Controlled Anionic Polymerization of tert-Butyl Acrylate with Diphenylmethylpotassium in the Presence of Triethylborane

Macromolecules

Volumn 32, Issue 3, 1999, Pages 955-957

  Ishizone, Takashi ^a   Yoshimura, Ken ^a   Yanase, Eriko ^a   Nakahama, Seiichi ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACIDITY; ANIONIC POLYMERIZATION; BORON COMPOUNDS; COMPOSITION EFFECTS; DESORPTION; INITIATORS (CHEMICAL); LASER APPLICATIONS; MASS SPECTROMETERS; MOLECULAR WEIGHT DISTRIBUTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POTASSIUM COMPOUNDS; SIZE EXCLUSION CHROMATOGRAPHY;

DIPHENYLMETHYLPOTASSIUM; POLYBUTYL ACRYLATES; TRIETHYLBORANE;

POLYACRYLATES;

EID: 0033537421     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma9812884     Document Type: Article

References (23)

1. (a) Davis, T.; Haddleton, D.; Richards, S. J. Macromol. Sci.-Rev. Macromol. Chem. Phys. 1994, C34, 243.
2. (b) Hsieh, H. L.; Quirk, R. P. Anionic Polymerization; Marcel Dekker: New York, 1996; p 641.
3. (a) Fayt, R.; Forte, R.; Jacobs, C.; Jérôme, R.; Ouhadi, T.; Teyssié, Ph.; Varshney, S. K. Macromolecules 1987, 20, 1442.
4. (b) Klein, J. W.; Gnanou, Y.; Rempp, P. Polym. Bull. 1990, 24, 39.
5. Baskaran, D.; Sivaram, S. Macromolecules 1997, 30, 1550.
6. (a) Vlcek, P.; Lochmann, L.; Otoupalová, J. Makromol. Chem., Rapid Commun. 1992, 13, 163.
7. (b) Vlcek, P.; Lochmann, L. Makromol. Symp. 1993, 67, 111.
8. (c) Dvoránek, L.; Vlcek, P. Macromolecules 1994, 27, 4881.
9. (d) Vlcek, P.; Dvoránek, L.; Otoupalová, J.; Lochmann, L. Polym. Bull. 1995, 34, 1.
10. Nugay, N.; Nugay, T.; Jerôme, R.; Teyssié, Ph. J. Polym. Sci., Polym. Chem. 1997, 35, 361.
11. (a) Reetz, M. T.; Knauf, T.; Minet, U.; Bingel, C. Angew. Chem., Int. Ed. Engl. 1988, 27, 1373.
12. (b) Reetz, M. T. Angew. Chem., Int. Ed. Engl. 1988, 27, 994.
13. (a) Ozaki, H.; Hirao, A.; Nakahama, S.; Macromol. Chem. Phys. 1995, 196, 2099.
14. (b) Ishizone, T.; Uehara, G.; Hirao, A.; Nakahama, S.; Tsuda, K. Macromol. Chem. Phys. 1998, 199, 1827.
15. Nakahama, S.; Kobayashi, M.; Ishizone, T.; Hirao, A.; Kobayashi, M. J. Macromol. Sci., Pure Appl. Chem. 1997, A34, 1845.
16. Ishizone, T.; Yoshimura, K.; Hirao, A.; Nakahama, S. Macromolecules 1998, 31, 8706.
17. Negishi, E. Organometallics in Organic Synthesis, Wiley: New York, 1980; p 23.
18. 3B. tBA solution in THF was rapidly added into the initiator system prepared at 0 °C with vigorous stirring. After the reaction was allowed to stand for an appropriate time at 0°C, the polymerization was terminated with degassed methanol and the conversion of tBA was analyzed by GLC. The poly(tBA) was obtained after precipitation in 0.05 M HCl aqueous solution and purified by freeze-drying from the benzene solution.
19. 1-5
20. n values estimated from the SEC measurement are considered to be reliable. This also indicates that all the diphenylmethyl anion quantitatively is used for the initiation of tBA.
21. MALDI-TOF-MS data were obtained with a Bruker REFREX II MALDI-TOF-MS mass spectrometer using trans-3-indoleacrylic acid as a matrix.
22. Reference 10, p 191.
23. 3. Three signals were assigned as rr (173.70-173.85 ppm), mr (173.85-174.03 ppm), and mm (174.03-174.25 ppm) triads, respectively.