IP Library Granted Patent US 8,362,304
Granted Patent B2
US 8,362,304 · App. 12/460,225 · Granted Jan 29, 2013

Process for making glycol ether compositions useful for metal recovery

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Quick Facts
Patent No.
US 8,362,304
App. No.
12/460,225
Granted
Jan 29, 2013
Kind
B2
Abstract

Glycol ether compositions useful for metal recovery by froth flotation and processes for making the compositions are disclosed. In one process, dipropylene glycol methyl ether (DPM) is propoxylated to give a composition comprising 4 to 15 wt. % of DPM and at least 20 wt. % of tripropylene glycol methyl ether (TPM). In another process, the glycol ether composition is made from a distillation residue which comprises DPM, TPM, and a basic catalyst. Extraction of the residue with water to remove some of the basic catalyst is followed by propoxylated to give a composition which comprises less than 15 wt. % of DPM, at least 20 wt. % of TPM, and one or more PO-based glycols. In comparative froth tests, glycol ether compositions of the invention meet or exceed the performance of commercial frothers.

Claims (11)

1. A process which comprises:

(a) extracting a distillation residue comprising DPM, TPM, and at least 5 wt. % of a basic catalyst with water under conditions effective to provide an extracted residue comprising DPM, TPM, less than 15 wt. % of water, and less than 1 wt. % of the basic catalyst; and

(b) reacting the extracted residue from step (a) with propylene oxide in an amount effective to produce a glycol ether composition comprising 4 to 15 wt. % of DPM, at least 20 wt. % of TPM, and one or more PO-based glycols.

2. The process of claim 1 wherein the PO-based glycols are selected from the group consisting of propylene glycol, dipropylene glycol, tripropylene glycol, and mixtures thereof.

3. The process of claim 1 , wherein the DPM comprises one or more isomers.

4. The process of claim 1 , wherein the DPM comprises ARCOSOLV® DPM.

5. The process of claim 1 , wherein the basic catalyst comprises a catalyst selected from a group consisting of alkali metals, alkali metal hydroxides, alkali metal alkoxides, and double metal cyanide catalysts.

6. The process of claim 1 , further comprising removing the basic catalyst prior to the extracting.

7. The process of claim 1 , further comprising removing the basic catalyst, prior to the extracting, by water washing.

8. The process of claim 1 , wherein the reacting comprises a temperature within a range of 50° C. and 200° C.

9. The process of claim 1 , wherein the glycol ether composition is a frother.

Assignments (10)
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032123/0799 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: CITIBANK, N.A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032125/0296 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032137/0156 →
APPOINTMENT OF SUCCESSOR ADMINISTRATIVE AGENT Recorded Jan 23, 2014
From: UBS AG, STAMFORD BRANCH
To: BANK OF AMERICA, N.A.
Reel/Frame 032137/0639 →
RELEASE OF SECURITY INTEREST Recorded Jan 23, 2014
From: BANK OF AMERICA, N.A.
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 032138/0134 →
SECURITY AGREEMENT Recorded May 19, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 024402/0681 →
SECURITY AGREEMENT Recorded May 18, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 024397/0818 →
SECURITY AGREEMENT Recorded May 7, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: UBS AG, STAMFORD BRANCH, AS COLLATERAL AGENT
Reel/Frame 024342/0801 →
SECURITY AGREEMENT Recorded May 6, 2010
From: LYONDELL CHEMICAL TECHNOLOGY, L.P.
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT
Reel/Frame 024342/0421 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2009
From: FADAKAR, FARHAD; CHAN, ADAM
To: LYONDELL CHEMICAL TECHNOLOGY, L.P.
Reel/Frame 023000/0132 →