• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Polyetherquinoxalines are provided which are useful as injection molding compounds. The polyetherquinoxalines are the product of reaction of organic tetramine and bis(aromatic ether aromatic diketones).
    公开号:SU793406A3
    申请号:SU742062679
    申请日:1974-09-26
    公开日:1980-12-30
    发明作者:Ричард Хит Даррелл；Гленн Вирт Джозеф
    申请人:Дженерал Электрик Компани (Фирма)；
    IPC主号:
    专利说明:

    This invention relates to the field of the chemistry of high molecular weight compounds specifically to methods for the production of polyquinoxins, which can be used as compounds for injection molding. A known method for producing polyxynalines by polycondensation of aromatic tetramines and tetracarbonyl compounds of the formula H-Li-4f o-ffVl-tB. where R-H is a monovalent radical (,,) HZ. The polyquinoxalines obtained by this method are not capable of being molded under pressure. The aim of the invention is to eliminate this drawback. The goal is achieved by using as a tetracarbonyl compound a compound of the general formula R - H, OR a monovalent hydrocarbon radical, R - a divalent aromatic radical () Tetramine and a tetracarbonyl compound are reacted in a nitrogen atmosphere and in the presence of cresol as a solvent. The mixture is then poured onto a solid solvent to recover the polymer product. Optimal results were obtained with an equal number of moles of tetramine and a tetracarbonyl compound. However, 0.8-1.2 mol of tetramine per 1 mol of tetracarbonyl compound can be used. You can conduct the reaction at 25-200 ° C. The solvent may be o-, p- or m-cresol or them. mixture (technical cresol), as well as a mixture of these cresols and phenols. The reaction can vary from 0.5 to 20 hours, it depends on such factors as the degree of mixing, temperature, nature and proportions of the reactants, etc. The crude polymer product can be recovered by pouring the reaction mixture into an excess of precipitating a solvent, such as methyl alcohol, etc. The final polyetherquinrxalin can be precipitated using standard techniques.
    for example, re-dissolving in chloroform and wasp 1 methane from methyl alcohol.
    The proposed polyether quinoxalines can be used with carbon fibers to produce reinforced mixtures with finely divided fillers, such as quartz fibers, in a ratio of 50-20 0 hours, filler per 100 parts of polymer. The resulting reinforced polymers are suitable for ls under pressure.
    Example 1. A solution of 45.9 parts of 4-1 shtrobenzyl, 16.74 h of 4,4-dihydroxydiphenyl and 202 hours of dimethyl sulfoxide was stirred for 21 hours. those with 62 h of anhydrous potassium carbonate in a nitrogen atmosphere at a temperature of 60 ° C.
    The resulting mixture was carefully added with stirring to 2400 hours of 1 N hydrochloric acid and 900 hours of chloroform. After further stirring for 1 h, the layers were separated, the chloroform solution was extracted with six portions of 300 h with 1 N hydrochloric acid, and dried with magnesium sulfate. Then the solvent was evaporated under reduced pressure.
    Received 56.3 hours of crude product, which was recrystallized from 1000 hours of acetic acid, the result was 39.4 hours of product having so pl. 1b6-1b8 with.
    Based on the method of preparation, H-NMR spectrum, C-NMR spectrum, mass spectrum and elementary analysis, the structure was assigned to the structure of a tetracarbonate compound having the formula From the aforementioned tetracarbonyl compound, for three hours, cresol was added to a solution of 1.02 16 hours 3, 4.4-tetraminodiphenyl in 20 hours cresol. The resulting mixture was stirred for 2.2 hours at 9598 ° C. After a few minutes of heating, the mixture became homogeneous, the viscosity of the mixture began to gradually increase. The mixture was then boiled for 15 minutes under reflux, cooled and slowly added to a large excess of methyl alcohol poured into the blender. The precipitate was 3.51 hours, which was dissolved in 75 h of chloroform and again precipitated from methanol. Received 3.01 h of product, which contributes to a yield of 85%. The product had an intrinsic viscosity in chloroform of 1.01. Based on the method of preparation and elemental analysis, the structure of polyetherquinoxaline was attributed to the product, consisting mainly of the following chemical bound elements: Example 2. Analogously to Example 1, but instead of 3.3, 4, 4-tetraaminodiphenyl was taken 3.4, 4, 4-tetraminobenzophenone. 3.61 hours of polymer reaction product were obtained, which corresponds to a yield of 96%. The characteristic viscosity of the product in chloroform at 0.37.
    Example 3. Similar to Example 1, but instead of 3v, 4 -tetramino-diphenyl, a 3.3, 4,4-tetra1 tynophenyl ether was taken. 3.86 h were obtained, which corresponds to a yield of 97% of a polymeric reaction product having a characteristic viscosity in chloroform of 1.02.
    Example 4. Polyether quinoxaline was prepared according to Example 1, but instead of the tetramine of Example 1, 3, 3, 4,4-tetraminodiphenylsulfone was taken. 3.48 hours of product was obtained, which corresponds to a yield of 91% of a polymer reaction product having a characteristic viscosity of 0.19. Based on the method of preparation and elementary analysis, the structure of polyetherquinoxaline was attributed to the product, consisting mainly of the following chemically bound elements:
    Example 5. The tetracarbonyl compound was obtained in accordance with example 1, but instead of 4.4 dihydroxydiphenyl, 2-2 bis-I-hydroxyphenyl) methane was taken. Received the product with a yield of 70%.
    An equal number of moles of the tetracarbonyl compound described above and the tetramine di-diphenyl ether were introduced into the reaction in the medium of cresol. Got polyetherokinosine with the release of 874%. The polymer had a characteristic viscosity in cresol of 0.17.
    权利要求:
    Claims (1)
    [1]
    1. US patent 3661850, cl. 260-50, 10.05.72 (prototype) ..
    类似技术:
    公开号 | 公开日 | 专利标题
    SU793406A3|1980-12-30|Method of preparing polyquinoxalines
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    US3821164A|1974-06-28|Film forming chlorinated polymide-ethers and method for making same
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    KR950006716B1|1995-06-21|Polyarylate resin
    US3956238A|1976-05-11|Polyetherquinoxalines
    Mikroyannidis1993|Synthesis and curing of heat-resistant homopolyamide and copolyamides containing enamino nitrile segments
    Korshak et al.1974|The synthesis and properties of polyphenylquinoxalines
    同族专利:
    公开号 | 公开日
    FR2252368A1|1975-06-20|
    BR7409648A|1976-05-25|
    AU7385074A|1976-04-08|
    JPS50100200A|1975-08-08|
    DE2438327A1|1975-05-28|
    DD116246A5|1975-11-12|
    DE2438327C2|1983-12-22|
    FR2252368B1|1980-04-11|
    US3852244A|1974-12-03|
    JPS5761048B2|1982-12-22|
    NL7415153A|1975-05-27|
    GB1474754A|1977-05-25|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US3661850A|1970-07-16|1972-05-09|John K Stille|Quinoxaline polymers,methods of making same and compositions thereof|
    US3730946A|1971-01-20|1973-05-01|Gen Electric|Process for making cyanoaryloxy polymers and products derived therefrom|US4064176A|1973-12-19|1977-12-20|Institut Francais Du Petrole|Di-substituted meta-terphenyl compounds and resulting polymers|
    US4045400A|1975-05-14|1977-08-30|Vasily Vladimirovich Korshak|Antifriction self-lubricating material|
    US4507462A|1981-08-03|1985-03-26|Polymer Science|Low molecular weight aromatic polymers with biphenylene end groups|
    US4375536A|1981-11-12|1983-03-01|The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration|Polyphenylquinoxalines containing pendant phenylethynyl and ethynyl groups|
    US4762909A|1985-06-03|1988-08-09|The Dow Chemical Company|Method for making polyketones|
    DE3524054A1|1985-07-05|1987-01-08|Bayer Ag|TETRA--BIS-CHINOXALINE, THEIR PRODUCTION AND THEIR USE AS BRANCHING AGENTS FOR THERMOPLASTIC POLYCARBONATES|
    US4667002A|1986-01-16|1987-05-19|The United States Of America As Represented By The Secretary Of The Air Force|Phenylquinoxaline resin compositions|
    US4683309A|1986-01-16|1987-07-28|The United States Of America As Represented By The Secretary Of The Air Force|Phenylquinoxaline resin monomers|
    US4731442A|1986-10-02|1988-03-15|The United States Of America As Represented By The Secretary Of The Air Force|High temperature solvent resistant amorphous thermoplastic phenylethynyl quinoxaline resin composition|
    US4788271A|1987-03-23|1988-11-29|The United States Of America As Represented By The United States National Aeronautics And Space Administration|Polyphenylquinoxalines containing alkylenedioxy groups|
    US4914177A|1987-07-13|1990-04-03|American Telephone And Telegraph Company|Polyquinoxaline polymers, and articles comprising same|
    US5010197A|1988-09-28|1991-04-23|The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration|Polyphenylquinoxalines via aromatic nucleophilic displacement|
    US5030704A|1989-06-20|1991-07-09|The University Of Akron|Self polymerizable phenylquinoxalines, their preparation and use in polyphenylquinoxaline homopolymers and copolymers|
    US5115078A|1989-06-20|1992-05-19|The University Of Akron|Self polymerizable phenylquinoxalines, their preparation and use in polyphenylquinoxaline homopolymers and copolymers|
    DE59206487D1|1991-11-26|1996-07-11|Siemens Ag|Phenylquinoxaline copolymers|
    ES2361017T3|2003-06-02|2011-06-13|Ge Osmonics, Inc.|MATERIALS AND PROCEDURE FOR PROCESSING NON-WATERY BLENDS.|
    US7834208B2|2005-05-19|2010-11-16|Eastman Chemical Company|Process to produce a post catalyst removal composition|
    US8071710B2|2008-08-19|2011-12-06|The University Of Akron|Thermoplastic polyphenoxyquinoxaline and method of preparing the same|
    US20200383626A1|2017-11-14|2020-12-10|Osaka University|Cognitive impairment diagnostic apparatus and cognitive impairment diagnostic program|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    US05418250|US3852244A|1973-11-23|1973-11-23|Polyetherquinoxalines|
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