IP Library Granted Patent US 10,774,238
Granted Patent B2
US 10,774,238 · App. 15/563,957 · Granted Sep 15, 2020

Method for curing a RMA crosslinkable resin coating, RMA crosslinkable compositions and resins for use therein

Inventors: Michael Anthony Gessner (La Grange, KY); Dirk Emiel Paula Mestach (Nijlen, BE); Ramesh Subramanian (Louisville, KY); William Jay Degooyer (Louisville, KY); Ajaya Nanda (Louisville, KY); Eric Matthew McCracken (Louisville, KY)
Assignee: Allnex Netherlands B.V.
C09D167/08B05D3/067C08F8/00C08G63/914C08J3/24C08L67/08C09D5/00C08J2367/08
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Quick Facts
Patent No.
US 10,774,238
App. No.
15/563,957
Granted
Sep 15, 2020
Kind
B2
Abstract

A method for curing of a coating of RMA crosslinkable compositions, to RMA crosslinkable compositions and A method for curing of a coating of an RMA crosslinkable composition involving two or more different curing mechanisms, wherein the two or more different curing mechanisms involve a) RMA crosslinking in combination with a second crosslinking reaction between hydroxy groups on the RMA crosslinkable components with polyisocyanates or siloxanes; or b) RMA crosslinking in combination with a second crosslinking reaction with polyamines, with crosslinkable components comprising component B and/or with epoxy groups on the RMA crosslinkable components; or c) RMA crosslinking in combination with a second crosslinking reaction based on auto-oxidative drying of unsaturated groups on the RMA crosslinkable components; or d) RMA crosslinking in combination with a second radical crosslinking reaction of reactive components B on the RMA crosslinkable components; or f) combinations thereof.

Claims (23)

1. A method for curing of a coating of an RMA crosslinkable composition comprising two or more different curing mechanisms, said RMA crosslinkable composition comprising at least one crosslinkable component comprising one or more reactive components A and B each comprising at least 2 reactive groups wherein the at least 2 reactive groups of component A are acidic protons C—H in activated methylene or methine groups, and the at least 2 reactive groups of component B are activated unsaturated groups C═C which reactive groups react to achieve crosslinking by Real Michael Addition reaction in the presence of a base catalyst C, said method comprising the steps of:

a. providing the RMA crosslinkable composition;

b. applying a layer of said RMA crosslinkable composition to a substrate;

c. allowing curing of the layer by RMA crosslinking by reacting the acidic protons (C—H) in activated methylene or methine groups with the activated unsaturated groups (C═C) by RMA crosslinking in the presence of the base catalyst (C);

d. after said applying and before, during, or after said RMA crosslinking performing a second crosslinking reaction step;

wherein the two or more different curing mechanisms comprise:

a. RMA crosslinking in combination with a second crosslinking reaction between hydroxy groups on the RMA crosslinkable components with polyisocyanates or siloxanes; or

b. RMA crosslinking in combination with a second crosslinking reaction with polyamines, with crosslinkable components comprising component B and/or with epoxy groups on the RMA crosslinkable components; or

c. RMA crosslinking in combination with a second crosslinking reaction based on auto-oxidative drying of unsaturated groups on the RMA crosslinkable components; or

d. RMA crosslinking in combination with a second radical crosslinking reaction of reactive components B on the RMA crosslinkable components; or

e. combinations thereof.

2. The method of claim 1 , wherein the RMA crosslinkable composition comprises an RMA crosslinkable resin containing one or more fatty components selected from the group of fatty acids, fatty alcohols, fatty amines, fatty thiols, and at least 2 reactive groups which are acidic protons C—H in activated methylene or methine groups wherein the activated C—H reactive groups are in one or more reactive components A having a structure according to formula 1:

wherein R is hydrogen or an alkyl or aryl and Y and Y′ are identical or different substituent groups, or wherein the —C(═O)—Y and/or —C(═O)—Y′ is replaced by CN or aryl.

3. The method according to claim 2 , wherein the fatty compounds in the RMA crosslinkable resin are selected from the group consisting of fatty compounds having unsaturated groups, epoxy groups, hydroxy groups, and combinations thereof.

4. The method according to claim 3 , wherein the fatty compounds are fatty acids comprising C8 to C18 chain with 20, 25, 30 or 40 to 99 wt% of the fatty acids being unsaturated fatty acids for auto-oxidative crosslinking.

5. The method according to claim 3 , wherein the fatty compounds are fatty acids comprising a C8 to C18 chain with hydroxyl groups and/or comprise other hydroxyl groups on the crosslinkable components and the RMA crosslinkable composition further comprises polyisocyanates or siloxanes for crosslinking with the hydroxyl groups.

6. The method according to claim 3 , wherein the fatty compounds are fatty acids comprising a C8 to C18 chain with epoxy groups and the RMA crosslinkable composition further comprises polyamines.

7. The method according to claim 3 , wherein the RMA crosslinkable composition comprises a thermal or radiation radical initiator for thermal or radiation radical crosslinking.

8. The method according to claim 7 , wherein the RMA crosslinkable composition comprises an excess of the one or more reactive components B over the one or more reactive components A in the RMA crosslinkable composition,

wherein the RMA crosslinkable composition comprises more than 60 wt% radical curable components, less than 40 wt% of RMA crosslinkable components comprising component A, the sum thereof being 100 wt%, and a radical initiator and,

wherein crosslinking is done after an initial RMA curing to increase the viscosity of the coating layer before UV curing.

9. The method according to claim 7 , wherein the RMA crosslinkable composition comprise acrylate as well as methacrylate acceptors as the one or more reactive components B.

10. The method of claim 1 , wherein the one or more reactive components A are predominantly malonate, predominantly meaning that more than 50% of the C—H reactive groups in the reactive components A are from malonate.

Assignments (2)
CHANGE OF NAME Recorded Jan 30, 2018
From: NUPLEX RESINS B.V.
To: ALLNEX NETHERLANDS B.V.
Reel/Frame 045186/0121 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 3, 2017
From: GESSNER, MICHAEL ANTHONY; MESTACH, DIRK EMIEL PAULA; SUBRAMANIAN, RAMESH; DEGOOYER, WILLIAM JAY; NANDA, AJAYA; MCCRACKEN, ERIC MATTHEW
To: NUPLEX RESINS B.V.
Reel/Frame 043762/0239 →
Priority Claims (1)
EP 15169719 · May 28, 2015 · regional
Continuity (2)
Provisional Application 62148981 · Apr 17, 2015
Related Publication 20180163084A1 · Jun 14, 2018