Premium
Silylation of poly‐ L‐ lysine hydrobromide to improve dissolution in apolar organic solvents
Author(s) -
Beauregard Guy P.,
Hu YunHua,
Grainger David W.,
James Susan P.
Publication year - 2001
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/1097-4628(20010321)79:12<2264::aid-app1034>3.0.co;2-e
Subject(s) - hydrobromide , chemistry , silylation , solvent , solubility , polymer chemistry , dimethylamine , tetrahydrofuran , ethyleneimine , dimethylacetamide , triethylamine , organic chemistry , dissolution , acetamide , salt (chemistry) , amine gas treating , polymer , catalysis
Bis(trimethylsilyl)acetamide (BSA) was used to trimethylsilylate the hydrobromide salt of the synthetic polyamide poly‐ L ‐lysine (PLL–HBr) to improve its solubility in apolar organic solvents. The resulting trimethylsilylated derivative of PLL (PLL–SiMe 3 ) was found to be soluble in methylene chloride, tetrahydrofuran, and xylenes. The PLL–SiMe 3 was eventually used in the formation of an interpenetrating polymer network (IPN) with ultrahigh molecular weight polyethylene via xylenes. Elemental analysis, FTIR, and NMR spectroscopic evidence supported highly efficient (81.7%) silylation for the BSA‐treated PLL–SiMe 3 product. Spectral data also showed complete silylation at the carboxyl, N ‐terminal α‐amine, and the ε‐amine groups. This chemistry provides solvent processing accessibility for PLL blends or grafting reactions not possible for the commercial hydrobromide salt of PLL. © 2001 John Wiley & Sons, Inc. J Appl Polym Sci 79: 2264–2271, 2001