Dopant-free conductive bioelastomers
AssigneeBoard of Regents, The University of Texas System
InventorYi Hong
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Abstract
The present invention provides dopant-free conductive elastomeric polyurethanes that have broad biomedical application, including smart drug delivery, electronics and biomedicine. In various embodiments, a dopant-free conductive, elastomeric polyurethane is designed by covalently conjugating biodegradable segment, conductive segment and dopant molecule into one polymer chain. The dopant-free conductive polyurethanes according to various embodiments of the invention exhibit attractive mechanical properties, including bending, knotting, stretching and recoiling. The biodegradable, conductive elastomer also exhibit good electroactivity and electrical stability without extra dopant involvement.
Claims20
A dopant free conductive polyurethane elastomer (DCPU) comprising polymeric diol (PD), diisocyanate (DI), bishydroxy acid (BHA), and aniline oligomer (AO) having a formula of
- —(CO—NH—DI—NH—CO)n—(O—PD—O)x—(CO—NH—DI—NH—CO)n—(NH—AO—NH)z—(CO—NH—DI—NH—CO)m—(O—BHA—O)y—(CO—NH—DI—NH—CO)m—
- wherein PD represents a reaction residue of the polymeric diol, excluding the terminal hydroxyl groups of the polymeric diol:
- wherein DI represents a reaction residue of the diisocyanate, excluding the terminal isocyanate groups of the diisocyanate;
- wherein BHA represents a reaction residue of the bishydroxy acid, excluding the terminal hydroxyl groups of the bishydroxy acid;
- AO represents a reaction residue of the aniline oligomer, excluding the terminal amine groups of the aniline oligomer;
- and
- wherein the ratio between x:y:(n+m):z is in the range of 1.9:0.1:4:1 and 1:1:4:1.
A dopant free conductive polyurethane elastomer (DCPU) comprising polycaprolactone diol (PCL), hexamethylene diisocyanate (HDI), dimethylolpropionic acid (DMPA), and aniline trimer (A3) having a formula of
- —(CO—NH—HDI—NH—CO)n—(O—PCL—O)x—(CO—NH—HDI—NH—CO)n—(NH—A3—NH)z—(CO—NH—HDI—NH—CO)m—(O—DMPA—O)y—(CO—NH—HDI—NH—CO)m—
- wherein PCL represents a reaction residue of polycaprolactone diol, excluding the terminal hydroxyl groups of the polycaprolactone diol;
- wherein HDI represents a reaction residue of hexamethylene diisocyanate, excluding the terminal isocyanate groups of the hexamethylene diisocyanate;
- wherein DMPA represents a reaction residue of dimethylolpropionic acid, excluding the terminal hydroxyl groups of the dimethylolpropionic acid;
- wherein A3 represents a reaction residue of an aniline trimer, excluding the terminal amine groups of the aniline trimer;
- and
- wherein the ratio between x:y:(n+m):z is in the range of 1.8:0.2:4:1 and 1.4:0.6:4:1.
A method for synthesizing a dopant free conductive polyurethane elastomer (DCPU) comprising polymeric diol (PD), diisocyanate (DI), bishydroxy acid (BHA), and aniline oligomer (AO) having a formula of
- —(CO—NH—DI—NH—CO)n—(O—PD—O)x—(CO—NH—DI—NH—CO)n—(NH—AO—NH)z—(CO—NH—DI—NH—CO)m—(O—BHA—O)y—(CO—NH—DI—NH—CO)m—,
- the method comprising:
- a. reacting the polymer diol (PD), the bishydroxy acid (BHA), and the diisocyanate (DI) to form a product mixture that comprises a PD containing diisocyanate and a BHA containing diisocyanate;
- and
- b. reacting the product of step a with the aniline oligomer (AO) to form the dopant free conductive polyurethane elastomer,
- wherein the amount of PD, BHA, DI, and AO used is adjusted such that the ratio between x:y:(n+m):z is in the range of 1.9:0.1:4:1 and 1:1:4:1.
Dependencies are inferred from the claim text.