CN115677716A - High-value utilization method of cotton processing waste - Google Patents
High-value utilization method of cotton processing waste Download PDFInfo
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- CN115677716A CN115677716A CN202211106878.4A CN202211106878A CN115677716A CN 115677716 A CN115677716 A CN 115677716A CN 202211106878 A CN202211106878 A CN 202211106878A CN 115677716 A CN115677716 A CN 115677716A
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- ZOMNIUBKTOKEHS-UHFFFAOYSA-L dimercury dichloride Chemical class Cl[Hg][Hg]Cl ZOMNIUBKTOKEHS-UHFFFAOYSA-L 0.000 description 12
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- UQAWOOIZSRDPLA-UHFFFAOYSA-N 5-hydroxy-3,7-dioxabicyclo[3.2.1]octan-4-one Chemical compound C1C2OCC1(O)C(=O)OC2 UQAWOOIZSRDPLA-UHFFFAOYSA-N 0.000 description 6
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- JUFMYBNMZRYCCM-UHFFFAOYSA-N 1-hydroxybicyclo[3.2.1]octane-2,3,6-trione Chemical compound OC12C(C(CC(C(C1)=O)C2)=O)=O JUFMYBNMZRYCCM-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention belongs to the field of waste resource utilization, and particularly relates to a high-value utilization method of cotton processing wastes. The method uses phosphoric acid and [ Emim]BF 4 The pretreated cotton processing waste is used as raw material, and is mixed with catalyst, and under the inert oxygen-free environment the quick catalytic pyrolysis is implemented at 320-550 deg.C, and the pyrolysis gas is condensed so as to obtain the invented product richly containing 1-hydroxy-3, 6-dioxy bicyclo [3.2.1] bicyclo]Liquid product of oct-2-one. The solid coke generated by pyrolysis can be used as a carbon source, and is activated at a high temperature of 700-900 ℃ in an inert atmosphere to prepare heteroatom-doped active carbon. The high value-added chemicals can be selectively prepared by pretreating cotton processing waste, and the heteroatom doped in the pretreatment process can greatly improve the electrochemical performance of the activated carbon, so that the activated carbon can be used for preparing super-capacitor materials. The invention is an economical and effective method for recycling cotton processing waste.
Description
Technical Field
The invention belongs to the field of waste resource utilization, and particularly relates to a high-value utilization method of cotton processing wastes.
Background
Cotton is a very important raw material in the textile industry, a great amount of recyclable wastes such as waste cotton in car belly cleaning, waste cotton in car belly combing, cotton fluffing, waste cotton in dust cleaning and filtering, cotton linters and the like can be generated in the cotton processing and cotton yarn production processes, and the cotton is mainly used for producing regenerated cotton at present. However, the regenerated cotton fiber has short length, low tension, much filoplume and poor overall quality, and cannot be used for producing articles for daily use, so that the economic benefit is poor, and a large amount of cotton fiber is difficult to be efficiently utilized.
The cotton fiber content in cotton processing waste can reach more than 90%, and the fiber length is far higher than that of cellulose after industrial extraction, so that the method has great potential in the aspect of selectively preparing high value-added dehydrated sugar by catalytic pyrolysis. The 1-hydroxy-3, 6-dioxy bicyclo [3.2.1] octan-2-ketone is a typical dehydrated sugar platform compound, has a lactone, a hydroxy, a tetrahydrofuran ring and two chiral centers, can be used for synthesizing saccharides, peptides and muscarines medicaments due to a unique chemical structure, and has very important application value in treating special and serious diseases. However, due to the high cost of cotton sorting and cleaning, impurities such as grass clippings, cotton hulls, insect feces, silt and the like in the raw cotton can be all gathered in the waste cotton produced by processing. These substances cause side reactions during the pyrolysis process, thereby changing the pyrolysis path of cellulose and influencing the generation of 1-hydroxy-3, 6-dioxobicyclo [3.2.1] octan-2-one. My prior chinese patent application CN202210670790.9 discloses a method for high-value utilization of waste paper, which removes papermaking additives such as calcium carbonate and the like by performing combined pretreatment of ethanol-glacial acetic acid-Amberlyst-15 on the waste paper, thereby promoting the conversion of cellulose in the waste paper into dehydrated sugar. However, regarding cotton processing waste, lignocellulose impurities such as grass clippings, cotton hulls and the like and impurities which are difficult to dissolve such as insect feces, silt and the like contained in the cotton processing waste cannot be effectively removed by utilizing ethanol-glacial acetic acid-Amberlyst-15 pretreatment, so that the impurities in the cotton processing waste are difficult to remove. Meanwhile, the crystallinity of cotton fiber is high and the accessibility is low, which is not beneficial to the conversion to dehydrated sugar, and the ethanol-glacial acetic acid-Amberlyst-15 pretreatment can not effectively change the structure of the cotton fiber, which results in that the effective pretreatment means for waste paper can not be applied to cotton processing waste.
In addition, the chinese patent application CN202011391885.4 discloses that the selective preparation of 1-hydroxy-3, 6-dioxybicyclo [3.2.1] octan-2-one is realized by utilizing the catalytic pyrolysis of microcrystalline cellulose, but the quality of solid carbon generated by the pyrolysis is low due to the short fiber length of the microcrystalline cellulose, and the secondary recycling cannot be realized. For cotton processing waste, although the fiber length is far higher than that of microcrystalline cellulose, the high-temperature decomposed product of impurities in the cotton processing waste can enter the solid product generated by pyrolysis, so that the components of the pyrolytic carbon are influenced on one hand, and on the other hand, the impurities can enter the pore channels of the pyrolytic carbon to cause blockage, thereby reducing the performance of the pyrolytic carbon and failing to realize secondary recycling.
Therefore, an efficient pretreatment process for cotton processing waste is developed, impurities in the cotton processing waste can be removed, the structure of cotton fibers can be optimized to selectively prepare 1-hydroxy-3, 6-dioxybicyclo [3.2.1] octan-2-one through catalytic pyrolysis of the waste cotton, the physical and chemical properties of solid carbon can be improved, and the process is a key point for realizing high-value utilization of the cotton processing waste.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a method for high-value utilization of cotton processing wastes.
The invention provides a method for high-value utilization of cotton processing wastes, which comprises the following steps:
(1) Waste from cotton processing is used as raw material, and is sequentially treated with phosphoric acid and Emim]BF 4 After pretreatment, filtering; adding the filtered filtrate into deionized water, stirring, and filtering; washing the filtered solid with deionized water to neutrality, and drying;
(2) Mechanically mixing the dried solid (i.e. the pretreated cotton processing waste) with a catalyst according to the mass ratio of (3: 1) - (1: 6), and carrying out fast pyrolysis at 320-550 ℃ under an oxygen-free condition, wherein the pyrolysis reaction time is not more than 30s;
the volatile components generated by pyrolysis are condensed to obtain the product rich in 1-hydroxy-3, 6-dioxy bicyclo [ 3.2.1%]Liquid product of octan-2-one, solid product obtained by pyrolysis in N 2 And (3) heating to 700-900 ℃ in the atmosphere for high-temperature activation, cooling to room temperature, washing to be neutral by using deionized water, and drying to obtain the activated carbon capable of preparing the super-capacitor material.
In the step (1), preferably, the cotton processing waste includes at least one of waste cotton from cleaning vehicle belly, waste cotton from combing vehicle belly, cotton fluffy, waste cotton from cleaning and filtering dust and cotton linters.
Preferably, the phosphoric acid pretreatment is to immerse the cotton processing waste in a phosphoric acid solution according to a solid-to-liquid ratio of (1: 30) - (1: 50) (g/mL), stir the cotton processing waste at 30-70 ℃ for 2-5 h, and then filter the cotton processing waste.
More preferably, the phosphoric acid solution is an aqueous solution of phosphoric acid, and the concentration of the solution is 10 to 30%.
Preferably, said [ Emim]BF 4 The pretreatment is to immerse the cotton processing waste pretreated by phosphoric acid in Emim according to the solid-liquid ratio of (1: 30) - (1: 50) (g/mL)]BF 4 In the solution, stirring for 1-3 h at 50-90 ℃, and then filtering.
Preferably, the adding of the filtered filtrate into deionized water means that [ Emim ] is added]BF 4 Adding the pretreated filtrate into deionized water according to the mass ratio of (1: 20) - (1: 40), stirring at 30-50 ℃ for 0.5-2.5 h, and then filtering.
More preferably, the deionized water washing temperature is 40-80 ℃.
In the step (1), the solid-to-liquid ratio refers to the volume ratio of the mass of the original cotton processing waste to the corresponding treatment solution, and the treatment solution specifically refers to the phosphoric acid solution, [ Emim ] adopted in the phosphoric acid pretreatment]BF 4 Emim at pretreatment]BF 4 And (3) solution. Said [ Emim]BF 4 (CAS 143314-16-3) is an acidic catalyst, an ionic liquid, and is commercially available, for example, from Maxin's reagent.
In the step (2), preferably, the catalyst comprises a zinc-aluminum composite metal oxide or a magnesium-modified HZSM-5 molecular sieve nitride and the like. The inert anaerobic condition refers to that the reaction system is maintained in an inert protective gas anaerobic environment.
Preferably, the temperature rise rate of the pyrolysis reaction is not lower than 100 ℃/s.
Preferably, the heating rate of the high-temperature activation of the solid product is 5-15 ℃/min.
Preferably, the washing temperature of the deionized water is 40-80 ℃.
Preferably, the drying temperature is 100-110 ℃, and the drying time is 12-24 h.
The beneficial effects of the invention are as follows:
the present invention utilizes phosphoric acid and [ Emim]BF 4 The cotton processing waste is subjected to combined pretreatment, and the acid catalyst is adopted to assist rapid pyrolysis, so that the selective preparation of the 1-hydroxy-3, 6-dioxy bicyclo [3.2.1] bicyclo by the cotton processing waste is realized]Octan-2-one; meanwhile, the solid carbon obtained by pyrolysis can be activated at high temperature to obtain the activated carbon capable of preparing the supercapacitor material. At present, the cotton processing waste recycling needs to be carried out with complicated sorting, the requirement on equipment is high, and the cost of regenerated cotton is obviously increased. The pretreatment technology adopted by the invention firstly removes impurities in the cotton processing waste through the pretreatment and dissolution of phosphoric acid, and then the cotton processing waste after the pretreatment of phosphoric acid and Emim are mixed]BF 4 The solutions were mixed while the cotton fibers were in [ Emim]BF 4 Can be completely dissolved in the solution, so that impurities which can not be dissolved in phosphoric acid can be thoroughly separated from cotton fiber, most of the impurities can be removed by sieving, and then the impurities can be dissolved in [ Emim ]]BF 4 Deionized water is added into the pretreated filtrate to regenerate the dissolved cotton fibers, so that impurities in the cotton processing waste are completely removed. The problem that impurities in cotton processing waste cannot be removed by ethanol-glacial acetic acid-Amberlyst-15 pretreatment is solved, and the pretreatment cost is greatly reduced; furthermore, the cotton fiber after dissolution and regeneration has higher specific surface area and accessibility, and the cellulose structure is looser, which is very beneficial for the depolymerization and dehydration reaction in the pyrolysis process, thereby greatly promoting the 1-hydroxy-3, 6-dioxybicyclo [3.2.1]]Production of octan-2-one. Meanwhile, in the pretreatment process, the dissolved and regenerated cotton fibers can generate phosphorus-containing and nitrogen-containing groups, so that solid products generated by pyrolysis can be doped with P and N atoms, the increase of the pseudo capacitance of the carbon material is facilitated, the capacitance performance of the carbon material is obviously improved, and the activated carbon capable of preparing the super-capacitor material can be obtained after high-temperature activation.
In summary, the present invention is based on the use of phosphoric acid and [ Emim]BF 4 The cotton processing waste is subjected to combined pretreatment, so that the pretreatment cost is reduced, high-quality cotton fibers are obtained, and the cotton processing waste is favorably converted into 1-hydroxy-3, 6-dioxobicyclo [3.2.1]]The conversion of the octan-2-ketone can greatly improve the physical and chemical properties of the pyrolytic carbon. In addition, the method is suitable for various cotton processing wastes including waste cotton of car belly cleaning, waste cotton of car belly combing, cotton fluffy, waste cotton of dust cleaning and filtering, cotton linters and the like, has strong raw material adaptability, and can realize high-efficiency recycling of different cotton processing wastes.
Detailed Description
The invention provides a high-value utilization method of cotton processing wastes, which is further explained by combining a specific embodiment mode. It should be understood that the following detailed description is illustrative of the invention only and is not intended to limit the scope of the invention.
The liquid product yield calculation method in the following examples is as follows:
liquid product yield = (mass of liquid product collected ÷ mass of cotton processing waste after pretreatment) × 100%.
In the following examples, the content of 1-hydroxy-3, 6-dioxabicyclo [3.2.1] octan-2-one in the liquid product was analyzed by a gas chromatography/mass spectrometer, and quantitative determination by an external standard method was carried out, and the yield and selectivity of 1-hydroxy-3, 6-dioxabicyclo [3.2.1] octan-2-one were calculated as follows:
the yield of 1-hydroxy-3, 6-dioxabicyclo [3.2.1] octan-2-one = (mass of 1-hydroxy-3, 6-dioxabicyclo [3.2.1] octan-2-one ÷ mass of cotton processing waste after pretreatment) × 100%;
the selectivity of 1-hydroxy-3, 6-dioxabicyclo [3.2.1] octan-2-one = (mass of 1-hydroxy-3, 6-dioxabicyclo [3.2.1] octan-2-one ÷ mass of organic liquid product) × 100%, and the organic liquid product means an organic matter excluding moisture in the liquid product.
The percentages in the following examples are by mass unless otherwise specified.
Example 1
Taking 5g of the waste cotton of the clear abdomen, putting the waste cotton into 150mL of 10% phosphoric acid solution, stirring the mixture for 2 hours at the temperature of 30 ℃, and then filtering the mixture; the filter cake was transferred to 150 [ mL ] Emim]BF 4 Stirring the solution at 60 ℃ for 2h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtering after pretreatment into 1000mL of deionized water, stirring for 0.5h at 30 ℃, and then filtering; washing the filtered solid with deionized water at 40 ℃ to be neutral, and finally drying at 100 ℃ for 12h to obtain the pretreated waste cotton for cleaning the car belly.
And (3) mechanically mixing 1g of the pretreated waste cotton for cleaning the car belly with 0.33g of zinc-aluminum composite metal oxide, and performing fast pyrolysis for 20s at 320 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 26.37% in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one is calculated to obtain 1-hydroxy-3, 6-dioxabicyclo [3.2.1]]The yield of oct-2-one was 3.13%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 36.49%. The solid carbon obtained by pyrolysis is in N 2 Heating to 700 ℃ at the speed of 5 ℃/min in the atmosphere for activation for 1h, cooling to room temperature, washing with deionized water at the temperature of 30 ℃ to neutrality, and finally drying at the temperature of 100 ℃ for 12h to obtain the activated carbon material.
0.2g of the activated carbon is taken to prepare a super-capacitor material, and the specific capacitance of the super-capacitor material is measured to be 118.7F/g in a KOH solution with the concentration of 6molmol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 2
Taking 5g of waste cotton of the comb car belly, putting the waste cotton into 200mL of 15% phosphoric acid solution, stirring the mixture for 4 hours at the temperature of 60 ℃, and then filtering the mixture; the filter cake was transferred to 1802 [ mL ] Emim]BF 4 In the solution, stirring at 50 ℃ for 3h, followed by filtration; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 1300mL of deionized water, stirring for 2h at 40 ℃, and then filtering; washing the filtered solid with deionized water at 70 ℃ to be neutral, and finally drying at 105 ℃ for 15h to obtain the pretreated waste cotton of the comb car belly.
And (3) mechanically mixing 1g of the pretreated waste cotton of the comb car belly with 0.5g of zinc-aluminum composite metal oxide, and performing fast pyrolysis for 20s at the temperature of 450 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 50.27% in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of oct-2-one was 3.61%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 20.77%. The solid carbon obtained by pyrolysis is in N 2 Heating to 750 ℃ at the speed of 7 ℃/min in the atmosphere for activation for 2h, cooling to room temperature, washing with deionized water at the temperature of 70 ℃ to neutrality, and finally drying at the temperature of 105 ℃ for 15h to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare a super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 113.4F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 3
Putting 2g of cotton wool and 3g of waste cotton of the clear abdomen into 200mL of 30% phosphoric acid solution, stirring for 5h at 50 ℃, and then filtering; the filter cake was transferred to 230mL Emim]BF 4 Stirring the solution at 90 ℃ for 5h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtering after pretreatment into 1500mL of deionized water, stirring for 1.5h at 45 ℃, and then filtering; washing the filtered solid with deionized water at 50 ℃ to be neutral, and finally drying at 105 ℃ for 24h to obtain the pretreated waste cotton.
Mechanically mixing 1g of the pretreated waste cotton with 4g of magnesium modified HZSM-5 molecular sieve (Mg/N-HZSM-5), and rapidly heating at 350 deg.C under nitrogen atmosphereAnd (5) decomposing for 20s to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 44.68%, wherein 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of oct-2-one was 9.52%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 41.28%. The solid carbon obtained by pyrolysis is in N 2 Heating to 900 ℃ at the temperature of 10 ℃/min in the atmosphere for activating for 2.5h, cooling to room temperature, washing with deionized water at the temperature of 50 ℃ to be neutral, and finally drying at the temperature of 110 ℃ for 24h to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare the super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 101.8F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 4
Putting 4g of dust-removing waste cotton and 1g of comb car belly waste cotton into 250mL of 20% phosphoric acid solution, stirring for 4h at 30 ℃, and then filtering; the filter cake was transferred to 250mL Emim]BF 4 In the solution, stirring at 50 ℃ for 3h, followed by filtration; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 2000mL of deionized water, stirring for 1.5h at 40 ℃, and then filtering; washing the filtered solid with deionized water at 60 ℃ to be neutral, and finally drying at 100 ℃ for 18h to obtain the pretreated waste cotton.
And (3) mechanically mixing 1g of the pretreated waste cotton with 6g of magnesium modified nitride HZSM-5 molecular sieve (Mg/N-HZSM-5), and performing fast pyrolysis for 20s at 400 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 44.49%, in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of octan-2-one was 6.21%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of octan-2-one in the organic liquid product was 31.95%. The solid carbon obtained by pyrolysis is in N 2 Heating to 800 deg.C at 15 deg.C/min in atmosphere, activating for 1.5h, and coolingAnd (3) washing the mixture to be neutral by using deionized water at the temperature of 80 ℃, and finally drying the mixture for 12 hours at the temperature of 110 ℃ to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare a super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 73.7F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 5
Putting 5g of cotton linters into 230mL of 15% phosphoric acid solution, stirring for 3h at 70 ℃, and then filtering; the filter cake was transferred to 200 [ mu ] Emim]BF 4 In the solution, stirring at 70 ℃ for 4h, followed by filtration; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 1800mL of deionized water, stirring for 2.5h at 35 ℃, and then filtering; washing the filtered solid with deionized water at 40 ℃ to be neutral, and finally drying at 105 ℃ for 24h to obtain the pretreated cotton linter.
And (3) mechanically mixing 1g of the pretreated cotton linters with 3g of zinc-aluminum composite metal oxide, and performing fast pyrolysis at 320 ℃ for 20s in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to give a liquid product in 41.99% yield, in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one is calculated to obtain 1-hydroxy-3, 6-dioxabicyclo [3.2.1]]The yield of oct-2-one was 6.72%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of octan-2-one in the organic liquid product was 31.29%. The solid carbon obtained by pyrolysis is in N 2 Heating to 850 ℃ at the speed of 12 ℃/min under the atmosphere, activating for 1h, cooling to room temperature, washing with deionized water at the temperature of 40 ℃ to be neutral, and finally drying at the temperature of 110 ℃ for 24h to obtain the activated carbon material.
0.2g of the activated carbon is taken to prepare a super-capacitor material, and the specific capacitance of the super-capacitor material is measured to be 95.3F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 6
3g of green cotton wool and 2g of waste cotton in the middle of the car are taken and put into180mL of 20% phosphoric acid solution, stirring for 3 hours at 60 ℃, and then filtering; the filter cake was transferred to 180 [ Emim ]]BF 4 In the solution, stirring at 80 ℃ for 3h, followed by filtration; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 1500mL of deionized water, stirring for 2h at 50 ℃, and then filtering; washing the filtered solid with deionized water at 80 ℃ to be neutral, and finally drying at 110 ℃ for 21h to obtain the pretreated waste cotton.
And (3) mechanically mixing 1g of the pretreated waste cotton with 1g of magnesium modified nitride HZSM-5 molecular sieve (Mg/N-HZSM-5), and performing fast pyrolysis for 20s at 550 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 41.43% in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one is calculated to obtain 1-hydroxy-3, 6-dioxabicyclo [3.2.1]]The yield of octan-2-one was 2.62%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of octan-2-one in the organic liquid product was 15.87%. The solid carbon obtained by pyrolysis is in N 2 Heating to 900 ℃ at the speed of 15 ℃/min in the atmosphere for activation for 3h, cooling to room temperature, washing with deionized water at the temperature of 60 ℃ to be neutral, and finally drying at the temperature of 110 ℃ for 21h to obtain the activated carbon material.
0.2g of the activated carbon is taken to prepare a super-capacitor material, and the specific capacitance of the super-capacitor material is measured to be 68.5F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 7
Putting 5g of cotton wool into 230mL of 25% phosphoric acid solution, stirring for 4h at 60 ℃, and then filtering; the filter cake was transferred to 250mL Emim]BF 4 In the solution, stirring at 60 ℃ for 2h, followed by filtration; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtering after pretreatment into 1000mL of deionized water, stirring for 0.5h at 30 ℃, and then filtering; and washing the filtered solid with deionized water at 70 ℃ to be neutral, and finally drying at 105 ℃ for 18h to obtain the pretreated cotton wool.
Taking 1g of the pretreated cotton wool and 5g of zinc-aluminum composite goldMechanically mixing the oxides, and performing fast pyrolysis for 20s at 350 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 41.27%, wherein 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of oct-2-one was 4.86%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 28.77%. The solid carbon obtained by pyrolysis is in N 2 Heating to 800 ℃ at the temperature of 7 ℃/min in the atmosphere for activation for 1.5h, cooling to room temperature, washing with deionized water at the temperature of 70 ℃ to be neutral, and finally drying at the temperature of 105 ℃ for 18h to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare a super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 126.2F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 8
Putting 1g of waste cotton on the comb car belly and 4g of cotton linters into 250mL of 30% phosphoric acid solution, stirring for 5 hours at 40 ℃, and then filtering; the filter cake was transferred to 230mL Emim]BF 4 In the solution, stirring at 70 ℃ for 5h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 2000mL of deionized water, stirring for 1h at 45 ℃, and then filtering; washing the filtered solid with deionized water at 70 ℃ to be neutral, and finally drying at 100 ℃ for 24h to obtain the pretreated waste cotton.
And (2) mechanically mixing 1g of the pretreated waste cotton with 2g of magnesium modified nitrided HZSM-5 molecular sieve (Mg/N-HZSM-5), and performing fast pyrolysis for 20s at 450 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to give a liquid product in 48.03% yield, which was analyzed by gas chromatography for 1-hydroxy-3, 6-dioxabicyclo [3.2.1]]The content of octan-2-one is calculated to obtain 1-hydroxy-3, 6-dioxabicyclo [3.2.1]]The yield of octan-2-one was 4.63%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 22.31%. The solid carbon obtained by pyrolysis is in N 2 Heating to 900 ℃ at the speed of 5 ℃/min in the atmosphere for activation for 2.5h, cooling to room temperature, washing with deionized water at the temperature of 60 ℃ to be neutral, and finally drying at the temperature of 110 ℃ for 15h to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare a super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 148.9F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 9
Putting 1g of combed car belly waste cotton, 2g of dust-removing waste cotton and 2g of cotton linters into 200mL of 25% phosphoric acid solution, stirring for 2h at 70 ℃, and then filtering; transferring the filter cake to 200 [ mL ] Emim]BF 4 Stirring the solution at 50 ℃ for 2h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 1800mL of deionized water, stirring for 2.5h at 35 ℃, and then filtering; washing the filtered solid with deionized water at 80 ℃ to be neutral, and finally drying at 105 ℃ for 15h to obtain the pretreated waste cotton.
And (3) mechanically mixing 1g of the pretreated waste cotton with 2g of zinc-aluminum composite metal oxide, and performing fast pyrolysis at 400 ℃ for 20s in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 50.52% in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one is calculated to obtain 1-hydroxy-3, 6-dioxabicyclo [3.2.1]]The yield of oct-2-one was 8.36%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 37.79%. The solid carbon obtained by pyrolysis is in N 2 Heating to 700 ℃ at a speed of 10 ℃/min in the atmosphere for activation for 3h, cooling to room temperature, washing with 80 ℃ deionized water to neutrality, and finally drying at 105 ℃ for 21h to obtain the activated carbon material.
0.2g of the activated carbon is taken to prepare a super-capacitor material, and the specific capacitance of the super-capacitor material is measured to be 86.6F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 10
Putting 1g of clear abdomen waste cotton, 1g of blue cotton and 3g of cotton linter into 250mL of 10% phosphoric acid solution, stirring for 4h at 50 ℃, and then filtering; the filter cake was transferred to 150 [ mL ] Emim]BF 4 Stirring the solution at 80 ℃ for 4h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 1000mL of deionized water, stirring for 1h at 50 ℃, and then filtering; washing the filtered solid with deionized water at 40 ℃ to be neutral, and finally drying at 105 ℃ for 18h to obtain the pretreated waste cotton.
And (3) mechanically mixing 1g of the pretreated waste cotton with 4g of magnesium modified nitride HZSM-5 molecular sieve (Mg/N-HZSM-5), and performing fast pyrolysis for 20s at 350 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to give a liquid product in a yield of 48.35% in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of oct-2-one was 7.67%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of octan-2-one in the organic liquid product was 36.49%. The solid carbon obtained by pyrolysis is in N 2 Heating to 850 ℃ at the speed of 5 ℃/min in the atmosphere for activating for 3h, cooling to room temperature, washing with deionized water at the temperature of 50 ℃ to be neutral, and finally drying at the temperature of 110 ℃ for 24h to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare a super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 130.6F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 11
Putting 1g of combing belly waste cotton, 3g of dust-removing waste cotton and 1g of cotton linter into 180mL of 20% phosphoric acid solution, stirring for 3h at 60 ℃, and then filtering; the filter cake was transferred to 1802 [ mL ] Emim]BF 4 Stirring the solution at 60 ℃ for 3h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtering after pretreatment into 1500mL of deionized water, stirring for 2h at 45 ℃, and then filtering; washing the filtered solid with deionized water at 60 ℃ to be neutral,and finally drying at 100 ℃ for 21h to obtain the pretreated waste cotton.
And (2) mechanically mixing 1g of the pretreated waste cotton with 1g of magnesium modified nitrided HZSM-5 molecular sieve (Mg/N-HZSM-5), and performing fast pyrolysis for 20s at 400 ℃ in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 30.26%, wherein 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of octan-2-one was 2.95%, 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The selectivity of oct-2-one in the organic liquid product was 25.95%. The solid carbon obtained by pyrolysis is in N 2 Heating to 700 ℃ at the speed of 12 ℃/min under the atmosphere, activating for 2.5h, cooling to room temperature, washing with deionized water at the temperature of 60 ℃ to be neutral, and finally drying at the temperature of 100 ℃ for 18h to obtain the activated carbon material.
0.2g of the activated carbon is taken to prepare a super-capacitor material, and the specific capacitance of the super-capacitor material is measured to be 74.8F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
Example 12
Putting 5g of cotton linters into 150mL of 15% phosphoric acid solution, stirring for 2h at 40 ℃, and then filtering; the filter cake was transferred to 150 [ mL ] Emim]BF 4 Stirring the solution at 90 ℃ for 2h, and then filtering; taking 50mL 2 Emim]BF 4 Adding the filtrate obtained by filtration after pretreatment into 1800mL of deionized water, stirring for 0.5h at 40 ℃, and then filtering; washing the filtered solid with deionized water at 50 ℃ to be neutral, and finally drying at 110 ℃ for 12h to obtain the pretreated cotton linter.
And (3) mechanically mixing 1g of the pretreated cotton linters with 0.5g of zinc-aluminum composite metal oxide, and performing fast pyrolysis at 500 ℃ for 20s in a nitrogen atmosphere to obtain volatile components and solid carbon. The volatile components were condensed to obtain a liquid product in a yield of 53.38% in which 1-hydroxy-3, 6-dioxabicyclo [3.2.1] was analyzed by gas chromatography]The content of octan-2-one was calculated to give 1-hydroxy-3, 6-dioxabicyclo [ 3.2.1%]The yield of octan-2-one is3.27%, 1-hydroxy-3, 6-dioxobicyclo [3.2.1]]The selectivity of oct-2-one in the organic liquid product was 17.53%. The solid carbon obtained by pyrolysis is in N 2 Heating to 750 ℃ at the speed of 15 ℃/min in the atmosphere for activation for 2h, cooling to room temperature, washing with deionized water at the temperature of 30 ℃ to neutrality, and finally drying at the temperature of 110 ℃ for 12h to obtain the activated carbon material.
Taking 0.2g of the activated carbon to prepare a super-capacitor material, and measuring the specific capacitance of the super-capacitor material to be 68.8F/g in a KOH solution with the concentration of 6mol/L by adopting a three-electrode system (a reference electrode is a saturated calomel electrode, and a comparison electrode is a platinum sheet electrode) under the condition that the current density is 1A/g.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like made within the spirit and principles of the present invention are intended to be included within the scope of the present invention.
Claims (9)
1. A method for high-value utilization of cotton processing waste is characterized in that the cotton processing waste is used as a raw material and sequentially passes through phosphoric acid and [ Emim ]]BF 4 After pretreatment, filtering; adding the filtered filtrate into deionized water, stirring, and filtering again; washing the solid after the secondary filtration to be neutral by using deionized water, and drying; then mechanically mixing the dried solid with a catalyst according to the mass ratio of (3: 1) - (1: 6), carrying out fast pyrolysis at 320-550 ℃ under the anaerobic condition, wherein the pyrolysis reaction time is not more than 30s, and condensing volatile components generated by pyrolysis to obtain the product rich in 1-hydroxy-3, 6-dioxy bicyclo [3.2.1]]A liquid product of oct-2-one; and heating the solid product obtained by pyrolysis to 700-900 ℃ in the atmosphere of N2, carrying out high-temperature activation for 1-3 h, cooling to room temperature, washing to neutrality by using deionized water, and drying to obtain the activated carbon.
2. The method as claimed in claim 1, wherein the cotton processing waste comprises at least one of waste cotton from car belly cleaning, waste cotton from comb belly cleaning, cotton fluffing, waste cotton from dust cleaning and filtering, or cotton linters.
3. The method for high-value utilization of cotton processing waste as claimed in claim 1, wherein the pretreatment with phosphoric acid comprises immersing cotton processing waste in a phosphoric acid solution at a solid-to-liquid ratio of (1: 30) to (1: 50) (g/mL), stirring at 30-70 ℃ for 2-5 h, and filtering.
4. The method as claimed in claim 3, wherein the phosphoric acid solution is an aqueous solution of phosphoric acid with a concentration of 10-30%.
5. The method as claimed in claim 1, wherein [ Emim ] is a high-value utilization method of cotton processing waste]BF 4 The pretreatment is to immerse the cotton processing waste pretreated by phosphoric acid in Emim according to the solid-liquid ratio of (1: 30) - (1: 50) (g/mL)]BF 4 Adding the mixture into the solution, stirring the mixture for 1 to 3 hours at a temperature of between 50 and 90 ℃, and then filtering the mixture.
6. The method as claimed in claim 1, wherein the step of adding the filtered filtrate into deionized water is to add [ Emim ] to the filtrate]BF 4 Adding the pretreated filtrate into deionized water according to the mass ratio of (1: 20) - (1: 40), stirring at 30-50 ℃ for 0.5-2.5 h, and then filtering.
7. The method as claimed in claim 1, wherein the catalyst comprises a zinc-aluminum composite metal oxide or a magnesium-modified HZSM-5 molecular sieve.
8. The method of claim 1, wherein the drying temperature of the pretreated solid and the solid obtained after high-temperature activation is 100-110 ℃, and the drying time is 12-24 h.
9. The method as claimed in claim 1, wherein the heating rate of 700-900 ℃ is 5-15 ℃/min.
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