PROCESS FOR PREPARING (METH)ACRYLIC ESTERS OF FUNCTIONALIZED FURYL ALCOHOLS

• US 20160186220A1
• Filed: 12/18/2015
• Published: 06/30/2016
• Est. Priority Date: 12/22/2014
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: KALLER, Martin, FLECKENSTEIN, Christoph, BLANCHOT, Mathieu, BLANK, Benoit, STENGEL, Ulrik, MISSKE, Andrea, FLEISCHHAKER, Friederike, NAIR, Ritesh
• Granted Patent: US 9,938,548 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C07D 307/46 Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
• CPC Class Codes: C08F 220/282 and containing two or more oxygen atoms
• CPC Class Codes: C09D 133/14 of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C12P 17/04 containing a five-membered hetero ring, e.g. griseofulvin , vitamin C

Abstract

The invention relates to a process for preparing a compound of the formula (I),

in which R is H or C₁-C₆ alkyl,
by reaction of at least one compound of the formula (II)

in which R has the same definition as in the formula (I) and
in which R¹ is H, C₁-C₁₂ alkyl or C₃-C₁₂ cycloalkyl,
with a compound of the formula (III)

in which R² is H or C(O)R³,
in which R³ is H or C₁-C₁₂ alkyl,
in the presence of at least one enzyme suitable for transesterification.

Claims

1. A process for preparing a compound of the formula (I),

2. The process according to claim 1, where R is H or CH₃.

3. The process according to claim 1, where R is H.

4. The process according to claim 1, where R is CH₃.

5. The process according to claim 1, where R¹ is CH₃ or CH₂CH₃.

6. The process according to claim 1, where R² is H.

7. The process according to claim 1, where a hydrolase (EC 3.-.-.-) is used as enzyme.

8. The process according to claim 1, where a lipase (EC 3.1.1.-) is used as enzyme.

9. The process according to claim 1, where the at least one compound of the formula (II) and the compound of the formula (III) are used in a molar ratio of 5:

1 to 15;

1.

10. The process according to claim 1, where the process is carried out at temperatures in the range from 20 to 60°

C.

13. A process for preparing a dispersion, which process comprises the step of adding a compound of the formula (I) according to claim 1 or a compound of the formula (Ia) according to claim 11 as a monomer or comonomer.

14. A dispersion prepared according to claim 13, which is used for a coating, more particularly a coating in the automobile sector, an industrial coating, or a coating in the construction of buildings, as an adhesive, as a solid or liquid printing ink, or in cosmetics.

15. Thermally curable, radiation-curable and/or dual-cure-curable poly(meth)acrylates, more particularly dual-cure-curable coating compositions, which comprise a compound of the formula (I) according to claim 1 or a compound of the formula (Ia) according to claim 11 as a reactive diluent.

16. A process for preparing a crosslinkable copolymer, which process comprises the step of adding a compound of the formula (I) according to claim 1 or a compound of the formula (Ia) according to claim 11.

11. A compound of the formula (Ia),

12. The compound according to claim 11, where R is CH₃.