WO2022156342A1 - 一种轻质生物油制备燃料的方法 - Google Patents

一种轻质生物油制备燃料的方法 Download PDF

Info

Publication number
WO2022156342A1
WO2022156342A1 PCT/CN2021/131628 CN2021131628W WO2022156342A1 WO 2022156342 A1 WO2022156342 A1 WO 2022156342A1 CN 2021131628 W CN2021131628 W CN 2021131628W WO 2022156342 A1 WO2022156342 A1 WO 2022156342A1
Authority
WO
WIPO (PCT)
Prior art keywords
oil
bio
light bio
reaction
substance
Prior art date
Application number
PCT/CN2021/131628
Other languages
English (en)
French (fr)
Inventor
张会岩
赵勃
周敬皓
肖睿
Original Assignee
东南大学
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 东南大学 filed Critical 东南大学
Publication of WO2022156342A1 publication Critical patent/WO2022156342A1/zh

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/02—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2200/00—Components of fuel compositions
    • C10L2200/04—Organic compounds
    • C10L2200/0461—Fractions defined by their origin
    • C10L2200/0469—Renewables or materials of biological origin
    • C10L2200/0476—Biodiesel, i.e. defined lower alkyl esters of fatty acids first generation biodiesel

Definitions

  • the invention belongs to the field of catalytic upgrading of biological oil, and particularly relates to a method for preparing high-quality ether fuel by modification and upgrading of light biological oil.
  • Bio-oil refers to an opaque, dark reddish-brown or swept-black liquid with a special pungent odor obtained by pyrolyzing biomass under the condition of isolation of air. It has the characteristics of wide source of raw materials, renewable, convenient storage and transportation, etc. It is a potential source of chemical and liquid fuels. Although bio-oil has great potential value, it still has many shortcomings such as poor stability, strong acidity, high viscosity, high oxygen content and low energy density, so it can only be used in primary heat generation and power generation equipment such as boilers. To achieve higher utilization value, it must be catalyzed and upgraded.
  • bio-oil As a substance with high oxygen content, bio-oil has an oxygen content of 40wt% to 50wt%.
  • the light components in bio-oil commonly known as light bio-oil, contain various oxygenated compounds such as acids, ketones, aldehydes, etc., and are very suitable for the preparation of oxygenated fuels.
  • light bio-oil is a good raw material for the preparation of oxygenated fuels, because the components in light oil are very complex, if the catalytic upgrading is directly carried out to prepare oxygenated fuels, the efficiency is not only very low, but also the selectivity of the products is very high. Difference. Therefore, improving the conversion efficiency and product selectivity of light bio-oil and preparing higher-quality oxygenated fuels are particularly important in the upgrading of light bio-oil.
  • the method for preparing high-quality ether fuels by modifying and upgrading light bio-oil is, compared with the traditional method of catalytic upgrading of light bio-oil, the It is carried out in two steps. First, the light bio-oil is pre-upgraded, and then the pre-upgraded oil is subjected to addition reaction of ether substances, so as to solve the problem of low conversion rate of light bio-oil caused by directly using light bio-oil as raw material. , the target product is dispersed and the selectivity is poor, and the substances produced by this method are mainly ethers, so compared with alcohol substances, the combustion performance is better.
  • a method for preparing fuel from light bio-oil wherein the steps are:
  • Step 1 Convert light bio-oil into alcohols
  • Step 2 Change the alcohol substance into ether substance.
  • the method for converting the transformed alcohols into ethers is as follows: adding liquid olefins containing double bonds to the transformed alcohols, and generating high-quality ethers through an addition reaction.
  • the reaction temperature of the addition reaction is 50-100° C.
  • the catalyst used in the addition reaction is a resin catalyst.
  • the resin catalyst is Amberlyst-15.
  • the liquid olefin additives in the second step are octene and isobutylene.
  • the light bio-oil is converted into alcohol substances by means of catalytic hydrogenation.
  • the reaction temperature of the catalytic hydrogenation reaction is 100-160 DEG C, the initial hydrogen pressure is 3-7MPa, and the reaction time is 3-6h.
  • the catalyst used in the catalytic hydrogenation reaction is Raney nickel.
  • nickel-aluminum alloy powder as raw material, it is obtained by washing and dealumination with 20-30% concentration NaOH solution.
  • the purpose of this treatment is to reduce the aluminum content of the nickel-aluminum alloy powder, and at the same time to create pores, increase the specific surface area of the catalyst, and improve its catalytic activity.
  • Light bio-oil contains a variety of oxygen-containing compounds such as acids, ketones, aldehydes, etc., which makes it high in oxygen content, and aldehydes and ketones contain unsaturated carbon-oxygen double bonds. It is very suitable as a raw material for the preparation of ether fuels.
  • ethers themselves: 1. Compared with hydrocarbon fuels, since ethers contain oxygen, if they are added to gasoline and diesel as additives, the fuel can burn more fully and reduce soot emissions; 2. Compared with alcohols In terms of class: ethers have higher molecular weight and higher calorific value, and as oxygen-containing additives, they can make gasoline obtain higher octane number and lower the freezing point of diesel oil, so that the application range of gasoline and diesel oil is wider.
  • the present invention has the following beneficial effects:
  • the method provided by the present invention is to prepare ether oxygenated fuel, which not only reduces hydrogen consumption, but also reduces soot emission during combustion of the ether fuel obtained compared with the traditional method of preparing hydrocarbon fuel. lower and thus more environmentally friendly.
  • reaction conditions of the method provided by the present invention are milder, and compared with the traditional methods such as catalytic hydrogenation and catalytic cracking, the catalyst is not easy to form coke, so the service time is longer and the cost is reduced.
  • the method provided by the present invention is carried out in two steps, and the light oil is pre-upgraded into an alcohol material before the ether material is prepared, so that the low conversion rate and the target that the light oil is directly utilized can be improved.
  • Bio-oil is divided into macromolecular components and small molecular components.
  • the macromolecular components are called heavy components. This part of the substances is easy to polymerize when heated, while the small molecular substances are relatively difficult to polymerize. Therefore, the present invention can be heated and distilled.
  • the macromolecules and small molecular substances are separated, and the obtained small molecular substances are called light bio-oil. In this way, the cascading utilization of different components in bio-oil can be achieved according to its properties.
  • Fig. 1 is the method flow chart of the embodiment 1 of the present invention.
  • Fig. 2 is the method flow chart of Embodiment 2 of the present invention.
  • FIG. 3 is a flowchart of a method according to Embodiment 3 of the present invention.
  • Step 1 Pre-upgrade the light bio-oil into alcohol. Specifically, the following operations can be used: the light bio-oil is placed in a catalytic upgrading system for hydrocatalytic treatment, the reaction pressure is 6 MPa, the reaction temperature is 140 °C, the reaction time is 4 h, and the catalyst is Raney Ni. In this step, the mass ratio of light bio-oil and catalyst is 20:1.
  • the system is cooled, and after the temperature is lowered to normal temperature, the reactant is taken out and filtered to obtain a pre-extracted bio-oil rich in alcohols.
  • Step 2 Change the alcohol substance into ether substance. Specifically, the following operations can be used:
  • the pre-upgraded oil was placed in the catalytic upgrading system again, and isobutene and catalyst Amberlyst-15 were added simultaneously to carry out the addition reaction.
  • the reaction temperature was 100°C, and the reaction time was 3h.
  • the ratio of pre-finished oil to isobutylene was 1:1.
  • Step 1 Prepare light bio-oil by pyrolysis using pine wood raw materials.
  • Step 2 The collected light bio-oil is placed in a catalytic upgrading system for hydrocatalytic treatment.
  • the reaction pressure is 7MPa
  • the reaction temperature is 120°C
  • the reaction time is 6h
  • the catalyst is Raney Ni.
  • the mass ratio of light bio-oil to catalyst was 15:1.
  • Step 3 The pre-upgraded oil is placed in the catalytic upgrading system again, and octene and catalyst Amberlyst-15 are added simultaneously to carry out an addition reaction.
  • the reaction temperature is 80° C.
  • the reaction time is 3h
  • the reaction of the pre-upgraded oil and octene is completed according to the mass ratio of 1:1, the mixture is cooled and filtered to obtain the ether-based oxygen-containing additive.
  • Step 1 Use pine wood raw materials to prepare light bio-oil, the steps are as follows:
  • the pine wood raw material was dried for 12 hours at a temperature of 105 °C in a blast drying oven, and the dried pine wood was pyrolyzed in a vertical furnace, and the pyrolysis temperature was 450 to 550 ° C.
  • the pyrolysis temperature was 500 °C
  • the N2 flow rate was 0.45 L/min
  • the holding time was 1.5 h.
  • the bio-oil produced in the pyrolysis process is firstly removed by the spray system in Figure 3 to remove the heavy components, and the light bio-oil is collected by the condensation system. After the collection is completed, it is purified by the tail gas treatment system.
  • Step 2 The collected light bio-oil is placed in a catalytic upgrading system for hydrocatalytic treatment, the reaction pressure is 3MPa, the reaction temperature is 100°C, the reaction time is 3h, and the catalyst is Raney Ni. After the reaction is completed, the system is cooled, and after the temperature is lowered to normal temperature, the reactant is taken out and filtered to obtain a pre-extracted bio-oil rich in alcohols.
  • Step 3 The pre-upgraded oil is placed in the catalytic upgrading system again, and octene and catalyst Amberlyst-15 are added simultaneously to carry out an addition reaction.
  • the reaction temperature is 60° C.
  • the reaction time is 3h
  • the ratio of the pre-upgraded oil and octene is 1:1.
  • the reaction is cooled and filtered to obtain an ether-based oxygen-containing additive.
  • the catalyst Raney Ni used in the embodiment of the present invention is prepared as follows: a 20% NaOH aqueous solution is prepared in a 500 mL three-necked flask equipped with magnetic stirring. Slowly add the nickel-aluminum alloy powder into the solution, keep the solution temperature at 50 ⁇ 2°C, keep stirring for 1.5h and then let it stand. After removing the supernatant, wash with distilled water until the pH value is about 8, and then wash with ethanol for 5 times to obtain the Raney-Ni catalyst. The prepared catalyst is refrigerated and sealed in absolute ethanol and stored for later use.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

本发明公开了一种轻质生物油制备燃料的方法，其特征在于，步骤为：步骤一：将轻质生物油变成醇类物质；步骤二：将变成的醇类物质变成醚类物质。所述步骤二，将变成的醇类物质变成醚类物质的方法是：在变成的醇类物质中，加入含有双键的液态烯烃，通过加成反应生成高品质的醚类物质。本发明将生物油通过加成反应生成高品质的醚类物质，作为含氧添加剂使用。本方法不仅可以提高轻质生物油中各组分的分子量，改善其燃烧性能，从而提高它的利用价值；而且能很好地解决由于轻质生物油成分复杂直接催化提质带来的效率较低、产物选择性差的问题。

Description

一种轻质生物油制备燃料的方法 技术领域
本发明属于生物油催化提质领域，具体涉及一种轻质生物油改性提质制备高品质醚类燃料的方法。
背景技术
生物油是指在隔绝空气的条件下将生物质进行裂解获得的一种不透明的、呈深红褐色或者掠黑色，具有特殊的刺激性气味的液体。它具有原料来源广、可再生、便于储存和运输等特点，是一种潜在的化工和液体燃料来源。虽然生物油具有很大的潜在价值，但目前仍然存在稳定性差，酸性强，粘性高，氧含量高且能量密度低等诸多缺点，因此只能在锅炉等产热和发电设备进行初级应用，要想实现更高的利用价值，必须对其进行催化提质。
目前，生物油的提质方法很多，主要有加氢脱氧、催化裂解等，这些方法一般都在高温下进行，因此催化剂容易结焦失活，且制得的产物主要为烃类燃料，因此反应过程中氢耗和能耗都较高，而制取的烃类燃料在燃烧过程中也会带来诸多问题。与传统烃类燃料相比，含氧燃料在燃烧过程中，由于能够提供额外的氧，不仅会使得燃料燃烧更充分，而且能减少有害物排放，是一种良好的烃类燃料替代品。
生物油作为一种含氧量很高的物质，含氧量达到了40wt％～50wt％。其中生物油中的轻质组分，俗称轻质生物油，含有酸类、酮类、醛类等多种含氧化合物，很适合用于制备含氧燃料。虽然轻质生物油是一种良好的制备含氧燃料的原料，但是由于轻质油中组分十分复杂，如果直接进行催化提质制备含氧燃料不仅效率很低，而且产物的选择性也很差。因此，提高轻质生物油的转化效率和产物的选择性，制备更高品质的含氧燃料在轻质生物油提质中显得尤为重要。
发明内容
发明目的：为了克服现有技术中的不足，本发明提供的轻质生物油改性提质制备高品质醚类燃料的方法，与轻质生物油催化提质的传统方法相比，该方法分两步进行，先对轻质生物油进行预提质，再对预提质油进行加成反应醚类物质，这样解决因直接利用轻质生物油为原料而造成的轻质生物油转化率低，目标产物分散、选择性差的问题，而且该方法生产的物质主要是醚类，因此相较于醇类物 质而言，燃烧性能更好。
技术方案：
一种轻质生物油制备燃料的方法，其特征在于，步骤为：
步骤一：将轻质生物油变成醇类物质；
步骤二：将变成的醇类物质变成醚类物质。
将变成的醇类物质变成醚类物质的方法是：在变成的醇类物质中，加入含有双键的液态烯烃，通过加成反应生成高品质的醚类物质。
所述加成反应的反应温度为50～100℃，加成反应所用的催化剂为树脂类催化剂。
树脂类催化剂选用Amberlyst-15。
所述步骤二中的液态烯烃类添加剂为辛烯和异丁烯。
所述步骤一，通过催化加氢反应的方法将轻质生物油变成醇类物质。
所述催化加氢反应的反应温度是100～160℃，氢气初压是3～7MPa，反应时间是3～6h。
所述催化加氢反应所用的催化剂是雷尼镍。以镍铝合金粉为原料，通过20～30％％浓度的NaOH溶液进行洗涤脱铝获得。这样处理是为了降低镍铝合金粉铝的含量，同时起到造孔，增大催化剂比表面积，提高其催化活性的作用。
本发明制备方法具有以下两大优势：
原料优势：轻质生物油中含有酸类、酮类、醛类等多种含氧化合物，这使得它的含氧量很高，且醛类和酮类中含有不饱和的碳氧双键，很适合作为制备醚类燃料的原料。
醚类本身的优势：1.相比于烃类燃料而言，由于醚类中含有氧，若作为添加剂加入汽柴油中，可以使得燃料燃烧更加充分，减少炭烟的排放；2.相对于醇类而言：醚类分子量更高，必然热值更高，而且作为含氧添加剂，能让汽油获得更高的辛烷值，能降低柴油的凝固点，从而使得汽柴油的应用范围更广。
本发明与现有方法相比具有以下有益效果：
1.本发明所提供的方法是制备醚类含氧燃料，与传统的制备烃类燃料的方式相比，不仅降低了氢耗，而且所制得的醚类燃料在燃烧过程中碳烟排放量更低，从而更加环保。
2.本发明所提供的方法反应条件更为温和，与传统的催化加氢、催化裂化等方法相比，催化剂不容易结焦，从而使用时间更长，降低了成本。
3.本发明所提供的方法分两步进行，在制备醚类物质前先把轻质油预提质成了醇类物质，这样可以改善直接利用轻质油而带来的转化率低、目标产物选择性差的问题。
4.本发明所提供的方法中由于是采用醇和烯烃加成的方法生成醚类物质，与传统的醇类直接缩合产生醚类的方法，操作更为简单，产物选择性也更强，只需改变加入液态烃的链长就可获得不同分子量的醚类产物。
5.生物油中分为大分子成分和小分子成分，大分子成分称为重质组分，该部分物质受热易聚合，而小分子物质相对不易聚合，因此本发明通过加热蒸馏的方式，可以将大分子和小分子物质分开，而获得的小分子物质即被称为轻质生物油。这样可以根据生物油中不同组分的性质实现其的梯级利用。
附图说明
图1为本发明实施例1的方法流程图；
图2为本发明实施例2的方法流程图；
图3为本发明实施例3的方法流程图。
具体实施方式
下面将对照附图和具体实施例对本发明作出进一步地详细阐述，所述实施例只用于解释本发明，并非用于限定本发明的范围。
实施例1
本发明生物油制备燃料的方法，如图1所示，具体步骤如下：
步骤一：对轻质生物油进行预提质，变成醇类物质。具体可采用如下操作：将轻质生物油置于催化提质系统中，进行加氢催化处理，反应压力为6MPa，反应温度为140℃，反应时间为4h，催化剂为Raney Ni。该步骤中，轻质生物油与催化剂的质量比为20:1。
反应结束后，对系统降温处理，降至常温后，将反应物取出过滤，获取富含醇类的预提质生物油。
步骤二：将变成的醇类物质变成醚类物质。具体可采用如下操作：
将预提质油再次置于催化提质系统中，同时加入异丁烯以及催化剂 Amberlyst-15，进行加成反应。反应温度为100℃，反应时间为3h。预提质油与异丁烯的比例为1:1。
反应结束后，冷却，过滤，得到醚类含氧添加剂。
实施例2
本发明生物油制备燃料的方法，见图2所示，具体步骤如下：
步骤一：采用松木原料，通过热解的方式，制备轻质生物油。
步骤二：将收集到的轻质生物油置于催化提质系统中，进行加氢催化处理，反应压力为7MPa，反应温度为120℃，反应时间为6h，催化剂为Raney Ni。轻质生物油与催化剂的质量比为15：1。反应结束后，对系统降温处理，降至常温后，将反应物取出过滤，获取富含醇类的预提质生物油。
步骤三：将预提质油再次置于催化提质系统中，同时加入辛烯以及催化剂Amberlyst-15，进行加成反应。反应温度为80℃，反应时间为3h，且预提质油与辛烯的按照质量比1:1反应结束后，冷却，过滤，得到醚类含氧添加剂。
实施例3
本发明生物油制备燃料的方法，见图3所示，具体步骤如下：
步骤一：采用松木原料制备轻质生物油，步骤如下：
松木原料在鼓风干燥箱里温度为105℃的条件下干燥12h，将干燥好的松木在立式炉中进行热解，热解温度为450～550℃，在本实例中，热解温度采用500℃，N 2流速为0.45L/min，保温时间为1.5h。热解过程中产生的生物油由装置先经图3中喷淋系统脱除重质组分后，轻质生物油经过冷凝系统收集，收集结束后再通过尾气处理系统进行净化。
步骤二：将收集到的轻质生物油置于催化提质系统中，进行加氢催化处理，反应压力为3MPa，反应温度为100℃，反应时间为3h，催化剂为Raney Ni。反应结束后，对系统降温处理，降至常温后，将反应物取出过滤，获取富含醇类的预提质生物油。
步骤三：将预提质油再次置于催化提质系统中，同时加入辛烯以及催化剂Amberlyst-15，进行加成反应。反应温度为60℃，反应时间为3h，且预提质油与辛烯的比例为1:1反应结束后，冷却，过滤，得到醚类含氧添加剂。
本发明实施例中使用的催化剂Raney Ni，制备方法如下：在配有磁力搅拌的500mL三口瓶中配制20％的NaOH水溶液。将镍铝合金粉缓慢加入溶液中，保持溶液温度为50±2℃，持续搅拌1.5h后静置。除去上清液后，用蒸馏水洗涤至pH值为8左右，再用乙醇洗涤5次，即得Raney-Ni催化剂。制备好的催化剂在无水乙醇中冷藏密封，保存待用。
以上所述仅是本发明的优选实施方式，应当指出：对于本技术领域的普通技术人员来说，在不脱离本发明原理的前提下，还可以做出若干改进和润饰，这些改进和润饰也应视为本发明的保护范围。

Claims (10)

  1. 一种轻质生物油制备燃料的方法，其特征在于，步骤为：
    步骤一：将轻质生物油变成醇类物质；
    步骤二：将变成的醇类物质变成醚类物质。
  2. 根据权利要求1所述的方法，其特征在于，所述步骤二，将变成的醇类物质变成醚类物质的方法是：在变成的醇类物质中，加入含有双键的液态烯烃，通过加成反应生成高品质的醚类物质。
  3. 根据权利要求2所述的方法，其特征在于：所述加成反应的反应温度为50～100℃，加成反应所用的催化剂为树脂类催化剂。
  4. 根据权利要求3所述的方法，其特征在于：树脂类催化剂选用Amberlyst-15。
  5. 根据权利要求1所述的方法，其特征在于：所述步骤二中的液态烯烃类添加剂为辛烯和异丁烯。
  6. 根据权利要求1所述的方法，其特征在于，所述步骤一，通过催化加氢反应的方法将轻质生物油变成醇类物质。
  7. 根据权利要求6所述的方法，其特征在于，所述催化加氢反应的反应温度是100～160℃，氢气初压是3～7MPa，反应时间是3～6h。
  8. 根据权利要求6所述的方法，其特征在于：所述催化加氢反应所用的催化剂是雷尼镍。
  9. 根据权利要求8所述的方法，其特征在于：雷尼镍的制备方法是：以镍铝合金粉为原料，通过20～30％％浓度的NaOH溶液进行洗涤脱铝获得。
  10. 根据权利要求1-9任一所述的方法，其特征在于：步骤一中的轻质生物油为采用松木原料制备；采用松木原料制备轻质生物油的方法是：通过模板法聚合成炭除去热解油中的大分子物质，再蒸馏分离出所需的轻质生物油；热解温度为500℃，N 2流速为0.3L/min，保温时间为1.5h；模板法制炭的温度为150℃。
PCT/CN2021/131628 2021-01-21 2021-11-19 一种轻质生物油制备燃料的方法 WO2022156342A1 (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN202110080896.9A CN112920861A (zh) 2021-01-21 2021-01-21 一种轻质生物油制备燃料的方法
CN202110080896.9 2021-01-21

Publications (1)

Publication Number Publication Date
WO2022156342A1 true WO2022156342A1 (zh) 2022-07-28

Family

ID=76163945

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2021/131628 WO2022156342A1 (zh) 2021-01-21 2021-11-19 一种轻质生物油制备燃料的方法

Country Status (2)

Country Link
CN (1) CN112920861A (zh)
WO (1) WO2022156342A1 (zh)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112920861A (zh) * 2021-01-21 2021-06-08 东南大学 一种轻质生物油制备燃料的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101671237A (zh) * 2009-09-26 2010-03-17 颜乔子 废塑料炼制醚类含氧化合物的方法
US20160168475A1 (en) * 2013-07-08 2016-06-16 Battelle Memorial Institute Upgrading of Bio-Oil by Reaction with Olefins in the Presence of a Catalyst
CN112920861A (zh) * 2021-01-21 2021-06-08 东南大学 一种轻质生物油制备燃料的方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU3614793A (en) * 1992-02-07 1993-09-03 Nrg-Technologies, L.P. Composition and method for producing a multiple boiling point ether gasoline component
DE10102082A1 (de) * 2000-10-19 2002-05-02 Oxeno Olefinchemie Gmbh Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether
CN110964548B (zh) * 2019-12-24 2020-10-16 东南大学 一种生物质基长链醇醚类含氧添加剂及其制备方法与应用

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101671237A (zh) * 2009-09-26 2010-03-17 颜乔子 废塑料炼制醚类含氧化合物的方法
US20160168475A1 (en) * 2013-07-08 2016-06-16 Battelle Memorial Institute Upgrading of Bio-Oil by Reaction with Olefins in the Presence of a Catalyst
CN112920861A (zh) * 2021-01-21 2021-06-08 东南大学 一种轻质生物油制备燃料的方法

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
WANG BING, XIAO RUI;ZHANG HUIYAN: "The Selective and Moderate Hydrogenation of Bio-oil to Produce Oxygenated Liquid Fuel", SHENGWU CHANYE JISHU - BIOTECHNOLOGY & BUSINESS, ZHONGGUO SHENGWU GONGCHENG XUEHUI, CN, vol. 20, no. 3, 15 May 2017 (2017-05-15), CN , pages 89 - 93, XP055953079, ISSN: 1674-0319, DOI: 10.3969/j.issn.1674-0319.2017.03.012 *
XU YING, LONG JINXING, ZHANG LIMIN, CHANG JIAMIN, LU WEI, LIU QIYING, FU JUAN, WANG TIEJUN, MA LONGLONG, ZHANG QI: "Prepare of oxygenated biofuels by catalytic hydrogenation using Raney-Ni catalyst", TRANSACTIONS OF THE CHINESE SOCIETY OF AGRICULTURAL ENGINEERING, CHINESE SOCIETY OF AGRICULTURAL ENGINEERING, ZHONGGUO NONGYE GONGCHENG XUEHUI, CN, vol. 30, no. 24, 23 December 2014 (2014-12-23), CN , pages 252 - 258, XP055953078, ISSN: 1002-6819, DOI: 10.3969/j.issn.1002-6819.2014.24.031 *
ZHANG ZHI-JUN; SUI SHU-JUAN; TAN SHUN; WANG QING-WEN; PITTMAN CHARLES U.: "Catalytic conversion of bio-oil to oxygen-containing fuels by simultaneous reactions with 1-butanol and 1-octene over solid acids: Model compound studies and reaction pathways", BIORESOURCE TECHNOLOGY, ELSEVIER, AMSTERDAM, NL, vol. 130, 24 November 2012 (2012-11-24), AMSTERDAM, NL , pages 789 - 792, XP028980622, ISSN: 0960-8524, DOI: 10.1016/j.biortech.2012.11.060 *
ZHIJUN ZHANG, PITTMAN CHARLES, SUI SHUJUAN, SUN JIANPING, WANG QINGWEN: "Catalytic Upgrading of Bio-Oil by Reacting with Olefins and Alcohols over Solid Acids: Reaction Paths via Model Compound Studies", ENERGIES, MOLECULAR DIVERSITY PRESERVATION INTERNATIONAL, vol. 6, no. 3, 11 March 2013 (2013-03-11), pages 1568 - 1589, XP055138220, ISSN: 19961073, DOI: 10.3390/en6031568 *

Also Published As

Publication number Publication date
CN112920861A (zh) 2021-06-08

Similar Documents

Publication Publication Date Title
Shylesh et al. Novel strategies for the production of fuels, lubricants, and chemicals from biomass
Gollakota et al. A review on the upgradation techniques of pyrolysis oil
Demirbas Biorefineries: Current activities and future developments
Petrus et al. Biomass to biofuels, a chemical perspective
CN107460005B (zh) 利用生物油催化加氢耦合催化裂化制备芳香烃和烯烃的方法及装置
CN102712851B (zh) 生物基原料的直接水相重整
CN102653691B (zh) 一种生物油催化转化制备含氧液体燃料的装置和方法
CN103555357B (zh) 一种煤温和液化的工艺方法
CN110240923B (zh) 一种呋喃基含氧有机化合物加氢脱氧制备长链烷烃的方法
CN102786986A (zh) 一种微藻热裂解油的精制工艺
WO2022156342A1 (zh) 一种轻质生物油制备燃料的方法
Zhang et al. Production of aromatic hydrocarbons by hydrogenation-cocracking of bio-oil and methanol
Biswas et al. Advanced hydrothermal liquefaction of biomass for bio-oil production
CN101445736A (zh) 生物质制备合成醇醚用气的方法及装置
Yin et al. Review of bio-oil upgrading technologies and experimental study on emulsification of bio-oil and diesel
CN101831328B (zh) 一种绿色燃油及其制备方法
WO2012088851A1 (zh) 微藻催化裂解制取低碳烯烃的方法
Yu et al. Pyrolysis and ex-situ vapor upgrading of pine nut shells over Ni-and Co-modified HZSM-5 catalysts to high-quality bio-oil and syngas
Chen et al. Production of low-oxygenated bio-fuels (hydrocarbons and polymethylphenols) from lignocellulose by a two-stage strategy with non-noble metal catalysts
CN104560102A (zh) 一种提高生物油品质的方法
Shao et al. Catalytic pyrolysis of holocellulose followed by integrated aldol condensation and hydrogenation to produce aviation fuel
CN107814676A (zh) 一种十氢萘及四氢萘的制备方法
CN108456127B (zh) 一种生物质多级催化裂解制备低碳烯烃的方法
CN109704931B (zh) 七氧化二铼催化氢解木质素芳醚键的方法
CN107337585B (zh) 一种木质素微波解聚制备单酚类化合物的方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21920718

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 21920718

Country of ref document: EP

Kind code of ref document: A1

32PN Ep: public notification in the ep bulletin as address of the adressee cannot be established

Free format text: NOTING OF LOSS OF RIGHTS PURSUANT TO RULE 112(1) EPC (EPO FORM 1205 DATED 12.09.2023)