Polyamines and method for preparation thereof
AssigneeMonsanto Company
InventorSamuel J. Tremont
Life of this patent
Estimating the term…
Abstract
Cross-linked controlled density polyamines which are water-insoluble and swell at pH values up to about 8 are shown. These polyamines are useful in site-specific drug delivery systems.
Claims25
Cross-linked controlled density polyamine having residual unsaturation which is water-insoluble and swells at pH values up to about 8 wherein the polyamine is derived from a polyaldehyde by reductive amination with a secondary amine wherein the aldehyde functional density is from about 10% to about 80% and the amine functional density is from about 10% to about 80%.
A polyamine prepared by a process wherein (a) an olefinic polymer having an average molecular weight of from about 1,000 to about 250,000 with the level of unsaturation of from one C.dbd.C per polymer chain up to about one C.dbd.C per four carbon atoms is hydroformylated by an H.sub.2 /CO molar ratio of from about 1:3 to about 3:1 in the presence of a hydroformylation catalyst at a temperature of from about 50.degree. C. to about 150.degree. C. at a pressure from 100 psig to 2000 psig or alternatively, is hydroformylated by the carbon monoxide and hydrogen in the presence of a phosphine or phosphite catalyst, to obtain an aldehyde-functionalized polymer of from about 10% to about 80% aldehyde functional density wherein the aldehyde functionalization relative to the unsaturation present is controlled by the hydroformylation with a means to determine the level of unsaturation obtained;
- (b) then the hydroformylated olefinic polymer is reductively aminated with a secondary amine and a hydrogen source in the presence of a reductive amination catalyst system to obtain the polyamine having an amine functional density of from about 10% to about 80%;
- (c) cross-linking from about 5% to about 50% of the amine groups in the polymine;
- and optionally,
- (d) quaternizing the amine;
- and further optionally,
- (e) reacting with chlorodimethylsilane.
Dependencies are inferred from the claim text.