JPH10273683A - Composition for fuel oil and fuel oil additive - Google Patents
Composition for fuel oil and fuel oil additiveInfo
- Publication number
- JPH10273683A JPH10273683A JP9516097A JP9516097A JPH10273683A JP H10273683 A JPH10273683 A JP H10273683A JP 9516097 A JP9516097 A JP 9516097A JP 9516097 A JP9516097 A JP 9516097A JP H10273683 A JPH10273683 A JP H10273683A
- Authority
- JP
- Japan
- Prior art keywords
- fuel oil
- composition
- component
- oil
- oxide
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 19
- 239000000295 fuel oil Substances 0.000 title claims description 21
- 239000003747 fuel oil additive Substances 0.000 title description 2
- 239000003921 oil Substances 0.000 claims abstract description 42
- 239000002283 diesel fuel Substances 0.000 claims abstract description 24
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 23
- 239000011593 sulfur Substances 0.000 claims abstract description 23
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 21
- -1 diol compound Chemical class 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 239000000654 additive Substances 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 14
- 239000000446 fuel Substances 0.000 abstract description 10
- 238000002156 mixing Methods 0.000 abstract description 4
- 238000005299 abrasion Methods 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 239000003350 kerosene Substances 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 description 14
- 239000007789 gas Substances 0.000 description 13
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 10
- 238000000926 separation method Methods 0.000 description 10
- 239000004711 α-olefin Substances 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 230000001050 lubricating effect Effects 0.000 description 5
- 239000010779 crude oil Substances 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000002347 injection Methods 0.000 description 4
- 239000007924 injection Substances 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 230000003449 preventive effect Effects 0.000 description 3
- WHFQAROQMWLMEY-UHFFFAOYSA-N propylene dimer Chemical compound CC=C.CC=C WHFQAROQMWLMEY-UHFFFAOYSA-N 0.000 description 3
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- RQFVHGAXCJVPBZ-UHFFFAOYSA-N propylene pentamer Chemical compound CC=C.CC=C.CC=C.CC=C.CC=C RQFVHGAXCJVPBZ-UHFFFAOYSA-N 0.000 description 3
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 239000007853 buffer solution Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- 239000000809 air pollutant Substances 0.000 description 1
- 231100001243 air pollutant Toxicity 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000006280 diesel fuel additive Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Liquid Carbonaceous Fuels (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、潤滑性、水分離
性、抗乳化性が優れた燃料油及び添加剤に関する。特に
低硫黄化のディーゼル燃料油でも潤滑性に優れると同時
に水分離性に優れる燃料油組成物及び燃料油用添加剤に
関する。TECHNICAL FIELD The present invention relates to a fuel oil and an additive having excellent lubricating properties, water separation properties and demulsifying properties. In particular, the present invention relates to a fuel oil composition and a fuel oil additive which are excellent in lubricating properties and water separation properties even in a low-sulfurized diesel fuel oil.
【0002】[0002]
【従来の技術】ケロシンタイプのジェット燃料油の精製
プロセスとして水素処理が導入された1960年代後半
に、ジェット燃料の潤滑性に起因するジェットエンジン
の燃料噴射ポンプの腐食摩耗による不具合が生じた。こ
の対策として、脂肪酸、脂肪酸エステル等の腐食防止剤
の添加が効果あり、採用された。しかし、現在はポンプ
材質を変更する対策が取られ、腐食防止剤を添加しなく
なっている。同様に、ディーゼル燃料油においても防錆
を目的に、グリセリンもしくはグリコールと炭素数10
以上の脂肪酸との部分エステルを、該エステルを構成す
る脂肪酸と併用して添加することが、米国特許2,52
7,889号公報に記載されている。さらに、ディーゼ
ルエンジンの燃料消費低減と排出される大気汚染物質低
減を目的に、ネオペンチルグリコールの直鎖カルボン酸
エステルと分子量125〜200の直鎖カルボン酸のエ
ステルを併用して添加することが米国特許4,920,
691号公報に記載されている。2. Description of the Related Art In the late 1960's when hydrogen treatment was introduced as a refining process for kerosene-type jet fuel oil, a problem occurred due to corrosion wear of a fuel injection pump of a jet engine due to lubricity of jet fuel. As a countermeasure, the addition of a corrosion inhibitor such as a fatty acid or a fatty acid ester was effective and employed. However, at present, measures are taken to change the pump material, and the addition of a corrosion inhibitor has been stopped. Similarly, in diesel fuel oil, glycerin or glycol is used to prevent rust.
The addition of the above partial ester with a fatty acid in combination with the fatty acid constituting the ester is disclosed in US Pat.
7,889. In addition, in order to reduce the fuel consumption of diesel engines and reduce the emission of air pollutants, it is common to add a combination of a linear carboxylic acid ester of neopentyl glycol and a linear carboxylic acid having a molecular weight of 125 to 200 in the United States. Patent 4,920,
No. 691.
【0003】近年、ディーゼル燃料に関して、地球環境
保全のための排出ガス規制強化と共に、ディーゼル燃料
油中の硫黄含量の低減化が進められている。ディーゼル
燃料油の低硫黄化は、ケロシンタイプのジェット燃料と
同様に、水素処理によりベンゾチオフェン等の硫黄含有
芳香族成分を減少させることにより実現されている。硫
黄含有芳香族成分はディーゼル燃料油の潤滑性に寄与し
ており、硫黄含有芳香族成分の含有量の少ないディーゼ
ル燃料油は潤滑性が低下している。このため、低硫黄化
が進むにつれて潤滑性が低下し、燃料噴射ポンプの摩耗
が原因のエンジントラブルが発生している。この対策と
しては、ケロシンタイプのジェット燃料に使用されたの
と同じ脂肪酸エステルが添加されたディーゼル燃料油が
検討されている。[0003] In recent years, with respect to diesel fuel, along with stricter exhaust gas regulations for preserving the global environment, reduction of the sulfur content in diesel fuel oil has been promoted. The reduction in the sulfur content of diesel fuel oil has been realized by reducing sulfur-containing aromatic components such as benzothiophene by hydrogen treatment, as in the case of kerosene-type jet fuel. The sulfur-containing aromatic component contributes to the lubricity of the diesel fuel oil, and the diesel fuel oil containing a small amount of the sulfur-containing aromatic component has a reduced lubricity. For this reason, the lubricating property decreases as the sulfur content decreases, and engine troubles due to wear of the fuel injection pump occur. As a countermeasure, a diesel fuel oil to which the same fatty acid ester as that used for the kerosene-type jet fuel is added has been studied.
【0004】[0004]
【発明が解決しようとする課題】しかし、燃料噴射ポン
プの潤滑性を改良するために添加される脂肪酸エステル
等の従来の添加剤では潤滑性が不十分であると共に水分
離性が悪化し満足できる硫黄含量の少ないディーゼル燃
料油が得られない場合がある。However, conventional additives, such as fatty acid esters, added to improve the lubricity of the fuel injection pump are insufficient in lubricity and deteriorate water separation properties, and are satisfactory. In some cases, diesel fuel oil with a low sulfur content cannot be obtained.
【0005】[0005]
【課題を解決するための手段】本発明者らは、この課題
に対し鋭意検討した結果、特定の化学構造のジオール化
合物を添加することにより、硫黄含量が0.2重量%以
下である低硫黄化ディーゼル燃料油にも優れた潤滑性を
付与すると同時に、水分離性に優れることを見いだし
た。Means for Solving the Problems As a result of intensive studies on this problem, the present inventors have found that by adding a diol compound having a specific chemical structure, a low sulfur having a sulfur content of 0.2% by weight or less can be obtained. It has been found that the lubricated diesel fuel oil has excellent lubricity and also has excellent water separation properties.
【0006】すなわち本発明は、一般式(1)で示され
るジオール化合物(A)と、硫黄含量が0.2重量%以
下であるディーゼル燃料油(B)からなる燃料油組成
物;及び一般式(1)で示されるジオール化合物(A)
からなる、硫黄含量が0.2重量以下であるディーゼル
燃料油用添加剤である。 R−CH(OH)−CH2(OH) (1) [式中Rは炭素数8〜30の1価の炭化水素基を表
す。]That is, the present invention provides a fuel oil composition comprising a diol compound (A) represented by the general formula (1) and a diesel fuel oil (B) having a sulfur content of 0.2% by weight or less; The diol compound (A) represented by (1)
The diesel fuel additive having a sulfur content of 0.2% by weight or less. R—CH (OH) —CH 2 (OH) (1) wherein R represents a monovalent hydrocarbon group having 8 to 30 carbon atoms. ]
【0007】[0007]
【発明の実施形態】本発明の一般式(1)で示されるジ
オール化合物(A)は、式中Rで示される炭化水素基を
有するα−オレフィンを空気酸化等の酸化により作成さ
れるα−オレフィンオキサイドを加水分解し、開環させ
ることにより作成できる。BEST MODE FOR CARRYING OUT THE INVENTION The diol compound (A) represented by the general formula (1) of the present invention is obtained by converting an α-olefin having a hydrocarbon group represented by R into an α-olefin prepared by oxidation such as air oxidation. It can be prepared by hydrolyzing olefin oxide and ring opening.
【0008】一般式(1)中のRは炭素数8〜30の炭
化水素基であり、好ましくは炭素数14〜22のアルキ
ル基もしくは2重結合が1個以上存在するアルケニル基
が好ましい。上記アルキル基は分岐のものがさらに好ま
しい。R in the general formula (1) is a hydrocarbon group having 8 to 30 carbon atoms, preferably an alkyl group having 14 to 22 carbon atoms or an alkenyl group having at least one double bond. The alkyl group is more preferably a branched one.
【0009】一般式(1)中のRの炭素数が8未満、ま
たは30を越えると、硫黄含量が0.2重量%以下であ
るディーゼル燃料油に対する溶解性が不足する。When the carbon number of R in the general formula (1) is less than 8 or more than 30, the solubility in diesel fuel oil having a sulfur content of 0.2% by weight or less is insufficient.
【0010】本発明における硫黄含量が0.2重量%以
下の低硫黄化ディーゼル燃料油(B)の具体例として
は、低硫黄原油(たとえば、ミナス原油等南方系の原
油)の通常の蒸留で得られるJIS1号軽油、JIS2
号軽油、JIS3号軽油、JIS特3号軽油;通常の原
油から水素化脱硫処理工程を経て製造される脱硫軽油;
この脱硫軽油と直留軽油(水素化脱硫工程前の軽油)を
ブレンドして得られる軽油留分から製造されるJIS1
号軽油、JIS2号軽油、JIS3号軽油、JIS特3
号軽油が挙げられる。特に好ましくは、水素化脱硫処理
工程を経て製造される脱硫軽油を50重量%以上使用し
て製造されるJIS1号軽油、JIS2号軽油、JIS
3号軽油、JIS特3号軽油である。[0010] Specific examples of the low-sulfurized diesel fuel oil (B) having a sulfur content of 0.2% by weight or less in the present invention include ordinary distillation of low-sulfur crude oil (for example, southern crude oil such as Minas crude oil). JIS No. 1 light oil obtained, JIS2
No. 3 gas oil, JIS No. 3 gas oil, JIS No. 3 gas oil; desulfurized gas oil produced from ordinary crude oil through a hydrodesulfurization treatment process;
JIS1 produced from a gas oil fraction obtained by blending this desulfurized gas oil with a straight-run gas oil (the gas oil before the hydrodesulfurization step)
No. light oil, JIS No. 2 light oil, JIS No. 3 light oil, JIS special 3
No. light oil. Particularly preferably, JIS No. 1 gas oil, JIS No. 2 gas oil, JIS gas oil produced using 50% by weight or more of desulfurized gas oil produced through a hydrodesulfurization treatment step.
No. 3 light oil, JIS special No. 3 light oil.
【0011】本発明中の燃料油組成物中のジオール化合
物(A)の含有量は、潤滑性能及び添加効率の観点か
ら、通常5〜500ppm、好ましくは50〜200p
pmである。The content of the diol compound (A) in the fuel oil composition of the present invention is usually from 5 to 500 ppm, preferably from 50 to 200 p, from the viewpoint of lubrication performance and addition efficiency.
pm.
【0012】該ジオール化合物(A)を直接硫黄含量が
0.2重量%以下であるディーゼル燃料油(B)に溶
解、混合して本発明の燃料油組成物作成することができ
る。また、ジオール化合物(A)を50重量%程度の濃
度のケロシン溶液にしておき、これを硫黄含量が0.2
重量%以下であるディーゼル燃料油(B)に溶解、混合
して本発明の燃料油組成物作成することもできる。The fuel oil composition of the present invention can be prepared by directly dissolving and mixing the diol compound (A) with a diesel fuel oil (B) having a sulfur content of 0.2% by weight or less. Also, the diol compound (A) was made into a kerosene solution having a concentration of about 50% by weight, and this was added with a sulfur content of 0.2%.
The fuel oil composition of the present invention can also be prepared by dissolving and mixing with the diesel fuel oil (B) which is less than or equal to the weight%.
【0013】本発明の燃料油は、他の公知の添加剤を含
有していても良い。これらの公知の添加剤としては、例
えば流動性向上剤(例えばEVA系流動性向上剤、アル
ケニルコハク酸アミド系流動性向上剤、ポリメタクリレ
ート系流動性向上剤)、清浄剤(例えば、ジブチルアミ
ンのエチレンオキサイド付加物、ブタノールのエチレン
オキサイド付加物)、防錆剤(例えばアルケニルコハク
酸系防錆剤、アルケニルコハク酸のエステル系防錆
剤)、酸化防止剤が挙げられる。The fuel oil of the present invention may contain other known additives. These known additives include, for example, flow improvers (eg, EVA flow improvers, alkenyl succinamide flow improvers, polymethacrylate flow improvers), detergents (eg, dibutylamine Examples include ethylene oxide adducts, ethylene oxide adducts of butanol), rust preventives (for example, alkenyl succinic acid-based rust preventives, alkenyl succinic acid ester-based rust preventives), and antioxidants.
【0014】燃料油組成物の水分離性および抗乳化性
は、JIS K 2276「航空燃料油試験方法」の水
溶解度試験方法により、評価できる。JIS K 22
76に記載されているように、100mlの栓付きメスシ
リンダーに試料80ml、緩衝液20ml取り、所定の条件
で振り混ぜ、静置後の緩衝液部分の容量変化および界面
の状態、分離状態を表1、表2に従い評価した。The water separation property and the demulsifying property of the fuel oil composition can be evaluated by the water solubility test method of JIS K 2276 “Aero fuel oil test method”. JIS K22
As described in 76, take 80 ml of the sample and 20 ml of the buffer solution in a 100 ml measuring cylinder with a stopper, shake under the prescribed conditions, and display the change in the volume of the buffer solution after standing, the state of the interface, and the separation state. 1. Evaluation was performed according to Table 2.
【0015】[0015]
【表1】 [Table 1]
【0016】[0016]
【表2】 [Table 2]
【0017】ディーゼル燃料油の潤滑性は、通常の摩擦
摩耗評価のテーブル試験法、例えばファレックスブロッ
クオンリング摩擦・摩耗試験機を用いた試験、BOCL
E試験機を用いた試験(ASTM D5001)、SR
V試験機(独国 オプチモル社製)を用いた試験、ディ
ーゼル燃料油の潤滑性評価のために開発されたHFRR
試験等により評価できる。特に、HFRR試験(英国P
CSインスツルメンツ社製)による評価が実際の燃料ポ
ンプの摩耗と相関が高く広く使用されている。The lubricating properties of diesel fuel oil can be measured by a conventional frictional wear evaluation table test method, for example, a test using a Falex block-on-ring friction / wear tester, BOCL
Test using E tester (ASTM D5001), SR
HFRR developed to test lubrication of diesel fuel oil using a V tester (manufactured by Optimol, Germany)
It can be evaluated by tests and the like. In particular, the HFRR test (UK P
Evaluation by CS Instruments, Inc. has a high correlation with actual fuel pump wear and is widely used.
【0018】[0018]
【実施例】以下実施例により本発明を更に詳細に説明す
るが、本発明はこれに限定されるものではない。なお実
施例中、部および%はそれぞれ重量部ならびに重量%を
表すものとする。The present invention will be described in more detail with reference to the following Examples, but it should not be construed that the invention is limited thereto. In the examples, parts and% represent parts by weight and% by weight, respectively.
【0019】製造例1 [プロピレンテトラマーオキサイドの加水分解物の作
成]市販プロピレンテトラマーオキサイド100g、水
50g、パラトルエンスルホン酸0.5gを撹拌装置付
きの反応容器に投入後、加熱し2時間リフラックスさせ
た。冷却後、2層に分離した上層を別の容器に取り、減
圧で乾燥しプロピレンテトラマーオキサイドの加水分解
物(S−1)を作成した。Production Example 1 [Preparation of Hydrolyzate of Propylene Tetramer Oxide] 100 g of commercially available propylene tetramer oxide, 50 g of water, and 0.5 g of paratoluenesulfonic acid were charged into a reaction vessel equipped with a stirrer, heated and refluxed for 2 hours. I let it. After cooling, the upper layer separated into two layers was placed in another container and dried under reduced pressure to prepare a hydrolyzate of propylene tetramer oxide (S-1).
【0020】製造例2 [プロピレンペンタマーオキサイドの加水分解物の作
成]プロピレンテトラマーオキサイドをプロピレンペン
タマーオキサイドに変更する以外は製造例−1と同様の
方法でプロピレンペンタマーオキサイドの加水分解物
(S−2)を作成した。Production Example 2 [Preparation of propylene pentamer oxide hydrolyzate] Propylene pentamer oxide hydrolyzate (S) was prepared in the same manner as in Production Example 1 except that propylene tetramer oxide was changed to propylene pentamer oxide. -2) was prepared.
【0021】製造例3 [プロピレンオクタマーオキサイドの加水分解物の作
成]プロピレンテトラマーオキサイドをプロピレンオク
タマーオキサイドに変更する以外は製造例−1と同様の
方法でプロピレンオクタマーオキサイドの加水分解物
(S−3)を作成した。Production Example 3 [Preparation of hydrolyzate of propylene octamer oxide] A hydrolyzate of propylene octamer oxide (S) was produced in the same manner as in Production Example 1 except that propylene tetramer oxide was changed to propylene octamer oxide. -3) was prepared.
【0022】製造例4 [炭素数12のα−オレフィンオキサイドの加水分解物
の作成]プロピレンテトラマーオキサイドを炭素数12
のα−オレフィンオキサイドに変更する以外は製造例−
1と同様の方法で炭素数12のα−オレフィンオキサイ
ドの加水分解物(S−4)を作成した。Production Example 4 [Preparation of hydrolyzate of α-olefin oxide having 12 carbon atoms]
Production example except that α-olefin oxide was changed to
In the same manner as in Example 1, a hydrolyzate of an α-olefin oxide having 12 carbon atoms (S-4) was prepared.
【0023】製造例5 [炭素数22のアルケニル基置換エチレンオキサイドの
加水分解物の作成]プロピレンテトラマーオキサイドを
炭素数22のアルケニル基置換エチレンオキサイドに変
更する以外は製造例−1と同様の方法で炭素数22のア
ルケニル基置換エチレンオキサイドの加水分解物(S−
5)を作成した。Production Example 5 [Preparation of hydrolyzate of alkenyl-substituted ethylene oxide having 22 carbon atoms] A method similar to that of Production Example 1 was used, except that propylene tetramer oxide was changed to alkenyl-substituted ethylene oxide having 22 carbon atoms. Hydrolysis product of alkenyl-substituted ethylene oxide having 22 carbon atoms (S-
5) was created.
【0024】比較製造例1 [プロピレンダイマーオキサイドの加水分解物の作成]プ
ロピレンテトラマーオキサイドをプロピレンダイマーオ
キサイドに変更する以外は製造例−1と同様の方法でプ
ロピレンダイマーオキサイドの加水分解物(R−1)を
作成した。Comparative Production Example 1 [Preparation of hydrolyzate of propylene dimer oxide] A hydrolyzate of propylene dimer oxide (R-1) was produced in the same manner as in Production Example 1 except that propylene tetramer oxide was changed to propylene dimer oxide. )made.
【0025】比較製造例2 [炭素数36のα−オレフィンオキサイドの加水分解物
の作成]プロピレンテトラマーオキサイドを炭素数36
のα−オレフィンオキサイドに変更する以外は製造例−
1と同様の方法で炭素数36のα−オレフィンオキサイ
ドの加水分解物(R−2)を作成した。Comparative Production Example 2 [Preparation of hydrolyzate of α-olefin oxide having 36 carbon atoms]
Production example except that α-olefin oxide was changed to
In the same manner as in Example 1, a hydrolyzate of an α-olefin oxide having 36 carbon atoms (R-2) was prepared.
【0026】実施例1〜5 硫黄含量0.04重量%のJIS特3号相当のディーゼ
ル燃料油に、さんそ含有化合物S−1〜S−5を10〜
300ppm溶解させ、実施例1〜9の燃料油を作成し
た。得られた燃料油はいずれも透明で、カスミ等は確認
されなかった。9種の燃料油について、温度60℃、ス
トローク長1mm、周波数50Hz、時間75分の条件
でHFRR摩耗試験を行い、摩擦係数および摩耗痕の大
きさを測定した。また、同じく得られた燃料油について
JIS K 2776に記載の水溶解度試験方法に従
い、水分離性と抗乳化性を評価した。あわせて、なにも
添加しないディーゼル燃料油のみのブランク試験も行っ
た。この評価結果を表3に示す。Examples 1 to 5 Sanso-containing compounds S-1 to S-5 were added to diesel fuel oil equivalent to JIS No. 3 having a sulfur content of 0.04% by weight.
By dissolving 300 ppm, fuel oils of Examples 1 to 9 were prepared. All of the obtained fuel oils were transparent, and no blemishes were observed. An HFRR wear test was performed on the nine fuel oils under the conditions of a temperature of 60 ° C., a stroke length of 1 mm, a frequency of 50 Hz, and a time of 75 minutes, and the friction coefficient and the size of wear marks were measured. Further, the obtained fuel oil was evaluated for water separation property and demulsification property according to the water solubility test method described in JIS K 2776. In addition, a blank test using only diesel fuel oil without any addition was also performed. Table 3 shows the evaluation results.
【0027】比較例1〜4 実施例と同様に比較製造例で得られたR−1、R−2そ
れぞれを200ppmの濃度で溶解させ比較例1、2の
燃料油、およびエチレングリコール(R−3)200p
pm、およびプロピレングリコール(R−4)200p
pmの濃度で溶解させた比較例3および4の燃料油を作
成しHFRR法による摩耗試験およびJIS K 27
76による水溶解度試験による、水分離性を評価した。
結果を表3に示す。Comparative Examples 1 to 4 R-1 and R-2 obtained in Comparative Production Examples were dissolved at a concentration of 200 ppm in the same manner as in the Examples, and the fuel oils of Comparative Examples 1 and 2 and ethylene glycol (R- 3) 200p
pm, and propylene glycol (R-4) 200p
The fuel oils of Comparative Examples 3 and 4 dissolved at a concentration of pm were prepared, and abrasion test by HFRR method and JIS K27
The water separation property was evaluated by a water solubility test according to No. 76.
Table 3 shows the results.
【0028】表3から明らかなように、本発明のディー
ゼル燃料油組成物は摩擦係数および摩耗痕が小さく、未
添加の油のみのブランクに比べて非常に潤滑性に優れて
いると共に、水分離性、抗乳化性にも優れていることが
わかる。As is evident from Table 3, the diesel fuel oil composition of the present invention has a small coefficient of friction and a small wear mark, is extremely excellent in lubricity as compared with a blank containing no added oil, and has a water separation property. It can be seen that they are also excellent in the properties and the demulsifying properties.
【0029】[0029]
【表3】 [Table 3]
【0030】[0030]
【発明の効果】本発明の燃料油組成物は潤滑性が優れて
いると同時に水分離性、抗乳化性に優れており、酸性雨
等の環境問題から今後低硫黄化等の規制が強化されて
も、従来のディーゼル燃料と同じように使用してもディ
ーゼルエンジンの燃料噴射ポンプの摩耗によるエンジン
トラブルを防止することができる。Industrial Applicability The fuel oil composition of the present invention has excellent lubricating properties as well as excellent water separation properties and demulsifying properties. Due to environmental problems such as acid rain, regulations such as reduction of sulfur will be strengthened in the future. However, even if it is used in the same manner as the conventional diesel fuel, engine trouble due to wear of the fuel injection pump of the diesel engine can be prevented.
Claims (5)
(A)と、硫黄含量が0.2重量%以下であるディーゼ
ル燃料油(B)からなる燃料油組成物。 R−CH(OH)−CH2(OH) (1) [式中Rは炭素数8〜30の1価の炭化水素基を表
す。]1. A fuel oil composition comprising a diol compound (A) represented by the general formula (1) and a diesel fuel oil (B) having a sulfur content of 0.2% by weight or less. R—CH (OH) —CH 2 (OH) (1) wherein R represents a monovalent hydrocarbon group having 8 to 30 carbon atoms. ]
素数12〜22のアルキル基もしくはアルケニル基であ
る請求項1記載の組成物。2. The composition according to claim 1, wherein in the general formula (1) of (A), R is an alkyl or alkenyl group having 12 to 22 carbon atoms.
油である請求項1または2記載の組成物。3. The composition according to claim 1, wherein 50% by weight or more of (B) is a hydrodesulfurized gas oil.
5〜500ppmである請求項1〜3のいずれか記載の
組成物。4. The composition according to claim 1, wherein the content of (A) in the fuel oil composition is 5 to 500 ppm.
(A)からなる硫黄含量が0.2重量%以下の低硫黄化
燃料油用添加剤。 R−CH(OH)−CH2(OH) (1) [式中Rは炭素数8〜30の1価の炭化水素基を表
す。]5. An additive for a low sulfur fuel oil comprising a diol compound (A) represented by the general formula (1) and having a sulfur content of 0.2% by weight or less. R—CH (OH) —CH 2 (OH) (1) wherein R represents a monovalent hydrocarbon group having 8 to 30 carbon atoms. ]
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9516097A JPH10273683A (en) | 1997-03-27 | 1997-03-27 | Composition for fuel oil and fuel oil additive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9516097A JPH10273683A (en) | 1997-03-27 | 1997-03-27 | Composition for fuel oil and fuel oil additive |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH10273683A true JPH10273683A (en) | 1998-10-13 |
Family
ID=14130034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9516097A Pending JPH10273683A (en) | 1997-03-27 | 1997-03-27 | Composition for fuel oil and fuel oil additive |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH10273683A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009144039A (en) * | 2007-12-13 | 2009-07-02 | Adeka Corp | Stabilizer and biodiesel fuel composition for biodiesel fuel |
-
1997
- 1997-03-27 JP JP9516097A patent/JPH10273683A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009144039A (en) * | 2007-12-13 | 2009-07-02 | Adeka Corp | Stabilizer and biodiesel fuel composition for biodiesel fuel |
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