Polyuretdione-containing resin blend compositions

Patent metadata

Field	Value
Publication number	US-11440988-B2
Application number	US-201815933511-A
Country	US
Kind code	B2
Filing date	Mar 23, 2018
Priority date	Mar 23, 2018
Publication date	Sep 13, 2022
Grant date	Sep 13, 2022

Abstract

The present invention provides a reaction mixture comprising a blend of a first isocyanate-based uretdione-containing resin and a second isocyanate-based uretdione-containing resin, a neutralized polyol and a tertiary amine catalyst, and optionally, an additive package selected from the group consisting of flow control additives, pigments (colorants), wetting agents, and solvents, wherein the first isocyanate and the second isocyanate are different. The first isocyanate-based uretdione-containing resin and the second isocyanate-based uretdione-containing resin may be cold blended or hot blended. Coatings, adhesives, castings, composites, and sealants made from hot blended formulations exhibit superior performance over those made from cold blended formulations.

First claim

What is claimed is:

1. A reaction mixture comprising:
a hot blend of a 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane (isophorone diisocyanate or IPDI)-based uretdione-containing resin and a 1,6-hexamethylene diisocyanate (HDI)-based uretdione-containing resin, wherein the hot blend is at an IPDI-uretdione/HDI-uretdione weight ratio of from 92/8 to 45/55;
a neutralized polyester polyol comprising the reaction product of a polyester polyol and an acid scavenger; and
a tertiary amine catalyst comprising 1,8-diazabicyclo[5.4.0]undec-7-ene, and
optionally, a hydrocarbon solvent,
optionally, an additive package selected from the group consisting of flow control additives, pigments, wetting agents, and solvents.

2. The reaction mixture according to claim 1 , wherein the acid scavenger is covalently bonded to acidic groups within the polyester polyol and is selected from the group consisting of carbodiimides, anhydrides, epoxies, trialkylorthoformates, amine compounds, oxazolines, and combinations thereof.

3. One of a coating, an adhesive, a casting, a composite, and a sealant comprising the reaction mixture according to claim 1 .

4. A method of applying the reaction mixture according to claim 1 to a substrate, wherein the method comprises at least one of spraying, dipping, flow coating, rolling, brushing, and pouring.

5. A method of making an allophanate polymer comprising:
hot blending a 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane (isophorone diisocyanate or IPDI)-based uretdione-containing resin and a 1,6-hexamethylene diisocyanate (HDI)-based uretdione-containing resin to form a resin blend, wherein the hot blending is at an IPDI-uretdione/HDI-uretdione weight ratio of from 92/8 to 45/55;
reacting the resin blend with a neutralized polyester polyol in the presence of a tertiary amine catalyst and optionally a hydrocarbon solvent,
optionally in the presence of an additive package selected from the group consisting of flow control additives, pigments, wetting agents, and solvents,
wherein the neutralized polyester polyol is the reaction product of a polyester polyol and an acid scavenger and wherein the tertiary amine catalyst is 1,8-diazabicyclo[5.4.0]undec-7-ene.

6. The method according to claim 5 , wherein the acid scavenger is covalently bonded to acidic groups within the polyester polyol and is selected from the group consisting of carbodiimides, anhydrides, epoxies, trialkylorthoformates, amine compounds, oxazolines, and combinations thereof.

7. An allophanate polymer made according to the method of claim 5 .

8. One of a coating, an adhesive, a casting, a composite, and a sealant comprising the allophanate polymer made according to claim 5 .

9. A method of applying the allophanate polymer made according to claim 5 to a substrate, wherein the method comprises at least one of spraying, dipping, flow coating, rolling, brushing, and pouring.

Assignees

• Covestro Llc
• Covestro Deutschland Ag

Inventors

• Ekin Alan
• Stempfle Florian Johannes
• Bushmire Alan D

Classifications

• C07D471/04

  Ortho-condensed systems · CPC title

• C08K5/31

  Guanidine; Derivatives thereof · CPC title

• C08G18/48

  Polyethers · CPC title

• C08G18/2027

  having two nitrogen atoms in the ring · CPC title

• C08G18/1858

  having carbon-to-nitrogen double bonds · CPC title