FUNCTIONALISED POLYMERS OF ALPHA-AMINO ACIDS AND THE METHOD OF PREPARATION THEREOF

摘要

Functionalized homopolymers and copolymers of alpha-amino acids of the general formula 1, wherein X is oxygen or sulphur; R1 could be alkyl, alkenyl, substituted alkyl, aryl or substituted aryl; structure [A]n represents a poly(amino acid) chain based on alpha-amino acids or their derivatives with protected functional groups, wherein n could be in the range of 1-500; Y is either OH, or a structure of the formula 2, wherein R2 is H or an amino-acid residue, or a structure of the formula 3, wherein Z and Z' are either NH or O; R3 is a chemical structure selected from alkyls, substituted alkyls, aryls, substituted aryls, or a polymer selected from a group comprising poly(ethylene oxide), poly(propylene oxide) and polybutadiene; P is hydrogen or an acyl group derived from a carboxylic acid selected from the group including alkanoic acids, succinic acid, maleic acid, acrylic acid, phthalic acids and cyclohexane dicarboxylic acids, or it is an acyl selected from a group consisting of compounds according to a general formula 4, wherein R4 is selected from the group including C1 to C5 alkyls, CH2-O-CH2-CH2, CH2-O-CH2-CH2-CH2, and O-(CH2)3-O, wherein R4 may be the same in all structural units or different and the subscript m means the number of said structural units and may be in the range of 2-800.A method of manufacturing said polymers, based on the reaction of a mixture comprising the monomers, a base catalyst and an initiator in an aprotic solvent, wherein the monomer is either a single alpha-amino-acid N-carboxyanhydride or a combination of N-carboxyanhydrides, and the initiator is a compound of a general formula 5, wherein X is oxygen or sulphur, R1 is a radical from the group comprising C1-C20 alkyls, C2-C20 alkenyls, substituted alkyl, aryl or substituted aryl, arylalkyl and substituted arylalkyl; R5 is hydrogen, or C1 to C5 alkyl; R5' is hydrogen, or C1 to C5 alkyl, aryl, arylalkyl or substituted alkyl; wherein the ratio of monomer/initiator (mol/mol) is in the range of about 2 to 1000, preferably within the range of 5 to 300, and the ratio of monomer/catalyst (mol/mol) is in the range of about 1 to 500, preferably within the range of about 5-300.