Anionic surfactants and washing agents containing said surfactants

Patent metadata

Field	Value
Publication number	US-10988709-B2
Application number	US-201815887555-A
Country	US
Kind code	B2
Filing date	Feb 2, 2018
Priority date	Aug 3, 2015
Publication date	Apr 27, 2021
Grant date	Apr 27, 2021

Abstract

Surfactants of general formula (I), in which R 1 denotes a linear or branched alkyl residue having 6 to 20, and in particular 8 to 14 carbon atoms, R 2 denotes H or CH 3 , and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atom, can be easily incorporated into washing or cleaning agents, have outstanding application-related properties, and can be produced based on renewable resources.

First claim

What is claimed is:

1. An anionic surfactant of general formula (I),

in which R 1 denotes a linear or branched alkyl functional group having 6 to 20 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

2. A method for producing an anionic surfactant of general formula (I),

in which R 1 denotes a linear or branched alkyl functional group having 6 to 20 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms,
comprising the step of O-alkylation of the hydroxypropyl group or 4-(3-hydroxypropyl)-guaiacol or 4-(3-hydroxypropyl)-2-methoxyanisole and subsequent sulfonation, where M denotes an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

3. A washing or cleaning agent, comprising an anionic surfactant of general formula (I),

in which R 1 denotes a linear or branched alkyl residue having 6 to 20 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

4. The washing or cleaning agent according to claim 3 , comprising 1 wt. % to 99 wt. % of the surfactant of general formula (I).

5. The washing or cleaning agent according to claim 4 , additionally comprising up to 99 wt. % of a further surfactant.

6. The washing or cleaning agent according to claim 4 , wherein the washing or cleaning agent is particulate and comprises builders.

7. The washing or cleaning agent according to claim 4 , wherein the washing or cleaning agent is liquid and comprises 1 wt. % to 90 wt. % water, water-miscible solvent or a mixture of water and water-miscible solvent.

8. The washing or cleaning agent according to claim 4 , wherein the washing or cleaning agent is present portioned and ready-for-use in individual doses in a chamber formed of water-soluble material.

9. The anionic surfactant, according to claim 1 , of general formula (I),

in which R 1 denotes a linear or branched alkyl functional group having 8 to 14 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

10. The method, according to claim 2 , for producing an anionic surfactant of general formula (I),

in which R 1 denotes a linear or branched alkyl functional group having 8 to 14 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms,
comprising the step of O-alkylation of the hydroxypropyl group or 4-(3-hydroxypropyl)-guaiacol or 4-(3-hydroxypropyl)-2-methoxyanisole and subsequent sulfonation, where M denotes an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

11. The method, according to claim 2 , for producing an anionic surfactant of general formula (I),

in which R 1 denotes a linear or branched alkyl functional group having 6 to 20 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms,
comprising the step of O-alkylation of the hydroxypropyl group or 4-(3-hydroxypropyl)-guaiacol or 4-(3-hydroxypropyl)-2-methoxyanisole and neutralization by way of subsequent reaction with MOH, where M denotes an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

12. The washing or cleaning agent, according to claim 3 , comprising an anionic surfactant of general formula (I),

in which R′ denotes a linear or branched alkyl residue having 8 to 14 carbon atoms, R 2 denotes H or CH3, and M denotes hydrogen, an alkali metal or an N + R 3 R 4 R 5 grouping, in which R 3 , R 4 and R 5 , independently of one another, denote hydrogen, an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 2 to 6 carbon atoms.

13. The washing or cleaning agent according to claim 4 , characterized by comprising 3 wt. % to 85 wt. % of the surfactant of general formula (I).

14. The washing or cleaning agent according to claim 5 , characterized by additionally comprising 3 wt. % to 85 wt. % of a further surfactant.

15. The washing or cleaning agent according to claim 6 , characterized by being particulate and comprising builders in an amount in the range of 1 wt. % to 60 wt. %.

16. The washing or cleaning agent according to claim 7 , characterized by being liquid and comprising 10 wt. % to 85 wt. % water, water-miscible solvent or a mixture of water and water-miscible solvent.

Assignees

• Henkel Ag & Co Kgaa
• Studiengesellschaft Kohlm mbH
• Studiengesellschaft Kohle Mbh

Inventors

• Kropf Christian
• Schulz Alexander
• Hellmuth Hendrik
• Rinaldi Roberto
• Estevez Rivera Hebert Jesus

Classifications

• C07C309/42 Primary

  having the sulfo groups bound to carbon atoms of non-condensed six-membered aromatic rings · CPC title

• C11D17/042

  Water soluble or water disintegrable containers or substrates containing cleaning compositions or additives for cleaning compositions · CPC title

• C11D3/43

  Solvents · CPC title

• C11D1/22 Primary

  derived from aromatic compounds · CPC title

• C11D17/0065

  Solid detergents containing builders (C11D17/06 takes precedence) · CPC title