# US 10,308,763 B2 · Aqueous polyglycidol synthesis with ultra-low branching

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- Number: US 10,308,763 B2
- Document ID: US10308763B2
- Status: Granted
- Kind: B2
- Application number: 15/684,638
- Filed: 2017-08-23
- Published: 2018-05-17
- Granted: 2019-06-04
- Earliest claimed: 2014-01-24
- Assignees: Vanderbilt University
- Applicants: Vanderbilt University
- Inventors: Eva M. Harth; Benjamin R. Spears
- Web page: https://patentgrep.com/patent/US10308763B2

## CPC

- C08G 65/34: from hydroxy compounds or their metallic derivatives {(C08G65/26 takes precedence)}
- C08G 65/22: Cyclic ethers having at least one atom other than carbon and hydrogen outside the ring
- C08G 2650/24: Polymeric initiators
- C08G 2650/38: containing oxygen in addition to the ether group
- C08G 2650/56: Polyhydroxyethers, e.g. phenoxy resins
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

Disclosed herein are glycidol-based polymers, nanoparticles, and methods related thereto useful for a variety of applications, including, but not limited to, drug delivery. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

## Claims

### Claim 1

A polymer comprising repeating units selected from
and repeating units selected from
wherein R0 is selected from H, alkyl, NH2, and R1;
wherein R1 comprises a crosslinking functionality;
wherein repeating units A1, A2, B1, and B2 account for at least about 50 wgt % of the polymer;
wherein the ratio of (A1+A2):(B1+B2) is greater than 1; and
wherein the polymer does not comprise a
moiety; and
wherein the polymer is crosslinked.

### Claim 2 (depends on 1)

The polymer of claim 1, wherein the polymer comprises 0 wgt % of a repeating unit formed from tetrahydrofuran.

### Claim 3 (depends on 1)

The polymer of claim 1, wherein the ratio of (A1+A2):(B1+B2) is from about 1.5 to about 10.0.

### Claim 4

A polymer comprising repeating units selected from
and repeating units selected from
wherein R0 is selected from H, alkyl, NH2, and R1;
wherein R1 comprises a crosslinking functionality;
wherein repeating units A1, A2, B1, and B2 account for at least about 50 wgt % of the polymer;
wherein the ratio of (A1+A2):(B1+B2) is greater than 1; and
wherein the polymer does not comprise a
moiety; and
wherein repeating units A1, A2, B1 and B2 account for at least about 100 wgt% of the polymer.

### Claim 5 (depends on 1)

The polymer of claim 1, wherein the polymer further comprises at least one repeating unit formed from a monomer selected from:
or a combination thereof.

### Claim 6 (depends on 1)

The polymer of claim 1, wherein the polymer has a weight average molecular weight from about 0.3 kDa to about 40 kDa.

### Claim 7

A polymer comprising repeating units selected from
and repeating units selected from
wherein R0 is selected from H, alkyl, NH2, and R1;
wherein R1 comprises a crosslinking functionality;
wherein repeating units A1, A2, B1, and B2 account for at least about 50 wgt % of the polymer;
wherein the ratio of (A1+A2):(B1+B2) is greater than 1; and
wherein the polymer does not comprise a
moiety; and
wherein the polymer does not comprise a unit or repeating unit formed from diglycidyl ether.

### Claim 8

A polymer comprising repeating units selected from
and repeating units selected from
wherein R0 is selected from H, alkyl, NH2, and R1;
wherein R1 comprises a crosslinking functionality;
wherein repeating units A1, A2, B1, and B2 account for at least about 50 wgt % of the polymer;
wherein the ratio of (A1+A2):(B1+B2) is greater than 1; and
wherein the polymer does not comprise a
moiety, and
wherein the polymer does not comprise an initiator other than glycidol.

### Claim 9 (depends on 1)

The polymer of claim 1, wherein the polymer does not comprise a metal catalyst residue.

### Claim 10 (depends on 9)

The polymer of claim 9, wherein the metal catalyst residue is a tin catalyst residue.

### Claim 11 (depends on 1)

The polymer of claim 1, wherein the degree of branching is between 0.15 and 0.30.

### Claim 12 (depends on 1)

The polymer of claim 1, wherein the degree of branching is between 0.20 and 0.30.

### Claim 13 (depends on 1)

The polymer of claim 1, wherein the polymer is further conjugated to a protein.

### Claim 14 (depends on 13)

The polymer of claim 13, wherein the protein is albumin.

### Claim 15 (depends on 1)

The polymer of claim 1, wherein the polymer includes crosslinkers that comprise
wherein at least one of
is not 0.

### Claim 16 (depends on 1)

The polymer of claim 1, wherein the polymer comprises

### Claim 17 (depends on 1)

A pharmaceutical composition comprising a polymer of claim 1 and a pharmaceutically acceptable carrier.

### Claim 18 (depends on 17)

The pharmaceutical composition of claim 17, wherein the pharmaceutical composition further comprises a pharmaceutically active agent or a biologically active agent.

### Claim 19 (depends on 1)

A nanoparticle comprising a polymer of claim 1.