ISSN:
0021-8995
Keywords:
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Mechanical Engineering, Materials Science, Production Engineering, Mining and Metallurgy, Traffic Engineering, Precision Mechanics
,
Physics
Notes:
As part of a program to synthesize water-soluble polymeric carriers suitable for drug binding, the polyaddition reaction of methylenebisacrylamide with comonomers containing two pri-mary amino groups is investigated. The copolymerization of the bisacrylamide with equi-molar quantities of primary diamines under properly controlled experimental conditions is found to proceed in a linear propagation, giving rise to the formation of polyamides comprising two or more secondary amino groups in the recurring unit. Selected diamine monomers include ethylenediamine, diethylenetriamine, triethylenetetramine, 1,2-bis (3-aminopropylamino) ethane, and three 0,0´-bis-(2-aminopropyl) derivatives of poly(ethylene glycol) of different chain length, the last three monomers being chosen because of their outstanding hydrosolubilizing properties. Use of two different diamines in the proper stoi-chiometry leads to corresponding copolymers. The reactions are conducted in aqueous phase over periods of 1-3 days at 65°C, and the polymeric products, possessing the linear polyamidoamine structures 1 and 2, are fractionated by dialysis in membrane tubing with 12000-14000 molecular-mass cutoff and are isolated by freeze-drying as solid or resinous materials possessing complete solubility in water. Inherent viscosities are in the range of 8- 40mLg-1. Microanalytical and spectroscopic data confirm the proposed structures. The suitability of the intrachain secondary amine functions for side chain attachment and drug coupling is demonstrated in model reactions involving N-substitution. © 1993 John Wiley & Sons, Inc.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/app.1993.070500303
Permalink
