Hexanetriol

Acrolein dimer may be easily hydrated to a-hydroxyadipaldehyde, [141-31-1] which may then be reduced to 1,2,6-hexanetriol [106-69-4]. 

Hexanetriol, is used in a variety of pharmaceutical and cosmetics industry appHcations and is currendy viewed as an alternative to glycerol as... 

A ketene acetal-terminated prepolymer was first prepared from 2 eq of the diketene acetal 3,9-bis(ethylidene-2,4,8,10-tetraoxaspiro-[5,5]undecane) and 1 eq of the diol 3-raethyl-l,5-pentanediol and. then 30 wt% levonorgestrel, 7 wt% Mg(OH)2j and a 30 mole% excess of 1,2,6-hexanetriol mixed into the prepolymer. This mixture was then extruded into rods and cured. Erosion and drug release from these devices was studied by implanting the rod-shaped devices subcutaneously into rabbits, explanting at various time intervals, and measuring weight loss and residual drug (15). 

Triols. One triol used was the propylene oxide adduct of 1,2,6-hexanetriol, designated LHT-240 and supplied by Union Carbide Chemicals Company. After degassing, its hydroxyl, unsaturation, and water contents were 4.31 meq/g, <0.01 meq/g, and 0.004%, respectively. Thus, the material was essentially trifunctional, and its number average molecular weight was 696. If the unsaturation was exactly 0.01 meq/g, then the number-average functionality was 2.99. 

Polyfunctional OH Components (Crosslinkers). For crosslinking, trifunctional alcohols are used mainly. Some are of the same type as the difunctional prepolymers—e.g., polyethers derived from trifunctional initiators (glycerol, trimethylolpropane, 1,2,6-hexanetriol) and propylene or butylene oxide—and are preferred. Low molecular weight alcohols are used also. Examples are the ones listed above and glycerol monoricinole-ate, glycerol triricinoleate and amino alcohols like triethanolamine. 

Polyethers are typically products of base-catalyzed reactions of the oxides of simple alkenes. More often than not, ethylene oxides or propylene oxides and block copolymers of the oxides are used. A polypropylene oxide-based polymer is built and then capped with polyethylene oxides. An interesting aspect of this chemistry is the use of initiators. For instance, if a small amount of a trifunctional alcohol is added to the reactor, the alkylene oxide chains grow from the three alcohol end groups of the initiator. Suitable initiators are trimethylol propane, glycerol or 1,2,6 hexanetriol. The initiator is critical if one is to make a polyether foam for reasons that we will discuss shortly. 

Conversion of saturated, primary alkyl and aryl alkyl alcohols into the corresponding aldehydes can be achieved by this method provided that the alcohols are entirely dissolved in the organic phase. Relatively unstable protective groups are not affected, as in the oxidation of the acetonide of 1,2,6-hexanetriol, whereas conjugated and isolated double bonds give rise to side reactions which considerably decrease selectivities and yields.4 Some examples of aldehydes synthesized with this method are reported in Table 1. Under the same conditions, secondary alcohols are oxidized to ketones. Addition of catalytic amounts of quaternary onium salts allows fast and total conversion of primary alcohols and aldehydes into carboxylic acids making this methodology very versatile 4... 

Figure 3 shows the results of sin investigation of the pH-sensitivity of a crosslinked poly(ortho ester) prepared from 3,9-bis(ethylidene 2,4,8,10-tetraoxaspiro [5,5] undecane), triethylene glycol, and 1,2,6-hexanetriol. In these studies, a marker molecule, p-nitroacetanilide was incorporated into the polymer, and the rate of release of p-nitroacetanilide was assumed to correspond to the rate of erosion of the polymer. This assumption is not entirely accurate because some diffusional release occurs. However, the method is a good measure for determining the changes in erosion rates with changes in external pH. 

Figure 3 Effect of external pH on erosion rate of crosslinked poly(ortho ester) prepared from 3,9-bis(ethylidene 2,4,8,10-tetraoxaspiro [5,5] undecane), triethylene glycol, and 1,2,6-hexanetriol. Disks 5.5 x 0.75 mm p-nitroacetanilide loading 2 wt. ...

Acrolein dimer may be easily hydrated to a-hydroxyadipaldehyde, C H1( iO, [141-31-1] which may dien lie reduced to 1,2,6-hexanetriol [106-69-4]. 1,2,6-Hexanetriol, C6H1403, is used in a variety of pharmaceutical and cosmetics industry applications and is currently viewed as an alternative to glycerol as a liumectant. 

Polypropylene glycol 2025 (PPG) Ferric acetyl acetonate (FAA) Tolylene diisocyanate (TDI) 1,2,6-Hexanetriol (HT)... 

Reaction of a triol such as 1,2,6-hexanetriol with a DETOU prepolymer permits the formation of a cross-linked network. Rod-shape polymer systems (2.4 mm in diameter) were fabricated containing 30wt% levonor-gestrel and 7 wt%o micronized Mg(OH)2 as a stabilizer. These devices contained 1 wt% 9,10-dihydroxystearic acid to modify polymer erosion rate. SEM photomicrographs of the rods show evidence of surface... 

A 35-year-old woman had a 3-week history of pruritic erythema, edema, and linear vesiculation of the upper arms where she had applied fluocinonide cream (1). Patch tests with the cream were positive, but the active ingredient fluocinonide (0.05% in petrolatum) was negative, while 1,2,6-hexanetriol 5% showed strong positive reactions on days 3 and 7. 

Miura Y, Hata M, Yuge M, Numano K, Iwakiri K. Allergic contact dermatitis from 1,2,6-hexanetriol in fluocinonide cream. Contact Dermatitis 1999 41(2) 118-19. 

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