KR20130076532A - Method of manufacturing eco-friendly low sulfur-containing bio lube base oil using palm oil byproduct - Google Patents

Method of manufacturing eco-friendly low sulfur-containing bio lube base oil using palm oil byproduct Download PDF

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KR20130076532A
KR20130076532A KR1020110145159A KR20110145159A KR20130076532A KR 20130076532 A KR20130076532 A KR 20130076532A KR 1020110145159 A KR1020110145159 A KR 1020110145159A KR 20110145159 A KR20110145159 A KR 20110145159A KR 20130076532 A KR20130076532 A KR 20130076532A
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palm
product
ketone
byproduct
reaction
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KR1020110145159A
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Korean (ko)
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하광진
홍천표
이은희
이미남
김백림
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덕분오일(주)
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/04Solvent extraction of solutions which are liquid
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/42Catalytic treatment
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C1/00Preparation of fatty acids from fats, fatty oils, or waxes; Refining the fatty acids
    • C11C1/08Refining
    • C11C1/10Refining by distillation
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2400/00Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/10Lubricating oil
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00Technologies for the production of fuel of non-fossil origin
    • Y02E50/30Fuel from waste, e.g. synthetic alcohol or diesel
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P30/00Technologies relating to oil refining and petrochemical industry
    • Y02P30/20Technologies relating to oil refining and petrochemical industry using bio-feedstock

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Microbiology (AREA)
  • Wood Science & Technology (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PURPOSE: A method for manufacturing environment-friendly low-sulfur bio lubricating oil by using a palm by-product is provided to manufacture bio lubricating oil of a paraffin series from fatty acid included in the palm by-product. CONSTITUTION: A solid matter is removed by liquefying a palm by-product and filtering the same. The palm by-product is completely dissolved at 25-35°C by adding organic solvent to the palm by-product. Moisture is removed by touching the palm by-product with moisture scavenger. A refined palm by-product is obtained by removing the organic solvent after removing impurities from the palm by-product. Fatty acid included in the palm by-product takes ketonization. Hydration ketone is manufactured by performing a condensation reaction to a ketone compound. A mixture of the hydration ketone is switched to paraffin. The organic solvent is hexane, diethyl ether, dichloromethane, methanol, or acetone. [Reference numerals] (AA) Transporting fresh palm fruit bunches; (BB) Temperature processing; (CC) Separating palm fruit; (DD) Press processing; (EE,GG) Refinement; (FF) Palm crude oil; (HH) Refined, bleached and deodorized palm oil; (II,JJ) Palm byproduct; (KK) Adding solvent; (LL) Adding sulfuric anhydride sodium (Na_2SO_4); (MM) Recollecting and recycling the solvent; (NN) Extracting the solvent; (OO) Volatilizing the solvent; (PP) Refined palm byproduct; (QQ) Volatile free fatty acid; (RR) Hydration keton; (SS) Hydration paraffin; (TT) Using as raw material; (UU) Using with upper water by mixture; (VV) Ketonization; (WW) Palm oil compound reaction; (XX) Branching form keton; (YY) Branching form paraffin

Description

Method for manufacturing eco-friendly low sulfur-containing bio lube base oil using palm oil byproduct}

The present invention relates to a method for producing environmentally friendly low sulfur-containing bio-lubricating base oil using palm by-products, and more particularly, to dissolving palm by-products by adding an organic solvent to the remaining palm by-products after purifying palm oil from palm fruit. Removing water by contacting a byproduct with a moisture removing agent, centrifuging the palm byproduct to remove impurities, and then removing an organic solvent to obtain a purified palm byproduct, and preparing a ketone compound by ketoneization of the purified palm byproduct. Eco-friendly low-sulfur-containing palm by-products, comprising the steps of: adolol condensation reaction of the ketone compound to produce a ketone hydroxide having an increased carbon chain length, and conversion to paraffin through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide; Bio-lubricating base oil manufacturing method using the above and It relates to an environmentally friendly low sulfur containing bio lubricating base oil produced.

Lubricating base oil is produced in the heavy oil cracking facility of the refinery. First, the crude oil is separated in the atmospheric distillation process to extract light oil products, the remaining residue is distilled under reduced pressure, and the heavy oil is decomposed to produce light products. It is made from the remaining residues.

Lubricant base oils are generally classified as shown in Table 1 by the American Petroleum Institute (API) enacting base oil classification standards in 1994. The general mineral oil base oils produced by the solvent extraction method mainly fall under Group I, and those produced by hydroforming method fall under Group II.

Classification Sulfur content (%) Saturates Content (%) Viscosity index Group Ⅰ  Greater than 0.03 and / or  Less than 90 80 to 120 Group Ⅱ  0.03 or less and  over 90 80 to 120 Group Ⅲ  0.03 or less and  over 90  More than 120 Group Ⅳ Synthetic Hydrocarbons (PAO) Group Ⅴ Other base oils (except Group I, II, III and IV)

Lubricant base oils are also classified by their chemical composition. The base oil chemical composition has a great impact on performance and properties. Table 2 below shows the chemical types of base oils and their properties.

division Characteristics Paraffinic base oil
(Base oil content: 45 ~ 70%)
-Low change with temperature
-Excellent oxidation safety
-High pour point
Naphthenic base oils
(Base oil content: 65 ~ 75%)
-Excellent oxidation stability
-Low pour point
-High change according to temperature
Aromatic base oils
(Base oil content: 20-25%)
-Low pour point
-Poor oxidation stability
-High change according to temperature

 The present invention uses a fatty acid in a solid palm by-product instead of unconverted oil (UCO), which is a conventional lubricating base oil feedstock, to convert to paraffin through ketoneization, aldol condensation and hydrogenation to produce bio-lubricating base oil. It is about.

Palm by-products intended to be used as raw materials for lubricating base oils are by-products of palm oil production.They are not easily rancid because they contain a high content of saturated fatty acid, palmitic acid, and a relatively low content of unsaturated fatty acids. It is possible. In addition, high fatty acid content can be converted to paraffin using fatty acids.

 The present invention is derived from the above requirements, by using a waste oil that can cause environmental pollution, such as vegetable oils such as palm oil and palm by-products remaining after the purification of palm oil as a raw material, by the production of lubricant base oil, It aims at efficient use. The present invention is prepared by removing the impurities through the purification of palm oil and palm by-products, and preparing eco-friendly low sulfur-containing bio-lubricating base oil of paraffin type through ketoneization, aldol condensation, and hydrogenation deoxygenation. It was completed.

In order to solve the above problems, the present invention provides a refined palm by-product through the process of purifying palm oil from palm fruit and adding an organic solvent and a water scavenger to the remaining palm by-products, ketoneization and aldol of the fatty acids contained therein It provides a method for producing a paraffin-based eco-friendly low sulfur containing bio lubricating base oil through condensation reaction, hydrogenation deoxygenation reaction.

In addition, the present invention provides an environmentally friendly low sulfur containing bio lubricating base oil prepared by the above method.

Eco-friendly low sulfur-containing bio lubricating base oil of the present invention is an environmentally friendly bio-fuel which can reduce environmental pollution because the sulfur content is very low, and also because of its low value, renewable energy by efficiently using palm by-products that can cause environmental pollution. The utility value is expected to be high.

1 is a schematic diagram showing a conventional palm oil by-product and the production process of the bio-lubricating base oil of the present invention. a: production process of palm by-products, b: production process of bio-lubricating base oil using palm by-products.
Figure 2 shows the form of a conventional palm by-product and purified palm by-product of the present invention. a: palm by-product (20 ° C.), b: palm by-product (60 ° C.), c: purified palm by-product.
Figure 3 shows the results of analyzing the elements contained in the conventional palm by-products and purified palm by-products of the present invention.
Figure 4 shows the amount of solvent required to dissolve the palm by-product (1g).
5 shows the melting point of palm by-products according to the amount of hexane added.

In order to achieve the object of the present invention,

Purifying palm oil from palm fruit, raising the temperature of the remaining palm byproduct to make it liquid, and then filtering to remove solids;

Dissolving the palm byproducts completely by adding an organic solvent to the liquid palm byproducts from which the solids are removed;

Removing moisture by contacting the dissolved palm byproduct with a moisture remover;

Centrifuging the water-removed palm byproduct to remove impurities and then removing the organic solvent to obtain a purified palm byproduct;

Performing a ketonization reaction from fatty acids contained in the purified palm by-products;

Preparing a hydroxide ketone having an increased length of a carbon chain by aldol condensation of the ketone compound produced by the ketone reaction; And

It provides a method for producing an environment-friendly low-sulfur containing bio-lubricating base oil using a purified palm by-product comprising the step of converting to paraffin through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide.

The manufacturing method of the environment-friendly low-sulfur-containing paraffinic lubricant base oil of the present invention as a step 1, after the production of palm oil from the palm fruit to make the liquid by-products of the remaining solid by raising the temperature to a liquid state, and filtering to remove the solids. Palm by-products are semisolid at room temperature and liquid at 60 ° C. Therefore, the palm by-products are raised to a temperature of about 60 ° C. to form a liquid state, and the palm by-products in the liquid state are removed using a fiber filter to remove insoluble solids. The palm oil manufacturing process is known in the art.

The method for producing an environmentally friendly low sulfur-containing paraffinic base oil of the present invention is a two-stage, comprising the step of completely dissolving the palm by-product by adding an organic solvent to the palm by-product from which the solid is removed. The solvent may be hexane, diethyl ether, dichloromethane, methanol or acetone, but is not limited thereto. Most preferably the solvent is hexane.

Solvents can be broadly divided into nonpolar, polar protic, and polar aprotic solvents. The nonpolar solvents include pentane, hexane, diethyl ether, cyclohexane, benzene, toluene, and dichloromethane for polar aprotic. Ethyl acetate, acetone, acetonitrile, polar proteas include methanol, ethanol, acetic acid, water and the like. In order to dissolve only the organic component, the resolution is excellent in the order of nonpolar, polar aprotic, and polar protic. Among nonpolar solvents, dichloromethane is not suitable because residual chlorine is generated, and diethyl ether has a low boiling point and disadvantageous solvent recovery. Benzene and toluene are very toxic, and cyclohexane has a high boiling point and requires a lot of energy when volatilizing. In that sense, hexane is the most suitable solvent.

Dissolving the palm by-products may be preferably performed at 25 to 35 ° C, more preferably at 30 ° C, but is not limited thereto. The dissolution temperature is a range in which hexane, a solvent, is present as a liquid, and a solute palm by-product is present as a solid, and conditions that are slightly higher than room temperature or room temperature that do not require special heating are most advantageous in terms of energy use.

The dissolution time may be 0.5 to 1.5 hours, preferably 1 hour, but is not limited thereto. If the dissolution time is 30 minutes or more, 90% or more of the solute palm by-product is dissolved, preferably about 1 hour for complete dissolution.

The amount of hexane may be added to 35 to 55 mL based on 15 to 25 g of palm byproducts, but is not limited thereto. The amount of hexane added must be at least 2 mL per 1 g of palm by-product so that it can be completely dissolved. If the amount of hexane is lower, the dissolution rate is low. Therefore, 2-2.5 mL of hexane per 1 g of palm by-product is most preferable.

The manufacturing method of the environment-friendly low-sulfur-containing paraffin-based lubricant base oil of the present invention is a three-step, anhydrous sodium sulfate (Na 2 SO 4 ), calcium sulfate (CaSO 4 ), calcium chloride (CaCl 2 ), silica powder, clay powder And removing water by adding a moisture remover such as the like. The reason for removing water in the refining step is to prevent incomplete combustion of the fuel oil and to remove hydrophilic impurities in addition to water, thereby improving the purity of the fuel oil. Palm by-products contain about 5% of the hydrophilic part and can be reduced to less than 1% through the purification step.

The method for producing an environmentally friendly low sulfur-containing paraffinic base oil of the present invention, the paraffin includes a method for producing an environmentally friendly low sulfur-containing bio-lubricating base oil, characterized in that the C20 ~ C60 linear or branched paraffin.

The manufacturing method of the eco-friendly low sulfur containing paraffin type lubricating base oil of this invention includes the manufacturing method of the eco-friendly low sulfur containing bio lubricating base oil characterized by the said hydrogenation deoxygenation reaction being performed in a catalyst system.

In the method for producing an environment-friendly low-sulfur-containing paraffinic base oil of the present invention, the catalyst is CuZrOx, Mg 10 Al 7 Ox, hydrotalcite, niobium oxide, alumina, alumina, silica, carbon palladium (Pd), platinum (Pt), rhodium (Rh), ruthenium (Ru), nickel (Ni) in one support selected from carbon, silica-alumina, zirconia, titania, activated carbon or aluminum phosphate ), An environmentally friendly low-sulfur containing biolubricating base oil comprising one metal selected from copper (Cu), vanadium (V), iron (Fe), cobalt (Co), molybdenum (Mo) or tungsten (W). It includes a manufacturing method.

The manufacturing method of the environment-friendly low-sulfur-containing paraffinic lubricant base oil of the present invention is a four-step, comprising the step of removing the impurities by centrifuging the palm by-products from which the water is removed, and then removing the organic solvent to obtain purified palm by-products. The volatilized organic solvent is recovered and reused to dissolve two stages of palm byproducts, which is very economical.

The manufacturing method of the industrial biofuel using the palm by-product of the present invention is a five step, comprising the step of preparing a ketone compound by ketoneization reaction using a volatile fatty acid contained in the purified palm by-product as a raw material. Volatile fatty acids derived from palm by-products can be obtained through the purification process of the palm by-products, and volatile fatty acids (VFA) according to the present invention refer to a water-soluble carboxylic acid or a compound thereof. The following table shows some examples of fatty acids included in palm byproducts.

fatty acid rescue Carbon number / double bond number   Palmitic acid  CH3 (CH2) 14COOH 16/0   Linoleic acid  CH3CH2 (CH = CHCH2) 3 (CH2) 6COOH 18/2   Oleic acid  CH3 (CH2) 7CH = CH (CH2) 7COOH 18/1   Lauric acid  CH3 (CH2) 10COOH 12/0   Stearic acid  CH3 (CH2) 16COOH 18/0   Myristic acid  CH3 (CH2) 12COOH 14/0

The fatty acid is converted to a ketone compound by a ketoneization reaction in an embodiment according to the present invention.

The manufacturing method of the environmentally friendly low sulfur containing paraffin type lubricating base oil of this invention is six steps, The manufacturing method of the ketone hydroxide which increases the length of a carbon chain by condensing the said ketone compound with an aldol condensation reaction. The ketone compound produced by the above ketoneization reaction may be subjected to an Aldol condensation reaction to form a branched ketone having a higher carbon number as a linear form. The following mechanism shows the aldol condensation reaction of carboxylic acid.

Figure pat00001

Aldol condensation reaction according to the invention is preferably carried out in a hydrogen atmosphere.

The method for producing an environmentally friendly low sulfur-containing paraffinic base oil of the present invention is a seven-step, comprising the step of converting the branched paraffin compound through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide. When the hydrogenated deoxygenation reaction is carried out on linear ketone compounds, the main paraffins produced are linear paraffins, in particular C6 to C14 branched nonpolar paraffins, which can be used directly as industrial fuels without restriction of blending.

 The method for preparing an environmentally friendly low sulfur-containing paraffinic lubricant base oil of the present invention preferably comprises refining palm oil from palm fruit and raising the temperature of the remaining palm by-product to make it in a liquid state, followed by filtration to remove solids;

Adding hexane to 15 to 25 parts by weight of the liquid by-product palm by-product from which the solids have been removed, thereby completely dissolving the palm by-product at 25 to 35 ° C. for 0.5 to 1.5 hours;

Contacting the dissolved palm byproduct with 0.5 to 1.5 parts by weight of anhydrous sodium sulfate (Na 2 SO 4 ) to remove moisture;

Centrifuging the water-removed palm byproduct to remove impurities and then removing hexane to obtain a purified palm byproduct;

Performing a ketonization reaction from fatty acids contained in the purified palm by-products;

Preparing a hydroxide ketone having an increased length of a carbon chain by aldol condensation of the ketone compound produced by the ketone reaction; And

It provides a method for producing an environment-friendly low-sulfur containing bio-lubricating base oil using a purified palm by-product comprising the step of converting to paraffin through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide.

In addition, the present invention provides an environmentally friendly low sulfur-containing paraffinic base oil prepared by the above method. Since the low sulfur-containing paraffinic base oil of the present invention has a lower sulfur content than fossil fuel purified from ordinary petroleum, it may be environmentally friendly. Eco-friendly low sulfur-containing paraffinic base oil of the present invention can be replaced by conventional paraffinic base oils, including automotive fuel in general.

Hereinafter, the present invention will be described in detail by way of examples. However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

Example 1: Palm By-Product Filtration

The temperature of the palm by-products was raised to 60 ° C. to form a liquid state, and the liquid palm by-products were poured onto the fiber by using a fiber filter and squeezed and filtered.

Example 2: Preparation of Purified Palm By-Products

Palm by-product (20 g) was added to hexane (40 mL) and then stirred for 1 hour at 200 rpm and 30 ° C. in a shake incubator and then completely dissolved using a vortex mixer. 1 g of anhydrous sodium sulfate (Na 2 SO 4 ) was added to the palm byproduct dissolved in hexane. Palm by-product dissolved in hexane to which anhydrous sodium sulfate was added was transferred to a 50 mL conical tube and centrifuged at 4000 rpm for 5 minutes. After removing the hexane as a solvent from the purified solution to remove impurities by centrifugation and recovering again, to obtain a purified palm by-product (Fig. 1 and 2).

The obtained purified palm by-products and the elements of the existing palm by-products were analyzed. The elemental content of the by-products were mostly carbon, oxygen and hydrogen, the sulfur content was very low as 0.01% (Fig. 3).

Example 3 Determination of the Requirement of Solvent for Palm By-Product Extraction

To determine the amount of solvent needed to extract palm by-products, palm by-products were divided into glass vials of about 1 g each. Dichloromethane, methanol, acetone, and hexane were added to the 1 g palm by-product in small amounts to determine the amount of each solvent required to dissolve 1 g of the palm by-product.

Figure 4 shows the amount of the solvent required to dissolve 1 g of palm by-product. Among the organic solvents, the superior effects were methanol (1.466 mL / g), dichloromethane (1.496 mL / g), and hexane (1.968 mL / g). Of the three organic solvents, methanol and dichloromethane may be problematic in purity of purified palm by-products, so hexane was finally selected as a solvent.

Example 4 Determination of Melting Point of Purified Palm By-Product by Hexane Mixing

In order to measure the melting point of the refined palm by-product by mixing hexane, the purified palm by-product, which became a liquid by raising the temperature, was placed in 5 glass bottles, each 2 mL, and placed at room temperature. Hexanes were added to 0, 20, 50, 100 and 200 μl, respectively, to the hardened purified palm by-product. Five glass bottles containing the refined farm by-products were placed in an oven to increase the temperature to form a liquid state, and then the temperature was measured to turn off the oven and lower the temperature. As a result, it was confirmed that the melting point of the refined palm by-product decreases as the amount of hexane added increases (FIG. 5).

Example 5 Process for Preparing Ketone Compound through Ketonation Reaction

The conversion of carboxylic acids to ketones can use processes commonly known in the art. As examples of the catalyst, zircon dioxide or thorium dioxide supported on titania or alumina can be used. The reaction temperature is suitable in the range of 200 to 600 degrees Celsius, the pressure is generally possible in a wide pressure range, and 1 to 200 psi is suitable. However, it will be apparent to those skilled in the art that the ketone conversion process can use any conventionally known method. In this regard, referring to Korean Laid-Open Patent Publication No. 10-2011-0105579, specific ketonization reaction conditions can be seen.

Example 6 Aldol Condensation Reaction

Aldol condensation may be performed to increase the carbon number from the ketone compound produced above and form a branched ketone. The aldol condensation reaction according to the present invention is preferably carried out under a hydrogen atmosphere, and since the reaction equilibrium is shifted to a branched ketone, the product is continuously removed. It is possible to increase the reaction rate of the aldol condensation reaction.

The double bond is produced by dehydration of water molecules through a hydrolysis reaction with respect to the hydrogenated ketone produced through the reaction. The result of the dehydration reaction is an inone compound. Such inon compounds are capable of hydrogenation of double bonds at low temperatures, resulting in branched ketone compounds.

Example 7 Paraffin Production Process of Ketone Compound through Hydrocracking Reaction

Catalysts most commonly used as hydrocracking reaction catalysts for ketone compounds to prepare lubricant base oils include amorphous alumina or amorphous silica-alumina catalysts supported with nickel-tungsten. In this experiment, amorphous alumina toxin containing nickel-tungsten was used as a catalyst for hydrocracking. Hydrogenated ketone compounds were converted into paraffins under hydrogenation under a temperature of 390 ° C, pressure of 158 kgf / cm2, and liquid space velocity of 1.5 / h in the presence of nickel-tungsten-supported amorphous alumina catalyst in a hydrotreating reactor. Could get

The eco-friendly low sulfur containing bio lubricating base oil of the present invention is an eco-friendly biofuel which can reduce environmental pollution since the sulfur content is very low, and it is also low in value, thereby efficiently using palm by-products that can cause environmental pollution. The utility value is expected to be high.

Claims (10)

Purifying palm oil from palm fruit, raising the temperature of the remaining palm byproduct to make it liquid, and then filtering to remove solids;
Dissolving the palm byproducts completely by adding an organic solvent to the liquid palm byproducts from which the solids are removed;
Removing moisture by contacting the dissolved palm byproduct with a moisture remover;
Centrifuging the water-removed palm byproduct to remove impurities and then removing the organic solvent to obtain a purified palm byproduct;
Performing a ketonization reaction from fatty acids contained in the purified palm by-products;
Preparing a hydroxide ketone having an increased length of a carbon chain by aldol condensation of the ketone compound produced by the ketone reaction; And
Method for producing an eco-friendly low-sulfur containing bio-lubricating base oil using a purified palm by-product comprising the step of converting to a paraffin through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide.
The method of claim 1, wherein the organic solvent is hexane, diethyl ether, dichloromethane, methanol or acetone. The method of claim 1, wherein the dissolving step of the palm byproduct is performed at 25 ° C. to 35 ° C. 6. The method of claim 1, wherein the water removing agent is anhydrous sodium sulfate (Na 2 SO 4 ), calcium sulfate (CaSO 4 ), calcium chloride (CaCl 2 ), silica powder, or clay powder. . The method of claim 1, wherein the paraffin is C20 ~ C60 linear or branched paraffin manufacturing method of environmentally friendly low sulfur containing bio lubricating base oil. The method of claim 1, wherein the hydrogenated deoxygenation reaction is carried out in a catalyst system. The catalyst of claim 6, wherein the catalyst is CuZrOx, Mg 10 Al 7 Ox, hydrotalcite, niobium oxide, alumina, silica, carbon, silica-alumina, Palladium (Pd), platinum (Pt), rhodium (Rh), ruthenium (Ru), nickel (Ni), copper (Cu), vanadium in one support selected from zirconia, titania, activated carbon or aluminum phosphate (V), iron (Fe), cobalt (Co), molybdenum (Mo) or tungsten (W) containing a metal selected from the group consisting of low-sulfur containing bio-lubricating base oil. Purifying palm oil from palm fruit, raising the temperature of the remaining palm byproduct to make it liquid, and then filtering to remove solids;
Adding hexane to 15 to 25 parts by weight of the liquid by-product palm by-product from which the solids have been removed, thereby completely dissolving the palm by-product at 25 to 35 ° C. for 0.5 to 1.5 hours;
Contacting the dissolved palm byproduct with 0.5 to 1.5 parts by weight of anhydrous sodium sulfate (Na 2 SO 4 ) to remove moisture;
Centrifuging the water-removed palm byproduct to remove impurities and then removing hexane to obtain a purified palm byproduct;
Performing a ketonization reaction from fatty acids contained in the purified palm by-products;
Preparing a hydroxide ketone having an increased length of a carbon chain by aldol condensation of the ketone compound produced by the ketone reaction; And
Method for producing an eco-friendly low-sulfur containing bio-lubricating base oil using a purified palm by-product comprising the step of converting to a paraffin through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide.
Purifying palm oil from palm fruit, raising the temperature of the remaining palm byproduct to make it liquid, and then filtering to remove solids;
Performing a ketonization reaction from fatty acids contained in the palm by-product from which the solids have been removed;
Preparing a hydroxide ketone having an increased length of a carbon chain by aldol condensation of the ketone compound produced by the ketone reaction; And
Method for producing an eco-friendly low-sulfur containing bio-lubricating base oil using a purified palm by-product comprising the step of converting to a paraffin through a hydrogenation deoxygenation reaction to the mixture of the ketone hydroxide.
Eco-friendly low sulfur containing bio lubricating base oil prepared by the method of any one of claims 1 to 9.
KR1020110145159A 2011-12-28 2011-12-28 Method of manufacturing eco-friendly low sulfur-containing bio lube base oil using palm oil byproduct KR20130076532A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104148064A (en) * 2014-06-19 2014-11-19 北京化工大学 Preparation method of loading type bimetallic catalyst with highly-dispersing active center
CN110845290A (en) * 2019-11-02 2020-02-28 华东师范大学 Preparation method of biomass-based T-type low-viscosity fully-synthetic lubricating oil

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104148064A (en) * 2014-06-19 2014-11-19 北京化工大学 Preparation method of loading type bimetallic catalyst with highly-dispersing active center
CN110845290A (en) * 2019-11-02 2020-02-28 华东师范大学 Preparation method of biomass-based T-type low-viscosity fully-synthetic lubricating oil
CN110845290B (en) * 2019-11-02 2022-07-15 华东师范大学 Preparation method of biomass-based T-type low-viscosity fully-synthesized lubricating oil

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