Patent GB-1218670-A (GB)
Title: Carboxamido-aziridine derivatives, their preparation, and their use as water repellency agents
IPC: D06M15/61
Filed: 1968-12-12
Abstract: 1,218,670. Sizing paper. NATIONAL STARCH & CHEMICAL CORP. 12 Dec., 1968 [15 Dec., 1967], No. 59215/68. Headings D1P, D2B and D2A. [Also in Divisions B2 and C2] Paper may be sized by intimately dispersing within the wet pulp prior to the ultimate conversion of said pulp into a dry web, (i) a cationic agent and (ii) a compound of the formula: wherein Z is selected from alkyl, alkenyl, alkynyl, cycloaliphatic, bridged aliphatic, aromatic, aralkyl, R-OOC-R#-, to RCOOR#- RCO-N(R#)(R#-) and R-SO, -N(R#) (R#-) radicals, R is selected from alkyl, alkenyl, alkynyl, cycloaliphatic, bridged cycloaliphatic, aromatic and aralkyl radicals, R' is selected from alkylene, alkenylene, alkynylene, cycloaliphatic, bridged cycloaliphatic, aromatic and aralkylene radicals, R" is selected from hydrogen and C 1-6  alkyl radicals, X is selected from C 4-36  alkylene radicals, tolylene, naphthylene, methylene-bis (phenyl), propylene-bis (phenyl), dipropylene oxide phenylene, diphenylene, xylylene, benzylene, cyclopentylene, cyclohexylene, alkylidene and cycloalkylidene radicals, T is selected from hydrogen, methyl, ethyl and acyloxymethyl radicals and x is an integer of 1-4. The concentration of the carboxamido-ajiridine compound is suitably from 0.05 to 5% and the concentration of the cationic is preferably at least 0À025%, both based on the dry weight of pulp and the carboxamido-ajiridine compound is preferably in the form of an aqueous emulsion in which the cationic agent is the primary emulsifier. The cationic agent employed may itself be cationic in nature or it may be a material capable of ionizing or dissociating in such manner as to produce one or more cations or other positively charged moieties. The cationic agents may be added to the stock, i.e. pulp slurry, prior to, along with or after the water repellant and the cationic agent and sizing agent may be added to the stock at any stage in the paper making process prior to the ultimate conversion of the wet pulp into a dry web or sheet. The resulting webs or sheets may subsequently be cured, e.g. by heating the paper at 80-150‹C for 1-60 minutes. The paper to be sized may be prepared from both cellulosic and combinations of cellulosic with non-cellulosic fibres and other conventional additives, e.g. pigments and fillers, may be added to the paper to be sized. The above compounds may also be employed to impart water repellency to solid substrates, e.g. by applying to said substrate an organic solvent solution of one of the above compounds, removing said organic solvent and heating the thus treated solid substrate at a temperature of 60-180‹C for a period of 5-10 minutes. The compounds are suitably present in an amount of at least 0.5% based on the weight of the substrate; they may be used in conjunction with cationic agents as described above and other conventional additives may also be present. Substrates which may be treated include textiles derived from wool, cotton, polyester, nylon, polyacrylonitrile and other synthetic fibres, paper, wood, leather, furs, asbestos, brick, concrete, ceramics and plastics, as well as painted and plastered surfaces.