JPS5836032B2 - 100% off - Google Patents

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Publication number
JPS5836032B2
JPS5836032B2 JP3309173A JP3309173A JPS5836032B2 JP S5836032 B2 JPS5836032 B2 JP S5836032B2 JP 3309173 A JP3309173 A JP 3309173A JP 3309173 A JP3309173 A JP 3309173A JP S5836032 B2 JPS5836032 B2 JP S5836032B2
Authority
JP
Japan
Prior art keywords
evaporation
carbon atoms
water
alcohol
linear saturated
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
JP3309173A
Other languages
Japanese (ja)
Other versions
JPS49121788A (en
Inventor
良直 清水
宣夫 大島
勝持 町田
清成 福田
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.)
TOHOKU CHIBA KAGAKU KOGYO KK
Original Assignee
TOHOKU CHIBA 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 TOHOKU CHIBA KAGAKU KOGYO KK filed Critical TOHOKU CHIBA KAGAKU KOGYO KK
Priority to JP3309173A priority Critical patent/JPS5836032B2/en
Publication of JPS49121788A publication Critical patent/JPS49121788A/ja
Publication of JPS5836032B2 publication Critical patent/JPS5836032B2/en
Expired legal-status Critical Current

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  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

【発明の詳細な説明】 本発明は脂肪族アルコールもしくはそのエチレンオキサ
イド低付加反応生成物に対して長鎖ビニル重合体を混合
させることを特徴とする水の蒸発抑制剤に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a water evaporation inhibitor characterized by mixing a long chain vinyl polymer with an aliphatic alcohol or its ethylene oxide low addition reaction product.

従来知られている水の蒸発抑制剤は直鎖脂肪族アルコー
ルもしくはそのエチレンオキサイドあるいはプロピレン
オキサイド低付加物、パラフィン系炭化水素等の物質を
有効成分とするものであって、多くは各種界面活性剤も
しくは保護コロイド剤を補助剤として加え乳化液として
使用されている。
Conventionally known water evaporation inhibitors contain substances such as linear aliphatic alcohols, their ethylene oxide or propylene oxide low adducts, and paraffinic hydrocarbons as active ingredients, and many contain various surfactants. Alternatively, it is used as an emulsion by adding a protective colloid as an auxiliary agent.

本発明者等は公知の蒸発抑制剤とは別個に研究して本発
明に到達したものである。
The present inventors conducted research separately from known evaporation inhibitors and arrived at the present invention.

本発明は炭素数12〜l8の直鎖飽和脂肪族アルコール
もしくは炭素数16〜22の直鎖飽和脂肪族アルコール
にエチレンオキサイドを3モル以下付加結合させたエー
テル結合体に対し次の一般式に示す長鎖ビニル重合体を
1/20〜1/2の割合で混合させたものを有効成分と
することを特徴とする水の蒸発抑制剤に関する。
The present invention is directed to an ether bond in which not more than 3 moles of ethylene oxide is added to a linear saturated aliphatic alcohol having 12 to 18 carbon atoms or a linear saturated aliphatic alcohol having 16 to 22 carbon atoms, as shown in the following general formula. The present invention relates to a water evaporation inhibitor characterized in that the active ingredient is a long-chain vinyl polymer mixed at a ratio of 1/20 to 1/2.

一般式 ただし式中Rは炭素数11〜21の直鎖飽和炭化水素基
、R′は炭素数12〜22の直鎖飽和炭化水素基および
nは120〜480を示す。
In the general formula, R represents a straight chain saturated hydrocarbon group having 11 to 21 carbon atoms, R' represents a straight chain saturated hydrocarbon group having 12 to 22 carbon atoms, and n represents 120 to 480.

本発明において用いる炭素数12〜18の直鎖飽和脂肪
族アルコールはラウリルアルコール、ミリスチルアルコ
ール、セチルアルコール、ステアリルアルコールなどの
単体または混合体である。
The linear saturated aliphatic alcohol having 12 to 18 carbon atoms used in the present invention is a single substance or a mixture thereof, such as lauryl alcohol, myristyl alcohol, cetyl alcohol, and stearyl alcohol.

また炭素数16〜22の直鎖飽和脂肪族アルコールにエ
チレンオキサイドを3モル以下付加結合させたエーテル
結合体はモノー、ジーまたはトリーオキシエチレンセチ
ルアルコール、七ノー、ジーまたはトリーオキシエチレ
ンステアリルアルコール、七ノー、ジーまたはトリーオ
キシエチレンアイコサノール、モノー、ジーまたはトリ
ーオキシエチレンドコサノールなどの単体または混合体
できる。
In addition, ether bonds in which 3 moles or less of ethylene oxide are added to a straight chain saturated aliphatic alcohol having 16 to 22 carbon atoms are mono-, di- or trioxyethylenecetyl alcohol, 7-no, di- or trioxyethylene stearyl alcohol, No, di, or trioxyethylene icosanol, mono, di, or trioxyethylene docosanol, etc. may be used alone or as a mixture.

本発明において用いる長鎖ビニル重合体はポリラウリン
酸ビニル、ポリーミリステン酸ビニル、ポリーバルミチ
ン酸ビニル、ポリーステアリン酸ヒニル、ホリーアラキ
ン酸ビニル、ホリーベヘン酸ビニル、ポリーアクリル酸
ラウリル、ポリーアクリル酸ミリスチル、ポリーアクリ
ル酸セチル、ポリーアクリル酸ステアリル、ポリーアク
リル酸アイコシル、ポリーアクリル酸ドコシル、ポリー
メタアクリル酸ラウリル、ポリーメタアクリル酸ミリス
チル、ポリーメタアクリル酸セチル、ポリメタアクリル
酸ステアリル、ポリーメタアクリル酸アイコシル、ポリ
ーメタアクリル酸ドコシルなどの単体または混合体であ
る。
The long-chain vinyl polymers used in the present invention include polyvinyl laurate, polyvinyl myristate, polyvinyl balmitate, polyvinyl stearate, polyvinyl arachinate, polyvinyl behenate, polylauryl acrylate, polymyristyl acrylate, and polyacrylic. Cetyl acid, polystearyl acrylate, poly icosyl acrylate, poly docosyl acrylate, poly lauryl methacrylate, poly myristyl methacrylate, poly cetyl methacrylate, polystearyl methacrylate, poly icosyl methacrylate, polymethacrylate Single substance or mixture such as docosyl acrylate.

ただし、ポリーは平均重合度120〜480の重合体を
表わす。
However, poly represents a polymer having an average degree of polymerization of 120 to 480.

本発明の蒸発抑制剤を使用するにはあらかじめ混合した
有効或分を一旦溶融して均一になるまで混ぜ合せた後、
冷却粉砕して微粉体としそのまま水面に散布するか、ま
たは溶融混合したものを水に微粒乳化し噴霧して散布す
る方法がとられる。
To use the evaporation inhibitor of the present invention, first melt the pre-mixed effective amount and mix until homogeneous.
It can be cooled and pulverized to form a fine powder and then directly sprayed on the water surface, or it can be melted and mixed, emulsified into fine particles in water, and then sprayed and sprayed.

この際、機械的乳化法も可能であるが普通には炭素数1
6〜22の直鎖飽和脂肪酸のナトリウム又はカリウム塩
、炭素数16〜22の直鎖飽和脂肪族アルコール硫酸エ
ステルのナトリウム又はカリウム塩のような界面活性剤
とかカルボキシメチルセルローズやアルギン酸のナトリ
ウム又はカリウム塩のような保護コロイド剤を乳化の補
助剤として用いて適宜の濃度に稀釈して散布することが
できる。
At this time, mechanical emulsification is also possible, but usually emulsification with a carbon number of 1
Surfactants such as sodium or potassium salts of straight chain saturated fatty acids having 6 to 22 carbon atoms, sodium or potassium salts of straight chain saturated aliphatic alcohol sulfates having 16 to 22 carbon atoms, or sodium or potassium salts of carboxymethyl cellulose or alginic acid. A protective colloid agent such as the following can be used as an emulsification aid and diluted to an appropriate concentration before being sprayed.

本発明における水の蒸発抑制剤の使用量は水面に展開さ
れる薄膜の持久力を増す為に理論単分子膜形成量(1分
子の占有面積より算出した単分子膜形成に必要な有効成
分の量)の10〜100倍使用するのが適当である。
The amount of water evaporation inhibitor used in the present invention is determined based on the theoretical amount of monomolecular film formation (calculated from the area occupied by one molecule of the active ingredient necessary for forming a monomolecular film) in order to increase the durability of the thin film spread on the water surface. It is appropriate to use 10 to 100 times the amount).

本発明の水の蒸発抑制剤の性能について図面により説明
すれば、■例としてステアリルアルコール3.4部およ
びポリステアリン酸ビニル1.0部の混合体からなる本
発明の水の蒸発抑制剤の単分子膜の表面圧F、(表面圧
とは、清浄な水面と単分子膜の展開した水面に於ける表
面張力の差に相当し、単分子膜が更に広がろうとする二
次元的圧力である)および単分子膜中の分子占有面積A
との関係曲線(F−A曲線)において。
The performance of the water evaporation inhibitor of the present invention will be explained with reference to the drawings. Surface pressure of the molecular film F, (Surface pressure corresponds to the difference in surface tension between the clean water surface and the water surface where the monomolecular film has spread, and is the two-dimensional pressure that causes the monomolecular film to spread further. ) and the molecular occupied area A in the monolayer
In the relationship curve (FA curve).

本発明の蒸発抑制剤(c)はステアリルアルコール(a
)およびポリーステアリン酸ビニル(b)単独よりも圧
縮率の小さい崩壊圧の高いより密につまった凝縮膜とな
っている。
The evaporation inhibitor (c) of the present invention is stearyl alcohol (a
) and polyvinyl stearate (b) alone, resulting in a more densely packed condensed film with a lower compressibility and higher collapse pressure.

これは水の分子の透過を抑制する効果がより大きく、ま
た機械的に丈夫な膜になっていることを示すものであり
、混合による相乗効果のあることを表すものである。
This indicates that the membrane has a greater effect of suppressing the permeation of water molecules and is mechanically strong, and indicates that the mixture has a synergistic effect.

長鎖ビニル重合体単独での蒸発抑制効果は比較的に低い
ので実用的には蒸発抑制の相乗効果を狙えて展開膜の持
久性と展開膜の破れた場合の復元性の高い効果を得る割
合まで混合比を求めるべきであって本発明者等の研究に
よると、長鎖ビニル重合体の混合割合は1/20〜1/
2が適当である。
Since the effect of long-chain vinyl polymer alone on suppressing evaporation is relatively low, it is practical to aim for a synergistic effect of suppressing evaporation, and to obtain a high effect on the durability of the spread film and the resilience of the spread film when it is broken. According to research by the present inventors, the mixing ratio of long chain vinyl polymer should be 1/20 to 1/20.
2 is appropriate.

本発明における効果の測定には次の2つの展開法を採用
した。
The following two development methods were adopted to measure the effects of the present invention.

(1)ベンゼンにあらかじめ種々の割合に混合した試料
を溶解して、濃度0.05〜1.0優の展開溶液とし水
面1iあたり0.2〜5. O rnl程度滴下すると
溶液は直ちにうずく広がり数分後には溶媒が蒸発して試
料の単分子膜が形成される。
(1) Dissolve the sample mixed in various ratios in benzene in advance to make a developing solution with a concentration of 0.05 to 1.0 or more per 1 i of water surface. When about 100ml of the solution is dropped, the solution immediately swells and spreads, and after a few minutes, the solvent evaporates and a monomolecular film of the sample is formed.

(2)直径50μ以下に細粉にした固体試料を0.05
〜0.25g/m2(理論単分子膜形成量として必要量
の20〜100倍)を水面に散布する。
(2) 0.05 μm of solid sample finely powdered to a diameter of 50μ or less
~0.25 g/m2 (20 to 100 times the amount required for theoretical monomolecular film formation) is sprayed on the water surface.

10〜60分後には有効な蒸発抑制効果を示す単分子膜
が形成される。
After 10 to 60 minutes, a monomolecular film exhibiting an effective evaporation suppressing effect is formed.

この測定に使用する水槽は方形部分と円形部分とからな
るコケシ形のもので精製パラフィンを融解塗布してある
The water tank used for this measurement is a moss-shaped tank consisting of a square part and a circular part, and is melt-coated with purified paraffin.

この水槽に水を盛り、同じく精製パラフィンを塗布した
仕切板で水面を掃き清浄な水面とする。
This water tank is filled with water, and the water surface is swept with a partition plate coated with purified paraffin to keep it clean.

仕切板で面積を変えられる方形部分に於いて表面圧をつ
り板法によって測定し、円形部分に於いて蒸発抑制率を
測定した。
The surface pressure was measured using the hanging plate method in a rectangular area whose area could be changed using a partition plate, and the evaporation suppression rate was measured in a circular area.

測定中の水槽は一定温度の恒温槽内に入れ更にその恒温
室に設置した。
The water tank under measurement was placed in a thermostatic chamber at a constant temperature, and was further placed in the thermostatic chamber.

蒸発抑制率は単分子膜におおわれた水面の上方約211
の位置につるした吸湿剤塩化リチウム(底面がテトロン
張りの円形容器に入れる)の水の蒸発による重量増加と
対照としての自由水面における重量増加との比較から算
出する。
The evaporation suppression rate is approximately 211% above the water surface covered with a monomolecular film.
It is calculated by comparing the weight increase due to evaporation of water of the moisture absorbent lithium chloride (placed in a circular container with a Tetron-lined bottom) suspended at the position and the weight increase at the free water surface as a control.

なお蒸発抑制率(A)とは自由水面からの水分蒸発量(
B)と薬剤処理した水面からの水分蒸発量(Qとの差の
自由水面の蒸発量に対する比の百分率B−C を意味する。
The evaporation suppression rate (A) is the amount of moisture evaporated from the free water surface (
B) and the amount of water evaporation from the chemically treated water surface (Q) as a percentage of the ratio of the difference between the amount of water evaporated from the water surface treated with chemicals to the amount of evaporation from the free water surface.

A二下X 1 0 0(%)次に本発明の実施例につい
て説明する。
A2 Lower X 100 (%) Next, examples of the present invention will be described.

実施例 1 平均重合度350のポリーステアリン酸ビニル(以下P
vSという)と、セチルアルコール(以下CAという)
およびステアリルアルコール(以下SAという)を種々
の比に混合して前記のようにそれぞれを0.20%ベン
ゼン溶液として水面1扉あたりi.oy展開した。
Example 1 Polyvinyl stearate (hereinafter referred to as P) with an average degree of polymerization of 350
vS) and cetyl alcohol (hereinafter referred to as CA).
and stearyl alcohol (hereinafter referred to as SA) in various ratios, each as a 0.20% benzene solution as described above, and i.p. per door of the water surface. oy expanded.

ベンゼンが蒸発して単分子膜が形成されたあと仕切板に
よって展開面積を圧縮し、所定の表面圧にして蒸発抑制
率を測定し、第1表および第2表の結果を得た。
After benzene was evaporated and a monomolecular film was formed, the developed area was compressed using a partition plate, and the evaporation suppression rate was measured at a predetermined surface pressure, and the results shown in Tables 1 and 2 were obtained.

第1表および第2表中PVS/CA或はPVS/SAの
比の欄で例えば1:20とあるのは1部のPVSと20
部のCA或はSAとを混合してなる薬剤は薬剤中にpv
sは1/21,CA或はSAは2 0/2 1含まれる
ことを示すものである。
For example, in the columns of PVS/CA or PVS/SA ratios in Tables 1 and 2, 1:20 means 1 part PVS and 20 parts PVS.
A drug prepared by mixing CA or SA in the drug contains pv
This indicates that s is 1/21, and CA or SA is 2 0/2 1.

以下同様に表示する。The same will be displayed below.

第1表および第2表にみられるようにアルコール単独の
場合よりもポリステアリン酸ビニルのような長鎖ビニル
重合体を或る程度混合して用いることにより蒸発抑制率
が一層大きくなる。
As seen in Tables 1 and 2, the evaporation suppression rate is greater when a long chain vinyl polymer such as polyvinyl stearate is used in combination to some extent than when alcohol is used alone.

その上、長鎖ビニル重合体を混合したものは展開膜の崩
壊圧がアルコール単独の場合よりも犬であり、また粘性
も著しく高く顕著な弾性が観察される等機械的強度が大
きく、当然展開膜の持久性および破れたときの復元性が
著しく向上しているものとみられる。
In addition, the collapse pressure of the unfolded membrane in mixtures with long-chain vinyl polymers is higher than that in the case of alcohol alone, and the viscosity is also significantly higher and remarkable elasticity is observed, resulting in greater mechanical strength. It appears that the durability of the membrane and its ability to recover when it is torn have been significantly improved.

実施例 2 オートクレープにドコサノールを仕込み、その0.1多
に当る水酸化カリウムを触媒として添加しドコサノール
1.0モルに対しエチレンオキサイドを1.0モルの割
合で160〜170℃にて注入反応させ、注入終了後6
0分間その温度に保って反応を終えた。
Example 2 Docosanol was charged in an autoclave, potassium hydroxide corresponding to 0.1 of the docosanol was added as a catalyst, and ethylene oxide was injected at a ratio of 1.0 mol to 1.0 mol of docosanol at 160 to 170°C. After injection, 6
The reaction was completed by maintaining the temperature for 0 minutes.

そのあと反応生成物から触媒を除く為にリン酸で中和し
炉過してモノオキシエチレンドコサノールを得た。
Thereafter, the reaction product was neutralized with phosphoric acid to remove the catalyst and filtered through a furnace to obtain monooxyethylene docosanol.

このようにして得たモノオキシエチレンドコサノオール
(以下OED−1という)に平均重合度480のポリー
アクリル酸ステアリル(以下PSAという)を種々の割
合に混合したものを蒸発抑制率測定の試料とし実施例1
と同じ方法にて測定して第3表の結果を得た。
Monooxyethylene docosanool (hereinafter referred to as OED-1) obtained in this manner was mixed with polystearyl acrylate (hereinafter referred to as PSA) with an average degree of polymerization of 480 in various proportions as samples for measuring the evaporation inhibition rate. Example 1
The results shown in Table 3 were obtained using the same method as above.

実施例 3 ドコサノール25部、アイコサノール65部、及びステ
アリルアルコール10部から成る混合アルコールの平均
分子量にもとず<1.0モルに対し2.0モルのエチレ
ンオキサイドを実施例2で述べた方法で反応させて得た
ジオキシエチレン混合アルコール(以下OEA−2とい
う)に平均重合度120のポリーアクリル酸セチル(以
下PCAという)を種々の重量比に混ぜ、夫々を約80
℃まで加熱溶融し、均一にまぜ合せた後放冷すると白色
の固体となるから粉砕し微粉とする。
Example 3 Based on the average molecular weight of a mixed alcohol consisting of 25 parts docosanol, 65 parts icosanol, and 10 parts stearyl alcohol, 2.0 moles of ethylene oxide was added in the manner described in Example 2 for <1.0 mole. Dioxyethylene mixed alcohol (hereinafter referred to as OEA-2) obtained by the reaction was mixed with polycetyl acrylate (hereinafter referred to as PCA) having an average degree of polymerization of 120 in various weight ratios, and each was mixed with about 80%
Melt the mixture by heating to ℃, mix uniformly, and let it cool to form a white solid, which is then ground into a fine powder.

それを8011197m2の割合で清浄な水面に散布し
て展開させ、第4表の結果を得た。
It was spread on a clean water surface at a rate of 8011197 m2 and developed, and the results shown in Table 4 were obtained.

実施例 4 ドコサノール30部、アイコサノール65部、ステアリ
ルアルコール5部から成る混合アルコールの平均分子量
にもとづく1.0モルに対し1.0モルのエチレンオキ
サイドを実施例2で述べた方法で反応させて得たオキシ
エチレン混合アルコール(以下OED−3という)に平
均重合度500のポリーメタアクリル酸ステアリル(以
下PSMAという)を種々の割合で混合したものを実施
例3と同様に処理して微粉とする。
Example 4 A product obtained by reacting 1.0 mole of ethylene oxide with 1.0 mole based on the average molecular weight of a mixed alcohol consisting of 30 parts of docosanol, 65 parts of icosanol, and 5 parts of stearyl alcohol by the method described in Example 2. A mixture of oxyethylene mixed alcohol (hereinafter referred to as OED-3) and polystearyl methacrylate (hereinafter referred to as PSMA) having an average degree of polymerization of 500 in various proportions was treated in the same manner as in Example 3 to form a fine powder.

それを100■/lの割合で清浄な水面に散布して展開
させ、表面圧及び蒸発抑制率を測定し第5表の結果を得
た。
It was sprayed on the surface of clean water at a rate of 100 .mu./l and allowed to develop, and the surface pressure and evaporation suppression rate were measured, and the results shown in Table 5 were obtained.

本発明の蒸発抑制剤の用途は、水田の水の蒸発を抑制す
ると同時に水温を高めて水稲生育の促進貯水池、ダムな
どの水の蒸発を抑制して用水不足の解消土壌、セメント
などの乾燥抑制。
The evaporation inhibitor of the present invention is used to suppress the evaporation of water in rice fields, simultaneously raise the water temperature to promote rice growth, suppress the evaporation of water in reservoirs, dams, etc. to alleviate water shortages, and suppress the drying of soil, cement, etc. .

更に水稲苗をはじめ、そ菜、果樹、材木、タバコ苗など
に散布または塗布し、その表面よりの蒸散を抑制し移植
時の萎凋防止などの実用化が期待される。
Furthermore, it is expected to be applied to paddy rice seedlings, rapeseed, fruit trees, lumber, tobacco seedlings, etc. to suppress transpiration from the surface and prevent wilting during transplanting.

【図面の簡単な説明】[Brief explanation of the drawing]

図面は本発明の蒸発抑制剤の効果を示す1例であってス
テアリルアルコール(a)とポリーステアリン酸ビニル
(b)およびそれらを夫々3.4部、■,O部混合して
得た本発明の蒸発抑制剤(C)を水面に単分子膜として
展開したあと測定して求めた表面圧Fおよび単分子膜中
の分子占有面積Aとの関係曲線であり、本発明の水の蒸
発抑制剤の相乗効果を立証するものである。
The drawing shows an example of the effect of the evaporation inhibitor of the present invention, which is obtained by mixing stearyl alcohol (a), polyvinyl stearate (b), and 3.4 parts, ■, and O parts of each of them. This is a relationship curve between the surface pressure F measured after spreading the evaporation inhibitor (C) as a monomolecular film on the water surface and the molecular occupied area A in the monomolecular film, and the water evaporation inhibitor of the present invention. This proves the synergistic effect of

Claims (1)

【特許請求の範囲】 1 炭素数12〜18の直鎖飽和脂肪族アルコールもし
くは炭素数16〜22の直鎖飽和脂肪族アルコールにエ
チレンオキサイドを3モル以下付加結合させたエーテル
結合体に対し次の一般式に示す長鎖ビニル重合体を1/
20〜1/2 の割合で混合させたものを有効戒分とす
ることを特徴とする水の蒸発抑制剤。 ただし式中Rは炭素数11〜21の直鎖飽和炭化水素基
、R′は炭素数12〜22の直鎖飽和炭化水素基および
nは120〜480を示す。
[Scope of Claims] 1. The following for an ether bond in which 3 moles or less of ethylene oxide is additionally bonded to a linear saturated aliphatic alcohol having 12 to 18 carbon atoms or a linear saturated aliphatic alcohol having 16 to 22 carbon atoms. The long chain vinyl polymer shown in the general formula is 1/
A water evaporation inhibitor characterized in that the effective precept is a mixture of 20 to 1/2. However, in the formula, R is a linear saturated hydrocarbon group having 11 to 21 carbon atoms, R' is a linear saturated hydrocarbon group having 12 to 22 carbon atoms, and n is 120 to 480.
JP3309173A 1973-03-24 1973-03-24 100% off Expired JPS5836032B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3309173A JPS5836032B2 (en) 1973-03-24 1973-03-24 100% off

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3309173A JPS5836032B2 (en) 1973-03-24 1973-03-24 100% off

Publications (2)

Publication Number Publication Date
JPS49121788A JPS49121788A (en) 1974-11-21
JPS5836032B2 true JPS5836032B2 (en) 1983-08-06

Family

ID=12376989

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3309173A Expired JPS5836032B2 (en) 1973-03-24 1973-03-24 100% off

Country Status (1)

Country Link
JP (1) JPS5836032B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6247130B2 (en) * 1983-03-12 1987-10-06 Inoue Japax Res
JPH0440824Y2 (en) * 1986-08-27 1992-09-25

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5581115B2 (en) 2010-05-27 2014-08-27 花王株式会社 Aqueous composition in a container
JP5584524B2 (en) * 2010-06-07 2014-09-03 花王株式会社 Oil-in-water emulsion composition and method for producing the same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6247130B2 (en) * 1983-03-12 1987-10-06 Inoue Japax Res
JPH0440824Y2 (en) * 1986-08-27 1992-09-25

Also Published As

Publication number Publication date
JPS49121788A (en) 1974-11-21

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