GB1497293A - Preparation of polymer using copper catalysts - Google Patents

Preparation of polymer using copper catalysts

Info

Publication number
GB1497293A
GB1497293A GB385175A GB385175A GB1497293A GB 1497293 A GB1497293 A GB 1497293A GB 385175 A GB385175 A GB 385175A GB 385175 A GB385175 A GB 385175A GB 1497293 A GB1497293 A GB 1497293A
Authority
GB
United Kingdom
Prior art keywords
alkyl
oxygen
bromine
copper
bromide
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
Application number
GB385175A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
General Electric Co
Original Assignee
General Electric Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by General Electric Co filed Critical General Electric Co
Publication of GB1497293A publication Critical patent/GB1497293A/en
Expired legal-status Critical Current

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1497293 Polyphenylene ethers GENERAL ELECTRIC CO 29 Jan 1975 [11 Feb 1974] 3851/75 Heading C3R Polyphenylene ethers are obtained by reacting alkyl-substituted monohydric phenols with oxygen or a gas containing elemental oxygen, in a liquid reaction mixture in the presence of a copper-amine complex comprising: (a) copper ions, (b) bromide ions, (c) a diamine having the formula R b HN-R a -NHR c where R a is C 2-4 - alkylene or C 3-7 -cycloalkylene and R b and R c are isopropyl or C 4-8 -tertiary alkyl, including cycloalkyl, in which only the α-carbon atom has no hydrogens, there being at least two and no more than three carbon atoms separating the two nitrogen atoms, and (d) a tertiary amine which is N-methylpyrrolidine, triethylenediamine or a trialkylamine wherein at least two of the alkyl groups are methyl and the third is C 1-8 primary or C 3-8 secondary alkyl, wherein the molar ratio of (b) to (a) is at least 1 and the ratio of equivalents of (d) to moles of (a) is at least 6. In examples polymers are obtained from 2,6-dimethylphenol in benzene by reaction with oxygen, the catalysts being prepared from cupric bromide, copper carbonate and bromine, cuprous oxide and bromine, sodium bromide, N,N<SP>1</SP>-di-t-butylethylenediamine and N,N<SP>1</SP>-dimethyl-n-butylamine, in some instances tricaprylmonomethyl-ammonium chloride is present as a phase transfer agent and in others 4- bromo-2,6-xylenol is present to increase the bromine content.
GB385175A 1974-02-11 1975-01-29 Preparation of polymer using copper catalysts Expired GB1497293A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US44129574A 1974-02-11 1974-02-11

Publications (1)

Publication Number Publication Date
GB1497293A true GB1497293A (en) 1978-01-05

Family

ID=23752332

Family Applications (1)

Application Number Title Priority Date Filing Date
GB385175A Expired GB1497293A (en) 1974-02-11 1975-01-29 Preparation of polymer using copper catalysts

Country Status (6)

Country Link
JP (1) JPS5853012B2 (en)
DE (1) DE2505328C2 (en)
FR (1) FR2260594B1 (en)
GB (1) GB1497293A (en)
IT (1) IT1031361B (en)
NL (1) NL178881C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3741038A1 (en) * 1986-12-04 1988-06-09 Asahi Chemical Ind METHOD FOR PRODUCING POLYPHENYLENE ETHERS
US8288501B2 (en) 2008-04-18 2012-10-16 Asahi Kasei Chemicals Corporation Method for producing polyphenylene ether

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51122196A (en) * 1975-04-18 1976-10-26 Mitsubishi Gas Chem Co Inc A process for manufacturing polyphenylene ether
US4026870A (en) * 1976-01-21 1977-05-31 General Electric Company Extraction of copper catalyst from polyphenylene oxide solutions
US4097462A (en) * 1976-01-23 1978-06-27 General Electric Company Process for making polyphenylene oxides
US4059568A (en) * 1976-08-30 1977-11-22 General Electric Company Method for the control of diamine catalyzed polyphenylene ether polymerization
US4092294A (en) * 1976-08-30 1978-05-30 General Electric Company Method for preparing polyphenylene ethers
US4043060A (en) * 1976-08-30 1977-08-23 Caterpillar Tractor Co. Combination strengthened loader bucket and replaceable cutting edge
DE3113096A1 (en) * 1981-04-01 1982-10-21 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING POLYPHENYLENE ETHERS
DE3314711A1 (en) * 1982-04-24 1983-10-27 Basf Ag, 6700 Ludwigshafen Process for the preparation of polyphenylene ethers
BR8306198A (en) * 1982-11-16 1984-07-31 Gen Electric CATALYTIC COMPOSITION USED FOR THE PREPARATION OF POLYPHENYLENE ETER RESIN AND IMPROVEMENT IN PROCESS FOR THE PREPARATION OF Said POLYPHENYLENE ETER RESIN
US4471068A (en) * 1983-03-11 1984-09-11 General Electric Company Process and catalyst for preparation of polyphenylene oxide
DE3313864A1 (en) * 1983-04-16 1984-10-18 Chemische Werke Hüls AG, 4370 Marl METHOD FOR PRODUCING POLYPHENYLENE OXIDES
DE3414236A1 (en) * 1984-04-14 1985-10-24 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING POLYPHENYLENE ETHERS AND THE USE THEREOF FOR PRODUCING MOLDED PARTS
DE3414237A1 (en) * 1984-04-14 1985-10-24 Basf Ag, 6700 Ludwigshafen METHOD FOR PRODUCING POLYPHENYLENE ETHERS AND THE USE THEREOF FOR PRODUCING MOLDED PARTS
EP2020425B1 (en) 2006-05-25 2013-07-31 Mitsubishi Gas Chemical Company, Inc. Method for producing phenylene ether oligomer

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3741038A1 (en) * 1986-12-04 1988-06-09 Asahi Chemical Ind METHOD FOR PRODUCING POLYPHENYLENE ETHERS
US4788277A (en) * 1986-12-04 1988-11-29 Asahi Kasei Kogyo Kabushiki Kaisha Method for producing a polyphenylene ether
US8288501B2 (en) 2008-04-18 2012-10-16 Asahi Kasei Chemicals Corporation Method for producing polyphenylene ether
US8357769B2 (en) 2008-04-18 2013-01-22 Asahi Kasei Chemicals Corporation Method for producing polyphenylene ether
US8394913B2 (en) 2008-04-18 2013-03-12 Asahi Kasei Chemicals Corporation Method for producing polyphenylene ether

Also Published As

Publication number Publication date
NL178881C (en) 1986-06-02
JPS50110498A (en) 1975-08-30
NL178881B (en) 1986-01-02
DE2505328A1 (en) 1975-08-14
NL7501621A (en) 1975-08-13
FR2260594B1 (en) 1981-08-21
AU7733275A (en) 1976-07-15
JPS5853012B2 (en) 1983-11-26
DE2505328C2 (en) 1990-03-08
FR2260594A1 (en) 1975-09-05
IT1031361B (en) 1979-04-30

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years

Effective date: 19950128