Clathrate composition including essential oils and method of using same

• US 5,079,000 A
• Filed: 11/20/1989
• Issued: 01/07/1992
• Est. Priority Date: 11/24/1988
• Status: Expired due to Fees

• Current Assignee: Kurita Water Industries Limited
• Original Assignee: Kurita Water Industries Limited
• Inventors: Takahashi, Ryoichi, Mukai, Tsuneo, Mayama, Shigeyuki
• Primary Examiner(s): Brown, Johnnie R.
• Assistant Examiner(s): GITOMER, RALPH J
• Application Number:
  US07/438,838
• Time in Patent Office: 778 Days
• Field of Search: 514/58, 514/616, 514/159, 514/699, 514/731, 424/411, 424/195.1
• US Class Current: 424/742
• 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 25/18 Vapour or smoke emitting compositions with delayed or sustained release
• CPC Class Codes: A01N 25/28 Microcapsules or nanocapsules
• CPC Class Codes: A01N 31/04 Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
• CPC Class Codes: A01N 31/06 Oxygen or sulfur directly attached to a cycloaliphatic 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 35/04 containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
• CPC Class Codes: A01N 35/06 containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
• CPC Class Codes: A01N 43/08 with oxygen as the ring hetero atom
• 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 49/00 Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group , wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group , wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof containing hydrocarbons A01N27/00
• CPC Class Codes: A01N 65/00 Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof containing compounds of determined constitution A01N27/00 - A01N59/00
• CPC Class Codes: A01N 65/06 Coniferophyta [gymnosperms], e.g. cypress
• CPC Class Codes: A01N 65/22 Lamiaceae or Labiatae [Mint family], e.g. thyme, rosemary, skullcap, selfheal, lavender, perilla, pennyroyal, peppermint or spearmint
• CPC Class Codes: A01N 65/28 Myrtaceae [Myrtle family], e.g. teatree or clove
• CPC Class Codes: A61K 47/54 the modifying agent being an organic compound

Abstract

A composition for killing harmful organisms, which contains a clathrate compound composed of one or more natural essential oils and/or derivatives thereof selected from the group consisting of the following substances (1) to (22) and a polymolecular host compound capable of including the natural essential oils and/or derivatives thereof:

(1) hinoki oil;

(2) 1,8-cineole;

(3) l-α-terpineole;

l-carbone;

(5) l-menthone;

(6) d-pulegone;

(7) citronellal;

(8) linelool oxide;

(9) d,l-citronellol;

(10) 3,3,5-trimethylcyclohexanol;

(11) l-perillaldehyde;

(12) l-carveol;

(13) myrtenal;

(14) peppermint oil;

(15) eucalyptus oil;

(16) cinnamic aldehyde;

(17) α-bromo-cinnamic aldehyde;

(18) salicylaldehyde;

(19) benzaldehyde;

(20) paraphenyl-propionaldehyde;

(21) paratolualdehyde; and

(22) l-menthol.

Claims

1. A composition for killing harmful fungi, bacteria and insects, comprising a clathrate compound composed of at least one natural essential oil selected from the group consisting of the following substances (1) to (22) and a host compound capable of including said natural essential oils, said host compound being selected from the group consisting of acetylene alcohols, phenols, amides and cyclooctanes, proportion of the natural essential oil to the host compound being in the range from 10/90 to 70/30 by weight:

(1) hinoki oil;

(2) 1,8-cineole;

(3) l-α

-terpineole;

(4) l-carbone;

(5) l-methone;

(6) d-pulegone;

(7) citronellal;

(8) linalool oxide;

(9) d,l-citronellol;

(10) 3,3,5-trimethylcyclohexanol;

(11) l-perillaldehyde;

(12) l-carveol;

(13) myrtenal;

(14) peppermint oil;

(15) eucalyptus oil;

(16) cinnamic aldehyde;

(17) α

-bromo-cinnamic aldehyde;

(18) salicylaldehyde;

(19) benzaldehyde;

(20) paraphenyl-propionaldehyde;

(21) paratolualdehyde; and

(22) l-menthol.

2. A composition for killing harmful fungi, bacteria and insects as claimed in claim 1, in which the host compound is at least one compound selected from the group consisting of the following substances:

1,1-Di(2,4-dimethylphenyl)-2-propyn-1-ol

2,5-Di(2,4-dimethylphenyl)hydroquinone

1,1-Bi-2-naphthol

1,1-Bis(4-hydroxyphenyl)cyclohexane

Diphenic acid bis(dicyclohexylamide)

1,4-Diaza-bi(cyclo-2,2,2-octane)

Bis(4-hydroxyphenyl)sulfone

4,4'"'"'-Butylidene-bis(3-methyl-6-t-butylphenol)

2,2'"'"'-Methylene-bis(4-methyl-6-t-butylphenol)

4,4'"'"'-Thio-bis(3-methyl-6-t-butylphenol)

2,2'"'"'-Methylenbis(4-chlorophenol)

T-butylhydroquinone

2,5-Di-t-butylhydroquinone.

3. A method of preventing growth of harmful fungi, bacteria and insects, comprising applying to the harmful fungi, bacteria and insects with a material containing a clathrate compound composed of at least one natural essential oil selected from the group consisting of the following substances (1) to (22) and a host compound capable of containing said natural essential oils, said host compound being selected from the group consisting of acetylene alcohols, phenols, amides and cyclooctanes, proportion of the natural essential oil to the host compound being in the range from 10/90 to 70/30 by weight:

(1) hinoki oil;

(2) 1,8-cineole;

(3) l-α

-terpineole;

(4) l-carbone;

(5) l-menthone;

(6) d-pulegone;

(7) citronellal;

(8) linalool oxide;

(9) d,l-citronellol;

(10) 3,3,5-trimethylcyclohexanol;

(11) l-perillaldehyde;

(12) l-carveol;

(13) myrtenal;

(14) peppermint oil;

(15) eucalyptus oil;

(16) cinnamic aldehyde;

(17) α

-bromo-cinnamic aldehyde;

(18) salicylaldehyde;

(19) benzaldehyde;

(20) paraphenyl-propionaldehyde;

(21) paratolualdehyde; and

(22) l-menthol.

4. A method as claimed in claim 3, in which the host compound is at least one compound selected from the group consisting of the following substances:

1,1-Di(2,4-dimethylphenyl)-2-propyn-1-ol

2,5-Di(2,4-dimethylphenyl)hydroquinone

1,1-Bi-2-naphthol

1,1-Bis(4-hydroxyphenyl)cyclohexane

Diphenic acid bis(dicyclohexylamide)

1,4-Diaza-bi(cyclo-2,2,2-octane)

Bis(4-hydroxyphenyl)sulfone

4,4'"'"'-Butylidene-bis(3-methyl-6-t-butylphenol)

2,2'"'"'-Methylene-bis(4-methyl-6-t-butylphenol)

6. A method as claimed in claim 3, wherein the natural essential oil is applied to harmful fungi and bacteria in stored agricultural products.

5. 4'"'"'-Thio-bis(3-methyl-6-t-butylphenol)

2,2'"'"'-Methylenbis(4-chlorophenol)

T-butylhydroquinone

2,5-Di-t-butylhydroquinone.