CN105646853B - The preparation method of magnetic micropore ferrocene bridging polycarbazole - Google Patents
The preparation method of magnetic micropore ferrocene bridging polycarbazole Download PDFInfo
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- CN105646853B CN105646853B CN201610197977.6A CN201610197977A CN105646853B CN 105646853 B CN105646853 B CN 105646853B CN 201610197977 A CN201610197977 A CN 201610197977A CN 105646853 B CN105646853 B CN 105646853B
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- ferrocene
- magnetic
- polycarbazole
- micropore
- bridging
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- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical group [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 title claims abstract description 27
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 229920001088 polycarbazole Polymers 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 5
- 235000014121 butter Nutrition 0.000 claims abstract description 5
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 5
- 230000004043 responsiveness Effects 0.000 claims abstract description 5
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims abstract description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 33
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 12
- 239000007789 gas Substances 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 238000010276 construction Methods 0.000 claims description 8
- 239000012153 distilled water Substances 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000011261 inert gas Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- 238000005086 pumping Methods 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 8
- 239000011148 porous material Substances 0.000 abstract description 7
- 238000010521 absorption reaction Methods 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 4
- 239000002994 raw material Substances 0.000 abstract description 3
- 239000010865 sewage Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 4
- 229910052786 argon Inorganic materials 0.000 description 4
- 238000006392 deoxygenation reaction Methods 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- 238000003760 magnetic stirring Methods 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 238000010257 thawing Methods 0.000 description 4
- 230000021615 conjugation Effects 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000004005 microsphere Substances 0.000 description 2
- 239000002861 polymer material Substances 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- -1 ketone enamine Chemical class 0.000 description 1
- 239000006249 magnetic particle Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/124—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one nitrogen atom in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
- C08G2261/3241—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more nitrogen atoms as the only heteroatom, e.g. carbazole
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/50—Physical properties
- C08G2261/52—Luminescence
- C08G2261/522—Luminescence fluorescent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/50—Physical properties
- C08G2261/59—Stability
- C08G2261/592—Stability against heat
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/50—Physical properties
- C08G2261/59—Stability
- C08G2261/598—Chemical stability
Abstract
A kind of preparation method of magnetic micropore ferrocene bridging polycarbazole, with 1,1 ' two carbazole ferrocene or 1,1 ' two（4 carbazyl phenyl）Ferrocene is raw material, and the micropore ferrocene bridging polycarbazole with magnetic responsiveness energy is directly synthesized using ferric trichloride, butter of tin or Aluminium Trichloride as Catalyst.The present invention prepares magnetic micropore ferrocene bridging polycarbazole using one-step method, the material has higher BET surface area and pore volume, good chemical stability and heat endurance and obvious magnetic responsiveness, has potential application value in fields such as absorption, sewage disposal, catalysis, gas storage and fluorescence senses.
Description
Technical field
The invention belongs to macromolecule material preparation area, and in particular to a kind of side of magnetic micropore ferrocene bridging polycarbazole
Method.
Background technology
Porous polymer materials have a high-specific surface area, big pore volume, good heat endurance, and absorption and catalysis,
There is potential application in the fields such as sewage disposal, gas absorption are with separating, ultracapacitor.
Chinese patent CN105176497A discloses a kind of tubulose conjugation microporous polymer base phase transformation composite energy-storage material,
Its tubulose conjugation microporous polymer percentage composition 40%-70%.Chinese patent CN105061757A discloses one kind and prepares ketone enamine
It is bonded the conjugation microporous polymer connect.United States Patent (USP) US2015190779-A1 discloses a kind of containing univalent copper ion and monovalence silver
The porous organic polymer of ion, it is than surface 20-8000 m2/ g, under 1 atm/296K, adsorbance of the product to ethene
For 70-200 cm3•g-1, and be 20-500 to the selection adsorption coefficient of ethene and ethane under 296K.United States Patent (USP)
US2015290592-A1, which discloses a kind of apertured polymeric film, is used for gas or liquid isolation and purification, and its aperture is arrived at 2 nanometers
Between 50 nanometers.Korean Patent KR2015031391-A, which discloses a kind of super cross-linked porous polymer, to be used to adsorb nitro oxidation
Thing, heavy metal ion and sulfur dioxide gas.
Magnetic porous macromolecule is strengthened in the presence of magnetic field outside, is easily separated from aqueous phase, therefore magnetic porous high score
Sub- material has the superiority of uniqueness in dye wastewater processing.At present, magnetic porous macromolecule is all embedded in macromolecule matrix
Magnetic Nano material and obtain, such as Chinese patent 2007100552045 disclose a kind of magnetic particle/polymer/titanium dioxide
The preparation method of silicon structure magnetic microsphere, author obtains magnetic composite microsphere by three-step approach, and product has good biofacies
Capacitive and chemical stability, and it is easy to further functionalization.
We are first with 1,1 '-two carbazole ferrocene or 1,1 '-two（4- carbazyl phenyl）Ferrocene is raw material, is used
Louis acid catalysis directly prepares magnetic micropore ferrocene bridging polycarbazole.
The content of the invention
It is an object of the invention to provide a kind of method for preparing magnetic micropore ferrocene bridging polycarbazole, with 1,1 '-two click
Azoles ferrocene or 1,1 '-two（4- carbazyl phenyl）Ferrocene is raw material, using ferric trichloride, butter of tin or alchlor
Catalysis directly micropore ferrocene bridging polycarbazole of the synthesis with magnetic responsiveness energy.
The technical solution adopted by the present invention：A kind of preparation method of magnetic micropore ferrocene bridging polycarbazole, including it is as follows
Step：
（1）Construction unit, catalyst, decentralized medium are sequentially added in a reservoir, wherein, construction unit 5-15%, catalyst
0.1-0.5%, decentralized medium 75-85%, under inert gas shielding, the min of ultrasonic disperse 30 fills inert gas, and freezing is taken out
Gas, is thawed and circulates three times, and 140 DEG C, the hr of isothermal reaction 72 are then to slowly warm up in 2 hr；
（2）After reaction terminates, filtering is washed after four times with chloroform, distilled water, methanol and acetone, using methanol to be molten successively
Agent, extracts 48 hr in apparatus,Soxhlet's, and product then is placed in into 70 DEG C of 24 hr of vacuum drying.
（3）Product shows stronger magnetic response in the presence of externally-applied magnetic field, as shown in Figure 1.
The best in quality percentage of the construction unit, catalyst and decentralized medium is：The wt% of construction unit 1.1, catalysis
The wt% of agent 2.5, the wt% of decentralized medium 96.4.
Described construction unit is 1,1 '-two carbazole ferrocene or 1,1 '-two（4- carbazyl phenyl）Ferrocene.
Described catalyst is one kind in ferric trichloride, butter of tin or alchlor.
Described decentralized medium is one kind of toluene, N,N-dimethylformamide, diphenyl ether and dimethyl sulfoxide (DMSO).
The present invention prepares magnetic micropore ferrocene bridging polycarbazole using one-step method, and the material has higher BET surfaces
Product and pore volume, good chemical stability and heat endurance and obvious magnetic responsiveness, in absorption, sewage disposal, are urged
There is potential application value in the fields such as change, gas storage and fluorescence sense.
Brief description of the drawings
Fig. 1 is the magnetic response figure of the magnetic porous conjugate polymer material of porphyryl.
Embodiment
With reference to specific experiment example, the invention will be further described.
Most preferred embodiment 1：
In the three-necked bottle of 100 mL with argon gas conduit, magnetic stirring and condenser pipe, 200 mg 1,1 '-two are added
Carbazole ferrocene, 450 mg ferric trichlorides and 20 mL toluene.After the min of ultrasonic disperse 30, filling nitrogen, liquid nitrogen frozen, simultaneously
Vavuum pump is evacuated 30 min, defrosting deoxygenation, and this process is circulated three times.140 DEG C, the hr of constant temperature 72 are to slowly warm up in 2 hr.
After reaction terminates, room temperature is cooled to, filters, is washed successively with chloroform, distilled water, methanol and acetone after four times, using methanol to be molten
Agent, extracts 48 hr in apparatus,Soxhlet's, and product then is placed in into 70 DEG C of 24 hr of vacuum drying.The specific surface area of product is
491 m2/ g, pore volume is 0.83 cm3/g。
Embodiment 2：
In the three-necked bottle of 100 mL with argon gas conduit, magnetic stirring and condenser pipe, add 225 mg 1,1 '-
Two（4- carbazyl phenyl）Ferrocene, 550 mg alchlors and 25 mL diphenyl ether.After the min of ultrasonic disperse 30, filling nitrogen,
Liquid nitrogen frozen, while vavuum pump be evacuated 30 min, defrosting deoxygenation, this process circulate three times.140 are to slowly warm up in 2 hr
DEG C, the hr of constant temperature 72.After reaction terminates, room temperature is cooled to, filters, is washed four times with chloroform, distilled water, methanol and acetone successively
Afterwards, using methanol as solvent, 48 hr are extracted in apparatus,Soxhlet's, product is then placed in 70 DEG C of 24 hr of vacuum drying.Product
Specific surface area be 515 m2/ g, pore volume is 0.92 cm3/g。
Embodiment 3：
In the three-necked bottle of 100 mL with argon gas conduit, magnetic stirring and condenser pipe, 240 mg 1,1 '-two are added
Carbazole ferrocene, 500 mg butters of tin and 20 mL dimethyl sulfoxide (DMSO)s.After the min of ultrasonic disperse 30, filling nitrogen, liquid nitrogen are cold
Freeze, while vavuum pump is evacuated 30 min, defrosting deoxygenation, this process is circulated three times.140 DEG C, constant temperature are to slowly warm up in 2 hr
72 hr.After reaction terminates, room temperature is cooled to, filters, is washed successively with chloroform, distilled water, methanol and acetone after four times, with first
Alcohol is solvent, and 48 hr are extracted in apparatus,Soxhlet's, and product then is placed in into 70 DEG C of 24 hr of vacuum drying.The ratio table of product
Area is 418 m2/ g, pore volume is 0.57 cm3/g。
Embodiment 4：
In the three-necked bottle of the 100mL with argon gas conduit, magnetic stirring and condenser pipe, 265mg 1,1 '-two is added
（4- carbazyl phenyl）Ferrocene, 700mg ferric trichlorides and 25mL N,N-dimethylformamides.After the min of ultrasonic disperse 30,
Fill nitrogen, liquid nitrogen frozen, while vavuum pump is evacuated 30 min, defrosting deoxygenation, this process is circulated three times.Slowly risen in 2 hr
Temperature is to 140 DEG C, the hr of constant temperature 72.After reaction terminates, room temperature is cooled to, is filtered, successively with chloroform, distilled water, methanol and acetone
After washing four times, using methanol as solvent, 48 hr are extracted in apparatus,Soxhlet's, product is then placed in 70 DEG C of vacuum drying 24
hr.The specific surface area of product is 488 m2/ g, pore volume is 0.85 cm3/g。
Sum it up, examples detailed above is only presently preferred embodiments of the present invention, and the present invention is not limited to, it is any ripe
Know professional and technical personnel do not departing from the range of technical scheme, made using the technology contents of the disclosure above
A little change or the Equivalent embodiments for being modified to equivalent variations, as long as being the content without departing from technical solution of the present invention, according to this
The technical spirit of invention still falls within the scope of technical solution of the present invention to any simple modification made for any of the above embodiments.
Claims (2)
1. the preparation method of magnetic micropore ferrocene bridging polycarbazole, it is characterised in that comprise the following steps：
(1) construction unit, catalyst, decentralized medium are sequentially added in a reservoir, wherein, construction unit 0.8-1.4wt%, catalysis
- the 3.0wt% of the agent 2.0, -97.5wt% of decentralized medium 95.5, under inert gas shielding, the min of ultrasonic disperse 30 fills indifferent gas
Body, is freezed, and pumping is thawed and circulated three times, 140 DEG C, the hr of isothermal reaction 72 are then to slowly warm up in 2 hr；Described
Construction unit is 1,1 '-two carbazole ferrocene or 1,1 '-two（4- carbazyl phenyl）Ferrocene；
(2) after reaction terminates, filtering, after being washed successively with chloroform, distilled water, methanol and acetone, using methanol as solvent, in rope
48 hr are extracted in family name's extractor, product is then placed in 70 DEG C of 24 hr of vacuum drying；
(3) product shows stronger magnetic responsiveness in the presence of externally-applied magnetic field.
2. the preparation method of magnetic micropore ferrocene bridging polycarbazole according to claim 1, it is characterised in that described
Catalyst is one kind in butter of tin, ferric trichloride or alchlor.
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| CN105646853B true CN105646853B (en) | 2017-07-18 |
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| CN108975477B (en) * | 2018-08-23 | 2021-05-18 | 广东中科清源环境科技有限公司 | Efficient treating agent for papermaking wastewater and preparation method thereof |
| CN109095450B (en) * | 2018-11-05 | 2022-03-15 | 西北工业大学 | High-specific-surface magnetic porous carbon particles and preparation method thereof |
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| DE3703771A1 (en) * | 1987-02-07 | 1988-08-18 | Varta Batterie | Electrically conductive polymer containing ferrocene units |
| KR101244571B1 (en) * | 2006-02-22 | 2013-03-26 | 삼성전자주식회사 | Novel ferrocene containing polymer and organic memory device comprising the same |
| CN105367758B (en) * | 2015-12-18 | 2017-11-28 | 湖南科技大学 | A kind of preparation method of ferrocenyl conjugate microporous polymer |
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