CN110551327A - Method for preparing conductive composite material by using pyrrole grafted nano-cellulose - Google Patents
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0605—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0611—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring, e.g. polypyrroles
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- C08J2479/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2461/00 - C08J2477/00
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Abstract
The invention relates to a method for preparing a conductive composite material by using pyrrole grafted nanocellulose, which comprises the steps of taking nanocellulose as a base material and compounding and molding polypyrrole, firstly, chemically modifying pyrrole to prepare bromo-pyrrole, then reacting with hydroxyl on the nanocellulose under an alkaline condition to prepare the pyrrole grafted nanocellulose, and then initiating polymerization of the pyrrole grafted nanocellulose in an acidic Fe 3+ solution to prepare the polypyrrole nanocellulose conductive composite material.
Description
Technical Field
The invention relates to the field of biomass functional polymer composite materials, in particular to a method for preparing a conductive composite material by using pyrrole grafted nano-cellulose.
Background
3+The polypyrrole has high conductivity, good environmental stability, no toxicity, easy doping, special light, electricity, sound and other characteristics, but the forming problem is a bottleneck restricting the further application of polypyrrole, and the forming problem of the conductive polymer is always a bottleneck in compounding and forming the nanofiber and the polypyrrole.
Disclosure of Invention
In view of the above, the present invention is directed to a method for preparing a conductive composite material by using pyrrole grafted nanocellulose, which can solve the problem of difficult formation of conductive polymer
in order to achieve the purpose, the invention adopts the following technical scheme:
A method for preparing a conductive composite material by using pyrrole grafted nano-cellulose is characterized by comprising the following steps: the method comprises the following steps:
Step S1, adding the fiber raw material into sulfuric acid solution, preparing nano-cellulose under certain temperature and ultrasonic conditions, and freeze-drying to obtain nano-cellulose powder;
step S2, dissolving bromoalkane and NaOH in N, N-dimethylformamide solution, then adding pyrrole, stirring at room temperature for 24h, and purifying by column chromatography to obtain bromopyrrole;
Step S3, adding bromopyrrole and NaOH into the nano-cellulose powder in N, N-dimethylformamide solution according to a proportion, then reacting at room temperature for 20h, and performing centrifugal purification to obtain pyrrole grafted nano-cellulose;
Step S4, dispersing the pyrrole grafted nano-cellulose in deionized water to prepare a modified nano-cellulose aqueous solution with a certain mass fraction;
and S5, adding pyrrole and 0.1mol/L Fe 3+ aqueous solution into the modified nano-cellulose aqueous solution, reacting for 6 hours at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, carrying out suction filtration on the mixed solution to form a film, and drying to obtain the nano-cellulose conductive composite material.
Further, the fiber raw material includes, but is not limited to, human fiber pulp, recycled waste paper pulp, bamboo pulp, microcrystalline cellulose, straw pulp, cotton fiber, and agricultural and forestry waste fiber raw material.
Further, the mass ratio of the fiber raw material to the sulfuric acid solution is 1: 65, the mass concentration of the sulfuric acid solution is 50-75%, the ultrasonic treatment time is 3.5h, and the ultrasonic temperature is 65 ℃.
Further, in the step S2, the addition amount of NaOH is 50-80% of the brominated alkanes, and the mass ratio of the brominated alkanes to the pyrrole is 8:1-4: 3.
Further, the brominated alkanes include, but are not limited to, dibromomethane, 1, 5-dibromopentane, 1, 10-dibromodecane, 1, 4-dibromobutane, and 1, 12-dibromododecane.
Further, in the step S3, the addition amount of NaOH is 50 to 80% of the pyrrole bromide, and the mass ratio of the pyrrole bromide to the nanocellulose is 5: 2-4: 3.
Further, the solubility of the pyrrole grafted nanocellulose in the step S4 is 5 to 10%, and the solubility of pyrrole is 0.5 to 1.5%.
furthermore, the addition amount of the 0.1mol/L Fe 3+ aqueous solution is 10-15% of the total volume of the modified nano cellulose aqueous solution.
Compared with the prior art, the invention has the following beneficial effects:
The polypyrrole and the nanocellulose are combined through chemical bonds in the prepared conductive composite material, so that the conductive polymer is firmly attached to the surface of the nanocellulose, the composite material with stable conductivity is prepared, and the problem that the polypyrrole falls off easily in the application process of the conductive material to influence the conductivity of the conductive material can be effectively solved.
drawings
FIG. 1 is a flow chart of the preparation technique of the present invention.
Detailed Description
The invention is further explained below with reference to the drawings and the embodiments.
the invention provides a method for preparing a conductive composite material by pyrrole grafted nano-cellulose, which is characterized by comprising the following steps: the method comprises the following steps:
Step S1, adding the fiber raw material into sulfuric acid solution, preparing nano-cellulose under certain temperature and ultrasonic conditions, and freeze-drying to obtain nano-cellulose powder;
Step S2, dissolving bromoalkane and NaOH in N, N-dimethylformamide solution, then adding pyrrole, stirring at room temperature for 24h, and purifying by column chromatography to obtain bromopyrrole;
Step S3, adding bromopyrrole and NaOH into the nano-cellulose powder in N, N-dimethylformamide solution according to a proportion, then reacting at room temperature for 20h, and performing centrifugal purification to obtain pyrrole grafted nano-cellulose;
Step S4, dispersing the pyrrole grafted nano-cellulose in deionized water to prepare a modified nano-cellulose aqueous solution with a certain mass fraction;
and S5, adding pyrrole and 0.1mol/L Fe 3+ aqueous solution into the modified nano-cellulose aqueous solution, reacting for 6 hours at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, carrying out suction filtration on the mixed solution to form a film, and drying to obtain the nano-cellulose conductive composite material.
In an embodiment of the present invention, further, the fiber raw material includes, but is not limited to, human fiber pulp, recycled waste paper pulp, bamboo pulp, microcrystalline cellulose, straw pulp, cotton fiber, and agricultural and forestry waste fiber raw material.
in an embodiment of the present invention, further, the mass ratio of the fiber raw material to the sulfuric acid solution is 1: 65, the mass concentration of the sulfuric acid solution is 50-75%, the ultrasonic treatment time is 3.5h, and the ultrasonic temperature is 65 ℃.
in an embodiment of the invention, in the step S2, the addition amount of NaOH is 50 to 80% of the brominated alkanes, and the mass ratio of the brominated alkanes to the pyrrole is 8:1 to 4: 3.
In one embodiment of the present invention, further, the alkyl bromides include, but are not limited to, methyl bromide, 1, 5-dibromopentane, 1, 10-dibromodecane 1, 4-dibromobutane, and 1, 12-dibromododecane.
In an embodiment of the present invention, further, in step S3, the addition amount of NaOH is 50 to 80% of the pyrrole bromide, and the mass ratio of the pyrrole bromide to the nanocellulose is 5: 2-4: 3.
In an embodiment of the present invention, further, the solubility of the pyrrole grafted nanocellulose in the step S4 is 5 to 10%, and the pyrrole solubility is 0.5 to 1.5%.
in an embodiment of the invention, further, the addition amount of the 0.1mol/L Fe 3+ aqueous solution is 10-15% of the total volume of the modified nano cellulose aqueous solution.
example 1:
(1) According to the material-liquid ratio of 1: 65, adding the bamboo pulp fiber raw material into 70% sulfuric acid solution, performing ultrasonic treatment at 65 ℃ for 3 hours to prepare nano cellulose, and performing freeze drying to obtain nano cellulose powder.
(2) 10g of 1, 5-dibromopentane and 5g of NaOH are dissolved in N, N-dimethylformamide solution, 5g of pyrrole is added, and the mixture is stirred at room temperature for 24 hours and then is purified by column chromatography to obtain the bromo-pyrrole.
(3) And (3) taking 0.5g of nano cellulose powder in N, N-dimethylformamide solution, adding 1g of bromo-pyrrole synthesized in the step (2), simultaneously adding 0.5g of NaOH, reacting at room temperature for 20h, and performing centrifugal purification to obtain the pyrrole grafted nano cellulose.
(4) Dispersing a proper amount of the pyrrole grafted nano-cellulose synthesized in the step (3) in deionized water to prepare a modified nano-cellulose aqueous solution with the mass fraction of 5%, then adding a certain amount of 0.5g pyrrole and 20ml of 0.1mol/L Fe 3+ aqueous solution, reacting for 6h at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, filtering the mixed solution to form a membrane, and drying to obtain the nano-cellulose conductive composite material.
Example 2
(1) according to the material-liquid ratio of 1: 70, adding the recycled old paper fiber raw material into 67% sulfuric acid solution, performing ultrasonic treatment at 60 ℃ for 2.5 hours to prepare nano cellulose, and performing freeze drying to obtain nano cellulose powder.
(2) 15g of 1, 10-dibromodecane and 7g of NaOH are dissolved in N, N-dimethylformamide solution, then 8g of pyrrole is added, the reaction is stirred at room temperature for 24 hours, and column chromatography purification is carried out to obtain the bromo-pyrrole.
(3) And (3) taking 0.7g of nano cellulose powder in N, N-dimethylformamide solution, adding 2g of bromo-pyrrole synthesized in the step (2), simultaneously adding 1.0g of NaOH, reacting at room temperature for 20h, and performing centrifugal purification to obtain the pyrrole grafted nano cellulose.
(4) Dispersing a proper amount of the pyrrole grafted nano-cellulose synthesized in the step (3) in deionized water to prepare a modified nano-cellulose aqueous solution with the mass fraction of 6%, then adding a certain amount of 0.6g of pyrrole and 25ml of 0.1mol/L Fe 3+ aqueous solution, reacting for 6h at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, carrying out suction filtration on the mixed solution to form a film, and drying to obtain the nano-cellulose conductive composite material.
Example 3
(1) according to the material-liquid ratio of 1: 80, adding microcrystalline cellulose raw material into 66% sulfuric acid solution, performing ultrasonic treatment for 3h at 63 ℃ to prepare nano cellulose, and performing freeze drying to obtain nano cellulose powder.
(2) 15g of 1, 12-dibromododecane and 8g of NaOH are dissolved in N, N-dimethylformamide solution, 10g of pyrrole is added, the reaction is stirred at room temperature for 24 hours, and column chromatography purification is carried out to obtain the bromo-pyrrole.
(3) And (3) taking 1.0g of nano cellulose powder in N, N-dimethylformamide solution, adding 2.5g of bromo-pyrrole synthesized in the step (2), simultaneously adding 1.5g of NaOH, reacting at room temperature for 24h, and performing centrifugal purification to obtain the pyrrole grafted nano cellulose.
(4) Dispersing a proper amount of the pyrrole grafted nano-cellulose synthesized in the step (3) in deionized water to prepare a modified nano-cellulose aqueous solution with the mass fraction of 8%, then adding a certain amount of 0.8g of pyrrole and 25ml of 0.1mol/L Fe 3+ aqueous solution, reacting for 6h at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, carrying out suction filtration on the mixed solution to form a film, and drying to obtain the nano-cellulose conductive composite material.
example 4
(1) According to the material-liquid ratio of 1: 90, adding the straw pulp raw material into 65% sulfuric acid solution, performing ultrasonic treatment for 3 hours at 68 ℃ to prepare nano cellulose, and performing freeze drying to obtain nano cellulose powder.
(2) 10g of 1, 4-dibromobutane and 4g of NaOH are dissolved in N, N-dimethylformamide solution, 20g of pyrrole is added, and the mixture is stirred at room temperature for 24 hours and then is purified by column chromatography to obtain the pyrrole bromide.
(3) And (3) adding 1.0g of nano cellulose powder into N, N-dimethylformamide solution, adding 3g of bromo-pyrrole synthesized in the step (2), simultaneously adding 1.5g of NaOH, reacting at room temperature for 24h, and performing centrifugal purification to obtain the pyrrole grafted nano cellulose.
(4) dispersing a proper amount of the pyrrole grafted nano-cellulose synthesized in the step (3) in deionized water to prepare a modified nano-cellulose aqueous solution with the mass fraction of 10%, then adding a certain amount of 1.0g of pyrrole and 30ml of 0.1mol/L Fe 3+ aqueous solution, reacting for 6h at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, filtering the mixed solution to form a membrane, and drying to obtain the nano-cellulose conductive composite material.
The above description is only a preferred embodiment of the present invention, and all equivalent changes and modifications made in accordance with the claims of the present invention should be covered by the present invention.
Claims (8)
1. A method for preparing a conductive composite material by using pyrrole grafted nano-cellulose is characterized by comprising the following steps: the method comprises the following steps:
Step S1, adding the fiber raw material into sulfuric acid solution, preparing nano-cellulose under certain temperature and ultrasonic conditions, and freeze-drying to obtain nano-cellulose powder;
Step S2, dissolving bromoalkane and NaOH in N, N-dimethylformamide solution, then adding pyrrole, stirring at room temperature for 24h, and purifying by column chromatography to obtain bromopyrrole;
Step S3, adding bromopyrrole and NaOH into the nano-cellulose powder in N, N-dimethylformamide solution according to a proportion, then reacting at room temperature for 20h, and performing centrifugal purification to obtain pyrrole grafted nano-cellulose;
step S4, dispersing the pyrrole grafted nano-cellulose in deionized water to prepare a modified nano-cellulose aqueous solution with a certain mass fraction;
And S5, adding pyrrole and 0.1mol/L Fe 3+ aqueous solution into the modified nano-cellulose aqueous solution, reacting for 6 hours at room temperature, enabling the pyrrole in the solution and the pyrrole on the surface of the cellulose to form a polypyrrole conductive network under the catalytic oxidation of Fe 3+, carrying out suction filtration on the mixed solution to form a film, and drying to obtain the nano-cellulose conductive composite material.
2. The method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the method comprises the following steps: the fiber raw materials include, but are not limited to, human fiber pulp, recycled waste paper pulp, bamboo pulp, microcrystalline cellulose, straw pulp, cotton fiber and agricultural and forestry waste fiber raw materials.
3. The method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the method comprises the following steps: the mass ratio of the fiber raw material to the sulfuric acid solution is 1: 65, the mass concentration of the sulfuric acid solution is 50-75%, the ultrasonic treatment time is 3.5h, and the ultrasonic temperature is 65 ℃.
4. The method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the method comprises the following steps: in the step S2, the addition amount of NaOH is 50-80% of the brominated alkane, and the mass ratio of the brominated alkane to the pyrrole is 8:1-4: 3.
5. The method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the method comprises the following steps: such brominated alkanes include, but are not limited to, dibromomethane, 1, 5-dibromopentane, 1, 10-dibromodecane 1, 4-dibromobutane, and 1, 12-dibromododecane.
6. the method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the method comprises the following steps: in the step S3, the addition amount of NaOH is 50-80% of the pyrrole bromide, and the mass ratio of the pyrrole bromide to the nanocellulose is 5: 2-4: 3.
7. The method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the method comprises the following steps: the solubility of the pyrrole grafted nanocellulose in the step S4 is 5-10%, and the solubility of pyrrole is 0.5-1.5%.
8. the method for preparing the conductive composite material by the pyrrole grafted nano-cellulose according to claim 1, wherein the 0.1mol/L Fe 3+ aqueous solution is added in an amount of 10-15% of the total volume of the modified nano-cellulose aqueous solution.
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| CN111088698A (en) * | 2019-12-26 | 2020-05-01 | 浙江理工大学 | Preparation method of flexible man-machine interactive bionic fabric |
| CN113201155A (en) * | 2021-03-22 | 2021-08-03 | 浙江理工大学 | Method for simply and rapidly preparing cellulose membrane-based sensor |
| CN113480824A (en) * | 2021-07-14 | 2021-10-08 | 金塑企业集团（上海）有限公司 | High-temperature-resistant oxygen-resistant polybutylene composite heating pipe and processing technology thereof |
| CN113667257A (en) * | 2021-05-14 | 2021-11-19 | 赛轮集团股份有限公司 | Modified nano-cellulose/polypyrrole composite material and preparation method thereof, antistatic rubber composition and preparation method thereof |
| CN113912911A (en) * | 2021-11-01 | 2022-01-11 | 东华大学 | Conductive polypyrrole/nano cellulose composite film material and preparation method thereof |
| CN113943462A (en) * | 2021-11-10 | 2022-01-18 | 江阴市海江高分子材料有限公司 | Conductive polymer composite material and preparation method and application thereof |
| CN114213835A (en) * | 2021-12-31 | 2022-03-22 | 国科温州研究院(温州生物材料与工程研究所) | Polyurethane-polypyrrole composite conductive structural color film and preparation method thereof |
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| CN113667257A (en) * | 2021-05-14 | 2021-11-19 | 赛轮集团股份有限公司 | Modified nano-cellulose/polypyrrole composite material and preparation method thereof, antistatic rubber composition and preparation method thereof |
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| CN113943462A (en) * | 2021-11-10 | 2022-01-18 | 江阴市海江高分子材料有限公司 | Conductive polymer composite material and preparation method and application thereof |
| CN114213835A (en) * | 2021-12-31 | 2022-03-22 | 国科温州研究院(温州生物材料与工程研究所) | Polyurethane-polypyrrole composite conductive structural color film and preparation method thereof |
| CN114213835B (en) * | 2021-12-31 | 2023-12-01 | 国科温州研究院(温州生物材料与工程研究所) | Polyurethane-polypyrrole composite conductive structural color film and preparation method thereof |
| CN114822920A (en) * | 2022-04-15 | 2022-07-29 | 哈尔滨工业大学（深圳） | Composite material and preparation method and application thereof |
| CN114822920B (en) * | 2022-04-15 | 2024-04-26 | 哈尔滨工业大学（深圳） | Composite material, preparation method and application thereof |
| CN116178749A (en) * | 2023-03-16 | 2023-05-30 | 上海汉禾生物新材料科技有限公司 | Modified straw polylactic acid degradable mulching film and preparation method thereof |
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