GB1012418A - A process for the preparation of water-soluble surface-active phosphorus-containing products - Google Patents

A process for the preparation of water-soluble surface-active phosphorus-containing products

Info

Publication number
GB1012418A
GB1012418A GB4911163A GB4911163A GB1012418A GB 1012418 A GB1012418 A GB 1012418A GB 4911163 A GB4911163 A GB 4911163A GB 4911163 A GB4911163 A GB 4911163A GB 1012418 A GB1012418 A GB 1012418A
Authority
GB
United Kingdom
Prior art keywords
mixture
phosphating
alcohols
mol
products
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.)
Expired
Application number
GB4911163A
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.)
Mo och Domsjo AB
Original Assignee
Mo och Domsjo AB
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 Mo och Domsjo AB filed Critical Mo och Domsjo AB
Publication of GB1012418A publication Critical patent/GB1012418A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/22Amides of acids of phosphorus
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02Phosphorus compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/34Derivatives of acids of phosphorus
    • C11D1/345Phosphates or phosphites

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Detergent compositions comprise the product obtained by phosphating a mixture of (a) a water soluble or dispersible condensate of at least 1 mol. of C2 to C4 alkylene oxide with 1 mol. of a reactive hydrogen containing compound of at least C6; and (b) a C1 to C12 organic compound having one or more -OH, amino, or amide groups, but no alkyleneoxy groups, dissolved in water together with various builders. Suitable reactive hydrogen containing compounds are phenols, alcohols, primary and secondary amines, carboxylic and sulphonic acids, and amides thereof; preferred compounds of group (b) are aliphatic and cycloaliphatic alcohols. The phosphated products may be neutralized, e.g. by NaOH. The builders specified are: sodium tripolyphosphate, potassium pyrophosphate, sodium metasilicate, sodium EDTA, and carboxymethyl cellulose, and they may be added to the phosphorus containing products in large amounts, e.g. three parts by weight of builder : 1 part phosphorus compound. Additional alkylene oxide adducts (e.g. ethylene oxide/alkyl phenols) may be dissolved in the composition. Examples include a composition containing, in aqueous solution 60% by weight of sodium metasilicate, 5% by weight of 15-etho-nonyl phenol, with 20% by weight of the phosphated product of a mixture of 6-etho-nonyl phenol (1 mol.), and octanol (1 mol.). U.S.A. Specification 2,674,619 is referred to.ALSO:Phosphated surface-active agents are prepared by phosphating a mixture comprising: (a) a water-soluble or dispersible condensate of at least 1 mol. of C2 to C4 alkylene oxide with 1 mol. of a reactive hydrogen containing compound of at least C6; and (b) a C1 to C12 organic compound having one or more -OH, amino, or amide groups, but no alkyleneoxy groups. Specific phosphating agents are P2O5, PCl3, PCl5, POCl3, or phosphoric acid, or a mixture thereof. Mole ratios of (a) to (b) may vary from 0.5 to 2.0 : 0.5 to 4.0, and a mixture of (a) and (b) within the upper limits of this ratio is suitably reacted with up to 1 mole of P2O5 or up to 2 moles of the other phosphating agents having only 1 phosphorus atom/molecule. Suitable active hydrogen containing compounds are phenols, alcohols, primary and secondary amines, carboxylic and sulphonic acids, and their amides. Preferred compounds of group (b) are aliphatic or cycloaliphatic alcohols (e.g. butanol, octanol, cyclohexanol, methylcyclohexanol). The reaction is suitably performed by gradual addition of the phosphating agent to the mixture of (a) and (b), an appropriate temperature of 95-110 DEG C. being maintained, with cooling if needed. The products may be neutralized with NaOH, and admixed with large proportions of builders to enhance detergent properties (see Division C5), and effect water softening and solubilization of other materials such as alkylene oxide adducts. Examples are given for the preparation of phosphated products from nonyl phenols condensed with six, eight, ten, and twelve molecules of ethylene oxide, and the adducts of six and five molecules of ethylene oxide respectively with tridecyl alcohol and lauryl alcohol, using various alcohols as component (b). An example for a composition with a builder and an alkylene oxide adduct is also given.ALSO:Phosphated surface active agents are prepared by phosphating a mixture comprising: (a) a water soluble or dispersible condensation product of at least 1 mole of C2 to C4 alkylene oxide and 1 mole of a reactive hydrogen containing compound of at least C6, and (b) a C1 to C12 organic compound containing one or more -OH, amino or amide groups, but having no alkyleneoxy groups, with P2O5, PCl3, POCl3 PCl5, or phosphoric acid, or a mixture thereof. Mole ratios of (a) to (b) may vary from 0.5 to 2.0: 0.5 to 4, and a mixture of (a) and (b) within the upper limits of this ratio is suitably reacted with up to 1 mole of P2O5 or up to 2 moles of the other phosphating agents, having only 1 phosphorus atom/molecule. Suitable active hydrogen containing compounds are phenols, alcohols, primary or secondary amines, carboxylic or sulphonic acids, and their amides. Preferred compounds of group (b) are aliphatic cycloaliphatic alcohols (e.g. butanol, octanol, cyclohexanol, and methyl cyclohexanol). The reaction may be performed by gradual addition of the phosphating agent to the mixture of (a) and (b) an appropriate temperature of 95-110 DEG C. being maintained, if necessary with cooling. The products may be neutralized, e.g. with NaOH, and may be admixed with large amounts (e.g. up to 3 parts by weight) of builders to form detergent compositions (see Division C5). Examples are given for preparation of phosphated products from nonyl phenols condensed with six, eight, ten and twelve molecules of ethylene oxide, and the adducts of six and five molecules of ethylene oxide with respectively tridecyl alcohol and lauryl alcohol, using various alcohols as component (b). Specification U.S.A. 2,674,619 is referred to.
GB4911163A 1962-12-20 1963-12-12 A process for the preparation of water-soluble surface-active phosphorus-containing products Expired GB1012418A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE1378662A SE303167B (en) 1962-12-20 1962-12-20

Publications (1)

Publication Number Publication Date
GB1012418A true GB1012418A (en) 1965-12-08

Family

ID=20297985

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4911163A Expired GB1012418A (en) 1962-12-20 1963-12-12 A process for the preparation of water-soluble surface-active phosphorus-containing products

Country Status (4)

Country Link
DE (1) DE1520353B2 (en)
GB (1) GB1012418A (en)
NL (1) NL302219A (en)
SE (1) SE303167B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5047930A (en) * 1973-08-25 1975-04-28
US4389259A (en) 1980-04-30 1983-06-21 Sandoz Ltd. Asymmetrical diesters of orthophosphoric acid useful as corrosion inhibitors
US4465516A (en) * 1981-04-24 1984-08-14 Sandoz Ltd. Asymmetrical diesters of ortho-phosphoric acid useful as corrosion inhibitors

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3633940A1 (en) * 1986-10-04 1988-04-07 Pfersee Chem Fab METHOD FOR PRODUCING AQUEOUS, CONCENTRATED POLYMERISATE DISPERSIONS BASED ON VINYL AND / OR ACRYLIC ACID ESTERS
DE3819374A1 (en) * 1988-06-07 1989-12-14 Hoechst Ag PHOSPHORIC ACID PARTIAL SUBSTANCES, METHOD FOR THE PRODUCTION THEREOF, THE USE THEREOF, AND WASHING AND CLEANING AGENTS CONTAINING SUCH MIXTURES

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5047930A (en) * 1973-08-25 1975-04-28
US4389259A (en) 1980-04-30 1983-06-21 Sandoz Ltd. Asymmetrical diesters of orthophosphoric acid useful as corrosion inhibitors
US4465516A (en) * 1981-04-24 1984-08-14 Sandoz Ltd. Asymmetrical diesters of ortho-phosphoric acid useful as corrosion inhibitors

Also Published As

Publication number Publication date
SE303167B (en) 1968-08-19
DE1520353B2 (en) 1972-11-16
DE1520353A1 (en) 1969-04-10
NL302219A (en)

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