. Y.; Olmstead, H.D. J. Am. Chem. Soc. 1973, 95, 3310.
38. Lonsky, W.; Traitler, H. Chem. Ber. 1977, 110, 2601.
39. Yale, H. L. J. Am. Chem. Soc. 1947, 69, 1547.
40. Levy, G. C.; Nelson, G. L. Carbon-13 Nuclear Magnetic Resonance for Organic Chemists; Wiley: New York, 1972; p 126.
41. Akkapeddi, M. K. Macromolecules 1979, 12, 546.
42. Masuda, T.; Tang, B.-Z.; Higashimura, T.; Yamaoka, H. Macromolecules 1985, 18, 2369.
43. Sahraoui, Z.; David, J.-C.; Vergnaud, J.-M. J. Chim. Phys. 1979, 76, 41;
44. J. Anal. Appl. Pyrol. 1980, 2, 141.
45. Masuda, T.; Sasaki, N.; Higashimura, T. Macromolecules 1975, 8, 717.
46. Masuda, T.; Hamano, T.; Higashimura, T.; Ueda, T.; Mura-matsu, H. Macromolecules 1988, 21, 281.
47. Kern, R. J. J. Polym. Sci., Part A-1 1969, 7, 621.
48. Simionescu, C.; Dumitrescu, S. Makromol. Chem. 1970, 136, 47.
49. Siminonescu, C. I.; Percec, V.; Dumitrescu, S. J. Polym. Sci., Polym. Chem. Ed. 1977, 15, 2497.
50. Sanford, T. J.; Allendoerfer, R. D.; Kang, E. T.; Ehrlich, P. J. Polym. Sci., Polym. Phys. Ed. 1980, 18, 2277.
51. Percec, V.; Rinaldi, P. L. Polym. Bull. 1983, 9, 548.
52. Percec, V. Polym. Bull. 1983, 10, 1.
53. Katz, T. J.; Ho, T. H.; Shih, N.-Y.; Ying, Y.-C.; Stuart, V. I. W. J. Am. Chem. Soc. 1984, 106, 2659.
54. Furlani, A.; Napoletano, C.; Russo, M. V.; Feast, W. J. Polym. Bull. 1986, 16, 311.
55. Iwamura, H.; McKelvey, R. D. Macromolecules 1988, 21, 3386.