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    Silanes and siloxanes containing oxetane groups
    4.
    发明授权
    Silanes and siloxanes containing oxetane groups 失效
    含有氧杂环丁烷基团的硅烷和硅氧烷

    公开(公告)号：US3338867A

    公开(公告)日：1967-08-29

    申请号：US29719763

    申请日：1963-07-24

    Applicant: DOW CORNING

    Inventor： PLUEDDEMANN EDWIN P

    IPC: C03C4/00 ,  C07D305/06 ,  C07F7/08 ,  C07F7/18 ,  C08G59/30 ,  C08G77/38

    CPC classification number: C03C4/00 ,  C07D305/06 ,  C07F7/0834 ,  C07F7/0847 ,  C07F7/0852 ,  C07F7/182 ,  C07F7/1836 ,  C08G59/306 ,  C08G77/38

    Abstract: 3 - Allyloxymethyl - 3 - ethyl oxetane is prepared by converting the monallylether of trimethylol propane to its monosulphate ester and reacting this with sodium hydroxide (see Example 1). 3 - Allyloxymethyl - 3 - chloromethyl oxetane and 3,3-bis-(allyloxymethyl) oxetane are prepared by reacting sodium allyloxide with 3,3-bis-(chloromethyl oxetane) (see Example 4).ALSO:The invention comprises silanes and siloxanes of formula with or without units of formula wherein R is a divalent saturated aliphatic radical consisting of hydrogen, carbon, and optionally, oxygen, any oxygen in R being present as hydroxy, ether or ester linkages, and R being bonded to the silicon atom through a carbon-silicon bond; R1 is a hydrogen, hydrocarbon, halohydrocarbon, a radical containing an ether linkage, hydroxyalkyl or carboxyalkyl radical; R11 is a hydrocarbon, halohydrocarbon, hydrocarbonoxy or acyloxy radical and is free from aliphatic unsaturation; and a is 0-3. These compounds may be prepared by the condensation of (a) and in the presence of platinum to yield (b) and to yield and to yield or and to yield Siloxanes may also be prepared by the hydrolysis of the corresponding oxetane-containing silanes. The compounds may be cured, e.g. by reaction with BF3 or other Lewis acid. Many examples are given; typical examples describe the preparation of (1) (7) which was hydrolysed to a siloxane of unit formula and (9a) a siloxane copolymer comprising units of formulae CH3SiO 3/2 , (CH3)2SiO, C6H5SiO 3/2 and Uses.-Protective coatings, treating glass cloth for laminates, preparing silicone modified polyether rubbers, mouldings and films

    Organosilicon-polysulfide rubbers
    5.
    发明授权
    Organosilicon-polysulfide rubbers 失效
    有机硅 - 多硫化橡胶

    公开(公告)号：US3317461A

    公开(公告)日：1967-05-02

    申请号：US31049763

    申请日：1963-09-20

    Applicant: DOW CORNING

    Inventor： PLUEDDEMANN EDWIN P

    IPC: C07F7/08 ,  C07F7/10 ,  C07F7/18 ,  C08G75/14 ,  C08G77/00

    CPC classification number: C08G75/14 ,  C07F7/0892 ,  C07F7/0898 ,  C07F7/10 ,  C07F7/1836 ,  C07F7/1896 ,  C08G77/00

    Abstract: The invention comprises organosilicon compounds, which cure on exposure to moisture, of the formula wherein a is 2-4, b is 0-1, R is a divalent radical free from aliphatic unsaturation, consisting of hydrocarbon radicals or radicals containing C, H and O and/or S in the form of ­C-O-C­, -OH, -SH or ­C-S-C­, c is at least 1, R1 is a multivalent hydrocarbon radical or a radical containing C, H and O in the form of ­C-O-C­ or ­C-OH, there being no acetylenic unsaturation in R1, R11 is a monovalent hydrocarbon radical or a halohydrocarbon radical, n is 0-2, X is a hydrolysable group or atom, m is one less than the valency of R1; there being an average of at least 2 Si atoms and 3X groups in each molecule. The preferred value of C is 5-100. X is preferably acyloxy, alkoxy or hydrocarbyl-substituted isocyanoxy. The compounds may be prepared (I) by reacting polysulphide polymers of the formula HS[CH2(R)bCH2Sa]cCH2(R)b CH2SH with a silane containing a substituent having the C=C group in the presence of peroxides or an alkaline catalyst, (2) by reacting the sodium salt of the polysulphide polymer with a silane having a halogen atom on an organic substituent, (3) by reacting a polysulphide polymer with an epoxy silane. The compounds may be stored without curing if they are kept anhydrous, even in the presence of curing catalysts. The compounds are cured on contact with water, preferably in the presence of catalysts such as alkyl titanates, metal salts of carboxylic acids, amines, amine salts of carboxylic acids and quaternary ammonium compounds. "Pigment," including structural fillers and extending fillers, may be added to the polymers, e.g. carbon blacks, silicas, TiO2, ZnO, lithopone and clay.

    Polyimino organosilicon compounds
    8.
    发明授权
    Polyimino organosilicon compounds 失效
    聚亚氨基有机化合物

    公开(公告)号：US3560543A

    公开(公告)日：1971-02-02

    申请号：US3560543D

    申请日：1968-02-19

    Applicant: DOW CORNING

    Inventor： PLUEDDEMANN EDWIN P

    IPC: C08G73/02 ,  C08G73/04 ,  C08G77/42 ,  C09D183/10 ,  C07F7/10 ,  C07F7/18

    CPC classification number: C08G77/42 ,  C08G73/0206 ,  C09D183/10

    Abstract: ORGANOSILICON COMPOUNDS HAVING THE SUBSTITUENT GROUP

    *SI-R-NH-(R1-NH)N-H

    WHERE N IS AT LEAST 14, ARE MADE BY REACTING $SIRCI WITH

    H-(NH-R1)N-NH2

    FOR EXAMPLE,

    (CH3-O-)3-SI-(CH2)3-CL + H-(NH-CH2-CH2)30-NH2 -->

    (CH3-O-)3-SI-(CH2)3-NH-(CH2-CH2-NH)30-H . HCL

    THE ORGANOSILICON COMPOUNDS INCREASE THE ADHESION OF POLYPROPYLENE AND OTHER PLASTICS TO GLASS AND GLASS FIBERS. ORGANOSILICON COMPOUNDS HAVING AMINO SUBSTITUENTS ON CARBON SIDE CHANS HAVE OBTAINED CONSIDERABLE COMMERCIAL SUCCESS. THESE INCLUDE SILANES HAVING THE AMINOPROPYL GROUP SUBSTITUTED ON SILICON AS WELL AS THOSE HAVING THE AMINOETHYLAMINOPROPYL GROUP. SUCH SILANES HAVE BEEN EMPLOYED IN MANY APPLICATIONS, INCLUDING THOSE RELATING TO THE PRIMING OF SURFACES TO INCREASE THE RECEPTIVITY OF DYES AND OF ORGANIC PLASTICS. U.S. PATS. 3,249,535 AND 3,317,577 SHOW ORGANOSILICON COMPOUNDS HAVING POLYIMINE GROUPS ATTACHED TO THE SILICON IN WHICH THE NUMBER OF IMINE UNITS RANGE UP TO ABOUT 10. IT HAS BEEN FOUND THAT THE COMPOSITIONS CLAIMED HEREIN GIVE IMPROVED ADHESION OF CERTAIN PLASTICE TO GLASS AND ARE IN OTHER WAYS SUPERIOR TO HERETOFORE KNOWN AMINOSILICON COMPLOUNDS AND THE HERETOFORE KNOWN POLYIMINO SILICON COMPOUNDS.

    Organosilicon epoxides
    10.
    发明授权
    Organosilicon epoxides 失效
    有机硅环氧化物

    公开(公告)号：US3455877A

    公开(公告)日：1969-07-15

    申请号：US3455877D

    申请日：1962-02-19

    Applicant: DOW CORNING

    Inventor： PLUEDDEMANN EDWIN P

    IPC: C07D303/24 ,  C07F7/08 ,  C07F7/18 ,  C07F7/21 ,  C08G59/30 ,  C08G77/38 ,  C08G31/12

    CPC classification number: C07F7/0879 ,  C07D303/24 ,  C07F7/0812 ,  C07F7/0814 ,  C07F7/0836 ,  C07F7/0852 ,  C07F7/0896 ,  C07F7/182 ,  C07F7/21 ,  C08G59/306 ,  C08G77/38

    Abstract: An organosilicon compound having attached to at least one Si atom by a Si-C linkage at least one organic radical containing at least one epoxide group, any remaining valencies being satisfied by hydrocarbon, halohydrocarbon, hydrocarbonoxy, halohydrocarbonoxy or hydroxyl radicals, or hydrogen or oxygen atoms, is made by heating a mixture of an unsaturated organic compound containing at least one epoxy group and a silicon compound containing at least one SiH group. The products are either silanes of the formul AxSiX4-x and AmRnSiX4-n-m or siloxane polymers or copolymers of the formula AmRbSiO4-m-b, wherein R is hydrogen, a hydrocarbon or halogenated hydrocarbon radical, X is a hydrocarbonoxy or hydroxyl radical, A is an epoxy or epoxidized radical, x is 1 to 4, m and n are each 1 to 3 and b is 0 to 2. The compounds may be cured by reacting them with conventional epoxide curing catalysts. In typical examples: (1) allylglycidyl ether was reacted with a mixture of tetramethyldisiloxane and toluene containing a diethyleneglycoldimethylether solution of chloroplatinic acid to yield on fractionation and and (2) vinylcyclohexenemonoepoxide was similarly reacted with [CH3.H.SiO]5 to give which cured with m-phenylenediamine into a hard, tough, heat-stable resin. Uses.-The compounds can be formed into cured mouldings, castings and films; used for coating metals and glass; used as adhesives; incorporated into epoxy, alkyd, aminoplast and polyamide resins and other siloxanes containing functional groups, these modified products being useful as lubricants, coating compositions, casting resins and paints; and can be used as intermediates in making organic-modified silicon compounds by reaction of the epoxide group, e.g. with water, HCl, HNO3, carboxylic acids, NH3 and amines, HCN, Na2SO3, phenols, Grignard reagents, alcohols, aldehydes and ketones, H2S, H3PO4 and with mercaptans, to yield respectively a glycol, a chlorohydrin, a hydroxynitrate ester, hydroxy esters, hydroxyl amine, cyanohydrins, hydroxy sodium sulphonate, hydroxy phenyl esters, hydroxy alcohols, hydroxy ethers, acetals, hydroxy thiols, hydroxy phosphate esters and hydroxy thioethers. The epoxy group may also be reduced to yield alcohols. These derivatives can be used as emulsifiers, plasticizers for organic and organosilicon resins, as lubricants, as intermediates in making organosilicon resins and as modifiers for organic resins.

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