CN110257096A - A method of bio oil is prepared using lignin - Google Patents
A method of bio oil is prepared using lignin Download PDFInfo
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- CN110257096A CN110257096A CN201910595346.3A CN201910595346A CN110257096A CN 110257096 A CN110257096 A CN 110257096A CN 201910595346 A CN201910595346 A CN 201910595346A CN 110257096 A CN110257096 A CN 110257096A
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/755—Nickel
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING 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
- C10G1/00—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal
- C10G1/002—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal in combination with oil conversion- or refining processes
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1011—Biomass
- C10G2300/1014—Biomass of vegetal origin
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- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
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Abstract
The present invention provides a kind of method using lignin preparation bio oil, comprising the following steps: active carbon is taken to immerse Ni (NO3)2In solution, after drying in nitrogen atmosphere protection stove, in 500 ~ 600 DEG C of 2 ~ 3h of constant temperature, it is cooled to room temperature rear cleaning, drying, the catalyst of activated carbon supported nickel ion is obtained, is kept in dark place, it is spare；Catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein the mass ratio of lignin, catalyst and dehydrated alcohol is 0.2:0.01:4 ~ 0.2:0.02:5, by reaction kettle under the conditions of microwave reaction, heating time is 4 ~ 6min, after reaction, it is down to room temperature to reaction kettle, the liquid after reaction is filtered, filtrate is obtained；The pH value for adjusting filtrate, carries out extracting to obtain extract liquor after filtering；To after extract liquor rotary evaporation bio oil, the yield of bio oil obtained is higher in the present invention, and the probability of lignin degradation products to regroup is lower.
Description
Technical field
The present invention relates to the technical fields of lignin processing and utilization, and in particular to a kind of to prepare bio oil using lignin
Method.
Background technique
Today's society, the mankind are continuously increased the demand of the energy, however the non-renewable fossil combustion such as traditional petroleum, coal
Material is facing worsening shortages, and the consumption of fossil fuel is so that ecological degeneration and environmental problem become more acute, therefore
It is extremely urgent to find efficient, free of contamination reproducible biomass resource.
Lignin is only second in cellulose and papermaking digesting pulping process as the important component in biomass
A main component in waste liquid is discharged.The whole world can produce lignin every year and be up to 600,000,000,000,000 tons, be the mankind can it is interdependent most
Large resource.Huge, renewable, the biodegradable natural polymer of this yield of lignin, lignin degradation preparation
Dynamical bio oil is considered as a kind of very promising project, but the structure of lignin is more complicated, scission of link mode
It has differences, so that catalytic degradation becomes very difficult, it is lower using the biological oil yield of lignin at this stage.
Summary of the invention
Present invention aim to address the deficiencies of existing preparation method, provide a kind of side using lignin preparation bio oil
Method, the yield of bio oil obtained is higher in the present invention, and the probability of lignin degradation products to regroup is lower.
The present invention to solve above-mentioned technical problem the technical solution adopted is that: it is a kind of using lignin preparation bio oil side
Method, comprising the following steps:
Step 1: active carbon is taken to immerse the Ni (NO that mass concentration is 3 ~ 5%3)2In solution, it is placed in constant temperature oscillator in temperature
It is filtered dry after vibrating 30 ~ 60min under conditions of being 30 ~ 40 DEG C, after drying in nitrogen atmosphere protection stove, with the liter of 3 ~ 7 DEG C/min
Warm rate is heated to 500 ~ 600 DEG C and keeps 2 ~ 3h of constant temperature, is cooled to room temperature rear cleaning, drying, obtains activated carbon supported nickel ion
Catalyst is kept in dark place, spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.01:4 ~ 0.2:0.02:5, and reaction kettle is anti-for 150 ~ 170 DEG C of microwave in temperature
Under the conditions of answering, heating time is that 4 ~ 6min is down to room temperature to reaction kettle after reaction, is filtered to the liquid after reaction,
Obtain filtrate；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2 ~ 2.5, used after stirring 15 ~ 30min
0.4 ~ 0.5 μm of film filtering, carries out filtered filtrate to extract to obtain extract liquor；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3.
Further, active carbon and Ni (NO in step 13)2The mass volume ratio of solution is 1:20 ~ 1:80g/mL.
Further, active carbon is to be combined into original with any one or more group in charcoal, bamboo charcoal and shell in step 1
Material is prepared.
Further, active carbon immerses Ni (NO in step 13)2Time in solution is 48 ~ 72h.
Further, the microwave power in step 2 is 280 ~ 320 W.
Further, 3 ~ 5 extractions are carried out to filtrate as extract liquor using ethyl acetate in step 3.
Beneficial effects of the present invention mainly show such as: the yield of bio oil obtained reaches 55.22% in the present invention, liquefaction
Lignin residue structure change after degradation is seldom, shows that the probability of lignin degradation products to regroup is low, bio oil master
It to be single phenol substance, wherein the content of S type, G type and H-type monomer is respectively 62.3%, 26.4% and 10.3%.
Specific embodiment
The present invention is described in detail in conjunction with the embodiments, the present embodiment based on the technical solution of the present invention, gives
Detailed embodiment and specific operating process, but protection scope of the present invention is not limited to following embodiments.
Embodiment 1
A method of bio oil is prepared using lignin, comprising the following steps:
Step 1: active carbon is taken to immerse the Ni (NO that mass concentration is 3 ~ 5%3)2In solution, it is placed in constant temperature oscillator in temperature
It is filtered dry after vibrating 30 ~ 60min under conditions of being 30 ~ 40 DEG C, after drying in nitrogen atmosphere protection stove, with the liter of 3 ~ 7 DEG C/min
Warm rate is heated to 500 ~ 600 DEG C and keeps 2 ~ 3h of constant temperature, is cooled to room temperature rear cleaning, drying, obtains activated carbon supported nickel ion
Catalyst is kept in dark place, spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.01:4 ~ 0.2:0.02:5, and reaction kettle is anti-for 150 ~ 170 DEG C of microwave in temperature
Under the conditions of answering, heating time is that 4 ~ 6min is down to room temperature to reaction kettle after reaction, is filtered to the liquid after reaction,
Obtain filtrate；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2 ~ 2.5, grain is used after stirring 15 ~ 30min
The film that diameter is 0.4 ~ 0.5 μm filters, and carries out extracting to obtain extract liquor to filtered filtrate；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3.
Further, active carbon and Ni (NO in step 13)2The mass volume ratio of solution is 1:20 ~ 1:80g/mL.
Further, active carbon is to be combined into original with any one or more group in charcoal, bamboo charcoal and shell in step 1
Material is prepared.
Further, active carbon immerses Ni (NO in step 13)2Time in solution is 48 ~ 72h.
Further, the microwave power in step 2 is 280 ~ 320 W.
Further, 3 ~ 5 extractions are carried out to filtrate as extract liquor using ethyl acetate in step 3.
Embodiment 2
A method of bio oil is prepared using lignin, comprising the following steps:
Active carbon is passed through into following pretreatment: active carbon is immersed in 12 in maceration extract ~ for 24 hours, maceration extract is phosphoric acid ammonia, then will
Active carbon after dipping is dried at a temperature of 420 ~ 440 DEG C；
Active carbon after drying is passed through at 700~800 DEG C to superheated steam and is activated 8~12h, then with volume fraction for 5~
10% hydrochloric acid carries out pickling to the active carbon after activation；It is cleaned with distilled water after overpickling, is then dried again again
It is dry, the active carbon after must activating, for use.
Step 1: the charcoal for taking activity to cross immerses the Ni (NO that mass concentration is 3 ~ 5%3)2In solution, active carbon and Ni (NO3)2
The mass volume ratio of solution is 1:20 ~ 1:80g/mL, is placed in constant temperature oscillator and vibrates 30 under conditions of temperature is 30 ~ 40 DEG C
It is filtered dry after ~ 60min, after drying in nitrogen atmosphere protection stove, is heated to 500 ~ 600 DEG C simultaneously with the heating rate of 3 ~ 7 DEG C/min
2 ~ 3h of constant temperature is kept, rear cleaning, drying is cooled to room temperature, obtains the catalyst of activated carbon supported nickel ion, be kept in dark place, it is spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.01:4 ~ 0.2:0.02:5, and reaction kettle is anti-for 150 ~ 170 DEG C of microwave in temperature
Under the conditions of answering, heating time is that 4 ~ 6min is down to room temperature to reaction kettle after reaction, is filtered to the liquid after reaction,
Obtain filtrate；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2 ~ 2.5, used after stirring 15 ~ 30min
0.4 ~ 0.5 μm of film filtering, carries out filtered filtrate to extract to obtain extract liquor；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3.
Further, active carbon and Ni (NO in step 13)2The mass volume ratio of solution is 1:20 ~ 1:80g/mL.
Further, active carbon is to be combined into original with any one or more group in charcoal, bamboo charcoal and shell in step 1
Material is prepared.
Further, active carbon immerses Ni (NO in step 13)2Time in solution is 48 ~ 72h.
Further, the microwave power in step 2 is 280 ~ 320 W.
Further, 3 ~ 5 extractions are carried out to filtrate as extract liquor using ethyl acetate in step 3.
Embodiment 3
A method of bio oil is prepared using lignin, comprising the following steps:
Step 1: active carbon is taken to immerse the Ni (NO that mass concentration is 3%3)2In solution, it is placed in constant temperature oscillator and is in temperature
It is filtered dry after vibrating 30 ~ 60min under conditions of 30 DEG C, after drying in nitrogen atmosphere protection stove, is added with the heating rate of 3 DEG C/min
Heat is to 500 ~ 600 DEG C and keeps 2 ~ 3h of constant temperature, is cooled to room temperature rear cleaning, drying, obtains the catalyst of activated carbon supported nickel ion,
It is kept in dark place, it is spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.01:4, by reaction kettle under the conditions of temperature is 160 DEG C of microwave reaction, when heating
Between be down to room temperature to reaction kettle after reaction for 5min, the liquid after reaction is filtered, filtrate is obtained；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2, with 0.45 μm after 15 ~ 30min of stirring
Film filtering, filtered filtrate is carried out to extract to obtain extract liquor；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3.
Further, active carbon and Ni (NO in step 13)2The mass volume ratio of solution is 1:20 ~ 1:80g/mL.
Further, active carbon is to be combined into original with any one or more group in charcoal, bamboo charcoal and shell in step 1
Material is prepared.
Further, active carbon immerses Ni (NO in step 13)2Time in solution is 48 ~ 72h.
Further, the microwave power in step 2 is 200 W.
Further, 3 extractions are carried out to filtrate as extract liquor using ethyl acetate in step 3.
Embodiment 4
A method of bio oil is prepared using lignin, comprising the following steps:
Step 1: active carbon is taken to immerse the Ni (NO that mass concentration is 4%3)2In solution, it is placed in constant temperature oscillator and is in temperature
It is filtered dry after vibrating 30 ~ 60min under conditions of 35 DEG C, after drying in nitrogen atmosphere protection stove, is added with the heating rate of 5 DEG C/min
Heat is to 500 ~ 600 DEG C and keeps 2 ~ 3h of constant temperature, is cooled to room temperature rear cleaning, drying, obtains the catalyst of activated carbon supported nickel ion,
It is kept in dark place, it is spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.02:5, by reaction kettle under the conditions of temperature is 150 DEG C of microwave reaction, when heating
Between be down to room temperature to reaction kettle after reaction for 4 ~ 6min, the liquid after reaction is filtered, filtrate is obtained；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2.5, with 0.4 μ after 15 ~ 30min of stirring
The film of m filters, and carries out extracting to obtain extract liquor to filtered filtrate；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3, it is dry in 50 DEG C of baking ovens, until constant weight claims
Amount calculates biological oil yield.
Further, active carbon and Ni (NO in step 13)2The mass volume ratio of solution is 1:20 ~ 1:80g/mL.
Further, active carbon is to be combined into original with any one or more group in charcoal, bamboo charcoal and shell in step 1
Material is prepared.
Further, active carbon immerses Ni (NO in step 13)2Time in solution is 48 ~ 72h.
Further, the microwave power in step 2 is 280 ~ 320 W.
Further, 4 extractions are carried out to filtrate as extract liquor using ethyl acetate in step 3.
Embodiment 5
A method of bio oil is prepared using lignin, comprising the following steps:
Step 1: active carbon is taken to immerse the Ni (NO that mass concentration is 5%3)2In solution, it is placed in constant temperature oscillator and is in temperature
It is filtered dry after vibrating 30 ~ 60min under conditions of 40 DEG C, after drying in nitrogen atmosphere protection stove, is added with the heating rate of 7 DEG C/min
Heat is to 550 DEG C and keeps 2 ~ 3h of constant temperature, is cooled to room temperature rear cleaning, drying, obtains the catalyst of activated carbon supported nickel ion, be protected from light
It saves, it is spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.01:4, by reaction kettle under the conditions of temperature is 170 DEG C of microwave reaction, when heating
Between be down to room temperature to reaction kettle after reaction for 6min, the liquid after reaction is filtered, filtrate is obtained；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2.5, with 0.5 μ after 15 ~ 30min of stirring
The film of m filters, and carries out extracting to obtain extract liquor to filtered filtrate；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3, it is dry in 50 DEG C of baking ovens, until constant weight
Weighing and calculating biology oil yield.
Further, active carbon and Ni (NO in step 13)2The mass volume ratio of solution is 1:50g/mL.
Further, active carbon is to be combined into original with any one or more group in charcoal, bamboo charcoal and shell in step 1
Material is prepared.
Further, active carbon immerses Ni (NO in step 13)2Time in solution is 36h.
Further, the microwave power in step 2 is 320 W.
Further, 5 extractions are carried out to filtrate as extract liquor using ethyl acetate in step 3.
The yield of bio oil obtained reaches 55.22% in the present invention, and the lignin residue structure change after liquefaction degradation is very
It is few, show that the probability of lignin degradation products to regroup is low.Bio oil obtained is mainly single phenol substance in the present invention,
Wherein, the content of S type, G type and H-type monomer is respectively 62.3%, 26.4% and 10.3%.
Technical solution cited by the present invention and embodiment and non-limiting, with technical solution cited by the present invention and
Embodiment is equivalent or effect same approach is all in the range of the present invention is protected.It should also be noted that, herein,
I, the relational terms such as II, III are only used to distinguish one entity or operation from another entity or operation, and
Without necessarily requiring or implying that between these entities or operation, there are any actual relationship or orders.Moreover, term
"include", "comprise" or any other variant thereof is intended to cover non-exclusive inclusion, so that including a series of elements
Process, method, article or equipment not only include those elements, but also including other elements that are not explicitly listed, or
Person is to further include for elements inherent to such a process, method, article, or device.In the absence of more restrictions, by
The element that sentence "including a ..." limits, it is not excluded that in the process, method, article or apparatus that includes the element
There is also other identical elements.
Each embodiment in this specification is described in a progressive manner, the highlights of each of the examples are with other
The difference of embodiment, the same or similar parts in each embodiment may refer to each other.
Claims (6)
1. a kind of method using lignin preparation bio oil, it is characterised in that: the following steps are included:
Step 1: active carbon is taken to immerse the Ni (NO that mass concentration is 3 ~ 5%3)2In solution, it is placed in constant temperature oscillator and is in temperature
It is filtered dry after vibrating 30 ~ 60min under conditions of 30 ~ 40 DEG C, after drying in nitrogen atmosphere protection stove, with the heating of 3 ~ 7 DEG C/min
Rate is heated to 500 ~ 600 DEG C and keeps 2 ~ 3h of constant temperature, is cooled to room temperature rear cleaning, drying, obtains urging for activated carbon supported nickel ion
Agent is kept in dark place, spare；
Step 2: catalyst made from lignin, step 1 and dehydrated alcohol is taken to be placed in reaction kettle, wherein lignin, catalysis
The mass ratio of agent and dehydrated alcohol is 0.2:0.01:4 ~ 0.2:0.02:5, and reaction kettle is anti-for 150 ~ 170 DEG C of microwave in temperature
Under the conditions of answering, heating time is that 4 ~ 6min is down to room temperature to reaction kettle after reaction, is filtered to the liquid after reaction,
Obtain filtrate；
Step 3: taking the pH value of filtrate hydrochloric acid conditioning solution obtained in step 2 is 2 ~ 2.5, used after stirring 15 ~ 30min
0.4 ~ 0.5 μm of film filtering, carries out filtered filtrate to extract to obtain extract liquor；
Step 4: to bio oil is obtained after extract liquor rotary evaporation obtained in step 3.
2. a kind of method using lignin preparation bio oil according to claim 1, it is characterised in that: living in step 1
Property charcoal and Ni (NO3)2The mass volume ratio of solution is 1:20 ~ 1:80g/mL.
3. a kind of method using lignin preparation bio oil according to claim 1, it is characterised in that: living in step 1
Property charcoal is prepared as a raw material with any one or more combination in charcoal, bamboo charcoal and shell.
4. a kind of method using lignin preparation bio oil according to claim 1, it is characterised in that: living in step 1
Property charcoal immerse Ni (NO3)2Time in solution is 48 ~ 72h.
5. a kind of method using lignin preparation bio oil according to claim 1, it is characterised in that: in step 2
Microwave power is 280 ~ 320 W.
6. a kind of method using lignin preparation bio oil according to claim 1, it is characterised in that: adopted in step 3
Ethyl acetate is used to carry out 3 ~ 5 extractions to filtrate as extract liquor.
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| CN111363575A (en) * | 2020-03-27 | 2020-07-03 | 常州工学院 | Method for preparing phenol-rich bio-oil by lignin microwave-assisted catalytic pyrolysis |
| CN112625764A (en) * | 2019-09-24 | 2021-04-09 | 南阳师范学院 | Method for producing biofuel by efficiently converting lignin |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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