US2326933A - Method of increasing the solubility of halogenated phenols in soap solutions - Google Patents
Method of increasing the solubility of halogenated phenols in soap solutions Download PDFInfo
- Publication number
- US2326933A US2326933A US254685A US25468539A US2326933A US 2326933 A US2326933 A US 2326933A US 254685 A US254685 A US 254685A US 25468539 A US25468539 A US 25468539A US 2326933 A US2326933 A US 2326933A
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- Prior art keywords
- soap
- solubility
- increasing
- halogenated phenols
- soap solutions
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/24—Halogenated derivatives
- C07C39/26—Halogenated derivatives monocyclic monohydroxylic containing halogen bound to ring carbon atoms
- C07C39/27—Halogenated derivatives monocyclic monohydroxylic containing halogen bound to ring carbon atoms all halogen atoms being bound to ring carbon atoms
Definitions
- the invention concerns a method of increasing the solubility of halogenated phenols in soap solutions.
- Soap solutions containing halogenated alkylor aryl or aralkyl phenols and an addition of water-miscible organic solvent are known as valuable disinfecting and preserving agents. It is required of these solutions that at winter temperatures, for example +4 C, they shall not undergo separation, that is to say' that the temperature of separation must lie below +4 C. so that the products remain homogeneous during storing and transport. For a considerable time it has been attempted to attain this eifect by a suitable addition of a water-miscible organic solvent or by correspondingly high soap concentrations. An increase of the soap content is limited upon physical and bactericidal grounds, since if care is not. taken the viscosity of the solution and its bactericidal action will be unsatisfactorily influenced.
- the solubility of halogenated phenols in soap solutions can be increased by addition of more than about 1% by weight of trivalent P04 ions calculated upon the whole solution;
- the phosphate addition according to the present invention is between 3 and 4% by weight of trivalent P04 ions.
- the invention further includes soap solutions .which comprise as disinfecting agents the known halogenated phenols which, if desired, are subg'stituted by alkyl, aryi, aralkyl or other radicals, 'ai i l a content of tertiary phosphate amounting to at least 1% by weight of trivalent P04 ions.
- soap solutions which comprise as disinfecting agents the known halogenated phenols which, if desired, are subg'stituted by alkyl, aryi, aralkyl or other radicals, 'ai i l a content of tertiary phosphate amounting to at least 1% by weight of trivalent P04 ions.
- V E'a'iamzglc 1 A solution which c ontains. of caster-oil soap, 5% of chlor-cresol and 5% of chlor-xylenol as well as 8% oi ethyl alcohol with varying portions of tertiary sodium potassium phosphate showed the following series of breaking or separation temperatures:
- .solution comprising soap alcohol and halogenated phenol, whichphenol is normally relatively insoluble at low temperatures, having a low separating temperature and comprising a content of between 1% and 4% of trivalent phosphate ion.
- an aqueous solution comprising soap and halogenated phenol
- phenol is normally relatively insoluble at low temperatures, having a low separating temperature and containing an operative quantity of alcohol not exceeding eight per cent and at least about 1% of trivalent phosphate ion.
- an aqueous solution comprising soap alcohol and halogenated phenol, which phenol is normally relatively insoluble at low temperatures, having a low separating temperature and comprising a content of at least about 1% of trivalent phosphate ion.
Description
Patented Aug. 17, 1943 METHbD OF INCREASING THE SOLUBILITY OF HALOGENATED PHENOLS IN SOAP SOLUTIONS Giinther Endres, Hamburg, Germany; vested in the Alien Property Custodian No Drawing. Application February 4, 1939, Serial 7 No. 254,685. In Germany March 2, 1938 g Claims.
The invention concerns a method of increasing the solubility of halogenated phenols in soap solutions.
Soap solutions containing halogenated alkylor aryl or aralkyl phenols and an addition of water-miscible organic solvent are known as valuable disinfecting and preserving agents. It is required of these solutions that at winter temperatures, for example +4 C, they shall not undergo separation, that is to say' that the temperature of separation must lie below +4 C. so that the products remain homogeneous during storing and transport. For a considerable time it has been attempted to attain this eifect by a suitable addition of a water-miscible organic solvent or by correspondingly high soap concentrations. An increase of the soap content is limited upon physical and bactericidal grounds, since if care is not. taken the viscosity of the solution and its bactericidal action will be unsatisfactorily influenced.
It has already been suggested to increase the antiseptic action of phenols by addition of common salt. However, in this way the separating point is raised and thus an efiect produced which is wholly contrary to that desired according to the present invention.
It has now been found that the solubility of halogenated phenols in soap solutions can be increased by addition of more than about 1% by weight of trivalent P04 ions calculated upon the whole solution; Preferably, the phosphate addition according to the present invention is between 3 and 4% by weight of trivalent P04 ions.
The invention further includes soap solutions .which comprise as disinfecting agents the known halogenated phenols which, if desired, are subg'stituted by alkyl, aryi, aralkyl or other radicals, 'ai i l a content of tertiary phosphate amounting to at least 1% by weight of trivalent P04 ions.
The technical eflect attained according. to the present invention is surprising since it is known that the addition of salts to such a system normally brings about a raising of the temperature Jot separation',f.-, that is to say, a salting out" and thus a contrary "action.
V E'a'iamzglc 1 A solution which c ontains. of caster-oil soap, 5% of chlor-cresol and 5% of chlor-xylenol as well as 8% oi ethyl alcohol with varying portions of tertiary sodium potassium phosphate showed the following series of breaking or separation temperatures:
Breaking Alcohol P04 ions 222 centigrade Per cent Per cent Degrees 8 O 17 8 0. 3 19 8 0. 6 17 8 0. 9 l5 3 8 1. 0 ll 8 2. 4 7 8 3. 6 2
From these results it will be seen that to obtain a separation temperature of -2 C. without phosphate addition under the existing conditions it is necessary to add 14% of alcohol. to the soap solution. Thesame effect however is obtained.
with only 8% alcohol when the trivalent P04 ions concentration isincreased to 3.6%.
' v Example 2 A solution containing 20% castor-oil soap, 6% chlor-cresol, 6% chlor-xylenol and 6% alcohol has a separating point of 22. By an addition, according to the present invention, of-3.6% of trivalent P04'ions the separating point is reduced to -4 C. If it is desired to obtain the same effect by an addition of an organic solvent, for example ethyl alcohol then itis necessary to add practically double the quantity of alcohols,
.solution comprising soap alcohol and halogenated phenol, whichphenol is normally relatively insoluble at low temperatures, having a low separating temperature and comprising a content of between 1% and 4% of trivalent phosphate ion.
3. The method of increasing the solubility at low temperatures of halogenated phenols in aqueous soap solutions containing an operative quantity of alcohol not exceeding eight percent,- which phenols are normally relatively insoluble.
at low temperatures, which includes the step of incorporating in the solution at least about 1% of trivalent phosphate ion,
4. As a new article of manufacture, an aqueous solution comprising soap and halogenated phenol,
which phenol is normally relatively insoluble at low temperatures, having a low separating temperature and containing an operative quantity of alcohol not exceeding eight per cent and at least about 1% of trivalent phosphate ion.
'5. As a new article of manufacture, an aqueous solution comprising soap alcohol and halogenated phenol, which phenol is normally relatively insoluble at low temperatures, having a low separating temperature and comprising a content of at least about 1% of trivalent phosphate ion.
GUNTHER ENDRES.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2326933X | 1938-03-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2326933A true US2326933A (en) | 1943-08-17 |
Family
ID=7994793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US254685A Expired - Lifetime US2326933A (en) | 1938-03-02 | 1939-02-04 | Method of increasing the solubility of halogenated phenols in soap solutions |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2326933A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2614060A (en) * | 1948-08-09 | 1952-10-14 | Monsanto Chemicals | Germicidal compositions |
| US3063895A (en) * | 1959-01-29 | 1962-11-13 | William Pearson Ltd | Disinfectant compositions |
| US3359157A (en) * | 1964-04-14 | 1967-12-19 | Lever Brothers Ltd | Antimicrobial solution containing sodium or potassium salt of 3, 4', 5'-tribromosalicylanilide, alcohol and water |
-
1939
- 1939-02-04 US US254685A patent/US2326933A/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2614060A (en) * | 1948-08-09 | 1952-10-14 | Monsanto Chemicals | Germicidal compositions |
| US3063895A (en) * | 1959-01-29 | 1962-11-13 | William Pearson Ltd | Disinfectant compositions |
| US3359157A (en) * | 1964-04-14 | 1967-12-19 | Lever Brothers Ltd | Antimicrobial solution containing sodium or potassium salt of 3, 4', 5'-tribromosalicylanilide, alcohol and water |
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