CN102850175B - Method for purifying coked benzene - Google Patents
Method for purifying coked benzene Download PDFInfo
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- CN102850175B CN102850175B CN201210380521.5A CN201210380521A CN102850175B CN 102850175 B CN102850175 B CN 102850175B CN 201210380521 A CN201210380521 A CN 201210380521A CN 102850175 B CN102850175 B CN 102850175B
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Abstract
The invention provides a method for purifying coked benzene. The method comprises the steps of: sequentially passing the coked benzene through five adsorbents including pretreated strong basic styrene-series anion exchange resin, mixed molding adsorbent of modified activated aluminum oxide and 5A molecular sieve, pretreated strong acidic styrene-series cation exchange resin, acidic aluminum oxide and silica gel. The method is adoptred to well remove impurities such as sulfur compound, nitride, water, trace tar heavy component and solid residue in the raw material coked benzene, so that the quality of the coked benzene is improved.
Description
Technical field
The invention belongs to chemical field, in particular to the method for purification of coking benzene, mainly remove trace impurity in coking benzene with sorbent material, improve coking benzene purity.
Background technology
Benzene is a kind of important Organic Chemicals, and main in the market exist with petroleum benzene and coking benzene product form.The two source is different, and petroleum benzene is the product in petroleum refining process, and coking benzene extracts the product obtained in coking of coal process in coal tar.For a long time because petroleum benzene foreign matter content is few, quality is higher than coking benzene, and petroleum benzene purposes is comparatively extensive, and the chemical products with high added-value such as current industrial production pimelinketone, vinylbenzene, hexanolactam are all based on petroleum benzene; Coking benzene derives from coal tar, and dopant species is more, cause poor quality, and purposes is narrower.Insider generally believes: because impurity is easy to make commercial catalysts poisoning in coking benzene, so can not be used for the production of benzene downstream high value added product, therefore, the application of coking benzene is very limited.Compared with same period product on market, the price of the cost ratio petroleum benzene of the coking benzene of same level is low 300 ~ 1000 yuan/ton.
In coking benzene trace impurity kind nearly hundreds of, wherein impurity main component is as following table 1:
Major impurity in table 1 coking benzene
In recent years along with the development of chemical industry, the progress of chemical analysis means, for the mass discrepancy solving coking benzene and petroleum benzene provides possibility.Especially in recent years international situation is intricate, oil supply is unstable, price rises, Chemicals cost based on oil significantly improves, the quality improving coking benzene can make up the gaps in market of petroleum benzene, promote the progress of coal chemical technology: China's oil self is in short supply on the one hand, external dependence degree is high, and have abundant coal resources and can make full use of; The quality gap of coking benzene and petroleum benzene is industry issue on the other hand, solves this problem, can reduce the Socialized Reading cost of technical benzene industry, have very real meaning by development new technologies.
Summary of the invention
Technical problem to be solved by this invention is deimpurity problem in coking benzene, mainly develop one or more sorbent materials, find out these sorbent materials each physical parameter deimpurity, finally make the high pure benzene quality product obtained meet or exceed the requirement of GB petroleum benzene-545.
Therefore, the object of this invention is to provide a kind of method of purification of coking benzene.Described method can remove the impurity in coking benzene with lower cost, improve coking benzene purity, widen product application scope.
According to an aspect of the present invention, provide a kind of method of purification of coking benzene, described method comprises: by coking benzene successively by activated alumina and 5A molecular sieve mixing moulding sorbent material, pretreated strongly acidic styrene type cation exchange resin, acidic alumina and silica gel five kinds of sorbent materials of pretreated strong-basicity styrene series anion exchange resin, modification.
In the present invention, after doing pre-treatment to sorbent material, under certain condition, raw material coking benzene finally obtains high pure benzene product by these sorbent materials successively.The method can remove the impurity such as sulphur compound, nitride, moisture, micro-tar heavy constituent, solid residue in raw material coking benzene preferably, improves the quality of coking benzene.
In the present invention, described coking benzene can be technical grade coking benzene, and quality will reach the requirement of GB/T2283-2008 salable product.
In the present invention, preferably, described pretreated strong-basicity styrene series anion exchange resin obtains by the following method:
After 50 ~ 70 DEG C of hot wash strong-basicity styrene series anion exchange resins (preferably washing 3 ~ 5 times), resin is placed in saturated aqueous common salt and soaks 18 ~ 20 hours, wash with water clean; Then, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 10% hydrochloric acid rinse, removing inorganic impurity wherein, then be flushed to neutrality with water; Finally, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 10% sodium hydroxide solution rinse, removing inorganic impurity wherein, then with water rinse to neutral, obtained pretreated strong-basicity styrene series anion exchange resin thus.
Wherein, described strong-basicity styrene series anion exchange resin can be macroporous strong basic styrene series anionite-exchange resin, such as, and 731 anionite-exchange resin.Preferably, the particle diameter of described strong-basicity styrene series anion exchange resin can be 0.40-0.70mm.Thus, described strong-basicity styrene series anion exchange resin can have better physics and chemical stability (as, resistance to seepage water pressure, wear-resistant etc.) and antifouling property, owing to having macroporous structure, therefore can be used for the larger-size impurity of binding molecule and use in organic solution, the outward appearance of described strong-basicity styrene series anion exchange resin is faint yellow opaque spherical particle.
In the present invention, preferably, the activated alumina of described modification and 5A molecular sieve mixing moulding sorbent material obtain by the following method:
1) modification of activated alumina:
Activated alumina (preferably 4 ~ 6 times) is rinsed, dry 2 ~ 3h at 110 ~ 150 DEG C with the ethanolic soln that concentration is 50% ~ 70%; Then dried activated alumina is put into the alum liquor that concentration is 0.5 ~ 1.0mol/L, vibrate 1 ~ 5 hour (preferred 2h) at 25 DEG C, leaves standstill rear pure water rinsing (preferably 5 ~ 8 times), again dries at 120 DEG C; Finally put into retort furnace, at 500 DEG C, dry 2 ~ 3h, the activated alumina of obtained Tai-Ace S 150 modification, puts into sample sack for subsequent use after cooling.
2) activated alumina of modification and the shaping of 5A molecular sieve:
By weight, by above-mentioned steps 1) activated alumina prepared, aluminium hydroxide, 5A molecular sieve mix with the ratio of 6:1.5:2.5, based on the amount of activated alumina, add auxiliary material sesbania powder (5 ~ 8%), tetramethyl-sodium cellulosate (3 ~ 5%) and 10% salpeter solution (7 ~ 10%), carry out extrusion moulding, at 120 DEG C, dry 2 ~ 3h, 400 ~ 500 DEG C of roasting 4h, finally obtain activated alumina and the 5A molecular sieve mixing moulding sorbent material of modification.
In the present invention, preferably, described pretreated strongly acidic styrene type cation exchange resin obtains by the following method:
After 50 ~ 70 DEG C of hot wash strongly acidic styrene type cation exchange resins (preferably 3 ~ 5 times), this resin is placed in saturated aqueous common salt and soaks 18 ~ 20 hours, wash with water clean; Then, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 10% sodium hydroxide solution rinse, removing inorganic impurity wherein, then with water rinse to neutral; Finally, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 8% hydrochloric acid rinse, removing inorganic impurity wherein, then be flushed to neutrality with water, obtained pretreated strongly acidic styrene's cation resin thus.
Wherein, preferably, described strongly acidic styrene type cation exchange resin can be with sulfonic ion exchange resin on vinylbenzene one divinylbenzene copolymerization matrix, such as, and 732 Zeo-karbs.The outward appearance of described strongly acidic styrene type cation exchange resin is golden yellow or brown spherical particle, and preferably, granularity can be 0.315-1.25mm.
In the present invention, preferably, described acidic alumina can be the white amorphous powder of 100-200 order chromatography.
In the present invention, preferably, described silica gel can be the white glassy amorphous powder of 200-300 order column chromatography.
In the present invention, preferably, can above-mentioned five kinds of sorbent materials be respectively charged in different adsorption column, by raw material coking benzene liquid successively by activated alumina and 5A molecular sieve mixing moulding sorbent material, pretreated strongly acidic styrene type cation exchange resin, acidic alumina and the silica gel absorber of pretreated strong-basicity styrene series anion exchange resin, modification, wherein, companion's hot temperature degree is 30 ~ 90 DEG C, and the pressure of raw material coking benzene is 0.3 ~ 1.0MPa, and liquid air speed is 1.0 ~ 3.0h
-1.
In the present invention, preferably, can above-mentioned five kinds of sorbent materials be respectively charged in different adsorption column, raw material coking benzene is heated to gaseous state successively by condensation collection product after the activated alumina of pretreated strong-basicity styrene series anion exchange resin, modification and the molecular sieve molded sorbent material of 5A, pretreated strongly acidic styrene type cation exchange resin, acidic alumina and silica gel absorber, wherein, oil bath Heating temperature is 125 ~ 160 DEG C, companion's hot temperature degree is 70 ~ 90 DEG C, coking benzene gas flow rate 6 ~ 11L/h
-1.
In the present invention, except special appointment, all per-cent is all weight percentage.
The present inventor is found by research, and in raw material coking benzene, dopant species is many, mainly contains the insatiable hunger polymerisable compounds of band double bond, triple bond; Organic is containing S, N compound, and inorganic states is containing S, N compound; Readily carbonizable substance matter; Free H
+, OH
-the polymorphic type such as ion, moisture impurity, therefore adopts the continuous removal of impurities of different properties sorbent material to be very necessary.Raw material coking benzene by the strong-basicity styrene series anion exchange resin (such as, pretreated 731 anionite-exchange resin) of special processing, wherein as SO
4 2-, S
2-exchanged etc. anionic species impurity dose adsorbed, and the H that strong-basicity styrene series anion exchange resin can exchange
+be displaced in coking benzene, and generate corresponding mineral acid with the negatively charged ion in coking benzene; Again through activated alumina and the 5A molecular sieve mixing moulding sorbent material of modification, due to large specific surface area, its micropore surface adsorptive power is very strong, and the hydro carbons in raw material coking benzene is (as C
8h
16, C
8h
14deng) adsorbed; Afterwards through pretreated strongly acidic styrene type cation exchange resin (such as, pretreated 732 Zeo-karbs), the positively charged ion in raw material coking benzene is as Na
+adsorbed etc. exchanged dose, and the exchangable ion OH on exchanger
-replaced in coking benzene, and and coking benzene in H
+be combined into H
2o; Eventually pass acidic alumina and silica gel H
2o removes.In raw material coking benzene after above-mentioned five kinds of sorbent treatment, foreign matter content obviously tails off, thus reaches the object of purification.
In the high pure benzene product obtained by method of the present invention, trace impurity reduces in a large number, and indices all exceedes the pure standard of the petroleum benzene top grade same period, reaches the object of purification coking benzene.Technical grade coking benzene derives from tar light constituent raw material, and foreign matter content is of a great variety, and its purposes is very limited, and present method can remove impurity in technical grade coking benzene with lower cost, improves coking benzene purity, widens product application scope.
Embodiment
Preparation embodiment
material and reagent:
instrument:
The preparation of pretreated 731 resin anion(R.A)s of preparation embodiment 1
After 60 DEG C of hot wash 731 resin anion(R.A)s 3 times, this resin is placed in saturated aqueous common salt and soaks 18 hours, use clear water wash clean.Then 2 ~ 3 times that amass with process resinite, concentration be 5% hydrochloric acid rinse, removing inorganic impurity (mainly the compound of iron) wherein, then be flushed to neutrality with water.2 ~ 3 times that finally amass with process resinite, concentration be 5% sodium hydroxide solution rinse, removing inorganic impurity wherein, then use clear water rinsing to neutral stand-by.
The activated alumina of preparation embodiment 2 modification and the preparation of 5A molecular sieve mixing moulding sorbent material
1) modification of activated alumina:
Activated alumina is rinsed 3 times, dry 2h at 110 DEG C with the ethanolic soln that concentration is 50%.The aperture of activated alumina can be increased like this, improve adsorptive power.Then, dried activated alumina is put into the alum liquor that concentration is 0.5mol/L, vibrate 2h at 25 DEG C, uses pure water rinsing 5 times after leaving standstill, and again dries at 110 DEG C.Finally put into retort furnace, at 500 DEG C, dry 2h, make the activated alumina of Tai-Ace S 150 modification, put into sample sack after cooling for subsequent use.
2) activated alumina of modification and the shaping of 5A molecular sieve:
The main raw materials such as activated alumina step 1) prepared, aluminium hydroxide, 5A molecular sieve with the ratio of 6:1.5:2.5 (by mass, lower same) mixing, add auxiliary material sesbania powder (5%), tetramethyl-sodium cellulosate (3%) and 10% salpeter solution (7%), carry out extrusion moulding, 2h is dried at 120 DEG C, 500 DEG C of roasting 4h, finally obtain activated alumina and the 5A molecular sieve mixing moulding sorbent material of modification.
The preparation of pretreated 732 resin cation (R.C.)s of preparation embodiment 3
Except first with the sodium hydroxide solution that concentration is 5% rinse, rear concentration be 5% hydrochloric acid rinse except, the pre-treatment of 732 resin cation (R.C.)s operates identical with the process preparing 731 resin anion(R.A)s in embodiment 1.
Embodiment
Embodiment 1-7 liquid phase adsorption method removes the impurity in coking benzene
In five adsorption columns, fill above-mentioned five kinds of sorbent materials respectively, order is: the activated alumina of pretreated 731 anionite-exchange resin of 81.3g, 94.7g modification and the molecular sieve molded sorbent material of 5A, pretreated 732 Zeo-karbs of 75.4g, 123.1g acidic alumina, 114.5g silica gel.By the processing condition in embodiment 1-7, coking benzene raw material is passed through each sorbent material successively with liquid form.The concrete technology condition of each embodiment and the benzene content of process front and back are in table 2.
Embodiment 1-7 Instrumental and correlation parameter:
Coking benzene raw material enters adsorption column by micro-sampling pump (Series II), puts in order successively through being equipped with five adsorption columns of above-mentioned five kinds of sorbent materials, wherein: liquid air speed remains on 1 ~ 3h by above-mentioned sorbent material
-1; Adsorption column is by thermostat water bath circulating hot water companion warm, and temperature remains on 30 ~ 90 DEG C; Adsorption column internal pressure remains on 0.3 ~ 0.9Mpa.The products benzene content that obtains is flowed out in table 2 by embodiment 1-7 different technology conditions.
The concrete technology condition of table 2. embodiment 1-7 and the benzene content of process front and back
Embodiment 8-14 gas phase adsorption method removes the impurity in coking benzene
In five adsorption columns, fill above-mentioned five kinds of sorbent materials respectively, order is: the activated alumina of pretreated 731 anionite-exchange resin of 81.3g, 94.7g modification and the molecular sieve molded sorbent material of 5A, pretreated 732 Zeo-karbs of 75.4g, 123.1g acidic alumina, 114.5g silica gel.By the processing condition of embodiment 8-14, coking benzene raw material is passed through adsorption column with gas phase.The concrete technology condition of each embodiment and the benzene content of process front and back are in table 3.
Embodiment 8-14 Instrumental and correlation parameter:
Coking benzene liquid starting material is controlled gasified in oil bath, oil bath temperature remains between 125 ~ 160 DEG C, coking benzene gas puts in order successively through being equipped with five adsorption columns of above-mentioned five kinds of sorbent materials by above-mentioned sorbent material, wherein: adsorption column companion hot temperature degree is 80 DEG C, and coking benzene gas flow rate controls at 6.2 ~ 10.3L/h
-1, finally the coking benzene gas through adsorption column being entered condensing tube condensation is liquid, obtains benzaldehyde product, by quality product corresponding to embodiment 8-14 different process in table 3.
The concrete technology condition of table 3. embodiment 8-14 and the benzene content of process front and back
High pure benzene product evaluation, adopt the pure standard of petroleum benzene top grade, detected result is in table 4.
Table 4.
Illustrate: petroleum benzene-545 is top grade petroleum benzene standard.State label GB3405-2011.
As can be seen from the above data, the present invention is directed to deimpurity problem in coking benzene, develop one or more sorbent materials, find out these sorbent materials each physical parameter deimpurity, finally make high pure benzene quality product meet or exceed the requirement of GB petroleum benzene-545.
Claims (8)
1. the method for purification of a coking benzene, described method comprises: by coking benzene successively by activated alumina and 5A molecular sieve mixing moulding sorbent material, pretreated strongly acidic styrene type cation exchange resin, acidic alumina and silica gel five kinds of sorbent materials of pretreated strong-basicity styrene series anion exchange resin, modification
Wherein, described pretreated strong-basicity styrene series anion exchange resin obtains by the following method:
After 50 ~ 70 DEG C of hot wash strong-basicity styrene series anion exchange resins, described resin is placed in saturated aqueous common salt and soaks 18 ~ 20 hours, wash with water clean; Then, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 10% hydrochloric acid rinse, removing inorganic impurity wherein, then be flushed to neutrality with water; Finally, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 10% sodium hydroxide solution rinse, removing inorganic impurity wherein, then with water rinse to neutral, obtained pretreated strong-basicity styrene series anion exchange resin thus, and
Wherein, described five kinds of sorbent materials are respectively charged in different adsorption column, raw material coking benzene is heated to gaseous state successively by condensation collection product after the activated alumina of pretreated strong-basicity styrene series anion exchange resin, modification and the molecular sieve molded sorbent material of 5A, pretreated strongly acidic styrene type cation exchange resin, acidic alumina and silica gel absorber, wherein, oil bath Heating temperature is 125 ~ 135 DEG C, companion's hot temperature degree is 70 ~ 90 DEG C, coking benzene gas flow rate 6 ~ 11L/h
-1.
2. method according to claim 1, wherein, described strong-basicity styrene series anion exchange resin is macroporous strong basic styrene series anionite-exchange resin.
3. method according to claim 2, wherein, the particle diameter of described strong-basicity styrene series anion exchange resin is 0.40-0.70mm.
4. method according to claim 1, wherein, activated alumina and the 5A molecular sieve mixing moulding sorbent material of described modification obtain by the following method:
1) modification of activated alumina:
Activated alumina is rinsed, dry 2 ~ 3h at 110 ~ 150 DEG C with the ethanolic soln that concentration is 50% ~ 70%; Then dried activated alumina is put into the alum liquor that concentration is 0.5 ~ 1.0mol/L, vibrate 1 ~ 5 hour at 25 DEG C, leave standstill rear pure water rinsing, again dry at 120 DEG C; Finally put into retort furnace, at 500 DEG C, dry 2 ~ 3h, the activated alumina of obtained Tai-Ace S 150 modification;
2) activated alumina of modification and the shaping of 5A molecular sieve:
By weight, by above-mentioned steps 1) activated alumina prepared, aluminium hydroxide, 5A molecular sieve mix with the ratio of 6:1.5:2.5, based on the amount of activated alumina, add the sesbania powder of 5 ~ 8%, the tetramethyl-sodium cellulosate of 3 ~ 5% and 7 ~ 10% 10% salpeter solution, carry out extrusion moulding, at 120 DEG C, dry 2 ~ 3h, 400 ~ 500 DEG C of roasting 4h, finally obtain activated alumina and the 5A molecular sieve mixing moulding sorbent material of modification.
5. method according to claim 1, wherein, described pretreated strongly acidic styrene type cation exchange resin obtains by the following method:
After 50 ~ 70 DEG C of hot wash strongly acidic styrene type cation exchange resins, this resin is placed in saturated aqueous common salt and soaks 18 ~ 20 hours, wash with water clean; Then, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 10% sodium hydroxide solution rinse, removing inorganic impurity wherein, then with water rinse to neutral; Finally, 2 ~ 3 times that amass with process resinite, concentration be 5 ~ 8% hydrochloric acid rinse, removing inorganic impurity wherein, then be flushed to neutrality with water, obtained pretreated strongly acidic styrene's cation resin thus.
6. method according to claim 1, wherein, described strongly acidic styrene type cation exchange resin is with sulfonic ion exchange resin on vinylbenzene one divinylbenzene copolymerization matrix.
7. method according to claim 1, wherein, the granularity of described strongly acidic styrene type cation exchange resin is 0.315-1.25mm.
8. method according to claim 1, wherein, described acidic alumina is the white amorphous powder of 100-200 order chromatography, and/or described silica gel is the white glassy amorphous powder of 200-300 order column chromatography.
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| US20220033328A1 (en) * | 2018-09-26 | 2022-02-03 | Zeon Corporation | Method of purifying monomer composition and method of producing polymer |
| CN111120871B (en) * | 2020-03-30 | 2020-06-19 | 中国石油大学胜利学院 | Method for preparing functional oil drag reducer by using waste 5A molecular sieve for olefin raw material dehydration |
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|---|---|---|---|---|
| CN1840515A (en) * | 2005-03-31 | 2006-10-04 | 中国石油化工股份有限公司 | Process for refining benzene raw materials containing basic nitrogen and olefin impurity |
| CN101747130A (en) * | 2008-12-11 | 2010-06-23 | 上海宝钢化工有限公司 | Refining method of coking benzene product containing nitrogen impurities |
| CN102030606A (en) * | 2010-12-06 | 2011-04-27 | 黄石振华化工有限公司 | Processing method for removing pyridine compound from coal coking crude benzene by fixed bed supplemental refining and hydrorefining processing |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1840515A (en) * | 2005-03-31 | 2006-10-04 | 中国石油化工股份有限公司 | Process for refining benzene raw materials containing basic nitrogen and olefin impurity |
| CN101747130A (en) * | 2008-12-11 | 2010-06-23 | 上海宝钢化工有限公司 | Refining method of coking benzene product containing nitrogen impurities |
| CN102030606A (en) * | 2010-12-06 | 2011-04-27 | 黄石振华化工有限公司 | Processing method for removing pyridine compound from coal coking crude benzene by fixed bed supplemental refining and hydrorefining processing |
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Address after: 100070 Beijing city Fengtai District South Fourth Ring Road No. 188 District No. 21 Patentee after: BEIJING RISUN TECHNOLOGY CO., LTD. Address before: 100070 Beijing city Fengtai District South Fourth Ring Road No. 188 District No. 21 Patentee before: Beijing Xuyang Chemical Technology Research Institute Co., Ltd. |