วันพุธที่ 8 มกราคม พ.ศ. 2557

Diisononyl Phthalate, ไดไอโซโนนิลพทาเลต


น้ำมันดีไอเอ็นพี, DINP, Diisononyl Phthalate, ไดไอโซโนนิลพธาเลธ, Plasticizers, พลาสติไซเซอร์, สำหรับอุตสาหกรรมการผลิตต่างๆ 

DINP; Isononyl alcohol phthalate; DINP; Palatinol DN; Palatinol N; 

1,2-Benzenedicarboxylic acid diisononyl ester; Bis(7-methyloctyl) phthalate;  Di(C8-C10) branched alkyl phthalate; Di(isononyl) phthalate branched; Di(C8-10, C9 rich) branched alkyl phthalates; Vestinol 9; Vestinol NN; Vinylcizer 90; Witamol 150; Other RN: 68515-48-0; 105009-97-0; 41375-91-1; 58033-90-2

Phthalates are by far the most widely used plasticisers, primarily to make soft and flexible polyvinyl chloride (PVC) for the applications in the industry of automotive, building & construction material, cable, flooring, medical device and toys. Phthalates make the long polyvinyl molecules to slide against one another. Minor quantity of phthalates are used in adhesives, caulk, sealants, paint to improve work performance. Small molecule phthalates are used as solvents in perfumes to provide longer linger longer and in nail polish to prevent chipping. They are also used as ingredients of insect repellents, as solvents in lacquer and pesticides, and as dye carrier. They are used as textile lubricating agents and as solid rocket propellents. Phthalates are produced by the reaction of phthalic anhydride with appropriate alcohols from methanol up to isodecanol (C13), either as a straight chain or with some branched in the presence of concentrated sulphuric acid as a catalyst. Excess alcohols are recovered and recycled and phthalates are purified by vacuum distillation and/or activated charcoal. A wide range of phthalates of varying chain length and structure provides each adequate properties and cost-effective for various processing and mechanical requirements. C8 - C9 phthalates, such as di-2-ethyl hexyl phthalate (DEHP or called DOP), diisodecyl phthalate (DIDP) and diisononyl phthalate (DINP) are the most widely used general purpose phthalates. DOP is the dominant plasticizer used in PVC, providing low cost. Short chain phthalates (C3 - C7) are used when rapid setting and stain resistance is required. 2-Ethyl hexanol, produced by the dimerisation of butyraldehyde obtained from propylene, is cheaper than isononyl alcohol which are prepared by the carbonylation of an olefin. Long chain phthalates (C11 - C13) are used when high temperature stability is required. C1 and C2 phthalates are used as solvents. Special phthalates which contain aromatic ring in the side chain are used when fast-fused is required. Diallyl phthalate is used as a crosslinking agent, plasticizer or dying carrier for polyesters.

Diisononyl phthalate (DINP) is a phthalate used as a plasticizer in e.g. food contact materials. DINP is typically a mixture of chemical compounds consisting of various isononyl esters of phthalic acid.

The European Union has set a maximum specific migration limit from food contact materials of 9 mg/kg food for the sum of diisononyl phthalates and diisodecyl phthalates. Di-isononyl phthalate (DINP) is a commonly used plasticiser, 95 per cent of which is used in PVC applications. More than half of the DINP used in non-PVC applications involves polymer related-uses (e.g. rubbers). The remaining DINP is used in inks and pigments, adhesives, sealants, paints and lacquers and lubricants. DINP is a mixture of isomers that have alkyl chains from 8 to 10 carbons long, but the largest portion of the mixture has chains composed of 9-carbons. There are two different substances attributed to the names 1,2-Benzenedicarboxylic acid, di-C8-10-branched alkyl esters, C9-rich or di-“isononyl” phthalate (DINP). DINP 1 (CAS 68515-48-0) is manufactured by the “Polygas” process whereas DINP 2 (CAS 28553-12-0) is n-butene based. Under the EU risk assessment these substances have been considered equivalent from a health and environmental perspective, and

as such a single EU risk assessment has been conducted for DINP. DINP is a general, all-purpose plasticiser.

Heat resistance, low temperature resistance and volatility resistance are some of its main properties that make it suitable for a wide range of applications.

Physical-chemical properties

CAS Reg. No:       68515-48-0 and 28553-12-0

(different alcohol chains depending on production method)

EINECS No:          271-090-9 and 249-079-5

Synonyms / IUPAC name:  1,2-Benzenedicarboxylic acid, di-C8-10 branched alkyl esters, C9-rich; Di-isononyl phthalate

Empirical Formula:             C26H42O4 (average)

Structure:             

R1 and R2 (not necessary identical) are either mainly C8H17 to C10H21 or C9H19 isomers. In the case where R1 and R2 is C9H19 isomers, it is 10 % n-nonyl, 35-40 % methyloctyl, 40-45 % dimethylheptyl, 5-10 % methylethylhexyl.

Molecular weight:                420.6 (average)

Melting point:       -40 to -54°C

Boiling point:        424°C

Density: ca. 0.975 at 20°C

Vapour pressure:                6 x 10-5 Pa at 20°C

Solubility in water:               0.6 µg/l 20°C

Henry's law constant:          41.4 pa' m3/mol

Log Kow:               8.8

Flash point:           > 200°C

Autoflammability: ca. 380°C

Viscosity:               100-150 mPa's

Purity:     DINP is a manufactured substance made by esterifying phthalic anhydride and isononanol. Isononanol is composed of different branched C9 alcohol isomers.

Impurities:             Isononanol ca. 0.04%, isononylbenzoate ca. 0.03%, n-butyl-isononyl phthalate ca. 0.1%, water 0.02-0.03%. 

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