CN116376504A - Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle - Google Patents

Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle Download PDF

Info

Publication number
CN116376504A
CN116376504A CN202310267648.4A CN202310267648A CN116376504A CN 116376504 A CN116376504 A CN 116376504A CN 202310267648 A CN202310267648 A CN 202310267648A CN 116376504 A CN116376504 A CN 116376504A
Authority
CN
China
Prior art keywords
bheta
mixture
waste pet
parts
polyethylene glycol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202310267648.4A
Other languages
Chinese (zh)
Inventor
田飞
张毅
武占省
刘啸尘
何艳慧
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Xian Polytechnic University
Original Assignee
Xian Polytechnic University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Xian Polytechnic University filed Critical Xian Polytechnic University
Priority to CN202310267648.4A priority Critical patent/CN116376504A/en
Publication of CN116376504A publication Critical patent/CN116376504A/en
Pending legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/08—Polyurethanes from polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2101/00—Manufacture of cellular products
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0025—Foam properties rigid
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2110/00—Foam properties
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)

Abstract

The invention provides a method for preparing a functional material by using waste PET (polyethylene terephthalate) bottles, which comprises the following steps: carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃; then, dropwise adding a catalyst dibutyl tin dilaurate, and fully stirring; after stirring, adding isocyanate, stirring again to obtain the BHETA-based adhesive, preparing the BHETA-based adhesive by using the waste PET aminolysis product, wherein the crosslinking agent is diphenylmethane diisocyanate, and the adhesive strength to wood is 0.2-0.6MPa.

Description

Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle
Technical Field
The invention relates to the technical field of material preparation, in particular to a method for preparing a functional material by using waste PET (polyethylene terephthalate) bottles.
Background
Because of their unique properties, plastics are widely used in engineering and construction, aerospace, medical and adhesive production fields, and have just become an integral part of our daily lives. However, how to dispose of the large amount of plastic waste generated is a major problem in the world today. Annual production in 2019 has been statistically up to 3.68 hundred million tons, with about 1.5-2 hundred million tons of plastic waste accumulating in the natural environment each year, causing serious damage to the terrestrial and marine ecosystems.
Among various plastics, polyethylene terephthalate (PET) refers to an aromatic polyester having abundant physicochemical properties such as high transparency, dimensional stability, good mechanical properties and chemical resistance. The annual output of the plastic material in the world exceeds 7000 ten thousand tons, and the plastic material accounts for about 7 percent of the total consumption of the plastic material in the world, and the plastic material is widely applied to the manufacture of beverage bottles, packaging materials and synthetic textiles. However, due to the presence of non-hydrolysable covalent bonds, it is difficult to degrade naturally, and eventually part of the plastic has to be discarded in the landfill or discharged into the ocean. Therefore, the recovery and reuse of waste PET has become particularly important.
The cost of physically recycling PET scrap is low, but the grade and performance of the recycled PET scrap is drastically reduced. Chemical recovery can synthesize high value-added and green products by depolymerization to form monomers or oligomers, which is currently the primary recovery means. Methods including hydrolysis, aminolysis, alcoholysis and glycolysis have been quite well established and are commonly used for recovery of PET, but the yield of degraded products is low and further utilization of the products is neglected. The prior art discloses methods for upgrading recovery of a variety of degradation products. Glycolysis products are used to synthesize organophosphorus surfactants and recycled PET (r-PET) with good spinnability; the aminolysis products are used as additives to improve the performance of asphalt binders, but the value of these recovery processes is limited by their application. The glycolysis product is further hydrolyzed into terephthalic acid (TPA) and finally converted into a functional coating; waste PET is converted to Metal Organic Framework (MOF) material by one-pot solvothermal conversion for purification of waste water. The methods do not need further purification, are beneficial to recycling of waste PET, however, the high temperature is often accompanied with the recovery process, and energy waste is caused.
By comprehensively comparing the above-mentioned several recovery methods of waste PET, it can be seen that the existing recovery techniques mostly have the disadvantages of low recovery product yield, high equipment requirement, high cost, low product application value, long recovery process time consumption, etc., and have the risk of secondary pollution, and are difficult to be practically popularized. Therefore, if a strategy for saving energy and realizing high added value products can be developed, a new way for recycling and applying the waste PET is opened up.
Disclosure of Invention
In view of the above, a main object of the present invention is to provide a method for preparing a functional material using waste PET bottles.
The technical scheme adopted by the invention is as follows:
scheme one:
the invention provides a method for preparing a functional material by using waste PET (polyethylene terephthalate) bottles, which comprises the following steps:
carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃;
then, dropwise adding a catalyst dibutyl tin dilaurate, and fully stirring;
and adding isocyanate after stirring, and stirring again to obtain the BHETA-based adhesive.
In the above, the following requirements are satisfied by adding isocyanate: the mol ratio of OH/NCO in the BHETA and isocyanate is 0.5-1.5;
the addition amount of the dibutyl tin dilaurate is 0-3wt% of BHETA.
The isocyanate is any one of toluene diisocyanate, diphenylmethane diisocyanate and dicyclohexylmethane diisocyanate.
In the above, the adhesive strength of the adhesive can be changed by adjusting the molar ratio of OH/NCO in BHETA and isocyanate and the addition amount of dibutyltin dilaurate.
Scheme II:
the invention provides a method for preparing a functional material by using waste PET (polyethylene terephthalate) bottles, which comprises the following steps:
carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃ to obtain a mixture I;
adding polyethylene glycol into the first mixture, then dripping catalyst dibutyl tin dilaurate, and fully stirring;
and adding isocyanate after stirring, and stirring again to obtain the BHETA-PEG adhesive.
In the above, the polyethylene glycol added to the first mixture is any one of polyethylene glycol 200, polyethylene glycol 400, polyethylene glycol 600, polyethylene glycol 800, polyethylene glycol 1000 and polyethylene glycol 1500.
The addition amount of the polyethylene glycol is 10-80wt% of BHETA, and the addition amount of the dibutyl tin dilaurate is 2wt% of BHETA.
The isocyanate is any one of toluene diisocyanate, diphenylmethane diisocyanate and dicyclohexylmethane diisocyanate.
Among the above, polyethylene glycol is introduced, so that the compatibility of isocyanate and hydroxyl polymer can be improved, the viscosity of the solution can be increased, the strong combination of the adhesive and the wood surface can be ensured, and the bonding strength of the adhesive can be further improved.
Scheme III:
the invention provides a method for preparing a functional material by using waste PET (polyethylene terephthalate) bottles, which comprises the following steps:
carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃ to obtain a mixture II,
and adding a catalyst dibutyl tin dilaurate, foaming agent water and stabilizer dimethyl silicone oil into the mixture II, fully stirring, adding isocyanate, and stirring to obtain the rigid polyurethane foam.
In the above, the molar ratio of OH/NCO in the BHETA and isocyanate in the added isocyanate is 0.25-0.65.
In the mixture II, the contents of the catalyst dibutyl tin dilaurate, the foaming agent water and the stabilizer dimethyl silicone oil are respectively 1.5wt percent, 2wt percent and 2wt percent of BHETA.
The isocyanate is any one of toluene diisocyanate, diphenylmethane diisocyanate and dicyclohexylmethane diisocyanate.
In the above, the apparent density and compression strength of the foam can be changed by adjusting the molar ratio of OH/NCO in BHETA and isocyanate, and the contents of the added catalyst dibutyl tin dilaurate, the foaming agent water and the stabilizer dimethyl silicone oil are respectively 1.5wt%, 2wt% and 2wt% of BHETA.
The beneficial effects are as follows:
according to the method for preparing the functional material by recycling the waste PET bottle, the waste PET is converted into the BHETA-based adhesive, the BHETA-PEG adhesive and the rigid polyurethane foam, so that the upgrading and recycling of the waste PET are realized, a new way is opened up for sustainable recycling of the waste PET, and important practical conversion value and utilization value are provided for recycling of the waste PET.
The method can be realized at normal pressure and low temperature, has no special requirement on experimental equipment, and avoids the use of expensive instruments; the stirring and heating operation is safe and simple, the source of the solvent for dissolving the BHETA is wide, the selection range of polyethylene glycol is wide, and the polyethylene glycol is nontoxic and nonirritant; the adhesive on the bonding surface of the wood can fall off only by slightly wiping with ethanol, thereby being beneficial to recycling. The method is safe, environment-friendly and low in cost, and can be applied in a large range.
The invention upgrades and recycles the waste PET to prepare the adhesive and foam with the cross-linked network structure, ensures the excellent mechanical property of the prepared material, and is beneficial to realizing the application in the fields of household and construction.
In practical application, the invention aims to recycle waste PET bottles to prepare functional materials, wherein in the first scheme, waste PET aminolysis products are utilized to prepare BHETA-based adhesives, diphenyl methane diisocyanate is selected as a crosslinking agent, and the bonding strength of the adhesive to wood is 0.2-0.6MPa; in the scheme II, the waste PET aminolysis product is combined with polyethylene glycol to prepare a BHETA-PEG adhesive, the cross-linking agent is diphenylmethane diisocyanate, and the bonding strength of wood is improved to 0.65-2.51MPa; in the third scheme, the waste PET aminolysis product is used for preparing the rigid foam, the cross-linking agent is diphenyl methane diisocyanate, water is used as a foaming agent, and the compression strength of the foam is 0.08-1.58MPa when the relative deformation of the foam is 10%.
Drawings
FIG. 1 is a graph of lap shear strength of BHETA-PEG adhesives prepared in examples 1 through 7 of the present invention;
FIG. 2 is a force-displacement graph of BHETA-PEG adhesives prepared in examples 1 through 7 of the present invention;
FIG. 3 is a graph of lap shear strength of BHETA-PEG adhesives prepared in examples 8 through 15 according to the present invention;
FIG. 4 is a force-displacement graph of BHETA-PEG adhesives prepared in examples 8 through 15 of the present invention;
FIG. 5 is a physical diagram of the BHETA-PEG adhesive prepared in examples 8 to 15 of the present invention for hanging weights on different substrates;
FIG. 6 is a graph showing the compressive strength of rigid polyurethane foams prepared in examples 16 to 22 according to the present invention;
FIG. 7 is a stress-strain curve of the rigid polyurethane foam prepared in examples 16 to 22 according to the present invention.
Detailed Description
In order to make the objects, technical solutions, design methods and advantages of the present invention more apparent, the present invention will be further described in detail by means of specific examples in conjunction with the following examples. It should be understood that the specific embodiments described herein are for purposes of illustration only and are not intended to limit the scope of the invention.
The method for preparing functional materials using waste PET bottles according to the method shown in FIGS. 1 to 7 is specifically illustrated by the following examples.
Example 1
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer, 2 parts of dibutyl tin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 80 parts of diphenylmethane diisocyanate is added into the mixture and stirred for 15s to obtain the BHETA-based adhesive.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.3MPa.
Example 2
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 27 parts of diphenylmethane diisocyanate is added into the mixture and stirred for 15s to obtain the BHETA-based adhesive
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.2MPa.
Example 3
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 57 parts of diphenylmethane diisocyanate is added into the mixture and stirred for 15s to obtain the BHETA-based adhesive
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.6MPa.
Example 4
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer and fully stirred for 3min, and finally 57 parts of diphenylmethane diisocyanate is added and stirred for 15s to obtain the BHETA-based adhesive
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.3MPa.
Example 5
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer, then 3 parts of dibutyl tin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 57 parts of diphenylmethane diisocyanate is added into the mixture and stirred for 15s to obtain the BHETA-based adhesive
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.32MPa.
Example 6
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer, 1 part of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 57 parts of diphenylmethane diisocyanate is added into the mixture and stirred for 15s to obtain the BHETA-based adhesive
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.42MPa.
Example 7
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, then the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 27 parts of diphenylmethane diisocyanate is added into the mixture and stirred for 15s to obtain the BHETA-based adhesive
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.2MPa.
Example 8
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, 10 parts of polyethylene glycol 400 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 68 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.65MPa.
Example 9
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, 80 parts of polyethylene glycol 400 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 68 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.93MPa.
Example 10
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, 60 parts of polyethylene glycol 400 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 68 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 2.51MPa.
Example 11
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, 60 parts of polyethylene glycol 400 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 80 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 1.67MPa.
Example 12
100 parts of BHETA is dissolved in 150 parts of dimethyl sulfoxide at 70 ℃, 60 parts of polyethylene glycol 1500 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 68 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 2.03MPa.
Example 13
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 10 parts of polyethylene glycol 200 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 42 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 0.71MPa.
Example 14
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 60 parts of polyethylene glycol 200 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 68 parts of isocyanate is added into the mixture and stirred for 15s to obtain the BHETA-PEG adhesive.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 1.28MPa.
Example 15
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 60 parts of polyethylene glycol 800 is added into the mixture, the mixture is placed in a magnetic stirrer, 2 parts of dibutyltin dilaurate is dripped into the mixture, the mixture is fully stirred for 3min, and finally 68 parts of isocyanate is added into the mixture and stirred for 15s, so that the BHETA-PEG adhesive is obtained.
Results: the adhesion strength of the prepared BHETA-based adhesive to wood is 1.7MPa.
Example 16
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 160 parts of diphenylmethane diisocyanate is added, and the mixture is stirred to obtain rigid polyurethane foam.
Results: the compressive strength of the rigid polyurethane foam obtained was 0.08MPa when the relative deformation was 10%.
Example 17
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 62 parts of diphenylmethane diisocyanate are added and stirred, so that rigid polyurethane foam is obtained.
Results: the resulting rigid polyurethane foam had a compressive strength of 0.64MPa at a relative deformation of 10%.
Example 18
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 73 parts of diphenylmethane diisocyanate are added and stirred, so that rigid polyurethane foam is obtained.
Results: the resulting rigid polyurethane foam had a compressive strength of 1.58MPa at a relative deformation of 10%.
Example 19
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 73 parts of toluene diisocyanate is added, and the mixture is stirred to obtain the rigid polyurethane foam.
Results: the resulting rigid polyurethane foam had a compressive strength of 1.23MPa at a relative deformation of 10%.
Example 20
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 160 parts of toluene diisocyanate is added, and the mixture is stirred to obtain the rigid polyurethane foam.
Results: the compressive strength of the rigid polyurethane foam obtained was 0.11MPa when the relative deformation was 10%.
Example 21
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 73 parts of dicyclohexylmethane diisocyanate is added, and the mixture is stirred to obtain the rigid polyurethane foam.
Results: the resulting rigid polyurethane foam had a compressive strength of 1.46MPa at a relative deformation of 10%.
Example 22
100 parts of BHETA is dissolved in 200 parts of dimethyl sulfoxide at 70 ℃, 1.5 parts of dibutyl tin dilaurate, 2 parts of water and 2 parts of dimethyl silicone oil are added, then the mixture is placed in a magnetic stirrer, and after the mixture is fully stirred for 5min, 62 parts of dicyclohexylmethane diisocyanate is added, and the mixture is stirred to obtain the rigid polyurethane foam.
Results: the resulting rigid polyurethane foam had a compressive strength of 0.59MPa at a relative deformation of 10%.
According to the method, the waste PET aminolysis product is fully utilized, and as shown in the example 3, the adhesive strength of the prepared BHETA-based adhesive to wood is 0.6MPa; from example 12, the cured BHETA-based adhesive had a wood bonding strength of 1.34MPa; as can be seen from example 16, the prepared BHETA-PEG adhesive has the highest adhesion strength to wood of 2.5MPa; as can be seen from example 24, the rigid foam produced can withstand a compressive strength of up to 1.58MPa at a relative deformation of 10%.
The foregoing description of embodiments of the invention has been presented for purposes of illustration and description, and is not intended to be exhaustive or limited to the embodiments disclosed. Many modifications and variations will be apparent to those of ordinary skill in the art without departing from the scope and spirit of the various embodiments described. The terminology used herein was chosen in order to best explain the principles of the embodiments, the practical application, or the technical improvements in the marketplace, or to enable others of ordinary skill in the art to understand the embodiments disclosed herein.

Claims (9)

1. The method for preparing the functional material by using the waste PET bottle is characterized by comprising the following steps:
carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃;
then, dropwise adding a catalyst dibutyl tin dilaurate, and fully stirring;
and adding isocyanate after stirring, and stirring again to obtain the BHETA-based adhesive.
2. The method for preparing the functional material by using the waste PET bottle is characterized by comprising the following steps:
carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃ to obtain a mixture I;
adding polyethylene glycol into the first mixture, then dripping catalyst dibutyl tin dilaurate, and fully stirring;
and adding isocyanate after stirring, and stirring again to obtain the BHETA-PEG adhesive.
3. The method for preparing the functional material by using the waste PET bottle is characterized by comprising the following steps:
carrying out aminolysis on the waste PET bottle to obtain a product BHETA, wherein the product BHETA comprises the following components in percentage by mass: dimethyl sulfoxide is 1:1.5-2, dissolving the BHETA in dimethyl sulfoxide at 70 ℃ to obtain a mixture II;
and adding a catalyst dibutyl tin dilaurate, foaming agent water and stabilizer dimethyl silicone oil into the mixture II, fully stirring, adding isocyanate, and stirring to obtain the rigid polyurethane foam.
4. The method for preparing a functional material using waste PET bottles according to claim 1, wherein the molar ratio of OH/NCO in BHETA and isocyanate in the added isocyanate is 0.5 to 1.5;
the addition amount of the dibutyl tin dilaurate is 0-3wt% of BHETA.
5. The method for preparing a functional material using a waste PET bottle according to claim 2, wherein the polyethylene glycol added to the mixture one is any one of polyethylene glycol 200, polyethylene glycol 400, polyethylene glycol 600, polyethylene glycol 800, polyethylene glycol 1000 and polyethylene glycol 1500.
6. The method for preparing functional materials by using waste PET bottles according to claim 2, wherein in the first mixture, the polyethylene glycol is added in an amount of 10-80wt% of BHETA, and the dibutyl tin dilaurate is added in an amount of 2wt% of BHETA.
7. A method of producing functional materials from waste PET bottles as claimed in claim 3 wherein the molar ratio of OH/NCO in BHETA and isocyanate in mixture two is 0.25-0.65.
8. The method for preparing functional materials by using waste PET bottles as claimed in claim 3, wherein the contents of the catalyst dibutyltin dilaurate, the foaming agent water and the stabilizer dimethylsilicone are 1.5wt%, 2wt% and 2wt% of BHETA respectively.
9. The method for producing a functional material using a waste PET bottle according to claim 1, 2 or 3, wherein the isocyanate is any one of toluene diisocyanate, diphenylmethane diisocyanate and dicyclohexylmethane diisocyanate.
CN202310267648.4A 2023-03-17 2023-03-17 Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle Pending CN116376504A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202310267648.4A CN116376504A (en) 2023-03-17 2023-03-17 Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202310267648.4A CN116376504A (en) 2023-03-17 2023-03-17 Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle

Publications (1)

Publication Number Publication Date
CN116376504A true CN116376504A (en) 2023-07-04

Family

ID=86960764

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202310267648.4A Pending CN116376504A (en) 2023-03-17 2023-03-17 Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle

Country Status (1)

Country Link
CN (1) CN116376504A (en)

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002048137A2 (en) * 2000-12-11 2002-06-20 E. I. Du Pont De Nemours And Company Substituted heterocyclic phthalic acid diamide arthropodicides
US20080318060A1 (en) * 2007-06-22 2008-12-25 Bayer Materialscience Ag Polyisocyanate mixtures, processes for preparing the same and uses therefor
CN103865028A (en) * 2014-02-27 2014-06-18 西安理工大学 Method for synthetizing aqueous polyurethane emulsion from package waste PET bottles
US20140256842A1 (en) * 2011-10-21 2014-09-11 Nippon Kayaku Kabushiki Kaisha Method For Producing Optical Member And Use Of UV-Curable Resin Composition Therefor
CN104945592A (en) * 2014-03-26 2015-09-30 印度石油有限公司 Preparation of polymer modified bitumen (PMB) from polyethylene terephthalate (PET) derived polyamido amine
MX2017016968A (en) * 2017-12-20 2019-06-21 Centro De Investigacion En Quim Aplicada Metal coatings with heat-cured electrostatic application.
WO2021151071A1 (en) * 2020-01-23 2021-07-29 Premirr Plastics Inc. Process and system for depolymerizing waste plastic
WO2021182980A1 (en) * 2020-03-10 2021-09-16 Politechnika Gdanska Method of manufacturing polyurethane materials from reactive polyols and polyols obtainable from waste after processing wood or wood-like waste
TW202214735A (en) * 2020-09-30 2022-04-16 國立臺灣大學 Thermoplastic polyurethanes producing from recycled pet, its preparing formulation and making process
CN115010925A (en) * 2022-07-12 2022-09-06 西安工程大学 Polyimide foam material with interlocking double-network structure, and preparation method and application thereof
WO2022201070A1 (en) * 2021-03-24 2022-09-29 Centitvc - Centro De Nanotecnologia E Materiais Técnicos Funcionais E Inteligentes Polyethylene terephthalate derived polyurethane polymers, methods of production and uses thereof
CN115305720A (en) * 2022-07-20 2022-11-08 太原理工大学 Method for preparing hydrophilic functional fabric by utilizing aminated derivative of polyester fiber

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002048137A2 (en) * 2000-12-11 2002-06-20 E. I. Du Pont De Nemours And Company Substituted heterocyclic phthalic acid diamide arthropodicides
US20080318060A1 (en) * 2007-06-22 2008-12-25 Bayer Materialscience Ag Polyisocyanate mixtures, processes for preparing the same and uses therefor
US20140256842A1 (en) * 2011-10-21 2014-09-11 Nippon Kayaku Kabushiki Kaisha Method For Producing Optical Member And Use Of UV-Curable Resin Composition Therefor
CN103865028A (en) * 2014-02-27 2014-06-18 西安理工大学 Method for synthetizing aqueous polyurethane emulsion from package waste PET bottles
CN104945592A (en) * 2014-03-26 2015-09-30 印度石油有限公司 Preparation of polymer modified bitumen (PMB) from polyethylene terephthalate (PET) derived polyamido amine
US20150274974A1 (en) * 2014-03-26 2015-10-01 Indian Oil Corporation Ltd. Preparation of polymer modified bitumen (pmb) from polyethylene terephthalate (pet) derived polyamido amine
MX2017016968A (en) * 2017-12-20 2019-06-21 Centro De Investigacion En Quim Aplicada Metal coatings with heat-cured electrostatic application.
WO2021151071A1 (en) * 2020-01-23 2021-07-29 Premirr Plastics Inc. Process and system for depolymerizing waste plastic
WO2021182980A1 (en) * 2020-03-10 2021-09-16 Politechnika Gdanska Method of manufacturing polyurethane materials from reactive polyols and polyols obtainable from waste after processing wood or wood-like waste
TW202214735A (en) * 2020-09-30 2022-04-16 國立臺灣大學 Thermoplastic polyurethanes producing from recycled pet, its preparing formulation and making process
WO2022201070A1 (en) * 2021-03-24 2022-09-29 Centitvc - Centro De Nanotecnologia E Materiais Técnicos Funcionais E Inteligentes Polyethylene terephthalate derived polyurethane polymers, methods of production and uses thereof
CN115010925A (en) * 2022-07-12 2022-09-06 西安工程大学 Polyimide foam material with interlocking double-network structure, and preparation method and application thereof
CN115305720A (en) * 2022-07-20 2022-11-08 太原理工大学 Method for preparing hydrophilic functional fabric by utilizing aminated derivative of polyester fiber

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
RAMIN SHAMSI, 等: "Synthesis and characterization of novel polyurethanes based on aminolysis of poly(ethylene terephthalate) wastes, and evaluation of their thermal and mechanical properties", 《POLYM INT》, vol. 58, no. 1, pages 22 - 30 *
YOGESH S. PARAB，等: "Novel Synthesis, Characterization of N1, N1, N4, N4-tetrakis (2-hydroxyethyl) terephthalamide (THETA) and Terephthalic Acid (TPA) by Depolymerization of PET Bottle Waste Using Diethanolamine", 《JOURNAL OF MACROMOLECULAR SCIENCE, PART A: PURE AND APPLIED CHEMISTRY》, vol. 50, no. 11, pages 1149 - 1156 *
康菡子，等: "废旧PET 聚酯回收利用进展", 《塑料》, vol. 50, no. 5, pages 61 - 66 *
杨华光: "金属功能化离子液体催化PET聚酯降解反应研究", 《中国优秀硕士学位论文全文数据库工程科技Ⅰ辑》, no. 03, pages 014 - 452 *

Similar Documents

Publication Publication Date Title
CN110204705B (en) Method for preparing polyether polyol by starch liquefaction
CN110698635B (en) High-toughness and high-mechanical-strength polyurethane elastomer with recyclable and self-repairing functions and preparation method thereof
CN107129570B (en) Preparation method of starch-based polyether polyol
CN113292700B (en) Method for preparing polyurethane thermal insulation material by recycling waste polyurethane
CN100999571A (en) Process of producing alkyd resin using waste dacron (polyester fibre)
CN111499850A (en) Carbon dioxide-based polyol, and preparation method and application thereof
CN111073325A (en) Lignin/fiber thermoplastic composite material and preparation method thereof
US20050239915A1 (en) Systems and preparations for bio-based polyurethane foams
CN106883591B (en) Method for utilizing polyurethane waste material and elastomer
CN110483766B (en) Method for preparing semi-aromatic polyamide by utilizing recycled polyester
CN108623796B (en) Method for producing p-benzene unsaturated polyester resin by using waste terephthalic acid
CN113278190B (en) Preparation method of graphene/waste polyurethane composite material
CN116376504A (en) Method for preparing functional material by using waste PET (polyethylene terephthalate) bottle
CN103517947B (en) A kind of reinforced composite and recovery method thereof
CN110885437A (en) Preparation method of high-functionality hard foam polyether polyol
Qin et al. Thermo-healing and recyclable epoxy thermosets based on dynamic phenol-carbamate bonds
CN107298748B (en) Environment-friendly degradable flame-retardant polyurethane rapid packaging material and preparation method thereof
Aiemsa-art et al. Thermal and morphological properties of polyurethane foams prepared from microwave-assisted glycolyzed products of PET bottles wastes
Shen et al. Rosin side chain type catalyst-free vitrimers with high cross-link density, mechanical strength, and thermal stability
CN102775575B (en) Preparation method and application of double-component polyurethane
CN102775581B (en) Preparation method and application of end isocyanate polyurethane
CN111040419B (en) Bio-based polyester type polyurethane film and preparation method thereof
CN110467718B (en) Biomass-based buffer packaging foam material and preparation method thereof
CN110172140B (en) Method for preparing unsaturated polyester resin by hydrolyzing waste polyester textile fabric with microwaves
CN114456344A (en) Low-carbon environment-friendly full-bio-based semi-rigid polyurethane foam formula

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination