IP Library Granted Patent US 10,407,592
Granted Patent B2
US 10,407,592 · App. 15/760,320 · Granted Sep 10, 2019

Curable polymers

Inventors: Sadik Amajjahe (Düsseldorf, DE); Frauke Henning (Essen, DE); Wilfried Knott (Essen, DE); Horst Dudzik (Essen, DE); Gabriele Platte (Castrop-Rauxel, DE); Florian Gaber (Mülheim an der Ruhr, DE); Hardi Döhler (Essen, DE)
Assignee: Evonik Degussa GmbH
C09D183/06C08G77/08C08G77/14C08G77/38C08G77/16C08G77/20
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Quick Facts
Patent No.
US 10,407,592
App. No.
15/760,320
Granted
Sep 10, 2019
Kind
B2
Abstract

Described is a method for synthesizing polymer compounds (P), preferably polysiloxanes, comprising at least one carboxylic ester group, in particular (meth)acrylate-containing polysiloxanes, said method being carried out in the presence of conversion products (U) of metal salts, in particular chromium(III) salts, and conversion products of aldehydes and primary amines.

Claims (15)

1. A process for producing a polysiloxane having a carboxylic acid ester group, wherein at least one epoxy group bearing polysiloxane is reacted with one or more carboxylic acids to convert to the polysiloxane having a carboxylic acid ester group in the presence of conversion products (C) of (A) and (B), wherein (A) are metal salts and (B) is a reaction product of aldehydes and primary amines, wherein metal salts include salts of di- or triply positively charged metals of subgroups 3 to 12.

2. The process according to claim 1 , wherein the one or more carboxylic acids are selected from acrylic acid, methacrylic acid and a combination thereof, the polysiloxane having a carboxylic acid ester group free of double bonds capable of polymerization.

3. The process according to claim 2 , wherein a ratio of epoxy groups to carboxylic acids of 1:0.5-2.

4. The process according to claim 1 , wherein the metal salts (A) comprise chromium salts.

5. The process according to claim 1 , wherein the aldehydes employed are aliphatic and/or aromatic aldehydes.

6. The process according to claim 1 , wherein the primary amines are selected from the group consisting of substituted or unsubstituted C 6 -C 30 -arylamine, substituted or unsubstituted C 6 -C 30 -heteroarylamine, substituted or unsubstituted C 1 -C 12 -alkyl-C 6 -C 12 -arylamine, substituted or unsubstituted C 1 -C 30 -alkyloxyamine, substituted or unsubstituted cyclic C 3 -C 30 -alkylamine, fatty amines and fatty alcohol amines, primary fatty alcohol amines, obtained from saturated or unsaturated fatty alcohols and addition onto acrylonitrile and subsequent hydrogenation.

7. The process according to claim 1 , wherein the conversion product (C) is employed in amounts of 0.0001 wt % to 5 wt % based on the weight of polysiloxane having a carboxylic ester group.

8. The process according to claim 1 , wherein it is carried out at a temperature of 10° C. to 200° C., and at a pressure of 0.5 to 20 bar.

9. The process according to claim 1 , wherein it is carried out in the presence of a solvent selected from the group consisting of propanol, butanol, glycol, modified glycols, methyl isobutyl ketone, ethyl acetate, butyl acetate, toluene, xylene and isomers of xylene, wherein <20 wt % of solvent are employed, based on the entirety of the reaction mixture.

10. The process according to claim 1 , wherein the polysiloxane is a (meth)acrylate-bearing bolysiloxane.

11. The process according to claim 2 , wherein a ratio of epoxy groups to carboxylic acids of 1:0.6-1.8.

12. The process according to claim 1 , wherein the metal salts (A) comprises chromium(III) acetate.

13. The process according to claim 1 , wherein the aldehyde is salicylaldehyde.

14. The process according to claim 1 , wherein the conversion product (C) is employed in amounts of 0.01 to 0.5 wt % based on the entirety of the polysiloxane.

15. The process according to claim 1 , wherein it is carried out at a temperature of 80° C. to 140° C. and at atmospheric pressure.

Assignments (2)
CHANGE OF NAME Recorded Dec 27, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051428/0710 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 16, 2018
From: AMAJJAHE, SADIK; HENNING, FRAUKE; KNOTT, WILFRIED; DUDZIK, HORST; PLATTE, GABRIELE; GABER, FLORIAN; DÖHLER, HARDI
To: EVONIK DEGUSSA GMBH
Reel/Frame 045611/0139 →
Priority Claims (1)
EP 15194027 · Nov 11, 2015 · regional
Continuity (1)
Related Publication 20190048228A1 · Feb 14, 2019
Cited By (1)
US 12,674,030