Halogen-free quaternary amines and uses thereof

Patent metadata

Field	Value
Publication number	US-11542199-B2
Application number	US-201716071919-A
Country	US
Kind code	B2
Filing date	Jun 28, 2017
Priority date	Jul 6, 2016
Publication date	Jan 3, 2023
Grant date	Jan 3, 2023

Abstract

The present disclosure provides an aqueous composition comprising a quaternary amine compound neutralized with a polycarboxylic acid. The aqueous composition is particularly useful for inerting clay in cement compositions as well as compatibilzing pigments in pigment dispersions.

First claim

What is claimed is:

1. An aqueous composition comprising water and a halogen-free quaternary amine compound having a general formula (I)
[R 1 R 2 R 3 R 4 N + ] n [X − ] n   (I)

where R 1 , R 2 , R 3 and R 4 independently represent a linear, or branched, saturated or unsaturated, hydrocarbon chain having less than 25 carbon atoms or wherein R 1 , R 2 and R 3 are bound together to form a ring with the nitrogen atom bearing them;
n=1; and
X is a counter anion whose provider compound is a polymer of an unsaturated monomer comprising a carboxyl group having a weight average molecular weight of between 10,000 and 100,000 or a copolymer of an unsaturated monomer comprising a carboxyl group and a vinyl monomer and wherein at least one of R 1 , R 2 , R 3 and R 4 comprises a hydroxyl group.

2. The aqueous composition of claim 1 , wherein the R 1 R 2 R 3 R 4 N + group is (2-hydroxyethyl)trimethylammonium, (2-hydroxyethyl)triethylammonium, (2-hydroxyethyl)tripropylammonium, (2-hydroxyethyl)tri-n-butylammonium, (2-hydroxyethyl)methyldiethylammonium, (2-hydroxypropyl)trimethylammonium, (2-hydroxypropyl)triethylammonium, (3-hydroxypropyl)trimethylammonium, (3-hydroxypropyl)triethylammonium, (4-hydroxybutyl)trimethylammonium, (4-hydroxybutyl)triethylammonium, bis(2-hydroxyethyl)dimethylammonium, bis(2-hydroxyethyl)diethylammonium, bis(2-hydroxypropyl)dimethylammonium, bis(2-hydroxypropyl)diethylammonium, tris(2-hydroxyethyl)methylammonium, tris(2-hydroxyethyl)ethylammonium, tris(2-hydroxypropyl)methylammonium, tris(2-hydroxpropyl)ethylammonium, tris(2-hydroxyethyl)octadecylammonium, tetrakis(hydroxymethyl)ammonium, tetrakis(methoxymethyl)ammonium, tetrakis(2-hydroxyethyl)ammonium and tetrakis(2-hydroxypropyl)ammonium.

3. The aqueous composition of claim 1 , wherein the unsaturated monomer of the copolymer is selected from the group consisting of acrylic acid, (meth)acrylic acid, maleic acid, fumaric acid and itaconic acid and the vinyl monomer.

4. The aqueous composition of claim 1 , wherein the halogen-free quaternary amine compound having the formula (I) is present in an amount of between 0.01% by weight to 99% by weight, based on the total weight of the aqueous composition.

5. The aqueous composition of claim 4 , wherein the halogen-free quaternary amine compound having the formula (I) is present in an amount of between 35% by weight to 50% by weight, based on the total weight of the aqueous composition.

6. A method for inerting clays in a cement composition comprising the step of putting a constituent of the cement composition in contact with the aqueous composition containing the halogen-free quaternary amine compound of formula (I) of claim 1 .

7. The method of claim 6 , wherein the constituent is a hydraulic cement binder, a granulate, a mineral addition or an admixture comprising at least one of a superplasticizer, an anti-air-drag additive or a fluidifying agent.

8. A cement composition comprising a hydraulic cement binder, at least one granulate, water, a superplasticizer and the aqueous composition comprising the halogen-free quaternary amine compound of formula (I) of claim 1 .

9. The cement composition according to claim 8 , where the cement composition comprise from 0.005% by weight to 2.5% by weight of the active halogen-free quaternary amine compound of formula (I) component, based on the total weight of the cement composition.

10. An admixture useful for inerting clay comprising a superplasticizer and the aqueous composition comprising the halogen-free quaternary amine compound of formula (I) of claim 1 .

11. A pigment dispersion comprising: (a) a pigment; (b) optionally a carrier selected from water, an organic solvent and a combination thereof; and (c) the aqueous composition comprising the halogen-free quaternary amine compound of formula (I) of claim 1 ; d) optionally resins, e) optionally other additives which may include a plasticizer, a surface regulator, a UV inhibitor, a light stabilizer, an antioxidant, an antiblocking agent, an antifoaming or a defoaming agent, a viscosity-regulator, a wax, a surfactant, a leveling agent and a biocide.

12. The pigment dispersion of claim 11 , wherein the pigment is an organic pigment, an inorganic pigment, a carbon black pigment or a mixture thereof.

13. A method for stabilizing a pigment dispersion comprising the step of putting a pigment in contact with the aqueous composition comprising a halogen-free quaternary amine compound of formula (I) according to claim 1 .

Assignees

• Huntsman Petrochemical Llc

Inventors

• Zhao Haibo
• Fang Xiaohua

Classifications

• C11D1/08

  Polycarboxylic acids containing no nitrogen or sulfur · CPC title

• C04B40/0039 Primary

  Premixtures of ingredients · CPC title

• C11D1/40

  Monoamines or polyamines; Salts thereof · CPC title

• C04B2103/302

  Water reducers · CPC title

• C09D133/02

  Homopolymers or copolymers of acids; Metal or ammonium salts thereof · CPC title