IP Library Granted Patent US 9,469,715
Granted Patent B2
US 9,469,715 · App. 14/654,665 · Granted Oct 18, 2016

Method for producing formaldehyde/CO

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Quick Facts
Patent No.
US 9,469,715
App. No.
14/654,665
Granted
Oct 18, 2016
Kind
B2
Abstract

The invention relates to a method for producing non-alternating formaldehyde/CO2 copolymers, said method comprising the step of reacting formaldehyde or a compound that releases formaldehyde with carbon dioxide in the presence of a catalyst system. Said method is characterized in that the catalyst system comprises a Lewis acid component and a basic component, the Lewis acid component being at least temporarily coordinatively unsaturated under reaction conditions and the basic component having a pKb value of >=0.

Claims (19)

1. A process for preparing nonalternating formaldehyde/CO 2 copolymers, the process comprising the step of reacting formaldehyde or a formaldehyde-releasing compound with carbon dioxide in the presence of a catalyst system, wherein the catalyst system comprises a Lewis-acidic metal component selected from the group consisting of boron, tin, zinc, copper, bismuth, molybdenum, tungsten, vanadium, and combinations thereof, and a basic component with a pK b of ≧0, wherein the catalyst system takes the form of a frustrated Lewis pair, and the Lewis-acidic component under reaction conditions is at least intermittently coordinatively unsaturated.

2. The process as claimed in claim 1 , wherein the basic component is selected from the group consisting of alkali metal carbonates, alkali metal carboxylates, 1,4-diazabicyclo[2.2.2]octane (DABCO), 4-(dimethylamino)pyridine (DMAP), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), 2,6-lutidine, N-heterocyclic carbenes, trimesitylphosphine, and combinations thereof.

3. The process as claimed in claim 1 , wherein the Lewis-acidic component is in a molar ratio of 1:100 000 to 1:10 relative to formaldehyde or the formaldehyde equivalents present in the formaldehyde-releasing compound.

4. The process as claimed in claim 1 , wherein the basic component is in a molar ratio of 1:100 000 to 1:1 relative to formaldehyde or the formaldehyde equivalents present in the formaldehyde-releasing compound.

5. The process as claimed in claim 1 , wherein the molar ratio of Lewis-acidic component to basic component is 1:2000 to 10:1.

6. The process as claimed in claim 1 , wherein the resulting nonalternating formaldehyde/CO2 copolymer is stabilized by addition of epoxides.

7. The process as claimed in claim 1 , wherein the resulting nonalternating formaldehyde/CO 2 copolymer is stabilized by addition of cyclic acetals.

8. The process as claimed in claim 1 , wherein the resulting nonalternating formaldehyde/CO 2 copolymer is stabilized by addition of carboxylic anhydrides.

9. The process as claimed in claim 1 , wherein the resulting nonalternating formaldehyde/CO 2 copolymer is stabilized by addition of organic carbonates.

10. The process as claimed in claim 1 , wherein the resulting nonalternating formaldehyde/CO 2 copolymer is stabilized by addition of organic isocyanates.

11. A nonalternating formaldehyde/CO 2 copolymer obtained by a process as claimed in claim 1 , having a molar ratio of formaldehyde units to CO 2 units between >1:1 and 30:1, and a number-average molecular weight of 400 to 5000 g/mol.

12. A copolymer as claimed in claim 11 , having an average of 1 to 50 OH groups per polymer chain.

13. A process for preparing nonalternating formaldehyde/CO 2 copolymers, the process comprising reacting formaldehyde or a formaldehyde-releasing compound with carbon dioxide in the presence of a catalyst system, wherein

the catalyst system comprises a Lewis-acidic component, and a basic component with a pK b of ≧0, wherein the catalyst system takes the form of a frustrated Lewis pair, and the formaldehyde/CO 2 copolymer has a molar ratio of formaldehyde units to CO 2 units between >1:1 and 30:1, and a number-average molecular weight of 400 to 5000 g/mol.

14. The process as claimed in claim 11 , wherein the formaldehyde/CO 2 copolymer has an average of 1 to 50 OH groups per polymer chain.

15. The process as claimed in claim 11 , wherein the Lewis-acidic component comprises a metal selected from the group of boron, tin, bismuth, zinc, copper, molybdenum, tungsten, vanadium, and any one combination thereof.

16. The process as claimed in claim 1 , wherein the formaldehyde/CO 2 copolymer exhibits a carbonyl band in an IR spectrum at 1730 to 1780 cm −1 .

17. The process as claimed in claim 13 , wherein the formaldehyde/CO 2 copolymer exhibits a carbonyl band in an IR spectrum at 1730 to 1780 cm −1 .

18. The copolymer as claimed in claim 11 exhibits a carbonyl band in an IR spectrum at 1730 to 1780 cm −1 .

Assignments (2)
CHANGE OF NAME Recorded Apr 5, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038358/0387 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2015
From: MÜLLER, THOMAS ERNST; GÜRTLER, CHRISTOPH; VOGT, HENNING; KRAUTSCHICK, MARIO; LEITNER, WALTER
To: BAYER MATERIALSCIENCE AG
Reel/Frame 036155/0599 →