The paper reports the data on the synthesis of a new, previously not described, series of oligodiuretancarbofunctional alcohols based on aliphatic individual or oligomeric diols and polyisocyanate at the following ratio: one gram-equivalent of polyisocyanate per one mole of the corresponding diol. The isolated compounds are transparent, homogeneous, slightly colored dark-colored substances, some of which crystallize under room conditions, and the other part is a very viscous and sticky liquid. Their physicochemical constants are given (nD20, wt.% of –OH groups, wt.% of the latter –NCO groups, and urethane group content). Such oligodiuretan-containing carbofunctional alcohols are well soluble in ketones, esters, ethers, chlorine-containing and aromatic hydrocarbons, and aprotic solvents. They are poorly and even insoluble in non-polar hydrocarbons (hexane, heptane, etc.). Their structure is confirmed by functional analysis and IR spectra.
By the reaction of a mixture of isomers (2.4-2.6) of toluene diisocyanate with aliphatic, individual or oligomeric diols (such as polyoxypropylene glycols of different molecular weight) in cyclohexanone, oligodiurethane diisocyanates with the diol component of different nature and length in their structure are synthesized in the first stage. In the second stage, the synthesized oligodiurethane diisocyanates were blocked by monofunctional aliphatic alcohols of normal structure with different lengths of fatty radical. The structure of the latter is confirmed by the absence of absorption bands characteristic of free –NCO groups in the IR spectra. Both series of isolated oligodiureta diisocyanates and oligotetraurethanes are characterized by refractive index and Ubellode drop temperature, molecular weights, content of free –NCO groups, and IR spectra. They are well soluble in esters, ethers, chlorinated and aromatic hydrocarbons, ketones, and aprotic solvents; they are poorly soluble in aliphatic hydrocarbons. The presence in the structure of such compounds of polar urethane groups simultaneously with relatively high molecular weight suggests that they will be useful not only as plasticizers, but also as modifiers of the properties of polymers and composite materials.
We performed the studies on the use of oligodiurethane diisocyanates as an additive to a solution of triacetate cellulose polymer. It was shown that these compounds are effective additives and can be used as structural plasticizers of supramolecular formations of triacetate cellulose (in small quantities of 0.01–0.075 wt.% with respect to the weight of triacetate cellulose), which allows adjusting the viscosity of the solution at the stage of casting films in a wide range. In addition, the investigated compounds are effective modifiers of the properties of the obtained film materials (they approximately double the tensile strength of films, their relative elongation and relative hardness). The improvement in physical-mechanical properties of the test film samples is due to the presence of polar urethane groups in the structure of the additive, which are characterized by higher values of total volumetric energy of cohesive interaction than those of phthalate or adipinate oligomers known as plasticizers.
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