# US 10,119,027 B2 · Compositions including lignin

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- Number: US 10,119,027 B2
- Document ID: US10119027B2
- Status: Granted
- Kind: B2
- Application number: 15/125,380
- Filed: 2015-03-13
- Published: 2017-06-15
- Granted: 2018-11-06
- Earliest claimed: 2014-03-14
- Assignees: Regents of the University of Minnesota
- Applicants: Regents of the University of Minnesota
- Inventors: Yi-ru Chen-Sarkanen; Simo Sarkanen; Yun-Yan Wang
- Web page: https://patentgrep.com/patent/US10119027B2

## CPC

- C08L 97/005: {Lignin}
- C08H 6/00: {Macromolecular compounds derived from lignin, e.g. tannins, humic acids}
- C08K 5/07: Aldehydes; Ketones
- C08K 5/136: Phenols containing halogens
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08H: DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS (polysaccharides C08B; natural rubber C08C; natural resins or their derivatives C09F; bituminous materials C10)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Disclosed herein are compositions that include at least about 75 weight percent (wt %) alkylated lignin based on the total weight of the composition without any solvent(s). The material having a tensile strength of at least about 35 MPa, an elongation-to-break of at least about 1.5%, or both. Articles including such materials and methods of forming the same are also disclosed.

## Claims

### Claim 1

An article formed from a composition comprising:
at least about 75 weight percent (wt %) alkylated native lignin, unalkylated native lignin, or combinations thereof based on the total weight of the composition without any solvent(s), wherein the article has an elongation-at-break of at least about 1.5%, a tensile strength of at least about 35 MPa, or both.

### Claim 2 (depends on 1)

The article according to claim 1, wherein the alkylated native lignin, unalkylated native lignin, or combinations thereof comprises ball milled lignin.

### Claim 3 (depends on 1)

The article according to claim 1, wherein the alkylated native lignin comprises methylated ball milled lignin.

### Claim 4 (depends on 1)

The article according to claim 1, wherein the composition further comprises lignosulfonate.

### Claim 5 (depends on 1)

The article according to claim 1, wherein the composition further comprises methylated lignosulfonate.

### Claim 6 (depends on 1)

The article according to claim 1, wherein the alkylated native lignin is methylated with dimethyl sulfate.

### Claim 7 (depends on 6)

The article according to claim 6, wherein the alkylated native lignin is further methylated with diazomethane.

### Claim 8 (depends on 1)

The article according to claim 1, wherein the composition further comprises a plasticizer.

### Claim 9 (depends on 1)

The article according to claim 1, wherein the composition consists essentially of alkylated native lignin or native lignin.

### Claim 10 (depends on 1)

The article according to claim 1, wherein the article is formed using solvent casting.

### Claim 11 (depends on 1)

The article according to claim 1, wherein the article is formed using melt blending, extrusion, or any combination thereof.

### Claim 12 (depends on 1)

The article according to claim 1, wherein the article has a tensile strength of at least about 35 MPa.

### Claim 13 (depends on 1)

The article according to claim 1, wherein the article has an elongation-at-break of at least about 1.5%.

### Claim 14

A material formed from a composition, the composition comprising:
at least about 75 weight percent (wt %) alkylated native lignin, unalkylated native lignin, or combinations thereof based on the total weight of the composition without any solvent(s), the material having a tensile strength of at least about 35 MPa and an elongation-to-break of at least about 1.5%.

### Claim 15 (depends on 14)

The material according to claim 14, wherein the material comprises alkylated native ball milled lignin, unalkylated native ball milled lignin, or combinations thereof.

### Claim 16 (depends on 14)

The material according to claim 14, wherein the composition further comprises alkylated lignosulfonate or unalkylated lignosulfonate.

### Claim 17 (depends on 14)

The material according to claim 14, wherein the material further comprises a plasticizer.

### Claim 18 (depends on 14)

The material according to claim 14, wherein the material comprises about 85 wt % alkylated native lignin, unalkylated native lignin, or combinations thereof based on the total weight of the composition without any solvent(s).

### Claim 19 (depends on 14)

The material according to claim 14, wherein the material consists essentially of alkylated native lignin.