IP Library Granted Patent US 8,669,393
Granted Patent B2
US 8,669,393 · App. 12/966,783 · Granted Mar 11, 2014

Adipic acid compositions

Inventors: Thomas R. Boussie (Menlo Park, CA); Eric L. Dias (Belmont, CA); Zachary M. Fresco (Redwood City, CA); Vincent J. Murphy (San Jose, CA); James Shoemaker (Gilroy, CA); Raymond Archer (Sunnyvale, CA); Hong Jiang (Palo Alto, CA)
Assignee: Rennovia, Inc.
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Quick Facts
Patent No.
US 8,669,393
App. No.
12/966,783
Granted
Mar 11, 2014
Kind
B2
Abstract

Disclosed are compositions of matter comprising an adipic acid product of formula (1) wherein R is independently a salt-forming ion, hydrogen, hydrocarbyl, or substituted hydrocarbyl, and at least one constituent selected from the group consisting of formula (2) wherein R is as defined above and each of R1 is, independently, H, OH, acyloxy or substituted acyloxy provided, however, that at least one of R1 is OH, and formula (3) wherein R is as above defined and R1 is OH, acyloxy or substituted acyloxy. Also disclosed are compositions of matter comprising at least about 99 wt % adipic acid and least two constituents selected from the group consisting of formula (2) and formula (3), above.

Claims (23)

1. A composition comprising an adipic acid product of formula (1)

wherein R is independently a salt-forming ion, hydrogen, hydrocarbyl, or substituted hydrocarbyl, and at least two different compounds each selected from the group consisting of formula (2)

wherein R is as defined above, R 1 is H, OH, acyloxy or substituted acyloxy provided, however, at least one or R 1 is OH, and formula (3)

wherein R is as defined above and R 1 is H, OH, acyloxy or substituted acyloxy.

2. The composition of claim 1 comprising at least about 99 wt % adipic acid or a salt thereof and up to about 1 wt % of at least one compound of formula (2).

3. A composition comprising at least about 99 wt % adipic acid and up to about 1 wt % of at least one compound selected from the group consisting of formula (2)

wherein R is independently a salt-forming ion, hydrogen, hydrocarbyl, or substituted hydrocarbyl, R 1 is H, OH, acyloxy or Substituted acyloxy provided, however, at least one of R 1 is OH selected and formula (3)

wherein R is as above defined and R 3 is H, OH, acyloxy or substituted acyloxy.

4. The composition of claim 1 comprising at least about 99 wt % adipic acid and tip to about 1 wt % of at least two compounds each selected from the group consisting of formula (2) and formula (3).

5. The composition of claim 1 wherein each R of formulas (1), (2), and (3) is independently a salt-forming ion, hydrogen, hydrocarbyl containing 1 to 18 carbon atoms, or substituted hydrocarbyl containing 1 to 18 carbon atoms.

6. The composition of claim 5 wherein the hydrocarbyl containing 1 to 18 carbon atoms is selected from the group consisting of alkyl, alkylene, alkoxy, alkylamino, thioalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, N-heterocyclyl, heterocyclylalkyl, aryl, aralkyl heteroaryl, N-heteroaryl, and heteroarylalkyl.

7. The composition of claim 5 wherein the substituted hydrocarbyl containing 1 to 18 carbon atoms is selected from the group consisting of substituted alkyl and substituted cycloalkyl.

8. The composition of claim 1 wherein the salt-forming ion is selected from the group consisting of ammonium ions, alkali metal ions, and alkaline earth metal ions.

9. The composition of claim 1 wherein each R of formulas (1), (2), and (3) is independently hydrogen or a salt-forming ion selected from the group consisting of ammonium ions, alkali metal ions, and alkaline earth metal ions.

10. The composition of claim 1 wherein each R of formulas (1), (2), and (3) is independently hydrogen.

11. The composition of claim 1 wherein each R 1 of formulas (1), (2), and (3) is independently hydrogen or OH.

12. The composition of claim 3 wherein each R of formulas (2) and (3) is independently a salt-forming ion, hydrogen, hyrocarbyl containing 1 to 18 carbon atoms, or substituted hydrocarbyl containing 1 to 18 carbon atoms.

13. The composition of claim 12 wherein the hydrocarbyl containing 1 to 18 carbon atoms is selected from the group consisting of alkyl, alkylene, alkoxy, alkylamino, thioalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, N-heterocyclyl, heterocyclylalkyl, aryl, aralkyl heteroaryl, N-heteroaryl, and heteroarylalkyl.

14. The composition claim 12 wherein the substituted hydrocarbyl containing 1 to 18 carbon atoms is selected from the group consisting of substituted alkyl and substituted cycloalkyl.

15. The composition of claim 3 wherein the salt-forming son is selected from the group consisting of ammonium ions, alkali metal ions, and alkaline earth metal ions.

16. The composition of claim 3 wherein each R of formulas (2) and (3) is independently hydrogen or a salt-forming ion selected from the group consisting of ammonium ions, alkali metal ions, and alkaline earth metal ions.

17. The composition of claim 3 wherein each R of formula (2) and (3) is independently hydrogen.

18. The composition of claim 3 wherein each R 1 of formulas (2) and (3) is independently hydrogen or OH.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 21, 2018
From: RENNOVIA INC.
To: ARCHER-DANIELS-MIDLAND COMPANY
Reel/Frame 045385/0614 →
RELEASE OF SECURITY INTEREST Recorded Feb 15, 2018
From: PACIFIC WESTERN BANK
To: RENNOVIA INC.
Reel/Frame 044946/0264 →
SECURITY INTEREST Recorded Jan 23, 2018
From: RENNOVIA INC.
To: PACIFIC WESTERN BANK
Reel/Frame 044703/0960 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2011
From: BOUSSIE, THOMAS R.; DIAS, ERIC L.; FRESCO, ZACHARY M.; MURPHY, VINCENT J.; SHOEMAKER, JAMES; ARCHER, RAYMOND; JIANG, HONG
To: RENNOVIA, INC.
Reel/Frame 025870/0958 →
Continuity (3)
Continuation In Part 12814188 · Jun 11, 2010
Provisional Application 61311190 · Mar 5, 2010
Related Publication 20110218318A1 · Sep 8, 2011