Butyl plasticizer

Several partially cross-linked butyl rubbers are commercially available. The more tightly cross-linked grades are designed for butyl tapes. On the other hand, various depolymerized butyl rubbers and butyl/plasticizers blends are also available. 

Gloves made of rubber (latex, nitrile, or butyl), plastic, or synthetic rubber-like material (such as Neoprene) protect workers from bums, irritation, and dermatitis caused by contact with oils, greases, solvents, and other chemicals. The use of rubber gloves also reduces the risk of exposure to blood and other potentially infectious substances. 

Various depolymerized butyls, butyl rubber solutions or cutbacks, butyl/plasticizer blends, and highly plasticized/partially cured butyls are also available. These products are used by many adhesive companies where equipment limitations prohibit the use of the tougher, regular bale forms of butyl rubber. Principal suppliers of these type materials include Rubber Research Elastomerics, Inc., Minneapolis, Minnesota ADCO Products, Inc., Michigan Center, Michigan and A-Line Products, Detroit, Michigan. 

Plastics and Elastomers. Common plastics and elastomers (qv) show exceUent resistance to hydrochloric acid within the temperature limits of the materials. Soft natural mbber compounds have been used for many years as liners for concentrated hydrochloric acid storage tanks up to a temperature of 60°C (see Rubber, natural). SemUiard mbber is used as linings in pipe and equipment at temperatures up to 70°C and hard mbber is used for pipes up to 50°C and pressures up to 345 kPa (50 psig). When contaminants are present, synthetic elastomers such as neoprene, nitrile, butyl. 

Derivatives. In general, the esters of terephthaHc acid derived from saturated alcohols undergo the same reactions as dimethyl terephthalate. Some physical properties of six of these esters are Hsted in Table 23. The di- -butyl and di-2-ethyIhexyl esters find use as plasticizers (qv). Terephthaloyl chloride, which is prepared by reaction of terephthaHc acid and thionyl chloride, is used to prepare derivatives of terephthaHc acid. 

Patents have appeared (33,34) which show formulations containing PMMA emulsion polymer and PMMA suspension polymer combined with benzyl butyl phthalate and octyl benzyl phthalate. It is likely that polymers of this type will require highly polar plasticizers in order to have both adequate compatibiHty and adequate gelation. When replacing PVC appHcations the use of large quantities of phosphate plasticizers is sometimes required to give equivalent fire performance. 

Methylphenol is converted to 6-/ f2 -butyl-2-methylphenol [2219-82-1] by alkylation with isobutylene under aluminum catalysis. A number of phenoHc anti-oxidants used to stabilize mbber and plastics against thermal oxidative degradation are based on this compound. The condensation of 6-/ f2 -butyl-2-methylphenol with formaldehyde yields 4,4 -methylenebis(2-methyl-6-/ f2 butylphenol) [96-65-17, reaction with sulfur dichloride yields 4,4 -thiobis(2-methyl-6-/ f2 butylphenol) [96-66-2] and reaction with methyl acrylate under base catalysis yields the corresponding hydrocinnamate. Transesterification of the hydrocinnamate with triethylene glycol yields triethylene glycol-bis[3-(3-/ f2 -butyl-5-methyl-4-hydroxyphenyl)propionate] [36443-68-2] (39). 2-Methylphenol is also a component of cresyHc acids, blends of phenol, cresols, and xylenols. CresyHc acids are used as solvents in a number of coating appHcations (see Table 3). 

Benzoic Acid. Ben2oic acid is manufactured from toluene by oxidation in the liquid phase using air and a cobalt catalyst. Typical conditions are 308—790 kPa (30—100 psi) and 130—160°C. The cmde product is purified by distillation, crystallization, or both. Yields are generally >90 mol%, and product purity is generally >99%. Kalama Chemical Company, the largest producer, converts about half of its production to phenol, but most producers consider the most economic process for phenol to be peroxidation of cumene. Other uses of benzoic acid are for the manufacture of benzoyl chloride, of plasticizers such as butyl benzoate, and of sodium benzoate for use in preservatives. In Italy, Snia Viscosa uses benzoic acid as raw material for the production of caprolactam, and subsequendy nylon-6, by the sequence shown below. 

PVB resins are also compatible with a limited number of plasticizers and resins. Plasticizers (qv) improve processibility, lower T, and increase flexibihty and resiUency over a broad temperature range. Usehil plasticizers include dibutyl and butyl benzyl phthalates, tricresyl and 2-ethylhexyl diphenyl phosphates, butyl ricinoleate, dibutyl sebacate, dihexyl adipate, triethylene glycol di-2-ethylbutyrate, tetraethylene glycol diheptanoate, castor oil, and others (64-73). 

Additional commercial markets for 1-butanol include plasticizer esters (eg, dibutyl phthalate), butylated melamine—formaldehyde resins, and mono-, di-, and tributylamines. 

Di-/ l -butyl-4-methylphenol /2j5 i77-2/-i72,6-Di-/ l -butyl-4-methylphenol (di-/ l -butyl-/)-cresolDi-/ l -butyl-j )-cresol or butylated hydroxytoluene (BHT)) is most commonly used as an antioxidant in plastics and mbber. Use in food is decreasing because of legislation and it is being replaced by butylated hydroxy anisole (BHA) (see Antioxidants Eood additives). 

Adhesives and Sealants. Various grades of chloriaated paraffins are used as nonvolatile iaert fire-retardant plasticizers and modifying resias ia adhesives and sealants (3). They find wide appHcation ia polysulfide, polyurethane, acryUc, and butyl sealants for use ia building and constmction. The low volatihty high chlorine types are also employed ia sealants for double- and triple-glazed wiadows. 

Nearly all of the benzyl chloride [100-44-7], henzal chloride [98-87-3], and hen zotrichl oride /P< -(97-i manufactured is converted to other chemical intermediates or products by reactions involving the chlorine substituents of the side chain. Each of the compounds has a single primary use that consumes a large portion of the compound produced. Benzyl chloride is utilized in the manufacture of benzyl butyl phthalate, a vinyl resin plasticizer benzal chloride is hydrolyzed to benzaldehyde hen zotrichl oride is converted to benzoyl chloride. Benzyl chloride is also hydrolyzed to benzyl alcohol, which is used in the photographic industry, in perfumes (as esters), and in peptide synthesis by conversion to benzyl chloroformate [501-53-1] (see Benzyl ALCOHOL AND p-PHENETHYL ALCOHOL CARBONIC AND CARBONOCm ORIDIC ESTERS). 

Benzyl chloride and butyl alcohol react with phthaUc anhydride in one step to yield benzyl butyl phthalate [85-68-7] a plasticizer made by Monsanto... 

Nearly all uses and appHcations of benzyl chloride are related to reactions of the active haUde substituent. More than two-thirds of benzyl chloride produced is used in the manufacture of benzyl butyl-phthalate, a plasticizer used extensively in vinyl flooring and other flexible poly(vinyl chloride) uses such as food packaging. Other significant uses are the manufacture of benzyl alcohol [100-51-6] and of benzyl chloride-derived quaternary ammonium compounds, each of which consumes more than 10% of the benzyl chloride produced. Smaller volume uses include the manufacture of benzyl cyanide [140-29-4], benzyl esters such as benzyl acetate [140-11-4], butyrate, cinnamate, and saUcylate, benzylamine [100-46-9], and benzyl dimethyl amine [103-83-8], and -benzylphenol [101-53-1]. In the dye industry benzyl chloride is used as an intermediate in the manufacture of triphenylmethane dyes (qv). First generation derivatives of benzyl chloride are processed further to pharmaceutical, perfume, and flavor products. 

Citric acid esters are used as plasticizers ia plastics such as poly(viayl chloride), poly(vinhdene chloride), poly(viQyl acetate), poly(viQyl butyral), polypropylene, chlorinated rubber, ethylceUulose, and cellulose nitrate. Most citrate esters are nontoxic and are acceptable by the FDA for use in food-contact packaging and for flavor in certain foods. As a plasticizer, citrate esters provide good heat and light stabiUty and excellent flexibiUty at low temperatures. Triethyl citrate, tri- -butyl citrate, isopropyl citrate, and stearyl citrate are considered GRAS for use as food ingredients (224—228). 

Plasticizers and Processing Aids. Petroleum-based oils are commonly used as plasticizers. Compound viscosity is reduced, and mixing, processing, and low temperature properties are improved. Air permeabihty is increased by adding extender oils. Plasticizers are selected for their compatibihty and low temperature properties. Butyl mbber has a solubihty parameter of ca 15.3 (f /cm ) [7.5 (cal/cm ) ], similar to paraffinic and naphthenic oils. Polybutenes, paraffin waxes, and low mol wt polyethylene can also be used as plasticizers (qv). Alkyl adipates and sebacates reduce the glass-transition temperature and improve low temperature properties. Process aids, eg, mineral mbber and Stmktol 40 ms, improve filler dispersion and cured adhesion to high unsaturated mbber substrates. 

Polybutenes enjoy extensive use as adhesives, caulks, sealants, and glaring compounds. They are used as plasticizers in mbber formulations with butyl mbber, SBR, and natural mbber. In linear low density polyethylene (LLDPE) blends they induce cling to stretch-wrap films. Polybutenes when modified at their unsaturated end groups with polar fiinctionahty are widely employed in lubricants as dispersants. Blends of polybutene with polyolefins produce semisoHd gels that can be used as potting and electrical cable filling materials. 

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. 

Plasticizers can be classified according to their chemical nature. The most important classes of plasticizers used in rubber adhesives are phthalates, polymeric plasticizers, and esters. The group phthalate plasticizers constitutes the biggest and most widely used plasticizers. The linear alkyl phthalates impart improved low-temperature performance and have reduced volatility. Most of the polymeric plasticizers are saturated polyesters obtained by reaction of a diol with a dicarboxylic acid. The most common diols are propanediol, 1,3- and 1,4-butanediol, and 1,6-hexanediol. Adipic, phthalic and sebacic acids are common carboxylic acids used in the manufacture of polymeric plasticizers. Some poly-hydroxybutyrates are used in rubber adhesive formulations. Both the molecular weight and the chemical nature determine the performance of the polymeric plasticizers. Increasing the molecular weight reduces the volatility of the plasticizer but reduces the plasticizing efficiency and low-temperature properties. Typical esters used as plasticizers are n-butyl acetate and cellulose acetobutyrate. 

Chemical Designations - Synonyms Butyl Phthalate DBF Phthalic Acid, Dibutyl Ester RC Plasticizer DBF Witcizer 300 Chemical Formula 0-CjH4[C00(CH2)3CH3]2. 

TPEs from blends of rubber and plastics constitute an important category of TPEs. These can be prepared either by the melt mixing of plastics and rubbers in an internal mixer or by solvent casting from a suitable solvent. The commonly used plastics and rubbers include polypropylene (PP), polyethylene (PE), polystyrene (PS), nylon, ethylene propylene diene monomer rubber (EPDM), natural rubber (NR), butyl rubber, nitrile rubber, etc. TPEs from blends of rubbers and plastics have certain typical advantages over the other TPEs. In this case, the required properties can easily be achieved by the proper selection of rubbers and plastics and by the proper change in their ratios. The overall performance of the resultant TPEs can be improved by changing the phase structure and crystallinity of plastics and also by the proper incorporation of suitable fillers, crosslinkers, and interfacial agents. 

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