DE2835683A1 - PROCESS FOR INCREASING THE STABILITY OF ORGANIC HALOGENIC BACTERICIDES IN HYGROSCOPIC SALT - Google Patents
PROCESS FOR INCREASING THE STABILITY OF ORGANIC HALOGENIC BACTERICIDES IN HYGROSCOPIC SALTInfo
- Publication number
- DE2835683A1 DE2835683A1 DE19782835683 DE2835683A DE2835683A1 DE 2835683 A1 DE2835683 A1 DE 2835683A1 DE 19782835683 DE19782835683 DE 19782835683 DE 2835683 A DE2835683 A DE 2835683A DE 2835683 A1 DE2835683 A1 DE 2835683A1
- Authority
- DE
- Germany
- Prior art keywords
- bactericides
- stability
- berlin
- compressed
- organic
- 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.)
- Ceased
Links
- 239000003899 bactericide agent Substances 0.000 title claims description 18
- 150000003839 salts Chemical class 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 9
- 230000000844 anti-bacterial effect Effects 0.000 claims description 19
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 238000010348 incorporation Methods 0.000 claims description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 description 11
- 239000000460 chlorine Substances 0.000 description 10
- 229910052736 halogen Inorganic materials 0.000 description 10
- 150000002367 halogens Chemical class 0.000 description 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 8
- 229910052801 chlorine Inorganic materials 0.000 description 8
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 230000007062 hydrolysis Effects 0.000 description 5
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 4
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 description 3
- 229960001479 tosylchloramide sodium Drugs 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 239000003570 air Substances 0.000 description 2
- 239000012080 ambient air Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000001469 hydantoins Chemical class 0.000 description 2
- 235000010603 pastilles Nutrition 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 229940051881 anilide analgesics and antipyretics Drugs 0.000 description 1
- 150000003931 anilides Chemical class 0.000 description 1
- 229950001336 bromamide Drugs 0.000 description 1
- SNCZNSNPXMPCGN-UHFFFAOYSA-N butanediamide Chemical class NC(=O)CCC(N)=O SNCZNSNPXMPCGN-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000001912 cyanamides Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- ARGDYOIRHYLIMT-UHFFFAOYSA-N n,n-dichloro-4-methylbenzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N(Cl)Cl)C=C1 ARGDYOIRHYLIMT-UHFFFAOYSA-N 0.000 description 1
- QNVKMXGRFVLMBM-UHFFFAOYSA-N n-chloro-n-phenylacetamide Chemical compound CC(=O)N(Cl)C1=CC=CC=C1 QNVKMXGRFVLMBM-UHFFFAOYSA-N 0.000 description 1
- VCLTWAJGHZQVAI-UHFFFAOYSA-N n-chloro-n-phenylformamide Chemical compound O=CN(Cl)C1=CC=CC=C1 VCLTWAJGHZQVAI-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Inorganic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
PATENTANWALTS BÜROPATENT AGENCY OFFICE
SLSL
PATENTANWÄLTEPATENT LAWYERS
DIPL-ING. W. MEISSNER (BLN) DIPL-ING. P. E. MEISSNER (MCHN) DIPL-ING. H.-J. PRESTING (BLN)DIPL-ING. W. MEISSNER (BLN) DIPL-ING. P. E. MEISSNER (MCHN) DIPL-ING. H.-J. PRESTING (BLN)
HERBERTSTR. 22, 1000 BERLIN 33HERBERTSTR. 22, 1000 BERLIN 33
4-0.196/71 "U. AUG. 19784-0.196 / 71 "U. AUG. 1978
Societe Anonyme dite:Societe Anonyme dite:
Compagnie des Salins du Midi et des Salines de l'EstCompagnie des Salins du Midi et des Salines de l'Est
51» rue d'Anjou, Paris 8°, Frankreich51 »rue d'Anjou, Paris 8 °, France
Verfahren zur Erhöhung der Stabilität von organischen halogenhaltigen Bakteriziden in hygroskopischen SalzenProcess for increasing the stability of organic halogen-containing bactericides in hygroscopic salts
Die Erfindung betrifft ein Verfahren zur Behandlung; organischer halogenhaltiger Bakterizide zwecks Erhöhung der Stabilität derselben in hygroskopischen Salzen, insbesondere in Natriumchlorid.The invention relates to a method of treatment; organic halogen-containing bactericides for the purpose of increasing the stability of the same in hygroscopic salts, in particular in sodium chloride.
Die bakteriziden Eigenschaften bestimmter organischer halogenhaltiger Zusammensetzungen sind aus der Technik allgemein bekannt; sie sind deswegen auch bereits in hygroskopischen Salzen angewendet worden. In vorliegender Beschreibung und den Ansprüchen werden mit dem Gattungsbegriff "Organische halogenhaltige Bakterizide" die folgenden Verbindungen bezeichnet: Chloramin-T, Dichloramin-T, N-Chloroformanilid, N-Chloroacetanilid, die chlorierten Hydantoine, die chlorierten Succinamide, N-Chlor-o-acetotoluid3 KT-ChI or- -p-acetotoluid, D^o-Dichloracetanilid, Ν,ρ-Dichloracetanilid, Hazolon, die N-chlorierten Derivate von Sulfoamiden, von heterocyclischen Verbindungen, die Wasserstoff im cyclischenThe bactericidal properties of certain organic halogen-containing compositions are well known in the art; for this reason they have already been used in hygroscopic salts. In the present description and the claims, the generic term "organic halogen-containing bactericides" denotes the following compounds: chloramine-T, dichloramine-T, N-chloroformanilide, N-chloroacetanilide, the chlorinated hydantoins, the chlorinated succinamides, N-chloro-o- acetotoluid 3 KT-ChI or- -p-acetotoluid, D ^ o-dichloroacetanilid, Ν, ρ-dichloroacetanilid, Hazolon, the N-chlorinated derivatives of sulfoamides, of heterocyclic compounds, the hydrogen in the cyclic
S09808/1040S09808 / 1040
Kern enthalten (Hydantoine), von kondensierten Aminen auf der Basis von Cyanamid-Derivaten, von Aniliden sowie ferner die N-Bromamide und N-Bromimide und die Bromkomplexe mit den quaternär en Ammoniumsalzen.Contain core (hydantoins), of condensed amines based on cyanamide derivatives, of anilides and also the N-Bromamide and N-Bromimide and the bromine complexes with the quaternary en ammonium salts.
Diese Bakterizide haben alle den Nachteil im Falle einer Inkorporierung in einem hygroskopischen Salz, daß sie sich langsam durch Hydrolyse zersetzen unter Einwirkung der Feuchtigkeit von Umgebungsluft und Freisetzung von gasförmigem Chlor bzw. Halogen. Infolgedessen ergibt sich ein Verlust an Primärmaterial, eine Verminderung der Wirksamkeit des Bakterizids und Verschmutzung bzw. Verunreinigung der umgebnden Atmosphäre. These bactericides all have the disadvantage, when incorporated in a hygroscopic salt, that they are themselves slowly decompose by hydrolysis under the action of moisture from ambient air and release of gaseous Chlorine or halogen. As a result, there is a loss of primary material and a reduction in the effectiveness of the bactericide and pollution of the surrounding atmosphere.
Ein Ziel der Erfindung ist es, diesen Nachteil zu beseitigen und ein Verfahren zur Behandlung dieser organischen halogenhaltigen Bakterizide vorzuschlagen, mit dem ihre Stabilität in hygroskopischen Salzen erhöht wird.One aim of the invention is to obviate this drawback and to propose a method for the treatment of these organic halogen-containing bactericides, with which their stability is increased in hygroscopic salts.
Die Erfindung hat daher ein Verfahren zur Verbesserung der Stabilität von organischen halogenhaltigen Bakteriziden in einem hygroskopischem Salz zum Gegenstand, welches Verfahren dadurch gekennzeichnet ist, daß vor seiner Inkorporierung in dem besagten Salz dieses organische halogenhaltige Bakterizid verdichtet oder verpreßt wird in Form von Körnern und dann der Wirkung von feuchter Luft oder Wasserdampf bei einer Temperatur unterhalb 1oo 0 ausgesetzt wird.The invention therefore has a method for improving the stability of organic halogen-containing bactericides in a hygroscopic salt to the object, which method is characterized in that prior to its incorporation in this organic halogen-containing bactericide is compacted or compressed in the form of grains and then the said salt the effect of moist air or water vapor at a temperature is exposed below 1oo 0.
Die Erfindung hat auch derartig verdichtete organische halogenhaltige Bakterizide und die hygroskopischen Salze zum Gegenstand, in welchen diese Bakterizide inkorporiert sind.The invention also has such compacted organic halogen-containing bactericides and the hygroscopic salts for Articles in which these bactericides are incorporated.
Überraschenderweise wurde gefunden, daß die organischen halogenhaltigen Bakterizide nicht mehr als 3 $ ihres Chlorgehalts im Verlaufe der erfindungsgemäß durchgeführten Behand-Surprisingly, it has been found that the organic halogen-containing bactericides do not contain more than 3% of their chlorine content in the course of the treatment carried out according to the invention
9 09808/10409 09808/1040
lrang verlieren nand sie damm vollständig stabil "bleiben, weiteres Chlor an. verlieren, macM.em sie hygroskopischen Salaen inkorporiert worden sind.lose length and they remain completely stable more chlorine. lose, macM.em them hygroscopic Salaen have been incorporated.
Hinsichtlich dieser Yerbessemm?*: der Stabilität dieser halogeniert en Bakterside kann folgender ErK werden, ohne jjedoch die Erfxndiun^ hieranifWith regard to this Yerbessemm? *: The stability of these halogenated en Bakterside can the following ErK without, however, the invention
können diese Chloraadüae dmrch folf5ende Formeln werden, entsprechend der Watnir der Gruppen R und t1:These chloraadüae can become the following formulas, corresponding to the values of the groups R and t 1 :
^H- Cl^ H- Cl
oder R-S = Cl? or RS = Cl ?
Kontakt mit Wasser Ijydrolysieren diese Tertiindian^en gemäS der GleichKewielitsresJction:Contact with water hydrolyzes these tertiary indians according to the same kewielitsresJction:
HOClHOCl
Die Hydrolysekonstante Tfc ist folglieh, dmuccli. dieThe hydrolysis constant Tfc is consequently, dmuccli. the
kk mm
ß H1 -ß H 1 -
definiert. Diese Hydrolysekonstante ist sehr niedrig und kann je nacn dem betracnteten Produkt von 1o~ feis 1o~ ° variieren· Aus dieser Beziehung ist abzuleiten, daS diese Produkte vollständig ijydrolysiert sind in einer lösung, die eine sehr niedrige Konzentration an Chloramin aufweist (Konzentrationsbereich einige ppm). Demgegenüber ist in konzentrierter lösung ein sehr geringer Produktanteil hydrolysiert, und die Konzentration an freiem Chlor in Form von hypoehloriger Säure ist klein.Are defined. This constant of hydrolysis is very low and can vary depending on the product concerned from 1o ~ feis 1o ~ ° From this relationship it can be deduced that these products are completely hydrolyzed in a solution which has a very low level Has a concentration of chloramine (concentration range a few ppm). In contrast, a concentrated solution is a very low proportion of product hydrolyzes, and the concentration of free chlorine in the form of hypochlorous acid is small.
909808/1040909808/1040
Es hat sich beispielsweise ^ezeirb, daß eiBs Losun0: von 15 Gew.-% Galciumhypoehlorit annähernd Jo 000 ppm Chlor in !form von hypochloriger Säure enthält; verglichen hiermit enthält die Lösung, die konzentrierter an Chloramin-T ist^ nur 3 000 ppm Chlor in Form von hypochloriger Säure.It has become apparent, for example, that there is a loss of 15 wt .-% Galcium hypoehlorit approximately Jo 000 ppm chlorine in contains form of hypochlorous acid; compared to this the solution that is more concentrated in chloramine-T ^ only 3,000 ppm chlorine in the form of hypochlorous acid.
Bei dieser im Gleichgewicht "befindlichen Hydrolysereaktion liegt im Falle, wenn das verdichtete oder verpreßte ■Bakterizidkorn der Wirkung von Wasserdampf ausgesetzt wird, ein Amin und ein Chloramin vor, die miteinander unter Erhalt eines Amins und/oder eines neuen Chloramins mit einer bedeutend niedrigeren Hydrolysekonstante reagieren. Es kommt daher an der Oberfläche des verdichteten oder verpreßten Korns zur Bildung einer Haut oder Umhüllung aus Amin und/oder Chloramin, die wegen der niedrigen Hydrolysekonstante (unterhalb 1o '") das verdichtete oder verpreßte Korn gegen die Umgebungsfeuchte isolieren.In this "equilibrium" hydrolysis reaction lies in the case when the compacted or compressed ■ bactericidal grain exposed to the action of water vapor, an amine and a chloramine before which with each other to obtain an amine and / or a new chloramine with a significantly lower Hydrolysis constant react. It therefore comes on the surface of the compressed or compressed grain to form a skin or coating made of amine and / or chloramine, which because of the low hydrolysis constant (below 1o '") the compressed or isolate compressed grain from ambient moisture.
Bei der praktischen Durchführung der Erfindung werden die Bakterizide gewöhnlich in Form von Körnernverdichtet unter Druk-In practicing the invention, the bactericides are usually compacted in the form of granules under pressure
ken, die zwischen 0,8 und 5 t/cm* liegen.ken between 0.8 and 5 t / cm *.
Anhand eines nichtbeschränkenden Beispiels wurde festgestellt, daß die Behandlung mit feuchter Umgebungsluft oder mit Wasserdampf der Pastillen aus Chloramin-T eines Durchmessers vonOn the basis of a non-limiting example, it was established that the treatment with humid ambient air or with water vapor of chloramine-T pastilles with a diameter of
2o mm, komprimiert bei einem Druck von 2 t/cm", einen. "Verlust an verfügbarem Chlor von etwa 3 % zeigt und daß Natriumchlorid, welches o,1 bis 1o Gew.-^ dieser Pastillen enthält, im Verlaufe der Lagerung an der freien Luft über einen langen Zeitraum keinerlei Chlorgeruch freisetzt.20 mm, compressed at a pressure of 2 t / cm ", shows a loss of available chlorine of about 3 % and that sodium chloride, which contains 0.1 to 10 wt .- ^ of these pastilles, in the course of storage on the in the open air does not release any chlorine odor over a long period of time.
Es zeigte sich, daß man die gleichen Wirkungen erzielt, wenn unter den. gleichen Bedingungen die N-Bromamide, die N-Bromimide und die Bromkomplexe mit den quaternären Ammoniumsalzen behandelt werden.It has been found that the same effects can be obtained if among the. the same conditions the N-bromamides, the N-bromimides and treating the bromine complexes with the quaternary ammonium salts.
909808/1040909808/1040
Claims (3)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7724944A FR2399806A1 (en) | 1977-08-12 | 1977-08-12 | Stabilising halogenated organic bactericides in hygroscopic salts - by compacting and treating with moist air before incorporating |
Publications (1)
Publication Number | Publication Date |
---|---|
DE2835683A1 true DE2835683A1 (en) | 1979-02-22 |
Family
ID=9194523
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19782835683 Ceased DE2835683A1 (en) | 1977-08-12 | 1978-08-14 | PROCESS FOR INCREASING THE STABILITY OF ORGANIC HALOGENIC BACTERICIDES IN HYGROSCOPIC SALT |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE867754A (en) |
DE (1) | DE2835683A1 (en) |
FR (1) | FR2399806A1 (en) |
IT (1) | IT1108513B (en) |
LU (1) | LU79680A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999011126A1 (en) * | 1997-09-03 | 1999-03-11 | Rmp Chemisch-Technische Spezialprodukte Gmbh & Co.Kg | Compressed chloramine-t tablets and method for the production thereof |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1013512A (en) * | 1962-02-21 | 1965-12-15 | Monsanto Co | Disinfectant and bleaching granular compositions |
DE2445848A1 (en) * | 1973-09-28 | 1975-04-10 | Sankyo Co | STABLE, SOLID AGRICULTURAL CHEMICALS AND METHODS FOR THEIR PRODUCTION |
GB1437925A (en) * | 1973-08-06 | 1976-06-03 | Fmc Corp | Sodium dichloroisocyanurate dihydrate tablet |
-
1977
- 1977-08-12 FR FR7724944A patent/FR2399806A1/en active Granted
-
1978
- 1978-05-19 LU LU79680A patent/LU79680A1/en unknown
- 1978-06-01 IT IT68255/78A patent/IT1108513B/en active
- 1978-06-02 BE BE188270A patent/BE867754A/en not_active IP Right Cessation
- 1978-08-14 DE DE19782835683 patent/DE2835683A1/en not_active Ceased
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1013512A (en) * | 1962-02-21 | 1965-12-15 | Monsanto Co | Disinfectant and bleaching granular compositions |
GB1437925A (en) * | 1973-08-06 | 1976-06-03 | Fmc Corp | Sodium dichloroisocyanurate dihydrate tablet |
DE2445848A1 (en) * | 1973-09-28 | 1975-04-10 | Sankyo Co | STABLE, SOLID AGRICULTURAL CHEMICALS AND METHODS FOR THEIR PRODUCTION |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999011126A1 (en) * | 1997-09-03 | 1999-03-11 | Rmp Chemisch-Technische Spezialprodukte Gmbh & Co.Kg | Compressed chloramine-t tablets and method for the production thereof |
US6410051B1 (en) | 1997-09-03 | 2002-06-25 | Rmp Chemisch-Technische Spezialprodukte Gmbh And Co. Kg | Compressed chloramine-T tablets and method for the production thereof |
Also Published As
Publication number | Publication date |
---|---|
IT7868255A0 (en) | 1978-06-01 |
FR2399806A1 (en) | 1979-03-09 |
LU79680A1 (en) | 1978-11-06 |
IT1108513B (en) | 1985-12-09 |
FR2399806B1 (en) | 1981-09-11 |
BE867754A (en) | 1978-12-04 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8110 | Request for examination paragraph 44 | ||
8128 | New person/name/address of the agent |
Representative=s name: MEISSNER, P., DIPL.-ING. PRESTING, H., DIPL.-ING., |
|
8131 | Rejection |