Flame retardants reactive

TetrabromobisphenoIA. Tetrabromobisphenol A [79-94-7] (TBBPA) is the largest volume bromiaated flame retardant. TBBPA is prepared by bromination of bisphenol A under a variety of conditions. When the bromination is carried out ia methanol, methyl bromide [74-80-9] is produced as a coproduct (37). If hydrogen peroxide is used to oxidize the hydrogen bromide [10035-10-6] HBr, produced back to bromine, methyl bromide is not coproduced (38). TBBPA is used both as an additive and as a reactive flame retardant. It is used as an additive primarily ia ABS systems, la ABS, TBBPA is probably the largest volume flame retardant used, and because of its relatively low cost is the most cost-effective flame retardant. In ABS it provides high flow and good impact properties. These benefits come at the expense of distortion temperature under load (DTUL) (39). DTUL is a measure of the use temperature of a polymer. TBBPA is more uv stable than decabrom and uv stable ABS resias based oa TBBPA are produced commercially. 

Reactive Flame Retardants. Reactive flame retardants become a part of the polymer by either becoming a part of the backbone or by grafting onto the backbone. Choice of reactive flame retardant is more complex than choice of an additive type. The reactive flame retardant can exert an enormous effect on the final properties of the polymer. There are also reactive halogenated compounds used as iatermediates to other flame retardants. Tables 8 and 9 Hst the commercially avaHable reactive flame retardants and iatermediates. 

Table 8. Brominated Reactive Flame Retardants and Intermediates...

TetrabromobisphenolA. TBBPA is the largest volume reactive flame retardant. Its primary use is in epoxy resins (see Epoxyresins) where it is reacted with the bis-glycidyl ether of bisphenol A to produce an epoxy resin having 20—25% bromine. This brominated resin is typically sold as a 80% solution in a solvent. TBBPA is also used in the production of epoxy oligomers which are used as additive flame retardants. 

TetrabromophthalicAnhydride. Tetrabromophthalic anhydride [632-79-1] (TBPA) is widely used as a reactive flame retardant in unsaturated polyesters as weU as the precursor to a number of other fine retardants. Polyesters prepared from this compound have relatively poor photochemical stabiUty and tend to discolor upon exposure to light. This tendency to discolor can be reduced, but not eliminated, by the use of uv stabilizers. 

Brominated Styrene. Dibromostyrene [31780-26 ] is used commercially as a flame retardant in ABS (57). Tribromostyrene [61368-34-1] (TBS) has been proposed as a reactive flame retardant for incorporation either during polymerization or during compounding. In the latter case, the TBS could graft onto the host polymer or homopolymerize to form poly(tribromostyrene) in situ (58). 

Brominated Phenols. Tribromophenol [75-80-9] and dibromophenol [615-58-7] are both prepared through bromination of phenol. These are not actually used as reactive flame retardants, but rather as starting materials for other flame retardants such as BTBPE [37853-59-1] and epoxy oligomers. 

Bromine as a Reactive Flame Retardant. Bromine and chlorine are the starting materials for all of the commercial compounds described. Bromine is also used in a somewhat different way to impart flame retardancy. That is, it is used to brominate the resin in interest directly. This is practiced commercially in the case of unsaturated polyesters (59). 

Nonreactive additive flame retardants dominate the flexible urethane foam field. However, auto seating appHcations exist, particularly in Europe, for a reactive polyol for flexible foams, Hoechst-Celanese ExoHt 413, a polyol mixture containing 13% P and 19.5% Cl. The patent beHeved to describe it (114) shows a reaction of ethylene oxide and a prereacted product of tris(2-chloroethyl) phosphate and polyphosphoric acid. An advantage of the reactive flame retardant is avoidance of windshield fogging, which can be caused by vapors from the more volatile additive flame retardants. 

Flame Retardants. Bromine compounds make up an important segment of the market for flame retardants used in polymers. Additive flame retardants are added to polymers during processing reactive flame retardants react chemically to become part of the polymer chain itself. In addition to the compounds Hsted in Table 3, a number of proprietary mixtures and phosphoms—bromine-containing flame retardants are also sold (see Elame RETARDANTS, HALOGENATED, FLAAffi RETARDANTS). 

A.dditive flame retardants Reactive flame retardants ... 

The brominated organic compounds are used as either additive (e.g. decabromodiphenyl, hexabromobenzene, pentabromotoluene), or reactive flame retardants (e.g. tetrabromobisphenol-A, tri- and pentabromophenols). The major... 

Most circuit boards are FR-4 boards that meet standards for fire safety by the use of brominated epoxy resins in which the reactive flame-retardant tetrabromobisphenol A (TBBPA) forms part of the polymeric backbone of the resin. Alternative flame-retardant materials are used in only 3-5 per cent of the FR-4 boards, but additional alternative flame-retardant materials are also imder development. Little information exists concerning the potential environmental and human health impacts of the materials which are being developed as alternatives to those used today that are based on brominated epoxy resins. 

Various additives show considerable extraction resistance, such as impact modifiers (polyacrylates and polyblends PVC/EVA, PVC/ABS, etc.), highpolymeric processing aids (PMMA-based), elastomers as high-MW plasticisers, reactive flame retardants (e.g. tetrabromobisphenol-A, tetrabromophthalic anhydride, tetrabromophthalate diol, dibromostyrene). Direct measurement of additives by UV and IR spectroscopy of moulded films is particularly useful in analysing for additives that are difficult to extract, although in such cases the calibration of standards may present a problem and interferences from other additives are possible. 

Reactive fibers, 9 486-489 Reactive flame retardants, 11 474-479 brominated, ll 475-477t Reactive gases, 13 456 Reactive groups, types of, 9 178 Reactive hot melt butyl sealants, 22 44 Reactive hot melt polyurethanes, 22 37-38 Reactive hot melt silicones, 22 35 Reactive ion-beam etching (RIBE), 22 184 Reactive ion etching (RIE), 20 278 22 183 of lotus effect surfaces, 22 120 Reactive lead alloys, 14 779 Reactive liquid metal infiltration process, 16 168... 

This article reports on two related pieces of news firstly that Albemarle Corp. of the USA has introduced a new reactive flame retardant, Saytex RX 8500 , as a replacement for pentabromodiphenyl ether (penta-BDE) in the production of flame-retardant PU foam. Secondly that Great Lakes Chemical Corp., the only manufacturer of penta-BDE, has announced plans to voluntarily phase out and cease production of this, and also octa-BDE, at the end of 2004. 

Bis(bromomethyl)propane-l,3-diol is a reactive flame retardant that is used primarily in unsaturated polyester resins for moulded products and in rigid polyurethane... 

Polybrominated Diphenyl Ethers. PBDEs are used as additive flame retardants in thermoplastics. Additive flame retardants are physically combined with the polymer material being treated rather than chemically combined (as in reactive flame retardants). This means that there is a possibility that the flame retardant may diffuse out of the treated material to some extent. 

Reactive Flame Retardants. Table 2 lists the commercially available reactive flame retardants and intermediates. 

Less use of flame-retardant additives and more use of reactive flame retardants and inherently nonflammable polymers... 

The main reactive flame-retardant compounds used in unsaturated polyesters are tetrabro-mophthalic anhydride, dibromoneopentyl glycol, bis(2-hydroxyethyl) ether of tetrabromobisphenol A, and chlorendic anhydride. Tetrachlorophthalic anhydride is also used. 

Poly(butylene terephthalate) (PBT) and poly(ethylene-2, 6-naphthenate) (PEN) can be reactively flame retarded with the same types of reagent35 as are used for PET, for example, Structure 5.10. 

In thermosetting systems, the reactive flame retardant can be incorporated either in one or more of the principal chain-forming components, or in the cross-linking agent. Both strategies have been employed with P-containing flame retardants in a variety of thermosets. 

The major commercial alternative to DOPO and its derivatives for reactively flame retarding epoxy resins, especially for electronic applications, is an oligo(l,3-phenylene methylphosphonate) (Structure 5.18) marketed by Supresta under the tradename Fyrol PMP. Fyrol PMP has a functionality higher than that of DOPO and can be used either as a hardener (curing agent) or be precondensed with an epoxy. 

With regard to reactive flame-retardants, two routes can be followed to improve thermal stability and fire behavior of PU foams use of brominated or phosphorus-containing polyol or, for rigid foams, the introduction inside polymer backbone of more thermally stable structure than urethane, mainly isocyanurate, but also uretidione rings or carbodiimide.19... 

In the USA, penta- and octa-PBDE formulations were also voluntarily phased out in 2004. In Japan, the consumption of PBDEs is declining due to effective regulation and voluntary restriction, while that of HBCD is increasing (Isobe et ah, 2007). TBBP-A, the most widely used BFR, is used primarily as a reactive flame retardant in printed circuit... 

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