Phthalate Esters
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Phthalate Esters
Phthalates ( ), or phthalate esters, are esters of phthalic acid. They are mainly used as plasticizers, i.e., substances added to plastics to increase their flexibility, transparency, durability, and longevity. They are used primarily to soften polyvinyl chloride (PVC). While phthalates are commonly used as plasticizers, not all plasticizers are phthalates. The two terms are specific, unique, and not used interchangeably. Lower-molecular-weight phthalates are typically replaced in many products in the United States, Canada, and European Union over health concerns. They are being replaced by higher molecular-weight phthalates as well as non-phthalic plasticizers. Phthalates are commonly ingested in small quantities via the diet. One of the most commonly known phthalates is bis(2-ethylhexyl) phthalate (DEHP). In many countries, DEHP is regulated as a toxin, and is banned from use in broad categories of consumer goods, such as cosmetics, children's toys, medical devices, and food ...
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Phthalates
Phthalates ( ), or phthalate esters, are esters of phthalic acid. They are mainly used as plasticizers, i.e., substances added to plastics to increase their flexibility, transparency, durability, and longevity. They are used primarily to soften polyvinyl chloride (PVC). While phthalates are commonly used as plasticizers, not all plasticizers are phthalates. The two terms are specific, unique, and not used interchangeably. Lower-molecular-weight phthalates are typically replaced in many products in the United States, Canada, and European Union over health concerns. They are being replaced by higher molecular-weight phthalates as well as non-phthalic plasticizers. Phthalates are commonly ingested in small quantities via the diet. One of the most commonly known phthalates is bis(2-ethylhexyl) phthalate (DEHP). In many countries, DEHP is regulated as a toxin, and is banned from use in broad categories of consumer goods, such as cosmetics, children's toys, medical devices, and fo ...
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Diethyl Phthalate
Diethyl phthalate (DEP) is a phthalate ester. It is a colourless liquid without significant odour but with a bitter disagreeable taste. Synthesis and applications Diethyl phthalate is produced by the reaction of ethanol with phthalic anhydride, in the presence of a strong acid catalyst: It finds some use as a specialist plasticiser in PVC, it has also been used as a blender and fixative in perfume. Biodegradation Biodegradation by microorganisms Biodegradation of DEP in soil occurs by sequential hydrolysis of the two diethyl chains of the phthalate to produce monoethyl phthalate, followed by phthalic acid. This reaction occurs very slowly in an abiotic environment. Thus there exists an alternative pathway of biodegradation which includes transesterification or demethylation by microorganisms, if the soil is also contaminated with methanol, that would produce another three intermediate compounds, ethyl methyl phthalate, dimethyl phthalate and monomethyl phthalate. This bio ...
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Commodity Plastics
Commodity plastics or commodity polymers are plastics produced in high volumes for applications such as packaging, food containers, and household products, including both disposable products and durable goods. In contrast to engineering plastics, commodity plastics tend to be inexpensive to produce and exhibit relatively weak mechanical properties. Widely used commodity plastics include polyethylene (PE), polypropylene (PP), polystyrene (PS), polyvinyl chloride (PVC), poly(methyl methacrylate) (PMMA), and polyethylene terephthalate (PET). Products made from commodity plastics include disposable plates, disposable cups, photographic and magnetic tape, clothing, reusable bags, medical trays, and seeding trays. Further reading * Engineering plastic Engineering plastics are a group of plastic materials that have better mechanical or thermal properties than the more widely used commodity plastics (such as polystyrene, polyvinyl chloride, polypropylene and polyethylene). Engineer ...
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Diisodecyl Phthalate
Diisodecyl phthalate (DIDP) is a commonly used plasticizer used in the production of plastic and plastic coating to increase flexibility. It is a mixture of compounds derived from the esterification of phthalic acid and isomeric decyl alcohols. The coating on furnishings, cookware, pharmaceutical pills, food wrappers and many other products may have DIDP or other phthalates in them. There has been recent concern in the US and European Union for their toxicity and bioaccumulative quality. The European Union has set a maximum specific migration limit (SML) from food contact materials Food contact materials or food contacting substances (FCS) are materials that are intended to be in contact with food. These can be things that are quite obvious like a glass or a can for soft drinks as well as machinery in a food factory or a ... of 9 mg/kg food for the sum of diisodecyl phthalates and diisononyl phthalates. DIDP has been listed since 2007 under Proposition 65 as a subs ...
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DPHP
Di(2-propylheptyl) phthalate (also known as bis(2-propylheptyl) benzene-1,2-dicarboxylate, di(propylheptyl) orthophthalate, or DPHP) is an organic compound with the formula C28H46O4. It is a phthalate and is the diester of phthalic acid and the 10-carbon branched-chain alcohol 2-propylheptanol. This colorless, viscous liquid is used for softening PVC plastics and is a general purpose PVC plasticizer. It possesses very good plasticizing properties and may be used as a direct replacement for DEHP and DINP in many applications. History of discovery The introduction of Di(2-propylheptyl) phthalate (DPHP) was driven by increasing regulatory scrutiny and health concerns associated with traditional plasticizers. DPHP was developed to meet the demand for plasticizers with improved safety profiles, particularly in applications involving human contact. As a result of its production through the esterification of phthalic anhydride with 2-propylheptanol, it results in a compound with ...
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Diisononyl Phthalate
Diisononyl phthalate (DINP) is a phthalate used as a plasticizer. DINP is typically a mixture of chemical compounds consisting of various isononyl esters of phthalic acid۔ Use It is commonly used in a large variety of plastic products including: * Plasticizer in polyvinyl chloride (PVC) * Construction and building material * Fuel and automotive products * In electronics materials (as a flexible vinyl additive) * As cable insulation additive * Adhesives and sealants * Paints and coatings * Rubber products. Health issues The European Union has set a maximum specific migration limit (SML) from food contact materials of 9 mg/kg food for the sum of diisononyl phthalates and diisodecyl phthalates. DINP is listed as a substance "known to the State of California to cause cancer" under Proposition 65 legislation. Studies find that exposure to environmentally relevant concentrations of DINP in zebrafish disrupt the endocannabinoid system (ECS) and affect reproduction in a ge ...
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Di(2-ethylhexyl) Phthalate
Bis(2-ethylhexyl) phthalate, di-2-ethylhexyl phthalate, diethylhexyl phthalate, diisooctyl phthalate, DEHP; incorrectly — dioctyl phthalate, DIOP) is an organic compound with the formula C6H4(CO2C8H17)2. DEHP is the most common member of the class of phthalates, which are used as plasticizers. It is the diester of phthalic acid and the branched-chain 2-ethylhexanol. This colorless viscous liquid is soluble in oil, but not in water. Production Di(2-ethylhexyl) phthalate is produced commercially by the reaction of excess 2-ethylhexanol with phthalic anhydride in the presence of an acid catalyst such as sulfuric acid or ''para''-toluenesulfonic acid. It was first produced in commercial quantities in Japan circa 1933 and in the United States in 1939. : DEHP has two stereocenters,Sheikh, I. A. (2016) Stereoselectivity and the potential endocrine disrupting activity of di-(2-ethylhexyl)phthalate (DEHP) against human progesterone receptor: a computational perspective. Journal of app ...
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Dibutoxy Ethyl Phthalate
Dibutoxy ethyl phthalate is an organic compound and phthalate ester, baring 2-butoxyethanol groups. It is used as a plasticizer in polyvinyl chloride, polyvinyl acetate and cellulose acetate In biochemistry, cellulose acetate refers to any acetate ester of cellulose, usually cellulose diacetate. It was first prepared in 1865. A bioplastic, cellulose acetate is used as a film base in photography, as a component in some coatings, and .... Like most phthalates it is non-volatile, and remains liquid over a wide range of temperatures. Although its water solubility is low, it remains one of the most water soluble of the common phthalates. References {{Reflist Phthalate esters Ethers ...
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Diisoheptyl Phthalate
Diisoheptyl phthalate is a phthalate used as a plasticizer. Diisoheptyl phthalate is typically a mixture of chemical compounds consisting of various isoheptyl esters of phthalic acid with the chemical formula C22H34O4. See also * Diisononyl phthalate Diisononyl phthalate (DINP) is a phthalate used as a plasticizer. DINP is typically a mixture of chemical compounds consisting of various isononyl esters of phthalic acid۔ Use It is commonly used in a large variety of plastic products includ ... References {{ester-stub Phthalate esters ...
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Butyl Benzyl Phthalate
Benzyl butyl phthalate (BBP) is an organic compound historically used as a plasticizer, which has now been largely phased out due to health concerns. It is a phthalate ester of containing benzyl alcohol, and ''n''-butanol tail groups. Like most phthalates, BBP is non-volatile and remains liquid over a wide range of temperatures. It was mostly used as a plasticizer for PVC, but was also a common plasticizer for PVCA and PVB. BBP was commonly used as a plasticizer for vinyl foams, which are often used as sheet vinyl flooring and tiles. Compared to other phthalates it was less volatile than dibutyl phthalate and imparted better low temperature flexibility than di(2-ethylhexyl) phthalate. BBP is classified as toxic by the European Chemical Bureau (ECB) and hence its use in Europe has declined rapidly. Structure and reactivity BBP is a diester. Since BBP contains two ester bonds it can react in a variety of chemical pathways. Both the carbonyl C-atoms are weakly electrophilic ...
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Bis(2-methoxyethyl) Phthalate
Bis(2-methoxyethyl) phthalate, also commonly di(2-methoxyethyl) phthalate (DMEP), is a phthalate ester baring 2-methoxyethanol groups. Historically it was used as a plasticizer in cellulose acetate In biochemistry, cellulose acetate refers to any acetate ester of cellulose, usually cellulose diacetate. It was first prepared in 1865. A bioplastic, cellulose acetate is used as a film base in photography, as a component in some coatings, and ... plastics, it is now largely banned owing to concerns over its effects to human health. References {{Reflist Phthalate esters Ethers Methoxy compounds ...
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