Poly(benzyloxy ethyl methacrylate): Preparation by free radical polymerization and by group transfer polymerization; with subsequent debenzylation to form poly(2-hydroxyethyl methacrylate)

European Polymer Journal

Volumn 36, Issue 9, 2000, Pages 1779-1793

  Dyakonov, Tania A ^a   Huang, Bin ^a   Hamoudi, Abdulhamid ^a   Burns, Dennis H ^a   Liu, Ying ^a   Stevenson, William T K ^a  

^a WICHITA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; COLLOIDS; ESTERIFICATION; ESTERS; ETHERS; FREE RADICAL POLYMERIZATION; MOLECULAR WEIGHT; MONOMERS; PALLADIUM;

DEBENZYLATION; GROUP TRANSFER POLYMERIZATION; POLYBENZYLOXY ETHYL METHACRYLATE; POLYHYDROXYETHYL METHACRYLATE;

AROMATIC POLYMERS;

EID: 0033698230     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-3057(99)00256-6     Document Type: Article

References (105)

1. Tighe B. Chemistry in Britain 1992;March:241-44.
2. Heller J. In: Langer RS, Wise DL, editors. Medical applications of controlled release, vol. I. Boca Raton, FL: CRC Press, 1984. p. 69-101.
3. Denizli A, Kiremitci M, Piskin E. Biomaterials 1988;9:257-62, 363-66.
4. Roseman TJ. In: Tanquary AC, Lacey RE, editors. Controlled release of biologically active agents. New York and London: Plenum Press, 1973.
5. Wood JM, Attwood D, Collett JH. J Pharm Pharmacol 1982;34:l-4.
6. Lin S, Ho H, Chien YW. J Controlled Release 1993;26:175-93.
7. Sheppard NF, Madrid MY, Langer JR. Appl Polym Sci 1992;46:19-26.
8. Domb A, Davidson GWR, Sanders LM. J Controlled Release 1990;14:133-44.
9. Wen S, Stevenson WTK. Colloid Polym Sci 1993;271:38-49.
10. Peppas NA, Klier J. J Controlled Release 1991;16:203-14.
11. Heller J, Pangburn SH, Roskos KV. Biomaterials 1990;11:345-50.
12. Fischel-Ghodsian F, Newton JM. J Membr Sci 1990;48:33-54.
13. Bae YH, Okano T, Hsu R, Kim SW. Makromol Chem, Rapid Commun 1987;8:481-5.
14. Yoshida R, Uchida K, Kaneko Y, Sakai K, Kikuchi A, Sakurai Y, Okano T. Nature 1995;374:240-2.
15. Chen G, Hoffman AS. Nature 1995;373:49-52.
16. Vakkalanka SK, Peppas NA. Polym Bull 1996;36:221-5.
17. Osada Y, Gong J. Prog Polym Sci 1993;18:187-226.
18. Liu X, Tong Z, Hu O. Macromolecules 1995;28:3813-17.
19. Coombes AGA, et al. Biomaterials 1997;18(17):1153-61.
20. Petrak K. Br Polym J 1990;22:213-9.
21. Goedemoed JH, Mense EHG, deGroot K, Claessen AME, Scheper RJ. J Controlled Release 1991;170:245-58.
22. Lukowski G, Muller RH, Muller BW, Dittgen M. Colloid Polym Sci 1993;271:100-5.
23. Pekarek KJ, Jacob JS, Mathiowitz E. Nature 1994;367:258-60.
24. Maeda M, Kumano A, Tirrell DA. Polym Prepr 1987;28(2):52-3.
25. Parker S, Braden M. Biomaterials 1989;10:91-95.
26. Kwarteng KB. SAMPE Quarterly 1988;October:28-32.
27. Nicholson JW, Brookman PJ, Lacy OM, Sayers GS, Wilson AD. J Biomed Mater Res 1988;22:623-31.
28. Odian G. In: Principles of polymerization. 3rd ed. New York: Wiley-Interscience, 1991. p. 198-334.
29. Stevenson WTK, Sefton MV. J Appl Polym Sci 1988;36:1541-53.
30. Wen S, Xiaonan Y, Stevenson WTK. J Appl Polym Sci 1991;42:1399-406.
31. Wen S, Xiaonan Y, Stevenson WTK. J Appl Polym Sci 1991;43:205-12.
32. Kaminsky W. Macromol Chem Phys 1996;197:3907-45.
33. Kaminsky W, Arndt M. In: Adv. Polym. Sci. Berlin, Heidelberg: Springer-Verlag, 1997. p. 144-87.
34. Olabisi O, Atiqullah M, Kaminski W. JMS-Rev Macromol Chem Phys 1997;C37(3):519-54.
35. Tremblay J-F. C&EN 1999;Jan 25:27-28.
36. McCoy M. C&EN 1999;Jan 11:20-21.
37. Szwarc M, Van Beylen M. Ionic polymerization and living polymers. New York: Chapman and Hall, 1993.
38. Maugh TH. Science 1983;222:39.
39. Webster OW, Hertler WR, Sogah DY, Farnham WB, RajanBabu TV. J Am Chem Soc 1983;105(17):5706-8.
40. Sogah DY, Webster OW. J Polym Sci Polym Lett Ed 1983;21:927-31.
41. Hertler WR, Sogah DY, Webster OW, Trost BM. Macromolecules 1984;17:1415-7.
42. Webster OW, Hertler WR, Sogah DY, Farnham WB, RajanBabu TV. J Macromol Sci-Chem 1984;A21(8/9):943-60.
43. Sogah DY, Hertler WR, Webster OW, Cohen GM. Macromolecules 1987;20(7):1473-88.
44. Hertler WR, RajanBabu TV, Ovenall DW, Reddy GS, Sogah DY. J Am Chem Soc 1988;110(17):5841-53.
45. Brittain WJ. J Am Chem Soc 1988;110(22):7440-4.
46. Brittain WJ, Dicker IB. Macromolecules 1989;22:1054-7.
47. Brittain WJ, Dicker IB. Polym Int 1993;30:101-7.
48. Muller AHE, Mai PM. Makromol Chem, Rapid Commun 1987;8:99-107.
49. Mai PM, Muller AHE. Makromol Chem, Rapid Commun 1987;8:247-53.
50. Muller AHE. In: Fontanille M, Guyot A, editors. Recent advances in mechanistic and synthetic aspects of polymerization. Dordrecht: Reidel, 1987. p. 23-40.
51. Muller AHE. Macromolecules 1994;27:1685-90.
52. Muller AHE, Zhuang R, Yan D, Litvinenko G. Macromolecules 1995;28:4326-33.
53. Muller AHE, Litvinenko G, Yan D. Macromolecules 1996:29:2346-53.
54. Quirk RP, Bidinger GP. Polym Bull 1982;22:63-70.
55. Quirk RP, Ren J. Macromolecules 1992;25:6612-20.
56. Quirk RP, Ren J. Polym Int 1993;32:205-12.
57. Quirk RP, Ren J. Macromol Symp 1994;88:17-34.
58. Asami R, Kondo Y, Takaki M. In: Hogen-Esch TE, Smid J, editors. Recent advances in anionic polymerization. New York: Elsevier, 1987. p. 381-93.
59. Jenkins AD. Makromol Chem, Macromol Symp 1992;53:267-73.
60. Sitz H-D, Speikamp H-D, Bandermann F. Makromol Chem 1988;189:429-35.
61. Sitz H-D, Bandermann F. In: Fontanille M, Guyot A, editors. Recent advances in mechanistic and synthetic aspects of polymerization. Dordrecht: Reidel, 1987. p. 41-7.
62. Schubert W, Sitz H-D, Bandermann F. Makromol Chem 1989;190:2193-201.
63. Schmalbrock U, Sitz H-D, Bandermann F. Makromol Chem 1989;190:2713-9.
64. Martin DT, Bywater S. Makromol Chem 1992;193:1011-9.
65. Hertler WR. Macromolecules 1987;20:2976-82.
66. Muller MA, Stickler M. Makromol Chem, Rapid Commun 1986;7:575-83.
67. Catalgil H, Jenkins AD. Eur Polym J 1991;27(7):651-2.
68. Catalgil-Giz H, Uyanik N, Erbil C. Polymer 1992;33(3):655-6.
69. Yousi Z, Tao L, Lizhong D, Guoliang L, Ronghua P. Polymer 1996;37(5):875-7.
70. Yousi Z, Jinquan G, Lizhong D, Ronghua P. Eur Polym J 1997;33(4):579-81.
71. Hefft M, Springer J. Makromol Chem, Rapid Commun 1990;11:397-541.
72. Patrickios CS, Hertler WR, Abbott NL, Hatton TA. Macromolecules 1994;27:930-7.
73. Masar B, Vlcek P, Kriz J, Kovarova J. Macromol Chem Phys 1994;195:289-302.
74. Gabor AH, Ober CK. Chem Mater 1996;8:2272-81.
75. Greene TW, Wuts PGM. Protective groups in organic synthesis. 2nd ed. New York: Wiley-Interscience, 1991.
76. Refojo MF, Yasuda H. J Appl Polym Sci 1965;9:2425-35.
77. Macret M, Hild G. Polymer 1982;23:748-53.
78. Parker JW, Cox ME. J Polym Sci Part A: Polym Chem 1988;26:1179-88.
79. Wichterle O, Lim D. US Patent No. 3,220,960. 30 November 1965.
80. Quinn CP, Pathak CP, Heller A, Hubbel JA. Biomaterials 1995;16(5):389-96.
81. Ambrosio L, Netti PA, Iannace S, Huang SJ, Nicolais L. J Mater Sci: Materials in Medicine 1996;7:251-4.
82. Stevenson WTK, Sefton MV. Biomaterials 1987;8:449-57.
83. Sefton MV, Stevenson WTK. In: Goosen MFA, editor. Fundamentals of animal cell encapsulation and immobilization. Boca Raton, FL: CRC Press, 1992 (Chapter 7).
84. Sefton MV, Stevenson WTK. In: Peppas NA, Langer RS, editors. Advances in polymer science no. 107, (Biopolymers I). Heidelberg: Springer-Verlag, 1993. p. 143-98.
85. Stevenson WTK, Sefton MV. Trends in Polymer Science 1994;2(3):98-104.
86. Wen S, Alexander H, Inchikel A, Stevenson WTK. Biomaterials 1995;16:325-35.
87. Dyakonov TA, Zhou L, Wan Z, Huang B, Meng Z, Guo X, Alexander H, Moore WV, Stevenson WTK. In: Bioartificial organs, science medicine and technology. Annals of the New York Academy of Science, vol. 831. New York: New York Academy of Science, 1997. p. 72-85.
88. Caron A, Bunel C, Braud C, Vert M. Polymer 1991;32(14):2659-65.
89. Mykytiuk J, Armes SP, Billingham NC. Polym Bull 1992;29:139-45.
90. Shriver DF, Drezdzon. The manipulation of air-sensitive compounds. 2nd ed. New York: Wiley-Interscience, 1986.
91. Plesch PH. High vacuum techniques for chemical synthesis and measurements. Cambridge: Cambridge University Press, 1989.
92. Charles RG, Pawlikowski MA. J Phys Chem 1958;62:660.
93. Yamashita M, Takegami Y. Synthesis Commun 1977;November:803.
94. Dicker IB, Cohen GM, Farnham WB, Hertler WR, Laganis ED, Sogah DY. Polym Prepr 1987;28(1):106-7.
95. Rylander PN. Catalytic hydrogenation over platinum metals. New York: Academic Press, 1967.
96. Rylander PN. Organic synthesis with noble metal catalysts. New York: Academic Press, 1973.
97. Rylander PN. Catalytic hydrogenation in organic synthesis. New York: Academic Press, 1979.
98. Michael G, Ferch H. Basic characteristics of AEROSIL. Technical bulletin pigments, Degussa AG, 1993.
99. Mann PJ, Wen S, Xiaonan Y, Stevenson WTK. Eur Polym J 1990;26(4):489-91.
100. Huggins ML. J Am Chem Soc 1942;64:2716-8.
101. Kraemer EO. Ind Eng Chem 1938;30:1200-3.
102. Mayer ABR, Mark JE. Macromolecular Reports 1996; A33(7/8): 451-9.
103. Mayer ABR, Mark JE. Colloid Polym Sci 1997;275:333-40.
104. Roy S, Bhattacharjee S, Gupta BR. J Appl Polym Sci 1993;49:375-80.
105. Bhattacharjee S, Rajagopalan P, Bhowmick AK, Avasthi BN. J Appl Polym Sci 1993;49:1971-7.