JPH04213382A - Oil solidifer - Google Patents

Oil solidifer

Info

Publication number
JPH04213382A
JPH04213382A JP3223391A JP3223391A JPH04213382A JP H04213382 A JPH04213382 A JP H04213382A JP 3223391 A JP3223391 A JP 3223391A JP 3223391 A JP3223391 A JP 3223391A JP H04213382 A JPH04213382 A JP H04213382A
Authority
JP
Japan
Prior art keywords
oil
meth
acrylate
alkyl
solidifier
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
JP3223391A
Other languages
Japanese (ja)
Other versions
JPH0765030B2 (en
Inventor
Yoshitsugu Takai
高井 好嗣
Satoru Konishi
悟 小西
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.)
Sanyo Chemical Industries Ltd
Original Assignee
Sanyo Chemical Industries 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 Sanyo Chemical Industries Ltd filed Critical Sanyo Chemical Industries Ltd
Priority to JP3032233A priority Critical patent/JPH0765030B2/en
Publication of JPH04213382A publication Critical patent/JPH04213382A/en
Publication of JPH0765030B2 publication Critical patent/JPH0765030B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Fats And Perfumes (AREA)

Abstract

PURPOSE:To solidify oils with a small amount of an oil solidifier by using a vinyl polymer containing a specific proportion of a specific alkyl (meth) acrylate as the solidifier. CONSTITUTION:The title solidifier comprises a vinyl polymer containing 20mol% or more of alkyl (meth) acrylate units each having a 12 C or higher alkyl group. Preferable alkyl (meth) acrylates include stearyl (meth) acrylate. In the vinyl polymers, other vinyl monomers are used as copolymerizable components; for example, hydroxylated vinyl monomers and carboxylated vinyl monomers. Usable vinyl monomers are those having a number average molecular weight of approx. 1,000-100,000. The amount of the solidifier to be added is generally 1 part by weight or more for 100 pt.wt. of an oil.

Description

【発明の詳細な説明】[Detailed description of the invention]

【0001】0001

【産業上の利用分野】本発明は、油凝固剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an oil coagulant.

【0002】0002

【従来の技術】従来、油凝固剤として、低分子量のポリ
エチレンやパラフィンからなるものが提案されている。 (例えば特開昭58ー30383号公報)。
BACKGROUND OF THE INVENTION Conventionally, oil coagulants made of low molecular weight polyethylene or paraffin have been proposed. (For example, Japanese Patent Application Laid-Open No. 58-30383).

【0003】0003

【発明が解決しようとする課題】しかし、従来の技術で
は多量に添加しないと充分に固化しないなどの課題があ
った。
[Problems to be Solved by the Invention] However, the conventional techniques had problems such as insufficient solidification unless a large amount was added.

【0004】0004

【課題を解決するための手段】本発明者らは少量の添加
で油を固化しうる油凝固剤について、鋭意検討した結果
、本発明に到達した。すなわち本発明は、炭素数12以
上のアルキル基を有するアルキル(メタ)アクリレ−ト
(a)単位を20モル%以上有するビニル系重合体から
なる油凝固剤である。
[Means for Solving the Problems] The present inventors have conducted intensive studies on oil coagulants that can solidify oil when added in small amounts, and have finally arrived at the present invention. That is, the present invention is an oil coagulant made of a vinyl polymer having 20 mol % or more of alkyl (meth)acrylate (a) units having an alkyl group having 12 or more carbon atoms.

【0005】本発明において(a)としては、炭素数1
2以上の直鎖または分岐状の飽和または不飽和のアルキ
ル基を有するアルキル(メタ)アクリレ−トが挙げられ
る。この具体例としては、ラウリル(メタ)アクリレー
ト、トリデシル(メタ)アクリレート、ミリスチル(メ
タ)アクリレート、ペンタデシル(メタ)アクリレート
、セチル(メタ)アクリレート、ヘプタデシル(メタ)
アクリレート、ステアリル(メタ)アクリレート、イソ
ステアリル(メタ)アクリレート、オレイル(メタ)ア
クリレート等が挙げらる。
In the present invention, (a) has a carbon number of 1
Examples include alkyl (meth)acrylates having two or more linear or branched saturated or unsaturated alkyl groups. Specific examples include lauryl (meth)acrylate, tridecyl (meth)acrylate, myristyl (meth)acrylate, pentadecyl (meth)acrylate, cetyl (meth)acrylate, and heptadecyl (meth)acrylate.
Examples include acrylate, stearyl (meth)acrylate, isostearyl (meth)acrylate, and oleyl (meth)acrylate.

【0006】これらのうち好ましいものは、炭素数16
以上のアルキル(メタ)アクリレートであり、さらに好
ましいものはステアリル(メタ)アクリレートである。 該ビニル系重合体(1)は(a)の単独重合体でもよく
、(a)と他のビニル系モノマ−(b)との共重合体で
もよい。
[0006] Among these, preferred is carbon number 16.
Among the above alkyl (meth)acrylates, stearyl (meth)acrylate is more preferred. The vinyl polymer (1) may be a homopolymer of (a) or a copolymer of (a) and another vinyl monomer (b).

【0007】他のビニル系モノマ−(b)としては、た
とえば水酸基含有ビニルモノマ−(b−1)、カルボン
酸基含有ビニルモノマ−(b−2)、(a)以外の疎水
性ビニル系モノマ−(b−3)および二重結合を2個以
上有する架橋性モノマ−(b−4)が挙げられる。
Examples of other vinyl monomers (b) include hydroxyl group-containing vinyl monomers (b-1), carboxylic acid group-containing vinyl monomers (b-2), and hydrophobic vinyl monomers other than (a) ( b-3) and a crosslinkable monomer having two or more double bonds (b-4).

【0008】水酸基含有ビニル系モノマ−(b−1)と
しては、例えば、ヒドロキシエチル(メタ)アクリレ−
ト、ヒドロキシプロピル(メタ)アクリレ−ト、グリセ
ロ−ル(メタ)クリレ−ト、ポリエチレングリコ−ル(
メタ)アクリレ−ト、ポリプロピレングリコ−ル(メタ
)アクリレ−ト、カプロラクトン変性2−ヒドロキシエ
チル(メタ)アクリレ−ト、N−(4−ヒドロキシフェ
ニル)マレイミドなどおよびこれらの二種以上の混合物
が挙げられる。
Examples of the hydroxyl group-containing vinyl monomer (b-1) include hydroxyethyl (meth)acrylate.
ester, hydroxypropyl (meth)acrylate, glycerol (meth)acrylate, polyethylene glycol (
Examples include meth)acrylate, polypropylene glycol (meth)acrylate, caprolactone-modified 2-hydroxyethyl (meth)acrylate, N-(4-hydroxyphenyl)maleimide, and mixtures of two or more of these. It will be done.

【0009】カルボン酸基含有ビニル系モノマ−(b−
2)としては、例えば、(メタ)アクリル酸、クロトン
酸、ケイヒ酸、イタコン酸、マレイン酸などおよびこれ
らの二種以上の混合物が挙げられる。
Carboxylic acid group-containing vinyl monomer (b-
Examples of 2) include (meth)acrylic acid, crotonic acid, cinnamic acid, itaconic acid, maleic acid, and mixtures of two or more thereof.

【0010】(a)以外の疎水性ビニル系モノマ−(b
−3)としては、たとえば、エチレン、プロピレンなど
のオレフィン、スチレンなどの芳香族オレフィン、酢酸
ビニルなどのビニルエステル、ブタジエン、イソプレン
などのジエン類および炭素数12未満のアルキル基を有
するアルキル(メタ)アクリレ−トが挙げられる。
Hydrophobic vinyl monomers other than (a) (b)
-3) Examples include olefins such as ethylene and propylene, aromatic olefins such as styrene, vinyl esters such as vinyl acetate, dienes such as butadiene and isoprene, and alkyl (meth) having an alkyl group having less than 12 carbon atoms. Examples include acrylate.

【0011】二重結合を2個以上有する架橋性モノマ−
(b−4)としては、メチレンビスアクリルアミド、エ
チレングリコールジアクリレート等が挙げられる。
Crosslinkable monomer having two or more double bonds
Examples of (b-4) include methylene bisacrylamide, ethylene glycol diacrylate, and the like.

【0012】該ビニル系重合体(1)を構成するモノマ
−のうち、(a)の構成比は通常20モル%以上、好ま
しくは30モル%以上である。(a)が20モル%未満
では、油に対する溶解性が悪くなる。
Among the monomers constituting the vinyl polymer (1), the composition ratio of (a) is usually 20 mol% or more, preferably 30 mol% or more. If (a) is less than 20 mol%, the solubility in oil will be poor.

【0013】他のビニル系モノマ−(b)のうち、(b
−1)〜(b−3)の構成比の合計は通常0〜80モル
%、好ましくは0〜70モル%である。
Among other vinyl monomers (b), (b)
The total composition ratio of -1) to (b-3) is usually 0 to 80 mol%, preferably 0 to 70 mol%.

【0014】また(b−4)の構成比は通常0〜5%、
好ましくは0〜3%である。
[0014] The composition ratio of (b-4) is usually 0 to 5%,
Preferably it is 0 to 3%.

【0015】本発明におけるアルキル(メタ)アクリレ
ート系重合体(1)の数平均分子量は通常、1,000
〜100,000、好ましくは3,000〜80,00
0である。分子量が1,000未満では油凝固性が低下
し、100,000より大きいと凝固剤の所要量が増え
る。
The number average molecular weight of the alkyl (meth)acrylate polymer (1) in the present invention is usually 1,000.
~100,000, preferably 3,000-80,00
It is 0. If the molecular weight is less than 1,000, oil coagulation properties will be reduced, and if it is greater than 100,000, the required amount of coagulant will increase.

【0016】本発明における該ビニル系重合体(1)の
製法を例示すると、上記に例示した各構成モノマー成分
を、通常用いられるラジカル開始剤の存在下で、溶液重
合法、懸濁重合法、乳化重合法等、好ましくは溶液重合
法により重合し、(2)を製造することができる。
[0016] To illustrate the method for producing the vinyl polymer (1) in the present invention, the above-mentioned constituent monomer components are subjected to solution polymerization, suspension polymerization, (2) can be produced by polymerization using an emulsion polymerization method or the like, preferably a solution polymerization method.

【0017】本発明の油凝固剤は、燃料油または工業原
料油として用いられる、ガソリン、ナフサ、灯油、軽油
、原油、潤滑油、重油等の石油類、動植物油や、炭化水
素系溶剤(炭素数が通常5以上)に添加することにより
、これらの油を固形化処理することができる。これらの
油が流出油や廃液中の油分ないし、廃油の場合は、固形
状で廃棄することができる。またこれらの油は通常液状
であるため、本発明の凝固剤を添加することにより固形
燃料とすることもできる。
The oil coagulant of the present invention can be used as fuel oil or industrial raw material oil, such as gasoline, naphtha, kerosene, light oil, crude oil, lubricating oil, heavy oil, and other petroleum oils, animal and vegetable oils, and hydrocarbon solvents (carbon These oils can be solidified by adding them (usually 5 or more). If these oils are spilled oils, oils in waste liquids, or waste oils, they can be disposed of in solid form. Furthermore, since these oils are usually liquid, they can also be made into solid fuels by adding the coagulant of the present invention.

【0018】本発明の油凝固剤の添加量は、凝固後の充
分な硬度を得ることを考慮すると、油100重量部に対
して、通常1重量部以上、好ましくは3重量部以上であ
る。本発明の油凝固剤を凝固後の充分な硬度を得ること
を考慮すると、油100重量部に対して、通常1重量部
以上、好ましくは3重量部以上である。
The amount of the oil coagulant of the present invention to be added is usually 1 part by weight or more, preferably 3 parts by weight or more, based on 100 parts by weight of the oil, in order to obtain sufficient hardness after solidification. In order to obtain sufficient hardness after coagulating the oil coagulant of the present invention, the amount is usually 1 part by weight or more, preferably 3 parts by weight or more, per 100 parts by weight of oil.

【0019】本発明の油凝固剤を凝固しようとする油に
添加し、攪拌溶解した後、放置することにより容易に油
が固形状となる。室温で油凝固剤が溶解しにくい場合は
、50℃以上に加熱した油に油凝固剤を添加後、攪拌溶
解し、放冷すればよい。
[0019] The oil coagulant of the present invention is added to the oil to be coagulated, stirred and dissolved, and then left to stand to easily solidify the oil. If the oil coagulant is difficult to dissolve at room temperature, the oil coagulant may be added to oil heated to 50° C. or higher, stirred and dissolved, and allowed to cool.

【0020】[0020]

【実施例】以下、実施例により本発明をさらに説明する
が、本発明はこれに限定されるものではない。実施例中
の部は重量部である。
[Examples] The present invention will be further explained below with reference to Examples, but the present invention is not limited thereto. Parts in the examples are parts by weight.

【0021】実施例1 ステアリルアクリレート120部をトルエン180部に
溶解し、アゾビスイソブチロニトリル2.4部を加え、
窒素気流下、60℃、5時間反応した後、トルエンを溜
去し本発明の油凝固剤(以下油凝固剤Aとする)を得た
。GPCによる数平均分子量は52000であった。
Example 1 120 parts of stearyl acrylate was dissolved in 180 parts of toluene, 2.4 parts of azobisisobutyronitrile was added,
After reacting at 60° C. for 5 hours under a nitrogen stream, toluene was distilled off to obtain an oil coagulant of the present invention (hereinafter referred to as oil coagulant A). The number average molecular weight by GPC was 52,000.

【0022】実施例2 ステアリルアクリレート80部、ヒドロキシエチルメタ
クリレート22部およびアクリル酸6部をトルエン18
0部に溶解後、ジクミルパーオキサイド4.3部を加え
、還流下4時間反応した後トルエンを溜去し本発明の油
凝固剤を(以下、油凝固剤Bとする)得た。GPCによ
る数平均分子量は22000であった。
Example 2 80 parts of stearyl acrylate, 22 parts of hydroxyethyl methacrylate and 6 parts of acrylic acid were added to 18 parts of toluene.
After dissolving in 0 parts, 4.3 parts of dicumyl peroxide was added, and the mixture was reacted under reflux for 4 hours, and then toluene was distilled off to obtain an oil coagulant of the present invention (hereinafter referred to as oil coagulant B). The number average molecular weight by GPC was 22,000.

【0023】実施例3 ステアリルアクリレート80部およびヒドロキシエチル
アクリレート30部をエタノール330部に溶解後、ア
ゾビスイソブチロニトリル3部を加え、窒素気流下、6
0℃、5時間反応後エタノールを溜去し本発明の油凝固
剤(以下、油凝固剤Cとする)を得た。GPCによる数
平均分子量は18000であった。
Example 3 After dissolving 80 parts of stearyl acrylate and 30 parts of hydroxyethyl acrylate in 330 parts of ethanol, 3 parts of azobisisobutyronitrile was added, and the mixture was dissolved in a nitrogen stream for 60 parts.
After reaction at 0° C. for 5 hours, ethanol was distilled off to obtain an oil coagulant of the present invention (hereinafter referred to as oil coagulant C). The number average molecular weight by GPC was 18,000.

【0024】実施例4〜8 実施例1〜3で得た油凝固剤と軽油を表1に示した組成
比で100ミリリットル容ガラスビーカー中で50℃に
加熱し攪拌溶解後、室温で放置し30分後、ビーカーを
転倒させて、流動の有無を観察した。流動しなかったも
のについては、針入度計の針の先に直径5ミリメートル
の円板をとりつけ、針入度を測定した。結果を表1に示
す。
Examples 4 to 8 The oil coagulant and light oil obtained in Examples 1 to 3 were heated to 50°C in a 100 ml glass beaker at the composition ratio shown in Table 1, stirred and dissolved, and then allowed to stand at room temperature. After 30 minutes, the beaker was inverted and the presence or absence of flow was observed. For those that did not flow, a disk with a diameter of 5 mm was attached to the tip of the needle of a penetrometer to measure the penetration. The results are shown in Table 1.

【0025】比較例1〜3 ポリエチレンワックス(分子量3000、以下PEWと
する)と軽油を表2に示した組成比で100ミリリット
ル容ガラスビーカー中で140℃に加熱し攪拌溶解後、
室温で放置し、実施例4〜8と同様の評価を行った。結
果を表2に示した。
Comparative Examples 1 to 3 Polyethylene wax (molecular weight 3000, hereinafter referred to as PEW) and light oil in the composition ratio shown in Table 2 were heated to 140°C in a 100 ml glass beaker and dissolved with stirring.
The samples were left at room temperature and evaluated in the same manner as in Examples 4-8. The results are shown in Table 2.

【0026】[0026]

【表1】[Table 1]

【0027】[0027]

【表2】[Table 2]

【0028】[0028]

【発明の効果】本発明は下記の効果を奏する。本発明の
油凝固剤は、燃料油または工業用油として用いられる、
石油、ナフサ、灯油、軽油、原油等の石油類、動植物油
、潤滑油、重油等や、炭化水素系溶剤に添加することに
より、これらの油を固形化処理することができる。従っ
て、例えばこれらの油が流出油や廃油の場合は、固形状
で廃棄する目的に適する。また、これらの油は通常液状
であるため、本発明の油凝固剤を添加することにより固
形燃料とすることもできる。更に、本発明の油凝固剤は
、従来のものに比べ、少量の添加で充分な硬度の固形化
された油を得ることができ、かつ簡単な方法で油を凝固
することが出来る等の効果を奏する。
[Effects of the Invention] The present invention has the following effects. The oil coagulant of the present invention is used as fuel oil or industrial oil.
These oils can be solidified by adding them to petroleum oils such as petroleum, naphtha, kerosene, light oil, and crude oil, animal and vegetable oils, lubricating oils, heavy oils, and hydrocarbon solvents. Therefore, for example, when these oils are spilled oils or waste oils, they are suitable for disposal in solid form. Furthermore, since these oils are usually liquid, they can also be made into solid fuels by adding the oil coagulant of the present invention. Furthermore, compared to conventional oil coagulants, the oil coagulant of the present invention has effects such as being able to obtain solidified oil with sufficient hardness by adding a small amount and coagulating oil in a simple manner. play.

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】  炭素数12以上のアルキル基を有する
アルキル(メタ)アクリレ−ト(a)単位を20モル%
以上有するビニル系重合体(1)からなる油凝固剤。
Claim 1: 20 mol% of alkyl (meth)acrylate (a) units having an alkyl group having 12 or more carbon atoms.
An oil coagulant comprising the vinyl polymer (1) having the above.
【請求項2】  (a)がステアリル(メタ)アクリレ
−トである請求項1記載の油凝固剤。
2. The oil coagulant according to claim 1, wherein (a) is stearyl (meth)acrylate.
JP3032233A 1990-05-09 1991-01-31 Oil coagulant Expired - Lifetime JPH0765030B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3032233A JPH0765030B2 (en) 1990-05-09 1991-01-31 Oil coagulant

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2-119584 1990-05-09
JP11958490 1990-05-09
JP3032233A JPH0765030B2 (en) 1990-05-09 1991-01-31 Oil coagulant

Publications (2)

Publication Number Publication Date
JPH04213382A true JPH04213382A (en) 1992-08-04
JPH0765030B2 JPH0765030B2 (en) 1995-07-12

Family

ID=26370770

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3032233A Expired - Lifetime JPH0765030B2 (en) 1990-05-09 1991-01-31 Oil coagulant

Country Status (1)

Country Link
JP (1) JPH0765030B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06145691A (en) * 1992-10-30 1994-05-27 Ebara Kogyo Senjo Kk Method for sealing oil component

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05311191A (en) * 1990-05-09 1993-11-22 Sanyo Chem Ind Ltd Coagulant for edible oil

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05311191A (en) * 1990-05-09 1993-11-22 Sanyo Chem Ind Ltd Coagulant for edible oil

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06145691A (en) * 1992-10-30 1994-05-27 Ebara Kogyo Senjo Kk Method for sealing oil component

Also Published As

Publication number Publication date
JPH0765030B2 (en) 1995-07-12

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