Acetone-diphenylamine

Acetone-diphenylamine condensation product, antidegradant - staining. 

Amines Ketone-amines Acetone-diphenylamine and acetone-aniline (I) Yes Main use in rubber compounds for good heat aging. 

Acetone, acetonyl-. See 2,5-Hexanedione Acetone chloroform. See Chlorobutanol hemihydrate Chlorobutanol Acetone cyanhydrin Acetone cyanohydrin. See 2-Hydroxy-2-methylpropanenitrile Acetonedicarboxylic acid Acetone-1,3-dicarboxylic acid. See P-Ketoglutaric acid Acetone dimethyl acetal. See Dimethoxypropane Acetone/diphenylamine condensate Acetone/diphenylamine condensates. See Di phenylam i ne-acetone Acetone/formaldehyde condensate CAS 25619-09-4 Uses In food-pkg. adhesives Regulatory FDA 21CFR 175.105... 

N,N-Diphenylamine. See Diphenylamine p-Diphenylamine. See 4-Aminobiphenyl Diphenylamine-acetone CAS 9003-79-6 68412-48-6 Synonyms Acetone/diphenylamine condensate Acetone/diphenylamine condensates ADPA Diphenylamine-acetone reaction prod. Diphenylamine-acetone resin Definition Mixed prod, contg. quinoline and aromatic amine derivs. 

Diphenylamine-acetone reaction prod. Diphenylamine-acetone resin. See Diphenylamine-acetone Diphenylamine, p-amino-. See N-Phenyl-p-phenylenediamine... 

Acetone diphenylamine Nonox BL Pale green Green 0.53... 

Also, acetone is reacted with diphenylamine to make the antioxidant known as an acetone diphenylamine condensation product. 

Diphenylamine reacts with acetone to produce acetone diphenylamine condensation product antioxidant for rubber. 

ADPA Acetone-diphenylamine reaction product AgeRite Superflex ... 

Other Uses. More than 70 thousand metric tons of acetone is used in smaU volume appHcations some of which are to make functional compounds such as antioxidants, herbicides, higher ketones, condensates with formaldehyde or diphenylamine, and vitamin intermediates. 

Acetone also reacts with diphenylamine, in the presence of acid, to form a variety of condition-dependent products (5). Excess amine and a small amount of strong acid catalyst at 100—150°C give 2,2-[4,4 -(dianilino)diphenyl]-propane [2980-26-9] (6). With a large amount of hydrochloric acid at 250°C in the presence of excess diphenylamine, the main product is 9,9-dimethylacridan [6267-02-3]. 

The 9,9-dimethylacridan formed ia the reactioa betweea diphenylamine and acetone, besides functioning as an antioxidant, also improves the flex fife of mbber vulcani2ates siace it forms a more stable nitroxyl radical than the alkylated diphenylamiaes. 

Typical recipes for an antioxidant dispersion and an ultra-accelerator dispersion are given below. The antioxidant recipe is for Aminox (Uniroyal, Inc.), alow temperature reaction product of diphenylamine and acetone. 

Dipping solution Dissolve 2 g diphenylamine and 2 ml aniline in 80 ml acetone. 

An acridine with a radically different substitution pattern, interestingly, still exhibits antimalarial activity. Condensation of acetone with diphenylamine in the presence of strong acid affords the partly reduced acridine, 20. Alkylation with 3-chloro-dimethylaminopropane (via the sodium salt of 20) affords dimethacrine (21). ... 

The reaction of ADPA with acetone led to a solid product, presumably 4-(isopropylamino)diphenylamine (mp 72-76°C), with the hydrogen uptake leveling at 56 minutes. Since the product could not be analyzed by GC, the conversion was calculated from the amount of hydrogen consumed during the reaction. 

In an acetone extract from a neoprene/SBR hose compound, Lattimer et al. [92] distinguished dioctylph-thalate (m/z 390), di(r-octyl)diphenylamine (m/z 393), 1,3,5-tris(3,5-di-f-butyl-4-hydroxybenzyl)-isocyanurate m/z 783), hydrocarbon oil and a paraffin wax (numerous molecular ions in the m/z range of 200-500) by means of FD-MS. Since cross-linked rubbers are insoluble, more complex extraction procedures must be carried out (Chapter 2). The method of Dinsmore and Smith [257], or a modification thereof, is normally used. Mass spectrometry (and other analytical techniques) is then used to characterise the various rubber fractions. The mass-spectral identification of numerous antioxidants (hindered phenols and aromatic amines, e.g. phenyl-/ -naphthyl-amine, 6-dodecyl-2,2,4-trimethyl-l,2-dihydroquinoline, butylated bisphenol-A, HPPD, poly-TMDQ, di-(t-octyl)diphenylamine) in rubber extracts by means of direct probe EI-MS with programmed heating, has been reported [252]. The main problem reported consisted of the numerous ions arising from hydrocarbon oil in the recipe. In older work, mass spectrometry has been used to qualitatively identify volatile AOs in sheet samples of SBR and rubber-type vulcanisates after extraction of the polymer with acetone [51,246]. 

Addition of acetone, ammonia, aniline or diphenylamine to the oxidant causes rapid exothermic reactions, with or without flame, and large amounts under confinement would explode. The trichloro analogue is similar, but less vigorous. 

Anilinediphenylamine phosphate 1 ml aniline + 1 g diphenylamine in 100 ml acetone. Add 10 ml 85% orthophosphoric acid Dip Reaction with aromatic amine in hot acid... 

Sodium cyanide, Glacial acetic acid, Chlorine gas. Carbon tetrachloride Benzene, Aluminum chloride, 2-Chloroacetyl chloride. Hydrochloric acid. Sodium hydroxide. Methylene chloride. Calcium chloride. Hexanes Methanol, MalononitrUe, o-Chlorobenzaldehyde, Piperdine Tetrahydrofuran, Hydrogen chloride, Chloropicrin, Powdered tin Benzene, Arsenic trichloride. Aluminum chloride. Hexanes Acetone, Sulfuric acid. Chlorine, Calcium chloride Isopropylamine, Glyoxal, Diethyl ether Benzene, Pyridine, Diphenylamine, Arsenic trichloride Tetraethyl lead. Arsenic trichloride... 

T.G. Bonner, Analyst 72, 47—54(1947) [Estimation of Ethanol and Ether in Propellants which Might Also Contain Acetone, and Other Ingredients (such as camphor, diphenylamine, dibutylphthalate, diethylphthalate and diphenyl-urea)... 

PREPARATION OF KETONE DERIVATIVE. For additional evidence of the presence of amphetamine, a ketone derivative is prepared by adding 0.5 cm3 of acetone to the urine extract and evaporating at 60° to a volume of about 50 yl. Some unreacted amphetamine remains. A 5-yl aliquot of the mixture is chromatographed and the relative retention times calculated. The retention time of diphenylamine will not change, as it does not form a ketone derivative. 

Tetraphenylhydrazine is a while solid, soluble in chloroform, acetone, benzene, or toluene, and upon standing is changed into triphenylaminc plus azobenzene. In solution, tetraphenylhydrazine dissociates into nitrogen diphenyl. (Ct,Hs) N-. free radical, which in toluene at 90cC reads with nitric oxide, NO, Tetraphenylhydrazine is formed by oxidation of diphenylamine,. by lead dioxide. 

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