CN108947759A - A method of alkylnaphthalene is prepared using coal-to-olefin - Google Patents
A method of alkylnaphthalene is prepared using coal-to-olefin Download PDFInfo
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- CN108947759A CN108947759A CN201810803924.3A CN201810803924A CN108947759A CN 108947759 A CN108947759 A CN 108947759A CN 201810803924 A CN201810803924 A CN 201810803924A CN 108947759 A CN108947759 A CN 108947759A
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- coal
- alkylnaphthalene
- olefin
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- naphthalene
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A kind of method for preparing alkylnaphthalene using coal-to-olefin of the present invention, is related to PETROLEUM PROCESSING field；By the coal-to-olefin of output after ICL for Indirect Coal Liquefaction, as the raw material for preparing alkylnaphthalene, under the conditions of certain temperature, utilize the effect of lewis acid catalyst, in the presence of alkane solvent, the mode that coal-to-olefin and naphthalene are added dropwise carries out polymerization reaction, obtains alkylnaphthalene；During preparation, by certain reaction temperature and feed rate, makes blending constituent and naphthalene in coal quality alkene that polymerization reaction adequately occur, effectively raise the yield of alkylnaphthalene；This technology is directed to the characteristics of coal quality alkene, carries out condition control, and our subtraction unit is simple, at low cost, and the large-scale production suitable for preparing alkylnaphthalene to coal quality alkene uses.
Description
Technical field
The present invention relates to PETROLEUM PROCESSING fields, and in particular to a method of alkylnaphthalene is prepared using coal-to-olefin.
Background technique
Long chain alkyl naphthalene generally refers to alkylnaphthalene of the atomic number of alkyl carbon 8 or more, as it is a kind of it is important it is organic in
Mesosome or product oil are widely used in weaving, printing and dyeing, food packaging, thermally conductive matter, solvent, insulating oil, liquid crystal, oil recovery, profit
The fields such as lubrication prescription.The naphthalene nucleus of electron rich can capture the reactive species that alkyl oxidation generates in alkyl naphthalene structure, make entire
Oxidative chain is difficult to be formed, so that oxidation process is prevented, thus oil has good thermal oxidation stability based on alkylnaphthalene.
Long chain alkyl naphthalene mainly passes through the alkylated reaction preparation of naphthalene, and wherein alkene, pure and mild halogenated hydrocarbons etc. all can be used as naphthalene
Alkylating reagent.Conventional alkylation catalyst mainly includes hydrofluoric acid, concentrated sulfuric acid etc., these catalyst, which exist, to be not easy back
Receive, corrosivity is strong, strong toxicity and it is seriously polluted the disadvantages of.
Coal-to-olefin is that coal is reacted with oxygen, vapor at high temperature, so that coal is all gasified, is converted to an oxidation
Then the mixture of carbon, methane and hydrogen synthesizes the technology of hydrocarbon under the action of ferrum-based catalyst again.Root
According to China's energy " the few oil of rich coal " this feature, carries out the research and development of the associated downstream product of coal oil product, meet the energy
Secure context requirement.
Summary of the invention
Overcome the deficiencies in the prior art of the present invention, it is therefore an objective to provide a kind of method that coal-to-olefin prepares alkylnaphthalene, specifically
Be to produce the low value-added coal-to-olefin of ICL for Indirect Coal Liquefaction output to the further deep processing of product after ICL for Indirect Coal Liquefaction
Product are prepared into the alkylnaphthalene product that technological achievement is high, added value is high.In order to solve the above technical problems, of the present invention
Technical solution are as follows:
A method of alkylnaphthalene is prepared using coal-to-olefin, comprising the following steps:
A) preparation stage: lewis acid catalyst, alkane solvent and naphthalene are put into agitating device, are stirred at 100-110 DEG C
10-20min。
B) polymerization stage: coal quality alkene being added drop-wise in above-mentioned agitating device, and temperature control is 40-50 DEG C when dropwise addition,
The rate of dropwise addition is 0.5-0.6 g/min.
The preferred stirring rate is 2000 d/s.
The temperature stirred in the preferred preparation stage is 100 DEG C.
The preferred lewis acid catalyst is alchlor, iron chloride, any one in boron trifluoride.
The drop rate of the preferred polymerization stage is 0.5 g/min.
The alkane solvent is linear paraffin of the boiling point less than 250 DEG C.
This method is by the coal-to-olefin of output after ICL for Indirect Coal Liquefaction, as the raw material for preparing alkylnaphthalene, in certain temperature item
Under part, using the effect of lewis acid catalyst, in the presence of alkane solvent, the mode of coal-to-olefin and naphthalene dropwise addition
Polymerization reaction is carried out, obtains alkylation polymer, alkylation polymer is through removing unreacted with Removal of catalyst, distillation in lye
Light component, obtain final finished alkylnaphthalene after filtering.
Compared with prior art the invention has the following advantages:
The present invention is to the further deep processing of product after ICL for Indirect Coal Liquefaction, by the low value-added coal alkene of ICL for Indirect Coal Liquefaction output
Hydrocarbon product is prepared into the alkylnaphthalene product that technological achievement is high, added value is high.During preparation, pass through certain reaction temperature
Degree and feed rate, make blending constituent and naphthalene in coal quality alkene that polymerization reaction adequately occur, effectively raise alkylnaphthalene
Yield.This technology is directed to the characteristics of coal quality alkene, carries out condition control, and our subtraction unit is simple, at low cost, is suitable for coal
The large-scale production that matter alkene prepares alkylnaphthalene uses.
Specific embodiment
Embodiment 1
Preparation stage: three-necked flask is filled on mechanical stirring device, with high pure nitrogen displacement 3-4 times, sequentially adds 30 grams of alkane
Hydrocarbon solvent, 10 grams of naphthalenes, 2 grams of aluminum trichloride (anhydrous)s.Agitating device is opened, stirring reaches 2000 revolutions per seconds, while being warming up to 100 DEG C,
100 DEG C of stirrings after ten minutes, stop stirring.
Polymerization stage: weighing 100 grams of coal-to-olefin, opens agitating device on last stage, and stirring reaches 2000 revolutions per seconds,
100 grams of coal-to-olefin are slowly added dropwise, time for adding control is to 3 hours, and temperature controls 40 DEG C, after being added dropwise when dropwise addition,
Continue stirring 2 hours, obtains alkylation polymer.
Alkylation polymer passes through alkali cleaning, washing, distills, final finished alkylnaphthalene is obtained by filtration.
Embodiment 2
Preparation stage: three-necked flask is filled on mechanical stirring device, with high pure nitrogen displacement 3-4 times, sequentially adds 20 grams of alkane
Hydrocarbon solvent, 8 grams of naphthalenes, 2 grams of iron chloride.Agitating device is opened, stirring reaches 2500 revolutions per seconds, while being warming up to 110 DEG C, stirs at 110 DEG C
It mixes after twenty minutes, stops stirring.
Polymerization stage: weighing 100 grams of coal-to-olefin, opens agitating device on last stage, and stirring reaches 2500 revolutions per seconds,
100 grams of coal-to-olefin are slowly added dropwise, time for adding control is to 3.5 hours, and temperature controls 50 DEG C when dropwise addition, is added dropwise
Afterwards, continue stirring 2 hours, obtain alkylation polymer.
Alkylation polymer passes through alkali cleaning, washing, distills, final finished alkylnaphthalene is obtained by filtration.
Embodiment 3
Preparation stage: three-necked flask is filled on mechanical stirring device, with high pure nitrogen displacement 3-4 times, sequentially adds 30 grams of alkane
Hydrocarbon solvent, 10 grams of naphthalenes, 2 grams of anhydrous boron trifluorides.Agitating device is opened, stirring reaches 2000 revolutions per seconds, while being warming up to 105 DEG C,
After 105 DEG C are stirred 15 minutes, stop stirring.
Polymerization stage: weighing 100 grams of coal-to-olefin, opens agitating device on last stage, and stirring reaches 2000 revolutions per seconds,
100 grams of coal-to-olefin are slowly added dropwise, time for adding control is to 3 hours, and temperature controls 45 DEG C, after being added dropwise when dropwise addition,
Continue stirring 3 hours, obtains alkylation polymer.
Alkylation polymer passes through alkali cleaning, washing, distills, final finished alkylnaphthalene is obtained by filtration.
The above content is combine specific preferred embodiment to the further description done of the present invention, and it cannot be said that
A specific embodiment of the invention is only limitted to this, for those of ordinary skill in the art to which the present invention belongs, is not taking off
Under the premise of from the present invention, several simple deduction or replace can also be made, all shall be regarded as belonging to the present invention by being submitted
Claims determine scope of patent protection.
Claims (5)
1. a kind of method for preparing alkylnaphthalene using coal-to-olefin, it is characterised in that: the following steps are included:
A) preparation stage: lewis acid catalyst, alkane solvent and naphthalene are put into agitating device, are stirred at 100-110 DEG C
10-20min；
B) polymerization stage: coal quality alkene being added drop-wise in above-mentioned agitating device, and temperature control is 40-50 DEG C when dropwise addition, is added dropwise
Rate be 0.5-0.6 g/min.
2. a kind of method for preparing alkylnaphthalene using coal-to-olefin according to claim 1, it is characterised in that: described stirs
Mixing rate is 2000 d/s.
3. a kind of method for preparing alkylnaphthalene using coal-to-olefin according to claim 1, it is characterised in that: the standard
The temperature stirred in the standby stage is 100 DEG C.
4. a kind of method for preparing alkylnaphthalene using coal-to-olefin according to claim 1, it is characterised in that: the road
Lewis acid catalyst is alchlor, iron chloride, any one in boron trifluoride.
5. a kind of method for preparing alkylnaphthalene using coal-to-olefin according to claim 1, it is characterised in that: described is poly-
The drop rate in conjunction stage is 0.5 g/min.
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| CN201810803924.3A CN108947759A (en) | 2018-07-20 | 2018-07-20 | A method of alkylnaphthalene is prepared using coal-to-olefin |
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| CN201810803924.3A CN108947759A (en) | 2018-07-20 | 2018-07-20 | A method of alkylnaphthalene is prepared using coal-to-olefin |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61176541A (en) * | 1985-01-31 | 1986-08-08 | Nippon Steel Chem Co Ltd | Production of alpha-alkyl-substituted naphthalene |
| CN101205161A (en) * | 2006-12-22 | 2008-06-25 | 中国石油化工股份有限公司 | Method for preparing long chain alkyl naphthalene |
| CN103894225A (en) * | 2014-03-21 | 2014-07-02 | 大连龙泰科技发展有限公司 | Aluminum trichloride immobilized type catalyst as well as preparation method and application thereof |
| CN105925340A (en) * | 2008-03-18 | 2016-09-07 | 埃克森美孚化学专利公司 | Process for synthetic lubricant production |
| CN108129252A (en) * | 2017-12-08 | 2018-06-08 | 中国科学院兰州化学物理研究所 | Cycloalkyl naphthalene and its preparation method and application |
-
2018
- 2018-07-20 CN CN201810803924.3A patent/CN108947759A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61176541A (en) * | 1985-01-31 | 1986-08-08 | Nippon Steel Chem Co Ltd | Production of alpha-alkyl-substituted naphthalene |
| CN101205161A (en) * | 2006-12-22 | 2008-06-25 | 中国石油化工股份有限公司 | Method for preparing long chain alkyl naphthalene |
| CN105925340A (en) * | 2008-03-18 | 2016-09-07 | 埃克森美孚化学专利公司 | Process for synthetic lubricant production |
| CN103894225A (en) * | 2014-03-21 | 2014-07-02 | 大连龙泰科技发展有限公司 | Aluminum trichloride immobilized type catalyst as well as preparation method and application thereof |
| CN108129252A (en) * | 2017-12-08 | 2018-06-08 | 中国科学院兰州化学物理研究所 | Cycloalkyl naphthalene and its preparation method and application |
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Address after: 046100 Yuwu Town, Tunliu District, Changzhi City, Shanxi Province (east of Yuwu town government) Applicant after: Shanxi Lu'an carbon one chemical Co., Ltd Address before: 046100 Shanxi city of Changzhi province Tunliu County Yu Wu Zhen Applicant before: SHANXI LU'AN NAKE TANYI CHEMICAL CO., LTD. |
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Application publication date: 20181207 |