CN101380580A - Rosin hydrogenization battery cathode catalyst and production method thereof - Google Patents
Rosin hydrogenization battery cathode catalyst and production method thereof Download PDFInfo
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- CN101380580A CN101380580A CNA2008102334675A CN200810233467A CN101380580A CN 101380580 A CN101380580 A CN 101380580A CN A2008102334675 A CNA2008102334675 A CN A2008102334675A CN 200810233467 A CN200810233467 A CN 200810233467A CN 101380580 A CN101380580 A CN 101380580A
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- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 title claims abstract description 54
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 title claims abstract description 46
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 239000003054 catalyst Substances 0.000 title claims abstract description 44
- 238000004519 manufacturing process Methods 0.000 title description 2
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000001257 hydrogen Substances 0.000 claims abstract description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 18
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000003756 stirring Methods 0.000 claims abstract description 15
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 claims abstract description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- BNGXYYYYKUGPPF-UHFFFAOYSA-M (3-methylphenyl)methyl-triphenylphosphanium;chloride Chemical compound [Cl-].CC1=CC=CC(C[P+](C=2C=CC=CC=2)(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 BNGXYYYYKUGPPF-UHFFFAOYSA-M 0.000 claims abstract description 8
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 230000032683 aging Effects 0.000 claims abstract description 6
- 238000001816 cooling Methods 0.000 claims abstract description 6
- 239000011363 dried mixture Substances 0.000 claims abstract description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 6
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 5
- 238000001514 detection method Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000010970 precious metal Substances 0.000 claims description 5
- 230000001105 regulatory effect Effects 0.000 claims description 5
- 238000007789 sealing Methods 0.000 claims description 5
- 238000005303 weighing Methods 0.000 claims description 5
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 4
- 238000000034 method Methods 0.000 abstract description 10
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 abstract description 8
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 abstract description 8
- 229910000510 noble metal Inorganic materials 0.000 abstract description 5
- 230000008569 process Effects 0.000 abstract description 4
- 238000002360 preparation method Methods 0.000 abstract description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 239000000084 colloidal system Substances 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 229910052681 coesite Inorganic materials 0.000 abstract 1
- 229910052906 cristobalite Inorganic materials 0.000 abstract 1
- 238000005265 energy consumption Methods 0.000 abstract 1
- 229910000069 nitrogen hydride Inorganic materials 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052682 stishovite Inorganic materials 0.000 abstract 1
- 229910052905 tridymite Inorganic materials 0.000 abstract 1
- 238000001914 filtration Methods 0.000 description 8
- 239000000126 substance Substances 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000006356 dehydrogenation reaction Methods 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 241000099774 Cuscuta salina Species 0.000 description 1
- 244000062175 Fittonia argyroneura Species 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 description 1
- 238000006701 autoxidation reaction Methods 0.000 description 1
- 238000005815 base catalysis Methods 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000004845 hydriding Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- -1 iron ion Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Abstract
The present invention relates to a reaction for catalyzing the hydrogenation of rosin, in particular to a non-noble metal catalyst for catalyzing the hydrogenation of the rosin. The process steps comprise: (1) the preparation of a catalyst: 3-5mol/L aqueous solution of aluminum nitrate is stirred in water bath at 40 to 60 DEG C for 20 to 40min. The ethyl orthosilicate is added according to the ratio of Si:Al=1:60-85(mol) and stirred for 20 to 40min. Nickel nitrate is added according to the ratio of Si:Ni=1:10-30(mol), after the nickel nitrate completely dissolved, and the solution is also stirred for 20 to 40min. Ammonia is added rapidly according to the ratio of Al:NH3=1:2-4(mol) to lead the solution to be into the colloid, and the colloid is dried at 100 to 140 DEG C for 10 to 18h after aging for 20 to 28h. The dried mixture is calcined at 400 to 500 DEG C for 2 to 4h and reduced in the hydrogen environment at 400 to 550 DEG C after cooling; (2) the process of Ni/Al2O3-SiO2 catalyst for catalyzing the hydrogenation of the rosin: the catalyst and the rosin are placed inside the reactor according to the mass ratio that catalyst to rosin is 1:30-60. After evacuation, nitrogen and hydrogen are used respectively to displace three or four times, and the reaction lasts for 1 to 4h at the hydrogen pressure of 3 to 8MPa, the reaction temperature is 190 to 230 DEG C, and the stirring speed is 400 to 600r/min. The reaction for catalyzing the hydrogenation of the rosin has the advantages of short process, low reaction pressure, little energy consumption, less dosage of the catalyst, high conversion rate of abietic acid, and good quality.
Description
Technical field the present invention relates to rosin catalyzed hydrogenation, particularly relates to a kind of non-precious metal catalyst that is used for rosin catalyzed hydrogenation.
Background technology rosin is the extremely abundant a kind of natural resin of nature, have anticorrosion, insulation, excellent characteristic such as bonding, be widely used in fields such as chemical industry, papermaking, coating, printing ink, insulating materials, but rosin exists some intrinsic shortcomings, as in solvent, have crystallization trend, easily autoxidation in air, softening point lower, when being used for the metal surface easily and metal chemically reactive etc.For eliminating these shortcomings, often need that rosin is carried out modification and handle.Foral is that rosin carries out the product that hydrogenation reaction obtains under catalyst action, is one of important modified product of rosin.It has advantages such as good in oxidation resistance, heat endurance height, fragility be little, of light color.Be widely used in industrial departments such as adhesive, scaling powder, rubber, coating, printing ink, papermaking, electronics, food.The catalyst that generally is used at present rosin catalyzed hydriding process is precious metals pd/C catalyst, though the researcher adopts base metal Cu, Ni etc. partly to replace the rosin catalyzed hydrogenation of Pd both at home and abroad in recent years, also useful Raney nickel (skeleton nickel) is as the research report of catalyst, but the best still Pd/C catalyst of hydrogenation effect.Subject matter has two aspects, and one is to use that the content of aluminium ion and iron ion increases in the product Foral of Raney Ni catalyst; The 2nd, because rosin hydrogenation is a reaction that is diffused as the control step, and Raney Ni (skeleton nickel) is because the preparation method has determined catalyst to have uneven hole, thereby its course of reaction there is considerable influence, equipment (especially agitating device) is had relatively high expectations, do not having great breakthrough aspect the rosin hydrogenation catalyst over nearly 50 years.
On the other hand, China's noble metal resource is very poor, and is required for satisfying fields such as domestic metallurgical industry, chemical industry, material industry, must spend a large amount of foreign exchange import noble metals every year.For realizing sustainable development, reduce the use amount of noble metal, the research and development non-precious metal catalyst substitutes noble metal catalyst and has crucial meaning.
Summary of the invention the object of the invention is to provide a kind of non-precious metal catalyst that is used for rosin catalyzed hydrogenation reaction, adopt this catalyst rosin hydrogenation reaction, it is short to have technological process, reaction pressure is lower, energy efficient, catalyst amount is few, abietic acid conversion ratio height, the measured characteristics of products obtained therefrom matter.Processing step is as follows:
(1) support type Ni/Al
2O
3-SiO
2Preparation of catalysts: at a lower temperature, successively organosilicon salt, inorganic nitric acid nickel salt are added in the aluminum nitrate aqueous solution, form colloidal sol through hydrolysis, polycondensation reaction, colloidal sol changes gel into through base catalysis, and gel is dried, made support type Ni/Al after a series of processing such as roasting, reduction
2O
3-SiO
2Catalyst.Comprise following process steps in regular turn:
1. be that 3~5mol/L aqueous solution of aluminum nitrate is in 40~60 ℃ of stirred in water bath 20~40min with concentration.Ratio in Si:Al=1:60~85 (mol) adds ethyl orthosilicate continuation stirring 20~40min.
2. add nickel nitrate in the ratio of Si:Ni=1:10~30 (mol), treat that nickel nitrate dissolves fully after, stir 20~40min again.
3. press Al:NH
3The ratio of=1:2~4 (mol) adds ammoniacal liquor fast, makes collosol and gel, descends dry 10~18h in 100~140 ℃ behind ageing 20~28h.
4. with dried mixture in 400~500 ℃ of following roasting 2~4h, cooling back under hydrogen environment in 400~550 ℃ of following reductase 12~4h.
(2) Ni/Al
2O
3-SiO
2Catalyst rosin hydrogenation process: the catalyst of handling well is used for rosin catalyzed hydrogenation preparing Foral.Comprise following process steps in regular turn:
1. get block rosin and remove the top layer and get mid portion, take by weighing a certain amount of rosin, be broken into and insert in the reactor after granular, by catalyst: rosin 1:30~60 (mass ratio) adds the catalyst of handling well, and reactor closes.
2. under gauge pressure 0.06~0.08MPa, vacuumized ten minutes, under 0.2~0.4MPa, replace three to four times, under 0.2~0.4MPa, replace three to four times with hydrogen again with nitrogen.Leak detection confirms that the reactor sealing is intact.
3. open the hydrogen intake valve, regulating the still internal pressure is 5~7MPa.Open reactor intensification controller, in 190~230 ℃, the following reaction of mixing speed 400~600r/min 1~4h.
4. after reaction finishes, stop heating earlier and stop again to stir.Drive reactor after the pressure release, catalyst and product hydrogenation rosin are carried out isolated by filtration on the heat filtering device, catalyst circulation is used.
The superfine rosin that the present invention uses rosin to produce as the new embroidery done with golden or silver thread coiled evenly Long Songxiangchang in Yunnan, aluminum nitrate, nickel nitrate, ethyl orthosilicate are that analysis is pure, employed water is distilled water or deionized water.
The into detailed description essence of the present invention of giving an example below the specific embodiment, but the present invention is not limited to this example.
Embodiment 1 is that the 3.5mol/L aqueous solution of aluminum nitrate is in 45 ℃ of stirred in water bath 25min with concentration.Ratio in Si:Al=1:65 (mol) adds ethyl orthosilicate continuation stirring 30min.Add nickel nitrate in the ratio of Si:Ni=1:20 (mol), treat that nickel nitrate dissolves fully after, stir 35min again.Press Al:NH
3The ratio of=1:2.5 (mol) adds ammoniacal liquor fast, makes collosol and gel, descends dry 14h in 120 ℃ behind the ageing 26h.With dried mixture in 450 ℃ of following roasting 3h, cooling back under hydrogen environment in 500 ℃ of following reductase 12 .5h.
Get block rosin and remove the top layer and get mid portion, take by weighing a certain amount of rosin, be broken into and insert in the reactor after granular, add the catalyst of handling well by catalyst: rosin 1:40 (mass ratio), reactor closes.Under gauge pressure 0.06MPa, vacuumized ten minutes, and under 0.4MPa, replaced three to four times, under 0.4MPa, replace three to four times with hydrogen again with nitrogen.Leak detection confirms that the reactor sealing is intact.Open the hydrogen intake valve, regulating the still internal pressure is 3MPa.Open reactor intensification controller, in 190 ℃, the following reaction of mixing speed 400r/min 2h.After reaction finishes, stop heating earlier and stop again to stir.Drive reactor after the pressure release, catalyst and product hydrogenation rosin are carried out isolated by filtration on the heat filtering device.
The result is as follows for the quality analysis of product Foral:
Color is not deeper than Luo Weibangse Huang 12, and red 1.4; Acid number 168mg/g; 77 ℃ of softening points (ring and ball method); Alcohol-insoluble substance 0.024%; Unsaponifiable matter 7.2%; Abietic acid 0.98%; Dehydrogenation abietic acid 4.85%.
Embodiment 2 is that the 4mol/L aqueous solution of aluminum nitrate is in 50 ℃ of stirred in water bath 30min with concentration.Ratio in Si:Al=1:70 (mol) adds ethyl orthosilicate continuation stirring 25min.Add nickel nitrate in the ratio of Si:Ni=1:25 (mol), treat that nickel nitrate dissolves fully after, stir 25min again.Press Al:NH
3The ratio of=1:3 (mol) adds ammoniacal liquor fast, makes collosol and gel, descends dry 16h in 110 ℃ behind the ageing 22h.In 475 ℃ of following roasting 2.5h, 3h reduces under 475 ℃ under hydrogen environment in the cooling back with dried mixture.
Get block rosin and remove the top layer and get mid portion, take by weighing a certain amount of rosin, be broken into and insert in the reactor after granular, add the catalyst of handling well by catalyst: rosin 1:50 (mass ratio), reactor closes.Under gauge pressure 0.07MPa, vacuumized ten minutes, and under 0.3MPa, replaced three to four times, under 0.3MPa, replace three to four times with hydrogen again with nitrogen.Leak detection confirms that the reactor sealing is intact.Open the hydrogen intake valve, regulating the still internal pressure is 8MPa.Open reactor intensification controller, in 230 ℃, the following reaction of mixing speed 600r/min 2.4h.After reaction finishes, stop heating earlier and stop again to stir.Drive reactor after the pressure release, catalyst and product hydrogenation rosin are carried out isolated by filtration on the heat filtering device.
The result is as follows for the quality analysis of product Foral:
Color is not deeper than Luo Weibangse Huang 12, and red 1.4; Acid number 168.3mg/g; 76 ℃ of softening points (ring and ball method); Alcohol-insoluble substance 0.018%; Unsaponifiable matter 6.8%; Abietic acid 1.24%; Dehydrogenation abietic acid 3.97%.
Embodiment 3 is that the 4.5mol/L aqueous solution of aluminum nitrate is in 55 ℃ of stirred in water bath 35min with concentration.Ratio in Si:Al=1:75 (mol) adds ethyl orthosilicate continuation stirring 35min.Add nickel nitrate in the ratio of Si:Ni=1:35 (mol), treat that nickel nitrate dissolves fully after, stir 30min again.Press Al:NH
3The ratio of=1:3.5 (mol) adds ammoniacal liquor fast, makes collosol and gel, descends dry 12h in 130 ℃ behind the ageing 24h.In 425 ℃ of following roasting 3.5h, 3.5h reduces under 450 ℃ under hydrogen environment in the cooling back with dried mixture.
Get block rosin and remove the top layer and get mid portion, take by weighing a certain amount of rosin, be broken into and insert in the reactor after granular, add the catalyst of handling well by catalyst: rosin 1:45 (mass ratio), reactor closes.Under gauge pressure 0.08MPa, vacuumized ten minutes, and under 0.2MPa, replaced three to four times, under 0.2MPa, replace three to four times with hydrogen again with nitrogen.Leak detection confirms that the reactor sealing is intact.Open the hydrogen intake valve, regulating the still internal pressure is 5.5MPa.Open reactor intensification controller, in 220 ℃, the following reaction of mixing speed 500r/min 2.8h.After reaction finishes, stop heating earlier and stop again to stir.Drive reactor after the pressure release, catalyst and product hydrogenation rosin are carried out isolated by filtration on the heat filtering device.
The result is as follows for the quality analysis of product Foral:
Color is not deeper than Luo Weibangse Huang 12, and red 1.4; Acid number 169mg/g; 75 ℃ of softening points (ring and ball method); Alcohol-insoluble substance 0.016%; Unsaponifiable matter 6.4%; Abietic acid 1.67%; Dehydrogenation abietic acid 6.74%.
Claims (2)
1, a kind of non-precious metal catalyst that is used for rosin catalyzed hydrogenation reaction is characterized in that being made by the following step:
1. be that 3~5mol/L aqueous solution of aluminum nitrate is in 40~60 ℃ of stirred in water bath 20~40min, in the ratio adding ethyl orthosilicate continuation stirring 20~40min of Si:Al=1:60~85 (mol) with concentration;
2. add nickel nitrate in the ratio of Si:Ni=1:10~30 (mol), treat that nickel nitrate dissolves fully after, stir 20~40min again;
3. press Al:NH
3The ratio of=1:2~4 (mol) adds ammoniacal liquor fast, makes collosol and gel, descends dry 10~18h in 100~140 ℃ behind ageing 20~28h;
4. with dried mixture in 400~500 ℃ of following roasting 2~4h, cooling back behind 400~550 ℃ of following reductase 12~4h, makes support type Ni/Al under hydrogen environment
2O
3-SiO
2Catalyst.
2, a kind of application rights requires 1 catalyst rosin hydrogenation processes, it is characterized in that comprising the following steps: in regular turn
1. get block rosin and remove the top layer and get mid portion, take by weighing a certain amount of rosin, be broken into and insert in the reactor after granular, by catalyst: rosin 1:30~60 (mass ratio) adds the catalyst of handling well, and reactor closes;
2. under gauge pressure 0.06~0.08MPa, vacuumized ten minutes, under 0.2~0.4MPa, replace three to four times, under 0.2~0.4MPa, replace three to four times with hydrogen again with nitrogen.Leak detection confirms that the reactor sealing is intact;
3. open the hydrogen intake valve, regulating the still internal pressure is 3~8MPa.Open reactor intensification controller, in 190~230 ℃, the following reaction of mixing speed 400~600r/min 1~4h.
Priority Applications (1)
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CNA2008102334675A CN101380580A (en) | 2008-10-22 | 2008-10-22 | Rosin hydrogenization battery cathode catalyst and production method thereof |
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CNA2008102334675A CN101380580A (en) | 2008-10-22 | 2008-10-22 | Rosin hydrogenization battery cathode catalyst and production method thereof |
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Cited By (6)
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CN106807388A (en) * | 2017-02-14 | 2017-06-09 | 中国石油化工股份有限公司 | A kind of preparation method of hydrogenation of petroleum resin catalyst |
CN108342157A (en) * | 2018-04-13 | 2018-07-31 | 周文辽 | A kind of preparation method of an ultra shallow color rosin resin |
CN111871441A (en) * | 2020-07-23 | 2020-11-03 | 青岛科技大学 | Method for preparing hydrogenated rosin by rosin hydrogenation and catalyst thereof |
CN112028729A (en) * | 2019-06-04 | 2020-12-04 | 昆山铭达百晟贸易有限公司 | Method for catalytically isomerizing (+) -horn alkene from (+) -orange alkene-containing mixture |
CN112940624A (en) * | 2021-02-01 | 2021-06-11 | 南宁市和平松香厂 | Preparation method and processing equipment of rosin resin |
CN113563213A (en) * | 2021-08-30 | 2021-10-29 | 淄博晟亿弘新材料科技有限公司 | Preparation method of 3, 5-diaminobenzoic acid |
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2008
- 2008-10-22 CN CNA2008102334675A patent/CN101380580A/en active Pending
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN106807388A (en) * | 2017-02-14 | 2017-06-09 | 中国石油化工股份有限公司 | A kind of preparation method of hydrogenation of petroleum resin catalyst |
CN106807388B (en) * | 2017-02-14 | 2019-05-03 | 中国石油化工股份有限公司 | A kind of preparation method of hydrogenation of petroleum resin catalyst |
CN108342157A (en) * | 2018-04-13 | 2018-07-31 | 周文辽 | A kind of preparation method of an ultra shallow color rosin resin |
CN108342157B (en) * | 2018-04-13 | 2020-09-15 | 广西中连智浩科技有限公司 | Preparation method of light-colored rosin resin |
CN112028729A (en) * | 2019-06-04 | 2020-12-04 | 昆山铭达百晟贸易有限公司 | Method for catalytically isomerizing (+) -horn alkene from (+) -orange alkene-containing mixture |
CN111871441A (en) * | 2020-07-23 | 2020-11-03 | 青岛科技大学 | Method for preparing hydrogenated rosin by rosin hydrogenation and catalyst thereof |
CN111871441B (en) * | 2020-07-23 | 2022-05-10 | 青岛科技大学 | Method for preparing hydrogenated rosin by rosin hydrogenation and catalyst thereof |
CN112940624A (en) * | 2021-02-01 | 2021-06-11 | 南宁市和平松香厂 | Preparation method and processing equipment of rosin resin |
CN112940624B (en) * | 2021-02-01 | 2021-08-03 | 南宁市和平松香厂 | Preparation method and processing equipment of rosin resin |
CN113563213A (en) * | 2021-08-30 | 2021-10-29 | 淄博晟亿弘新材料科技有限公司 | Preparation method of 3, 5-diaminobenzoic acid |
CN113563213B (en) * | 2021-08-30 | 2024-03-22 | 淄博晟亿弘新材料科技有限公司 | Preparation method of 3, 5-diaminobenzoic acid |
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Application publication date: 20090311 |