CN116283566A - Method for recycling waste PET polyester by alcoholysis with ionic liquid as catalyst - Google Patents
Method for recycling waste PET polyester by alcoholysis with ionic liquid as catalyst Download PDFInfo
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- CN116283566A CN116283566A CN202310075211.0A CN202310075211A CN116283566A CN 116283566 A CN116283566 A CN 116283566A CN 202310075211 A CN202310075211 A CN 202310075211A CN 116283566 A CN116283566 A CN 116283566A
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- 229920000728 polyester Polymers 0.000 title claims abstract description 49
- 239000002699 waste material Substances 0.000 title claims abstract description 45
- 238000006136 alcoholysis reaction Methods 0.000 title claims abstract description 42
- 239000002608 ionic liquid Substances 0.000 title claims abstract description 42
- 239000003054 catalyst Substances 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 22
- 238000004064 recycling Methods 0.000 title claims abstract description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 72
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 239000004753 textile Substances 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims description 33
- HCGMDEACZUKNDY-UHFFFAOYSA-N 1-butyl-3-methyl-1,2-dihydroimidazol-1-ium;acetate Chemical compound CC(O)=O.CCCCN1CN(C)C=C1 HCGMDEACZUKNDY-UHFFFAOYSA-N 0.000 claims description 14
- 239000000835 fiber Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 4
- ZXLOSLWIGFGPIU-UHFFFAOYSA-N 1-ethyl-3-methyl-1,2-dihydroimidazol-1-ium;acetate Chemical compound CC(O)=O.CCN1CN(C)C=C1 ZXLOSLWIGFGPIU-UHFFFAOYSA-N 0.000 claims description 2
- LBECZVASLSDXEG-UHFFFAOYSA-N 1-methyl-3-propyl-1,2-dihydroimidazol-1-ium;acetate Chemical compound CC([O-])=O.CCCN1C[NH+](C)C=C1 LBECZVASLSDXEG-UHFFFAOYSA-N 0.000 claims description 2
- PBDSLFHVFDFFBF-UHFFFAOYSA-N C(C)(=O)O.C(CCCC)N1CN(C=C1)C Chemical compound C(C)(=O)O.C(CCCC)N1CN(C=C1)C PBDSLFHVFDFFBF-UHFFFAOYSA-N 0.000 claims description 2
- NWCNCBILAMBFIX-UHFFFAOYSA-N C(C)(=O)O.C(CCCCCCC)N1CN(C=C1)C Chemical compound C(C)(=O)O.C(CCCCCCC)N1CN(C=C1)C NWCNCBILAMBFIX-UHFFFAOYSA-N 0.000 claims description 2
- UCORDLUWXAPELE-UHFFFAOYSA-N C(CCCCC)N1CN(C=C1)C.C(C)(=O)O Chemical compound C(CCCCC)N1CN(C=C1)C.C(C)(=O)O UCORDLUWXAPELE-UHFFFAOYSA-N 0.000 claims description 2
- 229940070710 valerate Drugs 0.000 claims 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims 1
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 abstract description 31
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 11
- 238000011084 recovery Methods 0.000 abstract description 8
- 230000035484 reaction time Effects 0.000 abstract description 7
- 239000000126 substance Substances 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 2
- XRBXGZZMKCBTFP-UHFFFAOYSA-N 4-(2,2-dihydroxyethoxycarbonyl)benzoic acid Chemical group OC(O)COC(=O)C1=CC=C(C(O)=O)C=C1 XRBXGZZMKCBTFP-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000012691 depolymerization reaction Methods 0.000 abstract 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 84
- 239000005020 polyethylene terephthalate Substances 0.000 description 84
- 239000000047 product Substances 0.000 description 14
- 230000000694 effects Effects 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 8
- 229910021641 deionized water Inorganic materials 0.000 description 8
- 239000011259 mixed solution Substances 0.000 description 6
- -1 polyethylene terephthalate Polymers 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 4
- 238000002144 chemical decomposition reaction Methods 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000000967 suction filtration Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 3
- 239000012295 chemical reaction liquid Substances 0.000 description 3
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- 238000010438 heat treatment Methods 0.000 description 3
- 238000004806 packaging method and process Methods 0.000 description 3
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- 238000005303 weighing Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
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- 238000003756 stirring Methods 0.000 description 2
- XDZAFZVZTAGZHI-UHFFFAOYSA-N 1-ethyl-3-methyl-1,2-dihydroimidazol-1-ium;ethyl sulfate Chemical compound CCOS([O-])(=O)=O.CC[NH+]1CN(C)C=C1 XDZAFZVZTAGZHI-UHFFFAOYSA-N 0.000 description 1
- RILPVBCCHVYIJF-UHFFFAOYSA-N 1-ethyl-3-methyl-1,2-dihydroimidazol-1-ium;methanesulfonate Chemical compound CS(O)(=O)=O.CCN1CN(C)C=C1 RILPVBCCHVYIJF-UHFFFAOYSA-N 0.000 description 1
- ZRPAUEVGEGEPFQ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 ZRPAUEVGEGEPFQ-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
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- 230000007547 defect Effects 0.000 description 1
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- 238000001035 drying Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
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- 230000005496 eutectics Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 238000007909 melt granulation Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 235000014214 soft drink Nutrition 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
- B01J31/0281—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
- B01J31/0284—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member of an aromatic ring, e.g. pyridinium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0298—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature the ionic liquids being characterised by the counter-anions
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/49—Esterification or transesterification
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
A method for recycling waste PET polyester by alcoholysis with ionic liquid as a catalyst relates to the field of polyester textile alcoholysis recycling. The invention takes PET polyester material as raw material, glycol as alcoholysis agent, ionic liquid as catalyst, and the polyester is dihydroxyethyl terephthalate (BHET) at 170-220 ℃. The invention uses ionic liquid as catalyst, which can effectively reduce the depolymerization reaction temperature of polyester, shorten the reaction time, improve the yield of dihydroxyethyl terephthalate (BHET), reduce the technical cost of chemical recovery process, and simultaneously obtain high purity product.
Description
Technical Field
The invention relates to a method for recycling waste PET polyester by alcoholysis of ionic liquid serving as a catalyst, belonging to the technical field of recycling and green catalysis of high polymer solid waste.
Background
The polyester belongs to a high molecular compound, and is polyethylene terephthalate (PET) produced by Polycondensation of Terephthalic Acid (PTA) and Ethylene Glycol (EG). The fiber grade polyester chip is used for manufacturing polyester short fibers and polyester filaments, is a raw material for processing fibers and related products for polyester fiber enterprises, and polyester is used as a variety with the largest yield in chemical fibers and occupies about 80% of market share of the chemical fiber industry, so that market change and development trend of polyester series are important points of the chemical fiber industry. Meanwhile, the polyester also has the applications of bottles, films and the like, and is widely applied to the fields of packaging industry, electronic and electric appliances, medical and health, construction, automobiles and the like, wherein the packaging is the largest non-fiber application market of the polyester, and is also the field of the fastest growth of PET. Polyester chips can be said to be an important intermediate product connecting petrochemicals and a number of industrial products. Due to the characteristics of light weight, large volume and difficult natural decomposition, the direct discharge of a large amount of waste PET not only causes serious environmental pollution, but also brings about huge resource waste. Meanwhile, the raw material of PET is a non-renewable petroleum resource, and in recent years, the effective yield of petroleum is rapidly reduced, and the supply and demand are increasingly tense. Therefore, the recycling of the waste PET not only can reduce the pollution to the environment, but also can prolong the utilization period of resources and save the production raw materials, thereby having great social and economic benefits.
At present, the waste PET polyester is mainly recovered by a physical degradation method and a chemical degradation method. The recovery way of the waste PET polyester, such as beverage packaging bottles, is mainly physical degradation recovery, the waste PET is cut into fragments and then is manufactured into low-end products in a melt granulation reprocessing mode, and compared with a chemical degradation method, the physical recovery process has the advantages of simple equipment, easy operation, low cost, short recovery time and large treatment capacity. However, the method can oxidize part of PET and generate oligomers and other magazines, so that the recovered product has yellowing color, low viscosity and reduced mechanical property, and the recovered PET can only be used for manufacturing low-grade materials but cannot be recycled. Chemical degradation is a process for preparing various polyester resins by modification after breaking polyester chains into small molecules by chemical reaction. The chemical degradation method can realize green degradation and grade-keeping recovery of PET, so that the recovered PET can be further used as food-grade soft drink bottles and hard packaging materials.
The chemical recovery modes of PET mainly comprise a methanol alcoholysis method, an amine/ammonia method, a hydrolysis method and an ethylene glycol alcoholysis method. The reaction condition of the glycol alcoholysis method is relatively mild, and the economy is higher, however, the glycol alcoholysis reaction of PET is very dependent on the characteristics of a catalyst, and the glycol alcoholysis catalyst of PET is mainly divided into metal salt, ionic liquid, eutectic solvent, nano material, solid acid, metal oxide and the like. In recent years, ionic liquids have shown many advantages in various fields, and are widely used in PET alcoholysis processes due to the advantages of low toxicity, simple synthesis, adjustable structure and the like. Therefore, the method for catalyzing the alcoholysis of the waste PET polyester by using the ionic liquid as the catalyst overcomes the defect that the traditional catalyst cannot be recycled, can greatly reduce the cost of the catalyst, has low requirements on PET raw material sources and wide applicability on raw materials, realizes low alcoholysis temperature, short alcoholysis time, high PET conversion rate and BHET monomer yield and high purity of the reacted product, and has important significance and wide application prospect.
The invention has the following advantages:
(1) The waste PET polyester is recycled, so that the pollution problem of the waste PET to the environment and ecology is solved, the dependence on non-renewable resources such as petroleum is reduced, the situation of shortage of resources in China is relieved, and the sustainable development of economy is realized;
(2) The ionic liquid catalyst used in the invention has stable performance, green and safe;
(3) According to the invention, the ionic liquid is used as a catalyst for catalytic degradation of the waste PET polyester, so that the source requirement on PET raw materials is low, and the applicability of the PET raw materials is wide;
(4) The invention adopts the ionic liquid as the catalyst to catalyze and degrade the waste PET polyester, and has high PET conversion rate, high product yield, short reaction time and high product purity.
Disclosure of Invention
The invention aims to provide a method for recycling waste PET (polyethylene terephthalate) polyester by alcoholysis of an ionic liquid serving as a catalyst, and aims to solve the problems of low yield and purity, metal residue, long reaction time and the like of BHET (polyethylene terephthalate) existing in recycling waste PET polyester by an ethylene glycol alcoholysis method. In order to achieve the purpose, the invention selects a plurality of ionic liquids with good stability and environmental protection as catalysts, and carries out alcoholysis recovery on the waste PET polyester under mild conditions.
The reaction equation according to the present invention is as follows:
the ionic liquid is used as a catalyst for alcoholysis to recycle waste PET polyester, and is characterized in that the waste PET polyester comprises PET bottles, PET colored fibers and PET textiles, the solvent is glycol, the mass ratio of the solvent to the PET is 3:1-10:1, the adding amount of the catalyst ionic liquid is 1% -20% of the mass of the PET, the reaction temperature is 150-220 ℃, and the reaction time is 30-360min. The conversion of PET polyester and the yield of product BHET were calculated according to the following formulas:
the experimental steps involved in the invention are as follows:
(1) Cleaning and shearing PET raw materials;
(2) Weighing a certain amount of PET, glycol and catalyst ionic liquid, and putting the three into a three-neck flask after weighing;
(3) The three-neck flask is provided with a stirring paddle for stirring alcoholysis reaction liquid in the reaction process and a reflux pipe for condensing and recycling glycol in the reaction process;
(4) Placing the three-neck flask in an oil bath kettle preheated to a set temperature to start alcoholysis reaction;
(5) After the reaction reaches the time, pumping and filtering the reaction liquid while the reaction liquid is hot, and filtering the PET which is not degraded in the filtration;
(6) Adding deionized water into the filtrate obtained after suction filtration, wherein the mass ratio of the deionized water to the glycol is 4:1;
(7) Placing the liquid added with deionized water into a water bath kettle at 90 ℃ and heating for 30min;
(8) Heating for 30min, and then carrying out suction filtration on the mixed solution again, wherein the residual on the filter paper is dimer and oligomer, and the filtrate is the mixed solution of BHET and glycol deionized water;
(9) Refrigerating the mixed solution of BHET and glycol deionized water at 4 ℃ for 10 hours;
(10) The BHET is recrystallized and separated out from the mixed solution of the ethylene glycol and the deionized water at the temperature of 4 ℃, the mixed solution of the BHET and the ethylene glycol deionized water is refrigerated for 10 hours, suction filtration is carried out on the mixed solution of the BHET and the ethylene glycol deionized water, and the filter paper is obtained at the moment to obtain the BHET;
(11) And drying and weighing the BHET obtained after suction filtration.
The specific experimental operation after the reaction is finished is shown in figure 1.
Drawings
FIG. 1 is a schematic diagram of the operational flow of an alcoholysis experiment
FIG. 2 shows the product obtained in example 8 1 H NMR spectrum;
FIG. 3 shows the product obtained in example 8 13 C NMR spectrum.
Detailed Description
The present invention will be described in more detail with reference to the following examples, but the application of the present invention is not limited to the ranges set forth in the examples.
Examples 1 to 11: influence of different ionic liquid catalysts on the glycol alcoholysis reaction of waste PET polyester.
Waste PET textiles and ionic liquid 1-ethyl-3-methylimidazole bis (trifluoromethanesulfonyl) imide salt, 1-ethyl-3-methylimidazole hexafluorophosphate, 1-ethyl-3-methylimidazole valerate, 1-ethyl-3-methylimidazole ethyl sulfate, 1-ethyl-3-methylimidazole mesylate, 1-ethyl-3-methylimidazole acetate, 1-propyl-3-methylimidazole acetate, 1-butyl-3-methylimidazole acetate, 1-amyl-3-methylimidazole acetate, 1-hexyl-3-methylimidazole acetate, 1-octyl-3-methylimidazole acetate and ethylene glycol with the mass ratio of 1:5 are put into a three-neck flask, and after the temperature is raised to 190 ℃, the mixture is reacted for 90min. After the reaction is finished, the quality of the residual PET and the product BHET is analyzed, and the conversion rate of the PET and the yield of the BHET are calculated. The effect of different ionic liquid catalysts on PET conversion and BHET yield by catalyzing the alcoholysis reaction of waste PET polyesters is shown in Table 1.
TABLE 1 catalysis of waste PET polyester alcoholysis reactions by different Ionic liquid catalysts
Examples 12 to 15: the effect of the reaction temperature on PET conversion rate and BHET yield when the 1-butyl-3-methylimidazole acetate ionic liquid is used as a catalyst for catalyzing the alcoholysis reaction of waste PET.
The waste PET textile, the ionic liquid 1-butyl-3-methylimidazole acetate with the mass ratio of 5% and the ethylene glycol with the mass ratio of 1:5 are put into a three-neck flask, and are reacted for 90min after the temperature is raised to 150-220 ℃. After the reaction is finished, the quality of the residual PET and the product BHET is analyzed, and the conversion rate of the PET and the yield of the BHET are calculated. The effect of reaction temperature on PET conversion and BHET yield when using 1-butyl-3-methylimidazole acetate ionic liquid as catalyst to catalyze the alcoholysis reaction of waste PET polyester is shown in Table 2.
TABLE 2 Ionic liquid catalyzed waste PET polyester alcoholysis reactions at different temperatures
Examples 16 to 18: the effect of EG consumption on PET conversion rate and BHET yield in the process of catalyzing the alcoholysis reaction of waste PET polyester by using 1-butyl-3-methylimidazole acetate ionic liquid as a catalyst.
The waste PET textiles, the ionic liquid 1-butyl-3-methylimidazole acetate with the mass ratio of 5% and the ethylene glycol with the mass ratio of 1:3-1:10 are put into a three-neck flask, and the mixture is heated to 190 ℃ and then reacted for 90min. After the reaction is finished, the quality of the residual PET and the product BHET is analyzed, and the conversion rate of the PET and the yield of the BHET are calculated. The effect of EG usage on PET conversion and BHET yield when using 1-butyl-3-methylimidazole acetate ionic liquid as catalyst to catalyze the waste PET polyester alcoholysis reaction is shown in Table 3.
TABLE 3 Ionic liquid catalyzed waste PET polyester alcoholysis reactions with different EG usage
Examples 20 to 24: the effect of reaction time on PET conversion rate and BHET yield when 1-butyl-3-methylimidazole acetate ionic liquid is used as a catalyst for catalyzing the alcoholysis reaction of waste PET polyester.
The waste PET textile, the ionic liquid 1-butyl-3-methylimidazole acetate with the mass ratio of 5% and the ethylene glycol with the mass ratio of 1:5 are put into a three-neck flask, and are reacted for 30-360min after the temperature is raised to 190 ℃. After the reaction is finished, the quality of the residual PET and the product BHET is analyzed, and the conversion rate of the PET and the yield of the BHET are calculated. The effect of reaction time on PET conversion and BHET yield when using 1-butyl-3-methylimidazole acetate ionic liquid as catalyst to catalyze the alcoholysis reaction of waste PET polyester is shown in Table 4.
TABLE 4 Ionic liquid catalyzed waste PET polyester alcoholysis reactions at different reaction times
Examples 24 to 28: the effect of catalyst dosage on PET conversion rate and BHET yield when 1-butyl-3-methylimidazole acetate ionic liquid is used as a catalyst for catalyzing the alcoholysis reaction of waste PET polyester.
Adding the waste PET textile, the ionic liquid 1-butyl-3-methylimidazole acetate with the mass ratio of 0-20% and the ethylene glycol with the mass ratio of 1:5 into a three-neck flask, heating to 190 ℃, and reacting for 30-360min. After the reaction is finished, the quality of the residual PET and the product BHET is analyzed, and the conversion rate of the PET and the yield of the BHET are calculated. The effect of catalyst usage on PET conversion and BHET yield when using 1-butyl-3-methylimidazole acetate ionic liquid as catalyst to catalyze the alcoholysis reaction of waste PET polyester is shown in Table 4.
TABLE 5 Ionic liquid catalyzed waste PET polyester alcoholysis reactions with different catalyst usage
Finally, it is noted that the above embodiments are only for illustrating the technical solution of the present invention and not for limiting the same, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications and equivalents may be made thereto without departing from the spirit and scope of the technical solution of the present invention, which is intended to be covered by the scope of the claims of the present invention.
Claims (2)
1. A method for recycling waste PET polyester by alcoholysis with ionic liquid as a catalyst is characterized in that waste PET is taken as a raw material, the ionic liquid is taken as a catalyst, ethylene glycol is taken as a solvent, and the dosage of the ionic liquid catalyst is 5% -20% of the mass of PET; the alcoholysis temperature is 170-220 ℃; alcoholysis is carried out for 60-360min under the reaction condition that the mass ratio of ethylene glycol to PET is 3:1-10:1; catalyzing the alcoholysis of waste PET polyester;
the ionic liquid catalyst is selected from one of 1-ethyl-3-methylimidazole acetate, 11-ethyl-3-methylimidazole valerate, 1-butyl-3-methylimidazole acetate, 1-hexyl-3-methylimidazole acetate, 1-propyl-3-methylimidazole acetate, 1-octyl-3-methylimidazole acetate and 1-amyl-3-methylimidazole acetate.
2. The method for recycling waste PET polyester by alcoholysis by using an ionic liquid as a catalyst according to claim 1, wherein the method comprises the following steps: the waste PET polyester comprises PET bottles, PET colored fibers or PET textiles.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310075211.0A CN116283566A (en) | 2023-02-07 | 2023-02-07 | Method for recycling waste PET polyester by alcoholysis with ionic liquid as catalyst |
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