IP Library Granted Patent US 9,156,952
Granted Patent B2
US 9,156,952 · App. 14/595,182 · Granted Oct 13, 2015

Chemical modification of lignin and lignin derivatives

Inventors: Nhiem Cao (Fort Smith, AR); Kevin Oden (Irving, TX); Wolfgang G. Glasser (Richmond, VA)
Assignee: CYCLEWOOD SOLUTIONS, INC.
C08H6/00C07G1/00C08G63/91C08L67/02C08L67/04C08L97/005C08L2201/06C08L2203/16C08L2207/04
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Quick Facts
Patent No.
US 9,156,952
App. No.
14/595,182
Granted
Oct 13, 2015
Kind
B2
Abstract

A method for producing a trans-esterified hydroxypropyl lignin (HPL) is provided in one example embodiment and includes precipitating a lignin, dissolving the precipitated lignin in a solution, adding a reagent to the solution, adjusting the pH of the solution, allowing reactions in the solution to occur for a predetermined amount of time, precipitating the solution to produce a precipitate, and washing, filtering, and drying the precipitate to produce the trans-esterified HPL. In one example, a thermoplastic may be added to produce a trans-esterified HPL/thermoplastic blend.

Claims (14)

1. A method for producing a biodegradable plastic, the method comprising:

extruding a trans-esterified lignin/thermoplastic blend, the trans-esterified lignin/thermoplastic blend comprising:

a trans-esterified hydroxypropyl lignin (HPL), wherein the trans-esterified HPL is created by:

precipitating a lignin;

dissolving the precipitated lignin in a solution;

adding a reagent to the solution;

adjusting a pH of the solution;

allowing reactions in the solution to occur for a predetermined amount of time such that the lignin has undergone transesterification with a nearby polyester macromolecule from a polyester, thereby transferring a segment of the polyester onto the lignin;

precipitating the solution to produce a precipitate; and

washing, filtering, and drying the precipitate to produce the lignin/thermoplastic polyester blend.

2. The method of claim 1 , wherein an alkyl ester of the HPL exchanges carboxylic acid groups with an alcohol terminated segment of a polyester chain such that long chain polyester segments are covalently-bond to the HPL.

3. The method of claim 1 , wherein the extent of transesterification of the lignin/thermoplastic blend is controlled such that extensive crosslinking does not occur in order to retain thermoplastic properties.

4. The method of claim 1 , wherein the biodegradable plastic is a film product, a formed and molded product, an injection molded product, or an extruded product that biodegrades over a period of time into humus through an oxidative process.

5. The method of claim 4 , wherein polylactide is added to the lignin/thermoplastic blend to extend the period of time that the biodegradable plastic biodegrades.

Continuity (3)
Continuation 13892228 · May 10, 2013
Provisional Application 61646149 · May 11, 2012
Related Publication 20150126687A1 · May 7, 2015