IP Library › Granted Patent US 7,381,834
Granted Patent B1
US 7,381,834 · App. 11/787,830 · Granted Jun 3, 2008

Method for stabilizing menthyl lactate

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,381,834
App. No.
11/787,830
Granted
Jun 3, 2008
Kind
B1
Abstract

A method for stabilizing menthyl lactate is disclosed. The method comprises combining water with a solution comprising menthyl lactate and a water-miscible organic solvent in amounts effective to precipitate menthyl lactate from the resulting aqueous mixture. The aqueous precipitation method is simple to practice, and it provides menthyl lactate having remarkably improved storage stability.

Claims (8)

1. A method comprising combining water with a solution comprising menthyl lactate and a water-miscible organic solvent in amounts effective to precipitate menthyl lactate from the resulting aqueous mixture, wherein the precipitation provides menthyl lactate having improved stability compared with that of an unprecipitated sample.

2. The method of claim 1 wherein menthyl lactate is isolated from the aqueous mixture as a powder or crystals.

3. The method of claim 1 wherein the water-miscible organic solvent is selected from the group consisting of methanol, ethanol, 1-propanol, isopropanol, acetone, propylene glycol, acetic acid, aqueous lactic acid, 1,2-dimethoxyethane, and mixtures thereof.

4. The method of claim 1 wherein the precipitation is performed at a temperature within the range of −10° C. to 40° C.

5. The method of claim 1 wherein the solution comprising menthyl lactate and the water-miscible organic solvent is saturated or nearly saturated.

6. The method of claim 1 wherein the concentration of menthyl lactate in the water-miscible organic solvent is within the range of 10 to 70 wt. %.

7. The method of claim 1 wherein the volume ratio of water to water-miscible organic solvent in the resulting aqueous mixture is within the range of 1:20 to 40:1.

8. The method of claim 1 wherein the solution comprising menthyl lactate and the water-miscible organic solvent is obtained by esterifying lactic acid with menthol in the presence of the water-miscible organic solvent.

Assignments (18)
RELEASE OF SECURITY INTEREST Recorded Feb 1, 2016
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: PINOVA HOLDINGS, INC; RENESSENZ LLC
Reel/Frame 037631/0376 →
CHANGE OF NAME Recorded May 9, 2011
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: RENESSENZ, LLC
Reel/Frame 026246/0863 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2011
From: MILLENNIUM SPECIALTY CHEMICALS INC.
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025619/0024 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0397 →
SECURITY AGREEMENT Recorded Dec 23, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 025562/0245 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0717 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0777 →
RELEASE OF SECURITY INTEREST Recorded Dec 23, 2010
From: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
Reel/Frame 025563/0798 →
SECURITY AGREEMENT Recorded May 19, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 024402/0727 →
SECURITY AGREEMENT Recorded May 18, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024397/0898 →
SECURITY AGREEMENT Recorded May 7, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 024351/0040 →
SECURITY AGREEMENT Recorded May 6, 2010
From: LYONDELLBASELL FLAVORS & FRAGRANCES, LLC
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 024342/0135 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: MILLENNIUM SPECIALTY CHEMICALS INC
Reel/Frame 024337/0090 →
RELEASE OF SECURITY INTEREST Recorded May 5, 2010
From: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
To: MILLENNIUM SPECIALTY CHEMICALS INC.
Reel/Frame 024337/0341 →
SECURITY AGREEMENT Recorded Oct 30, 2009
From: MILLENNIUM SPECIALTY CHEMICALS INC.
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 023449/0499 →
CORRECTIVE ASSIGNMENT TO CORRECT THE CONVEYING AND RECEIVING PARTIES, PREVIOUSLY RECORDED ON REEL 022520 FRAME 0804. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY AGREEMENT.. Recorded May 5, 2009
From: MILLENNIUM SPECIALTY CHEMICALS INC.
To: CITIBANK, N.A., AS ADMINISRATIVE AGENT AND COLLATERAL AGENT
Reel/Frame 022634/0303 →
SECURITY AGREEMENT Recorded Apr 9, 2009
From: CITIBANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: MILLENNIUM SPECIALTY CHEMICALS INC.
Reel/Frame 022520/0804 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 23, 2007
From: ERMAN, MARK B.; SNOW, JOE W.
To: MILLENNIUM SPECIALTY CHEMICALS, INC.
Reel/Frame 019358/0563 →