IP Library Granted Patent US 6,838,577
Granted Patent B2
US 6,838,577 · App. 10/344,641 · Granted Jan 4, 2005

Processes for the manufacture of lactones

Assignee: Union Carbide Chemicals & Plastics Technology Corporation
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Quick Facts
Patent No.
US 6,838,577
App. No.
10/344,641
Granted
Jan 4, 2005
Kind
B2
Abstract

Processes are disclosed for the manufacture of lactones, e.g., caprolactone, from hydoxy acids, e.g., 6-hydroxycaproic acid. The reaction is conducted over a suitable catalyst in the presence of water.

Claims (12)

1. A process for the manufacture of a lactone, comprising:

(i) passing a feedstream comprising a reactive hydroxy acid having from about 4 to 10 carbon atoms per molecule in a vapor phase to a reaction zone containing a catalyst at conditions effective to convert the hydroxy acid to its corresponding lactone and water;

(ii) withdrawing from the reaction zone a product stream comprising the lactone and water characterized in that the feedstream comprising an effective amount of water vapor to enhance the conversion.

2. The process of claim 1 wherein the feedstream comprises from about 20 to 90 weight percent water vapor based on the total weight of water vapor and hydroxy acid.

3. The process of claim 2 wherein the feedstream comprising from about 50 to 90 weight percent water vapor based on the total weight of water vapor and hydroxy acid.

4. The process of claim 1 wherein the catalyst is a heterogeneous oxide catalyst.

5. The process of claim 4 wherein the catalyst comprises silica, alumina, or mixtures thereof.

6. The process of claim 4 wherein the catalyst comprises a Group I metal oxide or a Group II metal oxide or mixtures thereof.

7. The process of claim 1 further comprising removing at least a portion of the water from the product stream and recycling the water to the reaction zone.

8. The process of claim 1 wherein the hydroxy acid is selected from the group consisting of 5-hydroxy valeric acid, 5 hydroxy 4-methyl valeric acid, 5-hydroxy 2-methyl valeric acid, and 6-hydroxycaproic acid and mixtures thereof.

9. The process of claim 1 wherein the lactone is selected from the group consisting of delta-valerolactone, delta-caprolactone, ε-caprolactone, and mixtures thereof.

10. The process of claim 1 wherein the hydroxy acid is 6-hydroxycaproic acid and the lactone is ε-caprolactone.

Assignments (5)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME PREVIOUSLY RECORDED AT REEL: 036824 FRAME: 0777. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Oct 6, 2016
From: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY LLC
To: BLUE CUBE IP LLC
Reel/Frame 040248/0989 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2015
From: UNION CARBIDE CHEMICALS & PLASTICE TECHNOLOGY LLC
To: BLUE CUBE IP LLC
Reel/Frame 036824/0777 →
CHANGE OF NAME Recorded Feb 4, 2015
From: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY CORPORATION
To: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY LLC
Reel/Frame 034893/0548 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 1, 2014
From: GALLEY, RICHARD A.
To: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY CORPORATION
Reel/Frame 033446/0876 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 24, 2004
From: GALLEY, RICHARD A.
To: UNION CARBIDE CHEMICALS & PLASTICS ET AL
Reel/Frame 016017/0514 →
Continuity (2)
Provisional Application 6022753700 · Aug 24, 2000
Related Publication 20040034238A1 · Feb 19, 2004