Patent GB-1082916-A (GB)
Title: Aziridinyl polyolefins and method of preparing the same
IPC: C08F8/30
Filed: 1966-02-02
Abstract: Polymers having the repeating unit <FORM:1082916/C3/1> wherein X is hydrogen, halogen, C1- 4 alkyl or C1- 8 acyloxy; Y is <FORM:1082916/C3/2> , or <FORM:1082916/C3/3> R, R1, R11 and R111 are H or C1- 4 alkyl; m and n are 2 to 50; b is greater than 1 and a is 1 when Y is <FORM:1082916/C3/4> or <FORM:1082916/C3/5> and 2 when Y is <FORM:1082916/C3/6> may be prepared by reacting the corresponding sulphonic, carboxylic, thiocarboxylic or phosphonic acid halide derivative of an olefin polymer with an alkylene imine. Alternatively the acid halide polymer may be reacted with a substituted amine to give a product capable of conversion to the aziridinyl derivative in the presence of a base.  Specified acid halide polymers are chlorosulphonated and chlorophosphonated polyolefins and copolymers of olefins with acryloyl and methacryloyl chlorides, with and without vinyl acetate.  Suitable amines are those of formula H2NCHR1CR11R111Q, where Q is -OSO3M, -SSO3M or -OSO2R, where M is alkali metal and R is a monovalent hydrocarbon radical. The products may be crosslinked by heating and may be used to improve the dimensional stability, strength and abrasion resistance of textile materials, and for bonding fibres to form non-woven fabrics. In examples chlorosulphonated polyethylene is reacted with (1 and 2) ethylene imine and (3) propylene imine in the presence of potassium carbonate; (4) polyethylene is phosphonated with phosphorus trichloride in the presence of oxygen and reacted with ethylene imine in the presence of triethylamine; chlorosulphonated polyethylene is reacted with aminoethane sulphuric acid in the presence of potassium carbonate (12) in situ on woollen fabric, or (16) in bulk and (19) cured in situ on woollen fabric; and (17) an ethylene/vinyl acetate/methacryloyl chloride terpolymer is reacted with ethylene imine in the presence of potassium carbonate.ALSO:Textile materials are treated to improve dimensional stability, tear strength, abrasion resistance and shrink resistance by applying thereto an aziridinyl modified olefin polymer having repeating units of formula <FORM:1082916/D1-D2/1> wherein X is hydrogen, halogen, C1-4 alkyl or C1-8 acyloxy; Y is <FORM:1082916/D1-D2/2> , <FORM:1082916/D1-D2/3> , <FORM:1082916/D1-D2/4> or <FORM:1082916/D1-D2/5> ; R, R\sv, R\yF and R\yG are hydrogen or C1-4 alkyl; m and n are each 2 to 50; b is greater than 1 and a is 1 when Y is <FORM:1082916/D1-D2/6> , <FORM:1082916/D1-D2/7> or <FORM:1082916/D1-D2/8> and 2 when Y is <FORM:1082916/D1-D2/9> ; or a precursor of such an aziridinyl modified olefin polymer having repeating units of formula <FORM:1082916/D1-D2/100> where Q is the anion of a strong acid together with alkali.  The textiles may be keratin or cellulose materials, particularly wool and cotton.  The polymers may be prepared by reacting alkylene imines with acid halide modified olefin polymers, and the precursors by reacting substituted amines with said acid halide polymers.  Many examples of suitable reactants and polymers are given.  In examples woollen fabrics are treated with (8 and 9) polyethylene sulphonyl ethylene imine together with (18) a fluorocarbon resin, (10) polyethylene, sulphonyl propylene imine, (12) chlorosulphonated polyethylene, aminoethyl sulphuric acid and potassium carbonate, (13) polyethylene phosphonyl ethylene imine, (19) polyethylene aminoethane sulphonic acid and potassium carbonate and (20) polyethylene carboxyl ethylene imine; and cotton fabrics are treated with (14) polyethylene sulphonyl ethylene imine and (15) polyethylene sulphonyl propylene imine.  Non-woven fabrics may be prepared by applying the above aziridinyl modified olefin polymers, or the above precursors thereof and alkali, to non-woven webs.  In Example 21 non-woven webs of rayon staple fibres are bonded with polyethylene sulphonyl ethylene imine.  Other suitable binders specified are (5 and 6) polyethylene sulphonyl ethylene imines, (7) polyethylene sulphonyl propylene imine and (16) polyethylene aminoethane sulphonic acid and potassium carbonate.