Multi component dispersant

Patent metadata

Field	Value
Publication number	US-11447598-B2
Application number	US-201816643254-A
Country	US
Kind code	B2
Filing date	Sep 3, 2018
Priority date	Sep 5, 2017
Publication date	Sep 20, 2022
Grant date	Sep 20, 2022

Abstract

The invention relates to a composition comprising i) 10-90 wt. % of an ethylenically unsaturated component (A), ii) 10-90 wt. % of a component (B) having urethane and/or urea groups, iii) 0-4 wt. % of an organic component (C) which is different from components (A) and (B), and iv) 0-9 wt. % of other ingredients (D) wherein the wt. % are calculated on the total weight of the composition, wherein the sum of the wt. % of component (A) and the wt. % of component (B) is 91-100 wt. %, component (A) consists of compounds having 1-8 ethylenically unsaturated bonds and a molar mass of 100-1400 g/mol, component (A) contains no amino groups, component (B) contains no primary and no secondary amino groups, component (B) consists of compounds having 2-40 functional groups selected from urethane and urea groups, having 1-40 groups selected from tertiary amino groups, salts thereof, quaternary ammonium groups, and mixtures thereof, component (B) contains not more tertiary amino groups than the sum of urethane and urea groups, and component (B) has a nitrogen content in the range of 1.0 to 12.0 wt. %, component (C) consists of organic compounds having a molar mass of less than 1000 g/mol.

First claim

The invention claimed is:

1. A composition comprising:
i) 10-90 wt. % of an ethylenically unsaturated component (A),
ii) 10-90 wt. % of a component (B) comprising urethane and/or urea groups,
iii) 0-4 wt. % of an organic component (C) which is different from components (A) and (B), and
iv) 0-9 wt. % of other ingredients (D),
wherein the weight percentages are calculated based on the total weight of the composition,
wherein the sum of the wt. % of component (A) and the wt. % of component (B) is 91-100 wt. %,
component (A) comprises at least one compound including 1-8 ethylenically unsaturated bonds and a molar mass of 100-1400 g/mol, and component (A) contains no amino groups,
component (B) contains no primary and no secondary amino groups, component (B) comprises at least one compound including 2-10 functional groups selected from urethane and urea groups, and including 1-40 groups selected from tertiary amino groups and salts thereof, quaternary ammonium groups, and mixtures thereof, component (B) contains not more tertiary amino groups than the sum of urethane and urea groups, and component (B) has a nitrogen content in the range of 1.0 to 12.0 wt. %,
component (C) comprises at least one organic compound having a molar mass of less than 1000 g/mol.

2. The composition according to claim 1 comprising
i) 25-75 wt. % of component (A),
ii) 25-75 wt. % of component (B),
iii) 0-2 wt. % of component (C), and
iv) 0-2 wt. % of other ingredients (D),
wherein the sum of the wt. % of component (A) and the wt. % of component (B) is 98-100 wt. %.

3. The composition according to claim 1 wherein at least 70 wt. % of component (A) is selected from species comprising (meth)acryl groups.

4. The composition according to claim 1 , wherein at least 70 wt. % of component (A) comprises species including 2-4 ethylenically unsaturated bonds.

5. The composition according to claim 1 , wherein at least 70 wt. % of component (A) is selected from species having a proportion of carbon atoms to ethylenically unsaturated bonds of from 12:1 to 3:1.

6. The composition according to claim 1 , wherein component (B) has a molecular weight distribution and has a number-average molecular weight M n in the range of 2000-200000 g/mol.

7. The composition according to claim 1 , wherein component (B) has a nitrogen content in the range of 4-9 wt. %.

8. The composition according to claim 1 , wherein component B has an iodine value in the range of 0.0 to 10.0.

9. The composition according to claim 1 , wherein at least 90 wt. % of component (B) comprises one or more adducts which are obtained by reacting
one or more polyisocyanates (a) having at least two isocyanate groups per molecule with
one or more compounds (b) of the formula (I)
Y—(XH) n   (I)

where
XH is a group that is reactive towards isocyanates, and
Y is a monomeric or polymeric group that is not reactive towards isocyanates, the monomeric or polymeric group contains no tertiary amino groups and no hydrolysable silane groups, and the monomeric or polymeric group comprises one or more aliphatic, cycloaliphatic and/or aromatic groups,
and where
the one or more compounds (b) of the formula (I) possess a number-average molar mass M n of 32 to 15000 g/mol and do not fall within the definition of component (c1) or component (c2),
and
n is 1, 2 or 3,
where n is 1 for at least 50 mol. % of the one or more compounds (b) of the formula (I),
with the proviso that 20% to 90% of the isocyanate groups of the one or more polyisocyanates (a) are reacted with the one or more compounds of the formula (I), and
one or more compounds (c1) of the general formula (IIa)
Z-Q  (IIa)

in which Q is —NH 2 , —NHR or OH, in which R is a linear or branched organic group having 1 to 18 carbon atoms, and
Z is an organic group comprising at least one tertiary amino group and containing no isocyanate-reactive groups, and
optionally one or more compounds (c2) different from the one or more compounds (c1), the one or more compounds (c2) being of the general formula (IIb)
M-Q  (IIb)

in which Q is —NH 2 , —NHR or OH, in which R is a linear or branched organic group having 1 to 18 carbon atoms, and
M is an organic group having a number-average molar mass of not more than 1000 g/mol and comprising at least one tertiary amino group and at least one hydroxyl group,
with the proviso that at least 10% of the isocyanate groups of the one or more polyisocyanates (a) are reacted with component (c1).

10. The composition according to claim 9 , wherein for at least 70 wt. % of the component (B), Z comprises one or more of j) an aliphatic and/or cycloaliphatic group comprising at least one tertiary amino group, or k) a heterocyclic group comprising at least one basic ring nitrogen atom that does not contain a hydrogen atom, the heterocyclic group optionally being attached to the group Q via an organic coupling group.

11. The composition according to claim 9 , wherein for at least 70 wt. % of the component (B), mono-functional species of the formula (I) are selected from monohydroxy-functional polyethers, polyesters, polyether-polyesters, aliphatic and/or cycloaliphatic monoalcohols having 2 to 30 carbon atoms, and mixtures thereof.

12. The composition according to claim 9 , wherein for at least 70 wt. % of the component (B), the one or more polyisocyanates (a) are products containing one or more isocyanurate groups, of diisocyanates based on hexamethylene diisocyanate, diisophorone diisocyanate and/or tolylene diisocyanate.

13. The composition according to claim 1 , wherein the composition is a liquid at a temperature of 23° C.

14. The composition according to claim 1 , wherein the composition has an amine value in the range of 2-50 mg KOH/g.

15. The composition according to claim 1 containing no primary and no secondary amines.

16. The composition according to claim 1 containing no free radical initiator.

17. A coating composition comprising solid particles and the composition according to claim 1 .

18. The composition according to claim 1 , wherein:
component (A) consists of compounds having 1-8 ethylenically unsaturated bonds and a molar mass of 100-1400 g/mol, and component (A) contains no amino groups;
component (B) contains no primary and no secondary amino groups, component (B) consists of compound having 2-10 functional groups selected from urethane and urea groups, having 1-40 groups selected from tertiary amino groups and salts thereof, quaternary ammonium groups, and mixtures thereof, component (B) contains not more tertiary amino groups than the sum of urethane and urea groups, and component (B) has a nitrogen content in the range of 1.0 to 12.0 wt. %; and
component (C) consists of organic compounds having a molar mass of less than 1000 g/mol.

19. The composition according to claim 1 , wherein at least 70 wt. % of component (A) comprises species including 2-3 ethylenically unsaturated bonds.

20. An ink comprising solid particles and the composition according to claim 1 .

21. A polymer system comprising solid particles and the composition according to claim 1 .

Assignees

• Byk Chemie Gmbh

Inventors

• Okkel Andreas
• Pritschins Wolfgang
• Burge Matthew
• Teuwsen Hans-Josef

Classifications

• C08G18/4277

  Caprolactone and/or substituted caprolactone · CPC title

• C08G18/246

  containing also tin-carbon bonds · CPC title

• C08G18/3281

  containing three hydroxy groups · CPC title

• C08L75/14

  Polyurethanes having carbon-to-carbon unsaturated bonds · CPC title

• C08G18/792 Primary

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