Patent GB-1089428-A (GB)
Title: Polymerizable organic compounds
IPC: C08F30/04
Filed: 1965-07-29
Abstract: Compounds of the formula <FORM:1089428/C3/1> (see Division C2) wherein n=1 to 3, R is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, mono or bicyclic aryl, or alkaryl radical of up to 18 carbon atoms, R1 is a C1-C18 divalent alkylene, alkenylene, alkynylene, cycloalkylene, cycloalkenylene, mono- or bi-cyclic arylene or alkarylene radical, R11 is a C1-C18 divalent alkylene, alkenylene, alkynylene cycloalkylene or cycloalkenylene radical and R111 is H or an alkyl radical or up to 18 carbon atoms, may be homopolymerized or copolymerized in bulk with ethylenically unsaturated monomers, exemplified being styrene and methyl methacrylate, using the general conditions for vinyl polymerization. Catalysts such as benzoyl peroxide, lauroyl peroxide, tertiary alkyl peroxides, di(tertiary alkyl) peroxides and alkali metal persulphates may be used.  The compounds and polymers of the invention may be used to stabilize plastics compositions, especially vinyl chloride polymers, and to protect them against microbial attack.  A copolymer of 100 parts of vinyl chloride and up to 3 parts of an above compound is internally stabilized.ALSO:The invention comprises compounds of the formula <FORM:1089428/C2/1> wherein n = 1 to 3, R is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, mono- or bi-cyclic aryl or alkanyl radical of up to 18 carbon atoms; R1 is a divalent alkylene, alkenylene, alkynylene, cycloalkylene, cycloalkenylene, mono- or bi-cyclic arylene or alkarylene radical of up to 18 carbon atoms; R11 is a divalent alkylene, alkenylene, alkynylene, cycloalkylene or cycloalkenylene radical of up to 18 carbon atoms; and R111 is H or an alkyl radical of up to 18 carbon atoms.  The compounds are prepared by reacting an organotin compound with a glycol monoacrylate monoester of a dicarboxylic acid.  The organotin compounds RSn-OOH, R2SnO and (R3Sn)2O may be reacted with 3, 2 and 1 moles, respectively, of the above ester to produce compounds wherein n is 1, 2 and 3 in the above formula. The reaction is carried out at above 100 DEG  C. preferably in the presence of a polymerization inhibitor, e.g. hydroquinone, t.-butyl catechol and nitrobenzene. The compounds of the invention may be homopolymerized through their double bonds or copolymerized with ethylenically unsaturated monomers, and may be used to stabilize plastic compositions (see Division C3).  They may also be used as antimicrobial agents, e.g. in paints (see Division A5).ALSO:Compounds of the formula: <FORM:1089428/A5-A6/1> (and polymers thereof) wherein n = 1 to 3, R is an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, mono- or bicyclic aryl or alkaryl radical of up to 18 carbon atoms, R\sv is a C1-C18 divalent alkylene, alkenylene, alkynylene, cycloalkylene, cycloalkenylene mono- or bicyclic arylene or alkarylene radical, R\yF is a C1-C18 divalen alkylene, alkenylene, alkynylene cycloalkylene or cyclo alkenylene radical and R\yG is H or a C1-C18 alkyl radical, may be used as antimicrobial agents in paints, e.g. in amount 0.01 to 1.0% by weight or in plastics compositions such as vinyl chloride polymers in amount 25-1000 p.p.m., and may be used for controlling blight in crops.