Methylenebis 4-methyl-6-tert-butylphenol

METHACRYLIC ACID AND DERIVATIVES] (Vol 16) 2,2y-Methylenebis(4-methyl-6-tert-butylphenol) [119-47-1]... 

Cyclohexadienones of the type IV (n = 0, 1, 2)29 are formed from 2,2 -bi-phenyldiols, 2,2 -methylenebisphenols or 2,2 -ethylenebisphenols via intramolecular C-0 coupling. 5, 7, 3 , 5 -Tetra-tert-butylspiro [2,3-dihydrobenzofuran-2,P-cyclohexa-3 , 5 -diene-2 -one] (IV, R1 = R2 = tert-Bu, n = 1) is stable. The similar compound IV (R1 = tert-Bu, R2 = Me, n = 1), prepared from the technically important antioxidant 2,2 -methylenebis (4-methyl-6-tert-butylphenol) by oxidation with sodium hypochlorite30 is oily and crystallizes in the form of Diels-Alder addition compound V. 

The transient formation of benzyl radical XXXIX has been assumed even in oxidation of 2,2 -methylenebis (4-methyl-6-tert-butylphenol) XXXVII by radicals tert-BuO or tert-BuO 249)- A phenolic dimer XL and a trimer XLVI arise as the main reaction products with a molar ratio of biphenol XXXVII to an oxidation agent of 1-2 1. The presence of further two phenolic compounds and several dark-coloured products, which strongly discolour the reaction mixture, was ascertained in the reaction mixture by means of thin-layer chromotography (TLC). The Scheme 6 was proposed to describe the oxidation transformations of XXXVII under conditions simulating the inhibition process. It comprises (a) the formation of phenoxyl XXXVIII, its rearrangement to the benzyl radical XXXIX and dimerisation to XL, (b) the direct formation of XXXIX followed by dimerization, and (c) the dis-... 

Phenolic quinone methides isomeric with LVII have been considered as the product of oxidative transformations of another antioxidant, 2,2 -methylenebis(4-methyl-6-tert-butylphenol) XXXVII84. Rubber films, prepared from high-pH lattices stabilized with this antioxidant, turn pink during the thermal oxidation. The discolouration is ascribed84 to the formation of ion LXII. However, the oxidation of XXXVII seems to proceed in a more complicated way. Scheme 6 shows the origin of oxidation coupling products prepared under conditions which simulated the inhibition process49 85. The increased relative content of radicals tert-BuO 2 in the... 

Di-fert-butyl-a-dimethylamino-p-cresol 2,2 -Methylenebis(4-methyl-6-tert-butylphenol) 2,2 -Methylenebis(4-ethyl-6-tert-butylphenol) 4,4 -Butylidenebis(3-methyl-6-fCT t-butylphenol) 4,4 -Methylenebis(2,6-di-tert-butylphenol) 4,4 -Bis(2,6-di-tert-butylphenol)... 

Table 7.5 - Replicate Determination of Approximately 0,1% 2,2 -methylenebis (4-methyl-6-tert-butylphenol) in Polyethylene and Polypropylene...

Trimethyl-2,4,6-tris-(3,5-di-r-butyl-4-hydroxy-benzyl)-benzene Calcium bis-(ethyl 3,5-di-tert-butyl-4-hydroxybenzylphosphonate) 2,2 -Methylene-bis-(4-methyl-6-tert-butylphenol) 2,2 -Methylenebis-(6-tert-butyl-4-methylphenol) monoacrylate... 

UVA 2-hydroxy-4-octyloxybenzophenone 2-hydroxy-4-methoxybenzophenone 2-(2H-benzotriazol-2-yl)-p-cresol 2-(2H-benzotriazole-2-yl)-4,6-di-tert-pentylphenol 2-(2H-benzotriazole-2-yl)-4-(1,1,3,3-tetraethylbutyl)phenol 2,4-di-tert-butyl-6-(5-chloro-2H-benzotriazole-2-yl)-phenol 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy) phenol ethyl-2-cyano-3,3-diphenylacrylate HAS 1,3,5-tri-azine-2,4,6-triamine, N,N [1,2-ethane-diyl-bis[[[4,6-bis[butyl-(1,2,6,6-pentamethyl-4-piperidinyl)amino]-1,3,5-triazine-2-yl] imino]-3,1 -propanediyi] bis[N ,N -dibutyl-N ,N -bis(1,2,2,6,6-pentamethyl-4-piperidinyl)- bis(2,2,6,6-tetramethyl-4-piper-idyl) sebacate 2,2,6,6-tetramethyl-4-piperidinyl stearate N,N -bisformyl-N,N -bis-(2,2,6,6-tetramethyl-4-piperidinyl)-hexamethylendiamine alkenes, C20-24-.alpha.-, polymers with maleic anhydride, reaction products with 2,2,6,6-tet-ramethyl-4-piperidinamine 1,6-hexanediamine, N, N -bis(2,2,6,6-tetramethyl-4-piperidinyl)-, polymers with 2,4-di-ohloro-6-(4-morpholinyl)-1,3,5-triazine 1,6-hexanediamine, N,N -bis(2,2,6,6-tetramethyl-4-piperidinyl)-, polymers with morpholine-2,4,6-trichloro-1,3,5-triazine reaction products, methylated Phenolic antioxidants ethylene-bis(oxyethylene)-bis(3-(5-tert-butyl-4-hydroxy-m-tolyl)-propionate) 2,6,-di-tert-butyl-4-(4,6-bis(octylthio)-1,3,5,-triazine-2-ylamino) phenol pentaerythritol tetrakis(3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate) 2-(1,1 -dimethylethyl)-6-[[3-(1,1 -dimethylethyl)-2-hydroxy-5-methylphenyl] methyl-4-methylphenyl acrylate isotridecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate 2,2 -ethylidenebis (4,6-di-tert-butylphenol) 2,2 -methylenebis(4-ethyl-6-tertbutylphenol) 3,5-bis(1,1-dimethyethyl)-4-hydroxy-benzenepropanoic acid, C13-15 alkyl esters phenol, 4-methyl-, reaction products with dicyclopen-tadiene and isobutene Phosphite trinonylphenol phosphite isodecyl diphenyl phosphite... 

UVA 2-hydroxy-4-octyloxybenzophenone 2-hydroxy-4-methoxybenzophenone 2,4-dihydroxybenzophenone 2,2 ,4,4 -tetrahydroxybenzophenone 2,2 -dihydroxy-4-methoxybenzophenone 2-(2H-benzotriazol-2-yl)-p-cresol 2-benzotriazol-2-yl-4,6-di-tert-butylphenol 2-(2H-benzotriazole-2-yl)-4,6-di-tert-pentylphenol 2-(2H-benzotriazole-2-yl)-4-(1,1,3,3-tetraethylbutyl)phenol 2-(2H-benzotriazol-2-yl)-4,6-bis(1 -methyl-1 -phenylethyl) phenol 2,2 -methylenebis(6-(2H-benzotriazol-2-yl)-4-1,1,3,3-tetramethylbutyl)phenol 2-(2H-benzotriazol-2-yl)-6-dodecyl-4-methylphenol, branched linear 2-(2H-benzotriazol-2-yl)-4,6-bis(1 -methyl-1 -phenylethyl) phenol 2,4-di-tert-butyl-6-(5-chloro-2H-benzotriazole-2-yl)-phenol 2-(3-sec-butyl-5-tert-butyl-2-hydroxyphenyl) benzotriazole 2-[4-[(2-hydroxy-3-(2 -ethyl)hexyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexyloxy-phenol ... 

Commercial appHcation of this type of reaction is used to produce 2,2 -methylenebis(6-/ f2 -butyl-4-methylphenol) (R = tert — butyl = methyl R = H) and 2,2 -ethylidenebis(4,6-di-/ /f-butylphenol) R = R = tert — butyl R = CH ). 

Cterically hindered phenols are used widely today as effective non- discoloring, nonstaining antioxidants for hydrocarbon systems, particularly rubbers and plastics. These compounds may be grouped in two broad classifications—monocyclic phenols represented by a compound such as 2,6-di-fer -butyl-4-methylphenol (I) and polycyclic phenols such as 2,2 -methylenebis(4-methyl-6-terf-butylphenol) (II). (Throughout this chapter, X represents tert-butyl). 

Dobies [35] has described detailed procedures for determining various antioxidants in PE and PP films. A feature of this method is that it requires only a small polymer sample (5 g) for the determination of down to 0.02% antioxidant compared to sample sizes of up to 1 kg in previously reported procedures. They describe the extraction procedure used for isolating the antioxidants from the polyolefins, the TLC separation of various antioxidants used industrially, and a quantitative determination of the antioxidant to detect 0.02-0.20% of an antioxidant by the use of the double beam scanning densitometer. The six antioxidants he studied were 4,4 -butylidene (2-tert-butyl-5-methyl)phenol 4,4-thiobis(6-tcft-butyl-m-cresol) pentaerythritol tetrakis(3,5-di- er -butyl-4-hydroxyhydrocinnamate) 2,2 -methylenebis(4-methyl-6-tcft-butylphenol) octadecyl (3,5-di-tert-butyl-4-hydroxyphenyl) acetate and 2,6-di-tert-butyl-p-cresol. 

---