Patent GB-976968-A (GB)
Title: Organic compositions stabilized with ª‡-cyano-ª‰,ª‰-diphenyl acrylic acid compounds
Inventor: STROBEL ALBERT FREDERICK
IPC: C08K5/315
Filed: 1961-03-09
Abstract: a -Cyano-b ,b -diphenyl acrylic acid derivatives of formula <FORM:0976968/C1/1> wherein (Ar1) and (Ar)2 are aromatic nuclei devoid of nuclear bonded amino groups, Z is OY or <FORM:0976968/C1/2> and Y, Y1 and Y2 are H or organic radicals, find application as ultra-violet light absorbers. In Example 2, a -cyano-b ,b -di(4-chlorophenyl) acrylic acid ethyl ester is prepared by condensing ethyl cyano acetate with 4,41-dichlorobenzophenone in the presence of ammonium acetate, acetic acid and benzene. In Example 3, a -cyano-b -phenyl -b - (4-n-dodecyloxyphenyl) acrylic acid ethyl ester is prepared by condensing 4-(n-dodecyl) oxybenzophenone with ethyl cyanoacetate. Example 4, a -cyano -b - (2-chlorophenyl)-b -(4-chlorophenyl) acrylic acid methyl ester is prepared from 2,41-idchlorobenzophenone and methyl cyanoacetate.  Example 6, a -cyano-b -phenyl -b - (4-methoxy phenyl) acrylate ethyl ester is prepared from 4-methoxybenzophenone and ethyl cyanoacetate. Example 7, a -cyano-b ,b -di-(p-tolyl) acrylic acid ethyl ester is prepared from p,p1-dimethylbenzophenone and ethyl cyanoacetate. Example 8, a -cyano-b ,b -diphenyl acrylic acid phenyl ester is prepared from benzophenone and phenyl-a -cyanoacetate. Example 9, a -cyano-b ,b -bis(4-hydroxyphenyl) acrylic acid ethyl ester is prepared from 4,41-dihydroxybenzophenone sulphonyl ester and ethyl cyanoacetate. Example 11, a -cyano-b -phenyl-b -(4-biphenyl) acrylic acid ethyl ester is prepared from 4-phenylbenzophenone and ethylcyanoacetate. Example 13, a -cyano-b ,b -diphenylacrylic acid amide is prepared from benzophenon and cyanoacetamide. Example 14, a -cyano-b ,b -diphenyl-acrylic acid N,N-dimethylamide is prepared from benzophenone and a -cyano-N,N-dimethylacetamide. Example 18, a -cyano-b -phenyl -b - (2-sulfamylphenyl) acrylic acid ethyl ester is prepared from 2-sulfamyl benzophenone and ethyl cyanoacetate.ALSO:An organic material susceptible to ultra-violet radiation contains as ultra-violet absorber a compound devoid of nitro groups and having the formula <FORM:0976968/C3/1> wherein (Ar), and (Ar)2 are aromatic nuclei devoid of nuclear bonded amino groups, <FORM:0976968/C3/2> and Y, Y1 and Y2 are H or organic radicals. Exemplified organic materials are nitrocellulose, cellulose acetate, polymers of formaldehyde, butadiene/acrylonitrile synthetic rubber, unsaturated polyester resin, Example 5, polyethylene, methyl acrylate/butyl acrylate copolymer (Example 6), polyvinyl chloride foam, Example 8, polyurethane foam, Example 10, polyurethane, and a polymer of alkylene bisphenol and epichlorohydrin, Example 15.  The ultra-violet absorbers used are a -cyano-b ,b -di (phenyl or substituted phenyl)-acrylic acid esters and amides and also the polyoxyalkylated derivatives thereof (Examples 16, 17 and 19). The compositions have numerous applications, in particular as film for wrapping food.ALSO:Leather is treated with ultra-violet absorbing compositions Example 6 describes an emulsion comprising a methyl acrylate/butyl acrylate copolymer and a -cyano-b -phenyl-b -(4-methoxyphenyl) acrylate ethyl ester, and Example 7 describes an acrylonitrile-butadiene latex containing a -cyano-b ,b -di-(p-tolyl) acrylic acid ethyl ester. Ultra-violet radiation absorbers which are devoid of nitro groups and have the formula: <FORM:0976968/B1-B2/1> wherein (Ar)1 and (Ar)2 are aromatic nuclei devoid of nuclear bonded amino groups, Z is <FORM:0976968/B1-B2/2> organic radicals, may be incorporated into the transparent of translucent backings of pressure sensitive adhesive tapes. Alternatively the absorbers may be used as an overcoating in a transparent or translucent film coating base. Thus regenerated cellulose tape may be coated with nitrocellulose lacquer containing a -cyano-b ,b -diphenyl acrylic acid ethyl ester, or cellulose acetate containing a -cyano-b ,b -di(4-chlorophenyl) acrylic acid ethyl ester.ALSO:Paper cotton or jute is treated with a solution in water of the reaction product of ethylene oxide and a -cyano-b ,b -bis(4-hydroxyphenyl) acrylic acid ethyl ester, an ultra-violet light absorber (see Example 16).