IP Library Patent Application 13892228
Patent Application
App. No. 13/892,228

CHEMICAL MODIFICATION OF LIGNIN AND LIGNIN DERIVATIVES

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Patent No.
US None
App. No.
13/892,228
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.

Claims (47)

1 . A method for producing a trans-esterified hydroxypropyl lignin (HPL), the method comprising:

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;

precipitating the solution to produce a precipitate; and

washing, filtering, and drying the precipitate to produce the trans-esterified HPL.

2 . The method of claim 1 , wherein the HPL is a Kraft lignin precipitated by a Lignoboost process.

3 . The method of claim 1 , wherein the lignin is dissolved in a sodium hydroxide solution.

4 . The method of claim 3 , wherein the sodium hydroxide solution is about four percent to about six percent sodium hydroxide.

5 . The method of claim 1 , wherein the pH of the solution is adjusted to a range of about 11.5 pH to about 12.5 pH

6 . The method of claim 1 , wherein the reagent is propylene oxide.

7 . The method of claim 6 , wherein a total weight of the propylene oxide added to the solution is about half a total weight of the precipitated lignin in the solution.

8 . The method of claim 1 , wherein the solution is precipitated by reducing the pH to below about 2.5 pH.

9 . The method of claim 8 , further comprising:

adding sulfuric acid to reduce the pH.

10 . A 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;

precipitating the solution to produce a precipitate; and

washing, filtering, and drying the precipitate to produce the trans-esterified HPL; and

a thermoplastic.

11 . The trans-esterified lignin/thermoplastic blend of claim 10 , wherein the HPL is a Kraft lignin precipitated by a Lignoboost process.

12 . The trans-esterified lignin/thermoplastic blend of claim 10 , wherein the lignin is dissolved in a sodium hydroxide solution and the sodium hydroxide solution is about four percent to about six percent sodium hydroxide.

13 . The trans-esterified lignin/thermoplastic blend of claim 10 , wherein the reagent is propylene oxide and a total weight of the propylene oxide added to the solution is about half a total weight of the precipitated lignin in the solution.

14 . The trans-esterified lignin/thermoplastic blend of claim 10 , wherein the solution is precipitated by adding sulfuric acid to reduce the pH to below about 2.5 pH.

15 . 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 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; and

a thermoplastic.

16 . The method of claim 15 , 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.

17 . The method of claim 15 , 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.

18 . The method of claim 15 , 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.

19 . The method of claim 18 , wherein polylactide is added to the lignin/thermoplastic blend to extend the period of time that the biodegradable plastic biodegrades.

20 . The method of claim 15 , wherein the trans-esterified HPL includes HPL and a polyester.

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 030518/0033 →