JP2007519798A5 - - Google Patents
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- Publication number
- JP2007519798A5 JP2007519798A5 JP2006550315A JP2006550315A JP2007519798A5 JP 2007519798 A5 JP2007519798 A5 JP 2007519798A5 JP 2006550315 A JP2006550315 A JP 2006550315A JP 2006550315 A JP2006550315 A JP 2006550315A JP 2007519798 A5 JP2007519798 A5 JP 2007519798A5
- Authority
- JP
- Japan
- Prior art keywords
- reaction solvent
- waste pet
- terephthalic acid
- ethylene glycol
- chemical recycling
- 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.)
- Granted
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 39
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 24
- 239000007810 chemical reaction solvent Substances 0.000 claims description 21
- 239000002699 waste material Substances 0.000 claims description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 238000004064 recycling Methods 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002244 precipitate Substances 0.000 claims description 6
- 239000008346 aqueous phase Substances 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 238000011084 recovery Methods 0.000 claims description 4
- 238000007127 saponification reaction Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- 239000002245 particle Substances 0.000 claims description 3
- 239000012071 phase Substances 0.000 claims description 3
- 239000013078 crystal Substances 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims 4
- 239000002585 base Substances 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
- 235000013361 beverage Nutrition 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims 1
- 150000003138 primary alcohols Chemical class 0.000 claims 1
- 150000003333 secondary alcohols Chemical class 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 150000003504 terephthalic acids Chemical class 0.000 claims 1
- 150000003509 tertiary alcohols Chemical class 0.000 claims 1
- 239000010409 thin film Substances 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- VIQSRHWJEKERKR-UHFFFAOYSA-L disodium;terephthalate Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 VIQSRHWJEKERKR-UHFFFAOYSA-L 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- SXAMGRAIZSSWIH-UHFFFAOYSA-N 2-[3-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,2,4-oxadiazol-5-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)C1=NOC(=N1)CC(=O)N1CC2=C(CC1)NN=N2 SXAMGRAIZSSWIH-UHFFFAOYSA-N 0.000 description 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 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/IB2004/000257 WO2005082826A1 (es) | 2004-01-27 | 2004-01-27 | Procedimiento quimico de reciclado de polietilentereftalato (pet) de desecho |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007519798A JP2007519798A (ja) | 2007-07-19 |
| JP2007519798A5 true JP2007519798A5 (cg-RX-API-DMAC10.html) | 2010-08-05 |
| JP4647625B2 JP4647625B2 (ja) | 2011-03-09 |
Family
ID=34897651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006550315A Expired - Fee Related JP4647625B2 (ja) | 2004-01-27 | 2004-01-27 | 廃棄ポリエチレンテレフタレート（ｐｅｔ）の化学的リサイクル手法 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7893122B2 (cg-RX-API-DMAC10.html) |
| EP (1) | EP1710226B1 (cg-RX-API-DMAC10.html) |
| JP (1) | JP4647625B2 (cg-RX-API-DMAC10.html) |
| KR (1) | KR100983349B1 (cg-RX-API-DMAC10.html) |
| AU (1) | AU2004316446B2 (cg-RX-API-DMAC10.html) |
| CA (1) | CA2595393C (cg-RX-API-DMAC10.html) |
| DE (1) | DE602004022199D1 (cg-RX-API-DMAC10.html) |
| DK (1) | DK1710226T3 (cg-RX-API-DMAC10.html) |
| ES (1) | ES2328139T3 (cg-RX-API-DMAC10.html) |
| IL (1) | IL176986A (cg-RX-API-DMAC10.html) |
| PT (1) | PT1710226E (cg-RX-API-DMAC10.html) |
| WO (1) | WO2005082826A1 (cg-RX-API-DMAC10.html) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7972692B2 (en) | 2005-12-15 | 2011-07-05 | Kimberly-Clark Worldwide, Inc. | Biodegradable multicomponent fibers |
| KR101283172B1 (ko) | 2006-04-07 | 2013-07-08 | 킴벌리-클라크 월드와이드, 인크. | 생분해성 부직 라미네이트 |
| US8710172B2 (en) | 2006-07-14 | 2014-04-29 | Kimberly-Clark Worldwide, Inc. | Biodegradable aliphatic-aromatic copolyester for use in nonwoven webs |
| KR101297937B1 (ko) | 2006-07-14 | 2013-08-19 | 킴벌리-클라크 월드와이드, 인크. | 부직 웹에 사용하기 위한 생분해성 지방족 폴리에스테르 |
| WO2008008074A1 (en) | 2006-07-14 | 2008-01-17 | Kimberly-Clark Worldwide, Inc. | Biodegradable polyactic acid for use in nonwoven webs |
| US8470222B2 (en) | 2008-06-06 | 2013-06-25 | Kimberly-Clark Worldwide, Inc. | Fibers formed from a blend of a modified aliphatic-aromatic copolyester and thermoplastic starch |
| US8841386B2 (en) * | 2008-06-10 | 2014-09-23 | Kimberly-Clark Worldwide, Inc. | Fibers formed from aromatic polyester and polyether copolymer |
| CN105254858A (zh) * | 2009-03-03 | 2016-01-20 | 可口可乐公司 | 生物基聚对苯二甲酸乙二酯包装及制备其的方法 |
| US20130199692A1 (en) * | 2010-07-30 | 2013-08-08 | North Carolina State University | Surface Functionalization of Polyester |
| US9458354B2 (en) | 2010-10-06 | 2016-10-04 | Resinate Technologies, Inc. | Polyurethane dispersions and methods of making and using same |
| CA2838825A1 (en) | 2011-06-10 | 2012-12-13 | Kristopher M. Felice | Clear coatings acrylic coatings |
| CN103703137B (zh) | 2012-01-27 | 2016-11-23 | 株式会社吉那里斯 | 由对苯二甲酸钾盐制造有用化学品的方法 |
| US10196496B2 (en) | 2013-03-31 | 2019-02-05 | Pranay Jain | Process for recycling a metalized polyester film |
| BR102014029870B1 (pt) * | 2014-11-28 | 2018-05-08 | Univ Federal Do Espirito Santo Ufes | resina supressora de pó de minérios e uso da resina |
| JP2018510225A (ja) | 2015-01-30 | 2018-04-12 | レジネート マテリアルズ グループ、インコーポレイテッド | Ｐｅｔ及びｐｔｔのリサイクル流の統合処理方法 |
| JP6671067B2 (ja) * | 2015-04-10 | 2020-03-25 | 国立研究開発法人産業技術総合研究所 | 架橋化ｅｖａの可溶化方法、可溶化方法を用いた使用済み太陽電池からの資源回収法 |
| US9550713B1 (en) | 2015-07-09 | 2017-01-24 | Loop Industries, Inc. | Polyethylene terephthalate depolymerization |
| US9981902B2 (en) | 2015-10-23 | 2018-05-29 | Columbia Insurance Company | Process for production of an ester and diol from reclaimed carpet material |
| ITUB20160843A1 (it) * | 2016-02-18 | 2017-08-18 | Recyclinnova S R L S | Processo di conversione di rifiuti in Polietilene Tereftalato (PET) in prodotti chimici di valore |
| RU2616299C1 (ru) * | 2016-05-19 | 2017-04-14 | Общество с ограниченной ответственностью "ХИМТЕХ-ИНЖИНИРИНГ" | Способ щелочного гидролиза отходов ПЭТФ с получением терефталевой кислоты |
| US10252976B1 (en) | 2017-09-15 | 2019-04-09 | 9449710 Canada Inc. | Terephthalic acid esters formation |
| US12071519B2 (en) | 2017-09-15 | 2024-08-27 | 9449710 Canada Inc. | Terephthalic acid esters formation |
| MY205894A (en) | 2018-06-25 | 2024-11-19 | 9449710 Canada Inc | Terephthalic acid esters formation |
| SE542172C2 (en) * | 2018-07-13 | 2020-03-10 | Soedra Skogsaegarna Ekonomisk Foerening | Process for separation |
| DE102018122210B4 (de) * | 2018-09-12 | 2023-06-29 | Rittec Umwelttechnik Gmbh | Verfahren und Verwendung einer Vorrichtung zur Wiederaufarbeitung von Polyalkylenterephthalat enthaltenden Abfällen |
| TWI694064B (zh) * | 2018-09-26 | 2020-05-21 | 遠東新世紀股份有限公司 | 對苯二甲酸的製造方法及其系統 |
| JP7461062B2 (ja) * | 2019-02-27 | 2024-04-03 | エコール ポリテクニーク フェデラル デ ローザンヌ （イーピーエフエル） | プラスチック材料の、テレフタル酸（ｔｐａ）、エチレングリコール、及び／又はそのプラスチック材料を形成する他のモノマーへの分解 |
| US11248103B2 (en) | 2019-03-20 | 2022-02-15 | 9449710 Canada Inc. | Process for the depolymerization of polyethylene terephthalate (PET) |
| KR102223614B1 (ko) * | 2019-06-12 | 2021-03-05 | 한국화학연구원 | 극성용매 혼합물을 사용한 에스테르 작용기를 포함하는 고분자의 해중합 |
| US12528927B2 (en) * | 2020-02-20 | 2026-01-20 | Georgia Tech Research Corporation | Mechanocatalytic depolymerization of plastics |
| WO2021211423A1 (en) | 2020-04-13 | 2021-10-21 | Northwestern University | Methods for depolymerizing polyesters |
| KR102425247B1 (ko) * | 2020-06-26 | 2022-07-27 | 한국화학연구원 | 에스테르 작용기를 포함하는 고분자의 친환경적인 해중합 방법 |
| KR102462599B1 (ko) * | 2020-09-18 | 2022-11-03 | 한국화학연구원 | 에스테르 작용기를 포함하는 고분자의 해중합 촉매 및 이를 이용한 해중합 방법 |
| RU2754972C1 (ru) * | 2020-09-24 | 2021-09-08 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Российский химико-технологический университет имени Д.И. Менделеева" (РХТУ им. Д.И. Менделеева) | Способ переработки отходов полиэтилентерефталата |
| US20240228736A1 (en) * | 2021-01-07 | 2024-07-11 | Agency For Science, Technology And Research | A Process for Preparing a Monoester of Terephthalic Acid and Its Derivatives |
| CN116981725A (zh) * | 2021-02-26 | 2023-10-31 | 高丽大学校产学协力团 | 用于回收聚对苯二甲酸乙二醇酯（pet）的pet化学和生物集成降解方法 |
| IT202100006077A1 (it) * | 2021-03-15 | 2022-09-15 | gr3n SA | Metodo per il riciclaggio di uno scarto tessile comprendente una componente cellulosica ed una componente in poliestere |
| JP7531056B2 (ja) * | 2021-07-19 | 2024-08-08 | エルジー・ケム・リミテッド | リサイクルプラスチック合成用単量体組成物、その製造方法、およびそれを用いたリサイクルプラスチック、成形品および可塑剤組成物 |
| AU2022335930A1 (en) * | 2021-09-06 | 2024-03-07 | Samsara Eco Pty Limited | Recycling of polyester |
| TW202330758A (zh) | 2021-09-16 | 2023-08-01 | 美商賽克股份有限公司 | 從由廢棄材料解聚合所形成再生二酸形成聚酯之方法 |
| KR102381508B1 (ko) * | 2021-09-28 | 2022-04-01 | 김 영 범 | 고유점도가 0.75㎗/g 이상인 고중합도의 폴리에틸렌테레프탈레이트를 이용한 테레프탈산의 제조방법 |
| US12577365B2 (en) | 2021-10-25 | 2026-03-17 | Northwestern University | Polyester hydrogenolytic deconstruction via tandem catalysis |
| KR102766336B1 (ko) * | 2021-11-25 | 2025-02-12 | 롯데케미칼 주식회사 | 화학적 재활용 pet의 제조 방법 |
| JP7849216B2 (ja) * | 2022-04-28 | 2026-04-21 | キリンホールディングス株式会社 | テレフタル酸の回収方法 |
| GB202207361D0 (en) * | 2022-05-19 | 2022-07-06 | Stuff4Life Ltd | Chemical process |
| CN116875326B (zh) * | 2023-04-27 | 2026-02-06 | 湖北民族大学 | 一种以废弃塑料瓶为原料的破乳剂及其制备方法与应用 |
| JPWO2024225470A1 (cg-RX-API-DMAC10.html) * | 2023-04-28 | 2024-10-31 | ||
| KR102826861B1 (ko) | 2023-06-26 | 2025-07-01 | 테라클 주식회사 | Pet 해중합 생성물의 정제방법 |
| KR102833682B1 (ko) | 2023-09-12 | 2025-07-18 | 테라클 주식회사 | 제지슬러지 소각재를 이용한 pet 해중합으로부터 테레프탈산을 제조하는 방법 |
| KR102774288B1 (ko) * | 2024-04-30 | 2025-02-27 | 테라클 주식회사 | 폴리에스테르 해중합을 이용한 고순도 테레프탈산 제조방법 및 이로부터 얻어진 고순도의 테레프탈산 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB822834A (en) * | 1957-01-11 | 1959-11-04 | Jaroslav Pitat | A method of processing waste of polyethylene terephthalate by hydrolysis |
| US3801273A (en) * | 1972-08-30 | 1974-04-02 | Johnson & Johnson | Methods of recovering waste cellulosic fibers |
| US4929749A (en) * | 1989-03-15 | 1990-05-29 | Synergistics Industries, Limited | Production of terephthalate esters by degradative transesterification of scrap or virgin terephthalate polyesters |
| US5580905A (en) * | 1994-04-28 | 1996-12-03 | United Resource Recovery Corporation | Process for recycling polyesters |
| JPH08253619A (ja) * | 1995-03-17 | 1996-10-01 | Matsushita Electric Ind Co Ltd | プラスチック成形体の処理方法 |
| US6031128A (en) * | 1995-12-30 | 2000-02-29 | Sunkyong Industries Co., Ltd. | Process for manufacturing terephthalic acid |
| JP2001131269A (ja) * | 1999-10-29 | 2001-05-15 | Hitachi Chem Co Ltd | 不飽和ポリエステル樹脂の製造方法及び不飽和ポリエステル樹脂組成物、並びにこれを用いた熱硬化性成形材料及びプラスチック成形品 |
| JP3808672B2 (ja) | 1999-11-26 | 2006-08-16 | 東洋製罐株式会社 | 回収ポリエチレンテレフタレート粉砕品からのテレフタル酸の工業的回収方法 |
| JP3917811B2 (ja) * | 2000-11-15 | 2007-05-23 | 東洋製罐株式会社 | 回収ポリエチレンテレフタレート粉砕品からのテレフタル酸の工業的回収方法 |
| JP2002327088A (ja) * | 2001-05-07 | 2002-11-15 | Akio Kobayashi | 精製熱可塑性ポリエステル樹脂の製造法 |
-
2004
- 2004-01-27 DK DK04705473T patent/DK1710226T3/da active
- 2004-01-27 JP JP2006550315A patent/JP4647625B2/ja not_active Expired - Fee Related
- 2004-01-27 DE DE602004022199T patent/DE602004022199D1/de not_active Expired - Lifetime
- 2004-01-27 WO PCT/IB2004/000257 patent/WO2005082826A1/es not_active Ceased
- 2004-01-27 ES ES04705473T patent/ES2328139T3/es not_active Expired - Lifetime
- 2004-01-27 CA CA2595393A patent/CA2595393C/en not_active Expired - Fee Related
- 2004-01-27 US US10/587,518 patent/US7893122B2/en not_active Expired - Fee Related
- 2004-01-27 EP EP04705473A patent/EP1710226B1/en not_active Expired - Lifetime
- 2004-01-27 PT PT04705473T patent/PT1710226E/pt unknown
- 2004-01-27 KR KR1020067015142A patent/KR100983349B1/ko not_active Expired - Fee Related
- 2004-01-27 AU AU2004316446A patent/AU2004316446B2/en not_active Ceased
-
2006
- 2006-07-20 IL IL176986A patent/IL176986A/en active IP Right Grant
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