GB984522A - Superpolyesters - Google Patents
SuperpolyestersInfo
- Publication number
- GB984522A GB984522A GB16410/61A GB1641061A GB984522A GB 984522 A GB984522 A GB 984522A GB 16410/61 A GB16410/61 A GB 16410/61A GB 1641061 A GB1641061 A GB 1641061A GB 984522 A GB984522 A GB 984522A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- hydroquinone
- phenylene
- phenols
- reacted
- 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
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 8
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 6
- 150000002989 phenols Chemical class 0.000 abstract 4
- 239000000376 reactant Substances 0.000 abstract 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 3
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000000543 intermediate Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 abstract 2
- 229920000728 polyester Polymers 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- JFAXJRJMFOACBO-UHFFFAOYSA-N (4-hydroxyphenyl) benzoate Chemical compound C1=CC(O)=CC=C1OC(=O)C1=CC=CC=C1 JFAXJRJMFOACBO-UHFFFAOYSA-N 0.000 abstract 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 abstract 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 abstract 1
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 abstract 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 abstract 1
- GPZXFICWCMCQPF-UHFFFAOYSA-N 2-methylbenzoyl chloride Chemical compound CC1=CC=CC=C1C(Cl)=O GPZXFICWCMCQPF-UHFFFAOYSA-N 0.000 abstract 1
- MPJOJCZVGBOVOV-UHFFFAOYSA-N 2-phenylbenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C1=CC=CC=C1 MPJOJCZVGBOVOV-UHFFFAOYSA-N 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- -1 aromatic dicarbonyl halides Chemical class 0.000 abstract 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 1
- 239000012965 benzophenone Substances 0.000 abstract 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 abstract 1
- 235000010290 biphenyl Nutrition 0.000 abstract 1
- 150000004074 biphenyls Chemical class 0.000 abstract 1
- 238000005266 casting Methods 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 150000001896 cresols Chemical class 0.000 abstract 1
- MIHINWMALJZIBX-UHFFFAOYSA-N cyclohexa-2,4-dien-1-ol Chemical class OC1CC=CC=C1 MIHINWMALJZIBX-UHFFFAOYSA-N 0.000 abstract 1
- 210000003298 dental enamel Anatomy 0.000 abstract 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 abstract 1
- 238000010292 electrical insulation Methods 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- NSNPSJGHTQIXDO-UHFFFAOYSA-N naphthalene-1-carbonyl chloride Chemical compound C1=CC=C2C(C(=O)Cl)=CC=CC2=C1 NSNPSJGHTQIXDO-UHFFFAOYSA-N 0.000 abstract 1
- 150000002790 naphthalenes Chemical class 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000003825 pressing Methods 0.000 abstract 1
- 229920005604 random copolymer Polymers 0.000 abstract 1
- 239000012429 reaction media Substances 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
- 150000003739 xylenols Chemical class 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive 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
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/19—Hydroxy compounds containing aromatic rings
-
- 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
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/30—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes
- H01B3/42—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances plastics; resins; waxes polyesters; polyethers; polyacetals
- H01B3/421—Polyesters
- H01B3/422—Linear saturated polyesters derived from dicarboxylic acids and dihydroxy compounds
- H01B3/423—Linear aromatic polyesters
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B7/00—Insulated conductors or cables characterised by their form
- H01B7/17—Protection against damage caused by external factors, e.g. sheaths or armouring
- H01B7/28—Protection against damage caused by moisture, corrosion, chemical attack or weather
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
A soluble, fusible, linear polyester with intrinsic viscosity of at least 0.5 is formed of four structural units-(1) 25-45% of p-phenylene, (2) 5-25% of o- or m-phenylene, or o,o1-biphenylene, (3) 20-45% of isophthalate, and (4) 5-30% of terephthalate, the sum of (1) and (2) being 1-1.05 times that of (3) and (4), and the sum of (1) and (4) being no greater than 70% of the total. The polymers may be prepared from the appropriate dihydric phenols and aromatic dicarbonyl halides in certain solvents (Specification 984,523) or by the ester-interchange one or two-stage process in the same solvents. The solvents are benzophenone, m-terphenyl, chlorinated or brominated biphenyls, chlorinated or brominated diphenyl oxides, chlorinated or brominated naphthalenes. All four reactants may be reacted at once or one or more acid materials may be reacted with one or more dihydric phenols and the other reactants added later, or two separate polyesters may be prepared and then co-condensed. Minor amounts of monohydric phenols or monoboric acid halides may be added as chain-stoppers. Suitable chain-stoppers are phenol, cresols, xylenols, ethylphenol, p-hydroxy-phenylbenzoate, benzoyl chloride, bromide, or iodide, toluoyl chloride, naphthoyl chloride, biphenylcarbonyl chloride, or when free hydroxyl groups are desired in the polymer, hydroquinone, or resorcinol. Example (1) describes preparation of random copolymers by simultaneous reaction, in mixed monochlorobiphenyls, of mixtures of hydroquinone, o,o1-dihydroxybiphenyl, iso-phthalyl chloride and terephthalyl chloride; (2) is similar, the two phenols and isophthalyl chloride being first reacted together, and the intermediate reacted with terephthalyl chloride; (3) is similar to (1), using hydroquinone and resorcinol as the two phenols, and mixed trichlorobiphenyls as reaction medium; (4) prepares intermediates from resorcinol and terephthalyl chloride in mixed trichlorobiphenyls, and continues the reactions after addition of hydroquinone and isophthalyl chloride; (5) prepares poly - p - phenylene - m - phenylene isophthalate terephthalate copolymers using different combinations of three of the appropriate reactants in the first stage and the fourth reactant in the second stage. The products may be shaped, e.g. to fibres or films which may be transparent, by pressing or casting. They are useful for coating or impregnating compositions, e.g. as wire enamels, for electrical insulation, or as adhesives, e.g. for laminates. Specification 984,521 also is referred to.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33128A US3036992A (en) | 1960-06-01 | 1960-06-01 | Amorphous aromatic polyester containing no aliphatic chain units |
| FR863537A FR1291252A (en) | 1960-06-01 | 1961-05-31 | Mixed super-polyesters of ortho-phenylene, metaphenylene and ortho-ortho-biphenylene terephthalate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB984522A true GB984522A (en) | 1965-02-24 |
Family
ID=26190819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16410/61A Expired GB984522A (en) | 1960-06-01 | 1961-05-05 | Superpolyesters |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1291252A (en) |
| GB (1) | GB984522A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20160130392A1 (en) * | 2014-11-11 | 2016-05-12 | Jiangsu Yoke Technology Co., Ltd | Low-dielectric phosphorus-containing polyester composite and method of manufacturing the same |
-
1961
- 1961-05-05 GB GB16410/61A patent/GB984522A/en not_active Expired
- 1961-05-31 FR FR863537A patent/FR1291252A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20160130392A1 (en) * | 2014-11-11 | 2016-05-12 | Jiangsu Yoke Technology Co., Ltd | Low-dielectric phosphorus-containing polyester composite and method of manufacturing the same |
| US9790361B2 (en) * | 2014-11-11 | 2017-10-17 | Jiangsu Yoke Technology Co., Ltd | Low-dielectric phosphorus-containing polyester composite and method of manufacturing the same |
| US9975992B2 (en) | 2014-11-11 | 2018-05-22 | Jiangsu Yoke Technology Co., Ltd | Method of manufacturing cured phosphorus-containing flame-retardant epoxy composite |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1291252A (en) | 1962-04-20 |
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