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US5078907A Expired / Lapsed US ⏱️ 0.0 years remaining

Unsymmetrical dicarboxylic esters as bleach precursors

Assignee: Chesebrough Ponds Inc
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Filing: 1989-11-01
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Granted: 1992-01-07
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Expires: 2009-11-01
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Abstract

Abstract A bleach precursor compound, its peroxygen derivative, and detergent compositions containing these materials are disclosed herein. The bleach precursors structurally comprise a pair of different diesters, one ester containing an electrically-charged functional group. Perhydrolysis of the precursor in the presence of hydrogen peroxide and a basic aqueous media generates a peroxycarboxylic acid.

Inventors

  • 👤 Stephen A. Madison
  • 👤 Pamela C. Lam

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 15:06
CPC Classifications
C; C11; C11D; C11D3/00; C11D3/39; C11D3/3902; C11D3/3905; C11D3/3907; C07; C07C; C07C219/00; C07C219/02; C07C219/04; C07C219/06; C07C219/14; C07C309/00; C07C309/01; C07C309/28; C07C309/41; C07C309/42; C07C409/00; C07C409/24; C07C409/30

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 101 words
A bleach precursor compound having the formula: ##STR7## wherein: A is a C 1 -C 12 radical which is selected from the group consisting of alkylene, alkenylene, alkynylene, cycloalkylene, cycloalkenylene, alkarylene, arylene and mixtures thereof; X is selected from the group consisting of a quaternized heterocyclic ring system and a quaternary ammonium substituted C 1 -C 20 radical the hydrocarbyl portion of which is different from that of Z and selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkaryl, and aryl; and Z is a leaving group whose conjugate acid has a pKa from about 6 to 13.
Claim 2
Dependent Claim 101 words
A bleach precursor compound having the formula: ##STR7## wherein: A is a C 1 -C 12 radical which is selected from the group consisting of alkylene, alkenylene, alkynylene, cycloalkylene, cycloalkenylene, alkarylene, arylene and mixtures thereof; X is selected from the group consisting of a quaternized heterocyclic ring system and a quaternary ammonium substituted C 1 -C 20 radical the hydrocarbyl portion of which is different from that of Z and selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, alkaryl, and aryl; and Z is a leaving group whose conjugate acid has a pKa from about 6 to 13.
Claim 3
Dependent Claim 22 words
The precursor of claim 1 wherein Z is a leaving group whose conjugate acid has a pKa from about 7 to 11.
Claim 4
Dependent Claim 14 words
The precursor of claim 2 wherein the pKa ranges from about 8 to 11..
Claim 5
Dependent Claim 16 words
The precursor of claim 1 wherein X is a group whose pKa is greater than 14.
Claim 6
Dependent Claim 14 words
The precursor of claim 4 wherein the pKa ranges from about 15 to 30.
Claim 7
Dependent Claim 89 words
The precursor of claim 2 wherein Z is selected from the group consisting of: ##STR8## wherein R 1 is a C 1 -C 12 alkyl or alkylene group or hydrogen; Y is a water solubilizing group selected from the group consisting of --SO 3 -M + , --COO -1 M + , --N + (R) 3 B - and mixtures thereof; wherein M + is an alkali metal, ammonium or alkyl or hydroxyalkyl substituted ammonium cation; and B - is a halide, phosphate, sulfate, methyl sulfate or acetate anion.
Claim 8
Dependent Claim 11 words
The precursor of claim 2 wherein Z has the formula: ##STR9##
Claim 9
Dependent Claim 23 words
The precursor of claim 1 wherein the heterocyclic ring system is selected from the group consisting of pyridine, morpholine, pyrrolidine, piperidine and piperazine.
Claim 10
Dependent Claim 11 words
The precursor of claim 1 wherein X is a cholyl group.
Claim 11
Dependent Claim 25 words
The precursor of claim 1 which is formed from diacids selected from the group consisting of phthalic, terephthalic, succinic, glutaric, azelaic, isophthalic, and dodecanedioic acids.
Claim 12
Dependent Claim 13 words
The precursor of claim 1 wherein the compound is phenyl 4-cholyloxycarbonylbenzoate, chloride salt.
Claim 13
Dependent Claim 10 words
The precursor of claim 1 wherein the compound is 4-(2-cholyloxycarbonyl)benzoyloxybenzenesulfonate.
Claim 14
Dependent Claim 12 words
The precursor of claim 1 wherein the compound is monocholyl mono-4-sulfophenyl succinate.
Claim 15
Dependent Claim 12 words
The precursor of claim 1 wherein the compound is monocholyl mono-4-sulfophenyl glutarate.
Claim 16
Dependent Claim 57 words
A bleach composition comprising: (i) from 1 to 60% of a peroxygen compound capable of yielding hydrogen peroxide in an aqueous solution; (ii) from 0.1 to 40% of a bleach precursor having the formula I according to claim 1; (iii) from 0 to 50% of a surfactant; and (iv) from 0 to 80% of a detergent builder.
Claim 17
Dependent Claim 24 words
The composition of claim 15 wherein the surfactant ranges from 4 to 50% and the detergent builder ranges from 5 to 70% by weight.
Claim 18
Dependent Claim 21 words
The composition of claim 15 wherein Z is a leaving group whose conjugate acid has a pKa from 6 to 13.
Claim 19
Dependent Claim 14 words
The precursor of claim 17 wherein the pKa ranges from about 8 to 11.
Claim 20
Dependent Claim 16 words
The precursor of claim 15 wherein X is a group whose pKa is greater than 14.
Claim 21
Dependent Claim 14 words
The precursor of claim 15 wherein the pKa ranges from about 15 to 30.
Claim 22
Dependent Claim 87 words
The precursor of claim 15 wherein Z is selected from the group consisting of: ##STR10## wherein R 1 is a C 1 -C 12 alkyl or alkylene group or hydrogen; Y is a water solubilizing group selected from the group consisting of --SO 3 -M + , --COO-- M+ , --N + (R) 3 B - and mixtures thereof; wherein M + is an alkali metal, ammonium or alkyl or hydroxyalkyl substituted ammonium cation; and B - is a halide, phosphate, sulfate, methyl sulfate or acetate anion.
Claim 23
Dependent Claim 11 words
The precursor of claim 15 wherein Z has the formula: ##STR11##
Claim 24
Dependent Claim 23 words
The precursor of claim 20 wherein the heterocyclic ring system is selected from the group consisting of pyridine, morpholine, pyrrolidine, piperidine and piperazine.
Claim 25
Dependent Claim 11 words
The composition of claim 15 wherein X is a cholyl group.
Claim 26
Dependent Claim 25 words
The composition of claim 15 which is formed from diacids selected from the group consisting of phthalic, terephthalic, succinic, glutaric, azelaic, isophthalic, and dodecanedioic acids.
Claim 27
Dependent Claim 13 words
The composition of claim 15 wherein the compound is phenyl 4-cholyloxycarbonylbenzoate, chloride salt.
Claim 28
Dependent Claim 10 words
The composition of claim 15 whrein the compound is 4-(2-cholyloxycarbonyl)benzoyloxybenzenesulfonate.
Claim 29
Dependent Claim 12 words
The composition of claim 15 wherein the compound is monocholyl mono-4-sulfophenyl succinate.
Claim 30
Dependent Claim 12 words
The composition of claim 15 wherein the compound is monocholyl mono-4-sulfophenyl glutarate.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-01-06 1995-07-08 1996-01-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-01-06 1999-07-08 2000-01-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-01-06 2003-07-08 2004-01-07 $7700.00 Window Closed / Lapsed

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