EP0000385A1 - Compositions thermodurcissables comprenant un polyarylacétylène et un polyoxyde de phénylène substitué et résines obtenues par leur durcissement - Google Patents

Compositions thermodurcissables comprenant un polyarylacétylène et un polyoxyde de phénylène substitué et résines obtenues par leur durcissement Download PDF

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Publication number
EP0000385A1
EP0000385A1 EP78100334A EP78100334A EP0000385A1 EP 0000385 A1 EP0000385 A1 EP 0000385A1 EP 78100334 A EP78100334 A EP 78100334A EP 78100334 A EP78100334 A EP 78100334A EP 0000385 A1 EP0000385 A1 EP 0000385A1
Authority
EP
European Patent Office
Prior art keywords
prepolymer
composition
poly
fluidizer
phenylene oxide
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.)
Granted
Application number
EP78100334A
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German (de)
English (en)
Other versions
EP0000385B1 (fr
Inventor
James Edwin French
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.)
Hercules LLC
Original Assignee
Hercules LLC
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Filing date
Publication date
Application filed by Hercules LLC filed Critical Hercules LLC
Publication of EP0000385A1 publication Critical patent/EP0000385A1/fr
Application granted granted Critical
Publication of EP0000385B1 publication Critical patent/EP0000385B1/fr
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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L65/00Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
    • C08L65/02Polyphenylenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/02Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
    • C08G61/10Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes only aromatic carbon atoms, e.g. polyphenylenes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L49/00Compositions of homopolymers or copolymers of compounds having one or more carbon-to-carbon triple bonds; Compositions of derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L65/00Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/312Non-condensed aromatic systems, e.g. benzene

Definitions

  • the polyacetylenically substituted aromatic compounds may be characterized as containing two to three acetylenic groups and one to seven aromatic rings, which rings are selected from the group consisting of the benzene, naphthalene, anthracene and phenanthrene rings and mixtures thereof.
  • the prepolymerization reaction is carried out by heating the monomeric polyacetylenically substituted aromatic compound with an aromatization catalyst to effect poly- cyclotrimerization of the monomer.
  • the reaction can be carried out in bulk or in the presence of an inert diluent.
  • Any inert diluent can be used, as, for example, ethers such as 1,2-dimethoxyethane, dioxane and tetrahydrofuran, ketones such as acetone, or aromatic hydrocarbons such as benzene, toluene and xylene.
  • thermosetting compositions of this invention may not have the flow properties required for plastic forming at temperatures below the cure temperature for these compositions. Therefore, it ordinarily is desirable in the practice of this invention to include a fluidizer for the prepolymer in the thermosetting composition, thereby making it possible to produce a composition that will have sufficient flow to permit plastic forming and that, when further heated after plastic forming, will cure to produce a thermoset resin.
  • fluidizer used in accordance with this invention is that represented by the acetylenic fluidizers disclosed in the aforementioned GB-PS 1398 142. These fluidizers are mono- or poly-acetylenically substituted aromatic compounds having a melting point below about 185°C. and a boiling point above about 250°C., or a vapor pressure at 125°C. of less than about 20 mm.
  • the unreacted portion does not need to be removed from the prepolymer and can act as all or part of the fluidizer in the thermosetting composition.
  • the flexural properties of the cured compositions were determined using the special flex testing jig according to ASTM D-790, Method I (three-point loading), Procedure A (0.01 in./in. strain rate). Testing was usually done at a 16:1 ratio of span:thickness. Normally, the span was 5,08 cm (two inches) and the crosshead speed was 0,127 cm (0.05 inch) per minute. The data given in Table II are in most instances the average of three measurements.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
EP78100334A 1977-07-08 1978-07-07 Compositions thermodurcissables comprenant un polyarylacétylène et un polyoxyde de phénylène substitué et résines obtenues par leur durcissement Expired EP0000385B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US814053 1977-07-08
US05/814,053 US4144218A (en) 1977-07-08 1977-07-08 Thermosetting compositions containing a poly (arylacetylene) and a poly (phenylene oxide)

Publications (2)

Publication Number Publication Date
EP0000385A1 true EP0000385A1 (fr) 1979-01-24
EP0000385B1 EP0000385B1 (fr) 1981-08-26

Family

ID=25214069

Family Applications (1)

Application Number Title Priority Date Filing Date
EP78100334A Expired EP0000385B1 (fr) 1977-07-08 1978-07-07 Compositions thermodurcissables comprenant un polyarylacétylène et un polyoxyde de phénylène substitué et résines obtenues par leur durcissement

Country Status (3)

Country Link
US (1) US4144218A (fr)
EP (1) EP0000385B1 (fr)
DE (1) DE2860977D1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2579213A1 (fr) * 1985-03-25 1986-09-26 Matsushita Electric Works Ltd Procede de preparation d'une composition de poly(oxyphenylene), et stratifie utilisant cette composition
EP0209658A2 (fr) * 1985-05-29 1987-01-28 W.R. Grace & Co. Plastisol réactif
EP0420141A2 (fr) * 1989-09-26 1991-04-03 Daikin Industries, Limited Procédé pour éliminer des fines particules d'articles à base de résine fluorée

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4930852A (en) * 1989-02-21 1990-06-05 Simmonds Precision Product, Inc. Optical fiber mounting and structural monitoring
US5212944A (en) * 1990-10-23 1993-05-25 Trw Inc. Carbon and silicone polymer ablative liner material
WO2020132859A1 (fr) * 2018-12-25 2020-07-02 广东生益科技股份有限公司 Composition de résine, préimprégné pour circuit imprimé et stratifié revêtu de métal

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3931093A (en) * 1975-02-24 1976-01-06 Hercules Incorporated Thermosetting compositions of a poly(arylacetylene) and a phenolaldehyde resin

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE634841A (fr) * 1962-07-11 1900-01-01
NL295748A (fr) * 1962-07-24
NL295699A (fr) * 1962-07-24
NL148074B (nl) * 1964-09-25 1975-12-15 Gen Electric Werkwijze voor het oxydatief koppelen van dihalogeenfenolen.
US3361851A (en) * 1965-01-05 1968-01-02 Gen Electric Blend of polyolefin and polyphenylene oxide
NL141540B (nl) * 1965-01-06 1974-03-15 Gen Electric Werkwijze voor het bereiden van een polystyreen bevattend polymeermengsel, dat tot voortbrengsels met een grote buig- en treksterkte kan worden verwerkt, alsmede dergelijke voortbrengsels.
US3373226A (en) * 1965-08-02 1968-03-12 Gen Electric Polymeric films comprising a polyphenylene oxide and blends thereof with polystyrene
GB1169972A (en) * 1966-03-11 1969-11-12 Sumitomo Bakelite Co Hot Melt Adhesive Films
US3475513A (en) * 1967-06-12 1969-10-28 Minnesota Mining & Mfg Curable compositions comprising epoxy novolak and hydroxyl-containing polyarylene ether
US3660531A (en) * 1969-06-04 1972-05-02 Uniroyal Inc Thermoplastic resin blend of polyphenylene oxide with butadiene-containing polymers
US3644227A (en) * 1969-07-07 1972-02-22 Gen Electric Separation of poly(2,6-dimethyl-1,4-phenylene oxide) from its blends with other polymers
BE756894A (fr) * 1969-10-01 1971-03-01 Sumitomo Chemical Co Composition d'oxyde de polyphenylene
SU302021A1 (fr) * 1969-10-23 1973-02-08
US3665058A (en) * 1970-04-20 1972-05-23 Uniroyal Inc Modified polyphenylene oxide resin compositions
US3639499A (en) * 1970-07-22 1972-02-01 Uniroyal Inc Polyphenylene oxide resins blended with coumarone-indene resins
US3705131A (en) * 1970-11-27 1972-12-05 I Elementoorganicheskikh Soedi Polymers of polyphenylene type and method of producing the same
US3826786A (en) * 1970-12-23 1974-07-30 Fmc Corp Polymerization controlled diallylic phthalate polymer compositions
JPS523427B1 (fr) * 1971-04-27 1977-01-27
US3749693A (en) * 1971-11-05 1973-07-31 Gen Electric Process for the preparation of polyphenylene ethers and compositions containing the same
US3787532A (en) * 1971-12-03 1974-01-22 Gen Electric Polyphenylene ether compositions
US3794693A (en) * 1972-03-16 1974-02-26 Uniroyal Inc Modified polyarylene polyether resin compositions
US3803268A (en) * 1972-05-15 1974-04-09 Quaker Oats Co Polymonoolefins stabilized with polyphenylene ethers
US3923929A (en) 1972-05-26 1975-12-02 Fmc Corp Composition comprising a diallylic phthalate polymer and a polyphenylene ether
US3882073A (en) * 1972-12-18 1975-05-06 Hercules Inc Thermosetting compositions containing poly(arylacetylenes)
US4022746A (en) * 1975-09-10 1977-05-10 The United States Of America As Represented By The Secretary Of The Air Force Bis-ethynyl heterocyclic compositions and method of snythesis

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3931093A (en) * 1975-02-24 1976-01-06 Hercules Incorporated Thermosetting compositions of a poly(arylacetylene) and a phenolaldehyde resin

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2579213A1 (fr) * 1985-03-25 1986-09-26 Matsushita Electric Works Ltd Procede de preparation d'une composition de poly(oxyphenylene), et stratifie utilisant cette composition
EP0209658A2 (fr) * 1985-05-29 1987-01-28 W.R. Grace & Co. Plastisol réactif
EP0209658A3 (fr) * 1985-05-29 1987-08-26 W.R. Grace & Co. Plastisol réactif
EP0420141A2 (fr) * 1989-09-26 1991-04-03 Daikin Industries, Limited Procédé pour éliminer des fines particules d'articles à base de résine fluorée
EP0420141A3 (en) * 1989-09-26 1991-10-23 Daikin Industries, Limited Process for removing fine particles from articles of fluorine-containing resin

Also Published As

Publication number Publication date
US4144218A (en) 1979-03-13
DE2860977D1 (en) 1981-11-19
EP0000385B1 (fr) 1981-08-26

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