Development of novel polyesters and polyurethanes utilizing saccharide derivatives

利用糖衍生物开发新型聚酯和聚氨酯

• 批准号: 06555286
• 负责人: OKADA Masahiko
• 金额: $ 4.42万
• 依托单位: Nagoya University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Developmental Scientific Research (B)
• 财政年份: 1994
• 资助国家: 日本
• 起止时间: 1994 至 1995
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-06555286/
• 关键词: Polyester; Polyurethane; Biodegradation; Dianhydrohexitol; Sugar lactone; Hydrolysis; Hydrogel; Controlled release; グルコース; マンニトール; 重縮合; 重付加; 生分解性

1. Synthesis of polyesters from 1,4 : 3,6-dianhydrohexitols and their biodegradabilityPolyesters were synthesized by polycondensations of three stereoisomeric 1,4 : 3,6-dianhydrohexitols and four different aliphatic dicarboxylic acid chlorides. Biodegradability of these polyesters was examined by hydrolysis in neutral phosphate buffer, degradation in activated sludge, and burial test in composted soil. Amorphous polyesters were relatively easily biodegraded. Polyester derived from dianhydroglucitol and sebacoyl dichloride showed the highest biodegradability. Electron microscopy revealed that polyesters buried in composted soil were biodegraded by both mold fungi and bacteria.2. Synthesis of polyurethanes from saccharic acid lactones and their hydrolytic degradabilityPolyurethanes containing lactone rings in the main chains were synthesized by polyadditions of three different saccharic acid lactones with the diisocyanate derived from L-lysine. These polyesters underwent hydrolysis, slowly under weakly acidic conditions, but relatively rapidly under neutral or weakly alkaline conditions. Poly (ether-urethane) hydrogels were prepared by using polyethylene glycol or polypropylene glycol in combination with methyl D-glucofuranosidurono-6,3-lactone as the diol components. Release of 5 (6)-carboxyfluorescein and magnesium 8-anilino-1-naphthalenesulfonate from these hydrgogels was investigated in detail.

1. 1,4: 3,6-二脱水己糖醇聚酯的合成及其生物降解性通过三种立体异构体1,4: 3,6-二脱水己糖醇和四种不同的脂肪族二羧酸氯化物的缩聚合成了聚酯。通过中性磷酸盐缓冲液中的水解、活性污泥中的降解以及堆肥土壤中的掩埋试验来检查这些聚酯的生物降解性。无定形聚酯相对容易生物降解。由二脱水葡萄糖醇和癸二酰二氯衍生的聚酯表现出最高的生物降解性。电镜观察显示埋在堆肥土壤中的聚酯可被霉菌和细菌生物降解。2．糖二酸内酯聚氨酯的合成及其水解降解性通过三种不同的糖二酸内酯与L-赖氨酸衍生的二异氰酸酯的加成反应合成了主链含内酯环的聚氨酯。这些聚酯在弱酸性条件下缓慢水解，但在中性或弱碱性条件下相对较快。使用聚乙二醇或聚丙二醇与甲基D-呋喃葡萄糖醛酸-6,3-内酯作为二醇组分制备聚(醚-氨基甲酸酯)水凝胶。详细研究了这些水凝胶中 5 (6)-羧基荧光素和 8-苯胺基-1-萘磺酸镁的释放。

项目成果

M.Okada: "Biodegradability of Polyesters Having Tetrahydropyran Rings in Their Backbones" J.Appl.Polym.Sci.51. 1045-1051 (1994)

M.Okada：“主链中具有四氢吡喃环的聚酯的生物降解性”J.Appl.Polym.Sci.51。

K.Hashimoto: "Degradation of Several Polyamides in Soils" Journal of Applied Polymer Science. 54. 1579-1583 (1994)

K.Hashimoto：“土壤中几种聚酰胺的降解”应用聚合物科学杂志。

K.Hashimoto: "Macromolecular Synthesis from Saccharic Lactones. Polyaddition of D-Glucaro- and D-Mannaro-1,4 : 6,3-dilactones with Diisocyanates and Hydrolyzability of the Resulting Polyurethanes Having Dilactone Rings in the Main Chains" J.Polym.Sci., Pa

K.Hashimoto：“糖内酯的高分子合成。D-Glucaro-和 D-Mannaro-1,4 : 6,3-双内酯与二异氰酸酯的加聚以及所得主链中具有双内酯环的聚氨酯的水解性” J.Polym

M.Okada: "Spontaneous Hydrolytic Degradability of Copolyesters Having Tetrahydropyran Rings in Their Backbones" J.Appl.Polym.Sci.51. 1305-1043 (1994)

M.Okada：“主链中具有四氢吡喃环的共聚酯的自发水解降解性”J.Appl.Polym.Sci.51。

岡田鉦彦: "生分解性プラスチックの合成と触媒" 触媒技術の動向と展望 1995年版. 1995. 51-60 (1995)

Kazuhiko Okada：“生物降解塑料的合成和催化剂”催化剂技术的趋势和展望1995年版。51-60（1995）。