GB367494A - Improvements in methods of preserving rubber and products obtained thereby - Google Patents

Abstract

3-Aminoacenaphthene, of the formula <FORM:0367494/IV/1> is prepared by reducing 3-nitroacenaphthene, e.g. by means of iron filings and dilute hydrochloric acid. 3-a - and b -Naphthylaminoacenaphthenes are prepared by heating 3-aminoacenaphthene with a - and b -naphthol respectively. Symmetrical ethylene-diacenaphthene diamines, of the formula <FORM:0367494/IV/2> are prepared by reacting an ethylene dihalide, e.g. ethylene dichloride, with an aminoacenaphthene. 2<1> : 4<1>-Diaminophenyl-3-aminoacenaphthene, of the formula <FORM:0367494/IV/3> is prepared by the reduction of the corresponding dinitrophenyl derivative obtained by the action of 2 : 4-dinitrochlorobenzene on 3-aminoacenaphthene. Diacenaphtheneamines are prepared by the elimination of ammonia between two molecules of an aminoacenaphthene or by the condensation of an aminoacenaphthene with a hydroxyacenaphthene with the elimination of water. Diaminoacenaphthenes are obtained as a mixture of isomers by reduction of the product of dinitration of acenaphthene. All the above compounds are antiagers for rubber.ALSO:Rubber is preserved by vulcanizing it in the presence of a substitution product of acenaphthene of the formula <FORM:0367494/V/1> where R is an hydroxyl, amino, alkylamino, or arylamino group. Examples are given of the use of 3-aminoacenaphthene and 3-b -naphthylaminoacenaphthene. Other compounds specified are 3-a -naphthylaminoacenaphthene, diaminoacenaphthenes, symmetrical ethylenediacenaphthenediamines, 21-41-diaminophenyl-3 - aminoacenaphthene and diacenaphtheneamines. 3-Aminoacenaphthene is prepared by reducing 3-nitroacenaphthene, for example by means of iron filings and dilute hydrochloric acid. 3-a - and b -Naphthylaminoacenaphthenes are prepared by heating 3-aminoacenaphthene with a - and b -naphthol respectively. Symmetrical ethylene-diacenaphthenediamines of the formula <FORM:0367494/V/2> are prepared by reacting an ethylene dihalide, e.g. ethylene dichloride, with an aminoacenaphthene. 21-41-Diaminophenyl-3-aminoacenaphthene, of the formula <FORM:0367494/V/3> is prepared by the reduction of the corresponding dinitrophenyl derivative obtained by the reaction of 2 : 4-dinitrochlorobenzene with 3-aminoacenaphthene. Diacenaphtheneamines are prepared by the elimination of ammonia between two molecules of an aminoacenaphthene or by the elimination of water between one molecule of an aminoacenaphthene and one molecule of a hydroxyacenaphthene. Diaminoacenaphthenes are obtained as a mixture of isomers by reduction of the product of di-nitration of acenaphthene.