JPH01152188A - Manufacture of fuel oil having good hue stability - Google Patents

Manufacture of fuel oil having good hue stability

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Publication number
JPH01152188A
JPH01152188A JP30967887A JP30967887A JPH01152188A JP H01152188 A JPH01152188 A JP H01152188A JP 30967887 A JP30967887 A JP 30967887A JP 30967887 A JP30967887 A JP 30967887A JP H01152188 A JPH01152188 A JP H01152188A
Authority
JP
Japan
Prior art keywords
oil
sulfide
heavy oil
group
fuel oil
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
JP30967887A
Other languages
Japanese (ja)
Other versions
JPH0819423B2 (en
Inventor
Kazuto Date
伊達 和人
Masuo Kudo
工藤 増男
Toshiro Nishizaki
西崎 俊郎
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.)
KIYOUSEKI SEIHIN GIJUTSU KENKYUSHO KK
Eneos Corp
Original Assignee
KIYOUSEKI SEIHIN GIJUTSU KENKYUSHO KK
Nippon Mining Co Ltd
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Application filed by KIYOUSEKI SEIHIN GIJUTSU KENKYUSHO KK, Nippon Mining Co Ltd filed Critical KIYOUSEKI SEIHIN GIJUTSU KENKYUSHO KK
Priority to JP30967887A priority Critical patent/JPH0819423B2/en
Publication of JPH01152188A publication Critical patent/JPH01152188A/en
Publication of JPH0819423B2 publication Critical patent/JPH0819423B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

PURPOSE:To manufacture a fuel oil having excellent hue stability during storage, by hydrogenating a light to heavy oil fraction produced through fluid catalytic cracking of heavy oil, and incorporating specified sulfide compounds into this hydrogenated fraction. CONSTITUTION:A light to heavy oil fraction produced through fluid catalytic cracking of heavy oil is hydrogenated and mixed with 10-500ppm, on a sulfur basis, of at least one compound selected from among sulfide compounds of formula I (wherein R1 and R2 are each 4-15C alkyl, phenyl, alkyl-substituted phenyl, naphthyl or benzyl) and of formula II (wherein R1 and R2 are each 1-4C alkyl; OH is at the para or ortho position) (e.g., diphenyl sulfide or di(4- hydroxy-3,5-di-t-butyl)benzyl sulfide), thus producing a fuel oil having excellent hue stability during storage.

Description

【発明の詳細な説明】 童栗上傅肌朋分! 本発明は、重質油の流動接触分解で生成する軽油乃至重
油留分から色相安定性に優れた燃料油を製造する方法に
関する。
[Detailed Description of the Invention] Dokuri Kamifuhada Tomobun! The present invention relates to a method for producing fuel oil with excellent hue stability from light oil to heavy oil fractions produced by fluid catalytic cracking of heavy oil.

従来茨± 重質油の流動接触分解において、ガソリンの他にサイク
ル油と称せられる軽油乃至重油留分が多量生成するが、
該留分は貯蔵中に黄色〜褐色に変色する傾向があり、燃
料油として利用するには好ましくない。従来、この変色
の対策として色相安定性向上剤の添加等が行われている
が、未だ実用上有効でない。
Conventionally, in fluid catalytic cracking of heavy oil, large amounts of light oil and heavy oil fractions called cycle oil are produced in addition to gasoline.
This fraction tends to turn yellow to brown during storage, making it unsuitable for use as fuel oil. Conventionally, as a countermeasure against this discoloration, addition of a hue stability improver has been carried out, but this has not yet been practically effective.

■が2 しようとする諜 本発明者は、上記軽油乃至重油留分から成る燃料油の色
相安定性について検討した結果、これらの留分を水素化
処理したものに、特定なスルフィド型硫黄化合物もしく
は特定な潤滑油を添加することにより、上記留分から色
相安定性の良好な燃料油が得られることを見出した。
(2) As a result of studying the hue stability of fuel oils composed of the above-mentioned light oil to heavy oil fractions, the present inventor has discovered that certain sulfide-type sulfur compounds or specific It has been found that by adding a lubricating oil, a fuel oil with good hue stability can be obtained from the above fraction.

したがって、本発明は、重質油の流動接触分解により生
成する軽油乃至重油留分から、貯蔵中の色相安定性が良
好な燃料油を製造するための方法を提供するこ、とを課
題とする。
Therefore, an object of the present invention is to provide a method for producing fuel oil with good hue stability during storage from light oil to heavy oil fractions produced by fluid catalytic cracking of heavy oil.

以下本発明を説明する。The present invention will be explained below.

又里曵盪底 本発明の構成上の特徴は、重質油の流動接触分解で生成
する軽油乃至重油留分を水素化処理し、次いで得られた
留分に、下記一般式(I)及び−最大(n)で示される
硫黄化合物から成る群から選択される化合物の1種又は
2種を硫黄分として10〜500ppm配合することに
ある。
The structural feature of the present invention is that a light oil to heavy oil fraction produced by fluid catalytic cracking of heavy oil is hydrotreated, and then the obtained fraction is treated with the following general formula (I) and - One or two types of compounds selected from the group consisting of sulfur compounds represented by maximum (n) are blended in an amount of 10 to 500 ppm as a sulfur content.

R1−5−R1(I) (式中、R1とR2は炭素数4〜15個のアルキル基、
フェニル基、アルキル置換フェニル基、ナフタレン基又
はベンジル基を表わし、R3とR2は同−又は異なって
いてもよい) 一般式(II) (式中、R1とR2は炭素数1〜4個のアルキル基を表
わし、OH基はバラ又はオルト位に結合する) また、本発明の特徴は、上記留分を水素化処理し、次い
で得られた留分に、スルフィド型硫黄化合物を硫黄分と
して200ppm以上と、テトラリン及び/又はインダ
ン系炭化水素を5重量%以上含有する潤滑油の0.2〜
5重量%を添加することにある。
R1-5-R1(I) (wherein R1 and R2 are alkyl groups having 4 to 15 carbon atoms,
Represents a phenyl group, an alkyl-substituted phenyl group, a naphthalene group, or a benzyl group, and R3 and R2 may be the same or different) General formula (II) (wherein, R1 and R2 are alkyl groups having 1 to 4 carbon atoms) The present invention is characterized by hydrogenating the above-mentioned fraction, and then adding a sulfide-type sulfur compound to the resulting fraction with a sulfur content of 200 ppm or more. and 0.2 to 0.2% of lubricating oil containing 5% by weight or more of tetralin and/or indane hydrocarbons.
5% by weight.

課 を”′するための 本発明において対象とする燃料油は、重質油を原料とし
、これをゼオライトやシリカの粉状触媒を用いて流動接
触分解することにより生成するライトサイクルオイル(
軽質循環油)と称せられる油(以下FC−LCOと略記
する)から成る。こ(7)FC−LCOは沸点範囲15
0〜400”C程度の芳香族炭化水素に富んだ軽油乃至
重油(特にA重油)留分である。
The fuel oil that is the subject of this invention in order to accomplish the above is a light cycle oil (light cycle oil) produced by using heavy oil as a raw material and subjecting it to fluid catalytic cracking using a zeolite or silica powder catalyst.
It consists of an oil called light circulating oil (hereinafter abbreviated as FC-LCO). This (7) FC-LCO has a boiling point range of 15
It is a light oil to heavy oil (especially A heavy oil) fraction rich in aromatic hydrocarbons of about 0 to 400''C.

また、この留分、FC−LCOは、炭化水素のタイプで
いうとn−d−M環分析値CA%45〜65、CN%0
.5〜5、cp%35〜50程度の組成を有するもので
ある。ところで、このFC−LCOは分解油であって、
流動接触分解装置から留出した後、貯蔵することにより
短期間のうちに黄色味を呈し始め、次いで褐色に変化す
るという、燃料油として好ましからざる欠点を有する。
In addition, this fraction, FC-LCO, has an nd-M ring analysis value CA% of 45 to 65 and a CN% of 0 in terms of hydrocarbon type.
.. It has a composition of about 5 to 5 and cp% of about 35 to 50. By the way, this FC-LCO is a cracked oil,
After being distilled from a fluid catalytic cracker and stored, it begins to take on a yellowish color within a short period of time, and then turns brown, which is an undesirable drawback as a fuel oil.

本発明においては、上記FC−LCOをまず水素化処理
する。この水素化処理は、触媒としてNi−Co−Mo
系金属をシリカ、アルミナ等の多孔質担体に担持したも
ので、好ましくは特に芳香族炭化水素の核水添機能を有
するものを用いて行う。
In the present invention, the FC-LCO is first subjected to a hydrogenation treatment. This hydrogenation treatment uses Ni-Co-Mo as a catalyst.
This is carried out using a porous carrier such as silica or alumina, in which a metal is supported, and preferably has a function of nuclear hydrogenation of aromatic hydrocarbons.

該処理により、脱硫、脱窒素、不飽和炭化水素の水素化
のほかに、油中のナフタレンの部分水素化によるテトラ
リンへの変換反応が行われる。
Through this treatment, in addition to desulfurization, denitrification, and hydrogenation of unsaturated hydrocarbons, a conversion reaction to tetralin by partial hydrogenation of naphthalene in the oil is performed.

すなわち、FC−LCO中にはナフタレンもしくはアル
キルナフタレンが1〜数%含有されているので、上記変
換反応により、これらをテトラリンに変換する条件下に
水素化処理を行うことにより、n−d−M値がCA%2
0〜35、CN%30〜45及び02%30〜35の油
が得られ、かつ同時に硫黄分及び窒素分も除去される。
That is, since FC-LCO contains 1 to several percent of naphthalene or alkylnaphthalene, by performing hydrogenation treatment under conditions that convert these to tetralin by the above conversion reaction, nd-M Value is CA%2
An oil with 0-35, CN% 30-45 and 02% 30-35 is obtained, and at the same time the sulfur and nitrogen contents are also removed.

例えば、硫黄分は0.3〜0.5%から0.05%以下
に、窒素分は4501)I’llから1100pp以下
に低減される。
For example, the sulfur content is reduced from 0.3 to 0.5% to 0.05% or less, and the nitrogen content is reduced from 4501) I'll to 1100 pp or less.

本発明においては、上記水素化処理を行ったFC−LC
Oに、上記−最大(I)並びに−最大(II)で示され
るスルフィド型硫黄化合物のそれぞれもしくは両者を併
用して添加する。
In the present invention, the FC-LC subjected to the above hydrogenation treatment is
Each or a combination of the sulfide-type sulfur compounds shown in -Maximum (I) and -Maximum (II) above are added to O.

一般式(1)で示されるスルフィド型硫黄化合物として
は、ジオクチルスルフィド、ジフェニルスルフィド、ジ
ドデシルスルフィド等を例示し得、−最大(11)で示
されるスルフィド型硫黄化合物としてはジ(4−ヒドロ
キシ−3,5−ジ−t−ブチル)ベンジルスルフィド、
ジ(2−ヒドロキシ−3,5−ジ−t−ブチル)ベンジ
ルスルフィド等を例示し得る。
Examples of the sulfide-type sulfur compound represented by general formula (1) include dioctyl sulfide, diphenyl sulfide, didodecyl sulfide, etc., and examples of the sulfide-type sulfur compound represented by -maximum (11) include di(4-hydroxy- 3,5-di-t-butyl)benzyl sulfide,
Examples include di(2-hydroxy-3,5-di-t-butyl)benzyl sulfide.

これらのスルフィド型硫黄化合物は、上記FC−LCO
に硫黄分としてlO〜500ppmになるように添加す
る。この添加量が10ppn+より少ないと色相安定効
果が期待できず、一方500ppmを越えても格別的な
色相安定効果がみられないので経済上得策でない。また
、上記スルフィド型硫黄化合物は2種以上併用してもよ
い。
These sulfide-type sulfur compounds are
The sulfur content is added to 10 to 500 ppm. If the amount added is less than 10 ppn+, no hue stabilizing effect can be expected; on the other hand, if it exceeds 500 ppm, no particular hue stabilizing effect will be observed, which is not economically advantageous. Furthermore, two or more of the above sulfide-type sulfur compounds may be used in combination.

次に、上記により水素化処理を行ったFC−LCOに潤
滑油を添加する場合について説明する。
Next, a case will be described in which a lubricating oil is added to the FC-LCO that has been subjected to the hydrogenation treatment as described above.

ここで用いる潤滑油は、スルフィド型硫黄化合物を硫黄
分として200+)l)111以上、好ましくは300
〜3000ppmを含有し、テトラリン及び/又はイン
ダン系炭化水素を5重量%以上含有し、かつ塩基性窒素
分が10ppm以下のもので粘度が5〜30cS t 
(40℃)のものがと(に好ましい。
The lubricating oil used here has a sulfide-type sulfur compound with a sulfur content of 200 +) l) 111 or more, preferably 300
-3000 ppm, contains 5% by weight or more of tetralin and/or indane hydrocarbon, and has a basic nitrogen content of 10 ppm or less, and has a viscosity of 5 to 30 cSt.
(40°C) is preferred.

なお、上記潤滑油は、水素化精製、溶剤抽出精製、脱ロ
ウ精製、吸着精製などの公知の手段を適宜組合わせて精
製したものを用いる。
The above-mentioned lubricating oil is purified by appropriately combining known means such as hydrorefining, solvent extraction refining, dewaxing refining, and adsorption refining.

また、FC−LCOに対する潤滑油の添加量は、潤滑油
の組成にもよるが、一般には0.5〜5重量%が好まし
く、添加後のFC−LCO中のスルフィド硫黄分が約1
0〜300pp111−好ましくは20〜200ppm
程度になるようにその添加量を選択する。更に、上記潤
滑油は、一般式(I)及び(II)で示されるスルフィ
ド型硫黄化合物と併用することもできる。
The amount of lubricating oil added to FC-LCO depends on the composition of the lubricating oil, but is generally preferably 0.5 to 5% by weight, and the sulfide sulfur content in FC-LCO after addition is approximately 1% by weight.
0-300pp111-preferably 20-200ppm
The amount to be added is selected so that the Furthermore, the above lubricating oil can also be used in combination with sulfide-type sulfur compounds represented by general formulas (I) and (II).

以上述べたように、本発明に従ってFC−LCOを水素
化処理して精製したものに、前記一般式(I)並びに(
II)で示される特定な性状の潤滑油を添加することに
より、貯蔵における色相安定性が良好な燃料油を得るこ
とができる。
As described above, FC-LCO purified by hydrogenation according to the present invention has the general formula (I) and (
By adding a lubricating oil having the specific properties shown in II), a fuel oil with good hue stability during storage can be obtained.

以下実施例により本発明を具体的に説明する。The present invention will be specifically explained below using Examples.

実施例1 間接脱硫装置で脱硫した重質油を、流動接触分解装置で
分解して、沸点約150〜300℃のサイクル油(以下
FC−LCO−Aと略記する)を採取し、この油を下記
の条件で水素化処理した。
Example 1 Heavy oil desulfurized in an indirect desulfurization device is decomposed in a fluid catalytic cracking device to collect cycle oil (hereinafter abbreviated as FC-LCO-A) with a boiling point of about 150 to 300°C. Hydrogenation treatment was carried out under the following conditions.

水素化処理条件: 触媒:N1−W 温度:320℃ 水素圧カニ    100kg/cj LH3V  :     2.Ohr−’水素/油比:
  5001 / 1 上記により水素化処理したFC−LCO(以下FC−L
CO−Hと記す)と上記FC−LCO−Aの両油の性状
を第1表に示す。
Hydrotreating conditions: Catalyst: N1-W Temperature: 320°C Hydrogen pressure crab 100kg/cj LH3V: 2. Ohr-'hydrogen/oil ratio:
5001/1 FC-LCO (hereinafter referred to as FC-L) hydrogenated as above
Table 1 shows the properties of both oils (denoted as CO-H) and FC-LCO-A above.

第1表 次に、上記FC−LCO−Hに第2表に示すとおりの硫
黄化合物を添加し、その貯蔵中における色相安定性の試
験を行った。結果は第2表に示すとおりである。
Table 1 Next, sulfur compounds as shown in Table 2 were added to the above FC-LCO-H, and the hue stability during storage was tested. The results are shown in Table 2.

第2表にみられるとおり、FC−LCO−Aに−i式(
1)並びに(II)で示されるスルフィド型硫黄化合物
を添加したものの色相安定性が無添加のもの、及び水素
化処理を行わない油に添加したものに比べて、色相安定
性が良好であることがわかる。
As shown in Table 2, FC-LCO-A has -i formula (
The hue stability of the sulfide-type sulfur compound shown in 1) and (II) is better than that of the oil without the addition or the oil added to the oil without hydrogenation treatment. I understand.

実施例2 実施例1において水素化処理して得たFC−LCo−H
に、下記により調製した潤滑油を添加してその色相安定
性の試験を行った。
Example 2 FC-LCo-H obtained by hydrogenation in Example 1
A lubricating oil prepared as described below was added to the mixture, and its hue stability was tested.

結果は第3表に示すとおりである。The results are shown in Table 3.

潤滑油の調製: 中東系原油から分離した粘度10.2cStの留分をN
i−Co−Mo系水素化精製用触媒を用いて、温度35
0℃、水素圧90kg/cIa及びL HS V 1.
5hr−’で水素化処理し、次いで溶剤脱ロウし、更に
白土で吸着処理して潤滑油Aを得た。
Preparation of lubricating oil: The fraction with a viscosity of 10.2 cSt separated from Middle Eastern crude oil was
Using i-Co-Mo hydrorefining catalyst, temperature 35
0°C, hydrogen pressure 90kg/cIa and L HS V 1.
Lubricating oil A was obtained by hydrogenation for 5 hours, followed by solvent dewaxing and adsorption treatment with clay.

また、上記留分を、原油に対し2.5容量倍のフルフラ
ール溶剤で抽出してそのラフィネート分を回収し、次い
で溶剤脱ロウと白土処理により潤滑油Bを得た。
Further, the above fraction was extracted with a furfural solvent whose volume was 2.5 times that of the crude oil, and the raffinate portion thereof was recovered, and then lubricating oil B was obtained by solvent dewaxing and clay treatment.

得られた各潤滑油の性状は下記のとおりである。The properties of each lubricating oil obtained are as follows.

性状           潤滑油A 潤滑油B粘度c
St(40℃)         6.65   8.
98硫黄分(讐t%)         0.05  
 0.64スルフィド硫黄分(ppm)    30 
  2600窒素分(ppm)         20
    15塩基性窒素分(ppm)      1以
下  1以下テトラリン/インダン(ht%)15.4
   10.6次に、実施例1で用いたFC−LCO−
Hに上記潤滑油A並びに潤滑油Bをそれぞれ添加し、そ
れらの貯蔵中における色相安定性試験を行った。
Properties Lubricating oil A Lubricating oil B Viscosity c
St (40℃) 6.65 8.
98 Sulfur content (%) 0.05
0.64 Sulfide sulfur content (ppm) 30
2600 Nitrogen content (ppm) 20
15 Basic nitrogen content (ppm) 1 or less 1 or less Tetralin/Indane (ht%) 15.4
10.6 Next, FC-LCO- used in Example 1
The above-mentioned lubricating oil A and lubricating oil B were added to H, respectively, and a hue stability test was conducted during storage.

結果は第3表に示すとおりである。The results are shown in Table 3.

第3表にみられるとおり、水素此処′理したFC−LC
O−Hに特にスルフィド分の多い潤滑油Bを少量添加し
た試料11に9〜11は長期間の貯蔵中でも色相変化を
起さず、安定性に優れていることがわかる。
As shown in Table 3, FC-LC treated with hydrogen
It can be seen that Samples 9 to 11, in which a small amount of lubricating oil B with a particularly high sulfide content was added to O-H, and Samples 9 to 11 do not change in hue even during long-term storage, and are excellent in stability.

Claims (4)

【特許請求の範囲】[Claims] (1)重質油の流動接触分解により生成する軽油乃至重
油留分を水素化処理し、次いで得られた留分に、下記一
般式( I )及び(II)で示される硫黄化合物から成る
群から選択される化合物の1種又は2種以上を硫黄分と
して10〜500ppm配合することを特徴とする色相
安定性の良好な燃料油の製造方法。 一般式( I ) R_1−S−R_2 (式中、R_1とR_2は炭素数4〜15個のアルキル
基、フェニル基、アルキル置換フェニル基、ナフタレン
基又はベンジル基を表わし、R_1とR_2は同一又は
異なつていてもよい) 一般式(II) ▲数式、化学式、表等があります▼ (式中、R_1とR_2は炭素数1〜4個のアルキル基
を表わし、OH基はパラ又はオルト位に結合する)
(1) Hydrotreating the light oil or heavy oil fraction produced by fluid catalytic cracking of heavy oil, and then adding a group consisting of sulfur compounds represented by the following general formulas (I) and (II) to the resulting fraction. 1. A method for producing fuel oil with good hue stability, which comprises blending one or more compounds selected from the following as a sulfur content of 10 to 500 ppm. General formula (I) R_1-S-R_2 (wherein R_1 and R_2 represent an alkyl group having 4 to 15 carbon atoms, a phenyl group, an alkyl-substituted phenyl group, a naphthalene group or a benzyl group, and R_1 and R_2 are the same or General formula (II) ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (In the formula, R_1 and R_2 represent an alkyl group having 1 to 4 carbon atoms, and the OH group is in the para or ortho position. Join)
(2)上記水素化処理により、油中にテトラリン及び/
又はインダン系炭化水素を0.5重量%以上含有させる
特許請求の範囲第(1)項記載の製造方法。
(2) Through the above hydrogenation treatment, tetralin and/or
Alternatively, the manufacturing method according to claim (1), wherein the indane hydrocarbon is contained in an amount of 0.5% by weight or more.
(3)重質油の流動接触分解により生成する軽油乃至重
油留分を水素化処理し、次いで得られた留分に、スルフ
ィド型硫黄化合物を硫黄分として200ppm以上、及
びテトラリン及び/又はインダン系炭化水素化合物を5
重量%以上含有する潤滑油を0.2〜5重量%添加する
ことを特徴とする色相安定性の良好な燃料油の製造方法
(3) Hydrotreating the light oil or heavy oil fraction produced by fluid catalytic cracking of heavy oil, and then adding sulfide-type sulfur compounds of 200 ppm or more as a sulfur content, and tetralin and/or indane-based fractions to the resulting fraction. 5 hydrocarbon compounds
A method for producing a fuel oil with good hue stability, characterized by adding 0.2 to 5% by weight of a lubricating oil containing % by weight or more.
(4)上記潤滑油の添加により燃料油中のスルフィド硫
黄分を10〜300ppmとする特許請求の範囲第(3
)項記載の製造方法。
(4) The sulfide sulfur content in the fuel oil is adjusted to 10 to 300 ppm by adding the lubricating oil.
) The manufacturing method described in section 2.
JP30967887A 1987-12-09 1987-12-09 Method for producing fuel oil having good hue stability Expired - Lifetime JPH0819423B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP30967887A JPH0819423B2 (en) 1987-12-09 1987-12-09 Method for producing fuel oil having good hue stability

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP30967887A JPH0819423B2 (en) 1987-12-09 1987-12-09 Method for producing fuel oil having good hue stability

Publications (2)

Publication Number Publication Date
JPH01152188A true JPH01152188A (en) 1989-06-14
JPH0819423B2 JPH0819423B2 (en) 1996-02-28

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05179258A (en) * 1991-12-27 1993-07-20 Kurita Water Ind Ltd Stainproofing agent for petroleum liquefying process
US5453211A (en) * 1993-11-19 1995-09-26 Exxon Research & Engineering Co. Tetralins or a combination of tetrlins and organic sulfides as lube oil anti-oxidants
JP2013516527A (en) * 2010-02-17 2013-05-13 クラウス ダーレケ コマンディートゲゼルシャフト Process for producing naphthenic process oils by hydrogenation

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH05179258A (en) * 1991-12-27 1993-07-20 Kurita Water Ind Ltd Stainproofing agent for petroleum liquefying process
US5453211A (en) * 1993-11-19 1995-09-26 Exxon Research & Engineering Co. Tetralins or a combination of tetrlins and organic sulfides as lube oil anti-oxidants
JP2013516527A (en) * 2010-02-17 2013-05-13 クラウス ダーレケ コマンディートゲゼルシャフト Process for producing naphthenic process oils by hydrogenation

Also Published As

Publication number Publication date
JPH0819423B2 (en) 1996-02-28

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