Octylated diphenylamine

NBR antioxidant pLASTOTffiRS, SYNTTiETIC - NITRILE RUBBER] (Vol 8) Octylated diphenylamines [101-67-7]... 

Because nitrile rubber is an unsaturated copolymer it is sensitive to oxidative attack and addition of an antioxidant is necessary. The most common practice is to add an emulsion or dispersion of antioxidant or stabilizer to the latex before coagulation. This is sometimes done batchwise to the latex in the blend tank, and sometimes is added continuously to the latex as it is pumped toward further processing. PhenoHc, amine, and organic phosphite materials are used. Examples are di-Z fZ-butylcatechol, octylated diphenylamine, and tris(nonylphenyl) phosphite [26523-78-4]. All are meant to protect the product from oxidation during drying at elevated temperature and during storage until final use. Most mbber processors add additional antioxidant to their compounds when the NBR is mixed with fillers and curatives in order to extend the life of the final mbber part. 

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]. 

Table 3. Comparison of Nitrile Rubbers Containing a Copolymerized Antitoxidant (HR 665) and a Conventional Additive (Octylated Diphenylamine, OD)...

Raw NBR containing 1.5% of the built-in antioxidant retained 92% of its original resistance to oxidation after exhaustive extraction with methanol. NBR containing a conventional aroma tic amine antioxidant (octylated diphenylamine) retained only 4% of its original oxidative stability after similar extraction. 

AI3-17279 Benzenamine, 4-octyl-N-(4-octylphenyl)- Bis(4-octylphenyljamine Bis(p-octylphenyl)amine CCRIS 6029 Di-n-octyl diphenylamine p,p-Dioctyl-diphenylamine Diphenylamine, 4,4 -dioctyl- EINECS 202-965-5 HSDB 5341 Naugalube 438 NSC 79268. Antioxidant in automatic transmission fluids, turbine oil, and synthetic lubricants used in jet turbine engines thermal stabilizer for automatic transmission fluid at high temperatures. Crystals mp= 96-97° insoluble in H2O (<1 mg/ml) LD50 (rat orl) = 7.58 g/kg. Uniroyal. 

The antioxidant used in thermoplastic polyurethane elastomers are hindered phenols, e.g., BHT, octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, and pentaerythrityl-tetrakis-3-(3,5-di-tert-butyl-4-hydroxyphenyl)-propionate, and aromatic amines, e.g., 4,4 -di-tcrt-octyl-diphenylamine, as well as their combinations. Aromatic amines can, however, be employed only in very limited concentrations (250-550 ppm at most) because of their discoloring properties. 

Dioctyl-1,3,2-dioxastannepin-4,7-dione. See Dioctyltin maleate Dioctyl diphenylamine 4,4 -Dioctyldiphenylamine Di-n-octyl diphenylamine. See p,p -Dioctyldiphenylamine p,p -Dioctyldiphenylamine CAS 101-67-7 68411-46-1 68921-45-9 Synonyms Benzenamine, 4-octyl-N-(4-octylphenyl)- Benzenamine, N-phenyl-, reaction prods, with 2,4,4-trimethylpentene ... 

Bis (p-octylphenyl) amine Dioctylated diphenylamine Dioctyl diphenylamine 4,4 -Dioctyldiphenylamine Di-n-octyl diphenylamine 4,4 -Dioctylphenylamine Diphenylamine, 4,4 -dioctyl- Mixed octylated diphenylamine... 

Octylated diphenylamine 4-Octyl-N-(4-octylphenyl) benzenamine ODPA N-Phenylbenzenamine reaction prods, with 2,4,4-trimethylpentene... 

Dioctyloxostannane. See Dioctyltin oxide Dioctylperoxydicarbonate. See Di (2-ethylhexyl) peroxydicarbonate 4,4 -Dioctylphenylamine. See p,p -Dioctyldiphenylamine 4,4 -Di-t-octylphenylamine Synonyms Diphenylamine, octylated Octylated diphenylamine ODPA Empirical C28H43N Properties M.w. 393.66 Uses Antioxidant for plastics, rubber, and lubricants... 

Mixed mucopolysaccharides. See Glycosaminoglycans Mixed octylated diphenylamine. See p,p -Dioctyldiphenylamine Mixed terpenes... 

Octylamine N-Octylamine. See 1-Octanamine Octylated diphenylamine. See 4,4 -Di-t-octylphenylamine p,p -Dioctyldiphenylamine Octylated N-phenyl-a-naphthylamines CAS 68259-36-9 Empirical C24H29N Uses Antioxidant for lubricants... 

Octylated diphenylamines (anti-degradant) 2 Paraffinic process oil (Sunpar 2280) 100... 

Figure 5.12 Separation of amine antioxidants and antiozonants by one-dimensional thin-layer chromatography. Solvent benzene - acetone - concentrated ammonium hydroxide (100 5 0.1) development distance 15 cm indicator 4% benzoyl peroxide in benzene. 1 = N-phenyl-l-naphthylamine 2 = N-phenyl-2-naphthylamine 3 = p-(p-tolylsulfonylamido)-diphenylamine 4 = nonylated diphenylamines 5 = octylated diphenylamines 6 = octylated diphenylamines 7 = octylated diphenylamines 8 = 4,4-dimethoxydiphenylamine 9 = 4-isopropoxydiphenylamine 10 = 4"-isopropyl-aminodiphenylamine 11 = N, N-diisopropyl-p-phenylenediamine 12 = N,N -6i-sec-h xtyi-p-p)Lieny emdizTmne. Reproduced from [119]...

Diphenylamines Octylated diphenylamine (Cyanox 8) Slight to moderate G-F G-F F P P... 

Dinitrophenylhydrazine 2,6-Di-ferf-butylcatechol Dioctyladipate Di(r-octyl)diphenylamine Dioctylphthalate Dioctyl- >-phenylene diamine Dioctylsebacate Dioctadecyldisulfide... 

Antioxidants stabilize the polyether against oxidative attack during manufacture and storage in addition, they reduce the danger of core discoloration or self-ignition during foam manufacture. Most commonly, 2,6-di-tert-butyl-p-cresol and 4,4 -di-tert-octyl-diphenylamine are used for this purpose [513]. 

Octylated diphenylamine is a general-purpose AO. It is somewhat nonstaining and usually consists of a mixture of octylated diphenylamines. It Is used by the rubber industry in fairly high commercial volumes. Sometimes 1 part of 8DPA is used with 1 part TMQ for good heat resistance, bloom resistance, and color control. 

Figure 11.11 Octylated diphenylamine (8DPA) is made from the reaction of diphenylamine with...

Sometimes this AO is a mixture of mono-octylated diphenylamine and p,p -dioctyl diphenylamine. 

Octylated diphenylamine 8DPA (official ASTM abbreviation)... 

Aniline can react with hydrogen chloride to form an aniline hydrochloride intermediate that is used to produce diphenylamine, the base feedstock for production of ADPA, octylated diphenylamine, 6PPD, and DOPD antidegradant used by the rubber industry. These are some of the highest volume AOs used by the rubber industry. 

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