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AssigneeCiba Specialty Chemicals Corporation
InventorsMalisa V. Troutman, Ramanathan Ravichandran, Redina Kote
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Novel flame retarding compounds that comprise at least one sterically hindered nitroxyl, hydroxylamine or hydrocarbyloxyamine moiety and at least one conventional organohalogen or organophosphorus flame retardant moiety, represented by 1 where HA is independently of each other a sterically hindered nitroxyl, sterically hindered hydroxylamine or sterically hindered hydrocarbyloxyamine moiety, L is independently of each other a direct bond or chemical linking group, FRM is independently of each other an organohalogen or an organophosphorus flame reatardant moiety, and x, y and z are each independently greater than or equal to 1, are especially effective towards providing flame retardancy to organic polymer substrates.
A compound of the formula
A flame retardant composition which comprises
A process for imparting light stability and flame retardancy to an organic polymer substrate, which process comprises adding to said polymer substrate an effective flame retarding amount of at least one compound of formula
A molded polymer article comprising at least one compound of the formula
Dependencies are inferred from the claim text.
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From the US filing history. Foreign family members aren’t listed.
Backward citations are indexed for grants only.
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
With a hetero atom directly attached to the ring nitrogen atom: oxygen atom, e.g. piperidine N-oxide
Six-membered rings: hydrogenated pyridine rings
Esters of oxyacids of phosphorus: the molecule containing more than one cyclic phosphorus atom
Term end not estimated
U.S. Pat. No. 5,096,950 discloses the co-use of certain NOR (N-alkoxy) hindered amines with a brominated Sb2O3-containing flame retardant in polypropylene.
U.S. Pat. No. 5,393,812 discloses polyolefin compositions which are made flame retardant by a combination of a halogenated hydrocarbyl phosphate or phosphonate ester flame retardant in combination with a alkoxyamine functional hindered amine.
U.S. Pat. No. 5,844,026 discloses polyolefin compositions comprising certain NOR hindered amines and certain conventional flame retardants.
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A mixture of 25 g 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-cyclohexyloxy (0.098 mol), 40 mL triethylamine (0.29 mol), and 0.5 g dimethylaminopyridine in 80 mL methylene chloride is cooled to 0C under nitrogen flow. A solution of 23 mL diphenyl chlorophosphate (0.11 mol) is added dropwise over 30 minutes. The mixture is allowed to warm to room temperature and is stirred 17 hours. The mixture is concentrated; a 10% ethyl acetate in heptane solution and a 1 N HCl solution are added. The aqueous layer is separated and extracted with 10% ethyl acetate in heptane solution. The organic layers are washed with 1 N HCl, water, and sat. NaHCO3 solution, dried over MgSO4, and concentrated. The oil is purified by column chromatography using heptane and ethyl acetate solvents on silica gel to give 41.5 g (87% yield) of a pale yellow oil. 1H NMR δ7.38-7.29 (m), 7.26-7.15 (m), 4.85-4.72 (m), 3.62-3.51 (m), 2.06-1.87 (m), 1.78-1.63 (m), 1.56-1.48 (m), 1.28-1.10 (m), 1.17 (s), 1.14 (s). 31P NMR δ−11.89.
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