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Publication numberUS3929661 A
Publication typeGrant
Publication dateDec 30, 1975
Filing dateDec 9, 1974
Priority dateDec 11, 1973
Also published asDE2458100A1, DE2458100B2, DE2458100C3
Publication numberUS 3929661 A, US 3929661A, US-A-3929661, US3929661 A, US3929661A
InventorsYunosuke Nakagawa, Yoshiaki Inamoto, Koji Aigami
Original AssigneeKao Corp
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Liquid detergent bleaching composition
US 3929661 A
Abstract
A liquid detergent bleaching composition comprising an alkaline aqueous solution of sodium hypochlorite, which solution contains a surfactant having the formula R2 R1-C-CH2OX R3 wherein R1, R2 and R3, which can be the same or different, each is alkyl of 1 to 18 carbon atoms, the sum of the carbon atoms of R1, R2 and R3 being 10 to 20; and X is -SO3M, -CH2COOM, -CH2CH2COOM, -(CH2CH2O)nSO3M or -(CH2CH2O)n-COOM, wherein n is an integer of 1 to 40 and M is an alkali metal.
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Nakagawa et al.

[ Dec. 30, 1975 LIQUID DETERGENT BLEACHING COMPOSITION lnventors: Yunosuke Nakagawa, Koshigaya;

Yoshiaki lnamoto; Koji Aigami, both of Wakayama, all of Japan Assignee: Kao Soap Co., Ltd., Tokyo, Japan Filed: Dec. 9, 1974 Appl. No.: 531,226

Foreign Application Priority Data Dec. ll, 1973 Japan 48-139338 U.S. Cl. 252/103; 8/108; 252/99 Int. Cl. CllD 7/56 Field of Search 252/103, 99; 8/108 References Cited FOREIGN PATENTS OR APPLICATIONS 3/1970 Japan 252/103 Primary Examiner-Mayer Weinblatt Attorney, Agent, or Firm-Woodhams, Blanchard and Flynn [57] ABSTRACT A liquid detergent bleaching composition comprising an alkaline aqueous solution of sodium hypochlorite, which solution contains a surfactant having the formula wherein R R and R which can be the same or dif ferent, each is alkyl of 1 to 18 carbon atoms, the sum of the carbon atoms of R R and R being 10 to 20; and X is SO M, CH COOM, CH CH COOM, (CH CH O),,SO M or (CH CH O),,COOM, wherein n is an integer of 1 to 40 and M is an alkali metal.

7 Claims, No Drawings LIQUID DETERGENT BLEACHING COMPOSITION BACKGROUND OF THE INVENTION 5 1. Field of the Invention This invention relates to a liquid detergent bleaching composition possessing an excellent storage stability. The liquid detergent bleaching composition is an alkaline aqueous solution of sodium hypochlorite and contains therein a special surfactant which is scarcely decomposed after storage for a long period of time.

2. Description of the Prior Art Sodium hypochlorite is now used widely for the purposes of bleaching, sterilization and deodorization. Sodium hypochlorite is also used for disinfection of tableware in public eating facilities, including company cafeterias and restaurants, and also for bleaching textiles and for deodorization of washrooms and plumbing in-households because of its lowcost. It has been demanded by users to provide an improved wetting or penetrating property to sodium hypochlorite solutions, and to improve the bleaching and sterilizing powers thereof.

For this purpose, the use of a penetrating agent is necessary. However, if a general purpose surfactant of the type generally used in household soaps or synthetic detergent compositions is added to sodium hypochlorite, decomposition of sodium hypochlorite is promoted in aqueous systems and the surfactant is insoluble therein or an oxidation reaction or decomposition occurs whereby stable compositions cannot be obtained. As synthetic detergents, there are in general use anionic and nonionic surfactants such as sodium alkylbenzene sulfonates, sodium alkylsulfates and polyoxyethylene alkyl ethers. However, those compounds cannot be incorporated in aqueous sodium hypochlorite solutions so as to form stable compositions, because they are salted out or decomposed and they promote decomposition of sodium hypochlorite in strong aqueous sodium hypochlorite solutions.

Attempts to attain the above object by dissolving special surfactants in aqueous sodium hypochlorite solutions have been made. As the surfactants, there have been suggested, for example, sodium alkyldiphenyl ether disulfonate of the following formula (A) (Japanese patent publication No. 6268/1963):

O Na SO Na R-Q- O- (CH CH O) SO Na and sodium alkyl ether sulfate of the following formula 65 Those surfactants have two or more hydrophilic groups such as SO Na and (CH CH O),,. Among the above surfactants, those having a benzene nucleus (shown in formulae (A) and (B) are poor in biological degradability in waste water after they have been used. Therefore, it is preferred to use benzenefree surfactants such as those of formula (C). Although the alkyl ether sulfates of formula (C) are considered to be equivalent to the alkylphenol ether sulfates of formula (B), in detergent formulations compounds of formula (C) are in practice limited to those wherein n represents a number of about 1 to 3, whereas compounds of formula (B) wherein n represents a number of about 1 to 40 are used in the sodium hypochlorite solutions. Although the latter compounds wherein n represents a large number are soluble in sodium hypochlorite, the resulting composition has an impractically poor shelf life, because after storage for a long period of time, sodium hypochlorite and the surfactant are decomposed greatly.

SUMMARY OF THE INVENTION We have discovered that the compounds of the formula wherein R R and R which can be the same or different, each represent alkyl of 1 to 18 carbon atoms, the sum of the carbon atoms of R R and R being 10 to 20; and X represents SO M, CH COOM, -CI-l CI-1 COOM, (CI-I CH O),,SO M or (CH C- H O),,CI-I COOM, wherein n is an integer of l to 40 and M is an alkali metal, derived from B,B-dialkyl-substituted monohydric alcohols, are soluble in aqueous sodium hypochlorite solutions and they form with sodium hypochlorite stable composiitions without causing serious decomposition of the sodium hypochlorite. The compounds of formula I can be used as surfactants and they have, in aqueous alkaline sodium hypochlorite solutions, a deterging power equivalent to that of the above-mentioned surfactants contained in general purpose synthetic detergent compositions. On the basis of this discovery, we have provided a liquid detergent bleaching composition in which the bleaching power and sterilizing power of sodium hypochlorite have been improved by addition of the surfactant of formula 1 and which composition has been further provided with a satisfactory deterging effect. Before blending of the compounds of formula I, sodium hypochlorite is converted to an aqueous alkaline solution thereof by adding an alkaline substance such as sodium hydroxide, potassium hydroxide, sodium carbonate or sodium orthophosphate, because sodium hypochlorite is easily stabilized in an aqueous alkaline solution.

The compounds of the aboveformula I are obtained by synthesizing tertiary carboxylic acids, reducing the resulting tertiary carboxylic acids into alcohols with lithium aluminum hydride or the'like and then converting the alcohols into sulfonated or carboxylated products by a known method to obtain the corresponding surfactants of formula 1. The reaction scheme is shown below:

CH CH Sodium hypochlorite is prepared by introducing chlorine into sodium hydroxide. By this reaction, sodium chloride is by-produced in substantially the same amount as sodium hypochlorite. The sodium chloride thus by-produced is removed, if necessary, before use of the sodium hypochlorite.

The liquid detergent bleaching composition of the present invention consists essentially of (a) 0.5 to wt. preferably 1 to 7 wt. of sodium hypochlorite, (b) 0.1 to wt. preferably 0.5 to 8 wt. of a surfactant of the above general formula I, (c) 0.1 to 5 wt. preferably 0.5 to 2 wt. of water-soluble alkaline substance and the balance is water. If necessary, a perfume, another chlorine-resistant surfactant, chlorine-resistant fluorescent dye, etc, can be added thereto.

The present invention will be further described by reference to the following illustrative Examples.

EXAMPLE 1 DTBP C H CH=CH +H COOH C H COOH l-Decene was reacted with isobutyric acid in the presence of di-tert.-butyl peroxide (DTBP) at 140C. as shown by the above reaction to synthesize the corresponding tertiary carboxylic acid. The tertiary carboxylic acid thus obtained was then reduced to an alcohol in the presence of lithium aluminum hydride, then sulfonated with S0 and finally neutralized with sodium hydroxide to obtain a surfactant of the formula:

Two parts by weight of the surfactant were dissolved in 48 parts by weight of water at room temperature. The resulting solution was mixed with 50 parts by weight of an alkaline aqueous sodium hypochlorite solution containing 12 wt. of sodium hypochlorite, 0.5 wt. of sodium chloride and 2.0 wt. of sodium hydroxide. The condition of the mixture was observed. For comparison, the same operation was repeated by using sodium n-dodecylsulfate (C H OSO Na) and the condition of that product was observed.

As a result, it was noted that a transparent solution was obtained when the surfactant of the present invention was used at room temperature, whereas a transparent solution was not obtained, but rather white turbidity and precipitation occured when sodium n-dodecylsulfate was used as surfactant at room temperature.

EXAMPLE 2 A liquid detergent bleaching agent of the following composition was heated at 90C. for 5 hours. The available chlorine concentration in the sodium hypochlorite was measured before and after the heating to establish the degree of decomposition of sodium hypochlorite that occurred as a result of the heating.

(control) The results were as follows:

Available chlorine concentration Surfactant used Before heating After heating 1 (present 570 3.05

invention) ll (comparative) 5.70 2.70

Thus, as compared with conventional surfactant [1, the degree of decomposition of sodium hypochlorite was smaller and the storage stability was improved when the surfactant I of the present invention was used.

EXAMPLE 3 A detergent bleaching agent of the following composition was prepared:

Cl--l C H ,iCH O(Cl-l Cl-l O) SO Na 3.0 wt.

a C H OSO Na 1.0 wt. Sodium hypochlorite 5.0 wt. Sodium hydroxide 1.0 wt. Water Balance The detergent bleaching agent was in the form of a transparent stable solution, which exhibited excellent deterging and bleaching powers in washing diapers.

The available chlorine remaining after storage at room temperature for 6 months was 90 (percent of original available chlorine).

EXAMPLE 4 A detergent bleaching agent of the following composition was prepared:

. 2H5 Sodium hypochlorite 2.0 wt. Sodium chloride I.0 wt. Sodium hydroxide 4.0 wt. Water Balance wherein R R and R which can be the same or different, each is alkyl having l to 18 carbon atoms, the sum of the carbon atoms of R R and R being from 10 to 20, and X is -SO M, CH

5 COOM, CH CH COOM, (Cl-I CH O),, M or (CH CH O ),,CH COOM, wherein n is an integer from 1 to 40 and M is an alkali metal c. from 0.1 to percent by weight of a water-soluble inorganic alkali effective for stabilizing said sodium hypochlorite in aqueous alkaline solution, and

d. the balance water.

2. A composition as claimed in claim 1, consisting essentially of from 1 to 7 percent by weight of sodium hypochlorite, from 0.5 to 8 percent by weight of said surfactant, from 0.5 to 2 percent by weight of said alkali and the balance water.

3. A composition as claimed in claim 1, in which said alkali is selected from the group consisting of sodium hydroxide, potassium hydroxide, sodium carbonate and sodium orthophosphate.

4. A composition as claimed in claim 1 in which said surfactant has the formula 5. A composition as claimed in claim 1 in which said surfactant has the formula 6. A composition as claimed in claim 1 in which said surfactant has the formula 7. A composition as claimed in claim 1 in which said surfactant has the formula C H- -CH O(CH CH O) CH COONa

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
JPS457976B1 * Title not available
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US4057505 *Jul 6, 1976Nov 8, 1977Kao Soap Co., Ltd.Liquid cleaning and bleaching composition
US4071463 *May 24, 1976Jan 31, 1978The Dow Chemical CompanyStable cleaning agents of hypochlorite bleach and detergent
US4116851 *Jun 20, 1977Sep 26, 1978The Procter & Gamble CompanyThickened bleach compositions for treating hard-to-remove soils
US4174289 *Aug 28, 1978Nov 13, 1979Basf Wyandotte CorporationLiquid detergent-bleach concentrates having high alkalinity
US4235732 *Feb 8, 1978Nov 25, 1980The Procter & Gamble CompanyLiquid bleaching compositions
US4388204 *Mar 23, 1982Jun 14, 1983The Drackett CompanyThickened alkali metal hypochlorite compositions
US4399050 *May 13, 1981Aug 16, 1983Sandoz Products LimitedBleach composition
US4594175 *Aug 29, 1984Jun 10, 1986Economics Laboratory, Inc.Mechanical dishwashing rinse composition having a low foaming sulfonic acid rinsing agent, a hydrotrope and a source of active halogen
US4599186 *Apr 20, 1984Jul 8, 1986The Clorox CompanyThickened aqueous abrasive scouring cleanser
US4657692 *Apr 26, 1985Apr 14, 1987The Clorox CompanyThickened aqueous abrasive scouring cleanser
US4711738 *Jan 21, 1986Dec 8, 1987Ecolab Inc.Mechanical dishwashing rinse composition having a low foaming sulfonic acid rinsing agent and a source of active halogen
US4772414 *Jul 24, 1986Sep 20, 1988Ppg Industries, Inc.Bleaching composition
US4789495 *May 18, 1987Dec 6, 1988The Drackett CompanyHypochlorite compositions containing a tertiary alcohol
US6506718Sep 1, 1999Jan 14, 2003The Procter & Gamble CompanyBleaching compositions
US6649583Nov 21, 2002Nov 18, 2003Procter & Gamble CompanyBleaching compositions
US7109157 *Jul 3, 2003Sep 19, 2006Lawnie TaylorMethods and equipment for removing stains from fabrics using a composition comprising hydroxide and hypochlorite
US7582595 *Mar 9, 2009Sep 1, 2009Taylor Lawnie HHypochlorous acid/alkali metal hydoxide-containing products, methods and equipment for removing stains from fabrics
US7582596 *Mar 9, 2009Sep 1, 2009Taylor Lawnie HProducts, methods and equipment for removing stains from fabrics using an alkali metal hydroxide/hypochlorite salt mixture
US7582597 *Mar 9, 2009Sep 1, 2009Taylor Lawnie HProducts, methods and equipment for removing stains from fabrics
US7585829 *Mar 9, 2009Sep 8, 2009Taylor Lawnie HProducts, methods and equipment for removing stains from fabrics
US7628822Apr 8, 2005Dec 8, 2009Taylor Lawnie HFormation of patterns of fades on fabrics
US8349788 *Jan 8, 2013Lawnie Henderson TaylorCotton-gentle hypochlorite bleach
US8846597 *Jan 7, 2013Sep 30, 2014LH Taylor AssociatesCotton-gentle hypochlorite bleach
US20040168260 *Jul 3, 2003Sep 2, 2004Lawnie TaylorMethods and equipment for removing stains from fabrics
US20060225224 *Apr 8, 2005Oct 12, 2006Taylor Lawnie HFormation of patterns of fades on fabrics
US20060281657 *Aug 17, 2006Dec 14, 2006Taylor Lawnie HMethods and equipment for removing stains from fabrics
US20070287652 *Jun 7, 2006Dec 13, 2007Lhtaylor Assoc, Inc.Systems and methods for making stable, cotton-gentle chlorine bleach and products thereof
US20120080535 *Apr 5, 2012Lawnie Henderson TaylorCotton-gentle hypochlorite bleach
EP0072600A1 *Aug 13, 1982Feb 23, 1983Stamicarbon B.V.Aqueous bleaching agent with cleaning action
EP0984059A1 *Sep 1, 1998Mar 8, 2000THE PROCTER & GAMBLE COMPANYBleaching compositions
WO2000012668A1 *Sep 1, 1999Mar 9, 2000The Procter & Gamble CompanyBleaching compositions
Classifications
U.S. Classification510/370, 510/303, 510/426, 510/495, 8/108.1, 510/108, 510/488
International ClassificationC11D3/39, C11D1/29, C11D3/395, C11D1/06, C11D1/14, C11D1/02
Cooperative ClassificationC11D3/3956, C11D1/06, C11D1/146, C11D1/29
European ClassificationC11D1/14D, C11D1/29, C11D1/06, C11D3/395H