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phenol formaldehyde resin : ウィキペディア英語版
phenol formaldehyde resin

Phenol formaldehyde resins (PF) are synthetic polymers obtained by the reaction of phenol or substituted phenol with formaldehyde. Phenolic resins have been mainly used in the production of circuit boards but have been largely replaced with epoxy resins and fiberglass cloth, as with fire-resistant FR-4 circuit board materials. Phenol formaldehyde resins are better known, however, for the production of molded products including billiard balls, laboratory countertops, and as coatings and adhesives. In the form of Bakelite, they are the earliest commercial synthetic resin.〔A. Gardziella, L.A. Pilato, A. Knop, Phenolic Resins: Chemistry, Applications, Standardization, Safety and Ecology, 2nd edition, Springer, 2000〕〔Wolfgang Hesse "Phenolic Resins" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. .〕
==Formation and structure==
Phenol-formaldehyde resins, as a group, are formed by a step-growth polymerization reaction that can be either acid- or base-catalysed. Since formaldehyde exists predominantly in solution as a dynamic equilibrium of methylene glycol oligomers, the concentration of the ''reactive'' form of formaldehyde depends on temperature and pH.
Phenol reacts with formaldehyde at the ortho and para sites (sites 2, 4 and 6) allowing up to 3 units of formaldehyde to attach to the ring. The initial reaction in all cases involves the formation of a hydroxymethyl phenol:
: HOC6H5 + CH2O → HOC6H4CH2OH
The hydroxymethyl group is capable of reacting with either another free ortho or para site, or with another hydroxymethyl group. The first reaction gives a methylene bridge, and the second forms an ether bridge:
: HOC6H4CH2OH + HOC6H5 → (HOC6H4)2CH2 + H2O
: 2 HOC6H4CH2OH → (HOC6H4CH2)2O + H2O
The diphenol (HOC6H4)2CH2 (sometimes called a "dimer") is called bisphenol F, which is an important monomer in the production of epoxy resins. Bisphenol-F can further link generating tri- and tetra-and higher phenol oligomers.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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