IP Library Granted Patent US 10,010,838
Granted Patent B2
US 10,010,838 · App. 15/127,078 · Granted Jul 3, 2018

Dispersing resins

Inventors: Philippe Favresse (Ratingen, DE); Andre Broetzmann (Essen, DE); Anette Vogt (Essen, DE); Katrin Roland (Essen, DE); Thorsten Schierle (Essen, DE); Irina Maedche (Krefeld, DE); Christian Maus (Duisburg, DE)
Assignee: EVONIK DEGUSSA GmbH
B01F17/005C08G63/47C08G63/912
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Quick Facts
Patent No.
US 10,010,838
App. No.
15/127,078
Granted
Jul 3, 2018
Kind
B2
Abstract

A dispersing resin of formula (I), T-P-Z-T (I). The dispersin resin of this formula is defined where T is at least one monocarboxylic acid, where Z includes at least one of a polyallylamine and a poly(C2-4-alkyleneimine), and where P is a polyester obtained by a process of reacting a dicarboxylic or a polycarboxylic acid and a diol or a polyol.

Claims (33)

1. A dispersing resin of the general formula (I),

T-P-Z-T  (I)

or salts thereof,

wherein

T is a monocarboxylic acid,

Z comprises at least one of a polyallylamine and a poly(C2-4-alkyleneimine),

P is a polyester obtained by a process comprising reacting a dicarboxylic or a polycarboxylic acid and a diol or a polyol.

2. The dispersing resin according to claim 1 , wherein

the dicarboxylic or the polycarboxylic acid are at least one selected from the group consisting of phthalic acid, isophthalic acid, terephthalic acid, 1,2-cyclohexanedicarboxylic acid and isomers, succinic acid, sebacic acid, methyltetrahydrophthalic acid, methylhexahydrophthalic acid, hexahydrophthalic acid, tetrahydrophthalic acid, dodecanedioic acid, adipic acid, glutaric acid, citraconic acid, fumaric acid, itaconic acid, maleic acid, mesaconic acid, azelaic acid, pyromellitic acid, trimellitic acid, and acid anhydride and/or low molecular mass alkyl ester derivatives thereof.

3. The dispersing resin according to claim 1 , wherein

the diol or the polyol is at least one selected from the group consisting of ethylene glycol, 1,2-propanediol, 1,3-propanediol, diethylene glycol, dipropylene glycol, triethylene glycol, tetraethylene glycol, 1,2-butanediol, 1,4-butanediol, 1,3-butylethylpropanediol, 1,3-methylpropanediol, 1,5-pentanediol, cyclohexanedimethanol, Dicidol, glycerol, 1,6-hexanediol, neopentyl glycol, bisphenol A, bisphenol B, bisphenol C, bisphenol F, norbornylene glycol, 1,4-benzyldimethanol, 1,4-benzyldiethanol, and 2,4-dimethyl-2-ethylhexane-1,3-diol.

4. The dispersing resin according to claim 1 , wherein the polyester P has an Mn of 700 to 10000 g/mol and an Mw of 1500 to 40000 g/mol.

5. The dispersing resin according to claim 1 , wherein the monocarboxylic acid of T is at least one C1-25 aliphatic monocarboxylic acid, which may be saturated or unsaturated and may be substituted by a hydroxyl group or a C1-4-alkoxy group or by a halogen group.

6. The dispersing resin according to claim 1 , wherein the group Z is a polyethyleneimine that has an average molecular weight Mw of between 200 and 600 000 g/mol.

7. The dispersing resin according to claim 1 , wherein the group Z is a polyethyleneimine having an average molecule weight Mw of between 200 and 600000 g/mol.

8. The dispersing resin according to claim 1 , wherein the weight ratio of the polyester P to a compound of the group Z is between 30:1 and 1:1.

9. A process for preparing the dispersing resin according to claim 1 , the process comprising

condensing the dicarboxylic or the polycarboxylic acid and the diol or the polyol in the presence of the groups which end the polymerization to obtain a polyester,

reacting the polyester with a dicarboxylic acid or its anhydride to obtain an acid-functional polyester,

subsequently reacting the acid-functional polyester with a compound of the group Z, and

ending polymerization with a monocarboxylic acid to form a T moiety in the dispersing resin.

10. The process according to claim 9 , wherein the groups T which end the polymerization are additionally present during the reacting of the polyester with the dicarboxylic acid or its anhydride.

11. The process according to claim 9 , wherein the reacting of the polyester with the dicarboxylic acid or its anhydride takes place at a temperature of between 50 and 250° C.

12. The process according to claim 9 , wherein the weight ratio of the polyester P to a compound of the group Z in the dispersing resin is between 30:1 and 1:1.

13. A composition comprising the dispersing resin according to claim 1 .

14. The composition according to claim 13 , further comprising a particulate solid.

15. The composition according to claim 13 , wherein the composition is a dispersion further comprising a particulate solid and an organic medium.

16. A method of facilitating dispersion of a solid in a liquid medium, the method comprising

adding the dispersing resin according to claim 1 as a dispersant for the solid in the liquid medium.

17. The process according to claim 9 , wherein the weight ratio of the polyester P to a compound of the group Z in the dispersing resin is between 15:1 and 4:1.

18. The composition according to claim 14 , wherein the particulate solid is at least one selected from the group consisting of dyes, pigments, fillers, optical brighteners, ceramic materials, magnetic materials, biocides, agrochemicals, and pharmaceuticals.

19. The composition according to claim 15 , wherein the dispersion is a paint or an ink and wherein the dispersion has a higher gloss level, lower haze level, or both compared to a substantially similar paint or ink lacking the dispersing resin.

20. The composition according to claim 15 , wherein the dispersing resin does not separate out or crystallize in the organic medium at a temperature of greater than −20° C.

Assignments (2)
CHANGE OF NAME Recorded Nov 18, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051045/0872 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2016
From: FAVRESSE, PHILIPPE; BROETZMANN, ANDRE; VOGT, ANETTE; ROLAND, KATRIN; SCHIERLE, THORSTEN; MAEDCHE, IRINA; MAUS, CHRISTIAN
To: EVONIK DEGUSSA GMBH
Reel/Frame 039778/0162 →
Priority Claims (1)
DE 10 2014 205 680 · Mar 26, 2014 · national
Continuity (1)
Related Publication 20180028994A1 · Feb 1, 2018
Cited By (1)
US 12,286,538