Formaldehyde free crosslinking compositions

Patent metadata

Field	Value
Publication number	US-11124606-B2
Application number	US-201916570140-A
Country	US
Kind code	B2
Filing date	Sep 13, 2019
Priority date	Dec 30, 2015
Publication date	Sep 21, 2021
Grant date	Sep 21, 2021

Abstract

The present invention relates to reaction products H of at least one cyclic urea U, at least one multifunctional aldehyde A and at least one polyol P, process for preparing thereof and compositions comprising thereof.

First claim

The invention claimed is:

1. A process for preparing a reaction product H of at least one cyclic urea U, at least one multifunctional aldehyde A, and at least one polyol P, the process comprising the steps of:
a) mixing the at least one cyclic urea U with the at least one multifunctional aldehyde A in order to effect an addition reaction in the presence of at least one base B, which does not react with any of the multifunctional aldehyde A, the cyclic urea U, the reaction product H, and the at least one polyol P, and then
b) admixing the at least one polyol P together with at least one acid catalyst C to the at least one cyclic urea U, the at least one multifunctional aldehyde A and the at least one base B,
wherein the reaction product H is obtained in the presence of the at least one acid catalyst C, and
wherein a ratio of an amount of the at least one polyol P reacted or bound into the reaction product H to an amount of the at least one cyclic urea U in the reaction product H is at least 0.19 mol/mol.

2. The process according to claim 1 , wherein the at least one acid catalyst C is an organic acid catalyst.

3. The process according to claim 1 , wherein the at least one acid catalyst C is selected from the group consisting of citric acid, succinic acid, lactic acid, tartaric acid and any mixtures thereof.

4. The process according to claim 1 , wherein the at least one acid catalyst C is citric acid.

5. The process according to claim 1 , wherein the at least one polyol P is selected from the group consisting of ethylene glycol, diethylene glycol, 1,3-propylene glycol, 1,2-propylene glycol, butanediol, 1,6-hexanediol, 2-methyl-1,3-propanediol, 2-ethyl-1,2-hydroxymethyl-1,3-propanediol, trimethylol propane, tris (hydroxymethyl) ethane, cyclohexanedimethanol, neopentyl glycol, trimethylpentanediol, dimethylolpropionic acid, pentaerythritol and any mixtures thereof.

6. The process according to claim 1 , wherein the at least one polyol P is selected from the group consisting of hexanediol, 2-methyl-1,3-propanediol (MP diol), 2-ethyl-1,2-hydroxymethyl-1,3-propanediol, trimethylol propane (TMP), tris (hydroxymethyl) ethane (THME), cyclohexanedimethanol (CHDM), neopentyl glycol (NPG), trimethylpentanediol, dimethylolpropionic acid (DMPA) and pentaerythritol.

7. The process according to claim 1 , wherein the at least one polyol P is selected from the group consisting of 2-methyl-1,3-propanediol, 2-ethyl-1,2-hydroxymethyl-1,3-propanediol, trimethylol propane and 1,6-hexanediol.

8. The process according to claim 1 , wherein the polyol P is 2-methyl-1,3-propanediol.

9. The process according to claim 1 , wherein the at least one cyclic urea U is selected from the group consisting of ethylene urea, 1,3-propylene urea, 1,2-propylene urea, 1,4-butylene urea, glycoluril and any mixtures thereof.

10. The process according to claim 1 , wherein the at least one multifunctional aldehyde A is selected from the group consisting of glyoxal, malonic dialdehyde, succinic dialdehyde, glutaric dialdehyde and any mixtures thereof.

11. The process according to claim 1 , wherein the ratio of an amount of substance of the at least one multifunctional aldehyde A to an amount of substance of the at least one cyclic urea U is comprised within the range of between 0.8:1 and 1.4:1 molar equivalents.

12. The process according to claim 1 , wherein the ratio of an amount of substance of the at least one polyol P to an amount of substance of the at least one cyclic urea U is comprised within the range of between 0.01:1 and 1:1 molar equivalents.

Assignees

• Allnex Netherlands Bv

Inventors

• Treasurer Urvee Y
• Wilde Zachary
• Flood Lawrence
• Quinn Sarah
• Brogan Colin
• Gupta Ram

Classifications

• C09D161/32 Primary

  Modified amine-aldehyde condensates · CPC title

• C09D133/14

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C08L61/32

  Modified amine-aldehyde condensates · CPC title

• C08L33/14

  of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen · CPC title

• C08G71/02 Primary

  Polyureas · CPC title