Diglycerol bisacetonide was synthesized and isolated from acetone and diglycerol, which is renewable and available in large scale. DGA was directly used in polytransacetalization with 1,4-cyclohexanedione or 4,4′-bicyclohexanone as diketone monomers. Polycycloacetals were obtained with molecular weights (M_n) of up to 28 kg mol⁻¹, broad dispersities (Đ = 1.5–4.0) and as semi-crystalline polymers with high melting points (T_m = 210–241 °C) and glass transition temperatures (T_g) of 48 °C or 65 °C. Introducing di(trimethylolpropane) (di-TMP) in the polymerization of DGA and 1,4-cyclohexanedione resulted in copolymers as confirmed by ¹H-NMR and ¹³C-NMR spectroscopy. Increasing the di-TMP content from 10 to 50 mol% reduces the crystallinity of the polycycloacetals and increases the T_g, eventually yielding amorphous polymers (T_g = 60–71 °C). For the amorphous polycycloacetals, Young's moduli could be determined by tensile strength testing (E = 1.1–1.4 GPa). The polycycloacetals with renewable carbon contents in the range of 33–100% cover a wide range in material properties and are stable against hydrolysis at pH > 1–3, depending on the polycycloacetal composition.

中文翻译：

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通过甘油二丙酮双缩醛缩聚反应制得的聚 环缩醛†

从丙酮和双甘油中合成并分离出双甘油双丙酮化物，它们是可再生的并且可大规模使用。DGA直接用于1,4-环己二酮或4,4'-双环己酮作为二酮单体的聚反缩醛化反应中。获得的多环缩醛的分子量（M _n）高达28 kg mol ^-1，分散性广（Đ = 1.5–4.0），并且是具有高熔点（T _m = 210–241°C）的半结晶聚合物和玻璃转变温度（T _g）为48°C或65°C。通过¹ H-NMR和¹ H-NMR证实，在DGA和1,4-环己二酮的聚合反应中引入二（三羟甲基丙烷）（di-TMP）得到共聚物。¹³ C-NMR光谱。将di-TMP含量从10 mol％增加到50％会降低多环缩醛的结晶度并增加T _g，最终生成无定形聚合物（ T _g = 60–71°C）。对于无定形聚环缩醛，可以通过拉伸强度测试（ E = 1.1–1.4 GPa）确定杨氏模量。可再生碳含量在33-100％范围内的聚环缩醛涵盖了广泛的材料性能，并且在pH> 1-3的条件下对水解稳定，具体取决于聚环缩醛的组成。