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Hi, I am a high school student. I am learning about polymers in chemistry class. In this class, I learned that nylon 6,6 is made by the reaction of polymerization between adipic acid and hexamethylene diamine. The following idea comes into my mind: glucose is oxidized to gluconic acid, and then dicarboxylic acid is made from gluconic acid by oxidation. Polyester might be able to be made by the reaction of polymerization between this dicarboxylic acid and hexamethylene diamine, which means that polyester can be made from sugar. Is it possible?
Yuki (Jul 2002)
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Answer:
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Synthesis of nylon (hydroxylated nylon) by the polymerization of diamine and dicarboxylic acid made from sugar has been reported since 1970. In addition, synthesis of hydroxylated nylon by the polymerization of hexamethylene diamine and glucaric acid made from glucose was reported in 1994. |

Glucaric acid
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The article mentions that this hydroxylated nylon is essentially biodegradable, and it is possible to use inexpensive glucose for the ingredient.
Synthesis of nylon (hydroxylated nylon) by the polymerization of diamine and dicarboxylic acid made from sugar has been reported since 1970. In addition, synthesis of hydroxylated nylon by the polymerization of hexamethylene diamine and glucaric acid made from glucose was reported in 1994. The article mentions that this hydroxylated nylon is essentially biodegradable, and it is possible to use inexpensive glucose for the ingredient.
Biodegradable polymer: Polymers which are capable of being decomposed by biological agents, such as bacteria. It is thought that this type of polymer would be suitable for solving the problem of plastic disposal, and for making biomedical materials such as dissolvable stitches.
Glucaric acid is usually made from glucose by nitric acid oxidation. It is also available commercially.
Reference:
L. Chen and D. E. Kiely, J. Carbohydr. Chem., 13, 585 (1994).
Acknowledgement:
We would like to thank Dr. M for his careful teaching and kind support for this answer.
This article is translated by Chemistryquestion.com from the original article in Chemistryquestion.jp. Please let us know if you find any errors.
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