Ethoxylated glycerol ester-containing detergent for machine dishwashing

Patent metadata

Field	Value
Publication number	US-12480073-B2
Application number	US-202017614279-A
Country	US
Kind code	B2
Filing date	May 26, 2020
Priority date	May 28, 2019
Publication date	Nov 25, 2025
Grant date	Nov 25, 2025

Abstract

A detergent composition for machine dishwashing comprising Z1) one or more ethoxylated glycerol esters of formula (I),

prepared from ethylene oxide and one or more triglycerides of formula (II) in the presence of a calcium catalyst (C), characterized in that R1, R2 and R3 in formulae (I) and (II) are equal or different and are independently selected from saturated or unsaturated, linear or branched C7-C24 alkyl chains; m, n and o in formula (I) are equal or different and are each independently an integer number from 1 to 200 with the proviso that the number-average of the sum of m+n+o is greater than 5; and the calcium catalyst (C) is a catalyst obtainable by a reaction involving (A) calcium hydroxide and (B) a carboxylic acid comprising 3 to 40 carbon atoms, wherein the molar ratio of calcium hydroxide (A) to carboxylic acid (B) in the preparation of the catalyst (C) is from 1:1 to 1:5.

First claim

The invention claimed is:

1 . A detergent composition for machine dishwashing comprising
Z1) a mixture of ethoxylated glycerol esters of formula (I),

prepared from ethylene oxide and one or more triglycerides of formula (II)

in the presence of a calcium catalyst (C),
wherein
R 1 , R 2 and R 3 in formulae (I) and (II) are each independently selected from the group consisting of saturated linear C 7 -C 24 alkyl chains, saturated branched C 7 -C 24 alkyl chains, unsaturated linear C 7 -C 24 alkyl chains, and unsaturated branched C 7 -C 24 alkyl chains;
m, n and o in formula (I) are each independently an integer number from 1 to 200, with the proviso that the number-average of the sum of m+n+o is greater than 5;
the mixture of ethoxylated glycerol esters of formula (I) has a hydroxyl value of less than 6 mg KOH/g;
a ratio of CH 2 OH groups to alkyl-CH 3 groups in the mixture of ethoxylated glycerol esters Z1) is less than 0.12; and
the calcium catalyst (C) is a catalyst obtained by a reaction comprising
(A) calcium hydroxide and
(B) a carboxylic acid comprising 3 to 40 carbon atoms,
wherein the calcium hydroxide (A) and the carboxylic acid (B) are present in a molar ratio (A):(B) of from 1:1 to 1:5.

2 . The detergent composition according to claim 1 , wherein the reaction comprising components (A) and (B) further comprises an alcohol solvent having 1 to 5 carbon atoms or a mixture thereof with water.

3 . The detergent composition according to claim 1 , wherein the carboxylic acid (B) comprising 3 to 40 carbon atoms is of the formula (III) or formula (IV),

wherein
R 4 in formula (III) is selected from the group consisting of saturated linear C 1 -C 30 alkyl chains, saturated branched C 1 -C 30 alkyl chains, unsaturated linear C 1 -C 30 alkyl chains, and unsaturated branched C 1 -C 30 alkyl chains;
R 5 , R 6 , R 7 and R 8 in formula (III) are each independently selected from the group consisting of hydrogen, methyl, and ethyl;
p in formula (III) is an integer number from 0 to 20; and
R 9 in formula (IV) is selected from the group consisting of saturated linear C 5 -C 30 alkyl chains, saturated branched C 5 -C 30 alkyl chains, unsaturated linear C 5 -C 30 alkyl chains, and unsaturated branched C 5 -C 30 alkyl.

4 . The detergent composition according to claim 1 , wherein the reaction comprising components (A) and (B) further comprises an acid (AC) having a pK A value of 3 or less, where (A) and (AC) are present in a molar ratio (A):(AC) of from 5:1 to 1:1.

5 . The detergent composition according to claim 1 , wherein volatile components are removed from the catalyst (C) before the catalyst (C) is used for the preparation of the ethoxylated glycerol esters of formula (I).

6 . The detergent composition according to claim 1 , wherein the content of Ca 2+ ions in the catalyst (C) is between 0.5 wt.-% and 5 wt.-%, based on the total weight of the catalyst (C).

7 . The detergent composition according to claim 1 , further comprising one or more components selected from the group consisting of:
Z2) one or more enzymes; Z3) one or more builders; Z4) one or more bleaching agents; Z5) one or more surfactants; Z6) one or more polymers; and Z7) one or more further additives.

8 . The detergent composition according to claim 7 , wherein the detergent composition comprises
from 0.1-15 wt.-% of the mixture of ethoxylated glycerol esters of formula (I) Z1), from 1×10 −6 to 5 wt.-% of the at least one enzyme component Z2), from 2 to 50 wt.-% of the at least one builder Z3), from 1 to 40 wt.-% of the at least one bleaching agent Z4), from 0 to 15 wt.-% of the at least one surfactant Z5), from 0 to 10 wt.-% of the at least one polymer Z6), and from 0 to 70 wt.-% of the at least one further additive Z7),
based on the total weight of the detergent composition.

9 . The detergent composition according to claim 1 , wherein the detergent composition is a solid composition at 20° C.

10 . The detergent composition according to claim 1 , wherein the detergent composition is wrapped in a water-soluble foil.

11 . The detergent composition according to claim 1 , wherein the detergent composition is a powder, gel, pod, cap, or liquid rinse aid.

12 . The detergent composition of claim 1 , wherein the ratio of CH 2 OH groups to alkyl-CH 3 groups in the mixture of ethoxylated glycerol esters Z1) is less than 0.08.

13 . The detergent composition of claim 1 , wherein the ratio of CH 2 OH groups to alkyl-CH 3 groups in the mixture of ethoxylated glycerol esters Z1) is less than 0.06.

14 . The detergent composition of claim 1 , wherein the mixture of ethoxylated glycerol esters Z1) has a hydroxyl value of less than 5 mg KOH/g.

15 . The detergent composition of claim 1 , wherein
the mixture of ethoxylated glycerol esters of formula (I) has a hydroxyl value of less than 5 mg KOH/g; and the ratio of CH 2 OH groups to alkyl-CH 3 groups in the mixture of ethoxylated glycerol esters Z1) is less than 0.06.

16 . A method of cleaning dishes in a dishwashing machine, the method comprising treating contaminated dishes in the dishwashing machine with an aqueous alkaline solution comprising a detergent composition, wherein the detergent composition comprises
Z1) a mixture of ethoxylated glycerol esters of formula (I),

prepared from ethylene oxide and one or more triglycerides of formula (II)

in the presence of a calcium catalyst (C), wherein
R 1 , R 2 and R 3 in formulae (I) and (II) are each independently selected from the group consisting of saturated linear C 7 -C 24 alkyl chains, saturated branched C 7 -C 24 alkyl chains, unsaturated linear C 7 -C 24 alkyl chains, and unsaturated branched C 7 -C 24 alkyl chains;
m, n and o in formula (I) are each independently an integer number from 1 to 200, with the proviso that the number-average of the sum of m+n+o is greater than 5;
the mixture of ethoxylated glycerol esters of formula (I) has a hydroxyl value of less than 6 mg KOH/g;
a ratio of CH 2 OH groups to alkyl-CH 3 groups in the mixture of ethoxylated glycerol esters Z1) is less than 0.12; and
the calcium catalyst (C) is a catalyst obtained by a reaction comprising
(A) calcium hydroxide and
(B) a carboxylic acid comprising 3 to 40 carbon atoms,
wherein the calcium hydroxide (A) and the carboxylic acid (B) are present in a molar ratio (A):(B) of from 1:1 to 1:5.

17 . The method according to claim 16 , wherein the aqueous alkaline solution has a pH of from 8 to 13.

18 . A method of cleaning dishes in a dishwashing machine, the method comprising treating contaminated dishes in the dishwashing machine with an aqueous composition comprising a detergent composition, wherein the detergent composition comprises
Z1) a mixture of ethoxylated glycerol esters of formula (I),

prepared from ethylene oxide and one or more triglyc

Assignees

• Clariant Int Ltd

Inventors

• Benson Hannah
• Hövelmann Felix
• Leinweber Dirk

Classifications

• C11D1/722

  Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; {Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups (C11D1/721 takes precedence)} · CPC title

• C11D3/10

  Carbonates {; Bicarbonates} · CPC title

• C11D3/044

  Hydroxides or bases · CPC title

• C11D17/06

  Powder; Flakes; Free-flowing mixtures; Sheets · CPC title

• C11D3/37

  Polymers {(polymeric surface-active agents C11D1/008; polysaccharides C11D3/222)} · CPC title