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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-3839
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/D06M13-288
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F9-65505
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/D06M13-288
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filingDate 1971-04-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1973-09-12-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-1329879-A
titleOfInvention Phosphonates
abstract 1329879 Ethane-1,1-diphosphonic acid derivatives MONSANTO CO 19 April 1971 [13 April 1970] 26858/71 Heading C2P [Also in Divisions C1 and D1] Novel compounds of Formula I where (a) n is 1, R 1 is oxygen, R 2 is hydrogen and each R 3 is metal, ammonium, substituted ammonium, hydrogen, alkyl, alkenyl, aryl, alkaryl, alicyclic, heterocyclic or hydroxy-, halogen- or amino-substituted aryl; (b) n is 2, R 1 is hydroxy, R 2 is hydrogen, halogen, hydroxy, -CN, -N(R 4 ) 2 , -XR 5 , acetoxy, -SO 3 R 4 , benzoyloxy, -COOH or -CH(COOR 6 ) 2 , X is oxygen or sulphur, R 4 is hydrogen or alkyl, R 5 is alkyl, phenyl or benzyl, R 6 is C 1-30 alkyl or phenyl and R 3 is as in (a); (c) n is 2, R 2 is hydroxy, R 1 is -CN, -N(R 4 ) 2 , -XR 5 , acetoxy, -SO 3 R 4 , benzyloxy, -COOH or -CH(COOR 6 ) 2 , R 4 , R 5 , R 6 and X are as in (b) and R 3 is as in (a); or (d) n is 2, R 2 is hydroxy, R 1 is halogen and each R 3 is metal, ammonium, substituted ammonium or hydrogen, as well as compounds of Formula I in which n is 2, R 2 is hydroxy, R 1 is halogen and each R 3 is alkyl, alkenyl, aryl, alkaryl, alicyclic, heterocyclic or hydroxy-, halogen- or amino-substituted aryl, are prepared by reacting a compound of Formula II with a deoxiranization agent which opens the ring of the epoxy compound. Novel compounds of Formula I in which (e) n is 2, R 1 is hydroxy, R 2 is -CH(COOR 6 ) 2 , R 6 is hydrogen or metal and R 3 is as defined in (a) above, or in which (f) n is 2, R 2 is hydroxy, R 1 is -CH(COOR 6 ) 2 , R 6 is hydrogen or metal and R 3 is as defined in (a) above, may be prepared by acid hydrolysis of a corresponding malonate ester to form the free acid and optionally reacting the acid with a metal hydroxide to form a salt. The deoxiranization agent may be water, (R 4 ) 2 NH, a hydrogen halide, hydrogen cyanide, acetic acid, formic acid, HSO 3 R 4 , benzoic acid, an alkali metal cyanide, MCH(COOR 6 ) 2 , where M is a metal, R 5 XH, boron trifluoride or a metal halide Lewis acid catalyst. When (R 4 ) 2 NH is reacted with the acid form of the compound of Formula II, the product is an ammonium or substituted ammonium salt, and may be converted to the acid form by reaction with an alkaline earth metal hydroxide to give a corresponding salt, and reacting this with a mineral acid. The free acids of Formula I may be converted to salts by reaction with an appropriate base, and may be converted to esters by reaction with a triester of orthoformic acid, to give the tetraester, with subsequent acid hydrolysis to give partial esters. The esters may be converted to free acids by hydrolysis. The acids and salts of Formula I may be used to sequester metal ions in water, and the acids and esters of Formula I may be used as flame retardants for cellulosic materials.
priorityDate 1970-04-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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