IP Library Granted Patent US 7,659,425
Granted Patent B2
US 7,659,425 · App. 11/356,334 · Granted Feb 9, 2010

Process for preparing hydroxyalkyl(meth) acrylates using Lewis acid catalysts

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Quick Facts
Patent No.
US 7,659,425
App. No.
11/356,334
Granted
Feb 9, 2010
Kind
B2
Abstract

The present invention relates to a process for preparing hydroxyalkyl (meth)acrylates by reacting at least one compound A which contains at least one epoxide group with at least one compound B which contains at least one carboxylic acid group, wherein A and/or B also contains at least one (meth)acrylate group, in the presence of Lewis acid catalysts, each of which contains at least one directly bonded di(cyclo)alkylamino group.

Claims (19)

1. A process for preparing a hydroxyalkyl (meth)acrylate which comprises reacting at least one compound A which contains at least one epoxide group with at least one compound B which contains at least one carboxylic acid group, wherein A and/or B also contains at least one (meth)acrylate group, in the presence of a Lewis acid catalyst which contains at least one directly bonded di(cyclo)alkylamino group.

2. The process of claim 1 wherein 0.05 to 5.0 wt. %, based on the weight of A and B, of a Lewis acid catalyst is used.

3. The process of claim 1 wherein 0.1 to 1.0 wt. %, based on the weight of A and B, of a Lewis acid catalyst is used.

4. The process of claim 1 wherein 0.1 to 0.5 wt. %, based on the weight of A and B, of a Lewis acid catalyst is used.

5. The process of claim 1 wherein the Lewis acid catalyst comprises a boron, aluminium, zirconium and/or silicon compound which contains at least one directly bonded di(cyclo)alkylamino group.

6. The process of claim 1 wherein compound A comprises glycidyl methacrylate and/or glycidyl acrylate.

7. The process of claim 1 wherein compound B comprises acrylic acid and/or methacrylic acid.

8. The process of claim 6 wherein compound B comprises acrylic acid and/or methacrylic acid.

9. The process of claim 1 wherein compound A comprises glycidyl methacrylate and compound B comprises acrylic acid.

10. The process of claim 1 wherein the Lewis acid comprises a boron compound which contains at least one directly bonded di(cyclo)alkylamino group.

11. The process of claim 6 wherein the Lewis acid catalyst comprises a boron compound which contains at least one directly bonded di(cyclo)alkylamino group.

12. The process of claim 7 wherein the Lewis acid catalyst comprises a boron compound which contains at least one directly bonded di(cyclo)alkylamino group.

13. The process of claim 8 wherein the Lewis acid catalyst comprises a boron compound which contains at least one directly bonded di(cyclo)alkylamino group.

14. The process of claim 9 wherein the Lewis acid catalyst comprises a boron compound which contains at least one directly bonded di(cyclo)alkylamino group.

15. The process of claim 1 the Lewis acid catalyst comprises tris-(dimethylamino)-borane.

16. The process of claim 6 the Lewis acid catalyst comprises tris-(dimethylamino)-borane.

17. The process of claim 7 the Lewis acid catalyst comprises tris-(dimethylamino)-borane.

18. The process of claim 8 the Lewis acid catalyst comprises tris-(dimethylamino)-borane.

19. The process of claim 9 the Lewis acid catalyst comprises tris-(dimethylamino)-borane.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2018
From: ALLNEX HOLDING INTERNATIONAL B.V.
To: ALLNEX NETHERLANDS B.V.
Reel/Frame 047249/0918 →
MERGER Recorded Apr 26, 2018
From: ALLNEX IP S.A.R.L.
To: ALLNEX HOLDING INTERNATIONAL B.V.
Reel/Frame 046022/0610 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2014
From: BAYER INTELLECTUAL PROPERTY GMBH
To: ALLNEX IP S.À.R.L.
Reel/Frame 032596/0555 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR APPLICATION NUMBER PREVIOUSLY RECORDED ON REEL 032192 FRAME 0464. ASSIGNOR(S) HEREBY CONFIRMS THE BAYER MATERIALSCIENCE LLC SHOULD BE BAYER MATERIALSCIENCE AG; 08137403 SHOULD BE 08101518. Recorded Feb 13, 2014
From: BAYER MATERIALSCIENCE AG
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 032272/0012 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 11, 2014
From: BAYER MATERIALSCIENCE LLC
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 032192/0464 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 16, 2006
From: WEIKARD, JAN; GURTLER, CHRISTOPH
To: BAYER MATERIALSCIENCE AG
Reel/Frame 017597/0078 →