IP Library Granted Patent US 9,428,631
Granted Patent B2
US 9,428,631 · App. 14/423,197 · Granted Aug 30, 2016

Iron-based accelerator for curing resins

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Quick Facts
Patent No.
US 9,428,631
App. No.
14/423,197
Granted
Aug 30, 2016
Kind
B2
Abstract

Accelerator solution suitable for forming a redox system with peroxides, comprising (i) an iron compound selected from iron carboxylates, iron 1,3-dioxo complexes, and iron dicylcopentadienyl complexes, (ii) a compound of a second transition metal; the weight ratio of iron:second transition metal being in the range 3:1 to 200:1, with the proviso that the accelerator solution is essentially free of ascorbic acid.

Claims (32)

1. An accelerator solution suitable for forming a redox system with peroxides, comprising:

an iron compound selected from the group consisting of iron carboxylates, iron 1,3-dioxo complexes, and iron dicylcopentadienyl complexes,

(ii) a compound of a second transition metal; the weight ratio of iron:second transition metal being in the range of 3:1 to 200:1, and

(iii) a solvent selected from the group consisting of diethyl phosphate, dibutyl phosphate, tributyl phosphate, triethyl phosphate, and dibutyl phosphite,

wherein the second transition metal is Co or Mn, and

with the proviso that the accelerator solution contains less than 1 wt % of ascorbic acid.

2. The accelerator solution according to claim 1 , wherein the iron compound is present in the solution, determined as metal, in an amount of 50-5000 mmol/l.

3. The accelerator solution according to claim 1 , wherein the second transition metal is present in the solution in an amount of 10-1000 mmol/l.

4. The accelerator solution according to claim 1 , further comprising an alkali or alkaline earth metal compound, a second phosphorous-containing compound, and/or a 1,3-diketone.

5. A two component composition comprising a first component and a second component, the first component comprising a pre-accelerated resin composition comprising

(i) a curable resin,

(ii) an iron compound selected from the group consisting of iron carboxylates, iron 1,3-dioxo complexes, and iron dicyclopentadienyl complexes,

(iii) a compound of a second transition metal; the weight ratio of iron:second transition metal being in the range of 3:1 to 200:1,

wherein the second transition metal is Co or Mn, and

(iv) a solvent selected from the group consisting of diethyl phosphate, dibutyl phosphate, tributyl phosphate, triethyl phosphate, and dibutyl phosphite,

with the proviso that the pre-accelerated resin contains less than 0.01 wt % of ascorbic acid, and

the second component comprises a peroxide selected from the group consisting of organic hydroperoxides, ketone peroxides, peroxycabonates, and peroxyesters.

6. The two-component composition according to claim 5 , wherein the iron compound is present in the pre-accelerated resin, determined as metal, in an amount of 1-75 mmol/kg resin.

7. The two-component composition according to claim 5 , wherein the second transition metal is present in the pre-accelerated resin, determined as metal, in an amount of 0.005-0.5 mmol/kg resin.

8. The two-component composition according to claim 5 , wherein the pre-accelerated resin further comprises an alkali or alkaline earth metal compound, a second phosphorous-containing compound, and/or a 1,3-diketone.

9. The two-component composition according to claim 5 , wherein the curable resin is an unsaturated polyester resin, a vinyl ester resin, or a (meth)acrylate resin.

10. A pre-accelerated resin composition comprising:

(i) a curable resin,

(ii) an iron compound selected from the group consisting of iron carboxylates, iron 1,3-dioxo complexes, and iron dicyclopentadienyl complexes,

(iii) a compound of a second transition metal; the weight ratio of iron:second transition metal being in the range of 3:1 to 200:1,

wherein the second transition metal is Co or Mn, and

(iv) a solvent selected from the group consisting of diethyl phosphate, dibutyl phosphate, tributyl phosphate, triethyl phosphate, and dibutyl phosphite,

with the proviso that the pre-accelerated resin contains less than 0.01 wt % of ascorbic acid.

11. The pre-accelerated resin composition according to claim 10 , wherein the iron compound is present in the pre-accelerated resin, determined as metal, in an amount of 1-75 mmol/kg resin.

12. The pre-accelerated resin composition according to claim 10 , wherein the second transition metal is present in the pre-accelerated resin, determined as metal, in an amount of 0.005-0.5 mmol/kg resin.

13. The pre-accelerated resin composition according to claim 10 , wherein the pre-accelerated resin further comprises an alkali or alkaline earth metal compound, a second phosphorous-containing compound, and/or a 1,3-diketone.

14. The pre-accelerated resin composition according to claim 10 , wherein the curable resin is an unsaturated polyester resin, a vinyl ester resin, or a (meth)acrylate resin.

Assignments (4)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 23, 2015
From: TALMA, AUKE GERARDUS; KOERS, FREDERIK WILLEM KAREL; REIJNDERS, JOHANNES MARTINUS GERARDUS MARIA
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 035004/0034 →