IP Library Granted Patent US 12,331,214
Granted Patent B2
US 12,331,214 · App. 17/617,026 · Granted Jun 17, 2025

Resistant 2K-PUR coatings

Inventors: Hans-Josef Laas (Odenthal, DE); Tanja Hebestreit (Wipperfürth, DE); Yvonne Reimann (Frechen, DE)
Assignee: Covestro Intellectual Property GmbH & Co. KG
C09D175/06C08G18/289
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Quick Facts
Patent No.
US 12,331,214
App. No.
17/617,026
Granted
Jun 17, 2025
Kind
B2
Abstract

The invention relates to coating agents containing A) at least one polyol component, B) at least one crosslinking component which is obtained by reacting at least one polyisocyanate with at least one amino functional alkoxy silane and which comprises free and/or blocked isocyanate groups, optionally (C) at least one catalyst for crosslinking silane groups, and D) optionally additional auxiliary agents and additives. The invention is characterized in that the polyol component A) comprises at least one polyester polyol A1) that has been produced using a 2,2,4,4-tetraalkylcyclobutane-1,3-diol (TACD) of the general formula (I), in which independently of one another the groups R 1 , R 2 , R 3 , and R 4 represent linear or branched alkyl groups with up to 8 carbon atoms. The invention additionally relates to the use of the coating agents and to substrates which are coated with the coating agents according to the invention.

Claims (25)

1. A coating composition containing

A) at least one polyol component,

B) at least one crosslinker component having free and/or blocked isocyanate groups obtained by reaction of at least one polyisocyanurate based on 1,6-diisocyanatohexane with at least one amino-functional alkoxysilane comprising N-(n-butyl)-3-aminopropyltrimethoxysilane and bis(3-trimethoxysilylpropyl) amine, optionally

C) at least one catalyst for the crosslinking of silane groups, and

D) optionally further auxiliaries and additives,

wherein the polyol component A) comprises at least one polyester polyol A1) prepared using a 2,2,4,4-tetraalkylcyclobutane-1,3-diol (TACD) of the general formula (I)

in which the radicals R 1 , R 2 , R 3 and R 4 are independently linear or branched alkyl radicals having up to 8 carbon atoms.

2. The coating composition as claimed in claim 1 , wherein the radicals R 1 , R 2 , R 3 and R 4 in general formula (I) are independently linear or branched alkyl radicals having up to 6 carbon atoms.

3. The coating composition as claimed in claim 1 , wherein the radicals R 1 , R 2 , R 3 and R 4 in general formula (I) are each a methyl radical.

4. The coating composition as claimed in claim 1 , wherein preparation of the polyester polyol A1) involves including 2,2,4,4-tetraalkylcyclobutane-1,3-diols (TACDs) of general formula (I) in amounts that the TACD content in the total amount of polyhydric alcohols used is at least 10 mol %.

5. The coating composition as claimed in claim 1 , wherein the polyester polyols A1) have a hydroxyl group content of 1.5% to 15% by weight, an acid number of 0 to 80 mg KOH/g and number-average molecular weights (Mn) of 300 to 10 000 g/mol.

6. The coating composition as claimed in claim 1 , wherein the polyol component A) comprises further polyols A2) which are different from A1), selected from the group consisting of TACD-free polyester polyols, polyether polyols, polycarbonate polyols, polyacrylate polyols, and mixtures of those polyols, and wherein the content of polyester polyols A1) in the overall polyol component A) is at least 10% by weight.

7. The coating composition as claimed in claim 1 , wherein preparation of crosslinker component B) further includes aminosilanes of the general formula (III)

wherein R 5 , R 6 and R 7 are identical or different radicals and are each a saturated or unsaturated, linear or branched, aliphatic or cycloaliphatic or an optionally substituted aromatic or araliphatic radical which has up to 18 carbon atoms and may optionally contain up to 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen,

X is a linear or branched organic radical having at least 2 carbon atoms and

R 9 and R 10 independently of one another are saturated or unsaturated, linear or branched, aliphatic or cycloaliphatic or aromatic organic radicals which have 1 to 18 carbon atoms, are substituted or unsubstituted and/or have heteroatoms in the chain.

8. The coating composition as claimed in claim 1 , wherein preparation of crosslinker component B) further includes aminosilanes of the general formula (V)

wherein R 5 , R 6 and R 7 are identical or different radicals and are each a saturated or unsaturated, linear or branched, aliphatic or cycloaliphatic or an optionally substituted aromatic or araliphatic radical which has up to 18 carbon atoms and may optionally contain up to 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen

X is a linear or branched organic radical having at least 2 carbon atoms and

R 11 is a saturated linear or branched, aliphatic or cycloaliphatic organic radical having 1 to 8 carbon atoms.

9. The coating composition as claimed in claim 1 , wherein catalysts C) are selected from the group consisting of phosphoric esters, phosphonic esters, sulfonic acids, which may optionally be in amine-blocked form, and tetraalkylammonium carboxylates.

10. The coating composition as claimed in claim 1 , wherein catalysts C) are selected from the group consisting of amine-blocked phenyl phosphate, bis(2-ethylhexyl) phosphate, tetraethylammonium benzoate, tetrabutylammonium benzoate, and mixtures thereof.

11. A method for producing coatings comprising providing the coating composition as claimed in claim 1 .

12. A process for producing coatings and paint systems comprising providing the coating composition as claimed in claim 1 .

13. A substrate coated with at least one coating composition as claimed in claim 1 .

Assignments (2)
MERGER Recorded Oct 29, 2024
From: COVESTRO INTELLECTUAL PROPERTY GMBH & CO. KG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 069272/0414 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: LAAS, HANS-JOSEF; HEBESTREIT, TANJA; REIMANN, YVONNE
To: COVESTRO INTELLECTUAL PROPERTY GMBH & CO. KG
Reel/Frame 059203/0819 →
Priority Claims (1)
EP 19184068 · Jul 3, 2019 · regional
Continuity (1)
Related Publication 20220363943A1 · Nov 17, 2022
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Cited By (1)
US 12,460,093