Patent GB-500386-A (GB)
Title: Process for rendering materials moth-proof
IPC: C07F9/24
Filed: 1937-11-08
Abstract: 500,386. Organic phosphorus compounds. GEIGY AKT.-GES., J. R. Nov. 8, 1937, No. 30630. Convention date, Sept. 6. [Class 2 (iii)] [Also in Group VIII] Organic compounds containing nitrogen and pentavalent phosphorus, wherein at least one nitrogen atom is directly bound to a phosphorus atom, are described for use in processes for protecting fibrous materials against insects. Compounds specified are para-cresoxy-phosphinic acid diamide (obtainable from 1 mol. phosphorus oxychloride, 1 mol. para-cresol and 2 mols. ammonia) ; thiophenyl-phosphinic acid diamide (as above, but from thiophenol instead of para-cresol); para-chlorophenoxy-phosphinic acid bis-3 : 4-dichloranilide (obtainable from 1 mol. phosphorus oxychloride, 1 mol. parachlorophenol and 2 mols. 3:4-dichloraniline); para - cresoxy - thiophosphinic acid diamide (obtainable from 1 mol. phosphorus trichloride, 1 mol. para-cresol, 2 mols. of ammonia and 1 atom of sulphur); para-chlorophenoxythiophosphinic acid diamide (from para-chlorophenol instead of para-cresol); para-tolylthiophosphinic acid bis-dimethylamide (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. dimethylamine and 1 atom of sulphur) ; para-chlorophenoxy-thiophosphinic acid bis-dimethylamide (from para-chlorophenol instead of toluene) ; di-(chlorophenoxy)-thiophosphinic acid N-diethylethylene diamide (obtainable from 1 mol. phosphorus trichloride, 2 mols. para-chlorophenol, 1 mol. asym. N-diethylethylene diamine, and 1 atom of sulphur) ; di-meta-cresoxy-thiophosphinic acid amide (obtainable from 1 mol. phosphorus trichloride, 2 mols. meta-cresol, 1 mol. ammonia and 1 atom of sulphur); tripiperidino-methyl- N-phosphonium iodide (A), (Berichte, 1895, page 2209) tripiperidino-acetyl-3 : 4-dichloranilide-phosphonium chloride (obtainable as (A), but with chloracetyl-3 : 4-dichloranilide instead of methyl iodide) ; tripiperidino-laurylphosphonium bromide (obtainable as (A), but with lauryl bromide instead of methyl iodide) ; tripiperidino - para - chlorobenzyl - phosphonium chloride (B), (obtainable as (A), but with para-chlorobenzyl chloride instead of methyl iodide) ; tripiperidino - 3 : 4 - dichlorobenzylphosphonium chloride (obtainable as (A), but with 3: 4-dichlorobenzyl chloride instead of methyl iodide); tripiperidino-2 : 4 : 5-trichlorobenzyl-phosphonium chloride; (obtainable as (A), but with 2: 4 : 5.trichlorobenzyl chloride instead of methyl iodide) ; dipiperidino-parachlorobenzyl - phenoxy - phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. phenol, 2 mols. piperidine and 1 mol. para-chlorobenzyl chloride); dipiperidmo-parachlorobenzyl - tolyl - phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. piperidine and 1 mol. para-chlorobenzyl chloride); diamino-benzyltotyl-phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. ammonia and 1 mol. benzyl chloride) ; bis-dimethylamino-benzyl-phenoxy-phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. phenol, 2 mols. dimethylamine and 1 mol. benzyl chloride); bis-dimethylamino - para - chlorobenzyl - tolyl -phosphonium chloride (obtainable from 1 mol. phosphorus trichloride, 1 mol. toluene, 2 mols. dimethylamine and I mol. para-chlorobenzyl chloride); tri - (etlylphenylamino) - para - chlorobenzylplosphonium chloride (obtainable as (B), but with ethylaniline instead of piperidine) ; phosphorus-nitrilo-hexa-(N-diethylethytenediamine)- hydrochloride (obtainable from phosphorus nitrilo-chloride and 6 mols. N -diethylethylene diamine). The formulµ of the compounds are given.