US2441547A - Hydroxylamine stabilized fatty materials - Google Patents
Hydroxylamine stabilized fatty materials Download PDFInfo
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- US2441547A US2441547A US562569A US56256944A US2441547A US 2441547 A US2441547 A US 2441547A US 562569 A US562569 A US 562569A US 56256944 A US56256944 A US 56256944A US 2441547 A US2441547 A US 2441547A
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- Prior art keywords
- tallow
- soap
- hydroxylamine
- color
- refined
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
-
- 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
- C11D9/045—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps containing substances which prevent the deterioration of soaps, e.g. light or heat stabilisers or antioxidants
-
- 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
- C11D9/30—Organic compounds, e.g. vitamins containing nitrogen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/07—Organic amine, amide, or n-base containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/924—Significant dispersive or manipulative operation or step in making or stabilizing colloid system
- Y10S516/927—Significant dispersive or manipulative operation or step in making or stabilizing colloid system in situ formation of a colloid system making or stabilizing agent which chemical reaction
Definitions
- the present invention relates to the stabilization of fatty materials including fats, fatty oils,
- fatty esters fatty acids, fatty acid salts and the like, and more particularly to stabilization against oxidation and discoloration in the soaps that are prepared therefrom.
- Fatty materials are notably subject to rancidity and exhibiting the accompanying objections of developing disagreeable odors and taste.
- This rancidity is due to an oxidation reaction and there have been numerous attempts in the past to control or retard this reaction by the addition of various substances to the fatty materials, and these attempts have met with varying degrees of success. So far as is known, however, none of these stabilizers have exhibited a protective action as measured by an improvement in the color of the soap prepared therefrom.
- Fatty materials in their pure state are colorless.
- both animal and vegetable fat-s, occurring naturally, contain various bodies which impart a color to the fat or oil. This color increases in intensity upon storage and also when the oil is processed in connection with which high temperatures and other harmful conditions are employed. Darkening of oils and fats have been found to occur under these conditions even after they have been refined and bleached according to standard procedure.
- the darkening of fatty materials above referred to is a particularly important problem in the field of soap preparation when the soap maker is interested in preparing a high grade white toilet soap.
- An off color is produced in the final product because of the color change in the fatty material from which it is prepared during storage and during processing, in which is involved such operations as filtering, bleaching, refining and in general prolonged exposure to high temperatures.
- This darkening is especially noted in the soap colors obtained from over-treated fats.
- the darkening that is apparent in the final soap may not be apparent in the fatty base so that conventional color readings on the parent fat or oil are of no value in estimating the color of the soap produced.
- the color of the soap in units of yellow and red is the important factor.
- Another object of the invention is to provide an improved process of making soap involving the incorporation of an inhibitor into the soap ingredients and then converting the treated ingredients into soap.
- Another object of the present invention is to provide a soap product which is stabilized against developing objectionable odors or color.
- Another object of the present invention is to provide a process by means of which fatty materials are stabilized against darkening, as indicated by the soap produced therefrom, when stored for long periods of time or when processed at elevated temperatures.
- Another and more specific object of this invention is to provide a refined or unrefined tallow stabilized against development of an ofl-color in soap subsequently prepared therefrom.
- a still further object of the invention is to provide a process for stabilizing refined or unrefined tallow to be used in soap making against darkening in color in the soap.
- proportions of hydroxylamine, calculated in terms of the free base, in the neighborhood of .5% have proven very effective in exerting a stabilizing efiect on the fatty materials.
- a range of .1 to 2% is, however, contemplated by this invention.
- the following two examples will serve to illustrate the advantage derived from adding small amounts of hydroxylamine to refined tallows, which are subsequently converted into soap by a conventional process.
- the data on washed saponification colors relate to the col- 3 ors determined on the soap prepared from the [at under test.
- the soap was prepared by saponificatlon in a kettle, settling, salting out the soap, washing, drying, I milling and conversion of the soap into conventional forms, such as bars, chips, flakes, powders, etc.
- Example 1 A fresh fancy tallow, free fatty acids 4.0%, was used. 1,000 grams were refined with 49.2 ml. 20 B. caustic which would leave excess NaOH in the aqueous phase. The caustic was added to the tallow at 5l-54 C. with rapid stirring for 2-3 minutes; the temperature was then raised to 61-64. C. and slow stirring continued for 5-10 minutes. The foots were allowed to settle for two hours, keeping the mixture in a water bath at 65-70 C. The clear oil was then poured oil through a 100 mesh stainless steel screen.
- the refined tallow was bleached with 6% Bennett and Clark earth and 0.5% Norit F at 100-105 C. for minutes and filtered by suction through a thin pad of Dicalite.
- Example 2 The refining procedure was identical with that in Example 1. The refined tallow was aerated for 40 hours at 70-80 C. by bubbling clean air through the sample.
- Example 3 A choice tallow, free fatty acids 1.25%, was used. A portion of the tallow was bleached with 2.5% of an activated earth and tested for soap color. Another portion of the crude tallow was stored at 45 C. in the presence of iron. A third portion of the crude tallow was treated with a neutralized solution of hydroxylamine prepared as follows:
- the treatment consisted of adding the freshly prepared hydroxylamine solution to 400 pts. of the crude tallow at 50 C. with rapid stirring. Stirring was continued for 15 minutes. The mixture was allowed to stand overnight at room temperature, then warmed up to approximately 65 C. and the fat layer decanted from the water layer. The treated fat was aged at 45 C. under the same conditions as the untreated sample. Both samples were aged for 7 days and then bleached with 2.5% of the activated earth.
- Example 2 by means of reference to the peroxide values, clearly shows that oxidation of fat which results in rancidity is greatly inhibited.
- the sample of refined tallow containing the hydroxylamine showed an increase of only .5 in the peroxide value while an identical sample without the addition of this substance exhibited an increase in peroxide number invention has equal applicationin the stabilization of all types'of fatty materials.
- hydroxylamine may be first formed and then added to the fat before or during saponiflcation.
- hydroxamic acids-derived from hydroirylaminev also have anti-oxidant properties, but it has been shown that these acids are not produced in the practice of this invention. It is also known that whereas hydroxamic acids stabilize fats they have no tendency to stabilize colors of soaps produced therefrom.
- fatty material as used in the claims is intended to mean fats, fatty oils. higher fatty acids, higher fatty acid esters, and higher fatty acid salts.
- a stabilized composition of matter comprising a fatty material and a small amount of hydromlamine.
- a stabilized tallow comprising in addition to said tallow a small amount of hydroxylamine.
- the process of stabilizing tallow against darkening comprising adding a small amount of hydroxylamine to said tallow in the proportion of .1 to 2% based on the weight of said tallow.
- a tallow stabilized against darkening comprising in addition to said tallow .1 to 2% of hydroxylamine.
- a stabilized composition of matter compristallow and a. small amount of hydroxylamine.
- a soap product stabilized against color and odor formation which comprises a fatty acid soap and a small amount of hydroxylamlne.
- a soap product comprising a tallow soap, said soap normally tending to deteriorate and form color on storage; and hvdroxylamine in suf-' flcient amount to substantially retard such deterioration and color formation.
- said fat normally tending to form a soap which is unstable in color and said hydroxylamine being sufficient to substantially stabilize said color.
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- 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)
- Biochemistry (AREA)
- Detergent Compositions (AREA)
Description
Patented May 11, 1948 HYDROXYLAMINE STABILIZED FATTY MATERIALS Oscar L. Scherr, Chicago, Ill., assignor to Indus-- trial No Drawing.
Patents Corporation, Chicago, 111., a corporation of Delaware Application November 8, 1944, Serial No. 562,569
l i Claims. (Cl. 260-3985) The present invention relates to the stabilization of fatty materials including fats, fatty oils,
fatty esters, fatty acids, fatty acid salts and the like, and more particularly to stabilization against oxidation and discoloration in the soaps that are prepared therefrom.
Fatty materials are notably subject to rancidity and exhibiting the accompanying objections of developing disagreeable odors and taste. This rancidity is due to an oxidation reaction and there have been numerous attempts in the past to control or retard this reaction by the addition of various substances to the fatty materials, and these attempts have met with varying degrees of success. So far as is known, however, none of these stabilizers have exhibited a protective action as measured by an improvement in the color of the soap prepared therefrom.
Fatty materials in their pure state are colorless. However, both animal and vegetable fat-s, occurring naturally, contain various bodies which impart a color to the fat or oil. This color increases in intensity upon storage and also when the oil is processed in connection with which high temperatures and other harmful conditions are employed. Darkening of oils and fats have been found to occur under these conditions even after they have been refined and bleached according to standard procedure.
The darkening of fatty materials above referred to is a particularly important problem in the field of soap preparation when the soap maker is interested in preparing a high grade white toilet soap. An off color is produced in the final product because of the color change in the fatty material from which it is prepared during storage and during processing, in which is involved such operations as filtering, bleaching, refining and in general prolonged exposure to high temperatures. This darkening is especially noted in the soap colors obtained from over-treated fats. The darkening that is apparent in the final soap may not be apparent in the fatty base so that conventional color readings on the parent fat or oil are of no value in estimating the color of the soap produced. The color of the soap in units of yellow and red is the important factor.
It is an object of the present invention to provide a process by means of which a fatty material may be stabilized against the development of color and rancidity.
It is another object of the present invention to provide a product, the fatty content of which is stabilized against development of objectionable odors, taste or color. I
It is still another object of the present invention to provide a process by means of which a soap derived from fatty material may be stabilized against the development of color and eventual rancidity.
Another object of the invention is to provide an improved process of making soap involving the incorporation of an inhibitor into the soap ingredients and then converting the treated ingredients into soap.
Another object of the present invention is to provide a soap product which is stabilized against developing objectionable odors or color.
Another object of the present invention is to provide a process by means of which fatty materials are stabilized against darkening, as indicated by the soap produced therefrom, when stored for long periods of time or when processed at elevated temperatures.
Another and more specific object of this invention is to provide a refined or unrefined tallow stabilized against development of an ofl-color in soap subsequently prepared therefrom.
A still further object of the invention is to provide a process for stabilizing refined or unrefined tallow to be used in soap making against darkening in color in the soap.
Other and further objects of this invention will be apparent from the following detailed description.
It has been found that the substance hydroxylamine, NHzOH, exerts a pronounced stabilizing effect upon fatty materials particularly as measured by the color of the soaps prepared therefrom. This material when added to either a refined or unrefined fatty material in only small amounts shows a very effective preserving action both as an anti-oxidant to retard'rancidity and as an agent to prevent or retard darkening during storage or during processing at elevated temperatures and that such preserving effect may be observed by studying the color of the resultant soap.
As seen in the examples set forth hereinafter, proportions of hydroxylamine, calculated in terms of the free base, in the neighborhood of .5% have proven very effective in exerting a stabilizing efiect on the fatty materials. A range of .1 to 2% is, however, contemplated by this invention.
The following two examples will serve to illustrate the advantage derived from adding small amounts of hydroxylamine to refined tallows, which are subsequently converted into soap by a conventional process. In the example the data on washed saponification colors relate to the col- 3 ors determined on the soap prepared from the [at under test. The soap was prepared by saponificatlon in a kettle, settling, salting out the soap, washing, drying, I milling and conversion of the soap into conventional forms, such as bars, chips, flakes, powders, etc.
Example 1 A fresh fancy tallow, free fatty acids 4.0%, was used. 1,000 grams were refined with 49.2 ml. 20 B. caustic which would leave excess NaOH in the aqueous phase. The caustic was added to the tallow at 5l-54 C. with rapid stirring for 2-3 minutes; the temperature was then raised to 61-64. C. and slow stirring continued for 5-10 minutes. The foots were allowed to settle for two hours, keeping the mixture in a water bath at 65-70 C. The clear oil was then poured oil through a 100 mesh stainless steel screen.
The refined tallow was bleached with 6% Bennett and Clark earth and 0.5% Norit F at 100-105 C. for minutes and filtered by suction through a thin pad of Dicalite.
Washed saponification color Crude tallow 30Y-3.3R Refined tallow Y-3.4R Refined and bleached tallow 4.0Y-l.lR
fined tallow was bleached with 6% B. C. earth and 0.5% Norit F.
Washed saponification color NHzOH-refined tallow 30Y-2.4R NHzOH-refined and bleached tallow 4.0Y-1.1R
The two samples of refined and bleached tallow were now stored in glass jars in a steam chest at approximately 75 C. for ten days.
Washed Saponi- After storage at 75 C. flcation Color Refined and bleached tallow. l0Y-2.7R NHgOH-refiried and bleached tallow 5.0Y-l.1R
The above samples of refined and bleached tallow were now stored at room temperature, -30" C. for 23 days.
Washed Saponi- After storage at room temperature flcation C 0101,
Refined and bleached tallow NHiOH-refined and bleached tallow Example 2 A prime tallow, free fatty acids 2.9% was used. 2,000 grams of this tallow were refined with 71.4
of 20 B. caustic, leaving 5% excess NaOH in the aqueous phase. The refining procedure was identical with that in Example 1. The refined tallow was aerated for 40 hours at 70-80 C. by bubbling clean air through the sample.
Another 2,000 grams of the prime tallow were refined with a mixture of 57.5 ml. 20 B. caustic (enough to neutralize the free fatty acids and leave an excess of 2.5% NaOH in the aqueous 4 I phase), 2,01-grams hydrowlamine acid sulfate and '17 ml. of 20 B.'calustic to neutralize the acid sulfate. As in Example 1, the hydroxylamine salt was dissolved in the caustic in an icebath and the refining carried out as described above. The NI-IaOH-refined tallow was aerated for 40 hours at 70-80 C.
The following example will illustrate that the present invention is also applicable to an unrefined or crude fat.
Example 3 A choice tallow, free fatty acids 1.25%, was used. A portion of the tallow was bleached with 2.5% of an activated earth and tested for soap color. Another portion of the crude tallow was stored at 45 C. in the presence of iron. A third portion of the crude tallow was treated with a neutralized solution of hydroxylamine prepared as follows:
2.88 pts. anhydrous sodium carbonate were dissolved in 20 pts. water and added to 4.0 pts. hydroxylamine acid sulfate (84.3%) with constant stirring.
The treatment consisted of adding the freshly prepared hydroxylamine solution to 400 pts. of the crude tallow at 50 C. with rapid stirring. Stirring was continued for 15 minutes. The mixture was allowed to stand overnight at room temperature, then warmed up to approximately 65 C. and the fat layer decanted from the water layer. The treated fat was aged at 45 C. under the same conditions as the untreated sample. Both samples were aged for 7 days and then bleached with 2.5% of the activated earth.
Washed saponification color Freshly bleached tallow 7Y-1.1R Untreated tallow, aged 7 days and bleached 20Y-3.2R NHzOH treated tallow, aged 7 days and bleached 7Y-1.5R
The above examples indicate that hydroxylamine so stabilizes the soap color of a tallow that a light colored tallow it treated immediately could be processed without danger of darkening or could be stored for long periods of time.
Also, Example 2, by means of reference to the peroxide values, clearly shows that oxidation of fat which results in rancidity is greatly inhibited. Upon aeration, the sample of refined tallow containing the hydroxylamine showed an increase of only .5 in the peroxide value while an identical sample without the addition of this substance exhibited an increase in peroxide number invention has equal applicationin the stabilization of all types'of fatty materials.-
While I have shown the formationv of the hydroxylamine in situ, it is to be understood that hydroxylamine may be first formed and then added to the fat before or during saponiflcation.
It is understood that hydroxamic acids-derived from hydroirylaminev also have anti-oxidant properties, but it has been shown that these acids are not produced in the practice of this invention. It is also known that whereas hydroxamic acids stabilize fats they have no tendency to stabilize colors of soaps produced therefrom.
The term "fatty material" as used in the claims is intended to mean fats, fatty oils. higher fatty acids, higher fatty acid esters, and higher fatty acid salts.
Obviously, many modifications and variations of the invention hereinbefore set forth may be made without departing from the spirit and scope thereof, and, therefore, only such limitations should be imposed as are indicated in the appended claims.
Having thus described my'invention, I claim:
1. The process of stabilizing a fatty material comprising incorporating therein a small amount of hydroxylamine.
2. A stabilized composition of matter comprising a fatty material and a small amount of hydromlamine.
3. A stabilized tallow comprising in addition to said tallow a small amount of hydroxylamine.
4. The process of stabilizing tallow comprising adding to said tallow a small amount of hydroxylamine.
5. The process of stabilizing tallow against darkening comprising adding a small amount of hydroxylamine to said tallow in the proportion of .1 to 2% based on the weight of said tallow.
v6. A tallow stabilized against darkening comprising in addition to said tallow .1 to 2% of hydroxylamine.
7. .The process of stabilizing tallow against darkening comprising refining and bleaching said ing a refined and bleached tallow and adding to said refined and bleached tallow a small amount of hydrozylamine.
. .8. The process of stabilizing tallow against darkening comprising refining and bleaching said tallow in the presence of a small amount of I 'hydroxylamine.
9. A stabilized composition of matter compristallow and a. small amount of hydroxylamine.
10. The process ofstabilizing fats, normally tending to deteriorate and form color whenconverted into soap, which comprises incorporating into said fat prior to conversion into soap a .hydroxylamine in suflicient amount to substantially retard such deterioration and color formation.
11. In the process for manufacture of soap wherein a fat is converted into soap, the step of incorporating into the fat a small amount of a lrvdroxylamine.
12. A soap product stabilized against color and odor formation, which comprises a fatty acid soap and a small amount of hydroxylamlne.
13. A soap product, comprising a tallow soap, said soap normally tending to deteriorate and form color on storage; and hvdroxylamine in suf-' flcient amount to substantially retard such deterioration and color formation.
14. In the manufacture of soap, the improvement which comprises saponifying a fat in the presence of a hydroxylamine whereby hydroxylamine is formed in situ during saponification,
said fat normally tending to form a soap which is unstable in color and said hydroxylamine being sufficient to substantially stabilize said color.
OSCAR L. SCHERR.
REFERENCES CITED The following references are of record in the OTHER REFERENCES Chemical Abstracts 3, 1867 (6) 1909.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US562569A US2441547A (en) | 1944-11-08 | 1944-11-08 | Hydroxylamine stabilized fatty materials |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US562569A US2441547A (en) | 1944-11-08 | 1944-11-08 | Hydroxylamine stabilized fatty materials |
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US2441547A true US2441547A (en) | 1948-05-11 |
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US562569A Expired - Lifetime US2441547A (en) | 1944-11-08 | 1944-11-08 | Hydroxylamine stabilized fatty materials |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1090433B (en) * | 1958-05-30 | 1960-10-06 | Hoechst Ag | Process for the production of colorless or only slightly colored addition products of alkylene oxides with organic compounds which contain at least one mobile hydrogen atom |
US2965685A (en) * | 1958-06-24 | 1960-12-20 | Monsanto Chemicals | Polymerization inhibitor |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2279973A (en) * | 1940-05-08 | 1942-04-14 | Du Pont | Stabilization of organic substances |
-
1944
- 1944-11-08 US US562569A patent/US2441547A/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2279973A (en) * | 1940-05-08 | 1942-04-14 | Du Pont | Stabilization of organic substances |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1090433B (en) * | 1958-05-30 | 1960-10-06 | Hoechst Ag | Process for the production of colorless or only slightly colored addition products of alkylene oxides with organic compounds which contain at least one mobile hydrogen atom |
US2965685A (en) * | 1958-06-24 | 1960-12-20 | Monsanto Chemicals | Polymerization inhibitor |
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