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    1.
    发明专利
    未知

    公开(公告)号：DE1495898A1

    公开(公告)日：1969-10-02

    申请号：DE1495898

    申请日：1962-12-27

    Applicant: GEN ELECTRIC

    Inventor： STUART HAY ALLAN

    IPC: C07F1/02 ,  C07F3/10 ,  C07F7/08 ,  C07F9/74 ,  C08G77/60 ,  C08G79/00 ,  C08G79/06 ,  C08F35/04

    Abstract: The invention comprises compounds containing both (a) divalent units M and (b) -C­C-R1-C­C-units, the two valencies of the M unit are connected directly to said acetylenic units and the remaining valency of each of said acetylenic unit is connected to H, an M unit or an acetylenic unit, where M is S, Se, Te, RP, Hg, T1R, GeR2, SnR2, PbR2, AsR, SbR, BiR, Ni(M1R3)2, Pd(M1R3)2, Pt(M1R3)2; M1 is P, As or Sb; R is a hydrocarbon radical and R1 is a divalent hydrocarbon radical. These compounds may have the formula where n is an integer. Specific types of compounds disclosed have:- (i) M as Hg and R1 may be phenylene, ethylene -C3H6- or -C4H8. (ii) M as C6H5As where R1 may be phenylene. These compounds may be made by treating the alkali metallo derivative of a diethynyl hydrocarbon with a dihalogen compound. In an example LiC6H5 is formed from Li and C6H5Br, the lithium compound is treated with p-diethynylbenzene to give the dilithio derivative and the derivative treated with HgCl2 to give a precipitate of a phenylene ethynyl mercury compound. Alternatively the mercury compounds may be prepared by direct reaction between a mercury halide and diethynyl hydrocarbon, in an embodiment HgCl2 is treated with eicosatebayne in alkaline KI solution to give the required compound. Compounds corresponding to the formula above may be condensed to form polymers by treating them in solution with an amine-cuprous or basic cupric salt complex as an oxygen carrying intermediate, the amine nitrogen atom being free of directly bonded aryl substituents (see Division C3).ALSO:The invention comprises compounds containing both (a) SiR2 units and (b) -C­C-R1-­C-units, the two valencies of the SiR2 unit being connected directly to said acetylenic units and the remaining valency of each of said acetylenic units being connected to H, R being a hydrocarbon radical and R1 being a divalent hydrocarbon radical. The preferred compounds have the formula where M=R2Si. In specific examples the compounds disclosed have R as phenyl, ethyl or methyl and R1 as phenylene. These compounds are prepared by treating the alkali metalloderivative of a diethynyl hydrocarbon with a dihalogen silicon compound. In specific examples the dilithioderivative of a diethynylbenzene is treated with a dichloro silane to give the desired product. The invention further comprises polymers of formula wherein M is Hg, TlR, SiR2, GeR2, SnR2, PbR2, PR, AsR, SbR, BiR, S, Se, Te, Ni(M1R3)2, Pd(M1R3)2, Pt(M1R3)2; where M1 is P, As or Sb; R is a hydrocarbon radical and R1 is a divalent hydrocarbon radical, and n and m are integers. These polymers may be made by the self-condensation of a compound according to the first formula by treating a solution of them with an amine-cuprous or basic cupric salt complex as an oxygen carrying intermediate, the amine nitrogen atom being free of directly bonded aryl substituents. Numerous lists of suitable copper salts and amines are given together with passages explaining their oxygen carrying ability. In specific examples organomercury polymers having 6, 9 and 10 repeating units are illustrated. A compound made from eicosatetrayne and mercuric chloride is further polymerized using a cuprous chloride/pyridine solution. Organo-arsenic polymers are made from the reaction product of the dilithioderivative of a diethynyl benzene with phenyl di-iodoasine, by taking this product and treating it with copper salt/pyridine complex. Organo-silicon polymers are made by treating compounds having the first formula above with a solution of cuprous chloride or basic cupric chloride in pyridine.

    2.
    发明专利
    未知

    公开(公告)号：DE1801020A1

    公开(公告)日：1970-04-16

    申请号：DE1801020

    申请日：1968-10-04

    Applicant: GEN ELECTRIC

    Inventor： STUART HAY ALLAN

    IPC: C08G65/48 ,  C09D171/10

    Abstract: 1,237,385. Metalated polyphenylene ethers. GENERAL ELECTRIC CO. 2 Oct., 1968 [5 Oct., 1967], No. 46870/68. Heading C3R. Polyphenylene ethers containing units of formula where X is hydrogen or halogen and each R is hydrogen, halogen, alkyl free of a tertiary carbon atom or aryl, are reacted with alkali metal alkyls or alkali metal aryls to obtain metalated polyphenylene ethers containing units of at least one of the formulµ where M is an alkali metal and R 1 is hydrogen, alkyl or aryl. Unreacted units also may be present in the polymer. When R in formulµ B and C is alkyl the metal M is lithium. The metalated polymers are reactive and may be converted to other derivatives. In examples, butyl lithium is reacted with brominated poly- (2,6-diphenyl-1,4-phenylene ether), with poly- (2,6-diphenyl-1,4-phenylene ether) and with poly - (2,6 - dimethyl - 1,4 - phenylene ether), and poly - (2,6 - dimethyl - 1,4 - phenylene ether) is reacted with the potassium derivative of α-methyl styrene and with hexyl potassium; in some instances amines are added as catalysts; the metalated polymers are reacted with methyldiphenylchlorosilane to replace the metal atoms by methyl-diphenylsilyl group, with carbon dioxide to replace the metal atoms by carboxyl groups, with iodine to replace the metal atoms by iodine atoms with dimethyl sulphate to replace the metal atoms by methyl groups and with trimethyl-chlorosilane to replace the metal atoms by trimethylsilyl groups.

    3.
    发明专利
    未知

    公开(公告)号：DE1570683A1

    公开(公告)日：1970-04-02

    申请号：DE1570683

    申请日：1963-07-13

    Applicant: GEN ELECTRIC

    Inventor： STUART HAY ALLAN

    IPC: C07C46/08 ,  C07C50/08 ,  C07C50/24 ,  C07C50/30 ,  C07F1/00 ,  C08G65/44

    Abstract: Diphenoquinones are produced by reacting oxygen with certain ortho-disubstituted phenols in presence of an oxygen carrier which is a solution of a complex of a primary or secondary amine having no N-aryl bonds and a basic cupric salt. At least one ortho-substituent may have an aliphatic secondary or tertiary alpha-carbon atom and possibly both ortho-substitutes have this property. In Example 7, tetra-t-butyldiphenoquinone was obtained from 2,6-di-t-butylphenol with O2, CuCl and (CH3)2NH, in Example 8, tetra-i-propyldiphenoquinone was similarly obtained from 2,6,di-i-propylphenol. It is also stated that diphenoquinones are produced from p-unsubstituted phenols wherein both o-substituents are aryl, alkoxy or aryloxy groups.ALSO:Polyphenylene ethers are produced by reacting oxygen with phenols of formula using as oxygen carrier a solution of a complex of a primary or secondary amine having no N-aryl bonds and a basic cupric salt. In the formula, #C is H, Cl, Br or I; R is a monovalent hydrocarbon, hydrocarbonoxy, haloaryl or haloaryloxy radical; R1 is the same as R or a halogen atom; R11 is the same as for R1 or H, with the provisos that (a) R, R1 and R11 are each free of a tertiary alpha-carbon atom and (b) X is halogen when R and R1 are each aryl, haloaryl, hydrocarbonoxy or haloaryloxy. The examples describe the production of poly(2,6-dimethyl-1,4-phenylene) ethers of various intrinsic viscosities depending on the reaction conditions.

    5.
    发明专利
    未知

    公开(公告)号：DE1720887A1

    公开(公告)日：1971-07-29

    申请号：DE1720887

    申请日：1968-01-31

    Applicant: GEN ELECTRIC

    Inventor： STUART HAY ALLAN

    IPC: C08G65/00 ,  C08G65/44 ,  C08G65/46 ,  C08G23/18

    Abstract: 1,197,521. Polyphenylene ethers. GENERAL ELECTRIC CO. 29 Jan., 1968 [2 Feb., 1967], No. 4511/68. Heading C3R. Poly-(2,6-dimethyl- 1 4-phenylene ether) is obtained by (a) reacting oxygen with impure 2,6-xylenol containing 1 to 5% by weight of phenols other than 2,6-xylenol, while dissolved in a solution of an amine-basic salt complex until the polymer formed has an intrinsic viscosity of from 0À2 to 0À3 decilitres per gram when measured in chloroform at 25‹ C., (b) separating the polymer from the reaction mixture, and (c) dissolving the separated polymer in a solution of an amine-basic cupric salt complex and reacting the polymer in solution with oxygen until the required high molecular weight poly-(2,6-dimethyl-1,4-phenylene ether) is obtained. The impurities and their oxidation products remain in solution in the first step and are not present in the second oxidation so that higher molecular weight products may be obtained than would be possible if the impurities remained throughout the whole polymerization process. The oxidation in the first step may be carried out in a solvent in which the polymer is soluble, the polymer being precipitated when the intrinsic viscosity is the above range by adding a precipitating liquid, or the first step may be carried out in mixture of a solvent and a non-solvent for the polymer chosen so that the polymer precipitates when its intrinsic viscosity is between 0À2 and 0À3 decilitres per gram. In examples 2,6-xylenol containing impurities is reacted with gaseous oxygen in mixtures of toluene and isopropanol containing dimethylamine and cuprous chloride, the polymer precipitates, is filtered off, dissolved in toluene containing tetramethyl ethylene diamine, trimethylamine and cuprous chloride, and again reacted with gaseous oxygen to obtain the final polymer.

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