DE1916254C3 - Process for preventing precipitation or for redissolving existing cloudiness in aqueous solutions of aminocarboxylic acids - Google Patents
Process for preventing precipitation or for redissolving existing cloudiness in aqueous solutions of aminocarboxylic acidsInfo
- Publication number
- DE1916254C3 DE1916254C3 DE19691916254 DE1916254A DE1916254C3 DE 1916254 C3 DE1916254 C3 DE 1916254C3 DE 19691916254 DE19691916254 DE 19691916254 DE 1916254 A DE1916254 A DE 1916254A DE 1916254 C3 DE1916254 C3 DE 1916254C3
- Authority
- DE
- Germany
- Prior art keywords
- cloudiness
- aqueous solutions
- formaldehyde
- existing
- redissolving
- 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
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
Description
Die Erfindung betrifft ein Verfahren zum Verhindern von Ausfällungen bzw. zum Wiederauflösen bereits vorhandener Trübungen in wäßrigen Lösungen von. Verbindungen der allgemeinen FormelThe invention relates to a method for preventing precipitations or for redissolving existing cloudiness in aqueous solutions of. Compounds of the general formula
R1 —NH [ Rs—NH ]x R3 —COOHR 1 -NH [R s -NH ] x R 3 -COOH
woi in R1 ein /Mkylrcst mit 10 bis IS Kohlenstoffatomen, R2 ein Äthylen- oder Propylenrest, R3 ein gegebenenfalls substituierter zweiwertiger aliphatischen Kohlenwasserstoffrest ist und .v einen Wert von 1, 2 oder 3 hat.where R 1 is an alkyl radical with 10 to 15 carbon atoms, R 2 is an ethylene or propylene radical, R 3 is an optionally substituted divalent aliphatic hydrocarbon radical and .v has a value of 1, 2 or 3.
Die vorgenannten Verbindungen, deren Herstellung z. B. in der deutschen Patentschrift 812 105 und der deutschen Patentschrift 1 041 627 beschrieben ist, haben sich als hervorragende Wasch- und Desinfektionsmittel zur Belu'iidlung von lebenden und toten Oberflächen als besonders brauchbar erwiesen.The aforementioned compounds, the production of which, for. B. in German Patent 812 105 and the German Patent 1,041,627 has proven to be excellent detergents and disinfectants for the revelation of the living and the dead Surfaces proven to be particularly useful.
Diese Verbindungen kommen in Form verschieden konzentrierter wäßriger Lösungen in den Handel und werden bei Gebrauch auf die Anwcridungskonzcntiation verdünnt.These compounds come in the form of aqueous solutions of various concentrations on the market and are based on the application concentiation when used diluted.
Es hat sich dabei gezeigt, daß die konzentrierten wäßrigen Lösungen, z. B. 10 bis 30",',ige Lösungen der Wirkstoffe, bei längerem Lagern und bei Temperaturen unterhalb K)" C, insbesondere bei Temperaturen zwischen 0 und i-5"C, oft trüb werden. Diese Trübungen sind optisch störend und können auch bei Dosierung der Produkte in Dosiervorrichtungen zu Schwierigkeiten führen.It has been shown that the concentrated aqueous solutions, for. B. 10 to 30 ", ige solutions of the Active ingredients, with prolonged storage and at temperatures below K) "C, especially at temperatures between 0 and i-5 "C, often become cloudy. These opacities are visually disruptive and can also be Dosing of the products in dosing devices lead to difficulties.
Ls wurde nun gefunden, daß durch Zusatz geringer Mengen Formaldehyd Ausfällungen aus wäßrigen Lösungen der vorgenannten Verbindungen verhindert bzw. bereits vorhandene Trübungen beseitigt werden können.It has now been found that the addition of small amounts of formaldehyde precipitates from aqueous Solutions of the aforementioned compounds are prevented or existing cloudiness is eliminated be able.
Das crfindungsgemäße Verfahren ist deshalb dadurch gekennzeichnet, daß man der wäßrigen Lösung 0,05 bis 0,5 Mol Formaldehyd, bezogen auf die vorgenannten Verbindungen, zusetzt. Formaldehyd wird dabei zweckmäßig in Form einer hochprozentigen wäßrigen Lösung, z, B. als handelsübliche 30 oder 40%ige Lösung, zugesetzt. The process according to the invention is therefore characterized in that 0.05 to 0.5 mol of formaldehyde, based on the abovementioned compounds, is added to the aqueous solution. Formaldehyde is expediently added in the form of a high percentage aqueous solution, for example as a commercially available 30 or 40% solution.
Die erfindungsgemäß erhaltenen desinfizierenden Zubereitungen sind blank und bleiben auch bei längerem Stehen und bei tiefen Temperaturen klar. Es war zwar aus K. L i η d η e r, Tenside-Textil hilfsmittel-Waschrohstoffe, Band I, 1964, S. 1035, 2. Absatz von unten, bekannt, N-Dodeeyl-/5-alanin und dessen Homologe mit Formaldehyd umzusetzen, um die Neigung zu Hautreizungen herabzusetzen. Die erfindungsgemäße Lehre gründet sich jedoch darauf, daß bereits geringe Mengen von Formaldehyd, die wesentlich unter den stöchiGmetrischen Mengen liegen, genügen, um das Auftreten einer Trübung bei Lösungen der anspruchsgemäß genannten Amphoten- side zu verhindern bzw. bereits eingetretene Trübungen The disinfecting preparations obtained according to the invention are bright and remain clear even after standing for a long time and at low temperatures. It was known from K. L i η d η er, Tenside- Textilhilfsmittel-Waschrohstoffe, Volume I, 1964, p. 1035, 2nd paragraph from below , N-dodecyl- / 5-alanine and its homologues with formaldehyde to reduce the tendency to skin irritation . However, the teaching according to the invention is based on the fact that even small amounts of formaldehyde, which are substantially below the stoichiGmetric amounts, are sufficient to prevent the occurrence of cloudiness in solutions of the amphotensides mentioned according to the claims or cloudiness that has already occurred
ao wieder aufzulösen. Selbst wenn man annähme, daß der Formaldehyd unter Bildung von Methylolverbindungen reagiert, war nicht zu erwarten, daß Formaldehydmengen, die in erheblich geringeren Mengen als stöchiomelrischen Mengen verwendet werden.ao to dissolve again. Even if it were assumed that the formaldehyde reacts to form methylol compounds, it was not to be expected that amounts of formaldehyde which are used in amounts considerably smaller than stoichiomelic amounts were not to be expected.
hierzu ausreichen.sufficient for this.
Durch die folgenden Beispiele soll das erfindungsgemäße Verfahren noch näher erläutert worden:The method according to the invention is to be explained in more detail by the following examples:
Zu 300 ml einer wäßrigen N-Lauryldiäthylcntriaminoessigsäurehydrochloridlösung, die 100 g Wirkstoff enthält, werden bei 40 C unter Rühren 3,2 g Formaldehyd in Form einer 37",,igen wäßrigen Lösung gegeben. Der pH-Wert der Lösung sinkt von 7,9 auf 7,6. Die Lösung bleibt mehrere Wochen bei 0 C klar. Das Mol-Verhältnis \on Wirkstoff zu Formaldehyd beträgt etwa 3:1.To 300 ml of an aqueous N-lauryl diethylntriaminoacetic acid hydrochloride solution, which contains 100 g of active ingredient, 3.2 g of formaldehyde in the form of a 37 "strength aqueous solution at 40 ° C. with stirring given. The pH of the solution drops from 7.9 to 7.6. The solution remains for several weeks 0 C clear. The molar ratio of active ingredient to formaldehyde is about 3: 1.
In 100 g Wasser werden 30 g N-Lauryldiiithylcntriammocäsigsäurehydrochlorid gelöst. Die Lösung trübt sich bei Zimmertemperatur nach einigen Tagen stark ein. Nach Zugabe von 2.6g 37"„iger Fornuldchydlösung wird die Lösung ohne I.rwärmung nach wenigen Stunden klar und bleib! bei 0 C über mehrere Monate klar. Der pH-Wert der Lösung sinkt von 8,0 auf 7.6. Das Mol-Verhältnis von Wirkstoff /ti Formaldehyd beträgt etwa 3:1.In 100 g of water, 30 g of N-lauryldiithyl triammocesic acid hydrochloride are added solved. The solution becomes very cloudy after a few days at room temperature one. After adding 2.6 g of 37 "strength formaldehyde solution the solution becomes clear after a few hours without heating and stays! at 0 C for several months clear. The pH of the solution drops from 8.0 to 7.6. The molar ratio of active ingredient / ti formaldehyde is about 3: 1.
In KM) g Wasser werden 15 g N-Lauryldiäthylcntriaminoessigsäurchydrochlorid gelost. Die Lösung wird bei 0 C nach zwei Tagen trüb. Nach Zusatz, von 0,6 g 37",,iger wäßriger Formaldehydlösung wird die trübe Lösung ohne Temperaturerhöhung klar und bleibt dann bei 0 C während eines Bcobachlungszeitraumcs von mehreren Monaten klar. Der pll-VVcrl fällt von 7,7 auf 7,5. Das Mol-Verhältnis von Wirkstoff zu Formaldehyd beträgt 1 : 0,175. Diese geringe Menge Formaldehyd reicht aus, um die bereits (rübe Lösung zu klären und lagerstabil zu erhalten.15 g of N-lauryl diethylntriaminoacetic acid hydrochloride are added to KM) g of water solved. The solution becomes cloudy after two days at 0 C. After addition, of 0.6 g 37 ", aqueous formaldehyde solution, the cloudy solution becomes clear without increasing the temperature and remains then clear at 0 C for a period of observation of several months. The pll-VVcrl falls from 7.7 to 7.5. The molar ratio of active ingredient to formaldehyde is 1: 0.175. This small amount Formaldehyde is sufficient to clarify the beet solution and to keep it stable.
Claims (1)
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19691916254 DE1916254C3 (en) | 1969-03-29 | 1969-03-29 | Process for preventing precipitation or for redissolving existing cloudiness in aqueous solutions of aminocarboxylic acids |
NL7002327A NL7002327A (en) | 1969-03-29 | 1970-02-19 | |
CH299370A CH519020A (en) | 1969-03-29 | 1970-03-02 | Process for preventing precipitation from aqueous solutions of compounds of the general formula R1-NH- (R2-NH-) x R3-COOH |
GB1048670A GB1244587A (en) | 1969-03-29 | 1970-03-04 | A method of preventing precipitation from aqueous solutions of aminocarboxylic acids |
IT4908870A IT994006B (en) | 1969-03-29 | 1970-03-07 | PROCEDURE TO AVOID PRECIPITIES FROM AQUEOUS SOLUTIONS OF AMINO CARBOXYL ACES |
NO92970A NO129252B (en) | 1969-03-29 | 1970-03-14 | |
FR7009240A FR2038963A5 (en) | 1969-03-29 | 1970-03-16 | |
SE362770A SE363314B (en) | 1969-03-29 | 1970-03-18 | |
BE747837D BE747837A (en) | 1969-03-29 | 1970-03-23 | PROCESS FOR PRECIPITATION IN AQUEOUS SOLUTIONS OF AMINO-ACIDS, AND PRODUCTS OBTAINED |
ES378488A ES378488A1 (en) | 1969-03-29 | 1970-03-24 | A method of preventing precipitation from aqueous solutions of aminocarboxylic acids |
DK155770A DK124858B (en) | 1969-03-29 | 1970-03-25 | Method for preventing precipitation from aqueous solutions of aminocarboxylic acids. |
AT282470A AT295009B (en) | 1969-03-29 | 1970-03-26 | Process for preventing precipitation from aqueous solutions of aminocarboxylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19691916254 DE1916254C3 (en) | 1969-03-29 | 1969-03-29 | Process for preventing precipitation or for redissolving existing cloudiness in aqueous solutions of aminocarboxylic acids |
Publications (3)
Publication Number | Publication Date |
---|---|
DE1916254A1 DE1916254A1 (en) | 1970-12-17 |
DE1916254B2 DE1916254B2 (en) | 1973-12-20 |
DE1916254C3 true DE1916254C3 (en) | 1974-08-01 |
Family
ID=5729757
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19691916254 Expired DE1916254C3 (en) | 1969-03-29 | 1969-03-29 | Process for preventing precipitation or for redissolving existing cloudiness in aqueous solutions of aminocarboxylic acids |
Country Status (12)
Country | Link |
---|---|
AT (1) | AT295009B (en) |
BE (1) | BE747837A (en) |
CH (1) | CH519020A (en) |
DE (1) | DE1916254C3 (en) |
DK (1) | DK124858B (en) |
ES (1) | ES378488A1 (en) |
FR (1) | FR2038963A5 (en) |
GB (1) | GB1244587A (en) |
IT (1) | IT994006B (en) |
NL (1) | NL7002327A (en) |
NO (1) | NO129252B (en) |
SE (1) | SE363314B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02121903A (en) * | 1988-10-31 | 1990-05-09 | Chisso Corp | Controller against plant viral blight |
ES2145358T3 (en) * | 1995-09-12 | 2000-07-01 | Lonza Ag | CONCENTRATE OF DISINFECTION AGENT AND DISINFECTION AGENT BASED ON AMINES AND THEIR USE. |
-
1969
- 1969-03-29 DE DE19691916254 patent/DE1916254C3/en not_active Expired
-
1970
- 1970-02-19 NL NL7002327A patent/NL7002327A/xx unknown
- 1970-03-02 CH CH299370A patent/CH519020A/en not_active IP Right Cessation
- 1970-03-04 GB GB1048670A patent/GB1244587A/en not_active Expired
- 1970-03-07 IT IT4908870A patent/IT994006B/en active
- 1970-03-14 NO NO92970A patent/NO129252B/no unknown
- 1970-03-16 FR FR7009240A patent/FR2038963A5/fr not_active Expired
- 1970-03-18 SE SE362770A patent/SE363314B/xx unknown
- 1970-03-23 BE BE747837D patent/BE747837A/en not_active IP Right Cessation
- 1970-03-24 ES ES378488A patent/ES378488A1/en not_active Expired
- 1970-03-25 DK DK155770A patent/DK124858B/en unknown
- 1970-03-26 AT AT282470A patent/AT295009B/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
AT295009B (en) | 1971-12-27 |
SE363314B (en) | 1974-01-14 |
IT994006B (en) | 1975-10-20 |
BE747837A (en) | 1970-08-31 |
ES378488A1 (en) | 1973-02-01 |
DE1916254A1 (en) | 1970-12-17 |
NL7002327A (en) | 1970-10-01 |
DE1916254B2 (en) | 1973-12-20 |
CH519020A (en) | 1972-02-15 |
GB1244587A (en) | 1971-09-02 |
FR2038963A5 (en) | 1971-01-08 |
NO129252B (en) | 1974-03-18 |
DK124858B (en) | 1972-12-04 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
C3 | Grant after two publication steps (3rd publication) | ||
E77 | Valid patent as to the heymanns-index 1977 | ||
8339 | Ceased/non-payment of the annual fee |