Ethylene vinyl ether

ERM elastic recovery molding EVE ethylene vinyl ether... 

EVA, E/VAC Ethylene-vinyl acetate copolymer EVE Ethylene-vinyl ether copolymer... 

Copolymers are also easily prepared using other vinyl monomers. For example ethylene-vinyl ether block copolymers are prepared and show improved transparency and dyeability compared to propylene homopolymers [84]. 

Baughman, T.W, vander Aa, E., and Wagener, K.B. (2006b) Linear ethylene-vinyl ether copolymers synthesis and thermal characterization. Macromolecules, 39,7015-7021. 

Oxidation of ethylene in alcohol with PdCl2 in the presence of a base gives an acetal and vinyl ether[106,107], The reaction of alkenes with alcohols mediated by PdCl2 affords acetals 64 as major products and vinyl ethers 65 as minor products. No deuterium incorporation was observed in the acetal formed from ethylene and MeOD, indicating that hydride shift takes place and the acetal is not formed by the addition of methanol to methyl vinyl etherjlOS], The reaction can be carried out catalytically using CuClj under oxygen[28]. 

Heteroatom functionalized terpene resins are also utilized in hot melt adhesive and ink appHcations. Diels-Alder reaction of terpenic dienes or trienes with acrylates, methacrylates, or other a, P-unsaturated esters of polyhydric alcohols has been shown to yield resins with superior pressure sensitive adhesive properties relative to petroleum and unmodified polyterpene resins (107). Limonene—phenol resins, produced by the BF etherate-catalyzed condensation of 1.4—2.0 moles of limonene with 1.0 mole of phenol have been shown to impart improved tack, elongation, and tensile strength to ethylene—vinyl acetate and ethylene—methyl acrylate-based hot melt adhesive systems (108). Terpene polyol ethers have been shown to be particularly effective tackifiers in pressure sensitive adhesive appHcations (109). 

Vinyl ethers are prepared in a solution process at 150—200°C with alkaH metal hydroxide catalysts (32—34), although a vapor-phase process has been reported (35). A wide variety of vinyl ethers are produced commercially. Vinyl acetate has been manufactured from acetic acid and acetylene in a vapor-phase process using zinc acetate catalyst (36,37), but ethylene is the currently preferred raw material. Vinyl derivatives of amines, amides, and mercaptans can be made similarly. A/-Vinyl-2-pyrroHdinone is a commercially important monomer prepared by vinylation of 2-pyrroHdinone using a base catalyst. 

Dioxetane decomposition has also been proposed to account for chemiluminescence from other reactions (43), including gas-phase reactions of singlet oxygen with ethylene and vinyl ethers (53). 

Alkenylsuccinic anhydrides made from several linear alpha olefins are used in paper sizing, detergents, and other uses. Sulfosuccinic acid esters serve as surface active agents. Alkyd resins (qv) are used as surface coatings. Chlorendric anhydride [115-27-5] is used as a flame resistant component (see Flame retardants). Tetrahydrophthalic acid [88-98-2] and hexahydrophthalic anhydride [85-42-7] have specialty resin appHcations. Gas barrier films made by grafting maleic anhydride to polypropylene [25085-53-4] film are used in food packaging (qv). Poly(maleic anhydride) [24937-72-2] is used as a scale preventer and corrosion inhibitor (see Corrosion and corrosion control). Maleic anhydride forms copolymers with ethylene glycol methyl vinyl ethers which are partially esterified for biomedical and pharmaceutical uses (189) (see Pharmaceuticals). 

Pubhcations on curing polymers with TAIC include TEE—propylene copolymer (135), TEE—propylene—perfluoroaHyl ether (136), ethylene—chlorotrifluoroethylene copolymers (137), polyethylene (138), ethylene—vinyl acetate copolymers (139), polybutadienes (140), PVC (141), polyamide (142), polyester (143), poly(ethylene terephthalate) (144), sdoxane elastomers (145), maleimide polymers (146), and polyimide esters (147). 

Alternatively, thermal cracking of acetals or metal-catalyzed transvinylation can be employed. Vinyl acetate or MVE can be employed for transvinylation and several references illustrate the preparation especially of higher vinyl ethers by such laboratory techniques. Special catalysts and conditions are required for the synthesis of the phenol vinyl ethers to avoid resinous condensation products (6,7). Direct reaction of ethylene with alcohols has also been investigated (8). 

Poly(methyl vinyl ether) [34465-52-6] because of its water solubility, continues to generate commercial interest. It is soluble in all proportions and exhibits a well-defined cloud point of 33°C. Like other polybases, ie, polymers capable of accepting acidic protons, such as poly(ethylene oxide) and poly(vinyl pyrroHdone), each monomer unit can accept a proton in the presence of large anions, such as anionic surfactants, Hl, or polyacids, to form a wide variety of complexes. 

The inability to process PTFE by conventional thermoplastics techniques has nevertheless led to an extensive search for a melt-processable polymer but with similar chemical, electrical, non-stick and low-friction properties. This has resulted in several useful materials being marketed, including tetrafluoro-ethylene-hexafluoropropylene copolymer, poly(vinylidene fluoride) (Figure 13.1(d)), and, most promisingly, the copolymer of tetrafluoroethylene and perfluoropropyl vinyl ether. Other fluorine-containing plastics include poly(vinyl fluoride) and polymers and copolymers based on CTFE. 

Beeause of its high ehemieal reaetivity, aeetylene has found wide use in synthesis of vinyl ehloride, vinyl aeetate, aerylonitrile, vinyl ethers, vinyl aeetylene, triehloro- and tetraehloro-ethylene ete., in oxyaeetylene eutting and welding, and as a fuel for atomie absorption instruments. 

Cycloadditioiis in which 1,2-dithietes acted formally as dienes are among the most typieal reaetions of 1,2-dithietes. Tire dithiete 144 is highly reaetive and eapable of reaetions even with simple alkenes and alkynes (60JA1515 61JA3434,61JA3438).Tlius, 144 reaeted with aeetylene to form 191 and 192 with the initial formation of 193, and with tetramethylethylene to give 194. Other [4 + 2] eyeloadditions of 144 involved those with ethylene, cyelohexene, fra s-stilbene, ethyl vinyl ether, butyl vinyl sulfide, 3-hexyne, and DMAD. 

Treatment of Decalin with acetyl chloride and aluminum chloride in ethylene chloride as solvent gives a complex mixture of products as shown (15). By variation of the reaction parameters, however, it is possible to maximize the yield of the remarkable reaction product, 10 j3-vinyl-/m j-Decalin l/8,r oxide (5). This vinyl ether undoubtedly... 

The checkers found that this purification of ethylene was not necessary. Without the purification, the checkers obtained the product quantitatively after purification by chromatography and in 97% yield after distillation. Ethyl vinyl ether is added to quench the reaction.5... 

A special case of the internal stabilization of a cationic chain end is the intramolecular solvation of the cationic centre. This can proceed with the assistance of suitable substituents at the polymeric backbone which possess donor ability (for instance methoxy groups 109)). This stabilization can lead to an increase in molecular weight and to a decrease in non-uniformity of the products. The two effects named above were obtained during the transition from vinyl ethers U0) to the cis-l,2-dimethoxy ethylene (DME)1U). An intramolecular stabilization is discussed for the case of vinyl ether polymerization by assuming a six-membered cyclic oxonium ion 2) as well as for the case of cationic polymerization of oxygen heterocycles112). Contrary to normal vinyl ethers, DME can form 5- and 7-membe red cyclic intermediates beside 6-membered ringsIl2). 

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