Prepared from cyclohexanedimethanol

MixedPhosphona.te Esters. Unsaturated, mixed phosphonate esters have been prepared from monoesters of 1,4-cyclohexanedimethanol and unsaturated dicarboxyhc acids. Eor example, maleic anhydride reacts with this diol to form the maleate, which is treated with benzenephosphonic acid to yield an unsaturated product. These esters have been used as flame-retardant additives for thermoplastic and thermosetting resias (97). 

Because acid excipients can be used to achieve rapid polymer erosion, the possibility of preparing devices useful for oral delivery was investigated (31). In one such system, 2 wt% phthalic anhydride was incorporated into a polymer prepared from the diketene acetal, trans-cyclohexanedimethanol and C-labeled 1,6-hexanediol and polymer erosion followed in a pH 7 buffer and in pH 1.5 canine... 

Fifty percent 1,4-cyclohexanedimethylene isophthalate/PTME isophthalate copolymers prepared from practical-grade 1,4-cyclohexanedimeth-anol and from trans- 1,4-cyclohexanedimethanol also harden slowly over a period of hours. No attempts were made to speed the rate of crystallization of these copolymers by addition of nucleating agents although it has been demonstrated that the rate of crystallization of ethylene terephthalate/PTME terephthalate copolymers, which also crystallize slowly, can be increased by nucleation. 

Decanediol. The polymer obtained from this diol was prepared similarly to that from cyclohexanedimethanol, but twice as much p-toluenesulfonic acia was used as catalyst and a 20% excess of paraformaldehyde was present at the beginning of the reaction. After concentration of a portion of the benzene solution, a polymer was obtained with an inherent viscosity of 0.87. When the catalyst was not neutralized before concentration, the polymer was degraded and an inherent viscosity of only 0.27 was obtained. 

The metabolic fate of the degradation products from a polymer prepared from diethoxy tetrahydrofuran and cis/trans-cyclohexanedimethanol has been... 

This poly (ortho ester) was originally denoted by the Alza Corporation as Chronomer and is currently known as Alzamer. Its use has been described in a number of publications. Unfortunately, these do not identify the material beyond the code names of Cl 11 and ClOlct. However, it can be inferred that ClOlct refers to a polymer prepared from diethoxytetrahydrofuran and cis/ fr /K-cyclohexanedimethanol and Cl 11 refers to a polymer prepared from diethoxytetrahydrofuran and 1,6-hexanediol. 

Fig. 9. Release rate of timolol maleate from a 7 3 blend of polymers prepared from 3,9-bis (ethylidene-2,4,8,10-tetraoxaspiro [5,5] undecane) and 1,6-hexanediol and 3,9-bis (ethylidene-2.4,8,10-tetraoxaspiro 5,5] undecane and rrans-cyclohexanedimethanol at pH 7.4 and 37 °C. Drug loading 2 wt% [31]. Reprinted with permission...

The hydrolysis rate of poly (ortho esters) can be further manipulated by a combination of hydrophilicity and the use of diols that contain a pendant carboxylic acid, such as 9,10-dihydroxystearic acid [36]. Figure 16 shows the release of a marker compound p-nitroacetanilide from a hydrophobic matrix prepared from a 60/40 mole ratio of frans-cyclohexanedimethanol and 1,6-hexanediol containing varying amounts of 9,10-dihydroxystearic acid. While there is a noticeable effect, it is relatively minor. However, when the hydrophilicity of the matrix is increased by using a 60/10/30 mole ratio of trans-cyclohexanedimethanol, 1,6-hexanediol and triethylene glycol, the effect of 9,10-dihydroxystearic acid is greatly magnified, as shown in Fig. 17. 

Star-shaped poly(IBVE) was obtained in 100% yield [276] from the living polymer reaction (DPn = 50-300) of IBVE, prepared with IBEA/EtAlCl2 at 0 C in hexane in the presence of ethyl acetate, with a small amount of 1,4-cyclohexanedimethanol divinyl ether. A notable feature of these starshaped polymers was their extremely narrow MWDs (Mw/Mn = 1.1-1.2) [276]. To the best of our knowledge, this was the first example of selective preparation of star-shaped polymers with a narrow MWD in quantitative yield, which had never before been achieved even with other polymerization mechanisms. The Mw ranged from 6 x 10" to 30 x 10, and each polymer molecule had between 9 and 44 arms. 

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