Hydroxyphenyl methacrylate

In the case that the secondary AO moiety is immobilized, like in [183] or in NBR grafted with 2- [3-(dodecylthio)-2-methylpropionyl]oxy ethyl methacrylate [225], at least some migration ability must be exhibited by the primary AO synergism stronger than that with DLTP was observed [183] in PP stabilized with 141 and Irganox 1010 (3) and in SBR stabilized with the NBR grafted with 2,6-di-fert-butyl-4-hydroxyphenyl methacrylate [225]. 

Polymers based on poly(hydroxyphenyl methacrylate), poly(N-hydroxyphenyl-methacrylate), and related copolymers have also been reported to be successfully protected with the r-BOC protecting group. Other carbonates that have higher thermal stability than r-BOC-protected carbonates have also been reported. 

Radical copolymerization of diaryl nitrones, such as a-(2-hydroxyphenyl)-A-(2,6-dimethylphenyl) nitrone (HDN), a-(2-hydroxy-4-methacryloyloxyphenyl)-N -(2,6-dimethylphenyl) nitrone (HMDN), and a-(2-hydroxy-4-methacryloyloxy-phenyl)-A-phenylnitrone (HMPN) (Fig. 2.30), with methyl methacrylate leads to copolymers in good yields with considerable quantities of hydroxy substituted diaryl nitrone pendants. The presence of photoactive nitrone pendants in these copolymers allows one to control photochemically the refractive index of polymethyl methacrylate films (468, 700, 701). 

Acrylonitrile, 1,1-Dichloroethylene, Ethyl acrylate. Methyl acrylate. Methyl methacrylate Y-Hydroxy-y-o-hydroxyphenyl-a-oxobutyrate, see Carbaryl... 

Examples of homopolymers are given. Poly(4-vinylphenol) was prepared as a prepolymer for the subsequent alkylation [55]. Poly[2-(4-vinylbenzyl)hydroqui-none] 65 is an example of the unhindered phenolic antioxidant for rubbers. Many homopolymers bear a hindered phenolic moiety. Homopolymer 66 was proposed for blending with BR and IR [56]. Other examples are poly[vinyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] [57] (67), poly(3,5-di-/ert-butyl-4-hydroxy-benzyl methacrylate) [58] (68) or poly[iV-3,5-di-tert-butyl-4-hydroxybenzyl) male-imide] [59] (69). Numerous polymeric antioxidants are functionalized with aromatic amine groups. Poly(4-anilinophenyi methacrylate) [53] (70) serves as an example. 

Studies of hydrolytic stability were performed with LS containing benzotriazole moieties. It was reported [293] that copolymers prepared from various vinyl or isopropenyl derivatives of 2- 2-hydroxyphenyl)-2if-benzotriazole were hydrolytically stable. However, acryloyloxy and methacryloyloxy groups linked directly to the 2-hydroxyphenyl ring of the benzotriazole moiety were suspected of lower hydrolytic stability. Therefore, systems having the benzotriazole moiety coimected with the main chain via an aliphatic spacer were prepared, e.g. copolymers of 2-[2-hydroxy-4-(2-hydroxy-3-methacryloyloxy)propoxy]-2H-benzotriazole with methyl methacrylate [293]. 

Probably the first polymerizable ultraviolet absorbers for general use were acryloyl or methacryloyl derivatives of the 1-hydroxy group of 2,1-dihydroxybenzophenone (7). Acrylic and methacrylic esters have also been prepared from 2(2-hydroxyphenyl)2H-benzotria-zoles with a phenolic hydroxyl group in the carbocyclic ring of a benzotriazole group (8). 

Styrene and methyl methacrylate copolymers onto UV stabilizer moieties that were fixed were characterized by UV spectroscopy and size exclusion chromatography. The stability of intramolecular hydrogen bonds is important for the performance of UV stabiUzers. The highest stability of the intramolecular hydrogen bonds is obtained for polymers with phen-ylbenzotriazole unit attached to the backbone. It was shown that the UV stabilizer units were statistically distributed along the polymer backbone. " A number of polymerizable ultraviolet stabilizers of the 2-(2-hy-drox5 henyl)-2H-benzotriazole t) es have been synthesized. E.g., 5-vinyl and 5-isopropenyl derivatives of 2-(2-hydroxyphenyl)-2H-benzotriazole and 4-acrylates or 4-methacrylates of 2-(2,4-dihydroxyphenyl)-2H-benzo-triazole or 2-(2,4-dihydrox5 henyl)-1,3-2H-dibenzotriazole have been prepared and copolymerized with various monomers. ... 

Therefore, attempts have been undertaken to prepare acrylate and methacrylate esters of 2-(2-hydroxyphenyl)-2H-benzotriazole derivatives where the 2-(2-hydroxyphenyl)-2H-benzotriazole units are connected to the acrylate or methacrylate groups by aliphatic ester linkages. These polymeric reaction products should have good hydrolytic stability. 

The acrylamidomethyl-2-(2-hydroxyphenyl)-2H-benzotriazole compounds obtained in the first step can be copolymerized with acrylic and methacrylic monomers. The substitution at the 5 position with long chain acids, long chain hydrocarbons, fluorocarbon or silicon oligomeric alcohols, results in surface active compounds that are also UV stabilizers. 

Chem. Descrip. Stearyl 3-(3,5-di-t-butyl-4-hydroxyphenyl) propionate CAS 2082-79-3 EINECS/ELINCS 218-216-0 Uses AntioxidanL heal stabilizer, color retention aid for plastics (polyethylene, PS, acetal, PVC, methacrylic, PC, polyester, polymethylpentene), rubber (SBR, EPR, EPDM, BR, neoprene, nitrile, IR), latex, varnishes, adhesives, TPR, hot melts Features Low volatility, nonstaining... 

Chem. Descrip. Octadecyl-3-(3, 5 -di-t-butyl-4 hydroxyphenyl) propionate CAS 2082-79-3 EINECS/ELINCS 218-216-0 Uses Antioxidant for org. and polymeric materials incl. PE, PP, polymethylpentene, PS, ABS, methacrylic resin, PVC, EPDM, polyester, rubbers, latex, varnish, adhesives, urethane, petrol, prods., food pkg. adhesives/polymers... 

UV absorber, PMMA 2-[2-Hydroxy-3,5-d i-( 1,1 -di methyl benzyl) phenyl]-2H-benzotri azole UV absorber, polishes Phenyl salicylate UV absorber, polyamide 2-[2-Hy d roxy-3,5-d i -(1,1 -d i methyl benzyl) phenyl]-2H-benzotri azole UV absorber, polyester Benzophenone-3 Bis [2-hydroxy-5-methyl-3-(benzotriazol-2-yl) phenyl] methane UV absorber, polyester dyed fabrics Benzophenone-1 UV absorber, polyesters Benzophenone-2 Benzophenone-6 Bis [2-hydroxy-5-t-octyl-3-(benzotriazol-2-yl) phenyl] methane Bumetrizole 4-Dodecyloxy-2-hydroxybenzophenone Drometrizole Octrizole Phenyl salicylate 2,4,4 -Trihydroxybenzophenone UV absorber, polymers 4-(2-Acryloyloxyethoxy)-2-hydroxybenzophenone polymer Benzophenone-1 Dipropylene glycol salicylate Drometrizole 2,4,4 -T ri hydroxybenzophenone UV absorber, polymethyl methacrylate 2,4,4 -Tri hydroxybenzophenone UV absorber, polyolefins Bumetrizole 2-(3, 5 -Di-t-butyl-2 -hydroxyphenyl)-5-chlorobenzotriazole 2-(2 -Hydroxy-3,5 -di-t-amylphenyl) benzotriazole Nickel bis [0-ethyl (3,5-di-t-butyl-4-hydroxybenzyl)] phosphonate Nickel diisobutyidithiocarbamate UV absorber, polyvinyl butyral Octrizole UV absorber, PP... 

A number of polymerizable ultraviolet stabilizers of the 2-(2-hydroxyphenyl)-2H-benzotriazole types have been synthesized. E.g., 5-vinyl and 5-isopropenyl derivatives of 2-(2-hydroxyphenyl)-2H-benzotriazole and 4-acrylates or 4-methacrylates of 2-(2,4-dihydroxyph-enyl)-2H-benzotriazole or 2-(2,4-dihydroxyphenyl)-1, 3-2H-dibenzotriazole have been prepared and copolymerized with various monomers [53]. 

A reversible photocontrol of wettability of polymeric materials is possible by a technique developed by Irie and Iga When a copolymer of butyl methacrylate and (2-hydroxyphenyl)-a-(4-vinylphenyl)benzyl alcohol is irradiated with ultraviolet light, fliere is a large increase in the contact angle and wettability of the material. This reverses back to the original structure in the dark... 

Modified silicon-containing polycarbonates have been prepared in solution and their transition temperatures assessed. Block copolymers of bisphenol-A-polycarbonate-bisphenol-A-polysulphone and acrylates and methacrylates grafted onto polycarbonate film have also been prepared and evaluated, as have mixed polycarbonate systems based on 2,2 -bis(4-hydroxyphenyl)propane, 2,2 -bis(4-hydroxy-3,5-dibromophenyI)propaneandtetrabromophenophthalein. Molecular relaxations in aliphatic polycarbonates have been studied by the method of thermally-stimulated currents and the thermal ageing of polycarbonates based on polycyclic diphenols has been assessed by studies of mechanical properties. 

The design of diiron complexes functionalized with methacrylate units was also achieved using complex 9. The synthesis of complex 9 was previously reported by the reaction of the 1,4-dichlorobenzene complex of cyclopentadienyliron with 4,4-to(4-hydroxyphenyl)valeric acid. Scheme 3 shows the synthesis of monomer 11 via condensation of an acid chloride complex (10) with 2-hydroxyethyl methacrylate (5). Monomer 11 was isolated as a yellow precipitate in excellent yield. 

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