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    Amino methylphenyl silicon compounds
    2.
    发明授权
    Amino methylphenyl silicon compounds 失效
    氨基甲基苯基硅化合物

    公开(公告)号：US3171851A

    公开(公告)日：1965-03-02

    申请号：US15759061

    申请日：1961-12-06

    Applicant: UNION CARBIDE CORP

    Inventor： PEPE ENRICO J

    IPC: C07F7/08 ,  C07F7/10 ,  C07F7/18 ,  C08G77/26 ,  C08G77/388 ,  C22B3/26 ,  C23F11/10 ,  C23F11/14

    CPC classification number: C23F11/141 ,  C07F7/0818 ,  C07F7/0834 ,  C07F7/1892 ,  C08G77/26 ,  C08G77/388 ,  C10M3/00 ,  C10M2201/02 ,  C10M2227/04 ,  C10M2229/052 ,  C22B3/0041 ,  C23F11/10 ,  Y02P10/234

    Abstract: Lubricating oils consist of (i) silanes of the general formula wherein Z is hydrogen or a saturated or unsaturated monovalent hydrocarbon radical preferably having 1 to 18 carbon atoms, R is a monovalent hydrocarbon radical free from aliphatic unsaturation, n is 1 to 20, a is 1 or 2; b is 0, 1 or 2 and (a+b) is 1, 2 or 3; and (ii) siloxanes containing at least one group represented by the formula wherein Z, n, a, b, and (a+b) have the above meaning and R1 is R or a group OR.ALSO:The invention comprises (1) silanes of formula wherein Z is hydrogen or a saturated or unsaturated monovalent hydrocarbon radical preferably containing 1 to 18 carbon atoms, R is a monovalent hydrocarbon radical free from aliphatic unsaturation, a is 1 or 2, b is 0, 1 or 2 and (a+b) is 1, 2 or 3, and (2) siloxanes containing at least one unit represented by the formula wherein n, Z, a, b and (a+b) have the above meanings and R1 is equal to R or is a hydrocarbonoxy radical OR. The siloxanes can have linear, cyclic or branched structures and may form copolymers with at least one group wherein R1 is as above and c may be 0, 1, 2 or 3. They are prepared by hydrogenating the corresponding cyanophenylalkyl silicon compound and the primary amine formed may be converted to secondary or tertiary amines using alkyl halides or dialkyl sulphates. The hydrogenation is preferably conducted under a hydrogen pressure of 100 to 133 atmos. and at temperatures of 80 DEG to 140 DEG C. Catalysts may be used, e.g. platinum and palladium which may be supported on the gamma-allotrope of alumina or charcoal and other catalysts used include nickel cobalt and cyclopentadienyl metal compounds. Suitable solvents include alcohols and hydrocarbons. The siloxanes may also be prepared by hydrolysis of the corresponding silane which may also be cohydrolysed with groups. The examples describe the preparation of beta-(p-aminomethylphenyl)-ethyltriethoxysilane from the corresponding cyanophenylsilane and its subsequent hydrolysis and condensation to form a resin composed of the groups Uses: Corrosion inhibitors, lubricating oils, sequestering agents and coatings for metals. The starting materials are prepared by reacting an alkali metal cyanide with bromophenylalkylhydrocarbonoxysilane in a highly polar organic liquid, e.g. diethylformamide, in presence of cuprous cyanide and copper at 25-250 DEG C. Hydrolysis produces the corresponding siloxane starting materials.

    Chloromethylated aralkyl silanes and siloxanes
    3.
    发明授权
    Chloromethylated aralkyl silanes and siloxanes 失效
    氯甲基化芳烷基硅烷和硅氧烷

    公开(公告)号：US3413329A

    公开(公告)日：1968-11-26

    申请号：US42249564

    申请日：1964-12-31

    Applicant: UNION CARBIDE CORP

    Inventor： PEPE ENRICO J ,  BERNARD KANNER

    IPC: C07F7/08 ,  C07F7/12 ,  C07F7/18 ,  C08G77/24 ,  C08L83/04

    CPC classification number: C08G77/24 ,  C07F7/085 ,  C07F7/12 ,  C07F7/182 ,  C10M3/00 ,  C10M2229/051 ,  C10N2220/02 ,  C10N2240/08 ,  C10N2250/10 ,  C10N2250/121

    Abstract: A lubricant or hydraulic fluid comprises siloxanes of the formula where Ar is an arylene radical, R is an alkylene radical, R1 is a monovalent hydrocarbon radical, n is 0 or 1, a is 1-3, b is 0-2, provided that the sum of a+b does not exceed 3. The siloxane may also include units of the formula where m is 1-3.ALSO:The invention comprises chloromethylated silicon compounds of the formulae or where Ar is an arylene radical, R is an alkylene radical, R1 is a monovalent hydrocarbon radical, X is halogen or an -OR11 group, where R11 is alkyl, n is 0 or 1, a is 1 to 3 and b is 0 to 2, provided that the sum of a + b does not exceed 3, except when X is chlorine when it does not exceed 2. The compound of Formula II may also comprise units of the formula where m is 1 to 3. Compounds of Formula I may be obtained by chlorine thyration of silanes of the formula where Ar1 is a monovalent aryl radical corresponding to the arylene radical Ar defined above, with chloromethylmethyl ether and SOCl2, optionally in the presence of a catalytic amount of ZnCl2, and suitably at temperatures of 35-120 DEG C., and an inert solvent, e.g. n-hexane, benzene, toluene, xylene, n-heptane or dioxan may be present. When X is fluorine in Formula (IV), the presence of SOCl2 is not necessary in the reaction mixture. The compound of Formula I may be hydrolysed and condensed in a conventional manner either alone, to give a compound consisting of units of Formula II, or together with another silane to give a siloxane comprised of units of Formulae II and III. Alternatively, silanes of Formula IV may be hydrolysed and condensed either alone or together with silanes of Formula V to produce siloxanes which may then be chloromethylated with chloromethylmethyl ether, optionally in the presence of a catalytic amount of ZnCl2. When X is halogen other than fluorine in compounds of Formula I, such halogen may be replaced by reacting the silane with a compound of the formula R11-OH or by reaction with an anhydride e.g. acetic anhydride, such reactions suitably being effected in the presence of an acid acceptor e.g. triethylamine. When X is fluorine in Formula I, it may be replaced by heating in contact with a silicon compound containing at least one alkoxy group directly attached to silicon, e.g. methyl triethoxy silane, phenyltributoxy silane, tetramethylsilicate, in the presence of a redistribution catalyst e.g. tetrabutyltitanate, aluminium trichloride, tin dichloride or zirconium tetraethoxide. The arylene radical Ar in Formula I may be monocyclic, bicyclic or a fused ring, it may be unsubstituted or substituted with inert substituents and it may suitably contain 6 to about 18 carbon atoms. The alkylene radical R in Formula I may be straight or branched chain, it may be unsubstituted or substituted with inert substituents and may suitably contain 1 to about 12 carbon atoms. The monovalent hydrocarbon radical R1 in Formula I generally contains 1 to about 18 carbon atoms and it may be straight or branched chain alkyl, alkenyl, cycloaliphatic, aryl, aralkyl or alkaryl and may be unsubstituted or substituted with inert substituents. The alkyl radical R11 may be substituted or unsubstituted and straight or branched chain.

    Condensable isocyanato substituted siloxanes and phosgenation process for making same
    5.
    发明授权
    Condensable isocyanato substituted siloxanes and phosgenation process for making same 失效
    可溶性异硫氰酸酯取代硅氧烷和其制备方法

    公开(公告)号：US3584024A

    公开(公告)日：1971-06-08

    申请号：US3584024D

    申请日：1968-02-07

    Applicant: UNION CARBIDE CORP

    Inventor： PEPE ENRICO J

    IPC: C07F7/08 ,  C08G18/77 ,  C08G77/388 ,  C07F7/10 ,  C07F7/18

    CPC classification number: C08G18/778 ,  C07F7/0885 ,  C07F7/0889 ,  C07F7/0896 ,  C08G77/388

    Abstract: THE NOVEL SILOXANES OF THIS INVENTION ARE CHARACTERIZED BY THE FOLLOWING FORMULA:

    ((O=C=N-R)A-SI(-R'')B-O((4-A+B) /2)E-((R")C-SI-O((4-C)/2))F

    -(X)G

    WHEREIN R IS A DIVALENT ORGANIC RADICAL BONDED TO SILICON BY A CARBON TO SILICON BOND AND SEPARATES THE O=C=NFROM THE SILICON ATOM BY A CHAIN OF AT LEAST 3 CARBON ATOMS; R'' IS AN INERT MONOVALENT ORGANIC RADICAL BONDED TO SILICON BY A CARBON TO SILICON BOND; X IS A MEMBER SELECTED FROM THE GROUP CONSISTING OF HALOGEN (SUCH AS CHLORINE, FLUORINE OR BROMINE),

    -O-R'', (R")2-C=N-O-; R"-COO-

    AND MIXTURES THEREOF; A HAS A VALUE OF 1 TO ABOUT 3, B HAS A VALUE OF 0 TO ABOUT 2; WITH THE PROVISO THAT THE VALUE OF (A+B) IS NOT GREATER THAN 3; R" REPRESENTS HYDROGEN OR R''; C IS 0 TO 3; E IS A NUMBER EQUAL TO AT LEAST 1; F IS 0 OR A POSITIVE NUMBER AND G IS A POSITIVE NUMBER, AND THE SUM OF E AND F IS ANUMBER OF LEAST 2. THE PROCESS OF THIS INVENTION TO PRODUCE SILOXANES OF FORMULA I INVOLVES THE PLHOSGENATION OF AN AMINOORGANOSILOXANE OF THE FOLLOWING FORMULA:

    ((H2N(-R))A-SI(-R'')B-O( (4-A+B)/2)E-((R")C-SI-O(4-C)/2)F-

    (O-SI(-R"'')3)H-(O-R"'')I

    WHEREIN R, R'', R", A, B, C, E, AND F HAVE THE DEFINITION ASCRIBED TO THEM ABOVE, R"'' IS ANY MONOVALENT ORGANIC RADICAL SUCH AS DEFINED FOR R'' AS WELL AS ORGANIC RADICALS WHICH ARE REACTIVE WITH PHOSGENE, H IS 0 OR A POSITIVE NUMBER AND I IS 0 OR A POSITIVE NUMBER, AND THE SUM OF H AND I IS NOT SMALLER THAN THE VALUE OF G; PREFERABLY THEY ARE EQUAL TO THE VALUE OF G.

    Quaternary ammonium salts of chloromethylated silicon compounds
    9.
    发明授权
    Quaternary ammonium salts of chloromethylated silicon compounds 失效
    氯化硅化合物季铵盐

    公开(公告)号：US3661963A

    公开(公告)日：1972-05-09

    申请号：US3661963D

    申请日：1969-03-03

    Applicant: UNION CARBIDE CORP

    Inventor： PEPE ENRICO J ,  KANNER BERNARD

    IPC: C07F7/10 ,  C07F7/12 ,  C07F7/18 ,  C08G77/26 ,  C08G77/388

    CPC classification number: C08G77/26 ,  C07F7/12 ,  C07F7/1836 ,  C08G77/388 ,  C10M3/00 ,  C10M2227/04 ,  C10M2229/052 ,  C10N2240/08

    Abstract: QUATERNARY AMMONIUM SALTS OF CHLOROMETHYLATE SILANES OR SILOXANES WHICH CONTAINS AT LEAST ONE

    (CL-R3"N+CH2-AR-(R$N)

    RADICAL DIRECTLY LINKED TO A SILICON ATOM WHEREIN AR IS AN ARYLENE RADICAL, WHEREIN R"2N TAKEN COLLECTIVELY IS A TERTIARY AMINE RADICAL AND WHEREIN THE COMPOUNDS ARE USEFUL IN CONVENTIONAL SILICON APPLICATON SUCH AS ANTISTATIC AGENTS, WETTING AGENTS LUBRICANTS, HYDRAULIC FLUIDS COATING RESINS, ELASTOMERS AND CATIONIC SURFACTANTS.

    Abstract translation: 氯甲基化硅烷或硅氧烷的季铵盐，其含有至少一个直接连接到硅原子上的[Cl - R3''N + CH2-Ar-（R）n]，Ar是亚芳基，其中R3 “N共同采用叔胺基，其中这些化合物可用于常规硅应用，如抗静电剂，润湿剂，润滑剂，液压油，涂料树脂，弹性体和阳离子表面活性剂。

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