Tetraacetyldiamine and triacetyldiamine derivatives useful as bleach activators

Patent metadata

Field	Value
Publication number	US-11525106-B2
Application number	US-201917046990-A
Country	US
Kind code	B2
Filing date	Apr 15, 2019
Priority date	Apr 16, 2018
Publication date	Dec 13, 2022
Grant date	Dec 13, 2022

Abstract

This disclosure relates generally to bleach activator compositions. This disclosure relates more particularly to tetraacetyldiamine and/or triacetyldiamine derivatives and compositions thereof and to their use as bleach activators, and methods for using them as detergents or biocides.

First claim

What is claimed is:

1. An aqueous composition comprising one or more active oxygen agents, and at least one compound of the formula (I):

or a salt thereof, wherein
represents a single or double bond, provided that the bond satisfies the valence requirement of the C atoms;
R 1 is C 1 -C 4 alkyl, C 2 -C 4 alkenyl, or C 2 -C 4 alkynyl, each of which is independently optionally substituted with one or more R 4 ;
R 2 is hydrogen, C 1 -C 4 alkyl, C 2 -C 4 alkenyl, or C 2 -C 4 alkynyl, each of which is independently optionally substituted with one or more R 5 ;
or R 1 and R 2 together with the atoms to which they are attached form an aryl, heteroaryl, heterocyclyl, or C 5 -C 8 cycloalkyl ring; and
R 3 is hydrogen or acetyl;
wherein each R 4 and R 5 are independently selected from the group consisting of C 3 -C 8 cycloalkyl, aryl, heteroaryl, and heterocyclyl.

2. The composition of claim 1 , wherein represents a single bond.

3. The composition of claim 1 , wherein
R 1 is C 1 -C 4 alkyl optionally substituted with one or more R 4 .

4. The composition of claim 1 , wherein
R 2 is hydrogen; or
R 2 is C 1 -C 4 alkyl optionally substituted with one or more R 5 ;
or
R 2 is C 1 -C 2 alkyl optionally substituted with one or more R 4 .

5. The composition of any of claim 1 , wherein R 3 is acetyl; or R 3 is hydrogen.

6. The composition of claim 1 , wherein the compound of formula (I) is:

7. The composition of claim 1 , wherein the one or more active oxygen agents is selected from the group consisting of peroxygen compounds, peroxygen compound adducts, hydrogen peroxide, hydrogen peroxide liberating or generating compounds, inorganic or organic peroxyacids, peroxycarboxylic acids, percarbonates, perborates, peroxyhydrates, persilicates, persulfates, and combinations thereof.

8. The composition of claim 1 , wherein the compound of formula (I) is present in an amount of within the range of about 0.5 wt % to about 10 wt %, based on the total weight of the composition.

9. The composition of any of claim 1 , wherein the composition is substantially free of tetraacetylethylenediamine.

10. A detergent composition comprising one or more surfactants and the composition of claim 1 .

11. The detergent composition of claim 10 , wherein the one or more surfactants is present in an amount of about 0.5 wt % to about 70 wt %, based on the total weight of the detergent composition.

12. The detergent composition of claim 10 in a liquid form.

13. A method of treating a soiled substrate, the method comprising contacting the substrate with the detergent composition of claim 10 .

14. A method of disinfecting a substrate, the method comprising contacting the substrate with the composition of any of claim 1 .

15. A method for producing a peracetic acid solution, the method comprising reacting in aqueous solution an active oxygen agent and a compound of the formula (I):

or a salt thereof, wherein
represents a single or double bond, provided that the bond satisfies the valence requirement of the C atoms;
R 1 is C 1 -C 4 alkyl, C 2 -C 4 alkenyl, or C 2 -C 4 alkynyl, each of which is independently optionally substituted with one or more R 4 ;
R 2 is hydrogen, C 1 -C 4 alkyl, C 2 -C 4 alkenyl, or C 2 -C 4 alkynyl, each of which is independently optionally substituted with one or more R 5 ;
or R 1 and R 2 together with the atoms to which they are attached form an aryl, heteroaryl, heterocyclyl, or C 5 -C 8 cycloalkyl ring; and

R 3 is hydrogen or acetyl;
wherein each R 4 and R 5 are independently selected from the group consisting of C 3 -C 8 cycloalkyl, aryl, heteroaryl, and heterocyclyl,

to perhydrolyse the amide bond.

16. The composition of claim 1 wherein the one or more active oxygen agents is present in an amount of about 0.5 wt % to about 20 wt %, based on the total weight of the composition.

17. The composition of claim 1 wherein no more than 1 wt % of TAED is present in the composition, based on the total weight of the composition.

18. The composition of claim 9 , wherein the composition is in liquid form having a pH-value within the range of about 8 to about 12.

19. The composition of claim 9 , wherein the composition is in a gel form.

20. The composition of claim 9 , wherein the composition is in a gel form, and when dissolved in water has a pH-value within the range of about 8 to about 12.

Assignees

• Dow Global Technologies Llc
• Univ Illinois

Inventors

• Chen Xue
• King Stephen W
• Song Ziyuan
• Cheng Jianjun

Classifications

• C11D1/00

  Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent · CPC title

• C11D3/3917

  Nitrogen-containing compounds · CPC title

• A01N37/20

  containing the group [IMAGE cpc-sch-A01N-0935.gif], wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof · CPC title

• C11D3/3947 Primary

  Liquid compositions · CPC title

• C11D3/32

  Amides; Substituted amides · CPC title