IP Library Granted Patent US 8,242,231
Granted Patent B2
US 8,242,231 · App. 13/130,010 · Granted Aug 14, 2012

Method for recycling amine catalyst in interfacial polycarbonate manufacturing process

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Quick Facts
Patent No.
US 8,242,231
App. No.
13/130,010
Granted
Aug 14, 2012
Kind
B2
Abstract

The present invention relates to an improved process for recycling a coupling catalyst, preferably an amine catalyst in an interfacial polycarbonate manufacturing process. Specifically, the amine catalyst is recycled in an acidic wash water solution.

Claims (16)

1. An interfacial process for producing a polycarbonate resin from a dihydric phenol, a carbonate precursor, and a monophenolic chain terminator using an amine coupling catalyst which process comprises the steps of:

(a) reacting the carbonate precursor and the dihydric phenol using a two-phase reaction mixture to form carbonate oligomers; the reaction mixture comprising an aqueous, alkaline phase and an immiscible organic phase, with the carbonate precursor being dissolved in an organic phase and a salt of the dihydric phenol and a salt of the monophenolic chain terminator dissolved in the aqueous phase;

(b) subsequently polymerizing the carbonate oligomers in the presence of a coupling catalyst to form a polycarbonate resin;

(c) separating the aqueous and organic phases; wherein the organic phase comprises the coupling catalyst and polycarbonate resin;

(d) treating the separated organic phase with an acidic wash water solution to remove amine coupling agent by forming a salt of the coupling catalyst which is soluble in the acidic wash water solution;

(e) recovering the polycarbonate resin;

wherein the improvement comprises

(i) treating the acidic wash water solution comprising the salt of the coupling catalyst with a basic material to adjust the solution pH to at least 12 producing an alkaline wash water solution comprising the coupling catalyst; and

(ii) recycling said alkaline wash water solution comprising the coupling catalyst back into the polymerization step (b).

2. The process according to claim 1 wherein the amine coupling catalyst is a tertiary amine.

3. The process of claim 2 wherein the amine coupling catalyst is triethylamine.

4. The process of claim 1 wherein the dihydric phenol is bisphenol-A; the carbonate precursor is phosgene; the monophenolic chain terminator is phenol, para-t-butyl phenol, p-cumyl phenol, or para-t-octyl phenol; and the amine coupling catalyst is triethyl amine.

5. The process of claim 1 further comprising a branching agent providing a branched polycarbonate resin.

6. The process of claim 1 wherein the basic material is a caustic solution.

7. A polycarbonate resin produced by the process of claim 1 or 6 .

8. A branched polycarbonate resin produced by the process of claim 5 .

Assignments (9)
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT REEL 036303, FRAME 0749 Recorded Sep 6, 2017
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: TRINSEO EUROPE GMBH
Reel/Frame 043773/0059 →
PATENT SECURITY AGREEMENT Recorded Aug 6, 2015
From: TRINSEO EUROPE GMBH
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 036303/0749 →
CHANGE OF NAME Recorded Jun 25, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036024/0806 →
CHANGE OF NAME Recorded Jun 12, 2015
From: STYRON EUROPE GMBH
To: TRINSEO EUROPE GMBH
Reel/Frame 036007/0670 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2011
From: STYRON LLC
To: STYRON EUROPE GMBH
Reel/Frame 026478/0469 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2011
From: JUEPTNER, GUENTER A.
To: DOW DEUTSCHLAND GMBH & CO. OHG
Reel/Frame 026478/0787 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2011
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 026452/0272 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2011
From: DOW GLOBAL TECHNOLOGIES INC.
To: STYRON LLC
Reel/Frame 026452/0330 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2011
From: DOW DEUTSCHLAND GMBH & CO. OHG
To: THE DOW CHEMICAL COMPANY
Reel/Frame 026464/0364 →