Phenol-resorcinols

TEST Phenol Resorcinol 1 Hydro-Catechol 1 quinone e-Cresol m-C resol p-C resol i-Naphthol 2-Naphthol... 

Resorcinol is to phenol as melamine is to urea. Resorcinol—formaldehyde (RF) is very expensive, produces dark and waterproof gluelines, but will cure at room temperature. As with melamine and urea, resorcinol is often combined with phenol to produce phenol—resorcinol—formaldehyde (PRF) adhesives, thus producing an exceUent adhesive with some of the economy of phenol. These adhesives are the mainstay of the laminated timber industry which generally requites a room-temperature cure with durable, waterproof gluelines. 

For exterior appHcations, where water exposure is expected, phenol—formaldehyde (PF) or phenol—resorcinol—formaldehyde (PRF) adhesives are used. Only small quantities of this type of hardwood plywood are made, primarily for marine use. 

Polymers. AH nitro alcohols are sources of formaldehyde for cross-linking in polymers of urea, melamine, phenols, resorcinol, etc (see Amino RESINS AND PLASTICS). Nitrodiols and 2-hydroxymethyl-2-nitro-l,3-propanediol can be used as polyols to form polyester or polyurethane products (see Polyesters Urethane polymers). 2-Methyl-2-nitro-l-propanol is used in tires to promote the adhesion of mbber to tire cord (qv). Nitro alcohols are used as hardening agents in photographic processes, and 2-hydroxymethyl-2-nitro-l,3-propanediol is a cross-linking agent for starch adhesives, polyamides, urea resins, or wool, and in tanning operations (17—25). Wrinkle-resistant fabric with reduced free formaldehyde content is obtained by treatment with... 

Both the wood-based panel industry and the adhesive industry show a high commitment to and great capability towards innovation. The best evidence for this is the considerable diversity of types of adhesives used for the production of wood-based panels. Well-known basic chemicals have been used for a long time for the production of the adhesives and their resins, the most important ones being formaldehyde, urea, melamine, phenol, resorcinol and isocyanate. The greater portion of the currently used adhesive resins and adhesives for wood-based panels is produced with these few raw materials. The how to cook the resins and the how to formulate the adhesive become more and more complicated and sophisticated and are key factors to meet today s requirements of the wood-based panel industry. 

Laminated beams (glulam), parallam (or LSL) and fingerjoints a flat pressed multilayer wood beam, thiek wood planks constituting the layers, used for structural exterior applications and bonded with PRF (phenol-resorcinol-formaldehyde) cold-setting resins, or MUF cold-setting resins, or even with certain types of polurethanes (although the use of these latter ones is only established in one country and can show creep and temperature-induced creep problems). The indi-... 

Resorcinol-formaldehyde (RF) and phenol-resorcinol-formaldehyde (PRF) coldsetting adhesives are used primarily in the manufacture of structural, exterior-... 

PRF adhesives in which a liquid phenol-resorcinol-formaldehyde adhesive and a powder or liquid hardener are used are currently the most commonly used industrially. Pure resorcinol-formaldehyde (RF) adhesives were used extensively... 

More recently, a modification of the system described by Kreibich has been used extensively in industry with good success. Part A of the adhesive is again a standard phenol-resorcinol-formaldehyde (PRF) cold-setting adhesive, with powder hardener added at its standard pH. Part B can be either the same PRF adhesive with no hardener and the pH adjusted to 12, or a 50 to 55% tannin extract solution at a pH of 12-13, provided that the tannin is of the condensed or flavonoid type, such as mimosa, quebracho, or pine bark extract, with no hardener [118,135-137], The results obtained with these two systems are good and the resin not only has all the advantages desired but also the use of vegetable tannins and the halving of the resorcinol content makes the system considerably cheaper [118,135-137]. 

As polymer chemistry advanced in the 1930s and 1940s, stronger and more durable synthetic adhesives such as early phenol, resorcinol and urea formaldehydes began to supplant natural glues in wood aircraft manufacture. Around this time however, metal began to replace wood as the dominant material for aircraft manufacture. Aerospace adhesives research and development moved on to focus on metals, primarily aluminum, as the substrates of interest. 

Fe7-ric chloride reaclion.—Dissolve a drop of the free phenol in water and add a drop of ueutral ferric chloride. A green (catechol), blue (orcinol, pyiogallol) or purple (phenol, resorcinol) colouration is produced, which is often destroyed by acid or alkali. Quinol is o.xidised to quinone, and turns biown (p. 193). The naphthols give precipitates of dinaphthol (p. 220). 

Fig. 2.3.7 Lower GARField profiles showing a UF (urea formaldehyde) glue line acting as a barrier to water transport for up to 24 h. The glue line is at 800 pm on the scale. Wood is above and below this. The water reservoir is beyond 1300 pm. The profiles shown were recorded after 20 (thin line), 100 and 1400 (thick line) min of exposure to water. Upper plots of the magnetization signal intensity in the lower and upper wood layers as a function of time for three glues urea formaldehyde (squares), phenolic resorcinol formaldehyde (triangles), and poly (vinyl acetate) (diamonds).

Thermosets are formed by crosslinking (curing) of reactive linear and branched macromolecules and can be manufactured by polycondensation, polymerization and polyaddition. Thermosets can therefore be processed once only with the application of heat and pressure to form semi-finished products or finished articles and cannot be recovered their processing is irreversible. Amongst the most familiar thermosets are the combinations of formaldehyde with phenol, resorcinol etc. (phenolics), urea, aniline, melamine and similar combinations (aminoplastics). 

In the area of polar compounds, phenol, resorcinol, and benzoic acid were chromatographed. Phenol gives a nearly symmetrical peak with essentially no tailing. Resorcinol is separated from phenol but shows some tailing. Benzoic acid falls in the same elution region as resorcinol, but tails to a much greater extent. 

Nitrosation of phenolic substrates usually uses nitrous acid prepared in situ from a dilute mineral acid and an alkali metal nitrite. In general, for every phenolic group present in a substrate an equal number of nitroso groups can be introduced into the aromatic ring phenol, resorcinol and phloroglucinol react with nitrous acid to form 4-nitrosophenol, 2,4-dinitrosoresorcinol and 2,4,6-trinitrosophloroglucinol respectively. 

At least three methods have been found to be applicable to the solubilization of chemically modified wood. The first experiment (4) (Direct method) employed severe dissolution conditions. For example, in 20-150 min at 200-250°C, wood samples esterified by a series of aliphatic acids could be dissolved in benzyl ether, styrene oxide, phenol, resorcinol, ben-zaldehyde, aqueous phenol solutions, etc. For carboxymethylated, ally-lated and hydroxyethylated woods, the conditions provided for dissolution in phenol, resorcinol or their aqueous solutions, formalin, etc., by standing or stirring at 170°C for 30 to 60 min (5). 

Recently, dopamine and catechol were detected using voltammetric MIP chemosensors [138]. Here, again, the chemosensors could determine dopamine and catechol in the presence of excess of interfering compounds, such as phenol, resorcinol, hydroquinone, serotonine, ascorbic acid, etc. For catechol, LOD was 228 nM and the linear concentration range was linear from 228 nM to 144 pM. 

A simpler approach for depositing water insoluble chemicals within the cell walls of wood is to impregnate the wood with solvent soluble resin forming chemicals containing a catalyst that penetrate the cell walls followed by evaporation of the solvent and then heating to polymerize the resin. This has been accomplished with the following water soluble resin forming systems phenol, resorcinol, melamine and urea-formaldehydes, phenol -furfural, furfuryl-aniline and furfuryl alcohol (44). 

The bark extract bonded particleboards met specifications requiring the inherent durability provided by phenolic adhesives. These products are used for floor decking for modular homes, specialized furniture uses, home siding, garage door panels and more recently, as a wall and roof sheathing and single layer floor decking in conventional home construction. Thus, phenol and phenol-resorcinol modified resins can be replaced by a low-cost bark product. This use of bark would be a profitable outlet for bark residues and could lead to virtual independence of the wood particleboard industry from the petrochemical industry. 

Resorcinolic adhesives are either straight resorcinolic resins, or phenol-resorcinol copolymers. When military requirements dominated the field, during and after World War II, most of the beams were produced from oak, and the straight resorcinol resins were preferred. By the time of the Korean War, excellent phenol-resorcinol types had been developed. These glues were used in the production of the all-wood minesweepers used in naval operations. They demonstrated a high degree of durability in their many years of exposure to all the rigors of the Seven Seas. 

Although several peroxidase enzymes obtained from plant, animal, and microbial sources have been investigated for their ability to catalyze the removal of aromatic compounds from wastewaters, the majority of studies have focused on using HRP. In particular, it has been shown HRP can transform phenol, chlorophenols, methoxyphenols, methylphenols, amino-phenols, resorcinols, and various binuclear phenols [7], HRP was also used for the treatment of contaminants including anilines, hydroxyquinoline, and arylamine carcinogens such as benzidines and naphthylamines [7,8]. In addition, it has been shown that HRP has the ability to induce the formation of mixed polymers resulting in the removal of some compounds that are either poorly acted upon or not directly acted upon by peroxidase [7], This phenomenon, termed coprecipitation or copolymerization, has important practical implications for wastewaters that usually contain many different pollutants. This principle was demonstrated when it was observed that polychlorinated biphenyls (PCBs) could be removed from solution through coprecipitation with phenols [20]. However, this particular application of HRP does not appear to have been pursued in any subsequent research. 

Keywords volume phase transition (VPT) PNIPA phenol resorcinol phloroglucinol swelling uptake isotherm dynamic light scattering (DLS) small angle neutron scattering (SANS)... 

Various commercial adhesives have been used to provide bond strength with nylon on the order of 250 to 1000 psi. Priming of nylon adherends with a composition based on resorcinol formaldehyde, isocyanate modified rubber, and cationic surfactants has been reported to provide improved joint strength. Some epoxy, resorcinol formaldehyde, phenol-resorcinol, and rubber-based adhesives have been found to produce satisfactory joints between nylon and metal, wood, glass, and leather. Exposure of nylon 6 to oxygen and helium plasmas for 30 s to 1 min improved the adhesion of two-part epoxy adhesives.66... 

The major synthetic adhesives used for bonding wood include urea, phenol, and melamine formaldehyde resorcinol formaldehyde, phenol resorcinol, and polyvinyl acetate emulsions. More recently one-component, moisture cured polyurethane adhesives have become popular for bonding wood. Natural adhesives such as casein and animal glues are also often used for general-purpose wood bonding. Epoxies have been used for certain specialized wood joining applications such as when wood is bonded to metal substrates. 

D 1579 Test Method for Filler Content of Phenol, Resorcinol, and Melamine... 

The reaction of isolated and probably functionalized tannins from natural sources with formaldehyde to yield low temperature-curing thermoset adhesives. These resins may be suitable for use alone or in combination with conventional resorcinol-formaldehyde or phenol-resorcinol-formalde-hyde resins. 

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