US5503639A
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Bleaching compounds comprising acyl valerolactam bleach activators
Assignee: Procter and Gamble Co
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Filing: 1995-02-06
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Granted: 1996-04-02
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Expires: 2015-02-06
Abstract
Abstract Laundry detergents and bleaching systems comprising acyl verolactam bleach activators having the formula: <IMAGE> wherein R1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; <IMAGE> wherein R2, R3, R4, R5, and R6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: <IMAGE> wherein R7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR9, wherein R9 is H or a C1-C4 alkyl group; and R8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b) are provided. The bleach activators are effective under mixed soil conditions, especially mixtures of hydrophobic and hydrophilic soils and stains.
Inventors
- 👤 Alan D. Willey
- 👤 Michael E. Burns
- 👤 Shuichi Tsunetsugu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 18:18
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/68; C07D211/72; C07D211/74; C07D211/76; C11; C11D; C11D3/00; C11D3/39; C11D3/3902; C11D3/3905; C11D3/3907; C11D3/3917; C11D3/392
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
142 words
An acyl valerolactam bleach activator of the formula: ##STR12## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, except for chlorine, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: ##STR13## wherein R 7 is selected from the group consisting of H, a C 2 or higher alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; provided that R 2 , R 3 , R 4 , R 5 , and R 6 are not all H.
Claim 2
Dependent Claim
142 words
An acyl valerolactam bleach activator of the formula: ##STR12## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, except for chlorine, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: ##STR13## wherein R 7 is selected from the group consisting of H, a C 2 or higher alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; provided that R 2 , R 3 , R 4 , R 5 , and R 6 are not all H.
Claim 3
Dependent Claim
212 words
A laundry bleaching system comprising: i) at least about 0.1% by weight of a peroxygen bleaching compound; and ii) at least about 0.1% by weight of an acyl valerolactam bleach activator of the formulae: a) ##STR14## wherein R 1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; b) ##STR15## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures; ##STR16## wherein R 7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b); wherein the weight ratio of bleach activator to peroxygen bleaching compound ranges from about 2:1to about 1:5.
Claim 4
Dependent Claim
212 words
A laundry bleaching system comprising: i) at least about 0.1% by weight of a peroxygen bleaching compound; and ii) at least about 0.1% by weight of an acyl valerolactam bleach activator of the formulae: a) ##STR14## wherein R 1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; b) ##STR15## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures; ##STR16## wherein R 7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b); wherein the weight ratio of bleach activator to peroxygen bleaching compound ranges from about 2:1to about 1:5.
Claim 5
Dependent Claim
54 words
A bleaching system according to claim 2 wherein said peroxygen bleaching compound is percarbonate or perborate and said valerolactam activator is selected from the group consisting of benzoyl valerolactam, isononanoyl valerolactam, 2-ethylhexanoyl valerolactam, 3-chlorobenzoyl valerolactam, 4-nitrobenzoyl valerolactam, dodecanoyl valerolactam, decanoyl valerolactam, 3,5,5-trimethylhexanoyl valerolactam, 2-ethylhexanoyl valerolactam, 4-butoxybenzoyl valerolactam, 4-ethoxybenzoyl valerolactam, 4-ethylbenzoyl valerolactam, and mixtures thereof.
Claim 6
Dependent Claim
28 words
A laundry detergent composition comprising at least about 0.1% of the bleaching system according to claim 2 and at least about 1% by weight of conventional detergent ingredients.
Claim 7
Dependent Claim
17 words
A laundry detergent composition according to claim 4 wherein said conventional detergent ingredients comprise a protease enzyme.
Claim 8
Dependent Claim
30 words
A composition according to claim 4 wherein said conventional detergent ingredients comprise from about 5% to about 80% of a detersive surfactant; said peroxygen bleaching compound is percarbonate or perborate.
Claim 9
Dependent Claim
40 words
A composition according to claim 6 further comprising from 0% to about 15% of a second bleach activator selected from the group consisting of tetraacetyl ethylene diamine, alkanoyloxybenzenesulfonate, benzoxazin-type activators, peroxyacid activators having amide moieties. N-acyl caprolactams and mixtures thereof.
Claim 10
Dependent Claim
35 words
A composition according to claim 7 wherein R 1 is selected from the group consisting of n-heptyl, n-nonyl, n-decyl, n-undecyl, decenyl, 2,4,4-trimethylpentyl, 1-ethylpentyl, and mixtures thereof; and the second bleach activator is tetraacetyl ethylene diamine.
Claim 11
Dependent Claim
62 words
A composition according to claim 7 wherein R 2 , R 3 , R 4 , and R 5 are H and R 6 is selected from the group consisting of H, methyl, methoxy, ethyl, ethoxy, n-propyl, n-propoxy, isopropyl, isopropoxy, n-butyl, tert-butyl, n-butoxy, tert-butoxy, n-pentyl, n-pentoxy, n-hexyl, n-hexoxy, --Cl, and --NO 2 ; and the second bleach activator is tetraacetyl ethylene diamine.
Claim 12
Dependent Claim
58 words
A method for cleaning fabrics in automatic washing machines having parts made of natural rubber which is susceptible to oxidative degradation, said method comprising agitating said fabrics in said machine in an aqueous liquor comprising a bleaching system according to claim 2 such that said natural rubber parts of said machine are substantially undamaged by the bleaching system.
Claim 13
Independent Claim
247 words
A method for cleaning fabrics, said method comprising contacting said fabrics in an aqueous liquor comprising a bleaching system which comprises an effective amount of a composition comprising: a) at least about 0.1% by weight of a peroxygen bleaching compound capable of yielding hydrogen peroxide in an aqueous solution; and b) at least about 0.1% by weight of one or more acyl valerolactam bleach activators having the formulae: a) ##STR17## wherein R 1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; b) ##STR18## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: ##STR19## wherein R 7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b); wherein the weight ratio of bleach activator to peroxygen bleaching compound ranges from about 2:1 to about 1:5.
Claim 14
Independent Claim
247 words
A method for cleaning fabrics, said method comprising contacting said fabrics in an aqueous liquor comprising a bleaching system which comprises an effective amount of a composition comprising: a) at least about 0.1% by weight of a peroxygen bleaching compound capable of yielding hydrogen peroxide in an aqueous solution; and b) at least about 0.1% by weight of one or more acyl valerolactam bleach activators having the formulae: a) ##STR17## wherein R 1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; b) ##STR18## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: ##STR19## wherein R 7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b); wherein the weight ratio of bleach activator to peroxygen bleaching compound ranges from about 2:1 to about 1:5.
Claim 15
Dependent Claim
36 words
A method according to claim 11 wherein the peroxygen bleaching compound is selected from the group consisting of sodium perborate monohydrate, sodium perborate tetrahydrate, sodium pyrophosphate peroxyhydrate, urea peroxyhydrate, sodium percarbonate, sodium peroxide and mixtures thereof.
Claim 16
Dependent Claim
22 words
A method according to claim 12 wherein said bleach system further comprises from 0% to about 15% of a second bleach activator.
Claim 17
Dependent Claim
35 words
A method according to claim 13 wherein said second bleach activator is selected from the group consisting of alkanoyloxybenzenesulfonate, tetraacetyl ethylene diamine, benzoxazin-type activators, peroxyacid activators having an amide moiety, N-acyl caprolactams and mixtures thereof.
Claim 18
Dependent Claim
212 words
A liquid bleach composition comprising: a) from about 1% to about 25% by weight of a bleach activator having the formulae: a) ##STR20## wherein R 1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; b) ##STR21## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: ##STR22## wherein R 7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b); and b) from about 0.1% to about 10% by weight of a peroxygen bleaching compound comprising hydrogen peroxide or which is capable of yielding hydrogen peroxide in an aqueous solution.
Claim 19
Dependent Claim
212 words
A liquid bleach composition comprising: a) from about 1% to about 25% by weight of a bleach activator having the formulae: a) ##STR20## wherein R 1 is a substituted or unsubstituted alkyl or alkoxy group containing from about 1 to about 18 carbon atoms wherein the longest linear alkyl or alkoxy chain extending from and including the carbonyl carbon contains from about 2 to about 12 carbon atoms; b) ##STR21## wherein R 2 , R 3 , R 4 , R 5 , and R 6 are members selected from the group consisting of H, halogen, nitro, alkyl, alkoxy, alkoxyaryl, alkaryl, and alkaryloxy moieties containing from about 1 to about 12 carbon atoms, and substituents having the structures: ##STR22## wherein R 7 is selected from the group consisting of H, alkyl, alkaryl, alkoxy, alkoxyaryl, alkaryloxy, and aminoalkyl; X is O, NH, or NR 9 , wherein R 9 is H or a C 1 -C 4 alkyl group; and R 8 is an alkyl, cycloalkyl, or aryl group containing from 3 to 11 carbon atoms; or c) mixtures of a) and b); and b) from about 0.1% to about 10% by weight of a peroxygen bleaching compound comprising hydrogen peroxide or which is capable of yielding hydrogen peroxide in an aqueous solution.
Claim 20
Dependent Claim
22 words
A liquid bleach composition according to claim 15 further comprising from about 1% to about 20% of a nonionic surfactant phase stabilizer.
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