Triacet

Triaceiin is about 90% glycerol triacetate and 10% diacetate. Used as a plasticizer for lacquers and as a solvent for certain gums and resins. 

Cellulose dissolves in strong mineral acids, in NaOH and in cuprammonium solution. It forms a triacetate (tri-ethanoate), a trinitrate... 

Chemoselective C-alkylation of the highly acidic and enolic triacetic acid lactone 104 (pAl, = 4.94) and tetronic acid (pA, = 3.76) is possible by use of DBU[68]. No 0-alkylation takes place. The same compound 105 is obtained by the regioslective allylation of copper-protected methyl 3,5-dioxohexano-ate[69]. It is known that base-catalyzed alkylation of nitro compounds affords 0-alkylation products, and the smooth Pd-catalyzed C-allylation of nitroalkanes[38.39], nitroacetate[70], and phenylstilfonylnitromethane[71] is possible. Chemoselective C-allylation of nitroethane (106) or the nitroacetate 107 has been applied to the synthesis of the skeleton of the ergoline alkaloid 108[70]. 

Cellulose Triacetate. Cellulose triacetate is prepared according to the following reaction ... 

Because cellulose triacetate has a high softening temperature, it must be processed in solution. A mixture of dichloromethane and methanol is a common solvent. 

Trimethylolethane trinitrate (metriol trinitrate) is not satisfactory as a plasticizer for nitrocellulose, and must be used with other plasticizers such as metriol triacetate. Mixtures with nitroglycerin tend to improve the mechanical properties of double-base cast propellants at high and low temperatures. Metriol trinitrate has also been used in combination with triethylene glycol dinitrate as a plasticizer for nitrocellulose. Its physical properties are Hsted in Table 7 (118-122). 

The predominant cellulose ester fiber is cellulose acetate, a partially acetylated cellulose, also called acetate or secondary acetate. It is widely used in textiles because of its attractive economics, bright color, styling versatiUty, and other favorable aesthetic properties. However, its largest commercial appHcation is as the fibrous material in cigarette filters, where its smoke removal properties and contribution to taste make it the standard for the cigarette industry. Cellulose triacetate fiber, also known as primary cellulose acetate, is an almost completely acetylated cellulose. Although it has fiber properties that are different, and in many ways better than cellulose acetate, it is of lower commercial significance primarily because of environmental considerations in fiber preparation. 

Cellulose triacetate is obtained by the esterification of cellulose (qv) with acetic anhydride (see Cellulose esters). Commercial triacetate is not quite the precise chemical entity depicted as (1) because acetylation does not quite reach the maximum 3.0 acetyl groups per glucose unit. Secondary cellulose acetate is obtained by hydrolysis of the triacetate to an average degree of substitution (DS) of 2.4 acetyl groups per glucose unit. There is no satisfactory commercial means to acetylate direcdy to the 2.4 acetyl level and obtain a secondary acetate that has the desired solubiUty needed for fiber preparation. 

Fig. 1. Acetyl value and combined acetic acid for acetate esters of cellulose. Designations are as follows CA = acetate(DS = 2.4) CELL = cellulose(DS = 0) CTA = triacetate(DS = 3.0). Combined acetic acid (%) = 6005(DS)/( 159.1 + 43.04(DS)) acetyl value...

Fig. 5. The effect of dry heat exposure on acetate and triacetate fibers. Tested at 65% rh, 21°C after exposure. A, acetate, 100°C B, triacetate, 130°C and C,...

The ratio of stress to strain in the initial linear portion of the stress—strain curve indicates the abiUty of a material to resist deformation and return to its original form. This modulus of elasticity, or Young s modulus, is related to many of the mechanical performance characteristics of textile products. The modulus of elasticity can be affected by drawing, ie, elongating the fiber environment, ie, wet or dry, temperature or other procedures. Values for commercial acetate and triacetate fibers are generally in the 2.2—4.0 N/tex (25—45 gf/den) range. 

The wet modulus of fibers at various temperatures influences the creasing and mussiness caused by laundering. Figure 6 shows the change with temperature of the wet modulus of acetate and triacetate, and compares them with a number of other fibers (2). Acetate, triacetate, and rayon behave quite similarly, with a lower sensitivity than acryUc. 

The abihty of a fiber to absorb energy during straining is measured by the area under the stress—strain curve. Within the proportional limit, ie, the linear region, this property is defined as toughness or work of mpture. For acetate and triacetate the work of mpture is essentially the same at 0.022 N/tex (0.25 gf/den). This is higher than for cotton (0.010 N/tex = 0.113 gf/den), similar to rayon and wool, but less than for nylon (0.076 N/tex = 0.86 gf/den) and silk (0.072 N/tex = 0.81 gf/den) (3). 

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