Hyperbranched polymers and their applications
AssigneeAgency for Science, Technology and Research
InventorsYe Liu, Decheng Wu, Chaobin He
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Abstract
The present invention provides a branched, a dendritic, or a hyperbranched poly(amino ester) having a polymer backbone comprising a plurality of branches, wherein the polymer backbone has at least one secondary and at least one tertiary amine linkage. Branched poly(amino ester)s are prepared via a Michael addition reaction of a tris(acrylate ester)monomer with a diamine monomer. In one aspect, the diamine monomer has a primary amino group and a secondary amino group. The poly(amino ester) compounds can be end-capped by reacting with a suitable agent. The present invention also provides applications including, but are not limited to, the delivery of bioactive agents, such as drugs, DNA or RNA; or biocompatible imaging.
Claims21
A branched poly(amino ester) compound having a polymer backbone comprising a plurality of branches, wherein said polymer backbone has at least one secondary amine linkage, at least one tertiary amine linkage and at least three ester linkages.
A branched poly(amino ester) compound having the formula:
- wherein
- x is an integer between 1 and about 10,000;
- each of R1, R2 and R3 is independently selected from the group consisting of hydrogen, deuterium, tritium, hydroxyl, thiohydroxyl and hydrocarbyl;
- each of R4, R5, R6, R7, R8 and R9 is independently selected from the group consisting of hydrogen, deuterium, tritium and hydrocarbyl;
- each of L1 and L2 is independently selected from the group consisting of NR12 and N(—R13—)(—R14—)Z, wherein each R12 is independently selected from the group consisting of H, hydrocarbyl, hydroxyl and thiohydroxyl, and each of R13 and R14 is bonded to N and Z to form a cyclic structure, and wherein each of R10, R11, R13 and R14 is independently selected from the group consisting of oxo, —S—, optionally substituted C1-30 alkylene, optionally substituted C2-30 alkenylene, optionally substituted C2-30 alkynylene, optionally substituted C3-8 cycloalkylene and optionally substituted C6-18 arylene, any of which may optionally contain one or more heteroatoms selected from the group consisting of N, O and S;
- and each Z is independently selected from the group consisting of N, CH, C-hydrocarbyl, trialkyl, triarylene, heteroarylene, tricycloalkylene, triheterocycloalkylene, tris-N,N-dialkylamino, tris-N,N-diary lamino, silyl, a metal and C(RaRb), wherein each Ra and Rb is independently a covalent bond, H or hydrocarbyl or together with C join to form a four- to twelve-member carbocyclic or heterocyclic ring, with the proviso that R1, R2, R3, R4, R5, R6, R7, R8, R9 and R12 cannot have a primary amino group, a secondary amino group, or a carbon-carbon double bond conjugated to a carbonyl group;
- Y1 is selected from the group consisting of N, CH, C-hydrocarbyl, trialkyl, triarylene, heteroarylene, tricycloalkylene, triheterocycloalkylene, tris-N,N-dialkylamino, tris-N,N-diarylamino, silyl and a metal;
- A is selected from the group consisting of H, NH2, hydrocarbyl, silyl, thio, alkylthio, arylthio, hydroxyl, aryloxy, alkylamine, arylamino, heteroaryl, dialkylamino and diarylamino;
- and
- each of B1 and B2 is independently selected from the group consisting of H and hydrocarbyl.
21-191. (canceled)
Dependencies are inferred from the claim text.