IP Library Granted Patent US 10,189,783
Granted Patent B2
US 10,189,783 · App. 15/535,832 · Granted Jan 29, 2019

Polyfunctional compounds

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,189,783
App. No.
15/535,832
Granted
Jan 29, 2019
Kind
B2
Abstract

The present invention relates to a an imide compound according to anyone of formulas Ia, Ib, Ic, or Ie wherein R1 is H or a C1-C20 optionally substituted hydrocarbon group; both R2 and R5 are a COOH group or one of R2 and R5 is a COOH group while the other substituent is H, methyl or ethyl group; R3 and R4 are independently H, or C1-C20 optionally substituted hydrocarbon group; R6 is H or a methyl group; R7 and R8 are independently H, methyl or ethyl.

Claims (34)

1. An imide compound according to any one of formulas Ia, Ib, Ic, Id or Ie:

wherein R 1 is H, methyl, hydroxymethyl, 1-hydroxyethyl, isopropyl, sec-butyl, 2-methyl-propyl, 2(methylthio)ethyl, benzyl, tolyl, parahydroxytolyl, or an organic fragment of an amino acid selected from the group consisting of arginine, histidine, lysine, aspartic acid, glutamic acid, serine, threonine, asparagine, glutamine, cysteine, selenocysteine, glycine, proline, alanine, valine, isoleucine, methionine, phenylalanine, tyrosine and tryptophan;

both R 2 and R 5 are a COOH group or one of R 2 and R 5 is a COOH group while another of R 2 and R 5 is H, methyl or an ethyl group;

R 3 and R 4 are independently H or a C1-C20 hydrocarbon group;

R 6 is H or a methyl group; and

R 7 and R 8 are independently H, methyl or ethyl.

2. The compound according to claim 1 , wherein R 6 is a methyl group.

3. The compound according to claim 1 , wherein R 1 is selected from H, methyl, hydroxymethyl, 1-hydroxyethyl, isopropyl, sec-butyl, 2-methyl-propyl, 2(methylthio)ethyl, benzyl, tolyl and parahydroxytolyl.

4. The compound according to claim 1 , wherein R 1 is selected from H and benzyl.

5. The compound according to claim 1 , wherein one of R 2 and R 5 is a COOH group, while another of R 2 and R 5 is H, methyl or an ethyl group.

6. The compound according to claim 1 , wherein one of R 2 and R 5 is a COOH group, while another of R 2 and R 5 is methyl.

7. The compound according to claim 1 , wherein R 3 and/or R 4 is H.

8. A polyester prepared from a compound according to claim 1 .

9. A polyester comprising a compound according to claim 1 .

10. A resin composition comprising at least one compound according to claim 1 .

11. An alkyd resin composition comprising:

(a) 1-60 wt % of a compound according to claim 1 ;

(b) 10-40 wt % of an alcohol having a number average hydroxyl functionality ≥2.0; and

(c) 30-70 wt % of fatty acids and/or vegetable oils, wherein

the wt % is determined relative to total of weight of compounds (a), (b), and (c).

12. An alkyd resin obtained by polycondensation of an alkyd resin composition according to claim 11 .

13. A coating obtained by applying a layer of the alkyd resin according to claim 12 on an object followed by curing of the layer.

14. A process of making a polymer or a resin composition using a compound according to claim 1 .

15. An object containing coating layers obtained by application of the alkyd resin according to claim 12 followed by curing.

16. An alkyd emulsion comprising an alkyd resin according to claim 12 , wherein the alkyd emulsion is water borne.

17. A resin for powder coatings, wherein said resin composition comprises

(a′) 1-85 wt % of a compound according to anyone of formulas Ia, Ib, Ic, Id or Ie, as claimed in claim 1 ,

(b′) 10-60 wt % of a diol, and

(c′) 0-80 wt % of a diacid, wherein

the wt % are calculated relative to the total weight of compounds (a′), (b′), and (c′).

18. A resin powder coatings prepared from a resin composition according to claim 17 .

19. A thermosetting powder comprising a resin according to claim 18 .

20. A powder coating derived upon partial or full cure of a thermosetting powder according to claim 19 .

21. A substrate having coated and cured thereon a thermosetting powder according to claim 19 .

Assignments (4)
CHANGE OF CORPORATE ADDRESS Recorded Mar 30, 2022
From: COVESTRO (NETHERLANDS) B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 059546/0570 →
CHANGE OF NAME Recorded Jul 2, 2021
From: MS HOLDING B.V.
To: COVESTRO (NETHERLANDS) B.V.
Reel/Frame 056756/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2021
From: DSM IP ASSETS B.V.
To: MS HOLDING B.V.
Reel/Frame 056726/0106 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2018
From: KONING, CORNELIS EME; BUIJSEN, PAULUS FRANCISCUS ANNA; LANSBERGEN, ADRIANUS JOZEPHUS HENDRICUS; PAPEGAAIJ, ALWIN; HAYDEN, DOUGLAS
To: DSM IP ASSETS B.V.
Reel/Frame 044765/0516 →