# US 4,395,274 A · Microbicidal agent and its use

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- Number: US 4,395,274 A
- Document ID: US4395274A
- Status: Granted
- Kind: A
- Application number: 06/052,872
- Filed: 1979-06-28
- Granted: 1983-07-26
- Earliest claimed: 1979-03-10
- Assignees: Bayer Aktiengesellschaft
- Inventors: Wilfried Paulus; Hermann Genth
- Web page: https://patentgrep.com/patent/US4395274A

## CPC

- D21H 21/36: Biocidal agents, e.g. fungicidal, bactericidal, insecticidal agents
- A01N 47/18: containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
- C09D 5/14: Paints containing biocides, e.g. fungicides, insecticides or pesticides (C09D5/16 takes precedence)
- D21H: PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

Synergistic combinations of active compounds consisting of benzimidazolyl-alkyl-carbonates and (2,2'-dihydroxy-5,5'-dichlor)-diphenyl-methane or 2-hydroxy-diphenyl have a strong activity against micro-organisms. The combination can be employed e.g. for protecting industrial materials against microbicidal decomposition.

## Claims

### Claim 1

A composition for killing bacteria, algae, fungi and yeast which comprises a bacteriacidally, fungicidally, algaecidally or yeasticidally effective amount of;
(a) a benzimidazolyl-alkyl-carbamate of the formula ##STR3## in which R.sup.1 denotes an alkyl with 1 to 4 carbon atoms, and
R.sup.2 denotes hydrogen or an alkyl with 1 to 4 carbon atoms and
(b) a phenolic compound selected from the group consisting of (2,2'-dihydroxy-5,5'-dichloro) diphenylmethane and 2 hydroxy diphenyl which is present in an amount of 0.5 to 20 parts by weight per part by weight of said carbamate.

### Claim 2 (depends on 1)

A composition according to claim 1 wherein said phenolic compound is present in an amount of 2 to 15 parts by weight per part by weight of said carbamate.

### Claim 3 (depends on 1)

A composition according to claim 1 wherein said phenolic compound is present in an amount of 2 to 10 parts by weight per part by weight of said carbamate.

### Claim 4 (depends on 1)

An composition according to claim 1 wherein said phenolic compound is (2,2'-dihydroxy-5,5'-dichloro)diphenylmethane.

### Claim 5 (depends on 1)

An composition according to claim 1 wherein said phenolic compound is 2-hydroxydiphenyl.

### Claim 6 (depends on 1)

A composition according to claim 1, wherein R.sup.1 denotes methyl or ethyl.

### Claim 7 (depends on 1)

A composition according to claim 1, wherein R.sup.2 denotes hydrogen.

### Claim 8 (depends on 6)

A composition according to claim 6, wherein R.sup.2 denotes hydrogen.

### Claim 9 (depends on 1)

A process for killing a bacteria, algae, fungus or yeast which comprises contacting the bacteria, algae, fungi or yeast with a bacteriacidally, fungicidally, algaecidally or yeasticidally effective amount of the composition of claim 1.

### Claim 10 (depends on 9)

A process according to claim 9 wherein said bacteria, fungus or algae is in an industrial material.

### Claim 11 (depends on 9)

A process according to claim 9 wherein said industrial material is a glue, a textile, paper or wood.

### Claim 12 (depends on 1)

A process for protecting an industrial material against microbial decomposition due to bacteria, algae, fungi or yeast which comprises contacting said industrial material with a bacteriacidally, fungicidally, algaecidally or yeasticidally effective amount of the composition of claim 1.

### Claim 13 (depends on 9)

A process according to claim 9 wherein said baceria, yeasts and fungi are selected from the group consisting of Bacillus subtilis, Bacterium vulgare, Escherichia coli, Staphylococcus aureus, Alternaria tenuis, Aspergillus niger, Candida albicans, Candida crusei, Chaetomium globosum, Coniophora cerebella, Lentinus tigrinus, Penicillium glaucum, Polyporus versicolor, Pullularia pullulans, Rhizopus nigricans, Trichoderma viride, Trichophyton pedis and Torula utilis.

### Claim 14 (depends on 9)

A process according to claim 9 wherein said bacteria, yeast, algae or fungi is selected from the group consisting of Aspergillus niger, Coniophora cerebella, Chaetomium globosum, Alternarida tenuis, Trichoderma viride and Pullularia pullulans.