US2765279A - Shaped mixture of soap and phosphonate - Google Patents
Shaped mixture of soap and phosphonate Download PDFInfo
- 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
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
- C11D1/02—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)
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)
Cited By (19)
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 |
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 |
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)
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)
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)
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 (US20030220297A1-20031127-C00009.png) * | 1934-01-24 | |||
US2169829A (en) * | 1937-06-09 | 1939-08-15 | William G Beckers | Detergent composition |
-
1950
- 1950-03-17 DE DEM2368A patent/DE973122C/de not_active Expired
- 1950-10-17 GB GB25309/50A patent/GB717407A/en not_active Expired
- 1950-10-18 FR FR1110253D patent/FR1110253A/fr not_active Expired
- 1950-10-26 NL NL156859A patent/NL156859B/xx unknown
- 1950-10-30 CH CH289076D patent/CH289076A/de unknown
- 1950-11-24 BE BE499590D patent/BE499590A/xx unknown
-
1952
- 1952-11-14 NL NL173813A patent/NL173813B/xx unknown
- 1952-11-25 US US322563A patent/US2765279A/en not_active Expired - Lifetime
- 1952-11-25 FR FR66569D patent/FR66569E/fr not_active Expired
- 1952-11-26 GB GB29985/52A patent/GB742534A/en not_active Expired
- 1952-11-27 CH CH295584D patent/CH295584A/de unknown
Patent Citations (7)
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)
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 |
US3422021A (en) * | 1963-03-18 | 1969-01-14 | Procter & Gamble | Detergent composition |
US3404178A (en) * | 1963-03-18 | 1968-10-01 | Procter & Gamble | Substituted methylene diphosphonic acids and their salts |
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 |
---|---|
GB742534A (en) | 1955-12-30 |
CH295584A (de) | 1953-12-31 |
CH289076A (de) | 1953-02-28 |
NL156859B (US20030220297A1-20031127-C00009.png) | 1953-11-16 |
GB717407A (en) | 1954-10-27 |
FR66569E (fr) | 1957-04-16 |
DE973122C (de) | 1959-12-03 |
FR1110253A (fr) | 1956-02-10 |
NL173813B (US20030220297A1-20031127-C00009.png) | 1954-11-15 |
BE499590A (US20030220297A1-20031127-C00009.png) | 1953-03-16 |
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