IP Library Granted Patent US 7,414,147
Granted Patent B2
US 7,414,147 · App. 10/580,840 · Granted Aug 19, 2008

Method for producing glycerol carbonate methacrylate

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Quick Facts
Patent No.
US 7,414,147
App. No.
10/580,840
Granted
Aug 19, 2008
Kind
B2
Abstract

The invention relates to a method for producing glycerol carbonate methacrylate in the presence of metal-chelate catalysts of the metal ion-1,3-diketonate type.

Claims (14)

1. A process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, comprising:

transesterifying methyl methacrylate with glycerol carbonate in the presence of stabilizers and a metal chelate catalyst of the metal ion 1,3-diketonate type,

precipitating the catalyst, and

separating off a filtrate.

2. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 1 wherein the metal chelate catalyst is zirconium acetylacetonate.

3. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 1 wherein the transesterifying methyl methacrylate with glycerol carbonate takes place at 50-80° C.

4. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 3 , wherein the transesterifying methyl methacrylate with glycerol carbonate takes place at 70° C.

5. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 2 wherein zirconium acetylacetonate comprises 0.1-5.0% by weight, based on the total weight of the batch.

6. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 5 wherein zirconium acetylacetonate comprises 1.0-3.0% by weight, based on the total weight of the batch.

7. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 1 wherein an amount of crosslinker formed during the preparation is less than 5% by weight.

8. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 1 comprising stabilizers in amounts of 0.01-0.50% by weight.

9. The process for preparing (2-oxo-1,3-dioxolan-4-yl)methyl methacrylate, according to claim 7 wherein the amount of crosslinker formed during the preparation is less than 3% by weight.

10. The process according to claim 1 , wherein the precipitating the catalyst comprises adding dilute phosphoric acid.

11. The process according to claim 1 , wherein the separating off the filtrate comprises passing a suspension of a precipitated mixture through a pressure filter.

Assignments (7)
CHANGE OF NAME Recorded Mar 20, 2020
From: EVONIK RÖHM GMBH
To: RÖHM GMBH
Reel/Frame 052194/0462 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2020
From: RÖHM GMBH
To: EVONIK OIL ADDITIVES GMBH
Reel/Frame 052194/0550 →
MERGER Recorded Mar 20, 2020
From: EVONIK OIL ADDITIVES GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 052195/0001 →
CHANGE OF NAME Recorded Mar 20, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052195/0226 →
CHANGE OF ENTITY Recorded Feb 25, 2010
From: ROHM GMBH & CO. KG
To: ROHM GMBH
Reel/Frame 023998/0760 →
CHANGE OF NAME Recorded Feb 25, 2010
From: ROHM GMBH
To: EVONIK ROHM GMBH
Reel/Frame 023998/0789 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2008
From: SCHMITT, BARDO; CASPARI, MAIK
To: ROEHM GMBH & CO. KG
Reel/Frame 020708/0940 →