US20100216890A1

US20100216890A1 - Disinfectant

Info

Publication number: US20100216890A1
Application number: US12/662,432
Authority: US
Inventors: Florian Lichtenberg; Michael Lützeler; Volker Ranft
Original assignee: Lonza AG
Current assignee: Lonza AG
Priority date: 2000-09-20
Filing date: 2010-04-16
Publication date: 2010-08-26
Also published as: PL361950A1; AU2008243248A1; EP1671541B1; JP2013028632A; AU2002221601B2; US6939840B2; ES2574705T3; EP1322156B1; AU2160102A; DE50109235D1; SI1671541T1; NZ525386A; US20050277573A1; WO2002023990A1; CA2678495A1; US20040029767A1; ATE320185T1; EP1322156A1; ES2260308T7; CA2678495C

Abstract

Disinfectant compositions, containing (a) at least one amine and/or quaternary salt of the general formula (Ia) or (Ib), respectively, and (b) at least one alkanolamine of the general formula (II), or a corresponding salt. The mass ratio of the components in the formulas (I):(II) is between 20:1 and 1:20. The compositions are characterized by an excellent bactericidal and in particular fungicidal action even in small application concentrations and are suitable for use as both disinfectants and preservative agents.

Description

The invention relates to synergistic disinfectant compositions based on amines and/or quaternary ammonium salts.
Numerous disinfectant and preservative compositions based on amines and/or quaternary ammonium salts are known. However, in general, in particular at relatively high dilution, these exhibit an unsatisfactory activity towards fungi, for example Aspergillus niger.
It was therefore an object of the present invention to provide disinfectant compositions based on amines and/or quaternary ammonium salts which exhibit good activity towards fungi even at high dilution.
This object is achieved according to the invention by the disinfectant composition according to Claim 1.
It has surprisingly been found that amines and/or quaternary ammonium salts of the general formula
where R¹is C_6-18-alkyl
R²is benzyl or C_6-18-alkyl
R³is C_1-10-alkyl or —[(CH₂)₂—O]_nR⁶where n=1-20
R⁴and R⁵independently of one another are C_1-4-alkyl
R⁶is hydrogen or unsubstituted or substituted phenyl and A⁻ is a monovalent anion or one equivalent of a polyvalent anion of an inorganic or organic acid;
by addition of at least one alkanolamine of the general formula
where m and, if present, o and p independently of one another have the value 2 or 3
and x and y independently of one another have the value 0 or 1, or a corresponding salt; in the mass ratio (I):(II) of 20:1 to 1:20 obtain good fungicidal activity.
Alkyl, here and hereinafter, is taken to mean in each case unbranched or branched alkyl groups of the specified number of carbons, but preferably unbranched alkyl groups, and particularly preferably those having an even number of carbon atoms. In particular, this is also taken to mean the homologue mixtures derived from natural raw materials, for example “coconutalkyl”.
Substituted phenyl is taken to mean, in particular, phenyl groups substituted with one or more C_1-8-alkyl groups and/or chlorine atoms.
Suitable anions A⁻ are in principle all inorganic or organic anions, in particular halide, for example chloride or bromide, or anions of low carboxylic acids, for example acetate, propionate or lactate.
The amine or quaternary ammonium salt (Ia/Ib) is preferably N,N-bis(3-aminopropyl)dodecylamine, N,N-bis-(3-aminopropyl)octylamine, a didecyldimethylammonium salt, dioctyldimethylammonium salt, octyldecyldimethylammonium salt, dicoconutalkyldimethylammonium salt, coconutalkyldimethylpoly(oxyethyl)ammonium salt, dicoconutalkylmethylpoly(oxyethyl)ammonium salt, decyl-dimethylpoly(oxyethyl)ammonium salt, didecylmethylpoly(oxyethyl)ammonium salt, octyldimethylpoly(oxyethyl)ammonium salt, dioctylmethylpoly(oxyethyl)ammonium salt, coconutalkyldimethylbenzylammonium salt, benzyldodecyldimethylammonium salt or benzyldimethyl-poly(oxyethyl)ammonium salt or a mixture of two or more of these compounds.
Suitable alkanolamines (II) are in principle all ethanolamines and propanolamines, in particular mono-ethanolamine, diethanolamine, triethanolamine and 3-amino-1-propanol. Obviously, using mixtures of the said compounds is also within the scope of the invention. Particularly good results have been obtained using the compounds having a primary amino group, that is to say using monoethanolamine and 3-amino-1-propanol.
The mass ratio of amine (Ia) or quaternary ammonium salt (Ib) to alkanolamine (II) is preferably in the range from 1:5 to 5:1.
The inventive disinfectant compositions preferably comprise water as solvent, if appropriate in combination with an organic solvent.
Preferably, the inventive disinfectant compositions further comprise one or more aids selected from the group consisting of organic solvents, surfactants, complexing agents, fragrances and colorants.
A preferred field of application of the inventive disinfectant compositions is surface disinfection and instrument disinfection.
Further preferred fields of application are laundry disinfection and hand disinfection.
The inventive disinfectant compositions are also suitable for use in chemical toilets, for example on board aircraft and vehicles.
A further preferred field of use is the preservation of industrial liquids, for example water circulation in paper manufacturing, cooling water, belt lubricants for conveyor belts, or cutting fluids in metal machining.
An application which is likewise preferred is finally the use as preservative for construction materials which are organic or susceptible to biological attack, for example wood.
The examples below illustrate the implementation of the invention, and should not be taken to be a restriction to the embodiments described. All quantities given, where not otherwise specified, are in % by mass. The test microorganism used in each case was Aspergillus niger ATCC 16404. The effectiveness was determined, unless otherwise specified, using the method specified in CEN 1275.

EXAMPLE 1

A disinfecting cleaner formulation (concentrate) was prepared from:

- 5.0% didecyldimethylammonium chloride (50% strength solution)
- 2.0% N,N-bis(3-aminopropyl)dodecylamine
- 5.0% monoethanolamine
- 5.0% Genapol® T250 (tallow fatty alcohol polyglycol ether, 25 mol of ethylene oxide)
- 0.5% sodium metasilicate
- 0.5% sodium carbonate
- 2.0% methylglycinediacetic acid trisodium salt (Trilon® M; 40% strength solution) water to 100%

The effectiveness was determined using a dilution (1 part of concentrate, 99 parts of water) at 20° C. and with a contact time of 15 min. The logarithm to base ten of the reduction in microorganism count was 4.1.

COMPARATIVE EXAMPLE 1

The procedure of Example 1 was followed, but with the difference that the monoethanolamine was replaced by the same amount of water. Under the same test conditions, the formulation was virtually inactive.

EXAMPLE 2

A disinfectant formulation (concentrate) was prepared from:

- 4.9% N,N-bis(3-aminopropyl)dodecylamine
- 4.0% monoethanolamine
- 2.0% Genapol® T250 (tallow fatty alcohol polyglycol ether, 25 mol of ethylene oxide)
- 5.0% Hostapur® SAS 30 (C_13-17secondary n-alkanesulphonic acid, sodium salt)
- 2.0% ethylenediaminetetraacetic acid tetrasodium salt (40% strength solution)
- 0.7% ethylenediaminetetraacetic acid water to 100%

The effectiveness was determined using a dilution (1 part of concentrate, 199 parts of water) at 20° C. and with a contact time of 15 min: The logarithm to base ten of the reduction in microorganism count was 4.3.

EXAMPLE 3

A disinfectant formulation (concentrate) was prepared from:

- 4.2% N,N-bis(3-aminopropyl)dodecylamine
- 2.0% didecylmethylpoly(oxyethyl)ammonium propionate (BARDAP 26)
- 4.0% monoethanolamine
- 2.0% Genapol® T250 (tallow fatty alcohol polyglycol ether, 25 mol of ethylene oxide)
- 5.0% Hostapur® SAS 30 (C_13-17secondary n-alkanesulphonic acid, sodium salt)
- 2.0% ethylenediaminetetraacetic acid tetrasodium salt (40% strength solution)
- 0.7% ethylenediaminetetraacetic acid
- 4.0% butyl diglycol water to 100%

The effectiveness was determined using a dilution (1 part of concentrate, 199 parts of water) at 20° C. and with a contact time of 15 min. The logarithm to base ten of the reduction in microorganism count was >4.4. In addition, the effectiveness was also determined using the method specified in CEN 1650 with a contact time of 15 min, a concentration of 1.0%, a water hardness of 30° fH and an organic load of 0.3% albumin. The logarithm of the reduction in microorganism count was >4.4.

EXAMPLES 4-19

Aqueous solutions were prepared from 0.5% alkanolamine (II) and 0.25% of amine or quaternary ammonium salt (Ia/Ib) and tested using the method specified in CEN 1275. The results are summarized in Table 1.

TABLE I

			log
Example			microbial
No.	Amine/ammonium salt	Alkanolamine	reduction

4	dimethyldioctyl-	monoethanolamine	4.3
	ammonium chloride
5	dimethyldioctyl-	diethanolamine	4.0
	ammonium chloride
6	dimethyldioctyl-	triethanolamine	3.6
	ammonium chloride
7	dimethyldioctyl-	3-amino-	4.2
	ammonium chloride	1-propanol
8	didecyldimethyl-	monoethanolamine	4.0
	ammonium chloride
9	didecyldimethyl-	diethanolamine	3.8
	ammonium chloride
10	didecyldimethyl-	triethanolamine	3.1
	ammonium chloride
11	didecyldimethyl-	3-amino-	4.0
	ammonium chloride	1-propanol
12	di-C_8-10-alkyldimethyl-	monoethanolamine	3.9
	ammonium chloride
	(60%)/C_12-16-alkyl-
	benzyldimethylammonium
	chloride (40%);
	Bardac ® 205-M
13	di-C_8-10-alkyldimethyl-	diethanolamine	3.2
	ammonium chloride
	(60%)/C_12-16-alkyl-
	benzyldimethylammonium
	chloride (40%);
	Bardac ® 205-M
14	di-C_8-10-alkyldimethyl-	triethanolamine	2.8
	ammonium chloride
	(60%)/C_12-16-alkyl-
	benzyldimethylammonium
	chloride (40%);
	Bardac ® 205-M
15	di-C_8-10-alkyldimethyl-	3-amino-	3.8
	ammonium chloride	1-propanol
	(60%)/C_12-16-alkyl-
	benzyldimethylammonium
	chloride (40%);
	Bardac ® 205-M
16	N,N-bis(3-amino-	monoethanolamine	2.9
	propyl)dodecylamine
17	N,N-bis(3-amino-	diethanolamine	2.7
	propyl)dodecylamine
18	N,N-bis(3-amino-	triethanolamine	2.4
	propyl)dodecylamine
19	N,N-bis(3-amino-	3-amino-	2.8
	propyl)dodecylamine	1-propanol

For comparison, all compounds listed in Table 1 were tested as individual substances in 0.5% strength solution. None of these compounds exhibited pronounced fungicidal activity (log microbial reduction <2).

Claims

1. A funcicidal disinfectant composition comprising:

a quaternary ammonium salt of formula:

where

R²is benzyl or C_6-18-alkyl,

R³is C_1-18-alkyl or —[(CH₂)₂—O]_nR⁶where n=1-20,

R⁴and R⁵independently of one another are C_1-4-alkyl,

R⁶is hydrogen or unsubstituted or substituted phenyl, and

A⁻ is a monovalent anion or one equivalent of a polyvalent anion of an inorganic or organic acid, and

ii) at least one alkylamine of formula:

where m and, if present, o and p independently of one another have the value 2 or 3, and

x and y independently of one another have the value 0 or 1, or a corresponding salt;

in the mass ratio (I):(II) of 20:1 to 1:20.

2. The fungicidal disinfectant composition according to claim 1, wherein the quarternary ammonium salt is selected from the group consisting of didecyldimethyl-ammonium salts, dioctyldimethylammonium salts, octyldecyldimethylammonium salts, coconutalkyl-dimethylbenzylammonium salts and benzyldimethyloxoethylammonium salts and mixtures of these compounds.

3. The fungicidal disinfectant composition according to claim 1, wherein the alkanolamine (II) is selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine and 3-amino-1-propanol.

4. The fungicidal disinfectant composition according to claim 1, wherein the mass ratio (I):(II) is between 1:5 and 5:1.

5. The funcicidal disinfectant composition according to claim 1, wherein the disinfectant composition includes water as a solvent.

6. The fungicidal disinfectant composition according to claim 1, wherein the disinfectant composition additionally comprises one or more aids selected from the group consisting of organic solvents, surfactants, complexing agents, fragrances and colorants.

7.-12. (canceled)

13. The fungicidal disinfectant composition according to claim 2, wherein the alkanolamine (II) is selected from the group consisting of monoethanolamine, diethanolamine, triethanolamine and 3-amino-1-propanol.

14. The fungicidal disinfectant composition according to claim 3, wherein the mass ratio of (I):(II) is between 1:5 and 5:1.

15. The fungicidal disinfectant composition according to claim 4, wherein the disinfectant composition includes water as solvent.

16. The fungicidal disinfectant composition according to claim 5, wherein the disinfectant composition additionally comprises one or more aids selected from the group consisting of organic solvents, surfactants, complexing agents, fragrances and colorants.

17. The fungicidal disinfectant composition according to claim 1, wherein there is the proviso that the alkanolamine (II) is not triethanolamine, there is the proviso that the quaternary ammonium salt is not a member selected from the group consisiting of C_12-18-alkyl benzyl dimethyl ammonium chloride, C_12-14-alkyl dimethyl ethylbenzyl ammonium chloride, di-C_8-10-alkyl dimethyl ammonium chloride and mixtures thereof, and there is the proviso that no organic solvent for quaternary ammonium salt (Ib) and/or alkanolamine (II) is present.