IP Library Granted Patent US 11,111,202
Granted Patent B2
US 11,111,202 · App. 16/241,217 · Granted Sep 7, 2021

Production of salts of 4-hydroxybutyrate using biobased raw materials

Inventors: Oliver P. Peoples (Arlington, MA); Derek Samuelson (Somerville, MA); Max Senechal (Arlington, MA); Sung Min Park (Arlington, MA); Joseph Gredder (Cambridge, MA); Christopher Mirley (Winthrop, MA)
Assignee: CJ CHEILJEDANG CORPORATION
C07C59/01A61K9/28A61K47/34A61L17/105C07C51/41C07D307/06C07D307/33C08G63/06
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Quick Facts
Patent No.
US 11,111,202
App. No.
16/241,217
Granted
Sep 7, 2021
Kind
B2
Abstract

Gamma-butyrolactone (“GBL”) and Gamma-hydroxybutyrate (“GHB”) having a unique carbon footprint as defined by the percent modern carbon (pmc) are described herein. The percent modern carbon can be controlled by varying the amounts of biobased, renewable starting materials and petroleum-based starting materials to prepare GBL or GHB having a defined pmc or by preparing mixtures of GBL or GHB prepared from biobased renewable starting materials and GBL or GHB prepared from petroleum-based starting materials.

Claims (12)

1. A method for producing a sample from an approved source, said method comprising:

fermenting engineered microbes which produce poly(4-hydroxybutyrate) (P4HB) polymer with a growth medium comprising D 2 O with deuterated glucose or without deuterated glucose to produce a deuterated P4HB;

reacting the deuterated P4HB for obtaining a deuterated gamma-butyrolactone, a deuterated 4-hydroxybutyrate, an oligomer of deuterated 4-hydroxybutyrate, or a combination thereof; and

mixing the reacted deuterated P4HB with a gamma-butyrolactone prepared from petroleum-based starting materials, a 4-hydroxybutyrate prepared from petroleum-based starting materials, an oligomer of 4-hydroxybutyrate prepared from petroleum-based starting materials, or a combination thereof to prepare a mixture of GBL, a mixture of GHB, a mixture of oligomers of 4-hydroxybutyrate, or a mixture comprising a combination thereof, wherein the mixture has a chosen percent modern carbon range,

wherein the growth medium comprises a selected mixture of a biobased material and a petroleum-based material to yield a desired percent modern carbon, wherein a percentage of the carbon in the deuterated P4HB is modern carbon and the remaining percentage of carbon is fossil-carbon, wherein the chosen percent modern carbon range is controlled to provide a unique carbon footprint, and wherein the chosen percent modern carbon range corresponds to a defined range of the approved source,

wherein the growth medium comprises a concentration of D 2 O above the natural abundance in water, and

wherein the deuterated P4HB produced by fermenting is 27% to 80% deuterated.

2. The method of claim 1 , wherein the percentage of the carbon in the deuterated P4HB that is modern carbon is at least 80% as measured by the ASTM D6866 protocol.

3. The method of claim 1 , wherein the reacting comprises pyrolysing the deuterated P4HB under the condition suitable for pyrolysis of the deuterated P4HB.

4. The method of claim 1 , wherein the reacting comprises reacting the deuterated P4HB with a base under the condition suitable for base-catalyzed hydrolysis of the deuterated P4HB.

5. The method of claim 1 , wherein the reacting comprises reacting the deuterated P4HB with a base in the presence of a catalyst under the condition suitable for a catalyzed depolymerization of the deuterated P4HB.

6. The method of claim 1 , wherein the growth medium comprises D 2 O without deuterated glucose and wherein the D 2 O is the only deuterium source above natural abundance in the growth medium.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 2, 2021
From: PEOPLES, OLIVER P.; SAMUELSON, DEREK; SENECHAL, MAX; PARK, SUNG MIN; GREDDER, JOSEPH; MIRLEY, CHRISTOPHER
To: CJ CHEILJEDANG CORPORATION
Reel/Frame 055811/0888 →
Continuity (6)
Division 14442413
Provisional Application 61834974 · Jun 14, 2013
Provisional Application 61823518 · May 15, 2013
Provisional Application 61772602 · Mar 5, 2013
Provisional Application 61726294 · Nov 14, 2012
Related Publication 20190135729A1 · May 9, 2019