Compositions based on iodopropynyl-and formaldehyde donor compounds and to their use as preservatives

• US 20010034366A1
• Filed: 05/22/2001
• Published: 10/25/2001
• Est. Priority Date: 05/23/1997
• Status: Active Grant

• Current Assignee: Air Liquide Sante International (L'Air Liquide SA)
• Original Assignee: Air Liquide Sante International (L'Air Liquide SA)
• Inventors: Beilfuss, Wolfgang, Siegert, Wolfgang, Weber, Klaus
• Granted Patent: US 6,469,060 B2
• Time in Patent Office: Days
• US Class Current: 514/529
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 31/02 Acyclic compounds
• CPC Class Codes: A01N 31/04 Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
• CPC Class Codes: A01N 35/02 containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
• CPC Class Codes: A01N 43/76 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
• CPC Class Codes: A01N 43/86 six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
• CPC Class Codes: A01N 43/90 having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
• CPC Class Codes: A01N 47/12 containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
• CPC Class Codes: A01N 61/00 Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action

Abstract

Compositions having broad effectiveness against bacterial and fungi, which comprise (a) an iodopropynylbutyl compound and (b) one or more formaldehyde donor compounds, the formaldehyde donor compounds being N-formals, O-formals and/or a combination thereof. The compositions are also stable and effective in the form of liquid concentrates. The present invention also relates to the use of such compositions in industrial products and to industrial products which comprise these compositions.

Claims

1. Composition having broad effectiveness against bacteria and fungi, which comprises:

(a) an iodopropynylbutyl compound selected from the group consisting of iodopropynylbutyl esters, ethers, acetals, carbamates and carbonates, and

(b) a N-formal selected from the group consisting of 3,3′

-methylene bis(5-methyloxazolidine), 3,3 ′

-methylene bis(tetrahuydro-2H-1,3-oxazine) and 1-aza-5-ethyl-3,7-dioxabicyclo(3,3,0)octane, or a combination thereof.

2. Composition according to

claim 1

, wherein the iodopropynylbutyl compound is iodopropynylbutyl carbamate (IPBC).

3. Composition according to

claim 1

, wherein the N-formal is 3,3′

-methylene bis(5-methyloxazolidine).

4. Composition according to

claim 1

, which also includes one or more O-formal formed by the reaction of a monovalent or polyvalent, amino-substituted C1-C10 -alkyl, aryl, aralkyl alcohol or of a glycol or glycolether and a formaldehyde-supplying compound.

5. Composition according to

claim 1

, wherein the O-formals are selected from polyoxymethylene glycols, polyoxymethylene diacetates and polyoxymethylene dimenthyl ethers.

6. Composition according to

claim 1

, wherein the O-formal is formed by the reaction of 1,2-propylene glycol, dipropylene glycol, ethylene glycol, butyl glycol, butyl diglycol or benzyl alcohol, and a formaldehyde-supplying compound.

7. Composition according to

claim 1

, wherein the iodopropynylbutyl compound is iodopropynylbutyl carbamate and the formaldehyde donor compound is 3,3′

-methylenebis(5-methyloxazolidine).

8. Composition according to

claim 1

, wherein the composition includes the following components:

a) from 0.1 to 20% by weight of an iodopropynylbutyl compound; and

b) from 99.9% to 80% by weight of N-formal.

9. Composition according to

claim 8

, wherein the composition includes the following components:

a) from 4 to 6% by weight of iodopropynylbutyl carbamate; and

b) from 96 to 94% by weight of 3,3′

-methylenebis(5-methyloxazolidine).

10. Composition according to

claim 1

, wherein the composition includes the following components:

a) from 0.1 to 20% by weight of an iodopropynylbutyl compound; and

b) from 99.9 to 80% by weight of O-formal.

11. Composition according to

claim 10

, wherein the composition includes the following components:

a) from 4 to 6% by weight of iodopropynylbutyl carbamate; and

b) from 96 to 94% by weight of 1,2-propylene glycol hemiformal.

12. Composition according to

claim 1

, wherein the composition includes the following components:

a) from 0.1 to 20% by weight of an iodopropynylbutyl compound; and

b) from 99.9 to 80% by weight, preferably from 99 to 90% by weight of a mixture of N- and O-formals, the weight ratio of N- to O-formals being from 10;

1 to 1;

10.

13. Composition according to

claim 12

, wherein the composition includes the following components:

a) from 4 to 6% by weight of iodopropynylbutyl carbamate; and

b) from 96 to 94% by weight of a mixture of 3,3′

-methylenebis(5-methyloxazolidine) and 1,2-propylene glycol hemiformal.

14. Composition according to

claim 1

, wherein the composition is in stable liquid, viscous liquid or paste form.

15. Composition according to

claim 1

, wherein the composition also comprises at least one of emission-reducing additives, viscosity-modifying additives, wetting agents, stabilizers and solvents.

16. Composition according to

claim 15

, wherein the solvents reduce the emission of formaldehyde or formaldehyde-containing substances.

17. Composition according to

claim 16

, wherein the solvent is selected from 1,2-propylene glycol, 1-methoxy-2-propanol, phenoxypropanol and phenoxyethanol.

18. Composition according to

claim 15

, wherein the composition includes the following components:

a) from 0.1 to 20% by weight of an iodopropynylbutyl compound; and

b) from 99.9 to 80% by weight of a mixture of N-formals and solvents or of a mixture of O-formals and solvents or of a mixture of a combination of N- and O-formals and solvents, the weight ratio of formal to solvent being from 50;

1 to 1;

10.

19. Composition according to

claim 18

, wherein the composition includes the following components:

a) from 4 to 6% by weight of an iodopropynylbutyl compound; and

b) from 96 to 94% by weight of a mixture of N-formals and solvents or a mixture of O-formals and solvents or a mixture of a combination of N- and O-formals and solvents, the ratio of formals to solvents being from 50;

1 to 1;

10.

20. Composition according to

claim 1

, wherein the composition additionally comprises further known biocidal active ingredients.

21. Composition according to

claim 20

, wherein the additional biocidal active ingredient is an isothiazolone.

22. Composition according to

claim 20

, wherein the additional biocidal active ingredient is N-octylisothiazolone or 2-mercaptopyridine N-oxide.

23. Composition according to

claim 15

, which comprises between 1% and 10% by weight of IPBC, between 85% and 98.5% by weight of a stabilizer selected from triethanolamine, pyriondisulfide, sodium sulfate or aluminium oxide.

24. Composition according to

claim 1

, wherein the composition is in the form of a stable liquid concentrate, a stable working solution prepared by diluting the concentrate, a stable suspension or a stable emulsion.

25. Method of increasing the stability and service life of industrial products containing industrial preservatives selected from the group consisting of container preservatives, fuel additives, cutting fluid preservatives, preservatives which have been mixed with water, emulsions and dispersions in the coatings industry or in metal working, household products, and cosmetics, which comprises adding a biocidally effective amount of the composition of

claim 1

to the industrial product as an active agent.

26. Industrial product which comprises as an active agent, a biocidally effective amount of the composition of

claim 1

, said industrial product including industrial preservatives selected from the group consisting of container preservatives, fuel additives, cutting fluid preservatives, preservatives which have been mixed with water, emulsions and dispersions in the coatings industry or in metal working, household products, and cosmetics.

27. The industrial product according to

claim 26

, wherein the composition is present from 1 to 10% by weight.

28. The industrial product according to

claim 27

, wherein the composition is present from 2 to 5% by weight.