EP1093512A2 - Techniques visant a diminuer ou a empecher la deterioration du caoutchouc lors de blanchiments domestiques - Google Patents

Techniques visant a diminuer ou a empecher la deterioration du caoutchouc lors de blanchiments domestiques

Info

Publication number
EP1093512A2
EP1093512A2 EP99951372A EP99951372A EP1093512A2 EP 1093512 A2 EP1093512 A2 EP 1093512A2 EP 99951372 A EP99951372 A EP 99951372A EP 99951372 A EP99951372 A EP 99951372A EP 1093512 A2 EP1093512 A2 EP 1093512A2
Authority
EP
European Patent Office
Prior art keywords
substituted
unsubstituted
linear
branched
bleach
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP99951372A
Other languages
German (de)
English (en)
Inventor
Cynthia Marie Stark
Michael Eugene Burns
Richard Timothy Hartshorn
James Charles Theophile R. Burckett-St. Laurent
Gregory Scot Miracle
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP1093512A2 publication Critical patent/EP1093512A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/06—Coating with compositions not containing macromolecular substances
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2321/00—Characterised by the use of unspecified rubbers

Definitions

  • TAED tetraacetyl ethylene diamine
  • Another type of activators such as those activators which generally comprise long chain alkyl moieties, are hydrophobic in nature and provides excellent performance on dingy stains.
  • many of the hydrophobic activators developed thus far can promote damage to rubber parts used in certain washing machines. Because of these negative effects on washing machine parts, particularly natural rubber, the selection of detergent-added bleaching systems has long been limited.
  • X is branched or linear C ⁇ -C12 alkyl, branched or linear C2 -Cj2 alkylene, more preferably branched or linear Ci -Cg alkyl, branched or linear C2-Cg alkylene, most preferably linear Ci -Cg alkyl.
  • E is an substituted or unsubstituted, branched or linear hydrocarbyl group, and each E can be the same or different. That is, when present, E and X or A and X can be selected in such a fashion as to produce molecules which are symmetric or asymmetric across any axis.
  • R ⁇ is hydrogen, unsubstituted branched or linear Cj-Cjg alkyl, unsubstituted branched or linear C2-C16 alkenyl, substituted or unsubstituted phenyl, substituted or unsubstituted napthyl, substituted or unsubstituted alkylphenyl and substituted or unsubstituted alkylnapthyl.
  • leaving groups that exhibit such behavior are those which their conjugate acid has a pKa in the range of from about 4 to about 13, preferably from about 6 to about 11 and most preferably from about 8 to about 11.
  • Preferred leaving groups are those selected from the group consisting of:
  • bleach additive namely (a), (b) and (d)
  • these bleach additive can be prepared by using an inexpensive lactam instead of the amino acid.
  • the reaction involving lactams is under an inert atmosphere, for 2 to 20 hours at a temperature of 100° to 250°C.
  • the resulting imidocarboxylic acids obtained by either method can then be reacted with hydrogen peroxide in the presence of a strong acid to form the bleach act additive ivator of formula (b).
  • US Patent 5,061,807 Gethoffer et al
  • Houben-Weyl Methoden der Organischen Chemie (Methods of Organic Chemistry), Volume XI/2, page 17.
  • the acid halide is reacted with a hydroxy form of the desired leaving group, or hydroxy leaving group.
  • the acid halide and hydroxy leaving group are reacted in the ratio of 0.1-2.5:1, preferably 0.5-1.5:1, in an inert high-boiling solvent, for example toluene or xylene, at temperature of between 80°-200°C, preferably at 100°-150°C.
  • the reaction time is typically between 60 and 360 minutes, but it can be longer depending upon the reactivity of the acid halide.
  • the solvent is filtered off with suction and the filter cake is washed and/or recrystallized from a suitable solvent.
  • a one liter 3-neck round-bottomed flask equipped with mechanical stirring, reflux condenser and Dean-Stark apparatus is charged with 53.3 g (0.20 mol) dodecenyl succinic anhydride, 26.2 g (0.20 mol) 6-aminocaproic acid, 2.8 ml (0.02 mol, 2.0 g) triethylamine and 300 ml toluene (1.5 L toluene/1 mol succinic anhydride).
  • the reaction is heated to toluene reflux (130-140°C).
  • the condenser and Dean-Stark apparatus is wrapped with glass wool to facilitate reflux. The reaction is heated and stirred for 4 hours or until water collection had slows considerably or stops.
  • Additional activators useful herein include those of U.S. 5,545,349.
  • Examples include esters of an organic acid and ethylene glycol, diethylene glycol or glycerin, or the acid imide of an organic acid and ethylenediamine; wherein the organic acid is selected from methoxyacetic acid, 2-methoxypropionic acid, p- methoxybenzoic acid, ethoxyacetic acid, 2-ethoxypropionic acid, p-ethoxybenzoic acid, propoxyacetic acid, 2-propoxypropionic acid, p-propoxybenzoic acid, butoxyacetic acid, 2-butoxypropionic acid, p-butoxybenzoic acid, 2- methoxy ethoxyacetic acid,2-methoxy-l -methylethoxyacetic acid, 2-methoxy-2- methylethoxyacetic acid, 2-ethoxyethoxyacetic acid, 2-(2-ethoxyethoxy)propionic acid, p-(2-ethoxyethoxy)benz
  • 60/020,503 (Docket No. 6160P), 60/020,772 (Docket No. 6161P), 60/020,928 (Docket No. 6158P), 60/020,832 (Docket No. 6159P) and 60/020,773 (Docket No. 6162P) all filed on June 28, 1996, and 60/023,539 (Docket No. 6192P), 60/023493 (Docket No. 6194P), 60/023,540 (Docket No. 6193P) and 60/023,527 (Docket No. 6195P) filed on August 8th, 1996, the disclosures of which are incorporated herein by reference.
  • succinic acid builders include the C5-C20 alkyl and alkenyl succinic acids and salts thereof.
  • a particularly preferred compound of this type is dodecenylsuccinic acid.
  • succinate builders include: laurylsuccinate, myristylsuccinate, palmitylsuccinate, 2- dodecenylsuccinate (preferred), 2-pentadecenylsuccinate, and the like. Laurylsuccinates are the preferred builders of this group, and are described in European Patent Application 86200690.5/0,200,263, published November 5, 1986.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)

Abstract

Cette invention a trait à des techniques visant à diminuer ou à empêcher la détérioration du caoutchouc lors de blanchiments domestiques et, plus précisément, à des techniques de nettoyage de tissus en machine à laver automatique.
EP99951372A 1998-07-08 1999-07-08 Techniques visant a diminuer ou a empecher la deterioration du caoutchouc lors de blanchiments domestiques Withdrawn EP1093512A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US9201298P 1998-07-08 1998-07-08
US92012P 1998-07-08
PCT/US1999/015317 WO2000003369A2 (fr) 1998-07-08 1999-07-08 Techniques visant a diminuer ou a empecher la deterioration du caoutchouc lors de blanchiments domestiques

Publications (1)

Publication Number Publication Date
EP1093512A2 true EP1093512A2 (fr) 2001-04-25

Family

ID=22230806

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99951372A Withdrawn EP1093512A2 (fr) 1998-07-08 1999-07-08 Techniques visant a diminuer ou a empecher la deterioration du caoutchouc lors de blanchiments domestiques

Country Status (3)

Country Link
EP (1) EP1093512A2 (fr)
AU (1) AU6382099A (fr)
WO (1) WO2000003369A2 (fr)

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1215739B (it) * 1988-01-20 1990-02-22 Ausimont Spa Perossiacidi immido aromatici come agenti sbiancanti.
ES2084783T3 (es) * 1990-11-02 1996-05-16 Clorox Co Detergente liquido no acuoso con peracido solubilizado estable.
ES2120047T3 (es) * 1993-05-20 1998-10-16 Procter & Gamble Metodos de blanqueo con activadores de peroxiacido utilizados con enzimas.
EP0699233B1 (fr) * 1993-05-20 1999-03-24 The Procter & Gamble Company Procede de blanchiment avec des compositions comprenant des adjuvants au peroxyacide ayant des fractions amide
IT1289155B1 (it) * 1997-01-03 1998-09-29 Ausimont Spa Composizioni granulari di acido e-ftalimmido perossiesanoico

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0003369A2 *

Also Published As

Publication number Publication date
WO2000003369A2 (fr) 2000-01-20
WO2000003369A3 (fr) 2000-07-20
AU6382099A (en) 2000-02-01

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