Plasticizer phthalic

Phthalic anhydride is made by air oxidation of ortho-xylene. About half of phthalic anhydride is used to make plasticizers, especially the compound dioctyl phthalate, for softening polyvinyl chloride plastic. Phthalic anhydride is also used to make unsaturated polyester resins and alkyd paints. 

Xylenes are used as thinners solvents in paints, inks, rubbers, gums, resins, adhesives, and lacquers paint removers and as intermediates in the production of plasticizer (phthalic acid and anhydride) and polyester fibers. They are also used extensively as intermediates in the manufacture of perfumes, dyes, insecticides, and pharmaceuticals. The annual production of mixed xylenes varies between 6 and 12 billion pounds. 

Example 13.1 Phthalic anhydride is an important intermediate for the plastics industry. Manufacture is by the controlled oxidation of o-xylene or naphthalene. The most common route uses o-xylene via the reaction... 

Most naphthalene produced is utilized in the manufacture of phthalic anhydride, for plasticizers, alkyd resins and polyesters. It is also used in the manufacture of 2-naphlhol and insecticides. Naphthalene derivatives are of importance, particularly as dyestufT intermediates. 

It is extensively used in the preparation of dyestuffs. Combines with diazonium salts to form oxyazo-colouring matters. Gives rise to fluorescein dyes on fusion with phthalic anhydride. Used for production of plasticizers, resins, adhesives. 

Reactions of the Methyl Groups. These reactions include oxidation, polycondensation, and ammoxidation. PX can be oxidized to both terephthahc acid and dimethyl terephthalate, which ate then condensed with ethylene glycol to form polyesters. Oxidation of OX yields phthaUc anhydride, which is used in the production of esters. These ate used as plasticizers for synthetic polymers. MX is oxidized to isophthaUc acid, which is also converted to esters and eventually used in plasticizers and resins (see Phthalic acids and otherbenzenepolycarboxylic acids). 

Isophthahc (y -phthahc) acid [121 -91 -5] (IPA) is selected to enhance thermal endurance as well as to produce stronger, more resiUent cross-linked plastics that demonstrate improved resistance to chemical attack. TerephthaUc (p-phthaUc) acid [100-21-0] (TA) provides somewhat similar properties as isophthahc acid but is only used in selective formulations due to the limited solubiUty of these polyester polymers in styrene [100-42-5] (see Phthalic acid AND OTHERBENZENEPOLYCARBOXYLIC ACIDS). 

Until the mid-1950s the main raw material source for the European plastics industry was coal. On destructive distillation coal yields four products coal tar, coke, coal gas and ammonia. Coal tar was an important source of aromatic chemicals such as benzene, toluene, phenol, naphthalene and related products. From these materials other chemicals such as adipic acid, hexamethylenedia-mine, caprolactam and phthalic anhydride could be produced, leading to such important plastics as the phenolic resins, polystyrene and the nylons. 

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. 

The main uses of toluene are as a solvent in paints, rubber, and plastic cements and as a feedstock in the manufacture of organic chemicals, explosives, detergents, and polyurethane foams. Xylenes (which exist as three isomers) are used in the manufacture of DMT, alkyd resins, and plasticizers. Naphthalene is mainly used in the manufacture of dyes, pharmaceuticals, insect repellents, and phthalic anhydride (used in the manufacture of alkyd resins, plasticizers, and polyester). 

The largest user of phenol in the form of thermosetting resins is the plastics industry. Phenol is also used as a solvent and in the manufacture of intermediates for pesticides, pharmaceuticals, and dyestuffs. Styrene is used in the manufacture of synthetic rubber and polystyrene resins. Phthalic anhydride is used in the manufacture of DMT, alkyd resins, and plasticizers such as phthalates. Maleic anhydride is used in the manufacture of polyesters and, to some extent, for alkyd resins. Minor uses include the manufacture of malathion and soil conditioners. Nitrobenzene is used in the manufacture of aniline, benzidine, and dyestuffs and as a solvent in polishes. Aniline is used in the manufacture of dyes, including azo dyes, and rubber chemicals such as vulcanization accelerators and antioxidants. 

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

Chemical Designations - Synonyms Phthalic Acid, Bis(8-methylonyl)esler Phthalic Acid, Diisodecyl Ester Plasticizer DDP Chemical Formula CjjH jO. ... 

High purity orthoxylene is used almost solely in the manufacture of phthalic anhydride. The anhydride is an intermediate for the manufacture of plasticizers, alkyd resins, polyester resins and other derivatives, such as phenolphthalein. 

The most common types of plasticizer are the phthalic acid esters of Cg, Cio alcohols citric acid esters and epoxy aliphatic esters. 

Phthalic anhydride s main use is for producing plasticizers by reactions with C4-C10 alcohols. The most important polyvinyl chloride plasticizer is formed by the reaction of 2-ethylhexanol (produced via butyraldehyde. Chapter 8) and phthalic anhydride ... 

Di- and mono-esters of phthalic acid, an ortho-dicarboxylic acid derivative of benzene. These compounds are widely used as industrial plasticizers to coat polyvinylchloride surfaces of plastics used in food packaging and medical devices (iv drip bags, blood storage bags, etc.) and are common environmental contaminants. Several phthalate mono-esters are peroxisome proliferator chemicals and can activate the peroxisome proliferator-activated receptor PPAR. 

The flexibility of some plastics can be improved by the addition of small molecules called plasticizers. For example, pure PVC turns brittle and cracks too easily to make useful flexible plastic products. With an added plasticizer, however, PVC can be used to make seat covers for automobiles, raincoats, garden hoses, and other flexible plastic objects. Plasticizers must be liquids that mix readily with the pol Tner. In addition, they must have low volatility so that they do not escape rapidly from the plastic. Dioctylphthalate is a liquid plasticizer that is formed by condensing two alcohol molecules with one molecule of phthalic acid, as illustrated in Figure 13-10. 

Re Design Specifications for Phthalic Anhydride Production in a Fixed Bed Reactor A proposed expansion of the corporation s vinyl plastics operation will require a commitment by the company to produce its own plasticizer. Our long range planning group has suggested that 6 million pounds per year of new phthalic anhydride capacity would meet our internal needs and projected increases in demand from current customers. 

Ejlertsson J, Svensson BH (1995) A review of the possible degradation of polyvinyl chloride (PVC) plastics and its components phthalic acids esters and vinyl chloride under anaerobic conditions prevailing in landfills. Dept, of Water and Environmental Studies, Linkoping University, Linkoping, p 20... 

The important influence that sample container materials can have on seawater sample composition is illustrated next by two examples one concerning the storage of metal solutions in glass and plastic bottles, the other concerning the storage of solutions of phthalic acid esters and polychlorinated biphenyls in glass and plastic. 

Phthalic anhydride is a significant commercial product. Its main area of application is in synthetic resins and plasticizers. The production capacity worldwide was about 3.62 million t in 1997. 

As can be deduced from plant purchases, the PRC is still at the formative stage where emphasis is on producing only the most basic petrochemicals. No plants were purchased for producing dibasic acids (phthalic and maleic anhydrides, etc.) and fluro-carbon or tetrafluoro ethylene or some of the advanced engineering plastics like ABS polyacetals, polycarbonates, polyimides or any other unsaturated polyesters. Another important area of low Chinese activity is thermoplastics for space and defense applications. ... 

GeslerRM. 1973. Toxicology of di-2-ethylhexyl phthalate and other phthalic acid ester plasticizers. Environ Health Perspect 73-79. 

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