Storage-stable pigmented isocyanate group-containing formulations with isocyanate group-containing grinding resin and use thereof

Patent metadata

Field	Value
Publication number	US-11965054-B2
Application number	US-202017429664-A
Country	US
Kind code	B2
Filing date	Feb 24, 2020
Priority date	Feb 28, 2019
Publication date	Apr 23, 2024
Grant date	Apr 23, 2024

Abstract

The invention relates to storage-stable pigmented formulations containing isocyanate groups, comprising at least one pigment a., at least one component b. containing isocyanate groups, at least one wetting agent and/or dispersant c., at least one isocyanate group-containing grinding resin d. and optionally solvents, wherein the formulation has a viscosity increase of less than 500% after storage at 50° C. over a period of at least 3 days. The invention also relates to the preparation of such formulations and to the use thereof.

First claim

The invention claimed is:

1. A storage-stable, isocyanate group-containing formulation comprising the components:
a. 0.01% to 45% by weight of at least one pigment;
b. 0% to 99% by weight of at least one isocyanate group-containing component which has free isocyanate groups;
c. 0.01% to 20% by weight of at least one wetting agent and/or dispersant;
d. 0.1% to 35% by weight of at least one isocyanate group-containing grinding resin comprising free isocyanate groups; and
e. 0% to 80% by weight solvents,
in each case based on a total amount of the formulation, with the sum of all constituents
in the formulation not exceeding 100% by weight,

wherein the formulation after storage at 50° C. over a period of at least 3 days exhibits a rise in viscosity of less than 500%, based on a starting viscosity of the formulation which is determined as of 1 hour after combining all of the components, wherein the viscosity determination is carried out in each case at 20° C. at a shear rate of 500 [ 1/s], wherein a molar ratio of the sum of all isocyanate groups of the isocyanate group-containing formulation to a sum of all isocyanate-reactive groups which are not isocyanate groups in the formulation is at least 8:1, wherein the isocyanate group-containing grinding resin d. has a viscosity in a range from 100 to 5000 mPas, and wherein the isocyanate group-containing grinding resin d. is selected from the group consisting of 1,4-iisocyanatobutane (BDI), 1,5-diisocyanatopentane (PDI), 1,6-diisocyanatohexane (HDI), 2-methyl-1,5-diisocyanatopentane, 1,5-diisocyanato-2,2-dimethylpentane, 2,2,4- and/or 2,4,4-trimethyl-1,6-diisocyanatohexane, 1,10-diisocyanatodecane, 1,3- and/or 1,4-bis(isocyanatomethyl)benzene (XDI), 1,3- and/or 1,4-bis(1-isocyanato-1-methylethyl)benzene (TMXDI), 2,4- and/or 2,6-diisocyanatotoluene (TDI), 2,4′- and/or 4,4′-diisocyanatodiphenylmethane (MDI), 1,5-diisocyanatonaphthalene, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane (IPDI), 1-isocyanato-1-methyl-4(3)-isocyanatomethylcyclohexane, 2,4′- and/or 4,4′-diisocyanatodicyclohexylmethane (H12MDI), a mixture of at least two of these, and optionally oligomers and reaction products of these.

2. The formulation as claimed in claim 1 , wherein the isocyanate group-containing component b. is selected from the group consisting of 1,4-diisocyanatobutane (BDI), 1,5-diisocyanatopentane (PDI), 1,6-diisocyanatohexane (HDI), 2-methyl-1,5-diisocyanatopentane, 1,5-diisocyanato-2,2-dimethylpentane, 2,2,4- and/or 2,4,4-trimethyl-1,6-diisocyanatohexane, 1,10-diisocyanatodecane, 1,3- and/or 1,4-bis(isocyanatomethyl)benzene (XDI), 1,3- and/or 1,4-bis(1-isocyanato-1-methylethyl)benzene (TMXDI), 2,4- and/or 2,6-diisocyanatotoluene (TDI), 2,4′- and/or 4,4′-diisocyanatodiphenylmethane (MDI), 1,5-diisocyanatonaphthalene, 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane (IPDI), 1-isocyanato-1-methyl-4(3)-isocyanatomethylcyclohexane, 2,4′- and/or 4,4′-diisocyanatodicyclohexylmethane (H12MDI), a mixture of at least two of these, and optionally oligomers and reaction products of these.

3. The formulation as claimed in claim 1 , wherein the isocyanate group-containing component b. and the isocyanate group-containing grinding resin d. comprise aliphatic or cycloaliphatic isocyanates or mixtures of these.

4. The formulation as claimed in claim 1 , wherein the formulation has at least one of the following properties at room temperature:
(A) a starting viscosity in a range from 1 to 200 mPas;
(B) a starting viscosity in a range from 30 to 1000 mPas;
(C) a starting viscosity in a range from 50 to 2000 mPas;
(D) a starting viscosity in a range from 1000 to 100 000 mPas;
(E) a content of isocyanate groups of less than 60% by weight, and greater than 3%, based on a total amount of the formulation.

5. The formulation as claimed in claim 1 , wherein the formulation exhibits a rise in particle size on storage at 50° C. and standard pressure over a period of 3 days of less than 500%, based on an original particle size of the formulation, based on the intensity-weighted harmonic mean of the hydrodynamic diameter (Z-average) measured by dynamic light scattering.

6. A method of coating a substrate surface to obtain a coated object, comprising applying the storage-stable, isocyanate group-containing formulation of claim 1 to at least a portion of the substrate surface.

7. A coated object obtained as claimed in claim 6 .

8. The object as claimed in claim 6 , wherein the material of the object comprises textile, wood, plastic, glass, ceramic, carbon, metal, or a combination of at least two of these.

9. An ink, comprising the storage-stable, isocyanate group-containing formulation of claim 1 .

10. A method of preparing a storage-stable, isocyanate group-containing formulation according to claim 1 , comprising preparing the formulation with the grinding resin comprising the at least one isocyanate group-containing resin comprising free isocyanate groups.

11. The formulation as claimed in claim 4 , wherein the formulation has one of the properties selected from (A) to (D) in combination with property (E).

12. The formulation as claimed in claim 1 , wherein the formulation comprises the solvents e., and the isocyanate group-containing grinding resin d. comprises 1,6-diisocyanatohexane (HDI) and optionally oligomers and reaction products of these.

Assignees

• Covestro Intellectual Property Gmbh & Co Kg
• Covestro Deutschland Ag

Inventors

• Tillack Joerg
• Achten Dirk
• Weber Achim
• Schuster Fabian

Classifications

• C08G18/02 Primary

  of isocyanates or isothiocyanates only · CPC title

• C08G18/0847

  in the presence of solvents for the polymers · CPC title

• C08G18/73 Primary

  acyclic · CPC title

• C08G18/7621

  being toluene diisocyanate including isomer mixtures · CPC title

• C08G18/792

  formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates · CPC title