IP Library Granted Patent US 9,751,971
Granted Patent B2
US 9,751,971 · App. 14/628,991 · Granted Sep 5, 2017

Dispersing resins for pigment preparations having a low volatile organic content

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Quick Facts
Patent No.
US 9,751,971
App. No.
14/628,991
Granted
Sep 5, 2017
Kind
B2
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.

Claims (29)

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.

Assignments (3)
CHANGE OF NAME Recorded Jan 31, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051765/0166 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2015
From: EVONIK INDUSTRIES AG
To: EVONIK DEGUSSA GMBH
Reel/Frame 037174/0982 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2015
From: VEIT, THOMAS; EWALD, MICHAEL; ENGELKE, DANIEL; BURIAN, BETTINA; ALZER, HEIKO; SCHWARZE, JAN; REUTER, ELLEN; KLEINSTEINBERG, FRANK; ROLAND, KATRIN; ROEDIGER, SANDRA; RETZLAFF, ERIKA; KROES, SYLVIA
To: EVONIK INDUSTRIES AG
Reel/Frame 036336/0280 →