GB822834A - A method of processing waste of polyethylene terephthalate by hydrolysis - Google Patents
A method of processing waste of polyethylene terephthalate by hydrolysisInfo
- Publication number
- GB822834A GB822834A GB110157A GB110157A GB822834A GB 822834 A GB822834 A GB 822834A GB 110157 A GB110157 A GB 110157A GB 110157 A GB110157 A GB 110157A GB 822834 A GB822834 A GB 822834A
- Authority
- GB
- United Kingdom
- Prior art keywords
- terephthalate
- alkali metal
- solution
- filtrate
- methanol
- 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.)
- Expired
Links
- -1 polyethylene terephthalate Polymers 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 229920000139 polyethylene terephthalate Polymers 0.000 title abstract 2
- 239000005020 polyethylene terephthalate Substances 0.000 title abstract 2
- 239000002699 waste material Substances 0.000 title abstract 2
- 230000007062 hydrolysis Effects 0.000 title 1
- 238000006460 hydrolysis reaction Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 239000000706 filtrate Substances 0.000 abstract 3
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 229910001868 water Inorganic materials 0.000 abstract 2
- REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 238000005185 salting out Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- 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
-
- 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
- C08J11/14—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 steam or water
-
- 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
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- 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)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Life Sciences & Earth Sciences (AREA)
- Sustainable Development (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
Polyethylene terephthalate waste is hydrolysed by heating with an alkali metal hydroxide solution, and the alkali metal terephthalate, which is salted out from the solution, is filtered off, washed and subjected to further treatment. The reaction is preferably carried out by heating at about 100 DEG C. for about 2 hours using an 18% solution of sodium hydroxide in a weight ratio to the polyester of 20 : 1 to obtain a maximum salting-out effect. The precipitated salt is filtered from the solution and additional sodium hydroxide added to the filtrate which may be used for further hydrolyses. Ethylene glycol, which remains in the filtrate, may be distilled out when its concentration has been increased by repeated use of the filtrate. The solvent used may be water, an alcohol or an aqueous alcohol, e.g. 50%. In a modification of the process the reaction is carried out in methanol under pressure in a single stage in the presence of 0.7% to 2% alkali metal hydroxide referred to the polyester, to give a mixture of monomethyl terephthalate and dimethyl terephthalate. The alkali metal terephthalate may be converted to the free acid or its esters by known methods. Examples are given using sodium and potassium hydroxide and water, methanol, ethanol and aqueous methanol. Specification 762,690 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB110157A GB822834A (en) | 1957-01-11 | 1957-01-11 | A method of processing waste of polyethylene terephthalate by hydrolysis |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB110157A GB822834A (en) | 1957-01-11 | 1957-01-11 | A method of processing waste of polyethylene terephthalate by hydrolysis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB822834A true GB822834A (en) | 1959-11-04 |
Family
ID=9716175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB110157A Expired GB822834A (en) | 1957-01-11 | 1957-01-11 | A method of processing waste of polyethylene terephthalate by hydrolysis |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB822834A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3544622A (en) * | 1965-03-10 | 1970-12-01 | Du Pont | Alkaline saponification of polyethylene terephthalate at high temperatures using controlled amount of sodium hydroxide |
| US4542239A (en) * | 1981-11-18 | 1985-09-17 | Board Of Control Of Michigan Technological University | Process for recovering terephthalic acid from waste polyethylene terephthalate |
| EP0369351A3 (en) * | 1988-11-10 | 1990-09-19 | Fourne Maschinenbau Gmbh | Cleaning of parts affected by polymers |
| FR2672049A1 (en) * | 1991-01-30 | 1992-07-31 | Benzaria Jacques | PROCESS FOR THE PRODUCTION OF ALKALI OR ALKALINE EARTH METAL TEREPHTHALATE OR HIGH PURITY TEREPHILIC ACID |
| WO1995029952A1 (en) * | 1994-04-28 | 1995-11-09 | United Resource Recovery Corporation | Process for recycling polyesters |
| US5750776A (en) * | 1993-07-05 | 1998-05-12 | Imperial Chemical Industries Plc | Production of dicarboxylic acids or esters thereof |
| WO1999038835A1 (en) * | 1998-01-30 | 1999-08-05 | Tredi | Method for producing a purified alkaline metal terephthalate, derived from the products of saponification of polyterephthalates |
| WO2005082826A1 (en) * | 2004-01-27 | 2005-09-09 | Fregoso-Infante Arturo Guadalu | Chemical method for recycling polyethylene terephtalate (pet) wastes |
| CZ299176B6 (en) * | 2003-09-17 | 2008-05-14 | Chemical recycling process of waste polyetyleneterephthalate and apparatus for making the same | |
| US9714334B2 (en) | 2015-01-30 | 2017-07-25 | Resinate Materials Group, Inc. | Integrated process for treating recycled PET and PTT materials |
| WO2022221338A3 (en) * | 2021-04-12 | 2022-11-24 | Washington University | Systems, microorganisms, or methods for waste pet valorization |
-
1957
- 1957-01-11 GB GB110157A patent/GB822834A/en not_active Expired
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3544622A (en) * | 1965-03-10 | 1970-12-01 | Du Pont | Alkaline saponification of polyethylene terephthalate at high temperatures using controlled amount of sodium hydroxide |
| US4542239A (en) * | 1981-11-18 | 1985-09-17 | Board Of Control Of Michigan Technological University | Process for recovering terephthalic acid from waste polyethylene terephthalate |
| EP0369351A3 (en) * | 1988-11-10 | 1990-09-19 | Fourne Maschinenbau Gmbh | Cleaning of parts affected by polymers |
| FR2672049A1 (en) * | 1991-01-30 | 1992-07-31 | Benzaria Jacques | PROCESS FOR THE PRODUCTION OF ALKALI OR ALKALINE EARTH METAL TEREPHTHALATE OR HIGH PURITY TEREPHILIC ACID |
| EP0497662A1 (en) * | 1991-01-30 | 1992-08-05 | Institut Francais Du Petrole | Process for fabricating alkali metal or alkali earth metal terephtalate or of terephtalic acid having elevated purity from polyol polyterephtalate, in particular from a polyterephtalate ethylene glycol waste |
| US5750776A (en) * | 1993-07-05 | 1998-05-12 | Imperial Chemical Industries Plc | Production of dicarboxylic acids or esters thereof |
| WO1995029952A1 (en) * | 1994-04-28 | 1995-11-09 | United Resource Recovery Corporation | Process for recycling polyesters |
| AU692866B2 (en) * | 1994-04-28 | 1998-06-18 | United Resource Recovery Corporation | Process for recycling polyesters |
| US6657077B1 (en) * | 1998-01-30 | 2003-12-02 | Tredi | Method for producing a purified alkaline metal terephthalate, derived from the products of saponification of polyterephthalates |
| FR2774374A1 (en) * | 1998-01-30 | 1999-08-06 | Tredi | PROCESS FOR THE PRODUCTION OF TEREPHTHALATE FROM A PURIFIED ALKALINE METAL FROM SAPONIFICATION PRODUCTS OF RECOVERY ALKYLENE POLYTEREPHTHALATES |
| WO1999038835A1 (en) * | 1998-01-30 | 1999-08-05 | Tredi | Method for producing a purified alkaline metal terephthalate, derived from the products of saponification of polyterephthalates |
| CZ299176B6 (en) * | 2003-09-17 | 2008-05-14 | Chemical recycling process of waste polyetyleneterephthalate and apparatus for making the same | |
| WO2005082826A1 (en) * | 2004-01-27 | 2005-09-09 | Fregoso-Infante Arturo Guadalu | Chemical method for recycling polyethylene terephtalate (pet) wastes |
| JP2007519798A (en) * | 2004-01-27 | 2007-07-19 | カダルペ フレゴソ−インファンテ、アルツロ | Chemical recycling method for waste polyethylene terephthalate (PET) |
| AU2004316446B2 (en) * | 2004-01-27 | 2010-12-23 | Universidad Iberoamericana, A.C. | Chemical method for recycling polyethylene terephtalate (PET) wastes |
| US7893122B2 (en) | 2004-01-27 | 2011-02-22 | Arturo Guadalupe Fregoso-Infante | Chemical process for recycling polyethylene terephthalate (PET) waste |
| US9714334B2 (en) | 2015-01-30 | 2017-07-25 | Resinate Materials Group, Inc. | Integrated process for treating recycled PET and PTT materials |
| US9752005B2 (en) | 2015-01-30 | 2017-09-05 | Resinate Materials Group, Inc. | Integrated process for treating recycled streams of PET and PTT |
| US10119006B2 (en) | 2015-01-30 | 2018-11-06 | Resinate Materials Group, Inc. | Integrated process for treating recycled streams of PET and PTT |
| WO2022221338A3 (en) * | 2021-04-12 | 2022-11-24 | Washington University | Systems, microorganisms, or methods for waste pet valorization |
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