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    Trichlorovinyl organosilicon compounds
    1.
    发明授权
    Trichlorovinyl organosilicon compounds 失效
    三氯乙烯基有机硅化合物

    公开(公告)号：US2723986A

    公开(公告)日：1955-11-15

    申请号：US32105852

    申请日：1952-11-17

    Applicant: DOW CORNING

    Inventor： GILKEY JOHN W

    IPC: C07F7/08 ,  C07F7/12 ,  C08G77/00 ,  C08G77/24

    CPC classification number: C08G77/00 ,  C07F7/085 ,  C07F7/12 ,  C08G77/24

    Abstract: Polysiloxanes having the unit formula wherein R represents a hydrocarbon radical, n is 1 or 2, x is 0, 1 or 2, and the sum of n and x is not greater than 3, are prepared by hydrolysing organo-silicon compounds of the general formula (CCl2 = CCl)nRxSiCl4-(n+x) where R, n and x have the above significance. The polysiloxanes may contain silicon bonded OH radicals. The hydrolysis is preferably carried out in the presence of ether or toluene. The radical R may be an alkyl, alkenyl, alkinyl, cycloaliphatic, aryl, alkaryl or aralkyl radical-methyl and phenyl radicals being the preferred radicals. In the examples the hydrolysis is carried out by adding the monomeric silanes in toluene to an excess of water, and polysiloxanes having the unit formul CCl2 = CClSiO1,5, CCl2 = CCl(CH3)SiO and (CCl2 = CCl)2SiO are prepared from the corresponding monomeric silanes, and a polysiloxane having the formula where n is an integer, is prepared by hydrolysing a mixture of trichlorovinylphenyldichlorosilane and trichlorovinyldiphenylchlorosilane.ALSO:The invention comprises silanes of the general formula (CCl2=CCl)nRmSiCl4-(m+n), wherein R represents a hydrocarbon radical, n is 1 or 2, m is 0, 1, 2 or 3 and the sum of n and m is not greater than 4. The silanes having one trichlorovinyl radical are prepared by reacting tetrachloroethylene with trichlorosilane under pressure at a temperature from 250 DEG to 350 DEG C., and the silanes having two trichlorovinyl radicals are prepared by a similar reaction using dichlorosilane. When one R radical is present in the silanes, they may be prepared by reacting a silane of the formula RSiHCl2 with tetrachloroethylene as above, while the Grignard reaction may be used to introduce one or more R radicals using, for example, trichlorovinyltrichlorosilane as the reactant, and more than one Grignard reagent may be used if the R radicals are to be different. R may be an alkyl, alkenyl, alkinyl, cycloaliphatic, aryl, alkaryl or aralkyl radical, the preferred radicals being the methyl and phenyl radicals. In the examples methyldichlorosilane and bis - trichlorovinyldichlorosilane, and a mixture of trichlorovinyldiphenyl-chlorosilane, and trichlorovinylphenyldichlorosilane are prepared. The silanes of the above general formula may be hydrolysed to form siloxanes.

    Bis-silyl ureas and copolymers thereof
    4.
    发明授权
    Bis-silyl ureas and copolymers thereof 失效
    双甲硅烷基脲及其共聚物

    公开(公告)号：US3208971A

    公开(公告)日：1965-09-28

    申请号：US19961462

    申请日：1962-06-04

    Applicant: DOW CORNING

    Inventor： GILKEY JOHN W ,  KRAHNKE ROBERT H

    IPC: C07F7/08 ,  C07F7/18 ,  C08G12/40 ,  C08G77/00 ,  C08G77/54 ,  C08L83/04 ,  D06M15/643

    CPC classification number: D06M15/6436 ,  C07F7/0818 ,  C07F7/0834 ,  C07F7/1836 ,  C08G12/40 ,  C08G77/00 ,  C08G77/12 ,  C08G77/24 ,  C08G77/458 ,  C08G77/54 ,  C08L83/04 ,  C08L83/00

    Abstract: The invention comprises silanes of the formula R1y(R11O)3- ySi-R-NZ-CO-NZ-R-Si (OR11)3- yR1y, where R1 is a hydrocarbon group of fewer than 7 C atoms, R11 is an acyl or alkyl group of fewer than 5 C atoms, or a group -(CH2CH2O)1 or 2-R111, where R111 is an alkyl group of fewer than 5 C atoms, y is 0, 1, 2 or 3, R is a divalent hydrocarbon group of fewer than 19 C atoms, free of aliphatic unsaturation, and joined to nitrogen through a non-aromatic C atom, and Z is hydrogen or an alkyl group of fewer than 7 C atoms, and the corresponding siloxanes and polymers thereof, and compositions containing these. The silanes are prepared by heating at least 2 moles of a silane R1y(R11O)3- ySi-R-NHZ with 1 mole of urea. A solvent, e.g. methanol, ethanol, isopropanol, or xylene may be used. The siloxanes or copolysiloxanes are obtained from the silanes by hydrolysis or co-hydrolysis with other silanes or by reaction with hydroxyterminated siloxanes in the presence of an amine catalyst. Copolymers containing 2-50% of the urea-containing units of the invention and 50-98% of dimethylsiloxane units are of particular value in making cellulosic fabrics water-repellent. They are most effective when used in conjunction with a methyl- and hydrogen-containing siloxane in amount at least 5% of the total weight of siloxanes, and a creaseresistant resin, e.g. a urea-formaldehyde, alkylene - urea - formaldehyde, triazine - formaldehyde, triazone - formaldehyde, or pyrimidone-formaldehyde resin, or an epoxy resin, in amount 25-95.7% of the total weight. Compounds of this invention may also be copolymerized with aminoplast resins. The examples describe the preparations of [(C2H5O)3Si(CH2)3NH]CO, [(CH3O)3Si(CH2)3NH]2CO, and [(CH3O)3Si(CH2)3N(CH3)]2CO, and the urea derivatives of (CH3)3SiCH2CH(CH3)CH2NH2, (HCOO)2(C6H5)Si(CH2)18NH2, , and (C2H5COO)3SiC6H4NH2, and the hydrolysis of these. The copolymerizations of [(CH3O)3Si (CH2)3NH]2CO with HO[Si(CH3)2O]12H, and of [CH3O(CH3)2Si(CH2)3NH]2CO with various other silanes and mixtures of silanes is described. The former copolymer is emulsified with a methyl hydrogen polysiloxane, and a polyvinyl alcohol emulsifier, an ethylene-urea-formaldehyde resin, zinc nitrate, dibutyltin diacetate, zinc octoate, a toluene/tetrachlorethylene mixture and water. Alternative copolymers and aminoplasts are given, or diglycidyl ethylene glycol ether may be used as the crease-resistant resin. Other uses: adhesives, coatings, sizing agents for siliceous materials.ALSO:Cellulosic fabrics are rendered water repellent by treating them with silanes or siloxanes containing the structure where R is a hydrocarbon group and Z is hydrogen or an alkyl group. Preferred compounds are copolymers containing 2-50% by weight of units of the above type and 50-98% of methylsiloxane units, and these are most effective when used in conjunction with a methyl or methyl hydrogen polysiloxane, and a crease-resistant resin amounting to 25-97.5% of the total weight. Examples of crease-resistant resins are urea-formaldehyde, alkylene urea-formaldehyde, triazine-formaldehyde, triazone-formaldehyde, pyrimidone-formaldehyde, and epoxide resins. An example describes the preparation of an emulsion containing a 40 : 60 mixture of a copolymer and a trimethylsilyl-terminated methylhydrogen siloxane, a toluene-tetrachlorethylene solvent, a polyvinyl alcohol emulsifier, an ethylene ureaformaldehyde resin, zinc nitrate, dibutyltin diacetate, zinc octoate, and water. This was applied to a cotton fabric, which was then dried and heated for 2 minutes at 177 DEG C., then tested for water repellancy after washing. Other examples describe alternative procedures in which the urea-siloxane is uncopolymerized, and may be applied separately beforehand, or in which the urea-siloxane copolymer is applied separately beforehand, or in which other urea-containing units and other aminoplast resins, or an epoxy resin, are used.

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