JPS6064624A - Surfactant - Google Patents

Surfactant

Info

Publication number
JPS6064624A
JPS6064624A JP58172156A JP17215683A JPS6064624A JP S6064624 A JPS6064624 A JP S6064624A JP 58172156 A JP58172156 A JP 58172156A JP 17215683 A JP17215683 A JP 17215683A JP S6064624 A JPS6064624 A JP S6064624A
Authority
JP
Japan
Prior art keywords
butylene
surfactant
sulfonate
main component
pentamer
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
JP58172156A
Other languages
Japanese (ja)
Other versions
JPH0238639B2 (en
Inventor
Yoshikuni Hazama
挾間 義邦
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.)
Idemitsu Petrochemical Co Ltd
Original Assignee
Idemitsu Petrochemical Co Ltd
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 Idemitsu Petrochemical Co Ltd filed Critical Idemitsu Petrochemical Co Ltd
Priority to JP58172156A priority Critical patent/JPS6064624A/en
Publication of JPS6064624A publication Critical patent/JPS6064624A/en
Publication of JPH0238639B2 publication Critical patent/JPH0238639B2/ja
Granted legal-status Critical Current

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  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Detergent Compositions (AREA)

Abstract

PURPOSE:To obtain a surfactant having a large defoaming rate, by containing sulfonate of a trimer-pentamer of butylene as a main component. CONSTITUTION:Sulfonate of polybutylene being a trimer-pentamer of n-butylene, iso-butylene or a mixture thereof is used a main component. As a salt of sulfonic acid, an alkali metal salt, an alkaline earth metal salt, an amine salt or an ammonium salt are designated. In preparing a surfactant, alkylbenzenesulfonate or ethylene oxide adduct of phenols can be appropriately added other than the above-mentioned main component.

Description

【発明の詳細な説明】 本発明は界面活性剤に関し、詳しくは消泡速度の大きい
界面活性剤に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a surfactant, and more particularly to a surfactant with a high defoaming rate.

で幅広く利用されておシ、とりわけドデシルベンゼンス
ルホン醒ソーダおよびラウリル硫酸エステルソーダが大
証に使用されている。
In particular, dodecylbenzene sulfone soda and lauryl sulfate soda are widely used in the industry.

しかしながら、従来の界面活性剤は起泡性が強く、シか
も消泡速度が極めて小さいものであった。
However, conventional surfactants have a strong foaming property and a very low defoaming rate.

そのため、河川などにおける環境悪化が極めて大きな問
題となっている。
As a result, environmental deterioration in rivers and other areas has become an extremely serious problem.

そこで、本発明者は従来の洗浄性、浸透性、起泡性等の
優れた特性を維持しつつ、消泡速度の大きい界面活性剤
を開発すべく鋭意研究した結果、特定のアルケニルスル
ボン酸塩が有用であることを見出し、本発明を完成した
Therefore, as a result of intensive research to develop a surfactant with a high defoaming rate while maintaining conventional excellent properties such as detergency, permeability, and foaming properties, the present inventor found that a specific alkenyl sulfonic acid They discovered that salts are useful and completed the present invention.

すなわち、本発明はブチレンの3〜5量体のスルホン酸
塩を主成分とする界面活性剤である。
That is, the present invention is a surfactant whose main component is a tri- to pentamer-sulfonate of butylene.

ここで、ブチレンの5〜5毎体のスルホン酸塩とは本発
明の界面活性剤の主成分であって、n−ブチレン、イン
ブチレンあるいはこれらの混合物の3〜5社体、すなわ
ち平均炭素数12.IS。
Here, the 5-5-unit sulfonate of butylene is the main component of the surfactant of the present invention, and refers to 3-5 units of n-butylene, imbutylene, or a mixture thereof, that is, the average carbon number. 12. I.S.

20のブチレンオリゴマーのスルホン酸塩である。20 butylene oligomer sulfonate.

ここで、ブチレンオリゴマーのスルホン化率は特に制限
はないが、通常40〜80%、好ましくは60〜70%
である。スルホン酸の塩としては例えばアルカリ金属塩
、アルカリ土類金属塩、アミかでも、ナトリウム塩は最
も好ゑである。界面活性剤として用いる場合、ブチレン
の3量体、4量体、snl’lのオリゴマーのスルホン
酸塩を単独であるいは2種以上を混合して使用すること
ができる。
Here, the sulfonation rate of the butylene oligomer is not particularly limited, but is usually 40 to 80%, preferably 60 to 70%.
It is. Among the salts of sulfonic acid, such as alkali metal salts, alkaline earth metal salts, and amino acid salts, sodium salts are most preferred. When used as a surfactant, sulfonic acid salts of butylene trimers, tetramers, and snl'l oligomers can be used alone or in combination of two or more.

本発明に用いるブチレンの3〜5量体のスルホン酸塩は
様々の方法で製造することができるが、通常はブチレン
の6〜5量体に無水硫酸あるいは硫酸全反応させてスル
ホン化し、さらに水酸化すの条件は原料の種類などによ
り異なるが、一般的K ki SOs /ブチレンオリ
ゴマー(モル比)=1.1〜2.0で反応温度常温〜8
0°C2反応時間1分以上の条件で行なわれる。
The butylene trimer-pentamer sulfonate used in the present invention can be produced by various methods, but usually, butylene hexa-pentamer is sulfonated by a total reaction with sulfuric anhydride or sulfuric acid, and then sulfonated with sulfuric acid. The conditions for oxidation vary depending on the type of raw materials, etc., but generally K ki SOs /butylene oligomer (mole ratio) = 1.1 to 2.0 and the reaction temperature is room temperature to 8.
The reaction is carried out at 0°C and at a reaction time of 1 minute or more.

また、ケン化は通常、アルカリ添加坦は当量以上で、1
00〜130’Cに加熱し1時間以上反応させることに
より行なう。さらに、未反応原料などを除去して目的と
するブチレンオリゴマーのスルホン酸塩を得る。
In addition, saponification is usually carried out at an amount equivalent to or more than the amount of alkali added.
The reaction is carried out by heating to 00 to 130'C and reacting for 1 hour or more. Furthermore, unreacted raw materials and the like are removed to obtain the desired butylene oligomer sulfonate.

以上のようにして得られたブチレンの5〜5量体のスル
ホン酸塩を主成分として界面活性剤を製造する。その場
合、必要によシ他の成分例えばアルキルベンゼンスルホ
ン酸塩、フェノール類のエチレンオキサイド付加物など
を適宜加えろことができる。
A surfactant is produced using the butylene penta-pentamer sulfonate obtained as described above as a main component. In that case, other components such as alkylbenzene sulfonates, ethylene oxide adducts of phenols, etc. may be added as necessary.

本発明の界面活性剤は従来の代表的な界面活性剤と同等
の性能(表面張力、浸透力、初期起泡性など)を有して
いるが、消泡速度に関しては従来のものよりも著しく大
きいという特色がある。したがって、本発明の界面活性
剤は工場、家庭等において使用された後、泡は速やかに
消失する。そのため、従来の界面活性剤の使用により惹
起された環境汚染の問題がなく安心して使用することが
できる。それ故、本発明の界面活性剤は製紙業界、繊維
業界などにおける幅広い利用が期待される。
The surfactant of the present invention has the same performance (surface tension, penetration power, initial foaming property, etc.) as conventional typical surfactants, but its defoaming rate is significantly higher than that of conventional surfactants. It has the characteristic of being large. Therefore, after the surfactant of the present invention is used in factories, homes, etc., the foam disappears quickly. Therefore, it can be used with confidence without the problem of environmental pollution caused by the use of conventional surfactants. Therefore, the surfactant of the present invention is expected to be widely used in the paper manufacturing industry, textile industry, etc.

次に本発明を実施IPIJにより詳しく説明する。Next, the present invention will be explained in detail by implementing IPIJ.

実施例1 イソブチレンオリゴマー(出光石油化学■製;商品名工
P−2Q28FL: 平均炭素数16のものが中心)を
内径12m、長さ60cmの反応管を有する薄膜式スル
ホン化装置に供給量1.0ゴ/ minで膜厚[]、2
M、接融時間1分の条件でAv脱膜状流下させた。これ
と同時に、反応管上部より2倍モルmのSO,ガスを窒
素ガスで希釈して導入しスルホン化反応を行なった。こ
こで、S03ガスの供給量を0.52 yzl / m
in 、窒素ガスの原級を2 L / minとした。
Example 1 Isobutylene oligomer (manufactured by Idemitsu Petrochemical ■; trade name: P-2Q28FL; mainly those with an average carbon number of 16) was supplied in an amount of 1.0 to a thin film sulfonation apparatus having a reaction tube with an inner diameter of 12 m and a length of 60 cm. Go/min film thickness [], 2
M, Av was removed from the film and allowed to flow down under conditions of a welding time of 1 minute. At the same time, twice the molar amount of SO gas diluted with nitrogen gas was introduced from the upper part of the reaction tube to carry out a sulfonation reaction. Here, the supply amount of S03 gas is 0.52 yzl/m
In, the original grade of nitrogen gas was set to 2 L/min.

このようにして得られた反応生成物3.21を1当量以
上の水酸化ナトリウムにより中和し、さらに110°C
で2詩間ケン化反応を行なった。次いf、n−へキサン
と50%イソプロパツール水溶液を用い未反応オリゴマ
ーとスルホン酸塩を抽出分離した。さらに、アルコール
水溶液層を炭酸ナトリウムで塩析してアルコール層と水
層な分#lla t、、アルコール層より溶媒を留去し
てブチレンオリゴマーのスルホン酸ナトリウムを501
得た。この反応のスルホン化率は65%であった。
The reaction product 3.21 thus obtained was neutralized with 1 equivalent or more of sodium hydroxide, and further heated to 110 °C.
I performed a saponification reaction between two poems. Next, unreacted oligomers and sulfonate salts were extracted and separated using f,n-hexane and a 50% aqueous solution of isopropanol. Furthermore, the alcohol aqueous solution layer was salted out with sodium carbonate, and the solvent was distilled off from the alcohol layer to remove 50% of the sodium sulfonate of butylene oligomer.
Obtained. The sulfonation rate of this reaction was 65%.

このようにして得られたブチレンオリゴマーのスルホン
酸ナトリウムは水分0.1%以下、未反応オリゴマー0
.1%以下の固彫物であった。この界面活性剤につき界
面活性能を測定した。結果を第1表に示す。
The sodium sulfonate of the butylene oligomer thus obtained has a water content of 0.1% or less and no unreacted oligomer.
.. It was a solid carving of less than 1%. The surfactant ability of this surfactant was measured. The results are shown in Table 1.

比較例1〜6 従来用いられているドデシルベンゼンスルホン酸ソーダ
(比較9141 ) 、 ラウリル硫酸エステルシーダ
(比較例2)およびテトラデセンスルホネート(比軸例
6)につき実施例1と同様に界面活性能を測定した。結
果を第1表に示す。
Comparative Examples 1 to 6 The surfactant properties of conventionally used sodium dodecylbenzenesulfonate (Comparative 9141), lauryl sulfate ester Cedar (Comparative Example 2), and tetradecene sulfonate (Ratio Example 6) were tested in the same manner as in Example 1. It was measured. The results are shown in Table 1.

Claims (1)

【特許請求の範囲】 +11 ブチレンの3〜5量体のスルホン酸塩を主成分
とする界面活性剤。 (2) ブチレンがn−ブチレンおよび/またはインブ
チレンである特許請求の範1I11第1項記載の界面活
性剤。
[Scope of Claims] +11 A surfactant whose main component is a tri- to pentamer-sulfonate of butylene. (2) The surfactant according to claim 1I11, wherein the butylene is n-butylene and/or imbutylene.
JP58172156A 1983-09-20 1983-09-20 Surfactant Granted JPS6064624A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58172156A JPS6064624A (en) 1983-09-20 1983-09-20 Surfactant

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58172156A JPS6064624A (en) 1983-09-20 1983-09-20 Surfactant

Publications (2)

Publication Number Publication Date
JPS6064624A true JPS6064624A (en) 1985-04-13
JPH0238639B2 JPH0238639B2 (en) 1990-08-31

Family

ID=15936602

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58172156A Granted JPS6064624A (en) 1983-09-20 1983-09-20 Surfactant

Country Status (1)

Country Link
JP (1) JPS6064624A (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5720994A (en) * 1980-05-23 1982-02-03 Texas Instruments Inc Programmable read only memory cell and process for producing same
JPS57149391A (en) * 1981-03-13 1982-09-14 Nippon Oil & Fats Co Ltd Additive for coal/alcohol slurry

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5720994A (en) * 1980-05-23 1982-02-03 Texas Instruments Inc Programmable read only memory cell and process for producing same
JPS57149391A (en) * 1981-03-13 1982-09-14 Nippon Oil & Fats Co Ltd Additive for coal/alcohol slurry

Also Published As

Publication number Publication date
JPH0238639B2 (en) 1990-08-31

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