CH326566A - Verfahren zur Herstellung von Polyestern - Google Patents
Verfahren zur Herstellung von PolyesternInfo
- Publication number
- CH326566A CH326566A CH326566DA CH326566A CH 326566 A CH326566 A CH 326566A CH 326566D A CH326566D A CH 326566DA CH 326566 A CH326566 A CH 326566A
- Authority
- CH
- Switzerland
- Prior art keywords
- transesterification
- catalyst
- polymer
- terephthalic acid
- polycondensation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 229920000728 polyester Polymers 0.000 title claims description 7
- 239000003054 catalyst Substances 0.000 claims description 28
- 229920000642 polymer Polymers 0.000 claims description 21
- 238000005809 transesterification reaction Methods 0.000 claims description 21
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 17
- 238000006068 polycondensation reaction Methods 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 10
- 150000003839 salts Chemical group 0.000 claims description 10
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical group [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 9
- 239000001639 calcium acetate Substances 0.000 claims description 9
- 229960005147 calcium acetate Drugs 0.000 claims description 9
- 235000011092 calcium acetate Nutrition 0.000 claims description 9
- -1 polyethylene terephthalate Polymers 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 5
- 229920006324 polyoxymethylene Polymers 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 4
- 150000001463 antimony compounds Chemical group 0.000 claims description 3
- 229910052788 barium Inorganic materials 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 229910052712 strontium Inorganic materials 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 238000010494 dissociation reaction Methods 0.000 claims 1
- 230000005593 dissociations Effects 0.000 claims 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 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 6
- 239000000835 fiber Substances 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical class [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 3
- 229910000464 lead oxide Inorganic materials 0.000 description 3
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 3
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229910052787 antimony Inorganic materials 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 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
- 230000015556 catabolic process Effects 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000002074 melt spinning Methods 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 150000003503 terephthalic acid derivatives Chemical class 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001462 antimony Chemical class 0.000 description 1
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- ITHZDDVSAWDQPZ-UHFFFAOYSA-L barium acetate Chemical compound [Ba+2].CC([O-])=O.CC([O-])=O ITHZDDVSAWDQPZ-UHFFFAOYSA-L 0.000 description 1
- FAARTQSZKSBAOS-UHFFFAOYSA-N barium(2+);diphosphite Chemical compound [Ba+2].[Ba+2].[Ba+2].[O-]P([O-])[O-].[O-]P([O-])[O-] FAARTQSZKSBAOS-UHFFFAOYSA-N 0.000 description 1
- VNMKWLWVISBKGQ-UHFFFAOYSA-H barium(2+);trioxido(oxo)-$l^{5}-arsane Chemical compound [Ba+2].[Ba+2].[Ba+2].[O-][As]([O-])([O-])=O.[O-][As]([O-])([O-])=O VNMKWLWVISBKGQ-UHFFFAOYSA-H 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 150000002690 malonic acid derivatives Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000006224 matting agent Substances 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- IIQJBVZYLIIMND-UHFFFAOYSA-J potassium;antimony(3+);2,3-dihydroxybutanedioate Chemical compound [K+].[Sb+3].[O-]C(=O)C(O)C(O)C([O-])=O.[O-]C(=O)C(O)C(O)C([O-])=O IIQJBVZYLIIMND-UHFFFAOYSA-J 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- RXSHXLOMRZJCLB-UHFFFAOYSA-L strontium;diacetate Chemical compound [Sr+2].CC([O-])=O.CC([O-])=O RXSHXLOMRZJCLB-UHFFFAOYSA-L 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 239000004408 titanium dioxide Substances 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
- C08G63/86—Germanium, antimony, or compounds thereof
- C08G63/866—Antimony or compounds thereof
-
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/83—Alkali metals, alkaline earth metals, beryllium, magnesium, copper, silver, gold, zinc, cadmium, mercury, manganese, or compounds thereof
-
- 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/84—Boron, aluminium, gallium, indium, thallium, rare-earth metals, or compounds thereof
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)
- Artificial Filaments (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB11945/53A GB742810A (en) | 1953-04-30 | 1953-04-30 | Improvements in the manufacture of highly polymeric polymethylene terephthalates |
| GB11944/53A GB742196A (en) | 1953-04-30 | 1953-04-30 | Improvements in the manufacture of highly polymeric polymethylene terephthalates |
| GB11946/53A GB742811A (en) | 1953-04-30 | 1953-04-30 | Improvements in the manufacture of highly polymeric polymethylene terephthalates |
| GB140454X | 1954-04-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH326566A true CH326566A (de) | 1957-12-31 |
Family
ID=27448122
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH326566D CH326566A (de) | 1953-04-30 | 1954-04-28 | Verfahren zur Herstellung von Polyestern |
| CH326176D CH326176A (de) | 1953-04-30 | 1954-04-28 | Verfahren zur Herstellung von Polyestern |
| CH326177D CH326177A (de) | 1953-04-30 | 1954-04-28 | Verfahren zur Herstellung von Polyestern |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH326176D CH326176A (de) | 1953-04-30 | 1954-04-28 | Verfahren zur Herstellung von Polyestern |
| CH326177D CH326177A (de) | 1953-04-30 | 1954-04-28 | Verfahren zur Herstellung von Polyestern |
Country Status (5)
| Country | Link |
|---|---|
| BE (2) | BE528507A (d) |
| CH (3) | CH326566A (d) |
| DE (1) | DE1058256B (d) |
| FR (2) | FR1100466A (d) |
| GB (2) | GB742811A (d) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1228063B (de) * | 1955-06-24 | 1966-11-03 | Hoechst Ag | Verfahren zur Herstellung hochmolekularer, linearer Polyester |
| US3068205A (en) * | 1958-10-27 | 1962-12-11 | Eastman Kodak Co | Synergistic catalyst composition containing a group ii metal salt and an arsenic compound for preparing condensation-type polyesters |
| GB1060693A (en) * | 1963-05-08 | 1967-03-08 | Toyo Rayon Co Ltd | Process for the preparation of polyester for slideable film |
| GB1218230A (en) * | 1967-12-27 | 1971-01-06 | Asahi Chemical Ind | Polyethylene-1,2-diphenoxyethane-4,4'-dicarboxylates and a process for producing them |
| CN106280293B (zh) * | 2015-06-09 | 2020-04-07 | 东丽纤维研究所（中国）有限公司 | 一种聚酯组合物及其制备方法和用途 |
-
0
- BE BE528508D patent/BE528508A/xx unknown
- BE BE528507D patent/BE528507A/fr unknown
-
1953
- 1953-04-30 GB GB11946/53A patent/GB742811A/en not_active Expired
- 1953-04-30 GB GB11945/53A patent/GB742810A/en not_active Expired
-
1954
- 1954-04-28 CH CH326566D patent/CH326566A/de unknown
- 1954-04-28 CH CH326176D patent/CH326176A/de unknown
- 1954-04-28 CH CH326177D patent/CH326177A/de unknown
- 1954-04-30 FR FR1100466D patent/FR1100466A/fr not_active Expired
- 1954-04-30 DE DEI8602A patent/DE1058256B/de active Pending
- 1954-04-30 FR FR1100467D patent/FR1100467A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH326176A (de) | 1957-12-15 |
| BE528508A (d) | |
| BE528507A (d) | |
| DE1058256B (de) | 1959-05-27 |
| FR1100466A (fr) | 1955-09-20 |
| CH326177A (de) | 1957-12-15 |
| FR1100467A (fr) | 1955-09-20 |
| GB742811A (en) | 1956-01-04 |
| GB742810A (en) | 1956-01-04 |
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