Compositions containing an etheramine

Patent metadata

Field	Value
Publication number	US-11268047-B2
Application number	US-202016797519-A
Country	US
Kind code	B2
Filing date	Feb 21, 2020
Priority date	Mar 24, 2016
Publication date	Mar 8, 2022
Grant date	Mar 8, 2022

Abstract

The present disclosure relates generally to cleaning compositions and, more specifically, to cleaning compositions containing an etheramine that is suitable for removal of stains from soiled materials.

First claim

What is claimed is:

1. A method of forming an etheramine:
the method comprising reductive cyanoethylation of an alkoxylated 1,3-diol mixture with an acrylonitrile in the presence of a base followed by hydrogentation with hydrogen and a catalyst to form an etheramine of Formula (I), Formula (II), or a mixture thereof:

wherein each of R 1 -R 12 is independently selected from H, alkyl, cycloalkyl, aryl, alkylaryl, or arylalkyl, wherein at least one of R 1 -R 6 and at least one of R 7 -R 12 is different from H, and wherein each of Z 1 -Z 3 is linear CH 2 CH 2 CH 2 NH 2 .

2. The method of claim 1 , wherein the degree of amination of said etheramine of Formula (I) and/or Formula (II) is equal to or greater than about 50%.

3. The method of claim 1 , wherein said etheramine comprises an etheramine mixture comprising at least 95%, by weight of said etheramine mixture, of said etheramine of Formula (I), said etheramine of Formula (II), or a mixture thereof.

4. The method of claim 1 , wherein in said etheramine of Formula (I) or Formula (II), each of R 1 , R 2 , R 5 , R 6 , R 7 , R 8 , R 11 , and R 12 is H and each of R 3 , R 4 , R 9 , and R 10 is independently selected from C1-C16 alkyl or aryl.

5. The method of claim 4 , wherein in said etheramine of Formula (I) or Formula (II), each of R 3 , R 4 , R 9 , and R 10 is independently selected from a butyl group, an ethyl group, a methyl group, a propyl group, or a phenyl group.

6. The method of claim 1 , wherein in said etheramine of Formula (I) or Formula (II), each of R 3 and R 9 is an ethyl group, each of R 4 and R 10 is a butyl group, and each of R 1 , R 2 , R 5 , R 6 , R 7 , R 8 , R 11 , and R 12 is H.

7. The method of claim 1 , wherein in said etheramine of Formula (I) or Formula (II), each of R 1 , R 2 , R 7 , and R 8 is H and each of R 3 , R 4 , R 5 , R 6 , R 9 , R 10 , R 11 , and R 12 is independently selected from an ethyl group, a methyl group, a propyl group, a butyl group, a phenyl group, or H.

8. The method of claim 1 , wherein said etheramine has a weight average molecular weight of about 150 to about 1000 grams/mole.

9. The method of claim 1 , wherein said etheramine has a weight average molecular weight of about 150 to about 900 grams/mole.

10. The method of claim 1 , wherein said etheramine has a weight average molecular weight of about 150 to about 450 grams/mole.

11. The method of claim 1 , wherein the base comprises alkaline hydroxides and substituted ammonium hydroxide.

12. The method of claim 11 , wherein the base is Tetrakis(2-hydroxyethyl)ammonium hydroxide.

13. The method of claim 1 , wherein the catalyst for hydrogenation of the nitrile function to the corresponding amine comprises one or more of Fe, Co, Ni, Ru, Rh, Pd, Os, Ir, or Pt.

Assignees

• Procter & Gamble

Inventors

• Scialla Stefano
• Loughnane Brian Joseph
• HENKE Karie Marie
• Nash Jr J Frank
• Hayes Michael Patrick
• Ludolph Bjoern
• Ebert Sophia Rosa
• Eidamhaus Christian

Classifications

• C11D3/3723

  Polyamines or polyalkyleneimines · CPC title

• C11D1/44

  Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines · CPC title

• C11D1/945

  containing a combination of non-ionic compounds differently alcoxylised or with different alkylated chains · CPC title

• C11D1/83

  Mixtures of non-ionic with anionic compounds · CPC title

• C11D1/22

  derived from aromatic compounds · CPC title