PL441925A1 - Sposób otrzymywania estru kwasu tereftalowego i alkoholu alifatycznego C8 z wykorzystaniem odpadowego poli(tereftalanu etylenu) - Google Patents
Sposób otrzymywania estru kwasu tereftalowego i alkoholu alifatycznego C8 z wykorzystaniem odpadowego poli(tereftalanu etylenu)Info
- Publication number
- PL441925A1 PL441925A1 PL441925A PL44192522A PL441925A1 PL 441925 A1 PL441925 A1 PL 441925A1 PL 441925 A PL441925 A PL 441925A PL 44192522 A PL44192522 A PL 44192522A PL 441925 A1 PL441925 A1 PL 441925A1
- Authority
- PL
- Poland
- Prior art keywords
- mass
- aliphatic alcohol
- ethylene terephthalate
- acid ester
- terephthalic acid
- Prior art date
Links
- -1 terephthalic acid ester Chemical class 0.000 title abstract 9
- 229920000139 polyethylene terephthalate Polymers 0.000 title abstract 4
- 239000005020 polyethylene terephthalate Substances 0.000 title abstract 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 title abstract 3
- 239000002699 waste material Substances 0.000 title abstract 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N benzene-dicarboxylic acid Natural products OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000012451 post-reaction mixture Substances 0.000 abstract 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 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
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001409 amidines Chemical class 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000012043 crude product Substances 0.000 abstract 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 239000012153 distilled water Substances 0.000 abstract 1
- 150000004679 hydroxides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 1
- 238000005809 transesterification reaction Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
-
- 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
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
- C07C69/82—Terephthalic acid esters
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Sustainable Development (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Przedmiotem zgłoszenia jest sposób otrzymywania estru kwasu tereftalowego i alkoholu alifatycznego C8 z wykorzystaniem odpadowego poli(tereftalanu etylenu) drogą transestryfikacji mieszaniny odpadowego poli(tereftalanu etylenu) i alifatycznego alkoholu, który zawiera osiem atomów węgla w cząsteczce. Reakcje prowadzi się w obecności od 0,1% do 8% masowych super zasadowego katalizatora wybranego z grupy obejmującej bicykliczne pochodne guanidyny albo amidyny, ich N-alkilowane wodorotlenki o długości łańcucha alkilowego od C2 do C10, a stosunek masowy alkoholu do poli(tereftalanu etylenu) wynosi od 1,2:1 do 8:1. Proces jest realizowany w reaktorze okresowym, w temperaturze 120°C do 280°C, w czasie od 1 do 10 godzin, a powstający glikol etylenowy usuwa się ze środowiska reakcji przez destylację. Uzyskaną mieszaninę poreakcyjną przesącza się, a następnie przemywa się roztworem wodorotlenku sodu, potasu lub amonu o stężeniu od 1% do 15% masowych, w ilości 1% - 50% masowych w odniesieniu do masy przesączonej mieszaniny poreakcyjnej, po czym przemywa się wodą destylowaną, a następnie oddestylowuje się nadmiar alkoholu i otrzymuje się surowy produkt.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL441925A PL245503B1 (pl) | 2022-08-03 | 2022-08-03 | Sposób otrzymywania estru kwasu tereftalowego i alkoholu alifatycznego C8 z wykorzystaniem odpadowego poli(tereftalanu etylenu) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL441925A PL245503B1 (pl) | 2022-08-03 | 2022-08-03 | Sposób otrzymywania estru kwasu tereftalowego i alkoholu alifatycznego C8 z wykorzystaniem odpadowego poli(tereftalanu etylenu) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL441925A1 true PL441925A1 (pl) | 2024-02-05 |
| PL245503B1 PL245503B1 (pl) | 2024-08-12 |
Family
ID=89808316
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL441925A PL245503B1 (pl) | 2022-08-03 | 2022-08-03 | Sposób otrzymywania estru kwasu tereftalowego i alkoholu alifatycznego C8 z wykorzystaniem odpadowego poli(tereftalanu etylenu) |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL245503B1 (pl) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI20246033A1 (fi) * | 2024-08-19 | 2026-02-20 | Teknologian Tutkimuskeskus Vtt Oy | Menetelmä polyesterin depolymerisoimiseksi ja katalyytin käyttö depolymerisoinnissa |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120223270A1 (en) * | 2011-03-04 | 2012-09-06 | King Abdulaziz City For Science And Technology | Methods of depolymerizing terephthalate polyesters |
| US20140336320A1 (en) * | 2013-05-08 | 2014-11-13 | Lg Chem, Ltd. | Method of preparing ester plasticizer and ester plasticizer prepared therefrom |
| WO2015056377A1 (en) * | 2013-10-15 | 2015-04-23 | International Business Machines Corporation | Methods and materials for depolymerizing polyesters |
-
2022
- 2022-08-03 PL PL441925A patent/PL245503B1/pl unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120223270A1 (en) * | 2011-03-04 | 2012-09-06 | King Abdulaziz City For Science And Technology | Methods of depolymerizing terephthalate polyesters |
| US20140336320A1 (en) * | 2013-05-08 | 2014-11-13 | Lg Chem, Ltd. | Method of preparing ester plasticizer and ester plasticizer prepared therefrom |
| WO2015056377A1 (en) * | 2013-10-15 | 2015-04-23 | International Business Machines Corporation | Methods and materials for depolymerizing polyesters |
Non-Patent Citations (2)
| Title |
|---|
| google; FUKUSHIMA, KAZUKI ET AL., "Organocatalytic Depolymerization of Poly(ethylene terephthalate", J. POLYM. SCI. PART A: POLYM. CHEM., (2011), vol. 49, pages 1273 - 1281 * |
| google; FUKUSHIMA, KAZUKI ET AL., "Unexpected efficiency of cyclic amidine catalysts in depolymerizing poly(ethylene terephthalate", J. POLYM. SCI. PART A: POLYM. CHEM.,09.01.2013, vol. 51, no. 7, pages 1606 – 1611 * |
Also Published As
| Publication number | Publication date |
|---|---|
| PL245503B1 (pl) | 2024-08-12 |
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