USPatent applicationPatented

Formulations for cleaning hard surfaces based on at least partly branched-chain alkyl oligoglucosides

Granted 29 Apr 2003 · 5 office actions

Current assignee: Henkel Kommanditgesellschaft auf Aktien · originally Henkel AG & Co. KGaA

Law firm: Law firm · Log in to unlock

Attorney: Attorney · Log in to unlock

Inventors: Rainer Eskuchen, Eva Kiewert, Udo Hees · Examiner: Cynthia H. Kelly · AU 1774 · TC 1700

Application· this page
8761467
filed 6 Dec 1996
Publication
Not published
not published
Patent
US 6,555,515
granted 29 Apr 2003

Life of the application

19 dated events
⤢ drag to zoom19961998200020022004200620082010201220142016ProsecutionOwnershipTerm & fees
ProsecutionOwnershipTerm & feeshover for detail · click to open

Abstract

The invention relates to new formulations for cleaning hard surfaces containingbased on the formulation1 to 50% by weight of alkyl oligoglucosides corresponding to formula (I):R1OGp(I)in which R1 is an at least partly branched alkyl radical containing 9 to 11 carbon atoms, G is a glucose unit and p is a number of 1.4 to 2.0. The products are distinguished by an improved cleaning performance in relation to formulations based on linear alkyl oligoglucosides.

Description

4 parts
›BENEFIT OF EARLIER FILING DATE UNDER 37 CFR…

BENEFIT OF EARLIER FILING DATE UNDER 37 CFR 1.78(A) (4)

This application claims the benefit of earlier filed and copending provisional application Ser. No. 60/012,827, filed on Mar. 5, 1996, the entire contents of which are incorporated herein by reference.

›BACKGROUND OF THE INVENTION

1. Field of the Invention

This invention relates to formulations containing selected alkyl and/or alkenyl oligoglycosides for cleaning hard surfaces.

2. Description of the Related Art

Cleaning formulations containing alkyl oligoglucosides are already known from a number of prior art publications, cf. European patent applications EP-A 0 199 765, EP-A 0 210 270, EP-A 0 214 285, EP-A 216 301, EP-A 0 282 863 (Henkel), EP-A 0 572 776 (Hüls), EP-A 0 388 810, EP-A 0 510 870 (Kao) and International patent application WO 92/03582 (R&C). However, these publications only disclose the use of linear alkyl oligoglucosides with an average degree of polymerization of 1.3 to 1.4.

However, it has been found in the past that corresponding formulations are not always satisfactory in regard to their performance properties. Thus, glucoside-containing cleaning formulations show inadequacies in their cleaning effect against obstinate soils. They are occasionally difficult to thicken, i.e. problems are involved in adjusting the viscosity of the products to a value which is low enough to facilitate easy dispensing, but high enough to ensure that the product does not flow too quickly off vertical surfaces. Finally, foaming power, for example in the case of carpet shampoos and oven cleaners, is not always satisfactory. Accordingly, the problem addressed by the present invention was to remedy these deficiencies.

›Description of the Invention

The present invention relates to formulations for cleaning hard surfaces which contain—based on the formulation—from 1 to 50, preferably from 1.5 to 15 and more preferably from 2 to 8% by weight of alkyl oligoglucosides corresponding to formula (I):

R 1 O—[G] p   (I)

in which R 1 is an at least partly branched alkyl radical containing 9 to 11 carbon atoms, G is a glucose unit and p is a number of 1.4 to 2.0 and preferably a number of 1.5 to 1.7.

It has surprisingly been found that alkyl oligoglucosides based on short-chain oxoalcohols show better cleaning power than glucosides based on linear fatty alcohols of comparable chain length and DP within a selected degree of polymerization (DP) range. The products may readily be adjusted to an in-use viscosity and provides an adequate amount of stable foam, even in the presence of strong alkalis.

Alkyl Oligoglucosides

Alkyl oligoglucosides are known nonionic surfactants which may be obtained by the relevant methods of preparative organic chemistry. EP-A1-0 301 298 and WO 90/03977 are cited as representative of the extensive literature available on the subject. The index p in general formula (I) indicates the degree of oligomerization (DP degree), i.e. the distribution of mono- and oligoglycosides. Whereas p in a given compound must always be an integer, the value p for a certain alkyl oligoglycoside is an analytically determined calculated quantity which is mostly a broken number. The alkyl radical R 1 may be derived from primary alcohols containing 9 to 11 carbon atoms. Preferred starting materials are oxoalcohols with a corresponding chain length which may contain 5 to 25 mole-% of branched species from their production. The preferred starting material for the production of the alkyl oligoglucosides is an oxoalcohol marketed by Shell under the name of DOBANOL® 91.

Surfactants

In addition to the glycosides, the formulations according to the invention may contain other anionic, nonionic, cationic and/or amphoteric and/or zwitterionic surfactants.

Typical examples of anionic surfactants are alkylben-zenesulfonates, alkanesulfonates, olefin sulfonates, alkylether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfofatty acids, alkylsulfates, fatty alcohol ether sulfates, glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, fatty acid amide (ether) sulfates, mono- and dialkyl sulfosuccinates, mono- and dialkyl sulfosuccinamates, sulfotriglycerides, amide soaps, ether carboxylic acids and salts thereof, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, acyl lactylates, acyl tartrates, acyl glutamates, acyl aspartates, alkyl oligoglucoside sulfates, protein fatty acid condensates (particularly wheat-based vegetable products) and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, they may have a conventional homolog distribution although they preferably have a narrow-range homolog distribution.

Typical examples of nonionic surfactants are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol esters, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, mixed ethers and mixed formals, fatty acid N-alkyl glucamides, protein hydrolyzates (particularly wheat-based vegetable products), polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides. If the nonionic surfactants contain polyglycol ether chains, they may have a conventional homolog distribution, although they preferably have a narrow-range homolog distribution.

Typical examples of cationia surfactants are quaternary ammonium compounds and esterquats, more particularly quaternized fatty acid trialkanolamine ester salts. Typical examples of amphoteric or zvitterionic surfactants are alkylbetaines, alkylamidobetaines, aminopropionates, aminoglycinates, imidazolinium betaines and sulfobetaines.

The surfactants mentioned are all known compounds. Information on their structure and production can be found in relevant synoptic works, cf. for example J. Falbe (ed.), “Surfactants in Consumer Products”, springer Verlag, Berlin, 1987, pages 54 to 124 or J. Falbe (ed.), “Katalysatoren, Tenside und Mineralöladditive (Catalysts, Surfactants and Mineral Oil Additives)”, Thieme Verlag, Stuttgart, 1978, pages 123-217. The percentage content of the other surfactants in the formulations according to the invention may be from 1 to 50% by weight and is preferably from 2 to 25% by weight.

Other Auxiliaries and Additives

The formulations according to the invention may contain other typical auxiliaries and additives such as, for example, liquid builders and sequestering agents such as, for example, citric acid, gluconic acid and alkali metal salts thereof, EDTA and/or NTA, solubilizers such as, for example, butyl glucoside, toluene, xylene and/or cumene sulfonate, lower aliphatic alcohols such as, for example, ethanol, isopropyl alcohol and/or propylene glycol, fatty acids containing 8 to 22 carbon atoms such as, for example, coconut oil or palm kernel oil fatty acid, dicarboxylic acids such as, for example, succinic acid, glutaric acid and/or adipic acid, abrasives such as, for example, silica flour, layer silicates, thickeners, polymers such as, for example, polyethylene glycols having molecular weights in the range from 100,000 to 1,000,000 dalton, alkali bases such as, for example, sodium hydroxide, potassium hydroxide, ammonia solution or triethanolamine for adjusting a basic pH value and perfumes and dyes. The auxiliaries and additives may make up from 1 to 50% by weight and preferably from 2 to 25% by weight of the formulations.

Commercial Applications

The formulations according to the invention show advantageous foaming and cleaning power. They have an adequate, but not excessively high viscosity, so that they are easy to dispense and flow without difficulty on the surfaces to be cleaned. Typical examples of formulations which fulfil this purpose are multipurpose cleaners, sanitary cleaners, window cleaners, scouring preparations, floor cleaners, carpet shampoos and oven cleaners. The non-aqueous component (corresponding to the active substance content) of the formulations is normally from 5 to 75% by weight. For dilute applications, the active substance content is in the range from 5 to 35 and preferably 7 to 25% by weight and, for concentrates, in the range from 35 to 75 and preferably 50 to 60% by weight.

›EXAMPLES

I. Cleaning Performance

Cleaning performance was tested against an artificially soiled plastic surface by the method described in Seifen-Öle-Fette-Wachse, 112, 371 (1986). The test solutions (pH=9.4) had the following composition (water to 100% by weight):

A mixture of soot, machine oil, grease and low-boiling hydrocarbons was used as the soil for dilute application of the cleaning formulation. The 26×28 cm test surface was uniformly coated with 2 g of the artificial soil using a surface coater. A plastic sponge was then soaked with 10 ml of the test solution and moved mechanically over the test surface which had also been coated with 10 ml of the test solution. After 10 wiping movements, the cleaned test surface was held under running water and the loose soil was removed. The cleaning effect, i.e. the whiteness of the plastic surface thus cleaned, was photometrically determined against a standard (corresponding to 100% reflectance). The results are set out in Table 1. Table 2 contains a number of Formulation Examples.

›Tables in the description — 3
Alkyl oligoglucoside7.0% by weight
C 10/14 fatty alcohol · 8.5 EO2.0% by weight
C 12/14 fatty alcohol · 2 EO sulfate
sodium salt2.0% by weight
C 12/18 cocofatty acid0.4% by weight
Sodium gluconate1.0% by weight
TABLE 1 — Cleaning performance
Alkyl OligoglucosideCleaning Power
ExampleChain LengthDP% Reflectance
1{fraction (9/10)}1.4358
2{fraction (9/10)}1.5261
3{fraction (9/10)}1.6066
C1{fraction (8/10)}1.3848
C2{fraction (8/10)}1.5947
C381.6051
C4{fraction (9/10)}1.3249
TABLE 2 — II. Formulation Examples Formulations for cleaning hard surfaces Content
FormulationComponents% by weight
Concentrated multipurpose cleanerC 9/11 Alkyl polyglucoside (DP = 1.55)45.0
Lauric acid methyl ester · 13 EO20.0
Palm kernel oil fatty acid5.0
Citric acid1.0
Cumene sulfonate10.0
Potassium hydroxide (50% by weight)0.5
Multipurpose spray cleanerC 9/11 Alkyl polyglucoside (DP = 1.50)2.0
Butyl glucoside0.5
Octanol · 10 EO1.5
Palm kernel oil fatty acid1.0
Glutaric/adipic acid mixture (1:1)2.0
Polyethylene oxide (MW 600,000)0.05
Butyl glycol2.0
Sodium hydroxide (50% by weight)0.2
Multipurpose spray cleanerC 9/11 Alkyl polyglucoside (DP = 1.60)0.2
Lauric acid methyl ester · 17 EO0.05
Coconut oil fatty acid0.001
Ethanol7.0
Ammonia solution (50% by weight)0.1
Multipurpose cleanerC 9/11 Alkyl polyglucoside (DP = 1.61)12.0
C 9/11 Oxoalcohol · 8 EO8.0
Lauryl sulfate sodium salt2.0
Ethanol5.0
Sodium hydroxide (50% by weight)0.2
Multipurpose cleanerC 9/11 Alkyl polyglucoside (DP = 1.55)10.0
Lauric acid methyl ester · 18 EO8.0
Secondary octadecane sulfonate sodium salt2.0
Cumene sulfonate3.0
Coconut oil fatty acid1.5
Ethanol5.0
Sodium hydroxide (50% by weight)0.2
Multipurpose cleanerC 9/11 Alkyl polyglucoside (DP = 1.55)10.0
Lauric acid methyl ester · 17 EO8.0
Secondary octadecane sulfonate sodium salt2.0
Coconut oil fatty acid1.5
Ethanol5.0
Sodium hydroxide (50% by weight)0.2
Multipurpose cleanerC 9/11 Alkyl polyglucoside (DP = 1.50)12.0
Lauric acid methyl ester · 11 EO8.0
Cocofatty alcohol · 2 EO sulfate sodium salt2.0
Ethanol5.0
Potassium hydroxide0.2
Multipurpose cleanerC 9/11 Alkyl polyglucoside (DP = 1.53)12.0
Octanol · 4 EO8.0
Cocofatty alcohol · 2 EO sulfate sodium salt2.0
Ethanol5.0
Sodium hydroxide (50% by weight)0.2
Scouring preparationC 9/11 Alkyl polyglucoside (DP = 1.53)1.5
2-Butene dilauryl ester sulfonate sodium salt1.5
Thickener (ACRYSOL ® ICS-1)1.0
Silica flour50.0
Triethanolamine0.5
Window cleanerC 9/11 Alkyl polyglucoside (DP = 1.52)1.0
C 8/10 Fatty alcohol · 6 EO1.0
Ethanol8.0
Butyl glycol2.0
Carpet shampooC 9/11 Alkyl polyglucoside (DP = 1.50)26.0
Sodium gluconate3.0
Floor cleanerC 9/11 Alkyl polyglucoside (DP = 1.55)14.0
SYNTRAN ® (Kahl)18.0
SEQUION ® 40 Na 32 (Polygon)1.2
Ammonia solution (50% by weight)0.2
Floor cleanerC 9/11 Alkyl polyglucoside (DP = 1.55)5.0
Decanol · 10 EO4.0
Spezialwachs 2826 (Kahl)7.0
SEQUION ® 40 Na 32 (Polygon)0.5
Potassium hydroxide (50% by weight)0.5
Oven cleanerC 9/11 Alkyl polyglucoside (DP = 1.60)4.0
Alkylbenzenesulfonate sodium salt6.0
Potassium hydroxide4.0
Propylene glycol10.0
Laponite (layer silicate)1.0
Oven cleanerC 9/11 Alkyl polyglucoside (DP = 1.62)4.0
Cocofatty alcohol · 1 PO · 4 EO2.0
Citric acid6.0
Perfume1.0
Ammonia solution (50% by weight)0.2
1 of 4 part labels are ours — the grant heads the rest

Claims as granted

4 claims

Log in to read the claims of this application.

Log in to unlock

Classifications

9 codes
IPC · International Patent Classification
Section C — Chemistry; metallurgy
  • C11D1/14
  • C11D1/22
  • C11D1/72
  • C11D1/83
  • C11D1/66
  • C11D1/74
USPC · US Patent Classification
510/470510/535510/470

Claim changes

Soon
Coming soonHow the claims changed between publication and grant

See which claims were amended, added or cancelled during examination, with every added and removed word marked.

AmendedAddedCancelledUnchanged

The published claims of this application are not paired with the granted ones in what we hold.

File wrapper

⤢ drag to zoom1997199819992000200120022003USPTOApplicantNon-final rejectionResponse after finalNon-final rejectionNon-final rejectionResponse after finalNotice of allowance
USPTOApplicanthover for detail · click to open
Pendency
6.4 y
2,335 days filing → grant
Office actions
5
non-final + final
Responses
6
no RCE
Examiner
Cynthia H. Kelly
art unit 1774 · TC 1700
Citations: 30 back · 5 forward

See the full prosecution history — every USPTO and applicant action on this file, in order.

Log in to unlock

Documents

Log in to open the documents of this file: the application as filed, every office action and response, the notice of allowance.

Log in to unlock

Chain of title

⤢ drag to zoom1998200020022004200620082010201220142016Owner 1
Titlehover for detail · click to open

See the full assignment history — every owner this patent has passed through, with recordation dates and reel/frame numbers.

Log in to unlock