IP Library Granted Patent US 9,441,187
Granted Patent B2
US 9,441,187 · App. 14/398,962 · Granted Sep 13, 2016

Fabric softener active composition and method for making it

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Quick Facts
Patent No.
US 9,441,187
App. No.
14/398,962
Granted
Sep 13, 2016
Kind
B2
Abstract

Reacting at least one tris-(2-hydroxyethyl)-amine fatty acid ester with dimethylsulfate at a molar ratio of dimethylsulfate to amine nitrogen of from 0.79 to 0.94 until the reaction mixture has a total amine number of from 7 to 20 mg KOH/g provides novel fabric softener active compositions with a low content of methanol, comprising from 65 to 98% by weight of tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters and from 1 to 1500 ppm methanol.

Claims (17)

1. A fabric softener active composition, comprising:

a) from 65 to 98% by weight of at least one tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid ester,

b) at least one tris-(2-hydroxyethyl)-amine fatty acid ester in an amount providing a total amine number of the composition of from 7 to 20 mg KOH/g, and

c) from 1 to 1500 ppm methanol.

2. The fabric softener active composition of claim 1 , comprising from 10 to 800 ppm methanol.

3. The fabric softener active composition of claim 1 , comprising said tris-(2-hydroxyethyl)-amine fatty acid esters in an amount providing a total amine number of the composition of from 8 to 13 mg KOH/g.

4. The fabric softener active composition of claim 1 , wherein said tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters and said tris-(2-hydroxyethyl)-amine fatty acid esters have the same fatty acid moieties.

5. The fabric softener active composition of claim 1 , wherein said tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters have an average molar ratio of fatty acid moieties to nitrogen of from 1.4 to 2.0.

6. The fabric softener active composition of claim 1 , wherein the fatty acids corresponding to the fatty acid moieties of said tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters have an iodine value of from 0.5 to 120.

7. The fabric softener active composition of claim 1 , wherein the fatty acid moieties of said tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters have an average chain length of from 16 to 18 carbon atoms.

8. The fabric softener active composition of claim 1 , wherein said tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters comprise less than 10 mol-% polyunsaturated fatty acid moieties.

9. The fabric softener active composition of claim 1 , further comprising up to 35% by weight of a solvent selected from the group consisting of ethanol, 1-propanol, 2-propanol, ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, C 1 -C 4 -alkyl monoethers of ethylene glycol and C 1 -C 4 -alkyl monoethers of propylene glycol.

10. A method for making a fabric softener active composition comprising from 65 to 98% by weight of tris-(2-hydroxyethyl)-methylammonium methylsulfate fatty acid esters and from 1 to 1500 ppm methanol, wherein at least one tris-(2-hydroxyethyl)-amine fatty acid ester is reacted with dimethylsulfate at a molar ratio of dimethylsulfate to amine nitrogen of from 0.79 to 0.94 until the reaction mixture has a total amine number of from 7 to 20 mg KOH/g.

11. The method of claim 10 , wherein said tris-(2-hydroxyethyl)-amine fatty acid esters are reacted with dimethylsulfate at a temperature of from 60 to 95° C.

12. The method of claim 10 , wherein said tris-(2-hydroxyethyl)-amine fatty acid esters have an average molar ratio of fatty acid moieties to nitrogen of from 1.4 to 2.0.

13. The method of claim 10 , wherein the fatty acid moieties of said tris-(2-hydroxyethyl)-amine fatty acid esters have an iodine value of from 0.5 to 120.

14. The method of claim 10 wherein the fatty acid moieties of said tris-(2-hydroxyethyl)-amine fatty acid esters have an average chain length of from 16 to 18 carbon atoms.

Assignments (3)
CHANGE OF NAME Recorded Jan 24, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051692/0204 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 1, 2015
From: EVONIK INDUSTRIES AG
To: EVONIK DEGUSSA GMBH
Reel/Frame 037174/0982 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2014
From: KÖHLE, HANS-JÜRGEN; KOTTKE, ULRIKE; KUPPERT, DIRK; TRÄUMER, DIETMAR; SEIDEL, KURT; EULER, AXEL
To: EVONIK INDUSTRIES AG
Reel/Frame 034126/0001 →