Dispersing resins for pigment preparations having a low volatile organic content

Patent metadata

Field	Value
Publication number	US-9751971-B2
Application number	US-201514628991-A
Country	US
Kind code	B2
Filing date	Feb 23, 2015
Priority date	Feb 24, 2014
Publication date	Sep 5, 2017
Grant date	Sep 5, 2017

Abstract

A dispersing resin for conventional solventborne pigment preparations having a low to very low proportion of volatile organic substances is provided. Further provided are solventborne coating materials containing the dispersing resin. Uses include paints, varnishes, adhesives, inks or printing inks, and compositions for coloring of plastics. The pigment preparations produced with these resins are free of yellowing, stable to weathering, of low viscosity and intensely colored.

First claim

The invention claimed is:

1. A ketone-aldehyde condensation resin, comprising:
a condensation product of an aliphatic ketone and an aldehyde;
wherein
the aldehyde is at least one selected from the group consisting of formaldehyde, acetaldehyde, n-butyraldehyde, isobutyraldehyde, amylaldehyde and dodecanal,
the ketone is at least one selected from the group consisting of heptan-2-one, heptan-3-one, heptan-4-one, octan-2-one, undecan-2-one, 5-methylhexan-2-one and 2-methylpentan-4-one,
a molar ratio of the aliphatic ketone to the aldehyde is from 1/1.5 to 1/2.5, and
the condensation resin is free-flowing at a temperature of 2.3° C. and a pressure of 101,325 Pa.

2. The ketone-aldehyde condensation resin of claim 1 , wherein the aldehyde comprises formaldehyde.

3. The ketone-aldehyde condensation resin of claim 1 , wherein a glass transition temperature is 0° C. or less.

4. A process for preparing the ketone-aldehyde condensation resin of claim 1 , comprising:
condensing the aliphatic ketone with the aldehyde with an alkaline catalyst;
wherein a molar ratio of the aliphatic ketone to the aldehyde is from 1/1.5 to 1/2.5.

5. The process for preparing the ketone-aldehyde condensation resin of claim 4 ,
wherein the alkaline catalyst is an alkali metal hydroxide or alkali metal methoxide.

6. The process for preparing the ketone-aldehyde condensation resin of claim 4 ,
wherein the condensation is conducted in the presence of a phase transfer catalyst.

7. The process for preparing the ketone-aldehyde condensation resin of claim 6 ,
wherein the phase transfer catalyst is a quaternary ammonium salt or a quaternary phosphonium salt.

8. The process for preparing the ketone-aldehyde condensation resin of claim 6 ,
wherein a content of the phase transfer catalyst is from 0.01 to 15% by mass based on the mass of the aliphatic ketone.

9. The process for preparing the ketone-aldehyde condensation resin of claim 4 ,
wherein a condensation mixture comprises methanol and/or ethanol.

10. The process for preparing the ketone-aldehyde condensation resin of claim 9 , further comprising removing the methanol and/or ethanol from the condensation mixture when the condensation of the aliphatic ketone and the aldehyde is complete.

11. A pigment dispersion comprising:
a pigment; and
the ketone-aldehyde condensation resin of claim 1 .

12. The pigment dispersion of claim 11 , further comprising at least one selected from the group consisting of a binder, a coating material, an adhesive and a sealing compound.

13. A composition comprising the pigment dispersion of claim 11 , wherein the composition is a solventborne varnish, a solventborne printing ink or a printing varnish.

14. A method for preparing a pigment dispersion, comprising adding the ketone-aldehyde condensation resin of claim 1 to the pigment dispersion prior to grinding, during grinding or after grinding of the pigment.

Assignees

• Veit Thomas
• Ewald Michael
• Engelke Daniel
• Burian Bettina
• Alzer Heiko
• Schwarze Jan
• Reuter Ellen
• Kleinsteinberg Frank
• Roland Katrin
• Roediger Sandra
• Retzlaff Erika
• Kroes Sylvia
• Evonik Degussa Gmbh

Inventors

• Veit Thomas
• Ewald Michael
• Engelke Daniel
• Burian Bettina
• Alzer Heiko
• Schwarze Jan
• Reuter Ellen
• Kleinsteinberg Frank
• Roland Katrin
• Roediger Sandra
• Retzlaff Erika
• Kroes Sylvia

Classifications

• C09B67/009

  polymeric dispersing agent · CPC title

• C09D5/027

  Dispersing agents (anti-settling agents C09D7/45) · CPC title

• C09D17/002

  in organic medium (C09D17/003, C09D17/004 take precedence) · CPC title

• C08G6/02 Primary

  of aldehydes with ketones · CPC title

• C09D161/02

  Condensation polymers of aldehydes or ketones only · CPC title