US4548744A — Ethoxylated amine oxides having clay soil removal…

Claim 1

Independent Claim 486 words

A water-soluble amine oxide having clay soil removal/anti-redeposition properties selected from the group consisting of: (1) ethoxylated monoamine oxides having formula I: ##STR84## (2) ethoxylated amine oxides having formulas IIA, IIB or IIC: ##STR85## wherein M 1 is an ##STR86## group; each M 2 is an ##STR87## group, and at least one M 2 is an ##STR88## group; (3) ethoxylated amine oxides having formula III: ##STR89## (4) ethoxylated amine oxide polymers which comprise a polymer backbone, at least 2M 3 groups and at least one L--X group, wherein M 3 is an amine oxide group attached to or integral with the backbone; and L connects groups M 3 and X, or connects group X to the polymer backbone; and (5) mixtures thereof; wherein A 1 is ##STR90## --O--, R is H or C 1 -C 4 alkyl or hydroxyalkyl; R 1 is C 2 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene, or a C 2 -C 3 oxyalkylene moiety having from 2 to about 20 oxyalkylene units provided that no O--N bonds are formed; each R 2 is C 1 -C 4 alkyl or hydroxyalkyl, the moiety --L--X, or two R 2 together form the moiety --(CH 2 ) r --A 2 --(CH 2 ) s --, wherein A 2 is --O-- or --CH 2 --, r is 1 or 2, s is 1 or 2 and r+s is 3 or 4; R 3 is a substituted C 3 -C 12 alkyl, hydroxyalkyl, alkenyl, aryl or alkaryl group having p substitution sites; R 4 is C 1 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene, or a C 2 -C 3 oxyalkylene moiety having from 2 to about 20 oxyalkylene units provided that no O--N bonds are formed; X is a nonionic group selected from the group consisting of H, C 1 -C 4 alkyl or hydroxyalkyl ester groups, C 1 -C 4 alkyl or hydroxyalkyl ether groups, and mixtures thereof, or a mixture of said nonionic group and an anionic group selected from the group consisting of COO - , PO 3 31 2 and SO 3 - ; L is a hydrophilic chain which contains the polyoxyalkylene moiety --[(R 5 O) m (CH 2 CH 2 O) n ]--, wherein R 5 is C 3 -C 4 alkylene or hydroxyalkylene, and m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 50% by weight of said polyoxyalkylene moiety; n is at least about 12 for said monoamine oxides of formula l, is at least about 6 for said amine oxides of formulas IIA, IIB or IIC, is at least 3 for said amine oxides of formula III and is at least about 12 for said amine oxide polymers; p is from 3 to 8; q is 1 or 0; t is 1 or 0, provided that t is 1 when a is 1.

Claim 2

Dependent Claim 486 words

A water-soluble amine oxide having clay soil removal/anti-redeposition properties selected from the group consisting of: (1) ethoxylated monoamine oxides having formula I: ##STR84## (2) ethoxylated amine oxides having formulas IIA, IIB or IIC: ##STR85## wherein M 1 is an ##STR86## group; each M 2 is an ##STR87## group, and at least one M 2 is an ##STR88## group; (3) ethoxylated amine oxides having formula III: ##STR89## (4) ethoxylated amine oxide polymers which comprise a polymer backbone, at least 2M 3 groups and at least one L--X group, wherein M 3 is an amine oxide group attached to or integral with the backbone; and L connects groups M 3 and X, or connects group X to the polymer backbone; and (5) mixtures thereof; wherein A 1 is ##STR90## --O--, R is H or C 1 -C 4 alkyl or hydroxyalkyl; R 1 is C 2 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene, or a C 2 -C 3 oxyalkylene moiety having from 2 to about 20 oxyalkylene units provided that no O--N bonds are formed; each R 2 is C 1 -C 4 alkyl or hydroxyalkyl, the moiety --L--X, or two R 2 together form the moiety --(CH 2 ) r --A 2 --(CH 2 ) s --, wherein A 2 is --O-- or --CH 2 --, r is 1 or 2, s is 1 or 2 and r+s is 3 or 4; R 3 is a substituted C 3 -C 12 alkyl, hydroxyalkyl, alkenyl, aryl or alkaryl group having p substitution sites; R 4 is C 1 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene, or a C 2 -C 3 oxyalkylene moiety having from 2 to about 20 oxyalkylene units provided that no O--N bonds are formed; X is a nonionic group selected from the group consisting of H, C 1 -C 4 alkyl or hydroxyalkyl ester groups, C 1 -C 4 alkyl or hydroxyalkyl ether groups, and mixtures thereof, or a mixture of said nonionic group and an anionic group selected from the group consisting of COO - , PO 3 31 2 and SO 3 - ; L is a hydrophilic chain which contains the polyoxyalkylene moiety --[(R 5 O) m (CH 2 CH 2 O) n ]--, wherein R 5 is C 3 -C 4 alkylene or hydroxyalkylene, and m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 50% by weight of said polyoxyalkylene moiety; n is at least about 12 for said monoamine oxides of formula l, is at least about 6 for said amine oxides of formulas IIA, IIB or IIC, is at least 3 for said amine oxides of formula III and is at least about 12 for said amine oxide polymers; p is from 3 to 8; q is 1 or 0; t is 1 or 0, provided that t is 1 when a is 1.

Claim 3

Dependent Claim 15 words

An amine oxide according to claim 1 which is a monoamine oxide of formula I.

Claim 4

Dependent Claim 18 words

An amine oxide according to claim 2 wherein m is 0 and n is at least about 15.

Claim 5

Dependent Claim 28 words

An amine oxide according to claim 1 which is an amine oxide of formulas IIA, IIB, IIC or III and wherein each R 2 is the moiety --L--X.

Claim 6

Dependent Claim 35 words

An amine oxide according to claim 4 wherein m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 85% by weight of said polyoxyalkylene moiety.

Claim 7

Dependent Claim 13 words

An amine oxide according to claim 5 wherein X is a nonionic group.

Claim 8

Dependent Claim 11 words

An amine oxide according to claim 6 wherein X is H.

Claim 9

Dependent Claim 18 words

An amine oxide according to claim 7 which is an amine oxide of formulas IIA, IIB or IIC.

Claim 10

Dependent Claim 16 words

An amine oxide according to claim 8 wherein R 1 is C 2 -C 6 alkylene.

Claim 11

Dependent Claim 16 words

An amine oxide according to claim 9 wherein R 1 is C 2 -C 3 alkylene.

Claim 12

Dependent Claim 18 words

An amine oxide according to claim 9 wherein M 1 and each M 2 are an ##STR91## group.

Claim 13

Dependent Claim 18 words

An amine oxide according to claim 11 wherein m is 0 and n is at least about 12.

Claim 14

Dependent Claim 15 words

An amine oxide according to claim 7 which is an amine oxide of formula III.

Claim 15

Dependent Claim 33 words

An amine oxide according to claim 13 wherein R 3 is a substituted C 3 -C 6 alkyl, hydroxyalkyl or aryl group; A 1 is ##STR92## and p is from 3 to 6.

Claim 16

Dependent Claim 15 words

An amine oxide according to claim 14 wherein each M 2 is an ##STR93## group.

Claim 17

Dependent Claim 18 words

An amine oxide according to claim 15 wherein m is 0 and n is at least about 12.

Claim 18

Dependent Claim 13 words

An amine oxide according to claim 1 which is an amine oxide polymer.

Claim 19

Dependent Claim 59 words

An amine oxide polymer according to claim 17 wherein said backbone is selected from the group consisting of the polyurethanes, the polyesters, the polyethers, the polyamides, the polyimides, the polyacrylates, the polyacrylamides, the polyvinylethers, the polyalkylenes, the polyalkarylenes, the polyalkyleneamines, the polyalkyleneimines, the polyvinylamines, the polyallylamines, the polydiallylamines, the polyvinylpyridines, the polyaminotriazoles, polyvinyl alcohol, the aminopolyureylenes and mixtures thereof.

Claim 20

Dependent Claim 25 words

An amine oxide polymer according to claim 18 wherein the ratio of groups M 3 to groups X is from about 1:1 to about 1:5.

Claim 21

Dependent Claim 25 words

An amine oxide polymer according to claim 19 wherein units containing groups M 3 and L--X comprise from about 50 to 100% of the polymer.

Claim 22

Dependent Claim 25 words

An amine oxide polymer according to claim 20 wherein the number of groups M 3 and L--X are each from about 3 to about 40.

Claim 23

Dependent Claim 36 words

An amine oxide polymer according to claim 21 wherein m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 85% by weight of said polyoxyalkylene moiety.

Claim 24

Dependent Claim 12 words

An amine oxide polymer according to claim 22 wherein m is 0.

Claim 25

Dependent Claim 14 words

An amine oxide polymer according to claim 23 wherein X is said nonionic group.

Claim 26

Dependent Claim 12 words

An amine oxide polymer according to claim 24 wherein X is H.

Claim 27

Dependent Claim 347 words

An amine oxide polymer according to claim 17 which comprises united selected from those having formulas IV, V and VI: ##STR94## wherein A is ##STR95## x is 0 or 1; R is H or C 1 -C 4 alkyl or hydroxyalkyl; R 1 is C 2 -C 12 alkylene, hydroxyalkylene, alkenylene, cycloalkylene, arylene or alkarylene, or a C 2 -C 3 oxyalkylene moiety having from 2 to about 20 oxyalkylene units provided that no O--O or O--N bonds are formed with A; when x is 1, R 2 is --R 4 -- except when A is ##STR96## or is --(OR 7 ) y -- or --OR 4 -- provided that no O--O or N--O bonds are formed with A, and R 3 is --R 5 -- except when A is ##STR97## or is --(R 7 O)-- y or --R 4 O-- provided that no O--O or O--N bonds are formed with A; when x is O, R 2 is --(OR 7 ) y --, --OR 4 --, ##STR98## and R 3 is --R 4 --; R 4 is C 1 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene, or alkarlylene; R 5 is C 1 -C 4 alkyl or hydroxyalkyl; R 6 is H, C 1 -C 4 alkyl or hydroxyalkyl, or the moiety --(R 4 ) k --[(C 3 H 6 O) m (CH 2 CH 2 O) n ]--X; R 7 is C 2 -C 3 alkylene or hydroxyalkylene; X is H, ##STR99## --R 8 or a mixture thereof, wherein R 8 is C 1 -C 4 alkyl or hydroxyalkyl; k is 0 or 1; m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 85% by weight of the moiety --[(C 3 H 6 O) m (CH 2 CH 2 O) n ]--; m is from 0 to about 5; n is at least about 12; y is from 2 to about 20; the number of u, v and w are such that there are at least 2 ##STR100## groups and at least 2 X groups.

Claim 28

Dependent Claim 91 words

An amine oxide polymer according to claim 26 wherein A is ##STR101## x is 1; R 1 is C 2 -C 6 alkylene; R 2 is --OR 4 -- or --(OR 7 ) y --; R 3 is --R 4 O-- or --(R 7 O) y --; R 4 is C 2 -C 3 alkylene; R 5 is methyl; R 6 is H or C 1 -C 3 alkyl; R 7 is ethylene; X is H or methyl; k is 0; m is 0; y is from 2 to about 12.

Claim 29

Dependent Claim 24 words

An amine oxide polymer according to claim 27 wherein v and w are each 0, and u is from about 3 to about 40.

Claim 30

Dependent Claim 263 words

An amine oxide polymer according to claim 17 which comprises units selected from those having formulas VII, VIII and IX, ##STR102## wherein A 1 is ##STR103## R is H or C 1 -C 4 alkyl or hydroxyalkyl; R 1 is substituted C 2 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene, or C 2 -C 3 oxyalkylene; each R 2 is C 1 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene; each R 3 is C 1 -C 4 alkyl or hydroxyalkyl, or the moiety --(R 2 ) k --[(C 3 H 6 O) m (CH 2 CH 2 O) n ]--X; each R 4 is C 1 -C 4 alkyl or hydroxyalkyl, or two R 4 together form the moiety --(CH 2 ) r --A 2 --(CH 2 ) s --, wherein A 2 is --O-- or --CH 2 --; X is H, ##STR104## --R 5 or a mixture thereof, wherein R 5 is C 1 -C 4 alkyl or hydroxyalkyl; j is 1 or 0; k is 1 or 0; m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 85% by weight of the moiety --[(C 3 H 6 O) m (CH 2 CH 2 O) n ]--; m is from 0 to about 5; n is at least about 12; r is 1 or 2, s is 1 or 2 and r+s is 3 or 4; the number of u, v and w are such that there are at least 2 ##STR105## groups and at least 2 X groups.

Claim 31

Dependent Claim 50 words

An amine oxide polymer according to claim 29 wherein A 1 is ##STR106## or --O--; R 1 is ##STR107## R 2 is C 2 -C 3 alkylene; R 3 is methyl; each R 4 is methyl; X is H or methyl; j is 1; k is 0; m is 0.

Claim 32

Dependent Claim 24 words

An amine oxide polymer according to claim 1 wherein u is 0, and v and w are each from about 3 to about 40.

Claim 33

Dependent Claim 215 words

An amine oxide polymer according to claim 17 which comprises units selected from those having formulas X, XI and XII: ##STR108## wherein R 1 is C 2 -C 12 alkylene, hydroxyalkylene, alkenylene, cycloalkylene, arylene or alkarylene, or a C 2 -C 3 oxyalkylene moiety having from 2 to about 20 oxyalkylene units provided that no O--N bonds are formed; R 2 is C 1 -C 12 alkylene, hydroxyalkylene, alkenylene, arylene or alkarylene; R 3 is C 1 -C 4 alkyl or hydroxyalkyl, or the moiety --(R 2 ) k --[(C 3 H 6 O) m (CH 2 CH 2 O) n ]--X; M 4 is an ##STR109## group; X is H, ##STR110## --R 4 or a mixture thereof, wherein R 4 is C 1 -C 4 alkyl or hydroxyalkyl; k is 1 or 0; m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 85% by weight of the moiety --[(C 3 H 6 O) m (CH 2 CH 2 O)] n --; m is from 0 to about 5; n is at least about 12; the number of x, y and z are such that there are at least 2 M 4 groups, at least 2 ##STR111## groups and at least 2 X groups.

Claim 34

Dependent Claim 44 words

An amine oxide polymer according to claim 32 wherein R 1 is C 2 -C 6 alkylene; R 3 is methyl or the moiety --(CH 2 CH 2 O) n --H; R 4 is methyl; X is H; k is 0; m is 0.

Claim 35

Dependent Claim 13 words

An amine oxide polymer according to claim 33 wherein R 1 is ethylene.

Claim 36

Dependent Claim 35 words

An amine oxide polymer according to claim 34 wherein M 4 is a mixture of from about 70 to 100% ##STR112## groups, and from 0 to about 30% ##STR113## groups, ##STR114## groups or mixtures thereof.

Claim 37

Dependent Claim 15 words

An amine oxide polymer according to claim 35 wherein x+y+z is from 2 to 9.

Claim 38

Dependent Claim 14 words

An amine oxide polymer according to claim 36 wherein x+y+z is at least 10.

Claim 39

Dependent Claim 162 words

An amine oxide polymer according to claim 17 which comprises units selected from those having formulas XVI and XVII: ##STR115## wherein R 1 is C 1 -C 12 alkylene, hydroxylalkylene, alkylene, arylene or alkarylene; R 2 is C 1 -C 4 alkyl or hydroxyalkyl; X is H, ##STR116## --R 3 or a mixture thereof, wherein R 3 is C 1 -C 4 alkyl or hydroxyalkyl; k is 1 or 0; m and n are numbers such that the moiety --(CH 2 CH 2 O) n -- comprises at least about 85% by weight of the moiety [(C 3 H 6 O) m (CH 2 CH 2 O) n ]--; m is from 0 to about 5; n is at least about 12; x is 1 or 0; y is 1 when x is 0, and 0 when x is 1; the number of u and v are such that there are at least 2 ##STR117## groups and at least 2 X groups.

Claim 40

Dependent Claim 23 words

An amine oxide polymer according to claim 38 wherein R 2 is methyl; X is H; k is 0 and x is 0.

Claim 41

Dependent Claim 20 words

An amine oxide polymer according to claim 39 wherein v is 0, and u is from 2 to about 40.

Claim 42

Dependent Claim 98 words

A water-soluble amine oxide polymer having clay soil removalanti-redeposition properties of formula XIII: ##STR118## wherein M is an ##STR119## group; R is C 1 -C 4 alkyl or hydroxyalkyl, or the moiety --(CH 2 CH 2 O) n --X; X is H, ##STR120## --R 1 or a mixture thereof, wherein R 1 is C 1 -C 4 alkyl or hydroxyalkyl; n is at least about 3; a is 1 or 0; a, x, y and z are numbers such that there are at least two M groups, at least two ##STR121## groups and at least two X groups.

Claim 43

Dependent Claim 98 words

A water-soluble amine oxide polymer having clay soil removalanti-redeposition properties of formula XIII: ##STR118## wherein M is an ##STR119## group; R is C 1 -C 4 alkyl or hydroxyalkyl, or the moiety --(CH 2 CH 2 O) n --X; X is H, ##STR120## --R 1 or a mixture thereof, wherein R 1 is C 1 -C 4 alkyl or hydroxyalkyl; n is at least about 3; a is 1 or 0; a, x, y and z are numbers such that there are at least two M groups, at least two ##STR121## groups and at least two X groups.

Claim 44

Dependent Claim 12 words

An amine oxide polymer according to claim 41 wherein X is H.

Claim 45

Dependent Claim 34 words

An amine oxide polymer according to claim 42 wherein M is a mixture of from about 70 to 100% ##STR122## groups, and from 0 to about 30% ##STR123## groups, ##STR124## groups, or mixtures thereof.

Claim 46

Dependent Claim 15 words

An amine oxide polymer according to claim 43 wherein x+y+z is from 2 to 9.

Claim 47

Dependent Claim 14 words

An amine oxide polymer according to claim 43 wherein x+y+z is at least 10.

Claim 48

Dependent Claim 46 words

A detergent composition, which comprises: (a) from about 1 to about 75% by weight of a nonionic, anionic, ampholytic, zwitterionic, or cationic detergent surfactant or mixture thereof; and (b) from about 0.05 to about 95% by weight of a water-soluble amine oxide according to claim 1.

Claim 49

Dependent Claim 20 words

A composition according to claim 46 which comprises from about 0.1 to about 10% by weight of said amine oxide.

Claim 50

Dependent Claim 20 words

A composition according to claim 47 which comprises from about 1 to about 3% by weight of said amine oxide.

Claim 51

Dependent Claim 21 words

A composition according to claim 48 wherein said detergent surfactant is a nonionic surfactant, an anionic surfactant or a mixture thereof.

Claim 52

Dependent Claim 20 words

A composition according to claim 49 which further comprises from 0 to about 80% by weight of a detergent builder.

Claim 53

Dependent Claim 58 words

A composition according to claim 47 wherein said amine oxide is an amine oxide polymer having the general formula: ##STR125## wherein M 4 comprises from about 70 to about 100% ##STR126## groups, and from 0 to about 30% ##STR127## groups, ##STR128## groups or mixtures thereof; X is H; a is 0 or 1; x+y+z is at least 2.

Claim 54

Dependent Claim 13 words

A composition according to claim 51 wherein x+y+z is from 2 to 9.

Claim 55

Dependent Claim 12 words

A composition according to claim 51 wherein x+y+z is at least 10.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1988-10-21	1989-04-22	1989-10-22	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1992-10-21	1993-04-22	1993-10-22	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1996-10-21	1997-04-22	1997-10-22	$7700.00	Window Closed / Lapsed

Ethoxylated amine oxides having clay soil removal/anti-redeposition properties useful in detergent compositions

Abstract

Inventors

Bibliographic Details

Claims Analysis

References Cited (Backward Citations)

USPTO Annuity & Maintenance Windows

Assigned Categories & Tags

Assign Category Tag