DE69619246T2 - Verfahren zur herstellung von polyester gegenstände mit niedrigem acetaldehyd gehalt - Google Patents
Verfahren zur herstellung von polyester gegenstände mit niedrigem acetaldehyd gehaltInfo
- Publication number
- DE69619246T2 DE69619246T2 DE69619246T DE69619246T DE69619246T2 DE 69619246 T2 DE69619246 T2 DE 69619246T2 DE 69619246 T DE69619246 T DE 69619246T DE 69619246 T DE69619246 T DE 69619246T DE 69619246 T2 DE69619246 T2 DE 69619246T2
- Authority
- DE
- Germany
- Prior art keywords
- polyester
- acetaldehyde
- ppm
- polymer
- melt
- 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 - Lifetime
Links
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 title claims description 178
- 229920000728 polyester Polymers 0.000 title claims description 55
- 238000004519 manufacturing process Methods 0.000 title description 4
- 238000000034 method Methods 0.000 claims description 46
- 238000000465 moulding Methods 0.000 claims description 31
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 27
- 239000008188 pellet Substances 0.000 claims description 27
- 239000000155 melt Substances 0.000 claims description 18
- -1 alkyl dicarboxylic acids Chemical class 0.000 claims description 14
- 239000007787 solid Substances 0.000 claims description 14
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 7
- 150000002334 glycols Chemical class 0.000 claims description 7
- 238000005453 pelletization Methods 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000003039 volatile agent Substances 0.000 claims description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 claims description 3
- 230000001172 regenerating effect Effects 0.000 claims description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims 4
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims 2
- 229920000642 polymer Polymers 0.000 description 81
- 229920000139 polyethylene terephthalate Polymers 0.000 description 37
- 239000005020 polyethylene terephthalate Substances 0.000 description 35
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 238000006068 polycondensation reaction Methods 0.000 description 11
- 238000003860 storage Methods 0.000 description 11
- 238000007872 degassing Methods 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000009826 distribution Methods 0.000 description 9
- 230000008018 melting Effects 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 238000002425 crystallisation Methods 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 238000010926 purge Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000001035 drying Methods 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000007711 solidification Methods 0.000 description 6
- 230000008023 solidification Effects 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000003570 air Substances 0.000 description 4
- 235000013361 beverage Nutrition 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 238000010128 melt processing Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000012080 ambient air Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 2
- 229920001634 Copolyester Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002516 radical scavenger Substances 0.000 description 2
- 230000008929 regeneration Effects 0.000 description 2
- 238000011069 regeneration method Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 238000009849 vacuum degassing Methods 0.000 description 2
- 238000013022 venting Methods 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
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 239000004609 Impact Modifier Substances 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000013036 UV Light Stabilizer Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 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
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 239000006085 branching agent Substances 0.000 description 1
- 235000011089 carbon dioxide Nutrition 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
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004320 controlled atmosphere Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical class [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000009751 slip forming Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000011701 zinc Substances 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
- 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
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2105/00—Condition, form or state of moulded material or of the material to be shaped
- B29K2105/0002—Condition, form or state of moulded material or of the material to be shaped monomers or prepolymers
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/509,845 US5648032A (en) | 1995-08-01 | 1995-08-01 | Process for producing polyester articles having low acetaldehyde content |
| PCT/US1996/012504 WO1997005186A1 (en) | 1995-08-01 | 1996-07-31 | Process for producing polyester articles having low acetaldehyde content |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69619246D1 DE69619246D1 (de) | 2002-03-21 |
| DE69619246T2 true DE69619246T2 (de) | 2002-08-14 |
Family
ID=24028319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69619246T Expired - Lifetime DE69619246T2 (de) | 1995-08-01 | 1996-07-31 | Verfahren zur herstellung von polyester gegenstände mit niedrigem acetaldehyd gehalt |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US5648032A (enExample) |
| EP (1) | EP0842210B1 (enExample) |
| JP (1) | JP3756520B2 (enExample) |
| CN (1) | CN1196737A (enExample) |
| AR (1) | AR003077A1 (enExample) |
| AT (1) | ATE213258T1 (enExample) |
| AU (1) | AU6642596A (enExample) |
| BR (1) | BR9609745A (enExample) |
| CA (1) | CA2226884A1 (enExample) |
| CO (1) | CO4560427A1 (enExample) |
| DE (1) | DE69619246T2 (enExample) |
| ES (1) | ES2168497T3 (enExample) |
| MX (1) | MX9800877A (enExample) |
| MY (1) | MY132238A (enExample) |
| PL (1) | PL324645A1 (enExample) |
| TW (1) | TW386093B (enExample) |
| WO (1) | WO1997005186A1 (enExample) |
| ZA (1) | ZA966211B (enExample) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6099778A (en) * | 1996-10-28 | 2000-08-08 | Eastman Chemical Company | Process for producing pet articles with low acetaldehyde |
| US5980797A (en) * | 1997-03-20 | 1999-11-09 | Eastman Chemical Company | Apparatus and method for molding polyester articles having low acetaldehyde content directly from the melt formation using flash tank devoltatilization |
| AU6763998A (en) * | 1997-03-20 | 1998-10-12 | Eastman Chemical Company | Process for the modification of a polyester melt used in a continuous melt-to-preform process |
| AU738285B2 (en) * | 1997-08-18 | 2001-09-13 | Teijin Limited | A copolyester for molding a bottle |
| JPH1170588A (ja) * | 1997-08-29 | 1999-03-16 | Ykk Corp | 再生合成樹脂スライドファスナー用部品の製造方法 |
| US5932691A (en) * | 1997-12-05 | 1999-08-03 | Union Carbide Chemicals & Plastics Technology Corporation | Process for devolatilization |
| TW577902B (en) * | 1998-01-27 | 2004-03-01 | Teijin Ltd | Method for producing aromatic polyester preform |
| US6129873A (en) * | 1998-04-08 | 2000-10-10 | Eastman Chemical Company | Process for removing moisture and volatiles from pellets in single screw extruders |
| EP1084191A2 (en) * | 1999-03-18 | 2001-03-21 | Teijin Limited | Hollow molded product comprising ethylene-2,6-naphthalene dicarboxylate polymer and ultraviolet absorber and production process therefor |
| US6632390B1 (en) * | 1999-06-15 | 2003-10-14 | Eastman Chemical Company | Process for profile extrusion of a polyester |
| US6191209B1 (en) * | 1999-06-30 | 2001-02-20 | Ciba Specialty Chemicals Corporation | Polyester compositions of low residual aldehyde content |
| CA2384356A1 (en) * | 1999-09-27 | 2001-04-05 | Ciba Specialty Chemicals Holding Inc. | Polyester compositions of low residual aldehyde content |
| US6380352B1 (en) | 2000-08-29 | 2002-04-30 | Eastman Chemical Company | Polyester precursor purification process |
| DE10045719B4 (de) † | 2000-09-15 | 2018-01-11 | Inventa-Fischer Gmbh & Co. Kg | Verfahren zur Herstellung von Polyestern mit reduziertem Gehalt an Acetaldehyd |
| ATE352583T1 (de) | 2000-12-29 | 2007-02-15 | Ciba Sc Holding Ag | Polyesterzusammensetzungen mit geringem restaldehydgehalt |
| US6908650B2 (en) * | 2001-03-02 | 2005-06-21 | Ciba Specialty Chemicals Corporation | Polyester and polyamide compositions of low residual aldehyde content |
| US20020198297A1 (en) * | 2001-03-02 | 2002-12-26 | Odorisio Paul A. | Polyester and polyamide compositions of low residual aldehyde content |
| ATE290570T1 (de) * | 2001-08-13 | 2005-03-15 | Ciba Sc Holding Ag | Polyesterzusammensetzungen mit geringem restaldehydgehalt |
| AU2002350471A1 (en) * | 2001-10-09 | 2003-04-22 | Ciba Specialty Chemicals Holding Inc. | Polyester and polyamide compositions of low residual aldehyde content |
| US20030094723A1 (en) * | 2001-11-19 | 2003-05-22 | Ruppman Kurt H. | Method of making an improved preform |
| US6762276B2 (en) | 2002-02-27 | 2004-07-13 | Eastman Chemical Company | Hydrogenation of polyester oligomers containing terephthalic acid residues |
| US20040091649A1 (en) * | 2002-11-07 | 2004-05-13 | Ruppman Kurt H. | Extrusion blow molding method |
| US20040146674A1 (en) * | 2003-01-29 | 2004-07-29 | Howell Earl Edmondson | Acetaldehyde scavenging by addition of active scavengers to bottle closures |
| FR2855093B1 (fr) * | 2003-05-21 | 2006-06-23 | Air Liquide | Procede et dispositif de production de preformes en polyethylene terephthalate |
| US6762275B1 (en) | 2003-05-27 | 2004-07-13 | The Coca-Cola Company | Method to decrease the acetaldehyde content of melt-processed polyesters |
| US20050049391A1 (en) * | 2003-08-28 | 2005-03-03 | Mark Rule | Polyester composition and articles with reduced acetaldehyde content and method using vinyl esterification catalyst |
| US7329723B2 (en) | 2003-09-18 | 2008-02-12 | Eastman Chemical Company | Thermal crystallization of polyester pellets in liquid |
| CA2482056A1 (en) | 2003-10-10 | 2005-04-10 | Eastman Chemical Company | Thermal crystallization of a molten polyester polymer in a fluid |
| WO2005070644A1 (en) * | 2004-01-09 | 2005-08-04 | The Coca-Cola Company | Condensation compression molding process and apparatus for production of container preforms |
| DE102004010680A1 (de) | 2004-03-04 | 2005-10-06 | Zimmer Ag | Verfahren zur Herstellung von hochkondensierten Polyestern in der festen Phase |
| US7459113B2 (en) | 2004-03-08 | 2008-12-02 | Eastman Chemical Company | Process of making a container from polyester polymer particles having a small surface to center intrinsic-viscosity gradient |
| US7358322B2 (en) | 2004-03-09 | 2008-04-15 | Eastman Chemical Company | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US7863405B2 (en) * | 2004-09-02 | 2011-01-04 | Eastman Chemical Company | Removal of residual acetaldehyde from polyester polymer particles |
| US7935399B2 (en) | 2004-09-02 | 2011-05-03 | Grupo Petrotemex, S.A. De C.V. | Low melting polyester polymers |
| US20060047102A1 (en) * | 2004-09-02 | 2006-03-02 | Stephen Weinhold | Spheroidal polyester polymer particles |
| US8545205B2 (en) * | 2004-11-08 | 2013-10-01 | Chemlink Capital Ltd. | System and method for making polyethylene terephthalate sheets and objects |
| US9011737B2 (en) | 2004-11-08 | 2015-04-21 | Chemlink Capital Ltd. | Advanced control system and method for making polyethylene terephthalate sheets and objects |
| KR101250302B1 (ko) * | 2004-12-07 | 2013-04-03 | 우데 인벤타-피쉬에르 아게 | 저 아세트알데히드 함량을 갖는 폴리에스테르 과립 및/또는성형제품의 제조방법 및 제조장치 |
| US9032641B2 (en) | 2005-05-26 | 2015-05-19 | Gala Industries, Inc. | Method and apparatus for making crystalline polymeric pellets and granules |
| CN101184593B (zh) * | 2005-05-26 | 2012-02-08 | 卡拉工业公司 | 用于生产结晶聚合物粒料和颗粒的方法和装置 |
| US8557950B2 (en) | 2005-06-16 | 2013-10-15 | Grupo Petrotemex, S.A. De C.V. | High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates |
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-
1995
- 1995-08-01 US US08/509,845 patent/US5648032A/en not_active Expired - Lifetime
-
1996
- 1996-07-22 MY MYPI96003013A patent/MY132238A/en unknown
- 1996-07-22 ZA ZA9606211A patent/ZA966211B/xx unknown
- 1996-07-29 AR ARP960103797A patent/AR003077A1/es unknown
- 1996-07-31 AT AT96926190T patent/ATE213258T1/de not_active IP Right Cessation
- 1996-07-31 MX MX9800877A patent/MX9800877A/es unknown
- 1996-07-31 CA CA002226884A patent/CA2226884A1/en not_active Abandoned
- 1996-07-31 WO PCT/US1996/012504 patent/WO1997005186A1/en not_active Ceased
- 1996-07-31 BR BR9609745A patent/BR9609745A/pt not_active IP Right Cessation
- 1996-07-31 AU AU66425/96A patent/AU6642596A/en not_active Abandoned
- 1996-07-31 EP EP96926190A patent/EP0842210B1/en not_active Expired - Lifetime
- 1996-07-31 JP JP50786397A patent/JP3756520B2/ja not_active Expired - Fee Related
- 1996-07-31 CN CN96197065A patent/CN1196737A/zh active Pending
- 1996-07-31 ES ES96926190T patent/ES2168497T3/es not_active Expired - Lifetime
- 1996-07-31 PL PL96324645A patent/PL324645A1/xx unknown
- 1996-07-31 DE DE69619246T patent/DE69619246T2/de not_active Expired - Lifetime
- 1996-08-01 CO CO96040856A patent/CO4560427A1/es unknown
- 1996-08-08 TW TW085109357A patent/TW386093B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| WO1997005186A1 (en) | 1997-02-13 |
| US5648032A (en) | 1997-07-15 |
| BR9609745A (pt) | 1999-03-02 |
| MX9800877A (es) | 1998-04-30 |
| JPH11510206A (ja) | 1999-09-07 |
| AU6642596A (en) | 1997-02-26 |
| EP0842210B1 (en) | 2002-02-13 |
| TW386093B (en) | 2000-04-01 |
| ES2168497T3 (es) | 2002-06-16 |
| ATE213258T1 (de) | 2002-02-15 |
| CN1196737A (zh) | 1998-10-21 |
| AR003077A1 (es) | 1998-05-27 |
| EP0842210A1 (en) | 1998-05-20 |
| JP3756520B2 (ja) | 2006-03-15 |
| ZA966211B (en) | 1997-02-10 |
| DE69619246D1 (de) | 2002-03-21 |
| CO4560427A1 (es) | 1998-02-10 |
| PL324645A1 (en) | 1998-06-08 |
| MY132238A (en) | 2007-09-28 |
| CA2226884A1 (en) | 1997-02-13 |
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