Patent GB-882051-A (GB)
Title: Organosilicon compounds and process for producing same
IPC: C08G77/388
Filed: 1957-10-03
Abstract: Substituted aminoalkyl silicon compounds containing the grouping ­ Si(CH2)aN = where a is at least 3 (see Group IV(a)), are used (1) for coating silica gel to form silicone chelating resins, and (2) as flocculating agents for clay.  In Example 16, silica gel is coated with a solution of gamma-(N-2-carbethoxyethyl)-aminopropyl - triethoxy silane [(C2H5O)3 Si(CH2)3 NH(CH2)2 COO C2H5] and the treated gel heated with aqueous KOH to convert the silane to a silicone resin. The material is used to chelate copper from aqueous cupric acetate.  In Example 17, the same compound as in Example 16 and the compound NH2(CH2)3 NH-(CH2)4 Si(OC2H5)2 are used as flocculating agents for clay.  Reference has been directed by the Comptroller to Specifications 684,296, 769,498 and 795,894.ALSO:Substituted aminoalkyl silicon compounds are prepared by reacting a compound containing the grouping H2N (CH2)a Si­, where a is at least 3, with an unsaturated compound of the formula <FORM:0882051/IV (a)/1> where B is hydrogen, alkyl or aryl or the radical X, R11 is hydrogen or alkyl, and X is a nitrile radical or the radical <FORM:0882051/IV (a)/2> where D is hydrogen, alkyl, aryl, alkoxy, aryloxy or amino; and when the unsaturated compound is a nitrile, hydrogenating, if desired, the resulting cyanoalkylaminoalkyl silicon compound to yield the amino-alkylaminoalkyl derivative.  The starting silicon compounds may be silanes or siloxanes and are described in Specifications 882,054, 882,062, 882,069 and 882,096.  Examples of unsaturated compounds are acrylonitrile, crotononitrile, methyl acrylate and methacrylate, ethyl acrylate, acrylamide, ethyl cinnamate, diethyl maleate and methyl vinyl ketone.  If the unsaturated compound contains an aldehyde or ketone group, it should be inactivated before the reaction to avoid production of methylideneaminoalkyl silicon compounds as in Specification 882,059.  The reaction may be effected in an organic liquid such as an aromatic hydrocarbon or dialkyl ether.  The monomeric products claimed have the formula <FORM:0882051/IV (a)/3> or the nitrogen may be di-substituted, where Z1 is an aminoalkyl radical or the radical X, R is alkyl or aryl, Y is alkoxy, and b is 0 to 2.  The polymeric products contain the corresponding hydrolyzed unit.  In typical examples, the preparation is described of (1) (EtO)3 Si(CH2)3-NH(CH2)2COOCH3 and (EtO)3Si(CH2)3 N[(CH2)2COOCH3]2; (3) (EtO)3Si(CH2)3 NH(CH2)2CONH2; (5) (EtO)3 Si(CH2)4 NH (CH2)2 CN; (7) <FORM:0882051/IV (a)/4> (8) <FORM:0882051/IV (a)/5> (9) a trimethylsiloxy end-blocked dimethylsiloxane oil containing delta-(N-2-carbomethoxyethyl) aminobutylmethylsiloxane units; (11) (EtO)3Si(CH2)4NH(CH2)3NH2; (14 the siloxane [O(Me) Si(CH2)4 NH(CH2)2 CN]. In Example 16, silica gel is coated with (EtO)3 Si(CH2)3NH(CH2)2COOEt and treated with KOH to form a silicone chelating resin which removes copper from copper acetate solution.  Uses: sizes for fibrous materials, particularly in combination with thermosetting resins; modifiers for polysiloxanes; adhesives; flocculation agents; chelating agents.  Reference has been directed bn the Comptroller to Specifications 684,296, 769,498 and 795,894.