GB1048068A - Polyesters - Google Patents
PolyestersInfo
- Publication number
- GB1048068A GB1048068A GB44209/65A GB4420965A GB1048068A GB 1048068 A GB1048068 A GB 1048068A GB 44209/65 A GB44209/65 A GB 44209/65A GB 4420965 A GB4420965 A GB 4420965A GB 1048068 A GB1048068 A GB 1048068A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyester
- bis
- anion
- reducing
- salt
- 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
Links
- 229920000728 polyester Polymers 0.000 title abstract 7
- -1 alkali metal salt Chemical class 0.000 abstract 3
- 150000001450 anions Chemical class 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- 150000001879 copper Chemical class 0.000 abstract 2
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 abstract 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 abstract 1
- GQSZUUPRBBBHRI-UHFFFAOYSA-N 2,2-dimethylbutane-1,4-diol Chemical class OCC(C)(C)CCO GQSZUUPRBBBHRI-UHFFFAOYSA-N 0.000 abstract 1
- CDBAMNGURPMUTG-UHFFFAOYSA-N 4-[2-(4-hydroxycyclohexyl)propan-2-yl]cyclohexan-1-ol Chemical compound C1CC(O)CCC1C(C)(C)C1CCC(O)CC1 CDBAMNGURPMUTG-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 229930185605 Bisphenol Natural products 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 abstract 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 abstract 1
- IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 239000004305 biphenyl Substances 0.000 abstract 1
- 125000006267 biphenyl group Chemical group 0.000 abstract 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 abstract 1
- IMHDGJOMLMDPJN-UHFFFAOYSA-N dihydroxybiphenyl Natural products OC1=CC=CC=C1C1=CC=CC=C1O IMHDGJOMLMDPJN-UHFFFAOYSA-N 0.000 abstract 1
- 150000002334 glycols Chemical class 0.000 abstract 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 abstract 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 abstract 1
- 229940049964 oleate Drugs 0.000 abstract 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 abstract 1
- 229940049953 phenylacetate Drugs 0.000 abstract 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 abstract 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 abstract 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 abstract 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 abstract 1
- 229940075466 undecylenate Drugs 0.000 abstract 1
- 229940070710 valerate Drugs 0.000 abstract 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 abstract 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
- C08G63/91—Polymers modified by chemical after-treatment
- C08G63/914—Polymers modified by chemical after-treatment derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/916—Dicarboxylic acids and dihydroxy compounds
-
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of 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
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The free carboxyl content of linear polyesters, e.g. those comprising at least 85 mol per cent of glycol or bisphenol terephthalate units, is reduced by adding to the polyester (after polymerization) a copper salt of a mono- or di-carboxylic acid providing 15-400 parts of Cu per million of polyester, and (at any stage) an alkali metal salt of an anion capable of reducing cupric ions to cuprous, the reducing anion being in molar excess of the Cu salt, and mixing the molten polyester and the additives until the free carboxyl content of the polyester is reduced. The polyester may derive in part from, e.g., adipic, sebacic, isophthalic, bibenzoic or hexahydroterephthalic acid. Suitable glycols are ethylene, tetramethylene, neoptentyl and 2,2 - dimethyl - 1,4 - butylene glycols, dimethylolcyclohexane, bis - p - (2 - hydroxyethyl)benzene, 4,41 - bis - (2 - hydroxyethoxy), diphenyl, 1,4 - dihydroxy[2,2,2]bicyclooctanebisphenol A, 2,2-bis(p-hydroxycyclohexyl)propane, 1,4 - cyclohexane diol, 4,41 - dihydroxybiphenyl and (bicyclohexyl)-4,41-dimethanol. Suitable copper salts are the acetate, benzoate, undecylenate, phthalate, stearate, propionate, butyrate, valerate, caproate, caprylate, palmitate, oleate, phenylacetate and terephthalate, and the reducing anion may be iodide, a phosphite, thiosulphate, sulphide, oxalate or formate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41027964A | 1964-11-10 | 1964-11-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1048068A true GB1048068A (en) | 1966-11-09 |
Family
ID=23624033
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB44209/65A Expired GB1048068A (en) | 1964-11-10 | 1965-10-19 | Polyesters |
Country Status (4)
| Country | Link |
|---|---|
| FR (1) | FR1454719A (en) |
| GB (1) | GB1048068A (en) |
| LU (1) | LU49804A1 (en) |
| NL (1) | NL6514517A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008003501A1 (en) * | 2006-07-06 | 2008-01-10 | Dsm Ip Assets B.V. | Unsaturated polyester resin compositions |
| EP2251371A2 (en) | 2009-05-15 | 2010-11-17 | Mitsubishi Polyester Film GmbH | Biaxially stretched polyester film containing a decarboxylation catalyst and method for production of same and use of same in electrical insulation applications |
| WO2011030098A1 (en) | 2009-09-08 | 2011-03-17 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester films |
| WO2012120260A1 (en) | 2011-03-07 | 2012-09-13 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester films |
| US10008617B2 (en) | 2013-10-03 | 2018-06-26 | Dupont Teijin Films U.S. Limited Partnership | Co-extruded multi-layer polyester films having hydrolytic stability and improved delamination resistance |
| US10377862B2 (en) | 2013-06-18 | 2019-08-13 | Dupont Teijin Films U.S. Limited Partnership | Copolyesterimides derived from N,N′-bis-(hydroxyalkyl)-benzophenone-3,3′,4,4′-tetracarboxylic diimide and films made therefrom |
| CN112323173A (en) * | 2020-11-04 | 2021-02-05 | 宁波三邦超细纤维有限公司 | Organic copper antibacterial polyester fiber and preparation method thereof |
| US11629241B2 (en) | 2017-05-08 | 2023-04-18 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester film |
-
1965
- 1965-10-19 GB GB44209/65A patent/GB1048068A/en not_active Expired
- 1965-11-09 NL NL6514517A patent/NL6514517A/xx unknown
- 1965-11-10 FR FR37969A patent/FR1454719A/en not_active Expired
- 1965-11-10 LU LU49804A patent/LU49804A1/xx unknown
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008003501A1 (en) * | 2006-07-06 | 2008-01-10 | Dsm Ip Assets B.V. | Unsaturated polyester resin compositions |
| US9373737B2 (en) | 2009-05-15 | 2016-06-21 | Mitsubishi Polyester Film Gmbh | Biaxially stretched polymer film comprising a decarboxylation catalyst, its use in electrical insulation applications, and process for its production |
| EP2251371A2 (en) | 2009-05-15 | 2010-11-17 | Mitsubishi Polyester Film GmbH | Biaxially stretched polyester film containing a decarboxylation catalyst and method for production of same and use of same in electrical insulation applications |
| CN101955633A (en) * | 2009-05-15 | 2011-01-26 | 三菱聚酯薄膜有限公司 | Biaxially stretched polyester film containing a decarboxylation catalyst and method for production of same and use of same in electrical insulation applications |
| CN101955633B (en) * | 2009-05-15 | 2013-12-18 | 三菱聚酯薄膜有限公司 | Biaxially stretched polyester film containing decarboxylation catalyst and method for production of same and use of same in electrical insulation applications |
| WO2011030098A1 (en) | 2009-09-08 | 2011-03-17 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester films |
| US9416225B2 (en) | 2009-09-08 | 2016-08-16 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester films |
| US9333692B2 (en) | 2011-03-07 | 2016-05-10 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester films |
| WO2012120260A1 (en) | 2011-03-07 | 2012-09-13 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester films |
| US10377862B2 (en) | 2013-06-18 | 2019-08-13 | Dupont Teijin Films U.S. Limited Partnership | Copolyesterimides derived from N,N′-bis-(hydroxyalkyl)-benzophenone-3,3′,4,4′-tetracarboxylic diimide and films made therefrom |
| US10008617B2 (en) | 2013-10-03 | 2018-06-26 | Dupont Teijin Films U.S. Limited Partnership | Co-extruded multi-layer polyester films having hydrolytic stability and improved delamination resistance |
| US11629241B2 (en) | 2017-05-08 | 2023-04-18 | Dupont Teijin Films U.S. Limited Partnership | Hydrolysis resistant polyester film |
| CN112323173A (en) * | 2020-11-04 | 2021-02-05 | 宁波三邦超细纤维有限公司 | Organic copper antibacterial polyester fiber and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6514517A (en) | 1966-05-11 |
| FR1454719A (en) | 1966-02-11 |
| LU49804A1 (en) | 1966-01-10 |
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