ISSN:
0887-624X
Schlagwort(e):
Chemistry
;
Polymer and Materials Science
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
A new route to polyurethanes containing nucleic acid base derivatives as grafted pendants have been established. The method is based on the grafting of 2-(thymin-1-yl)propionic acid (TPA) or 2-(adenin-9-yl)propionic acid (APA) onto amino functionalized polyurethane, poly[2-amino-2-methyl-1,3-propylene methylene bis(4-phenyl carbamate)] (PU-NH2, IX) at the primary amino group by the N-hydroxy compound of active ester technique. Two novel polymer models of polynucleic acid - poly[2-(2′-(thymin-1′-yl) propionamido)-2-methyl-1,3-propylene methylene bis(4-phenylcarbamate)] (PU-NHT, X) and poly[2-(2′-(adenin-9′-yl)propionamido)-2-methyl-1,3-propylene methylene bis(4-phenylcarbamate)] (PU-NHA-40, XI) - were obtained. The amino functional polyurethane was prepared by the following three step reactions; (1) Selective N-protection of N-benzyloxycarbonyloxy-5-norbornene-2,3-dicarbonimide (CbzONB) with 2-amino-2-methyl-1,3-propanediol gave the N-protecting diol monomer 2-benzyloxycarbonylamino-2-methyl-1,3-propanediol (CbzAMP); (2) N-Protecting polurethane poly(2-benzyloxycarbonylamino-2-methyl-methyl-1,3) propylene methylene bis(4-phenylcarbamate) (PU-NHCbz, VIII) was obtained by the polyaddition of 4,4′-diphenyl-methane diisocyanate (MDI) with CbzAMP. (3) Deprotection of PU-NHCbz produced amino polyurethane PU-NH2. Prior to polymer synthesis, the amidation of APA with 3-aminoheptane or diethylamine were carried out as a model reaction study and the related monomer model compounds were prepared by the same methods.
Zusätzliches Material:
4 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/pola.1987.080251208
