Microwave-initiated living free radical polymerization: Rapid formation of custom Rasta resins

Tetrahedron Letters

Volumn 44, Issue 23, 2003, Pages 4321-4325

  Wisnoski, David D ^a   Leister, William H ^a   Strauss, Kimberly A ^a   Zhao, Zhijian ^a   Lindsley, Craig W ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

FREE RADICAL; METHYL GROUP; MONOMER; POLYMER; RESIN; STYRENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CROSS LINKING; MICROWAVE RADIATION; POLYMERIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS; THERMAL EXPOSURE;

RASTA;

EID: 0038369835     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00951-1     Document Type: Article

References (17)

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2. Lindsley C.W., Hodges J.C., Filzen G.F., Watson B.M., Geyer A.G. J. Comb. Chem. 2:2000;550.
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6. For information on Personal Chemistry's microwave technology and the SmithSynthesizer™, see: http://www.personalchemistry.com.
7. C, H, N, Cl, and Br elemental analysis performed by Quantitative Technologies, Inc. PO Box 470 Salem Ind. Park, Bldg. 5, Rt. 22E, Whitehouse, NJ 08888.
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9. Kaldor S.W., Siegel M.G., Fritz J.E., Dressman B.A., Hahn P.J. Tetrahedron Lett. 37:1996;7193.
10. For information on Argonaut Technologies and the TEMPO-methyl resin, 1, used for this work, see: http://www.argotech.com.
11. Particle size determined by Dr. Wei Xu (Pharmaceutical Research & Development, Merck, West Point). Resin beads were mounted dry on a glass cover slip and examined using an Olympus BX51 polarized light microscope with 100× magnification. Resin pictures (all at equal magnification) were taken with an Olympus DP11 microscope digital camera.
12. Elemental analysis for 11: 77.02% C, 7.14% H, 11.02% N.
13. 3OH and dried overnight in a vacuum oven at 60°C. Analytical analysis of a portion of this resin, ground to a fine powder, was determined to be: 83.00% C; 9.62% H, 7.03% N, 0.22% Cl corresponding to a loading level of 5.0 mmol/g.
14. Based on data from Rapp-Polymere. For information, see: http://www.rapp-polymere.com.
15. Tallarico J.A., Depew K.M., Pelish H.E., Westwood N.J., Lindsley C.W., Shair M.D., Shreiber S.L., Foley M.A. J. Comb. Chem. 3:2001;312.
16. Data on commercial resins obtained from: NovaBiochem ( http://www.novabiocem.com ); Argonaut Technologies ( http://www.argotech.com ); Rapp-Polymere ( http://www.rapp-polymere.com ) and Advanced ChemTech ( http://www.advancedchemtech.com ).
17. Elemental analysis for 13: 79.84% C; 7.53% H; 7.84% N. Elemental analysis for 15: 71.2% C; 8.3% H; 6.19% N; 12.4% Br.