CN109806843A - The absorption resin and the preparation method and application thereof of polycyclic aromatic hydrocarbon in a kind of adsorbing separation coal tar - Google Patents
The absorption resin and the preparation method and application thereof of polycyclic aromatic hydrocarbon in a kind of adsorbing separation coal tar Download PDFInfo
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Abstract
The present invention provides a kind of absorption resin of polycyclic aromatic hydrocarbon in adsorbing separation coal tar, and raw material is made of component A and component B, and the weight of component B is 0.5%-0.7% times of component A weight；The component A is counted according to weight percent 100%, is made of following raw material: hydrophobic monomer 3-30%, styrene 30-50%, N-Methyl pyrrolidone 15-30%, hydroxyethyl methacrylate 10-28%；The component B is initiator；The hydrophobic monomer is acrylate containing fluorine compound；The acrylate containing fluorine compound is fluorine-containing alkyl esters compound, and the carbon atom number of the alkyl is 18-30.Meanwhile invention additionally discloses the preparation method and applications of the absorption resin.The absorption resin may be implemented still have preferable structural stability and characterization of adsorption when being higher than 180 DEG C to the oriented attachment of aromatic hydrocarbons is acted in alkane, alkene and aromatic component in coal tar.
Description
Technical field
The invention belongs to field of coal tar deep processing, and in particular to the absorption of polycyclic aromatic hydrocarbon in a kind of adsorbing separation coal tar
Resin and and the preparation method and application thereof.
Background technique
Coal tar is that have pungent odour caused by pyrolysis of coal in the process, in black or the liquid of the sticky shape of dark brown
Body, and the important source material as one of crude oil substitute.According to the Bu Tong available following several of pyrolysis temperature and method
Tar: low temperature (450-650 DEG C) mainstream tar, low temperature and medium temperature (600-800 DEG C) producer gas tar, medium temperature (900-1000 DEG C)
Vertical coke oven tar, high temperature (1000 DEG C) coking tar；Middle coalite tar is brown-black, and specific gravity is smaller, alkane, alkene in composition
Hydrocarbon and arene account for about 50%, and for phenols content up to 30% or so (mainly higher phenols), remaining is based on pyridine bases
Nitrogenous compound, sulfur-containing compound and colloidal cpd composition.
Aromatic hydrocarbon resource rich in coal tar, containing having more phenolic compound, aromatic hydrocarbons in coalite tar
And unsaturated hydrocarbons, also there is the naphthalene of a small amount of bases and trace.And for high temperature coal-tar, there is a large amount of aromatic hydrocarbons
Class compound and a small amount of phenolic compound, bases, naphthalene and alicyclic and cycloalkane.Contained biphenyl, naphthalene, anthracene, phenanthrene and
The coal tar deep processings product such as fluorenes is the important of plastics, synthetic rubber, pesticide, medicine, novel high polymer material and national defense industry
Raw material has important use and economic value, but is influenced by complicated components in coal tar and existing separation and purification technical level,
The arene compounds that coal tar preparatory processing obtains are difficult to meet the requirement of downstream finishing.Simultaneously because international oil price tune
Whole, new-energy automobile popularization and coal tar prepare the serious downslide of petrol and diesel oil profit, cycloalkane, the fragrance being rich in coal tar
The potential resources such as hydrocarbon are converted into the BTX class chemical products such as aromatic hydrocarbons, cycloalkane, and coal tar can be made sufficiently to realize its utility value.
Currently, BTX is mainly derived from catalytic reforming naphtha, steam cracking naphtha or high temperature coal-tar, and domestic source it is insufficient and
Yield is in short supply.
Chinese patent CN201610828429.9 discloses a kind of coal tar oil ingredient continuous separation technology and device, is extracting
It mixed, extracted, stirred with coal tar using solvent A in reaction kettle, then coal tar and solvent A are mixed in knockout drum
It closes object to be separated, obtains asphalt component.Using solvent extraction means, the separation of polycyclic aromatic hydrocarbon and alkane can not be realized.
Chinese patent 201611266928.X discloses the method and dress that coalite tar adds hydrogen to produce mononuclear aromatics in a kind of full fraction
It sets, is raw material by being fractionated using the full fraction of middle coalite tar, light phase carries out cracking purification, smart again after heavy phase progress cracking twice
Coalite tar adds hydrogen to produce the method and device of mononuclear aromatics in the full fraction of cracking processed, to realize full fraction coal tar hydrogenating
Produce the mononuclear aromatics such as benzene,toluene,xylene, hydrogen consumption is high, at higher, and energy consumption is high for later separation.
Therefore, as can by coal tar high added value polycyclic aromatic hydrocarbon compounds by low energy consumption realize separation and purification, into
And the BTX product of high added value is prepared, by deep processing and utilization, increase coal tar added value, the promotion tar production to coal tar
Economic benefit has great importance.
Summary of the invention
In view of the drawbacks of the prior art, the present invention provides a kind of absorption resin, can polycyclic aromatic hydrocarbon in adsorbing separation coal tar,
Adsorptive selectivity and adsorption capacity are good, and high temperature resistance is good.
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, component B's
Weight is 0.5%-0.7% times of component A weight；
The component A, according to weight percent 100% count, be made of following raw material: hydrophobic monomer 3-30%, styrene 30-50%,
N-Methyl pyrrolidone 15-30%, hydroxyethyl methacrylate 10-28%；
The component B is initiator；
The hydrophobic monomer is acrylate containing fluorine compound；
The acrylate containing fluorine compound is fluorine-containing alkyl esters compound, and the carbon atom number of the alkyl is
18-30。
Preferably, the fluorinated acrylate ester type compound is fluorinated acrylate or fluorine-containing methacrylate.
Preferably, the fluorinated acrylate ester type compound is perfluorinated acrylate class compound or inclined perfluoroalkyl acrylate
Ester type compound.
Preferably, the initiator is azodiisobutyronitrile or dibenzoyl peroxide.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30-40min and exclude air in kettle, then
Enclosed high pressure reaction kettle；
(2) reactor pressure is boosted into 3.2-4.2MPa for the first time, then heats to 98-115 DEG C, then by reactor pressure the
Then secondary booster reacts 3-4h, obtains white powdery solids to 4.2-7.5MPa；Wherein, it boosts for the first time and second
Pressure after boosting cannot be 4.2MPa simultaneously；
(3) after the solid abrasive for obtaining step (2), the spheric granules that partial size is 8-12mm is made in extrusion granulation.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar being preheated to 180-200 DEG C, the absorption resin is then filled in moving-burden bed reactor
Bed in, elute bed 20min using n-hexane, the coal tar of preheating then passed through into bed from top to down, collect bed
The effluent oil of bottom.
Acrylate containing fluorine compound of the present invention: perfluorinated acrylate, inclined fluorinated monomer, perfluoro
Acid esters, inclined methacrylate are the prior art, are product in the prior art or the preparation side by the prior art
Method can be prepared.
Advantages of the present invention:
(1) absorption resin provided by the invention adsorbs resin material for fluorine-containing hydrophobic macromolecule, has strong fluorine-containing hydrophobic property side
Chain has high electronegativity, so, there is special characterization of adsorption to polycyclic aromatic hydrocarbon, may be implemented to alkane in coal tar
The oriented attachment effect of aromatic hydrocarbons in hydrocarbon, alkene and aromatic component；
(2) the absorption resin still has preferable structural stability and the absorption spy to polycyclic aromatic hydrocarbon when being higher than 180 DEG C
Property；
(3) for the present invention when resin is adsorbed in preparation, using supercritical propane polymerization technique, preparation method is simple, at low cost, fluorine-containing
Monomer utilization ratio is high, and hydrophobic grouping degree of branching is high, and the adsorbent material molecular weight of synthesis is big.
Specific embodiment
By taking the produced coalite tar in certain of North Shaanxi as an example, initially containing polycyclic aromatic hydrocarbon content is 31%, alkane and ring
Alkane is 25%, phenolic compound 21%, alkene 23%.
Embodiment 1
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.5% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: hydrophobic monomer perfluoropropene acid octadecyl ester 3%,
Styrene 45%, N-Methyl pyrrolidone 25%, hydroxyethyl methacrylate 27%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.2MPa for the first time, then heats to 98 DEG C, then second of reactor pressure is boosted
To 4.2MPa, 3h is then reacted, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 9 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 180 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 2
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.5% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: sour 20 diester of hydrophobic monomer perfluoropropene
5%, styrene 50%, N-Methyl pyrrolidone 30%, hydroxyethyl methacrylate 15%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.2MPa for the first time, then heats to 108 DEG C, then by second liter of reactor pressure
It is depressed into 4.5MPa, then reacts 3h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), the spheric granules that partial size is 8mm is made to get the suction is arrived in extrusion granulation
Attached resin, weight average molecular weight are 10.5 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 195 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 3
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.6% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: sour two octadecyl esters of hydrophobic monomer perfluoropropene
8%, styrene 42%, N-Methyl pyrrolidone 25%, hydroxyethyl methacrylate 25%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.5MPa for the first time, then heats to 115 DEG C, then by second liter of reactor pressure
It is depressed into 5.0MPa, then reacts 3h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 12.3 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 200 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 4
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.5% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: sour 24 esters of hydrophobic monomer perfluoropropene
10%, styrene 60%, N-Methyl pyrrolidone 20%, hydroxyethyl methacrylate 10%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.9MPa for the first time, then heats to 115 DEG C, then by second liter of reactor pressure
It is depressed into 5.2MPa, then reacts 4h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 13.5 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 180 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 5
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.7% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: sour 30 esters of hydrophobic monomer perfluoropropene
12%, styrene 30%, N-Methyl pyrrolidone 30%, hydroxyethyl methacrylate 28%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 4.2MPa for the first time, then heats to 98 DEG C, then second of reactor pressure is boosted
To 6.2MPa, 3h is then reacted, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 9 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 180 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 6
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.5% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: hydrophobic monomer perfluoropropene acid octadecyl ester 5%,
Styrene 40%, N-Methyl pyrrolidone 26%, hydroxyethyl methacrylate 24%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 40min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.2MPa for the first time, then heats to 105 DEG C, then by second liter of reactor pressure
It is depressed into 4.5MPa, then reacts 3.5h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 12mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 9.5 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 200 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 7
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.7% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: hydrophobic monomer perfluoropropene acid octadecyl ester
20%, styrene 40%, N-Methyl pyrrolidone 20%, hydroxyethyl methacrylate 20%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.8MPa for the first time, then heats to 108 DEG C, then by second liter of reactor pressure
It is depressed into 5.8MPa, then reacts 3h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 12mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 11.6 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 180 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 8
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.6% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: sour 30 diester of hydrophobic monomer perfluoropropene
30%, styrene 40%, N-Methyl pyrrolidone 15%, hydroxyethyl methacrylate 15%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 4.2MPa for the first time, then heats to 98 DEG C, then second of reactor pressure is boosted
To 7.5MPa, 3h is then reacted, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 15 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 190 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 9
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.6% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: the inclined methyl fluoride acrylic acid 18 of hydrophobic monomer
Ester 25%, styrene 40%, N-Methyl pyrrolidone 20%, hydroxyethyl methacrylate 15%；
The component B is initiator dibenzoyl peroxide.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.8MPa for the first time, then heats to 108 DEG C, then by second liter of reactor pressure
It is depressed into 6.2MPa, then reacts 3.5h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 12mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 11.2 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 180 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 10
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.7% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: hydrophobic monomer perfluoro acid 18
Ester 5%, styrene 40%, N-Methyl pyrrolidone 30%, hydroxyethyl methacrylate 25%；
The component B is initiator dibenzoyl peroxide.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.2MPa for the first time, then heats to 108 DEG C, then by second liter of reactor pressure
It is depressed into 5.8MPa, then reacts 3.5h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 9.8 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 180 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
Embodiment 11
The absorption resin of polycyclic aromatic hydrocarbon, raw material are made of component A and component B in a kind of adsorbing separation coal tar, the weight of component B
It is 0.6% times of component A weight；
The component A is counted according to weight percent 100%, is made of following raw material: the inclined perfluoroalkyl acrylate octadecyl ester 5% of hydrophobic monomer,
Styrene 37%, N-Methyl pyrrolidone 30%, hydroxyethyl methacrylate 28%；
The component B is initiator azodiisobutyronitrile.
The preparation method of the absorption resin, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30min and exclude air in kettle, it is then closed
Autoclave；
(2) reactor pressure is boosted into 3.8MPa for the first time, then heats to 105 DEG C, then by second liter of reactor pressure
It is depressed into 6.2MPa, then reacts 3h, obtains white powdery solids；
(3) after the solid abrasive for obtaining step (2), it is described to get arriving that the spheric granules that partial size is 10mm is made in extrusion granulation
Resin is adsorbed, weight average molecular weight is 9.5 × 107Dalton.
The application of absorption resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar: the polycyclic virtue of adsorbing separation in coal tar
The method of hydrocarbon is specific as follows: coal tar is preheated to 190 DEG C, it is spare, and the absorption resin is then filled in moving bed reaction
In the bed of device, bed 20min is eluted using n-hexane, the coal tar of preheating is then passed through into bed from top to down, collects bed
The effluent oil of layer bottom, detects its component.
It detects by the ingredient of the effluent oil of moving-burden bed reactor bed in each embodiment, with the coal tar before adsorbing separation
Oil comparison, adsorption effect the results are shown in Table 1.
1 adsorption effect of table
As shown in Table 1, absorption resin provided by the invention, can adsorb in coal tar 90% or more polycyclic aromatic hydrocarbon.
Claims (6)
1. the absorption resin of polycyclic aromatic hydrocarbon in a kind of adsorbing separation coal tar, it is characterised in that: raw material is by component A and component B group
At the weight of component B is 0.5%-0.7% times of component A weight；
The component A, according to weight percent 100% count, be made of following raw material: hydrophobic monomer 3-30%, styrene 30-50%,
N-Methyl pyrrolidone 15-30%, hydroxyethyl methacrylate 10-28%；
The component B is initiator；
The hydrophobic monomer is acrylate containing fluorine compound；
The acrylate containing fluorine compound is fluorine-containing alkyl esters compound, and the carbon atom number of the alkyl is
18-30。
2. adsorbing resin according to claim 1, it is characterised in that: the fluorinated acrylate ester type compound is fluorine-containing third
Olefin(e) acid ester or fluorine-containing methacrylate.
3. adsorbing resin according to claim 2, it is characterised in that: the fluorinated acrylate ester type compound is perfluor third
Olefin(e) acid ester type compound or inclined perfluoroalkyl acrylate esters compound.
4. any one of -3 absorption resin according to claim 1, it is characterised in that: the initiator be azodiisobutyronitrile or
Dibenzoyl peroxide.
5. adsorbing the preparation method of resin described in claim 1, comprising the following steps:
(1) component A and component B is mixed, is put into autoclave, be passed through propane 30-40min and exclude air in kettle, then
Enclosed high pressure reaction kettle；
(2) reactor pressure is boosted into 3.2-4.2MPa for the first time, then heats to 98-115 DEG C, then by reactor pressure the
Then secondary booster reacts 3-4h, obtains white powdery solids to 4.2-7.5MPa；Wherein, it boosts for the first time and second
Pressure after boosting cannot be 4.2MPa simultaneously；
(3) after the solid abrasive for obtaining step (2), the spheric granules that partial size is 8-12mm is made in extrusion granulation.
6. adsorbing the application of resin adsorbing separation polycyclic aromatic hydrocarbon in coal tar described in claim 1, it is characterised in that: in coal tar
The method of adsorbing separation polycyclic aromatic hydrocarbon is specific as follows in oil: coal tar being preheated to 180-200 DEG C, then by the absorption resin
It is filled in the bed of moving-burden bed reactor, elutes bed 20min using n-hexane, then from top to down by the coal tar of preheating
By bed, the effluent oil of bed bottom is collected.
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| CN201910216708.3A CN109806843B (en) | 2019-03-21 | 2019-03-21 | Adsorption resin for adsorbing and separating polycyclic aromatic hydrocarbons in coal tar, and preparation method and application thereof |
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| CN115974321A (en) * | 2022-12-30 | 2023-04-18 | 陕西延长中煤榆林能源化工有限公司 | Sewage treatment system and method for heavy oil catalytic thermal cracking DCC device |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100160480A1 (en) * | 2008-12-22 | 2010-06-24 | The Sherwin-Williams Company | Photocurable interpenetrating polymer networks |
| CN101845118A (en) * | 2010-04-27 | 2010-09-29 | 广东天银化工实业有限公司 | Preparation method of hydroxy fluorine-containing water-based acrylic resin-polyurethane hybrid |
| CN102532397A (en) * | 2010-12-10 | 2012-07-04 | 深圳市嘉达高科产业发展有限公司 | Resin for low surface energy organic fluorine silicone antifouling coating, and preparation process thereof |
| CN103102446A (en) * | 2013-03-01 | 2013-05-15 | 湖北乾兴化工有限公司 | Hydroxylated acrylic resin for automobile refinishing varnish and preparation method of hydroxylated acrylic resin |
| CN103601667A (en) * | 2013-11-30 | 2014-02-26 | 河南城建学院 | Method for isolating carbazole from anthracene oil |
-
2019
- 2019-03-21 CN CN201910216708.3A patent/CN109806843B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100160480A1 (en) * | 2008-12-22 | 2010-06-24 | The Sherwin-Williams Company | Photocurable interpenetrating polymer networks |
| CN101845118A (en) * | 2010-04-27 | 2010-09-29 | 广东天银化工实业有限公司 | Preparation method of hydroxy fluorine-containing water-based acrylic resin-polyurethane hybrid |
| CN102532397A (en) * | 2010-12-10 | 2012-07-04 | 深圳市嘉达高科产业发展有限公司 | Resin for low surface energy organic fluorine silicone antifouling coating, and preparation process thereof |
| CN103102446A (en) * | 2013-03-01 | 2013-05-15 | 湖北乾兴化工有限公司 | Hydroxylated acrylic resin for automobile refinishing varnish and preparation method of hydroxylated acrylic resin |
| CN103601667A (en) * | 2013-11-30 | 2014-02-26 | 河南城建学院 | Method for isolating carbazole from anthracene oil |
Non-Patent Citations (1)
| Title |
|---|
| 王春林等: ""UV固化含氟聚丙烯酸酯的制备"", 《化工新型材料》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115974321A (en) * | 2022-12-30 | 2023-04-18 | 陕西延长中煤榆林能源化工有限公司 | Sewage treatment system and method for heavy oil catalytic thermal cracking DCC device |
| CN115974321B (en) * | 2022-12-30 | 2024-04-30 | 陕西延长中煤榆林能源化工股份有限公司 | Sewage treatment system and method of heavy oil catalytic pyrolysis DCC device |
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