DE1770495A1 - Stabilisierte Polyaethylenglykolterephthalate - Google Patents
Stabilisierte PolyaethylenglykolterephthalateInfo
- Publication number
- DE1770495A1 DE1770495A1 DE19681770495 DE1770495A DE1770495A1 DE 1770495 A1 DE1770495 A1 DE 1770495A1 DE 19681770495 DE19681770495 DE 19681770495 DE 1770495 A DE1770495 A DE 1770495A DE 1770495 A1 DE1770495 A1 DE 1770495A1
- Authority
- DE
- Germany
- Prior art keywords
- polyethylene glycol
- stabilizers
- thermal degradation
- carbodiimides
- glycol terephthalates
- 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.)
- Pending
Links
- 229920001223 polyethylene glycol Polymers 0.000 title claims description 18
- 239000002202 Polyethylene glycol Substances 0.000 title claims description 16
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims description 15
- 239000003381 stabilizer Substances 0.000 claims description 21
- 150000001718 carbodiimides Chemical class 0.000 claims description 16
- 230000015556 catabolic process Effects 0.000 claims description 11
- 238000006731 degradation reaction Methods 0.000 claims description 11
- 238000006068 polycondensation reaction Methods 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 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 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- FYIBGDKNYYMMAG-UHFFFAOYSA-N ethane-1,2-diol;terephthalic acid Chemical compound OCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 FYIBGDKNYYMMAG-UHFFFAOYSA-N 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 230000000087 stabilizing effect Effects 0.000 description 6
- 229920000728 polyester Polymers 0.000 description 5
- -1 triaryl phosphites Chemical class 0.000 description 5
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 206010057040 Temperature intolerance Diseases 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- 230000008543 heat sensitivity Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002542 isoureas Chemical class 0.000 description 1
- 150000002696 manganese Chemical class 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000002074 melt spinning Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- LPMDNOPQLGRDMA-UHFFFAOYSA-N n'-butylmethanediimine Chemical compound CCCCN=C=N LPMDNOPQLGRDMA-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical class O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- UGQZLDXDWSPAOM-UHFFFAOYSA-N pyrrolo[3,4-f]isoindole-1,3,5,7-tetrone Chemical class C1=C2C(=O)NC(=O)C2=CC2=C1C(=O)NC2=O UGQZLDXDWSPAOM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 150000003503 terephthalic acid derivatives Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000009997 thermal pre-treatment Methods 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
- Artificial Filaments (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681770495 DE1770495A1 (de) | 1968-05-25 | 1968-05-25 | Stabilisierte Polyaethylenglykolterephthalate |
| CH592569A CH512535A (de) | 1968-05-25 | 1969-04-18 | Gegen thermischen Abbau stabilisiertes Polyäthylenglykolterephthalat |
| AT392169A AT295149B (de) | 1968-05-25 | 1969-04-23 | Stabilisierte Polyäthylenglykolterephthalate |
| GB1231975D GB1231975A (enrdf_load_stackoverflow) | 1968-05-25 | 1969-05-08 | |
| BE733573D BE733573A (enrdf_load_stackoverflow) | 1968-05-25 | 1969-05-23 | |
| NL6907958A NL6907958A (enrdf_load_stackoverflow) | 1968-05-25 | 1969-05-23 | |
| FR6916961A FR2009338A1 (enrdf_load_stackoverflow) | 1968-05-25 | 1969-05-23 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681770495 DE1770495A1 (de) | 1968-05-25 | 1968-05-25 | Stabilisierte Polyaethylenglykolterephthalate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1770495A1 true DE1770495A1 (de) | 1971-11-11 |
Family
ID=5700532
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681770495 Pending DE1770495A1 (de) | 1968-05-25 | 1968-05-25 | Stabilisierte Polyaethylenglykolterephthalate |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT295149B (enrdf_load_stackoverflow) |
| BE (1) | BE733573A (enrdf_load_stackoverflow) |
| CH (1) | CH512535A (enrdf_load_stackoverflow) |
| DE (1) | DE1770495A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2009338A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1231975A (enrdf_load_stackoverflow) |
| NL (1) | NL6907958A (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0072917A1 (de) * | 1981-08-17 | 1983-03-02 | BASF Aktiengesellschaft | Polyethylenterephthalat mit verbesserter Hydrolysebeständigkeit sowie dessen Verwendung |
| EP0413327A3 (en) * | 1989-08-18 | 1992-01-15 | Hoechst Aktiengesellschaft | Polyester monofil for radial tyre carcass |
| US5246992A (en) * | 1989-09-15 | 1993-09-21 | Hoechst Aktiengesellschaft | Polyester fibers modified with carbodiimides and process for their preparation |
| US5804626A (en) * | 1995-06-02 | 1998-09-08 | Rogers; Martin Emerson | Polyesters of 2,6-naphthalenedicarboxylic acid having improved hydrolytic stability |
| US5910363A (en) * | 1997-05-30 | 1999-06-08 | Eastman Chemical Company | Polyesters of 2,6-naphthalenedicarboxylic acid having improved hydrolytic stability |
| EP2423186A1 (de) | 2010-08-30 | 2012-02-29 | Rhein Chemie Rheinau GmbH | Neuartige Haftvermittler auf Basis von Carbodiimiden, haftvermittlerhaltige, wässrige Resorcin-Formaldehyd-Latex-Dispersionen, haftungsverbesserte Fasern, Verfahren zu deren Herstellung und deren Verwendung |
| EP2423185A1 (de) | 2010-08-30 | 2012-02-29 | Rhein Chemie Rheinau GmbH | Neuartige wässrige Resorcin-Formaldehyd-Latex-Dispersionen, haftungsverbesserte Fasern, Verfahren zu deren Herstellung und deren Verwendung |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA994036A (en) * | 1971-03-02 | 1976-07-27 | William K. Witsiepe | Stabilized elastomeric copolyetherester compositions |
| US3975329A (en) * | 1974-01-02 | 1976-08-17 | The Goodyear Tire & Rubber Company | Industrial polyester yarn |
| CA1056985A (en) | 1975-03-17 | 1979-06-19 | Celanese Corporation | Polyesters for extrusion applications |
| DE3331436A1 (de) * | 1983-08-31 | 1985-03-21 | Bayer Ag, 5090 Leverkusen | Bismorpholine, verfahren zu ihrer herstellung und ihre verwendung als hydrolyseschutzmittel |
| US6147128A (en) * | 1998-05-14 | 2000-11-14 | Astenjohnson, Inc. | Industrial fabric and yarn made from recycled polyester |
| EP2562205A1 (de) * | 2011-08-22 | 2013-02-27 | Rhein Chemie Rheinau GmbH | Neue Folien für Solarzellen |
-
1968
- 1968-05-25 DE DE19681770495 patent/DE1770495A1/de active Pending
-
1969
- 1969-04-18 CH CH592569A patent/CH512535A/de not_active IP Right Cessation
- 1969-04-23 AT AT392169A patent/AT295149B/de not_active IP Right Cessation
- 1969-05-08 GB GB1231975D patent/GB1231975A/en not_active Expired
- 1969-05-23 FR FR6916961A patent/FR2009338A1/fr not_active Withdrawn
- 1969-05-23 NL NL6907958A patent/NL6907958A/xx unknown
- 1969-05-23 BE BE733573D patent/BE733573A/xx unknown
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0072917A1 (de) * | 1981-08-17 | 1983-03-02 | BASF Aktiengesellschaft | Polyethylenterephthalat mit verbesserter Hydrolysebeständigkeit sowie dessen Verwendung |
| EP0413327A3 (en) * | 1989-08-18 | 1992-01-15 | Hoechst Aktiengesellschaft | Polyester monofil for radial tyre carcass |
| US5246992A (en) * | 1989-09-15 | 1993-09-21 | Hoechst Aktiengesellschaft | Polyester fibers modified with carbodiimides and process for their preparation |
| US5804626A (en) * | 1995-06-02 | 1998-09-08 | Rogers; Martin Emerson | Polyesters of 2,6-naphthalenedicarboxylic acid having improved hydrolytic stability |
| US5910363A (en) * | 1997-05-30 | 1999-06-08 | Eastman Chemical Company | Polyesters of 2,6-naphthalenedicarboxylic acid having improved hydrolytic stability |
| EP2423186A1 (de) | 2010-08-30 | 2012-02-29 | Rhein Chemie Rheinau GmbH | Neuartige Haftvermittler auf Basis von Carbodiimiden, haftvermittlerhaltige, wässrige Resorcin-Formaldehyd-Latex-Dispersionen, haftungsverbesserte Fasern, Verfahren zu deren Herstellung und deren Verwendung |
| EP2423185A1 (de) | 2010-08-30 | 2012-02-29 | Rhein Chemie Rheinau GmbH | Neuartige wässrige Resorcin-Formaldehyd-Latex-Dispersionen, haftungsverbesserte Fasern, Verfahren zu deren Herstellung und deren Verwendung |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2009338A1 (enrdf_load_stackoverflow) | 1970-01-30 |
| CH512535A (de) | 1971-09-15 |
| NL6907958A (enrdf_load_stackoverflow) | 1969-11-27 |
| AT295149B (de) | 1971-12-27 |
| BE733573A (enrdf_load_stackoverflow) | 1969-11-03 |
| GB1231975A (enrdf_load_stackoverflow) | 1971-05-12 |
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