IP Library Granted Patent US 9,000,075
Granted Patent B2
US 9,000,075 · App. 13/892,218 · Granted Apr 7, 2015

Chemical modification of lignin and lignin derivatives

Inventors: Nhiem Cao (Fort Smith, AR); Kevin Oden (Fayetteville, AR); Wolfgang G. Glasser (Richmond, VA)
Assignee: Cyclewood Solutions, Inc.
C08H6/00C07G1/00
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Quick Facts
Patent No.
US 9,000,075
App. No.
13/892,218
Granted
Apr 7, 2015
Kind
B2
Abstract

In one example implementation, a trans-esterified HPL can include a HPL and a polyester including polyester chains. The polyester may be an aliphatic polyester, a semi-aromatic polyester, or an aromatic polyester.

Claims (22)

1. A trans-esterified hydroxypropyl lignin (HPL) comprising:

a HPL; and

a polyester including polyester chains.

2. The trans-esterified HPL of claim 1 , wherein the polyester is an aliphatic polyester, a semi-aromatic polyester, or an aromatic polyester.

3. The trans-esterified HPL of claim 1 , wherein an acetate ester of the HPL is used to swap carboxylic acid groups with alcohol oligomer units in the polyester chains.

4. The trans-esterified HPL of claim 1 , wherein polyester oligomer units are covalently-bonded to the HPL while one or more of the polyester chains are shortened and terminated with acetate esters.

5. The trans-esterified HPL of claim 1 , wherein the trans-esterified HPL is represented by a formula R′COOR in which R′ represents the HPL and R represents the polyester.

6. The trans-esterified HPL of claim 1 , wherein transesterification occurs with a replacement of one alcohol group in an ester by another different alcohol group.

7. A trans-esterified hydroxypropyl lignin (HPL) blend comprising:

a HPL;

a polyester including polyester chains; and

one or more additives.

8. The trans-esterified HPL blend of claim 7 , wherein the one or more additives are selected from the group consisting of catalysts, compatibilizers, odor neutralizers, fragrances, and process aids.

9. The trans-esterified HPL blend of claim 7 , further comprising:

a plasticizer.

10. The trans-esterified HPL blend of claim 9 , wherein the plasticizer reduces a glass transition temperature of the trans-esterified HPL.

11. The trans-esterified HPL blend of claim 7 , wherein the trans-esterified HPL blend comprises by weight:

1% to 99% of the HPL;

1% to 99% of the polyster; and

less than 50% of the one or more additives.

12. The trans-esterified HPL blend of claim 9 , wherein the trans-esterified HPL is represented by the formula R′COOR, wherein R′ represents the HPL and R represents the polyester.

13. The trans-esterified HPL blend of claim 9 , wherein an acetate ester of the HPL is used to swap carboxylic acid groups with the alcohol oligomer units in the polyester chains.

Assignments (3)
ASSIGNMENT OF SELLER'S INTEREST IN ASSIGNED ASSETS Recorded Jun 24, 2016
From: COMERICA BANK
To: WEISS, ROBERT
Reel/Frame 039153/0236 →
SECURITY INTEREST Recorded Jun 17, 2014
From: CYCLEWOOD SOLUTIONS, INC.
To: COMERICA BANK, A TEXAS BANKING ASSOCIATION
Reel/Frame 033186/0943 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 30, 2013
From: CAO, NHIEM; ODEN, KEVIN; GLASSER, WOLFGANG G.
To: CYCLEWOOD SOLUTIONS, INC.
Reel/Frame 030517/0982 →
Continuity (2)
Provisional Application 61646149 · May 11, 2012
Related Publication 20130338347A1 · Dec 19, 2013