Stability oxidation degradation

Several stabilizers are useful in minimizing oxidative degradation during thermoplastic processing or in the bulk soHd. Phenothiazine, hindered phenohc antioxidants such as butylated hydroxytoluene, butylatedhydroxyanisole, and secondary aromatic amines in concentrations of 0.01—0.5% based on the weight of polymer, are effective. 

Methylphenol is converted to 6-/ f2 -butyl-2-methylphenol [2219-82-1] by alkylation with isobutylene under aluminum catalysis. A number of phenoHc anti-oxidants used to stabilize mbber and plastics against thermal oxidative degradation are based on this compound. The condensation of 6-/ f2 -butyl-2-methylphenol with formaldehyde yields 4,4 -methylenebis(2-methyl-6-/ f2 butylphenol) [96-65-17, reaction with sulfur dichloride yields 4,4 -thiobis(2-methyl-6-/ f2 butylphenol) [96-66-2] and reaction with methyl acrylate under base catalysis yields the corresponding hydrocinnamate. Transesterification of the hydrocinnamate with triethylene glycol yields triethylene glycol-bis[3-(3-/ f2 -butyl-5-methyl-4-hydroxyphenyl)propionate] [36443-68-2] (39). 2-Methylphenol is also a component of cresyHc acids, blends of phenol, cresols, and xylenols. CresyHc acids are used as solvents in a number of coating appHcations (see Table 3). 

In the presence of aluminum, oxidative degradation or dimerization supply HCl for the formation of aluminum chloride, which catalyzes further dimerization to hexachlorobutene. The latter is decomposed by heat to give more HCl. The result is a self-sustaining pathway to solvent decomposition. Sufficient quantities of aluminum can cause violent decomposition, which can lead to mnaway reactions (1,2). Commercial grades of trichloroethylene are stabilized to prevent these reactions in normal storage and use conditions. 

The polymers also have excellent resistance to oxidative degradation, most chemicals other than strong bases and high-energy radiation. Exposure for 1500 hours to a radiation of about 10 rads at 175°C led to embrittlement but the sample retained form stability. 

With rubber base adhesives, it is necessary to prevent their properties from changing during service life. Oxidative changes induced by thermal, ozone exposure and UV light can dramatically affect service life of rubber base adhesives. More precisely, the rubber and the resin are quite susceptible to oxidative degradation. Environmental and physical factors exert detrimental effects on rubber base adhesive performance. These effects can be mitigated by the incorporation of low levels of stabilizers during the fabrication process of the adhesive. 

Stabilizers. Antioxidants provide protection against UV light and thermal oxidative degradation. Hindered phenols are the most common nonstaining antioxidants. For SBR latices, two additional type of stabilizers must be used. 

Protection of polymers against thermal and photo-oxidative degradation is achieved with appropriate stabilizers that ensure the desirable polymer properties throughout the entire service life of the polymer. Compatible and polymeric stabilizers usually give the best protection. In order to avoid migration and evaporation, polymeric stabilizers are used. 

Poly(hydrosilane)s have been successfully applied as processing stabilizers for organic polymeric materials subject to oxidative degradation. The degradation of polyolefins during processing takes place by a widely accepted... 

Polyether-based thermoplastic copolyesters show a tendency toward oxidative degradation and hydrolysis at elevated temperature, which makes the use of stabilizer necessary. The problem could be overcome by incorporation of polyolehnic soft segments in PBT-based copolyesters [31,32]. Schmalz et al. [33] have proposed recently a more useful technique to incorporate nonpolar segments in PBT-based copolyesters. This involves a conventional two-step melt polycondensation of hydroxyl-terminated PEO-PEB-PEO (synthesized by chain extension of hydroxyl-terminated hydrogenated polybutadienes with ethylene oxide) and PBT-based copolyesters. 

Sealants obtained by curing polysulfide liquid polymers with aryl bis(nitrile oxides) possess stmctural feature of thiohydroximic acid ester. These materials exhibit poor thermal stability when heated at 60°C they soften within days and liquefy in 3 weeks. Products obtained with excess nitrile oxide degrade faster than those produced with equimolar amounts of reagents. Spectroscopic studies demonstrate that, after an initial rapid addition between nitrile oxide and thiol, a second slower reaction occurs which consumes additional nitrile oxide. Thiohydroximic acid derivatives have been shown to react with nitrile oxides at ambient temperature to form 1,2,4-oxadiazole 4-oxides and alkyl thiol. In the case of a polysulfide sealant, the rupture of a C-S bond to form the thiol involves cleavage of the polymer backbone. Continuation of the process leads to degradation of the sealant. These observations have been supported by thermal analysis studies on the poly sulfide sealants and model polymers (511). 

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