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ChemicalBook--->CAS DataBase List--->25722-33-2

25722-33-2

25722-33-2 Structure

25722-33-2 Structure
IdentificationBack Directory
[Name]

POLY-P-XYLYLENE
[CAS]

25722-33-2
[Synonyms]

parylene
POLY-P-XYLYLENE
[Molecular Formula]

(C8H8)n
[MDL Number]

MFCD01324959
[MOL File]

25722-33-2.mol
Chemical PropertiesBack Directory
[Melting point ]

403-409 °C
[density ]

0.01947 g/cm3
[solubility ]

Poly-p-xylylene is soluble only at elevated temperatures (-300o) in solvents such as the Arochlors and benzyl benzoate.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Parylene N-->P-XYLENE-->alpha,alpha'-Dichloro-p-xylene
Hazard InformationBack Directory
[Description]

Poly-p-xylylenes (PPXs), generally referred to their tradename as parylenes, a unique class of polymers, are obtained by cyclophane-based chemical vapor deposition (CVD) polymerization for diverse material applications. The chemical inertness, high purity, flexibility, mechanical strength, and stability of parylenes offer enormous potential in surface modification, optoelectronics, and drug delivery systems and have demonstrated technological utility for coatings of industrial products (e.g., clinically used biomaterials and biomedical devices)[1].
[Chemical Properties]

The most significant property of poly-p-xylylene is its thermal stability. The crystalline melting point is 375-425°C and in an inert atmosphere the material is claimed to have a useful life of 10 years at 220°C. The thermal stability in air is not exceptional. Poly-p-xylylene also maintains useful properties at temperatures as low as - 200°C. The polymer has outstandingly good electrical insulation characteristics and is used as a dielectric in special capacitors.
It may be noted that poly-p-xylylene is considerably less stable than polyp- phenylene owing to the presence of the relatively weak dibenzyllinkages. It may also be noted that the isomeric polyxylylenes have been prepared but poly-o-xylylene has a polymer melt temperature of 110°C whilst poly-mxylylene has a softening temperature of only 60°C; these polymers are therefore of no immediate interest.
[Uses]

Poly-p-xylylene (PPX) is mainly used as protective coatings, e.g. in electronics, medical devices and paper products, or as sealing materials to prevent additives from leaking out of elastomers. PPX can also be used in micro-electro-mechanical systems, organic light-emitting diodes, or in biological and medical applications. A relatively new area of PPX research is the formation of reactive coatings. This can be achieved through the introduction of functional groups capable of reacting in a polymer-like reaction.
[Preparation]

When di-p-xylylene is pyrolysed, both methylene bridges are homolytically cleaved to give the reactive intermediate p-xylylene which spontaneously forms the linear polymer on cooling. Generally, the polymer is deposited (in the polymerization chamber) on to a cold condenser and then removed as film; alternatively, the polymer is deposited directly on to an object which is required to be coated. Typically, an average molecular weight of about 500000 is attained.

25722-33-2 synthesis

[References]

[1] Salma Begum and Manuel Tsotsalas*. “Solid and Hollow Poly(p-xylylene) Particles Synthesis via Metal–Organic Framework-Templated Chemical Vapor Polymerization.” Chemistry of Materials (2022).
[2] PETER SIMON Andreas G. New Synthetic Approach to Film Forming Poly(p-xylylene) by Gas Phase Pyrolysis of Esters Derivated from α,α′-Dihydroxy-p-xylylene[J]. Polymer Journal, 1992, 24 11: 1317-1320. DOI:10.1295/polymj.24.1317.
[3] https://pslc.ws/pslcpress/macrosynth/cv1/pdfs/C1078.pdf
[4] https://www.globalspec.com/reference/82255/203279/2-10-p-polyxylylenes-parylenes
[5] A. GREINER. Poly(P-xylylene)s: Synthesis, polymer analogous reactions, and perspectives on structure–property relationships?[J]. Acta Polymerica, 2003, 48 1-2: 1-15. DOI:10.1002/actp.1997.010480101.
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