ETHYLHEXYL ACRYLATE

Synonyms EHA, 2-propenoic acid 2-ethyl-hexyl ester 

Physical Form. Colorless liquid commercial form contains hydroquinone (1000 ppm) or hydroquinone methyl ether (15 or 200 ppm) to prevent polymerization 

As a plasticizing co-monomer for the production of resins used in adhesives, latex, paints, textile and leather finishes, and coatings for paper 

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The polymeric products can be made to vary widely in physical properties through controlled variation in the ratios of monomers employed in thek preparation, cross-linking, and control of molecular weight. They share common quaHties of high resistance to chemical and environmental attack, excellent clarity, and attractive strength properties (see Acrylic ester polymers). In addition to acryHc acid itself, methyl, ethyl, butyl, isobutyl, and 2-ethylhexyl acrylates are manufactured on a large scale and are available in better than 98—99% purity (4). They usually contain 10—200 ppm of hydroquinone monomethyl ether as polymerization inhibitor. 

Ethyl acrylate Isobutyl acrylate 2-Ethylhexyl acrylate Isodecyl acrylate Glycidyl acrylate... 

Whilst vinyl acetate is reluctant to copolymerise it is in fact usually used today in copolymers. Two of particular interest to the plastics industry are ethylene-vinyl acetate (Chapter 11) and vinyl chloride-vinyl acetate copolymers (Chapter 12). In surface coatings internal plasticisation to bring the Tg to below ambient temperatures and thus facilitate film forming is achieved by the use of ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate and dialkyl maleates and fumarates. 

One such system involved grafting 70 parts of methyl methacrylate on to 30 parts of an 81-19 2-ethylhexyl acrylate-styrene copolymer. Such a grafted material was claimed to have very good weathering properties as well as exhibiting high optical transmission. 

HS-GC methods have equally been used for chromatographic analysis of residual volatile substances in PS [219]. In particular, various methods have been described for the determination of styrene monomer in PS by solution headspace analysis [204,220]. Residual styrene monomer in PS granules can be determined in about 100 min in DMF solution using n-butylbenzene as an internal standard for this monomer solid headspace sampling is considerably less suitable as over 20 h are required to reach equilibrium [204]. Shanks [221] has determined residual styrene and butadiene in polymers with an analytical sensitivity of 0.05 to 5 ppm by SHS analysis of polymer solutions. The method development for determination of residual styrene monomer in PS samples and of residual solvent (toluene) in a printed laminated plastic film by HS-GC was illustrated [207], Less volatile monomers such as styrene (b.p. 145 °C) and 2-ethylhexyl acrylate (b.p. 214 °C) may not be determined using headspace techniques with the same sensitivities realised for more volatile monomers. Steichen [216] has reported a 600-fold increase in headspace sensitivity for the analysis of residual 2-ethylhexyl acrylate by adding water to the solution in dimethylacetamide. 

The following materials were used as supplied tributyl tin methacrylate (International Paint pic), 2-ethylhexyl acrylate (Aldrich Chemical Co. Ltd.), methyl methacrylate (ICI pic) sulphur-free xylene and chloroform (May and Baker Ltd.). 

Glass transition data for copolymers and terpolymers of controlled and uncontrolled composition are shown in Figures 6 and 7. The Tg s calculated using the equations 7 and 8 of Fox (12) and Woods (13) have been used with the following hompolymer Tg s methyl methacrylate, 108°C tributyltin methacrylate, 0°C 2-ethylhexyl acrylate, -50"C (14-16) are also shown. 

Toxicology. By analogy to effects caused by other acrylates, 2-ethylhexyl acrylate (EHA) is expected to be an irritant of the eyes, nose, and skin. 

Wenzel-Hartung RP, Brune H, Klimisch HJ Dermal oncogenicity study of 2-ethylhexyl acrylate by epicutaneous application in male C3H/HeJ mice. J Cancer Res Clin Oncol 115 543-549, 1989... 

Mellert W, Kuhborth B, Gembardt C, et al Two year carcinogenicity study in the male NMRI mouse with 2-ethylhexyl acrylate by epicutaneous administration. Food Chem Toxicol 32 233-237, 1994... 

Acrylic acid and its salts are raw materials for an important range of esters, including methyl, ethyl, butyl, and 2-ethylhexyl acrylates. The acid and its esters are used in polyacrylic acid and salts (32%, including superabsorbent polymers, detergents, water treatment chemicals, and dispersants), surface coatings (18%), adhesives and sealants (15%), textiles and non-wovens (12%), plastic modifiers (5%), and paper coating (3%). 

Plasticizers account for 60% of the use of 2-ethylhexanol (especially dioctyl phthalate, 34% dioctyl adipate, 5% and trioctyl trimellitate, 4%). About 17% goes toward the making of 2-ethylhexyl acrylate for adhesives and coatings, and 7% for 2-ethylhexylnitrate. 

Methacrylic acid Acrylic acid Di-isobutylene Acrylonitrile Allyl acrylate Allyl methacrylate n-Butyi acrylate n-Butyl methacrylate isobutyl methacrylate 2-Chloroethyl methacrylate -Ethoxyethyl methacrylate Ethyl acrylate 2-Ethylhexyl acrylate Ethyl methacrylate Lauryl methacrylate Nonyl methacrylate N-Vinyl pyrrolidone Octyl acrylate 2-Vinyl pyridine... 

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