Densely functionalized polymers derived from baylis-hillman adducts
AssigneeThe University of Akron
InventorsAbraham Joy, Chao Peng
Life of this patent
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Abstract
A method of preparing a polymer is provided comprising preparing a Baylis-Hillman adduct by reacting an activated alkene with a carbon electrophile; and polymerizing the Baylis-Hillman adduct. The Baylis-Hillman reaction provides an efficient platform for the synthesis of densely functionalized monomers, from which polymers with multiple functional groups can be readily synthesized. It has been discovered that that Baylis-Hillman adducts are versatile monomers for both controlled radical and step-growth polymerizations.
Claims16
A method of preparing a polymer comprising:
- preparing a diol functionalized Baylis-Hillman adduct by performing a Baylis-Hillman reaction on an activated alkene and a carbon electrophile, and polymerizing the diol functionalized Baylis-Hillman adduct through a step-growth polymerization to produce a polymer defined by the formula:
- where R4 and R8 are each independently hydrocarbon groups;
- R5 is a bond or a hydrocarbon group;
- Z1 is hydrogen, protected amine, protected carboxylic acid, protected hydroxyl, alkoxy, or silyloxy group;
- each X is an ester or urethane group;
- and n is about 10 to 100 units;
- or a polymer defined by the formula:
- where R4 and R8 are each independently hydrocarbon groups;
- R5 is a bond or a hydrocarbon group;
- Z1 is hydrogen, protected amine, protected carboxylic acid, protected hydroxyl, alkoxy, or silyloxy group;
- and Z2 is a hydrogen atom, aryl group, protected amine, protected carboxylic acid, alkoxy, silyloxy, hydroxyl, protected diol, amine, carboxylic acid, or diol;
- each X is an ester or urethane group;
- and n is about 10 to 100.
A polymer defined by the formula:
- where R4 and R8 are each independently hydrocarbon groups;
- R5 is a bond or a hydrocarbon group;
- Z1 is hydrogen, protected amine, protected carboxylic acid, protected hydroxyl, alkoxy, or silyloxy group;
- each X is an ester or urethane group;
- and n is about 10 to 100 units.
A polymer defined by the formula:
- where R4 and R8 are each independently hydrocarbon groups;
- R5 is a bond or a hydrocarbon group;
- Z1 is hydrogen, protected amine, protected carboxylic acid, protected hydroxyl, alkoxy, or silyloxy group;
- and Z2 is a hydrogen atom, aryl group, protected amine, protected carboxylic acid, alkoxy, silyloxy, hydroxyl, protected diol, amine, carboxylic acid, or diol;
- each X is an ester or urethane group;
- and n is about 10 to 100.
Dependencies are inferred from the claim text.