IP Library Granted Patent US 11,713,402
Granted Patent B2
US 11,713,402 · App. 17/133,832 · Granted Aug 1, 2023

RMA crosslinkable compositions and RMA crosslinkable resins for easy to clean coatings

Inventors: Richard Hendrikus Gerrit Brinkhuis (Zwolle, NL); 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); Francesca Fallani (Dordrecht, NL); Monique Alexina Mballa Mballa (Wageningen, NL); Martin Bosma (Arnhem, NL)
Assignee: Allnex Netherlands B.V.
C09D167/08B05D3/067C08F8/00C08G63/914C08J3/24C08L67/08C09D5/00C08J2367/08
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Quick Facts
Patent No.
US 11,713,402
App. No.
17/133,832
Granted
Aug 1, 2023
Kind
B2
Abstract

A RMA crosslinkable coating composition, a method for the preparation thereof and a resulting coating having easy to clean properties useful in applications like graffiti resistant, sanitisable coatings and in flooring, the composition comprising RMA crosslinkable component with at least 2 RMA donor groups and at least 2 RMA acceptor groups characterized by having fatty components selected from the group of fatty acids, fatty alcohols, fatty amines, fatty thiols and dimeric fatty acid in an amount represented by an Oil Content OC between 0, preferably 4 and 40 wt %, and crosslinking density XLD of at least 1.4 a glass transition Tg of at least 290 in combination providing a easy to clean value ΔE less than 20. The invention also relates to RMA crosslinkable fatty resins for use in RMA crosslinkable top coatings.

Claims (35)

1. A crosslinkable fatty resin comprising one or more fatty components selected from the group of fatty acids, fatty alcohols, fatty amines, fatty thiols and dimeric fatty acids and one or more reactive components A comprising at least 2 reactive groups which are acidic protons C—H in activated methylene or methine group, wherein fatty resin is modified with the one or more reactive components A having a structure according to formula 1:

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

wherein the crosslinkable fatty resin comprises predominantly malonate as the one or more reactive components A, predominantly meaning that more than 50% of the C—H reactive groups in the crosslinkable fatty resin are from malonate,

wherein the crosslinkable fatty resin comprises the fatty components in an amount of 5 to 40 wt % relative to total weight of the crosslinkable fatty resin and comprises the one or more reactive components A in an amount between 10 and 40 wt % relative to total weight of the crosslinkable fatty resin,

wherein the fatty components are chemically bonded to the crosslinkable fatty resin and the fatty components comprise fatty chains containing 10-40 carbons, wherein the fatty resin is further characterised by:

a) a weight average molecular weight (Mw) between 2000 and 15000 dalton,

b) a hydroxy value (OHV) between 20 and 300 mgKOH/gr,

c) an acid value below 3 mg KOH/g,

d) an equivalent weight (EQW) per reactive C—H group between 125 and 300 gr/mol,

e) a functionality defined as number average number of reactive C—H per molecule between 4 and 12, and

f) a glass transition temperature (Tg) between 220 and 320K as measured by DSC at heating rate of 10K/min.

2. The crosslinkable fatty resin of claim 1 , wherein the one or more reactive components A are selected from the group consisting of malonate, acetoacetate, acetylacetone, acetoacetamide and propionylacetate.

3. The crosslinkable fatty resin of claim 1 , wherein the one or more reactive components A in the crosslinkable fatty resins consist predominantly of malonate with acetoacetate or acetylacetone as the remainder reactive component A.

4. The crosslinkable fatty resin of claim 1 , wherein more than 75% of the C—H reactive groups are from malonate.

5. The crosslinkable fatty resin of claim 1 , having a hydroxy value OHV is between 50-300 mgKOH/gr.

6. The crosslinkable fatty resins of claim 1 , wherein

a) the molecular weight Mw (weight average) is between 2500-10000 Dalton,

b) the hydroxy value OHV is between 50-300 mgKOH/gr,

c) the acid value is below 2 mgKOH/gr,

d) the equivalent weight EQW per C—H group is between 125-200 gr/mol,

e) the functionality defined as number average number of C—H groups per molecule is between 4-12 and,

f) the glass transition temperature Tg is from 230 to 300K as measured by DSC at heating rate of 10K/min.

7. The crosslinkable fatty resin of claim 1 , comprising the fatty components in an amount of 10 to 40 wt % relative to total weight of the crosslinkable fatty resin.

8. The crosslinkable fatty resin of claim 1 , comprising a polyol oligomer or polymer modified with fatty acids and the one or more reactive components A.

9. The crosslinkable fatty resin of claim 1 , comprising a polyester, polyurethane, acrylic, epoxy or polyether polymer or mixtures thereof, modified with fatty acids and the one or more reactive components A.

10. The crosslinkable fatty resin of claim 1 , wherein the fatty components are fatty acids derived from bio-based sources.

11. The crosslinkable resin of claim 1 , wherein the fatty chains in the fatty components contain 10-30 carbons.

12. The crosslinkable resin of claim 1 , wherein the fatty chains in the fatty components are linear and attached as pendant chains to the crosslinkable resin.

13. The crosslinkable resin of claim 1 , comprising fatty acids comprising C10 to C18 chains with less than 20 wt % of the fatty acids being unsaturated fatty acids.

14. The crosslinkable resin of claim 13 , wherein the fatty acids are coconut fatty acids.

15. The crosslinkable resin of claim 1 , comprising fatty acids comprising C10 to C18 chains with 20 to 99 wt % of the fatty acids being unsaturated fatty acids.

16. An RMA crosslinkable coating composition comprising the crosslinkable fatty resin of claim 1 , an RMA crosslinkable component comprising reactive component B comprising at least 2 activated unsaturated groups (C═C), a base catalyst (C) and optionally further comprising one or more reactivity moderators D, an alcohol, water, reactive solvents that are reactable with the reactive components A or B, organic solvents T, sag control agents E, adhesion promotors P, leveling agents, UV stabilisers, pigments, and fillers.

17. The RMA crosslinkable composition of claim 16 , in the form of a kit of parts comprising one or more parts I comprising the base catalyst C for initiating the RMA crosslinking reaction and one or more parts II not comprising said base catalyst C and comprising the other components of the RMA crosslinkable composition.

18. A method for applying a top-coating comprising providing a RMA crosslinkable coating composition comprising the crosslinkable fatty resin of claim 1 and applying a layer of the RMA crosslinkable coating composition to form a top-coating.

19. A method for applying a coating comprising providing a RMA crosslinkable coating composition comprising the crosslinkable fatty resin of claim 1 and applying a layer of the RMA crosslinkable coating composition on a wood floor, a concrete floor, a vinyl floor, terrazo floor, cork floor, phenolic floor or a metal floor, or direct on a concrete floor without a sealer layer, or on hospital and toilet walls and floors to prepare graffiti resistant coatings and sanitizable coatings for hospital and toilet walls and floors.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2021
From: BRINKHUIS, RICHARD HENDRIKUS GERRIT; GESSNER, MICHAEL ANTHONY; MESTACH, DIRK EMIEL PAULA; SUBRAMANIAN, RAMESH; DEGOOYER, WILLIAM JAY; NANDA, AJAYA; MCCRACKEN, ERIC MATTHEW; FALLANI, FRANCESCA; MBALLA MBALLA, MONIQUE ALEXINA; BOSMA, MARTIN
To: NUPLEX RESINS B.V.
Reel/Frame 056195/0446 →
CHANGE OF NAME Recorded May 11, 2021
From: NUPLEX RESINS B.V.
To: ALLNEX NETHERLANDS B.V.
Reel/Frame 056221/0243 →
Priority Claims (1)
EP 15169719 · May 28, 2015 · regional
Continuity (3)
Division 15563956
Provisional Application 62148981 · Apr 17, 2015
Related Publication 20210115291A1 · Apr 22, 2021