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WO1992021743A1 - Composition de rincage - Google Patents

Composition de rincage Download PDF

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Publication number
WO1992021743A1
WO1992021743A1 PCT/EP1992/001217 EP9201217W WO9221743A1 WO 1992021743 A1 WO1992021743 A1 WO 1992021743A1 EP 9201217 W EP9201217 W EP 9201217W WO 9221743 A1 WO9221743 A1 WO 9221743A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
carbon atoms
surfactant
emulsifier
distillation
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.)
Ceased
Application number
PCT/EP1992/001217
Other languages
English (en)
Inventor
Frank Wieczorek
Michael Leslie Durrant
Pia Depypere
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.)
ExxonMobil Chemical Patents Inc
Original Assignee
Exxon Chemical Patents Inc
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 Exxon Chemical Patents Inc filed Critical Exxon Chemical Patents Inc
Publication of WO1992021743A1 publication Critical patent/WO1992021743A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • 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
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2072—Aldehydes-ketones
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/18—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/42—Ethers, e.g. polyglycol ethers of alcohols or phenols
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/42—Amino alcohols or amino ethers
    • C11D1/44—Ethers of polyoxyalkylenes with amino alcohols; Condensation products of epoxyalkanes with amines
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • This invention relates to a surface rinsing composition and to a composition for rendering a surface more hydrophobic or water repellant, to a method of treating a surface using such a composition, and to the use of such a composition in surface treatment.
  • additives for various purposes. These include, for example, hydrophobic additives that cause beading of the rinse water on the surface, enabling it to be more readily removed by a high pressure air dryer, and additives that impart a gloss to the surface, for example, silicone oils or carnauba wax. Incorporating such additives into the final rinsing water is normally achieved by the use of an aqueous additive concentrate - which typically includes one or more surfactants, e ulsifiers, oils, coupling agents, as well as the additives of interest.
  • compositions employ hydrocarbon oils as hydrophobic components, but these suffer a number of disadvantages. Among these, there may be mentioned the requirement to remove the resulting hydrophobic film from windscreens, otherwise smearing occurs on subsequent use of windscreen wipers. More recently, however, there have been environmental objec-
  • compositions having acceptable anti-wetting properties more especially compositions having reduced proportions of slowly biodegradable organic materials, and environmen ⁇ tally acceptable, that may be produced economically.
  • the present invention provides a composition capable of depositing a hydrophobic layer on a surface, the composition comprising a surfactant, an emulsifier, and an acetal of the formula
  • R 1 OCR (OR 2 )R 3 in which R 1 , R 2 , and R 3 , " which may be the same or different, represent aliphatic, advantageously alkyl or alkenyl, radicals with from 7 to 15 carbon atoms, and R 4 represents hydrogen or an aliphatic, advantageously an alkyl or alkenyl, radical with from 7 to 15 carbon atoms, provided that the total number of carbon atoms is at least 27.
  • the invention also provides the use of such an acetal in a hydrophobic composition and in an automobile washing composition and treatment.
  • a composition capable of depositing a hydrophobic layer on a surface comprising a surfactant, an emulsifier, and at least one organic material specified below.
  • organic material there may be used the distillation residue obtainable, and preferably obtained, by hydroformylating a C 6 to C 14 , advantageously a C 8 to C 10 , olefin feedstock, hydrogenating the resulting product, and removing the resulting alcohol by distillation.
  • the distillation residue contains ether, ether-alcohol, ester, and acetal components.
  • the specified organic material may also be the product obtainable, and advantageously obtained, by catalytically cracking the distillation residue defined above, and optionally hydrogenating the cracked com ⁇ ponents.
  • the specified organic material may also be one or more of the products obtainable and advantageously obtained by further distillation of the optionally
  • the invention also provides the use of such a specified organic material in a hydrophobic composition, and in an automobile washing composition and treatment.
  • composition capable of depositing a hydrophobic layer on a surface, comprising a surfactant, an emulsifier, and an organic material comprising
  • the invention also provides the use of such an organic material in a hydrophobic composition, and in an automobile washing composition and treatment.
  • the percentages by weight are:
  • the composition may also comprise a component that adds gloss or lustre to the surface, e.g., a silicone oil or a phthalate ester, e.g., di-iso- heptyl, di-i_so- octyl, di-2-ethylhexyl, or di-iso-nonyl, phthalate, an organic solvent functioning as a coupling agent, e.g., a glycol, for example ethylene or propylene glycol, a glycol ether, for example ethylene glycol monobutyl ether or propylene glycol monobutyl ether, or an alcohol, e.g., a C2 to C 6 alcohol, or an acetate of a C 3 to C 6 alcohol and water.
  • a component that adds gloss or lustre to the surface e.g., a silicone oil or a phthalate ester, e.g., di-iso- heptyl, di-i_
  • composition is advantageously employed as an — D —
  • aqueous solution and accordingly then comprises the specified material, surfactant, emulsifier, coupling solvent, and water.
  • the solvent advantageously represents from 1 to 5, preferably from 2.5 to 4, percent by weight and the water advantageously represents from 55 to 65, preferably from 58 to 63, percent by weight.
  • composition may be incorporated in the final rinse water at a concentration of, for example, 1 to 4 g per kg, i.e., from 0.1 to 0.4%, but advantageously at a concentration of from 0.15 to 0.25%, and preferably about 0.20% by weight.
  • the surfactant is advantageously a non-ionic surfactant, for example, polyalkylene ether derivatives of alcohols and alkyl phenols, advantageously having from 3 to 30 alkylene, preferably ethylene, oxy groups and from 8 to 20 carbon atoms in the hydrocarbon chain.
  • polyethylene oxy derivatives with from 5 to 20, more preferably from 5 to 15, repeat units with a linear or branched primary alcohol from 8 to 18, more preferably from 10 to 16, carbon atoms in the chain or with an alkyl phenol with a linear or branched alkyl group with from 6 to 14 carbon atoms.
  • an ethoxylated fatty alcohol having from 5 to 20, advantageously 7 to 10, ethoxy groups and 11 carbon atoms in the chain which may be linear or branched.
  • the surfactant may, less preferably, be a cationic surfactant, for example an imidazoline derivative, for example a fatty imidazoline salt of a strong monoprotic acid, for example one as described in U.S. Patent No. 3585051, or a quaternary ammonium salt having at least one long chain alkyl or alkenyl substituent, e.g. , one having from 8 to 20 carbon atoms, the remaining substituents being alkyl groups with up to 4 carbon atoms, especially methyl, the anion being, for example chloride, bromide, iodide, phosphate, sulfamate, or acetate.
  • a cationic surfactant for example an imidazoline derivative, for example a fatty imidazoline salt of a strong monoprotic acid, for example one as described in U.S. Patent No. 3585051
  • a quaternary ammonium salt having at least one long chain alkyl or alkenyl substituent
  • the emulsifier there may be mentioned fatty amine alkoxylates, aromatic alkoxylates or an ether amine alkoxylate.
  • the emulsifier is a quaternary ammonium salt, e.g., a long chain alkyl tri ethyl or dialkyl dimethyl ammonium chloride, and preferably the guaternized reaction product of an oxyalkylated polyamine with a fatty acid, for example the product of reaction of a soya or coco fatty acid, or a blend of the two, with diethylene triamine, ethoxylation, and subsequent quaternization with methyl chloride.
  • a quaternary ammonium salt e.g., a long chain alkyl tri ethyl or dialkyl dimethyl ammonium chloride
  • the guaternized reaction product of an oxyalkylated polyamine with a fatty acid for example the product of reaction of a soya or coco fatty acid, or
  • R 1 and R 2 represent alkyl or alkenyl radicals with from 8 to 13, preferably from 9 to 12, carbon atoms.
  • R 3 represents an alkyl or alkenyl radical with from 8 to 10, preferably from 7 to 9, carbon
  • R 4 represents hydrogen.
  • the total number of carbon atoms is advantageously from 27 to
  • the alkyl or alkenyl groups may be straight or, preferably, branched chain; if they are branched they advantageously contain methyl and ethyl branches.
  • the acetals may be made by methods that are per se known, conveniently by reaction of an aldehyde (less preferably a ketone) with one or more alcohols in the presence of an acid catalyst with heating to distil off the water produced.
  • the specified organic material may be obtained as described in EP-A-
  • the components (a) , (b) and (c) are present in weight percentages in the ranges 1 to 10: 70 to 93: 5 to 20.
  • component (a) contains alcohols or aldehydes with from 9 to 12 carbon atoms.
  • the functional aliphatic molecules comprise, by weight: ethers - from 25 to 90% ether alcohols, and/or alcohols, and/or aldehydes - from 10 to 40% esters - from 5 to 15% others - from 5 to 15%
  • the organic material may conveniently be prepared by the procedure described in the above-mentioned EP-A- 185477, the middle fraction, containing the ether/ether alcohol portion, of the final stage being recovered.
  • the organic material advantageously contains an acetal as specified in the first aspect of the invention, although in presently less preferred embodiments the acetal may contain fewer carbon atoms, for example 25 or 26 carbon atoms.
  • compositions according to the invention may be used as a carrier for hot or cold waxes, for example carnauba wax emulsion or silicone oil. They have the major advantage that they may be based on an aqueous medium, thus avoiding the need to use a flammable organic liquid, for example isopropanol, as primary solvent.
  • the compositions are suitable for use not only in soft, or softened, water but in hard water of all types thus avoiding the necessity of preparing different formulations for different geographical areas.
  • compositions of the invention have low mammalian and fish toxicity and good biodegradability.
  • SUBSTITUTESHEET denoted "Additive A” is in each case the organic material obtained according to the procedure described above in accordance with the second aspect of the invention, specifically, the residue remaining after distillation to remove light alcohols from hydrogenated cracked product.
  • the emulsifier is in each case the product of reaction between a mixture of soya and coco fatty acids with diethylene tria ine, followed by ethoxylation and then quaternization using methyl chloride.
  • the nonionic surfactant and bridging solvent were varied, as shown below.
  • the undecanol is a mixture of branched isomers.
  • Lutensol A030 is an ethoxylated (30 moles) fatty alcohol.
  • the compositions were made up by mixing the organic components while stirring to obtain a clear solution and - 12 -
  • compositions were tested at a concentration of 2 g per litre of water.
  • Example 2 The procedure of Example 1 was repeated, replacing “Additive A” by “Additive B”, which differs from Additive A in being the residue remaining after distillation to - -
  • the product was tested at a concentration of 1 g per litre of water and compared favourably with a commercial rinse aid in the "bonnet" test.
  • Additive C the low-boiling product obtained by distillation of the light alcohol-depleted residue, is used in the above compositions. This contains about 85% ethers, about 10% ether-alcohols, and about 5% esters.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Materials Engineering (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

Les acétals possédant au moins 27 atomes de carbone et dérivés à partir d'alcools et d'aldéhydes C7 à C15, ou des produits d'hydroformylation d'oléfine traités de façon à former des produits contenant de tels acétals, sont destinés à être utilisés dans des fluides employés dans les installations de lavage de voitures, en particulier dans la solution de rinçage finale.
PCT/EP1992/001217 1991-05-31 1992-05-29 Composition de rincage Ceased WO1992021743A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP91304946 1991-05-31
EP91304946.6 1991-05-31

Publications (1)

Publication Number Publication Date
WO1992021743A1 true WO1992021743A1 (fr) 1992-12-10

Family

ID=8208297

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1992/001217 Ceased WO1992021743A1 (fr) 1991-05-31 1992-05-29 Composition de rincage

Country Status (1)

Country Link
WO (1) WO1992021743A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1184448A1 (fr) * 2000-08-30 2002-03-06 Clariant GmbH Liquides aqueux contenant un agent tensio actif et un acetal
US12157868B2 (en) 2019-06-21 2024-12-03 Ecolab Usa Inc. Solidified nonionic surfactant composition comprising a solid urea binder

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0003775A1 (fr) * 1978-02-18 1979-09-05 Hoechst Aktiengesellschaft Agent de séchage et de polissage pour voiture
EP0173376A1 (fr) * 1984-07-27 1986-03-05 Rütgerswerke Aktiengesellschaft Procédé de séchage de voitures et agent pour le realiser
EP0185477A1 (fr) * 1984-11-30 1986-06-25 Exxon Research And Engineering Company Préparation de compositions d'éther/éther-alcool
EP0264634A1 (fr) * 1986-09-25 1988-04-27 Hoechst Aktiengesellschaft Agent brillant séchant pour la voiture
DE3930028A1 (de) * 1989-09-08 1991-03-21 Kaw Kiehl Kg Hydrophobierungsmittel fuer die waesche von nutzfahrzeugen
EP0421146A2 (fr) * 1989-09-26 1991-04-10 DURSOL-FABRIK, Otto Durst GmbH & Co. KG Agent dessiccant pour des surfaces laquées

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0003775A1 (fr) * 1978-02-18 1979-09-05 Hoechst Aktiengesellschaft Agent de séchage et de polissage pour voiture
EP0173376A1 (fr) * 1984-07-27 1986-03-05 Rütgerswerke Aktiengesellschaft Procédé de séchage de voitures et agent pour le realiser
EP0185477A1 (fr) * 1984-11-30 1986-06-25 Exxon Research And Engineering Company Préparation de compositions d'éther/éther-alcool
EP0264634A1 (fr) * 1986-09-25 1988-04-27 Hoechst Aktiengesellschaft Agent brillant séchant pour la voiture
DE3930028A1 (de) * 1989-09-08 1991-03-21 Kaw Kiehl Kg Hydrophobierungsmittel fuer die waesche von nutzfahrzeugen
EP0421146A2 (fr) * 1989-09-26 1991-04-10 DURSOL-FABRIK, Otto Durst GmbH & Co. KG Agent dessiccant pour des surfaces laquées

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1184448A1 (fr) * 2000-08-30 2002-03-06 Clariant GmbH Liquides aqueux contenant un agent tensio actif et un acetal
US12157868B2 (en) 2019-06-21 2024-12-03 Ecolab Usa Inc. Solidified nonionic surfactant composition comprising a solid urea binder

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