US2765279A - Shaped mixture of soap and phosphonate - Google Patents

Shaped mixture of soap and phosphonate Download PDF

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Publication number
US2765279A
US2765279A US322563A US32256352A US2765279A US 2765279 A US2765279 A US 2765279A US 322563 A US322563 A US 322563A US 32256352 A US32256352 A US 32256352A US 2765279 A US2765279 A US 2765279A
Authority
US
United States
Prior art keywords
soap
acid
mixture
phosphonate
salts
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 - Lifetime
Application number
US322563A
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English (en)
Inventor
Nusslein Joseph
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.)
GEA Group AG
Original Assignee
Metallgesellschaft AG
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 Metallgesellschaft AG filed Critical Metallgesellschaft AG
Application granted granted Critical
Publication of US2765279A publication Critical patent/US2765279A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C11D1/02—Anionic compounds
    • C11D1/34—Derivatives of acids of phosphorus
    • C11D1/345—Phosphates or phosphites
    • 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
    • C11D1/02—Anionic compounds
    • C11D1/34—Derivatives of acids of phosphorus
    • C11D1/342—Phosphonates; Phosphinates or phosphonites
    • 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
    • C11D10/00—Compositions of detergents, not provided for by one single preceding group
    • C11D10/04—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap
    • C11D10/042—Compositions of detergents, not provided for by one single preceding group based on mixtures of surface-active non-soap compounds and soap based on anionic surface-active compounds and soap
    • 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
    • C11D9/00—Compositions of detergents based essentially on soap
    • C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/22—Organic compounds, e.g. vitamins
    • C11D9/34—Organic compounds, e.g. vitamins containing phosphorus

Definitions

  • the phosphonic acids may contain the same radicals which are described in the co-pending application Ser. No. 195,480 for the esters of orthophosphoric acid, i. e. alkyl, aryl, aralkyl, alkyl-aryl, cycloaliphatic, cycloaromatic and heterocyclic radicals having at least 4 C atoms per substituting group.
  • the phosphorus atom may be linked directly to an aliphatic or aromatic radical according to the formula wherein R1 represents an aromatic radical, for instance, phenyl or naphthyl, if desired with a further substituent group such as the amino, alkyl amino, acyl amino, nitro, halogen, alkyl, hydroxyalkyl, and similar radicals.
  • R2 represents an aliphatic, straight-chain or branched, or substituted radical.
  • the surface active radical may be linked to the P atom by means of a carbon or nitrogen atom.
  • salts of the phosphonic acid derivatives viz. alkali metal, ammonium, or amino salts may be used for the production of soap cakes and similar articles.
  • secondary esters of orthophosphoric acid having the same or different surface-active groups linked thereto compounds may be prepared from phosphonic acid derivatives in which at least one of the free hydrogen atoms are substituted by a second surface-active group linked ester-fashion, for instance, according to the general formulae, given below:
  • R3 represents a surface-active radical similar to R1 or R2, from which it may, however, differ in certain details.
  • a molecule of the new derivatives may also contain several phosphonic acid radicals containing one or more surface-active groups, as shown below:
  • R1, R2 and R3 represent organic radicals or may be hydrogen.
  • At least one of the radicals must be surface-active; n is an integer.
  • the phosphonic acid derivatives used in accordance with the invention are in their mode of application similar to the cleansing agents described in my co-pending application Serial No. 195,480. This applies more particularly to their use in admixture with alkali metal salts of fatty acids, sulfonated fatty acids and similar compounds. There is, moreover, a wide range of useful mixtures of surface-active phosphonic acid derivatives with the phosphoric acid esters and their salts as described in my copending application.
  • Example 1 To a fatty acid mixture comprising:
  • Example 2 25 parts of the sodium salt of the primary ester of orthophosphoric acid with octodecyl alcohol,
  • the product thus obtained is a neutral, non-irritating shaving soap of high resistance to hard Water.
  • a shaped washing and cleansing agent pressed in the form of a bar consisting essentially of a mixture of about 80 percent of oleic acid and fatty acids from coconut oil and lard and about 20% of stearyl amino phenyl phosphonic acid, said mixture neutralized With an alkali metal hydroxide.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
US322563A 1949-03-11 1952-11-25 Shaped mixture of soap and phosphonate Expired - Lifetime US2765279A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE289076X 1949-03-11
DE742534X 1951-11-30

Publications (1)

Publication Number Publication Date
US2765279A true US2765279A (en) 1956-10-02

Family

ID=25777271

Family Applications (1)

Application Number Title Priority Date Filing Date
US322563A Expired - Lifetime US2765279A (en) 1949-03-11 1952-11-25 Shaped mixture of soap and phosphonate

Country Status (7)

Country Link
US (1) US2765279A (en, 2012)
BE (1) BE499590A (en, 2012)
CH (2) CH289076A (en, 2012)
DE (1) DE973122C (en, 2012)
FR (2) FR1110253A (en, 2012)
GB (2) GB717407A (en, 2012)
NL (2) NL156859B (en, 2012)

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1038692B (de) * 1956-11-20 1958-09-11 Huels Chemische Werke Ag Organische Phosphorverbindungen enthaltende synthetische Wasch- und Reinigungsmittel
DE1152497B (de) * 1961-10-13 1963-08-08 Henkel & Cie Gmbh Reinigungs- und Spuelmittel
US3149151A (en) * 1960-03-22 1964-09-15 Henkel & Cie Gmbh Per-compounds of acylation products of phosphorous acid
DE1228365B (de) * 1961-03-17 1966-11-10 Procter & Gamble Tertiaere Phosphinoxyde enthaltende Waschmittelkomposition
US3351558A (en) * 1966-09-06 1967-11-07 Procter & Gamble Detergent composition containing organic phosphonate corrosion inhibitors
US3363032A (en) * 1964-06-11 1968-01-09 Monsanto Co Long chain aliphatic benzylphosphonic acids, esters and salts
US3368978A (en) * 1964-12-28 1968-02-13 Monsanto Co Builder compositions and detergent compositions using same
US3404178A (en) * 1963-03-18 1968-10-01 Procter & Gamble Substituted methylene diphosphonic acids and their salts
US3442938A (en) * 1967-01-31 1969-05-06 Merck & Co Inc Prosphanilic acid derivatives
US3471406A (en) * 1965-09-07 1969-10-07 Plains Chem Dev Co Detergent compositions containing methane tri and tetra phosphonic acid compounds
US3471552A (en) * 1965-08-24 1969-10-07 Plains Chem Dev Co Aliphatic polyphosphonic acids and derivatives thereof
US4175051A (en) * 1977-02-25 1979-11-20 Kao Soap Co., Ltd. Scouring pad containing phosphoric acid ester-fatty acid soap mixtures
US4235733A (en) * 1978-07-13 1980-11-25 Kao Soap Co., Ltd. Antibacterial soap containing trichlorohydroxy diphenyl ether bactericide and an organic phosphoric ester as a stabilizer therefor
US4460548A (en) * 1979-07-09 1984-07-17 Societe Nationale Elf Aquitaine (Production) Extraction of uranium with diphosphonic compounds
US4464346A (en) * 1979-07-09 1984-08-07 Societe Nationale Elf Aquitaine (Production) Extraction of uranium with triphosphonic esters
US4528110A (en) * 1982-11-04 1985-07-09 Henkel Kommanditgesellschaft Auf Aktien Method of using alkyl monophosphoric acids as germicidal agents
US4587034A (en) * 1979-07-09 1986-05-06 Societe Nationale Elf Aquitaine (Production) Triphosphonic esters
US4631142A (en) * 1979-07-09 1986-12-23 Societe Nationale Elf Aquitaine (Production) Diphosphonic extractants
US5015408A (en) * 1988-03-19 1991-05-14 Reckitt Gmbh Denture cleaning tablet containing a bleach activator and an organic phosphonic acid stabilizer

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1260066B (de) * 1963-07-24 1968-02-01 Henkel & Cie Gmbh Wasch- oder Waschhilfsmitteltabletten
DE3612701A1 (de) * 1986-04-15 1987-10-22 Degussa Waschmittel in stueckiger form

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1906484A (en) * 1930-04-08 1933-05-02 Ig Farbenindustrie Ag Soap preparation
GB471875A (en) * 1934-12-08 1937-09-13 Ig Farbenindustrie Ag Manufacture of substances having capillary activity
US2254124A (en) * 1939-06-05 1941-08-26 Du Pont Organic compound of quinquevalent phosphorus
US2336230A (en) * 1941-08-15 1943-12-07 Eastman Kodak Co Surface-active agent
US2397422A (en) * 1945-03-24 1946-03-26 Monsanto Chemicals Esters of paraffin phosphonic acids
US2545357A (en) * 1946-06-04 1951-03-13 American Cyanamid Co Detergent composition and method of preparing same
US2594454A (en) * 1946-05-31 1952-04-29 Monsanto Chemicals Organic phosphorus acids and esters

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE605973C (de) * 1930-11-30 1934-11-22 I G Farbenindustrie Akt Ges Verfahren zur Herstellung von AEthern aus hydroxylhaltigen organischen Verbindungen und AEthylenoxyd
NL39171C (en, 2012) * 1934-01-24
US2169829A (en) * 1937-06-09 1939-08-15 William G Beckers Detergent composition

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1906484A (en) * 1930-04-08 1933-05-02 Ig Farbenindustrie Ag Soap preparation
GB471875A (en) * 1934-12-08 1937-09-13 Ig Farbenindustrie Ag Manufacture of substances having capillary activity
US2254124A (en) * 1939-06-05 1941-08-26 Du Pont Organic compound of quinquevalent phosphorus
US2336230A (en) * 1941-08-15 1943-12-07 Eastman Kodak Co Surface-active agent
US2397422A (en) * 1945-03-24 1946-03-26 Monsanto Chemicals Esters of paraffin phosphonic acids
US2594454A (en) * 1946-05-31 1952-04-29 Monsanto Chemicals Organic phosphorus acids and esters
US2545357A (en) * 1946-06-04 1951-03-13 American Cyanamid Co Detergent composition and method of preparing same

Cited By (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1038692B (de) * 1956-11-20 1958-09-11 Huels Chemische Werke Ag Organische Phosphorverbindungen enthaltende synthetische Wasch- und Reinigungsmittel
US3149151A (en) * 1960-03-22 1964-09-15 Henkel & Cie Gmbh Per-compounds of acylation products of phosphorous acid
DE1228365B (de) * 1961-03-17 1966-11-10 Procter & Gamble Tertiaere Phosphinoxyde enthaltende Waschmittelkomposition
DE1152497B (de) * 1961-10-13 1963-08-08 Henkel & Cie Gmbh Reinigungs- und Spuelmittel
US3404178A (en) * 1963-03-18 1968-10-01 Procter & Gamble Substituted methylene diphosphonic acids and their salts
US3422021A (en) * 1963-03-18 1969-01-14 Procter & Gamble Detergent composition
US3363032A (en) * 1964-06-11 1968-01-09 Monsanto Co Long chain aliphatic benzylphosphonic acids, esters and salts
US3368978A (en) * 1964-12-28 1968-02-13 Monsanto Co Builder compositions and detergent compositions using same
US3471552A (en) * 1965-08-24 1969-10-07 Plains Chem Dev Co Aliphatic polyphosphonic acids and derivatives thereof
US3471406A (en) * 1965-09-07 1969-10-07 Plains Chem Dev Co Detergent compositions containing methane tri and tetra phosphonic acid compounds
US3351558A (en) * 1966-09-06 1967-11-07 Procter & Gamble Detergent composition containing organic phosphonate corrosion inhibitors
US3442938A (en) * 1967-01-31 1969-05-06 Merck & Co Inc Prosphanilic acid derivatives
US4175051A (en) * 1977-02-25 1979-11-20 Kao Soap Co., Ltd. Scouring pad containing phosphoric acid ester-fatty acid soap mixtures
US4235733A (en) * 1978-07-13 1980-11-25 Kao Soap Co., Ltd. Antibacterial soap containing trichlorohydroxy diphenyl ether bactericide and an organic phosphoric ester as a stabilizer therefor
US4460548A (en) * 1979-07-09 1984-07-17 Societe Nationale Elf Aquitaine (Production) Extraction of uranium with diphosphonic compounds
US4464346A (en) * 1979-07-09 1984-08-07 Societe Nationale Elf Aquitaine (Production) Extraction of uranium with triphosphonic esters
US4587034A (en) * 1979-07-09 1986-05-06 Societe Nationale Elf Aquitaine (Production) Triphosphonic esters
US4631142A (en) * 1979-07-09 1986-12-23 Societe Nationale Elf Aquitaine (Production) Diphosphonic extractants
US4528110A (en) * 1982-11-04 1985-07-09 Henkel Kommanditgesellschaft Auf Aktien Method of using alkyl monophosphoric acids as germicidal agents
US5015408A (en) * 1988-03-19 1991-05-14 Reckitt Gmbh Denture cleaning tablet containing a bleach activator and an organic phosphonic acid stabilizer

Also Published As

Publication number Publication date
CH289076A (de) 1953-02-28
FR1110253A (fr) 1956-02-10
NL173813B (en, 2012) 1954-11-15
CH295584A (de) 1953-12-31
FR66569E (fr) 1957-04-16
GB742534A (en) 1955-12-30
GB717407A (en) 1954-10-27
NL156859B (en, 2012) 1953-11-16
BE499590A (en, 2012) 1953-03-16
DE973122C (de) 1959-12-03

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