DE1234390B - Verfahren zur Herstellung von Polyaetherestern - Google Patents
Verfahren zur Herstellung von PolyaetheresternInfo
- Publication number
- DE1234390B DE1234390B DEF41991A DEF0041991A DE1234390B DE 1234390 B DE1234390 B DE 1234390B DE F41991 A DEF41991 A DE F41991A DE F0041991 A DEF0041991 A DE F0041991A DE 1234390 B DE1234390 B DE 1234390B
- Authority
- DE
- Germany
- Prior art keywords
- parts
- ester
- hydroxyethoxy
- benzoic acid
- precondensate
- 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
- 150000002148 esters Chemical class 0.000 title claims description 24
- 239000004721 Polyphenylene oxide Substances 0.000 title claims description 20
- 229920000570 polyether Polymers 0.000 title claims description 20
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- -1 glycol ester Chemical class 0.000 claims description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 9
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 8
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical group COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 5
- 239000000155 melt Substances 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 239000005711 Benzoic acid Substances 0.000 claims description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 3
- 238000005809 transesterification reaction Methods 0.000 claims description 3
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- 150000002334 glycols Chemical class 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000002844 melting Methods 0.000 description 13
- 230000008018 melting Effects 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 229910005793 GeO 2 Inorganic materials 0.000 description 10
- 229910000103 lithium hydride Inorganic materials 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
- SIAPCJWMELPYOE-UHFFFAOYSA-N lithium hydride Chemical compound [LiH] SIAPCJWMELPYOE-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- VAXBLYWAVAIJJJ-UHFFFAOYSA-N 4-[2-(4-carboxyphenoxy)ethoxy]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OCCOC1=CC=C(C(O)=O)C=C1 VAXBLYWAVAIJJJ-UHFFFAOYSA-N 0.000 description 3
- 229910052787 antimony Inorganic materials 0.000 description 3
- YBMRDBCBODYGJE-UHFFFAOYSA-N germanium oxide Inorganic materials O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- NHXVNEDMKGDNPR-UHFFFAOYSA-N zinc;pentane-2,4-dione Chemical compound [Zn+2].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O NHXVNEDMKGDNPR-UHFFFAOYSA-N 0.000 description 2
- ITEKDBLBCIMYAT-UHFFFAOYSA-N 4-[(4-carboxyphenoxy)methoxy]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OCOC1=CC=C(C(O)=O)C=C1 ITEKDBLBCIMYAT-UHFFFAOYSA-N 0.000 description 1
- LAUFPZPAKULAGB-UHFFFAOYSA-N 4-butoxybenzoic acid Chemical class CCCCOC1=CC=C(C(O)=O)C=C1 LAUFPZPAKULAGB-UHFFFAOYSA-N 0.000 description 1
- SHSGDXCJYVZFTP-UHFFFAOYSA-N 4-ethoxybenzoic acid Chemical compound CCOC1=CC=C(C(O)=O)C=C1 SHSGDXCJYVZFTP-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- DRNWASHEONIABT-UHFFFAOYSA-N dibenzyl(oxo)tin Chemical compound C=1C=CC=CC=1C[Sn](=O)CC1=CC=CC=C1 DRNWASHEONIABT-UHFFFAOYSA-N 0.000 description 1
- GKMXREIWPASRMP-UHFFFAOYSA-J dipotassium;oxalate;oxygen(2-);titanium(4+) Chemical compound [O-2].[K+].[K+].[Ti+4].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O GKMXREIWPASRMP-UHFFFAOYSA-J 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 229940119177 germanium dioxide Drugs 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- PVADDRMAFCOOPC-UHFFFAOYSA-N oxogermanium Chemical compound [Ge]=O PVADDRMAFCOOPC-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000009987 spinning Methods 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/60—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from the reaction of a mixture of hydroxy carboxylic acids, polycarboxylic acids and polyhydroxy compounds
-
- 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
- C08G63/64—Polyesters containing both carboxylic ester groups and carbonate 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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/664—Polyesters containing oxygen in the form of ether groups derived from hydroxy carboxylic acids
-
- 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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/672—Dicarboxylic acids and dihydroxy compounds
-
- 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
-
- 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
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)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF41991A DE1234390B (de) | 1964-02-13 | 1964-02-13 | Verfahren zur Herstellung von Polyaetherestern |
| DE19641495777 DE1495777B2 (de) | 1964-02-13 | 1964-02-13 | Verfahren zur herstellung von linearen hochmolekularen poly estern |
| DE19641495776 DE1495776A1 (de) | 1964-02-13 | 1964-02-13 | Verfahren zur Herstellung von linearen hochmolekularen Polyestern |
| CH55265A CH484215A (de) | 1964-02-13 | 1965-01-14 | Verfahren zur Herstellung von Polyätherestern |
| FR4812A FR1424203A (fr) | 1964-02-13 | 1965-02-09 | Procédé de préparation de polyéther-esters |
| US431436A US3449297A (en) | 1964-02-13 | 1965-02-09 | Fiber,filament and foil forming polyether esters and a process for their production |
| BE659510D BE659510A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1964-02-13 | 1965-02-10 | |
| GB6220/65A GB1100753A (en) | 1964-02-13 | 1965-02-12 | Improvements in polyesterification catalysts |
| NL6501787A NL6501787A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1964-02-13 | 1965-02-12 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF41991A DE1234390B (de) | 1964-02-13 | 1964-02-13 | Verfahren zur Herstellung von Polyaetherestern |
| DEF0041992 | 1964-02-13 | ||
| DEF0041993 | 1964-02-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1234390B true DE1234390B (de) | 1967-02-16 |
Family
ID=27210345
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19641495776 Pending DE1495776A1 (de) | 1964-02-13 | 1964-02-13 | Verfahren zur Herstellung von linearen hochmolekularen Polyestern |
| DE19641495777 Pending DE1495777B2 (de) | 1964-02-13 | 1964-02-13 | Verfahren zur herstellung von linearen hochmolekularen poly estern |
| DEF41991A Pending DE1234390B (de) | 1964-02-13 | 1964-02-13 | Verfahren zur Herstellung von Polyaetherestern |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19641495776 Pending DE1495776A1 (de) | 1964-02-13 | 1964-02-13 | Verfahren zur Herstellung von linearen hochmolekularen Polyestern |
| DE19641495777 Pending DE1495777B2 (de) | 1964-02-13 | 1964-02-13 | Verfahren zur herstellung von linearen hochmolekularen poly estern |
Country Status (7)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3669927A (en) * | 1969-01-27 | 1972-06-13 | Asahi Chemical Ind | Polycondensing bis(hydroxyalkyl) therephthalates in the presence of small amounts of a germanium compound and a sterically hindered bisphenol or trisphenol |
| JPS5323876B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-03-22 | 1978-07-17 | ||
| US5023527A (en) * | 1974-06-24 | 1991-06-11 | General Electric Company | Control circuits, electronically commutated motor systems and methods |
| US4152511A (en) * | 1975-10-25 | 1979-05-01 | Dynamit Nobel Aktiengesellschaft | Linear or unsaturated polyesters prepared from bis-carbalkoxy compounds |
| US4310655A (en) * | 1980-05-27 | 1982-01-12 | Allied Corporation | Polymers of p-(1,1-dimethyl-2-hydroxyethyl)benzoic acid and preparation thereof |
| CH651111A5 (fr) * | 1982-07-28 | 1985-08-30 | Cerac Inst Sa | Installation de pompage et procede de mise en action de celle-ci. |
| WO2016174116A1 (en) * | 2015-04-27 | 2016-11-03 | Eggplant S.R.L. | Polyester composition and method for producing the same |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2503251A (en) * | 1945-02-16 | 1950-04-11 | Ici Ltd | Production of filaments, fibers, and the like |
| GB648513A (en) * | 1948-10-13 | 1951-01-03 | Courtaulds Ltd | Improvements in and relating to the production of polyesters |
| GB660883A (en) * | 1949-01-10 | 1951-11-14 | Courtaulds Ltd | Improvements in and relating to the production of polymeric esters |
| US2692248A (en) * | 1951-07-25 | 1954-10-19 | British Celanese | The production of aromatic polyesters |
| CH380380A (de) * | 1958-12-20 | 1964-07-31 | Inventa Ag | Verfahren zur Herstellung linearer Kopolyätherester |
| DE1217065B (de) * | 1963-12-19 | 1966-05-18 | Bayer Ag | Verfahren zur Herstellung von Polyaetherestern |
-
1964
- 1964-02-13 DE DE19641495776 patent/DE1495776A1/de active Pending
- 1964-02-13 DE DE19641495777 patent/DE1495777B2/de active Pending
- 1964-02-13 DE DEF41991A patent/DE1234390B/de active Pending
-
1965
- 1965-01-14 CH CH55265A patent/CH484215A/de not_active IP Right Cessation
- 1965-02-09 FR FR4812A patent/FR1424203A/fr not_active Expired
- 1965-02-09 US US431436A patent/US3449297A/en not_active Expired - Lifetime
- 1965-02-10 BE BE659510D patent/BE659510A/xx unknown
- 1965-02-12 GB GB6220/65A patent/GB1100753A/en not_active Expired
- 1965-02-12 NL NL6501787A patent/NL6501787A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US3449297A (en) | 1969-06-10 |
| DE1495777A1 (de) | 1969-04-10 |
| BE659510A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-05-28 |
| NL6501787A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1965-08-16 |
| DE1495777B2 (de) | 1972-02-10 |
| CH484215A (de) | 1970-01-15 |
| GB1100753A (en) | 1968-01-24 |
| FR1424203A (fr) | 1966-01-07 |
| DE1495776A1 (de) | 1969-04-10 |
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