Furan Based Composition
US-2015150768-A1 · Jun 4, 2015 · US
US11535814B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11535814-B2 |
| Application number | US-202016805042-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 28, 2020 |
| Priority date | Aug 28, 2017 |
| Publication date | Dec 27, 2022 |
| Grant date | Dec 27, 2022 |
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The invention relates to surfactants of general formula (I) in which R represents a linear or branched alkyl, alkenyl, alkylaryl or alkenylaryl group having 5-25 C atoms and X+ represents a charge-balancing cation. The surfactants can be incorporated into detergents or cleaning agents, have excellent technological application properties and can be produced based on renewable raw materials.
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What is claimed is: 1. An anionic surfactant of the general formula (I), in which R represents a linear or branched alkyl, alkenyl, alkylaryl or alkenylaryl group having 5 to 25 C atoms and X + represents a charge-balancing cation. 2. A method for preparing an anionic surfactant of the general formula (I), in which R represents a linear or branched alkyl, alkenyl, alkylaryl or alkenylaryl group having 5 to 25 C atoms and X + represents a charge-balancing cation, by a) reaction of furfural with a Grignard compound R—Mg-Hal, in which R has the meaning specified above and Hal is selected from Br and I, b) hydrogenation of the furan ring to form the tetrahydrofuran ring, and c) sulfation using a sulfation agent and optionally neutralization by subsequent reaction with X + OH − , X + HCO − 3 or X + 2 CO 2− 3 , in which X + represents an alkali metal cation or a grouping N + R 1 R 2 R 3 , in which R 1 , R 2 and R 3 represent, independently of one another, hydrogen, an alkyl group having 1 to 6 C atoms, or a hydroxyalkyl group having 2 to 6 C atoms. 3. The method according to claim 2 , wherein R represents a linear or branched alkyl, alkenyl, alkylaryl or alkenylaryl group having 5 to 25 C atoms and X + represents a charge-balancing cation, by a) reaction of tetrahydrofurfural with a Grignard compound R—Mg-Hal, in which R has the meaning specified above and Hal is selected from Br and I, and b) sulfation using a sulfating agent and optionally neutralization by subsequent reaction with X + OH − , X + HCO − 3 or X + 2 CO 2− 3 in which X + represents an alkali metal cation or a grouping N + R 1 R 2 R 3 , in which R 1 , R 2 and R 3 represent, independently of one another, hydrogen, an alkyl group having 1 to 6 C atoms, or a hydroxyalkyl group having 2 to 6 C atoms. 4. A washing or cleaning agent containing an anionic surfactant of the general formula (I), in which R represents a linear or branched alkyl, alkenyl, alkylaryl or alkenylaryl group having 5 to 25 C atoms and X + represents a charge-balancing cation. 5. The agent according to claim 4 , wherein it contains 1 wt. % to 99 wt. % of the surfactant of general formula (I). 6. The agent according to claim 4 , wherein it additionally contains up to 99 wt. % of additional surfactant. 7. The agent according to claim 4 , wherein it is particulate and contains builders or in that it is liquid and contains 1 wt. % to 90 wt. % of water, water-miscible solvent or a mixture of water and water-miscible solvent. 8. The agent according to claim 4 , wherein it is portioned ready for individual dosing in a chamber made of water-soluble material and contains less than 15 wt. % of water. 9. The surfactant according to claim 1 , wherein the compounds of general formula (I), R represents a linear or branched alkyl group having 7-21 C atoms. 10. The agent according to claim 5 , wherein it contains 3 wt. % to 65 wt. % of the surfactant of general formula (I). 11. The agent according to claim 6 , wherein it additionally contains 3 wt. % to 65 wt. % of additional surfactant. 12. The agent according to claim 7 , wherein it contains builders in an amount in the range of 1 wt. % to 60 wt. %, or in that it is liquid and contains 10 wt. % to 85 wt. % of water, water-miscible solvent or a mixture of water and water-miscible solvent. 13. The agent according to claim 8 , wherein it the water-soluble chamber contains a range of 1 wt. % to 12 wt. % of water. 14. The method according to claim 2 , wherein the compounds of general formula (I), R represents a linear or branched alkyl group having 7-21 C atoms. 15. The method according to claim 3 , wherein the compounds of general formula (I), R represents a linear or branched alkyl group having 7-21 C atoms. 16. The agent according to claim 4 , wherein the compounds of general formula (I), R represents a linear or branched alkyl group having 7-21 C atoms.
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