JPS6191106A - Plant growth regulator for potatoes - Google Patents

Plant growth regulator for potatoes

Info

Publication number
JPS6191106A
JPS6191106A JP21282684A JP21282684A JPS6191106A JP S6191106 A JPS6191106 A JP S6191106A JP 21282684 A JP21282684 A JP 21282684A JP 21282684 A JP21282684 A JP 21282684A JP S6191106 A JPS6191106 A JP S6191106A
Authority
JP
Japan
Prior art keywords
allylglycine
formula
potatoes
growth regulator
plant growth
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.)
Pending
Application number
JP21282684A
Other languages
Japanese (ja)
Inventor
Akinori Suzuki
鈴木 昭憲
Jiyoubai Gen
玄 丞培
Ichiro Nagai
一郎 永井
Hiroyuki Yasaka
家坂 博幸
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.)
Mitsubishi Gas Chemical Co Inc
Original Assignee
Mitsubishi Gas Chemical Co Inc
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 Mitsubishi Gas Chemical Co Inc filed Critical Mitsubishi Gas Chemical Co Inc
Priority to JP21282684A priority Critical patent/JPS6191106A/en
Priority to AU48164/85A priority patent/AU556638B2/en
Priority to EP85112750A priority patent/EP0181494A1/en
Priority to BR8505070A priority patent/BR8505070A/en
Priority to CN198585108347A priority patent/CN85108347A/en
Publication of JPS6191106A publication Critical patent/JPS6191106A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:The titled plant growth regulator for potato, etc., capable of carrying out efficiently photosynthesis of plant, and showing increasing effects on yield of potatoes by application, containing a specific compound as an active ingredient. CONSTITUTION:A plant growth regulator containing one or more of a compound shown by the formula I (R<1> is H, CH3, C2H5, formula II, or formula III; R<2> is H, CH3, CH2=CH, or formula IV; X is CN, COOH, COOCH3, COOC2H5, or CONH2), preferably N-allylglycine, vinylglycine, and its salt, etc. The compound shown by the formula I, for example, is obtained by adding cooled allylamine to dehydrated ether, adding bromoacetic acid ethyl ester to it to give N-allylglycine ethyl ester. It is dropped in KOH in ethanol at room temperature to give N-allylglycine K salt. It is prepared into formulation such as powder, aqueous suspension, etc., and its aqueous solution is applied to vegetative parts of potatoes before or after flowering.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は新規なイモ類の生長調節剤に関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a novel tuber growth regulator.

更に詳しくは、 一般式がR’ −N H−CH−X ■ (ただし式中R1はIt、C11+、Czlls、C1
1:+C1l・CIICIIZ。
More specifically, the general formula is R' -NH-CH-X (wherein R1 is It, C11+, Czlls, C1
1:+C1l・CIICIIZ.

またはCl1z=CIIC)lz、 R2はII、CH
3,Ctlz=CH,またはC)lzcll=cll、
 XはCN、 C0OH,C00CHi、000C2H
5またはC0NI12をそれぞれ示す)で表される化合
物およびその塩からなる群から選ばれる少なくとも一種
または二種以上の化合物を含有することを特徴とするイ
モ類の生長調節剤に関する発明である。
or Cl1z=CIIC)lz, R2 is II, CH
3, Ctlz=CH, or C) lzcll=cll,
X is CN, C0OH, C00CHi, 000C2H
The present invention relates to a growth regulator for potatoes, characterized in that it contains at least one or two or more compounds selected from the group consisting of the compounds represented by the following formulas (representing 5 or C0NI12) and salts thereof:

〔従来技術〕[Prior art]

従来、甘薯等のイモ類の生長調節剤としては塩化コリン
の希薄溶液に甘薯の苗を浸漬すると発根が著しく促進さ
れることが知られている。一方本発明者等は上記の一般
式で示される化合物が03植物に対して光合成作用を効
率的に行うことを見出して特許出願を行った。その後本
発明者等はイモ類について具体的な圃場試験を行った結
果、上記の化合物がイモ類に付いて増収効果があること
を見出して本発明を完成するに敗った。
Conventionally, it has been known that immersing sweet potato seedlings in a dilute solution of choline chloride as a growth regulator for sweet potatoes and other tubers significantly promotes rooting. On the other hand, the present inventors discovered that the compound represented by the above general formula efficiently performs photosynthetic action on 03 plants, and filed a patent application. After that, the present inventors conducted a specific field test on potatoes, and found that the above-mentioned compound attached to potatoes had a yield increasing effect, and they were unable to complete the present invention.

〔発明が解決しようとする問題点3 人類を始め、挿々の動物は植物が生産した様々な有機物
を食糧として生存している。植物は葉の中にある葉緑体
において、太陽の光エネルギーを利用して空気中の炭酸
ガスと土壌中からの水からtJ!類を作っている。この
工程は光合成または炭酸同化作用と呼ばれている。
[Problem to be solved by the invention 3 Humans and other animals survive by using various organic substances produced by plants as food. Plants use sunlight energy in the chloroplasts in their leaves to extract tJ! from carbon dioxide in the air and water from the soil. I am making a kind. This process is called photosynthesis or carbon dioxide assimilation.

光合成によって作られた糖類は葉脈や篩管を通って植物
体の各所に運ばれて、炭水化物、蛋白質または脂肪等の
複雑な有機物に変化する。そしてこれらの有機物は植物
体の組織の維持や呼吸など植物体自身の生命維持に利用
されるとともに、種子、果実、茎、または根等に貯蔵さ
れる。人類はこの植物の貯蔵部分を如何にして増加する
かに付いて営々と研究努力を重ねて来た。例えば品種改
良に依って収穫指数を高めることが行われている。
Sugars produced through photosynthesis are transported to various parts of the plant through leaf veins and phloem tubes, where they are transformed into complex organic substances such as carbohydrates, proteins, and fats. These organic substances are used for the maintenance of the plant's own life such as maintenance of plant tissues and respiration, and are stored in seeds, fruits, stems, roots, etc. Humankind has made extensive research efforts into how to increase the storage capacity of plants. For example, efforts are being made to increase the yield index through breeding.

本発明者等は薬剤により光合成そのものを効率的に行う
事に依って、作物の収量を向上させる方法について長年
にわたり研究を行って来た。その結果、先に示した一般
式で示される化合物の少なくとも一種または二種以上の
化合物が植物の光合成を効率的に行う事が出来る事を発
見し、更にイモ類について具体的な圃場試験を行った結
果、上記の化合物がイモ類に付いて増収効果があること
を見出して本発明を完成するに至った。
The present inventors have been conducting research for many years on methods for improving crop yields by efficiently performing photosynthesis itself using drugs. As a result, we discovered that at least one or more compounds represented by the general formula shown above can efficiently carry out photosynthesis in plants, and we also conducted specific field tests on potatoes. As a result, the present invention was completed by discovering that the above-mentioned compound is effective in increasing the yield of potatoes.

〔問題を解決するための手段〕[Means to solve the problem]

本発明に於いて有効成分である一般式で示される化合物
としては、例えばR’、R”、またはXとして次の様な
置換基で示される化合物を挙げることが出来る。
Examples of the compound represented by the general formula that is an active ingredient in the present invention include compounds represented by the following substituents as R', R'', or X.

R’       R”     X Cl1□= C11CII□     )I     
CNC1h==CIICIh      HC00Cd
lsC1lz−CIICII□     11    
C00KCIl□= CII CII□    CIl
、    CNCl1z−CIICII□    C1
13C00C2H5CIl□=Cl1CII z   
  CH3COOにC1h;CHCHz     CL
   C0NH2C2II S           
     l夏        CN、   C113
C1l=CIIC1h     HC00C2H5CI
I x CII = CII CII □      
  II         CNIf       C
Hz=CHC00HIf      C113C)l=
cHC00I+これらの化合物のなかで好ましい化合物
はN−アリルグリシンまたはビニルグリシン等であり、
特に好ましい化合物はN−アリルグリシンである。
R'R''X Cl1□= C11CII□ )I
CNC1h==CIICIh HC00Cd
lsC1lz-CIICII□ 11
C00KCIl□= CII CII□ CIl
, CNCl1z-CIICII□ C1
13C00C2H5CIl□=Cl1CIIz
C1h to CH3COO; CHCHz CL
C0NH2C2II S
l Summer CN, C113
C1l=CIIC1h HC00C2H5CI
I x CII = CII CII □
II CNIf C
Hz=CHC00HIf C113C)l=
cHC00I+ Among these compounds, preferred compounds are N-allylglycine or vinylglycine, etc.
A particularly preferred compound is N-allylglycine.

N−アリルグリシンまたはその塩およびその低級アルコ
ールとしては例えば次の様な化合物を示すことが出来る
Examples of N-allylglycine or its salt and its lower alcohol include the following compounds.

(1)N−アリルグリシン、 (2)N−了りルグリシン塩酸塩、 (3)N−アリルグリシンナトリウム塩、(4)N−ア
リルグリシンカワウ11塩、(5)N−アリルグリシン
コリン塩、 (6)N−アリルグリシンエチルエステル、有効成分で
あるこれらの化合物は例えば次の様な方法で製造するこ
とが可能である。
(1) N-allylglycine, (2) N-allylglycine hydrochloride, (3) N-allylglycine sodium salt, (4) N-allylglycine 11 salt, (5) N-allylglycine choline salt, (6) N-allylglycine ethyl ester and these compounds as active ingredients can be produced, for example, by the following method.

製造例1゜ N−アリルグリシンエチルエステルの合成27!の3つ
ロフラスコにメカニカルスターラー、冷却管、滴下ロー
トおよび熱電対を装着し、これに充分に脱水したエーテ
ル(700ml)を加えて氷冷した、尚、系内は窒素雰
囲気とした。系内が充分に冷却したらアリルアミン(1
66g、2.9モル)を加えて暫く攪拌を続けた。次い
で滴下ロートよりブロモ酢酸エチルエステル(230g
 、1.4モル)ヲゆっくり添加した。反応は発熱反応
であり、滴下が速いとエーテルが激しく還流するので注
意を要する。滴下途中で白いスラリーが生成してくる。
Production Example 1゜Synthesis of N-allylglycine ethyl ester 27! A mechanical stirrer, a cooling tube, a dropping funnel, and a thermocouple were attached to a three-bottle flask, and sufficiently dehydrated ether (700 ml) was added thereto and ice-cooled, and the system was kept in a nitrogen atmosphere. When the inside of the system has cooled down sufficiently, allylamine (1
66 g, 2.9 mol) was added and stirring was continued for a while. Next, bromoacetic acid ethyl ester (230 g
, 1.4 mol) was added slowly. The reaction is exothermic, and if the dropwise addition is rapid, the ether will reflux violently, so care must be taken. A white slurry will be generated during the dripping process.

滴下が終了したら温度を保持して3hr攪拌した。After the dropwise addition was completed, the temperature was maintained and the mixture was stirred for 3 hours.

反応が終わった時点でスラリーをろ濾別して溶媒を除き
、減圧蒸留によりN−アリルグリシンエチルエステル1
5g(収率80χ)を得た。この物の沸点は79〜80
℃(14〜15mmHg)であった。
At the end of the reaction, the slurry was filtered to remove the solvent, and N-allylglycine ethyl ester 1 was distilled under reduced pressure.
5g (yield: 80x) was obtained. The boiling point of this substance is 79-80
℃ (14-15 mmHg).

製造例2゜ N−アリルグリシンカリウム塩の合成 3Ilのセパラブルフラスコにエタノール500m l
をとり、これに水酸化カリウム62g(1,15モル)
を加え完全に溶解した。KO)lを溶解したのち滴下ロ
ートに依りN−アリルグリシンエチルエステル1651
7 (1,15モル)を室温下で滴下した。滴下途中で
白色のスラリーが生成する、滴下終了後1時間リフラン
クスして生成したスラリーを完全に溶解した。−夜装置
すると白色の固体が生成したので、これを吸引濾過し、
得られた結晶をエタノールで充分洗浄後、減圧で乾燥し
て白色の結晶150gを得た、収率は80χであった。
Production Example 2゜Synthesis of N-allylglycine potassium salt 500ml of ethanol was placed in a 3I separable flask.
and add 62 g (1.15 mol) of potassium hydroxide to it.
was added and completely dissolved. After dissolving KO)l, add N-allylglycine ethyl ester 1651 using a dropping funnel.
7 (1.15 mol) was added dropwise at room temperature. A white slurry was produced during the dropwise addition. After the completion of the dropwise addition, the slurry was refluxed for 1 hour to completely dissolve the produced slurry. - When the device was used at night, a white solid was produced, which was filtered with suction.
The obtained crystals were thoroughly washed with ethanol and then dried under reduced pressure to obtain 150 g of white crystals, with a yield of 80x.

本発明剤は有効成分を例えば粉末、水性または油性感@
液の様な通常の剤形に製剤して使用する。
The active ingredient of the present invention may be powder, aqueous or oily.
It is formulated and used in a conventional dosage form such as a liquid.

以下に本発明剤の製剤例を示す。Examples of formulations of the agent of the present invention are shown below.

製剤例。Formulation example.

N−了りルグリシンに塩50gを約100m1の純水に
溶解し、これに濃塩酸を加えてPHを7.0に調整した
。次に界面活性剤としてポリオキシエチレンオレイルエ
ーテル10g、ラウリル硫酸トリエタノールアミンLo
gを加え、更に純水を加えて全体を250gとし、N−
アリルグリシンに塩として20%が含まれる製剤を得た
。これは通常100〜400倍に希釈して使用される。
50 g of the salt N-glycine was dissolved in about 100 ml of pure water, and concentrated hydrochloric acid was added thereto to adjust the pH to 7.0. Next, as a surfactant, 10 g of polyoxyethylene oleyl ether, lauryl sulfate triethanolamine Lo
g, add pure water to make a total of 250 g, and add N-
A formulation containing 20% allylglycine as salt was obtained. This is usually used after being diluted 100 to 400 times.

以上の様にして得られる本発明剤の使用量はイモ類の種
類、成育ステージ、使用方法または使用時期等により異
なるが、−C的には甘苦の場合は苗移植後1〜2月後に
茎葉部に水溶液を散布する。
The amount of the agent of the present invention obtained as described above varies depending on the type of tuber, growth stage, method of use, time of use, etc., but if it is sweet-bitter in terms of -C, the foliage should be used 1 to 2 months after transplanting the seedlings. Spray the aqueous solution on the area.

馬鈴薯の場合は開花前後の馬鈴薯の茎葉部に水溶液で+
IS1.布する。この場合の使用量は有効成分としてl
ha当たり0.05〜4kgであり好ましくは0.1〜
2kgを水溶液として散布する。
For potatoes, apply an aqueous solution to the stems and leaves of the potato before and after flowering.
IS1. to clothe In this case, the amount used is l as the active ingredient.
0.05 to 4 kg per ha, preferably 0.1 to 4 kg
Spray 2 kg as an aqueous solution.

また本発明剤は液肥、殺虫剤、殺菌剤と混合して使用す
ることも可能である。なお薬剤が作物に付着して浸透し
易い様にするために界面活性剤を添加した水溶液を散布
することは好ましいことである。
The agent of the present invention can also be used in combination with liquid fertilizer, insecticide, and fungicide. It is preferable to spray an aqueous solution containing a surfactant in order to make it easier for the chemicals to adhere to and penetrate the crops.

なお本発明剤を用いてコムギのプロロブラストを使用し
た光合成量の確認を行った結果、10〜20mMのアリ
ルグリシンを処理することに依って光合成量が20〜3
0%増加することが確認された。
In addition, as a result of confirming the amount of photosynthesis using proloblasts of wheat using the agent of the present invention, it was found that the amount of photosynthesis increased by 20-3% by treatment with 10-20mM allylglycine.
It was confirmed that the increase was 0%.

〔実施例〕〔Example〕

次に試験例により本発明を更に詳しく説明する。 Next, the present invention will be explained in more detail using test examples.

試験例1゜ 圃場に植付は後2月間成育した開花最盛期の馬鈴薯(ワ
セシロ)に界面活性剤を加えた各濃度の本発明剤をlh
a当たり2000 #の割合で散布した。
Test Example 1゜ Potatoes (Waseshiro) at the peak of flowering, which had grown for two months after being planted in the field, were treated with various concentrations of the present invention agent in which a surfactant was added.
It was sprayed at a rate of 2000 #/a.

散布1.5月ごに収穫し、薯の重量及び20g以上の重
量の薯の個数を測定した。試験結果を第1表に示した。
The seeds were harvested every 1.5 months after spraying, and the weight of the potatoes and the number of potatoes weighing 20 g or more were measured. The test results are shown in Table 1.

第    1    表 試験例2゜ 圃場に植付は後1月間成育した甘苦(コガネセンガン)
に界面活性剤を加えた各濃度の本発明剤をha当たり1
0001の割合で散布した。散布2月後に甘苦を収穫し
、30g以上のものの重量を測定した。第2表に試験結
果を示す。
Table 1 Test Example 2゜Sweet and bitter (Japanese sardines) were planted in the field and grew for one month.
1 per ha of the present invention agent at each concentration with a surfactant added to
It was sprayed at a rate of 0.0001. Two months after the spraying, sweet and bitter plants were harvested, and the weight of 30 g or more was measured. Table 2 shows the test results.

第    2    表Table 2

Claims (1)

【特許請求の範囲】 一般式が▲数式、化学式、表等があります▼ (ただし式中、R^1はH、CH_3、C_2H_5、
CH_3CH=CHCH_2、またはCH_2=CHC
H_2、R^2はH、CH_3、CH_2=CH、また
はCH_3CH=CH、XはCN、COOH、COOC
H_3、COOC_2H_5またはCONH_2をそれ
ぞれ示す)で表される化合物およびその塩からなる群か
ら選ばれる少なくとも一種または二種以上の化合物を含
有することを特徴とするイモ類の生長調節剤
[Claims] The general formula includes ▲ mathematical formulas, chemical formulas, tables, etc. ▼ (However, in the formula, R^1 is H, CH_3, C_2H_5,
CH_3CH=CHCH_2, or CH_2=CHC
H_2, R^2 is H, CH_3, CH_2=CH, or CH_3CH=CH, X is CN, COOH, COOC
A growth regulator for potatoes characterized by containing at least one or two or more compounds selected from the group consisting of compounds represented by H_3, COOC_2H_5 or CONH_2) and salts thereof
JP21282684A 1984-10-11 1984-10-11 Plant growth regulator for potatoes Pending JPS6191106A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP21282684A JPS6191106A (en) 1984-10-11 1984-10-11 Plant growth regulator for potatoes
AU48164/85A AU556638B2 (en) 1984-10-11 1985-10-01 Glycine derivatives as plant growth regulation agents
EP85112750A EP0181494A1 (en) 1984-10-11 1985-10-08 Plant growth regulation agent
BR8505070A BR8505070A (en) 1984-10-11 1985-10-11 REGULATORY COMPOSITION OF PLANT GROWTH AND PROCESSES TO INCREASE PRODUCTION AND FACILITATE THE ROOTING OF A PLANT
CN198585108347A CN85108347A (en) 1984-10-11 1985-10-11 Plant growth regulator

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP21282684A JPS6191106A (en) 1984-10-11 1984-10-11 Plant growth regulator for potatoes

Publications (1)

Publication Number Publication Date
JPS6191106A true JPS6191106A (en) 1986-05-09

Family

ID=16628996

Family Applications (1)

Application Number Title Priority Date Filing Date
JP21282684A Pending JPS6191106A (en) 1984-10-11 1984-10-11 Plant growth regulator for potatoes

Country Status (1)

Country Link
JP (1) JPS6191106A (en)

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