CA2359727C - A glycolysis process for recycling of post-consumer pet - Google Patents
A glycolysis process for recycling of post-consumer pet Download PDFInfo
- Publication number
- CA2359727C CA2359727C CA 2359727 CA2359727A CA2359727C CA 2359727 C CA2359727 C CA 2359727C CA 2359727 CA2359727 CA 2359727 CA 2359727 A CA2359727 A CA 2359727A CA 2359727 C CA2359727 C CA 2359727C
- Authority
- CA
- Canada
- Prior art keywords
- reactor
- polyester
- lower layer
- glycol
- upper layer
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims abstract description 73
- 230000034659 glycolysis Effects 0.000 title abstract description 31
- 238000004064 recycling Methods 0.000 title description 10
- 229920000728 polyester Polymers 0.000 claims abstract description 112
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 73
- 239000000356 contaminant Substances 0.000 claims abstract description 49
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 125000003827 glycol group Chemical group 0.000 claims abstract description 11
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims abstract description 8
- 238000007667 floating Methods 0.000 claims abstract description 7
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 41
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 41
- 239000000463 material Substances 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 17
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 15
- -1 polyethylene terephthalate Polymers 0.000 claims description 12
- 238000010924 continuous production Methods 0.000 claims description 11
- 238000000746 purification Methods 0.000 claims description 8
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 7
- 238000001914 filtration Methods 0.000 claims description 6
- 150000002009 diols Chemical class 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 4
- 229920000098 polyolefin Polymers 0.000 claims description 4
- 239000004800 polyvinyl chloride Substances 0.000 claims description 4
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 3
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 2
- 238000013019 agitation Methods 0.000 claims description 2
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- 229920001634 Copolyester Polymers 0.000 claims 1
- 238000010521 absorption reaction Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- 238000004519 manufacturing process Methods 0.000 description 21
- 239000000047 product Substances 0.000 description 15
- 239000000178 monomer Substances 0.000 description 12
- 239000003054 catalyst Substances 0.000 description 11
- 239000011541 reaction mixture Substances 0.000 description 11
- 238000000926 separation method Methods 0.000 description 9
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 8
- 239000002245 particle Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000002699 waste material Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 229920001903 high density polyethylene Polymers 0.000 description 4
- 239000004700 high-density polyethylene Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000002939 deleterious effect Effects 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
- GYUVMLBYMPKZAZ-UHFFFAOYSA-N dimethyl naphthalene-2,6-dicarboxylate Chemical compound C1=C(C(=O)OC)C=CC2=CC(C(=O)OC)=CC=C21 GYUVMLBYMPKZAZ-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- JLYXXMFPNIAWKQ-GNIYUCBRSA-N gamma-hexachlorocyclohexane Chemical compound Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl JLYXXMFPNIAWKQ-GNIYUCBRSA-N 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N gamma-hexachlorocyclohexane Natural products ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229960002809 lindane Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000010817 post-consumer waste Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/88—Post-polymerisation treatment
- C08G63/90—Purification; Drying
-
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Sustainable Development (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11944799P | 1999-02-10 | 1999-02-10 | |
| US60/119,447 | 1999-02-10 | ||
| US09/478,018 | 2000-01-05 | ||
| US09/478,018 US6410607B1 (en) | 1999-02-10 | 2000-01-05 | Glycolysis process for recycling of post-consumer pet |
| PCT/US2000/002813 WO2000047659A1 (en) | 1999-02-10 | 2000-02-04 | A glycolysis process for recycling of post-consumer pet |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2359727A1 CA2359727A1 (en) | 2000-08-17 |
| CA2359727C true CA2359727C (en) | 2008-03-25 |
Family
ID=26817346
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2359727 Expired - Fee Related CA2359727C (en) | 1999-02-10 | 2000-02-04 | A glycolysis process for recycling of post-consumer pet |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6410607B1 (enExample) |
| EP (1) | EP1153070B1 (enExample) |
| JP (1) | JP4531988B2 (enExample) |
| CN (1) | CN1149254C (enExample) |
| AT (1) | ATE223456T1 (enExample) |
| BR (1) | BR0008127A (enExample) |
| CA (1) | CA2359727C (enExample) |
| DE (1) | DE60000414T2 (enExample) |
| ES (1) | ES2179021T3 (enExample) |
| WO (1) | WO2000047659A1 (enExample) |
Families Citing this family (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003101929A1 (en) * | 2002-06-04 | 2003-12-11 | Aies Co., Ltd. | Processes for the purification of bis(2-hydroxyethyl) terephthalate |
| US7297721B2 (en) * | 2003-06-20 | 2007-11-20 | Futura Polyesters Limited | Process for controlled polymerization of a mixed polymer |
| US8034870B2 (en) * | 2003-12-17 | 2011-10-11 | Sabic Innovative Plastics Ip B.V. | Flame-retardant polyester composition |
| US8067493B2 (en) * | 2003-12-30 | 2011-11-29 | Sabic Innovative Plastics Ip B.V. | Polymer compositions, method of manufacture, and articles formed therefrom |
| US7247742B2 (en) * | 2004-05-20 | 2007-07-24 | Bp Corporation North America Inc. | Recycling polyethylene naphthalate containing materials in a process to produce diesters |
| EP1846207B1 (en) * | 2005-01-18 | 2011-05-25 | M & G Polimeri Italia S.P.A. | Compartmentalized pellet for improved contaminant removal |
| US7795320B2 (en) * | 2006-01-27 | 2010-09-14 | Sabic Innovative Plastics Ip B.V. | Copolyetheresters derived from polyethylene terephthalate |
| US7902264B2 (en) * | 2006-01-27 | 2011-03-08 | Sabic Innovative Plastics Ip B.V. | Polytrimethylene terephthalate (PTT) derived from polyethylene terephthalate (PET) and containing PET residues |
| US7935737B2 (en) * | 2006-01-27 | 2011-05-03 | Sabic Innovative Plastics Ip B.V. | Articles derived from compositions containing modified polybutylene terephthalate (PBT) random copolymers derived from polyethylene terephthalate (PET) |
| US7902263B2 (en) * | 2006-01-27 | 2011-03-08 | Sabic Innovative Plastics Ip B.V. | Process for making polybutylene terephthalate (PBT) from polyethylene terephthalate (PET) |
| US8680167B2 (en) * | 2006-01-27 | 2014-03-25 | Sabic Innovative Plastics Ip B.V. | Molding compositions containing fillers and modified polybutylene terephthalate (PBT) random copolymers derived from polyethylene terephthalate (PET) |
| US7923506B2 (en) * | 2006-01-27 | 2011-04-12 | Sabic Innovative Plastics Ip B.V. | Molding compositions containing modified polybutylene terephthalate (PBT) random copolymers derived from polyethylene terephthalate (PET) |
| US7799836B2 (en) * | 2006-03-01 | 2010-09-21 | Sabic Innovative Plastics Ip B.V. | Process for making polybutylene terephthalate (PBT) from polyethylene terephthalate (PET) |
| US8309656B2 (en) | 2006-07-26 | 2012-11-13 | Sabic Innovative Plastics Ip B.V. | Elastomer blends containing polycarbonates and copolyetheresters derived from polyethylene terephthalate, method of manufacture, and articles therefrom |
| US7928150B2 (en) * | 2008-05-06 | 2011-04-19 | Sabic Innovative Plastics Ip B.V. | Process for the manufacture of lonomeric polybutylene terephthalate from polyethylene terephthalate, and compositions and articles thereof |
| CN102149757A (zh) * | 2008-09-12 | 2011-08-10 | 住友电木株式会社 | 分解聚合物材料的方法、制备再生树脂的方法以及回收无机填料的方法 |
| US20100168317A1 (en) * | 2008-12-30 | 2010-07-01 | Cahoon-Brister Kristen | Poly(butylene terephthalate) compositions, methods of manufacture, and articles thereof |
| US8138244B2 (en) * | 2008-12-30 | 2012-03-20 | Sabic Innovative Plastics Ip B.V. | Reinforced polyester compositions, method of manufacture, and articles thereof |
| US20100168321A1 (en) * | 2008-12-30 | 2010-07-01 | Cahoon-Brister Kristen | Poly(butylene terephthalate) compositions, methods of manufacture, and articles thereof |
| US7910657B2 (en) * | 2008-12-30 | 2011-03-22 | Sabic Innovative Plastics Ip B.V. | Process for the manufacture of polybutylene terephthalate copolymers from polyethylene terephthalate, and compositions and articles thereof |
| US20100168328A1 (en) * | 2008-12-30 | 2010-07-01 | Ganesh Kannan | Process for the manufacture of polycyclohexane dimethylene terephthalate copolymers from polyethylene terephthalate, and compositions and articles thereof |
| MX2012000273A (es) * | 2009-07-02 | 2012-02-28 | Bepex International Llc | Aparato y metodo de procesamiento de polimero de pos-consumo asistido por fase de vapor. |
| US8686072B2 (en) | 2010-06-29 | 2014-04-01 | Sabic Innovative Plastics Ip B.V. | Flame resistant polyester compositions, method of manufacture, and articles therof |
| US8716378B2 (en) | 2010-06-29 | 2014-05-06 | Sabic Innovative Plastics Ip B.V. | Flame resistant polyester compositions, method of manufacture, and articles thereof |
| US20120046411A1 (en) | 2010-08-20 | 2012-02-23 | Becton, Dickinson And Company | Recycled Resin Compositions And Disposable Medical Devices Made Therefrom |
| US9458354B2 (en) | 2010-10-06 | 2016-10-04 | Resinate Technologies, Inc. | Polyurethane dispersions and methods of making and using same |
| KR101507696B1 (ko) | 2011-06-10 | 2015-04-07 | 크리스토퍼 엠. 펠리체 | 투명 코팅, 아크릴 코팅 |
| CN102250449B (zh) * | 2011-06-27 | 2012-11-28 | 沈阳化工大学 | 利用回收的对苯二甲酸合成饱和聚酯树脂的方法 |
| CN102532815B (zh) * | 2011-12-06 | 2013-09-25 | 上海聚友化工有限公司 | 一种废聚酯纺织品回收再利用的方法 |
| CN102731760B (zh) * | 2012-07-17 | 2014-03-26 | 龙福环能科技股份有限公司 | 一种将回收聚酯瓶片料熔体醇解后再聚合的方法 |
| PL2719529T3 (pl) | 2012-10-10 | 2017-08-31 | Armacell Enterprise Gmbh & Co. Kg | Zapobieganie depolimeryzacji politereftalanu alkilenowego w strukturach laminowanych |
| DE102012220498A1 (de) * | 2012-11-09 | 2014-05-15 | Aquafil Engineering Gmbh | Verfahren und Vorrichtung zur Behandlung von Polymeren |
| EP2784110B1 (en) | 2013-03-26 | 2017-03-29 | Oxxynova GmbH | Method and apparatus for colour removal from shredded pet-flakes |
| US9255194B2 (en) | 2013-10-15 | 2016-02-09 | International Business Machines Corporation | Methods and materials for depolymerizing polyesters |
| US10259922B2 (en) | 2013-11-06 | 2019-04-16 | The Board Of Trustees Of The Leland Stanford Junior University | Methods for modifying a hydrophobic polymer surface and devices thereof |
| EP3212687B1 (en) * | 2014-10-29 | 2019-02-20 | Resinate Materials Group, Inc. | High recycle content polyester polyols from hydroxy-functional ketal acids, esters or amides |
| ITUB20151922A1 (it) * | 2015-07-06 | 2017-01-06 | Gianni Monte | Procedimento per la produzione di polietilene tereftalato modificato glicole da materie prime di riciclo |
| US9550713B1 (en) | 2015-07-09 | 2017-01-24 | Loop Industries, Inc. | Polyethylene terephthalate depolymerization |
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| US3703488A (en) | 1968-03-22 | 1972-11-21 | Goodyear Tire & Rubber | Process for reuse of polyester resin |
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| US5981672A (en) * | 1998-09-25 | 1999-11-09 | Peterson; Donny L. | Apparatus and method for converting polyethylene terephthalate into polyester polyols |
| US6048907A (en) * | 1998-09-25 | 2000-04-11 | Peterson; Don | Apparatus and method for converting polyethylene terephthalate into polyester polyols |
-
2000
- 2000-01-05 US US09/478,018 patent/US6410607B1/en not_active Expired - Fee Related
- 2000-02-04 AT AT00907128T patent/ATE223456T1/de not_active IP Right Cessation
- 2000-02-04 WO PCT/US2000/002813 patent/WO2000047659A1/en not_active Ceased
- 2000-02-04 CA CA 2359727 patent/CA2359727C/en not_active Expired - Fee Related
- 2000-02-04 CN CNB008036276A patent/CN1149254C/zh not_active Expired - Fee Related
- 2000-02-04 DE DE60000414T patent/DE60000414T2/de not_active Expired - Lifetime
- 2000-02-04 BR BR0008127A patent/BR0008127A/pt active Search and Examination
- 2000-02-04 EP EP20000907128 patent/EP1153070B1/en not_active Expired - Lifetime
- 2000-02-04 ES ES00907128T patent/ES2179021T3/es not_active Expired - Lifetime
- 2000-02-04 JP JP2000598569A patent/JP4531988B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1153070A1 (en) | 2001-11-14 |
| JP4531988B2 (ja) | 2010-08-25 |
| EP1153070B1 (en) | 2002-09-04 |
| US6410607B1 (en) | 2002-06-25 |
| CN1149254C (zh) | 2004-05-12 |
| JP2002536519A (ja) | 2002-10-29 |
| WO2000047659A1 (en) | 2000-08-17 |
| ES2179021T3 (es) | 2003-01-16 |
| BR0008127A (pt) | 2001-11-06 |
| ATE223456T1 (de) | 2002-09-15 |
| CA2359727A1 (en) | 2000-08-17 |
| DE60000414D1 (de) | 2002-10-10 |
| DE60000414T2 (de) | 2003-08-07 |
| CN1340077A (zh) | 2002-03-13 |
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