JP2004067737A - Method of gelatinizing organic solvent or oils - Google Patents
Method of gelatinizing organic solvent or oils Download PDFInfo
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- JP2004067737A JP2004067737A JP2002225275A JP2002225275A JP2004067737A JP 2004067737 A JP2004067737 A JP 2004067737A JP 2002225275 A JP2002225275 A JP 2002225275A JP 2002225275 A JP2002225275 A JP 2002225275A JP 2004067737 A JP2004067737 A JP 2004067737A
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Abstract
Description
【0001】
【発明の属する技術分野】
本発明は有機溶媒または油脂類のゲル化方法に関する。さらに詳しくは有機溶剤、動植物油、鉱物油等のゲル化方法に関する。
【0002】
【従来の技術】
ゲル化剤は種々の用途、すなわち油回収剤、化粧品、医薬部外品、インキなどの粘度調節剤、農薬、香料などの徐放剤、プラスチック、ゴムの加工助剤などに広く用いられている。近年、低分子の有機ゲル化剤が注目されており、その機能が種々研究されている。公知の低分子有機ゲル化剤としては、ソルビトールジアセタール、12−ヒドロキシステアリン酸、コレステロール系アミド化合物、糖誘導体などがあげられる(例えば、(株)エヌティーエス刊、ゲルハンドブック312ページ参照)。
【0003】
しかしながら、かかる公知の低分子有機ゲル化剤は十分な機能を発現できていない。例えば、一般的にはゲル化対象物に対して高添加量で使用しなければ所望のゲル強度を発現できない。また当該ゲル化剤のほとんどは、ゲル化対象物に添加し、一旦加熱して溶解させた後、冷却してゲル化させる必要があるため、操作が煩雑であったり用途が非常に制限されるなどの不利がある。また一旦生成したゲルを再加熱すれば、ゲル強度が低下したり、溶解してしまうという致命的な欠点があるものも認められる。そのため、低添加量で高ゲル強度のゲルを形成しうる新規な低分子有機ゲル化剤やゲル化方法の開発が強く求められている。
【0004】
【発明が解決しようとする課題】
本発明は上記課題に照らし、低添加量でゲル強度の高いゲルを形成させることができ、かつ加温、冷却することなく、室温でゲル化対象物に添加するだけで容易にゲル化でき、さらに当該生成ゲルを加熱してもゲル強度が低下したり、ゲルが溶解することのない新規な有機溶媒または油脂類のゲル化方法を提供することを目的とする。
【0005】
【課題を解決するための手段】
かかる目的を達成するために、本発明者は鋭意検討した結果、樹脂酸類およびアルカリ土類金属化合物を用いることで当該目的を達成しうることを見出した。
【0006】
すなわち、本発明は、樹脂酸類およびアルカリ土類金属化合物をゲル化対象物に添加してゲル化させることを特徴とする有機溶媒または油脂類のゲル化方法に係る。
【0007】
【発明の実施の形態】
本発明に用いる樹脂酸類としては、例えば、アビエチン酸、レボピマル酸、ネオアビエチン酸、パラストリン酸、ピマル酸、イソピマル酸、サンダラコピマル酸、デヒドロアビエチン酸、ジヒドロアビエチン酸類、テトラヒドロアビエチン酸類をあげることができる。また前記樹脂酸の混合物であるガムロジン、ウッドロジン、トール油ロジン、不均化ロジン、水素化ロジン、脱水素化ロジンなどが挙げられる。さらにはロジン類のアルカリ土類金属や、亜鉛、アルミニウムの部分中和金属塩なども好適に使用できる。これらの樹脂酸類は、いずれかを単独で使用したり、2種以上を適宜に併用することができる。
【0008】
また、本発明で用いるアルカリ土類金属化合物としては、上記樹脂酸類と反応して塩を形成するアルカリ土類金属化合物であれば特に限定なく使用できるが、反応性を考慮すれば、アルカリ土類金属酸化物またはアルカリ土類金属水酸化物が好ましい。当該金属化合物の具体例としては、水酸化マグネシウム、酸化マグネシウム、水酸化カルシウム、酸化カルシウム、水酸化ストロンチウム、酸化ストロンチウム、水酸化バリウム、酸化バリウムなどを挙げることができる。これらのアルカリ土類金属化合物は、いずれかを単独で使用したり、2種以上を適宜に併用することができる。
【0009】
これら樹脂酸類およびアルカリ土類金属化合物を適宜に選択し、組み合わせることにより、各種のゲル化対象物をゲル化させることができる。例えば、ヘキサン、ヘプタン、オクタン、シクロヘキサン、ベンゼン、トルエン、キシレンなどの非極性〜中極性の溶剤(具体的には、誘電率が3.0以下程度の溶剤);ガソリン、灯油、軽油、重油、原油、流動パラフィンなどの鉱油類;大豆油、菜種油、サラダ油などの一般的な動植物油などに対して優れたゲル化能を発現しうる。以下に本発明のゲル化方法について詳しく説明する。
【0010】
第一には、ゲル化対象物に樹脂酸類を加えて溶解した後、アルカリ土類金属化合物を添加する方法がある。この場合、アルカリ土類金属化合物がゲル化対象物全体に分散するように攪拌するのがよく、その後静置することにより所望のゲル化が実現できる。
【0011】
第二には、アルカリ土類金属化合物をゲル化対象物に分散させておき、次いで当該分散物に樹脂酸類を添加する方法がある。この場合にも、樹脂酸類がゲル化対象物に溶解するまで攪拌し、その後静置すればよい。
【0012】
第三には、樹脂酸類とアルカリ土類金属化合物をゲル化対象物に同時に添加してゲル化させる方法がある。この場合にも樹脂酸類がゲル化対象物に溶解するまで攪拌し、その後静置すればよい。
【0013】
第四には、樹脂酸類とアルカリ土類金属化合物をあらかじめ混合しておき、これをゲル化の対象物に加えゲル化させることもできる。この場合も適度に攪拌し、その後静置すればよい。
【0014】
上記いずれの方法を採用する場合でも、ゲル化対象物に対する樹脂酸類の添加量は、ゲル化対象物の種類に応じて適宜に決定することができる。通常はゲル化対象物に対して、0.05〜30重量%程度、好ましくは0.1〜10重量%である。
【0015】
上記の各方法において、アルカリ土類金属化合物の形状や大きさは特に限定されないが、樹脂酸類やゲル化対象物への分散性を高める観点から、比較的均一な形状の粉末とするのがよい。また、ゲル化対象物に対するアルカリ土類金属化合物の添加量は、樹脂酸類の使用量に応じて適宜に決定すればよく、樹脂酸類とアルカリ土類金属化合物のモル比(樹脂酸(モル数)/アルカリ土類金属化合物(モル数))が、1/0.1−1/10であるのが望ましい。当該モル比が1/0.1に満たない場合、十分なゲル化が生じない場合がある。また当該モル比が1/10を超える場合、所望のゲル化を実現できるものの、未反応のアルカリ土類金属が多量に残存したり、高コストとなるだけであり、特に有利な点はない。
【0016】
本発明においては、ゲル化対象物をゲル化させるための温度については特に制限はなく、通常は室温からゲル化対象物の沸点まで範囲内で適宜に設定できるが、室温であっても速やかにゲル化できる点が本発明の特徴である。尚、粘度の高い動植物油や鉱物油をゲル化させる場合、樹脂酸類の溶解速度を上げるために加熱することにより、ゲル化が完了するまでの時間を短縮しうる。
【0017】
上記いずれの方法を採用する場合でも、ゲル化対象物の存在下に樹脂酸類とアルカリ土類金属化合物が反応して樹脂酸類のアルカリ土類金属塩が生成し、当該金属塩がゲル化対象物に対するゲル化剤として作用するものと推定される。
【0018】
本発明の方法で得られるゲルは、従来の低分子有機ゲル化剤を用いて得られるゲルとは異なり、加熱しても強度が低下せず、また一旦生成したゲルを再加熱してもゲル化対象物に溶解することがないという特徴を有するものであり、従来に無い優れたゲル化性能を具備するものである。
【0019】
【発明の効果】
本発明の有機ゲル化方法は、各種のゲル化対象物、例えば、ヘキサン、ヘプタン、シクロヘキサンベンゼン、トルエン、キシレンなどの非極性〜中極性の溶剤(具体的には、誘電率が3.0以下程度の溶剤);ガソリン、灯油、軽油、重油、原油流動パラフィンなどの鉱油類;大豆油、菜種油、サラダ油などの一般的な動植物油などの芳香族溶媒に対し、低添加率で適用でき、優れたゲル化効果を発現できる。本発明の有機ゲル化方法により得られる有機ゲルは、従来の低分子有機ゲル化剤から得られる有機ゲルと異なり、加熱しても強度が低下したり、溶解することが無い。そのため本発明の方法は、油回収剤、化粧品、医薬部外品、インキなどの粘度調節剤、農薬、香料などの徐放剤、プラスチック、ゴムの加工助剤などに広く適用できる。
【0020】
【実施例】
以下に実施例をあげて本発明をさらに具体的に説明するが、本発明はこれら実施例に限定されるものではない。
【0021】
実施例1
表1に示したゲル化対象物各10gに、デヒドロアビエチン酸30g(0.1モル)と水酸化カルシウム3.7g(0.05モル)よりなる混合物の粉末を表1に示す重量を添加し、室温で5分間攪拌した後、静置し、ゲル形成の有無を観察した。結果を表1に示す。
【0022】
【表1】
【0023】
実施例2
表2に示したゲル化対象物各10gに、表1に示した重量の不均化ロジン(荒川化学工業(株)製、商品名「ロンヂスR」、酸価158)30gと水酸化カルシウム7.6g(0.1モル)よりなる混合物の粉末を表1に示す重量を添加し、室温で5分間攪拌した後、静置し、ゲル形成の有無を観察した。結果を表2に示す。
【0024】
【表2】
【0025】
実施例3
表3に示したゲル化対象物各10gに、不均化ロジン部分カルシウム塩(荒川化学工業(株)製、商品名「パインクリスタルKR−50M」、酸価102)30gと水酸化カルシウム7.6g(0.1モル)よりなる混合物の粉末を表1に示した重量を添加し、室温で5分間攪拌した後、静置し、ゲル形成の有無を観察した。結果を表3に示す。
【0026】
【表3】
【0027】
実施例4
表4に示したゲル化対象物各10gに、表1に示した重量の精製不均化ロジン(荒川化学工業(株)製、商品名「KR−614」、酸価172.5)を溶解した後、水酸化カルシウム50mgを加え、室温で5分間攪拌した後、静置し、ゲル形成の有無を観察した。結果を表4に示す。
【0028】
【表4】
【0029】
実施例5
表5に示したゲル化対象物各10gに、表1に示した重量の精製不均化ロジン(荒川化学工業(株)製、商品名「KR−614」、酸価172.5)を溶解した後、水酸化ストロンチウム・8水和物300mgを加え、室温で5分間攪拌した後、静置し、ゲル形成の有無を観察した。結果を表5に示す。
【0030】
【表5】
【0031】
実施例6
表6に示したゲル化対象物各10gに、表1に示した重量の精製不均化ロジン(荒川化学工業(株)製、商品名「KR−614」、酸価172.5)を溶解した後、水酸化バリウム・8水和物400mgを加え、室温で5分間攪拌した後、静置し、ゲル形成の有無を観察した。結果を表6に示す。
【0032】
【表6】
[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a method for gelling organic solvents or fats and oils. More particularly, the present invention relates to a method for gelling organic solvents, animal and vegetable oils, mineral oils and the like.
[0002]
[Prior art]
Gelling agents are widely used in various applications, such as oil recovery agents, cosmetics, quasi-drugs, viscosity modifiers such as inks, sustained release agents such as agricultural chemicals and fragrances, and processing aids for plastics and rubber. . In recent years, low molecular organic gelling agents have been receiving attention, and various functions have been studied. Known low molecular weight organic gelling agents include sorbitol diacetal, 12-hydroxystearic acid, cholesterol-based amide compounds, sugar derivatives and the like (for example, see page 312 of Gel Handbook, published by NTTS Corporation).
[0003]
However, such known low molecular weight organic gelling agents have not been able to express sufficient functions. For example, in general, a desired gel strength cannot be exhibited unless it is used in a high amount with respect to the gelation target. In addition, most of the gelling agent needs to be added to the gelation target, heated and dissolved once, and then cooled to gelate, so that the operation is complicated or the use is very limited. There are disadvantages such as. Further, once the formed gel is reheated, there is also a fatal disadvantage that the gel strength is reduced or dissolved. Therefore, there is a strong demand for the development of a novel low molecular weight organic gelling agent and a gelling method capable of forming a gel having high gel strength with a small amount of addition.
[0004]
[Problems to be solved by the invention]
In view of the above problems, the present invention can form a gel having a high gel strength with a low addition amount, and can be easily gelled by adding it to a gelation target at room temperature without heating and cooling, It is still another object of the present invention to provide a novel method for gelling an organic solvent or fat or oil in which the gel strength does not decrease or the gel does not dissolve even when the produced gel is heated.
[0005]
[Means for Solving the Problems]
As a result of intensive studies, the present inventor has found that the use of resin acids and alkaline earth metal compounds can achieve the object.
[0006]
That is, the present invention relates to a method for gelling an organic solvent or fats and oils, which comprises adding a resin acid and an alkaline earth metal compound to an object to be gelled to cause gelation.
[0007]
BEST MODE FOR CARRYING OUT THE INVENTION
The resin acids used in the present invention include, for example, abietic acid, levopimaric acid, neoabietic acid, parastolic acid, pimaric acid, isopimaric acid, sandaracopimaric acid, dehydroabietic acid, dihydroabietic acids, and tetrahydroabietic acids. it can. In addition, a gum rosin, a wood rosin, a tall oil rosin, a disproportionated rosin, a hydrogenated rosin, a dehydrogenated rosin, which is a mixture of the resin acids, and the like can be given. Further, alkaline earth metals such as rosins and partially neutralized metal salts of zinc and aluminum can also be suitably used. Any of these resin acids can be used alone, or two or more can be appropriately used in combination.
[0008]
The alkaline earth metal compound used in the present invention can be used without any particular limitation as long as it is an alkaline earth metal compound which reacts with the above resin acids to form a salt. Metal oxides or alkaline earth metal hydroxides are preferred. Specific examples of the metal compound include magnesium hydroxide, magnesium oxide, calcium hydroxide, calcium oxide, strontium hydroxide, strontium oxide, barium hydroxide, barium oxide, and the like. Any of these alkaline earth metal compounds can be used alone, or two or more can be used in combination as appropriate.
[0009]
By appropriately selecting and combining these resin acids and alkaline earth metal compounds, various objects to be gelled can be gelled. For example, non-polar to medium-polar solvents such as hexane, heptane, octane, cyclohexane, benzene, toluene, and xylene (specifically, solvents having a dielectric constant of about 3.0 or less); gasoline, kerosene, light oil, heavy oil, It can exhibit excellent gelling ability for mineral oils such as crude oil and liquid paraffin; and general animal and vegetable oils such as soybean oil, rapeseed oil and salad oil. Hereinafter, the gelation method of the present invention will be described in detail.
[0010]
First, there is a method in which a resin acid is added to an object to be gelled and dissolved, and then an alkaline earth metal compound is added. In this case, it is preferable to stir so that the alkaline earth metal compound is dispersed throughout the gelling target, and then, by allowing the mixture to stand, desired gelation can be realized.
[0011]
Secondly, there is a method in which an alkaline earth metal compound is dispersed in an object to be gelled, and then resin acids are added to the dispersion. Also in this case, stirring may be performed until the resin acids are dissolved in the gelling target, and then the mixture may be allowed to stand.
[0012]
Third, there is a method in which a resin acid and an alkaline earth metal compound are simultaneously added to an object to be gelled to cause gelation. In this case as well, stirring may be performed until the resin acids dissolve in the gelling target, and then the mixture may be allowed to stand.
[0013]
Fourth, the resin acids and the alkaline earth metal compound may be mixed in advance, and the resulting mixture may be added to an object to be gelled to form a gel. In this case as well, the mixture may be appropriately stirred and then allowed to stand still.
[0014]
In any of the above methods, the amount of the resin acid added to the gelling target can be appropriately determined according to the type of the gelling target. Usually, it is about 0.05 to 30% by weight, preferably 0.1 to 10% by weight, based on the gelation target.
[0015]
In each of the above methods, the shape and size of the alkaline earth metal compound are not particularly limited, but from the viewpoint of enhancing dispersibility in resin acids and gelling targets, it is preferable to use a powder having a relatively uniform shape. . The amount of the alkaline earth metal compound to be added to the gelation target may be appropriately determined according to the amount of the resin acid used, and the molar ratio of the resin acid to the alkaline earth metal compound (resin acid (mole number)) / Alkaline earth metal compound (molar number)) is preferably 1 / 0.1-1 / 10. If the molar ratio is less than 1 / 0.1, sufficient gelation may not occur. When the molar ratio exceeds 1/10, desired gelation can be realized, but a large amount of unreacted alkaline earth metal remains or the cost becomes high, and there is no particular advantage.
[0016]
In the present invention, the temperature for gelling the gelled object is not particularly limited, and can usually be appropriately set within a range from room temperature to the boiling point of the gelled object. It is a feature of the present invention that it can be gelled. When gelling animal or vegetable oils or mineral oils having a high viscosity, heating to increase the dissolution rate of resin acids can shorten the time until gelation is completed.
[0017]
In any of the above methods, the resin acid and the alkaline earth metal compound react with each other in the presence of the gelation target to generate an alkaline earth metal salt of the resin acid, and the metal salt is converted into the gelation target. It is presumed to act as a gelling agent for.
[0018]
The gel obtained by the method of the present invention is different from the gel obtained by using a conventional low-molecular organic gelling agent, in that the strength does not decrease even when heated, and the gel is formed even after re-heating the gel once formed. It has a feature that it does not dissolve in an object to be gelled, and has excellent gelling performance that has never been seen before.
[0019]
【The invention's effect】
The organic gelation method of the present invention is applicable to various gelling objects, for example, non-polar to medium-polar solvents such as hexane, heptane, cyclohexanebenzene, toluene, and xylene (specifically, a dielectric constant of 3.0 or less). Mineral oils such as gasoline, kerosene, light oil, heavy oil, and liquid paraffin; and aromatic solvents such as soybean oil, rapeseed oil, salad oil, etc. A gelling effect can be exhibited. The organic gel obtained by the organic gelation method of the present invention, unlike the organic gel obtained from a conventional low-molecular organic gelling agent, does not decrease in strength or dissolve even when heated. Therefore, the method of the present invention can be widely applied to oil recovery agents, cosmetics, quasi-drugs, viscosity modifiers such as inks, sustained release agents such as agricultural chemicals and fragrances, and processing aids for plastics and rubber.
[0020]
【Example】
Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples.
[0021]
Example 1
To 10 g of each gelation target shown in Table 1, a powder of a mixture comprising 30 g (0.1 mol) of dehydroabietic acid and 3.7 g (0.05 mol) of calcium hydroxide was added in the weight shown in Table 1. After stirring at room temperature for 5 minutes, the mixture was allowed to stand, and the presence or absence of gel formation was observed. Table 1 shows the results.
[0022]
[Table 1]
[0023]
Example 2
For each 10 g of the gelation target shown in Table 2, 30 g of disproportionated rosin (trade name “Londe R”, acid value 158, manufactured by Arakawa Chemical Industries, Ltd.) and calcium hydroxide 7 having the weight shown in Table 1 were added. A powder of a mixture consisting of 0.6 g (0.1 mol) was added in the weight shown in Table 1, and the mixture was stirred at room temperature for 5 minutes, allowed to stand, and observed for gel formation. Table 2 shows the results.
[0024]
[Table 2]
[0025]
Example 3
To 10 g of each gelation target shown in Table 3, 30 g of disproportionated rosin partially calcium salt (trade name "Pine Crystal KR-50M", manufactured by Arakawa Chemical Industries, Ltd., acid value 102) and calcium hydroxide 7. 6 g (0.1 mol) of the powder of the mixture was added to the weight shown in Table 1, stirred at room temperature for 5 minutes, allowed to stand, and observed for the presence or absence of gel formation. Table 3 shows the results.
[0026]
[Table 3]
[0027]
Example 4
Purified disproportionated rosin (Arakawa Chemical Industries, Ltd., trade name "KR-614", acid value 172.5) having a weight shown in Table 1 was dissolved in each 10 g of the gelation target shown in Table 4. After that, 50 mg of calcium hydroxide was added, and the mixture was stirred at room temperature for 5 minutes, and then allowed to stand still to observe the presence or absence of gel formation. Table 4 shows the results.
[0028]
[Table 4]
[0029]
Example 5
In each 10 g of the gelation target shown in Table 5, purified disproportionated rosin (trade name "KR-614", acid value 172.5, manufactured by Arakawa Chemical Industries, Ltd.) having the weight shown in Table 1 was dissolved. After that, 300 mg of strontium hydroxide octahydrate was added, and the mixture was stirred at room temperature for 5 minutes, then, allowed to stand, and observed for the formation of gel. Table 5 shows the results.
[0030]
[Table 5]
[0031]
Example 6
In each 10 g of the gelation target shown in Table 6, a purified disproportionated rosin (trade name "KR-614", acid value 172.5, manufactured by Arakawa Chemical Industries, Ltd.) having a weight shown in Table 1 was dissolved. After that, 400 mg of barium hydroxide octahydrate was added, and the mixture was stirred at room temperature for 5 minutes, and then allowed to stand still to observe the presence or absence of gel formation. Table 6 shows the results.
[0032]
[Table 6]
Claims (4)
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006051653A1 (en) * | 2004-11-11 | 2006-05-18 | Arakawa Chemical Industries, Ltd. | Gelatinizer composition, method for gelatinizing organic solvents and/or fats and oils, material for absorbing organic solvents and/or fats and oils, and method for processing organic solvents and/or fats and oils |
JP2006305405A (en) * | 2005-04-26 | 2006-11-09 | Neos Co Ltd | Method for conveying halogenated aromatic compound |
JP2007332282A (en) * | 2006-06-15 | 2007-12-27 | Arakawa Chem Ind Co Ltd | Separation process of solidification object and recovery process of solidification object |
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Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006051653A1 (en) * | 2004-11-11 | 2006-05-18 | Arakawa Chemical Industries, Ltd. | Gelatinizer composition, method for gelatinizing organic solvents and/or fats and oils, material for absorbing organic solvents and/or fats and oils, and method for processing organic solvents and/or fats and oils |
JP4844397B2 (en) * | 2004-11-11 | 2011-12-28 | 荒川化学工業株式会社 | Gelling agent composition, organic solvent and / or oil gelation method, organic solvent and / or oil absorber, and organic solvent and / or oil treatment method |
JP2006305405A (en) * | 2005-04-26 | 2006-11-09 | Neos Co Ltd | Method for conveying halogenated aromatic compound |
JP2007332282A (en) * | 2006-06-15 | 2007-12-27 | Arakawa Chem Ind Co Ltd | Separation process of solidification object and recovery process of solidification object |
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