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JPS5944282B2 - Low pollution spreading agent - Google Patents
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JPS5944282B2 - Low pollution spreading agent - Google Patents

Low pollution spreading agent

Info

Publication number
JPS5944282B2
JPS5944282B2 JP6778776A JP6778776A JPS5944282B2 JP S5944282 B2 JPS5944282 B2 JP S5944282B2 JP 6778776 A JP6778776 A JP 6778776A JP 6778776 A JP6778776 A JP 6778776A JP S5944282 B2 JPS5944282 B2 JP S5944282B2
Authority
JP
Japan
Prior art keywords
spreading agent
parts
phosphoric acid
alcohol
acid ester
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.)
Expired
Application number
JP6778776A
Other languages
Japanese (ja)
Other versions
JPS52151729A (en
Inventor
喜寿 浦上
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.)
TOHO KAGAKU KOGYO KK
Original Assignee
TOHO KAGAKU KOGYO 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 TOHO KAGAKU KOGYO KK filed Critical TOHO KAGAKU KOGYO KK
Priority to JP6778776A priority Critical patent/JPS5944282B2/en
Publication of JPS52151729A publication Critical patent/JPS52151729A/en
Publication of JPS5944282B2 publication Critical patent/JPS5944282B2/en
Expired legal-status Critical Current

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Description

【発明の詳細な説明】 本発明は低公害性即ち微生物による分解性が良好で環境
を汚染することがなく、且つ動植物に対する毒性が極め
て少い新規な展着剤組成物に関するものである。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel spreading agent composition that is low-pollution, that is, easily decomposed by microorganisms, does not pollute the environment, and has extremely low toxicity to animals and plants.

展着剤は農園芸において農薬の散布時に薬液と混合して
使用され、薬液を植物体や害虫の表面に均一に展着若し
くは内部に浸透せしめて薬効を増進させる働きをなす。
Spreading agents are used in agriculture and horticulture when being mixed with chemical solutions when spraying pesticides, and serve to enhance the medicinal efficacy by spreading the chemical solutions uniformly on the surfaces of plants and pests, or allowing them to penetrate inside.

展着剤はその必要とされる性能上、界面活性剤が主成分
として使用されており、現在市販されている展着剤のほ
とんどがアルキルアリルスルホネート或いはポリオキシ
エチにンアルキルアリルエーテルである。
Due to the required performance, a surfactant is used as a main component of the spreading agent, and most of the spreading agents currently on the market are alkylallyl sulfonates or polyoxyethylene alkylallyl ethers.

これはこれらの界面活性剤の有する物性、例えば表面張
力、浸透力、展着力等が優れていること及び農薬原体に
対する安定性、原体その他溶剤に対する相溶性等が優れ
ていることによる。
This is because these surfactants have excellent physical properties such as surface tension, penetrating power, and spreading power, as well as stability with respect to agricultural chemical ingredients and compatibility with the active ingredients and other solvents.

他方、化学物質の毒性や環境汚染の問題が重要視され、
種々の法律上の規制が行われているが、農薬においても
農薬取締法により農薬製剤の答録時においてその薬効、
薬害、毒性、残留性についての試験成績の記載が義務づ
けられており、今後は農薬の主剤にとどまらず、製剤中
に添加される助剤や展着剤等にもこれらの規制が及ぶも
のと推測される。
On the other hand, issues of chemical toxicity and environmental pollution are being emphasized.
Various legal regulations are in place for pesticides, and the Agricultural Chemicals Control Law requires that the medicinal efficacy,
Test results regarding drug damage, toxicity, and persistence are required to be recorded, and it is assumed that in the future these regulations will extend not only to the main ingredients of agricultural chemicals, but also to auxiliary agents and spreading agents added to formulations. be done.

現在展着剤として使用されている前述のアルキルアリル
スルホネートやポリオキシエチレンアルキルエーテルは
展着剤としての物性上は同等問題はないが、動植物に対
する毒性或いは環境汚染の要因となる残留性(いわゆる
生分解性)等に懸念がある。
The aforementioned alkylaryl sulfonates and polyoxyethylene alkyl ethers, which are currently used as spreading agents, do not have the same problems in terms of physical properties as spreading agents, but they have residual properties (so-called biochemical properties) that can be toxic to animals and plants or cause environmental pollution. There are concerns about degradability, etc.

一般に界面活性剤は物性の良好なものほど動物毒性や植
物に対する薬害性が強く現われる傾向が認められ、上述
のアルキルアリルスルホネートやポリオキシエチレンア
ルキルアリルエーテルについても例外ではない。
In general, it is recognized that surfactants with better physical properties tend to be more toxic to animals and toxic to plants, and the above-mentioned alkylaryl sulfonates and polyoxyethylene alkyl allyl ethers are no exception.

また、アルキルアリルスルホネートやポリオキジエチレ
ンアルキルアリルエーテルはその分岐鎖形のアルキル基
の構造上、或いはアリール基を有する構造上、微生物に
よる分解性は必ずしも良好とはいえない。
Furthermore, alkylaryl sulfonates and polyoxydiethylene alkyl allyl ethers are not necessarily easily decomposed by microorganisms due to the structure of their branched alkyl groups or structures having aryl groups.

本発明者は低公害性の展着剤を開発すべく種々検討の結
果本発明に到達したもので、本発明は4個以上の炭素原
子を有する直鎖アルコールのエチレンオキサイド付加物
のリン酸エステル塩(以下所定のリン酸エステル塩とい
う)を主成分とする展着剤に関するものである。
The present inventor has arrived at the present invention as a result of various studies to develop a low-pollution spreading agent. This invention relates to a spreading agent whose main component is a salt (hereinafter referred to as a predetermined phosphate ester salt).

所定のリン酸エステル塩は、直鎖アルコールを原料とし
た生分解性が良好ないわゆるソフトタイプの界面活性剤
であり、又、天然の燐脂質に類似したリン酸基を有して
いるため、これを主成分とした展着剤は動植物に対する
薬害性が極めて少く、且つ物性上においても従来品と同
等の性能を呈しうるものである。
The specified phosphoric acid ester salt is a so-called soft type surfactant with good biodegradability made from a straight chain alcohol, and also has a phosphoric acid group similar to natural phospholipids. A spreading agent containing this as a main ingredient has extremely little phytotoxicity to animals and plants, and can exhibit physical properties equivalent to conventional products.

一方、展着剤は農薬と混合して使用されるために農薬原
体に対する安定性が重要となるが、本発明の展着剤はリ
ン酸基の存在により、特に有機リン系の薬剤に対して優
れた安定効果を示す。
On the other hand, since the spreading agent is used in combination with agricultural chemicals, stability against the agricultural chemical substance is important, but the spreading agent of the present invention is particularly resistant to organic phosphorus-based drugs due to the presence of phosphoric acid groups. It shows excellent stabilizing effect.

所定のリン酸エステル塩は炭素数4以上の直鎖アルコー
ル、例エイコシルアルコール、ヘキシルアルコール、オ
クチルアルコール、ノニルアルコール、ラウリルアルコ
ール、ミリスチルアルコール、ステアリルアルコール、
エイコシルアルコール、セリルアルコール、クロチルア
ルコール、フロパルギルアルコール等1モルにエチレン
オキサイドを2〜30モル付加した非イオン界面活性剤
に五酸化リンや三塩化リン等を反応せしめ、水酸化ナト
リウム、水酸化カリウム、水酸化カルシウムの如きアル
カリ金属の水酸化物やアルキルアミン、アルカノールア
ミンの如きアミン類等の塩基性物質で中和することによ
り容易に得られる。
The predetermined phosphate ester salt is a straight chain alcohol having 4 or more carbon atoms, such as eicosyl alcohol, hexyl alcohol, octyl alcohol, nonyl alcohol, lauryl alcohol, myristyl alcohol, stearyl alcohol,
A nonionic surfactant prepared by adding 2 to 30 moles of ethylene oxide to 1 mole of eicosyl alcohol, ceryl alcohol, crotyl alcohol, flopargyl alcohol, etc. is reacted with phosphorus pentoxide, phosphorus trichloride, etc., and sodium hydroxide, It can be easily obtained by neutralization with basic substances such as alkali metal hydroxides such as potassium hydroxide and calcium hydroxide, and amines such as alkylamines and alkanolamines.

炭素数4以下のアルコールを原料とすると表面張力や浸
透力に欠けた活性剤が出来るし、また分岐鎖形のアルキ
ル又はアルケニル基並びにアリール基を有するアルコー
ルは生分解性に欠は好ましくない。
If an alcohol having 4 or less carbon atoms is used as a raw material, an active agent lacking in surface tension and penetrating power will be produced, and alcohols having a branched alkyl or alkenyl group or an aryl group are undesirable due to their lack of biodegradability.

中和する塩基性物質も水酸化バリウム、水酸化アルミニ
ウム、水酸化マグネシウム等は活性剤が水に不溶性とな
るので好ましくない。
As for basic substances to be neutralized, barium hydroxide, aluminum hydroxide, magnesium hydroxide, etc. are not preferred because the activator becomes insoluble in water.

本発明に用いる所定のリン酸エステル塩としては、下記
の一般式〔A〕で表わされるモノエステル塩又は(B)
で表わされるジエステル塩若しくは両者の混合物が特に
好ましい。
The predetermined phosphoric acid ester salt used in the present invention is a monoester salt represented by the following general formula [A] or (B)
Particularly preferred are diester salts represented by or a mixture of the two.

(但し、各々の式中、Rは炭素数4〜18の直鎖アルキ
ル基又はアルケニル基、MはNa、K。
(However, in each formula, R is a straight-chain alkyl group or alkenyl group having 4 to 18 carbon atoms, and M is Na or K.

Ca又は(CH2CH20H)3N及びnは2〜30の
正数を示す) 本展着剤中、所定のリン酸エステル塩は35〜60重量
%の範囲で配合し使用されるが、この際他の低公害性な
活性剤、例えばジオクチルスルホサクシネートや樹脂脂
肪酸を原料とする活性剤を併用することによって、展着
剤の浸透効果、固着効果を更に向上させることも可能で
ある。
(Ca or (CH2CH20H)3N and n are positive numbers from 2 to 30) In this spreading agent, the specified phosphate ester salt is mixed and used in a range of 35 to 60% by weight, but in this case, other It is also possible to further improve the penetration effect and fixing effect of the spreading agent by using a low-pollution activator such as dioctyl sulfosuccinate or an activator made from a resin fatty acid as a raw material.

以下に本発明に係る展着剤の処方例とこの処方に基づ〈
実施例を市販展着剤との比較において説明する。
Below is an example of the formulation of the spreading agent according to the present invention and based on this formulation.
Examples will be explained in comparison with commercially available spreading agents.

処方例及び実施例中、部及び%はそれぞれ重量部及び重
量%を示す。
In the formulation examples and examples, parts and % indicate parts by weight and % by weight, respectively.

処方例 I C6〜1o直鎖アルコールにエチレンオキサイドを4モ
ル付加した化合物のリン酸エステルナトリウム塩40部
、メタノール15部及び水45部より成る展着剤 処方例 2 ラウリルアルコールにエチレンオキサイドを9モル付加
した化合物のリン酸エステルのナトリウム塩40部、メ
タノール15部及び水45部より成る展着剤 処方例 3 C14直鎖アルコールにエチレンオキサイドを6モル付
加した化合物のリン酸エステルのトリエタノールアミン
塩50部及び水50部より成る展着剤 処方例 4 ステアリルアルコールにエチレンオキサイドを12モル
付加した化合物のリン酸エステルのカリウム塩45部、
メタノール15部及び水40部より成る展着剤 処方例 5 C6〜2o直鎖アルコールにエチレンオキサイドを4モ
ル付加した化合物のリン酸エステルのナトリウム塩37
部、ジオクチルスルホサクシネート(Na塩)3部、メ
タノール15部及び水45剖より成る展着剤 市販品 1 ノニルフェノールにエチレンオキサイドを8モル付加し
た化合物40部、メタノール15部及び水45部より成
る展着剤 一市販品 2 ドデシルベンゼンスルホン酸ナトリウム塩40部、メタ
ノール15部及び水45部より成る展着剤 実施例 1 処方例1〜5及び市販品1〜2のそれぞれにつき、表面
張力及び浸透力を測定し第1表に示す。
Formulation Example I Spreading agent consisting of 40 parts of phosphate ester sodium salt of a compound obtained by adding 4 moles of ethylene oxide to C6-1o linear alcohol, 15 parts of methanol, and 45 parts of water Prescription Example 2 9 moles of ethylene oxide to lauryl alcohol Spreading agent formulation example consisting of 40 parts of sodium salt of phosphoric acid ester of added compound, 15 parts of methanol and 45 parts of water 3 Triethanolamine salt of phosphoric acid ester of compound obtained by adding 6 moles of ethylene oxide to C14 linear alcohol Spreading agent formulation example consisting of 50 parts and 50 parts of water 4 45 parts of potassium salt of phosphoric acid ester of a compound obtained by adding 12 moles of ethylene oxide to stearyl alcohol,
Spreading agent formulation example consisting of 15 parts of methanol and 40 parts of water 5 Sodium salt of phosphoric acid ester of a compound obtained by adding 4 moles of ethylene oxide to a C6-2o linear alcohol 37
A commercially available spreading agent consisting of 3 parts of dioctyl sulfosuccinate (Na salt), 15 parts of methanol, and 45 parts of water. 1. A commercially available product consisting of 40 parts of a compound obtained by adding 8 moles of ethylene oxide to nonylphenol, 15 parts of methanol, and 45 parts of water. Spreading agent 1 Commercial product 2 Spreading agent consisting of 40 parts of sodium dodecylbenzenesulfonic acid salt, 15 parts of methanol, and 45 parts of water Example 1 Surface tension and penetration were determined for each of Formulation Examples 1 to 5 and Commercial Products 1 to 2. The forces were measured and shown in Table 1.

尚、表面張力はデュヌイ氏表面張力計並びに浸透力はフ
ェルト沈降(強制沈降)法で測定した。
Incidentally, the surface tension was measured by Dunouy's surface tension meter, and the penetrating force was measured by the felt sedimentation (forced sedimentation) method.

本発明の展着剤は表面張力については市販品とはマ同等
の値を示し、浸透力はジオクチルスルホサクシネートの
混合(処方例5)により同等の値となる。
The spreading agent of the present invention exhibits a value equivalent to that of a commercially available product in terms of surface tension, and its penetrating power becomes equivalent to that of a commercially available product by mixing with dioctyl sulfosuccinate (formulation example 5).

実施例 2 幼植物に及ぼす影響を調べるため、処方例1〜5及び市
販品1〜2それぞれを各種濃度で散布し、3日後の結果
を肉眼判定した。
Example 2 In order to examine the effects on seedlings, Prescription Examples 1 to 5 and Commercial Products 1 to 2 were sprayed at various concentrations, and the results after 3 days were visually determined.

供試植物はいずれも第1本葉展開時のものである。All test plants were at the time of first true leaf development.

その結果を第2表に示す。The results are shown in Table 2.

本発明の展着剤は市販品と比較して明らかに幼植物に対
する薬害作用が少い。
The spreading agent of the present invention clearly has less phytotoxic effect on young plants than commercially available products.

実施例 3 処方例1〜5及び市販品1〜2のヒメダカに対する急性
毒性をJIS−に−0102(魚類による急性毒性試験
)に準じて測定した結果を第3表並びに処方例1〜5及
び市販品1〜2それぞれの主成分のラット急性径口毒性
を測定した結果を第4表に示す。
Example 3 The acute toxicity of Prescription Examples 1 to 5 and commercially available products 1 to 2 to the Japanese medaka was measured according to JIS-0102 (acute toxicity test using fish), and the results are shown in Table 3. Table 4 shows the results of measuring the rat acute oral toxicity of the main components of each of Products 1 and 2.

本発明の展着剤は市販品と比較してヒメダカに対する急
性毒性は明らかに低く、ラット急性径口毒性についても
市販品とはゾ゛同程度もしくはそれ以上に低い。
The spreading agent of the present invention has clearly lower acute toxicity to medaka fish than commercially available products, and its acute oral toxicity to rats is also as low as or even lower than commercially available products.

実施例 4 処方例1〜5及び市販品1〜2それぞれの主成分の微生
物分解性を、下記の試験方法によって測定した。
Example 4 The microbial degradability of the main components of Formulation Examples 1 to 5 and Commercial Products 1 to 2 was measured by the following test method.

その結果を第5表に示す。微生物分解度試験方法 ・BOD5/TOD法;5日後の酸素消費量から求める
方法 ・TOC法:8日後のTOC(全有機炭素)の残留量か
ら求める方法 生分解度試験はJIS−に− 3363に準じて行う。
The results are shown in Table 5. Microbial decomposition test method - BOD5/TOD method: method determined from oxygen consumption after 5 days - TOC method: method determined from the residual amount of TOC (total organic carbon) after 8 days Biodegradation test is based on JIS-3363 Follow the same procedure.

・コバルトチオシアネート法;JIS−に−3363に
よる常法(8日後) 本発明の展着剤は市販品よりも生分解性が極めて良好と
いえる。
- Cobalt thiocyanate method; conventional method according to JIS-3363 (after 8 days) The spreading agent of the present invention can be said to have extremely better biodegradability than commercially available products.

但し、市販品1についてもコバルトチオシアネート法に
よるいわゆる第一次の生分解、即ち環境に受は入れられ
る程度までの生分解性は良好であった。
However, commercially available product 1 also had good so-called primary biodegradation by the cobalt thiocyanate method, that is, biodegradability to the extent that it could be accepted in the environment.

Claims (1)

【特許請求の範囲】 14個以上の炭素原子を有する直鎖アルコールのエチレ
ンオキサイド付加物のリン酸エステル塩(以下所定のリ
ン酸エステル塩という)を主成分とする低公害性展着剤
。 2 所定のリン酸エステル塩が、一般式囚又はCB、l
で表わされる化合物若しくは両者の混合物であることを
特徴とする特許請求の範囲第1項記載の低公害性展着剤
。 (但し、各々の式中、Rは炭素数4〜18の直鎖アルキ
ル基又はアルケニル基、MはNa、K。 Ca又は(CH2CH20H)3N及びnは2〜30の
正数を示す) 3 浸透性補助剤としてジオクチルスルホサクシネート
を配合する特許請求の範囲第1項記載の低公害性展着剤
[Scope of Claims] A low-pollution spreading agent whose main component is a phosphoric acid ester salt of an ethylene oxide adduct of a linear alcohol having 14 or more carbon atoms (hereinafter referred to as a specified phosphoric acid ester salt). 2. If the specified phosphoric acid ester salt is a general formula or CB,
The low-pollution spreading agent according to claim 1, which is a compound represented by: or a mixture of the two. (However, in each formula, R is a linear alkyl group or alkenyl group having 4 to 18 carbon atoms, M is Na, K. Ca or (CH2CH20H)3N, and n is a positive number of 2 to 30.) 3 Penetration The low-pollution spreading agent according to claim 1, which contains dioctyl sulfosuccinate as a sex aid.
JP6778776A 1976-06-11 1976-06-11 Low pollution spreading agent Expired JPS5944282B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP6778776A JPS5944282B2 (en) 1976-06-11 1976-06-11 Low pollution spreading agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6778776A JPS5944282B2 (en) 1976-06-11 1976-06-11 Low pollution spreading agent

Publications (2)

Publication Number Publication Date
JPS52151729A JPS52151729A (en) 1977-12-16
JPS5944282B2 true JPS5944282B2 (en) 1984-10-29

Family

ID=13355005

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6778776A Expired JPS5944282B2 (en) 1976-06-11 1976-06-11 Low pollution spreading agent

Country Status (1)

Country Link
JP (1) JPS5944282B2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57196787A (en) * 1981-05-23 1982-12-02 Toho Chem Ind Co Ltd Spreading composition for liquid fertilizer
JPS60224606A (en) * 1984-04-23 1985-11-09 Kao Corp Effect enhancer for insecticide
TW432733B (en) * 1997-10-02 2001-05-01 Basf Ag Esters as solvents in electrolyte systems for Li-ion storage cells

Also Published As

Publication number Publication date
JPS52151729A (en) 1977-12-16

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