JPS58134004A - Fungicidal composition for agricultural use - Google Patents

Fungicidal composition for agricultural use

Info

Publication number
JPS58134004A
JPS58134004A JP57016056A JP1605682A JPS58134004A JP S58134004 A JPS58134004 A JP S58134004A JP 57016056 A JP57016056 A JP 57016056A JP 1605682 A JP1605682 A JP 1605682A JP S58134004 A JPS58134004 A JP S58134004A
Authority
JP
Japan
Prior art keywords
cyclodextrin
copper
hydroxyquinolinate
mixing
prepared
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP57016056A
Other languages
Japanese (ja)
Other versions
JPH0121803B2 (en
Inventor
Hiroo Sakami
酒見 寛郎
Yoshinobu Matsuyuki
松雪 義信
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
KYUSHU SANKYO KK
Original Assignee
KYUSHU SANKYO KK
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by KYUSHU SANKYO KK filed Critical KYUSHU SANKYO KK
Priority to JP57016056A priority Critical patent/JPS58134004A/en
Publication of JPS58134004A publication Critical patent/JPS58134004A/en
Publication of JPH0121803B2 publication Critical patent/JPH0121803B2/ja
Granted legal-status Critical Current

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To provide a fungicidal composition for agricultural use, having high adhesivity and fixability (rain resistance) and excellent controlling effect to orange canker, fairy ring spot, etc., by using a clathrate compound of copper 8- hydroxyquinolinate included in cyclodextrin as an active component. CONSTITUTION:A clathrate compund of cyclodextrin and copper 8-hydroxyquinolinate is prepared by mixing cyclodextrin and copper 8-hydroxyquinolinate at a ratio of 5:1-1:5, and the compound is used as an active component of the titled composition. The clathrate compound can be prepared by mixing and pulverizing (A) a cyclic oligosaccharide homologue prepared by treating starch with a specific amylase, i.e. cyclodextrin compsed of 6-8 D-glucose units bonded with alpha-1,4 bonds forming a ring and (B) copper 8-hydroxyquinolinate using an atomizer, roller mill, jet mill, etc., or mixing and stirring the components (A) and (B) in water.

Description

【発明の詳細な説明】 本発明は、8−ヒドロキシキノリン鋼がサイクロデキス
) IJンに包接された化合物を有効成分とする農薬殺
菌用組成物に関し、付着性固着性が良好となシ、みかん
かいよう病、黒点病等に対する防除効果が著しく向上し
たものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a pesticide sterilizing composition containing as an active ingredient a compound in which 8-hydroxyquinoline steel is clathrated with cyclodextrin. The control effect against canker diseases, black spot diseases, etc. has been significantly improved.

ロキシキノリン銅及びこれらの配合剤が使用されている
。しかしながら、みかんかいよう病の発生は降雨と密接
な関係があるので、散布した薬剤が葉■及び果実面上に
一定期間留まって降雨により流亡しないことが必要であ
・る。そのため、かいよう病を有効に防除するには、有
効成分の付着性へ固着性(耐雨性)を向上させることが
重要な昧題となる。
Copper roxyquinoline and combinations thereof have been used. However, since the occurrence of tangerine canker is closely related to rainfall, it is necessary that the sprayed chemicals remain on the leaves and fruit surfaces for a certain period of time and not be washed away by rainfall. Therefore, in order to effectively control canker diseases, it is important to improve the adhesion (rain resistance) of the active ingredient.

本発明者らは、サイクロデキストリンが包接化合物を形
成する性質に着目して、本発明をなした。即ち、サイク
ロデキストリンは澱粉にある種のアミラーゼを作用させ
て製造される環状オリコ9糖同族体で、D−グルコース
が6〜8個環状にα−1,4結合した化合物であり、構
成するD−グルコースの数によシα、β、γ−サイクロ
デキストリンと呼ばれている。サイクロデキストリンは
ドーナツ状の分子の内側に比較的親水性の性質を持ち、
親油基を持った化合物を共存させた場合、その親油基を
とり込み、種々の包接化合物を作る特異な性質を持って
いる。
The present inventors created the present invention by focusing on the property of cyclodextrin to form an clathrate compound. That is, cyclodextrin is a cyclic olico-9-saccharide analog produced by the action of a certain type of amylase on starch, and is a compound in which 6 to 8 D-glucoses are cyclically linked with α-1,4 bonds, and the constituent D -Depending on the number of glucose molecules, they are called α, β, and γ-cyclodextrins. Cyclodextrin has a relatively hydrophilic property on the inside of its donut-shaped molecule,
When compounds with lipophilic groups coexist, they have the unique property of incorporating the lipophilic groups and forming various clathrate compounds.

8−ヒドロキシキノリン鋼がサイクロデキストリンに包
接された化合物を製造するには、両者を混合粉砕するか
又は水浴液中で両者を攪拌混合して鉤裂される。例えば
、8−ヒドロキシキノリン鋼とサイクロデキストリンと
を水溶液中で攪拌混合した場合、攪拌時間が進むにつれ
て粘度が高くなシ、第1表に示すように約2時間後には
急激に粘性が増し、約5時間で粘度の上昇が少くなシ、
包接化された仁とがわかる。
In order to produce a compound in which 8-hydroxyquinoline steel is clathrated with cyclodextrin, the two are mixed and ground, or the two are stirred and mixed in a water bath and then cracked. For example, when 8-hydroxyquinoline steel and cyclodextrin are stirred and mixed in an aqueous solution, the viscosity increases as the stirring time progresses, but as shown in Table 1, the viscosity increases rapidly after about 2 hours, and about The increase in viscosity is small after 5 hours.
You can see the inclusion of jin.

この粘度上昇はα、β、γ−サイクロデキストリンに関
係なく同じであシ、包接化合物を形成する。サイクロデ
キストリンと8−ヒドロキシキノリン鋼との配合比は、
好適には5:1〜1:5の範囲である。
This increase in viscosity is the same regardless of α, β, or γ-cyclodextrin, forming an inclusion compound. The blending ratio of cyclodextrin and 8-hydroxyquinoline steel is
The preferred range is 5:1 to 1:5.

第1表 攪拌時間と粘度変化 このようにして調製された第1表の8−ヒドロキシキノ
リン銅を包接したサイクロデキストリン製剤について、
降雨と有効成分残留量との関係は第2表に示すとおシ、
サイクロデキストリン包接製剤は無添加製剤に比べて降
雨による流しが少なく耐雨性が良好であった。
Table 1 Stirring time and viscosity change Regarding the cyclodextrin formulation containing 8-hydroxyquinoline copper of Table 1 prepared in this way,
The relationship between rainfall and the residual amount of active ingredients is shown in Table 2.
The cyclodextrin clathrate preparation had less wash-off due to rain than the additive-free preparation and had better rain resistance.

第2表 8−ヒドロキシキノリ4鋼のミカン葉に対する
残留量また、8−ヒドロキシキノリン銅がサイクロデキ
ス) IJンに黴ヤされた製剤は付着性固着性が改善さ
れた結果、□以下の実施例に示すようにかいよう病及び
黒点病に対する防除効果が著しく向上した。
Table 2 Residual amount of 8-hydroxyquinoline 4 steel on tangerine leaves (Also, 8-hydroxyquinoline copper (cyclodextrin)) As a result of improved adhesion and fixation of the preparations molded with IJ, □The following examples As shown in Figure 2, the control effect against canker and black spot was significantly improved.

(実施例1) 8−ヒドロキシキノリン銅像体(929g)200部に
β−サイクロデキストリン100部及び水400部を加
えて5時間攪拌混合した。
(Example 1) 100 parts of β-cyclodextrin and 400 parts of water were added to 200 parts of an 8-hydroxyquinoline bronze statue (929 g) and mixed with stirring for 5 hours.

(実施例2) 8−ヒドロキシキノリン銅像体(9296) 100部
にβ−サイクロデキストリン500部及び水400部を
加えて5時間攪拌混合した。
(Example 2) 500 parts of β-cyclodextrin and 400 parts of water were added to 100 parts of 8-hydroxyquinoline bronze statue (9296) and mixed with stirring for 5 hours.

(実施例3) 8−ヒドロキシキノリン銅像体(92%) 100部に
β−サイクロデキストリン100部及び水200部を加
えて5時間攪拌混合した。α、γ−サイクロデキストリ
ンも同様に粘度が上昇する。
(Example 3) 100 parts of β-cyclodextrin and 200 parts of water were added to 100 parts of 8-hydroxyquinoline bronze statue (92%) and mixed with stirring for 5 hours. The viscosity of α,γ-cyclodextrin also increases.

(実施例4) 8−ヒドロキシキノリン銅像体(92%) 500部に
β−サイクロデキストリン100部及び水400部を加
えて5時間攪拌混合した。
(Example 4) 100 parts of β-cyclodextrin and 400 parts of water were added to 500 parts of 8-hydroxyquinoline bronze statue (92%) and mixed with stirring for 5 hours.

(実施例5) 8−ヒドロキシキノリン鋼i体(92%) Zo。(Example 5) 8-Hydroxyquinoline steel i-body (92%) Zo.

部とβ〜 サイクロデキストリン100部とをリボンミ
キサーで混合後アトマイデーで粉砕した。
and 100 parts of β ~ cyclodextrin were mixed using a ribbon mixer and then ground using an atomide.

(試鋏方法) せ夏柑及びツクI・ラオレンジの;!!r1区2樹に5
月9日と6月10日の2回供試薬剤の1000 ppm
濃度の薬液を散布し、7月14日にかいよう病について
は1衝当シ100葉について発病葉数を、黒点病につい
ては1樹15果について次の基準で発病果数を調査した
ち第3表にはかいよう病の発病葉率及び黒点病は次式の
発病度で示す。
(Test scissors method) Sekakan and Tsuku I La Orange ;! ! r1 ward 2 tree 5
1000 ppm of the drug tested twice on June 9th and June 10th
A concentrated chemical solution was sprayed, and on July 14th, for canker disease, the number of affected leaves was counted per 100 leaves per attack, and for black spot disease, the number of affected leaves per 15 fruits per tree was investigated according to the following criteria. In the table, the incidence rate of canker disease leaves and black spot disease are shown by the severity of the disease using the following formula.

a:発病程度が士の来数 b :      〃     +   #c :  
  I    什  〃 d:l+l+l 第3表 みかんかいよう病及び黒点病に対する防除効果
上記試験結果から明らかなように、従来8−ヒドロキシ
キノリン銅のかいよう病防除効果は充分でなかったが、
サイクロデキストリンに包接させることによって、著し
く防除効果が向上した。
a: The number of cases where the severity of the disease is low b: 〃 + #c:
I 〃 d:l+l+l Table 3 Controlling effect on mandarin canker and black spot As is clear from the above test results, the conventional canker-controlling effect of 8-hydroxyquinoline copper was not sufficient.
By including it in cyclodextrin, the pest control effect was significantly improved.

特゛許出願人 九州三共株式会社 代理人弁理士樫出庄治 手続福正書(自発) 昭和58年2月1時日 特許庁長官 若 杉 和 夫 殿 1、事件の表示 昭和57年特許願第16056号 2、発明の名称 農薬殺菌用組成物 3、補正をする者 事件との関係  特許出願人 居所 東京部品川区広町1丁目2番58号三共株式会社
内 1、明細書2頁、13行「親水性」を「疎水性」と訂正
する。
Patent Applicant Kyushu Sankyo Co., Ltd. Representative Patent Attorney Shoji Kashi Procedural Fukushosho (spontaneous) February 1, 1980 Commissioner of the Patent Office Kazuo Wakasugi 1, Indication of Case 1988 Patent Application No. No. 16056 No. 2, Name of the invention: Pesticide disinfectant composition 3, Relationship with the person making the amendment Patent applicant's residence: Sankyo Co., Ltd., 1-2-58 Hiromachi, Honbunagawa-ku, Tokyo 1, Specification page 2, 13 Correct the line "hydrophilic" to "hydrophobic".

2、 同zjj下から3行及び末行の「水溶液中」を「
水中」と訂正する。
2. Change “in aqueous solution” to “in aqueous solution” in the third and last line from the bottom of the same zzj.
Underwater,” he corrected.

3、同2頁下から3行「混合粉砕J’t−rアトマイデ
ー、ローラミル、摺潰機、ゼットミル等を用いて混合粉
砕」と訂正する。
3. Correct the 3rd line from the bottom of page 2 to read "Mixing and pulverizing using a J'tr atomide, roller mill, crusher, jet mill, etc."

以上that's all

Claims (1)

【特許請求の範囲】[Claims] 8−ヒドロキシキノリン鋼がサイクロデキストリンに包
接された化合物を有効成分とする良薬殺菌用組成物。
A good antiseptic composition containing as an active ingredient a compound in which 8-hydroxyquinoline steel is clathrated with cyclodextrin.
JP57016056A 1982-02-03 1982-02-03 Fungicidal composition for agricultural use Granted JPS58134004A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP57016056A JPS58134004A (en) 1982-02-03 1982-02-03 Fungicidal composition for agricultural use

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57016056A JPS58134004A (en) 1982-02-03 1982-02-03 Fungicidal composition for agricultural use

Publications (2)

Publication Number Publication Date
JPS58134004A true JPS58134004A (en) 1983-08-10
JPH0121803B2 JPH0121803B2 (en) 1989-04-24

Family

ID=11905919

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57016056A Granted JPS58134004A (en) 1982-02-03 1982-02-03 Fungicidal composition for agricultural use

Country Status (1)

Country Link
JP (1) JPS58134004A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5116825A (en) * 1989-05-29 1992-05-26 Roquette Freres Phytosanitary composition, its process for preparation and its use for treating cryptogamic diseases
EP0621287A1 (en) * 1993-04-23 1994-10-26 Roche Diagnostics GmbH Cyclodextrin-biocide complex
AT359U1 (en) * 1994-11-28 1995-09-25 Kwizda Fa F Johann NEW COMPLEXES OF CONAZOLE FUNGICIDES AND CYCLODEXTRINES

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5116825A (en) * 1989-05-29 1992-05-26 Roquette Freres Phytosanitary composition, its process for preparation and its use for treating cryptogamic diseases
AU631850B2 (en) * 1989-05-29 1992-12-10 Roquette Freres Phytosanitary composition, its process of preparation and its use for treating cryptogamic diseases
EP0621287A1 (en) * 1993-04-23 1994-10-26 Roche Diagnostics GmbH Cyclodextrin-biocide complex
AT359U1 (en) * 1994-11-28 1995-09-25 Kwizda Fa F Johann NEW COMPLEXES OF CONAZOLE FUNGICIDES AND CYCLODEXTRINES

Also Published As

Publication number Publication date
JPH0121803B2 (en) 1989-04-24

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