The Clorox Company

Other

Basf Aktiengesellschaft

Mid-america Commercialization Corporation

Alfred G Zielske

James E Deline

William L Smith

Lafayette D Foland

Kevin A Klotter

Thomas W Kaaret

Michael J Petrin

Ronald A Fong

Richard J Wiersema

James W Arbogast

Steven A Bolkan

Dale S Steichen

Kevin J Brodbeck

Richard R Rowland

Klaus Mundinger

James D Mitchell

Ulrich Annen

Barry A Sudbury

David L Deleeuw

Vincent E Alvarez

Sheldon N Lewis

Martin J Phillippi

Richard J Suk

Bruce B Strand

Kathleen D Szuch

Sarah A Perkins

Michael M&uuml;ller

Thomas B Ottoboni

Clement K Choy

David A Peterson

Rudi Widder

Daniel T Carty

William P Sibert

Alfred Ruland

Martin Scholtissek

Kelly James Brodbeck

Martin A Phillippi

Suzanne M Thompson

Michael Sch&ouml;nherr

Susan P Huestis

Ulrich Brockel

Gregor Sch&uuml;rmann

Victor M Casella

Kelly I Brodbeck

Wolfgang Sch&auml;fer

Josef M&uuml;ller

Cris T Spillett

Hans Peter Seelmann-Eggebert

Cris Tina Spillett

N-alkyl ammonium acetonitrile salts, methods therefor and compositions therewith

A process is provided for the preparation of a compound having the structure of Formula I

Process for preparing N-alkyl ammonium acetonitrile compounds

Bleaching compositions are provided that comprise a nitrile containing compound that has the nitrile bonded to a quaternary nitrogen through a methylene unit (where one or both of the normal hydrogens can be substituted), and two of the quaternary nitrogen bonds are part of a saturated ring. This saturated ring contains from two to eight atoms in addition to the quaternary nitrogen. A source of active oxygen will react with the nitrile for bleaching applications. Particularly preferred nitrile containing compounds are N-alkyl morpholinium acetonitrile salts.

N-alkyl ammonium acetonitrile bleach activators

Granules are provided that are useful for oxidizing applications when the granules are dissolved in the presence of an active oxygen source. These granules include a salt having the structure of Formula I ##STR1## wherein A is a saturated ring formed by a plurality of atoms in addition to the N.sub.1 atom, the saturated ring atoms including at least one carbon atom and at least one of O, S, and N atoms, the substituent R.sub.1 bound to the N.sub.1 atom of the Formula I structure including either (a) a C.sub.1-24 alkyl or alkoxylated alkyl where the alkoxy is C.sub.2-4, (b) a C.sub.4-24 cycloalkyl, (c) a C.sub.7-24 alkaryl, (d) a repeating or nonrepeating alkoxy or alkoxylated alcohol, where the alkoxy unit is C.sub.2-4, or (e) --CR.sub.2 R.sub.3 C.tbd.N where R.sub.2 and R.sub.3 are each H, a C.sub.1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C.sub.2-4, the R.sub.2 and R.sub.3 substituents being each H, a C.sub.1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C.sub.2-4, Z is in the range of 0 to 10, and wherein Y is a counterion. The salt is carried by, coated with, or admixed with a solid particulate such as silica gel, silicic acid, silicate, aluminum oxide, clay, aluminum silicate, or mixtures thereof.

Granular N-alkyl ammonium acetontrile compositions

Preferred embodiments of the invention are heterocyclic cationic activators with the structure of Formula I ##STR1## wherein A is a saturated ring formed by a plurality of atoms in addition to the N.sub.1 atom, the saturated ring atoms including at least one carbon atom and at least one of O, S, and N atoms, the substituent R.sub.1 bound to the N.sub.1 atom of the Formula I structure including either (a) a C.sub.1-24 alkyl or alkoxylated alkyl where the alkoxy is C.sub.2-4, (b) a C.sub.4-24 cycloalkyl, (c) a C.sub.7-24 alkaryl, (d) a repeating or nonrepeating alkoxy or alkoxylated alcohol, where the alkoxy unit is C.sub.2-4, or (e) --CR.sub.2 R.sub.3 C.tbd.N where R.sub.2 and R.sub.3 are each H, a C.sub.1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C.sub.2-4, the R.sub.2 and R.sub.3 substituents being each H, a C.sub.1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C.sub.2-4, Z is in the range of 0 to 10, and wherein Y is an anionic peracid activator. When these are dissolved in an aqueous solution in the presence of an active oxygen source, coactivation will occur for improved bleaching.

Mixed peroxygen activator compositions

Nitrile activators, such as N-alkyl ammonium acetonitrile activators, are combined with a source of active oxygen as cleaning and bleaching compositions. Preferred activator embodiments of the invention include salts of N-methyl morpholinium acetonitrile, N-butyl morpholinium acetonitrile, N-hexyl morpholinium acetonitrile, and N-octyl morpholinium acetonitrile. A particularly preferred activator embodiment is an N-methyl morpholinium acetonitrile salt. The nitrile and active oxygen react to form a bleaching agent which is applied to a stain on an article. The treated stain is contacted with dense gas so as to provide substantially non-aqueous stain removal. One embodiment is a composition in which the nitrile and active oxygen are disposed in the dense carbon dioxide.

N-alkyl ammonium acetonitrile activators in dense gas cleaning and method

Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R' are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxgen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.

Polyglycolate peracid precursors

Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R' are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxygen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.

The invention provides novel bleaching compositions comprising peracid precursors having oxynitrogen leaving groups. Peracid precursors containing these leaving groups provide new, proficient and cost-effective compounds for fabric bleaching. These compounds have the general structures: ##STR1## wherein R is a straight or branched chain C.sub.1-20 alkyl, alkoxyl, cycloalkyl and mixtures thereof; R.sup.1 contains at least one carbon atom which is singly bonded directly to N; n is an integer from 1 to 6 and X is methylene or a heteroatom; or ##STR2## wherein n is the same as in (I); but R.sup.2 contains a carbon atom doubly bonded directly to N, and, either X is a heteroatom or nothing R is C.sub.4-17 alkyl or both.

Acyloxynitrogen peracid precursors

The invention provides novel bleaching compositions comprising peracid precursors having oxynitrogen leaving groups. Peracid precursors containing these leaving groups provide new, proficient and cost-effective compounds for fabric bleaching. These compounds have the general structures: ##STR1## wherein R is a straight or branched chain C.sub.1-20 alkyl, alkoxyl, cycloalkyl and mixtures thereof; R.sup.1 contains at least one carbon atom which is singly bonded directly to N; n is an integer from 1 to 6 and X is methylene or a heteroatom; or ##STR2## wherein n is the same as in (I); but R.sup.2 contains a carbon atom doubly bonded directly to N, and, either X is a heteroatom, R is C.sub.4-17 alkyl or both.

The present invention provides stable bleach activator granules comprising:

Oxidant composition containing stable bleach activator granules

Late peracid precursors

Growing community of inventors

Pleasanton, CA, United States of America

Alfred G Zielske