2.6- Diallyl-4- phenol

C12H10O 2,6-diallyl phenol 3382-99-8 562.81 49.951 2 23659 C12H11N3 2-amino-3-methyl-9H-pyrido(2,3-b)indole 68006-83-7 621.50 55.672 2... 

A well-studied addition-cure phenolic resin utilizes the Diels-Alder reaction for its preparation. The result is a complex polymer that originates from a diallyl phenol and a diimide (for example, see structures 2 and 3, respectively). Initially, compounds 2 and 3 react across the double bond of the imide ring and the allylic group to generate a diene [see Eq. (6)]. Compound 2 then serves as the dienophile. The polymer forms from the reaction of the diene with 2. The amount of 2 relative to the diene affects the properties of the resulting polymer, as does the cure temperature. Some of these properties will be summarized... 

Aortal Aery Me ABS Alkyd Alloy /Blands Barrier Resin CeliAwie Diallyl Phthalates Engineering Plastics Epoxies Fluorepdlymars Liquid Crystal Melamine Nitrile Resins Nylon Phenolic Polyamlde-lmide Polycarbonate polyester Polyethylene Polyimictes Polypropylene Polyurethanes PVC... 

Zone 5 acrylic, diallyl phthalate, epoxy, phenol-formaldehyde, TP polyester, and polytetrafluoroethylene. 

Between 250 and 450°F (121 and 232°C), plastics used include glass or mineral-filled phenolics, melamines, alkyds, silicones, nylons, polyphenylene oxides, polysulfones, polycarbonates, methylpentenes, fluorocarbons, polypropylenes, and diallyl phthalates. The addition of glass fillers to the thermoplastics can raise the useful temperature range as much as 100°F and at the same time shortens the molding cycle. 

Color Urea, melamine, polycarbonate, polyphenylene oxide, polysulfone, polypropylene, diallyl phthalate, and phenolic are examples of what is needed in the temperature range above 200°F (94°C) for good color stability. Most TPs will be suitable below this range. 

Moisture Deteriorating effects of moisture are well known as reviewed early in this chapter (OTHER BEHAVIOR, Drying Plastic). Examples for high moisture applications include polyphenylene oxide, polysulfone, acrylic, butyrate, diallyl phthalate, glass-bonded mica, mineral-filled phenolic, chlorotrifluoroethylene, vinylidene, chlorinated polyether chloride, vinylidene fluoride, and fluorocarbon. Diallyl phthalate, polysulfone, and polyphenylene oxide have performed well with moisture/steam on one side and air on the other (a troublesome... 

Chlorinated polyether is formulated particularly for products requiring, good chemical resistance. Other materials exhibiting good chemical resistance include all of the fluorocarbon plastics, ethylpentenes, polyolefins, certain phenolics, and diallyl phtha-late compounds. Additives such as fillers, plasticizers, stabilizers, colorants, and type catalysts can decrease the chemical resistance of unfilled plastics. Certain chemicals in cosmetics will affect plastics, and tests are necessary in most cases with new formulations. Temperature condition is also very important to include in the evaluation. Careful tests must be made under actual use conditions in final selection studies. 

Dimensional stability There is plastics with very good dimensional stability, and they are suitable where some age and environmental dimensional changes are permissible. These materials include polyphenylene oxide, polysulfone, phenoxy, mineral-filled phenolic, diallyl phthalate, epoxy, rigid vinyl, styrene, and various RPs. Such products will gain from an after-bake for dimensional stabilization. Glass fillers will improve the dimensional stability of all plastics. 

Phenolic glass and a diallyl phthalate glass material are available with very low shrinkage. Glass and other mineral fillers minimize the thermal expansion differential problem. Phenoxy and polyphenylene oxides are examples of being low in shrinkage and thermal expansion. 

Atmospheric ozone has also been reported as causing fading of certain dyes in some countries [425,426] diallyl phthalate (10.182) used as a carrier in the dyeing of cellulose triacetate fibres, is said to be an effective ozone inhibitor [427]. Nylon, especially when dyed with certain amino-substituted anthraquinone blue acid dyes, can also be susceptible to ozone fading [428,429]. Selection of ozone-resistant dyes is obviously the best counteractive measure, although hindered phenols (10.161) and hindered amines (10.162) are said to provide some protection. 

The most common and widely used thermoset molding compounds are classified as follows (a) alkyd, (b) allylic (diallyl phthalate), (c) amino (melamine and urea), (d) epoxy, (e) phenolic, (f) polyester, and (g) silicone. There may be other specialty thermoset resin materials used on specific applications. 

Some of the common types of plastics that are used are thermoplastics, such as poly(phenylene sulfide) (PPS) (see POLYMERS CONTAINING SULFUR), nylons, liquid crystal polymer (LCP), the polyesters (qv) such as polyesters that are 30% glass-fiber reinforced, and poly(ethylene terephthalate) (PET), and polyetherimide (PEI) and thermosets such as diallyl phthalate and phenolic resins (qv). Because of the wide variety of manufacturing processes and usage requirements, these materials are available in several variations which have a range of physical properties. 

So when chemists at Dortmund wished to make the syn compound 49, they chose to add diallyl copper lithium to the enone 50 with one side chain already in place." This gave the lithium enolate 51 and protonation gave the syn compound 49. The choice of acid was important phenols were good and 52 was the best. 

Allylphenols and derivatives with substituents in the allyl group can, be prepared by direct C-alkylation of the sodium salt of the phenol in benzene solution.16 This method is not as good for the preparation of allylphenols themselves as the one involving preparation of the allyl ether followed by rearrangement, because a mixture of several products is obtained in C-alkylation. Thus the alkylation of p-cresol in benzene with sodium and allyl bromide yields 20% of allyl 4-methylphenyl ether, 8% of allyl 2-allyl-4-methylphenyl ether, 40% of 2-allyl-4-methyl-phenol, and 15% of 2,6-diallyl-4-methylphenol.16 The rearrangement of allyl 4-methylphenyl ether, however, yields 2-allyl-4-methylphenol in practically quantitative yield, and the ether is easily obtained. 

Phenolic, Melamine, and Urea. The phenolics are heavily commercialized thermosetting materials that find their way into many applications. They have an excellent combination of physical strength and high-temperature resistance. They have good electrical properties and dimensional stability. Like epoxies and diallyl phthalate, phenolic resins are often found to contain fillers and reinforcement. 

PB PBI PBMA PBO PBT(H) PBTP PC PCHMA PCTFE PDAP PDMS PE PEHD PELD PEMD PEC PEEK PEG PEI PEK PEN PEO PES PET PF PI PIB PMA PMMA PMI PMP POB POM PP PPE PPP PPPE PPQ PPS PPSU PS PSU PTFE PTMT PU PUR Poly(n.butylene) Poly(benzimidazole) Poly(n.butyl methacrylate) Poly(benzoxazole) Poly(benzthiazole) Poly(butylene glycol terephthalate) Polycarbonate Poly(cyclohexyl methacrylate) Poly(chloro-trifluoro ethylene) Poly(diallyl phthalate) Poly(dimethyl siloxane) Polyethylene High density polyethylene Low density polyethylene Medium density polyethylene Chlorinated polyethylene Poly-ether-ether ketone poly(ethylene glycol) Poly-ether-imide Poly-ether ketone Poly(ethylene-2,6-naphthalene dicarboxylate) Poly(ethylene oxide) Poly-ether sulfone Poly(ethylene terephthalate) Phenol formaldehyde resin Polyimide Polyisobutylene Poly(methyl acrylate) Poly(methyl methacrylate) Poly(methacryl imide) Poly(methylpentene) Poly(hydroxy-benzoate) Polyoxymethylene = polyacetal = polyformaldehyde Polypropylene Poly (2,6-dimethyl-l,4-phenylene ether) = Poly(phenylene oxide) Polyp araphenylene Poly(2,6-diphenyl-l,4-phenylene ether) Poly(phenyl quinoxaline) Polyphenylene sulfide, polysulfide Polyphenylene sulfone Polystyrene Polysulfone Poly(tetrafluoroethylene) Poly(tetramethylene terephthalate) Polyurethane Polyurethane rubber... 

E21d, 3520 (Imid-ester - COOH) 1-Pentin 3,4-Dihydroxy-3-methyl-4-phenyl- Vl/la, 2, 1116 Phenol 4,6-Diallyl-2-hydroxy-VI/lc, 1004... 

Epoxy resin Poly-(diallyl-phthalate) ABS PC-ABS blend Brominated bisphenol A Dechlorane Plus Octabromodiphenyl oxide Brominated phenol, triphenyl phosphate 0.5 mg sample at 950°C DB-5 fused silica capillary, 30 m x 0.25 mm i.d., 1.0-pm film 40°C for 4 min, ramp at 10°C/min to 320°C, hold for 18 min MS (El, 15-650 mass range) Injector T = 300°C detector T = 300°C 30/1 injection spUt [49]a,e... 

CO2. CHj, CO. H . propene. isobutene, dimethyl ketene. acrolein, diallyl ether, allyl methacrylate monomer and dimer, chain fragments including anhydnde structures from side-group cydization. and an aliphatic ketone in the vidnity of unsaturation CO , SO , phenol, bisphenol S, hydroquinone. fragments of backbone, benzene sulfonic acid... 

Bismaleimide/2,2 -diallyl bisphenol Boron-containing alderenes Poly(bisoxazoline)/ Phenolic Phenolic/ epoxy ... 

DIALLYL AMINE (124-02-7) Forms explosive mixture with air (flash point 59°F/15°C). An organic base. Reacts violently with oxidizers, strong acids. Incompatible with organic anhydrides, alkylene oxides, epichlorohydrin, aldehydes, alcohols, glycols, phenols, cresols, caprolactam solution. Flow or agitation of substance may generate electrostatic charges due to low conductivity. Attacks aluminum, copper, tin, and zinc. 

Fission of aryl ethers can also be effected by metallic sodium or potassium. For instance, diphenyl ether, which is one of the most resistant ethers, is decomposed by liquid potassium-sodium alloy at room temperature.38 Weber and Sowa have cleaved 4,4 -disubstituted diphenyl ethers into benzene and phenol derivatives by sodium in liquid ammonia.39 Diallyl ether is converted by sodium dust at 35° into allylsodium and sodium allyl oxide, which provides a suitable method for preparation of allylsodium.3 7a Anisole, phenetole, benzyl phenyl ether, and diphenyl ether give the phenols in 90% yield, without by-products, when boiled with sodium or potassium in pyridine.40... 

But-2-enyl)phenol readily formed an allyl ether in quantitative yield when its sodium salt was reacted with allyl chloride. This compound underwent Claisen rearrangement at 200°C to afford 2-allyl-4-but-2-enylphenol, the allyl ether of which, in turn, was rearranged to give 2,6-diallyl-4-but-2-enylphenol. Selective isomerisation of the allyl groups of this compound took place by heating at 110°C to afford 2,6-dipropenyl-4-but-2-enylphenol (ref.102). 

Phenolic constituents of M grandiflora L., namely magnolol (6), honokiol (7), and 3, 5 -diallyl-2 -hydroxy-4-methoxy-biphenyl (46) were found to have good antibacterial activity against Bacillus subtilis. Staphylococcus aureus, and Mycobacterium smegatis when compared to streptomycin sulfate [67]. Additionally, magnolol and honokiol were found to be... 

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