Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai
Reexamination Certificate
2001-05-22
2002-10-22
Pryor, Alton (Department: 1616)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ester doai
C514S228800, C514S374000, C514S463000, C514S722000
Reexamination Certificate
active
06469060
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to compositions or preservatives for use in industrial products, which protect these products against bacterial and fungal infestation over extended service lives.
BACKGROUND OF THE INVENTION
Preservatives having a biocidal action for use in industrial products such as cutting fluids, cutting fluids which have been mixed with water, industrial emulsions or other water-based industrial products, and also for household products, such as, for example, cleaning products or cosmetics, such as, for example, bodycare products, are when required generally added to the products to be preserved in low concentration in the form of concentrates.
They protect these products against infestation by bacteria, fungi and yeasts and contribute to long service lives of industrial products, such as, for example, cutting fluids which have been mixed with water, and to a long useful life of household products and cosmetic products.
During their manufacture, storage and their use, preservatives are subject to certain requirements which arise inter alia from the way in which they are added to the abovementioned products in the form of liquid concentrates.
A known fungicidal active ingredient which is frequently used today is iodopropynylbutyl carbamate (IPBC), which is marketed, for example, by Troy Chemie as an organic fungicide preparation in the form of a 20% strength solution of the active ingredient in glycols under the trade name Troyshield F20.
In order to achieve a likewise satisfactory bactericidal effect, it is, however, necessary to combine IPBC with other active substances, e.g. formaldehyde donor compounds. Regarding compatibility with IPBC, however, there are problems when used in concentrates containing formaldehyde donor compounds in the form of strongly alkaline bactericides. Thus, for example, Troy Chemie's technical instruction sheet for Troyshield F20™ advises against mixing it with strongly alkaline bactericides, such as, for example, 1,3,5-tris(hydroxyethyl)hexahydrotriazine (Grotan BK™), because the stability of fungicidally and bactericidally active preparations based on IPBC is impaired.
There has thus been a search for potential ways of improving the stability of IPBC-based compositions for use as preservatives having a fungicidal and bactericidal action.
The prior art includes, for example, an almost white powder consisting of IPBC and a mixture of 1,3-bis(hydroxymethyl)-5,5-dimethylhydantoin and hydroxymethyl-5,5-dimethylhydantoin GlydantPlus™, Lonza AG), which is used as a preservative for cosmetic preparations.
U.S. Pat. No. 5,496,842 and U.S. Pat. No. 5,428,050 disclose water-soluble compositions comprising a combination of iodopropynylbutyl compounds and N-methylol compounds. It is disclosed that compositions comprising IPBC and N-methylol compounds in a weight ratio of from 1:100 to 1:2000 are in the form of a concentrate powder which, as a water-soluble additive, can be added to industrial products, in particular bodycare products, which then include from 0.01% to 2% of these compositions. The N-methylol compounds mentioned in U.S. Pat. No. 5,496,842 and U.S. Pat. No. 5,428,050 do, however, include compounds which are not compatible with IPBC, for example 1,3,5-tris(hydroxyethyl)-hexahydrotriazine.
EP 0327220 B1 discloses a combination of an iodopropynyl compound with known formaldehyde donors. The disclosed compositions include, as preferred iodopropynyl compound, IPBC and, as formaldehyde donors, non-toxic and odorless compounds which are suitable for use in bodycare products, for example urea derivatives and dimethyloldimethylhydantoin. The compositions of EP 0327200 B1 are likewise added, for example, in the form of solid, water-soluble mixtures, to the products to be preserved.
The known pulverulent concentrates do, however, have a number of technical disadvantages, such as, for example, a tendency toward clumping, a relatively low dissolution rate, a tendency to form dust and the like.
Moreover, the use of odourless, i.e. usually nonvolatile, formaldehyde donors does not, in the case of certain applications, offer adequate antimicrobial protection in the gaseous phase, since no vapour phase of volatile, formaldehyde compounds is present.
In addition, the N-methylols in the form of liquid concentrates mentioned in U.S. Pat. No. 5,496,842 and U.S. Pat. No. 5,428,050 are not compatible with IPBC, i.e. are unstable and are thus also insufficiently stable in liquid products, such as cutting fluids, which are to be preserved. This is therefore a disadvantage particularly because in industrial products such as cutting fluid emulsions, desired pH stabilization and buffering is achieved inter alia by adding basic, tertiary amines.
SUMMARY OF THE INVENTION
The object of the present invention is to provide compositions which protect industrial products against bacterial attack and fungal infestation over extended service lives. The novel compositions should themselves be sufficiently stable and should not decompose under various conditions. In addition, they should be easy to handle and have advantageous technical properties and be easily incorporated into industrial products.
Another object of the present invention is to provide biocidal compositions which include iodopropynylbutyl compounds and formaldehyde donor compounds which are compatible therewith. It should be possible to meter these compositions into standard commercial industrial products, for example by adding a liquid preparation.
Another aim of the present invention is to provide compositions which have improved vapour phase effectiveness compared with the prior art and are sufficiently stable over a wide pH range.
A further object of the present invention is to provide industrial products, such as, for example, cutting fluids, which are distinguished from the prior art by increased stability and improved effectiveness.
This object is achieved by a composition which includes (a) an iodopropynylbutyl compound selected from iodopropynylbutyl esters, ethers, acetals, carbamates and carbonates and (b) one or more formaldehyde donor compounds, and is characterized in that the formaldehyde donor compounds are N-formals formed by the reaction or condensation of a monovalent or polyvalent, amino-substituted C
1
-C
10
-alkyl, -aryl or -aralkyl alcohol and a formaldehyde-supplying compound, and/or O-formals formed by the reaction of a monovalent or polyvalent C
1
-C
10
-alkyl, -aryl -aralkyl alcohol or of a glycol or glycol ether and a formaldehyde-supplying compound, and/or a combination thereof.
DESCRIPTION OF THE PREFERRED EMBODIMENTS
The novel preparations preferably comprise iodopropynylbutyl carbamate (IPBC), and the formaldehyde donor compound is preferably an N-formal selected from 3,3′-methylenebis(5-methyloxazolidine) (Mar 71™), 3,3′-methylenebis(tetrahydro-2H-1,3-oxazine) and 1-aza-5-ethyl-3,7-dioxabicyclo-(3,3,0)octane, particularly preferably a combination of 3,3′-methylenebis(5-methyloxazolidine) (Mar 71™) and IPBC.
The compositions comprising the novel iodopropynylbutyl compound and N-formals include the components in amounts, based on the composition, of from 0.1 to 20% by weight of iodopropynylbutyl compound and from 99.9 to 80% by weight of N-formal, preferably from 1 to 10% by weight of iodopropynylbutyl compound and from 99 to 90% by weight of N-formal. The composition particularly preferably comprises from 4 to 6% by weight of iodopropynylbutyl compound, in particular iodopropynylbutyl carbamate, and from 96 to 94% by weight of N-formal, in particular 3,3′-methylenebis(5-methyloxazolidine).
In addition or alternatively to the N-formals according to the invention, the novel compositions may also comprise O-formals formed by the reaction or condensation of formaldehyde-supplying compounds and mono- or polyvalent C
1
-C
10
-alkyl, -aryl or -aralkyl alcohols or glycols or glycol ethers, such as, for example, 1,2-propylene glycol hemiformal, ethylene glycol mono- and/or bisformal, butyldiglycol hemiformal, butylglycol hem
Beilfuss Wolfgang
Siegert Wolfgang
Weber Klaus
Air Liquide Sante ( International)
Pryor Alton
Young & Thompson
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