Octadecyl-3- propionate

Successful results have been obtained (Renfrew and Chaney, 1946) with ethyl formate methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec.-butyl and iso-amyl acetat ethyleneglycol diacetate ethyl monochloro- and trichloro-acetates methyl, n-propyl, n-octyl and n-dodecyl propionates ethyl butyrate n-butyl and n-amyl valerates ethyl laurate ethyl lactate ethyl acetoacetate diethyl carbonate dimethyl and diethyl oxalates diethyl malonate diethyl adipate di-n-butyl tartrate ethyl phenylacetate methyl and ethyl benzoates methyl and ethyl salicylates diethyl and di-n-butyl phthalates. The method fails for vinyl acetate, ieri.-butyl acetate, n-octadecyl propionate, ethyl and >i-butyl stearate, phenyl, benzyl- and guaicol-acetate, methyl and ethyl cinnamate, diethyl sulphate and ethyl p-aminobenzoate. 

Transesterification reactions between the methyl propionate and various alcohols produce another family of stabili2ers. Stearyl alcohol yields octadecyl 3-(3,5-di-/ f2 -butyl-4-hydroxyphenyl)propionate (27) (16), pentaerythritol gives the tetrakis ester (28) (17), and trishy dr oxyethyl isocyanurate gives (29) (18). 

A large number of hindered phenoHc antioxidants are based on the Michael addition of 2,6-di-/ f2 -butylphenol and methyl acrylate under basic catalysis to yield the hydrocinnamate which is a basic building block used in the production of octadecyl 3-(3,5-di-/ f2 butyl-4-hydroxyphenyl)propionate, [2082-79-3], tetrakis(methylene-3(3,5-di-/ f2 butyl-4-hydroxylphenyl)propionate)methane [6683-19-8], and many others (63,64). These hindered phenolic antioxidants are the most widely used primary stabilizers in the world and are used in polyolefins, synthetic and natural mbber, styrenics, vinyl polymers, and engineering resins. 2,6-Di-/ f2 -butylphenol is converted to a methylene isocyanate which is trimerized to a triazine derivative... 

In addition to stabilisers, antioxidants and ultra-violent absorbers may also be added to PVC compounds. Amongst antioxidants, trisnonyl phenyl phosphite, mentioned previously, is interesting in that it appears to have additional functions such as a solubiliser or chelator for PVC insoluble metal chlorides formed by reaction of PVC degradation products with metal stabilisers. Since oxidation is both a degradation reaction in its own right and may also accelerate the rate of dehydrochlorination, the use of antioxidants can be beneficial. In addition to the phenyl phosphites, hindered phenols such as octadecyl 3-(3,5-di-tcrt-butyl-4-hydroxyphenyI)propionate and 2,4,6-tris (2,5-di-rcrt-butyl-4-hydroxybenzyl)-1,3,5-trimethylbenzene may be used. 

Irganox 1076 [octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl) propionate], 2,6-di-t-butyl-4-methylphenol and diisooctyl phthalate were analyzed by GPC interfaced with both electrospray mass spectrometry (ESI-MS) and NMR.1 A deuterochloroform solvent was used. It was noted that a parallel arrangement was necessary to avoid backpressure on the NMR flow-probe that can... 

Esters 4-5.3 ppm Bis(2-ethylhexyl) adipate Octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate... 

The phenols (no. 30a, 30b, 32) are used as reactants to synthesize several of the company s products, including the benzotriazoles. The 2-chloro-4,6-bls-isopropylam-ino-s-triazine (no. 13) are herbicides the chloro compound is used to control weeds and grass in corn and in milo, and the methoxy compound is used for general plant control. Several esters of 3-(3 ,5 -di-t-butyl-4 -hydroxyphenyl) propionic acid were identified, the most abundant being the octadecyl and methyl esters. 

Fio. 35. HPLC record of a standard mixture of retinol and retinyl esters. Conditions column, 10 un octadecyl silica flowrate, I ml/min . mobile phase, (A) CHtOH/58.9 x I0- Af [Ag ], (B) CHsOH/23.5 x lO" W [Ag ], (C) CH,OH detection 330 hm. Peak identity (I) retinol (2) retinyl propionate (3) retinyl linoleate (4) retinyl lauratc (S) retinyl oleate (6) retinyl myristate (7) retinyl palmitate and (8) retinyl stearate. Reprinted with permission from DeRuyter and DeLeenheer (242), Anal. Chem. Copyright 1979 by the American Chemical Society. 

Octadecyl-3-(3, 5 -di-ferf-butyl-4 -hydroxyphenyl) propionate (23) JSR BR-01 Japan Synthetic Rubber... 

At the end of the polymerization reaction, octadecyl 3-(3,5-di-ferf-butyl-4-hydroxyl)propionate, and in addition 2,5-di-ferf-but-yl-p-cresol are added as antioxidants in order to protect the product during solvent elimination, drying and storage. Morphologies, such as rods, points or capsules can be obtained by tailoring the polydispersity of the poly(styrene) block (10). 

Phenolic antioxidants together in combination with thiodiprop-ionate compounds as synergists have been used for this purpose, e.g., n-octadecyl-3-(4 -hydroxy-3, 5 -di-ferf-butylphenyl)propionate and dilauryl thiodipropionate (14). These systems have a tendency to develop colored impurities as a byproduct of their antioxidant function. The production of colored impurities becomes particularly evident in spray drying processes that utilize partially inert atmospheres (12). 

Octadecyl-3-(3,5-di-tert-buty 1-4-hydroxy-phenyl) propionate (Irganox 1076) 531.4 0.916 (25) 43.0... 

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