Model reactions and formation of epoxy networks with the phenylbenzoate mesogen

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 35, Issue 13, 1997, Pages 2653-2688

  Strehmel, Veronika ^a  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

Epoxy networks; Mesogen; Model investigation; Networks with ordered structures; Phenylbenzoate structure

Indexed keywords

CROSSLINKING; ETHERS; PHENOLS; PHOTOCHEMICAL REACTIONS; REACTION KINETICS; SYNTHESIS (CHEMICAL); THERMAL EFFECTS; THERMODYNAMIC PROPERTIES;

PHENYLBENZOATE MESOGENS;

EPOXY RESINS;

EID: 0031234381     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0518(19970930)35:13<2653::AID-POLA12>3.0.CO;2-A     Document Type: Article

References (108)

1. A. Sirigu, Liquid Crystals, 14, 15 (1993).
2. B. A. Rosenberg and L. L. Gur'eva, in Synthesis, Characterization, and Theorie of Polymeric Networks and Gels, S. M. Aharoni, Ed., Plenum Press, New York, 1992, p 147.
3. W. Mormann, Trends Polym. Sci., 3, 255 (1995).
4. R. A. M. Hikmet and D. J. Broer, Polymer, 32, 1627 (1991).
5. G. G. Barclay, C. K. Ober, K. I. Papathomas, and D. W. Wang, J. Polym. Sci., 25, 2947 (1992).
6. S. B. Clough, A. Blumstein, and E. C. Hsu, Macromolecules, 9, 123 (1976).
7. D. J. Broer and G. M. Mol. Polym. Eng. Sci., 31, 625 (1991).
8. S. Jahromi, W. A. G. Kuipers, B. Norder, and W. J. Mijs, Macromolecules, 28, 2201 (1995).
9. R. A. M. Hikmet, B. H. Zwerver, and D. J. Broer, Polymer, 33, 89 (1992).
10. D. J. Broer, R. A. M. Hikmet, and G. Challa, Makromol. Chem., 190 3201 (1989).
11. H. Finkelmann, H. J. Kock, and G. Rehage, Macromol. Chem., Rapid Commun., 2, 317 (1981).
12. R. Zentel and G. Reckert, Makromol. Chem., 187, 1915 (1986).
13. R. Zentel, Angew. Chem. Adv. Mater., 101, 1437 (1989).
14. D. J. Broer, J. Boven, G. N. Mol. and G. Challa, Makromol. Chem., 190, 2255 (1989).
15. Y. Zhao and G. Yuan, Macromolecules, 29, 1067 (1996).
16. D. J. Broer and I. Heynderickx, Macromolecules, 23, 2474 (1990).
17. H. M. Meier, S. Kirchmeyer, H. P. Müller, A. Karbach, and R. Dhein, International Conference on Crosslinked Polymers, Luzern, Schweiz, May 30-June 1 (1990).
18. S. Kirchmeier, A. Karbach, H. P. Müller, H. M. Meier, and R. Dhein, Angew. Macromol. Chem., 185/186, 33 (1991).
19. C. K. Ober, G. G. Barclay, K. I. Papathomas, and D.W. Wang, Mater. Res. Soc. Symp. Proc., 203, 265 (1991).
20. C. K. Ober and G. G. Barclay, Mater. Res. Soc. Symp. Proc., 227, 281 (1991).
21. V. V. Tsukruk, L. L. Gureva, V. P. Tarasov, V. V. Shilov, L. N. Erofeev, and B. A. Rozenberg, Vysokomol. Soed., 32, 168 (1991).
22. G. G. Barclay, C. K. Ober, K. I. Papathomas, and D. W. Wang, J. Polym. Sci., 30, 1831 (1992).
23. G. G. Barclay, S. G. McNamee, C. K. Ober, K. I. Papathomas, and D. W. Wang, J. Polym. Sci., 30, 1845 (1992).
24. C. Carfagna, E. Amendola, M. Giamberini, A. G. Filippov, and R. S. Bauer, Liq. Cryst., 13, 571 (1993).
25. J. J. Mallon and P. M. Adams, J. Polym. Sci. A: Polym. Chem., 31, 2249 (1993).
26. S. Jahromi and W. J. Mijs, Mol. Cryst. Liq. Cryst., 250, 209 (1994).
27. D. J. Broer, J. Lub, and G. N. Mol. Macromolecules, 26, 1244 (1993).
28. V. Strehmel, B. Strehmel, and J. Trempler, Proc. SPIE, 2195, 789 (1994).
29. S. Jahromi, J. Lub, and G. N. Mol, Polymer, 35, 622 (1994).
30. C. Carfagna, E. Amendola, M. Giamberini, and A. Filippov, Macromol. Chem. Phys., 195, 279 (1994).
31. C. Carfagna, E. Amendola, M. Giamberini, G. Mensitieri, M. A. Del Nobile, and A. G. Filippov, Polym. Eng. Sci., 35, 137 (1995).
32. S. Jahromi, Macromolecules, 27, 2804 (1994).
33. M. Giamberini, E. Amendola, and C. Carfagna, Macromol. Rapid Commun., 16, 97 (1995).
34. C. Carfagna, E. Amendola, and M. Giamberini, Macromol. Chem. Phys., 195, 2307 (1994).
35. S. Jahromi, Macromolecules, 28, 2201 (1995).
36. A. Shiota and C. K. Ober, Polym. Prepr. ACS Div. Polym. Chem., 36, 348 (1995).
37. E. Amendola, C. Carfagna, M. Giamberini, and G. Pisaniello, Makromol. Chem. Phys., 196, 1577 (1995).
38. V. Strehmel and B. Strehmel, Thin Solid Films, 284/285, 317 (1996).
39. K. Ichimura, M. Kidowaki, H. Akiyama, K. Kudo, V. Strehmel, and B. Strehmel, Macromol. Rapid Commun., 17, 545 (1996).
40. G. G. Barclay, C. K. Ober, K. I. Papathomas, and D. W. Wang, Macromolecules, 25, 2947 (1992).
41. A. E. Hoyt and B. C. Benicewicz, J. Polym. Sci., Chem. Ed., 28, 3417 (1990).
42. E. P. Douglas, D. A. Langlois, and B. C. Benicewicz, Polym. Preprints, ACS Div. Polym. Chem., 34, 702 (1993).
43. R. A. M. Hikmet, J. Lub, and J. A. Higgins, Polymer, 34, 1736 (1993).
44. H. Andersson, F. Sahlem, U. W. Gedde, and A. Hult, Polym. Preprints, ACS Div. Polym. Chem., 34, 182 (1993).
45. S. Kirchmeyer, H.-P. Müller, and A. Karbach, EP Pat. 0445401 (1991); Chem. Abstr., 115, 257592d (1991).
46. S. Kirchmeyer, H.-P. Müller, R. Dhein, and H.-M. Meier, Angew. Makromol. Chem., 211, 61 (1993).
47. F. Cser, K. Nyitrai, J. Horvath, and G. Hardy, Eur. Polym. J., 21, 259 (1985).
48. I. Dierking, F. Gießelmann, P. Zugenmaier, W. Kuczynski, S. T. Lagerwall, and B. Stebler, Liquid Crystals, 13, 45 (1993).
49. F. N. Jones, S. L. Kangas, D. Wang, D.-S. Chen, and A. F. Dimian, EP Pat. 361853 (1990); Chem. Abstr., 113, 154400u (1990).
50. H. P. Müller and R. Gipp, DE Pat. 3622611 (1986); Chem. Abstr., 108, 131303x (1987).
51. M. J. S. Dewar and R. S. Goldberg, J. Org. Chem., 35, 2711 (1970).
52. D. Braun, M. Reubold, M. Wegmann, and J. H. Wendorff, Makromol. Chem. Rapid Commun., 12, 151 (1991).
53. H. Jahn, Plaste Kautschuk, 6, 585 (1959).
54. J. E. Lastovica, US Pat. 3142688 (1964); Chem. Abstr., 61, 8278e (1964).
55. R. Reichherzer and R. Rosner, Österr. Chemiker-Zeitung, 57, 126 (1956).
56. H. P. Müller, R. Gip, and H. Heine, DE 3622610 (1990); Chem. Abstr., 109, 38835h (1988).
57. W. Eberhard, Chem. Ber., 27, 1804 (1894).
58. H. R. Snyder, R. G. Handrick, and L. A. Brooks, Org. Synth. Coll., 3, 471 (1955).
59. A. J. Durbetaki, Anal. Chem., 30, 2024 (1958).
60. H. Dannenberg and W. R. Harp, Anal. Chem., 28, 86 (1956).
61. S. C. Lin, B. J. Bulkin, and E. M. Pearce, J. Polym. Sci., Polym. Chem. Ed., 17, 3121 (1979).
62. G. C. Stevens, J. Appl. Polym. Sci., 26, 4259 (1981).
63. E. Mertzel and J. L. Koenig, Adv. Polym. Sci., 75, 73 (1986).
64. V. Strehmel and T. Scherzer, Eur. Polym. J., 30, 361 (1994).
65. A. Oyanguren and R. J. J. Williams, J. Appl. Polym. Sci., 47, 1361 (1993).
66. J. S. P. Rai and G. N. Mathur, Polym. Commun., 32, 439 (1991).
67. M. T. Aronhime and K. Gillham, Adv. Polym. Sci., 78, 84 (1987).
68. K. Hasegawa, A. Fukuda, S. Tonogali, and K. Uede, J. Appl. Polym. Sci., 38, 1581 (1989).
69. D. K. Hadad, in Epoxy Resins Chemistry and Technology, C. A. May, Ed., Marcel Dekker, Inc., New York, 1988, p. 1089.
70. A. Hale, C. W. Macosco, and H. E. Bair, J. Appl. Polym. Sci., 38, 1253 (1989).
71. A. Farkas and P. F. Strohm, J. Appl Polym. Sci., 12, 158 (1968).
72. M. Fedtke and V. Strehmel, Acta Polym., 40, 497 (1989).
73. L. Shechter and J. Wynstra, Ind. Eng. Chem., 48, 86 (1956).
74. M. F. Sorokin and L. G. Shode, Zh. Org. Khim., 2,1463 (1966).
75. N. S. Enikolopian, Pure Appl. Chem., 48, 317 (1976).
76. F. B. Alvey, J. Appl. Polym. Sci., 13, 1473 (1986).
77. D. Gagnebien, P. J. Madec, and E. Marechal, Eur. Polym. J., 21, 273 (1885).
78. M. S. Heise, G. C. Martin, and J. T. Gotro, J. Appl. Polym. Sci., 42, 1557 (1991).
79. Zs. László-Hedvig, I. Molnár, J. Váradi, and F. Tüdös, Angew. Makromol. Chem., 172, 37 (1989).
80. V. Strehmel, H. Wetzel, and B. Strehmel, J. Appl. Polym. Sci., 60, 1221 (1996).
81. H. G. O. Becker, Einführung in die Elektronen-theorie organisch-chemischer Reaktionen, VEB Deutscher Verlag der Wissenschaften, Berlin, 1974.
82. Y. Tanaka and R. S. Bauer, in Epoxy Resins Chemistry and Technology, C. A. May, Ed., Marcel Dekker, Inc., New York, 1988, p. 285.
83. L. Shechter, J. Wynstra, and R. E. Kurkjy, Ind. Eng. Chem., 49, 1107 (1957).
84. M. E. Smith and H. Ishida, Polym. Prepr. Div. Polym. Chem. ACS, 32, 370 (1990).
85. M. E. Smith, H. Ishida, Macromolecules, 27, 2701 (1994).
86. V. Strehmel, K. Fryauf, C. Sommer, K.-F. Arndt, and M. Fedtke, Angew. Makromol. Chem., 196, 195 (1992).
87. L. J. Gough and I. T. Schmith, J. Appl. Polym. Sci., 3, 362 (1960).
88. D. Stauffer, A. Coniglio, and M. Adam, Adv. Polym. Sci., 44, 103 (1982).
89. V. Strehmel, B. Strehmel, K.-F. Arndt, G. Müller, and M. Fedtke, Angew. Makromol. Chem., 200, 125 (1992).
90. T. Nishikubo, T. Shimokavoa, T. Hirano, and A. Shina, J. Polym. Sci., Polym. Chem. Ed., 27, 2519 (1989).
91. M. Fedtke and V. Strehmel, Polym. Bull., 21, 549 (1989).
92. V. Jishova, J. Appl. Polym. Sci., 34, 2547 (1987).
93. T. J. Dearlove, J. Appl. Polym. Sci., 14, 1615 (1970).
94. J. M. Barton and P. M. Shepherd, Makromol. Chem., 176, 919 (1975).
95. F. Ricciardi, M. M. Joullie, W. A. Romanchick, and A. A. Griscavage, J. Polym. Sci., Polym. Lett. Ed., 20, 127 (1982).
96. F. Ricciardi, W. A. Romanchick, and M. M. Joullie, J. Polym. Sci., Polym. Chem. Ed., 21, 1475 (1983).
97. F. Ricciardi, W. A. Romanchick, and M. M. Joullie, J. Polym. Sci., Polym. Lett. Ed., 21, 633 (1983).
98. A. Glandt and J. U. Gillham, Polym. Prepr. Am. Chem. Soc., Polym. Chem. Div., 16, 694 (1975).
99. K. Kamagata, Org. Coat. Plastics Chem., 40, 511 (1979).
100. G. Manecke and W. Storck, Angew. Chem., 90, 691 (1978).
101. T. Kunitake and Y. Okahata, Adv. Polym. Sci., 20, 159 (1976).
102. J. V. Crivello, Adv. Polym. Sci., 62, 3 (1984).
103. S. Adam, H. Güsten, S. Steenken, and D. Schulte-Frohlinde, Liebigs Ann. Chem., 1832 (1974).
104. H. Baumann, D. Pfeiffer, U. Müller, and H.-J. Timpe, J. Prakt. Chem., 324, 217 (1982).
105. H. Baumann and H.-J. Timpe, Zeitschr. Chem., 24, 19 (1984).
106. D. W. Van Krevelen, Properties of Polymers, Elsevier, Amsterdam, 1990.
107. L. Mandelkern, in Physical Properties of Polymers, J. E. Mark, A. Eisenberg, W. W. Graessley, L. Mandelkern, E. T. Samulski, J. L. Koenig, and G. D. Wignall, Eds., ACS Professional Reference Book, American Chemical Society, Washington, DC, 1993, p. 145.
108. J. R. Fried, in Physical Properties of Polymers Handbook, J. E. Mark, Ed., AIP Press American Institute of Physics, Woodbury, NY, 1996, p. 161.