CN103694447A - Method for preparing flame-retardant polyurethane foam through ethylene glycol depolymerization of waste polyester - Google Patents
Method for preparing flame-retardant polyurethane foam through ethylene glycol depolymerization of waste polyester Download PDFInfo
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- CN103694447A CN103694447A CN201310620462.9A CN201310620462A CN103694447A CN 103694447 A CN103694447 A CN 103694447A CN 201310620462 A CN201310620462 A CN 201310620462A CN 103694447 A CN103694447 A CN 103694447A
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- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3221—Polyhydroxy compounds hydroxylated esters of carboxylic acids other than higher fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J11/00—Recovery or working-up of waste materials
- C08J11/04—Recovery or working-up of waste materials of polymers
- C08J11/10—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation
- C08J11/18—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material
- C08J11/22—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material by treatment with organic oxygen-containing compounds
- C08J11/24—Recovery or working-up of waste materials of polymers by chemically breaking down the molecular chains of polymers or breaking of crosslinks, e.g. devulcanisation by treatment with organic material by treatment with organic oxygen-containing compounds containing hydroxyl groups
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
-
- 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
Abstract
The invention relates to a method for preparing flame-retardant polyurethane foam through ethylene glycol depolymerization of waste polyester. Ethylene glycol is utilized to depolymerize the waste polyester to obtain BHET, and BHET is subjected to a foaming reaction with polyisocyanate, and the polyurethane foam is obtained. The method is characterized by comprising the following steps: (1) carrying out ethylene glycol depolymerization of the waste polyester; (2) purifying the depolymerized product and recycling ethylene glycol; and (3) utilizing the depolymerized product to prepare the flame-retardant polyurethane foam. The method realizes the problem of recovery of ethylene glycol during the process of ethylene glycol depolymerization of the waste polyester; and the waste polyester is utilized to prepare the hard polyurethane foam material, and a phosphorus-based flame retardant is added in the raw materials to modify the prepared polyurethane foam, so as to improve the flame retardant property.
Description
Technical field
The present invention relates to a kind of ethylene glycol depolymerization waste polyester and prepare the method for flame retarded polyurethane-foam, especially utilize polyester depolymerization product ethylene glycol terephthalate (BHET) to prepare a method for flame-retardant hard polyurethane foam, belong to solid waste and recycle and macromolecular material foaming technique field.
Background technology
Polyester has good over-all properties, and its range of application is very extensive, approximately 5,000 ten thousand tons/year of global output.Along with the increase of polyester output, the quantity of waste polyester also day by day increases, and has brought a large amount of environmental pollutions, and along with the scarcity of starting material oil, the recycling of waste polyester is the significant problem of current polyester industrial development.Polyester is carried out to depolymerization, obtains depolymerization product BHET, its two ends-OH can with polyisocyanates in-NCO base generation transesterification reaction, generate polyurethane foam.Polyurethane foam is a kind of important urethane synthetic plastics, and it has, and density is little, light specific gravity and porous feature; Can be used for building thermal insulation material and structure load-bearing material, be widely used in the industries such as building, refrigerator, finishing material, automobile and aviation.But because its inflammableness has limited its widespread use in every profession and trade, so the development of flame retarded polyurethane-foam just becomes development trend.
By add suitable fire retardant in preparation process, can improve polyurethane foam flame retardant properties, reach fire-retardant requirement.
Summary of the invention
The object of the invention is to overcome the deficiencies in the prior art, provide a kind of ethylene glycol depolymerization waste polyester to prepare the method for flame retarded polyurethane-foam, can improve the flame retardant properties of polyurethane foam, reach fire-retardant requirement; Recycled waste polyester simultaneously.
According to technical scheme provided by the invention, ethylene glycol depolymerization waste polyester is prepared a method for flame retarded polyurethane-foam, utilizes ethylene glycol depolymerization waste polyester, obtains ethylene glycol terephthalate (BHET), carry out foamable reaction with polyisocyanates, obtain polyurethane foam; Feature is to adopt following steps:
(1) ethylene glycol depolymerization waste polyester: 300～500 weight part ethylene glycol and 0.1～0.3 weight part zinc acetate are joined in the four-hole boiling flask with temperature degree, prolong, agitator and nitrogen conduit, be heated to zinc acetate and dissolve completely; Cleaning, dried waste polyester 100 weight parts are added in four-hole boiling flask, and logical nitrogen, to get rid of the oxygen in four-hole boiling flask, is opened water of condensation, is slowly warming up to 196 ℃ of the boiling points of ethylene glycol, and is incubated 3～4.5 hours; After reaction finishes, under the condition of logical nitrogen and condensate water circulatory, question response mixed solution is cooled to, below 140 ℃, take off standby;
(2) purification of depolymerization product BHET: cooled reaction mixture is diluted in the deionized water of 90 ℃, vacuum filtration, by filtrate at 5～10 ℃ of crystallisation by cooling, vacuum filtration; Repeat, after the operation 3 times of crystallisation by cooling, vacuum filtration, to obtain crystallisate, be depolymerization product BHET; By depolymerization product BHET vacuum-drying 24 hours at 55～65 ℃ of temperature;
(3) preparation of flame retarded polyurethane-foam: after the depolymerization product BHET that 100 weight part steps (2) are obtained, 1～3 weight part methylene radical silicone oil, 2.0～6.5 weight part stannous octoates, 2～6 parts by weight of deionized water and 0 or 5～20 weight part phosphorus flame retardants mix, obtain A component; Using the polyisocyanates of 9.0～13.5 weight parts as B component; A component and B component are mixed to rear high-speed stirring 15～20 seconds, obtain white mixed solution; White mixed solution is poured into rapidly in mould, free foaming at room temperature, after foaming, slaking is at normal temperatures and pressures 24～48 hours, obtains described flame retarded polyurethane-foam.
Also comprise glycol recovery step: the filtrate obtaining after step (2) crystallization is filtered is separated on Rotary Evaporators, and temperature is 55～65 ℃, pressure is-0.085MPa, the ethylene glycol being recycled.
Described polyisocyanates is PM-200.
Described phosphorus flame retardant is ammonium polyphosphate or trichlorine propyl phosphate.
The present invention has the following advantages: the present invention has realized the recovery problem of ethylene glycol in ethylene glycol depolymerization waste polyester technique; Utilize waste polyester to prepare rigid polyurethane foam, by raw material, add phosphorus flame retardant, the polyurethane foam modification to making, improves its flame retardant properties.
Embodiment
Below in conjunction with specific embodiment, the invention will be further described.
The present invention, by waste polyester fibers and glycol reaction, makes waste polyester obtain depolymerization, obtains monomer whose ethylene glycol terephthalate (BHET).On this basis, by two-OH on BHET and polyisocyanates-NCO base generation transesterification reaction, and by add fire retardant in reaction raw materials, prepare flame retarded polyurethane-foam, make it reach fire-retardant requirement.
That the polyisocyanates using in the embodiment of the present invention adopts is PM-200, i.e. polymethylene multi-phenenyl isocyanate.
Embodiment 1: a kind of ethylene glycol depolymerization waste polyester is prepared the method for flame retarded polyurethane-foam, utilizes ethylene glycol depolymerization waste polyester, obtains ethylene glycol terephthalate (BHET), carries out foamable reaction with polyisocyanates, obtains polyurethane foam; Adopt following steps:
(1) ethylene glycol depolymerization waste polyester: 300 weight part ethylene glycol and 0.1 weight part zinc acetate are joined in the four-hole boiling flask with temperature degree, prolong, agitator and nitrogen conduit, be heated to zinc acetate and dissolve completely; Cleaning, dried waste polyester 100 weight parts are added in four-hole boiling flask, and logical nitrogen, to get rid of the oxygen in four-hole boiling flask, is opened water of condensation, is slowly warming up to 196 ℃ of the boiling points of ethylene glycol, and is incubated 4.5 hours; After reaction finishes, under the condition of logical nitrogen and condensate water circulatory, question response mixed solution is cooled to, below 140 ℃, take off standby; In reaction mixture, comprise depolymerization product BHET, excessive ethylene glycol, the trace not polyester of depolymerization and catalyzer (zinc acetate) etc.;
(2) purification of depolymerization product BHET: cooled reaction mixture is diluted in the deionized water of 90 ℃, vacuum filtration, by filtrate at 5 ℃ of crystallisation by cooling, vacuum filtration; Repeat, after the operation 3 times of crystallisation by cooling, vacuum filtration, to obtain crystallisate, be depolymerization product BHET; By depolymerization product BHET vacuum-drying 24 hours at 55 ℃ of temperature, can obtain the depolymerization product BHET of higher degree; The filtrate obtaining after crystallization is filtered is separated on Rotary Evaporators, and temperature is 55 ℃, and pressure is-0.085MPa, the ethylene glycol being recycled, and the ethylene glycol of recovery can be used for the degraded of polyester;
(3) preparation of flame retarded polyurethane-foam: after the depolymerization product BHET that 100 weight part steps (2) are obtained, 1 weight part methylene radical silicone oil, 2.0 weight part stannous octoates, 2 parts by weight of deionized water and 10 weight part ammonium polyphosphates mix, obtain A component; Using the polyisocyanates of 9.0 weight parts (PM-200) as B component; A component and B component are mixed to rear high-speed stirring 15 seconds, obtain white mixed solution; White mixed solution is poured into rapidly in mould, free foaming at room temperature, after foaming, slaking is at normal temperatures and pressures 24 hours, obtains described flame retarded polyurethane-foam.The density of described flame retarded polyurethane-foam is 116 kg/m
3, porosity is 17.58%, and fusing point is 110 ℃, and maximum bearing pressure is 430kPa, and maximum compression displacement is 25.2mm, limiting oxygen index(LOI) is 24.3%.
Embodiment 2: a kind of ethylene glycol depolymerization waste polyester is prepared the method for flame retarded polyurethane-foam, utilize ethylene glycol depolymerization waste polyester, obtain ethylene glycol terephthalate (BHET), carry out foamable reaction with polyisocyanates, obtain polyurethane foam; Adopt following steps:
(1) ethylene glycol depolymerization waste polyester: 400 weight part ethylene glycol and 0.2 weight part zinc acetate are joined in the four-hole boiling flask with temperature degree, prolong, agitator and nitrogen conduit, be heated to zinc acetate and dissolve completely; Cleaning, dried waste polyester 100 weight parts are added in four-hole boiling flask, and logical nitrogen, to get rid of the oxygen in four-hole boiling flask, is opened water of condensation, is slowly warming up to 196 ℃ of the boiling points of ethylene glycol, and is incubated 4 hours; After reaction finishes, under the condition of logical nitrogen and condensate water circulatory, question response mixed solution is cooled to, below 140 ℃, take off standby;
(2) purification of depolymerization product BHET: cooled reaction mixture is diluted in the deionized water of 90 ℃, vacuum filtration, by filtrate at 10 ℃ of crystallisation by cooling, vacuum filtration; Repeat, after the operation 3 times of crystallisation by cooling, vacuum filtration, to obtain crystallisate, be depolymerization product BHET; By depolymerization product BHET vacuum-drying 24 hours under temperature 60 C; The filtrate obtaining after crystallization is filtered is separated on Rotary Evaporators, and temperature is 65 ℃, and pressure is-0.085MPa, the ethylene glycol being recycled;
(3) preparation of flame retarded polyurethane-foam: after the depolymerization product BHET that 100 weight part steps (2) are obtained, 3 weight part methylene radical silicone oil, 4 weight part stannous octoates, 6 parts by weight of deionized water and 15 weight part ammonium polyphosphates mix, obtain A component; Using the polyisocyanates of 13.5 weight parts (PM-200) as B component; A component and B component are mixed to rear high-speed stirring 20 seconds, obtain white mixed solution; White mixed solution is poured into rapidly in mould, free foaming at room temperature, after foaming, slaking is at normal temperatures and pressures 48 hours, obtains described flame retarded polyurethane-foam.Described flame retarded polyurethane-foam density is 78kg/m
3, porosity is 26.25%, fusing point is: 116 ℃, maximum bearing pressure is 176 kPa, and maximum compression displacement is 20.0mm, and limiting oxygen index(LOI) is 26.9%.
Embodiment 3: a kind of ethylene glycol depolymerization waste polyester is prepared the method for flame retarded polyurethane-foam, utilize ethylene glycol depolymerization waste polyester, obtain ethylene glycol terephthalate (BHET), carry out foamable reaction with polyisocyanates, obtain polyurethane foam; Adopt following steps:
(1) ethylene glycol depolymerization waste polyester: 400 weight part ethylene glycol and 0.3 weight part zinc acetate are joined in the four-hole boiling flask with temperature degree, prolong, agitator and nitrogen conduit, be heated to zinc acetate and dissolve completely; Cleaning, dried waste polyester 100 weight parts are added in four-hole boiling flask, and logical nitrogen, to get rid of the oxygen in four-hole boiling flask, is opened water of condensation, is slowly warming up to 196 ℃ of the boiling points of ethylene glycol, and is incubated 3 hours; After reaction finishes, under the condition of logical nitrogen and condensate water circulatory, question response mixed solution is cooled to, below 140 ℃, take off standby;
(2) purification of depolymerization product BHET: cooled reaction mixture is diluted in the deionized water of 90 ℃, vacuum filtration, by filtrate at 6 ℃ of crystallisation by cooling, vacuum filtration; Repeat, after the operation 3 times of crystallisation by cooling, vacuum filtration, to obtain crystallisate, be depolymerization product BHET; By depolymerization product BHET vacuum-drying 24 hours at 55 ℃ of temperature; The filtrate obtaining after crystallization is filtered is separated on Rotary Evaporators, and temperature is 55 ℃, and pressure is-0.085MPa, the ethylene glycol being recycled;
(3) preparation of flame retarded polyurethane-foam: after the depolymerization product BHET that 100 weight part steps (2) are obtained, 2 weight part methylene radical silicone oil, 3.5 weight part stannous octoates and 4 parts by weight of deionized water mix, obtain A component; Using the polyisocyanates of 12 weight parts (PM-200) as B component; A component and B component are mixed to rear high-speed stirring 16 seconds, obtain white mixed solution; White mixed solution is poured into rapidly in mould, free foaming at room temperature, after foaming, slaking is at normal temperatures and pressures 48 hours, obtains described flame retarded polyurethane-foam.Described flame retarded polyurethane-foam density is 240kg/m
3, porosity is 13.68%, fusing point is: 120 ℃, maximum bearing pressure is 629 kPa, and maximum compression displacement is 26.1mm, and limiting oxygen index(LOI) is 23.1%.
Embodiment 4: a kind of ethylene glycol depolymerization waste polyester is prepared the method for flame retarded polyurethane-foam, utilize ethylene glycol depolymerization waste polyester, obtain ethylene glycol terephthalate (BHET), carry out foamable reaction with polyisocyanates, obtain polyurethane foam; Adopt following steps:
(1) ethylene glycol depolymerization waste polyester: 500 weight part ethylene glycol and 0.3 weight part zinc acetate are joined in the four-hole boiling flask with temperature degree, prolong, agitator and nitrogen conduit, be heated to zinc acetate and dissolve completely; Cleaning, dried waste polyester 100 weight parts are added in four-hole boiling flask, and logical nitrogen, to get rid of the oxygen in four-hole boiling flask, is opened water of condensation, is slowly warming up to 196 ℃ of the boiling points of ethylene glycol, and is incubated 3 hours; After reaction finishes, under the condition of logical nitrogen and condensate water circulatory, question response mixed solution is cooled to, below 140 ℃, take off standby;
(2) purification of depolymerization product BHET: cooled reaction mixture is diluted in the deionized water of 90 ℃, vacuum filtration, by filtrate at 8 ℃ of crystallisation by cooling, vacuum filtration; Repeat, after the operation 3 times of crystallisation by cooling, vacuum filtration, to obtain crystallisate, be depolymerization product BHET; By depolymerization product BHET vacuum-drying 24 hours at 65 ℃ of temperature; The filtrate obtaining after crystallization is filtered is separated on Rotary Evaporators, and temperature is 65 ℃, and pressure is-0.085MPa, the ethylene glycol being recycled;
(3) preparation of flame retarded polyurethane-foam: after the depolymerization product BHET that 100 weight part steps (2) are obtained, 3 weight part methylene radical silicone oil, 6.5 weight part stannous octoates, 5 parts by weight of deionized water and 5 weight part trichlorine propyl phosphates mix, obtain A component; Using the polyisocyanates of 10.3 weight parts (PM-200) as B component; A component and B component are mixed to rear high-speed stirring 18 seconds, obtain white mixed solution; White mixed solution is poured into rapidly in mould, free foaming at room temperature, after foaming, slaking is at normal temperatures and pressures 48 hours, obtains described flame retarded polyurethane-foam.Described flame retarded polyurethane-foam density is 100 kg/m
3, porosity is 25.64%, fusing point is: 115 ℃, maximum bearing pressure is 210kPa, and maximum compression displacement 24.7mm, limiting oxygen index(LOI) is 27.8%.
Claims (4)
1. ethylene glycol depolymerization waste polyester is prepared a method for flame retarded polyurethane-foam, utilizes ethylene glycol depolymerization waste polyester, obtains ethylene glycol terephthalate (BHET), carries out foamable reaction with polyisocyanates, obtains polyurethane foam; It is characterized in that, adopt following steps:
(1) ethylene glycol depolymerization waste polyester: 300～500 weight part ethylene glycol and 0.1～0.3 weight part zinc acetate are joined in the four-hole boiling flask with temperature degree, prolong, agitator and nitrogen conduit, be heated to zinc acetate and dissolve completely; Cleaning, dried waste polyester 100 weight parts are added in four-hole boiling flask, and logical nitrogen, to get rid of the oxygen in four-hole boiling flask, is opened water of condensation, is slowly warming up to 196 ℃ of the boiling points of ethylene glycol, and is incubated 3～4.5 hours; After reaction finishes, under the condition of logical nitrogen and condensate water circulatory, question response mixed solution is cooled to, below 140 ℃, take off standby;
(2) purification of depolymerization product BHET: cooled reaction mixture is diluted in the deionized water of 90 ℃, vacuum filtration, by filtrate at 5～10 ℃ of crystallisation by cooling, vacuum filtration; Repeat, after the operation 3 times of crystallisation by cooling, vacuum filtration, to obtain crystallisate, be depolymerization product BHET; By depolymerization product BHET vacuum-drying 24 hours at 55～65 ℃ of temperature;
(3) preparation of flame retarded polyurethane-foam: after the depolymerization product BHET that 100 weight part steps (2) are obtained, 1～3 weight part methylene radical silicone oil, 2.0～6.5 weight part stannous octoates, 2～6 parts by weight of deionized water and 0 or 5～20 weight part phosphorus flame retardants mix, obtain A component; Using the polyisocyanates of 9.0～13.5 weight parts as B component; A component and B component are mixed to rear high-speed stirring 15～20 seconds, obtain white mixed solution; White mixed solution is poured into rapidly in mould, free foaming at room temperature, after foaming, slaking is at normal temperatures and pressures 24～48 hours, obtains described flame retarded polyurethane-foam.
2. ethylene glycol depolymerization waste polyester as claimed in claim 1 is prepared the method for flame retarded polyurethane-foam, it is characterized in that: also comprise glycol recovery step: the filtrate obtaining after step (2) crystallization is filtered is separated on Rotary Evaporators, temperature is 55～65 ℃, pressure is-0.085MPa, the ethylene glycol being recycled.
3. ethylene glycol depolymerization waste polyester as claimed in claim 1 is prepared the method for flame retarded polyurethane-foam, it is characterized in that: described polyisocyanates is PM-200.
4. ethylene glycol depolymerization waste polyester as claimed in claim 1 is prepared the method for flame retarded polyurethane-foam, it is characterized in that: described phosphorus flame retardant is ammonium polyphosphate or trichlorine propyl phosphate.
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| CN201310620462.9A CN103694447A (en) | 2013-11-29 | 2013-11-29 | Method for preparing flame-retardant polyurethane foam through ethylene glycol depolymerization of waste polyester |
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| CN201310620462.9A CN103694447A (en) | 2013-11-29 | 2013-11-29 | Method for preparing flame-retardant polyurethane foam through ethylene glycol depolymerization of waste polyester |
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| CN106397725A (en) * | 2016-08-30 | 2017-02-15 | 天津军星管业集团有限公司 | Heat preservation tube material prepared by recycling waste hard polyurethane foaming plastic, heat preservation tube and manufacturing method |
| CN111334238A (en) * | 2020-03-17 | 2020-06-26 | 北京华腾新材料股份有限公司 | Waterborne polyurethane adhesive with high thermal activation temperature and preparation method thereof |
| CN113999360A (en) * | 2021-12-02 | 2022-02-01 | 太原理工大学 | Method for preparing flame-retardant waterborne polyurethane from waste polyester textile fabrics |
| CN115368627A (en) * | 2022-10-26 | 2022-11-22 | 国高材高分子材料产业创新中心有限公司 | Method for recovering flame-retardant polyester |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106397725A (en) * | 2016-08-30 | 2017-02-15 | 天津军星管业集团有限公司 | Heat preservation tube material prepared by recycling waste hard polyurethane foaming plastic, heat preservation tube and manufacturing method |
| CN106397725B (en) * | 2016-08-30 | 2019-05-07 | 天津军星管业集团有限公司 | Utilize recycling waste hard polyurethane foam production insulating tube material, insulating tube and production method |
| CN111334238A (en) * | 2020-03-17 | 2020-06-26 | 北京华腾新材料股份有限公司 | Waterborne polyurethane adhesive with high thermal activation temperature and preparation method thereof |
| CN113999360A (en) * | 2021-12-02 | 2022-02-01 | 太原理工大学 | Method for preparing flame-retardant waterborne polyurethane from waste polyester textile fabrics |
| CN115368627A (en) * | 2022-10-26 | 2022-11-22 | 国高材高分子材料产业创新中心有限公司 | Method for recovering flame-retardant polyester |
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