Structurally controlled polymerizations of methacrylates and acrylates

Polymer International

Volumn 49, Issue 1, 2000, Pages 11-47

  Hatada, K ^a   Kitayama, T ^b  

^a FUKUI UNIVERSITY OF TECHNOLOGY   (Japan)

^b OSAKA UNIVERSITY   (Japan)

Author keywords

Chromatography; NMR spectroscopy; Stereoregular macromonomer; Stereoregular polymethacrylate and polyacrylate; Stereospecific living polymerization and copolymerization; Uniform polymer

Indexed keywords

ACETONE; CHROMATOGRAPHIC ANALYSIS; COMPLEXATION; GLASS TRANSITION; MOLECULAR WEIGHT DISTRIBUTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYACRYLATES; POLYMETHYL METHACRYLATES; SUPERCRITICAL FLUIDS; VISCOSITY;

INTERMOLECULAR COMPLEXATION; SUPERCRITICAL FLUID CHROMATOGRAPHY (SFC);

COPOLYMERIZATION;

EID: 0033725385     PISSN: 09598103     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0126(200001)49:1<11::AID-PI346>3.0.CO;2-6     Document Type: Article

References (154)

1. Szwarc M, Nature 178:1168 (1956).
2. Schildknecht CE, Zoss AO and Mckinley C, Ind Eng Chem 39:180 (1947).
3. Zieglar K, Holzkamp E, Breil H and Martin H, Angew Chem 67:426 (1955).
4. Natta G, Pino P, Corradini P, Danusso F, Mantica E, Mazzanti G and Moraglio G, J Am Chem Soc 77:1708 (1955).
5. Tanaka A, Hozumi Y and Hatada K, Kobunshi Kagaku 22:216 (1965).
6. Soum AH and Fontanille M, Makromol Chem 181:799 (1980).
7. Soum AH, Tien CF, and Hogen-Esch TE, Makromol Chem Rapid Commun 4:243 (1983).
8. Hatada K and Kitayama T, Stereospecific living polymerization of methacrylate and construction of stereoregular polymer architecture, in Macromolecular Design of Polymeric Materials, Ed by Hatada K, Kitayama T and Vogl O, Marcel Dekker. New York, pp 139-162 (1997).
9. Yuki H and Hatada K, Adv Polym Sci 31:1 (1979).
10. Hatada K, Kitayama T and Ute K, Prog Polym Sci 13:189 (1988).
11. Webster OW, Science 251:887 (1991).
12. (a)Yasuda H, Yamamoto H, Yokota K, Miyake S and Nakamura A, J Am Chem Soc 114:4908 (1992);
13. (b) Yasuda H, Yamamoto H, Yamashita M, Yokota K, Nakamura A, Miyake S, Kai Y and Kanehisa N, Macromolecules 26:7134 (1993).
14. Hatada K, Ute K, Tanaka K, Kitayama T and Okamoto Y, Polym J 17:977 (1985).
15. Hatada K, Ute K, Tanaka K, Okamoto Y and Kitayama T, Polym J 18:1037 (1986).
16. Kitayama T, Shinozaki T, Masuda E, Yamamoto M and Hatada K, Polym Bull 20:505 (1988).
17. Kitayama T, Shinozaki T, Sakamoto T, Yamamoto M and Hatada K, Makromol Chem Suppl 15:167 (1989).
18. Kitayama T, Zhang Y and Hatada K, Polym Bull 32:439 (1994).
19. Kitayama T, Zhang Y and Hatada K, Polym J 26:868 (1994).
20. Kitayama T, Hirano T and Hatada K, Polym J 28:61 (1996).
21. Kitayama T, Hirano T, Zhang Y and Hatada K, Macromol Symp 107:297 (1996).
22. Hatada K, Kitayama T, Fujimoto N and Nishiura T, J Macromol Sci, Pure Appl Chem A 30:645 (1993).
23. Hatada K, Ute K, Kashiyama T, Nishiura T and Miyatake N, Macromol Symp 85:325 (1994).
24. Hatada K, J Polym Sci Part A Polym Chem 37:245 (1999).
25. Kitayama T, He S, Hironaka Y and Hatada K, Polym J 27:314 (1995).
26. Kitayama T, Tabuchi M and Hatada K, Polym Prepr Jpn 47:179 (1998); Engl Ed: E48a.
27. Kitayama T, Tabuchi M and Hatada K, Polym Prepr Jpn 47:179 (1998); Engl Ed: E48a.
28. Kitayama T, Tabuchi M and Hatada K, Polym Prepr Jpn 47:179 (1998); Engl Ed: E48b.
29. Kitayama T, Tabuchi M and Hatada K, Polym Prepr Jpn 47:179 (1998); Engl Ed: E48b.
30. Kitayama T, Kawauchi T, Tabuchi M and Hatada K, Polym Prepr Jpn 48:190 (1999); Engl Ed: E307.
31. Kitayama T, Kawauchi T, Tabuchi M and Hatada K, Polym Prepr Jpn 48:190 (1999); Engl Ed: E307.
32. Kitayama T, Ute K, Yamamoto M, Fujimoto N and Hatada K, Polym J 22:386 (1990).
33. Kitayama T, Ute K and Hatada K, Br Polym J 23:5 (1990).
34. Hatada K, Kitayama T and Ute K, Makromol Chem Macromol Symp 70/71:57 (1993).
35. Kitayama T, Fujimoto N, Yanagida T and Hatada K, Polym Int 33:165 (1994).
36. Kitayama T and Hatada K, Stereospecific living polymerization of methacrylate with binary initiator systems, in New Macromolecnlar Architecture and Functions, Ed by Kamachi M and Nakamura A, Springer VerlagBerlin. pp 31-39 (1996).
37. Kitayama T, Nakagawa O, Kishiro S, Nishiura T and Hatada K, Polym J 25:707 (1993).
38. Kitayama T, Nakagawa O and Hatada K, Polym J 27:1180 (1995).
39. Kitayama T, Nakagawa O and Hatada K, Polym J 28:150 (1996).
40. Hatada K and Kitayama T, Stereoregular macromonomers with respect to main chain and/or side chain, in Macromolecular Design:Concept and Practice, Ed by Mishra MK, Polym Frontiers International, New York. pp 85-127 (1994).
41. Hatada K, Kitayama T, Nakagawa O and Nishiura T, Stereospecific polymerization and copolymerization of stereoregular PMMA macromonomers, in Macromolecular Engineering: Recent Advances, Ed by Mishra MK, Nuyken O, Kobayashi S, Yagci Y and Sar B, Plenum Press, New York. pp 171-188 (1995).
42. Kitayama T, Fukuoka T, Fujimoto N and Hatada K, Polym Prepr Jpn 41:258 (1992); Engl Ed: E74.
43. Kitayama T, Fukuoka T, Fujimoto N and Hatada K, Polym Prepr Jpn 41:258 (1992); Engl Ed: E74.
44. Hatada K, Kitayama T, Ute K, Fujimoto N and Miyatake N, Macromol Symp 84:113 (1994).
45. Hatada K, Kitayama T and Nakagawa O, Stereocomplexes: between enantiomeric or diasteromeric macromolecules, in Polymeric Materials Encyclopedia, Ed by Salamone JC, CRC Press, Boca Raton. pp 7950-7965 (1996).
46. Kitayama T, Fujimoto N, Terawaki Y and Hatada K, Polym Bull 23:279 (1990).
47. Kitayama T, Fujimoto N and Hatada K, Polym Bull 26:629 (1991).
48. Ute K, Miyatake N, Osugi Y and Hatada K, Polym J 25:1153 (1993).
49. Hatada K, Ute K and Miyatake N, Prog Polym Sci 19:1067 (1994).
50. Hatada K, Trends Polym Sci 5:223 (1997).
51. Kitayama T, Fujimoto N and Hatada K, Makromol Chem Macromol Symp 67:137 (1993).
52. Cram DJ and Kopecky KR, J Am Chem Soc 81:2748 (1959).
53. Fujimoto N, Kitayama T and Hatada K, Polym J, to be submitted.
54. Schlaad H and Muller AHE, Macromol Rapid Commun 16:399 (1995).
55. Kitayama T, Polym Prepr Jpn 47:58 (1998); Engl Ed: E7.
56. Kitayama T, Polym Prepr Jpn 47:58 (1998); Engl Ed: E7.
57. Nozakura S, Ishihara S, Inaba Y, Matsumura K and Murahashi S, J Polym Sci 11:1053 (1973).
58. Gotoh Y, Yamashita M, Nakamura M, Toshima N and Hirai H Chem Lett 53 (1991).
59. Hatada K, Sugino H, Ise H, Kitayama T, Okamoto Y and Yuki H, Polym J 12:55 (1980).
60. Hirano T, Yamaguchi H, Kitayama T and Hatada K, Polym J 30:767 (1998).
61. Hirano T, Cao J-Z, Kitayama T and Hatada K, Macromolecules, submitted.
62. Kitayama T, Hirano T and Hatada K, Tetrahedron 53:15263 (1997).
63. Kitayama T, Urbanek S, Yanagida T and Hatada K, Polym J 28:827 (1996).
64. Kitayama T, Yamaguchi H and Hatada K, unpublished results.
65. Varshney K, Hauteckeer JP, Fayt R, Jerome R and Teyssie Ph, Macromolecules 20:1442 (1990).
66. Ballard GH, Bowles RJ, Haddleton DM, Richards SN, Sellens R and Towse DL, Macromolecules 25:5907 (1992).
67. Kuroki M, Watanabe T, Aida T and Inoue S, J Am Chem Soc 113:5903 (1991).
68. Webster W, Hertler WR, Sogah DY, Farnham WB and Rajanbaub TV, J Am Chem Soc 105:5703 (1983).
69. Murahashi S, Nozakura S, Hatada K, Takeuchi S and Aoki T, Sen-i Kagaku Kenkyusho Nenpo 13:99 (1960).
70. Kitayama T, Masuda E, Yamaguchi M, Nishiura T and Hatada K, Polym J 24:817 (1992).
71. Kanetaka S, Miyamoto M and Saegusa T, Polym Prepr Jpn 39:220 (1990); Engl Ed: E104.
72. Kanetaka S, Miyamoto M and Saegusa T, Polym Prepr Jpn 39:220 (1990); Engl Ed: E104.
73. Nishiura T, Kitayama T and Hatada K, Int J Polym Anal Charact, in press (1999).
74. Kitayama T, Iijima T, Nishiura T and Hatada K, Polym Bull 28:327 (1992).
75. Liquori AM, Anzuino G, Corio VM, Alagni MD and Santis Pde, Nature 206:358 (1965).
76. Schomaker E and Challa G, Macromolecules 22:3337 (1989).
77. Bosscher F, Brinke GTTen and Challa G, Macromolecules 15:1442 (1982).
78. Doherty MA and Hogen-Esch TE, Makromol Chem 187:61 (1986).
79. Sticker M and Sutterlin M, in Polymer Handbook, 3rd edn, Ed by Brandrup J and Immergut EH, John Wiley & Sons, New York. pp VII-183 (1989).
80. Kitayama T, He S, Hironaka Y and Hatada K, unpublished results.
81. Matsuzaki K, Uryu T and Ishida A, J Polym Sci, Part A-1 5:2167 (1967).
82. Matsuzaki K, Uryu T, Kanai T, Hosonuma K, Matsubara T, Tachibana H, Yamada M and Okazono S, Makromol Chem 178:11 (1977).
83. Liu W, Nakano T and Okamoto Y, Polym J 31:479 (1999).
84. Tabuchi M, Kitayama T and Hatada K, unpublished results.
85. Kitayama T, Tabuchi M, Niimi R, Ute K and Hatada K, unpublished results.
86. Kitayama T, Nakagawa O, Hasegawa E and Hatada K, unpublished results.
87. Hatada K, Nakanishi H, Ute K and Kitayama T, Polym Bull 19:231 (1988).
88. Hatada K, Kitayama T, Ute K, Masuda E, Shiozaki T and Yamamoto M, Polym Bull 21:165 (1989).
89. Masuda E, Kishiro S, Kitayama T and Hatada K, Polym J 23:847 (1991).
90. Kennedy JP and Hiza M, Polym Bull 10:146 (1983).
91. Vorenkamp EJ, Bosscher F and Challa G, Polymer 20:59 (1979).
92. Kitayama T, Masuda E and Hatada K, Polym J, to be submitted.
93. Alfrey J, Goldberg AO and Price JA, J Colloid Sci 5:251 (1950).
94. Bristow GM and Watson WF, Trans Faraday Soc 54:1731 (1958).
95. Tobolsky AV, Properties and Structure of Polymers, John Wiley & Sons Ltd, New York. pp 64-66 (1960).
96. Small PA, J Appl Chem 3:71 (1953).
97. Mangaraj D, Parta S and Rashid S, Makromol Chem 65:39 (1963).
98. Union Carbide Corp., Private Communication to Burrell H, Polymer Handbook, 4th edn, VII 705.
99. Grulke EA, Solubility parameter values, in Polymer Handbook, Ed by Brandrup J and Immergut EH, John Wiley & Sons, New York. pp 519 (1989).
100. (a) Asami R and Takaki M, 27th IUPAC Symposium on Macromolecules, Strasbourg, 1981, Preprint I, p 240;
101. (b) Takaki M, Asami R, Hanahata H, Sukenaga N and Sogawa K, Polym Prepr Jpn 30:860 (1981).
102. Kitayama T, Masuda E, Hatada K and Hatada M, Polym Bull, to be submitted.
103. Hatada K, Kitayama T and Masuda E, unpublished results.
104. Kitayama T, Nakagawa O and Hatada K, unpublished results.
105. Hatada K, Kitayama T, Okamoto Y, Ohta K, Uemura Y and Yuki H, Makromol Chem 179:485 (1978).
106. Hatada K, Kitayama T and Masuda E, Makromol Chem Rapid Commun 11:101 (1990).
107. Kitayama T, Kishiro S and Hatada K, Polym Bull 25:161 (1991).
108. Flory PJ, Principles of Polymer Chemistry, Chapter 14, Cornell University PressIthaca, NY (1953).
109. Flory PJ, Principles of Polymer Chemistry, Chapter 10, Cornell University PressIthaca, NY (1953).
110. Tsukahara Y, Tsutsumi K, Okamoto Y and Kohjiya S, Polym Prepr Jpn 42:4537 (1993); Engl Ed: E1198.
111. Tsukahara Y, Tsutsumi K, Okamoto Y and Kohjiya S, Polym Prepr Jpn 42:4537 (1993); Engl Ed: E1198.
112. Kitayama T, Nakagawa O, Hirotani S, Nishiura T and Hatada K, Polym Prepr Jpn 43:1842 (1994); Engl Ed: E1126.
113. Kitayama T, Nakagawa O, Hirotani S, Nishiura T and Hatada K, Polym Prepr Jpn 43:1842 (1994); Engl Ed: E1126.
114. Kitayama T, Nakagawa O, Hirotani S, Nishiura T and Hatada K, Polym J, to be submitted.
115. Kitayama T, Nakagawa O and Hatada K, Polym J, to be submitted.
116. Kitayama T, Nakagawa O, Hasegawa E, Yamaguchi H and Hatada K, unpublished results.
117. Gyor M, Kitayama T, Fujimoto N, Nishiura T and Hatada K, Polym Bull 32:215 (1994).
118. Kusanagi H, Tadokoro H and Chatani T, Macromolecules 9:531 (1976).
119. Kitayama T, Fujimoto N, Terawaki Y and Hatada K, Polym Bull 23:249 (1990).
120. Finkelmann H, Ringsdorf H and Wendorff JH, Makromol Chem 179:273 (1978).
121. Okamoto Y, Asakura T and Hatada K, Chem Lett: 1105 (1991).
122. Nakano T, Hasegawa T and Okamoto Y, Macromolecules 26:5494 (1993).
123. Hatada K, Kitayama T, Nishiura T, Tawada M, Harazono T and Sugaya T, J Macromol Sci, Part A:Pure Appl Chem 34:1183 (1997).
124. Kitayamam T, Tawada M, Tashiro K and Hatada K, unpublished results.
125. Ute K, Asada T, Nabeshima Y and Hatada K, Macromolecules, 26:7086 (1993).
126. Ute K, Tarao T and Hatada K, Polym J 29:1904 (1996).
127. Ute K., Tarao T, Hongo S, Ohnuma H, Hatada K and Kitayama T, Polym J 31:177 (1999).
128. Ute K, Hongo S, Tarao T and Kitayama T, unpublished results.
129. Ute K, Asada T and Hatada K, Macromolecules 29:1904 (1996).
130. Hatada K, Ute K, Nishiura T, Kashiyama M, Saito T and Takeuchi M, Polym Bull 23:157 (1990).
131. Ute K, Miyatake N, Asada T and Hatada K, Polym Bull 28:561 (1992).
132. Ute K, Yamasaki Y, Naito M, Miyatake N and Hatada K, Polym J 27:951 (1995).
133. Ute K, Supercritical Fluid Chromatography with Packed Columns, Ed by Berger C and Anton K, Marcel Dekker, New York, p 347 (1997).
134. Hatada K, Kitayama T, Ute K and Nishiura T, Macromol Symp 129:89 (1998).
135. Ute K, Miyatake N and Hatada K, Polymer 36:1415 (1995).
136. Kusy RP, J Polym Sci Polym Chem Ed 15:1527 (1996).
137. Hatada K, Kitayama T, Ute K and Nishiura T, Macromol Symp 132:221 (1998).
138. Hatada K, Kitayama T, Ute K and Nishiura T, Macromol Symp, in press.
139. Ute K, Niimi R, Matsunaga M, Suzuki T and Hatada K, unpublished results.
140. Hatada K, Ute K, Kashiyama M and Imanari M, Polym J 22:218 (1990).
141. Ute K, Niimi R, Hongo S and Hatada K, Polym J 30:439 (1998).
142. Ute K, Niimi R, Matsunaga M and Hatada K, Polym Prepr Jpn 47:995 (1998); Engl Ed: E406.
143. Ute K, Niimi R, Matsunaga M and Hatada K, Polym Prepr Jpn 47:995 (1998); Engl Ed: E406.
144. Hatada K, Nishiura T, Kitayama T, Ute K and Hirotani S, Polym J 28:185 (1996).
145. Nishiura T, Kitayama T and Hatada K, Polym J 28:1021 (1996).
146. Hatada K, Nishiura T, Kitayama T and Hirotani S, Macromol Rapid Commun 18:37 (1997).
147. Nishiura T, Yoshino K, Kitayama T and Hatada K, unpublished results.
148. Hatada K, Nishiura T, Kitayama T and Tsubota M, Polym Bull 36:399 (1996).
149. Zimm BH and Kilb RW, J Polym Sci 37:19 (1959).
150. Zimm BH and Stockmayer WH, J Chem Phys 17:1301 (1949).
151. Kitayama T, Nishiura T, Tsubata M, Nakanishi H and Hatada K, Poly - J 31:1001 (1999).
152. Nishiura T, Abe Y, Kitayama T and Hatada K, unpublished results.
153. Hatada K, Ute K, Kitayama T, Tanaka K, Imanari M and Fujii N, Polym J 21:447 (1989).
154. Ute K, Asada T., Miyatake N and Hatada K, Makromol Chem Macromol Symp 67:147 (1993).