GB1347134A - Process for producing polyphenylene ether - Google Patents
Process for producing polyphenylene etherInfo
- Publication number
- GB1347134A GB1347134A GB1724671A GB1724671A GB1347134A GB 1347134 A GB1347134 A GB 1347134A GB 1724671 A GB1724671 A GB 1724671A GB 1724671 A GB1724671 A GB 1724671A GB 1347134 A GB1347134 A GB 1347134A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenol
- chcl
- mixture
- reaction medium
- polyphenylene ether
- 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
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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/34—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives
- C08G65/38—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols
- C08G65/44—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from hydroxy compounds or their metallic derivatives derived from phenols by oxidation of phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyethers (AREA)
Abstract
1347134 Polyphenylene ethers ASAHIDOW Ltd 26 May 1971 [27 May 1970 8 Dec 1970] 17246/71 Heading C3R A polyphenylene ether, generally having a particle size of 5-500 microns, is prepared by the oxidative polymerization of 2,6-disubstituted phenol of the formula wherein R represents a linear C 1-4 alkyl group, R<SP>1</SP> represents a halogen atom, a C 1-4 alkoxy group or a C 1-4 alkyl group, with oxygen or a molecular oxygen containing gas, in the presence of a catalyst and a liquid reaction medium, and: (1) using 15-35% wt. of the said phenol; (2) using as reaction medium a solvent system which dissolves the phenol but not the polyphenylene ether having a # SP/C of 0À25 or more (measured in 0À5% CHCl 3 solution at 25‹ C.) obtained by the reaction; and (3) conducting the polymerization in 2 or more separate steps, in the first step the polymerization being carried out maintaining a homogeneous solution until a conversion of phenol to polymer of from 50-95% is attained, and in the subsequent reaction step (S), the reaction mixture obtained from the first step being further polymerized as the polyphenylene ether formed is precipitated. Suitable catalysts include a cuprous, cupric, cobalt or manganese salt together with a tertiary amine, or a cobalt chelate compound together with a chloride, carboxylate or nitrate of Co, Ni, or Fe, or the acetylacetonate of Mn, Fe, Co, Ni, Cu or Zn. The reaction medium may be a single solvent selected from dimethylformamide, dimethylacetamide, trimethyleneglycol, hexamethyleneglycol, dimethylsulphoxide, hexamethylphosphotriamide, methyl ethyl ketone, diethyl ketone, acetylacetone, benzyl methylketone and diethyl carbonate. Alternatively the reaction medium may be a mixture of (A) a solvent for the polymer comprising one or more of benzene, toluene, xylene, chloro-, dichloro-, nitro- or ethylbenzene, styrene, methyl-, chloro- or dimethylstyrene, methylene dichloride, CHCl 3 , CHBr 3 , dichloroethylene, trichloroethane, benzonitrile, furan, thiophene, cyclopentanone and cyclohexane, and (B) a non-solvent for the polymer comprising one or more of C 1-6 alkyl alcohol, benzyl alcohol, cyclopentanol, hexanol, water, acetonitrile, propionitrile, acrylonitrile, diethyl ether, tetrahydrofuran, pentane, nhexane, 2-methylpentane, n-octane cyclopentane or -hexane, or any one of the single solvents listed above. In the examples 2, 6-dimethyl phenol (Examples 1, 3, 4, 6) and 2-ethyl-6-npropyl phenol (Examples 2, 5) are polymerized using oxygen in the presence of the following solvents and catalysts: -(1) CHCl 3 , toluene; cobaltous chloride/ethylenediamine/salicylaldehyde in methanol; (2) n-propanol, xylene; cupric acetate/tri-n-butylamine in CHCl 3 ; (3) n-butanol, ethylbenzene; a cobalt chelate and Cu CH 2 CO.CH 2 CO(CH 3 ) 2 in methanol; (4) dichloroethylene, benzene; cuprous chloride/ pyridine in a methanol/n-propanol mixture; (5) acetonitrile, dimethylstyrene; manganese acetate / tri - n - butylamine / sodium methoxide in a diethyl carbonate/ethanol mixture; (6) propionitrile, xylene; cupric acetate/triethylamine/KOH in a CHCl 3 /isopropanol mixture.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4481470A JPS4926318B1 (en) | 1970-05-27 | 1970-05-27 | |
JP45108107A JPS4928919B1 (en) | 1970-12-08 | 1970-12-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1347134A true GB1347134A (en) | 1974-02-27 |
Family
ID=26384778
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1724671A Expired GB1347134A (en) | 1970-05-27 | 1971-05-26 | Process for producing polyphenylene ether |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1347134A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114345248A (en) * | 2022-02-22 | 2022-04-15 | 大连中沐化工有限公司 | Plate-type gas-liquid reaction device for synthesis of polyphenyl ether |
CN114716666A (en) * | 2022-04-24 | 2022-07-08 | 常州中英科技股份有限公司 | Polyarylether synthesis method based on gas-liquid heterogeneous phase method and continuous flow microchannel reactor |
CN114736367A (en) * | 2022-04-24 | 2022-07-12 | 常州中英科技股份有限公司 | Green and safe polyarylether gas-liquid heterogeneous synthesis method |
-
1971
- 1971-05-26 GB GB1724671A patent/GB1347134A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114345248A (en) * | 2022-02-22 | 2022-04-15 | 大连中沐化工有限公司 | Plate-type gas-liquid reaction device for synthesis of polyphenyl ether |
CN114716666A (en) * | 2022-04-24 | 2022-07-08 | 常州中英科技股份有限公司 | Polyarylether synthesis method based on gas-liquid heterogeneous phase method and continuous flow microchannel reactor |
CN114736367A (en) * | 2022-04-24 | 2022-07-12 | 常州中英科技股份有限公司 | Green and safe polyarylether gas-liquid heterogeneous synthesis method |
CN114716666B (en) * | 2022-04-24 | 2024-03-01 | 常州中英科技股份有限公司 | Polyarylether synthesis method based on gas-liquid heterogeneous method and continuous flow micro-channel reactor |
CN114736367B (en) * | 2022-04-24 | 2024-03-01 | 常州中英科技股份有限公司 | Green and safe gas-liquid heterogeneous synthesis method for polyarylether |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PE20 | Patent expired after termination of 20 years |