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US4394305A Expired / Lapsed US ⏱️ 0.0 years remaining

Alpha-oxyalkylene amine oxide compounds useful in detergents

Assignee: Procter and Gamble Co
•
Filing: 1981-03-17
•
Granted: 1983-07-19
•
Expires: 2001-03-17
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Abstract

Abstract Compounds which are carboxylic acids, or their salt, ester or amide derivatives, having an oxyalkylene amine oxide substituent at the alpha-carbon atom are disclosed. The compounds are useful as detergent surfactants which provide outstanding cleaning, particularly of oily soils, under cold water laundering conditions. Detergent compositions containing the compounds also preferably contain other surfactants, builders, and detergent adjunct materials.

Inventors

  • 👤 Eugene P. Gosselink

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 09:46
CPC Classifications
C; C11; C11D; C11D1/00; C11D1/02; C11D1/04; C07; C07C; C07C291/00; C07C291/02; C07C291/04; C11D1/66; C11D1/75

Claims Analysis

Total Claims: 39
Claim 1
Independent Claim 164 words
A compound of the formula: ##STR5## wherein R 1 is hydrogen or a C 1 -C 20 hydrocarbyl group; R 2 is a C 2 -C 6 alkylene group; n is from 1 to about 20; each R 3 is a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; each R 4 is hydrogen, a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; and X is hydrogen, a water-soluble metal, ammonium or substituted ammonium cation, a C 1 -C 8 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; provided that the total number of carbon atoms in hydrocarbyl groups at the R 1 , R 3 , and X or R 4 substituents is from about 8 to about 40.
Claim 2
Dependent Claim 164 words
A compound of the formula: ##STR5## wherein R 1 is hydrogen or a C 1 -C 20 hydrocarbyl group; R 2 is a C 2 -C 6 alkylene group; n is from 1 to about 20; each R 3 is a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; each R 4 is hydrogen, a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; and X is hydrogen, a water-soluble metal, ammonium or substituted ammonium cation, a C 1 -C 8 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; provided that the total number of carbon atoms in hydrocarbyl groups at the R 1 , R 3 , and X or R 4 substituents is from about 8 to about 40.
Claim 3
Dependent Claim 37 words
A compound according to claim 1 wherein the total number of carbon atoms in hydrocarbyl groups at the R 1 , R 3 , and X or R 4 substituents is from about 12 to about 30.
Claim 4
Dependent Claim 43 words
A compound according to claim 1 wherein R 1 is a C 10 -C 16 alkyl group and each R 3 is a C 1 -C 4 hydrocarbyl group or an ethylene oxide group containing from 1 to about 5 ethylene oxide units.
Claim 5
Dependent Claim 17 words
A compound according to claim 1 wherein R 2 is a C 2 -C 3 alkylene group.
Claim 6
Dependent Claim 13 words
A compound according to claim 4 wherein R 2 is an ethylene group.
Claim 7
Dependent Claim 14 words
A compound according to claim 1 wherein n is from 1 to about 10.
Claim 8
Dependent Claim 14 words
A compound according to claim 6 wherein n is from 1 to about 3.
Claim 9
Dependent Claim 10 words
A compound according to claim 7 wherein n is 1.
Claim 10
Dependent Claim 21 words
A compound according to claim 1 wherein R 2 is an ethylene group and n is from 1 to about 3.
Claim 11
Dependent Claim 43 words
A compound according to claim 9 wherein R 1 is a C 10 -C 16 alkyl group and each R 3 is a C 1 -C 4 hydrocarbyl group or an ethylene oxide group containing from 1 to about 5 ethylene oxide units.
Claim 12
Dependent Claim 18 words
A compound according to claim 10 wherein each R 3 is a methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl group.
Claim 13
Dependent Claim 42 words
A compound of the formula: ##STR6## wherein R 1 is a C 8 -C 20 hydrocarbyl group; n is from 1 to about 10; each R 3 is a C 1 -C 4 hydrocarbyl group; and X is a water-soluble alkali-metal cation.
Claim 14
Dependent Claim 42 words
A compound of the formula: ##STR6## wherein R 1 is a C 8 -C 20 hydrocarbyl group; n is from 1 to about 10; each R 3 is a C 1 -C 4 hydrocarbyl group; and X is a water-soluble alkali-metal cation.
Claim 15
Dependent Claim 17 words
A compound according to claim 12 wherein R 1 is a C 10 -C 16 alkyl group.
Claim 16
Dependent Claim 14 words
A compound according to claim 12 wherein n is from 1 to about 3.
Claim 17
Dependent Claim 10 words
A compound according to claim 12 wherein X is sodium.
Claim 18
Dependent Claim 21 words
A compound according to claim 15 wherein R 1 is a C 10 -C 16 alkyl group and n is 1.
Claim 19
Dependent Claim 18 words
A compound according to claim 16 wherein each R 3 is a methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl group.
Claim 20
Dependent Claim 61 words
A compound of the formula: ##STR7## wherein R is a C 8 -C 20 hydrocarbyl group; n is from 1 to about 10; each R 3 is a C 1 -C 4 hydrocarbyl group; and each R 4 is hydrogen, a C 1 -C 4 hydrocarbyl group or an ethylene oxide group containing from 1 to about 5 ethylene oxide units.
Claim 21
Dependent Claim 61 words
A compound of the formula: ##STR7## wherein R is a C 8 -C 20 hydrocarbyl group; n is from 1 to about 10; each R 3 is a C 1 -C 4 hydrocarbyl group; and each R 4 is hydrogen, a C 1 -C 4 hydrocarbyl group or an ethylene oxide group containing from 1 to about 5 ethylene oxide units.
Claim 22
Dependent Claim 17 words
A compound according to claim 18 wherein R 1 is a C 10 -C 16 alkyl group.
Claim 23
Dependent Claim 14 words
A compound according to claim 18 wherein n is from 1 to about 3.
Claim 24
Dependent Claim 18 words
A compound according to claim 18 wherein each R 4 is a methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl group.
Claim 25
Dependent Claim 21 words
A compound according to claim 21 wherein R 1 is a C 10 -C 16 alkyl group and n is 1.
Claim 26
Dependent Claim 18 words
A compound according to claim 22 wherein each R 3 is a methyl, ethyl, 2-hydroxyethyl or 2-hydroxypropyl group.
Claim 27
Dependent Claim 179 words
A detergent composition comprising from about 0.005% to about 99% by weight of an amine oxide surfactant of the formula: ##STR8## wherein R 1 is hydrogen or a C 1 -C 20 hydrocarbyl group; R 2 is a C 2 -C 6 alkylene group; n is from 1 to about 20; each R 3 is a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; each R 4 is hydrogen, a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; and X is hydrogen, a water-soluble metal, ammonium or substituted ammonium cation, a C 1 -C 8 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; provided that the total number of carbon atoms in hydrocarbyl groups at the R 1 , R 3 , and X or R 4 substituents is from about 8 to about 40.
Claim 28
Dependent Claim 179 words
A detergent composition comprising from about 0.005% to about 99% by weight of an amine oxide surfactant of the formula: ##STR8## wherein R 1 is hydrogen or a C 1 -C 20 hydrocarbyl group; R 2 is a C 2 -C 6 alkylene group; n is from 1 to about 20; each R 3 is a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; each R 4 is hydrogen, a C 1 -C 20 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; and X is hydrogen, a water-soluble metal, ammonium or substituted ammonium cation, a C 1 -C 8 hydrocarbyl group or a C 2 -C 3 alkylene oxide group containing from 1 to about 10 alkylene oxide units; provided that the total number of carbon atoms in hydrocarbyl groups at the R 1 , R 3 , and X or R 4 substituents is from about 8 to about 40.
Claim 29
Dependent Claim 20 words
A composition according to claim 24 comprising from about 1% to about 40% by weight of the amine oxide surfactant.
Claim 30
Dependent Claim 20 words
A composition according to claim 25 comprising from about 3% to about 15% by weight of the amine oxide surfactant.
Claim 31
Dependent Claim 28 words
A composition according to claim 24 further comprising from about 0.01% to about 60% by weight of an anionic, cationic, nonionic, ampholytic, or zwitterionic cosurfactant, or mixtures thereof.
Claim 32
Dependent Claim 18 words
A composition according to claim 27 comprising from about 3% to about 20% by weight of the cosurfactant.
Claim 33
Dependent Claim 54 words
A composition according to claim 27 wherein the cosurfactant is an ethoxylated alcohol or alkyl phenol of the formula R(OCH 2 CH 2 ) n OH, wherein R is a C 8 -C 18 hydrocarbyl group or a C 8 -C 15 alkyl phenyl group and n is from about 3 to about 12.
Claim 34
Dependent Claim 25 words
A composition according to claim 29 wherein R is a C 9 -C 15 alkyl group and n is from about 4 to about 8.
Claim 35
Dependent Claim 21 words
A composition according to claim 24 further comprising from about 1% to about 95% by weight of a detergent builder material.
Claim 36
Dependent Claim 20 words
A composition according to claim 31 comprising from about 5% to about 75% by weight of the detergent builder material.
Claim 37
Dependent Claim 36 words
A composition according to claim 32 wherein the detergent builder material is selected from the group consisting of alkali metal phosphates, polyphosphates, phosphonates, polyphosphonates, carbonates, silicates, borates, polyhydroxysulfonates, polyacetates, carboxylates, polycarboxylates, and aluminosilicates, and mixtures thereof.
Claim 38
Dependent Claim 28 words
A composition according to claim 31 further comprising from about 0.01% to about 60% by weight of an anionic, cationic, nonionic, ampholytic, or zwitterionic cosurfactant, or mixtures thereof.
Claim 39
Dependent Claim 52 words
A composition according to claim 24, 27, 31 or 34 wherein, in the amine oxide surfactant, R 1 is a C 10 -C 16 alkyl group, R 2 is an ethylene group, and n is from 1 to about 3, and each R 3 is a C 1 -C 4 hydrocarbyl group.

References Cited (Backward Citations)

US2159967A Cited
US4260529A Cited
US4247424A Cited
US4301044A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-07-18 1987-01-17 1987-07-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-07-18 1991-01-17 1991-07-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-07-18 1995-01-17 1995-07-19 $7700.00 Window Closed / Lapsed

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