Thiol-functional compound

Patent metadata

Field	Value
Publication number	US-10000660-B2
Application number	US-201314649618-A
Country	US
Kind code	B2
Filing date	Dec 9, 2013
Priority date	Dec 11, 2012
Publication date	Jun 19, 2018
Grant date	Jun 19, 2018

Abstract

The invention relates to a thiol-functional organic compound having on average at least 3.1 thiol groups per molecule, and having carbon atoms, oxygen atoms, and sulfur atoms, and optionally further heteroatoms, and wherein the ratio of the number of carbon atoms (C) to the sum of the number of heteroatoms (HA), (C/HA) is at least 2.0, and wherein the thiol groups are derived from 2-mercapto acetic acid, 2-mercapto propionic acid, or 3-mercapto propionic acid, or esters thereof; and to a liquid coating composition comprising the thiol-functional compound and a thiol-reactive crosslinker.

First claim

The invention claimed is:

1. A thiol-functional organic compound comprising on average at least 3.1 thiol groups per molecule, and comprising carbon atoms, oxygen atoms, and sulfur atoms, and optionally further heteroatoms, and wherein the ratio of the number of carbon atoms (C) to the sum of the number of heteroatoms (HA), (C/HA) is at least 2.0, and wherein the thiol functionality is provided by a group selected from 2-mercapto acetyl, 2-mercapto propionyl, 3-mercapto propionyl, and combinations thereof, and wherein the compound further additionally comprises one or more hydroxyl groups, and wherein the thiol-functional compound is obtained by reaction of a part of the thiol groups of a thiol-functional precursor compound with an epoxide-functional or acryloyl-functional compound.

2. The thiol-functional compound according to claim 1 , wherein the compound is liquid at 23° C.

3. The thiol-functional compound according to claim 2 , wherein the compound has a viscosity at 23° C. in the range of 2 to 100 Pas.

4. The thiol-functional compound according to claim 1 , wherein the compound has on average at most 7 thiol groups per molecule.

5. The thiol-functional compound according to claim 1 , wherein the thiol-functional compound has a surface tension of at most 45 dyne/cm.

6. A liquid coating composition comprising the thiol-functional compound according to claim 1 and a thiol-reactive crosslinker.

7. The coating composition according to claim 6 , wherein the thiol-reactive crosslinker is a polyisocyanate.

8. The coating composition according to claim 6 , wherein the coating composition is a non-aqueous coating composition.

9. The coating composition according to claim 1 , wherein the coating composition is a non-aqueous coating composition.

10. The thiol-functional compound according to claim 2 , wherein the compound has on average at most 7 thiol groups per molecule.

11. The thiol-functional compound according to claim 3 , wherein the compound has on average at most 7 thiol groups per molecule.

12. The thiol-functional compound according to claim 4 , wherein the thiol-functional compound has a surface tension of at most 45 dyne/cm.

13. The thiol-functional compound according to claim 1 , wherein the thiol-functional compound has a surface tension of at most 45 dyne/cm.

Assignees

• Akzo Nobel Coatings Int Bv

Inventors

• Van Gaalen Ronald Petrus Clemens
• Van Gemert Rogier
• Van Den Haak Hendrik Jan Willem
• Van Beelen Nicolaas Jacob

Classifications

• C08G18/38

  having heteroatoms other than oxygen (C08G18/32 takes precedence) · CPC title

• C08G18/4676

  containing sulfur · CPC title

• C08G18/3876

  containing mercapto groups · CPC title

• C08G18/62

  Polymers of compounds having carbon-to-carbon double bonds · CPC title

• C08G18/792

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