CN116063638A - Preparation method of negative graphene oxide-based drilling fluid filtrate reducer - Google Patents
Preparation method of negative graphene oxide-based drilling fluid filtrate reducer Download PDFInfo
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- 238000005553 drilling Methods 0.000 title claims abstract description 69
- 239000012530 fluid Substances 0.000 title claims abstract description 60
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 55
- 229910021389 graphene Inorganic materials 0.000 title claims abstract description 55
- 239000000706 filtrate Substances 0.000 title claims abstract description 30
- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 125000003277 amino group Chemical group 0.000 claims abstract description 13
- 239000003999 initiator Substances 0.000 claims abstract description 11
- 239000000178 monomer Substances 0.000 claims abstract description 10
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 claims abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 8
- 150000001408 amides Chemical class 0.000 claims abstract description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 24
- 239000012265 solid product Substances 0.000 claims description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 19
- 238000003756 stirring Methods 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 claims 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 13
- 238000001914 filtration Methods 0.000 abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 5
- 238000006482 condensation reaction Methods 0.000 abstract description 3
- 238000007334 copolymerization reaction Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000000243 solution Substances 0.000 description 8
- 230000005587 bubbling Effects 0.000 description 6
- 238000002156 mixing Methods 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000007822 coupling agent Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 230000005611 electricity Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011259 mixed solution Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- 239000011435 rock Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001246 colloidal dispersion Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Substances NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F292/00—Macromolecular compounds obtained by polymerising monomers on to inorganic materials
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/34—Lubricant additives
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Carbon And Carbon Compounds (AREA)
Abstract
The invention discloses a preparation method of a negative graphene oxide-based drilling fluid filtrate reducer, and belongs to the technical field of oil and gas field development. The preparation method of the negative graphene oxide base drilling fluid filtrate reducer comprises the following steps: grafting amino groups on the surface of graphene oxide through an amide condensation reaction to obtain graphene oxide with the surface containing the amino groups; and the graphene oxide with the surface containing the initiator is obtained through the coupling reaction of the surface amino group and the carboxyl group in the 4,4' -azo bis (4-cyanovaleric acid) initiator, and finally the graphene oxide material with the surface containing negative charges is prepared through the copolymerization reaction of the uncharged acrylamide monomer and the negatively charged acrylic monomer on the surface of the graphene oxide with the initiator, namely the negatively charged graphene oxide-based drilling fluid filtrate reducer. After the negative graphene oxide base drilling fluid filtrate reducer is added into the drilling fluid, the filtration rate of the drilling fluid can be obviously reduced, and the negative graphene oxide base drilling fluid filtrate reducer has important significance in improving drilling efficiency.
Description
Technical Field
The invention discloses a preparation method of a negative graphene oxide-based drilling fluid filtrate reducer, and belongs to the technical field of oil and gas field development.
Background
Drilling fluid is a generic term for various circulating fluids that meet the needs of drilling operations during the drilling process in its various functions. Drilling fluid is the blood of a well, also known as a drilling fluid. Drilling fluid is an indispensable component in the petroleum and natural gas exploitation process, plays roles in carrying rock debris, balancing formation pressure, cleaning a shaft, cooling and lubricating drilling tools, transmitting energy and assisting in breaking rock in the drilling process, and has decisive influence on drilling operation on the performance of the drilling fluid. Drilling fluids can be classified as water-based drilling fluids, oil-based drilling fluid drilling fluids, and foam drilling fluids. Wherein the water-based drilling fluid is a colloidal dispersion composed of water, bentonite and various chemical additives. The water-based drilling fluid is widely applied to drilling engineering due to the characteristics of simple preparation, low cost, environmental protection and the like. Water is the major component of water-based drilling fluids and high water content can cause problems in the use of water-based drilling fluids. For example, water intrusion into the formation can cause formation contamination, swelling of the formation by water absorption, and the like. Therefore, various treatments are often added to drilling fluids in practice to improve their performance. The addition of the drilling fluid treatment agent can increase the stability of the drilling fluid and provide special properties for the drilling fluid. Drilling fluid filtrate reducers are one of the most important drilling fluid treatments for reducing the loss of drilling fluid during drilling.
Disclosure of Invention
The invention relates to a preparation method of a negative electricity type graphene oxide base drilling fluid filtrate reducer. After the negative graphene oxide base drilling fluid filtrate reducer is added into the drilling fluid, the filtrate loss property and lubricity of the drilling fluid can be obviously improved, and meanwhile, the filtrate reducer has the obvious advantages of good stability, low cost, no toxicity, no pollution, small dosage and the like, and has important significance for improving the drilling effect.
The invention provides a preparation method of a negative graphene oxide-based drilling fluid filtrate reducer, which comprises the following steps:
(1) Graphene oxide having amino group on surface (graphene oxide-NH) 2 ) Preparation of the Material
Dispersing graphene oxide material in solvent (such as N, N-dimethylformamide, ethanol, etc.), stirring and mixing uniformly; adding organic amine containing multiple amino groups and amide condensing agent into the mixed solution, and stirringUniformly mixing; heating and stirring the mixture, performing an amide condensation reaction between carboxyl groups on the surface of the graphene oxide and amino groups in the organic amine, connecting the organic amine containing a plurality of amino groups to the surface of the graphene oxide through amide bonds after the reaction is finished, and exposing unreacted amino groups in the organic amine to the surface of the graphene oxide to form graphene oxide (graphene oxide-NH 2 ) A material; the mixture was subjected to solid-liquid separation, and the solid was collected and washed.
Wherein: the organic amine molecule contains two or more amino groups, part of the amino groups react with carboxyl groups on the surface of the graphene oxide to form amide bonds, and part of the amino groups are unreacted and remain on the surface of the graphene oxide material.
(2) Preparation of graphene oxide (graphene oxide-initiator) material containing polymerization initiator on surface
Graphene oxide-NH prepared in step (1) 2 Dispersing the materials in solvent (such as N, N-dimethylformamide, ethanol, etc.), stirring and mixing uniformly; adding a 4,4' -azo bis (4-cyanovaleric acid) initiator and an amide condensing agent into the mixed solution, and stirring and mixing uniformly; heating and stirring the mixture, and oxidizing graphene-NH 2 The surface amino group and carboxyl in the 4,4 '-azo bis (4-cyano valeric acid) initiator are subjected to amide condensation reaction, and after the reaction is finished, the 4,4' -azo bis (4-cyano valeric acid) initiator is connected with graphene oxide-NH through an amide bond 2 Thereby forming a graphene oxide (graphene oxide-initiator) material having a polymerization initiator on the surface; the mixture was subjected to solid-liquid separation, and the solid was collected and washed.
(3) Preparation of graphene oxide (negative graphene oxide-based drilling fluid filtrate reducer) material with negative electricity on surface
Dispersing the graphene oxide-initiator material prepared in the step (2) in a solvent, and uniformly stirring and mixing; adding a negatively charged acrylic monomer or a mixture of an uncharged acrylamide monomer and a negatively charged acrylic monomer into the mixed solution, stirring uniformly, removing oxygen in a reaction system, stirring and heating under inert atmosphere to perform polymerization reaction, wherein the reaction is initiated and reacted by the surface of a graphene oxide-initiator material, so that after the reaction is finished, a polymer chain is formed on the surface of the graphene oxide, and the negatively charged acrylic monomer is an anionic monomer with carboxyl, so that the polymer chain has negative charge, and the prepared material is a graphene oxide-based material with the surface having negative charge; carrying out solid-liquid separation on the reacted mixture, and collecting and washing the obtained solid product; and finally, obtaining a solid product, namely the negative electricity type graphene oxide base drilling fluid filtrate reducer.
The beneficial effects of the invention are as follows:
1. the preparation method of the negative graphene oxide-based drilling fluid filtrate reducer has the advantages of simple process, low cost, high yield, short preparation period and the like.
2. The negative graphene oxide base drilling fluid filtrate reducer prepared by the invention contains a strong hydrophilic polymer on the surface, and has good dispersibility in water-based drilling fluid.
3. After the negative graphene oxide base drilling fluid filtrate reducer prepared by the invention is added into water-based drilling fluid, the filtration rate of the drilling fluid can be obviously reduced, and the lubricity of the drilling fluid can be improved, so that the drilling efficiency is improved.
Drawings
Fig. 1 is a path diagram of a preparation method of a negative graphene oxide-based drilling fluid filtrate reducer provided by the invention.
Description of the embodiments
Examples
2g of graphene oxide was taken and added to a flask containing 100mL of N, N-dimethylformamide, and the mixture was stirred mechanically and mixed well, and 3mL of 1, 6-hexamethylenediamine and 100mg of 2- (7-azabenzotriazol) -N, N, N ', N' -tetramethylurea hexafluorophosphate coupling agent were added thereto, and the mixture was stirred continuously and mixed well, and then stirred at 60℃for 6 hours. The solid product is filtered and collected, the unreacted 1, 6-hexamethylenediamine and the coupling agent are washed by ethanol, and the mixture is dried at room temperature for standby.
0.5g of 4,4' -azobis (4-cyanovaleric acid) and 0.9g of dicyclohexylcarbodiimide were taken and added to a solution containing 40mL of dry DMF, taken by N 2 Bubbling to remove O 2 Then stirring to prepare a uniform solution. Taking the solid product of the previous step, adding the solid product into a flask and sealing a bottle mouth, and passing through N 2 Bubbling to remove O 2 . The prepared 4,4' -azobis (4-cyanovaleric acid) and dicyclohexylcarbodiimide solution were poured into a bottle under N 2 Stirring was carried out at room temperature for 12 hours in an atmosphere. After the reaction is finished, the solid product is collected by filtration and washed by DMF and ethanol in sequence, and then dried at room temperature for standby.
The solid product obtained in the previous step was added to a solution containing 6.3g of acrylamide and 4.3g of acrylic acid in 100mL of ethanol, and the mixture was purified by N 2 Bubbling to remove O in reaction system 2 Then at N 2 The reaction system was heated at 80 ℃ for 12 hours under an atmosphere. And after the reaction is finished, filtering and collecting a solid product, fully washing the solid product with ethanol, and airing the obtained solid, namely the negative graphene oxide-based drilling fluid filtrate reducer.
Examples
2g of graphene oxide is taken and added into a flask containing 100mL of N, N-dimethylformamide, and the mixture is stirred and mixed evenly by a machine, 3mL of 1, 4-butanediamine and 100mg of 2- (7-azabenzotriazol) -N, N, N ', N' -tetramethylurea hexafluorophosphate coupling agent are added into the mixture, and the mixture is stirred and mixed evenly continuously for 6 hours at 60 ℃. The solid product is filtered and collected, the unreacted 1, 6-butanediamine and the coupling agent are washed by ethanol, and the solid product is dried at room temperature for standby.
0.5g of 4,4' -azobis (4-cyanovaleric acid) and 0.9g of dicyclohexylcarbodiimide were taken and added to a solution containing 40mL of dry DMF, taken by N 2 Bubbling to remove O 2 Then stirring to prepare a uniform solution. Taking the solid product of the previous step, adding the solid product into a flask and sealing a bottle mouth, and passing through N 2 Bubbling to remove O 2 . The prepared 4,4' -azobis (4-cyanovaleric acid) and dicyclohexylcarbodiimide solution were poured into a bottle under N 2 Stirring was carried out at room temperature for 12 hours in an atmosphere. After the reaction is finished, the solid product is collected by filtration and washed by DMF and ethanol in sequence, and then dried at room temperature for standby.
The solid product obtained in the previous step was added to a solution containing 2.8g of acrylamide and 7.6g of acrylic acid in 100mL of methanol by N 2 Bubbling to remove the reactantO in the system 2 Then at N 2 The reaction system was heated at 60 ℃ for 12 hours under an atmosphere. And after the reaction is finished, filtering and collecting a solid product, fully washing the solid product with ethanol, and airing the obtained solid, namely the negative graphene oxide-based drilling fluid filtrate reducer.
Examples
40g of bentonite and 2g of anhydrous sodium carbonate are taken and dispersed in 1L of water, and then are rapidly stirred for 20 minutes and then are slowly stirred for 24 hours to prepare the artificial drilling fluid. And (3) adding 1g of the negative graphene oxide-based drilling fluid filtrate reducer prepared in the embodiment 1 into the artificial drilling fluid, and rapidly stirring for 20 minutes to uniformly mix to prepare the low-filtrate artificial drilling fluid. The filtration stall rate of the low-filtration artificial drilling fluid is reduced to 53% as measured by a normal-temperature medium-pressure filtration rate experiment.
Although specific embodiments of the invention have been described in detail with reference to the accompanying drawings, the scope of protection of the present patent should not be construed as being limited. Various modifications and variations which may be made by those skilled in the art without the creative effort are within the scope of the patent described in the claims.
Claims (5)
1. The preparation method of the negative graphene oxide-based drilling fluid filtrate reducer is characterized by comprising the following steps of:
(1) Dispersing graphene oxide in a solvent to form a uniform dispersion system, adding organic amine and an amide condensing agent containing a plurality of amino groups into the dispersion system, uniformly stirring, heating for reaction, and collecting and washing the obtained solid product after the reaction is finished;
(2) Dispersing the solid product prepared in the step (1) in a solvent to form a uniform dispersion system, adding a 4,4' -azobis (4-cyano valeric acid) initiator and an amide condensing agent into the dispersion system, uniformly stirring, heating for reaction, and collecting and washing the obtained solid product after the reaction is finished;
(3) Dispersing the solid product prepared in the step (2) in a solvent to form a uniform dispersion system, adding a negatively charged monomer or a mixture of a non-charged monomer and the negatively charged monomer into the dispersion system, uniformly stirring, removing oxygen in the reaction system, stirring and heating under inert atmosphere to perform polymerization reaction, collecting and washing the obtained solid product after the reaction is finished, and finally obtaining the solid product which is the negatively charged graphene oxide-based drilling fluid filtrate reducer.
2. The method for preparing the negative graphene oxide-based drilling fluid filtrate reducer, which is disclosed in claim 1, is characterized in that: in the step (1), the step (2) and the step (3), the solvent is N, N-Dimethylformamide (DMF), ethanol, methanol or a mixture thereof.
3. The method for preparing the negative graphene oxide-based drilling fluid filtrate reducer, which is disclosed in claim 1, is characterized in that: in the step (1) and the step (2), the amide condensing agent is 2- (7-aza-benzotriazol) -N, N, N ', N' -tetramethyl urea hexafluorophosphate, dicyclohexylcarbodiimide or a mixture thereof.
4. The method for preparing the negative graphene oxide-based drilling fluid filtrate reducer, which is disclosed in claim 1, is characterized in that: in the step (3), the negatively charged monomer is acrylic acid, methacrylic acid or a mixture thereof, and the uncharged monomer is acrylamide, methacrylamide or a mixture thereof.
5. The method for preparing the negative graphene oxide-based drilling fluid filtrate reducer, which is disclosed in claim 1, is characterized in that: in the step (1), the step (2) and the step (3), the temperature of the heating reaction is 30-120 ℃.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108529611A (en) * | 2018-05-14 | 2018-09-14 | 华南理工大学 | A kind of azido functional graphene oxide and preparation method thereof |
| CN110483668A (en) * | 2019-08-09 | 2019-11-22 | 山东科技大学 | A method of high molecular material graphene is synthesized by free radical polymerization |
| CN112175153A (en) * | 2019-07-05 | 2021-01-05 | 中国石油化工股份有限公司 | High-molecular polymer and preparation method and application thereof |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108529611A (en) * | 2018-05-14 | 2018-09-14 | 华南理工大学 | A kind of azido functional graphene oxide and preparation method thereof |
| CN112175153A (en) * | 2019-07-05 | 2021-01-05 | 中国石油化工股份有限公司 | High-molecular polymer and preparation method and application thereof |
| CN110483668A (en) * | 2019-08-09 | 2019-11-22 | 山东科技大学 | A method of high molecular material graphene is synthesized by free radical polymerization |
Non-Patent Citations (2)
| Title |
|---|
| YAN, JL，等: "Functionalized graphene oxide with ethylenediamine and 1, 6-hexanediamine", NEW CARBON MATERIALS, vol. 27, no. 5, 19 December 2012 (2012-12-19), pages 370 - 376, XP055613947, DOI: 10.1016/S1872-5805(12)60022-5 * |
| 吕新虎;王利平;李玉超;邓爱霞;孙发孟: "氧化石墨烯/PMMA复合材料的制备与表征", 聊城大学学报(自然科学版), vol. 25, no. 001, 31 December 2012 (2012-12-31), pages 81 - 84 * |
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