# US 10,308,748 B2 · Lignin-containing polymers

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- Number: US 10,308,748 B2
- Document ID: US10308748B2
- Status: Granted
- Kind: B2
- Application number: 15/614,942
- Filed: 2017-06-06
- Published: 2017-11-23
- Granted: 2019-06-04
- Earliest claimed: 2015-02-03
- Assignees: The Florida State University Research Foundation, Inc.
- Applicants: Florida State University Research Foundation, Inc.
- Inventors: Hoyong Chung
- Web page: https://patentgrep.com/patent/US10308748B2

## CPC

- C08F 265/02: on to polymers of acids, salts or anhydrides
- C08F 267/10: on to polymers of amides or imides
- C08G 81/02: at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G 81/025: {containing polyether sequences}
- C08L 51/003: {grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds (C08L51/04, C08L51/06 take precedence)}
- G02B 1/04: made of organic materials, e.g. plastics (G02B1/08 takes precedence)
- C08F 2438/03: Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
- C08G 83/008: {Supramolecular polymers}
- C08L 101/16: the macromolecular compounds being biodegradable
- C08L 2205/025: containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
- C08L 2205/05: containing polymer components which can react with one another
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS

## Abstract

Click reactions may be used to bond polymers to lignin by taking advantage of lignin's terminal hydroxyl and thiol groups via an alkyne-azide click reaction or a thiol-alkene or thiol-alkyne click reaction. By selecting functional polymers, these methods may be used to synthesize lignin-containing polymer materials with an array of different properties, such as self-healing polymers.

## Claims

### Claim 1

A polymer material comprising:
a first compound including a first lignin-based core with a first plurality of polymers attached to the first lignin-based core; and
a second compound including a second lignin-based core with a second plurality of polymers attached to the second lignin-based core;
wherein the first and second plurality of polymers interact and hold the first and second compounds together to form a monolithic product including the first compound and second compound;
wherein the monolithic product includes a Diels-Alder adduct that holds the first and second compounds together.

### Claim 2 (depends on 1)

The polymer material of claim 1, wherein the monolithic product includes hydrogen bonding that holds the first and second compounds together.

### Claim 3 (depends on 1)

The polymer material of claim 1, wherein the first and second plurality of polymers are attached to their respective lignin-based cores via a triazole ring.

### Claim 4 (depends on 1)

The polymer material of claim 1, wherein the first and second lignin-based cores have a major dimension of 1-1000 nm.

### Claim 5 (depends on 1)

The polymer material of claim 1, wherein the monolithic product includes 10 wt % to 50 wt % lignin.

### Claim 6 (depends on 1)

The polymer material of claim 1, wherein at least one of the first plurality of polymers and second plurality of polymers includes a polyethylene glycol segment.

### Claim 7 (depends on 1)

The polymer material of claim 1, wherein at least one of the first plurality of polymers and second plurality of polymers includes poly(n-butyl acrylate).

### Claim 8 (depends on 1)

The polymer material of claim 1, wherein at least one of the first plurality of polymers and second plurality of polymers includes a poly-acrylate polymer.

### Claim 9

A polymer material comprising:
a first compound including a first lignin-based core with a first plurality of polymers attached to the first lignin-based core; and
a second compound including a second lignin-based core with a second plurality of polymers attached to the second lignin-based core;
wherein the first and second plurality of polymers interact and hold the first and second compounds together to form a monolithic product including the first compound and second compound;
wherein at least one of the first plurality of polymers and second plurality of polymers includes a diene and/or dienophile group.

### Claim 10

A polymer material comprising:
a first compound including a first lignin-based core with a first plurality of polymers attached to the first lignin-based core; and
a second compound including a second lignin-based core with a second plurality of polymers attached to the second lignin-based core;
wherein the first and second plurality of polymers interact and hold the first and second compounds together to form a monolithic product including the first compound and second compound;
wherein at least one of the first plurality of polymers and second plurality of polymers includes at least one amino acid.

### Claim 11 (depends on 9)

The polymer material of claim 9, wherein the first and second plurality of polymers are attached to their respective lignin-based cores via a triazole ring.

### Claim 12 (depends on 9)

The polymer material of claim 9, wherein the first and second lignin-based cores have a major dimension of 1-1000 nm.

### Claim 13 (depends on 9)

The polymer material of claim 9, wherein the monolithic product includes 10 wt % to 50 wt % lignin.

### Claim 14 (depends on 9)

The polymer material of claim 9, wherein at least one of the first plurality of polymers and second plurality of polymers includes a polyethylene glycol segment.

### Claim 15 (depends on 9)

The polymer material of claim 9, wherein at least one of the first plurality of polymers and second plurality of polymers includes poly(n-butyl acrylate).

### Claim 16 (depends on 9)

The polymer material of claim 9, wherein at least one of the first plurality of polymers and second plurality of polymers includes a poly-acrylate polymer.

### Claim 17 (depends on 10)

The polymer material of claim 10, wherein the first and second plurality of polymers are attached to their respective lignin-based cores via a triazole ring.

### Claim 18 (depends on 10)

The polymer material of claim 10, wherein the first and second lignin-based cores have a major dimension of 1-1000 nm.

### Claim 19 (depends on 10)

The polymer material of claim 10, wherein the monolithic product includes 10 wt % to 50 wt % lignin.

### Claim 20 (depends on 10)

The polymer material of claim 10, wherein at least one of the first plurality of polymers and second plurality of polymers includes a polyethylene glycol segment.

### Claim 21 (depends on 10)

The polymer material of claim 10, wherein at least one of the first plurality of polymers and second plurality of polymers includes poly(n-butyl acrylate).

### Claim 22 (depends on 10)

The polymer material of claim 10, wherein at least one of the first plurality of polymers and second plurality of polymers includes a poly-acrylate polymer.
