IP Library › Granted Patent US 10,040,894
Granted Patent B2
US 10,040,894 · App. 15/082,843 · Granted Aug 7, 2018

Polymeric materials formed from polyhydroxyalkanoate materials

Inventors: Scott B. King (Rochester, MN); Brandon M. Kobilka (Tucson, AZ); Joseph Kuczynski (North Port, FL); Jason T. Wertz (Pleasant Valley, NY)
Assignee: International Business Machines Corporation
C08G18/771C08G18/3206C08G63/912C08J9/0061G10K11/162C08G18/70C08G18/81C08G2350/00C08J2375/04C08J2375/06C08L69/00
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Quick Facts
Patent No.
US 10,040,894
App. No.
15/082,843
Granted
Aug 7, 2018
Kind
B2
Abstract

In an example, a process includes chemically reacting a polyhydroxyalkanoate (PHA) material having a carboxylic-acid terminated side-chain with an azide material to form a polyisocyanate material.

Claims (30)

1. A process comprising chemically reacting a polyhydroxyalkanoate (PHA) material having carboxylic-acid terminated side-chains with an azide material to form a polyisocyanate material.

2. The process of claim 1 , further comprising forming the PHA material having the carboxylic-acid terminated side-chains from a PHA material having hydroxyl-terminated side-chains.

3. The process of claim 2 , further comprising:

forming a PHA material having vinyl-terminated side-chains from a vinyl-terminated fatty acid via a bacterial fermentation process; and

converting a vinyl group of a plurality of the vinyl-terminated side-chains to a hydroxyl group to form the PHA material having the hydroxyl-terminated side-chains.

4. The process of claim 3 , wherein the vinyl-terminated fatty acid includes a biorenewable vinyl-terminated fatty acid.

5. The process of claim 4 , wherein the biorenewable vinyl-terminated fatty acid is formed from a biorenewable plant oil.

6. The process of claim 5 , wherein the biorenewable plant oil includes castor oil, linseed oil, soybean oil, or a combination thereof.

7. The process of claim 4 , wherein the biorenewable vinyl-terminated fatty acid includes 10-undecenoic acid.

8. The process of claim 1 , further comprising chemically reacting the polyisocyanate material with a polyol to form a polyurethane material.

9. The process of claim 8 , wherein the polyol includes a biorenewable polyol.

10. The process of claim 9 , wherein the polyol further includes ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, or a combination thereof.

11. The process of claim 1 , wherein chemically reacting the PHA material with the azide material includes forming acid azide molecules as an intermediate material, and wherein the acid azide molecules undergo a Curtius rearrangement to form the polyisocyanate material.

12. The process of 1 , wherein the azide material includes diphenylphosphoryl azide.

13. A process of forming a polyurethane material, the process comprising:

chemically reacting a polyhydroxyalkanoate (PHA) material having carboxylic-acid terminated side-chains with an azide material to form a polyisocyanate material; and

chemically reacting the polyisocyanate material with a polyol to form a polyurethane material.

14. The process of claim 13 , further comprising forming the PHA material having the carboxylic-acid terminated side-chains from a PHA material having hydroxyl-terminated side-chains.

15. The process of claim 14 , further comprising:

forming a PHA material having vinyl-terminated side-chains from a biorenewable vinyl-terminated fatty acid via a bacterial fermentation process; and

converting a vinyl group of a plurality of the vinyl-terminated side-chains to a hydroxyl group to form the PHA material having the hydroxyl-terminated side-chains.

16. The process of claim 15 , wherein the biorenewable vinyl-terminated fatty acid includes 10-undecenoic acid.

17. The process of claim 13 , wherein the polyol includes a biorenewable polyol.

18. The process of claim 17 , wherein the polyol further includes ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, or a combination thereof.

19. An acoustic dampening foam comprising:

a petroleum-based polyurethane material; and

a biorenewable polyurethane material formed by a process that includes:

chemically reacting a polyhydroxyalkanoate (PHA) material having carboxylic-acid terminated side-chains with an azide material to form a polyisocyanate material; and

chemically reacting the polyisocyanate material with a polyol to form the biorenewable polyurethane material.

20. The acoustic dampening foam of claim 19 , wherein the biorenewable polyurethane material is not less than 10 weight percent of the acoustic dampening foam.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 28, 2016
From: KING, SCOTT B.; KOBILKA, BRANDON M.; KUCZYNSKI, JOSEPH; WERTZ, JASON T.
To: INTERNATIONAL BUSINESS MACHINES CORPORATION
Reel/Frame 038116/0135 →
Continuity (1)
Related Publication 20170275412A1 · Sep 28, 2017