1,10-Decamethylene glycol

Figure 5.3 shows the data for the uncatalyzed polymerization of adipic acid and 1,10-decamethylene glycol at 161°C plotted according to Eq. (5.21). The various provisos of the catalyzed case apply here also, so it continues to be appropriate to consider only the final stages of the conversion to polymer. From these results, k is about 4.3 X 10" kg eq min at 161°C. 

Decamethylene glycol has been prepared by the reduction of dimethyl sebacate and diethyl sebacate with sodium and ethyl alcohol by the reduction of sebacamide with sodium and amyl alcohol and by the reduction of dimethyl sebacate with sodium and liquid ammonia in absolute alcohol. The reduction of esters with sodium and alcohol has also been applied to the preparation of many other glycols. ... 

More recently methods have been developed for the catalytic hydrogenatio of sebacic esters to decamethylene glycol. ... 

Fig. 4.—Reaction of decamethylene glycol with adipic acid at the temperatures indicated, catalyzed by 0.10 equivalent percent of p-toluenesulfonic acid. The time scale for the results at 82.8°C is to be multiplied by two. ...

Fig. 5.—The partial degradation of decamethylene adipate polyester with small percentages of decamethylene glycol (experiments 8, 13, and 17), or with lauryl alcohol (experiment 19), at 109°C, catalyzed with 0.1 equivalent percent of p-toluenesulfonic acid. The fraction of added glycol, or alcohol, unassimilated has been calculated indirectly from melt viscosity measurements and is plotted on the logarithmic ordinate scale.2 ...

Decamethylene bromide, 24 Decamethylene glycol, 25 Decane, i,io-dibromo-, 24 b-Decyl -bromobenzenesulfonate... 

Fig. 21. Zimm-plot of an A/B2 random polycondensate. A3 benzene 1.3.5.-triacetic acid B2 decamethylene glycol. Measurement have been made in benzene at 20 °C, with the two wave lengths of Xa = 546 nm ( ) and A0 = 436 nm (O). h = (4 jiIX) sin 0/2138)...

Decahydroacenaphthylene, a2 Decamethylene glycol, dlO 1,10-Decadedicarboxylic acid, d721... 

Flory [3, 48] found that the esterification reactions between model compounds on the one hand and polyfunctional reactants on the other are substantially identical. Thus the reaction of two monofunctional compounds (lauric acid, lauryl alcohol), of a bifunctional compound with a monofunctional one (adipic acid, lauryl alcohol) and two bifunctional compounds (adipic acid, decamethylene glycol) followed essentially third-order kinetics. In the absence of added strong-acid catalyst a second molecule of the carboxylic acid functions as catalyst. Thus when the concentrations (C) of the reacting groups are identical, the rate is given by ... 

Fig. 4. Decamethylene glycol—adipic acid (DM—A), lauryl alcohol—adipic acid (L—A) and lauryl alcohol—lauric acid (L—L) reactions at 202°C (from ref. 48). Time values for the DM—X system have been multiplied by 2.

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