Diphenylamine/acetone reaction product

Diphenylamine/acetone reaction product Diphenylamine-ketone condensates... 

Polymerized l,2-dihydro-2,2,4-trimethylquinoline R. T. Vanderbilt Benzothiazyl disulfide R. T. Vanderbilt Diphenylamine acetone reaction product. Uniroyal Chemical Activated dithiocarbamate R. T. Vanderbilt Refined coal tar Allied Chemicals Corporation... 

The best heat resistance may be obtained with a combination of 1-2 phr zinc 2-mercapto-toluimidiazole (Vanox ZMTI) and 1-2 phr 4,4 -bis(a,-dimethylbenzyl) diphenylamine (Naugard 445) or diphenylamine-acetone reaction product (AgeRite Superflex). 

The same study revealed that antioxidants in general provide little if any additional stability to bromobutyl vulcanisates at temperatures below 150°C, that many antioxidants contribute significantly to heat stability at higher temperatures, and that exceptional heat resistance is achieved with MBI/MgO, with diphenylamine/acetone reaction products plus MgO or, particularly, with combinations of these two antioxidant systems. The author states that magnesium oxide was included with each system because, although its role in bromobutyl vulcanisation is not clear, there is no doubt that it contributes to processing safety, shelf life and heat resistance when used in conjunction with curing systems that do not contain elemental sulphur. 

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. 

B-L-E [Uniroyal], TM for high-temperature reaction product of diphenylamine and acetone. 

Apart from the alkylated phenols, phenyl-p-naphthylamine, acetone diphe-nylamine reaction products and alkylated diphenylamines are also used in different industrial applications and they can absorb UV light. Using proper solvents, these antioxidants can be both qualitatively and quantitatively analysed. Table 5.1 shows the solvents and test conditions for determination of antioxidants. ... 

BHT Bisphenol A, polybutylated 4,4 -Butylidenebis (6-t-butyl-m-cresol) p-Cresol/dicyclopentadiene butylated reaction product Diamylhydroquinone 4,4 -Dimethoxydiphenylamine N,N -Di-P-naphthyl-p-phenylenediamine p,p -Dioctyldiphenylamine N,N -Di (n-octyl)-p-phenylenediamine Diphenylamine-acetone N,N-Diphenylethylenediamine N,N -Diphenyl-p-phenylenediamine N,N -Disalicylidene-1,2-propanediamine N,N -Di-o-tolylethylenediamine Ditolyl-p-phenylenediamine... 

Amines — 257. 125 - E - E hot wash ikiiMd. Reaction product of diphenylamine and acetone in HBR catalyst after addihon to 50% NaOH to yield pH of 12 14. Moderate... 

This reaction product of diphenylamine and acetone (ADPA) is commonly selected when better flex fatigue resistance is needed. This reaction product is a somewhat more powerful AO than TMQ, but perhaps a little more costly, with more staining, and with somewhat less permanence (that is, the ability to reliably perform over an extended period of time) than TMQ. 

This ADPA reaction product is produced from the reaction of acetone with diphenylamine as shown in Figure 11.4. 

ADPA Acetone-diphenylamine reaction product AgeRite Superflex ... 

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. 

Over half of the remaining market for products used in the processing of rubber is made up of antioxidants, antiozonants and stabilizers, either amino compounds or phenols. Aniline is used to manufacture vulcanization accelerators, antioxidants and antidegradants. Of the latter, several are A-substituted derivatives of p-phenylenediamine and octyl dipheny-lamine. Diphenylamines terminate free-radical reactions by donating the amino hydrogen, and are used to protect a wide range of polymers and elastomers. Many synthetic rubbers incorporate alkylated diphenylamine antioxidants. Other antioxidants include aryl amine resinous products from, e.g. condensation of aniline and acetone in the presence of... 

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